Ester compounds of benzoic acid, composition (versions) and method of composition (versions) obtaining


FIELD: medicine, pharmaceutics.

SUBSTANCE: invention relates to application of ester compounds of benzoic acid, taken from group, which includes 1-phenylvinyl 4-methoxybenzoate; 1-(4-methoxyphenyl)-vinyl 4-tert-butyl benzoate, 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate, 1-phenylvinyl 4-tert-butyl benzoate, 4-benzoyloxy-2-methoxybenzolsulphonic acid, 3-diethylaminophenyl benzoate and 3-(1-pyrrolidinyl) phenyl benzoate and 3-methoxy salicylate, as component for preparing composition for protection of human organism or animal or material from ultraviolet radiation, containing effective quantity at least one of claimed compounds, as component for preparing composition, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, as component for preparing composition for individual hygiene, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, as component for preparing industrial composition, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, and as component for preparing composition, which at photo-regrouping shows quantity of obtained UV-B radiation.

EFFECT: invention also relates to composition for protecting human or animal organism or protection of material from ultraviolet radiation, contains effective quantity of at least one above mentioned ester compound of benzoic acid.

40 cl, 6 dwg, 33 ex

 

The technical field to which the invention relates.

The present invention relates to photochemical precursors ultraviolet absorbers, mainly, to the ester compounds of benzoic acid.

The level of technology

With frequent sun exposure excessive exposure to invisible rays - ultraviolet rays (UV-a, 320-400 nm) and ultraviolet rays (UV-b, 290-320 nm) - can cause damage to the skin. Damage may occur immediately after exposure, or may be long-term, exerting a variety of effects, ranging from sunburn, rashes, damage cells and tissues and to premature wrinkling and skin cancer. In the last decade has increased the number of diseases one particularly deadly form of skin cancer - malignant melanoma, due to the fact that the acquisition of a tan has become more popular. During this period, scientists have warned that the thin ozone layer, which protects life on Earth from solar ultraviolet (UV) radiation, thin. This makes it possible penetration greater amount of UV radiation, increasing the risk of overexposure. In fact, many skin changes that are frequently found in aging, are actually the result of excessive sun is about impact.

Sunscreen is any substance or material, which protects the skin from UV radiation. Sunscreen is available in the form of a lotion, cream, ointment, gel or spray for topical application, which can be applied on the skin; in the form of a balm or lipstick that can be used for lips, nose and eyelids; in the form of the humidifier on the towels which rubbed the skin; in the form of sunglasses that protects the eyes; and in the form of film of a raster, which can be fixed on the Windows of the car, room, or office.

Sunscreens help protect against sunburn and mitigate the harmful effects of solar radiation, for example, help to prevent premature skin aging and skin cancer. But how they provide the skin with protection, is subject to dispute. For many years, experts believed that only UVB harmful. However, recent research has led to the assumption that UV-a can be as dangerous as UV-b, although the effects from exposure may occur over a longer time. In particular, UV-a may be one of the causes of melanoma. Most sunscreens contain ingredients that provide adequate protection from UV-b rays. Even those tools that mark, is to "sunscreen with a broad spectrum", can give only partial protection from UV-a radiation. Those funds, which contain such a component, as avobenzone (4-tert-butyl-4'-methoxydibenzoylmethane), provide more reliable protection from UV-a rays.

Sunscreen should be applied starting from 30 minutes to hours to insolation. In General, they should reapply every 80 minutes if you stay in the water or heavy perspiration, as if to stay out of the water, then every 2 hours.

UV-b (290-320 nm) is the most aritmogennoe solar radiation that reaches the earth's surface. In the study in animals found that in relation to the skin it is also a strong carcinogen. Sun protection factor (SPF) indicates the level of protection against erythema caused by UV-b rays. The management of sanitary supervision of food and drug administration (FDA) regulates sunscreens, as medications without prescription. In the final monographs for finished dosage forms without prescription, sunscreen (Federal register 1999: 64: 27666-27963) set terms of safety, efficacy and labeling of these products. SPF is defined as the dose of ultraviolet radiation (UV radiation)required to produce minimal erythema dose (MED) on protected skin after application of the product in the amount of 2 mg/cm 2related to the dose of UV radiation required to produce one MED on unprotected skin.

All sun care products has a label marked with SPF. Sun protection factor indicates how many times the time during which the skin is treated with sunscreen, can be subjected to irradiation of ultraviolet rays until the minimum redness (erythema), more time is required for the appearance of redness in unprotected skin. In other words, it shows how long your skin can be exposed to radiation to obtain a tan. For example, without sunscreen any man can get a tan in 20 minutes of sun exposure or less. When applying sunscreen with SPF 15, this individual can stay in the sun up to 300 minutes before he will get a tan, that is 15 times longer than without the use of protective equipment.

Sunscreens with an SPF value higher than 15 is better to use people who have white skin, I live at high altitude, work or spend most of the day outdoors, or who sweat profusely. Being in the water and sweating decrease the actual SPF value in many sunscreens, even those that are water-resistant, in that case often more convenient snooze is about to strike the tool.

Table 1 shows some basic compounds included in the composition of the widely used sunscreen.

Table 1
Medicine nameConcentration %AbsorptionRange protection (nm)
Avobenzone2-3UV-a I1320-400
Dioxybenzoneup to 3UV-b, UV-a II2250-390
Oxybenzoneup to 6UV-b, UV-a II2270-350
Sulisobenzoneup to 10UV-b, UV-a II2260-375
1340-400 nm;2320-340 nm

Avobenzone (4-tert-butyl-4'-methoxydibenzoylmethane, Parsol 1789, US 4387089) provides excellent protection from most of the UV-a range, including UV And I. Since it is added in substantial amounts in the sun preparetips reliable protection against broad-spectrum UV radiation, there is interest relative to its photostability and its potential ability to destroy other components sunscreen in those products in which it is used.

Dioxybenzone (2,2'-dihydroxy-4-methoxybenzophenone, US 2853521), mainly used as a UV absorber for plastics and coatings. It is used as a stabilizer for polyester films. And this compound is effective against UV-b and little to UV-a radiation.

Oxybenzone (2-hydroxy-4-methoxybenzophenone, US 2773903, US 2861104, US 2861105 and US 3073866) absorbs UV-a II, and it can be considered a sink with a wide spectrum of action. Protection from UV-b radiation significantly improved when it is used in the formula.

Sulisobenzone (5-benzoyl-4-hydroxy-2-methoxybenzenesulfonamide acid, GB 1136525) extends beyond the UV-b range and within the UV-a range, allowing one to obtain a sunscreen preparations with a broad absorption spectrum.

It was revealed that the amino-substituted hydroxybenzophenone are photostable UV filters used in cosmetic and dermatological compositions (US 6409995).

Chemical sunscreen blocks the penetration of UV radiation through the skin, acting as filters, they absorb and reflect high energy is f radiation. The molecules of the compounds included in the composition of sunscreens that absorb high-energy UV photons, causing the displacement of the electronic structure in a higher energy state. This electronic energy is dissipated due to the transformation into vibrational and rotational energy within molecules, ultimately, moving on the environment of the molecule in the form of heat.

The management of sanitary supervision of food and drug administration has opposed the continuation of the labeling on the high SPF formulations. It is found that the maximum SPF value should not exceed 30, due to the additional costs and risks arising from the increased concentration of active components. And this despite the fact that, besides the expected and occurring from time to time allergic, any phototoxic and photoallergic reactions on the skin, in fact there is no published evidence of harm from use of sunscreen compositions with a high SPF value. In fact, there are a number of reasons for compositions with a high SPF (>30 SPF) could be the best alternative for individuals with a high risk of skin lesions, especially when you expect that the solar radiation is strong. Rubbing, sweating, and immersion in water reduces the effectiveness of the SEH sunscreen requiring frequent re-application of the product, which, as expected, has moisture-proof and impervious to sweat composition.

Another factor that enhances the damaging effects from prolonged exposure is dependent on the time reduction effect SPF, which is not related to removing the product when wiping or washing. While conducting experiments on models hairless mice found a significant decrease in the measured values of the SPF, which took place within several hours after you use sunscreen. Research conducted on human subjects confirmed that a single application of sunscreen with an SPF of 25 is often not sufficient for the complete suppression of erythema, and that for the complete suppression of erythema need multiple use, even during a one-day exposure to the sun.

The final factor that cannot fully be compensated, even with repeated use, is the effect of multi-day UV irradiation. Significant multi-day exposure to sunlight (for example, during the whole day on Saturday and Sunday) increases the sensitivity of skin damage from UV radiation on the second day after irradiation. This means that even when the sunscreen performs the function of preventing developed what I erythema on the first day of exposure, as predicted by the calculated value of the SPF, hypersensitivity to the second and subsequent days of exposure can lead to the development of erythema, which cannot be predicted only on the basis of extrapolation of SPF values. In such cases, using a sunscreen with an SPF of>30 may provide much better protection from the harm of UV radiation, particularly for sensitive individuals.

To get sun protection products with a higher SPF began to apply a variety of individual sunscreen agents that are used in combination with the maximum concentrations at which they can interact.

The authors of the present invention is focused on the erythema as the standard from which is measured the effectiveness of sunscreen. This leads to the acceptance of the assumption that only prevent erythema is an important goal of protection from the sun's rays, and ultimately to the adoption of the provisions of the FDA about more effective sun care products with an SPF over 30. This assumption ignores the experimental evidence that significant damage caused by UV radiation, occurs before the development of visible UV-induced redness. Research on the person using the tanned cells, as still is the motor of UV lesions, confirm the existence of substantial damage to superfemales DNA on the skin and the importance of sunscreen with a high SPF to prevent it.

Test the level of SPF is designed to assess the protection against erythema resulting from exposure to natural solar radiation, and, therefore, generally indicates the level of protection from UV-b, because the amount of UV-a accumulated of sunlight does not cause any significant erythema. The only ingredient approved by the FDA as a compound that protects against UVA radiation is avobenzone. However, if the product contains ingredients that absorb UV radiation in the 290-320 nm, it can be marked, as a sunscreen with a broad absorption spectrum, meaning that it provides protection from both UVB and short-wave UV-a radiation.

Adverse reactions to sunscreens consist of skin problems, such as allergic contact reactions, photocontact reactions and dryness and tension of the skin. Other side effects are rare, but possible effects, namely acne, burns, itching or burning of the skin, redness or swelling of the skin, evanescent rash, with blisters or no blisters, which are allocated and covered with scabs, pain on golosistyh parts of the body and pus in the hair follicles.

The photostability is related to the ability of the molecule to remain unchanged after irradiation. Weak photostability means that potentially can cause problems with all the UV filters because they deliberately selected as molecules that absorb UV radiation. This problem especially occurs with avobenzone, which is clearly demonstrated by photolysis, especially in in vitro systems, which are simultaneously irradiated and which measure the transmittance in situ. The photostability of the molecules also depends on the used solvent or carrier.

Peculiar irritation associated with burns or burning sensation without objective erythema is the most common ailment that can occur when using sunscreen. This irritation occurs most often in the eye area. However, the most common side effect is a stable contact dermatitis. Almost all the ingredients of sunscreens, which reportedly cause contact allergies can be photoallergen. Active sunscreen, apparently, are a major cause photocontact allergic reactions. Individuals previously eczematous conditions, have a significant predisposition to behold is civilizacii, which is associated with impaired skin barrier. In addition, some antibiotics, oral contraceptives, diuretics, antihistamines and antidepressants included in the list of widely used medicines that increase sensitivity to sunlight.

Such a requirement to the sun means as the resistance within two hours, means that it should retain its full SPF protection even after a two-hour stay in the water. Even if the sunscreen is waterproof, it should re-apply after any sports going in the water.

It is therefore desirable to develop new sunscreen compounds with a low risk of side effects, with increased photostability and with a longer time it is saved on the skin. The present invention provides a method of protecting a human or animal body from ultraviolet radiation, which consists in the processing referred to the human or animal organisms an effective amount of a composition containing ester compounds of benzoic acid, which have the properties of absorbing ultraviolet radiation and which themselves are susceptible to photochemical transformation in situ in another sunscreen connection with more height is Kim level of protection from UV radiation. Also the present invention is a method to protect the material from ultraviolet radiation, which consists in processing the above-mentioned material an effective amount of a composition containing ester compounds of benzoic acid, which have the properties of an absorber of ultraviolet radiation and which themselves are susceptible to photochemical transformation in situ in another sunscreen connection with a higher level of protection from UV radiation.

Disclosure of inventions

The present invention relates to a method of protecting a human or animal organisms or material from ultraviolet radiation, which consists in the processing referred to the human or animal organisms or material composition containing an effective amount of at least ester compounds benzoic acid of the formula (I):

where R1-R5are selected independently of one another from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, an amino group, a C1-C6-alkylamino, C1-C6-dialkylamino, where these two alkyl part of this dialkylamino can about razvivat together with the nitrogen atom, to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6is an alkyl group or3-C6-cycloalkyl group3-C3-cycloalkylation, C1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine, or two groups at adjacent cyclic carbon atoms form a fused O-(CH2)m-O-group, where m is 1 or 2, or two groups at adjacent cyclic carbon atoms form a fused CH=CH-CH=CH group;

R is a group which is selected from (i), (ii) and (iii):

where R' is selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, amino group, With1-C6-alkylamino,1-C6-dialkylamino, where the two alkyl part of the specified dialkylamino can form together with the nitrogen atom to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6is an alkyl group or 3-C6-cycloalkyl group3-C6-cycloalkylation,1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine group, or two groups at adjacent cyclic carbon atoms form a fused O-(CH2)n-O group, where n is 1 or 2, or two groups at adjacent cyclic carbon atoms form a fused CH=CH-CH=CH group;

R11is selected from the group consisting of hydrogen, C1-C6is an alkyl group and3-C6-cycloalkyl group;

R12is selected from the group consisting of hydrogen, C1-C6is an alkyl group and3-C6-cycloalkyl group;

R13and R14independently from each other are selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, amino group, With1-C6-alkylamino,1-C6-dialkylamino, where the two alkyl part of the above dialkylamino can form together with the nitrogen atom to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6-alkyl group or a C 3-C6-cycloalkyl group3-C6-cycloalkylation,1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine, or group OR12and R14form a fused O-(CH2)p-O-group, where p is 1 or 2, and

R15-R18independently from each other are selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, amino group, With1-C6-alkylamino,1-C6-dialkylamino, where the two alkyl part of the above dialkylamino can form together with the nitrogen atom to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6is an alkyl group or3-C6-cycloalkyl group3-C6-cycloalkylation,1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine, or two groups at adjacent cyclic carbon atoms form a fused O-(CH2)q-O group, where q is 1 or 2, or two groups in neighboring cyclic ATO is Oh carbon form a fused CH=CH-CH=CH group;

or pharmaceutically acceptable salt of the compound.

Some compounds falling under formula (I)in the literature have not been described. Accordingly, the present invention is related to the new ester compounds benzoic acid of the formula (Ia):

where R is a group which is selected from (i), (ii) and (iii):

where R1-R5independently from each other are selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, amino group, With1-C6-alkylamino,1-C6-dialkylamino where the above-mentioned two alkyl part of the above dialkylamino can form together with the nitrogen atom to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6is an alkyl group or3-C6-cycloalkyl group3-C6-cycloalkylation,1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine, or two groups in neighboring cyclic ATO is Oh carbon form a fused O-(CH 2)m-O-group, where m is 1 or 2, or two groups at adjacent cyclic carbon atoms form a fused CH=CH-CH=CH group;

R' is hydrogen;

R6-R10independently from each other are selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, amino group, With1-C6-alkylamino,1-C6-dialkylamino where the above-mentioned two alkyl part of the above dialkylamino can form together with the nitrogen atom to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6is an alkyl group or3-C6-cycloalkyl group3-C6-cycloalkylation,1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine, or two groups at adjacent cyclic carbon atoms form a fused O-(CH3)n-O group, where n is 1 or 2, or two groups at adjacent cyclic carbon atoms form a fused CH=CH-CH=CH group;

R11is selected from the group consisting of hydrogen, C1-C6is an alkyl group and the 3-C6-cycloalkyl group;

R12is selected from the group consisting of hydrogen, C1-C6is an alkyl group and3-C6-cycloalkyl group;

R13and R14independently from each other are selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, amino group, With1-C6-alkylamino,1-C6-dialkylamino where the above-mentioned two alkyl part of the above-mentioned dialkylamino can form together with the nitrogen atom to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6is an alkyl group or3-C6-cycloalkyl group3-C6-cycloalkylation,1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine, or group OR12and R14form a fused O-(CH2)p-About the group, where p is 1 or 2, and

R15is selected from the group consisting of 1-pyrrolidinyl group, 1-piperidinyl group, 4-morpholinyl group and 1(4)-piperazinilnom group, optionally substituted in the ogenyi 4(1) C 1-C6is an alkyl group or3-C6-cycloalkyl group; and

R16-R18independently from each other are selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup,3-C6-cycloalkanes, hydroxy-group, amino group, With1-C6-alkylamino,1-C6-dialkylamino where the above-mentioned two alkyl part of the above-mentioned dialkylamino can form together with the nitrogen atom to which they are bound, a heterocycle which is selected from pyrrolidine, piperidine, research and piperazine, optionally substituted on the nitrogen atom With1-C6is an alkyl group or3-C6-cycloalkyl group3-C6-cycloalkylation,1-C6-alkyl-C3-C6-cycloalkylation and C3-C6-dicyclohexylamine, or two groups at adjacent cyclic carbon atoms form a fused O-(OH)2)q-O group, where q is 1 or 2, or two groups at adjacent cyclic carbon atoms form a fused CH=CH-CH=CH group;

provided that when each of the groups R1, R2and R4-R10represents hydrogen, R3is not hydrogen or a methoxy group; and

provided that when each of the groups R1-R7, R9and R10represents hydrogen, R8not a methyl group,

or pharmaceutically acceptable salt of the compound.

More preferably, when the present invention relates to novel ester compounds benzoic acid of the formula (Ia)where in the above-mentioned compounds, when R is (i), R3independently selected from the group consisting of C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup and C3-C6-cycloalkanes, R8independently selected from the group consisting of hydrogen, C1-C6is an alkyl group, a C3-C6-cycloalkyl group1-C6-alkoxygroup and C3-C6-cycloalkanes, and each of the groups R1, R2, R4-R7, R9and R10represents hydrogen; in the case when R is (ii), each of the groups R1-R5, R11, R13and R14represents hydrogen, a R12is1-C6is an alkyl group and C3-C6-cycloalkyl group; and when R is (iii), R15is selected from the group consisting of 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl and 1(4)-piperazinilnom group, which neoba is consequently substituted in position 4(1) C 1-C6is an alkyl group or3-C6-cycloalkyl group, and each group R16-R18represents hydrogen;

provided that when each of the groups R1, R2and R4-R10represents hydrogen, R3is not hydrogen or a methoxy group; and

provided that when each of the groups R1-R7, R9and R10represents hydrogen, R8not a methyl group,

or pharmaceutically acceptable salt of the compound.

Used in this context, the term "pharmaceutically acceptable salt" includes any salts formed from organic and inorganic acids, such as Hydrobromic, hydrochloric, phosphoric, nitric, sulfuric, acetic, adipic, aspartic, benzolsulfonat, benzoic, citric, econsultancy, formic, fumaric, glutamic, lactic, maleic, malic, malonic, almond, methansulfonate, 1,5-naphthalenedisulfonate, oxalic acid, pavlikova, propionic, n-toluensulfonate, succinic acid, tartaric acid and the like, or any metal salts where the metal is selected from the group consisting of sodium, potassium, lithium, calcium, magnesium, zinc, aluminum and the like, or ammonium salts, or any salts formed with organic bases, such kak-amino-1-butanol, 2-amino-2-ethyl-1,3-propandiol, 2-amino-2-methyl-1,3-propandiol, benzathine, benzyldimethylamine, chloroprocaine, choline, dibenzylamine, dimethylstyrene, meglumin, 2-methyl-2-amino-1-propanol, monoaminoxidase, monoethanolamine, monoisopropanolamine, morpholine, N,N-dibenziletilendiaminom, N,N-dimethyl-2-amino-2-methyl-1-propanol, N,N-dimethylaniline, procaine, pyridine, quinoline, tert-butyl-dimethylamine, triethanolamine, triethylamine, trihydroxypyrimidine, triisopropanolamine, trimethylamine and the like, and salts with amino acids such as glycine, lysine, arginine, taurine, histidine, alanine, valine, cysteine and the like.

Preferred compounds used in the methods of the present invention, is shown below:

1-phenylphenyl 4-methoxybenzoate;

1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate;

1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;

1-phenylphenyl 4-tert-butylbenzoate;

4-benzoyloxy-2-methoxybenzenesulfonamide acid;

3-diethylaminophenyl benzoate;

3-(1-pyrrolidinyl)phenyl benzoate;

3-methoxyphenyl benzoate;

phenyl 4-methoxysilyl; and

3-methoxyphenyl salicylate.

Preferred new compounds of the present invention is shown below:

1-(4-methoxyphenyl)vinyl 4-tert-butylbenzoate;

1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;

1-phenylphenyl 4-tert-butylbenzoate;

4-benzoyloxy-2-methoxybenzo Sultonova acid; and

3-(1-pyrrolidinyl)phenyl benzoate.

The compounds of formula (I), when R is (i)can be obtained using a variety of methods described in the literature. In schemes 1A-1E illustrates some typical examples of schemes for the synthesis of such compounds.

The compounds of formula (I), when R is (ii), have not yet been described in the literature, and therefore, the present invention relates to the aforementioned group of compounds.

The compounds of formula (I), when R is (iii)are commercially available or can be obtained alternative using known methods in organic chemistry.

The present invention also relates to a method for producing compounds of formula (Ia). When R is (i), the method includes the interaction of allelochemical formula (II), where R1-R5defined above, X is halogen atom, selected from the group consisting of fluorine, chlorine and bromine, preferably chlorine, with siilanyo formula (III)wherein R' and R6-R10defined above, a R19-R21independently selected from C1-C6is an alkyl group, a C3-C6-cycloalkyl group and C6H5-(CH 2)r-where r is 1-4, or two groups can form together with the atom to the silicon cycle, which is selected from silolona, Siliana and Siliana (Scheme 2A)

The above reaction takes place readily in the presence of a catalyst which is selected from the group consisting of dichloride of mercury, chloride of copper and mixtures thereof. Optionally, the solvent may be selected from the group consisting of N,N-dimethylformamide, N,N-dimethylacetamide, 1-methyl-2-pyrrolidone, 1-methyl-2-piperidone, 1,3-dimethyl-2-imidazolidinone and the like, and mixtures thereof. Preferably the solvent is 1,3-dimethyl-2-imidazolidinone.

Intermediate compounds of siilanyo formula (III) can be obtained using standard chemical methods. However, some intermediate sullenly formula (III) has not previously been described in the literature, and they are included in the present invention. The representative of new intermediate siilanyo is trimethylsilanol 4-tert-butylacetophenone.

In the case when R is (ii), the method includes the interaction of ester benzoic acid of formula (IV), where R1-R5and R12-R14defined above, with chlorosulfonic acid, after which not necessarily is the reaction of esterification with1-C6-alkyl-HE or3-C6-cycloalkyl-HE, which gives the ratio is eastwoodiae end connection With1-C6-alkyl or C3-C6-cycloalkylcarbonyl esters. Alternatively, the method includes the initial sulfonation of the phenol of formula (V) chlorosulfonic acid and subsequent esterification using acid intermediate (VII), where R1-R5are defined above. Similarly, the esterification of the intermediate sulfonic acid (VI) with C1-C6-alkyl-or IT with3-C6-cycloalkyl-IT gives them appropriate With1-C6-alkalemia or3-C6-cycloalkyl esters of sulfonic acids that can tarifitsirovatsja (VII), giving the corresponding end connection1-C6-alkalemia or3-C6-cycloalkyl esters sulfonic acid (Scheme 2b).

In the case when R is (iii), the method includes the interaction of allelochemical formula (II), where R1-R5defined above, X represents a halogen atom, selected from the group consisting of fluorine, chlorine and bromine, preferably chlorine, with a phenol of the formula (VIII):

where R15-R18defined above (Scheme 2C)

The present invention also relates to the use of ester compounds of benzoic acid of the formula (I) or their salts in catastophically predecessors ultraviolet absorbers.

The present invention also relates to cosmetic or pharmaceutical compositions containing an effective amount of at least ester compounds benzoic acid of the formula (I) or an acceptable salt susceptible to photochemical transformation in situ in sunscreen compounds with improved ability to protect against UV radiation.

The present invention also relates to a method of protecting a human or animal organisms from UV radiation using a cosmetic or pharmaceutical composition containing an effective amount of at least ester compounds benzoic acid of the formula (I) or an acceptable salt, yielding photochemical transformation in situ sunglasses in connection with the improved ability to protect against UV radiation.

The present invention also relates to a method of protecting a human or animal body from ultraviolet radiation using a cosmetic or pharmaceutical composition containing an effective amount of at least ester compounds benzoic acid of the formula (I) or an acceptable salt susceptible to photochemical transformation in situ sunglasses in connection with the improved ability to provide protection against UV-radiation, where the human or animal org what mechanism is the man.

Such compositions are usually in the range from 0.01 to 40 wt.% calculated on the total weight of the sunscreen. More typically, when the amount is in the range from 0.05 wt.% up to 25 wt.%. The amount of organic sunscreen compounds of formula (I) preferably is approximately in the range from 0.1 wt.% up to 15 wt.% from the weight of the sunscreen composition.

Data sunscreen compositions may contain one or more additional organic sunscreen agents for filtering UV-b or UV-a rays, or they can optionally contain one or more sunscreen agents consisting of metal oxides, such as titanium oxide or zinc oxide.

Data sunscreen composition can further comprise a carrier and at least one component selected from the group comprising a dispersant, preservative, antifoam, perfumes, fragrances, oils, waxes, propellants, dyes, pigments, emulsifiers, surfactants, thickeners, humectants, exfoliants and emollients. These sunscreen compositions can be in the form of a cosmetic composition with a cosmetically acceptable carrier and one or more cosmetic auxiliary additives. Sunscreen composition may optionally contain conventional the haunted antioxidants or other stabilizers, not having UV absorption.

Other ingredients mentioned above and as discussed in more detail, as a rule, are approximately in the amount of from 0.1 wt.% up to 10 wt.% from the weight of the sunscreen composition. In the balance sheet included cosmetically or pharmaceutically acceptable carrier.

Suitable dispersing additives for sunscreen compositions are those that are used for dispersing organic or inorganic sunscreen agents or water and oil phases, or in emulsion part of such additive is chitosan.

For dispersion of one or more compounds of the formula (I) or other components of the sunscreen composition can be used emulsifiers. Suitable emulsifiers include traditional agents, such as glycerol stearate, stearyl alcohol, cetyl alcohol, dimethiconol phosphate, hexadecyl-D-glucoside, octadecyl-D-glucoside, etc.

For increasing the viscosity of the sunscreen compositions can be used thickeners. Suitable thickeners are carbomer, copolymers of acrylates with Acrylonitrile, xanthan gum and combinations of these substances. Carboneria thickeners include cross-linked acrylic polymers. The amount of thickening agent in sunscreen compositions to moisturerelated in the range of about 0.001 to 5 wt.%, preferably in the range from about 0.01 to about 1 wt.% and optimally in the range from 0.1 to 0.5 wt.%.

Minor ingredients added in sunscreen compositions intended for use on skin and hair may be the preventing means, water-repellent agents, fragrances, defoamers, plant extracts (aloe Vera, hazel Virginia, cucumber etc), contrast agents, skin-enhancing agents and dyes, each of these additives are contained in a quantity sufficient to achieve the corresponding functions.

Sunscreen compositions discretion may contain components that improve water repellency, for example, compounds that form a polymer film, such as Dimethicone of copolyol phosphate, disastermitigation.php celexacelexa and Dilauroyl trimethylol propsilocerus, chitosan, Dimethicone, polyethylene, polyvinylpyrrolidone (PVP), copolymers of PVP and vinyl acetate, PVP with eicosanol, cross-linked polymer - adipic acid/dietilen glycol/glycerin and the like. Water-repellent agents may be contained at a concentration of from about 0.01 to 10 wt.%. Sunscreen compositions well as discretion may contain one or more skin-enhancing agents. These include moisturizers, exfoliant the s and softeners.

The humectants are polyhydric alcohols, designed to hydrate, reduce peeling and stimulate the removal of the formed scales with the skin. Typically, polyhydric alcohols include polyalkylene glycols and more preferably polyhydric alkylene alcohols and their derivatives. Examples are propylene glycol, dipropyleneglycol, polypropyleneglycol, polyethylene glycol, sorbitol, 2-pyrrolidone-5-carboxylate, hydroxypropyl sorbitol, hexyleneglycol, etokxidiglicol, 1,3-butyleneglycol, 1,2,6-hexanetriol, glycerin, ethoxylated glycerin, propoxycarbonyl glycerin and mixtures thereof. The preferred humectant is glycerin. The amount of humectant may range somewhere in the range of 2 to 20 wt.% and optimally from about 5 to 10 wt.% from the weight of the sunscreen composition.

Exfoliants suitable for use in the present invention can be selected from alpha-hydroxycarbonic acids, beta-hydroxycarbonic acids and their salts. Most preferred are glycolic, lactic, salicylic acid and their salts with alkali metals and ammonium.

To suitable emollients include those agents that are known to be used to soften the skin or hair. They can be selected from hydrocarbons, fatty acids, fatty alcohols and complex EPE is impressive. Vaseline is a common emollient, ennobling by means of a group of hydrocarbons. Other hydrocarbons that can be used include alkylbenzoates, mineral oils, polyolefins, such as polydecene, and waxes, for example, as isohexadecane. Fatty acids and alcohols generally contain from about 10 to 30 carbon atoms. Examples are myristic, ezoterikova, hydroxystearate, oleic, linoleic, ricinoleic, Bekenova and erucic acid and the corresponding alcohols. Fatty ester emollients may be selected from one or more of the following compounds: triglyceride esters, acetoglyceride esters, ethoxylated glycerides, alkalemia esters of fatty acids, ester alkoxylate, esters of polyhydric alcohols and wax esters. Additional softener or hydrophobic agents include12-C15alkylbenzoates, dioctyladipate, attrstart, octyldodecanol, exellent, octyldodecanol, cyclomethicone, dicaprylyl ether, Dimethicone, fenitrothion, isopropylmyristate, Caprylic/capric glycerides, propylene glycol dicaprylate/dicaprate and decollet.

Sunscreen compositions optionally can contain one or more Neorganicheskie the sunscreen agents, including, as discussed above, fine-grained surface treated titanium dioxide fine untreated and surface treated zinc oxide. Preferably, the average primary particle size of titanium dioxide in sunscreen compositions ranged from 5 to 150 nm, and preferably from 10 to 100 nm. Preferably, the average primary particle size of zinc oxide in sunscreen compositions ranged from 5 to 150 nm, and preferably from 10 to 100 nm.

Sunscreen compositions may also contain one or more additional Monomeric organic chromophore compounds. They can be either UV-a, UV-b filters or broadband filters. Examples of suitable sunscreen compounds from UV-a rays are derivatives of benzophenone, methylanthranilate, butylperoxybenzoate and derivative benzyliden-dioxoimidazolidin. Examples of suitable sunscreen compounds from UV-b rays are the derivatives of esters of cinnamic acid, derivatives of salicylate, derivatives of p-aminobenzoic acid derivatives, camphor, phenylbenzimidazole derivatives and diphenylacetate derivatives. Examples of suitable sunscreen compounds with a wide range of absorption are benzotryazolyl derivatives and triazine derivatives, for example, anization. D. the natives examples are ethylhexylacrylate and diethylhexylphthalate. Especially used organic sunscreen agents that can be introduced are avobenzone, 2-ethylhexyl p-methoxycinnamate, oxybenzone, octyldodecyl p-aminobenzoic acid, dioxybenzone, ethyl-4-[bis(hydroxypropyl)]aminobenzoate, 2-ethylhexyl-2-cyano-3,3-dependabilit, 2-ethylhexylacrylate, glycerol p-aminobenzoate, 3,3,5-trimethylcyclohexylamine, methylanthranilate, p-diethylaminobenzoic acid, 2-ethylhexyl p-dimethylaminobenzoate, 2-phenylbenzimidazole-5-sulfonic acid, 2-p-dimethylaminophenyl-5-selforientation acid, sulisobenzone and mixtures of these compounds. Examples of used commercial available organic sunscreen agents that can be entered include 2-phenylbenzimidazol-5-sulfonic acid, 2-(4-methylbenzylidene)-camphor and 4-isopropylbenzylamine. Although this is undesirable, but sunscreen compositions can contain auxiliary antioxidant. Examples of suitable antioxidants which provide stability, are p-hydroxybenzoic acid and its esters, coumarin derivatives, flavones, hydroxy or methoxsalen benzophenone, urinary or tannic acid and its derivatives, hydroquinone and benzophenone.

In addition to providing sunscreen action at a level that ensures my UV absorption is s, you can enter the compounds of formula (I) in the formula for skin care, in the formula for hair care or other personal care products, such as cosmetic or pharmaceutical compositions, in amounts which provide antioxidant activity. These compounds together with conventional antioxidants or without them can be used in the composition of personal hygiene, for example in compositions for hair care, skin care, cosmetic and pharmaceutical compositions. In the cosmetic field, in particular cosmetic compositions, for example for major compositions, colored creams, inks, blush and eye shadows, lipsticks and nail Polish, aim to pick up the pigments, which have the ability to make different types of products a wide range of colors that persist over time and are not soluble in most used cosmetic environments, such as water and cosmetically acceptable solvents. These pigments, in addition, must be stable at pH values normally used or encountered in the field of cosmetics.

Cosmetic or pharmaceutical products, for example skin lotions, collagen cream, sunscreen, makeup for the face, etc. contain synthetic materials, such as Peng the bearers, antioxidants, deodorants, dyes, softeners, emulsifiers, exfoliants, moisturizers, lipids, humectants, perfumes, fragrances, pigments, protective means, propellants, air conditioners for skin care, solvents, surfactants, thickeners, water-repellent agents, etc. as well as natural products such as collagen, protein, mink oil, olive oil, coconut oil, Carnauba wax, beeswax, lanolin, cocoa butter, xanthan gum, aloe, etc.

The present invention also relates to compositions for personal care products, which contain at least ester compound benzoic acid of the formula (I) or an acceptable salt in a quantity sufficient to photostabilization components of the composition from solar radiation.

Cosmetic, pharmaceutical compositions and compositions for personal care may exist in the form of creams, ointments, milk, suspensions, powders, oils, lotions, gels, sticks, foams, emulsions, dispersions, sprays and aerosols and similar forms. To more specific forms include lipsticks, foundations, mascara, loose or pressed powders, eye romance, eyeshadow, mascara, lipsticks and unstable dye composition for hair and the like.

The present invention also relates to industrial is omposition, containing an effective amount of at least ester compounds benzoic acid of the formula (I) or an acceptable salt susceptible to photochemical transformation in situ sunglasses in connection with the improved ability to protect against UV radiation.

The present invention also relates to a method to protect the material from ultraviolet radiation, which consists in processing the above-mentioned material industrial composition containing an effective amount of at least ester compounds benzoic acid of the formula (I) or an acceptable salt acceptable salt susceptible to photochemical transformation in situ sunglasses in connection with the improved ability to protect against UV radiation, where the said material is selected from the group comprising organic compounds, oils, fats, waxes, gelatinous substances, sunscreen compounds, polymers, such as polyolefins, polyketone, polystyrene, polyvinyl chloride (PVC), polyacrylates, polymethacrylates, polyacrylamides, polyacrylonitrile, derivatives of polyvinyl alcohol, derivatives of polyvinyl acetate, polyurethanes, polyamides, polyesters, polycarbonate, polycarbonates, polysiloxanes, polyetilene, radiation cured compositions, resins such as hydrocarbon resins, phenol-formaldehyde resin, aramid-formaldehyde resin, melamin-formaldehyde resin, unsaturated resin, polyesters, cross-stitched acrylic resin, cross-linked epoxy resin, epoxy-melamine resins, varnishes, cellulose, paper compositions based on cellulose, photographic materials, photographic film, metal products, ceramic products, biocides, natural textile fibres, textiles, dyes, inks, pigments, paints, coatings, binders, leather items, wood materials, rubbers, glass, lenses, composites, mixtures thereof or mixtures, and the like.

Compounds of the present invention is particularly effective as agents that absorb ultraviolet light, in order to stabilize a variety of materials including, for example, natural and synthetic organic compounds, oils, fats, waxes, sunscreen compounds, organic dyes and biocides, and particularly various organic synthetic polymers that are used, such as photographic materials, photographic film, plastics, synthetic textile fibers, such as Polyamid and complex polyester, polyurethane, natural textile fibers such as silk, cotton and wool, natural or synthetic rubbers, paints and other coatings, adhesives, resin, natural fiber and laminaria the main window film, shielding UV light, natural polymers such as cellulose and paper compositions based on cellulose, rubber, gelatin and chemically modified homologous derivatives, ink, polysiloxane, metal products, wood materials, ceramic products, lenses, composites, mixtures thereof and mixtures, and the like, along with others.

Paper formulations based on cellulose are used for the manufacture of newsprint, cardboard, posters, packaging, labels, paper for printers, books and magazines, paper for typewriters, multi-purpose and office papers, office paper, paper for copying, paper for laser and inkjet printers, paper for offset printing, paper for manufacturing banknotes and the like.

Compounds of the present invention can also be used for the formation of permanent tracks. Such permanent composition may include various other components known in the art, including triazine, benzotriazole, inhibited amine light stabilizers, acceptors radicals, antioxidants and the like.

The present invention also relates to the use of compounds of formula (I) for the preparation of cosmetic or pharmaceutical compositions, compositions for personal care and industrial compositions that p is and photopreteen indicate the number of received UV-b radiation.

The polymers which can be stabilized include naturally occurring or synthetic organic materials, which can be mixtures of compounds including mineral oil, animal and vegetable fats, oils and waxes, or oils, fats and waxes based on synthetic esters (e.g. phthalates, adipate, phosphates and trimellitate), and also mixtures of synthetic esters with mineral acids in any proportion.

Compounds of the present invention is usually used in amounts from about 0.01 to 30 wt.%, preferably in the range from 0.05 to 20 wt.%, and more preferably from about 0.1 to 10 wt.%, based on the weight of the stabilized material.

Compounds of the present invention can be included in such materials by any conventional technique, including, for example, physical mixing or blending, optionally together with chemical binding material (usually a polymer), as a component in permanent or oxidizing compositions, such as coating or solution, or as a component in UV screening compositions, for example in sunscreen compositions.

Natural or synthetic rubbers, such as natural latex or net copolymers carboxylating of styrene with butadiene, can be included in the composition with the art, as an aqueous emulsion.

The organic dyes include azo dyes (diazo, triazo, polyiso), anthraquinones benzopyranones, polycyclic aromatic carbonyl dyes, indigene dyes, polymethine dyes, sterilnye dyes, di - and triazine carbonium dyes, phthalocyanines, hinaplanon, sulphur dyes, nitro and nitroso dyes, Stevanovi dyes, formazane dyes, chinagreen, carbazole and perylenetetracarboxylic diimide.

In that case, when the composition is used in the form of emulsions, they may additionally contain surfactants, which are well known at this stage of development techniques, such as anionic, nonionic, cationic or amphoteric surfactants or mixtures thereof.

These compositions can also contain fats, organic solvents, silicone compounds, thickening agents, softening agents, surface-active agents, sunscreen agents, the acceptors of free radicals, protivovspenivayushchie agents, moisturizing agents, fragrances, preservatives tools, fillers, binding compounds interacting agents, such as nonionic, cationic, anionic or amphoteric polymers or mixtures thereof, propellants and alkalizing or acidifying agents, Il the other pigments.

Fats can consist of oil or wax, or mixtures thereof, fatty acids, fatty alcohols, esters of fatty acids, petrolatum, paraffin, lanolin, hydrogenated lanolin or acetylated lanolin.

Oils are selected from animal oils, vegetable oils, mineral oils or synthetic oils and especially hydrogenated palm oil, hydrogenated castor oil, liquid paraffin, paraffin oil, Porcellino oils and silicone oils. The waxes are selected from animal waxes, mineral waxes, vegetable waxes, mineral waxes or synthetic waxes. Bee wax, Carnauba wax, candelilla wax, sugar cane wax, Japan wax, maltes, lignite wax, microcrystalline wax and paraffin waxes may be mentioned in particular.

Sunscreen active ester compounds benzoic acid of the present invention is based on effective reactions vodoprivredu passing with high chemical yield.

Vodoprivredna compounds of formula (I) in the case when R is (i), leads to the formation of dibenzoylmethane compounds of the formula (IX), in accordance with Scheme 3.

Such dibenzoylmethane connections are recognized chemical series sunglasses substances, among which and of which the most representative is avobenzone. Thus, vodoprivredna as 1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate and 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate gives an authoritative and widely used sunscreen compound, avobenzone.

Vodoproprovodnye Fris compounds of formula (I), where R is (ii) or (iii)gives benzophenone the compounds of formula (X), in accordance with Scheme 4:

Such benzophenone connections are recognized and shirokopolosnye chemical series sunglasses substances. Dioxybenzone, oxybenzone, sulisobenzone are the most representative compounds in these series. Vodoproprovodnye as 3-methoxyphenylacetate and phenyl 4-metoxisalicilice leads to the formation of dioxybenzone. Vodoproprovodnye 3-methoxyphenylacetate leads to the formation of oxybenzone. And photopresspro 4-benzoyloxy-2-methoxybenzoyl-sulfonic acid leads to the formation of sulisobenzone.

Vodoproprovodnye Fris compounds of formula (I), where R15means dialkylamino, gives the newly opened benzophenone series sunglasses substances, in the above-mentioned series 4 diethylamino-2-hydroxybenzophenone and 2-hydroxy-4-(1-pyrrolidinyl)-benzophenone are the most representative compounds. Vodoproprovodnye 3-diethylaminophenyl benzoate and 3-(1-Pierre is leinil) phenyl benzoate leads to the formation of 4-diethylamino-2-hydroxy-benzophenone and 2-hydroxy-4-(1-pyrrolidinyl)benzophenone, respectively. The compounds of formula (I) demonstrate progressive protection from UV rays, time-dependent exposure to the sun and the level of solar radiation. This property is progressive protection from UV rays is proved by their ability to screen UV-b and especially UV-a radiation. Therefore, compositions containing the compounds of formula (I), form the basis of a secure method of sunbathing and more homogeneous and charming tan compared to traditional sunscreen. Furthermore, compounds obtained by photopresspro belong to a recognized chemical series sunglasses substances that provide convenience method.

Accordingly, the present invention also relates to the use of compounds of formula (I) for the preparation of cosmetic or pharmaceutical compositions, compositions for personal care and industrial compositions, which are characterized by progressive protection against UV radiation, depending on the duration of sun exposure and the level of solar radiation.

Brief description of drawings

The Figure 1 shows the kinetics of photoperiodically 1-phenylphenyl 4-methoxybenzoate.

The Figure 2 shows the kinetics of photoperiodically 1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate.

The Figure 3 shows the kinetics of pooper the grouping of 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate.

The Figure 4 shows the kinetics of photoperiodically 4-benzoyloxy-2-methoxybenzenesulfonamide acid.

The Figure 5 shows the kinetics of photoperiodically 3-diethylaminophenyl benzoate.

The Figure 6 shows the kinetics of photoperiodically 3-methoxyphenyl-benzoate.

The implementation of the invention

The following examples, not limited to the one shown here, illustrate the scope of the present invention.

Example of getting a 1: Trimethylsilanol 4-methoxyacetophenone

To a solution of 0.82 g (5.5 mmol) of 4-methoxyacetophenone 3.4 ml of tetrahydrofuran, add 7 mmol of diisopropylamide lithium (LDA), generated in situ. After stirring the solution for 30 minutes added to 4.5 ml of trimethylsilyl chloride and stirred the mixture for 17 hours at room temperature in a nitrogen atmosphere. Then add pentane, filtered the mixture to remove lithium salts and the solvent evaporated to complete dryness under reduced pressure.

The resulting crude product contains 78% (range 1H-NMR) of trimethylsilanol 4-methoxyacetophenone.

1H-NMR: 3,78 (singlet, 3H), 4,32 (doublet, 1H, J=2 Hz), 4,79 (doublet, 1H, J=2 Hz), 6,85 (doublet, 2H, J=9 Hz), 7,52 (doublet, 2H, J=9 Hz)

Getting LDA: IN the atmosphere of nitrogen dissolved 0,97 ml of distilled Diisopropylamine in 7 ml of anhydrous tetrahydrofuran at 0°C. Then added to 4.4 ml of a 1.6 M solution b is tillite in hexane and stirred the mixture for 20 minutes.

Example of getting a 2: Trimethylsilanol 4-tert-butylacetophenone

To a solution of 1.25 ml (6.7 mmol) of 4-tert-butylacetophenone in 4 ml of tetrahydrofuran gobalet LDA (7 mmol), generated in situ. After stirring the solution for 30 minutes added to 4.5 ml of trimethylsilyl chloride and stirred the mixture for 16 hours at room temperature in a nitrogen atmosphere. Then add pentane, filtered the mixture to remove lithium salts and the solvent evaporated to complete dryness under reduced pressure. The resulting crude product contains 100% (range1H-NMR) of trimethylsilanol 4-tert-butylacetophenone.

1H-NMR: 1,32 (singlet, N), to 4.38 (doublet, 1H, J=2 Hz), 4,87 (doublet, 1H, J=2 Hz), 7,34 (doublet, 2H, J=9 Hz), 7,52 (doublet, 2H, J=9 Hz)

Example of getting 3: 1-Phenylphenyl 4-tert-butylbenzoate

A mixture of 4.16 g (21,62 mmol) of trimethylsilanol of acetophenone, 4,33 g (22,01 mmol) 4-tert-butylbenzoyl chloride and 136 mg of mercury chloride is heated at 100°C for 2 hours. Then leave the mixture to cool, add water to the crude product of the reaction and extracted with dichloromethane. The organic phase is dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. 2,12 g of the sample purified flash chromatography (eluent hexane: dichloromethane 3:1), which gives 1,17 g 1-phenylphenyl 4-tert-butylbenzoate. Yield 57%.

1H-NMR: 1,36 (singlet, N), 5,4 (doublet, 1H, J=2 Hz), 5,58 (doublet, 1H, J=2 Hz), 7,32 (multiplet, 3H), 7,53 (multiplet, 2H), 8,13 (doublet of triplets, 2H, J=9 Hz, 2 Hz).

13C-NMR: 164,63/singlet-CO-, 157,23/singlet-C=CH2, 153,03/singlet-C-C-(CH3)3, 134,28/singlet-C-C=CH2, 129,94/doublet 2 CH aromatic, 128,81/doublet 1 CH aromatic, 128,41/doublet 2 CH aromatic, 126,55/singlet-WITH-CO-, 125,50/doublet 2 CH aromatic, 124,81/doublet 2 CH aromatic, 102,14/triplet CH2, 35,26/singlet-S-(CH3)3, 31,18/Quartet 3 CH3.

IR: 1737, 1642, 1607, 1249 cm-1.

Example 4: 1-Phenylphenyl 4-methoxybenzoate

A mixture of 2.38 g (12,37 mmol) of trimethylsilanol of acetophenone, 2.15 g (12,60 mmol) 4-methoxybenzoyl chloride and 93 mg of mercury chloride is heated at 100°C for 2 hours. Then leave the mixture to cool to room temperature, water is added to the crude product of the reaction and extracted with dichloromethane. The organic phase is dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The resulting crude product contains 75-78% 1-phenylphenyl 4-methoxybenzoate according to the analysis using the1H-NMR.

Example of getting 5: 1-(4-Methoxyphenyl)-vinyl 4-tert-butylbenzoate

4-tert-butylbenzoyl chloride (1.78 g, 9 mmol), 0,47 g of copper chloride and 4 ml of 1,3-dimethyl-2-imidazolidinone added to the crude trimethylsilanol 4-methoxyacetophenone (4.3 mmol). After stirring for 21 hours at room for the Noah temperature was added 1 ml of triethylamine and 10 ml of chloroform. Then the solution chromatographic via flash column of silica gel (eluent hexane/ethyl acetate 10:1). The first collected fraction purified using flash chromatography (eluent hexane/dichloromethane 3:2)to give 0.34 g of 1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate. The output 25%.

1H-NMR: 1,37 (singlet, N), of 3.80 (singlet, 3H), 5,03 (doublet, 1 H, J=2 Hz), 5,46 (doublet, 1H, J=2 Hz), 6,85 (doublet of triplets, 2H, J=2 Hz, 9 Hz), 7,46 (doublet of triplets, 2H, J=2 Hz, 9 Hz), 7,52 (doublet of triplets, 2H, J=2 Hz, 9 Hz), 8,12 (doublet of triplets, 2H, J=2 Hz, 9 Hz).

13C-NMR: 164,69/singlet-CO-, 159,99/singlet-With-och3, 157,18/singlet-C=CH2, 152,83/singlet-C-C-(CH3)3, 129,93/doublet 2 CH aromatic, 126,94/singlet 1 CH aromatic, 126,63/singlet 1 CH aromatic, 126.25 area/doublet 2 CH aromatic, 125,50/doublet 2 CH aromatic, 113,84/doublet 2 CH aromatic, 100,27/triplet CH2, 55,33/Quartet CH3"Oh, 35,26/singlet-S-(CH3)3, 31,18/Quartet 3 CH3.

IR: 1735, 1608, 1512, 1245, 1176, 1095 cm-1.

MP: 87-89°C

Example of getting 6: 1-(4-Tert-butylphenyl)-vinyl 4-methoxybenzoate

4-methoxybenzophenone (2.35 g, of 13.8 mmol), 0.65 g of copper chloride and 5.6 ml of 1,3-dimethyl-2-imidazolidinone added to the crude trimethylsilanol 4-tert-butylacetophenone (6.7 mmol). After stirring for 20 hours at room temperature, added to 1.4 ml of triethylamine and 10 ml of chloroform. Then the solution chromatog ayrout through a flash column of silica gel (eluent hexane/ethyl acetate 10:1). The first collected fraction purified twice using flash chromatography (eluent hexane/dichloromethane 3:2, and then hexane/dichloromethane 4:1)to give 0.14 g unpainted oil, the appropriate 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate. Exit 7%.

1H-NMR: 1,29 (singlet, N), 3,86 (singlet, 3H), 5,09 (doublet, 1H, J=2 Hz), of 5.53 (doublet, 1H, J=2 Hz), 6,97 (2N), 7,35 (doublet of triplets, 2H, J=2 Hz, 9 Hz), 7,46 (doublet of triplets, 2H, J=2 Hz, 9 Hz), 8,15 (doublet of triplets, 2H, J=2 Hz, 9 Hz).

13C-NMR: 164,37/singlet-CO-, 163,63/singlet-With-och3, 153,01/singlet-C=CH2, 151,80/singlet-C-C-(CH3)3, 132,06/doublet 2 CH aromatic, 131,42/singlet-C-C=CH2, 125,32/doublet 2 CH aromatic, 124,48/doublet 2 CH aromatic, 121,67/singlet WITH-WITH, 113,72/doublet 2 CH aromatic, 101,29/triplet CH2, 55,44/Quartet CH3-O, 34,62/singlet-S-(CH3)3, 31,21/Quartet 3 CH3.

IR: 1732, 1606, 1510, 1246, 1167, 1090 cm-1.

An example of obtaining 7: 4-Benzoyloxy-2-methoxybenzenesulfonamide acid

A solution of 0.47 ml (7,01 mmol) of chlorosulfonic acid in 7 ml of dichloromethane is added dropwise to a solution of 1.6 g (7,01 mmol) of 3-methoxyphenyl benzoate in 12 ml of dichloromethane at 0°C. After completion of one-time add the mixture is left to react for 18 hours at room temperature. Obrazovaniya precipitate is filtered off, receiving 300 mg of 4-benzoyloxy-2-methoxybenzenesulfonamide to the slots. Output 15%.

1H-NMR: 3,76 (singlet, 3H), 6,77 (doublet of doublets, 1H, J=2 Hz, 8 Hz), 6,94 (doublet, 1H, J=2 Hz), 7.62mm (multiplet, 2H), 7,76 (multiplet, 2H), 8,15 (multiplet, 2H).

13C-NMR: 164,23/singlet WITH, 156,84/singlet-och3, 151,87/singlet-OCOPh, 133,89/doublet 1 CH aromatic, 133,21/singlet-soo, 129,64/doublet 2 CH aromatic, 128,89/doublet 1 CH aromatic, 128,81/doublet 2 CH aromatic, 128,73/singlet WITH-SO3H, 112,03/doublet 1 CH aromatic, 106,04/doublet 1 CH aromatic, 55,84/doublet CH3.

IR: 3500, 1727, 1264, 1198 cm-1.

An example of obtaining 8: 3-Diethylaminophenyl benzoate

A mixture of 1.53 g (9.3 mmol) of 3-diethylaminophenol, 1.35 ml (to 11.8 mmol) of benzoyl chloride and 1 ml of pyridine in 50 ml of toluene is refluxed for 3 hours. After which the mixture is allowed to cool and the solvent is distilled off under reduced pressure. The resulting crude product was then purified flash chromatography (eluent hexane/ethyl acetate 7:1)to give a red oily fraction (235 mg), containing mainly 3-diethylaminophenyl benzoate.

Example of getting a 9: 3-Methoxyphenylazo

The phosphorus oxychloride (3,16 ml) is added to the mixture 2,95 g (24,16 mmol) of benzoic acid and 3 g (24,16 mmol) 3-methoxyphenol. The resulting mixture is heated at 125°C for 45 minutes in an argon atmosphere. The mixture is cooled to room temperature, water is added to the reaction product and the extracted dieti the new ether. The organic phase is dried over magnesium sulfate, and the solvent is distilled off under reduced pressure, obtaining 5.0 g of a dark red oil. The resulting crude product was then purified using flash chromatography (eluent hexane/ethyl acetate 10:1)to give 2.10 g of 3-methoxyphenyl benzoate. Yield 38%.

Example 10: Phenyl 4-methoxysilyl

The phosphorus oxychloride (2 ml) is added to a mixture of 2.00 g (11,89 mmol) 4-methoxystilbene acid and 2.13 g (22,65 mmol) of phenol. The resulting mixture was heated at 115°C for 15 minutes in an argon atmosphere. A mixture of ohlazhaaut to room temperature, the crude reaction product, water is added and extracted with dichloromethane. The organic phase is dried over magnesium sulfate, and the solvent is distilled off under reduced pressure, receiving 4.5 g dark red oil. The resulting crude product was then purified using flash chromatography (eluent hexane/ethyl acetate 8,5:1)to give 1.97 g of phenyl 4-metoxisalicilice. Yield 65%.

An example of obtaining 11: 3 Methoxyphenylacetyl

The phosphorus oxychloride (2 ml) is added to a mixture of 2.00 g (14, 48mm mmol) of salicylic acid and 3.3 ml (of 28.96 mmol) 3-methoxyphenol. The resulting mixture was heated at 115°C for 15 minutes in an argon atmosphere. The mixture is cooled to room temperature, the crude reaction product, water is added and extracted with dichloromethane. The organic phase is dried over magnesium sulfate, and distilled off rest ritel under reduced pressure, receiving the result of 4.0 g of black oil. The resulting crude product was then purified flash chromatography (eluent hexane/ethyl acetate 9:1), which gives a 2.36 g 3-methoxyphenyl musk. Yield 85%.

Example 12: 3-(1-Pyrrolidinyl)phenylbenzoate

A mixture of 1.52 g (9.3 mmol) of 3-(1-pyrrolidinyl)phenol, 1.35 ml (to 11.8 mmol) of benzoyl chloride and 1 ml of pyridine in 50 ml of toluene is refluxed for 3 hours. After which the mixture is allowed to cool and the solvent is distilled off under reduced pressure. The resulting crude product was then purified flash chromatography (eluent hexane/ethyl acetate 7:1)to give a red oily fraction (233 mg), containing mainly 3-(1-pyrrolidinyl) phenylbenzoate.

An example of photoperiodically 1: photopresspro 1-phenylphenyl 4-methoxybenzoate

A solution of 5 mg of 1-phenylphenyl 4-methoxybenzoate in 10 ml of methanol is irradiated with UV-b lamp (60 W·m-2) for 20 minutes at 35°C. In the spectrum of the reaction mixture shows a new absorption band in the UV-a range, which refers to benzoylmethylene fragment. Transformation into benzoyl-4-methoxybenzoate observed from the very beginning, complete conversion occurs within 5 minutes. The kinetics of photoperiodically shown in Figure 1.

An example of photoperiodically 2: Photopresspro 1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate

A sample of 4 ml of a solution containing ,231 mg of 1-(methoxyphenyl)-vinyl 4-tert-butylbenzoate in 50 ml of methanol, is irradiated with UV-b lamp (60 W·m-2) for 10 minutes at 35°C. Complete conversion in avobenzone is carried out for 5 minutes. The kinetics of photoperiodically shown in Figure 2.

An example of photoperiodically 3: Photopresspro 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate

A sample of 4 ml of a solution containing 0,400 mg of 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate in 50 ml of methanol, is irradiated with UV-b lamp (60 W·m-2) for 10 minutes at 35°C. Complete conversion in avobenzone is carried out for 5 minutes. The kinetics of photoperiodically shown in Figure 3.

An example of photoperiodically 4: Photopresspro 4-benzoyloxy-2-methoxybenzenesulfonamide acid

A solution containing 5 mg of 4-benzoyloxy-2-methoxybenzenesulfonamide acid in 10 ml of methanol is irradiated with UV-b lamp (60 W·m-2) for 20 minutes at 35°C. Next, every minute record absorption spectrum. Complete conversion in sulisobenzone is carried out for 10 minutes. The kinetics of photoperiodically shown in Figure 4.

An example of photoperiodically 5: Photopresspro 3-diethylaminophenyl benzoate

A sample of 4 ml of a solution containing 0,395 mg 3-diethylaminophenyl benzoate in 50 ml of methanol, is irradiated with UV-b lamp (60 W·m-2) for 20 minutes at 35°C. Photopresspro 4-diethylamino-2-hydroxy-benzophenone is entirely for 10 minutes. The kinetics of fotop is regsupreme shown in Figure 5.

An example of photoperiodically 6: Photopresspro 3-methoxyphenyl benzoate

The sample solution 5 mg 3-methoxyphenyl benzoate in 10 ml of polydimethylsiloxane (viscosity of 10,000 cSt) is irradiated with UV-b lamp (60 W·m-2within 15 hours and 20 minutes at 35°C. Photopresspro in oxybenzone is entirely within 40 minutes. The kinetics of photoperiodically is shown in Figure 6.

An example of photoperiodically 7: Photopresspro 1-phenylphenyl 4-tert-butylbenzoate

A solution of 5 mg of 1-phenylphenyl 4-tert-butylbenzoate in 10 ml of tert-butanol is irradiated with UV-b lamp (60 W·m-2) for 5 hours at 35°C. using thin-layer chromatography (luetheran/ethyl acetate 2:1) found several different compounds, one of these compounds is benzoyl-4-tert-butylbenzoate, avobenzone without a methoxy group, identified by the method of 1H-NMR.

Example composition 1: Sunscreen composition 1

Phase AndPhase
Deionized water60,0%The active ingredient8,75%
The disodium salt of EDTA0,10% Octisalate5%
Glycerin1,5%The aluminum stearate5%
NaCl3,0%Cyclomethicone + Dimethicone10%
Butyleneglycol2,5%Acidisation1%
Cyclomethicone2%
ABIC-EM 971%
Fragrant substance0,15%
Total100,00%

The method

Combine the components of Phase C. the Mixture is stirred and heated to 70-75°C. Combine the components of Phase A. the Mixture is heated to 70-75°C with stirring. Add preservative. The mixture is stirred, giving her a chance to cool to room temperature.

Example composition 2: Sun oil/Vodorazdelny lotion

Phase a-1wt.%
Active ingredient 17,50%
Active ingredient 22,50%
Dicaprylyl ether4,50%
Dimethicone2,00%
Stearyl alcohol0,60%
PPG-2 Ceteareth-910,40%
Steareth-100,50%
Literallayout + PEG-100 stearate22,80%
Phase a-2
Titanium dioxide + Simethicone + aluminium Oxide3to 5.00%
Phase-1
Demineralizovannaja water66,10%
Chitosan + water42,00%
Glycerin USP2,50%
Dimethicone of copolyol phosphate2,50%
Phase-2
Polywater the mind 37 + Mineral oil + PPG-1 Trideceth-6 50,40%
Phase
Propylene glycol + DMDMH the As + Methylparaben + Propylparaben60,70%
Total100,00%
1Eumulgin® L (Henkel)
2Ariacel® 165 (ICI)
3Eusolex® T-2000 (Rona)
4Hydagen® CMF (Henkel)
5Salcare® SC 95 (Ciba)
6Paragon® II (Mclntyre)

The method

Join a-1 ingredients; the mixture is stirred and heated to 60°C until all solids are dissolved. Dispersed a-2 a-1 with agitation. Combine In-1 ingredients; the mixture is stirred and heated to 60°C. is Dispersed In-2 In-1 with agitation. And add it In with rapid stirring. A mixture of temperate homogeneity, giving her the opportunity to cool to 40°C. add to the mixture a/b; the resulting mixture is moderately homogeneity until then, until it becomes homogeneous. The mixture is stirred using a different mixer, enabling it to reach 25°C prior to packaging. The spray is easily accomplished when using the pump spray device with high buoyancy.

An example of a song 3: Sunscreen

Phase Andwt.%
Deionized water39,73%
Carbomer (2% aqueous solution)15,00%
Propylene glycolto 5.00%
Methylparaben0,20%
Propylparaben0,10%
Triethanolamine (99%)0,45%
Terentieva salt EDTA0,02%

Phase
Active ingredient 1to 5.00%
Active ingredient 23,00%
Active ingredient 34,50%
Literallayout + PEG-100 stearate11,00%
Cyclomethiconeto 5.00%
Literallayout4,00%
Stearic acid2,50%
Isostearate10,00%
Hydrogenated castor oil2,00%
Benzoate With 12-15 alcohols22,50%
Total100,00%
1Ariacel® 165 (ICI)
2Finsolv® TN (Finetex)

The method

Add the ingredients of phase a in the main vessel when the centrifugal mixing. The mixture is heated to 75-80°C. Combine ingredients of phase B; stirred suspension and heat it to 85°C. Slowly add phase b Into the party and stirred for 15 minutes at 85°C. After the termination of heating, the mixture is stirred using a paddle stirrer and cooled to room temperature.

Example compositions 4: Water-in-oil sunscreen lotion with a wide range of absorption

wt.%
Active ingredient 17,50%
Active ingredient 2to 5.00%
Octyl stearate2,00%
Dicapryl the new ether 3,00%
Cyclomethicone4,00%
Dimethicone2,00%
PEG-30 dipolyhydroxystearate11,30%
Laurylamine copolyol2,30%
Behenamidopropyl dimethylamine beginat0,50%
Titanium dioxide + aluminium oxide + simethicone28,00%
Deionized water61,00%
Propylene glycol2,00%
NaCl0,80%
Propylene glycol + DMDMH the As + Methylparaben + Propylparaben30,60%
Total100,00%
1Ariacel® P135 (ICI)
2Eusolex® T-2000 (Rona)
3Paragon® II (Mclntyre)

Example compositions 5: Sunscreen with avobenzone from UV-a/UV-b radiation

Phase a-1 wt.%
Water (demineralized)67,80%
The disodium salt of EDTA0,05%
Propylene glycol3,00%
Methylparaben0,15%
Phase a-2
Carbomer0,20%
Phase
Isopropylmyristate2,00%
Cetyl alcohol + Glyceryl stearate + PEG-75 Stearate + Ceteth 20 + Steareth 2014,00%
The active ingredient3,50%
Homometallic7,00%
Octisalate7,00%
Avobenzone3,00%
Dimethicone1,00%
NWB-38 Olefin + Isopropylmalate + MA copolymer1,00%
Phase
Triethanol the min (99%) 0,30%
Phase D
Predohranyaya toolsrest
Total100,00%
1Emulium Delta® (Gattefosse)
2Performa® V 1608 (New Phase Technologies)

The method

Combine the ingredients of phase a-1; heat the mixture at 50°C under stirring until until the methylparaben is dissolved. A-2 is sprayed in a-1 using the appliance. The resulting mixture And heated to 65°C. Combine ingredients of phase; the mixture is heated to 65-70°C under stirring until until solids are dissolved. To add to A. the Mixture is homogenized and add s at 55-60°C. Homogenization continue, allowing the mixture to cool to 40-45°C. Add phase D; the mixture is stirred using a propeller stirrer until then, until it becomes homogeneous. The pH value was adjusted to 6.5-7.0 by the addition of triethanolamine.

Example compositions 6: Malovodnoe sunscreen

Phase Andwt.%
The active ingredient3,00%
Isopropyl Istat 4,00%
C12-15alkylbenzoic14,00%
Cetyl alcohol1,50%
Steareth-22,00%
Steareth-212,50%
Dimethicone0,50%
Phase
Deionized water81,07%
Net polymers2acrylates/C10-30alkylacrylate0,20%
Phase
Triethanolamine (99%)0,23%
Phase D
Phenoxyethanol + Isopropylparaben + Isobutylparaben + Butylparaben31,00%
Total100,00%
1Finsolv® TN (Finetex)
2Carbopol® ETD 2020 (F Goodrich)
3Liquapar® PR (Sutton)

The method

The phase is obtained by dispersing Carbap the La in the water. The dispersion is heated to 70-75°C. the Ingredients of phase a combine. The mixture is stirred and heated to 70-75°C. the Phase b is added to phase a under stirring. Add phase C. the Mixture is homogenized until then, until it has cooled to 45-40°C. Add phase D. the Mixture is stirred, giving her a chance to cool to room temperature.

Example compositions 7: Malovodnoe sunscreen lotion with avobenzone

Phase Andwt.%
The active ingredient3,00%
Avobenzone3,00%
Isopropylmyristate4,00%
C12-15alkylbenzoic14,00%
Cetyl alcohol1,50%
Steareth-22,00%
Steareth-212,50%
Dimethicone0,50%
Phase
Deionized water78,07%
Net polymers 2acrylates/C10-30alkylacrylate0,20%
Phase
Triethanolamine (99%)0,23%
Phase D
Phenoxyethanol + Isopropylparaben + Isobutylparaben + Butylparaben31,00%
Total100,00%
1Finsolv® TN (Finetex)
2Carbopol® ETD 2020 (F Goodrich)
3Liquapar® PR (Sutton)

The method

The phase is obtained by dispersing the Carbopol in water. The dispersion is heated to 70-75°C. the Ingredients of phase a combine. The mixture is stirred and heated to 70-75°C. the Phase b is added to phase a under stirring. Add phase C. the Mixture is homogenized until then, until it has cooled to 45-40°C. Add phase D. the Mixture is stirred, giving her a chance to cool to room temperature.

Example compositions 8: Sunscreen lipstick

wt.%
The active ingredient7,00%
Microcr starecheski wax to 5.00%
Glyceryl trihydroxystearinto 5.00%
Ozokerite3,40%
Polyglycerins beeswax2,10%
Acetylated lanolin19,45%
Lanolin oil19,10%
Oil of alocado18,99%
The copolymer of butene with isobutane14,34%
Castor oilto 4.81%
Ascorbyl palmitat0,50%
A mixture of Tocopherols in soybean oil (50/50)0,31%
Total100,00%

Example compositions 9: Sunscreen gel

wt.%
Active ingredient 18,00%
Active ingredient 26,00%
TiO2 7,00%
Glycerinto 5.00%
PEG-25 p-aminobenzoic acidto 5.00%
Cross-linked copolymer acrylates with10-30alkylacrylate0,40%
Imidazolidinedione0,30%
Hydroxyethylcellulose0,25%
Sodium methylparaben0,25%
The disodium salt of EDTA0,20%
Flavor0,15%
Sodium propylparaben0,15%
Sodium hydroxide0,10%
Waterrest
Total100,00%
1Carbopol® ETD 2020 (B F Goodrich)

An example of the composition 10: Sunscreen

wt.%
The asset is first ingredient 1 7,00%
Active ingredient 27,00%
TiO28,00%
ZnO2to 5.00%
PEG-7 hydrogenated castor oil6,00%
Mineral oil6,00%
Isopropylto 5.00%
Imidazolidinedione0,30%
Jojoba oil3,00%

wt.%
The copolymer, PEG-45 dodecyl glycol2,00%
Magnesium stearate0,60%
Tocopherylacetate0,50%
Methylparaben0,25%
The disodium salt of EDTA0,20%
Propylparaben0,15%
In the Yes rest
Total100,00%

An example of the composition 11: water-Resistant sunscreen

wt.%
The active ingredient18,00%
Active ingredient 27,00%
TiO23,00%
PEG-7 hydrogenated castor oilto 5.00%
Propylene glycolto 5.00%
Isopropyl4,00%
Caprylic/capric triglyceride4,00%
Glycerin4,00%
Jojoba oil3,00%
The copolymer, PEG-45 dodecyl glycol1,50%
Dimethicone1,50%
Magnesium sulfate0,70%
Magnesium stearate 0,50%
Flavor0,15%
Waterrest
Total100,00%

Example compositions 12: Sunscreen milk

0,50%
wt.%
Active ingredient 14,50%
Active ingredient 24,00%
Mineral oil10,00%
PEG-7 hydrogenated castor oil6,00%
Isopropylto 5.00%
Caprylic/Caproic triglyceride3,00%
Jojoba oil3,00%
The copolymer, PEG-45 dodecyl glycol2,00%
Magnesium sulfate0,70%
Magnesium stearate0,60%
Tocopherylacetate
Glycerin3,00%
Methylparaben0,25%
Propylparaben0,15%
Tocopherol0,05%
Waterrest
Total100,00%

Example compositions 13: Sunscreen cosmetic powder

wt.%
Active ingredient 10,12%
Active ingredient 20,08%
Talcat 76.00%
Polyethylene powder4,00%
Magnesium carbonate8,76%
Isopropylmyristate1,20%
Liquid petrolatum1,20%
Sorbitol4,00%
Bordeaux 5B pigment 0,52%

wt.%
Triphenylmethanol colorful lacquer0,12%
Titanium mica4,00%
Total100,00%

Example compositions 14: Sunscreen nail Polish

wt.%
The active ingredient0,30%
Nitrocelluloseto 6.43%
Toluensulfonate formaldehyde resin5,81%
Acetyltributyl3,83%
Butyl acetate12,85%
The ethyl acetate5,54%
Stearalkonium hectorite0,80%
Citric acid0,04%
Triphenylmethanol colorful lacquer0,01%
TiO20,45%
Bordeaux 5B pigment0,04%
Titanium mica0,35%
Isopropyl alcohol4,60%
Toluenerest
Total100,00%

1. The use of ester compounds of benzoic acid, selected from the group including
1-phenylphenyl 4-methoxybenzoate;
1-(4-methoxyphenyl)-vinyl 4-tertbutylbenzene;
1-(4-tertbutylphenyl)-vinyl 4-methoxybenzoate;
1-phenylphenyl 4-tertbutylbenzene;
4-benzoyloxy-2-methoxybenzenesulfonamide acid;
3-diethylaminobenzoate;
3-(1-pyrrolidinyl)phenylbenzoate and
3 methoxyphenylacetyl,
as a component for the preparation of compositions for protecting the human body or an animal, or material from UV radiation, containing an effective amount of at least one of the mentioned compounds.

2. The use of claim 1, wherein the composition is a pharmaceutical composition, a composition for personal hygiene, cosmetic composition or industrial composition.

3. The use according to claim 1, in which the compounds are used as the e photochemical precursors of ultraviolet absorbers.

4. The use according to claim 1, in which connections are used in the attitude of the person.

5. Composition for protecting human or animal, or to protect the material from ultraviolet radiation containing an effective amount of at least one ester compound benzoic acid, selected from the group including
1-phenylphenyl 4-methoxybenzoate;
1-(4-methoxyphenyl)-vinyl 4-tertbutylbenzene;
1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;
1-phenylphenyl 4-tertbutylbenzene;
4-benzoyloxy-2-methoxybenzenesulfonamide acid;
3-diethylaminobenzoate;
3-(1-pyrrolidinyl)phenylbenzoate and
3 methoxyphenylacetyl.

6. The composition according to claim 5, which is a pharmaceutical composition, a composition for personal hygiene, cosmetic composition or industrial composition.

7. Cosmetic or pharmaceutical composition according to claim 6, which contains an effective amount of at least ester compounds, susceptible to photochemical transformation in situ sunglasses in connection with the improved ability to protect against UV radiation.

8. The composition according to claim 7, which is selected from the group including creams, ointments, lotions, suspensions, powders, oils, lotions, gels, pencils, foams, emulsions, dispersions, sprays, aerosols, lipsticks, foundations, mascara, loose or sprasowane the s powder blush for eyes, eyeshadow, mascara and eyebrow, lipsticks and unstable coloring composition to the hair.

9. The composition according to claim 8, in which the effective amount of the ester compound benzoic acid ranges from 0.01 to 40 wt.% based on the total weight of the sunscreen.

10. The composition according to claim 9, in which the effective amount of the ester compound benzoic acid ranges from 0.05 to 25 wt.% based on the total weight of the sunscreen.

11. The composition according to claim 10, in which an effective amount of the ester compound benzoic acid ranges from about 0.1 to 15 wt.% based on the total weight of the sunscreen.

12. Composition for personal hygiene according to claim 6, in which the ester compound benzoic acid photostabilizer ingredients of the composition from solar radiation.

13. The composition according to item 12, which is selected from the group including creams, ointments, lotions, suspensions, powders, oils, lotions, gels, pencils, foams, emulsions, dispersions, sprays, aerosols, lipsticks, foundations, mascara, loose or pressed powder, blush, eye shadow, mascara and eyebrow, lipsticks and unstable coloring composition to the hair.

14. Industrial composition according to claim 6, in which the material is selected from the group consisting of organic compounds, oils, fats, waxes, gelatinous substances, sunscreen compounds, polymers, radiation hardened compositions, resins, varnishes, cellulose, paper compositions based on cellulose, photographic materials, photographic film, metal products, ceramic products, biocides, natural textile fibers, textile fabrics, dyes, inks, pigments, paints, coatings, adhesives, leather, wood, glass, lenses, composite materials, mixtures or compositions.

15. The composition according to 14, which contains an effective amount of at least ester compounds of benzoic acid, susceptible to photochemical transformation in situ sunglasses in connection with the improved ability to protect against UV radiation.

16. The composition according to item 15, in which the effective amount of the ester compound benzoic acid ranges from 0.01 to 30 wt.% based on the total weight of the stabilized material.

17. The composition according to item 16, in which the effective amount of the ester compound benzoic acid ranges from 0.05 to 20 wt.% based on the total weight of the stabilized material.

18. The composition according to 17, in which the effective amount of the ester compound benzoic acid ranges from 0.1 to 10 wt.% based on the second weight of the stabilized material.

19. Composition according to any one of p-18, in which the above polymers are selected from the group including polyolefins, polyketone, polystyrene, polyvinyl chloride (PVC), polyacrylates, polymethacrylates, polyacrylamides, polyacrylonitrile, derivatives of polyvinyl alcohol, derivatives of polyvinyl acetate, polyurethanes, polyamides, polyesters, polycarbonate, polycarbonates, polysiloxanes, polyetilene, their compounds, mixtures or blends.

20. Composition according to any one of p-18, which the said resin is selected from the group including hydrocarbon resins, phenol-formaldehyde resin, urea formaldehyde resin, melamine-formaldehyde resins, unsaturated polyester resins, cross-stitched acrylic resin, cross-linked epoxy resin, aproximadamente resins, composites, mixtures or blends.

21. Composition according to any one of p, 17, 18, in which the mentioned natural textile fibers selected from the group including silk, cotton and wool, their compounds, mixtures or blends.

22. The use of ester compounds of benzoic acid, selected from the group including
1-phenylphenyl 4-methoxybenzoate;
1-(4-methoxyphenyl)-vinyl 4-tertbutylbenzene;
1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;
1-phenylphenyl 4-tertbutylbenzene;
4-benzoyloxy-2-methoxybenzenesulfonamide acid;
3 diethylamino universiat;
3-(1-pyrrolidinyl)phenylbenzoate and
3 methoxyphenylacetyl,
as a component for the preparation of compositions characterized by progressive protection against UV radiation, depending on the duration of sun exposure and the level of solar radiation.

23. The application of article 22, in which the composition is a cosmetic or pharmaceutical composition.

24. The application of article 22, in which said composition is selected from the group including creams, ointments, lotions, suspensions, powders, oils, lotions, gels, pencils, foams, emulsions, dispersions, sprays, aerosols, lipsticks, foundations, mascara, loose or pressed powder, blush, eye shadow, mascara and eyebrow, lipsticks and unstable coloring composition to the hair.

25. The application of paragraph 24, in which an effective amount of the ester compound benzoic acid ranges from 0.01 to 40 wt.% calculated on the total weight of the sunscreen.

26. Use A.25, in which an effective amount of the ester compound benzoic acid ranges from 0.05 to 25 wt.% calculated on the total weight of the sunscreen.

27. Use p, in which an effective amount of the ester compound benzoic acid ranges from 0.1 wt.% to about 15 wt.% the composition santasusana the funds.

28. The use of ester compounds of benzoic acid, selected from the group including
1-phenylphenyl 4-methoxybenzoate;
1-(4-methoxyphenyl)-vinyl 4-tertbutylbenzene;
1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;
1-phenylphenyl 4-tertbutylbenzene;
4-benzoyloxy-2-methoxybenzenesulfonamide acid;
3-diethylaminobenzoate;
3-(1-pyrrolidinyl)phenylbenzoate and
3 methoxyphenylacetyl,
as a component for the preparation of compositions for personal care, which is characterized by progressive protection against UV radiation, depending on the duration of sun exposure and the level of solar radiation.

29. Use p in which the composition is selected from the group including creams, ointments, lotions, suspensions, powders, oils, lotions, gels, pencils, foams, emulsions, dispersions, sprays, aerosols, lipsticks, foundations, mascara, loose or pressed powder, blush, eye shadow, mascara and eyebrow, lipsticks and unstable coloring composition to the hair.

30. The use of ester compounds of benzoic acid, selected from the group including
1-phenylphenyl 4-methoxybenzoate;
1-(4-methoxyphenyl)-vinyl 4-tertbutylbenzene;
1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;
1-phenylphenyl 4-tertbutylbenzene;
4-benzoyloxy-2-methoxybenzenesulfonamide sour is a;
3-diethylaminobenzoate;
3-(1-pyrrolidinyl)phenylbenzoate and
3 methoxyphenylacetyl,
as a component for the preparation of industrial composition, characterized by progressive protection against UV radiation, depending on the duration of sun exposure and the level of solar radiation.

31. The application of article 30, in which the material included in the composition, is selected from the group comprising organic compounds, oils, fats, waxes, gelatinous substances, solntsezaschitne compounds, polymers, radiation cured compositions, resins, varnishes, cellulose, paper formulations based on cellulose, photographic materials, photographic film, metal products, ceramic products, biocides, natural textile fibres, textile cloth, dyes, inks, pigments, paints, coatings, adhesives, articles of leather, wood materials, rubbers, glass, lenses, their composites, mixtures or blends.

32. Use p, in which the composition contains an effective amount of the ester compounds of benzoic acid in the range from 0.01 to 30 wt.% based on the total weight of the stabilized material.

33. Use p, in which an effective amount of the ester compound benzoic acid ranges from 0.05 to 20 wt.% based on the total weight stabilize the th material.

34. Use p, in which an effective amount of the ester compound benzoic acid ranges from 0.1 to 10 wt.% based on the total weight of the stabilized material.

35. Use p in which these polymers are selected from the group including polyolefins, polyketone, polystyrenes, polyvinyl chloride (PVC), polyacrylates, polymethacrylates, polyacrylamides, polyacrylonitrile, derivatives of polyvinyl alcohol, derivatives of polyvinyl acetate, polyurethanes, polyamides, polyesters, polycarbonate, polycarbonates, polysiloxanes, polyetilene, their compounds, mixtures or blends.

36. Use p, in which the said resin is selected from the group including hydrocarbon resins, phenol-formaldehyde resin, urea formaldehyde resin, melamine-formaldehyde resins, unsaturated polyester resins, cross-linked acrylic resin, cross-linked epoxy resin, epoxy-melamine resin, composites, mixtures or blends.

37. Use p in which these natural textile fibers selected from the group including silk, cotton and wool, their compounds, mixtures or mixtures, and similar matter.

38. The use of ester compounds of benzoic acid, selected from the group including
1-phenylphenyl 4-methoxybenzoate;
1-(4-methoxyphenyl)-in the Nile 4-tertbutylbenzene;
1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;
1-phenylphenyl 4-tertbutylbenzene;
4-benzoyloxy-2-methoxybenzenesulfonamide acid;
3-diethylaminobenzoate;
3-(1-pyrrolidinyl)phenylbenzoate and
3 methoxyphenylacetyl,
as a component for the preparation of compositions which when photopresspro shows the number of received UV-b radiation.

39. Use p, in which the composition is a pharmaceutical composition, a composition for personal hygiene, cosmetic composition or industrial composition.

40. Ester compounds of benzoic acid, selected from the group including
1-(4-methoxyphenyl)vinyl 4-tertbutylbenzene;
1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate;
1-phenylphenyl 4-tertbutylbenzene;
4-benzoyloxy-2-methoxybenzenesulfonyl acid and
3-(1-pyrrolidinyl)phenylbenzoate.



 

Same patents:

FIELD: chemistry.

SUBSTANCE: invention relates to compositions for preventing congelation of granular materials and dust formation and can be used against dust formation in coal, mining, metallurgical, construction and other industries in subzero temperature conditions. The composition contains (wt %): calcium chloride and (or) magnesium chloride - 10-30; sodium dihydrophosphate and(or) potassium dihydrophosphate - 0.1-0.2; methylene blue - 0.005; water - the balance.

EFFECT: invention enables to obtain a composition with low corrosive-aggressive properties, high efficiency of dust suppression and does not harm the environment.

1 tbl, 3 ex

FIELD: chemistry.

SUBSTANCE: invention relates to compositions for preventing congelation of granular materials and dust formation and can be used against dust formation in coal, mining, metallurgical, construction and other industries in subzero temperature conditions. The composition contains (wt %): calcium chloride and (or) magnesium chloride - 10-30; sodium dihydrophosphate and(or) potassium dihydrophosphate - 0.1-0.2; methylene blue - 0.005; water - the balance.

EFFECT: invention enables to obtain a composition with low corrosive-aggressive properties, high efficiency of dust suppression and does not harm the environment.

1 tbl, 3 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a composition which is suitable for use as a joint sealing compound. The composition contains water, filler, binder and a biocide. The filler is selected from one or more materials which are selected from calcium carbonate, calcium sulphate dihydrate or calcium sulphate polyhydrate. The binder is selected from a group consisting of vinyl-, acryl- and styrene-containing compounds, polymers or copolymers of vinyl-, acryl- and styrene-containing compounds, starches, casein and mixtures thereof. The biocide contains isothiazolinone. A conditioned sample of the composition becomes formaldehyde-free after 24 hours.

EFFECT: composition has improved properties and operational characteristics.

8 cl, 3 tbl, 1 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to a curable composition consisting of two components K1 and K2, which contain (a) at least one aromatic polyisocyanate P, which contains isocyanate groups, (b) at least one dialdimine A of formula , where X is a diamine residue DA with two primary amino groups after separating said two amino groups; and Y1 and Y2 are independently a univalent hydrocarbon residue with 1-12 C atoms; and Y3 is a univalent hydrocarbon residue which optionally has at least one heteroatom, particularly oxygen in form of an ether, a carbonyl or ester group, and (c) compounds which are reactive with respect to isocyanate groups, particularly water and/or polyols and/or polyamines, under the condition that at least one of the two primary amino groups of diamine DA is an aliphatic amino group, and that two primary amino groups of diamine DA differ from each other either by the number of hydrogen atoms at the carbon atoms (Cα), which are in the α-position to the corresponding amino group, at least one, or the number hydrogen atoms at the carbon atoms (Cβ), which are in the β-to the corresponding amino group, at least two. Described also is a curable composition obtained after reacting said composition with water, use of the disclosed compositions as an adhesive, a sealant, filling compound or coating, methods of gluing, sealing and coating using said curable composition, and an article which is glued, sealed or coated using said methods.

EFFECT: obtaining moisture-curable polyurethane compositions which are stable during storage, are characterised by long curing time before gluing and high rate of hardening and harden without bubbles.

23 cl, 10 tbl, 24 ex

FIELD: metallurgy.

SUBSTANCE: sol-gel compositions re made to be applied onto substrate. Said substrate is heated at temperature necessary for forming coating from titanium dioxide with crystallite size smaller than 35 nm. Proposed coating features better antibacterial properties, self-purification and/or wetting ability.

EFFECT: higher photo catalytic activity.

18 cl, 8 dwg, 5 ex

FIELD: chemistry.

SUBSTANCE: invention relates to elastic repairable thixotropic cold setting compounds with high adhesion strength, which retain improved electrical insulation properties when exposed to high moisture, which are meant for sealing components of electric radio products. The compound contains the following, pts.wt: oligodiene urethane epoxide PDI-ZAK 40-45, trifunctional oligoether epoxide 8-12, monoglycidyl ether of alkyl phenol 8-12, low-molecular weight polyamide resin 7-22, amine 2-5. The compound can be successfully used for moisture protection of components since after exposure to 98% moisture for 30 days, its volume resistivity drops from 1.5-1012-9.1·1013 ohm·cm to 6.0·108 ohm·cm, but remains sufficient to ensure electrical insulation of components of electric radio products.

EFFECT: obtaining a cold setting compound for moisture protection of components of electric radio products with sufficient working life, which is elastic, thixotropic and repairable.

1 tbl

FIELD: process engineering.

SUBSTANCE: extrudes rod is heated to temperature exceeding that of vitrification temperature to bend it into ring structure at temperature higher than that of vitrification. Then, first and second ends are jointed together to anneal half-finished ring.

EFFECT: large-diameter seal rings from extruded rods of selected materials.

19 cl, 6 dwg, 10 tbl, 9 ex

FIELD: oil and gas industry.

SUBSTANCE: inhibitor consists of mixture of solvent from alcohol and hydrocarbon compounds and additive in the form of quaternary ammonium salt of vegetable oil alkilimidasoline and benzyl chloride of the following general formula: where R - acid radical of vegetable oil of selected group: caprylic, capric, lauric, myristic, palmitic, palmitoleic, stearic, oleic, linoleic, arachidic, linolenic, gondoinic, behenic, erucic. Component ratio in the mixture, wt %: additive - 1.0-30.0; solvent - 70-99.

EFFECT: invention allows preventing formation of high-molecular deposits on the surface of equipment and corrosion of metal.

2 tbl, 14 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to silicone compositions for use in insulating double glazing. The curable sealing composition contains a) polydiorganosiloxane with terminal silanol groups; b) a cross-linking agent selected from a group consisting of a cross-linking agent of general formula: (R7O)(R8O)(R9O)(R10O)Si, where R7, R8, R9 and R10 are independently selected univalent hydrocarbon C1-C60-radicals, and methyltrimethoxysilane; c) a cross-linking reaction catalyst; d) an amount of zinc oxide for rapid deep curing in a volume with average particle size smaller than one micron.

EFFECT: invention provides rapid deep curing of a sealing composition in a volume.

26 cl, 3 dwg, 7 tbl, 2 ex

FIELD: process engineering.

SUBSTANCE: set of invention relates to abrasive powders intended for machining silicon ingots, to abrasive wire and to method of wire cutting. Said powder features granulometric fraction D40-D60 bearing over 15 vol % and less than 80 vol % of grains with roundness under 0.85. Abrasive wire for cutting silicon ingots comprises bearing wire containing said powder and grains binder. Proposed method of cutting silicon ingot allows making plate that feature thickness smaller than 200 mcm.

EFFECT: higher cutting efficiency.

19 cl, 2 dwg, 5 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing glycidyloxyalkyl alkoxysilanes by hydrosilylation of olefin-glycide ether in the presence of a catalyst. Disclosed is a method of producing glycidyloxyalkyl alkoxysilanes of general formula (R")O-CnH2nSi(OR)3, wherein groups R independently denote a linear or branched alkyl with 1-4 carbon atoms, n is a number equal to 1, 2, 3, 4, 5, 6, 7 or 8, R'' denotes a group H2C(O)CH- or H2C(O)CHCH2-, by reacting (i) a functionalised alkene of general formula (R")OCnH2n-1 wherein R" denotes a group H2C(O)CH- or H2C(O)CHCH2-, and n is a number equal to 1, 2, 3, 4, 5, 6, 7 or 8, (ii) with at least one hydrogen alkoxysilane of general formula HSi(OR)3, wherein groups R independently denote a linear or branched alkyl with 1-4 carbon atoms, in the presence of (iii) at least one homogeneous catalyst selected from a group comprising Spayer catalysts and Karstedt catalysts, (iv) at least one solvent and/or at least one diluent and (v)at least one acid promoter from a group of mono- and dicarboxylic acids, wherein: components (i) alkene and (ii) hydrogen alkoxysilane, used in molar ratio of 1.8-1.0:1.0; catalyst (iii) is used in molar ratio to alkene (i) ranging from 1:1000000 to 1:25000; catalyst (iii) and promoter (v) are used in molar ratio from 1:250 to 1:25000 and the catalyst (iii) and promoter (v) are used together in a solvent and/or diluent in diluted form.

EFFECT: disclosed method enables to achieve high output of the end product compared with existing methods.

12 cl, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to tyre and rubber industry, particularly heat stabilisers which protect rubber mixtures based on general-purpose rubber from heat ageing. The method of producing heat stabiliser involves reacting phenyl trichlorosilane with aldehyde alcohol in nitrogen medium in molar ratio 1:3.

EFFECT: method enables to obtain heat stabilisers from readily available material with improved thermomechanical properties; simple method of producing heat stabilisers due to realisation thereof in a single step and use of low temperatures.

1 dwg, 3 tbl, 9 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to a method of producing silicon-furan-containing monomers which are stable over time, can be combined with epoxy resins and can modify physical-mechanical and thermomechanical properties of cured epoxide compositions. The method involves reaction of tetrachlorosilane with furfuryl alcohol in a medium of pure acetone while cooling to 0-5°C in the presence of triethylamine. Molar ratio of tetrachlorosilane:furfuryl alcohol:triethylamine is equal to 1:4:4.

EFFECT: obtaining silicon-furan-containing monomers which are stable over time, can be combined with epoxy resins and can modify physical-mechanical and thermomechanical properties of cured epoxide compositions.

1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to materials for preventing or inhibiting scaling on equipment, used in industrial methods having alkaline process streams, and methods of preventing or inhibiting scaling using such materials. disclosed is a composition for reducing aluminosilicate scaling, which contains a polymer which is a product of reaction of a polyalkylene oxide polymer which is epoxide-blocked at the end and an organic compound containing amino functionality and -Si(OR")3 functionality, where R'' is selected from H, a substituted or unsubstituted C1-C20 alkyl, alkenyl, aryl or aralkyl group. Disclosed also is a method of reducing aluminosilicate scaling on equipment using the disclosed composition. The technical result is that when added to an alkaline process stream, the disclosed composition reduces or even completely prevents aluminosilicate scaling on surfaces of equipment such as walls of an evaporating apparatus and heating surfaces.

EFFECT: disclosed composition is effective at treatment concentrations which makes it cost effective.

5 cl, 11 tbl, 39 ex

FIELD: chemistry.

SUBSTANCE: invention relates to novel biologically active chemical compounds - silicon-titanium-containing polyol derivatives (glycerine, polyethylene glycol), as well as hydrogels based thereon. Disclosed are silicon-titanium-containing polyol derivatives, having transcutaneous, wound healing and regenerating activity, the composition of which in excess of polyol has the formula k(CH3)4-nSi(O-R-OH)n·Ti(O-R-OH)4·xHO-R-OH, where R=R1=CH2-CH(OH)-CH2: k=1 or 2, n=2 or 3, x=11 or 12; or R=R2=(CH2-CH2-O-)7,7CH2-CH2: k=1 or 2, n=2-4, x=2 or 3, with dynamic viscosity 1.5-90.0 Pa·s (25±0.5°C), obtained by reacting (methyl)ethoxysilane and tetrabutoxytitanium with polyol in molar ratio (1-2):1:(18-22) for R1 or (1-2):1:(8-15) for R2, respectively, while heating the reaction mass to temperature 90-140°C and holding at that temperature for not less than 6 hours with intense stirring, followed by removal of the formed alcohols. The invention also discloses hydrogels based on said polyol derivatives, containing water and a gelling additive, with the following ratio of components (wt %): silicon-titanium-containing polyol derivatives in excess of polyol - 70.730-94.970; gelling additive 0.002-0.060; water - the balance.

EFFECT: silicon-titanium-containing polyol derivatives and hydrogels based thereon are physiologically active compounds, exhibit transcutaneous and wound healing action, have significant effect on the morphofunctional condition of the skin and can be recommended for use as independent agents, as well as ointment bases of different pharmaceutical compositions with transcutaneous, wound healing and regenerating action.

2 cl, 2 dwg, 8 tbl, 6 ex

FIELD: chemistry.

SUBSTANCE: invention relates to novel organosilicon compounds and a method of producing them. Disclosed are alkoxysilanes with hydrophilic N-(1,2-dihydroxypropyl)aminoalkyl-containing and N-trialkoxysilyl alkylurethane-containing groups and production method thereof via condensation of alkoxysilanes with N-(1,2-dihydroxypropyl)aminoalkyl groups with isocyanatoalkyl trialkoxysilane in a nitrogen current at temperature 75°C in the medium of dimethyl formamide.

EFFECT: disclosed compounds are chemically active, have high solubility in water and can be used for chemical modification of fibre materials in order to endow them with hydrophilic properties.

2 cl, 1 dwg, 2 tbl, 2 ex

FIELD: chemistry.

SUBSTANCE: invention relates to fine purification of alkylsiloxanes and alkylsilazanes which are used in making light-sensitive resistors and in microelectronics. Disclosed is a purification method comprising three basic steps: fractionation, filtration in liquid and vapour phases on porous polymer filters with pore size 0.1-0.2 mcm and evaporation, followed by condensation in bubble-free conditions at evaporation rate of 0.01-0.2 cm3/h·cm2.

EFFECT: disclosed method enables to obtain highly pure alkylsiloxanes and alkylsilazanes with basic substance content of about 99,99 wt % and content of heterogeneous trace elements less than 10 particles per cm3.

1 cl, 6 ex

FIELD: chemistry.

SUBSTANCE: disclosed is a rubber mixture containing a rubber component, silicon dioxide and an activated silane compound obtained from a reaction between a hydrocarbyl oxysilane compound and an organic compound of tin, titanium or aluminium in an organic solvent. Disclosed also is a casing made using said rubber mixture for part of its components.

EFFECT: improved fracture and wear resistance and low heating capacity of articles made from the disclosed rubber mixture.

6 cl, 2 tbl, 14 ex

Rubber mixtures // 2435803

FIELD: chemistry.

SUBSTANCE: invention relates to rubber mixtures and can be used in moulded articles. The rubber mixture contains (A) at least one butadiene-styrene rubber, (B) at least one filler and (C) at least one (poly)sulphide organo(alkylpolyether silane) of general formula [(x) (x') (x")Si-RI]2-Sm (I). The rubber mixture is obtained by mixing at least one butadiene-styrene rubber, at least one filler and at least one (poly)sulphide organo(alkylpolyether silane) of formula I.

EFFECT: invention enables to lower release of alcohol when mixing a rubber mixture and increase the elongation ratio at break of rubber while preserving rapture resistance properties.

7 cl, 6 tbl, 11 ex

Rubber mixtures // 2431643

FIELD: chemistry.

SUBSTANCE: invention relates to a rubber mixture containing at least one rubber, filler, organosilicon compound of formula I one vulcanisation accelerator and one vulcanisation co-accelerator. The rubber mixtures are prepared by mixing at least one rubber, filler, organosilicon compound of general formula I, one vulcanisation accelerator and one vulcanisation co-accelerator. The rubber mixtures can be used to obtain castings. The invention also discloses a method of producing an organosilicon compound of formula I via a transesterification reaction.

EFFECT: rubber mixtures exhibit very good properties during vulcanisation with addition of small amounts of vulcanisation co-accelerator.

9 cl, 14 tbl, 16 ex

FIELD: medicine, pharmaceutics.

SUBSTANCE: invention refers to medicine, namely new organic compounds, namely N,N'-substituted piperazines of general formula (I), wherein R1, R2: linear or branched alkoxy (C1÷C4), CH3C(=O)O; n=1-5; m=0-3; Z: C=O, SO2; X:C(=NH)NH2, C(=NH)NHC(-NH)NH2, G is low-molecular organic or mineral acid, sodium, potassium, ammonium cations or water influences the haemostasis system, showing antiagregant, anticoagulant and vasodilator properties, and to a method for preparing N,N'-substituted piperazines of formula 1 by reaction of N-substituted piperazines of general formula wherein R1, R2; linear or branched alkoxy (C1÷C4), CH3C(=O)O; n=1-5; m=0-3; Z: C=O, SO2; and 1H-pyrazole-1-carboxamidine, dicyane diamide and their salts in organic solvents or water at temperature 10-50°C in the presence of bases.

EFFECT: new substance are promising for prevention and treatment of the disturbed haemostasis system.

12 cl, 10 tbl, 14 ex

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