Improvements in printing inks and improvements concerning printing inks

FIELD: printing inks.

SUBSTANCE: invention relates to materials generating charge, in particular to printing inks and toners for protective marking and applying protective markers in order to reveal falsifications and counterfeits. Use of counterfeit protection technology is described involving printing ink composition containing charge-generation substance and a medium, wherein charge-generation substance has maximum absorption in near IR region within a range of 700-1500 nm and in visible region within a range of 400-700 nm, this substance being compound selected from a type of polymorphous modification of X form of metal-free phthalocyanine, type of polymorphous modification of Y form and phase I and II forms of titanyloxyphthalocyanine, polymorphous modification of phase II form of vanadyloxyphthalocyanine, and polymorphous modification of phase V form of hydroxygalliumphthalocyanine and methoxygalliumphthalocyanine. Printing ink composition is applied onto an article or substrate using known printing procedure. Methods of establishing authenticity of an article or substrate are also described, which consist in determining characteristic absorption of marker in near IR region.

EFFECT: enabled effective protection of articles or substrates when using printing inks containing, for example, blue or green dyes, whose absorption bands can be shifted to infrared region and partially mask absorption properties of marker.

20 cl, 4 tbl, 6 ex

 

The scope of the invention

The present invention relates to a material that generates charge, and containing compositions such as printing inks and toners for use in print and electroradiographic, for printing processes using these materials and compositions on a wide range of substrates and products, in particular for use in the creation of protective marking and application secret marks, and to the use of these materials and compositions, for example, in protective technologies. Such materials and compositions are usually used for printing protective labels to identify fraud and forgery.

Background of the invention

Known printing inks, which contain substances that act as protective markers that are weakly absorb visible light, but are the absorber of infrared (IR) radiation. These marker substances can be entered in ink in order to make it easy to check labels printed using similar colors, with the aim of establishing their authenticity. This is important when there are counterfeit products, and especially when threatened the safety of the user, for example, in the case of drugs or providing safety devices, such as friction linings of the brakes. In any case, if the uschestvuyut counterfeit goods, it is under threat may be the reputation and business of genuine provider, so you may need to take precautions.

Certain substances are used as an additional component of printing inks and increase its cost, not eliminating the disadvantages. In General they have some absorption in the visible region of the spectrum, which limits their concentration, which can be used without causing unacceptable discoloration of the printed ink as due to the effects of shifting the wavelength, and due to the effects of matting, weakening the value of the characteristic absorption, which is similar to the printing ink may be outside the visible range. The problem may increase if the printing ink contains blue or green colouring matter, because the absorption band of such dyes can probably stretch in the infrared region and can, at least in part, to mask the absorption properties of the matter-token.

It was found that these drawbacks can be eliminated by using a charge generating substances, which have a strong peak absorption in the IR range, and have a strong absorption in the visible region of the electromagnetic spectrum, sufficient to be effective dye in the society. The term charge generating substance used in the text of the present description, means a substance that is capable of absorbing electromagnetic radiation in the visible spectrum, generating a pair of electron-cation. Although these compounds are usually found in the processes of electroradiographic to generate a charge on the photoreceptor drum electrocardiographically machine, it should be understood that in the present invention, these substances are not used due to their ability to generate charge. Instead, it was found that such materials having absorption in near-infrared and in the visible region of the electromagnetic spectrum, applicable, for example, for use in printing inks for the application of protective labels.

Brief description of the invention

In accordance with the first aspect of the present invention features a printing ink composition containing a charge generating substance and the environment in which the charge generating substance absorbs radiation as in the near infrared and in the visible region of the electromagnetic spectrum.

Generating a charge of the substance preferably has two maximum absorption or peak: one in the near infrared region of the spectrum and the other in the visible region of the electromagnetic spectrum. Preferably, the generating system is that the relevant charge substance has a maximum absorption at a wavelength of more than 700 nm, even more preferably, in the range from 700 to 1500 nm, most preferably in the range from 700 to 1000 nm, and the maximum absorption in the range from 400 nm to 700 nm, more preferably from 500 to 700 nm and, most preferably, from 600 to 700 nm. It is desirable that two peaks of absorption were fairly well separated from each other and their separation would be at least 50 nm, more preferably at least 80 nm, and most preferably at least 100 nm.

The ratio of the peak height of the absorption in the near infrared region to the peak absorption in the visible region, preferably, has a fixed value. This facilitates the identification of authenticity, when these substances are used in protective technology.

The amount of absorption (defined, for example, the area under the peak) in the visible spectrum, preferably, ranges from 20 to 500% of the amount of absorption in the near infrared region, more preferably from 30 to 200% and, most preferably, from 50 to 100%, in particular from 80 to 95%.

The peak in the infrared region, preferably, is acute; 80% of its height, measured from the baseline, it preferably has a width of absorption band of not more than 150 nm and, more preferably, not more than 100 nm.

Generating a charge of the substance, preferably, is stable and permanent. The number of used charge generating substance, preferably up to 10% of the total weight of the composition, and provides a very easily identifiable peak in the infrared region. This advantage is particularly noticeable in the case when the charge generating substance is a dye green and especially blue.

Generating a charge of the substance may be the only dye ink of the corresponding color. Alternatively, the charge generating substance may be used together with one or more coloring substances of the same color, the same color or a different color; for example, the charge generating substance of the blue color can be used with other dye blue, such as dye or pigment, or a charge generating substance, a blue color may be used to obtain a printing ink, a green or brown color, which further comprises, respectively, the dye yellow or bright red. Generating the charge material may also be used in mixtures of colouring matter or to regulate and optimize shades of dyes and/or pigments. Can be used a mixture of two or more charge generating substances of the present invention.

Generious the e the charge of the substance according to the present invention plays the role of protective markers and can be used for single and/or multi-color printing.

Generating a charge of the substance mainly chosen from the following classes of compounds: phthalocyanines and their metal complexes, naphthalocyanines and their complexes with metals, Tianyou or polymethine, squarylium, croconaw, eminiem, diimines, Piriyev, quinones, azo dyes and their complexes with metals. Each of the charge generating substances may not necessarily be replaced.

Generating a charge of the substance, preferably, is a phthalocyanine, and it is chosen from compounds of formula (1), where M denotes hydrogen, a metal, a metal hydroxide, oxide or metal alkoxide, metal halide, such as fluoride, chloride, bromide or iodide, and k denotes a value equal to half the valency of M.

Formula (1)

In a preferred subgroup of phthalocyanines peripheral 1-16 carbon atoms in the formula 1 are unsubstituted, i.e. they are connected with hydrogen. M mainly selected from H, GaOH, alkoxide Ga, TiO and VO. In the case where M denotes the alkoxide Ga, the alkoxide is a C1-C6the alkoxide with a straight or branched chain, more preferably, OCH3. Many such phthalocyanine compounds exist in several crystalline forms or polymorphic modifications that are the result of associations of molecules inside Crist is lechaschau lattice. The properties of these compounds depend on polymorphism; it is known, for example, that there is a correlation between their electrical properties such as photosensitivity, and polymorphic form. Vysokomolekulyarnye phthalocyanines of interest to the present invention, have the similar configuration of the arrangement of molecules in their crystal structures. The result is an absorption spectrum, which has two peaks, shifted relative to the spectrum of the monomer; one peak is shifted to the red region of the spectrum and the other in the blue region of the spectrum. The most preferred phthalocyanines are a form of polymorphic modifications of type X, not containing a metal (M = H, k = 2) phthalocyanine described in U.S. Patent 3357989 and publishing Sharp and Landon,J. Phys. Chem.,(1968),72(9), pp. 3230-3235, the type of the polymorphic modifications of the form Y and form phases I and II of titaniumtetrachloride (M = TiO, k = 1) form of polymorphic phase II canadianitalian (M = VO, k = 1), the form of the polymorphic phase V hydroxyethylcellulose (M = GaOH, k = 1) and methoxyphenylalanine (M = GaOMe, k = 1), which is described in Dalmon et al, J. Imaging Science & Technology, 1996, 40 (3), p. 249-253 and Oka and Okada, J. Imaging Science & Technology, 1993, 37(6), pp. 607-609.

The environment in the present invention may be a liquid medium or solid medium with a low melting point, and optionally may contain one or bore the only supplements. In the case when the medium is liquid, the preferred media include water, mixtures of water and organic solvent is not water-containing organic solvent. Organic solvent, which is included in a mixture of water and an organic solvent preferably is an organic solvent miscible with water, or a mixture of such solvents. Preferred mixed with water solvents are C1-C6-alkanols, in linear amides, ketones and ketone alcohols, mixed with water, ethers, diols, triola, mono-C1-C4-alkyl ethers of diols, preferably mono-C1-C4-alkyl ethers of diols having 2 to 12 carbon atoms, cyclic amides, cyclic esters and sulfoxidov. Examples of suitable liquid media for printing inks comprising a mixture of water and one or more organic solvents are described in U.S. Patents 4963189, 4703113, 4626284 and European application EP A. Generating a charge of the substance, preferably insoluble in the environment. If there is a substance with a specific morphological form, which has the required spectral properties, if the charge generating substance is soluble in the medium, this form may be lost during the dissolution. Generating ZAR is the substance may be present in the form of a suspension, dispersion, a colloidal suspension or in another form.

In that case, if the water is not used, an organic solvent may be selected in accordance with the standard categorization of gravure, widely known from the technology of solvents, in particular, of the following classes of compounds: aliphatic hydrocarbons, aromatic hydrocarbons, esters, ketones and alcohols. Typical aliphatic hydrocarbon solvents include hexane, textile spirits, naphtha and white spirit, well known in the industry; aromatic hydrocarbon solvents are typically toluene or xylene; esters are typically ethyl acetate, isopropylacetate, n-propyl and butyl acetate; ketones usually are acetone and methyl ethyl ketone; alcohols selected from methanol, ethanol, propan-1-ol, propan-2-ol and butanol, mainly ethanol or propan-2-ol. Can also be used a solvent mixture of these categories.

In that case, if the environment is a low-melting solid, you can choose from solids, melting point, or Tgless than 200°preferably less than 150°more preferably, less than 100°and most preferably, less than 50°C. Such an environment includes connection, the cat is which usually at room temperature are solid or semi-solid substances. Typical compounds include waxes, polymers, alkanes, alcohols and diols.

The environment may also include a resin, in order to give the adhesive and resistant properties of the film obtained from the printing ink, and with a view to its consolidation (especially pigmented substances) on the surface of the substrate. These resins may be film-forming and not forming. Resin can be selected from, but not limited to, the following classes of compounds: acrylic, alkyd, cellulose resins, chlorinated rubber, epoxy, nitrocellulose, phenolic, polyamide, polyester, polyketone, polystyrene, polyurethane resins, resins based on rosin, Saran, shellac, vinyl resins, as well as products of interaction of these resins with oils, such as linseed oil and Tung oil. To facilitate the education of the film medium, optionally, may contain a plasticizer. Typical plasticizers are selected from non-volatile compounds with low molecular weight that are compatible with the base resin. Optionally one or more additives may be present with the purpose of any useful modification of the properties of the composition, for example to enhance stability or to optimize the properties of the variance in the interaction with the substrate. Such additives can include one or more additives following the th type: surfactant to modify the surface tension; girotropnye agents to disaggregate the system and prevent excessive loss of moisture; the cosolvent to prevent excessive loss of moisture, for example, such solvents for printing inks as the Ink Solvent 27/29, supplied by Shell Chemicals; acid or alkali to optimize the pH of the composition; buffers to maintain the optimum pH level of the composition; the polymer, playing the role of viscosity modifier; suppressors of the growth of crystals to prevent crystallization dispersions; associative thickeners in order to stabilize the variance; biocides required for dispersions, which are assumed to have a limited shelf life; improving wettability solvents; absorbents, metal-based, as a rule, soap cobalt, manganese and other metals formed with organic acids such as linoleic acid, naphthenic and octane acid, in order to accelerate drying of a film of printing ink due to oxidation; waxes such as polyethylene waxes, the waxes, Fischer-Tropsch, Teflon waxes and vegetable waxes; oils, such as linseed oil; white pigments to optimize the final shade of the applied printing ink, such as titanium dioxide dioxide or zinc; transparent white pigments or fillers such as aluminum hydroxide, magnesium carbonate, calcium carbonate, precipitated su is that barium, talc and clay; antioxidants to stabilize to premature oxidation, such as eugenol and BHT.

In a specific embodiment, the invention composition can be prepared by adding a charge generating substance of the present invention, taken in sufficient quantities, to the liquid medium in which it is able to dispergirujutsja, followed by stirring for time required to obtain a homogeneous dispersion with a known value of the mass per unit volume, and by adding such additives, which are necessary to maintain stability and improve the properties of the specified variance. In yet another specific embodiment of the invention in the case when the charge generating substance is not samodoprinos pigment, it is necessary to add the correct proportion of dispersant, which may be nonionic, anion active or kationaktivnaya, which is usually carried out in the process of grinding the pigment, although dispersant may be added to ensure stability, and in the final composition.

In accordance with the following aspect of the present invention features a composition of toner for use in electrophotographic processes, comprising a binder resin and a charge generating substance, thus generating the long substance absorbs radiation as in the near infrared, and the visible region of the electromagnetic spectrum. The above preferred features relating to the charge generating substance, and is equally applicable for toner. The toner may be a toner obtained by the conventional technology, in which the charge generating substance is capable of dispergirujutsja in a binder resin, and the aforementioned compounds and any other mentioned in the following components are mixed together. After cooling and pulverizing the resulting mixture are sorting particles. Alternatively, the toner may be a toner obtained by chemical means.

Binder resin in the toner composition can include one or more polymers, and suitable mixtures of polymers, in which, for the purpose of controlling the molecular weight distribution and rheological properties of the toner, use polymers with different molecular weight. Examples of suitable polymers are styrene-acrylate copolymers, styrene-butadiene copolymers, and polyester and hydrocarbon resins.

Generating the charge material may be a single dye in the toner of the corresponding color. Alternatively, the charge generating substance may be used together with one or more coloring substances of the same color, the same color and the different colors; for example, the charge generating substance, a blue color may be used together with other dye blue, such as dye or pigment, or charge generating substance, a blue color may be used to obtain toners green or brown, which additionally contain, respectively, dyes, yellow or scarlet color. Generating the charge material may also be used in mixtures of colouring matter, to correct or optimize shades of dyes and/or pigments. In the composition of the toner can be used a mixture of two or more charge generating substances.

The toner may include controlling the charge of the agent, with the aim of increasing uptake of electric charge, and a parting agent, such as wax, to facilitate separation from the melting of the roller. Suitable controlling charge agents include metal complexes, such as complexes of Zn, Al, Fe or Cr, and polymeric substances such as phenolic polymers. Suitable waxes include hydrocarbon waxes, such as paraffin, polyethylene or polypropylene waxes, waxes obtained from carbon monoxide and hydrogen, such as waxes, Fischer-Tropsch, natural waxes such as Carnauba wax, and synthetic waxes such as ester and amide waxes. The toner may also with erati surface additives, such as silicon dioxide, titanium dioxide, aluminum oxide or polymer particles, with the aim of controlling the fluidity, charging property and the ability to transfer an image.

As indicated above, the invention also includes the use of a charge generating substance or a composition containing a charge generating substance in a protective technologies, such as protective markers, mainly in those cases where the composition is to be applied to objects or substrates using different methods. Examples of substrates is in the General case, the paper, including rag paper, preferably paper for making money, coated or laminated paper and polymeric substrates such as polyvinyl chloride for the manufacture of Bank cards or plastic paper, such as non-woven plastic paper. Examples of products are the documents, packaging materials or goods applied by the method of printing labels, such as banknotes, banknotes with a protective threads, currency, travellers cheques, bonds, certificates, stamps, lottery tickets, documents, certifying the right of ownership, passports, documents, ID, credit cards, charge cards, personalised cards, smart cards, labels, or labels, confirming the authenticity of f is Britney brand, and labels for counterfeit protection.

In accordance with another feature of the present invention proposes a method of authenticating a product or substrate, in which the product or substrate is applied labels, using the compositions of the present invention and is determined by the characteristic absorption of the label in the field of infrared radiation, for example, using standard spectroscopic methods, and the obtained value is optional, is compared with the intensity of absorption in the visible region of the spectrum. The composition may, for example, be applied by the method of printing the composition onto the article or substrate. The printing method is preferably selected from the following: offset lithographic, gravure, inkjet, gravure, and letterpress. The composition according to the present invention can be used in printing inks for dot matrix printers or printing devices with blade cryptonemiales and non-contact printing methods.

Examples

The invention is further explained with reference to the following examples.

1. Obtaining a charge generating substances

1.1 X-form not containing the metal phthalocyanine (formula 1, M = H, k = 2)

The specified connection receive and determine its characteristics in accordance with well-known literary sources - the U.S. Patent 3357989 and Sharp and Landon,J. Phys. Chem.,(1968),72(9), pp. 3230-3235.

1.2. Y-shape and forms phase I and II of titaniumtetrachloride (M = TiO, k = 1)

The specified connection receive and determine its characteristics in accordance with well-known literary sources - Fujimati et al., J. Imaging Science & Technology, 1993,37, 13; Saito et al., J. Phys. Chem., (1994),98(11), 2726-8 and Oka et al., Jpn. J. Appl. Phys., 1992,31, 2181.

1.3. Polymorphic modification of the form of phase II of canadianitalian (M = VO, k = 1)

The specified connection receive and determine its characteristics in accordance with well-known literary sources - Ziolo et al., J. Chem. Soc., Dalton Trans., (1980) (11), 2300-2.

1.4. Polymorphic modification of the shape of the phase V of hydroxyethylcellulose (M = GaOH, k = 1)

The specified connection receive and determine its characteristics in accordance with well-known literary sources - Dalmon et al, J. Imaging Science & Technology, 1996, 40 (3), p. 249-253.

1.5. Methoxyphenylalanine (M = GaOMe, k = 1)

The specified connection receive and determine its characteristics in accordance with well-known literary sources - Dalmon et al, J. Imaging Science & Technology, 1996, 40 (3), p. 249-253.

2. Latent print

The following composition of the printing inks prepared using the X-form not containing the metal phthalocyanine, the receipt of which is discussed earlier.

2.1. The paint composition for gravure printing containing pigment-based X-form phthalocyanine.

Product fitting Tung oil and modified maleic acid phenolic resin in a high-boiling mineral oil PKWF 28/31)35%
Alkyd resin based on highly polymerized oil7,5%
Alkylphenol resin, modified raw Tung oil, paint thinner 27/29 (Shell Industrial Chemicals)16%
Polyethylene wax1,5%
Calcium carbonate32,8%
The pigment on the basis of X-form phthalocyanine2%
Solvent for paints 27/29 (Shell Industrial Chemicals)5%
Octoate cobalt (11% metal)0,1%
Octoate magnesium (10% metal)0,1%

2.2. The paint composition for lithographic printing containing pigment-based X-form phthalocyanine.

Phenolic resin, a modified high-temperature processing of flax oil35%
Alkyd resin based on highly polymerized oil44,2%
Polyethylene wax2%
Solvent for paints 27/29 (Shell Industrial Chemicals)2%
Subjected to viscotester the urn treatment flax oil 5%
The pigment on the basis of X-form phthalocyanine5%
Titanium dioxide6%
Octoate cobalt (10% metal)0,8%

2.3. The paint composition for high printing containing pigment-based X-form phthalocyanine.

Phenolic resin, a modified high-temperature processing of flax oil31%
Alkyd resin based on highly polymerized oil42,2%
Polyethylene wax2%
Solvent for paints 27/29 (Shell Industrial Chemicals)2%
Subjected to high temperature processing of Flaxseed oil5%
The pigment on the basis of X-form phthalocyanine5%
Titanium dioxide6%
Silicon dioxide (AEROSIL 200 - Degussa - Huels AG)6%
Octoate cobalt (10% metal)0,8%

2.4. The paint composition for gravure printing containing pigment-based X-form phthalocyanine.

Ethanol20%
The ethyl acetate20%
Dicyclohexyltin (Unimoll 66, comes IDF is Bayer Oh) 4%
Rosin modified with fumaric acid (Rokramar 7200, supplied by Robert Kraemer GmbH & Co)4%
Resin based on polyvinyl butyral (Pioloform BN 18, is supplied by the company Wacker-Chemie)10%
The pigment on the basis of X-form phthalocyanine3%
Ethanol12%
The ethyl acetate27%

Printing ink is obtained by dispersing the compounds in a ball mill. Preparation of a composition for gravure printing part of ethanol (20%) and ethyl acetate (20%) are added during the dispersion, and the remaining number of add later. The prints obtained using the standard industrial printing apparatus and analyzed by standard UV-VIS-NIR spectrometer.

1. Used in the technology of protection against forgery composition of printing ink, including a charge generating substance and the environment in which the charge generating substance has a maximum absorption in the near infrared region of the electromagnetic spectrum in the range from 700 to 1500 nm, and the visible region of the electromagnetic spectrum in the range from 400 to 700 nm, while the charge generating substance is a compound selected from the type of the polymorphic modifications of the form X not containing metal is phthalocyanine, type polymorphic modifications of the form Y and form phases I and II of titaniumtetrachloride, polymorphous modifications of the form of phase II of canadianitalian and polymorphic modifications of the forms of phase V of hydroxyethylation and methoxyphenylalanine.

2. The use according to claim 1, in which the charge generating substance is X-form not containing the metal phthalocyanine.

3. The use according to claim 1 or 2, in which the charge generating substance has a maximum absorption in the range from 500 to 700 nm.

4. The use according to claim 3, in which the charge generating substance has a maximum absorption in the range from 600 to 700 nm.

5. The use according to claim 1 or 2, in which two maximum absorption are separated from each other by a distance of at least 50 nm, preferably at least 80 nm, more preferably at least 100 nm.

6. The use according to claim 1 or 2, in which the magnitude of the absorption in the visible region of the spectrum is preferably from 20 to 500% of the amount of absorption in the near infrared region, more preferably from 30 to 200% and most preferably from 50 to 100%, in particular from 80 to 90%.

7. The use according to claim 1 or 2, in which the peak in the near infrared region at 80% of its height, measured from the baseline, preferably has a width of absorption band of not more than 150 nm, preferably not more than 100 nm.

8. The use according to claim 1 or 2 in which the charge generating substance is the only dye ink.

9. The use according to claim 1 or 2, in which the charge generating substance used in conjunction with one or more coloring substances of the same color, such color or a different color.

10. The use according to claim 1 or 2, the printing ink composition containing a mixture of two or more different charge generating substances.

11. The use according to claim 1 or 2, in which the charge generating substance insoluble in the environment.

12. The use according to claim 1 or 2, in which the composition is applied by a method of printing on an article or substrate.

13. The application indicated in paragraph 12, in which the printing method selected from the following: offset, gravure, inkjet, gravure, electrophotographic printing.

14. The use according to claim 1 or 2, in which the protective technology is a method of authenticating a product or substrate, which was marked by the specified composition of the paint, including the definition of the characteristic absorption of the label of infrared radiation.

15. The application 14, in which the method further includes comparing the characteristic absorption of infrared radiation by absorption of radiation in the visible region.

16. The application indicated in paragraph 15, in which the peak height of the absorption in the near infrared region compared with the peak height of the absorption in the visible region of the spectrum.

17. The use of technology protection from forgery to the position of printing ink, including a charge generating substance and the environment in which the charge generating substance has a maximum absorption in the near infrared region of the electromagnetic spectrum in the range from 700 to 1500 nm, and the visible region of the electromagnetic spectrum in the range from 400 to 700 nm, while the charge generating substance is the only dye in the paint.

18. The method of establishing the authenticity of the product or substrate, which is marked by the composition of the printing ink, the printing ink composition includes a charge generating substance and the environment in which the charge generating substance has a maximum absorption in the near infrared region of the electromagnetic spectrum in the range from 700 to 1500 nm, and the visible region of the electromagnetic spectrum in the range from 400 to 700 nm, the method includes determining the characteristic absorption of the label in the near infrared region.

19. The method according to p which further includes comparing the characteristic absorption in the near infrared region of the absorption in the visible region of the spectrum.

20. The method according to claim 19, in which the peak height of the absorption in the near infrared region compared with the peak height of the absorption in the visible region of the spectrum.



 

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Phthalocyanines // 2278120

FIELD: organic chemistry, metalloorganic compounds.

SUBSTANCE: invention describes phthalocyanines of the formula (I): wherein me means lithium twice, AlCl, AlOH, AlOCOCF3 or SiCl2; four radicals among from R1 to R16 comprise independently of one another nitrogen atom, heterocyclic radical substituted once or some times with (C1-C)-alkyl, benzyl, phenylethyl or phenyl and bound with skeleton (carcass) of phthalocyanine through a ring nitrogen atom and represents residue of pyrrolidine, pyrazolidine, imidazolidine, oxazolidine, isoxazolidine, piperidine, piperazine, morpholine or thiomorpholine, and other radicals from R1 to R16 mean hydrogen atom. Compounds can be used as agents for marking of liquids, in particular, mineral oils.

EFFECT: valuable properties of compounds.

3 cl, 1 tbl, 2 ex

The invention relates to chemistry and medicine

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The invention relates to the primary organic synthesis, in particular it concerns a method of producing phthalocyanine chloramine, which can be used as a dye, pigment; as an intermediate for obtaining dyes used in quantum electronics, as well as to obtain drugs "photosense" used for photodynamic therapy of malignant tumors [Lukyanets And E.

FIELD: organic chemistry of complex compounds.

SUBSTANCE: invention relates to novel derivatives of metalloporphyrazine of the formula (I) that can be used as dyes, catalysts in different processes. Invention provides preparing compounds possessing with coloring properties.

EFFECT: valuable properties of complexes.

5 dwg, 4 ex

FIELD: medicine, in particular photosensitizing agents for antimicrobial photodynamic therapy.

SUBSTANCE: invention relates to new photosensitizing agents for antimicrobial photodynamic therapy namely cationic phthalocyanines of general formula MPc(CH2X)nCln, wherein Pc is phthalocyanine rest C32H16N8; M is Zn, AlY; n = 6-8; X is Y is Cl, OH, OSO3H. Claimed agents is characterized by wide range of antimicrobial activity. Single complex action of nontoxic in darkness micromolar (up to 2.0 muM) concentration thereof and low dose of red irradiation make it possible to produce high inactivation levels (up to 97-99 %) both gram-negative bacteria and yeast fungi of genus Candida.

EFFECT: improved agents for treatment of various severe complications of inflammation diseases.

3 dwg, 13 ex, 2 tbl

FIELD: medicine, in particular photosensitizing agents for photodynamic therapy.

SUBSTANCE: invention relates to quaternary phthalocyanines of general formula MPc(CH2X)nCln, wherein Pc is phthalocyanine rest C32H16N8; M is Zn, AlY; n = 6-8; X is Y is Cl, OH, OSO3H, useful as photosensitizing agents in photodynamic therapy having high photoinduced activity in vivo and in vitro.

EFFECT: new class of effective photosensitizing agents useful in treatment of various tumors by photodynamic therapy.

1 dwg, 8 ex

FIELD: organic chemistry.

SUBSTANCE: invention relates to new derivatives of metalloporphyrazine of the formula (I): . These compounds can be used as dyes, catalysts in different processes and the material in sensitive members of gas transducers. Invention provides synthesis of compounds showing dyeing properties.

EFFECT: valuable properties of compounds.

5 dwg, 4 ex

FIELD: chemistry, chemical technology.

SUBSTANCE: invention relates to quaternized phthalocyanines and their using for treatment of water against bacterial pollution. Invention describes novel quaternized phthalocyanines representing poly-(trialkylammoniomethyl)-substituted zinc and aluminum phthalocyanines that are sensitizing agents in formation of singlet oxygen by effect of visible light. Also, invention relates to a method for photodisinfection of water by using these quaternized phthalocyanines or their mixtures with dyes of acridine, rhodamine or phenothiazine series and radiation in visible range in the presence of oxygen that provides the effective treatment of water against bacterial pollution.

EFFECT: valuable properties of compounds, improved method of water treatment.

3 cl, 5 tbl, 16 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to the improved method for synthesis of zinc phthalocyanine of high purity degree that can be used as a photosensitizing agent for photodynamic therapy. Method is carried out by interaction of phthalonitrile with zinc salt at heating in the presence of a tertiary amine - N,N-dialkylaniline, N,N-dialkylethanolamine or trialkylamine in an aprotonic dipolar solvent medium, for example, dimethylformamide. Method provides preparing the end product with 97-99% content of the basic substance. Method shows the technological effectiveness as it suggests using inexpensive reagents, small amount of solvent and it doesn't require the complex purifying procedures.

EFFECT: improved method of synthesis.

2 cl, 4 ex

FIELD: organic chemistry.

SUBSTANCE: invention relates, in particular, to novel tetrapyrrole macroheterocycles - diphenyloctaalkylporphynes that can be used as a coloring substance of optical filters. Invention describes 5-(2'-acrylamidophenyl)-15-(3',5''-di-tert.-butylphenyl)-3,7,13,17-tetramethyl-2,8,12,18-tetraethylporphyne as a coloring substance of optical filters. This compound shows maximum absorption in the region 625 nm and can be used for preparing colored polymers used as optical filter.

EFFECT: valuable properties of substance.

1 ex

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