Dye, soluble in politobozrevateley

 

(57) Abstract:

Purpose: dye, soluble in politobozrevateley used in visual measuring devices, as well as the indicator means in porous materials. The essence of the invention: a new dye, soluble in politobozrevateley, obtained by introducing dye azo-, triarylmethane, asenavage or antrahinonovye number that does not contain sulfo - and/or carboxy-and/or sulfonamidnuyu groups, perftorpolietilena groups.

The invention relates to the field of dyes, in particular to new dyes containing performanceavoidance group and intended for dyeing politoblichitel.

According to the present invention the dyes that do not contain sulfo - and/or carboxy-and/or sulfonamidnuyu group, known by Colour Index /1/ translate to soluble politobozrevateley by introducing in their molecule perftorpolietilena group.

The dyes in accordance with the present invention have the General formula

(Q B)SA,

where S is 1 or 2;

Q the remainder of the dye triarylmethane, asenavage or antrahinonovye number, not with the formula

(F)K-CZF2ZO-(CFXO)m(C2F4O)n< / BR>
(C3F6O)p-CZF2Z< / BR>
with Ms. m 500 m 1500;

X-F, CF3; Z is 1 to 3; m, n and p are integers from 0 to 50 with m+n+p 2; K 0 if S 2; K 1 when S Is 1; B is-COO-, -NHCO - or (-OCH2CH2)nOCH2, n 0 6, provided that when B is COO-, Q is a Quaternary ammonium group associated with the-COO-group.

Dye group Q belongs to one of the following classes of dyes.

1. Azo dyes. As examples of the dye denoted by the following numbers of color index:

/C. I./

11000-11160; 11180-11335; 11350-11435; 11825; 20000-20010; 21000-21060; 21230-21270; 26000-26050; 26075-26150.

2. Stilbene dyes, which are given as examples of the dyes mentioned numbers C. I. 40500-40510.

3. Diphenylmethane dyes.

As examples of the dyes mentioned under C. I. NN 41000, 41000:1, 41000:2 and 41005.

4. Triarylmethane dyes.

As examples of the dyes listed under the following C. I. numbers: 42000, 42025, 42030, 42035, 42036, 42037, 42040, 42130, 42140, 42500-42520, 42555, 42557, 42563, 42590, 42595, 42600, 42705, 42760, 42765, 44000, 44045, 44060.

5. Xanthene dyes.

6. Acridine dyes.

As examples of the dyes represented by numbers C. I. 46000-46080.

7. Quinoline dyes, examples of which are the dyes denoted by C. I. NN 47025 and 47040.

8. Methine and polymethine dyes.

As examples of the dyes listed under C. I. NN 48010-48013; 48015-48040, 48060-48080.

9. Ingamename and indophenol dyes, examples of which are the dyes denoted by C. I. NN 49400-49410.

10. Osinovie dyes belong to classes hinoksolinov (C. I. 50000), eurodyne (C. I. 50030-50045), appearancenew in sub-classes phenylphosphino (C. I. 50050-50055), azaindole (C. I. 50080), isoretinoin (C. I. 50150, 50155, 50160, 50165) and, in addition, classes safranine in subclasses of phenylcarbinol (C. I. 50200, 50225-50270), benzoperylene (C. I. 50305-50306) and dibenzofuranes (C. I. 50370-30.375), and finally classes indulines and nigrosine (C. I. 50400-50410).

11. Oxazine dyes, in classes of mono-oxazino (C. I. 51000-51025; 51175-51215).

12. Casinowe dyes, which dyes are listed in C. I. NN 52000-52030.

13. Antrahinonovye dyes containing one or more amine gr is x2">

Dyes, which are the object of the present invention, can be obtained by reaction of the dye of the formula Q-/Z/Kconnection with perftorpolietilena structure formula

A-/Y/K,

where K 1,2;

Q and A have the same values that are defined here above, and Z may represent-OH, -other, Cl, Br, -NR1R2, -CH2OH, -CHO, -CH2X (where X is Cl, Br) group, an aromatic group having 5 to 6 carbon atoms, substituted by chlorine atoms and nitro groups in the ortho - and para-position relative to each other, which may contain in the ring up to 3 heteroatoms, such as N, S, O (for example, triazine group), and having a reactive group such as-OH, -other, F, Cl, Br, -NR1R2, -CH2OH, -CHO, -CH2X (where R, R1and R2are alkali, the content of 1 to 3 carbon atom), and Y may be a group

-CO, COCl, -CH2OH, -CH2OCH2CH2SH, -CH2OCH2CH2CH, -CH2OCH2CH2Cl, -CH2NH2, -CH2OCH2CH2NH2, -COOH, -COOR

(where R has the meanings as defined above).

Interaction is done through the condensation reaction, a simple esterification, complex esterification or reaction n the or through the formation of salts after the formation of the free bases according to the conventional techniques of organic chemistry.

The dyes of the formula Q-/Z/Kif the group is not present in the molecule of the dye, as such, can be obtained using conventional methods of organic chemistry, by introducing such groups in the molecule of the dye using a conventional condensation, haloiding, amination and reactions of nucleophilic substitution.

Politobozrevateley, to which are added the dyes known in the art. In particular, politobozrevateley containing end groups, consisting of functional CFX groups can be obtained according to the methods described in U.S. patents NN 3242218, 3665041, 3715378, 426856, 4267238 and in Italian patent application N 21481 A/84 and in U.S. patent N 3810874.

Performanceartist also known under the trade name FomblinRat or GoldenR; under the brand name of FomalinRZ, all of which are manufactured by the firm of Montedison S. p. A. under the trade name KrytoxRand manufactured by DuPont; they are described in U.S. patent N 4523039 or in I. Am.Soc 1985, 107, 1197 1201; in the European patent N 148482 in U.S. patent 3665041; in patent application PCT W0, 87/0538.

The compositions contain from 0.01 to 3% and more preferably from 0.02 to 0.08% by weight, based on the composition described above craditeexcellent, and especially in those areas where staining results in a benefit or benefits, such as thermometers, pressure gauges and other visual measuring devices or instruments, as well as the indicator means in porous materials.

The following examples are given to illustrate the present invention without limiting, however, its volume.

Example 1.

10 g of neutral red (C. I. 50040), having the formula

< / BR>
processed 100 CC of an aqueous solution of ammonia at 5% using which you obtain the precipitation of the corresponding base.

It is filtered, washed with distilled water until, while in the wash water will not receive a negative reaction to the chloride, and then the product is dried at 20 to 40oC in air.

The resulting product is dispersed along with 28 g performanceoriented the compounds of formula

< / BR>
having an average molecular weight equal to 800, and the ratio m/n 6, 1000 CC, 1,1,2,-Cryptor-1,2,2-triptorelin. The reaction is carried out within 2 hours.

Upon completion of the reaction, the IR analysis of the solution found traces of free-COOH groups.

The solution thus obtained dry, whereby as a residue was obtained a reddish-purple dye of the formula

< / BR>
where A represents perftorpolietilena chain. IR analysis shows the layer at 1690 cm-1typical group PF- COO-.

This dye was dissolved in a quantity of 0.03% by weight, in performanceartist shown above class /1/ having an average molecular weight of about 800, with values

and

Thus, we get slightly fluorescent tuksanova-red solution.

Example 2.

1-amino-4-chloroanthraquinone were subjected to interaction with a molar deficiency of potassium alcoholate of the formula

< / BR>
having an average molecular weight equal to 850, and the value m/n equal to 5.

The specified alcoholate can be obtained from the corresponding alcohol by reaction with tert-butyl potassium in the presence of diglyme (diethylene glycol-dimethyl ether) as a dispersing agent in the 70oC.

After 2-hour reaction, the obtained product was unloaded from the reactor, it was rinsed with water and extracted with freonR, what happened waxy purple residue.

< / BR>
where A is performanceall is, avnon of 0.01% by weight, giving a purple-colored solution.

Example 3.

55 g of the acid of the formula

< / BR>
having an average molecular weight equal to 3000, and the ratio m/n of 25, was subjected to reaction with 15 ml SOCl2when 70 80oC in the presence of 0.5 ml of pyridine.

After evolution of gas (HCl, SO2the product was supariwala to dryness to remove SOCl2and in the resulting product using IR analysis at 1800 cm-1we determined the presence of end groups

< / BR>
This product was added to 10.5 g of 1-aminoanthraquinone, the mixture was brought to 100oC and maintained at this temperature under stirring for 3 hours.

Then the product was cooled, supariwala to dryness, extracted 1,1,2-trichloro-1,2,2-triptoreline, and after filtration was about 50 g of a very viscous, Golden-yellow oil, which according to the IR analysis of the detected bands at 1740 cm-1typical amide of the formula

< / BR>
where A represents perftorpolietilena chain formula

< / BR>
This amide is soluble in Golden AR5 and gives it a yellow color. The color is stable under heating to 170oC. IR products demonstrate layer in example was added in the amount of 1% to politecological formula

< / BR>
having an average molecular weight equal to 5000, and the ratio m/n, is equal to about 25.

Was obtained yellow solution.

This solution is coated on a porous concrete surface, allows to observe the rate and extent of penetration of performanceartist inside the material.

Example 5.

12 g of 1-aminoanthraquinone was subjected to reaction at 100oC C 30 g allford formula

FOC-CF2O(CF2CF2O)m(CF2O)nCF2COF,

having an average molecular weight of 4000 and a ratio m/n is 0.8.

After 4 hours the reaction product was cooled, extracted 1,1,2-trichloro-1,2,2-triptorelin and filtered, and the solvent was removed from the extract by evaporation to dryness.

The result was that the remaining, exposed to IR analysis, represented amide of the formula

< / BR>
with absorption at 1740 cm-1by group

.

Product detecting yellow color, was added in the amount of 0.8% by weight to Golden D10 and Fomblin U in which it was dissolved, giving the solution a yellow color.

Example 6.

3 g malachite selenodont was filtered, and the residue was dried at 60oC under vacuum. After cooling to this residue was added 100 ml of 1,1,2-trichloro-1,2,2-triptorelin, after which was added 10.4 g of the acid having the formula

< / BR>
with the ratio m/n equal to 5, and an average molecular weight equal to 800.

After stirring for 2 hours at room temperature the solution was brought to dryness by removing chlorpheniramine solvent, and thus as a residue was painted blue product, which according to the IR analysis and NMR analysis had formula

< / BR>
This product was dissolved in HT/R/70 or Haldane/R/D50 or Fomblin/R/U in amounts of 0.05% giving these products a blue color. IR analysis shows the layer at 1690 cm-1typical RfCOO-group.

Example 7.

20 g of Crystal violet /C. I. 42555/ formula

< / BR>
was treated with an aqueous solution of ammonium hydrate to precipitate the free base (C. I. 42555:1).

After filtration the residue was dried at 40 45oC in vacuum and processed approximately 50 g of the same acid with perftorpolietilena chain described in example 1, and 1500 ml of 1,1,2-trichloro-1,2,2-triptorelin. Pole formula

< / BR>
was dissolved in the amount of 0.06% in politobozrevateley, such as, for example, Galden D and Fomblin U, which he gave to blue-violet color. IR analysis shows the layer at 1690 cmof -1typical RfCOO-group.

Dye, soluble in politobozrevateley, the General formula

(Q -)sAND,

where s is 1 or 2;

Q the remainder of the dye triarylmethane, asenavage or antrahinonovye series, not containing sulfonic and/or carboxylic and/or sulfonamidnuyu groups;

And perftorpolietilena chain of General formula

(F)k- CzF2zO-/CFXO)m(C2F4O)n(C3-F6O)pCzF2z< / BR>
with an average mol. m 500 1500,

where X is F, CF3;

z is an integer from 1 to 3;

m, n and p are integers from 0 to 50, m + n + p 2;

k 0 if s 2, k 1 if s 1;

In the group-COO-, -NH CO - or -(OCH2CH2)n-OCH2where n is 0 to 6, provided that when b is-COO-, Q has a Quaternary ammonium group associated with the-COO-group.

 

Same patents:

The invention relates to the field of technical chemistry section of polymeric materials, and more specifically to a method for producing cobalt containing crosslinked polyhexamethylene

FIELD: chemistry of polymers, leather industry, chemical technology.

SUBSTANCE: invention relates to a method for preparing polymeric products that are used in processes for dressing leather or fur, in treatment and disinfection of natural and sewage waters. Method for preparing polymeric products involves the hydroxymethylation reaction of polyhexamethylene guanidine chloride with formaldehyde and arylation reaction of prepared product with aromatic compound comprising o-amino- or o-hydroxy-groups. The hydroxymethylation reaction is carried out in the presence of acetic acid or formic acid up to formation of trimethylol derivative of polyhexamethylene guanidine chloride. In some cases the arylation product is subjected for complex formation with transient metal salt or azo-coupling reaction with diazonium salt taken among group including sulfanilic acid, naphthionic acid, j-naphthyls, p-nitroaniline, 2,6-dichloro-4-nitroaniline. Invention provides simplifying, accelerating and enhancing the effectiveness of process in dressing leathers with derivatives of polyhexamethylene guanidine showing tanning effect, staining properties, flocculating capacity and high antibacterial activity.

EFFECT: improved preparing method.

3 cl, 1 tbl, 9 ex

FIELD: nonferrous metallurgy industry; aircraft industry; other industries; production of the heat-resistant alloys on the basis of the nickel.

SUBSTANCE: the invention is pertaining to the dispergated coloring agents intended for the ink-jet recording. The invention describes the dispergated coloring agent containing the coloring agent and the pseudo-finely-dispergated particles of the polarizable polymer having the dimension less, than the particles of the coloring agent. In the dispergated coloring agent the coloring agent itself and the particles of the polarizable polymer are attached to each other. At that the pseudo-finely-dispergated particles of the polarizable polymer contain the interpolymer consisting of the monomeric components containing, at least, one type of the hydrophobic monomer and, at least, one type of the hydrophilic monomer, where the hydrophobic monomer contains, at least, the monomer having the methyl group in α - position and the radically-polymerizable non-saturated double bond. The invention also describes the method of production of the indicated dispergated coloring agent and the water ink produced on its basis. The presented dispergated coloring agent has the high stability for a long time and practically in the absence of the surface-active substance or the dispergator. The ink produced on its basis has stability of blowout in the ink-jet printing method.

EFFECT: the invention ensures, that the ink produced on the basis of the presented dispergated coloring agent has the high stability of blowout in the ink-jet printing method.

20 cl, 14 dwg, 7 tbl, 15 ex

FIELD: chemistry.

SUBSTANCE: present invention pertains to new photochromic monomers

Alk=CH3-C10H21 X=Cl, Br, I, F, NH2, CH2OH, CH2Cl, CH2Br, CHO, CO2H, method of obtaining them, photochromic polymers- polyazomethines, which are reversibly photocontrolled due to introduction into their structure, of dihetarylenthane class photochromic fragments.

EFFECT: obtaining new photochromic photocontrolled polymers for designing new information technologies.

8 cl, 25 dwg, 15 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to a method of marking materials with coded microparticles. Described is a method of marking materials with coded microparticles, characterised by that the coded microparticles used are obtained (i) through polymerisation of at least one water-soluble monoethylene unsaturated monomer in the presence of at least one ethylene unsaturated monomer containing at least two double bonds in a molecule, through reverse suspension polymerisation of water in oil, where the suspension agent used is doped nanoparticles, or (ii) emulsion polymerisation of water-insoluble monoethylene unsaturated monomers containing 0-10 wt %, in terms of the mixture of monomers, of at least one ethylene unsaturated monomer containing at least two double bonds in a molecule, where the emulsifying agent for stabilising the dispersion phase is in form of doped nanoparticles, or (iii) polymerisation of at least one ethylene unsaturated monomer and a copolymerisable dye containing an ethylene unsaturated double bond and, if needed, agglomeration of these particles, where during polymerisation in accordance with (i) and (ii), nanoparticles used are radioactively doped or doped with at least one dye and one compound from the group of rare-earth elements of the periodic table. Described also are materials containing coded microparticles for marking, obtained using the described method. The invention describes use of coded microparticles obtained using the described method.

EFFECT: novel method of marking materials.

14 cl, 1 tbl, 14 ex

FIELD: chemistry.

SUBSTANCE: the invention relates to polymer colouring agents used in coating compositions to protect the image forming layer of the offset plates. Described are a new water-soluble polymer colouring agent with the absorption band ranging from about 300 nm to about 600 nm, and a coating composition for a thermographic offset plate which comprises: (a) the said polymer colouring agent with the absorption band ranging from about 300 nm to about 600 nm, and (b) organic microparticles which contain cross-linked copolymers of acrylate ot methylacrylate and styrole, 2-hydroxymethylacrylate, methacrylate, poly(oxyethylene)methacrylate or a linear or branched alkylmethacrylate; or inorganic nanoparticles containing silicone oxide or aluminium oxide. Described is the thermographic offset plate for reverse printing, containing (a) water receptive plate, (b) a layer positioned on the plate which forms the image in the near-infrared region, and (c) the coating layer which is positioned on the image-forming layer and contains the said coating composition.

EFFECT: reduction or elimination of background filling of the offset plates in the conditions of white light, elimination of the need to use separating paper when packaging offset plates.

7 cl, 10 dwg, 13 ex

FIELD: physics, optics.

SUBSTANCE: invention relates to visible light absorbers, particularly novel azo compound monomers, particularly suitable for use in materials for implantable ophthalmic lens materials. The ophthalmic device material includes an azo compound, a device forming acrylic monomer and a cross-linking agent. The ophthalmic device is made from the ophthalmic device material and is in the form of intraocular lenses, contact lenses, keratoprostheses and corneal inlays or rings.

EFFECT: azo compounds are suitable for use as monomers which absorb part of the visible light spectrum (about 380-495 nm).

17 cl, 6 dwg, 3 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to material for an ophthalmic device, comprising: a) a UV/visible light absorbent of Formula A or Formula B:

,

where R1=H, CH3, CH2CH3 or CH2OH; R2=C1-C4 alkyl or C1-C4 alkoxy; R3=H, CH3, CH3O, F, Cl, Br, I or CF3;

,

where X=C3-C4 alkenyl, C3-C4 alkyl, CH2CH2CH2SCH2CH2 or CH2CH2CH2SCH2CH2CH2; Y= is absent, if X=C3-C4 alkenyl, in another case Y=-O-C(=O)-C(R1)=CH2, -O-C(=O)NHCH2CH2OC(=O)-C(R1)=CH2 or -O-C(=O)NHC(CH3)2(C6H4)C(CH3)=CH2; R1=H, CH3, CH2CH3 or CH2OH; R2=C1-C4 alkyl; and R3=H, CH3, CH3O, F, Cl, Br, I or CF3; and b) a blue light chromophore; and c) polymer material which forms the device, where the UV/visible light absorbent is used in concentration not higher than 4.0% in the material, and demonstrates less than 10% light transmission at wavelength of 440 nm. The invention also relates to an implantable ophthalmic device.

EFFECT: obtaining materials for an ophthalmic device which enable to cut off blue and ultraviolet colour at low UV concentrations.

17 cl, 4 dwg, 2 tbl, 2 ex

FIELD: chemistry.

SUBSTANCE: invention relates to azocompounds, corresponding to general formula, represented below, in which R1 represents C(O)C(CH3)=CH2;R2 represents H; R3 represents C1-C4alkyl or XOC(O)C(CH3)=CH2; X represents C1-C4alkyl. The invention also relates to material for ophthalmological device, which contains said azocompound, to ophthalmological device, made of said material, and intraocular lens, made of material that includes azocompound.

EFFECT: azocompounds, absorbing visible radiation, which are capable to copolymerisation with other compounds in materials for ophthalmological devices.

11 cl, 5 dwg, 5 tbl, 8 ex

FIELD: pulp and paper industry.

SUBSTANCE: invention relates to production of a dye with a starch component, which can be used in pulp and paper industry. Method of producing a dye with a starch component includes production of the starch component from a group of native starch or modified starch and its further reaction with an organic dye using mechanical mixing with the weight ratio of 1:1 or 1:2 respectively or adding 15-20 wt% of the dye to 5-10 % of the starch component suspension after correcting pH with subsequent spray drying. Dye is selected from any class of organic dyes.

EFFECT: obtained starch-containing dye has improved adhesion properties and improved consumer properties due to providing simultaneous colouring in a wide range of colors and surface glueing of the paper.

1 cl, 4 ex

FIELD: chemistry.

SUBSTANCE: invention relates to quaterrylene and/or terrylene dyes covalently bonded with a polymer, intended for use in printing ink. Described is a method of increasing solubility and/or dispersibility quaterrylene and/or terrylene dye in liquid medium. Method involves covalent bonding of said dye and polymer, soluble in said liquid medium. Said polymer contains phenol resin, in which phenol fragments are substituted with C1-C10-alkyl. Invention also describes printing ink composition containing polar liquid medium, in which is dissolved or dispersed at least one said polymer-covalently bonded quaterrylene and/or terrylene dye, and obtained using composition marking or protective element.

EFFECT: invention provides higher solubility and/or dispersibility of quaterrylene and/or terrylene dyes in printing ink liquid medium and possibility of using said dyes for authenticating articles.

18 cl, 6 tbl, 2 ex

Up!