CN1136057A - Activated black dye - Google Patents
Activated black dye Download PDFInfo
- Publication number
- CN1136057A CN1136057A CN 95110249 CN95110249A CN1136057A CN 1136057 A CN1136057 A CN 1136057A CN 95110249 CN95110249 CN 95110249 CN 95110249 A CN95110249 A CN 95110249A CN 1136057 A CN1136057 A CN 1136057A
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- CN
- China
- Prior art keywords
- black
- dyestuff
- silk
- dye
- blue
- Prior art date
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- Granted
Links
- 239000000975 dye Substances 0.000 claims description 58
- 238000004043 dyeing Methods 0.000 claims description 12
- 239000000835 fiber Substances 0.000 claims description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 3
- 239000002932 luster Substances 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 108090000623 proteins and genes Proteins 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000004218 Orcein Substances 0.000 claims 1
- 235000019248 orcein Nutrition 0.000 claims 1
- 238000010018 discharge printing Methods 0.000 abstract description 12
- 239000004744 fabric Substances 0.000 abstract description 6
- 238000007639 printing Methods 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 abstract 1
- 231100000357 carcinogen Toxicity 0.000 abstract 1
- 239000003183 carcinogenic agent Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 239000000985 reactive dye Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
- 230000008878 coupling Effects 0.000 description 10
- 238000010168 coupling process Methods 0.000 description 10
- 238000005859 coupling reaction Methods 0.000 description 10
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000012634 fragment Substances 0.000 description 5
- QPILZZVXGUNELN-UHFFFAOYSA-M sodium;4-amino-5-hydroxynaphthalene-2,7-disulfonate;hydron Chemical compound [Na+].OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S([O-])(=O)=O)=CC2=C1 QPILZZVXGUNELN-UHFFFAOYSA-M 0.000 description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 230000000711 cancerogenic effect Effects 0.000 description 4
- 231100000315 carcinogenic Toxicity 0.000 description 4
- 239000012954 diazonium Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 231100000419 toxicity Toxicity 0.000 description 4
- 230000001988 toxicity Effects 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 235000017550 sodium carbonate Nutrition 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- MBDUIEKYVPVZJH-UHFFFAOYSA-N 1-ethylsulfonylethane Chemical compound CCS(=O)(=O)CC MBDUIEKYVPVZJH-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical group C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 235000019256 formaldehyde Nutrition 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- -1 quinone hydrazone Chemical class 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 229940056729 sodium sulfate anhydrous Drugs 0.000 description 2
- 235000011150 stannous chloride Nutrition 0.000 description 2
- 210000004243 sweat Anatomy 0.000 description 2
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 2
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 108010022355 Fibroins Proteins 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- HFIYIRIMGZMCPC-UHFFFAOYSA-J chembl1326377 Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(N=NC=3C=CC(=CC=3)S(=O)(=O)CCOS([O-])(=O)=O)C(O)=C2C(N)=C1N=NC1=CC=C(S(=O)(=O)CCOS([O-])(=O)=O)C=C1 HFIYIRIMGZMCPC-UHFFFAOYSA-J 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 238000010017 direct printing Methods 0.000 description 1
- UZUODNWWWUQRIR-UHFFFAOYSA-L disodium;3-aminonaphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].C1=CC=C(S([O-])(=O)=O)C2=CC(N)=CC(S([O-])(=O)=O)=C21 UZUODNWWWUQRIR-UHFFFAOYSA-L 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
A black reactive dye for silk fabrics features that it is easy for carving printing and toxic carcinogens can not be generated in its synthesis and under action of reducer. Dyed silk fabrics feature pure black lustre and high colour fastness. When it is used as base colour for discharge printing, the pattern at carved position is pure white.
Description
The present invention relates to the black and active dye that a class silk dyeing is used.
The dyestuff of application quantity maximum is a black dyes in the silk printing and dyeing, the kind of using at most in the past is that C.I. directly deceives 38, this dyestuff pitch black degree on silk is good, but its structure is owing to contain p-diaminodiphenyl pastern bone frame, and p-diaminodiphenyl has carcinogenic toxicity and forbidden by the countries in the world explicit order.In addition, fastness such as directly black 38 anti-ly soap, sweat stain are poor, and discharge is also undesirable, discharge printing place is not white, and easily yellowing, under the discharge printing technology of optimizing, carving is spent the whiteness (call in the following text and carve whiteness) at line place in vain and generally has only 48～50 whiteness units with the black silk fabric of this dyeing.The another kind of pitch black degree that often uses in silk printing and dyeing dyestuff preferably is the complexing metal dyestuff, and as reactive black 43, pitch black degree and wet colour fastness can meet the demands behind the silk though dye, and carve whiteness and have only 38 whiteness units, are unsuitable for discharge printing.Ri Kaiping 2-202956 and Chinese patent CN891032117 be based on the C.I. reactive black 5, pieces together mutually with the dyestuff of another or two chloride triazinyls, improved the pitch black degree when dyestuff dyes on cotton fibre.Its on silk pitch black degree still can, but the carving whiteness also have only 44 whiteness units.
The objective of the invention is to develop the black and active dye that a class silk is used, have that pitch black degree is soaped well, anti-concurrently, perspiration resistance and fastness to water and light fastness be good, with its dye black silk fabric during as the discharge printing background color, decorative pattern place carving whiteness excellence, and in synthetic, do not use and dye the aromatic amine that the former decomposition of greig does not produce carcinogenic toxicity.
Design of the present invention considers that in structure design the easy silk fabric black and active dye of the silk of no carcinogenic toxicity is to be pieced together to mix by 2～3 component dyestuffs to form, and the component dyestuff has following formula:
In the formula: R
1=H ,-SO
3Na or-COOH;
R
2=H ,-CH
3,-C
2H
5,-OCH
3,-OC
2H
5Or-Cl;
R
3、R
4＝H，-SO
3Na；
Y=-SO
2CH
2CH
2OSO
3Na or
-SO
2CH＝CH
2
1. be anti-ly soaping of guaranteeing printed silk behind dyed silk piece fabric and the discharge printing thereof, perspiration resistance and water-fast wet colour fastness such as soak, employing can with the reactive dyestuffs of protein fibre such as silk with covalent bonds.
2. adopting with black-and-blue dyestuff is main component, pieces together with the orange or red dyestuff and mixes, and absorbs in the hope of having than isostatic in 400～700nm visible region.
3. black is pieced together in the union dyeing material, and black-and-blue disazo dyes is main component, and its highest absorbing wavelength should be in more than the 620nm as far as possible, to guarantee to piece together mixed back pitch black degree.Should be a disazo dyes of coupling component, and under common dyeing condition, be azo bodily form formula at amino ortho position one side azo-group and exist that the hydroxyl ortho position then existed with quinone hydrazone isomeric forms with H-acid, the transfer transport direction is as follows:
Then the existence of strong electron-withdrawing group nitro and other electron withdrawing group such as sulfonic group, carboxylic acid group on the A ring will help the red shift of dyestuff absorbing wavelength, also help the highest absorption to the displacement of long wave direction and have to electron substituent group on the B ring.
4. consider from carving white angle that after the reductive agent effect, azoic dyestuff fracture fragment should be easy to wash-out from the fiber, introduce carboxyl in the molecule or sulfo group favourable to the wash-out of fragment.In addition, the fracture fragment should not oxidation yellowing.Paying special attention to it combines this and partly goes back primary fragment and be difficult for the oxidation yellowing with fiber.Therefore, the sulfuryl that ethyl sulfone type active gene has strong electrophilic is coupled to aromatic ring, and cloud density amino on the fragment is greatly descended, and alkalescence weakens and is difficult for oxidation, suits especially to be used for discharge printing as background color.For example: beta-sulfuric ester ethyl sulfonyl type active group and β-(N-methyl-sulfoethyl amine base) ethyl sulfone type active group.
Based on above-mentioned design, be as first diazo component of the acid coupling of this black-and-blue component dyestuff (I):
Second diazo component of alkaline coupling is:
As the coupling component of orange component dyestuff (II) as:
As the coupling component of red component dyestuff (III) as:
Can be used as the amine of diazo component of dyestuff (II) and dyestuff (III) such as the amine of above-mentioned dyestuff (I) second diazo component.They can be identical with second diazo component of dyestuff (I), also can be different.
The diazo component of above-mentioned each component dyestuff can execute or anti-method 0～20 ℃ of diazotization, the coupling first time of dyestuff (I) is below 20 ℃, and H-acid coupling component is added drop-wise in the diazonium liquid, o'clock is coupled in pH≤3 to react completely.The coupling second time of dyestuff (I) and dyestuff (II) and coupling (III) be all at 10～25 ℃, and time finish pH=6～8.Three kinds of component dyestuffs can synthesize the back assembly separately to be mixed, and also can the wet method assembly mix in building-up process, and spraying drying obtains black dyes then.
Black dyes of the present invention dyes silk and can dye with ionogen (as salt or Sodium sulfate anhydrous.min(99)) is short in neutral medium, or to regulate dye liquor pH with acid or glacial acetic acid be 4.5～6 times short dying, make dye adsorption on fiber, regulating dye bath with soda ash or sodium bicarbonate then, is 7～9 times and fibroin reaction fixation at pH.
The white discharge of black silk can close formaldehydes with hyposulfite and carve white agent, and as rongalite, the carving white zine is carved white calcium or tin protochloride and is the white agent of carving.Wherein with white ability the best of carving of rongalite (Sodium Thiosulfate is closed formaldehyde), the discharge printing effect of tin protochloride is relatively poor relatively.Silk black matrix after the discharge printing is pitch-black, and decorative pattern is pure white, and fastness is good.
Black and active dye of the present invention also can be used for direct printing and nitrogen-containing fiber and the coloration of textile materials and the stamps such as wool, polyamide fibre of silk.
Silk dyeing of the present invention is to be pieced together to mix by 2～3 component dyestuffs to form with the characteristics of black and active dye; Under synthetic or reductive agent effect, all can not decomposite the current disabled arylamine that carcinogenic toxicity is arranged; After dyeing on the silk, color and luster is pitch-black; Have good washable, sweat proof and water-fast wet colour fastness and sun-resistant fastness such as soak; When carrying out discharge printing as background color, discharge printing place decorative pattern is pure white.
Embodiment 1
P-Nitroaniline ortho-sulfonic acid 21.8 parts (0.1 mole) and water are heated to for 250 parts and make it dissolving more than 80 ℃, rapid on the rocks being cooled to below 10 ℃, add 0.25 mole of concentrated hydrochloric acid, add 80% sodium nitrite solution (containing 6.9 parts of Sodium Nitrites) then, 10 ℃ of following diazotization.After reacting completely, will contain 34.1 parts of pH of H-acid and be 6～6.5 about 15% H acid solution and slowly splash in the above-mentioned first diazonium liquid, the pH value of reaction solution must be controlled at below 3.Analyse with ply of paper and to be controlled to diazonium salt and H acid all disappears.After once being coupled to terminal point, regulate about pH to 7 with soda ash liquid, the second diazonium liquid with the concentration made from 28.1 parts of 4-(beta-sulfuric ester ethyl sulfonyl) aniline about 15%, in pH=6.5～7, the secondary coupling is saltoutd under the room temperature, filter, drying obtains black-and-blue component dyestuff (I)-1, about 100 parts of folding hundred amounts.
Component dyestuff (I)-1 is pieced together the mixed reactive black that can be used for proteic matrix dyeing and discharge printing with dyestuff (II)-1, dyestuff (III)-1 in following ratio:
The black dyes assembly is mixed than being exemplified below:
| Formula number | Component dyestuff (weight percent) is (I)-1: (II)-1: (III)-1 | Dyeing silk crepe de Chine consumption o.w.f (%) | Color on the real silk crepe de Chine |
| ????① | ????90∶10∶0 | ????7 | Blue light is black |
| ????② | ????83∶17∶0 | ????7.5 | Green glow is black |
| ????③ | ????71∶8∶9 | ????8.3 | Blue or green ruddiness is black |
| ????④ | ????62∶14∶24 | ????9 | Ruddiness is black |
Embodiment 2
Listed dyestuff is 4. water-soluble by 8～10%o.w.f consumption among the embodiment 1; bath raio 1: 10～40 (relevant with dyeing process; that low bath raio is got in dye gigging; that rope dyes or contaminates gets high bath raio); 40 ℃ the real silk crepe de Chine gone into to dye, add Sodium sulfate anhydrous.min(99) 40～80g/L, 30min is interior to rise to 95～98 ℃ by 40 ℃; add soda ash 2g/L behind the 10min, fixation 30～60min under this temperature and pH.Dye complete, washing, 2～3g/L nonionic or anionic detergent be at 80 ℃ of soap boiling 10～15min, washing, drying, the silk color and luster that obtains is pitch-black plentiful.
Embodiment 3
Black silk carving can be starched in vain by below preparation carving in vain:
120～200 parts of rongalite
0～50 part in urea
Hot water
X part
Cold water
3～10 parts in whitening agent
Synthetic paste y part
Add up to 1000 parts
Behind the manual wire mark, under 0.04～0.08MPa, evaporate 12～15min, washing, destarch, washing, drying, it is pure white to obtain the stamp bottom, records decorative pattern part whiteness and can reach more than the 60 whiteness units.
Claims (2)
1. a class piece together to be mixed by azoic dye and the black and active dye that obtains, it is characterized in that it is that to be main black-and-blue dyestuff press the column weight amount with the orange of general formula (II), (III) and orchil compares with mixed forming by general formula (I):
In the formula: R
1=H ,-COOH ,-SO
3H;
R
2＝H，-CH
3，-C
2H
5，-OCH
3，-OC
2H
5，-Cl；
R
3、R
4＝H，-SO
3H；
Y=-SO
2CH
2CH
2OSO
3Na or
-SO
2CH＝CH
2
When this dyestuff dyeed on silk and other protein fibre or polyamide fibre, color and luster was pitch-black, and had the excellent white performance of quilt carving.
2. according to the described black and active dye of claim 1, it is characterized in that black-and-blue reactive dyestuffs have following formula:
R
1＝H，-SO
3H，-COOH；
R
2＝H，-CH
3，-C
2H
5，-OCH
3，-OC
2H
5，-Cl；
Y=-SO
2CH
2CH
2OSO
3Na or
-SO
2CH=CH
2When on nitrogen-containing fibers such as silk, wool, polyamide fibre, dyeing, must be black-and-blue, and excellent dawn performance is arranged.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN95110249A CN1060196C (en) | 1995-05-18 | 1995-05-18 | Activated black dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN95110249A CN1060196C (en) | 1995-05-18 | 1995-05-18 | Activated black dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1136057A true CN1136057A (en) | 1996-11-20 |
| CN1060196C CN1060196C (en) | 2001-01-03 |
Family
ID=5077651
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95110249A Expired - Fee Related CN1060196C (en) | 1995-05-18 | 1995-05-18 | Activated black dye |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1060196C (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006045448A (en) * | 2004-08-09 | 2006-02-16 | Sumitomo Chemical Co Ltd | Reactive dye composition, and method for dyeing or printing with the composition |
| CN1296438C (en) * | 2005-08-30 | 2007-01-24 | 大连理工大学 | Black and active dye |
| WO2009092210A1 (en) * | 2008-01-22 | 2009-07-30 | Tianjin Dek Chemical Co., Ltd | A black active dye and the preparation thereof |
| CN104693838A (en) * | 2015-02-25 | 2015-06-10 | 浙江亿得化工有限公司 | Green reactive dye and preparation method thereof |
| RU2649400C1 (en) * | 2017-05-23 | 2018-04-03 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Ивановский государственный химико-технологический университет" (ИГХТУ) | 8-amino-5-[[(4-amino-5-sulfo-1-naphthylenyl)imino]-2,3-dihydro-2-phenyl-1h-inden-1-ylidene]amino]-1-naphthylensulfoxy acid, having property of acid dye for silk, wool and capron |
| CN109468864A (en) * | 2018-11-19 | 2019-03-15 | 绍兴百丽恒印染有限公司 | The non-aqueous dyeing method that fixation substep carries out is contaminated on cotton fabric |
| CN114085546A (en) * | 2021-11-29 | 2022-02-25 | 湖北丽源科技股份有限公司 | Reactive dye for red wool, preparation method thereof and dye solution |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW285683B (en) * | 1993-03-12 | 1996-09-11 | Hoechst Ag |
-
1995
- 1995-05-18 CN CN95110249A patent/CN1060196C/en not_active Expired - Fee Related
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006045448A (en) * | 2004-08-09 | 2006-02-16 | Sumitomo Chemical Co Ltd | Reactive dye composition, and method for dyeing or printing with the composition |
| JP4576924B2 (en) * | 2004-08-09 | 2010-11-10 | 住友化学株式会社 | Reactive dye composition and dyeing or printing method using the composition |
| CN1296438C (en) * | 2005-08-30 | 2007-01-24 | 大连理工大学 | Black and active dye |
| WO2009092210A1 (en) * | 2008-01-22 | 2009-07-30 | Tianjin Dek Chemical Co., Ltd | A black active dye and the preparation thereof |
| EP2248859A1 (en) * | 2008-01-22 | 2010-11-10 | Tianjin Dek Chemical Co., Ltd | A black active dye and the preparation thereof |
| EP2248859A4 (en) * | 2008-01-22 | 2011-05-18 | Tianjin Dek Chemical Co Ltd | A black active dye and the preparation thereof |
| CN104693838A (en) * | 2015-02-25 | 2015-06-10 | 浙江亿得化工有限公司 | Green reactive dye and preparation method thereof |
| RU2649400C1 (en) * | 2017-05-23 | 2018-04-03 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Ивановский государственный химико-технологический университет" (ИГХТУ) | 8-amino-5-[[(4-amino-5-sulfo-1-naphthylenyl)imino]-2,3-dihydro-2-phenyl-1h-inden-1-ylidene]amino]-1-naphthylensulfoxy acid, having property of acid dye for silk, wool and capron |
| CN109468864A (en) * | 2018-11-19 | 2019-03-15 | 绍兴百丽恒印染有限公司 | The non-aqueous dyeing method that fixation substep carries out is contaminated on cotton fabric |
| CN114085546A (en) * | 2021-11-29 | 2022-02-25 | 湖北丽源科技股份有限公司 | Reactive dye for red wool, preparation method thereof and dye solution |
| CN114085546B (en) * | 2021-11-29 | 2023-12-19 | 湖北丽源科技股份有限公司 | Reactive dye for red wool, preparation method thereof and dye liquid |
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