CN101255281A - Reactive lemon yellow GG dye and preparation method thereof - Google Patents
Reactive lemon yellow GG dye and preparation method thereof Download PDFInfo
- Publication number
- CN101255281A CN101255281A CNA2008100233025A CN200810023302A CN101255281A CN 101255281 A CN101255281 A CN 101255281A CN A2008100233025 A CNA2008100233025 A CN A2008100233025A CN 200810023302 A CN200810023302 A CN 200810023302A CN 101255281 A CN101255281 A CN 101255281A
- Authority
- CN
- China
- Prior art keywords
- dye
- reactive
- lemon yellow
- preparation
- ethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 244000248349 Citrus limon Species 0.000 title claims abstract description 14
- 235000005979 Citrus limon Nutrition 0.000 title claims abstract description 14
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- -1 ethyl sulfon sulfate aniline compound Chemical class 0.000 claims abstract description 12
- 239000012954 diazonium Substances 0.000 claims abstract description 11
- 230000008878 coupling Effects 0.000 claims abstract description 8
- 238000010168 coupling process Methods 0.000 claims abstract description 8
- 238000005859 coupling reaction Methods 0.000 claims abstract description 8
- 150000001989 diazonium salts Chemical class 0.000 claims abstract description 8
- 238000004043 dyeing Methods 0.000 claims abstract description 6
- ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical compound O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- 239000000975 dye Substances 0.000 claims description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000007639 printing Methods 0.000 abstract description 3
- 238000005406 washing Methods 0.000 abstract description 3
- 239000003513 alkali Substances 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 abstract description 2
- 229920000742 Cotton Polymers 0.000 abstract 1
- 239000000835 fiber Substances 0.000 abstract 1
- 238000010422 painting Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 description 10
- 238000010998 test method Methods 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 101100118680 Caenorhabditis elegans sec-61.G gene Proteins 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- 241000233855 Orchidaceae Species 0.000 description 2
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 description 2
- 238000010009 beating Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 2
- JNRGKDIQDBVGRD-UHFFFAOYSA-L disodium;2,5-dichloro-4-[4-[[5-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]-2-sulfonatophenyl]diazenyl]-3-methyl-5-oxo-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [Na+].[Na+].CC1=NN(C=2C(=CC(=C(Cl)C=2)S([O-])(=O)=O)Cl)C(=O)C1N=NC(C(=CC=1)S([O-])(=O)=O)=CC=1NC1=NC(Cl)=NC(Cl)=N1 JNRGKDIQDBVGRD-UHFFFAOYSA-L 0.000 description 2
- 239000000985 reactive dye Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 241000532370 Atla Species 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
The invention provides an active lemon yellow GG dye and preparation method. The active lemon yellow GG dye is formed by coupling 1,3,5-pyrazolone and diazonium salt of ethyl sulfon sulfate aniline compound containing sulfonic group or methyl, methoxyl group, ethyl. The active lemon yellow GG dye has features of uniform painting, bright color, good fastness, less hydrolyzed dye, high fixation ratio, good washing fastness, good stability of alkali and salt proof, widely used in cotton fibre dyeing, discharge dyeing and printing.
Description
Technical field
The present invention relates to a kind of reactive lemon yellow GG dye and preparation method thereof.
Background technology
The reactive yellow 1 of late nineteen nineties invention
#, its structural formula is as follows:
Color and luster is not bright-coloured during this dyeing, fastness is poor, hydrolised dye is many, degree of fixation is not high.
Summary of the invention
The invention provides a kind of reactive lemon yellow GG dye and preparation method thereof for addressing the above problem.
A kind of reactive lemon yellow GG dye of the present invention claims C.I. reactive yellow 15 again, and its structural formula is as follows:
In the formula: (1) R=H, CH
3, OCH
3C
2H
5, OC
2H
5SO
3H etc.
(2)M＝Na、K
Active group R is for being converted into the group of vinyl among the present invention, its mixture carries out coupling by the diazonium salt of 1.3.5-pyrazolone and the ethyl sulfonyl sulfate aniline compound that contains sulfonic group or methyl, ethyl, methoxyl group etc. and makes, 0-15 ℃ of coupling temperature, PH=1.5-6.5.
The method that the present invention prepares diazonium salt compares diazonium for the little acid of ice mill.
A kind of reactive lemon yellow GG dye of the present invention and commercially available reactive yellow 1
#Deng comparing, have colouring even, good lifting force, dye yield height, depth is good, degree of fixation is high, compatibleness is good, washing performance is good, process tolerance is good, salt and alkali resistance is good, can dye and stamp, again can discharge.During its simultaneous test data are listed in the table below.
Following standard is adopted in the test of performance index in table:
The general condition regulation that the GB/T2374-1994 dyeing is measured
The measuring method of insolubles content in the GB/T2381-1994 dyestuff
The measuring method of GB/T2383-1980 dyestuff screening fineness
The measuring method of GB/T2386-1980 dye well dyestuff intermediate moisture content
The measuring method of GB/T2388-1980 printing with reactive dye coloured light and intensity
The measuring method of the relative content of hydrolised dye and standard in the GB/T2389-1980 reactive dyestuffs
The measuring method of GB/T2390-1980 reactive dyestuffs pH value
The measuring method of GB/T2393-1980 printing with reactive dye degree of fixation
The measuring method of GB/T2392-1980 reactive dyestuffs thermostability
The mensuration of GB/T3671.1-1996 water-soluble dye solubleness and steady dissolution
The test method of GB/T3920-1997 textiles colour fastness to rubbing
The test method of GB/T3921.4-1997 textiles colour fastness to washing
The test method of GB/T3922-1995 textiles colour fastness to perspiration
GB/T4841.1-1984 1/1 dyeing standard depth colour atla
The test method of the heat-resisting pressure of GB/T6152-1997 textiles (flatiron) fastness
GB/T6678-1986 Chemicals sampling general provisions
GB/T8427-1998 textiles colour fastness to light test method (xenon arc)
The test method of the anti-chloride swimming-pool water colour fastness of GB/T8433-1998 textiles
Specific embodiments:
Embodiment one
(1) takes by weighing 26 parts of 1.3.5-pyrazolones of weight and add 200ml water, pulled an oar 1 hour.
(2) take by weighing the ethyl sulfonyl sulfate aniline compound that 31 parts of weight contain sulfonic group or methyl, methoxyl group, ethyl etc. and add an amount of frozen water 0 ℃ of making beating 2 hours.Add quantitative hydrochloric acid then, add 6.9 parts of inferior sodium, temperature 5-8 ℃, the blue look of control congo-red test paper, the little orchid of KI test paper, inferior sodium added afterreaction 1 hour, eliminated little excessive nitrous acid before the coupling.
(3) diazonium salt for preparing is joined in the 1.3.5-pyrazolone that is cooled to 5 ℃, slowly regulate PH=5-6.5 with sodium bicarbonate then, temperature 0-5 ℃.Keep PH=5-6.5, temperature 0-5 ℃ of reaction 3-4 hour to diazonium salt disappears.Make the green partially reactive lemon yellow GG of coloured light, claim C.I. reactive yellow 15 again.
Embodiment two
(1) takes by weighing 26 parts of 1.3.5-pyrazolones of weight and add 200ml water, pulled an oar 1 hour.
(2) take by weighing the ethyl sulfonyl sulfate aniline compound that 35 parts of weight contain sulfonic group or methyl, methoxyl group, ethyl etc. and add an amount of frozen water 0 ℃ of making beating 2 hours.Add quantitative hydrochloric acid then, add 6.9 parts of inferior sodium, temperature 5-8 ℃, the blue look of control congo-red test paper, the little orchid of KI test paper, inferior sodium added afterreaction 1 hour, eliminated little excessive nitrous acid before the coupling.
(3) diazonium salt for preparing is joined in the 1.3.5-pyrazolone that is cooled to 5 ℃, slowly regulate PH=3.5-6.5 with sodium bicarbonate then, temperature 5-15 ℃.Keep PH=3.5-6.5, temperature 5-15 ℃ of reaction 3-4 hour to diazonium salt disappears.Coupling makes the red partially reactive lemon yellow GG of coloured light, claims C.I. reactive yellow 15 again.
Claims (6)
1, a kind of reactive lemon yellow GG dye, its structural formula is as follows:
In the formula: (1) R=H, CH
3, OCH
3C
2H
5, OC
2H
5SO
3H
(2)M＝Na、K。
2, according to right 1 described a kind of reactive lemon yellow GG dye, it is characterized in that containing ethyl sulfonyl sulfate.
3, according to right 1 described a kind of reactive lemon yellow GG dye, its dyeing characteristic is to contain ethyl sulfone thioesters ester can be converted into the group that contains vinyl.
4, according to the preparation method of the described dyestuff of right 1, be that diazonium salt by 1.3.5-pyrazolone and the ethyl sulfonyl sulfate aniline compound that contains sulfonic group or methyl, methoxyl group, ethyl etc. carries out coupling and makes, its coupling temperature is 10-15 ℃, PH=1.5-6.5.
5,, it is characterized in that its diazonium mode compares diazonium for the little acid of ice mill according to the preparation method of the described dyestuff of claim 4.
6, according to the preparation method of the described dyestuff of claim 4, the dye structure that it is characterized in that its preparation is the mixture of multiple compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008100233025A CN101255281A (en) | 2008-04-08 | 2008-04-08 | Reactive lemon yellow GG dye and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008100233025A CN101255281A (en) | 2008-04-08 | 2008-04-08 | Reactive lemon yellow GG dye and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101255281A true CN101255281A (en) | 2008-09-03 |
Family
ID=39890410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2008100233025A Pending CN101255281A (en) | 2008-04-08 | 2008-04-08 | Reactive lemon yellow GG dye and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101255281A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102504576A (en) * | 2011-09-27 | 2012-06-20 | 青岛双桃精细化工（集团）有限公司 | Preparation method of active dye for brilliant yellow wool |
| CN102807772A (en) * | 2011-06-03 | 2012-12-05 | 中国中化股份有限公司 | Wool bright yellow active dye and preparation method thereof |
| CN117343555A (en) * | 2023-10-07 | 2024-01-05 | 浙江亿得新材料股份有限公司 | A composite reactive yellow dye composition capable of preventing and removing whitening and its application |
-
2008
- 2008-04-08 CN CNA2008100233025A patent/CN101255281A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102807772A (en) * | 2011-06-03 | 2012-12-05 | 中国中化股份有限公司 | Wool bright yellow active dye and preparation method thereof |
| CN102504576A (en) * | 2011-09-27 | 2012-06-20 | 青岛双桃精细化工（集团）有限公司 | Preparation method of active dye for brilliant yellow wool |
| CN117343555A (en) * | 2023-10-07 | 2024-01-05 | 浙江亿得新材料股份有限公司 | A composite reactive yellow dye composition capable of preventing and removing whitening and its application |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103408968B (en) | A kind of blue disperse dye mixture | |
| CN100549105C (en) | A kind of painted composite active black dye that is used for cellulosic fibre | |
| CN106479221B (en) | It is a kind of dark blue to black disperse dye mixture | |
| CN100590153C (en) | Yellow reactive dye composition and application thereof | |
| CN101255281A (en) | Reactive lemon yellow GG dye and preparation method thereof | |
| CN104727164A (en) | Use of disperse dye mixture for alkaline dyeing | |
| CN105542510B (en) | A kind of reactive black dye composition and dye product | |
| CN110938039A (en) | Purple reactive dye based on trisazo multichromosome and preparation and application thereof | |
| CN101250333A (en) | Reactive deep red RGB diazo dyes and preparation method thereof | |
| CN103709787B (en) | A kind of synthetic method of Azo type disperse dye composition | |
| CN101255283A (en) | Reactive red M-2B dye and preparation method thereof | |
| CN104592786B (en) | A kind of new special deep reactive orange or weld and preparation method thereof | |
| CN110054910B (en) | Black reactive dye composition and preparation method and application thereof | |
| CN101250334A (en) | Reactive dark blue RGB diazo dyes and preparation method thereof | |
| CN117089220A (en) | Preparation method of blue-violet organic pigment | |
| CN112358740B (en) | Navy blue direct dye and its preparation method and use | |
| CN101250332A (en) | Reactive golden yellow RNL diazo dyes and preparation method thereof | |
| CN105176139A (en) | Brown polyazo reactive dye compound, and preparation method and application thereof | |
| CN103740132A (en) | Preparation method of mixed orange reactive dye | |
| CN112876875B (en) | Disazo reactive yellow dye and preparation method and application thereof | |
| CN101538805B (en) | Novel active black dye and manufacture method thereof for printing and dyeing | |
| CN107501989B (en) | A kind of azo dyes blue and its preparation method and application | |
| CN117402506B (en) | Yellow reactive dye and preparation method thereof | |
| CN1108348C (en) | Reactive azo orange dye and its preparing process | |
| CN102433029B (en) | Reactive black dye mixture |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20080903 |