CN103031001A - Yellow nylon reactive dye and its preparation method - Google Patents
Yellow nylon reactive dye and its preparation method Download PDFInfo
- Publication number
- CN103031001A CN103031001A CN2010102547433A CN201010254743A CN103031001A CN 103031001 A CN103031001 A CN 103031001A CN 2010102547433 A CN2010102547433 A CN 2010102547433A CN 201010254743 A CN201010254743 A CN 201010254743A CN 103031001 A CN103031001 A CN 103031001A
- Authority
- CN
- China
- Prior art keywords
- reaction
- add
- contracting
- yellow
- temperature
- 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
Abstract
The invention provides a yellow nylon reactive dye. The molecular structure of the yellow nylon reactive dye is represented by formula (I), and R in the formula (I) represents a C1-3 alkyl or alkenyl group, and preferably a methyl group, an ethyl group or a vinyl group. The invention also provides a preparation method of the yellow nylon reactive dye (nylon active yellow R).
Description
Technical field
The present invention relates to a kind of preparation method of nylon active dyestuff.Especially Yellow reactive dye for nylon and preparation method.
Background technology
Generally dye now the used dyestuff of nylon and be matching stain and weak acid dye.Because not good enough with the every wet fastness of nylon that matching stain dyes, coloured light is not very gorgeous, and the low rate of clean absorption rate, the dyeing liquid waste concentration is high, gives environment.Enter 21 century, because the restriction of environmental ecology, for dye uptake, the requirement of degree of fixation and dyeing waste liquid is more and more higher, and matching stain can not satisfy the dyeing nylon demand.
Summary of the invention
Technical problem to be solved by this invention provides an energy environmental contamination reduction, the desired raw material cost is low, and beautiful in colour, every wet fastness (wet rub, soap, alkali sweat, sour sweat, washing) excellent performance, easy to use, the yellow R of the nylon active that suitability is strong and preparation method.
In order to solve the problems of the technologies described above, the technical solution used in the present invention is: a kind of yellow nylon active dyestuff, and its molecular structure is shown in (I):
In the formula: R represents the alkyl or alkenyl of 1-3 carbon atom.
Preferably, R is methyl, ethyl or vinyl in the formula.
Particularly, the invention provides a kind of method for preparing yellow nylon active dyestuff (the yellow R of nylon active), it is characterized in that the method comprises following steps:
(a) 2-naphthylamines-4,8-disulfonic acid diazotization reaction:
Under 0-10 ℃, make 2-naphthylamines-4,8-disulfonic acid, hydrochloric acid and Sodium Nitrite reaction 1-3 hour.
Preferably, in water, add 2-naphthylamines-4,8-disulfonic acid and trash ice, temperature is controlled at 0 ℃, stirs, add quantitative hydrochloric acid soln after, add sodium nitrite solution, temperature 0-10 ℃, reaction 2 hours.
It is blue that reaction process is guaranteed to be after congo-red test paper soaks all the time, is little blueness after the KI test paper soaks, and reacts complete and remove the residue Sodium Nitrite with thionamic acid, obtains product (1);
(b) coupled reaction:
3-acetylaminoaniline (dry powder) is joined in the product (1) of step (a) acquisition, stir, transfer PH=5-8 with yellow soda ash, be warming up to 15-30 ℃, reacted 3～6 hours, filter, get coupled reaction liquid;
(c) dissolving of p-beta-hydroxyethyl sulfone sulfate ester aniline:
In water, add p-beta-hydroxyethyl sulfone sulfate ester aniline, stir, transfer PH=3.8-4 with sodium bicarbonate, obtain p-beta-hydroxyethyl sulfone sulfate ester aniline solution;
(d) a contracting reaction:
Under 0-8 ℃, make trimerization bromine cyanogen and p-beta-hydroxyethyl sulfone sulfate ester aniline reaction 4-6 hour, the pH of reactant is controlled at 2-4, gets a contracting reaction solution;
Preferably, add quantitative trash ice in water, add trimerization bromine cyanogen, iced mill 15 minutes, then drip p-beta-hydroxyethyl sulfone sulfate ester aniline, keep PH at 2-4 with sodium bicarbonate, temperature keeps 0-8 ℃, reacts after 5 hours, gets a contracting reaction solution;
(e) two contracting reactions:
In (d) step 1 contracting reaction solution, add the made coupling solution of (b) step, stir, temperature is risen to 30-45 ℃, to react 5-7 hour, the pH value of reaction remains on 4-6.5, gets two contracting reaction solutions;
Preferably, keep pH=4-6.5 with yellow soda ash, reacted 6 hours;
(f) hydrolysis reaction:
The temperature of (e) step gained two contracting reaction solutions is controlled at 30-50 ℃, and the pH value remains on the 8-11 reaction that is hydrolyzed, and the reaction times is 5-7 hour, gets hydrolysis reaction liquid; It is Yellow reactive dyes.
Preferably, keep pH=8-11 with yellow soda ash and be hydrolyzed, reacted 6 hours, get hydrolysis reaction liquid; It is Yellow reactive dyes.
Preferably, method of the present invention can also comprise step (g):
(g) refining:
To add Repone K in (f) step gained hydrolysis reaction liquid, so that dyestuff is separated out, again precipitate is joined in the solid-liquid separator, separate, collect filter cake.
Preferably, method of the present invention can also comprise step (h):
(h) drying: with (g) step filter cake, dry, pulverize;
Preferably, method of the present invention can also comprise step (i):
(i) adjust coloured light and intensity:
With the dyeing of (h) step material, carry out coloured light, intensity adjustment according to coloration result again;
Preferably, method of the present invention can also comprise step (j):
(j) finished product packing: the article of (i) step gained are packed.
Preparation method of the present invention, the yellow R of prepared nylon active dyestuff has bright-coloured beautiful coloured light, and every wet fastness properties is very superior, very high inspiration rate and enhancing rate, and also easy and simple to handle.
The yellow R of nylon active dyestuff that preparation method of the present invention is prepared in dyeing nylon, compares with matching stain, no matter is every fastness, all is excellent to the environment protection aspect still.
Embodiment
For specifying technical scheme of the present invention, the below enumerates embodiment and describes technical scheme of the present invention in detail, and this embodiment does not form any limitation of the invention.
Embodiment 1
Preparation method's following steps of the yellow R of nylon active dyestuff are described:
A, 2-naphthylamines-4,8-disulfonic acid diazotization reaction: add 4500 liters in water in retort, then add 427 parts 2-naphthylamines-4, the 8-disulfonic acid stirs, and adds trash ice, and temperature is controlled at 0 ℃.Add 158 parts of 30% hydrochloric acid, add again 240 parts of 30% sodium nitrite solutions, at temperature 6-8 ℃, reacted 2 hours, it is blue that reaction process is guaranteed to be after congo-red test paper soaks all the time, is little blueness after the KI test paper soaks, react complete and remove the residue Sodium Nitrite with thionamic acid, for subsequent use;
B, coupled reaction: with 152 parts of 3-acetylaminoanilines, join among the step a, stir.Transfer PH=8 with yellow soda ash, be warming up to 15 ℃, reacted 3 hours, react complete.Filter, get coupled reaction liquid, for subsequent use;
The dissolving of c, p-beta-hydroxyethyl sulfone sulfate ester aniline: to 3m
3Add 2000 liters in water in the retort, then add 285 parts of p-beta-hydroxyethyl sulfone sulfate ester anilines, stir, transfer PH=3.8-4 with sodium bicarbonate, for subsequent use;
D, a contracting reaction: in retort, add 1000 liters, trash ice 2500Kg, stir, add 185 parts in trimerization bromine cyanogen, the ice mill is after 15 minutes, begin to drip p-beta-hydroxyethyl sulfone sulfate ester aniline, dropwise, keep PH at 2-4 with sodium bicarbonate, temperature keeps 6-8 ℃, react after 5 hours, get a contracting reaction solution.For subsequent use;
E, two contracting reactions: in d step 1 contracting reaction solution, add the made coupling solution of b step, stir, temperature is risen to 30-45 ℃, keep pH=4 with yellow soda ash at any time, react after 6 hours, get two contracting reaction solutions.For subsequent use;
F, hydrolysis reaction: the temperature of e step gained two contracting reaction solutions is controlled at 30 ℃, keeps pH=8 with yellow soda ash, the reaction that is hydrolyzed was reacted after 6 hours, got hydrolysis reaction liquid, and is for subsequent use;
G, refining: with adding Repone K in the f step gained hydrolysis reaction liquid, so that dyestuff is separated out, again precipitate is joined in the solid-liquid separator, separate, collect filter cake, weigh, analyze content, for subsequent use;
H, drying: with g step filter cake, dry, pulverize;
I, adjustment coloured light and intensity: with the dyeing of h step material, carry out coloured light, intensity adjustment according to coloration result again.
J, finished product packing: the article of i step gained are packed.
The yellow R of nylon active dyestuff of the method preparation of embodiment 1 is 1195 kilograms of standard dyes.
Table one: the yellow R performance of nylon active, quality index
Table two: performance index contrast
Dyestuff of the present invention and preparation of dyestuff method are described by specific embodiment.Those skilled in the art can use for reference the links such as content appropriate change raw material of the present invention, processing condition and realize the present invention, its relevant change does not all break away from content of the present invention, all similar replacements and change will become apparent to those skilled in the art that and all be deemed to be included within the scope of the present invention.
Claims (9)
1. yellow nylon active dyestuff, it has following structural formula:
In the formula: R represents the alkyl or alkenyl of 1-3 carbon atom.
2. reactive dyestuffs as claimed in claim 1, wherein R is methyl, ethyl or vinyl.
3. reactive dyestuffs as claimed in claim 1 or 2, its structural formula is as follows:
4. the preparation method of the yellow nylon active dyestuff of one of claim 1-3 is characterized in that, the method comprises following steps:
(a) 2-naphthylamines-4,8-disulfonic acid diazotization reaction:
Under 0-10 ℃, make 2-naphthylamines-4, the 8-disulfonic acid, hydrochloric acid and Sodium Nitrite reaction 1-3 hour, it is blue that reaction process is guaranteed to be after congo-red test paper soaks all the time, is little blueness after the KI test paper soaks, react complete and remove the residue Sodium Nitrite with thionamic acid, obtain product (1);
(b) coupled reaction:
3-acetylaminoaniline (dry powder) is joined in the product (1) of step (a) acquisition, stir, transfer PH=5-8 with yellow soda ash, be warming up to 15-30 ℃, reacted 3～6 hours, filter, get coupled reaction liquid;
(c) dissolving of p-beta-hydroxyethyl sulfone sulfate ester aniline:
In water, add p-beta-hydroxyethyl sulfone sulfate ester aniline, stir, transfer PH=3.8-4 with sodium bicarbonate, obtain p-beta-hydroxyethyl sulfone sulfate ester aniline solution;
(d) a contracting reaction:
Under 0-8 ℃, make trimerization bromine cyanogen and p-beta-hydroxyethyl sulfone sulfate ester aniline reaction 4-6 hour, the pH of reactant is controlled at 2-4, gets a contracting reaction solution;
(e) two contracting reactions:
In (d) step 1 contracting reaction solution, add the made coupling solution of (b) step, stir, temperature is risen to 30-45 ℃, to react 5-7 hour, the pH value of reaction remains on 4-6.5, gets two contracting reaction solutions;
(f) hydrolysis reaction:
The temperature of (e) step gained two contracting reaction solutions is controlled at 30-50 ℃, and the pH value remains on the 8-11 reaction that is hydrolyzed, and the reaction times is 5-7 hour, gets hydrolysis reaction liquid; It is Yellow reactive dyes.
5. method as claimed in claim 4 characterized by further comprising following steps:
(g) refining:
To add Repone K in (f) step gained hydrolysis reaction liquid, so that dyestuff is separated out, again precipitate is joined in the solid-liquid separator, separate, collect filter cake;
(h) drying: with (g) step filter cake, dry, pulverize;
(i) adjust coloured light and intensity:
With the dyeing of (h) step material, carry out coloured light, intensity adjustment according to coloration result again.
6. such as claim 4 or 5 described methods, it is characterized in that, described (a) step is: add 2-naphthylamines-4 in water, 8-disulfonic acid and trash ice, temperature is controlled at 0 ℃, stir, add quantitative hydrochloric acid soln after, add sodium nitrite solution, temperature 0-10 ℃, the reaction 2 hours, it is blue that reaction process is guaranteed to be after congo-red test paper soaks all the time, is little blueness after the KI test paper soaks, and reaction～complete is removed the residue Sodium Nitrite with thionamic acid.
7. method as claimed in claim 6, it is characterized in that, described (d) step is: add quantitative trash ice in water, add trimerization bromine cyanogen, iced mill 15 minutes, then drip p-beta-hydroxyethyl sulfone sulfate ester aniline, keep PH at 2-4 with sodium bicarbonate, temperature keeps 0-8 ℃, reacts after 5 hours, gets a contracting reaction solution.
8. method as claimed in claim 7 is characterized in that, described (e) step is:
In (d) step 1 contracting reaction solution, add the made coupling solution of (b) step, stir, temperature is risen to 30-45 ℃, reacted 6 hours, keep pH=4-6.5 with yellow soda ash, get two contracting reaction solutions.
9. method as claimed in claim 8 is characterized in that, described (f) step is:
The temperature of (e) step gained two contracting reaction solutions is controlled at 30-50 ℃, keeps pH=8-11 with yellow soda ash and be hydrolyzed, reacted 6 hours, get hydrolysis reaction liquid; It is Yellow reactive dyes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102547433A CN103031001A (en) | 2010-08-16 | 2010-08-16 | Yellow nylon reactive dye and its preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102547433A CN103031001A (en) | 2010-08-16 | 2010-08-16 | Yellow nylon reactive dye and its preparation method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103031001A true CN103031001A (en) | 2013-04-10 |
Family
ID=48018423
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010102547433A Pending CN103031001A (en) | 2010-08-16 | 2010-08-16 | Yellow nylon reactive dye and its preparation method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103031001A (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4378313A (en) * | 1979-06-01 | 1983-03-29 | Sumitomo Chemical Company, Limited | Reactive yellow dye having both monochlorotriazinyl and vinylsulfone type reactive groups |
| US5993492A (en) * | 1998-03-06 | 1999-11-30 | Dystar Textilfarben Gmbh & Co. Duetschland Kg | Mixture of fiber-reactive azo dyes, process for preparing them and their use |
| JP2002249989A (en) * | 2000-12-22 | 2002-09-06 | Sumitomo Chem Co Ltd | Method for uptake dyeing of cellulose-based fiber material |
| US20060185101A1 (en) * | 2005-01-25 | 2006-08-24 | Cho Sung Y | Novel reactive yellow dye compounds and mixture thereof |
| US20070209540A1 (en) * | 2004-04-14 | 2007-09-13 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Mixtures Of Fiber-Reactive Azo Dyes, Their Production And Their Use |
| CN101418134A (en) * | 2008-08-22 | 2009-04-29 | 天津市德凯化工有限公司 | Yellow reactive dyes for wool and preparation method thereof |
-
2010
- 2010-08-16 CN CN2010102547433A patent/CN103031001A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4378313A (en) * | 1979-06-01 | 1983-03-29 | Sumitomo Chemical Company, Limited | Reactive yellow dye having both monochlorotriazinyl and vinylsulfone type reactive groups |
| US4378313B1 (en) * | 1979-06-01 | 1994-05-03 | Sumitomo Chemical Co | Reactive yellow dye having both monochlorotriazinyl and vinylsulfone type reactive groups |
| US5993492A (en) * | 1998-03-06 | 1999-11-30 | Dystar Textilfarben Gmbh & Co. Duetschland Kg | Mixture of fiber-reactive azo dyes, process for preparing them and their use |
| JP2002249989A (en) * | 2000-12-22 | 2002-09-06 | Sumitomo Chem Co Ltd | Method for uptake dyeing of cellulose-based fiber material |
| US20070209540A1 (en) * | 2004-04-14 | 2007-09-13 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Mixtures Of Fiber-Reactive Azo Dyes, Their Production And Their Use |
| US20060185101A1 (en) * | 2005-01-25 | 2006-08-24 | Cho Sung Y | Novel reactive yellow dye compounds and mixture thereof |
| CN101418134A (en) * | 2008-08-22 | 2009-04-29 | 天津市德凯化工有限公司 | Yellow reactive dyes for wool and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 何瑾馨: "《染料化学》", 31 January 2009, 中国纺织出版社 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103030995A (en) | Yellow nylon reactive dye and its preparation method | |
| CN102286216A (en) | Orange nylon active dyestuff and preparation method thereof | |
| CN101481523A (en) | Red reactive dye for fur and preparation thereof | |
| CN102321387B (en) | A kind of nylon reactive yellow dye and preparation method thereof | |
| CN103044957A (en) | Yellow nylon reactive dye and preparation method thereof | |
| CN102040860B (en) | Dye suitable for nylon dyeing | |
| CN102391684B (en) | A kind of Yellow active dye contaminating nylon and preparation method thereof | |
| CN102391671A (en) | Nylon orange reactive dye and preparation method thereof | |
| CN103031001A (en) | Yellow nylon reactive dye and its preparation method | |
| CN101481522B (en) | Preparation of red reactive dye for fur | |
| CN103031000A (en) | Yellow nylon reactive dye and its preparation method | |
| CN101760041B (en) | Active navy blue dye | |
| CN101481527A (en) | Red reactive dye for fur and preparation thereof | |
| CN101481525B (en) | Preparation of reactive red GN dye for fur | |
| CN102321388B (en) | A kind of yellow reactive dye for nylon | |
| CN102311661A (en) | Yellow reactive dye and preparation method thereof | |
| CN102391672A (en) | Yellow active dye | |
| CN101817997B (en) | Dye | |
| CN101812245B (en) | Dark blue dye for dyeing nylon | |
| CN101709158B (en) | Reactive dye and preparation method thereof | |
| CN102311662A (en) | Yellow reactive dye for nylon and preparation method thereof | |
| CN103030999A (en) | Nylon reactive red dye and its preparation method | |
| CN102391673A (en) | Yellow reactive dye for nylon dyeing and preparation method thereof | |
| CN103030996B (en) | Reactive red dye and its preparation method | |
| CN102311663A (en) | Nylon yellow reactive dye and preparation method thereof |
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 |
Application publication date: 20130410 |