CN104452368A - Formaldehyde-free fixing agent for reactive dye and preparation method thereof - Google Patents
Formaldehyde-free fixing agent for reactive dye and preparation method thereof Download PDFInfo
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- CN104452368A CN104452368A CN201410844536.1A CN201410844536A CN104452368A CN 104452368 A CN104452368 A CN 104452368A CN 201410844536 A CN201410844536 A CN 201410844536A CN 104452368 A CN104452368 A CN 104452368A
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- formaldehyde
- fixing agent
- reactive dyes
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Abstract
The invention discloses a formaldehyde-free fixing agent for a reactive dye and a preparation method thereof. The formaldehyde-free fixing agent mainly adopts organic amine CH2=CHCH2(R1R2)N+CH2CH=CH2X as the main material, reactive groups such as hydroxyl groups and aliphatic groups are introduced into the structure of the fixing agent by cane sugar and unsaturated carboxylic acid to be crosslinked with active groups (such as hydroxyl, amino and the like) of the dye and fiber molecules, so that the hydrophily of the dye is reduced, the wet color fastness such as soaping and staining and the like of dyed fabric is improved. The formaldehyde-free fixing agent for the reactive dye is mainly used for fixing color of the fabric dyed with the active dye; as the formaldehyde-free fixing agent is formaldehyde-free, so that the formaldehyde content of the fabric is effectively reduced, quality of the fabric is promoted, and requirements on environment protection and health of people are met.
Description
Technical field
The invention belongs to dyeing and finishing auxiliaries for textile field, particularly relate to a kind of formaldehyde-free color fixing agent for reactive dyes and preparation method thereof.
Background technology
REACTIVE DYES is the most important dyestuff of cellulose dyeing and stamp, is also to replace prohibitive dye most important dye, its not only can contaminate in light colour, can also dark color be contaminated, particularly black.Meanwhile, the requirement of people to the COLOR FASTNESS of REACTIVE DYES also improves constantly.REACTIVE DYES dye and cellulose fibre form chemical bond with the form of covalent bond, and therefore, theoretically, the covalent bonds between dyestuff and fiber, can give the colorfastness that product dyed thereby is excellent.But in fact, its product dyed thereby in test, use, washing, even often to fade in storage, the phenomenon such as variable color or staining.Especially fastness to wet rubbing when dye is dark and soaping fastness, sunlight fastness during dye light color and fastness to chlorine-bleaching etc. are all unsatisfactory.The active dye fixing agent of general use substantially all contains formaldehyde, and if the resin of dicyandiamide and formaldehyde condensation is as color-fixing agent, the performance of this kind of color-fixing agent is comparatively outstanding, and economical and practical, the dark welcome by using producer.But the eighties in 20th century, the countries such as European Union have formulated relevant laws and regulations all in succession, except considering except Environmental Factors, contemplating and having the shortcomings such as easily cause the look of product dyed thereby to become and feel is coarse containing aldehyde color-fixing agent, the free formaldehyde content in strict control textiles.Tradition color-fixing agent easily causes that the look of product dyed thereby becomes, feel is coarse, and particularly content of formaldehyde is higher, affects the health that human body is worn, has not met International Textile requirement.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, provide a kind of formaldehyde-free color fixing agent for reactive dyes and preparation method, this color-fixing agent can better improve fabric fastness to wet rubbing and color fastness to washing.
For achieving the above object, the present invention is achieved by the following technical solutions:
A kind of formaldehyde-free color fixing agent for reactive dyes, comprises the component of following proportioning:
Further, preferably, described R
1and R
2can be the one in C1-C3 alkyl respectively, X be halogen.
Further, R
1and R
2be methyl, X is Cl, CH
2=CHCH
2(R
1r
2) N
+cH
2cH=CH
2x
-for dimethyl diallyl ammonium chloride.
Preferably, described dimethyl diallyl ammonium chloride to be mass percent concentration be 65% the aqueous solution.
Preferably, described unsaturated carboxylic acid is the mixture of one or more in acrylic acid, methacrylic acid, 3,3-dimethacrylates.
Preferably, described catalyst is the mixture of one or more in sulfamic acid, phosphoric acid, p-methyl benzenesulfonic acid.
Preferably, described polymerization inhibitor is the mixture of one or more in hydroquinones, benzoquinone and p methoxy phenol.
Preferably, described chelating agent is the mixture of one or more in ATMP four sodium, ATMP five sodium, ATMP potassium and ethylene diamine tetra methylene phosphonic acid five sodium.
Preferably, described initator is the mixture of one or more in ammonium persulfate, sodium peroxydisulfate and potassium peroxydisulfate.
Preferably, described alkaline conditioner is the mixture of one or more in NaOH, potassium hydroxide, sodium carbonate and potash.
A kind of preparation method of formaldehyde-free color fixing agent for reactive dyes comprises the following steps:
(1) add sucrose, unsaturated carboxylic acid, catalyst, polymerization inhibitor in a kettle., reflux condensation mode, stir, heat temperature raising, when temperature rises to 85-100 DEG C, carries out esterification 1-8 hour;
(2) CH is added again
2=CHCH
2(R
1r
2) N
+cH
2cH=CH
2x
-, chelating agent, temperature is adjusted to 75-95 DEG C, adds initator, reaction 1-5 hour, then adds alkaline conditioner and carry out neutralization reaction, reacts and obtains inventing described formaldehyde-free color fixing agent for reactive dyes after 0.1-2 hour.
Introduce hydroxyl, fat base isoreactivity group and dyestuff by giving in color-fixing agent structure, the active group (as hydroxyl, amino etc.) of fiber molecule occurs to be cross-linked and combine, thus reduce dyestuff to the compatibility of water, improve the wet colour fastnesses such as the soaping of DYED FABRICS, staining.In addition, there is in molecule quaternary ammonium salt cationic group, by anion such as the sulfonic groups of cation radical and REACTIVE DYES (comprising its hydrolised dye), there is Coulomb attraction effect, neutralize its electric charge, reduce the water-soluble of dyestuff, and be combined with dye anion, increase the active force between dye molecule and fiber molecule, to improve wet fastness.And prepare formaldehyde-free color fixing agent for reactive dyes of the present invention main raw material organic amine used be easy to buying, production cost is low, the prepared formaldehydeless pollution of color-fixing agent, effectively reduce fabric formaldehyde content, promote the quality of fabric, meet the health demand of environmental requirement and the people, there are wide market prospects.
Detailed description of the invention
Be described below in detail embodiments of the invention, the example of described embodiment is intended to for explaining the present invention, and can not be interpreted as limitation of the present invention.Unreceipted concrete technology or condition person in embodiment, according to the technology described by the document in this area or condition or carry out according to product description.Agents useful for same or the unreceipted production firm person of instrument, being can by the conventional products of commercial acquisition.
Each constituent content in table 1 embodiment 1-6
Embodiment 1
The required each constituent content of reaction is according to shown in table 1, and wherein said unsaturated carboxylic acid is acrylic acid, and catalyst is sulfamic acid, and polymerization inhibitor is hydroquinones, and chelating agent is ATMP four sodium, and initator is ammonium sulfate, and alkaline conditioner is NaOH; And wherein dimethyl diallyl ammonium chloride is the aqueous solution that mass percent concentration is about 65%.
The preparation method of formaldehyde-free color fixing agent for reactive dyes of the present invention, realizes as follows:
(1) reflux condensation mode is opened after adding sucrose, acrylic acid, sulfamic acid, hydroquinones successively in the reactor that thermometer, agitator, reflux condenser are housed, stir, and start heat temperature raising, when temperature rises to 96 DEG C, carry out esterification 3.5 hours;
(2) add dimethyl diallyl ammonium chloride, ATMP four sodium in reactor after, temperature is adjusted to 75 DEG C, add ammonium sulfate, polymerisation is carried out 4 hours after adding, and then add NaOH and carry out acid-base neutralization reaction, react after 0.5 hour, cooling discharge, obtains described color-fixing agent.
Embodiment 2
The required each constituent content of reaction is according to shown in table 1, and wherein said unsaturated carboxylic acid is methacrylic acid, and catalyst is phosphoric acid, and polymerization inhibitor is benzoquinone, and chelating agent is ATMP five sodium, and initator is potassium peroxydisulfate, and alkaline conditioner is potassium hydroxide; And wherein dimethyl diallyl ammonium chloride is the aqueous solution that mass percent concentration is about 65%.
The preparation method of formaldehyde-free color fixing agent for reactive dyes of the present invention, realizes as follows:
(1) reflux condensation mode is opened after adding sucrose, methacrylic acid, phosphoric acid, benzoquinone's phenol successively in the reactor that thermometer, agitator, reflux condenser are housed, stir, and start heat temperature raising, when temperature rises to 85 DEG C, carry out esterification 8 hours;
(2) add dimethyl diallyl ammonium chloride, ATMP five sodium in reactor after, temperature is adjusted to 90 DEG C, add potassium peroxydisulfate, polymerisation is carried out 2 hours after adding, and then add potassium hydroxide and carry out acid-base neutralization reaction, react after 0.1 hour, cooling discharge, obtains described color-fixing agent.
Embodiment 3
The required each constituent content of reaction is according to shown in table 1, and wherein said unsaturated carboxylic acid is 3,3-dimethacrylate, catalyst is p-methyl benzenesulfonic acid, and polymerization inhibitor is p methoxy phenol, and chelating agent is ATMP potassium, initator is sodium peroxydisulfate, and alkaline conditioner is sodium carbonate; And wherein dimethyl diallyl ammonium chloride is the aqueous solution that mass percent concentration is about 65%.
The preparation method of a kind of formaldehyde-free color fixing agent for reactive dyes of the present invention, realizes as follows:
(1) in the reactor that thermometer, agitator, reflux condenser are housed, described sucrose, 3 is added successively, reflux condensation mode is opened after 3-dimethacrylate, p-methyl benzenesulfonic acid, p methoxy phenol, water, stir, and start heat temperature raising, when temperature rises to 98 DEG C, carry out esterification 6 hours;
(2) after adding dimethyl diallyl ammonium chloride, ATMP potassium in reactor, temperature is adjusted to 95 DEG C, add sodium peroxydisulfate, polymerisation is carried out 1 hour after adding, and then add sodium carbonate and carry out acid-base neutralization reaction, react after 0.3 hour, cooling discharge, obtains described color-fixing agent.
Embodiment 4
The required each constituent content of reaction is according to shown in table 1, wherein said organic amine is diethyl diallyl ammonium chloride, unsaturated carboxylic acid is the mixture of acrylic acid and methacrylic acid, and the mass ratio of acrylic acid and methacrylic acid is 1:2, catalyst is sulfamic acid, and polymerization inhibitor is to hydroquinones, and chelating agent is ATMP four sodium, initator is ammonium persulfate, and alkaline conditioner is NaOH; And wherein diethyl diallyl ammonium chloride is the aqueous solution that mass percent concentration is about 65%.
The preparation method of a kind of formaldehyde-free color fixing agent for reactive dyes of the present invention, realizes as follows:
(1) reflux condensation mode is opened after adding described sucrose, acrylic acid, methacrylic acid, sulfamic acid, hydroquinones, water successively in the reactor that thermometer, agitator, reflux condenser are housed, stir, and start heat temperature raising, when temperature rises to 93 DEG C, carry out esterification and react 5 hours;
(2) add diethyl diallyl ammonium chloride, ATMP four sodium in reactor after, temperature is adjusted to 80 DEG C, then ammonium sulfate is added, polymerisation is carried out 5 hours after adding, and then add NaOH and carry out acid-base neutralization reaction, react after 1 hour, cooling discharge, obtains described color-fixing agent.
Embodiment 5
The required each constituent content of reaction is according to shown in table 1, wherein said organic amine is dipropyl diallyl ammonium bromide, unsaturated carboxylic acid is acrylic acid, catalyst is the mixture of sulfamic acid and phosphoric acid, and the mass ratio of sulfamic acid and phosphoric acid is 1:2, polymerization inhibitor is benzoquinone, chelating agent is the mixture of ATMP four sodium and ATMP five sodium, and the mass ratio of ATMP four sodium and ATMP five sodium is 1:1, initator is sodium peroxydisulfate, and alkaline conditioner is potassium hydroxide; And wherein dipropyl diallyl ammonium bromide is the aqueous solution that mass percent concentration is about 65%.
The preparation method of a kind of formaldehyde-free color fixing agent for reactive dyes of the present invention, realizes as follows:
(1) reflux condensation mode is opened after adding described sucrose, acrylic acid, sulfamic acid and phosphoric acid, benzoquinone, water successively in the reactor that thermometer, agitator, reflux condenser are housed, stir, and start heat temperature raising, when temperature rises to 90 DEG C, carry out esterification 7.5 hours;
(2) add dipropyl diallyl ammonium bromide, ATMP four sodium and ATMP five sodium in reactor after, temperature is adjusted to 92 DEG C, then sodium peroxydisulfate is added, polymerisation is carried out 4 hours after adding, and then add potassium hydroxide and carry out acid-base neutralization reaction, react after 1.5 hours, cooling discharge, obtains described color-fixing agent.
Embodiment 6
The required each constituent content of reaction is according to shown in table 1, wherein said organic amine is dimethyl diallyl ammonium chloride, unsaturated carboxylic acid is acrylic acid, catalyst is p-methyl benzenesulfonic acid, and polymerization inhibitor is metoxyphenol, and chelating agent is ethylene diamine tetra methylene phosphonic acid five sodium, initator is the mixture of sodium peroxydisulfate and potassium peroxydisulfate, and the mass ratio of sodium peroxydisulfate and potassium peroxydisulfate is 1:4, alkaline conditioner is the mixture of NaOH and potassium hydroxide, and the mass ratio of NaOH and potassium hydroxide is 2:3 potassium; And wherein dimethyl diallyl ammonium chloride is the aqueous solution that mass percent concentration is about 65%.
The preparation method of a kind of formaldehyde-free color fixing agent for reactive dyes of the present invention, realizes as follows:
(1) reflux condensation mode is opened after adding described sucrose, acrylic acid, p-methyl benzenesulfonic acid, metoxyphenol, water successively in the reactor that thermometer, agitator, reflux condenser are housed, stir, and start heat temperature raising, when temperature rises to 100 DEG C, carry out esterification 1 hour;
(2) add dimethyl diallyl ammonium chloride, ethylene diamine tetra methylene phosphonic acid five sodium in reactor after, temperature is adjusted to 90 DEG C, then sodium peroxydisulfate and potassium peroxydisulfate is added, polymerisation is carried out 3 hours after adding, and then add NaOH and potassium hydroxide carries out acid-base neutralization reaction, react after 2 hours, cooling discharge, obtains described color-fixing agent.
The color-fixing agent that above-described embodiment 1-6 synthesizes is processed respectively the COTTON FABRIC after reactive scarlet 3 grams dyeing, adopt the solid technique of leaching, color-fixing agent consumption is 2% (o.w.f), pH is 6-7, and temperature is 60 DEG C, and the time is 30min, bath raio 1:12.Wherein crock fastness, soaping fastness and perspiration fastness are carried out according to GB GB/T3920-2008, GB/T3921-2008, GB/T5713-1997 respectively.Main performance index after COTTON FABRIC fixation is as shown in table 2, all can reach the safety standard in GB18401-2003 " national general safety technical code for textile products " as seen through the cotton fabrics dyed with reactive dyes of formaldehyde-free color fixing agent for reactive dyes process of the present invention in COLOR FASTNESS.
The main performance index of table 2 COTTON FABRIC after above-described embodiment 1-6 fixation treatment
Claims (10)
1. a formaldehyde-free color fixing agent for reactive dyes, comprises the component of following proportioning:
。
2. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described CH
2=CHCH
2(R
1r
2) N
+cH
2cH=CH
2x
-middle R
1and R
2can be the one in C1-C3 alkyl respectively, X be halogen.
3. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described CH
2=CHCH
2(R
1r
2) N
+cH
2cH=CH
2x
-for dimethyl diallyl ammonium chloride.
4. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described unsaturated carboxylic acid is the mixture of one or more in acrylic acid, methacrylic acid, 3,3-dimethacrylates.
5. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described catalyst is the mixture of one or more in sulfamic acid, phosphoric acid, p-methyl benzenesulfonic acid.
6. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described polymerization inhibitor is the mixture of one or more in hydroquinones, benzoquinone, p methoxy phenol.
7. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described chelating agent is the mixture of one or more in ATMP four sodium, ATMP five sodium, ATMP potassium and ethylene diamine tetra methylene phosphonic acid five sodium.
8. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described initator is the mixture of one or more in ammonium persulfate, sodium peroxydisulfate and potassium peroxydisulfate.
9. want the formaldehyde-free color fixing agent for reactive dyes described in 1 according to right, it is characterized in that: described alkaline conditioner is the mixture of one or more in NaOH, potassium hydroxide, sodium carbonate and potash.
10. the preparation method of the formaldehyde-free color fixing agent for reactive dyes described in a claim 1-9 comprises the following steps:
(1) add sucrose, unsaturated carboxylic acid, catalyst, polymerization inhibitor in a kettle., reflux condensation mode, stir, heat temperature raising, when temperature rises to 85-100 DEG C, carries out esterification 1-8 hour;
(2) add CH2=CHCH2 (R1R2) N+CH2CH=CH2X-again, chelating agent, temperature is adjusted to 75-95 DEG C, add initator, reaction 1-5 hour, then add alkaline conditioner and carry out neutralization reaction, react and obtain inventing described formaldehyde-free color fixing agent for reactive dyes after 0.1-2 hour.
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| CN104846675A (en) * | 2015-05-08 | 2015-08-19 | 龚䶮 | Dye-fixing agent for bright cloth, a preparation method of dye-fixing agent and method for preparing bright cloth |
| CN106592285A (en) * | 2016-12-27 | 2017-04-26 | 郑州源冉生物技术有限公司 | Formaldehyde-free color fixing agent |
| CN108179642A (en) * | 2016-05-20 | 2018-06-19 | 刘剑锋 | A kind of preparation method of color fixing agent for reactive dyeing |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104846675A (en) * | 2015-05-08 | 2015-08-19 | 龚䶮 | Dye-fixing agent for bright cloth, a preparation method of dye-fixing agent and method for preparing bright cloth |
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| CN104452368B (en) | 2016-08-17 |
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