CN104452368B - A kind of formaldehyde-free color fixing agent for reactive dyes and preparation method thereof - Google Patents
A kind of formaldehyde-free color fixing agent for reactive dyes and preparation method thereof Download PDFInfo
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- CN104452368B CN104452368B CN201410844536.1A CN201410844536A CN104452368B CN 104452368 B CN104452368 B CN 104452368B CN 201410844536 A CN201410844536 A CN 201410844536A CN 104452368 B CN104452368 B CN 104452368B
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Abstract
The invention discloses a kind of formaldehyde-free color fixing agent for reactive dyes and preparation method thereof, it mainly uses organic amine CH2=CHCH2(R1R2)N+CH2CH=CH2X‑For primary raw material, combination is crosslinked to introducing hydroxyl, aliphatic radical isoreactivity group in color fixing agent structure with dyestuff, the active group (such as hydroxyl, amino etc.) of fiber molecule by sucrose and unsaturated carboxylic acid, thus reduce the dyestuff affinity to water, improve the wet colour fastnesses such as the soaping of dyed fabric, staining.The formaldehyde-free color fixing agent for reactive dyes of the present invention is mainly used in the fixation of Dyeing of Cotton Fabric with Reactive Dyes fabric, and it is because of formaldehydeless, effectively reduces fabric formaldehyde content, promotes the quality of fabric, meets the health demand of environmental requirement and the people.
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.
Background technology
Reactive dye are cellulose dyeing and the most important dyestuff of stamp, are also that replacement prohibitive dye is the heaviest
The dye wanted, it is possible not only to light colour in dye, it is also possible to dye dark color, particularly black.Same with this
Time, the requirement of the color fastness of reactive dye is also improved constantly by people.Reactive dye dye and cellulose fibre are
Chemical bond, therefore, theoretically, the covalent bond between dyestuff and fiber is formed with the form of covalent bond
In conjunction with, the colorfastness that product dyed thereby is excellent can be given.But it is true that its product dyed thereby test, use,
Washing, even often can fade in storage, the phenomenon such as variable color or staining.When especially dye is dark
Fastness to wet rubbing and soaping fastness, the people the most not to the utmost such as sunlight fastness and fastness to chlorine-bleaching during dye light color
Meaning.The active dye fixing agent generally used the most all contains formaldehyde, such as the resin of dicyandiamide Yu formaldehyde condensation
As color fixing agent, the performance of this kind of color fixing agent is the most outstanding, and economical and practical, deep by using the joyous of producer
Meet.But the eighties in 20th century, the country such as European Union has formulated relevant laws and regulations the most in succession, except considering
Beyond Environmental Factors, it is also considered that have to the color fixing agent containing aldehyde and easily cause the complexion changed of product dyed thereby and feel coarse etc.
Shortcoming, the strict free formaldehyde content controlled in textile.Tradition color fixing agent easily cause product dyed thereby complexion changed,
Feel is coarse, and particularly content of formaldehyde is higher, affects the health of human body dress, has not met World Textile
Product requirement.
Summary of the invention
It is an object of the invention to overcome the deficiencies in the prior art, it is provided that a kind of formaldehyde-free color fixing agent for reactive dyes
And preparation method, this color fixing agent can preferably improve fabric fastness to wet rubbing and color fastness to washing.
For reaching above-mentioned purpose, 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, it is preferred that described R1And R2Can be the one in C1-C3 alkyl respectively, X be
Halogen.
Further, R1And R2Being methyl, X is Cl, CH2=CHCH2(R1R2)N+CH2CH=CH2X-
For dimethyl diallyl ammonium chloride.
Preferably, described dimethyl diallyl ammonium chloride be mass percent concentration be the aqueous solution of 65%.
Preferably, described unsaturated carboxylic acid be acrylic acid, methacrylic acid, 3, in 3-dimethacrylate
Kind or several mixture.
Preferably, mixing of one or more during described catalyst is sulfamic acid, phosphoric acid, p-methyl benzenesulfonic acid
Compound.
Preferably, the one or several during described polymerization inhibitor is hydroquinone, benzoquinone and p methoxy phenol
The mixture planted.
Preferably, described chelating agen is ATMP four sodium, ATMP five sodium, amino
The mixture of one or more in three methylenephosphonic acid potassium and ethylene diamine tetra methylene phosphonic acid five sodium.
Preferably, one or more during described initiator is Ammonium persulfate., sodium peroxydisulfate and potassium peroxydisulfate
Mixture.
Preferably, during described alkaline conditioner is sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate
Kind or several mixture.
The preparation method of a kind of formaldehyde-free color fixing agent for reactive dyes comprises the following steps:
(1) add sucrose, unsaturated carboxylic acid, catalyst, polymerization inhibitor, reflux condensation mode in a kettle., stir
Mix, heat temperature raising, when temperature rises to 85-100 DEG C, carry out esterification 1-8 hour；
(2) CH is added2=CHCH2(R1R2)N+CH2CH=CH2X-, chelating agen, temperature is adjusted to 75-95 DEG C,
Add initiator, react 1-5 hour, add alkaline conditioner and be neutralized reaction, react 0.1-2 hour
After obtain inventing described formaldehyde-free color fixing agent for reactive dyes.
By to color fixing agent structure introduces hydroxyl, aliphatic radical isoreactivity group and dyestuff, the work of fiber molecule
Property group (such as hydroxyl, amino etc.) crosslink combination, thus reduce the dyestuff affinity to water, improve
The wet colour fastnesses such as the soaping of dyed fabric, staining.Additionally, molecule has quaternary ammonium salt cationic group,
The aniones such as the sulfonic group by cation base and reactive dye (including its hydrolised dye), occur Coulomb attraction to make
With, neutralize its electric charge, reduce the water solublity of dyestuff, and is combined with dye anion, increase dye molecule and
Active force between fiber molecule, to improve wet fastness.And the formaldehyde-free color fixing agent for reactive dyes of the preparation present invention
Primary raw material organic amine used is prone to buying, and production cost is low, the formaldehydeless pollution of prepared color fixing agent,
Effectively reduce fabric formaldehyde content, promote the quality of fabric, meet the health demand of environmental requirement and the people,
There is wide market prospect.
Detailed description of the invention
Embodiments of the invention are described below in detail, and the example of described embodiment is intended to for explaining the present invention,
And be not considered as limiting the invention.Unreceipted concrete technology or condition person in embodiment, according to ability
The technology described by document or condition in territory or carry out according to product description.Agents useful for same or instrument are not
Indicate production firm person, be can by city available from conventional products.
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, catalysis
Agent is sulfamic acid, and polymerization inhibitor is hydroquinone, and chelating agen is ATMP four sodium, and initiator is
Ammonium sulfate, alkaline conditioner is sodium hydroxide；And wherein dimethyl diallyl ammonium chloride is mass percent
Concentration is about the aqueous solution of 65%.
The preparation method of the formaldehyde-free color fixing agent for reactive dyes of the present invention, is achieved by the steps of:
(1) equipped with thermometer, agitator, reflux condenser reactor in be sequentially added into sucrose, propylene
Opening reflux condensation mode, stirring after acid, sulfamic acid, hydroquinone, and begin to warm up intensification, temperature rises to
When 96 DEG C, carry out esterification 3.5 hours；
(2) toward after reactor adds dimethyl diallyl ammonium chloride, ATMP four sodium, temperature
Degree is adjusted to 75 DEG C, adds ammonium sulfate, carries out polyreaction 4 hours, then add sodium hydroxide after adding
Carry out acid-base neutralization reaction, after reacting 0.5 hour, cooling discharge, obtain 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,
Catalyst is phosphoric acid, and polymerization inhibitor is benzoquinone, and chelating agen is ATMP five sodium, and initiator is
Potassium peroxydisulfate, alkaline conditioner is potassium hydroxide；And wherein dimethyl diallyl ammonium chloride is percent mass
Specific concentration is about the aqueous solution of 65%.
The preparation method of the formaldehyde-free color fixing agent for reactive dyes of the present invention, is achieved by the steps of:
(1) equipped with thermometer, agitator, reflux condenser reactor in be sequentially added into sucrose, methyl
Open reflux condensation mode, stirring after acrylic acid, phosphoric acid, benzoquinone's phenol, and begin to warm up intensification, temperature liter
During to 85 DEG C, carry out esterification 8 hours；
(2) toward after reactor adds dimethyl diallyl ammonium chloride, ATMP five sodium, temperature
Degree is adjusted to 90 DEG C, adds potassium peroxydisulfate, carries out polyreaction 2 hours, then add hydroxide after adding
Potassium carries out acid-base neutralization reaction, after reacting 0.1 hour, and cooling discharge, obtain 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-dimethyl allene
Acid, catalyst is p-methyl benzenesulfonic acid, and polymerization inhibitor is p methoxy phenol, and chelating agen is ATMP
Potassium, initiator is sodium peroxydisulfate, and alkaline conditioner is sodium carbonate；And wherein dimethyl diallyl ammonium chloride
The aqueous solution of 65% it is about for mass percent concentration.
The preparation method of a kind of formaldehyde-free color fixing agent for reactive dyes of the present invention, is achieved by the steps of:
(1) equipped with thermometer, agitator, reflux condenser reactor in be sequentially added into described sucrose,
Open reflux condensation mode after 3,3-dimethacrylates, p-methyl benzenesulfonic acid, p methoxy phenol, water, stir, and
Begin to warm up intensification, when temperature rises to 98 DEG C, carry out esterification 6 hours；
(2) toward after reactor adds dimethyl diallyl ammonium chloride, ATMP potassium, temperature
It is adjusted to 95 DEG C, adds sodium peroxydisulfate, carry out polyreaction after adding 1 hour, then add sodium carbonate and enter
Row acid-base neutralization reacts, after reacting 0.3 hour, and cooling discharge, obtain described color fixing agent.
Embodiment 4
The required each constituent content of reaction is according to shown in table 1, and wherein said organic amine is diethyl diallyl chlorine
Changing ammonium, unsaturated carboxylic acid is the mixture of acrylic acid and methacrylic acid, and acrylic acid and methacrylic acid
Mass ratio is 1:2, and catalyst is sulfamic acid, and polymerization inhibitor is to hydroquinone, and chelating agen is amino three methene
Phosphonic acids four sodium, initiator is Ammonium persulfate., and alkaline conditioner is sodium hydroxide；And wherein diethyl two allyl
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, is achieved by the steps of:
(1) equipped with thermometer, agitator, reflux condenser reactor in be sequentially added into described sucrose,
Open reflux condensation mode, stirring after acrylic acid, methacrylic acid, sulfamic acid, hydroquinone, water, and open
Beginning heat temperature raising, when temperature rises to 93 DEG C, carries out esterification and reacts 5 hours；
(2) toward after reactor adds diethyl diallyl ammonium chloride, ATMP four sodium, temperature
Degree is adjusted to 80 DEG C, is subsequently adding ammonium sulfate, carries out polyreaction 5 hours, then add hydrogen-oxygen after adding
Change sodium and carry out acid-base neutralization reaction, after reacting 1 hour, cooling discharge, obtain described color fixing agent.
Embodiment 5
The required each constituent content of reaction is according to shown in table 1, and wherein said organic amine is dipropyl diallyl bromine
Changing ammonium, unsaturated carboxylic acid is acrylic acid, and catalyst is the mixture of sulfamic acid and phosphoric acid, and sulfamic acid
Being 1:2 with the mass ratio of phosphoric acid, polymerization inhibitor is benzoquinone, and chelating agen is ATMP four sodium and ammonia
The mixture of base three methylenephosphonic acid five sodium, and ATMP four sodium and ATMP five sodium
Mass ratio is 1:1, and initiator is sodium peroxydisulfate, and alkaline conditioner is potassium hydroxide；And wherein dipropyl diene
Propyl group 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, is achieved by the steps of:
(1) equipped with thermometer, agitator, reflux condenser reactor in be sequentially added into described sucrose,
Open reflux condensation mode, stirring after acrylic acid, sulfamic acid and phosphoric acid, benzoquinone, water, and begin to warm up
Heat up, when temperature rises to 90 DEG C, carry out esterification 7.5 hours；
(2) in reactor, dipropyl diallyl ammonium bromide, ATMP four sodium and amino are added
After three methylenephosphonic acid five sodium, temperature is adjusted to 92 DEG C, is subsequently adding sodium peroxydisulfate, carries out polyreaction after adding
4 hours, then add potassium hydroxide and carry out acid-base neutralization reaction, after reacting 1.5 hours, cooling discharge,
Obtain described color fixing agent.
Embodiment 6
The required each constituent content of reaction is according to shown in table 1, and wherein said organic amine is dimethyl diallyl chlorination
Ammonium, unsaturated carboxylic acid is acrylic acid, and catalyst is p-methyl benzenesulfonic acid, and polymerization inhibitor is methoxyphenol, chelating
Agent is ethylene diamine tetra methylene phosphonic acid five sodium, and initiator is the mixture of sodium peroxydisulfate and potassium peroxydisulfate, and over cure
The mass ratio of acid sodium and potassium peroxydisulfate is 1:4, and alkaline conditioner is the mixture of sodium hydroxide and potassium hydroxide,
And the mass ratio of sodium hydroxide and potassium hydroxide is 2:3 potassium；And wherein dimethyl diallyl ammonium chloride is quality
Percent concentration is about the aqueous solution of 65%.
The preparation method of a kind of formaldehyde-free color fixing agent for reactive dyes of the present invention, is achieved by the steps of:
(1) equipped with thermometer, agitator, reflux condenser reactor in be sequentially added into described sucrose,
Open reflux condensation mode, stirring after acrylic acid, p-methyl benzenesulfonic acid, methoxyphenol, water, and begin to warm up liter
Temperature, when temperature rises to 100 DEG C, carries out esterification 1 hour；
(2) toward after reactor adds dimethyl diallyl ammonium chloride, ethylene diamine tetra methylene phosphonic acid five sodium,
Temperature is adjusted to 90 DEG C, is subsequently adding sodium peroxydisulfate and potassium peroxydisulfate, carries out polyreaction 3 hours after adding,
Then add sodium hydroxide and potassium hydroxide carries out acid-base neutralization reaction, after reacting 2 hours, cooling discharge,
Obtain described color fixing agent.
The color fixing agent that above-described embodiment 1-6 synthesizes is processed respectively the bafta after reactive scarlet 3 grams dyeing, adopts
By the solid technique of leaching, color fixing agent consumption is 2% (o.w.f), and 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 respectively according to GB GB/T3920-2008,
GB/T3921-2008, GB/T5713-1997 are carried out.Main performance index after bafta fixation such as table 2
Shown in, it is seen that the cotton fabrics dyed with reactive dyes processed through formaldehyde-free color fixing agent for reactive dyes of the present invention exists
The peace in GB18401-2003 " national general safety technical code for textile products " all can be reached on color fastness
Full standard.
Table 2 bafta main performance index after above-described embodiment 1-6 fixation treatment
Claims (9)
1. a formaldehyde-free color fixing agent for reactive dyes, comprises the component of following proportioning:
CH2=CHCH2(R1R2)N+CH2CH=CH2X-Middle R1And R2It is respectively the one in C1-C3 alkyl,
X is halogen.
Formaldehyde-free color fixing agent for reactive dyes the most according to claim 1, it is characterised in that: described
CH2=CHCH2(R1R2)N+CH2CH=CH2X-For dimethyl diallyl ammonium chloride.
Formaldehyde-free color fixing agent for reactive dyes the most according to claim 1, it is characterised in that: described unsaturated carboxylic
Acid is the mixture of one or more in acrylic acid, methacrylic acid, 3,3-dimethacrylate.
Formaldehyde-free color fixing agent for reactive dyes the most according to claim 1, it is characterised in that: described catalyst is
The mixture of one or more in sulfamic acid, phosphoric acid, p-methyl benzenesulfonic acid.
Formaldehyde-free color fixing agent for reactive dyes the most according to claim 1, it is characterised in that: described polymerization inhibitor is
The mixture of one or more in hydroquinone, benzoquinone, p methoxy phenol.
Formaldehyde-free color fixing agent for reactive dyes the most according to claim 1, it is characterised in that: described chelating agen is
ATMP four sodium, ATMP five sodium, ATMP potassium and ethylenediamine tetramethyl
The mixture of one or more in fork phosphonic acids five sodium.
Formaldehyde-free color fixing agent for reactive dyes the most according to claim 1, it is characterised in that: described initiator is
The mixture of one or more in Ammonium persulfate., sodium peroxydisulfate and potassium peroxydisulfate.
Formaldehyde-free color fixing agent for reactive dyes the most according to claim 1, it is characterised in that: described alkalescence regulation
Agent is the mixture of one or more in sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate.
9. a preparation method for the formaldehyde-free color fixing agent for reactive dyes described in claim 1-8, comprises the following steps:
(1) sucrose, unsaturated carboxylic acid, catalyst, polymerization inhibitor, water are added in a kettle., reflux condensation mode,
Stirring, heat temperature raising, when temperature rises to 85-100 DEG C, carry out esterification 1-8 hour；
(2) CH is added2=CHCH2(R1R2)N+CH2CH=CH2X-, chelating agen, temperature is adjusted to 75-95 DEG C,
Add initiator, react 1-5 hour, add alkaline conditioner and be neutralized reaction, react 0.1-2 hour
After obtain described formaldehyde-free color fixing agent for reactive dyes.
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| CN104846675B (en) * | 2015-05-08 | 2017-03-01 | 龚䶮 | Bright cloth color fixing agent and preparation method thereof and a kind of method preparing bright cloth |
| CN105951483B (en) * | 2016-05-20 | 2018-01-12 | 刘剑锋 | A kind of color fixing agent for reactive dyeing and preparation method thereof |
| 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 |
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| CN101768883A (en) * | 2009-12-25 | 2010-07-07 | 青岛大学 | Preparation method of formaldehyde-free active dye fixing agent |
| CN101871173A (en) * | 2010-06-30 | 2010-10-27 | 苏州大学 | Formaldehyde-free color-fixing agent of active dye |
| CN102127193A (en) * | 2011-01-30 | 2011-07-20 | 安徽大学 | Method for preparing cationic poly(urethane-dimethyldiallylammonium chloride) color fixing agent |
| CN102797170A (en) * | 2012-09-06 | 2012-11-28 | 苏州联胜化学有限公司 | Formaldehyde-free fixing agent and preparation method thereof |
| CN103965400A (en) * | 2014-05-26 | 2014-08-06 | 深圳天鼎精细化工制造有限公司 | Formaldehyde-free color fixing agent and preparation method thereof |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101768883A (en) * | 2009-12-25 | 2010-07-07 | 青岛大学 | Preparation method of formaldehyde-free active dye fixing agent |
| CN101871173A (en) * | 2010-06-30 | 2010-10-27 | 苏州大学 | Formaldehyde-free color-fixing agent of active dye |
| CN102127193A (en) * | 2011-01-30 | 2011-07-20 | 安徽大学 | Method for preparing cationic poly(urethane-dimethyldiallylammonium chloride) color fixing agent |
| CN102797170A (en) * | 2012-09-06 | 2012-11-28 | 苏州联胜化学有限公司 | Formaldehyde-free fixing agent and preparation method thereof |
| CN103965400A (en) * | 2014-05-26 | 2014-08-06 | 深圳天鼎精细化工制造有限公司 | Formaldehyde-free color fixing agent and preparation method thereof |
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