CN101747285A - Method for preparing cationic grafting agent with multi-reactive groups - Google Patents
Method for preparing cationic grafting agent with multi-reactive groups Download PDFInfo
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- CN101747285A CN101747285A CN200810163864A CN200810163864A CN101747285A CN 101747285 A CN101747285 A CN 101747285A CN 200810163864 A CN200810163864 A CN 200810163864A CN 200810163864 A CN200810163864 A CN 200810163864A CN 101747285 A CN101747285 A CN 101747285A
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- dimethylaminoethanol
- cyanuric chloride
- dimethylamino
- grafting agent
- ammonium chloride
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Abstract
The invention relates to a method for preparing a cationic grafting agent with multi-reactive groups, which comprises the following steps: adding N,N-dimethyl diaminopropane or N,N-dimethylaminoethanol and hydrochloride solution of N,N-dimethylamino propanol into cyanuric chloride water suspension at the temperature of 0-10 DEG C, leading the molar ratio of cyanuric chloride to the N,N-dimethyl diaminopropane or the N,N-dimethylaminoethanol and the N,N-dimethylamino propanol to be 1: 0.34, using base for adjusting and controlling the pH to be 3-4, increasing the temperature to 35-45 DEG C after full reaction, and further adding the N,N-dimethyl diaminopropane or the N,N-dimethylaminoethanol, leading the molar ratio of the N,N-dimethyl diaminopropane or the N,N-dimethylaminoethanol to the cyanuric chloride to be 0.4:1, using hydrochloric acid for adjusting the pH to be 1-2 after full reaction, increasing the temperature to 70-85 DEG C, adding epichlorohydrin, leading the molar ratio of the epichlorohydrin to the cyanuric chloride to be 0.7:1, and obtaining a monochlorotriazine ammonium chloride derivative. The grafting agent is used for graft modification of fabric, thereby improving the dyeing effect.
Description
Technical field
The present invention relates to the preparation method of yarn fabric modification, especially the preceding modification of the natural fabric dyeing preparation method of chemical with chemical.
Background technology
Natural fiber and BLENDED FABRIC thereof are generally used activity and direct dyeing.But this dyestuff dye uptake and degree of fixation have only about 60-80%, and all the other dyestuffs of about 20% are discharged with dye liquor waste water, cause dye dosage to increase, and cost improves.And washing also needs a large amount of water, increase sewage discharge again and handled burden, must add a large amount of inorganic salt (sodium-chlor and sodium sulfate, every liter of dye liquor needs to restrain with 30-100) when especially dyeing, the discharging of supersalinity dyeing waste water has destroyed the ecotope of water.The high deep and thorough property of salt causes the soil property salinization around the rivers and lakes, reduce the output of farm crop, can't be handled by simple physics chemistry or biochemical method the environment that pollutes owing to inorganic salt, therefore how to improve the utilization ratio of reactive dyestuffs, the consumption of inorganic salt is important contents that improve the rivers and lakes ecotope when reducing dyeing.
The salt-free dyeing technology is one of important research direction of dyeing and finishing field cleaner production in recent years, and its key problem in technology is with feasible chemical cellulosic fibre to be done modification, to realize doing without salt the staining technique of medium.But the modified chemical product of current research are single-activity base grafting agent mostly, and are direct poor because its molecular weight is little, thereby cause the long processing period to natural fabric, and the properties-correcting agent consumption is big, the production cost height, and batch process is difficult to promote.
Summary of the invention
The present invention to solve natural fiber and including natural fibers the blended fabric dyeing weak effect, dyeing seriously polluted, and present problem for improving modifier modification weak effect that described textile dyeing effect adopts, cost height, being difficult to promote, the preparation method of cationic grafting agent with multi-reactive groups of the present invention is provided for this reason, grafting agent of the present invention has multi-active base group, can react with the cellulose graft of fabric, improve the textile dyeing performance.
For addressing the above problem, the cationic grafting agent with multi-reactive groups of the present invention's preparation is a chloro-s-triazine ammonium chloride derivative.
The preparation method of cationic grafting agent with multi-reactive groups of the present invention, its special character is to add N in the cyanuric chloride aqeous suspension at 0-10 ℃, N-dimethylated propyl diethylenetriamine or N, the N-dimethylaminoethanol, N, the hydrochloride solution of N-dimethylamino propyl alcohol, cyanuric chloride and N, N-dimethylated propyl diethylenetriamine or N, N-dimethylaminoethanol or N, the mol ratio of N-dimethylamino propyl alcohol is 1: 0.34, regulating control pH with alkali is 3-4, be warming up to 35-45 ℃ after reacting completely, add N, N-dimethylated propyl diethylenetriamine or N, N-dimethylaminoethanol, N, N-dimethylated propyl diethylenetriamine or N, the mol ratio of N-dimethylaminoethanol and cyanuric chloride is 0.4: 1, it is 1-2 that pH is adjusted with hydrochloric acid in the back that reacts completely, be warming up to 70-85 ℃, add epoxy chloropropane, the mol ratio of epoxy chloropropane and cyanuric chloride is 0.7: 1, obtains a chloro-s-triazine ammonium chloride derivative of following general formula (I) after the reaction:
Y：O，NH
m：2-3
R：CH
3
General formula (I)
Alkali of the present invention can be yellow soda ash, sodium bicarbonate or sodium phosphate.
It is colourless transparent solution that the present invention reacts the back gained liquid of ending, and this solution is through evaporation, the DMF recrystallization, and IR, HNMR analytical proof are described product.
The present invention reacts end of a period gained solution not to be needed to separate, and purifies, and can directly apply to the cellulosic fibre modification.
The present invention reacts end of a period gained solution and is used for cellulose base fiber fabric, as the cotton fabric graft modification, fabric reactive dyestuffs after the modification, as the plain red BF-3B of refined lattice (100%) dyeing, dye dosage is 2% (o.w.f), and dye uptake can reach 97%, and need not with salt, tradition adds the salt dyeing dye uptake and has only 76%, and tradition does not add the salt dyeing dye uptake and has only 46%.Embodiment
Embodiment 1
One chloro-s-triazine ammonium chloride derivative---2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino third amino]-6-chloro-triazine ammonium chloride preparation:
At built-in 200g frozen water solution and be equipped with and add 1 mole of cyanuric chloride in the there-necked flask of agitator, thermometer, under 0-5 ℃ of agitation condition, slowly drip the N of 0.34mol, the hydrochloride of N-dimethylated propyl diethylenetriamine is used Na
2CO
3Regulating control pH value is 3-4, stirs, and till reaction soln pH remains unchanged, is warming up to 40-45 ℃, stirs the N that adds 0.34mol down again, and the hydrochloride of N-dimethylated propyl diethylenetriamine is used Na
2CO
3Regulating control pH value is 5-6, stirring reaction 1.5h, the hydrochloric acid soln 15ml of Dropwise 35 %, slowly drip the epoxy chloropropane of 0.7mol then, be warmed up to 85 ℃ after adding, insulation reaction 4h, obtain content and be 32% 2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino third amino]-6-chloro-triazine ammonium chloride solution.Solution is colourless transparent liquid.With solution evaporation, the DMF recrystallization, IR, HNMR proof product structure is as follows
Resultant does not need to separate, and purifies, and can directly be applied in the cellulosic fibre modification.
Embodiment 2
One chloro-s-triazine ammonium chloride derivative---2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino propoxy-]-6-chloro-triazine ammonium chloride preparation:
At built-in 200g frozen water solution and be equipped with and add 1 mole of cyanuric chloride in the there-necked flask of agitator, thermometer, under 0-5 ℃ of agitation condition, slowly drip the 3-N of 0.34mol, the hydrochloride of N-dimethylamino propyl alcohol is used Na
2CO
3Regulating control pH value is 3-4, stirs, and till reaction soln pH remains unchanged, is warming up to 40-45 ℃, stirs the 3-N that adds 0.34mol down again, and the hydrochloride of N-dimethylamino propyl alcohol is used Na
2CO
3Regulating control pH value is 5-6, stirring reaction 1.5h, the hydrochloric acid soln 15ml of Dropwise 35 %, slowly drip the epoxy chloropropane of 0.7mol then, be warmed up to 85 ℃ after adding, insulation reaction 4h, obtain content and be 32% 2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino propoxy-]-6-chloro-triazine ammonium chloride solution.Solution is colourless transparent liquid.With solution evaporation, the DMF recrystallization, IR, HNMR proof product structure is as follows
Resultant does not need to separate, and purifies, and can directly be applied in the cellulosic fibre modification.
Embodiment 3
One chloro-s-triazine ammonium chloride derivative---2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino oxyethyl group]-6-chloro-triazine ammonium chloride preparation:
Embodiment 2 is added raw material 3-N for the first time and for the second time, N-dimethylamino propyl alcohol changes and is 3-N, the N-dimethylaminoethanol, and other condition is identical with example 8, prepare content and be 32% 2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino oxyethyl group]-6-chloro-triazine ammonium chloride solution.Solution is colourless transparent liquid.With solution evaporation, the DMF recrystallization, IR, HNMR proof product structure is as follows
Resultant does not need to separate, and purifies, and can directly be applied in the cellulosic fibre modification.
Embodiment 4
One chloro-s-triazine ammonium chloride derivative---2-[2-hydroxyl-3-chloropropyl-dimethylamino third amino]-4-[2-hydroxyl-3-chloropropyl-dimethylamino propoxy-]-preparation of 6-chlorotriazine ammonium chloride:
At built-in 200g frozen water solution and be equipped with and add 1 mole of cyanuric chloride in the there-necked flask of agitator, thermometer, under 0-5 ℃ of agitation condition, slowly drip the N of 0.34mol, the hydrochloride of N-dimethylated propyl diethylenetriamine is used Na
2CO
3Regulate control pH value 3-4, stir, till reaction soln pH remains unchanged, be warming up to 40-45 ℃, stir the 3-N that adds 0.34mol down, the hydrochloride of N-dimethylamino propyl alcohol is used Na
2CO
3Regulate control pH value 5, stirring reaction 1.5h, the hydrochloric acid soln 15ml of Dropwise 35 %, slowly drip the epoxy chloropropane of 0.7mol then, be warmed up to 85 ℃ after adding, insulation reaction 4h obtains content and is 2-[2-hydroxyl-3-chloropropyl-dimethylamino third amino of 32%]-4-[2-hydroxyl-3-chloropropyl-dimethylamino propoxy-]-6-chlorotriazine ammonium chloride solution.Solution is colourless transparent liquid.With solution evaporation, the DMF recrystallization, IR, HNMR proof product structure is as follows
Resultant does not need to separate, and purifies, and can directly be applied in the cellulosic fibre modification.
Embodiment 5
One chloro-s-triazine ammonium chloride derivative---2-[2-hydroxyl-3-chloropropyl-dimethylamino third amino]-4-[2-hydroxyl-3-chloropropyl-dimethylamino oxyethyl group]-preparation of 6-chlorotriazine ammonium chloride:
With raw material 3-N among the embodiment 10, N-dimethylamino propyl alcohol changes into 3-N, the N-dimethylaminoethanol, same reaction conditions can prepare 2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino oxyethyl group]-6-chloro-triazine ammonium chloride, obtain content and be 32% 2,4-two-[2-hydroxyl-3-chloropropyl-dimethylamino oxyethyl group]-6-chloro-triazine ammonium chloride solution.Solution is colourless transparent liquid.
With solution evaporation, the DMF recrystallization, IR, HNMR proof product structure is as follows
Resultant does not need to separate, and purifies, and can directly be applied in the cellulosic fibre modification.
Embodiment 6
One chloro-s-triazine ammonium chloride derivative---2-[2-hydroxyl-3-chloropropyl-dimethylamino propoxy-]-4-[2-hydroxyl-3-chloropropyl-dimethylamino oxyethyl group]-preparation of 6-chlorotriazine ammonium chloride:
With raw material N among the embodiment 5, the N-dimethylated propyl diethylenetriamine changes into 3-N, N-dimethylamino propyl alcohol, same reaction conditions can prepare 2-[2-hydroxyl-3-chloropropyl-dimethylamino propoxy-]-4-[2-hydroxyl-3-chloropropyl-dimethylamino oxyethyl group]-6-chlorotriazine ammonium chloride.Solution is colourless transparent liquid.
With solution evaporation, the DMF recrystallization, IR, HNMR proof product structure is as follows
Resultant does not need to separate, and purifies, and can directly be applied in the cellulosic fibre modification.
Embodiment 7
Application example
With 2,4,6-three-[2-hydroxyl-3-chloropropyl-dimethylamino third amino]-triazine ammonium chloride solution is made into the solution of 5% (mass percent, together following), adds 1% sodium hydroxide; 0.1% penetrating agent JFC immerses cotton fabric, places 10 minutes, pads, and pick-up 100% is handled 2 hours time down for 40 ℃ in temperature.Processing finishes the back clear water and washs to cloth cover pH value 7.Adopt the reactive dyestuffs plain red BF-3B of refined lattice (100%) dyeing, dye dosage is 2% (o.w.f), and dye uptake can reach 98%, and tradition adds the salt dyeing dye uptake and has only 76%, and tradition does not add the salt dyeing dye uptake and has only 46%.
Claims (2)
1. the preparation method of cationic grafting agent with multi-reactive groups, it is characterized in that in 0-10 ℃ cyanuric chloride aqeous suspension, adding N, N-dimethylated propyl diethylenetriamine or N, the N-dimethylaminoethanol, N, the hydrochloride solution of N-dimethylamino propyl alcohol, cyanuric chloride and N, N-dimethylated propyl diethylenetriamine or N, the N-dimethylaminoethanol, N, the mol ratio of N-dimethylamino propyl alcohol is 1: 0.34, and regulating control pH with alkali is 3-4, is warming up to 35-45 ℃ after reacting completely, add N again, N-dimethylated propyl diethylenetriamine or N, N-dimethylaminoethanol, N, N-dimethylated propyl diethylenetriamine or N, the mol ratio of N-dimethylaminoethanol and cyanuric chloride is 0.4: 1, adjusting pH with hydrochloric acid after reacting completely is 1-2, is warming up to 70-85 ℃, adds epoxy chloropropane, the mol ratio of epoxy chloropropane and cyanuric chloride is 0.7: 1, obtains a chloro-s-triazine ammonium chloride derivative of following general formula (I) after the reaction:
Y：O，NH
m：2-3
R：CH
3
General formula (I)
2. the method for claim 1 is characterized in that described alkali is yellow soda ash, sodium bicarbonate or sodium phosphate.
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| CN200810163864A CN101747285A (en) | 2008-12-19 | 2008-12-19 | Method for preparing cationic grafting agent with multi-reactive groups |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102715170A (en) * | 2012-06-12 | 2012-10-10 | 陕西科技大学 | Cationic antimicrobial and preparation method and application thereof |
| CN111074657A (en) * | 2019-12-30 | 2020-04-28 | 张家港三得利染整科技有限公司 | Dyeing method of colored denim yarn |
-
2008
- 2008-12-19 CN CN200810163864A patent/CN101747285A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102715170A (en) * | 2012-06-12 | 2012-10-10 | 陕西科技大学 | Cationic antimicrobial and preparation method and application thereof |
| CN111074657A (en) * | 2019-12-30 | 2020-04-28 | 张家港三得利染整科技有限公司 | Dyeing method of colored denim yarn |
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Open date: 20100623 |