CN104452366A - Formaldehyde-free color-fixing agent and preparation method of color-fixing agent - Google Patents
Formaldehyde-free color-fixing agent and preparation method of color-fixing agent Download PDFInfo
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- CN104452366A CN104452366A CN201410655364.3A CN201410655364A CN104452366A CN 104452366 A CN104452366 A CN 104452366A CN 201410655364 A CN201410655364 A CN 201410655364A CN 104452366 A CN104452366 A CN 104452366A
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Abstract
The invention discloses a formaldehyde-free color-fixing agent and a preparation method of the color-fixing agent. The formaldehyde-free color-fixing agent comprises the following raw materials in parts by weight: 90-110 parts of dimethyl diallyl ammonium chloride, 12-20 parts of acrylamide, 6-10 parts of 2-hydroxyethyl acrylate, 1.6-2.3 parts of peroxysulphate, 0.45-0.85 part of hydrosulphite, 0.10-0.18 parts of a heavy metal ion capture agent, 0.8-3 parts of nano silicon carbide, 0.2-1 part of a siloxane coupling agent and the balance of water. A siloxane coupling agent is used for carrying out surface modification on the nano silicon carbide to obtain the modified nano disilicon; the abrasion resistance and the mechanical property of the color-fixing agent can be remarkably improved; dimethyl diallyl ammonium chloride is used as a main monomer and is used for carrying out solution copolymerization together with water-soluble acrylamide and 2-hydroxyethyl acrylate to prepare a cationic quaternary ammonium salt polymer, so that the prepared color-fixing agent is environmentally friendly, safe and strong in color-fixing effect.
Description
Technical field
The present invention relates to the technical field of knitted fabric and textile, particularly relate to a kind of formaldehyde-free color fixing agent and preparation method thereof.
Background technology
Color-fixing agent a kind ofly improves the dyestuff auxiliary agent that color moisture resistant fastness is used on fabric, indispensable dyeing post-treatment agent when being direct dyes, REACTIVE DYES dye cellulose fibre.In recent years, along with the development of science and technology, dyeing and finishing technique have also been obtained significant raising, due to the raising of the expansion of World Textile trade and people's living standard, environmental consciousness, requires that textiles is comfortable, clean, safety.
From 20 century 70s, after Germany takes the lead in releasing blue angels plan, some developed countries states such as () such as Japan, the U.S. pass in succession through and implement about the various indexs of laws and regulations to textiles limit in the world.Green Textiles requires the dye material prohibitting the use carcinogenic, teratogenesis and biological degradability difference and some aromatic amine intermediate to produce in dyeing and printing process, also requires the auxiliary agent that uses containing heavy metal ion simultaneously and does not produce free formaldehyde.The Green Additives epoch that such as aldehyde-free colour stabilizer KS day by day strengthens in environmental consciousness are announced to the world splendidly.In prior art, the color-fixing agent of knitted fabric and textile adopts epoxychloropropane, dicyandiamide and diethylenetriamine to be raw material mostly, by the high polymer of condensation.And epoxychloropropane has severe toxicity, in preparation process, volatile gas is very large to harm, and it is very strict to production requirement in building-up process.In addition, the colour fixation of these color-fixing agent is undesirable, and these govern the process of industrialization of aldehyde-free colour stabilizer.
Summary of the invention
In view of this, one aspect of the present invention provides a kind of formaldehyde-free color fixing agent, and this color-fixing agent obtains by polymerisation in solution the color-fixing agent Environmental Safety that quaternary ammonium salt polymer makes to obtain with water-soluble monomer, and colour fixation is strong.
A color-fixing agent for knitted fabric and textile, its raw material comprises the water of 90 ~ 110 parts of dimethyl-dipropenyl ammonium chlorides, 12 ~ 20 parts of acrylamides, 6 ~ 10 parts of hydroxy-ethyl acrylates, 1.6 ~ 2.3 parts of persulfates, 0.45 ~ 0.85 part of bisulfites, 0.10 ~ 0.18 part of heavy metal ion agent for capturing, 0.8 ~ 3 part of nanometer silicon carbide, 0.2 ~ 1 part of silicone coupling agents and surplus according to parts by mass.Further, above-mentioned raw materials is preferably the water comprising 100 parts of dimethyl-dipropenyl ammonium chlorides, 16 parts of acrylamides, 8 parts of hydroxy-ethyl acrylates, 1.89 parts of persulfates, 0.63 part of bisulfites, 0.14 part of heavy metal ion agent for capturing, 2 parts of nanometer silicon carbides, 0.65 part of silicone coupling agents and surpluses according to parts by mass.
Wherein, the average grain diameter of described nanometer silicon carbide is preferably 30 ~ 80nm.Adding of nanometer silicon carbide, ABRASION RESISTANCE and the mechanics mechanical performance of color-fixing agent can be significantly improved, thus make up the deficiency of the mechanical property of organic polymer.Meanwhile, the resistance to elevated temperatures improving color-fixing agent is contributed to.
Wherein, described silicone coupling agents is 3-aminopropyl triethoxysilane, effect that is a kind of or at least two kinds of coupling agents in γ-glycidyl ether oxygen propyl trimethoxy silicane and γ-methacryloxypropyl trimethoxy silane is, coated to nanometer silicon carbide modifying surface, improve nanometer silicon carbide and organic monomer and by organic monomer through being polymerized the compatibility between the high polymer obtained.
In the technical scheme of above formaldehyde-free color fixing agent, compound selects dimethyl-dipropenyl ammonium chloride (DMDAAC), acrylamide (AM) and hydroxy-ethyl acrylate (HEA) to be monomer, three kinds of monomers are all containing unsaturated group propenyl, generable radical polymerization, can copolymer be obtained, can homopolymers be obtained again.The present invention passes through the proportioning of control three monomer based on the product of copolymer.Dimethyl-dipropenyl ammonium chloride, due to containing highdensity electric charge, can make during copolymerization introduce CATION in copolymer and produce tint retention.Dimethyl diallyl ammonium chloride is difficult to all be polymerized to the larger polymer of relative molecular mass, this may be containing more active allylic hydrogen in cationic monomer, make activated centre be easy to chain transfer reaction occurs, the allyl radical simultaneously produced has stronger from inhibition.But it but can the triallylamine high with reactivity and allyl alcohol copolymerization.The hydroxyl that hydroxy-ethyl acrylate contains can reduce the gel in polymeric solution thus improve the stability of polymeric solution.What deserves to be explained is, main based on block copolymer, random copolymer in the copolymer of three monomers, the product of a small amount of graft copolymer and alternate copolymer, wherein block copolymer is the copolymer products of target of the present invention.
Persulfate and bisulfites is selected to be the initator of oxidation/reduction system.Bisulfites can slow down persulfate as reductant and discharge free radical, thus makes chain reaction more steady.Select suitable initiator amount.When initiator amount is lower, in reaction system, free radical number is less, and rate of chain growth is lower, causes reaction conversion ratio lower not high with relative molecular mass that is copolymerization product; Along with the increase of initiator amount, cause free radical increased number, chain growth probability and speed all increase, and Copolymer molecular weight also obviously increases; But when initiator amount is too many, free radical number is too much in reaction system, and reaction speed is accelerated, and the collision between free radical and stopping of chain are also accelerated, cause Polymer Molecular Weight to decline and molecular vibrational temperature broadens, polymer performance declines.
Select heavy metal ion agent for capturing as chelating agent, effectively can catch the heavy metal ion impurities such as copper ion and zinc ion of some trace in solution, not only can avoid the adverse effect that the dyeing of these heavy metal ion impurities to dyestuff causes, the more important thing is can the proper extension free radical time-to-live, promote thoroughly carrying out of polymerisation, thus improve the overall viscosity of product.Heavy metal ion agent for capturing of the present invention is preferably the high polymer that heavy metal ion agent for capturing is dithiocarbamates polyvinyl alcohol, and the degree of polymerization is 500 ~ 2000.This heavy metal ion agent for capturing both cocoa, see method synthesis disclosed in Chinese patent CN 101173019A, directly can buy again the commercially available metal ion capturing agent MCP of this patent application unit
tM.
Take water as solvent.Water provides place for polymerisation, and the mass fraction of water is preferably 140 ~ 280 parts.If the consumption of water is too much, the number of free radical that produces in solution can be made too low, and cause the speed of polymerisation too small, the conversion ratio of monomer is too small.Otherwise the consumption of water is very few, number of free radical can be made excessive, the chance that free radical collides increases, and polymerisation is too violent and be difficult to control, and makes the gel too much viscosity of augmenting response system in solution, when viscosity increases to a certain degree, just have and produce implode phenomenon.
The present invention provides on the other hand a kind of preparation method of formaldehyde-free color fixing agent of knitted fabric and textile, and this preparation method obtains by polymerisation in solution the color-fixing agent Environmental Safety that quaternary ammonium salt polymer makes to obtain with water-soluble monomer, and colour fixation is strong.
Prepare a method for above-mentioned formaldehyde-free color fixing agent, comprise the following steps:
(1) according to parts by mass, 0.8 ~ 3 part of nanometer silicon carbide, 0.2 ~ 1 part of silicone coupling agents are disperseed by ultrasonic wave, obtain nanometer silicon carbide dispersion liquid;
(2) according to parts by mass, described nanometer silicon carbide dispersion liquid, 90 ~ 110 parts of dimethyl-dipropenyl ammonium chlorides, 12 ~ 20 parts of acrylamides, 6 ~ 10 parts of hydroxy-ethyl acrylates are scattered in water, obtain monomer solution;
(3) according to parts by mass, 1.6 ~ 2.3 parts of persulfates, 0.45 ~ 0.85 part of bisulfites are dissolved in water and are made into initiator solution;
Add the described monomer solution of part and the described initiator solution of part in the solution of (4) 0.10 ~ 0.18 parts of heavy metal ion agent for capturing, under constantly stirring condition, heat up and polymerisation in this solution is started;
(5) drop in the solution of polymerization reaction take place in step (4) by the described monomer solution of residue and the described initiator solution of residue, after dropwising, cooling stops polymerisation.
Wherein, the temperature of described polymerisation is 70 ~ 80 DEG C.
Wherein, 5 ~ 20% monomer solutions and 5 ~ 10% initiator solutions are added in described step (2).
Wherein, described polymerisation drips the described monomer solution of residue and the described initiator solution of residue after starting 30 ~ 60min, the time of described dropping is 1 ~ 3h; Described dropwise after stop polymerisation after 2 ~ 4h.
Wherein, describedly in the solution of dissolving 0.16 ~ 0.2 part of dithiocar-bamate, add the described monomer solution of part and the described initiator solution of part is specially: in the solution of dissolving 0.16 ~ 0.2 part of dithiocar-bamate, add the described monomer solution of part, then adjust ph, disposablely after being warming up to 65 ~ 70 DEG C adds the described initiator solution of part.
Wherein, described pH value is 6 ~ 7.
In the technical scheme of this preparation method, the relevant parameter technological parameter that nanometer titanium dioxide and silicone coupling agents are disperseed by ultrasonic wave, such as hyperacoustic power, jitter time can be selected according to actual needs, and the present invention is without particular requirement.
The feed way of monomer is continuous mode stage by stage, because this feed way can make the monomer in reaction be in " hunger " state preferably, therefore can significantly improve the conversion ratio of monomer.
Polymeric reaction temperature is 70 ~ 80 DEG C.Along with reaction temperature raises, conversion ratio improves constantly, and the inherent viscosity of polymer first rises and then reduces.This is because the decomposition rate of the change major effect initator of polymeric reaction temperature, when low temperature, raise with temperature, decomposition of initiator speed is accelerated gradually, creates more primary group of free radicals, promotes that chain propagation reaction is carried out.On monomer molecule chain, c h bond is relatively more active, and hydrogen atom is easy to be replaced by free radical chain tra nsfer occurs.But temperature is too high, chain termination and chain transfer reaction aggravation, Polymer Molecular Weight declines, and polymer property degree of carrying declines, but temperature raises, and polymerisation is still being carried out, and monomer conversion also just improves constantly.
Selective polymerization reaction total time is 3.5 ~ 8h.Here namely reaction time refer to the time of monomer dropping, twice, the front and back isothermal reaction temporal summation of monomer dropping.The starting stage of reaction, living radical is more, and polymerization rate is comparatively determined, and reaction conversion ratio also has obvious growth; After reaction reaches certain hour, living radical is fewer and feweri, and rate of chain growth is also more and more less, and polymerisation tends to be steady, and the relative molecular mass of polymer increases little.
The raw material of formaldehyde-free color fixing agent of the present invention comprises the water of 90 ~ 110 parts of dimethyl-dipropenyl ammonium chlorides, 12 ~ 20 parts of acrylamides, 6 ~ 10 parts of hydroxy-ethyl acrylates, 1.6 ~ 2.3 parts of persulfates, 0.45 ~ 0.85 part of bisulfites, 0.10 ~ 0.18 part of heavy metal ion agent for capturing, 0.8 ~ 3 part of nanometer silicon carbide, 0.2 ~ 1 part of silicone coupling agents and surplus according to parts by mass.Adopt silicone coupling agents can carry out surface modification to nanometer silicon carbide, obtain ABRASION RESISTANCE, mechanical performance that modified nanometer two silicon can significantly improve color-fixing agent, dimethyl-dipropenyl ammonium chloride is selected to be main monomer, form with cationic quaternary ammonium salt polymer with water miscible acrylamide and hydroxy-ethyl acrylate generation solution copolymerization, thus obtained color-fixing agent Environmental Safety, colour fixation is strong.
Detailed description of the invention
The present invention is described in further detail in conjunction with the embodiments respectively below.
Pulp furnish as described in the following Examples prepares formaldehyde-free color fixing agent according to following steps:
(1) nanometer silicon carbide of metering and silicone coupling agents are disperseed by ultrasonic wave, obtain nanometer silicon carbide dispersion liquid.
(2) dimethyl-dipropenyl ammonium chloride of metering, triallylamine and allyl alcohol are added in beaker add suitable quantity of water and fully stir and make it dissolve formation solution, then fully disperseing adding above-mentioned nanometer silicon carbide dispersion liquid in this solution, obtaining monomer dispersion liquid.Metering persulfate and bisulfites are added in beaker and is dissolved in 10ml water and is made into initiator solution.Being poured in beaker to add water by metering heavy metal ion agent for capturing makes it fully dissolve.
(3) heavy metal ion agent for capturing solution and 5 ~ 20% monomer solutions are poured into be equipped with in the four-hole boiling flask of suitable quantity of water, then use watery hydrochloric acid adjust ph to 6 ~ 7.On four bottlenecks of four-hole boiling flask, install thermometer, electric blender, spherical condensation tube constant pressure funnel respectively, start electric blender, control speed of agitator is 150 ~ 250rpm.When temperature rises to 65 ~ 70 DEG C, disposablely add 5 ~ 10% initiator solutions, pour constant pressure funnel into after remaining monomer solution and initiator solution being mixed for subsequent use simultaneously, after the temperature stabilization in question response solution, start constant temperature polymerisation.
(4) when after polymerisation 30 ~ 60min, open constant pressure funnel valve to start to drip remaining monomer solution and initiator solution mixed liquor, control drip evenly fast and dropwise at 1 ~ 3h, then after isothermal reaction 2 ~ 4h, cooling stops polymerisation, and the viscous liquid that obtained yellowish is transparent is the color-fixing agent of knitted fabric and textile.
Embodiment 1
Each pulp furnish is as follows:
Table note: MCP-1 heavy metal ion agent for capturing is the MCP that Guangzhou Nasen Chemical Co., Ltd. produces
tMone of model of series of products, following examples all with.
Polymeric reaction temperature is 70 DEG C; Polymerisation starts after starting 60min to drip residual monomer solution and initiator solution, and time for adding is 1h, and after dropwising rear 4h, cooling stops polymerisation.
Embodiment 2
Each pulp furnish is as follows:
Polymeric reaction temperature is 80 DEG C; Polymerisation starts after starting 30min to drip residual monomer solution and initiator solution, and time for adding is 2.5h, and after dropwising rear 3h, cooling stops polymerisation.
Embodiment 3
Each pulp furnish is as follows:
Polymeric reaction temperature is 75 DEG C; Polymerisation starts after starting 45min to drip residual monomer solution and initiator solution, and time for adding is 105min, and after dropwising rear 210min, cooling stops polymerisation.
Embodiment 4
Each pulp furnish is as follows:
Polymeric reaction temperature is 73 DEG C; Polymerisation starts after starting 40min to drip residual monomer solution and initiator solution, and time for adding is 2h, and after dropwising rear 200min, cooling stops polymerisation.
Embodiment 5
Each pulp furnish is as follows:
Polymeric reaction temperature is 76 DEG C; Polymerisation starts after starting 50min to drip residual monomer solution and initiator solution, and time for adding is 160min, and after dropwising rear 150min, cooling stops polymerisation.
Embodiment 6
Each pulp furnish is as follows:
Polymeric reaction temperature is 75 DEG C; Polymerisation starts after starting 40min to drip residual monomer solution and initiator solution, and time for adding is 2h, and after dropwising rear 200min, cooling stops polymerisation.
The color-fixing agent molecular weight of EX1600G type GPC to embodiment 1 ~ 6 adopting agate scientific & technical corporation of the U.S. hundred million to produce is measured.
Measure with reference to the monomer conversion of following methods to embodiment 1 ~ 6:
Take 0.3g color-fixing agent, be placed in baking oven and dry to constant weight at 110 DEG C, then:
Monomer conversion=(after drying color-fixing agent quality × each raw material components gross mass)/(before drying color-fixing agent quality × nonvolatile feed components quality); Here, nonvolatile feed components refers to other raw material components than water.
Adopt the color-fixing agent of embodiment 1 ~ 6 to fabric fixation, be specially: select 28tex × 28tex, 425 × 228/10cm is textile material, this fabric REACTIVE DYES (K/S=26.04) dyes black products.With 1.5% (owf) color-fixing agent, pH be 3 ~ 9, temperature be 50 DEG C at by infusion process fixation 20min post-drying.The method of fabric after fixation by GB/T3921-2008 " textile color stability examination is soaped and tested: soaping fastness " is measured soaping fastness; According to the method for pressing GB/T3920-2008 " textile color stability is tested: crock fastness ", friction jail is measured.
Each performance of the color-fixing agent of embodiment 1 ~ 6 is as follows:
As can be seen from the above table, the properties of the color-fixing agent of embodiment 6 is best, and the composition of raw materials described in embodiment 6 and the technological parameter of preparation are the present invention most preferably person.
Applicant states, the present invention illustrates detailed process equipment and process flow process of the present invention by above-described embodiment, but the present invention is not limited to above-mentioned detailed process equipment and process flow process, namely do not mean that the present invention must rely on above-mentioned detailed process equipment and process flow process and could implement.Person of ordinary skill in the field should understand, any improvement in the present invention, to equivalence replacement and the interpolation of auxiliary element, the concrete way choice etc. of each raw material of product of the present invention, all drops within protection scope of the present invention and open scope.
Claims (10)
1. a formaldehyde-free color fixing agent, it is characterized in that, its raw material comprises the water of 90 ~ 110 parts of dimethyl-dipropenyl ammonium chlorides, 12 ~ 20 parts of acrylamides, 6 ~ 10 parts of hydroxy-ethyl acrylates, 1.6 ~ 2.3 parts of persulfates, 0.45 ~ 0.85 part of bisulfites, 0.10 ~ 0.18 part of heavy metal ion agent for capturing, 0.8 ~ 3 part of nanometer silicon carbide, 0.2 ~ 1 part of silicone coupling agents and surplus according to parts by mass.
2. formaldehyde-free color fixing agent according to claim 1, it is characterized in that, its raw material comprises the water of 100 parts of dimethyl-dipropenyl ammonium chlorides, 16 parts of acrylamides, 8 parts of hydroxy-ethyl acrylates, 1.89 parts of persulfates, 0.63 part of bisulfites, 0.14 part of heavy metal ion agent for capturing, 2 parts of nanometer silicon carbides, 0.65 part of silicone coupling agents and surpluses according to parts by mass.
3. formaldehyde-free color fixing agent according to claim 1, is characterized in that, the average grain diameter of described nanometer silicon carbide is 30 ~ 80nm.
4. formaldehyde-free color fixing agent according to claim 3, it is characterized in that, described silicone coupling agents is one in 3-aminopropyl triethoxysilane, γ-glycidyl ether oxygen propyl trimethoxy silicane and γ-methacryloxypropyl trimethoxy silane or at least two kinds; Described heavy metal ion agent for capturing is the high polymer of dithiocarbamates polyvinyl alcohol.
5. a preparation method for formaldehyde-free color fixing agent as claimed in claim 1, is characterized in that, comprise the following steps:
(1) according to parts by mass, 0.8 ~ 3 part of nanometer silicon carbide, 0.2 ~ 1 part of silicone coupling agents are disperseed by ultrasonic wave, obtain nanometer silicon carbide dispersion liquid;
(2) according to parts by mass, described nanometer silicon carbide dispersion liquid, 90 ~ 110 parts of dimethyl-dipropenyl ammonium chlorides, 12 ~ 20 parts of acrylamides, 6 ~ 10 parts of hydroxy-ethyl acrylates are scattered in water, obtain monomer solution;
(3) according to parts by mass, 1.6 ~ 2.3 parts of persulfates, 0.45 ~ 0.85 part of bisulfites are dissolved in water and are made into initiator solution;
Add the described monomer solution of part and the described initiator solution of part in the solution of (4) 0.10 ~ 0.18 parts of heavy metal ion agent for capturing, under constantly stirring condition, heat up and polymerisation in this solution is started;
(5) drop in the solution of polymerization reaction take place in step (4) by the described monomer solution of residue and the described initiator solution of residue, after dropwising, cooling stops polymerisation.
6. preparation method according to claim 5, is characterized in that, the temperature of described polymerisation is 70 ~ 80 DEG C.
7. preparation method according to claim 5, is characterized in that, adds 5 ~ 20% monomer solutions and 5 ~ 10% initiator solutions in described step (4).
8. preparation method according to claim 5, is characterized in that, in described step (5), polymerisation drips the described monomer solution of residue and the described initiator solution of residue after starting 30 ~ 60min, and the time of described dropping is 1 ~ 3h; Described dropwise after stop polymerisation after 2 ~ 4h.
9. preparation method according to claim 5, it is characterized in that, describedly in the solution of dissolving 0.16 ~ 0.2 part of dithiocar-bamate, add the described monomer solution of part and the described initiator solution of part is specially: in the solution of dissolving 0.16 ~ 0.2 part of dithiocar-bamate, add the described monomer solution of part, then adjust ph, disposablely after being warming up to 65 ~ 70 DEG C adds the described initiator solution of part.
10. preparation method according to claim 9, is characterized in that, described pH value is 6 ~ 7.
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| CN111073773A (en) * | 2019-12-24 | 2020-04-28 | 福建恒安集团有限公司 | Color-fixing clothing cleaning additive |
| CN112553926A (en) * | 2020-12-30 | 2021-03-26 | 无锡联达化工有限公司 | High-concentration formaldehyde-free color fixing agent and preparation process thereof |
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| CN114753171A (en) * | 2022-05-18 | 2022-07-15 | 清远市宏图助剂有限公司 | Cationic formaldehyde-free hydrophilic polyester color fixing agent and preparation method thereof |
| CN114753171B (en) * | 2022-05-18 | 2023-01-17 | 清远市宏图助剂有限公司 | Cationic formaldehyde-free hydrophilic polyester color fixing agent and preparation method thereof |
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Application publication date: 20150325 |