CN106637976B - The cotton fabric high-efficient, no-freon waterproofing agent processed through low-temperature dyeing and finishing - Google Patents
The cotton fabric high-efficient, no-freon waterproofing agent processed through low-temperature dyeing and finishing Download PDFInfo
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- CN106637976B CN106637976B CN201611078808.7A CN201611078808A CN106637976B CN 106637976 B CN106637976 B CN 106637976B CN 201611078808 A CN201611078808 A CN 201611078808A CN 106637976 B CN106637976 B CN 106637976B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/10—Repellency against liquids
- D06M2200/12—Hydrophobic properties
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The present invention provides a kind of cotton fabric special efficient processed through full low-temperature dyeing and finishing without fluoro water proofing agent and its preparation process and application, and the no fluoro water proofing agent includes following components by mass percentage: fluorine free polymer 20-40%, surfactant 1-6%, auxiliary agent 0.5-9% and water.No fluoro water proofing agent provided by the invention has good waterproof effect, is free of fluorine element, and environmentally protective.No fluoro water proofing agent provided by the invention, particularly suitable for the cotton fabric processed through full low-temperature dyeing and finishing, compared with the prior art, has better waterproof effect using special material.
Description
Technical field
The present invention relates to textile auxiliary field, the dedicated nothing of specifically a kind of cotton fabric through low-temperature dyeing and finishing working process
Fluoro water proofing agent and its preparation method and application.
Background technique
In recent years, the management intensity with country in terms of the energy and blowdown is constantly reinforced, and to various on cotton fiber
The understanding that deepens continuously of component effect, the dyeing and finishing processing of cotton fabric gradually move towards energy conservation, low emission and with specific aim processing
Full low temperature process.
Chinese patent application: 201310113041.7 the result shows that, low-temperature dyeing and finishing technique achieves and traditional handicraft phase
When even preferably effect.Process has the obvious advantage of low energy consumption, few blowdown with respect to traditional handicraft；Fabric after arrangement
Beneficial natural materials are remained, to make fabric that there is better feel, less weightless and ideal cloth cover effect.
Chinese patent application: 201310637325.6 result further demonstrates that, processes through the above cryotrimming technique
The cotton fabric arrived remains the hydrophobic substances such as a large amount of cotton waxs and pectin with respect to traditional handicraft, makes fabric that there is certain waterproof to imitate
Fruit.
Chinese patent application: 201310637325.6 also proposed for the cotton processed through the above cryotrimming technique
The water-proof finish technique of fabric achieves the unexistent high waterproof effect of traditional processing mode.
Waterproofing agent can assign textile surface hydrophobic performance.Most commonly used currently on the market is fluorine-containing water repellent.
Fluorine-containing water repellent price, energy consumption is high in production, pollution is heavy for fluorine-containing raw material used, and institute's band fluorine-containing material is difficult to degrade, has life
Object accumulation toxicity.It is development trend using floride-free auxiliary agent.
Current has certain versatility without fluoro water proofing agent mostly, and there are no for the cotton fabric processed through low-temperature dyeing and finishing
Specific breed, the efficiency of water-proof finish need to be improved.
Summary of the invention
The present invention is intended to provide a kind of cotton fabric special efficient processed through low-temperature dyeing and finishing technique is without fluoro water proofing agent and its system
Method is made, this has better waterproof effect without fluoro water proofing agent.
To achieve the above object, present invention firstly provides a kind of no fluoro water proofing agents, which is characterized in that each component and quality hundred
Divide ratio as follows: fluorine free polymer 20-40%, surfactant 1-6%, auxiliary agent 0.5-9%, surplus are water；
The fluorine free polymer is formed by hydrophobic monomer and function monomer by free radical polymerization, the hydrophobic monomer and function
Energy monomer accounts for the mass percent of fluorine free polymer are as follows: hydrophobic monomer 80-95%, function monomer 5-20%；
The hydrophobic monomer has hydrocarbon hydrophobic grouping and double bond, and hydrocarbon hydrophobic grouping can be straight chain, branch or (more)
One or more mixing of cricoid hydrophobic alkyl；
The function monomer is selected from a variety of mixtures of the monomer with the functional group other than a double bond；
The surfactant is selected from nonionic and cationic surface active agent；
The auxiliary agent includes that pH adjusts auxiliary agent, secondary solvent；
The free radical is to be thermally decomposed to generate by initiator.
The hydrophobic grouping can be straight chain, the branched alkyl of carbon number >=8, (alkyl substitution) phenyl, (alkyl substitution) ring
Hexyl, one or more mixing of isobornyl.
The function monomer includes that maleic acid chain alkyl (carbon number >=16) ethylene oxidic ester and maleic acid are long
Alkyl group (carbon number >=16) hydroxyl ethyl ester and the first function monomer, the functional group of the first function monomer, which is selected from, contains amino or carboxylic
Base or ketone carbonyl or tri-alkoxy silicon substrate or blocked isocyanate base or one and more than one carbon-to-carbon double bond have
Polyethylene oxide segments or tertiary amine group or quaternary ammonium group or with the one or more of chlorine element etc..
First function monomer is selected from acrylamide, vinyltrimethoxysilane, Diacetone Acrylamide and cooperates oneself
Two hydrazides systems, ethylene glycol dimethacrylate, trimethylolpropane tris (methyl) acrylate, divinylbenzene, (first
Base) dimethylaminoethyl acrylate, (methoxyl group) polyethylene glycol (methyl) acrylate, (methyl) acrylyl oxy-ethyl-trimethyl
One or more of ammonium chloride, vinyl chloride, vinylidene chloride, 3- chlorine-2-hydroxyl-propyl methacrylate.
It includes acid or alkali or amino acid that the pH, which adjusts auxiliary agent, and no fluoro water proofing agent pH value is between 4~7.
The secondary solvent is selected from one or two kinds of mixtures of dipropylene glycol, tripropylene glycol.
The initiator is selected from one of persulfate, oil-soluble azo-initiator or water-soluble azo class initiator
Or it is a variety of.
The initiator is selected from one of ammonium persulfate, azodiisobutyronitrile, azo-bis-isobutyrate hydrochloride or a variety of.
A kind of preparation method of no fluoro water proofing agent, comprising the following steps:
(1) each component is uniformly mixed and is emulsified, obtain pre-emulsion, do not include initiator, water-soluble monomer in pre-emulsion
It is lower than the substance of emulsifying temperature with boiling point；
(2) pre-emulsion that step (1) obtains first is added in water-soluble monomer, be uniformly mixed.Then initiator is added anti-
It answers, boiling point is added at one time or is gradually added lower than the substance of emulsifying temperature, and system temperature is down to room after reaction
Temperature obtains target product after filtering.
A kind of waterproof cotton fabric, which is characterized in that then anti-using above-mentioned free-floride first through full low-temperature dyeing and finishing process
Aqua is process.
It wherein, can also include the molecular weight regulator of system mass percent 0~0.3% in the polymerization system.Institute
Stating molecular weight regulator can be alkyl hydrosulfide, α-methylstyrene linear dimerization body, mercaptopropionic acid etc..Preferable selection is carbon
The alkyl hydrosulfide of the straight chain of 12 or more number.
The beneficial effects of the present invention are:
It is synthesized using special maleic acid class monomer without fluoro water proofing agent, waterproofing agent is made to be more suitable for processing through low-temperature dyeing and finishing
Cotton fabric, waterproof performance and washing fastness are more preferable.
Specific embodiment
In order to verify the waterproof effect of the textile after floride-free waterproofing agent treatment of the present invention, can by standard method into
Row is investigated, to compare.The standard method is that waterproof effect is investigated using national standard GB 4745-2012, and here is method letter
It is situated between.
National standard " GB 4745-2012 " test method.
The sample for intercepting 18 × 18cm, is compressed with clamper, and is installed on horizontal on the firm banking with 45° angle,
With the distilled water or deionized water of 250mL (20 ± 2 DEG C) rapidly and smoothly in hopper, by being located at sample overcentre
Spray head in 25~30s, it is average towards sample center and continuously spray.Spray finishes, and rapidly takes away clamper, makes
The sample level of facing down into is lightly patted, is then rotated, and is made the sample level of facing up into, is lightly patted one
Under, sample wetness degree is observed, is compareed with verbal description and with picture and evaluates its grade.Take 2 average values.
Rating scale text are as follows:
0 grade --- entire specimen surface complete wetting.
1 grade --- by leaching surface complete wetting.
1-2 grades --- beyond soaking at spray point, wetting areas exceeds by leaching surface half specimen surface.
2 grades --- specimen surface at spray point beyond soaking, and wetting areas is about by leaching surface half.
2-3 grades --- beyond soaking at spray point, wetting areas is less than by leaching surface half specimen surface.
3 grades --- it is soaked at specimen surface spray point.
3-4 grades --- specimen surface, which is equal to or less than at the spray point of half, to be soaked.
4 grades --- specimen surface has to be soaked at fragmentary spray point.
4-5 grades --- specimen surface does not soak, and has a small amount of droplet.
5 grades --- specimen surface does not have droplet or wetting.
The effect of sample after washing is also investigated, washing conditions are standard synthetic detergent 1g/L, washing machine bath raio 1:
30 washings, rinse, dehydration, the drying of 100 DEG C × 3min forming machine.
Embodiment 1
Take 18 grams of acrylic acid behenyl base esters, 5 grams of methacrylic acid behenyl base esters, 3 grams of styrene, 1.5 grams of maleic acids
Behenyl base ester ethylene oxidic ester, the hard ester group ester hydroxyl ethyl ester of 1 gram of maleic acid, 5 grams of dipropylene glycol, 3 grams of Ethoqual C/25
(ethoxylated quaternary), 0.3 gram of acetic acid, 61.5 grams of water heat up 55 degree, and high speed emulsification 60 minutes obtains pre-emulsion；Lead to nitrogen again
Gas 30 minutes, while controlled at 62 DEG C.0.2 gram of azo-bis-isobutyrate hydrochloride, 1.5 grams of vinyl chloride, insulation reaction 8 is added
Hour.System temperature is finally down to room temperature, through 300 mesh filter-cloth filterings to get no fluoro water proofing agent.
Other embodiments
Each component and 1 different from of embodiment in other embodiments, preparation process is same as Example 1, hereinafter, with subordinate list
Form lists the component of each embodiment.
Comparative example 1
There is no special maleic acid class monomer in no fluoro water proofing agent.
Take 18 grams of acrylic acid behenyl base esters, 5 grams of methacrylic acid behenyl base esters, 3 grams of styrene, 1.5 grams of acrylic acid shrinks
Glyceride, 1 gram of hydroxy-ethyl acrylate, 5 grams of dipropylene glycol, 3 grams of Ethoqual C/25 (ethoxylated quaternary), 0.3 gram of second
Acid heats up 55 degree and melts and stir evenly, 61.5 water are added, and high-pressure emulsification 60 minutes, obtains pre-emulsion.Lead to nitrogen 30 again to divide
Clock, while controlled at 62 DEG C.It is added 0.2 gram of azo-bis-isobutyrate hydrochloride, 1.5 grams of vinyl chloride, insulation reaction 8 hours.
System temperature is finally down to room temperature, through 300 mesh filter-cloth filterings to get no fluoro water proofing agent.
Comparative example 2
No fluoro water proofing agent is commercial goods.
It is 10% that embodiment 1-5 and comparative example 1-2, which is diluted to solid content with tap water without fluoro water proofing agent, is taken
One immersing and rolling of cotton fabric processed through low-temperature dyeing and finishing, 100 DEG C of drying, 180 DEG C are heat-treated 30 seconds, measure waterproof after being cooled to room temperature
Effect.
The present invention also provides a kind of application of above-mentioned no fluoro water proofing agent on the textile.Applying step includes: first will be above-mentioned
No fluoro water proofing agent is diluted to 0.1-10% mass fraction, is then applied on the cotton fabric through low-temperature dyeing and finishing processing；Then it removes
Extra liquid, is finally dried.The methods of coating, spraying, roller coating, pad dyeing, dipping and these sides can be passed through
No fluoro water proofing agent is applied on the cotton fabric through low-temperature dyeing and finishing processing by the combination of method.It is detected, is attached to and adds through low-temperature dyeing and finishing
The mass ratio for accounting for the cotton fabric through low-temperature dyeing and finishing processing without fluoro water proofing agent ingredient on the cotton fabric of work is 0.01%-10%.
In the drying process, drying condition according to the difference for the cotton fabric type processed through low-temperature dyeing and finishing and difference, while should
Guarantee without sufficiently being reacted in fluoro water proofing agent by function monomer bring functional group, to reach optimal waterproof effect and durable
Property, it usually needs it is 0.1-90 minutes dry at 100 DEG C -200 DEG C.
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
Member, without departing from the inventive concept of the premise, can also make several changes, improvements and modifications, these change, improve and moisten
Decorations also should be regarded as protection scope of the present invention.
Claims (8)
1. a kind of cotton fabric high-efficient, no-freon waterproofing agent processed through low-temperature dyeing and finishing, which is characterized in that each component and quality percentage
Than as follows:
Fluorine free polymer 20-40%, surfactant 1-6%, auxiliary agent 0.5-9%, surplus are water；
The fluorine free polymer is formed by hydrophobic monomer and function monomer by free radical polymerization, the hydrophobic monomer and function list
Body accounts for the mass percent of fluorine free polymer are as follows: hydrophobic monomer 80-95%, function monomer 5-20%；
The hydrophobic monomer has hydrocarbon hydrophobic grouping and double bond, and hydrocarbon hydrophobic grouping can be straight chain, branch or cricoid thin
One or more mixing of water alkyl；
The function monomer is selected from a variety of mixtures of the monomer with the functional group other than a double bond；
The surfactant is selected from nonionic and cationic surface active agent；
The auxiliary agent includes that pH adjusts auxiliary agent, secondary solvent；
The free radical is to be thermally decomposed to generate by initiator；
The function monomer include maleic acid chain alkyl ethylene oxidic ester and maleic acid chain alkyl hydroxyl ethyl ester,
With the first function monomer；Carbon number >=16 of maleic acid chain alkyl ethylene oxidic ester, maleic acid chain alkyl hydroxyl second
Carbon number >=16 of ester；The functional group of first function monomer is selected from containing amino or carboxyl or ketone carbonyl or three alcoxyls
Base silicon substrate or blocked isocyanate base or one and more than one carbon-to-carbon double bond have polyethylene oxide segments or tertiary amine groups
Group or quaternary ammonium group or with the one or more of chlorine element.
2. cotton fabric high-efficient, no-freon waterproofing agent according to claim 1, which is characterized in that the hydrophobic grouping can be carbon
Straight chain, the branched alkyl of number >=8, phenyl, cyclohexyl, one or more mixing of isobornyl.
3. cotton fabric high-efficient, no-freon waterproofing agent according to claim 1, which is characterized in that first function monomer is selected from
Acrylamide, vinyltrimethoxysilane, Diacetone Acrylamide cooperate adipic dihydrazide system, ethyleneglycol dimethacrylate
Ester, trimethylolpropane tris (methyl) acrylate, divinylbenzene, (methyl) dimethylaminoethyl acrylate, (methoxyl group)
Polyethylene glycol (methyl) acrylate, (methyl) acrylyl oxy-ethyl-trimethyl salmiac, vinyl chloride, vinylidene chloride, 3- are chloro-
One or more of 2- hydroxyl-propyl methacrylate.
4. cotton fabric high-efficient, no-freon waterproofing agent according to claim 1, which is characterized in that the pH adjusts auxiliary agent and includes
Acid or alkali or amino acid, and no fluoro water proofing agent pH value is between 4~7；
The secondary solvent is selected from one or two kinds of mixtures of dipropylene glycol, tripropylene glycol.
5. cotton fabric high-efficient, no-freon waterproofing agent according to claim 1, which is characterized in that the initiator is selected from persulfuric acid
One of salt, oil-soluble azo-initiator or water-soluble azo class initiator are a variety of.
6. cotton fabric high-efficient, no-freon waterproofing agent according to claim 5, which is characterized in that the initiator is selected from persulfuric acid
One of ammonium, azodiisobutyronitrile, azo-bis-isobutyrate hydrochloride are a variety of.
7. the preparation method of cotton fabric high-efficient, no-freon waterproofing agent according to claim 1, which is characterized in that including following step
It is rapid:
(1) each component is uniformly mixed and is emulsified, obtain pre-emulsion, do not include initiator, water-soluble monomer and boiling in pre-emulsion
Point is lower than the substance of emulsifying temperature；
(2) pre-emulsion that step (1) obtains first is added in water-soluble monomer, be uniformly mixed, then initiator is added and is reacted, boiling
Point is added at one time or is gradually added lower than the substance of emulsifying temperature, system temperature is down to room temperature after reaction, mistake
Target product is obtained after filter.
8. a kind of waterproof cotton fabric, which is characterized in that first through full low-temperature dyeing and finishing process, then using in claim 1-5
Any cotton fabric is process with high-efficient, no-freon waterproofing agent.
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| CN201611078808.7A CN106637976B (en) | 2016-11-29 | 2016-11-29 | The cotton fabric high-efficient, no-freon waterproofing agent processed through low-temperature dyeing and finishing |
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| CN110485159B (en) * | 2017-10-24 | 2021-09-07 | 广东德美精细化工集团股份有限公司 | Process for preparing efficient fluorine-free water repellent comprising telechelic polymer |
| CN108049186A (en) * | 2017-12-14 | 2018-05-18 | 佛山市顺德区德美瓦克有机硅有限公司 | Hydrophobic hand feel finishing agent of branched structure that a kind of acrylate is prepared with reactive silicone oil and preparation method thereof, application |
| CN109162097A (en) * | 2018-08-03 | 2019-01-08 | 广东德美精细化工集团股份有限公司 | One kind having core-shell structure high-efficient, no-freon waterproofing agent and preparation method thereof |
| CN109763345B (en) * | 2018-12-20 | 2021-04-02 | 上海开米科技有限公司 | Fluorine-free anti-splashing fabric spray and preparation method thereof |
| CN110205818A (en) * | 2019-07-10 | 2019-09-06 | 广东湛丰精细化工有限公司 | A kind of fluorine-free ecological waterproofing agent and preparation method thereof of highly crosslinkable energy |
| CN110527014A (en) * | 2019-08-22 | 2019-12-03 | 浙江工业职业技术学院 | A kind of free-floride cationic polyacrylate waterproofing agent and preparation method thereof |
| CN110512426B (en) * | 2019-08-22 | 2021-11-23 | 江苏大毛牛新材料有限公司 | Preparation method of waterproof flame-retardant textile |
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| CN103572602A (en) * | 2013-10-24 | 2014-02-12 | 广东德美精细化工股份有限公司 | Fluoride-free waterproof agent, preparation method and textile |
| CN103572603A (en) * | 2013-10-24 | 2014-02-12 | 广东德美精细化工股份有限公司 | Fluoride-free waterproof agent for textile, preparation method thereof and textile |
| CN103628324A (en) * | 2013-12-02 | 2014-03-12 | 广东德美精细化工股份有限公司 | Fluorine-free water-proofing agent and preparation method thereof as well as textile |
| CN105369621A (en) * | 2015-10-30 | 2016-03-02 | 无锡市长安曙光手套厂 | Textile fluoride-free waterproofing agent and preparation method thereof and textile |
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