GB1097598A - Novel polymers and their use in providing antistatic finishes on textile fibres - Google Patents
Novel polymers and their use in providing antistatic finishes on textile fibresInfo
- Publication number
- GB1097598A GB1097598A GB5014864A GB5014864A GB1097598A GB 1097598 A GB1097598 A GB 1097598A GB 5014864 A GB5014864 A GB 5014864A GB 5014864 A GB5014864 A GB 5014864A GB 1097598 A GB1097598 A GB 1097598A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- polymer
- epoxy
- vinyl
- cross
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- 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
- D06M15/267—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having amino or quaternary ammonium groups
-
- 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
- C08F20/00—Homopolymers and 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/12—Esters of monohydric alcohols or phenols
- C08F20/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
-
- 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
Landscapes
- 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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
A polymer cross-linkable by heating to a cross-linked polymer of molecular weight 10,000-200,000 having a water-solubility at 25 DEG C. of less than 10 parts per million by weight is prepared by polymerizing a monomer mixture comprising 2-20% by weight of an ethylenically unsaturated monomer containing an epoxy or methylol group and 98-80% by weight of the copolymerizable ester <FORM:1097598/C3/1> wherein n = 4-40, L = phenyl substituted by alkyl of 1-20 carbon atoms or by two such alkyl groups which may be the same or different, and R1 = H or CH3. The monomer mixture may also contain 1-4% by weight of an ethylenically unsaturated carboxylic acid containing 3-5 carbon atoms, e.g. acrylic, methacrylic or crotonic acid. 1-10% by weight (based on the addition polymer) of a tertiary amine (e.g. tris-(di-lower alkylamino lower alkyl) phenol or dimethylaminopropylamine) can be used to facilitate cross-linking. Suitable epoxy monomers include glycidyl acrylate or methacrylate, butadiene monoepoxide, vinyl epoxybutyrate, vinylcyclohexene oxide, vinyl epoxystearate, 1,2 - epoxy - 3 - allylphenoxy-propane, allyl epoxy stearate, 1,2-epoxy-3-allyloxy-propane, allyl epoxy undecanoate and dicyclopentadiene monoxide. Methylol monomers specified are methylolmaleimide, methylol acrylamide, methylol - vinyl - piperazine, methylol - vinyl - melamine, methylolated acrylo - and methacrylo-guanamine, methylolated thiourea or guanidine derivatives containing vinyl groups, and alpha-methylolated alkyl vinyl ketones. Polymerization is preferably effected in a solvent such as dimethylformamide using an azo catalyst such as azo-di-isobutyronitrile; after terminating polymerization a stabilizer such as 2,6-di-t-butyl-4-methylphenol may be added to the resultant polymer solution or dispersion. The polymers are suitable for providing textile fibres and fabrics with an antistatic finish (see Division D1). The preparation is illustrated of the acrylate ester of Igepal CO-880 (nonyl phenol ether of polyethylene glycol containing 30 ethylene oxide units) by reacting Igepal CO-880 with (a) acrylic acid in toluene in the presence of sulphuric acid, nitrobenzene and hydroquinone, (b) acrylyl chloride in acetone in the presence of triethylamine, or (c) ethyl acrylate in the presence of 2,6-di-t-butyl-4-methylphenol and the sodium salt of ethylenediamine tetraacetic acid. Method (a) is also used for the preparation of acrylate esters of other polyglycol ethers of nonyl, dodecyl and dinonyl phenols (see Example 7).ALSO:Textile fibres and fabrics are provided with an antistatic finish by impregnating the fibre or fabric with a non-aqueous solution, or aqueous dispersion, of a cross-linkable polymer obtained by polymerising a monomer mixture of 2-20% by weight of an ethylenically unsaturated compound containing an epoxy or methylol group and 98-80% by weight of the ester. <FORM:1097598/D1-D2/1> where n=4-40, L=phenyl substituted by alkyl of 1-20 carbon atoms or by two such alkyl groups which may be the same or different and R1=H or CH3, and optionally 1-4% by weight of an ethylenically unsaturated acid of 3-5 carbon atoms (e.g. acrylic, methacrylic or crotonic acid), and then heating the resultant material to cross-link the impregnated polymer to a molecular weight of 10,000-200,000 and a solubility in water at 25 DEG C of less than 10 p.p.m. The fibres or fabrics are treated by the usual methods such as dipping, padding or spraying, or by flowing a solution of the polymer onto a continuous tow of fibres. The polymer solution or dispersion may contain 1-10%, by weight of polymer, of a tertiary amine to assist in the subsequent cross-linking process. The fibres and fabrics may be derived from natural or synthetic polymers, e.g. acrylic, nylon. Dacron (registered Trade Mark) polyester, and wool.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US32924563A | 1963-12-09 | 1963-12-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1097598A true GB1097598A (en) | 1968-01-03 |
Family
ID=23284517
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5014864A Expired GB1097598A (en) | 1963-12-09 | 1964-12-09 | Novel polymers and their use in providing antistatic finishes on textile fibres |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE656821A (en) |
GB (1) | GB1097598A (en) |
IL (1) | IL22499A (en) |
NL (1) | NL141259B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114875673A (en) * | 2022-06-22 | 2022-08-09 | 汕头市润丰纺织科技实业有限公司 | Antistatic agent, warm keeping cashmere protein hollow yarn, preparation method thereof and fabric |
CN118005911A (en) * | 2024-04-09 | 2024-05-10 | 山东日益环保科技有限公司 | Preparation method of scale inhibitor |
-
1964
- 1964-11-24 IL IL2249964A patent/IL22499A/en unknown
- 1964-12-03 NL NL6414035A patent/NL141259B/en unknown
- 1964-12-08 BE BE656821D patent/BE656821A/xx unknown
- 1964-12-09 GB GB5014864A patent/GB1097598A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114875673A (en) * | 2022-06-22 | 2022-08-09 | 汕头市润丰纺织科技实业有限公司 | Antistatic agent, warm keeping cashmere protein hollow yarn, preparation method thereof and fabric |
CN118005911A (en) * | 2024-04-09 | 2024-05-10 | 山东日益环保科技有限公司 | Preparation method of scale inhibitor |
CN118005911B (en) * | 2024-04-09 | 2024-06-07 | 山东日益环保科技有限公司 | Preparation method of scale inhibitor |
Also Published As
Publication number | Publication date |
---|---|
BE656821A (en) | 1965-04-01 |
IL22499A (en) | 1968-02-26 |
NL6414035A (en) | 1965-06-10 |
NL141259B (en) | 1974-02-15 |
DE1469453A1 (en) | 1968-12-19 |
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