GB788079A - A process for preventing the electrostatic charging of synthetic fibres - Google Patents
A process for preventing the electrostatic charging of synthetic fibresInfo
- Publication number
- GB788079A GB788079A GB1771955A GB1771955A GB788079A GB 788079 A GB788079 A GB 788079A GB 1771955 A GB1771955 A GB 1771955A GB 1771955 A GB1771955 A GB 1771955A GB 788079 A GB788079 A GB 788079A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methacrylamide
- anion
- sulphate
- stands
- tert
- 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
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/368—Hydroxyalkylamines; Derivatives thereof, e.g. Kritchevsky bases
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
-
- 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
- D06M15/263—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
-
- 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
-
- 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
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
-
- 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
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- 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
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Coloring (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Quaternary compounds of the formula CH2=C(R)CONHR1N(tert.)X where R is hydrogen or methyl, R1 is alkylene, in which the carbon chain may be interrupted by hetero atoms such as oxygen, N(tert.) stands for the group of atoms forming an aliphatic or heterocyclic tertiary amine and X stands for the monovalent anion of a salt forming acid, are prepared by quaternizing the amides with, e.g., alkyl or aralkyl halides, alkyl sulphates or halogen-substituted fatty acid salts in suspension or solution in water or organic solvents. Specified quaternizing agents include dimethyl sulphate, methyl p-toluene sulphonate, allyl bromide, cetyl bromide, butyl bromide and benzyl chloride. A halogen anion in the compound may be exchanged by metathesis with silver acetate, sodium stearate or sodium dodecyl sulphate or, by using a cation exchange resin, a quaternary hydroxide may be formed which may be neutralized with phosphoric acid. In an example, (1) N-(b -diethyl-aminoethyl)-methacrylamide is prepared from methacrylyl chloride and N : N-diethylethylene diamine, and quaternized with dimethyl sulphate. Other monomeric amides prepared and quaternated in the examples include N-(b -piperidinoethyl)-methacrylamide, N - (b - dimethylaminoethyl)-methacrylamide, N - (g - dimethylaminopropyl) - methacrylamide, N - (b - dimethylaminoethyl) - acrylamide, N - (g - dibutylaminopropyl) - acrylamide, N - (g - dibutylaminopropyl) - methacrylamide and N - (g -diethylaminopropyl) methacrylamide, and amongst other monomeric amides mentioned are N-(b -morpholinoethyl)-methacrylamide and N - (g - hexamethyleneaminopropyl) - methacrylamide. Some hydrochloride salts of the tertiary bases are mentioned.ALSO:Synthetic fibres are treated with a polymeric quaternary ammonium compound, the monomeric form of which is of the formula: CH2 = C(R)CONH.R1-N(tert.)X where R is hydrogen or CH3, R1 is an alkylene radical in which the carbon chain may be interrupted by heteroatoms, e.g. oxygen, N(tert.) stands for the group of atoms forming an aliphatic or heterocyclic tertiary amine and X stands for the monovalent anion of a salt-forming acid. The quaternization may be effected with an alkyl or aralkyl halide, alkyl sulphate or halogen-substituted fatty acid salt, either before or after polymerization. The anion X may be an acetate, stearate or dodecosulphate anion introduced into the compound by reacting the quaternary halide with silver acetate, sodium stearate or sodium dodecyl sulphate or, by using an anion-exchange resin, a quaternary ammonium hydroxide may be formed which is neutralized with phosphoric acid. Several starting materials are described including N-(b - dimethylaminoethyl) - methacrylamide, N-(g - piperidinopropyl) - methacrylamide and N - (g - hexamethylene aminopropyl) - methacrylamide. The polymer may be applied in aqueous or organic solution at normal or elevated temperature, and after impregnation the fibres may be dried at temperatures up to 150 DEG C. If dried at room temperature the treated fibres may also be baked at 50-150 DEG C. The fibres may be after-treated with soap or sodium oleyl sulphate. The fibres may be treated as yarns or fabrics. In examples, fabrics of polyethylene terephthalate and nylon are treated.ALSO:Polymers of quaternary compounds of the formula CH2 = C(R.)CONHR1-N(tert.)X, where R is hydrogen or methyl, R1 is alkylene in which the carbon chain may be interrupted with hetero-atoms, e.g. oxygen, N(tert.) stands for the group of atoms forming an aliphatic or heterocyclic tertiary amine and X stands for the monovalent anion of a salt-forming acid, are used for treating textiles. The polymers may be prepared by quaternizing the monomeric amide and polymerizing the resulting salt or by first polymerizing the amide and quaternizing the polymer. In both cases, quaternization is effected with alkyl halides, aralkyl halides, alkyl sulphates or halogen-substituted fatty acid salts in suspension or solution in water or organic solvents. Catalysts for polymerization may be potassium or ammonium persulphate, a mixture of ammonium persulphate and sodium hydrosulphite, or benzoyl peroxide. The anion in polymers of compounds of the above formula may be replaced by an acetate, stearate or dodecyl sulphate anion by interaction with silver acetate, sodium stearate or sodium dodecyl sulphate or, by using an anion exchange resin, a quaternary hydroxide may be formed which may be neutralized with phosphoric acid. In examples: (1) N-(b -diethylaminoethyl)-methacrylamide is quaternized with dimethyl sulphate in benzene and the product is polymerized in aqueous solution at 100 DEG C. using ammonium persulphate as catalyst; (2) the hydrochloride of N-(b -diethylaminoethyl)-methacrylamide is polymerized in aqueous solution at 100 DEG C. using ammonium persulphate as catalyst; and the polymeric tertiary base produced is quaternized with dimethyl sulphate. Other examples are similar, and amongst the monomeric amides used are N-(b -piperidinoethyl) - methacrylamide, N - (b - dimethylaminoethyl) - methacrylamide, N - (g - dimethylaminopropyl) - methacrylamide and N-(g - diethylaminopropyl) - methacrylamide, and quaternizing agents include methyl p-toluene sulphonate, cetyl bromide, butyl bromide, allyl bromide and benzyl chloride. Other monomeric amides referred to include N-(b -morpholinoethyl) - methacrylamide and N-(g - hexamethyleneaminopropyl) - methacrylamide.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB416654A GB784052A (en) | 1954-02-12 | 1954-02-12 | Modification of the properties of synthetic fibres |
Publications (1)
Publication Number | Publication Date |
---|---|
GB788079A true GB788079A (en) | 1957-12-23 |
Family
ID=9771960
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB416654A Expired GB784052A (en) | 1954-02-12 | 1954-02-12 | Modification of the properties of synthetic fibres |
GB3735154A Expired GB788664A (en) | 1954-02-12 | 1954-12-24 | Improvements in the production of pigmented prints, impregnations and coatings on fibrous materials |
GB1771955A Expired GB788079A (en) | 1954-02-12 | 1955-06-20 | A process for preventing the electrostatic charging of synthetic fibres |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB416654A Expired GB784052A (en) | 1954-02-12 | 1954-02-12 | Modification of the properties of synthetic fibres |
GB3735154A Expired GB788664A (en) | 1954-02-12 | 1954-12-24 | Improvements in the production of pigmented prints, impregnations and coatings on fibrous materials |
Country Status (5)
Country | Link |
---|---|
BE (3) | BE535675A (en) |
DE (2) | DE1030298B (en) |
FR (3) | FR1119032A (en) |
GB (3) | GB784052A (en) |
NL (2) | NL88483C (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2273934A (en) * | 1992-12-14 | 1994-07-06 | Witco Gmbh | Improvements in and relating to polymeric resins and binders for antifouling paints |
FR2757179A1 (en) * | 1996-12-13 | 1998-06-19 | Coatex Sa | PROCESS FOR THE PREPARATION OF AMIDES OF ACRYLIC OR METHACRYLIC ACID |
JP2015034273A (en) * | 2013-07-10 | 2015-02-19 | 日本乳化剤株式会社 | Thermoplastic resin composition, antistatic agent and weather-resistant agent |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1134963B (en) * | 1959-12-19 | 1962-08-23 | Hoechst Ag | Method for fixing pigments on fiber material and surface structures |
US5626952A (en) * | 1995-12-15 | 1997-05-06 | Callaway Corporation | Process for sizing spun yarns |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE904591C (en) * | 1944-01-04 | 1954-02-22 | Cassella Farbwerke Mainkur Ag | Process for the preparation of quaternary ammonium compounds |
DE800409C (en) * | 1948-10-02 | 1950-11-06 | Knoll Ag | Process for the preparation of tertiary and quaternary N-alkyl-substituted polyacrylic acid-aminoalkyl esters |
US2646412A (en) * | 1950-10-30 | 1953-07-21 | Du Pont | Textile size comprising an aqueous solution of urea and a poly alphaalkyl acrylic acid or a partial salt thereof |
-
0
- BE BE535677D patent/BE535677A/xx unknown
- BE BE548829D patent/BE548829A/xx unknown
- NL NL194677D patent/NL194677A/xx unknown
- BE BE535675D patent/BE535675A/xx unknown
- NL NL88483D patent/NL88483C/xx active
-
1954
- 1954-02-12 GB GB416654A patent/GB784052A/en not_active Expired
- 1954-12-24 GB GB3735154A patent/GB788664A/en not_active Expired
-
1955
- 1955-02-10 FR FR1119032D patent/FR1119032A/en not_active Expired
- 1955-02-11 FR FR1122106D patent/FR1122106A/en not_active Expired
- 1955-02-11 DE DEI9795A patent/DE1030298B/en active Pending
- 1955-02-11 DE DEI9797A patent/DE1021824B/en active Pending
- 1955-06-20 GB GB1771955A patent/GB788079A/en not_active Expired
-
1956
- 1956-06-19 FR FR1154017D patent/FR1154017A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2273934A (en) * | 1992-12-14 | 1994-07-06 | Witco Gmbh | Improvements in and relating to polymeric resins and binders for antifouling paints |
GB2273934B (en) * | 1992-12-14 | 1996-12-11 | Witco Gmbh | Improvements in and relating to polymeric resins and binders for antifouling paints |
FR2757179A1 (en) * | 1996-12-13 | 1998-06-19 | Coatex Sa | PROCESS FOR THE PREPARATION OF AMIDES OF ACRYLIC OR METHACRYLIC ACID |
EP0852262A1 (en) * | 1996-12-13 | 1998-07-08 | Coatex S.A. | Process for the preparation of amides of acrylic or methacrylic acid |
US5973203A (en) * | 1996-12-13 | 1999-10-26 | Coatex S.A. | Process for preparation of acrylic or methacrylic acid amides |
JP2015034273A (en) * | 2013-07-10 | 2015-02-19 | 日本乳化剤株式会社 | Thermoplastic resin composition, antistatic agent and weather-resistant agent |
Also Published As
Publication number | Publication date |
---|---|
DE1021824B (en) | 1958-01-02 |
BE535677A (en) | |
FR1122106A (en) | 1956-09-03 |
GB784052A (en) | 1957-10-02 |
FR1154017A (en) | 1958-04-01 |
NL194677A (en) | |
BE535675A (en) | |
BE548829A (en) | |
FR1119032A (en) | 1956-06-14 |
GB788664A (en) | 1958-01-08 |
DE1030298B (en) | 1958-05-22 |
NL88483C (en) |
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