GB1168872A - Vapour-Permeable Coatings - Google Patents
Vapour-Permeable CoatingsInfo
- Publication number
- GB1168872A GB1168872A GB2136167A GB2136167A GB1168872A GB 1168872 A GB1168872 A GB 1168872A GB 2136167 A GB2136167 A GB 2136167A GB 2136167 A GB2136167 A GB 2136167A GB 1168872 A GB1168872 A GB 1168872A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polymer
- substrate
- solvent
- urethane
- dimethylol
- 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
- 238000000576 coating method Methods 0.000 title abstract 4
- 229920000642 polymer Polymers 0.000 abstract 13
- 239000000758 substrate Substances 0.000 abstract 10
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 8
- 239000002904 solvent Substances 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- 239000011248 coating agent Substances 0.000 abstract 3
- 238000004132 cross linking Methods 0.000 abstract 3
- 239000003431 cross linking reagent Substances 0.000 abstract 3
- 238000000605 extraction Methods 0.000 abstract 3
- 239000002649 leather substitute Substances 0.000 abstract 3
- -1 wool Polymers 0.000 abstract 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 abstract 2
- XPJZBBZXCSKUDN-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)hexanediamide Chemical compound C(O)C(C(=O)N)(CCCC(=O)N)CO XPJZBBZXCSKUDN-UHFFFAOYSA-N 0.000 abstract 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 abstract 1
- ZVXPZLNAJOMRPK-UHFFFAOYSA-N 2-(hydroxymethyl)prop-1-ene-1,3-diol;urea Chemical compound NC(N)=O.OCC(CO)=CO ZVXPZLNAJOMRPK-UHFFFAOYSA-N 0.000 abstract 1
- HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical compound CC(=O)OCCO HXDLWJWIAHWIKI-UHFFFAOYSA-N 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 abstract 1
- SIMASFZWTXQOGU-UHFFFAOYSA-N NC(=O)OCC.C(O)C(C(O)(O)CO)CC Chemical compound NC(=O)OCC.C(O)C(C(O)(O)CO)CC SIMASFZWTXQOGU-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 229920000297 Rayon Polymers 0.000 abstract 1
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 abstract 1
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 abstract 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 235000019270 ammonium chloride Nutrition 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- CDEAGQRGUJFFPG-UHFFFAOYSA-L barium(2+);ethyl sulfate Chemical compound [Ba+2].CCOS([O-])(=O)=O.CCOS([O-])(=O)=O CDEAGQRGUJFFPG-UHFFFAOYSA-L 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000005266 casting Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 abstract 1
- 238000007598 dipping method Methods 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 abstract 1
- 229940015043 glyoxal Drugs 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000003840 hydrochlorides Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 229910001629 magnesium chloride Inorganic materials 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 150000005217 methyl ethers Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 238000003825 pressing Methods 0.000 abstract 1
- 238000007761 roller coating Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 abstract 1
- PMZURENOXWZQFD-UHFFFAOYSA-L sodium sulphate Substances [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 1
- RRLOOYQHUHGIRJ-UHFFFAOYSA-M sodium;ethyl sulfate Chemical compound [Na+].CCOS([O-])(=O)=O RRLOOYQHUHGIRJ-UHFFFAOYSA-M 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 238000010345 tape casting Methods 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
- D06N3/14—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/83—Chemically modified polymers
- C08G18/84—Chemically modified polymers by aldehydes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Synthetic Leather, Interior Materials Or Flexible Sheet Materials (AREA)
Abstract
1,168,872. Leather substitutes. SANYO CHEMICAL INDUSTRIES Ltd. 8 May, 1967 [7 May, 1966], No. 21361/67. Heading B2E. Leather substitutes are prepared by coating a fibrous substrate with a solution of a substantially linear urethane polymer in a solvent which is inert with respect to the substrate, removing the solvent from the polymer by treating the coated substrate with a solvent which is a solvent of the polymer solvent yet inert with respect to the urethane polymer and the substrate and cross-linking the urethane polymer with at least one aldehyde containing 1 to 4 carbon atoms for at least one derivative of formaldehyde with which there are at least two groups of the general formula N(OH 2 OR) n in which R is a hydrogen atom or a methyl group and n is 1 or 2, at any stage in the production of the leather substitute. The fibrous substrates may be woven, non-woven or knitted fabrics and felts made from polyamides, polyesters, viscose rayon, wool, cotton, glass or mixtures of these. Inert liquids used for extraction of the polymer solvent may be water, ethylene, glycol, monoethyl, ether, hydroxyethyl acetate, ethylene glycol, glycerine or mixtures of these. The aldehyde may be formaldehyde, acetaldehyde, glyoxal or mixtures thereof. Suitable formaldehyde derivatives are methylol urea, methylol melamine, dimethylol adipic acid diamide, dimethylol butane diol urethane, dimethylol ethylene urea, dimethylol hydroxy ethylene urea, tetramethylol acetylene urea, dimethylol triazone, hexamethylol melamine and the methyl ethers thereof. A catalyst may be used to accelerate the action of the cross-linking unit with the urethane groups or urea groups of the polymer. Such catalysts may be inorganic acids such as hydrochloric acid, phosphoric acid, organic acids such as acetic acid, oxalic acid, amine salts such as the hydrochloride salts of mono- and di-alkyl amines, inorganic salts such as magnesium chloride, zinc nitrate, sodium hydrogen sulphate, sodium ethyl sulphate, barium ethyl sulphate, ammonium salts such as ammonium chloride and mixtures thereof. The cross-linking agent may be added to urethane polymer at any stage, e.g. added the agent to the solution of the urethane polymer before it is applied to the substrate, applied to the substrate before it is coated with a solution of urethane polymer, added to the inert liquid used for extraction step or sprayed as a solution onto the substrate coating of the polymer. The coated substrate may be dipped into a separately prepared bath containing the cross-linking agent. The cross-linking reaction is generally carried out after the extraction step by heating a coated substrate to a temperature of from 80 to 250‹C. and the preferred amount of crosslinking agent to be added to the polymer is 0.5-5% by weight based on the weight of the urethane polymer. The coating may be applied by spraying, knife coating, roller coating, casting, pressing or dipping. The product may be buffed and top-dressed.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2905066 | 1966-05-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1168872A true GB1168872A (en) | 1969-10-29 |
Family
ID=12265542
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2136167A Expired GB1168872A (en) | 1966-05-07 | 1967-05-08 | Vapour-Permeable Coatings |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1619289A1 (en) |
| GB (1) | GB1168872A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018159359A1 (en) | 2017-02-28 | 2018-09-07 | 三洋化成工業株式会社 | Polyurethane resin for synthetic leather |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP4019479A1 (en) | 2020-12-23 | 2022-06-29 | Prefere Resins Holding GmbH | Water-dilutable binders |
-
1967
- 1967-05-08 GB GB2136167A patent/GB1168872A/en not_active Expired
- 1967-05-08 DE DE19671619289 patent/DE1619289A1/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018159359A1 (en) | 2017-02-28 | 2018-09-07 | 三洋化成工業株式会社 | Polyurethane resin for synthetic leather |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1619289A1 (en) | 1971-01-21 |
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