JPS6142946B2 - - Google Patents
Info
- Publication number
- JPS6142946B2 JPS6142946B2 JP56056401A JP5640181A JPS6142946B2 JP S6142946 B2 JPS6142946 B2 JP S6142946B2 JP 56056401 A JP56056401 A JP 56056401A JP 5640181 A JP5640181 A JP 5640181A JP S6142946 B2 JPS6142946 B2 JP S6142946B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- alkyl
- lower alkyl
- weight
- coating
- 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
- 229920000642 polymer Polymers 0.000 claims description 36
- 239000006185 dispersion Substances 0.000 claims description 34
- 238000000576 coating method Methods 0.000 claims description 28
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 26
- 239000011248 coating agent Substances 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- -1 hydrocarbyl siloxane Chemical class 0.000 claims description 12
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 8
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 8
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 7
- 229910000077 silane Inorganic materials 0.000 claims description 7
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical group CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical group CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims 1
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 1
- 239000004744 fabric Substances 0.000 description 35
- 229920001577 copolymer Polymers 0.000 description 16
- 239000000203 mixture Substances 0.000 description 14
- 239000003365 glass fiber Substances 0.000 description 13
- 238000005452 bending Methods 0.000 description 12
- 239000000835 fiber Substances 0.000 description 10
- 239000005871 repellent Substances 0.000 description 10
- 230000002940 repellent Effects 0.000 description 8
- 239000002270 dispersing agent Substances 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 238000010306 acid treatment Methods 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000011152 fibreglass Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000008199 coating composition Substances 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 238000004513 sizing Methods 0.000 description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 125000004103 aminoalkyl group Chemical group 0.000 description 3
- 239000000908 ammonium hydroxide Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000011010 flushing procedure Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 description 1
- BZPCMSSQHRAJCC-UHFFFAOYSA-N 1,2,3,3,4,4,5,5,5-nonafluoro-1-(1,2,3,3,4,4,5,5,5-nonafluoropent-1-enoxy)pent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)F BZPCMSSQHRAJCC-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- RFJVDJWCXSPUBY-UHFFFAOYSA-N 2-(difluoromethylidene)-4,4,5-trifluoro-5-(trifluoromethyl)-1,3-dioxolane Chemical compound FC(F)=C1OC(F)(F)C(F)(C(F)(F)F)O1 RFJVDJWCXSPUBY-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000004815 dispersion polymer Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000003682 fluorination reaction Methods 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000010881 fly ash Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- DEIUIIGYTBBIMI-UHFFFAOYSA-N n'-(3-phenylprop-2-enyl)-n-(3-trimethoxysilylpropyl)ethane-1,2-diamine;hydrochloride Chemical compound Cl.CO[Si](OC)(OC)CCCNCCNCC=CC1=CC=CC=C1 DEIUIIGYTBBIMI-UHFFFAOYSA-N 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 230000003763 resistance to breakage Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical class S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- 229910052815 sulfur oxide Inorganic materials 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical compound CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
- C03C25/10—Coating
- C03C25/24—Coatings containing organic materials
- C03C25/26—Macromolecular compounds or prepolymers
- C03C25/28—Macromolecular compounds or prepolymers obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C03C25/30—Polyolefins
- C03C25/305—Polyfluoroolefins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08L27/18—Homopolymers or copolymers or tetrafluoroethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
- C08L33/16—Homopolymers or copolymers of esters containing halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Materials Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Laminated Bodies (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14168880A | 1980-04-18 | 1980-04-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56166269A JPS56166269A (en) | 1981-12-21 |
| JPS6142946B2 true JPS6142946B2 (enrdf_load_stackoverflow) | 1986-09-25 |
Family
ID=22496771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5640181A Granted JPS56166269A (en) | 1980-04-18 | 1981-04-16 | Coating dispersion |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS56166269A (enrdf_load_stackoverflow) |
| BE (1) | BE888486A (enrdf_load_stackoverflow) |
| CA (1) | CA1171572A (enrdf_load_stackoverflow) |
| DE (1) | DE3115542A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2480772A1 (enrdf_load_stackoverflow) |
| GB (1) | GB2074181B (enrdf_load_stackoverflow) |
| IT (1) | IT1211025B (enrdf_load_stackoverflow) |
| NL (1) | NL8101917A (enrdf_load_stackoverflow) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2537985A1 (fr) * | 1982-12-17 | 1984-06-22 | Bourit Claude | Composition de revetement anti-adherence et son procede de preparation |
| US4514537A (en) * | 1984-02-09 | 1985-04-30 | E. I. Du Pont De Nemours And Company | Tetrafluoroethylene polymer dispersions |
| US4868042A (en) * | 1987-12-09 | 1989-09-19 | Pall Corporation | Antiwicking compositions and fabrics treated therewith |
| US5348769A (en) * | 1993-03-31 | 1994-09-20 | Osi Specialties, Inc. | Fluorosilicone compositions as wash durable soil and stain repellent finishes |
| KR100542781B1 (ko) * | 1996-11-28 | 2006-01-11 | 다이낑 고오교 가부시키가이샤 | 수성 분산체 및 방수제 |
| DE29701878U1 (de) * | 1997-02-04 | 1997-07-10 | Hartmuth, Werner, 66955 Pirmasens | Polytetrafluorethylen (PTFE)-Glasgewebefolie |
| US6410626B1 (en) * | 1997-04-30 | 2002-06-25 | Daikin Industries, Ltd. | Aqueous dispersion composition and coated articles |
| CN102031693B (zh) * | 2010-11-15 | 2012-07-25 | 山东新力环保材料有限公司 | 中低温复合针刺过滤毡后整理用成膜剂及其制备方法 |
| WO2022215287A1 (ja) * | 2021-04-09 | 2022-10-13 | 旭化成株式会社 | ガラスクロス、プリプレグ、及びプリント配線板 |
| KR20230129501A (ko) * | 2021-04-09 | 2023-09-08 | 아사히 가세이 가부시키가이샤 | 유리 클로스, 프리프레그 및 프린트 배선판 |
| JP7183344B1 (ja) * | 2021-06-30 | 2022-12-05 | 旭化成株式会社 | ガラスクロス、プリプレグ、及びプリント配線板 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3838082A (en) * | 1971-05-25 | 1974-09-24 | Du Pont | Polytetrafluoromethylene coatings containing water soluble polyhydrolyzable compound for glass fabrics |
| US3915916A (en) * | 1974-05-24 | 1975-10-28 | Du Pont | Process for reducing filler loss |
-
1981
- 1981-04-10 GB GB8111396A patent/GB2074181B/en not_active Expired
- 1981-04-16 NL NL8101917A patent/NL8101917A/nl not_active Application Discontinuation
- 1981-04-16 FR FR8107690A patent/FR2480772A1/fr active Granted
- 1981-04-16 DE DE19813115542 patent/DE3115542A1/de active Granted
- 1981-04-16 JP JP5640181A patent/JPS56166269A/ja active Granted
- 1981-04-16 CA CA000375645A patent/CA1171572A/en not_active Expired
- 1981-04-17 BE BE0/204543A patent/BE888486A/fr not_active IP Right Cessation
- 1981-04-17 IT IT8121284A patent/IT1211025B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| NL8101917A (nl) | 1981-11-16 |
| DE3115542C2 (enrdf_load_stackoverflow) | 1992-02-27 |
| IT8121284A0 (it) | 1981-04-17 |
| JPS56166269A (en) | 1981-12-21 |
| DE3115542A1 (de) | 1982-02-18 |
| GB2074181A (en) | 1981-10-28 |
| FR2480772A1 (fr) | 1981-10-23 |
| BE888486A (fr) | 1981-10-19 |
| IT1211025B (it) | 1989-09-29 |
| FR2480772B1 (enrdf_load_stackoverflow) | 1984-04-06 |
| CA1171572A (en) | 1984-07-24 |
| GB2074181B (en) | 1983-11-16 |
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