FI64383C - Polyester-aminoalkylalkoxisilan foerfarande foer dess framstaellning och dess anvaendning som oeverdrag och adhesionsfoerbaettrande medel foer glas - Google Patents

Polyester-aminoalkylalkoxisilan foerfarande foer dess framstaellning och dess anvaendning som oeverdrag och adhesionsfoerbaettrande medel foer glas Download PDF

Info

Publication number: FI64383C
Authority: FI; Finland
Prior art keywords: polyester; aminoalkylalkoxysilane; silane; molecular weight; process according
Prior art date: 1977-07-05

Application number

FI782062A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI782062A (fi

FI64383B (fi

Inventor

Enrico James Pepe

James Glenn Marsden

Original Assignee

Union Carbide Corp

Priority date (The priority date 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 date listed.)

1977-07-05

Filing date

1978-06-28

Publication date

1983-11-10

1978-06-28 Application filed by Union Carbide Corp filed Critical Union Carbide Corp

1979-01-06 Publication of FI782062A publication Critical patent/FI782062A/fi

1983-07-29 Publication of FI64383B publication Critical patent/FI64383B/fi

1983-11-10 Application granted granted Critical

1983-11-10 Publication of FI64383C publication Critical patent/FI64383C/fi

Links

229920000728 polyester Polymers 0.000 claims description 132
229910000077 silane Inorganic materials 0.000 claims description 57
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 55
238000000034 method Methods 0.000 claims description 46
229920005989 resin Polymers 0.000 claims description 30
239000011347 resin Substances 0.000 claims description 30
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
239000011521 glass Substances 0.000 claims description 21
239000000463 material Substances 0.000 claims description 17
239000003365 glass fiber Substances 0.000 claims description 16
239000002318 adhesion promoter Substances 0.000 claims description 14
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 13
239000004744 fabric Substances 0.000 claims description 13
229910052710 silicon Inorganic materials 0.000 claims description 13
239000010703 silicon Substances 0.000 claims description 13
229920000642 polymer Polymers 0.000 claims description 12
229920001225 polyester resin Polymers 0.000 claims description 11
239000004645 polyester resin Substances 0.000 claims description 11
125000005442 diisocyanate group Chemical group 0.000 claims description 10
238000002360 preparation method Methods 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 8
125000003545 alkoxy group Chemical group 0.000 claims description 7
125000003118 aryl group Chemical group 0.000 claims description 7
239000004215 Carbon black (E152) Substances 0.000 claims description 6
125000003710 aryl alkyl group Chemical group 0.000 claims description 6
229930195733 hydrocarbon Natural products 0.000 claims description 6
238000000576 coating method Methods 0.000 claims description 5
239000011248 coating agent Substances 0.000 claims description 4
238000007259 addition reaction Methods 0.000 claims 1
230000032683 aging Effects 0.000 claims 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
238000010348 incorporation Methods 0.000 claims 1
239000012948 isocyanate Substances 0.000 claims 1
150000002513 isocyanates Chemical class 0.000 claims 1
238000009736 wetting Methods 0.000 claims 1
238000012360 testing method Methods 0.000 description 62
239000000203 mixture Substances 0.000 description 39
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 26
238000006243 chemical reaction Methods 0.000 description 17
239000000047 product Substances 0.000 description 17
-1 aryl dichlorosilanes Chemical class 0.000 description 16
239000000243 solution Substances 0.000 description 16
229920006305 unsaturated polyester Polymers 0.000 description 16
150000004756 silanes Chemical class 0.000 description 15
239000002904 solvent Substances 0.000 description 13
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
238000006845 Michael addition reaction Methods 0.000 description 12
239000011541 reaction mixture Substances 0.000 description 11
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
239000007864 aqueous solution Substances 0.000 description 10
239000003795 chemical substances by application Substances 0.000 description 10
238000003756 stirring Methods 0.000 description 10
229960000583 acetic acid Drugs 0.000 description 9
238000002474 experimental method Methods 0.000 description 7
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
238000009835 boiling Methods 0.000 description 6
239000003054 catalyst Substances 0.000 description 6
230000000052 comparative effect Effects 0.000 description 6
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 5
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
ZMAKCCXIFPCMEE-UHFFFAOYSA-N OOOOOOOOOOOOOOOOOOOO Chemical compound OOOOOOOOOOOOOOOOOOOO ZMAKCCXIFPCMEE-UHFFFAOYSA-N 0.000 description 5
238000004821 distillation Methods 0.000 description 5
238000010438 heat treatment Methods 0.000 description 5
239000007787 solid Substances 0.000 description 5
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239000008096 xylene Substances 0.000 description 5
WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 4
238000007792 addition Methods 0.000 description 4
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FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
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150000003961 organosilicon compounds Chemical class 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
230000002787 reinforcement Effects 0.000 description 4
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 3
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UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
229920002799 BoPET Polymers 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
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ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
239000000853 adhesive Substances 0.000 description 3
230000001070 adhesive effect Effects 0.000 description 3
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
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239000006185 dispersion Substances 0.000 description 3
239000000945 filler Substances 0.000 description 3
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PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
JBHRGAHUHVVXQI-UHFFFAOYSA-N 1-triethoxysilylpropan-1-amine Chemical compound CCO[Si](OCC)(OCC)C(N)CC JBHRGAHUHVVXQI-UHFFFAOYSA-N 0.000 description 2
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
238000005299 abrasion Methods 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
230000000712 assembly Effects 0.000 description 2
238000000429 assembly Methods 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000001035 drying Methods 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
239000000806 elastomer Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
238000011049 filling Methods 0.000 description 2
239000012362 glacial acetic acid Substances 0.000 description 2
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
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239000011118 polyvinyl acetate Substances 0.000 description 2
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DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
CIRMGZKUSBCWRL-LHLOQNFPSA-N (e)-10-[2-(7-carboxyheptyl)-5,6-dihexylcyclohex-3-en-1-yl]dec-9-enoic acid Chemical compound CCCCCCC1C=CC(CCCCCCCC(O)=O)C(\C=C\CCCCCCCC(O)=O)C1CCCCCC CIRMGZKUSBCWRL-LHLOQNFPSA-N 0.000 description 1
YOUHVVBPILYPKM-NSCUHMNNSA-N (e)-but-2-ene-1,1-diol Chemical compound C\C=C\C(O)O YOUHVVBPILYPKM-NSCUHMNNSA-N 0.000 description 1
MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical class O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
KIAZLPPFFCCZJS-UHFFFAOYSA-N 1,5-diisocyanato-2,3-dimethylbenzene Chemical compound CC1=CC(N=C=O)=CC(N=C=O)=C1C KIAZLPPFFCCZJS-UHFFFAOYSA-N 0.000 description 1
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DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
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WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
DSCFFEYYQKSRSV-UHFFFAOYSA-N 1L-O1-methyl-muco-inositol Natural products COC1C(O)C(O)C(O)C(O)C1O DSCFFEYYQKSRSV-UHFFFAOYSA-N 0.000 description 1
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229910019142 PO4 Inorganic materials 0.000 description 1
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
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230000000704 physical effect Effects 0.000 description 1
229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001228 polyisocyanate Polymers 0.000 description 1
239000005056 polyisocyanate Substances 0.000 description 1
229920000193 polymethacrylate Polymers 0.000 description 1
239000004926 polymethyl methacrylate Substances 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
229920006324 polyoxymethylene Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
229920000131 polyvinylidene Polymers 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000011253 protective coating Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000003014 reinforcing effect Effects 0.000 description 1
239000012260 resinous material Substances 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229920002050 silicone resin Polymers 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
ROWWCTUMLAVVQB-UHFFFAOYSA-N triethoxysilylmethanamine Chemical compound CCO[Si](CN)(OCC)OCC ROWWCTUMLAVVQB-UHFFFAOYSA-N 0.000 description 1
238000009423 ventilation Methods 0.000 description 1
239000003021 water soluble solvent Substances 0.000 description 1
230000004580 weight loss Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B20/00—Use of materials as fillers for mortars, concrete or artificial stone according to more than one of groups C04B14/00 - C04B18/00 and characterised by shape or grain distribution; Treatment of materials according to more than one of the groups C04B14/00 - C04B18/00 specially adapted to enhance their filling properties in mortars, concrete or artificial stone; Expanding or defibrillating materials
- C04B20/10—Coating or impregnating
- C04B20/1051—Organo-metallic compounds; Organo-silicon compounds, e.g. bentone
- 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
- C03C25/40—Organo-silicon compounds
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
- C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
- C04B41/4988—Organosilicium-organic copolymers, e.g. olefins with terminal silane groups
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/68—Unsaturated polyesters
- 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
- C08G18/837—Chemically modified polymers by silicon containing compounds
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
- C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6858—Polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/695—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon
- C08G63/6954—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon derived from polxycarboxylic acids and polyhydroxy compounds
- C08G63/6958—Polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/918—Polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Engineering & Computer Science (AREA)
Ceramic Engineering (AREA)
General Chemical & Material Sciences (AREA)
Materials Engineering (AREA)
Life Sciences & Earth Sciences (AREA)
Structural Engineering (AREA)
General Life Sciences & Earth Sciences (AREA)
Geochemistry & Mineralogy (AREA)
Surface Treatment Of Glass Fibres Or Filaments (AREA)
Reinforced Plastic Materials (AREA)
Compositions Of Macromolecular Compounds (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Paints Or Removers (AREA)

FI782062A 1977-07-05 1978-06-28 Polyester-aminoalkylalkoxisilan foerfarande foer dess framstaellning och dess anvaendning som oeverdrag och adhesionsfoerbaettrande medel foer glas FI64383C (fi)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US05/813,074 US4122074A (en)	1977-07-05	1977-07-05	Polyester aminoalkylalkoxysilanes
US81307477		1977-07-05

Publications (3)

Publication Number	Publication Date
FI782062A FI782062A (fi)	1979-01-06
FI64383B FI64383B (fi)	1983-07-29
FI64383C true FI64383C (fi)	1983-11-10

Family

ID=25211390

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI782062A FI64383C (fi)	1977-07-05	1978-06-28	Polyester-aminoalkylalkoxisilan foerfarande foer dess framstaellning och dess anvaendning som oeverdrag och adhesionsfoerbaettrande medel foer glas

Country Status (11)

Country	Link
US (1)	US4122074A (no)
BE (1)	BE868721A (no)
CA (1)	CA1110386A (no)
DE (1)	DE2829394C2 (no)
FI (1)	FI64383C (no)
FR (1)	FR2396778B1 (no)
GB (1)	GB2000792B (no)
IT (1)	IT1096967B (no)
NL (1)	NL185934C (no)
NO (1)	NO151624C (no)
SE (1)	SE428696B (no)

Families Citing this family (34)

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US4370439A (en) *	1979-03-22	1983-01-25	Ppg Industries, Inc.	Method of preparing a sizing composition for treating glass fibers
US4273694A (en) *	1980-04-01	1981-06-16	Union Carbide Corporation	Certain acid salts of polyester aminoorganosilanes
CS224616B2 (cs) *	1980-06-27	1984-01-16	Union Carbide Corp	Upravovači prostředek vhodný pro úpravu skleněných vláken
US4340520A (en) *	1980-06-27	1982-07-20	Union Carbide Corporation	Polyester aminoorganosilane salt/polyalkylene oxide compositions for improved glass fiber treatment
US4340524A (en) *	1980-06-30	1982-07-20	Union Carbide Corporation	Water-resistant latex sealants
US4370157A (en) *	1981-03-09	1983-01-25	Ppg Industries, Inc.	Stable sizing compositions used during forming of glass fibers and resulting fiber
US4396681A (en) *	1981-06-10	1983-08-02	Essex Chemical Corporation	Process for coating one pot moisture curable coating composition onto non-porous substrate and article
US4429082A (en)	1982-05-10	1984-01-31	Ppg Industries, Inc.	Film-forming resins containing alkoxy silane groups
US4430486A (en)	1982-11-29	1984-02-07	Ppg Industries, Inc.	Film-forming urethane resins containing alkoxy silane groups and acrylyl groups
GB8301374D0 (en) *	1983-01-19	1983-02-23	Dow Corning Ltd	Siloxane-polyester compositions
US4468492A (en) *	1983-07-15	1984-08-28	Ppg Industries, Inc.	Polymeric organo functional silanes as reactive modifying materials
US4596737A (en) *	1985-07-23	1986-06-24	Manville Corporation	Method for the treatment and production of glass fiber mats
DE3626057A1 (de) *	1986-08-01	1988-02-04	Quarzwerke Gmbh	Als waessrige kunstharzdispersionen vorliegende lacke oder grundierungen mit einem mineralischen fuellstoff
US4876039A (en) *	1986-11-04	1989-10-24	Dow Corning Corporation	Process for preparing silicone microparticles cured by a Michael addition reaction
US4698406A (en) *	1986-11-04	1987-10-06	Dow Corning Corporation	Curable organopolysiloxane composition
US4962177A (en) *	1988-04-04	1990-10-09	Dow Corning Corporation	Aminofunctional organosilicon optical brighteners
US5230959A (en)	1989-03-20	1993-07-27	Weyerhaeuser Company	Coated fiber product with adhered super absorbent particles
US5091465A (en) *	1989-12-13	1992-02-25	Union Carbide Chemicals And Plastics Company, Inc.	Glass fiber size
US5354829A (en) *	1992-06-30	1994-10-11	Ppg Industries, Inc.	Silylated polyamine polymers and a method of treating fibers
US5616757A (en) *	1993-04-08	1997-04-01	Bausch & Lomb Incorporated	Organosilicon-containing materials useful for biomedical devices
GB2323599A (en) *	1997-03-18	1998-09-30	Courtaulds Plc	Compositions curable by a Michael reaction
US5891942A (en) *	1997-05-01	1999-04-06	Fibre Glass-Evercoat Company, Inc.	Coating composition with improved water and mar resistance
US5948927A (en) *	1998-04-01	1999-09-07	Witco Corporation	Bis-silyl tertiary amines
EP1153028A1 (de) *	1999-02-09	2001-11-14	Cognis Deutschland GmbH	Aminosilanester
US6579616B1 (en) *	1999-03-30	2003-06-17	Owens Corning Fiberglas Technology, Inc.	String binders
US6228496B1 (en)	1999-05-26	2001-05-08	Ppg Industries Ohio, Inc.	Sizing composition for glass fibers
DE10242265A1 (de) *	2002-09-12	2004-03-25	Degussa Ag	Haftungsverbessernder Zusatz aus einem ungesättigten, amorphen Polyester
DE102005023107A1 (de) *	2005-05-13	2006-11-16	Basf Ag	Modifizierte Polyamine
US7781493B2 (en) *	2005-06-20	2010-08-24	Dow Global Technologies Inc.	Protective coating for window glass
CN101558456B (zh) *	2006-12-19	2013-07-24	陶氏环球技术公司	经改善的用于导电透明基材的复合材料和方法
US7939161B2 (en) *	2006-12-19	2011-05-10	Dow Global Technologies Llc	Encapsulated panel assemblies and methods for making same
US9193880B2 (en) *	2006-12-19	2015-11-24	Dow Global Technologies Llc	Adhesion promotion additives and methods for improving coating compositions
CN105793308B (zh) *	2013-12-12	2020-04-17	陶氏环球技术有限责任公司	用于氨基甲酸酯体系的氨基硅烷粘合促进剂
CN116987264B (zh) *	2023-07-13	2024-02-27	山东星顺新材料有限公司	一种聚氨基酰胺硅烷偶联剂及其制备方法和应用、粘接剂

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US2931739A (en) *	1956-10-08	1960-04-05	Owens Corning Fiberglass Corp	Plastics and laminates formed of glass fibers and epoxy resins
US3252825A (en) *	1959-09-14	1966-05-24	Owens Corning Fiberglass Corp	Process of coating glass fibers with hydrolyzed condensation product of amino silane and copolymerizable monomer
GB1278777A (en) *	1968-07-16	1972-06-21	Fibreglass Ltd	Improvements in or relating to sizes for glass fibres
US3674724A (en) *	1970-04-27	1972-07-04	Owens Corning Fiberglass Corp	Polyester reinforced elastomers
US3658571A (en) *	1970-04-29	1972-04-25	Owens Corning Fiberglass Corp	Glass fiber reinforced elastomers
US3728146A (en) *	1971-03-22	1973-04-17	Owens Corning Fiberglass Corp	Glass fiber reinforced elastomers
US3837892A (en) *	1972-01-28	1974-09-24	Owens Corning Fiberglass Corp	Glass fiber reinforced elastomers

1977
- 1977-07-05 US US05/813,074 patent/US4122074A/en not_active Expired - Lifetime
1978
- 1978-06-19 CA CA305,777A patent/CA1110386A/en not_active Expired
- 1978-06-28 FI FI782062A patent/FI64383C/fi not_active IP Right Cessation
- 1978-07-03 FR FR7819788A patent/FR2396778B1/fr not_active Expired
- 1978-07-04 SE SE7807543A patent/SE428696B/sv not_active IP Right Cessation
- 1978-07-04 BE BE189061A patent/BE868721A/xx not_active IP Right Cessation
- 1978-07-04 GB GB7828787A patent/GB2000792B/en not_active Expired
- 1978-07-04 NL NLAANVRAGE7807260,A patent/NL185934C/xx not_active IP Right Cessation
- 1978-07-04 DE DE2829394A patent/DE2829394C2/de not_active Expired
- 1978-07-04 IT IT25312/78A patent/IT1096967B/it active
- 1978-07-04 NO NO782335A patent/NO151624C/no unknown

Also Published As

Publication number	Publication date
SE428696B (sv)	1983-07-18
GB2000792B (en)	1982-06-16
DE2829394A1 (de)	1979-01-11
NL7807260A (nl)	1979-01-09
NO151624C (no)	1985-05-08
NO151624B (no)	1985-01-28
IT7825312A0 (it)	1978-07-04
FI782062A (fi)	1979-01-06
FR2396778B1 (fr)	1985-05-31
NO782335L (no)	1979-01-08
FI64383B (fi)	1983-07-29
US4122074A (en)	1978-10-24
NL185934C (nl)	1990-08-16
BE868721A (fr)	1979-01-04
CA1110386A (en)	1981-10-06
SE7807543L (sv)	1979-01-06
DE2829394C2 (de)	1982-08-26
FR2396778A1 (fr)	1979-02-02
GB2000792A (en)	1979-01-17
IT1096967B (it)	1985-08-26

Legal Events

Date	Code	Title	Description
2004-08-31	MM	Patent lapsed	Owner name: UNION CARBIDE CORP

Publication	Publication Date	Title
FI64383C (fi)	1983-11-10	Polyester-aminoalkylalkoxisilan foerfarande foer dess framstaellning och dess anvaendning som oeverdrag och adhesionsfoerbaettrande medel foer glas
US4163073A (en)	1979-07-31	Process for treating inorganic siliceous surfaces
AU2001285758B2 (en)	2006-07-20	Binder for mineral wool products
EP1047645B1 (en)	2007-03-07	Compound for use as a mineral fibre binder and process for providing such
JP2925380B2 (ja)	1999-07-28	潜在性カルバメートシリコンカツプリング剤、及びその製造法及び使用
US3249461A (en)	1966-05-03	Article having reinforcing coupled to matrix and reinforcing for same
KR900008464B1 (ko)	1990-11-22	폴리에테르의 제조방법 및 폴리에테르를 이용한 실온 경화성 조성물
US5371165A (en)	1994-12-06	Organopolysiloxane compositions which cross-link to give elastomers
Yan et al.	2014	Synthesis and characterization of novel fluorinated siloxane star-like copolymer with short perfluoroalkyl chain and used for modification the epoxy resin
Bhosale et al.	2015	Synthesis and characterization of castor oil based hybrid polymers and their polyurethane–urea/silica coatings
EP0432748B1 (en)	1998-02-25	Glass fiber size
JP5260594B2 (ja)	2013-08-14	ガラス及びカーボンファイバー用の非水性サイジング
US5668212A (en)	1997-09-16	Aqueous organosiloxane liquid composition and its use
EP0757081B1 (en)	2002-06-05	Curable oil- and water-repellent silicone composition
FI69089C (fi)	1985-12-10	Organiska polyesteramino-silansalter laempliga som adhesionspromotorer
JPS6232211B2 (no)	1987-07-13
JPH0224851B2 (no)	1990-05-30
US5126420A (en)	1992-06-30	Rtv organopolysiloxane compositions
JPS6123626A (ja)	1986-02-01	ポリエステルアミノアルキルアルコキシシラン、その製造方法及びその使用
US4292371A (en)	1981-09-29	Asphalt compositions modified with organo silane compounds
AU675456B2 (en)	1997-02-06	Aqueous organosiloxane liquid composition and its use
Apohan et al.	2008	In situ formed silica nanofiber reinforced UV-curable phenylphosphine oxide containing coatings
EP0043109A1 (en)	1982-01-06	Polyester aminoorganosilane salt/polyalkylene oxide compositions for improved glass fiber treatment
Hong	1974	Improvements in impact resistance of glass fibre-reinforced plastics.
JPS6359977B2 (no)	1988-11-22