DE3786326T2 - Härtungszusammensetzung. - Google Patents
Härtungszusammensetzung.Info
- Publication number
- DE3786326T2 DE3786326T2 DE87309185T DE3786326T DE3786326T2 DE 3786326 T2 DE3786326 T2 DE 3786326T2 DE 87309185 T DE87309185 T DE 87309185T DE 3786326 T DE3786326 T DE 3786326T DE 3786326 T2 DE3786326 T2 DE 3786326T2
- Authority
- DE
- Germany
- Prior art keywords
- formula
- group
- component
- composition according
- isocyanate
- 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 - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 103
- 229920000642 polymer Polymers 0.000 claims abstract description 40
- 239000012948 isocyanate Substances 0.000 claims abstract description 38
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 32
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims abstract description 17
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 229920001577 copolymer Polymers 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 150000002009 diols Chemical class 0.000 claims description 7
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 2
- 238000004132 cross linking Methods 0.000 claims description 2
- 150000002923 oximes Chemical class 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims 1
- 125000005442 diisocyanate group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract description 7
- 229910000077 silane Inorganic materials 0.000 abstract description 7
- 229920000058 polyacrylate Polymers 0.000 abstract description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 32
- 239000008096 xylene Substances 0.000 description 32
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 28
- 239000012975 dibutyltin dilaurate Substances 0.000 description 28
- 239000003054 catalyst Substances 0.000 description 24
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 18
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 18
- 238000002360 preparation method Methods 0.000 description 14
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 13
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 12
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- -1 silyl compound Chemical class 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 235000019589 hardness Nutrition 0.000 description 7
- 238000002329 infrared spectrum Methods 0.000 description 7
- 239000005058 Isophorone diisocyanate Substances 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 5
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000004971 Cross linker Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 3
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 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
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000012258 stirred mixture Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 1
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 1
- KCZQSKKNAGZQSZ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)-1,3,5-triazin-2,4,6-trione Chemical compound O=C=NCCCCCCN1C(=O)N(CCCCCCN=C=O)C(=O)N(CCCCCCN=C=O)C1=O KCZQSKKNAGZQSZ-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- GOMHEPGTRNLWPW-UHFFFAOYSA-N 2-butan-2-yl-2-(hydroxymethyl)propane-1,3-diol Chemical compound CCC(C)C(CO)(CO)CO GOMHEPGTRNLWPW-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 150000001343 alkyl silanes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000000622 irritating effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 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 1
- 150000004072 triols Chemical class 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- 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
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L43/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Compositions of derivatives of such polymers
- C08L43/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
- C09D143/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/06—Polyurethanes from polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Claims (10)
1. Härtende Zusammensetzung, welche eine polymere Komponente
und eine kompatible oligomere Komponenten enthält,
wobei die polymere Komponente ein Copolymer ist aus
funktionelle Silylgruppen enthaltenden Einheiten, die sich von
Monomeren der Formel I
CH&sub2;=CR¹CO&sub2;(CH&sub2;)aL
Formel (I)
ableiten, worin a für 2 bis 4 steht, R¹ für Wasserstoff oder
Methyl steht und L für eine Gruppe der Formel II
Formel (II)
steht, worin R² für C&sub1;&submin;&sub4;Alkoxy, C&sub2;&submin;&sub4;Alkoxy-C&sub2;&submin;&sub4;alkoxy,
C&sub2;&submin;&sub4;Alkanoyl, Enolat oder Oxim steht und R³ und R&sup4; die für R²
angegebenen Bedeutungen besitzen oder für C&sub1;&submin;&sub6;Alkyl stehen,
und aus Struktureinheiten, die sich von polymerisierbaren
ehtylenisch ungesättigten Monomeren ableiten, so daß jedes
Molekül der polymeren Komponente mindestens zwei Silylgruppen
der Formel (II) enthält:
und wobei die oligomere Komponente eine Verbindung der Formel
(III)
E(GKL)b
Formel (III)
ist, worin b für 3 bis 6 steht, E sich von einem Biuret- oder
Isocyanuratoligomer eines difunktionellen Isocyanats ableitet,
wobei das Isocyanat ein aliphatisches, cycloaliphatisches oder
aromatisches C&sub4;&submin;&sub1;&sub5;-Diisocyanat ist, das gegebenenfalls mit
einer oder mehreren C&sub1;&submin;&sub6;Alkylgruppen substituiert, ist oder
sich von einem Addukt aus einem aliphatischen C&sub2;&submin;&sub6;Diol, -Triol
oder -Tetraol und einem polyfunktionellen Isocyanat ableitet,
wobei das polyfunktionelle Isocyanat entweder ein oben
definiertes difunktionelles Isocyanat ist oder selbst das Addukt
aus einem aliphatischen Triol und einem oben definierten
difunktionellen Isocyanat ist, G für
-[O(CH&sub2;)&sub5;CO]c[O(CH&sub2;)dOCO(CH&sub2;)&sub2;]-
steht, worin c für 0 bis 2 steht und d für 2 bis 4 steht, K
für
-[NR&sup5;(CH&sub2;)m]-
steht, worin m für 1 bis 6 steht und R&sup5; für Wasserstoff,
Methyl, -(CH&sub2;)nR&sup6; oder -CH&sub2;CHOH(CH&sub2;)nR&sup6; steht, worin R für
die oben bei Formel (I) definierte Gruppe L steht und n für 1
bis 6 steht.
2. Härtende Zusammensetzung nach Anspruch 1, in welcher R&sup5;
für Wasserstoff oder -CH&sub2;CHOH(CH&sub2;)nR&sup6; steht, worin R&sup6; für die
oben bei der Formel (I) definierte Gruppe L steht und n für 1
bis 6 steht.
3. Zusammensetzung nach Anspruch 1 bei welcher das
zahlenmäßige Durchschnittsmolekulargewicht der
Polymerkomponente zwischen 1000 und 30 000 g Mol&supmin;¹ liegt.
4. Zusammensetzung nach Anspruch 1 oder 2, bei welcher in
der Formel (III) b für 3 steht, in der Gruppe G c für 0 und d
für 4 steht und in der Gruppe K m für 3 und R&sup5; für Wasserstoff
steht.
5. Zusammensetzung nach Anspruch 1 oder 2, bei welcher in
der Formel (III) b für 4 stebt, in der Gruppe G c für 0 und d
für 4 steht und in der Gruppe K m für 3 und R&sup5; für Wasserstoff
steht.
6. Zusammensetzung nach Anspruch 1 oder 2, bei welcher in
der Formel (III) b für 6 steht, in der Gruppe G c für 0 und d
für 2 steht und in der Gruppe K m für 3 und R&sup5; für Wasserstoff
steht.
7. Zusammensetzung nach anspruch 1 oder 2, bei welcher in
der Formel (III) b für 3 steht, in der Gruppe G c für 2 und d
für 2 steht und in der Gruppe K m für 3 und R&sup5; für Wasserstoff
steht.
8. Zusammensetzung nacn Anspruch 1 oder 2, bei welcher in
der Formel (III) b für 3 steht, in der Gruppe G c für 0 und d
für 4 steht und in der Gruppe K R&sup5; für CH&sub2;CHOH(CH&sub2;)-L steht.
9. Verfahren zur Herstellung einer Zusammensetzung nach
einem der Ansprüche 1 bis 8, bei welchem die Polymerkomponente
und die Vernetzungskomponente gemischt werden.
10. Verfahren zum Beschichten eines Gegenstandes, bei welchem
eine Schicht aus einer Zusammensetzung nach einem der
Ansprüche 1 bis 7 aufgebracht und die Schicht aushärten
gelassen wird.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB868627314A GB8627314D0 (en) | 1986-11-14 | 1986-11-14 | Curing composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3786326D1 DE3786326D1 (de) | 1993-07-29 |
| DE3786326T2 true DE3786326T2 (de) | 1993-09-30 |
Family
ID=10607387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE87309185T Expired - Fee Related DE3786326T2 (de) | 1986-11-14 | 1987-10-16 | Härtungszusammensetzung. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4785035A (de) |
| EP (1) | EP0267698B1 (de) |
| JP (1) | JPS63139936A (de) |
| CN (1) | CN87107861A (de) |
| AT (1) | ATE90959T1 (de) |
| AU (1) | AU604073B2 (de) |
| CA (1) | CA1296450C (de) |
| DE (1) | DE3786326T2 (de) |
| ES (1) | ES2041268T3 (de) |
| GB (2) | GB8627314D0 (de) |
| NZ (1) | NZ222272A (de) |
| ZA (1) | ZA877990B (de) |
| ZW (1) | ZW19587A1 (de) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3920325C2 (de) * | 1988-06-24 | 2001-04-12 | Sunstar Engineering Inc | Maskierte Polyisocyanuratverbindung und sie enthaltende Plastisolzusammensetzung |
| EP0491357B1 (de) * | 1990-12-17 | 2001-03-07 | Dainichiseika Color & Chemicals Mfg. Co. Ltd. | Beschichtungszusammensetzungen |
| GB9210653D0 (en) * | 1992-05-19 | 1992-07-01 | Ici Plc | Silane functional oligomer |
| US5658988A (en) * | 1994-06-30 | 1997-08-19 | Kansai Paint Co., Ltd. | Resinous composition for coating |
| DE4430729C2 (de) * | 1994-08-30 | 2002-05-23 | Degussa | Acryloxypropylalkoxysilane, Verfahren zu deren Herstellung und deren Verwendung |
| GB9425436D0 (en) * | 1994-12-16 | 1995-02-15 | Ici Plc | Water-based coating composition |
| US5739238A (en) * | 1996-11-12 | 1998-04-14 | Osi Specialties, Inc. | Alkoxysilyl-functional oligomers in curable silane polymer compositions |
| US6756465B1 (en) | 2001-10-19 | 2004-06-29 | Henkel Loctite Corporation | Moisture curable compounds and compositions |
| DE10237270A1 (de) | 2002-08-14 | 2004-03-04 | Consortium für elektrochemische Industrie GmbH | Silanvernetzbare Beschichtungsformulierungen |
| US7401843B2 (en) * | 2003-07-24 | 2008-07-22 | Tremco Incorporated | Recreational vehicle roofing coating |
| KR101236100B1 (ko) * | 2004-12-15 | 2013-02-21 | 가부시키가이샤 구라레 | 활성 에너지선 경화성 수지 조성물 및 그 용도 |
| CN101405051A (zh) * | 2006-03-21 | 2009-04-08 | 阿尔扎公司 | 用于药物电转运的可水化聚合酯基质 |
| DE102007020404A1 (de) * | 2006-09-18 | 2008-10-30 | Nano-X Gmbh | Verfahren zur Herstellung eines Beschichtungsmaterials |
| DE102006044310A1 (de) * | 2006-09-18 | 2008-03-27 | Nano-X Gmbh | Silanbeschichtungsmaterial und Verfahren zur Herstellung eines Silanbeschichtungsmaterials |
| EP2162482B1 (de) * | 2007-06-19 | 2013-01-16 | The University of Akron | Ein-topf-verfahren zur herstellung von einfach terminierten polyisobutylenen |
| MX2010010182A (es) * | 2008-03-18 | 2010-11-25 | Nano X Gmbh | Procedimientos para la produccion de una pintura para vehiculos altamente resistente a la abrasion, pintura para vehiculos y al uso de la misma. |
| KR101644349B1 (ko) | 2010-04-23 | 2016-08-01 | 헨켈 아이피 앤드 홀딩 게엠베하 | 실리콘-아크릴 공중합체 |
| RU2510725C1 (ru) * | 2012-10-18 | 2014-04-10 | Владимир Юрьевич Гаравин | Пенообразующий состав |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4540766A (en) * | 1983-10-03 | 1985-09-10 | Ppg Industries, Inc. | Thermosetting high solids solvent-based polyester-urethane one-component coating compositions |
| JPS60212453A (ja) * | 1984-04-09 | 1985-10-24 | Kanegafuchi Chem Ind Co Ltd | 硬化性樹脂組成物 |
| JPS61108622A (ja) * | 1984-11-01 | 1986-05-27 | Mitsui Toatsu Chem Inc | 接着性を改良した組成物 |
| US4539345A (en) * | 1985-02-04 | 1985-09-03 | Minnesota Mining And Manufacturing Company | Moisture-curable polyurethane composition |
| BR8701765A (pt) * | 1986-04-18 | 1988-02-02 | Du Pont | Composicao de pelo menos dois polimeros;tinta de esmalte;e substrato revestido com esmalte |
-
1986
- 1986-11-14 GB GB868627314A patent/GB8627314D0/en active Pending
-
1987
- 1987-10-16 DE DE87309185T patent/DE3786326T2/de not_active Expired - Fee Related
- 1987-10-16 ES ES198787309185T patent/ES2041268T3/es not_active Expired - Lifetime
- 1987-10-16 GB GB08724347A patent/GB2197325A/en not_active Withdrawn
- 1987-10-16 AT AT87309185T patent/ATE90959T1/de not_active IP Right Cessation
- 1987-10-16 EP EP87309185A patent/EP0267698B1/de not_active Expired - Lifetime
- 1987-10-22 NZ NZ222272A patent/NZ222272A/xx unknown
- 1987-10-23 ZA ZA877990A patent/ZA877990B/xx unknown
- 1987-10-28 CA CA000550452A patent/CA1296450C/en not_active Expired - Fee Related
- 1987-10-30 US US07/114,735 patent/US4785035A/en not_active Expired - Fee Related
- 1987-11-02 ZW ZW195/87A patent/ZW19587A1/xx unknown
- 1987-11-12 AU AU81150/87A patent/AU604073B2/en not_active Ceased
- 1987-11-13 JP JP62285684A patent/JPS63139936A/ja active Pending
- 1987-11-14 CN CN198787107861A patent/CN87107861A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63139936A (ja) | 1988-06-11 |
| ATE90959T1 (de) | 1993-07-15 |
| CA1296450C (en) | 1992-02-25 |
| EP0267698A2 (de) | 1988-05-18 |
| GB2197325A (en) | 1988-05-18 |
| ZW19587A1 (en) | 1989-05-31 |
| DE3786326D1 (de) | 1993-07-29 |
| EP0267698B1 (de) | 1993-06-23 |
| US4785035B1 (de) | 1990-07-31 |
| EP0267698A3 (en) | 1990-05-09 |
| GB8724347D0 (en) | 1987-11-18 |
| CN87107861A (zh) | 1988-05-25 |
| NZ222272A (en) | 1990-02-26 |
| AU604073B2 (en) | 1990-12-06 |
| GB8627314D0 (en) | 1986-12-17 |
| ES2041268T3 (es) | 1993-11-16 |
| ZA877990B (en) | 1989-01-25 |
| AU8115087A (en) | 1988-05-19 |
| US4785035A (en) | 1988-11-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3786326T2 (de) | Härtungszusammensetzung. | |
| DE68907988T2 (de) | Anti-Eiszusammensetzungen. | |
| DE69808486T2 (de) | Härtbare zusammensetzungen auf basis von funktionellen polysiloxanen | |
| EP0707608B1 (de) | Wässriges zweikomponenten-polyurethan-beschichtungsmittel, verfahren zu seiner herstellung und seine verwendung in verfahren zur herstellung einer mehrschichtlackierung | |
| DE69223564T2 (de) | Neue bei Formgebungsbedingungen härtende Beschichtungszusammensetzung | |
| EP0753030B1 (de) | Wässriges mehrkomponenten-polyurethan-beschichtungsmittel, verfahren zu seiner herstellung und seine verwendung in verfahren zur herstellung einer mehrschichtlackierung | |
| DE3217653C2 (de) | Verfahren zur Herstellung eines epsilon-Caprolacton-modifizierten Vinylmonomeren und dessen Verwendung zur Herstellung eines Mischpolymerisates | |
| DE69201594T3 (de) | " Beschichtungszusammensetzung ". | |
| DE3887261T2 (de) | Urethanbeschichtungsharzzusammensetzung. | |
| DE2256261C2 (de) | Hitzehärtbare Polyurethan-Lacke | |
| DE69930529T2 (de) | Wärmehärtende zusammensetzungen die durch atomtransferradikalpolymerisation hergestellte oh-gruppen enthaltende polymere enthalten | |
| DE4406547A1 (de) | Wäßrige Polyurethanharzdispersion, deren Herstellung und hierzu geeignete Polyurethanmakromere, und ihre Verwendung in wäßrigen Überzugsmitteln | |
| DE2626900B1 (de) | Verfahren zur herstellung von hydroxylgruppenenthaltenden mischpolymerisate | |
| DE2118692A1 (de) | Blockierte Isocyanatpolymere und Verfahren zu ihrer Herstellung | |
| EP0044393A2 (de) | Verfahren zur Herstellung eines Hydroxylgruppen aufweisenden, mit epsilon-Caprolacton modifizierten (Meth)acrylatharzes | |
| EP0940459B1 (de) | Beschichtungsmittel und Klebstoffe, ihre Verwendung und Verfahren zu ihrer Herstellung | |
| DE69124053T2 (de) | Härtbares Kunstharz und dieses enthaltende Zusammensetzung | |
| DE68910495T2 (de) | Durch Isocyanat modifizierter blockierter Sulfonsäureester als Vernetzungskatalysator. | |
| DE69501279T2 (de) | Polymer | |
| DE2603259A1 (de) | Verfahren zur herstellung von loeslichen, hydroxylgruppenhaltenden, mit organischen polyisoxyanaten vernetzbaren mischpolymerisaten | |
| DE3004527A1 (de) | Polymerisate mit funktionellem isocyanat, die eine endstaendige thioalkylgruppe enthalten, und diese enthaltende pfropfpolymerisate und ueberzugsmassen | |
| DE69805165T2 (de) | Isocyanat-vernetzbare, wässrige zusammensetzungen niedrigen gehalts an flüchtigen organischen verbindungen | |
| EP0679675A1 (de) | Polymethacrylsäureester-Polysiloxan-Blockmischpolymerisate, Verfahren zu ihrer Herstellung und ihre Verwendung als Modifizierungsmittel und als Lackadditive | |
| DE69301158T2 (de) | Härtbare Lackzusammensetzung | |
| DE2722350C2 (de) | Epoxyharz-Zusammensetzung |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: PPG INDUSTRIES OHIO, INC. (N.D.GES.D. STAATES DELA |
|
| 8339 | Ceased/non-payment of the annual fee |