FI81372C - Flytande bestrykningskomposition som kan haerdas vid omgivningens temperatur. - Google Patents
Flytande bestrykningskomposition som kan haerdas vid omgivningens temperatur. Download PDFInfo
- Publication number
- FI81372C FI81372C FI851258A FI851258A FI81372C FI 81372 C FI81372 C FI 81372C FI 851258 A FI851258 A FI 851258A FI 851258 A FI851258 A FI 851258A FI 81372 C FI81372 C FI 81372C
- Authority
- FI
- Finland
- Prior art keywords
- coating composition
- group
- compound
- weight
- malonate
- Prior art date
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- 239000008199 coating composition Substances 0.000 title claims abstract description 24
- 239000007788 liquid Substances 0.000 title claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 150000001728 carbonyl compounds Chemical class 0.000 claims abstract description 7
- -1 malonate compound Chemical class 0.000 claims description 32
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical group OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 30
- 239000002253 acid Substances 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 11
- 229920000728 polyester Polymers 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000004814 polyurethane Substances 0.000 claims description 10
- 229920002635 polyurethane Polymers 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 239000003822 epoxy resin Substances 0.000 claims description 8
- 229920000647 polyepoxide Polymers 0.000 claims description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 7
- 229920000570 polyether Polymers 0.000 claims description 7
- 239000004952 Polyamide Substances 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 4
- 230000007935 neutral effect Effects 0.000 claims description 3
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 229920006122 polyamide resin Polymers 0.000 claims description 3
- 229920000193 polymethacrylate Polymers 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 description 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 229920005989 resin Polymers 0.000 description 19
- 239000011347 resin Substances 0.000 description 19
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 15
- 238000000576 coating method Methods 0.000 description 15
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 14
- 239000008096 xylene Substances 0.000 description 14
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 13
- 239000011248 coating agent Substances 0.000 description 13
- 229920005862 polyol Polymers 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N methyl pentane Natural products CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 150000003077 polyols Chemical class 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 8
- 239000005056 polyisocyanate Substances 0.000 description 7
- 229920001228 polyisocyanate Polymers 0.000 description 7
- 239000005977 Ethylene Substances 0.000 description 6
- 229910000831 Steel Inorganic materials 0.000 description 6
- BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-UHFFFAOYSA-N 0.000 description 6
- 239000010959 steel Substances 0.000 description 6
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- SMTUJUHULKBTBS-UHFFFAOYSA-N benzyl(trimethyl)azanium;methanolate Chemical compound [O-]C.C[N+](C)(C)CC1=CC=CC=C1 SMTUJUHULKBTBS-UHFFFAOYSA-N 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 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 5
- 150000002690 malonic acid derivatives Chemical class 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 4
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 229920003180 amino resin Polymers 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 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
- 230000014759 maintenance of location Effects 0.000 description 2
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- NNNLYDWXTKOQQX-UHFFFAOYSA-N 1,1-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OC(CC)(OC(=O)C=C)OC(=O)C=C NNNLYDWXTKOQQX-UHFFFAOYSA-N 0.000 description 1
- OKGNMRKOGWTADH-UHFFFAOYSA-N 1,4-dihydropyrimidine Chemical class C1C=CNC=N1 OKGNMRKOGWTADH-UHFFFAOYSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-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
- ZFFBIQMNKOJDJE-UHFFFAOYSA-N 2-bromo-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(Br)C(=O)C1=CC=CC=C1 ZFFBIQMNKOJDJE-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- OMQHDIHZSDEIFH-UHFFFAOYSA-N 3-Acetyldihydro-2(3H)-furanone Chemical compound CC(=O)C1CCOC1=O OMQHDIHZSDEIFH-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 238000006845 Michael addition reaction Methods 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical group O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical class OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- GCPWJFKTWGFEHH-UHFFFAOYSA-N acetoacetamide Chemical class CC(=O)CC(N)=O GCPWJFKTWGFEHH-UHFFFAOYSA-N 0.000 description 1
- 150000004729 acetoacetic acid derivatives Chemical class 0.000 description 1
- HCOLPOHFSKQOQM-UHFFFAOYSA-N acetyl acetate;benzyl(trimethyl)azanium Chemical compound CC(=O)OC(C)=O.C[N+](C)(C)CC1=CC=CC=C1 HCOLPOHFSKQOQM-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical class OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 description 1
- 239000012973 diazabicyclooctane Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 229940093858 ethyl acetoacetate Drugs 0.000 description 1
- UKFXDFUAPNAMPJ-UHFFFAOYSA-N ethylmalonic acid Chemical compound CCC(C(O)=O)C(O)=O UKFXDFUAPNAMPJ-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- BWZVWVOEWUSVMS-UHFFFAOYSA-N n,n-dimethylmethanamine;methanol Chemical compound OC.CN(C)C BWZVWVOEWUSVMS-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 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
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 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
- C09D201/00—Coating compositions based on unspecified macromolecular compounds
- C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
- C09D201/06—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing oxygen atoms
- C09D201/08—Carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
-
- 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
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
-
- 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
-
- 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
- C08G85/00—General processes for preparing compounds provided for in this subclass
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Epoxy Resins (AREA)
- Polymerisation Methods In General (AREA)
- Medicinal Preparation (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Polyesters Or Polycarbonates (AREA)
- Saccharide Compounds (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Materials For Medical Uses (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Orthopedics, Nursing, And Contraception (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Fluid-Pressure Circuits (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Dental Preparations (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8401007 | 1984-03-29 | ||
| NL8401007 | 1984-03-29 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI851258A0 FI851258A0 (fi) | 1985-03-28 |
| FI851258L FI851258L (fi) | 1985-09-30 |
| FI81372B FI81372B (fi) | 1990-06-29 |
| FI81372C true FI81372C (fi) | 1990-10-10 |
Family
ID=19843724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI851258A FI81372C (fi) | 1984-03-29 | 1985-03-28 | Flytande bestrykningskomposition som kan haerdas vid omgivningens temperatur. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4602061A (ref) |
| EP (1) | EP0161697B1 (ref) |
| JP (1) | JPH0662743B2 (ref) |
| AT (1) | ATE32910T1 (ref) |
| AU (1) | AU576837B2 (ref) |
| BR (1) | BR8501408A (ref) |
| CA (1) | CA1252240A (ref) |
| DE (1) | DE3561824D1 (ref) |
| DK (1) | DK166362C (ref) |
| FI (1) | FI81372C (ref) |
| GR (1) | GR850785B (ref) |
| NO (1) | NO166492C (ref) |
| ZA (1) | ZA852044B (ref) |
Families Citing this family (65)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3733182A1 (de) * | 1987-10-01 | 1989-04-20 | Hoechst Ag | Haertungskomponente und deren verwendung |
| AU599453B2 (en) * | 1988-02-01 | 1990-07-19 | Rohm And Haas Company | Carbon michael cure activated by tertiary amines and epoxides |
| EP0355892B1 (en) * | 1988-08-09 | 1995-01-18 | Akzo Nobel N.V. | Coating composition |
| US5177152A (en) * | 1988-08-09 | 1993-01-05 | Akzo N.V. | Water-dilutable, crosslinkable binder resin |
| EP0448154A1 (en) * | 1990-03-20 | 1991-09-25 | Akzo Nobel N.V. | Coating composition including a blocked basic catalyst |
| CA2032219A1 (en) * | 1990-10-01 | 1992-04-02 | Jim D. Elmore | Two package ambient temperature curing coating composition |
| US5589534A (en) * | 1990-10-16 | 1996-12-31 | Akzo Nobel N.V. | Aqueous coating compositions including a reactive emulsifier |
| MY108731A (en) * | 1992-04-16 | 1996-11-30 | Akzo Nv | Aqueous coating compositions |
| BE1005775A3 (nl) * | 1992-04-29 | 1994-01-25 | Dsm Nv | Bindmiddelsamenstelling voor oplosmiddel- of watergebaseerde coatings. |
| AU672337B2 (en) * | 1993-10-27 | 1996-09-26 | Nippon Paint Co., Ltd. | Curable resin composition for coating uses |
| DK0775734T3 (da) | 1995-11-22 | 1999-09-13 | Akzo Nobel Nv | Fugthærdende overtræksammensætning |
| CA2205765A1 (en) * | 1996-05-22 | 1997-11-22 | Nippon Paint Co., Ltd. | Curable resin composition for coating use |
| US6204343B1 (en) | 1996-12-11 | 2001-03-20 | 3M Innovative Properties Company | Room temperature curable resin |
| EP0944664B1 (en) * | 1996-12-11 | 2002-03-20 | Minnesota Mining And Manufacturing Company | Room temperature curable resin |
| ES2181162T3 (es) | 1997-01-22 | 2003-02-16 | Ciba Sc Holding Ag | Bases fotoactivables que contienen nitrogeno, basadas en alfa-amino-cetonas. |
| GB2323599A (en) | 1997-03-18 | 1998-09-30 | Courtaulds Plc | Compositions curable by a Michael reaction |
| US5945489A (en) * | 1997-09-19 | 1999-08-31 | Ashland, Inc. | Liquid oligomers containing unsaturation |
| WO2001072910A1 (en) * | 2000-03-28 | 2001-10-04 | Akzo Nobel N.V. | Photoactivatable coating composition and its use for the preparation of coatings with a rapidly processable surface at ambient temperature |
| ATE305483T1 (de) | 2000-10-25 | 2005-10-15 | Akzo Nobel Coatings Int Bv | Photoaktivierbare wässrige beschichtungszusammensetzungen |
| AU4885002A (en) * | 2001-07-03 | 2003-01-09 | Rohm And Haas Company | Composition method of making and method of using adhesive composition |
| US20030165701A1 (en) * | 2001-12-13 | 2003-09-04 | Straw Thomas Allen | Water borne ambient temperature curable coating composition |
| EP1371689A1 (en) * | 2002-06-14 | 2003-12-17 | Dainippon Ink And Chemicals, Inc. | Storage stable curable coating compositions |
| US8013068B2 (en) * | 2003-01-02 | 2011-09-06 | Rohm And Haas Company | Michael addition compositions |
| EP1640388B1 (en) * | 2004-09-24 | 2015-02-25 | Rohm and Haas Company | Biomass based Michael addition composition |
| DE102006055944A1 (de) * | 2006-11-24 | 2008-05-29 | Henkel Kgaa | Vernetzende Folienklebstoffe |
| AU2010285107A1 (en) | 2009-08-21 | 2012-03-15 | Basf Se | Apparatus and method for a sub microscopic and optically variable image carrying device |
| EP2374836A1 (en) | 2010-04-07 | 2011-10-12 | Nuplex Resins B.V. | Crosslinkable composition crosslinkable with a latent base catalyst. |
| CN105985724A (zh) * | 2011-10-07 | 2016-10-05 | 树脂核动力工业有限公司 | 可交联组合物 |
| JP6373965B2 (ja) | 2013-04-08 | 2018-08-15 | オールネックス・ネザーランズ・ビー．ブイ．Ａｌｌｎｅｘ Ｎｅｔｈｅｒｌａｎｄｓ Ｂ．Ｖ． | 真マイケル付加（ｒｍａ）反応により架橋可能な組成物 |
| US9023976B2 (en) | 2013-05-01 | 2015-05-05 | Robert Bernard Login | Amide-imide compounds and their corresponding polymers |
| CN107660227B (zh) | 2015-04-17 | 2021-07-16 | 欧尼克斯荷兰有限公司 | 地板涂料组合物 |
| EP3283584A1 (en) | 2015-04-17 | 2018-02-21 | Allnex Netherlands B.V. | A rma crosslinkable composition with improved adhesion |
| PL3283587T3 (pl) | 2015-04-17 | 2024-07-22 | Allnex Netherlands B.V. | Sieciowalne rma kompozycje i sieciowalne rma żywice do powłok łatwych do czyszczenia |
| CA2983148C (en) | 2015-04-17 | 2023-05-09 | Allnex Netherlands B.V. | Process for the manufacture of a crosslinkable composition |
| EP3085748B1 (en) | 2015-04-20 | 2017-12-27 | Jotun A/S | Coatings |
| ES2859683T3 (es) | 2016-06-30 | 2021-10-04 | Elementis Specialties Inc | Composiciones de recubrimiento reticulables formuladas con iniciador de carbamato latente |
| US10563040B2 (en) | 2017-06-13 | 2020-02-18 | Eastman Chemical Company | Low-temperature curable compositions |
| MX2019014529A (es) | 2017-06-13 | 2020-08-31 | Elementis Specialties Inc | Sistema de revestimiento. |
| US20180355105A1 (en) * | 2017-06-13 | 2018-12-13 | Eastman Chemical Company | Self-cureable and low temperature cureable polyesters |
| US11732165B2 (en) | 2017-06-13 | 2023-08-22 | Eastman Chemical Company | Low-temperature curable compositions |
| EP3743460A1 (en) | 2018-01-26 | 2020-12-02 | Allnex Netherlands B.V. | Powder coating composition |
| AR115082A1 (es) | 2018-05-07 | 2020-11-25 | Swimc Llc | Composición de recubrimiento superior e imprimación resistente a la corrosión |
| EP3856861A1 (en) | 2018-09-26 | 2021-08-04 | Swimc Llc | Curable coating compositions |
| EP3663326A1 (en) | 2018-12-04 | 2020-06-10 | Allnex Netherlands B.V. | Rma crosslinkable polymer |
| US11530342B2 (en) | 2018-12-11 | 2022-12-20 | Eastman Chemical Company | Curable compositions comprising acetoacetylated resins, aldehydes and certain amines |
| EP3894386B1 (en) | 2018-12-11 | 2024-02-21 | Eastman Chemical Company | Curable coating compositions |
| US11920050B2 (en) | 2018-12-11 | 2024-03-05 | Eastman Chemical Company | Self-curable and low temperature curable coating compositions |
| EP3712190A1 (en) | 2019-03-18 | 2020-09-23 | ALLNEX AUSTRIA GmbH | Binder for an aqueous coating composition |
| EP3689986A1 (en) | 2019-02-01 | 2020-08-05 | ALLNEX AUSTRIA GmbH | Binder for aqueous coating compositions |
| EP3918017A1 (en) | 2019-02-01 | 2021-12-08 | Allnex Austria GmbH | Binder for an aqueous coating composition |
| CN110105799B (zh) | 2019-05-07 | 2021-10-01 | 广东华润涂料有限公司 | 木器用涂料组合物以及由其制成的木制品 |
| CN110240821B (zh) | 2019-05-07 | 2021-04-02 | 广东华润涂料有限公司 | 木器用涂料组合物以及由其制成的木制品 |
| CN114258411B (zh) | 2019-09-18 | 2024-11-08 | Swimc有限公司 | 具有多官能氨基甲酸盐的涂料组合物和方法 |
| DE102020128717A1 (de) | 2019-12-04 | 2021-06-10 | Fischerwerke Gmbh & Co. Kg | Michael-Additions-härtendes Kunstharz für die chemische Befestigungstechnik |
| JP7778075B2 (ja) | 2019-12-19 | 2025-12-01 | オルネクス ネザーランズ ビー．ヴイ． | 非水性架橋性組成物 |
| WO2022229209A1 (en) | 2021-04-28 | 2022-11-03 | Allnex Netherlands B.V. | Process for overspray-free application of a resin composition and resin compositions for use in the process |
| WO2022236519A1 (en) | 2021-05-10 | 2022-11-17 | Allnex Resins (Shanghai) Co., Ltd. | Powder coating compostion blend |
| KR20240024222A (ko) | 2021-06-22 | 2024-02-23 | 알넥스 네덜란드 비. 브이. | 비수성 가교성 조성물 |
| KR20240029740A (ko) | 2021-07-05 | 2024-03-06 | 알넥스 네덜란드 비. 브이. | 분말 코팅 및 결정질 공여체 및/또는 수용체 |
| EP4367160B1 (en) * | 2021-07-05 | 2025-07-16 | Allnex Netherlands B.V. | Powder coating precursor catalyst |
| JP7518128B2 (ja) * | 2021-09-22 | 2024-07-17 | 三洋化成工業株式会社 | ポリエステル樹脂及び樹脂粒子の製造方法 |
| JP7679271B2 (ja) * | 2021-09-28 | 2025-05-19 | 三洋化成工業株式会社 | 樹脂粒子の製造方法 |
| JP2025537542A (ja) | 2022-11-07 | 2025-11-18 | オルネクス ネザーランズ ビー．ヴイ． | 分離された触媒系を有する二成分粉体コーティング組成物 |
| WO2025153696A1 (en) | 2024-01-19 | 2025-07-24 | Jotun A/S | Intumescent coating composition |
| WO2025153683A1 (en) | 2024-01-19 | 2025-07-24 | Jotun A/S | Intumescent coating composition |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE835809C (de) * | 1950-02-28 | 1952-04-03 | Bayer Ag | Verfahren zur Herstellung von Polyadditionsprodukten |
| US4006122A (en) * | 1974-03-11 | 1977-02-01 | The Upjohn Company | Polyester-amides prepared from polymalonates and isocyanates |
-
1985
- 1985-03-19 ZA ZA852044A patent/ZA852044B/xx unknown
- 1985-03-26 US US06/716,273 patent/US4602061A/en not_active Expired - Lifetime
- 1985-03-27 DE DE8585200459T patent/DE3561824D1/de not_active Expired
- 1985-03-27 EP EP85200459A patent/EP0161697B1/en not_active Expired
- 1985-03-27 AT AT85200459T patent/ATE32910T1/de not_active IP Right Cessation
- 1985-03-28 NO NO851266A patent/NO166492C/no not_active IP Right Cessation
- 1985-03-28 BR BR8501408A patent/BR8501408A/pt not_active IP Right Cessation
- 1985-03-28 GR GR850785A patent/GR850785B/el unknown
- 1985-03-28 AU AU40458/85A patent/AU576837B2/en not_active Ceased
- 1985-03-28 CA CA000477745A patent/CA1252240A/en not_active Expired
- 1985-03-28 DK DK139485A patent/DK166362C/da not_active IP Right Cessation
- 1985-03-28 FI FI851258A patent/FI81372C/fi not_active IP Right Cessation
- 1985-03-29 JP JP60064069A patent/JPH0662743B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ZA852044B (en) | 1985-11-27 |
| EP0161697A1 (en) | 1985-11-21 |
| DK166362B (da) | 1993-04-13 |
| FI851258L (fi) | 1985-09-30 |
| US4602061A (en) | 1986-07-22 |
| DK166362C (da) | 1993-09-06 |
| ATE32910T1 (de) | 1988-03-15 |
| DE3561824D1 (en) | 1988-04-14 |
| NO851266L (no) | 1985-09-30 |
| NO166492C (no) | 1991-07-31 |
| DK139485D0 (da) | 1985-03-28 |
| EP0161697B1 (en) | 1988-03-09 |
| CA1252240A (en) | 1989-04-04 |
| AU576837B2 (en) | 1988-09-08 |
| GR850785B (ref) | 1985-11-25 |
| BR8501408A (pt) | 1985-11-26 |
| JPH0662743B2 (ja) | 1994-08-17 |
| FI851258A0 (fi) | 1985-03-28 |
| DK139485A (da) | 1985-09-30 |
| FI81372B (fi) | 1990-06-29 |
| NO166492B (no) | 1991-04-22 |
| AU4045885A (en) | 1985-10-03 |
| JPS60223816A (ja) | 1985-11-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: AKZO N.V. |
|
| MA | Patent expired |