NO853458L - Etylenisk umettede imidazolidoner inneholdende alkylen-urea- eller -uretangrupper. - Google Patents
Etylenisk umettede imidazolidoner inneholdende alkylen-urea- eller -uretangrupper.Info
- Publication number
- NO853458L NO853458L NO853458A NO853458A NO853458L NO 853458 L NO853458 L NO 853458L NO 853458 A NO853458 A NO 853458A NO 853458 A NO853458 A NO 853458A NO 853458 L NO853458 L NO 853458L
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- carbon atoms
- group
- integer
- formula
- Prior art date
Links
- 239000004202 carbamide Substances 0.000 title 1
- 239000004816 latex Substances 0.000 claims description 36
- 229920000126 latex Polymers 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 125000004432 carbon atom Chemical group C* 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 21
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 19
- 238000000576 coating method Methods 0.000 claims description 17
- 238000002360 preparation method Methods 0.000 claims description 14
- -1 N-methacryloxyureido-N'-(beta-ethyl)-2-imidazolidone Chemical compound 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- 239000011248 coating agent Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 8
- 150000001735 carboxylic acids Chemical class 0.000 claims description 7
- 150000003138 primary alcohols Chemical class 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 7
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 239000012948 isocyanate Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims 2
- 239000000178 monomer Substances 0.000 description 49
- 230000014759 maintenance of location Effects 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 11
- 239000004094 surface-active agent Substances 0.000 description 11
- 239000008367 deionised water Substances 0.000 description 10
- 229910021641 deionized water Inorganic materials 0.000 description 10
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 6
- 150000003141 primary amines Chemical class 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 5
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 4
- PODSUMUEKRUDEI-UHFFFAOYSA-N 1-(2-aminoethyl)imidazolidin-2-one Chemical compound NCCN1CCNC1=O PODSUMUEKRUDEI-UHFFFAOYSA-N 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 3
- 150000003440 styrenes Chemical class 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
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- JEHFRMABGJJCPF-UHFFFAOYSA-N 2-methylprop-2-enoyl isocyanate Chemical class CC(=C)C(=O)N=C=O JEHFRMABGJJCPF-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- PMVSDNDAUGGCCE-TYYBGVCCSA-L Ferrous fumarate Chemical compound [Fe+2].[O-]C(=O)\C=C\C([O-])=O PMVSDNDAUGGCCE-TYYBGVCCSA-L 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-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
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 238000007605 air drying Methods 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 235000019395 ammonium persulphate Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 230000000873 masking effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000010899 nucleation Methods 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- XLYMOEINVGRTEX-ONEGZZNKSA-N (e)-4-ethoxy-4-oxobut-2-enoic acid Chemical compound CCOC(=O)\C=C\C(O)=O XLYMOEINVGRTEX-ONEGZZNKSA-N 0.000 description 1
- STAHORJYPDQHTH-UHFFFAOYSA-N 1-(2-aminoethyl)-3-(2-methoxyethyl)imidazolidin-2-one Chemical compound COCCN1CCN(CCN)C1=O STAHORJYPDQHTH-UHFFFAOYSA-N 0.000 description 1
- JQCZAGDQSAGDMM-UHFFFAOYSA-N 1-(2-aminoethyl)-3-(6-methoxyhexyl)imidazolidin-2-one Chemical compound COCCCCCCN1CCN(CCN)C1=O JQCZAGDQSAGDMM-UHFFFAOYSA-N 0.000 description 1
- PUWOXPHGPKPUIP-UHFFFAOYSA-N 1-(2-aminoethyl)-3-(hydroxymethyl)imidazolidin-2-one Chemical compound NCCN1CCN(CO)C1=O PUWOXPHGPKPUIP-UHFFFAOYSA-N 0.000 description 1
- INCGFJYLIJZXRP-UHFFFAOYSA-N 1-(2-aminoethyl)-3-butylimidazolidin-2-one Chemical compound CCCCN1CCN(CCN)C1=O INCGFJYLIJZXRP-UHFFFAOYSA-N 0.000 description 1
- LHVPFZMMKSOWJV-UHFFFAOYSA-N 1-(2-aminoethyl)-3-ethylimidazolidin-2-one Chemical compound CCN1CCN(CCN)C1=O LHVPFZMMKSOWJV-UHFFFAOYSA-N 0.000 description 1
- AULXOMVUBSHEHU-UHFFFAOYSA-N 1-(2-aminoethyl)-3-hexylimidazolidin-2-one Chemical compound CCCCCCN1CCN(CCN)C1=O AULXOMVUBSHEHU-UHFFFAOYSA-N 0.000 description 1
- LTALTGFILGGASF-UHFFFAOYSA-N 1-(2-aminoethyl)-3-pentylimidazolidin-2-one Chemical compound CCCCCN1CCN(CCN)C1=O LTALTGFILGGASF-UHFFFAOYSA-N 0.000 description 1
- JKTDAIMTZRIWFY-UHFFFAOYSA-N 1-(2-hydroxybutyl)imidazolidin-2-one Chemical compound CCC(O)CN1CCNC1=O JKTDAIMTZRIWFY-UHFFFAOYSA-N 0.000 description 1
- VITMCCYUVBBBRJ-UHFFFAOYSA-N 1-(2-hydroxyethyl)-3-(hydroxymethyl)imidazolidin-2-one Chemical compound OCCN1CCN(CO)C1=O VITMCCYUVBBBRJ-UHFFFAOYSA-N 0.000 description 1
- HZEGLKPMKSWGIZ-UHFFFAOYSA-N 1-(2-hydroxyethyl)-3-methylimidazolidin-2-one Chemical compound CN1CCN(CCO)C1=O HZEGLKPMKSWGIZ-UHFFFAOYSA-N 0.000 description 1
- HBAIZGPCSAAFSU-UHFFFAOYSA-N 1-(2-hydroxyethyl)imidazolidin-2-one Chemical compound OCCN1CCNC1=O HBAIZGPCSAAFSU-UHFFFAOYSA-N 0.000 description 1
- HEBUQYLWIJUFTB-UHFFFAOYSA-N 1-(2-hydroxypropyl)imidazolidin-2-one Chemical compound CC(O)CN1CCNC1=O HEBUQYLWIJUFTB-UHFFFAOYSA-N 0.000 description 1
- KQUJZYMPEWPIES-UHFFFAOYSA-N 1-(3-aminobutyl)imidazolidin-2-one Chemical compound CC(N)CCN1CCNC1=O KQUJZYMPEWPIES-UHFFFAOYSA-N 0.000 description 1
- RJDVQKRFGDBIAG-UHFFFAOYSA-N 1-(3-hydroxypropyl)-3-(4-methoxybutyl)imidazolidin-2-one Chemical compound COCCCCN1CCN(CCCO)C1=O RJDVQKRFGDBIAG-UHFFFAOYSA-N 0.000 description 1
- CTPCLLUPFSLWIC-UHFFFAOYSA-N 1-(4-aminobutyl)imidazolidin-2-one Chemical compound NCCCCN1CCNC1=O CTPCLLUPFSLWIC-UHFFFAOYSA-N 0.000 description 1
- YRQGCVUDHMTKRW-ARJAWSKDSA-N 1-o-ethyl 4-o-(2-isocyanatoethyl) (z)-but-2-enedioate Chemical compound CCOC(=O)\C=C/C(=O)OCCN=C=O YRQGCVUDHMTKRW-ARJAWSKDSA-N 0.000 description 1
- ZRXNMHNFEGNIFD-UHFFFAOYSA-N 1-o-ethyl 4-o-(2-isocyanatoethyl) 2-methylidenebutanedioate Chemical compound CCOC(=O)C(=C)CC(=O)OCCN=C=O ZRXNMHNFEGNIFD-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical class C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-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
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- IVTFYYZLBFNMNR-NSCUHMNNSA-N 2-isocyanatoethyl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OCCN=C=O IVTFYYZLBFNMNR-NSCUHMNNSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- HVQPNKXSWMVRDZ-UHFFFAOYSA-N 3-isocyanatopropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCN=C=O HVQPNKXSWMVRDZ-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-araboascorbic acid Natural products OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- YRQGCVUDHMTKRW-ONEGZZNKSA-N N(=C=O)CCOC(/C=C/C(=O)OCC)=O Chemical class N(=C=O)CCOC(/C=C/C(=O)OCC)=O YRQGCVUDHMTKRW-ONEGZZNKSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 208000000260 Warts Diseases 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- BGPLHMAJJNBWGQ-UHFFFAOYSA-L [Na+].[Na+].O=C.OO.[O-]S[O-] Chemical compound [Na+].[Na+].O=C.OO.[O-]S[O-] BGPLHMAJJNBWGQ-UHFFFAOYSA-L 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000012972 dimethylethanolamine 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
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 235000010350 erythorbic acid Nutrition 0.000 description 1
- 239000004318 erythorbic acid Substances 0.000 description 1
- 150000002148 esters 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
- 239000000835 fiber Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- XLYMOEINVGRTEX-UHFFFAOYSA-N fumaric acid monoethyl ester Natural products CCOC(=O)C=CC(O)=O XLYMOEINVGRTEX-UHFFFAOYSA-N 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical class O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 229940026239 isoascorbic acid Drugs 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004976 peroxydisulfates Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 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
- 238000007586 pull-out test Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 201000010153 skin papilloma Diseases 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/10—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
- C07D233/36—One oxygen atom with hydrocarbon radicals, substituted by nitrogen atoms, attached to ring nitrogen atoms
-
- 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
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/646,733 US4632957A (en) | 1984-09-04 | 1984-09-04 | Ethylenically unsaturated ethylene and propylene ureas containing alkylene urea groups or alkylene urethane groups, useful in coating compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO853458L true NO853458L (no) | 1986-03-05 |
Family
ID=24594247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO853458A NO853458L (no) | 1984-09-04 | 1985-09-03 | Etylenisk umettede imidazolidoner inneholdende alkylen-urea- eller -uretangrupper. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4632957A (fr) |
| EP (1) | EP0180736A1 (fr) |
| JP (1) | JPS6172759A (fr) |
| AU (1) | AU560338B2 (fr) |
| CA (1) | CA1243026A (fr) |
| NO (1) | NO853458L (fr) |
| NZ (1) | NZ213326A (fr) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3704147A1 (de) * | 1987-02-11 | 1988-08-25 | Basf Ag | Bindemittel zur herstellung von polyurethanlacken |
| US5212225A (en) * | 1989-08-29 | 1993-05-18 | Rohm And Haas Company | Binder synthesis process |
| US5219917A (en) * | 1989-08-29 | 1993-06-15 | Rohm And Haas Company | Latex-paints |
| US5213901A (en) * | 1989-08-29 | 1993-05-25 | Rohm And Haas Company | Coated articles |
| US5227423A (en) * | 1989-08-29 | 1993-07-13 | Rohm And Haas Company | Paints and binders for use therein |
| US5157071A (en) * | 1989-08-29 | 1992-10-20 | Union Oil Company Of California | Paints and polymers for use therein |
| WO1991012243A2 (fr) * | 1990-02-14 | 1991-08-22 | H.B. Fuller Licensing & Financing Inc. | Monomere d'imidazolidinone copolymerisable |
| US5380905A (en) * | 1991-10-09 | 1995-01-10 | Minnesota Mining And Manufacturing Company | Magnetic recording medium having radiation curable binder with α-methylstyrene unsaturation |
| US5399706A (en) * | 1993-03-02 | 1995-03-21 | H. B. Fuller Licensing & Financing, Inc. | Imidazolidinone diamine and derivatives thereof |
| US5496907A (en) * | 1993-03-02 | 1996-03-05 | H. B. Fuller Licensing & Financing, Inc. | Wet adhesion monomers with ureido functionality and polymers prepared therefrom |
| US5324756A (en) * | 1993-05-05 | 1994-06-28 | E. I. Du Pont De Nemours And Company | Pigment dispersant for cathodic electrocoating compositions |
| JPH11504315A (ja) * | 1995-02-21 | 1999-04-20 | ヘ，ジジャン・アレックス | 腐食抑制剤としてのイミダゾリジノン誘導体 |
| BR9709886A (pt) * | 1996-06-24 | 1999-08-10 | Cytec Tech Corp | Composto composicão monomérica polímero de um ou mais monômeros etilenicamente insaturados composição de látex e processo para aumentar as propriedades de adesão a úmido de um polímero de látex e para preparar monômeros cíclicos de uréia/ureído |
| US6069275A (en) * | 1998-01-28 | 2000-05-30 | Rhodia Inc. | Monomers and polymers and latices therefrom |
| US6538143B1 (en) * | 2000-06-26 | 2003-03-25 | Air Products Polymers, L.P. | Wet adhesion monomer and derived copolymers for latex paints |
| WO2016028511A1 (fr) | 2014-08-22 | 2016-02-25 | Arkema Inc. | Particules de latex vidées |
| MY177219A (en) | 2014-08-22 | 2020-09-09 | Arkema Inc | Voided latex particles |
| US11161990B2 (en) | 2015-08-04 | 2021-11-02 | Arkema Inc. | Voided latex particles containing functionalized outer shells |
| US11396570B2 (en) | 2018-02-12 | 2022-07-26 | Swimc Llc | Urethane acrylic hybrid polymer dispersion with robust dry/wet adhesion and basecoats prepared therefrom |
| CA3132874A1 (fr) | 2019-03-08 | 2020-09-17 | Stepan Company | Tensioactifs reactifs |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2831833A (en) * | 1955-07-18 | 1958-04-22 | Rohm & Haas | Acrylamide derivatives, their polymers and methods of producing them |
| US2881171A (en) * | 1955-08-18 | 1959-04-07 | Rohm & Haas | New heterocyclic compounds, polymers thereof and methods of making them |
| US2881155A (en) * | 1956-09-11 | 1959-04-07 | Rohm & Haas | Polymers of substituted heterocyclic urea compounds |
| US2980652A (en) * | 1958-09-19 | 1961-04-18 | Rohm & Haas | Unsaturated derivatives of n-(omega-aminoalkyl)-1, 3-cyclodiazolidin-2-ones and copolymers thereof |
| US3300429A (en) * | 1963-06-17 | 1967-01-24 | Rohm & Haas | Aqueous polymeric blends containing ureido monomer |
| US4111877A (en) * | 1976-07-29 | 1978-09-05 | Air Products & Chemicals, Inc. | Allyl esters of n-alkyl-omega-(alkyleneureido) amic acids and their synthesis and use in aqueous emulsion polymer systems |
| US4314067A (en) * | 1976-07-29 | 1982-02-02 | Air Products And Chemicals, Inc. | Monomeric compounds having vinyl and imidazolidin-2-one terminal groups |
| US4340743A (en) * | 1980-06-06 | 1982-07-20 | Alcolac Inc. | Derivatives of mono-(alkylene ureido alkyl) ureas, and bis-(alkylene ureido alkyl) ureas |
| US4319032A (en) * | 1980-06-06 | 1982-03-09 | Alcolac Inc. | Derivatives of aminoalkyl alkylene ureas |
| US4429095A (en) * | 1980-06-27 | 1984-01-31 | Alcolac Inc. | Polymerizable compositions comprising derivatives of mono-(alkylene ureido alkyl) ureas and bis-(alkylene ureido alkyl) ureas |
| CA1269378A (fr) * | 1981-10-23 | 1990-05-22 | George Emile Abboud | Monomeres polymerissables, dispersions de polymeres, et peintures qui en sont derivees |
| AU557116B2 (en) * | 1981-10-23 | 1986-12-04 | Imperial Chemical Industries Plc | Polymerisable monomers, polymer dispersions and derived paints |
-
1984
- 1984-09-04 US US06/646,733 patent/US4632957A/en not_active Expired - Fee Related
-
1985
- 1985-09-02 NZ NZ213326A patent/NZ213326A/xx unknown
- 1985-09-02 AU AU46976/85A patent/AU560338B2/en not_active Ceased
- 1985-09-03 NO NO853458A patent/NO853458L/no unknown
- 1985-09-03 CA CA000489926A patent/CA1243026A/fr not_active Expired
- 1985-09-04 JP JP60196839A patent/JPS6172759A/ja active Pending
- 1985-09-04 EP EP85111127A patent/EP0180736A1/fr not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6172759A (ja) | 1986-04-14 |
| EP0180736A1 (fr) | 1986-05-14 |
| CA1243026A (fr) | 1988-10-11 |
| NZ213326A (en) | 1989-03-29 |
| AU4697685A (en) | 1986-03-13 |
| AU560338B2 (en) | 1987-04-02 |
| US4632957A (en) | 1986-12-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO853458L (no) | Etylenisk umettede imidazolidoner inneholdende alkylen-urea- eller -uretangrupper. | |
| US4879333A (en) | Aqueous pressure sensitive adhesive compositions | |
| WO2004029172A1 (fr) | Adhesifs autocollants detachables resistant au blanchissement par l'eau | |
| NO308954B1 (no) | FremgangsmÕte for totrinns fremstilling av vandige, selvtverrbindende kopolymerisatdispersjoner og deres anvendelse for lakker | |
| JP2000103823A (ja) | 結晶性側鎖を有するアクリルポリマ―組成物 | |
| JP2001504867A (ja) | 高濃度の感圧接着剤分散液の製造及びその使用 | |
| EP0099675A1 (fr) | Composés polymérisables, leur préparation, et bandage adhésif chirurgical ou médical les contenant | |
| JP4240536B2 (ja) | 重合性尿素／ウレイド官能性モノマー | |
| US5126411A (en) | Organic dispersion polymers based on ethylenically unsaturated monomers which contain water-solube graft polymers containing vinyl alcohol units having a polyurethane grafting base, processes for their preparation and their use | |
| US5244963A (en) | Emulsion and latex paint containing multipurpose binder | |
| US5173534A (en) | Emulsion and latex paint containing multipurpose binder | |
| US3974131A (en) | Aziridine monomers and copolymers | |
| CA1192328A (fr) | Compositions de latex acrylique cationique thermodurcissable renfermant des isocyanates bloques | |
| US6218456B1 (en) | Anticorrosion binders comprising phosphate or phosphonate groups | |
| US4806609A (en) | Pyrrolidonyl acrylate block polymers | |
| US3719646A (en) | Method of preparing aqueous emulsion polymers from monomers containing an aziridine ring | |
| WO1991012243A2 (fr) | Monomere d'imidazolidinone copolymerisable | |
| EP0259842B9 (fr) | Compositions aqueuses d'adhésifs sensibles à la pression | |
| JP3644432B2 (ja) | 水性樹脂分散体の製造方法 | |
| JP3283507B2 (ja) | （メタ）アクリル酸のエステルおよび分枝鎖カルボン酸のビニルエステルからの共重合体ラテツクス | |
| US5234773A (en) | Emulsion and latex paint containing multipurpose binder | |
| US4476053A (en) | Surface-active azo compounds | |
| US5679738A (en) | Aqueous polymeric emulsions incorporating polymerized units of michael adducts of N-vinylformamide | |
| JP2947594B2 (ja) | エマルション組成物 | |
| JP3758705B2 (ja) | 乳化分散安定剤 |