UA86217C2 - Циклоалкенилкарбоновая кислота, способ ее получения, соединительный агент для краски против налипания и состав краски против налипания - Google Patents
Циклоалкенилкарбоновая кислота, способ ее получения, соединительный агент для краски против налипания и состав краски против налипания Download PDFInfo
- Publication number
- UA86217C2 UA86217C2 UAA200607172A UAA200607172A UA86217C2 UA 86217 C2 UA86217 C2 UA 86217C2 UA A200607172 A UAA200607172 A UA A200607172A UA A200607172 A UAA200607172 A UA A200607172A UA 86217 C2 UA86217 C2 UA 86217C2
- Authority
- UA
- Ukraine
- Prior art keywords
- carboxylic acid
- group
- meth
- stick
- acid
- Prior art date
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- -1 Cyclic carboxylic acid compound Chemical class 0.000 title abstract description 232
- 229920001577 copolymer Polymers 0.000 abstract description 164
- 229910052751 metal Inorganic materials 0.000 abstract description 141
- 239000002184 metal Substances 0.000 abstract description 141
- 239000000203 mixture Substances 0.000 abstract description 117
- 150000003839 salts Chemical class 0.000 abstract description 115
- 239000003795 chemical substances by application Substances 0.000 abstract description 112
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 102
- 239000011248 coating agent Substances 0.000 abstract description 66
- 238000000576 coating method Methods 0.000 abstract description 66
- 239000002253 acid Substances 0.000 abstract description 54
- 238000007259 addition reaction Methods 0.000 abstract description 24
- 230000003373 anti-fouling effect Effects 0.000 abstract description 9
- 230000002829 reductive effect Effects 0.000 abstract description 5
- 238000013329 compounding Methods 0.000 abstract description 3
- 239000003643 water by type Substances 0.000 abstract description 2
- 239000008199 coating composition Substances 0.000 abstract 3
- 230000007613 environmental effect Effects 0.000 abstract 1
- 238000005498 polishing Methods 0.000 abstract 1
- 239000003973 paint Substances 0.000 description 221
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 151
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 145
- 150000001875 compounds Chemical class 0.000 description 144
- 125000004432 carbon atom Chemical group C* 0.000 description 99
- 239000010408 film Substances 0.000 description 90
- 239000000178 monomer Substances 0.000 description 82
- 125000000217 alkyl group Chemical group 0.000 description 76
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 68
- 239000011230 binding agent Substances 0.000 description 64
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 56
- 150000002430 hydrocarbons Chemical group 0.000 description 54
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 52
- 238000000034 method Methods 0.000 description 40
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 39
- 238000006243 chemical reaction Methods 0.000 description 37
- 239000002131 composite material Substances 0.000 description 37
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 36
- 229920005989 resin Polymers 0.000 description 35
- 239000011347 resin Substances 0.000 description 35
- 125000004429 atom Chemical group 0.000 description 32
- 238000004140 cleaning Methods 0.000 description 32
- 239000000126 substance Substances 0.000 description 32
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 28
- 229910052802 copper Inorganic materials 0.000 description 27
- 239000010949 copper Substances 0.000 description 27
- 238000002329 infrared spectrum Methods 0.000 description 27
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 26
- 150000001880 copper compounds Chemical class 0.000 description 25
- 239000000047 product Substances 0.000 description 25
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 24
- 238000002360 preparation method Methods 0.000 description 23
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 22
- 229910052725 zinc Inorganic materials 0.000 description 22
- 230000003628 erosive effect Effects 0.000 description 21
- 150000002148 esters Chemical class 0.000 description 21
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 20
- 150000001735 carboxylic acids Chemical class 0.000 description 20
- 150000002736 metal compounds Chemical class 0.000 description 20
- 239000011701 zinc Substances 0.000 description 20
- 238000010438 heat treatment Methods 0.000 description 19
- 239000005749 Copper compound Substances 0.000 description 18
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 18
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 18
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 18
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 17
- 239000002904 solvent Substances 0.000 description 17
- 238000003756 stirring Methods 0.000 description 17
- 238000003860 storage Methods 0.000 description 17
- 125000000753 cycloalkyl group Chemical group 0.000 description 16
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 14
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 14
- 238000002386 leaching Methods 0.000 description 13
- 239000004014 plasticizer Substances 0.000 description 13
- 229910052700 potassium Inorganic materials 0.000 description 13
- 238000001228 spectrum Methods 0.000 description 13
- 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 12
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 12
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- 241000018646 Pinus brutia Species 0.000 description 12
- 238000001816 cooling Methods 0.000 description 12
- 230000007062 hydrolysis Effects 0.000 description 12
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- 125000001424 substituent group Chemical group 0.000 description 12
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 10
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- 230000008901 benefit Effects 0.000 description 10
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- 238000004519 manufacturing process Methods 0.000 description 10
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 10
- 239000000049 pigment Substances 0.000 description 10
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- 239000010959 steel Substances 0.000 description 10
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- OGLDWXZKYODSOB-UHFFFAOYSA-N α-phellandrene Chemical compound CC(C)C1CC=C(C)C=C1 OGLDWXZKYODSOB-UHFFFAOYSA-N 0.000 description 10
- YHQGMYUVUMAZJR-UHFFFAOYSA-N α-terpinene Chemical compound CC(C)C1=CC=C(C)CC1 YHQGMYUVUMAZJR-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 9
- 239000010953 base metal Substances 0.000 description 9
- 238000005336 cracking Methods 0.000 description 9
- 150000001991 dicarboxylic acids Chemical class 0.000 description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 230000003068 static effect Effects 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 8
- 125000003277 amino group Chemical group 0.000 description 8
- 239000000470 constituent Substances 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
- 150000002763 monocarboxylic acids Chemical class 0.000 description 8
- 125000006020 2-methyl-1-propenyl group Chemical group 0.000 description 7
- 239000005751 Copper oxide Substances 0.000 description 7
- 238000005698 Diels-Alder reaction Methods 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
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- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 229910052728 basic metal Inorganic materials 0.000 description 7
- 150000001879 copper Chemical class 0.000 description 7
- 229910000431 copper oxide Inorganic materials 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 7
- 150000007524 organic acids Chemical class 0.000 description 7
- 239000012188 paraffin wax Substances 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 6
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- QHNCWVQDOPICKC-UHFFFAOYSA-N copper;1-hydroxypyridine-2-thione Chemical compound [Cu].ON1C=CC=CC1=S.ON1C=CC=CC1=S QHNCWVQDOPICKC-UHFFFAOYSA-N 0.000 description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 125000000962 organic group Chemical group 0.000 description 6
- 239000003505 polymerization initiator Substances 0.000 description 6
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
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- 150000003751 zinc Chemical class 0.000 description 5
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 4
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- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
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- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
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- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 239000005642 Oleic acid Substances 0.000 description 4
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- 125000002252 acyl group Chemical group 0.000 description 4
- 125000002723 alicyclic group Chemical group 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
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- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 description 4
- 150000007942 carboxylates Chemical class 0.000 description 4
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 4
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- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
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- 238000005292 vacuum distillation Methods 0.000 description 4
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 3
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- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
- 125000003119 4-methyl-3-pentenyl group Chemical group [H]\C(=C(/C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
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- 125000004079 stearyl 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])C([H])([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
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- PQSIXYSSKXAOFE-UHFFFAOYSA-N tri(propan-2-yl)silyl prop-2-enoate Chemical compound CC(C)[Si](C(C)C)(C(C)C)OC(=O)C=C PQSIXYSSKXAOFE-UHFFFAOYSA-N 0.000 description 1
- 125000002306 tributylsilyl group Chemical group C(CCC)[Si](CCCC)(CCCC)* 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- NDOZRESYLDMABN-UHFFFAOYSA-L zinc;2-methylprop-2-enoate;benzoate Chemical compound [Zn+2].CC(=C)C([O-])=O.[O-]C(=O)C1=CC=CC=C1 NDOZRESYLDMABN-UHFFFAOYSA-L 0.000 description 1
- XKMZOFXGLBYJLS-UHFFFAOYSA-L zinc;prop-2-enoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C=C XKMZOFXGLBYJLS-UHFFFAOYSA-L 0.000 description 1
- GXTFJSCLUPBSCT-UHFFFAOYSA-L zinc;prop-2-enoate;benzoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C1=CC=CC=C1 GXTFJSCLUPBSCT-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/02—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains containing only carbon and hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/22—Unsaturated compounds having a carboxyl group bound to a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/28—Unsaturated compounds polycyclic
- C07C61/29—Unsaturated compounds polycyclic having a carboxyl group bound to a condensed ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/35—Unsaturated compounds having unsaturation outside the rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/75—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of acids with a six-membered ring
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
- C09D5/1662—Synthetic film-forming substance
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/44—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing eight carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Предложена новая циклическая карбоксильная кислота, которую получают реакцией присоединения ненасыщенной карбоксильной кислоты с сопряженным диеновым соединением, и ее соль металла. Раскрыт также соединительный агент (А) для краски против налипания, который содержит одну или больше веществ, выбранных из новой циклической карбоксильной кислоты, производной циклической карбоксильной кислоты (за исключением соли металла), соли металла циклической карбоксильной кислоты и соли металла производной циклической карбоксильной кислоты, а также состав краски против налипания, который содержит соединит
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2003397921 | 2003-11-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
UA86217C2 true UA86217C2 (ru) | 2009-04-10 |
Family
ID=34631552
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
UAA200607172A UA86217C2 (ru) | 2003-11-27 | 2004-11-26 | Циклоалкенилкарбоновая кислота, способ ее получения, соединительный агент для краски против налипания и состав краски против налипания |
Country Status (11)
Country | Link |
---|---|
US (1) | US7557148B2 (ru) |
EP (1) | EP1695956B1 (ru) |
KR (1) | KR100796418B1 (ru) |
CN (1) | CN1886360B (ru) |
DK (1) | DK1695956T3 (ru) |
ES (1) | ES2388436T3 (ru) |
NO (1) | NO337883B1 (ru) |
PT (1) | PT1695956E (ru) |
RU (1) | RU2332433C2 (ru) |
UA (1) | UA86217C2 (ru) |
WO (1) | WO2005051884A1 (ru) |
Families Citing this family (15)
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CN101981145A (zh) * | 2008-04-03 | 2011-02-23 | 中国涂料株式会社 | 淡水域对应型防污涂料组合物、其涂膜及防污方法 |
JP5981548B2 (ja) | 2011-08-17 | 2016-08-31 | ダウ グローバル テクノロジーズ エルエルシー | バイオ再生可能な生分解性界面活性剤 |
KR102042240B1 (ko) * | 2013-03-27 | 2019-11-08 | 주식회사 케이씨씨 | 가수분해성 금속함유 공중합체 바인더, 그 제조방법 및 이를 이용한 방오도료 조성물 |
CN103980112A (zh) * | 2014-04-25 | 2014-08-13 | 江西嘉源香料有限公司 | 1,2,3-三甲基-5-(2-甲基-丙烯基)-环己-3-烯甲酸及其制备方法 |
CN106459391B (zh) * | 2014-06-20 | 2019-10-25 | 帝斯曼知识产权资产管理有限公司 | 树脂、组合物和用途 |
CN104804598A (zh) * | 2015-05-21 | 2015-07-29 | 郭小曼 | 一种抗菌型水性环保涂料 |
JP6862342B2 (ja) * | 2015-07-31 | 2021-04-21 | 中国塗料株式会社 | 防汚塗料組成物、防汚塗膜、防汚基材、防汚塗料組成物用のロジン化合物および防汚塗料組成物の製造方法 |
WO2018087287A1 (en) | 2016-11-11 | 2018-05-17 | Jotun A/S | Antifouling composition |
KR20200144107A (ko) * | 2018-04-20 | 2020-12-28 | 닛토 가세이 가부시끼 가이샤 | 방오 도료 조성물용 공중합체, 그 공중합체를 포함하는 방오 도료 조성물 |
ES2928802T3 (es) * | 2018-04-20 | 2022-11-22 | Nitto Kasei Co Ltd | Composición de recubrimiento antiincrustante |
EP3805327A4 (en) * | 2018-06-01 | 2022-01-05 | Mitsubishi Chemical Corporation | ANTI-FOULING PAINT COMPOSITION |
CN109836951B (zh) * | 2019-01-17 | 2021-01-05 | 浙江省海洋开发研究院 | 一种含铜线性自抛光海洋防污涂料 |
TW202138532A (zh) * | 2020-03-25 | 2021-10-16 | 日商福吉米股份有限公司 | 研磨用組合物、其製造方法、研磨方法及半導體基板的製造方法 |
CN112062921A (zh) * | 2020-08-24 | 2020-12-11 | 无锡市耀得信化工产品有限公司 | 含锌盐的丙烯酸聚氨酯树脂及其制备方法和应用 |
CN112062922B (zh) * | 2020-08-24 | 2022-04-29 | 无锡市耀得信化工产品有限公司 | 一种聚脲改性的含有机锌盐丙烯酸树脂及其制备方法和应用 |
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US2403038A (en) * | 1944-12-14 | 1946-07-02 | Monsanto Chemicals | Surface-active agents |
GB896039A (en) | 1959-07-16 | 1962-05-09 | Dragoco Gerberding Co Gmbh | Method of producing derivatives of the 1,1-dimethyl-octahydronaphthalene series |
US3047433A (en) * | 1961-10-19 | 1962-07-31 | Philip Morris Inc | Use of diels-alder adducts as tobacco additives |
SU466210A1 (ru) * | 1973-06-26 | 1975-04-05 | Всесоюзный научно-исследовательский институт синтетических и натуральных душистых веществ | Способ получени производных циклогексанового р да |
US3981924A (en) * | 1974-04-22 | 1976-09-21 | International Flavors & Fragrances Inc. | Diels-Alder adduct product |
US3929895A (en) * | 1974-04-22 | 1975-12-30 | Int Flavors & Fragrances Inc | 4-Acetyl-2,3-dimethyl-6-isopropenylmethyl-cyclohexene |
US4177170A (en) * | 1977-06-21 | 1979-12-04 | Bush Boake Allen Limited | 3,3,7,8-Tetramethyl-2-oxabicyclo-[4,4,0]-decane derivatives and their use in perfume compositions |
JPS6054943B2 (ja) * | 1978-01-27 | 1985-12-03 | 久光製薬株式会社 | 新規なシクロヘキセンカルボン酸誘導体 |
JPS6050178B2 (ja) | 1978-01-31 | 1985-11-07 | 久光製薬株式会社 | シクロヘキセンカルボン酸誘導体の製造法 |
US4374123A (en) * | 1981-11-19 | 1983-02-15 | International Flavors & Fragrances Inc. | Flavoring with 4-methyl-3-cyclohexene-1-carboxylic acid |
US4634729A (en) | 1985-09-23 | 1987-01-06 | Union Camp Corporation | Terpene-based ester tackifiers |
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US6303701B1 (en) | 1995-02-08 | 2001-10-16 | Kansai Paint Co., Ltd. | Stainproof resin composition and production method therefor |
JP3701706B2 (ja) | 1995-02-08 | 2005-10-05 | 関西ペイント株式会社 | 防汚性樹脂組成物及びその製造方法 |
JP2001232208A (ja) * | 2000-02-25 | 2001-08-28 | Toyota Motor Corp | 排ガス浄化用触媒及びその製造方法 |
JP4633224B2 (ja) | 2000-04-03 | 2011-02-16 | 中国塗料株式会社 | 防汚塗料組成物、防汚塗膜、該防汚塗膜で被覆された船舶または水中構造物ならびに船舶外板または水中構造物の防汚方法 |
WO2001081489A1 (fr) | 2000-04-24 | 2001-11-01 | Basf Nof Coatings Co., Ltd. | Materiau protecteur antisalissure, film protecteur antisalissure, structure submergee et procede d'inhibition des salissures |
JP4647060B2 (ja) | 2000-05-12 | 2011-03-09 | 中国塗料株式会社 | 防汚塗料組成物、防汚塗膜、該防汚塗膜で被覆された船舶または水中構造物ならびに船舶外板または水中構造物の防汚方法 |
JP3824925B2 (ja) * | 2001-12-20 | 2006-09-20 | 中国塗料株式会社 | 防汚塗料組成物、該組成物からなる塗膜、該塗膜で被覆された船舶または水中構造物、および防汚方法 |
JP3952143B2 (ja) * | 2001-12-25 | 2007-08-01 | 信越化学工業株式会社 | 液状エポキシ樹脂組成物及び半導体装置 |
US8741983B2 (en) | 2002-10-23 | 2014-06-03 | Chugoku Marine Paints, Ltd. | Antifouling coating composition including a metal-containing copolymer, 4,5-dichloro-2-N-octyl-4-isothiazolin-3-one, and metal-pyrithione compound and using thereof |
JP2005015531A (ja) | 2003-06-23 | 2005-01-20 | Nippon Paint Marine Kk | 防汚塗料 |
-
2004
- 2004-11-26 EP EP04819462A patent/EP1695956B1/en not_active Not-in-force
- 2004-11-26 UA UAA200607172A patent/UA86217C2/ru unknown
- 2004-11-26 KR KR1020067012764A patent/KR100796418B1/ko not_active IP Right Cessation
- 2004-11-26 DK DK04819462.5T patent/DK1695956T3/da active
- 2004-11-26 US US10/581,039 patent/US7557148B2/en not_active Expired - Fee Related
- 2004-11-26 WO PCT/JP2004/017624 patent/WO2005051884A1/ja active Application Filing
- 2004-11-26 CN CN2004800351981A patent/CN1886360B/zh not_active Expired - Fee Related
- 2004-11-26 RU RU2006122669/04A patent/RU2332433C2/ru not_active IP Right Cessation
- 2004-11-26 ES ES04819462T patent/ES2388436T3/es active Active
- 2004-11-26 PT PT04819462T patent/PT1695956E/pt unknown
-
2006
- 2006-06-27 NO NO20062986A patent/NO337883B1/no not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
RU2006122669A (ru) | 2008-01-10 |
ES2388436T3 (es) | 2012-10-15 |
NO20062986L (no) | 2006-07-17 |
EP1695956B1 (en) | 2012-06-20 |
US7557148B2 (en) | 2009-07-07 |
EP1695956A4 (en) | 2007-09-12 |
WO2005051884A1 (ja) | 2005-06-09 |
DK1695956T3 (da) | 2012-08-27 |
US20070105976A1 (en) | 2007-05-10 |
EP1695956A1 (en) | 2006-08-30 |
KR100796418B1 (ko) | 2008-01-21 |
RU2332433C2 (ru) | 2008-08-27 |
PT1695956E (pt) | 2012-08-27 |
NO337883B1 (no) | 2016-07-04 |
KR20060096516A (ko) | 2006-09-12 |
CN1886360B (zh) | 2012-01-25 |
CN1886360A (zh) | 2006-12-27 |
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