DE2951214A1 - Hitzehaertbare anstrichmittel auf basis einer waessrigen dispersion und deren verwendung - Google Patents
Hitzehaertbare anstrichmittel auf basis einer waessrigen dispersion und deren verwendungInfo
- Publication number
- DE2951214A1 DE2951214A1 DE19792951214 DE2951214A DE2951214A1 DE 2951214 A1 DE2951214 A1 DE 2951214A1 DE 19792951214 DE19792951214 DE 19792951214 DE 2951214 A DE2951214 A DE 2951214A DE 2951214 A1 DE2951214 A1 DE 2951214A1
- Authority
- DE
- Germany
- Prior art keywords
- percent
- weight
- parts
- monomer
- synthetic resin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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- 239000006185 dispersion Substances 0.000 title claims description 79
- 229920003002 synthetic resin Polymers 0.000 claims description 258
- 239000000057 synthetic resin Substances 0.000 claims description 258
- 229920005989 resin Polymers 0.000 claims description 163
- 239000011347 resin Substances 0.000 claims description 163
- 239000000178 monomer Substances 0.000 claims description 154
- 239000000203 mixture Substances 0.000 claims description 138
- 239000002245 particle Substances 0.000 claims description 131
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 108
- 238000000576 coating method Methods 0.000 claims description 94
- 125000000391 vinyl group Polymers [H]C([*])=C([H])[H] 0.000 claims description 91
- 229920001577 copolymer Polymers 0.000 claims description 73
- 239000011248 coating agent Substances 0.000 claims description 70
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 58
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 49
- -1 hydroxyalkyl ester Chemical class 0.000 claims description 48
- 229920006337 unsaturated polyester resin Polymers 0.000 claims description 45
- 239000000080 wetting agent Substances 0.000 claims description 32
- 239000002562 thickening agent Substances 0.000 claims description 28
- 238000007334 copolymerization reaction Methods 0.000 claims description 23
- 229920001187 thermosetting polymer Polymers 0.000 claims description 22
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 19
- 150000003857 carboxamides Chemical class 0.000 claims description 18
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- 239000000758 substrate Substances 0.000 claims description 2
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- 239000000470 constituent Substances 0.000 claims 1
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- 238000006243 chemical reaction Methods 0.000 description 62
- 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 57
- 239000000049 pigment Substances 0.000 description 53
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- 239000000839 emulsion Substances 0.000 description 37
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- 238000002360 preparation method Methods 0.000 description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 26
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 25
- 238000000034 method Methods 0.000 description 23
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- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 17
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- 230000000052 comparative effect Effects 0.000 description 17
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- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 16
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- 239000007788 liquid Substances 0.000 description 16
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 15
- 230000001771 impaired effect Effects 0.000 description 14
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- 238000005260 corrosion Methods 0.000 description 13
- 238000001914 filtration Methods 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 11
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 11
- 238000005406 washing Methods 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 150000007514 bases Chemical class 0.000 description 10
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 10
- 230000004048 modification Effects 0.000 description 10
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
- 230000002378 acidificating effect Effects 0.000 description 9
- 150000008064 anhydrides Chemical class 0.000 description 9
- 150000004965 peroxy acids Chemical class 0.000 description 9
- 239000003505 polymerization initiator Substances 0.000 description 9
- 230000008569 process Effects 0.000 description 9
- SEILKFZTLVMHRR-UHFFFAOYSA-N 2-phosphonooxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOP(O)(O)=O SEILKFZTLVMHRR-UHFFFAOYSA-N 0.000 description 8
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 8
- 229910052783 alkali metal Inorganic materials 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 238000010304 firing Methods 0.000 description 8
- 239000001530 fumaric acid Substances 0.000 description 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000012545 processing Methods 0.000 description 8
- 101710113246 Pectinesterase 3 Proteins 0.000 description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- 125000005907 alkyl ester group Chemical group 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 238000001879 gelation Methods 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 239000003822 epoxy resin Substances 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 5
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- UTSYWKJYFPPRAP-UHFFFAOYSA-N n-(butoxymethyl)prop-2-enamide Chemical compound CCCCOCNC(=O)C=C UTSYWKJYFPPRAP-UHFFFAOYSA-N 0.000 description 5
- 238000006386 neutralization reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000004383 yellowing Methods 0.000 description 5
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 4
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
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- 239000004640 Melamine resin Substances 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000002612 dispersion medium Substances 0.000 description 4
- 239000010419 fine particle Substances 0.000 description 4
- 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 4
- 238000010438 heat treatment Methods 0.000 description 4
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- 238000010298 pulverizing process Methods 0.000 description 4
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
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- ONMLAAZEQUPQSE-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)CO ONMLAAZEQUPQSE-UHFFFAOYSA-N 0.000 description 2
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- 125000000129 anionic group Chemical group 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
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- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- 229940043276 diisopropanolamine Drugs 0.000 description 1
- LDCRTTXIJACKKU-ONEGZZNKSA-N dimethyl fumarate Chemical compound COC(=O)\C=C\C(=O)OC LDCRTTXIJACKKU-ONEGZZNKSA-N 0.000 description 1
- 229960004419 dimethyl fumarate Drugs 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical compound OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 description 1
- RJUVPCYAOBNZAX-VOTSOKGWSA-N ethyl (e)-3-(dimethylamino)-2-methylprop-2-enoate Chemical compound CCOC(=O)C(\C)=C\N(C)C RJUVPCYAOBNZAX-VOTSOKGWSA-N 0.000 description 1
- 229940116333 ethyl lactate Drugs 0.000 description 1
- 235000010944 ethyl methyl cellulose Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 239000008131 herbal destillate Substances 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000009191 jumping Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229920003087 methylethyl cellulose Polymers 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- KCTMTGOHHMRJHZ-UHFFFAOYSA-N n-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCNC(=O)C=C KCTMTGOHHMRJHZ-UHFFFAOYSA-N 0.000 description 1
- YOZHLACIXDCHPV-UHFFFAOYSA-N n-(methoxymethyl)-2-methylprop-2-enamide Chemical compound COCNC(=O)C(C)=C YOZHLACIXDCHPV-UHFFFAOYSA-N 0.000 description 1
- ULYOZOPEFCQZHH-UHFFFAOYSA-N n-(methoxymethyl)prop-2-enamide Chemical compound COCNC(=O)C=C ULYOZOPEFCQZHH-UHFFFAOYSA-N 0.000 description 1
- IFMYKAUQEUJSKT-UHFFFAOYSA-N n-(propan-2-yloxymethyl)prop-2-enamide Chemical compound CC(C)OCNC(=O)C=C IFMYKAUQEUJSKT-UHFFFAOYSA-N 0.000 description 1
- XTMDYDPHCFUVKQ-UHFFFAOYSA-N n-(propoxymethyl)prop-2-enamide Chemical compound CCCOCNC(=O)C=C XTMDYDPHCFUVKQ-UHFFFAOYSA-N 0.000 description 1
- JLOVAZFUZOTELM-UHFFFAOYSA-N n-[(2-methylpropan-2-yl)oxymethyl]prop-2-enamide Chemical compound CC(C)(C)OCNC(=O)C=C JLOVAZFUZOTELM-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- GHJOIQFPDMIKHT-UHFFFAOYSA-N propane-1,2,3-triol;prop-2-enoic acid Chemical compound OC(=O)C=C.OCC(O)CO GHJOIQFPDMIKHT-UHFFFAOYSA-N 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000005471 saturated fatty acid group Chemical group 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- BWSZXUOMATYHHI-UHFFFAOYSA-N tert-butyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(C)(C)C BWSZXUOMATYHHI-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- 229920006186 water-soluble synthetic resin Polymers 0.000 description 1
Classifications
-
- 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
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
- C08F299/04—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyesters
- C08F299/0478—Copolymers from unsaturated polyesters and low molecular monomers characterised by the monomers used
-
- 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
- C09D157/00—Coating compositions based on unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09D157/04—Copolymers in which only the monomer in minority is defined
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15665378A JPS5844097B2 (ja) | 1978-12-19 | 1978-12-19 | 水分散型熱硬化性被覆組成物 |
| JP16417978A JPS5844098B2 (ja) | 1978-12-26 | 1978-12-26 | 水分散型熱硬化性被覆組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2951214A1 true DE2951214A1 (de) | 1980-06-26 |
| DE2951214C2 DE2951214C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-07-23 |
Family
ID=26484339
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19792951214 Granted DE2951214A1 (de) | 1978-12-19 | 1979-12-19 | Hitzehaertbare anstrichmittel auf basis einer waessrigen dispersion und deren verwendung |
| DE19792954399 Expired DE2954399C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-12-19 | 1979-12-19 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19792954399 Expired DE2954399C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-12-19 | 1979-12-19 |
Country Status (3)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19911842A1 (de) * | 1999-03-17 | 2000-10-05 | Metallgesellschaft Ag | Wässrige Polymer-Dispersion und Verfahren zu ihrer Herstellung |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58501036A (ja) | 1981-06-29 | 1983-06-30 | アイシーアイ オーストラリア オペレイションズ プロプライアタリー リミティド | 膜形成安定水性分散体の製造方法 |
| EP0263499B1 (en) * | 1986-10-08 | 1993-01-07 | Dainippon Ink And Chemicals, Inc. | Process for producing grafted alkyd resin |
| US5830928A (en) * | 1996-02-20 | 1998-11-03 | Ppg Industries, Inc. | Waterborne coating compositions |
| NZ553410A (en) | 2006-03-02 | 2008-06-30 | Rohm & Haas | Scrub and stain-resistant copolymer coating composition |
| AU2008261115B2 (en) * | 2008-01-02 | 2014-10-09 | Rohm And Haas Company | Scrub and stain-resistant coating |
Citations (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2904523A (en) * | 1955-11-07 | 1959-09-15 | Empire Varnish Company | Storage-stable pastes, paints, inks and similar products containing aluminous pigments |
| US2972553A (en) * | 1957-04-01 | 1961-02-21 | Gen Plastics Corp | Nylon coating method |
| US2994676A (en) * | 1958-04-18 | 1961-08-01 | Rohm & Haas | Interpolymer of acrylonitrile, acrylamide, ethyl acrylate, and higher alkyl acrylate, and aqueous dispersions thereof |
| US3002940A (en) * | 1956-05-16 | 1961-10-03 | Goodrich Co B F | Styrene-butadiene latex paint containing soluble and insoluble thickener resins and suspending agents |
| US3025252A (en) * | 1958-04-03 | 1962-03-13 | Aluminium Lab Ltd | Incorporation of metallic pigment in coating compositions |
| US3089783A (en) * | 1960-01-06 | 1963-05-14 | Pfaudler Permutit Inc | Corrosion resistant coating and method of applying the same |
| US3170888A (en) * | 1962-08-31 | 1965-02-23 | Interchem Corp | Latices of vinylidene chloride interpolymers thickened with ethylenemaleic anhydride copolymer and article coated therewith |
| US3244542A (en) * | 1962-11-26 | 1966-04-05 | Aluminum Co Of America | Water-dispersible metallic flake pigments and ready-mixed coating formulations containing the same |
| US3446652A (en) * | 1964-05-11 | 1969-05-27 | Lester W Smith | Chlorinated oxetane polymer coating |
| US3657175A (en) * | 1969-06-26 | 1972-04-18 | Standard Brands Chem Ind Inc | Carboxylic acid latices providing unique thickening and dispersing agents |
| US3687885A (en) * | 1970-04-15 | 1972-08-29 | Du Pont | Water base paints having an improved balance of anti-drip and leveling qualities |
| US3773401A (en) * | 1971-05-13 | 1973-11-20 | Siemens Ag | Coherent optical multichannel correlator |
| US3787230A (en) * | 1971-10-06 | 1974-01-22 | Grow Chemical Corp | Method of applying powder paint |
| US3839254A (en) * | 1972-09-01 | 1974-10-01 | Du Pont | Aqueous coating composition containing metallic pigment coated with ionizable perfluoroalkyl surfactant |
| JPS50112428A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1974-02-18 | 1975-09-03 | ||
| US3904795A (en) * | 1973-04-19 | 1975-09-09 | Rohm & Haas | Articles and method for forming them using heatfusible coatings from aqueous dispersions of water-insoluble polymers |
| US3907737A (en) * | 1972-03-04 | 1975-09-23 | Basf Ag | Metal coating composition of water insoluble binder and water soluble thickener |
| US3926874A (en) * | 1974-03-25 | 1975-12-16 | Sherwin Williams Co | Water reducible paint composition containing aluminum metal or the like |
| JPS52108433A (en) * | 1976-03-09 | 1977-09-10 | Kansai Paint Co Ltd | Method of manufacturing water-base thermosetting coating composition |
| GB1517834A (en) * | 1975-03-28 | 1978-07-12 | Dainippon Toryo Kk | Aqueous dispersion type coating composition |
| US4122055A (en) * | 1975-12-26 | 1978-10-24 | Dai Nippon Toryo Co., Ltd. | Aqueous dispersion type thermosetting coating composition |
-
1979
- 1979-12-14 AU AU53885/79A patent/AU531821B2/en not_active Ceased
- 1979-12-18 GB GB7943455A patent/GB2038846B/en not_active Expired
- 1979-12-19 DE DE19792951214 patent/DE2951214A1/de active Granted
- 1979-12-19 DE DE19792954399 patent/DE2954399C2/de not_active Expired
Patent Citations (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2904523A (en) * | 1955-11-07 | 1959-09-15 | Empire Varnish Company | Storage-stable pastes, paints, inks and similar products containing aluminous pigments |
| US3002940A (en) * | 1956-05-16 | 1961-10-03 | Goodrich Co B F | Styrene-butadiene latex paint containing soluble and insoluble thickener resins and suspending agents |
| US2972553A (en) * | 1957-04-01 | 1961-02-21 | Gen Plastics Corp | Nylon coating method |
| US3025252A (en) * | 1958-04-03 | 1962-03-13 | Aluminium Lab Ltd | Incorporation of metallic pigment in coating compositions |
| US2994676A (en) * | 1958-04-18 | 1961-08-01 | Rohm & Haas | Interpolymer of acrylonitrile, acrylamide, ethyl acrylate, and higher alkyl acrylate, and aqueous dispersions thereof |
| US3089783A (en) * | 1960-01-06 | 1963-05-14 | Pfaudler Permutit Inc | Corrosion resistant coating and method of applying the same |
| US3170888A (en) * | 1962-08-31 | 1965-02-23 | Interchem Corp | Latices of vinylidene chloride interpolymers thickened with ethylenemaleic anhydride copolymer and article coated therewith |
| US3244542A (en) * | 1962-11-26 | 1966-04-05 | Aluminum Co Of America | Water-dispersible metallic flake pigments and ready-mixed coating formulations containing the same |
| US3446652A (en) * | 1964-05-11 | 1969-05-27 | Lester W Smith | Chlorinated oxetane polymer coating |
| US3657175A (en) * | 1969-06-26 | 1972-04-18 | Standard Brands Chem Ind Inc | Carboxylic acid latices providing unique thickening and dispersing agents |
| US3687885A (en) * | 1970-04-15 | 1972-08-29 | Du Pont | Water base paints having an improved balance of anti-drip and leveling qualities |
| US3773401A (en) * | 1971-05-13 | 1973-11-20 | Siemens Ag | Coherent optical multichannel correlator |
| US3787230A (en) * | 1971-10-06 | 1974-01-22 | Grow Chemical Corp | Method of applying powder paint |
| US3907737A (en) * | 1972-03-04 | 1975-09-23 | Basf Ag | Metal coating composition of water insoluble binder and water soluble thickener |
| US3839254A (en) * | 1972-09-01 | 1974-10-01 | Du Pont | Aqueous coating composition containing metallic pigment coated with ionizable perfluoroalkyl surfactant |
| US3904795A (en) * | 1973-04-19 | 1975-09-09 | Rohm & Haas | Articles and method for forming them using heatfusible coatings from aqueous dispersions of water-insoluble polymers |
| JPS50112428A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1974-02-18 | 1975-09-03 | ||
| US3926874A (en) * | 1974-03-25 | 1975-12-16 | Sherwin Williams Co | Water reducible paint composition containing aluminum metal or the like |
| GB1517834A (en) * | 1975-03-28 | 1978-07-12 | Dainippon Toryo Kk | Aqueous dispersion type coating composition |
| US4122055A (en) * | 1975-12-26 | 1978-10-24 | Dai Nippon Toryo Co., Ltd. | Aqueous dispersion type thermosetting coating composition |
| JPS52108433A (en) * | 1976-03-09 | 1977-09-10 | Kansai Paint Co Ltd | Method of manufacturing water-base thermosetting coating composition |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19911842A1 (de) * | 1999-03-17 | 2000-10-05 | Metallgesellschaft Ag | Wässrige Polymer-Dispersion und Verfahren zu ihrer Herstellung |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2038846B (en) | 1983-05-11 |
| AU5388579A (en) | 1980-06-26 |
| AU531821B2 (en) | 1983-09-08 |
| GB2038846A (en) | 1980-07-30 |
| DE2954399C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-06-25 |
| DE2951214C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-07-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OAP | Request for examination filed | ||
| OD | Request for examination | ||
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