NO801038L - Fremgangsmaate for fremstilling av polymere produkter - Google Patents
Fremgangsmaate for fremstilling av polymere produkterInfo
- Publication number
- NO801038L NO801038L NO801038A NO801038A NO801038L NO 801038 L NO801038 L NO 801038L NO 801038 A NO801038 A NO 801038A NO 801038 A NO801038 A NO 801038A NO 801038 L NO801038 L NO 801038L
- Authority
- NO
- Norway
- Prior art keywords
- polymer
- product
- parts
- approx
- dispersion
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 68
- 238000000034 method Methods 0.000 title claims abstract description 49
- 238000004519 manufacturing process Methods 0.000 title claims description 30
- 239000000178 monomer Substances 0.000 claims abstract description 148
- 239000007787 solid Substances 0.000 claims abstract description 146
- 239000003822 epoxy resin Substances 0.000 claims abstract description 106
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 106
- 229920005989 resin Polymers 0.000 claims abstract description 100
- 239000011347 resin Substances 0.000 claims abstract description 100
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 71
- 238000011065 in-situ storage Methods 0.000 claims abstract description 25
- 238000012644 addition polymerization Methods 0.000 claims abstract description 16
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 9
- 230000008569 process Effects 0.000 claims abstract description 7
- 239000000047 product Substances 0.000 claims description 172
- 239000007795 chemical reaction product Substances 0.000 claims description 120
- 239000006185 dispersion Substances 0.000 claims description 99
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 88
- 239000002253 acid Substances 0.000 claims description 79
- 238000006116 polymerization reaction Methods 0.000 claims description 48
- 239000002904 solvent Substances 0.000 claims description 45
- 229920002554 vinyl polymer Polymers 0.000 claims description 38
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 32
- 238000000576 coating method Methods 0.000 claims description 30
- 239000000463 material Substances 0.000 claims description 27
- 239000004593 Epoxy Substances 0.000 claims description 25
- 239000011248 coating agent Substances 0.000 claims description 23
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 239000011541 reaction mixture Substances 0.000 claims description 21
- 239000008365 aqueous carrier Substances 0.000 claims description 17
- 239000007788 liquid Substances 0.000 claims description 13
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000003700 epoxy group Chemical group 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000003973 paint Substances 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 239000000725 suspension Substances 0.000 claims description 6
- 238000010559 graft polymerization reaction Methods 0.000 claims description 5
- 230000007062 hydrolysis Effects 0.000 claims description 4
- 238000006460 hydrolysis reaction Methods 0.000 claims description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 239000012453 solvate Substances 0.000 claims description 3
- 239000003505 polymerization initiator Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- 239000003999 initiator Substances 0.000 abstract description 30
- 230000000977 initiatory effect Effects 0.000 abstract description 2
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 116
- 239000000203 mixture Substances 0.000 description 99
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 63
- 238000006243 chemical reaction Methods 0.000 description 59
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 49
- 229910052757 nitrogen Inorganic materials 0.000 description 34
- 239000002966 varnish Substances 0.000 description 32
- 239000004342 Benzoyl peroxide Substances 0.000 description 28
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 28
- 235000019400 benzoyl peroxide Nutrition 0.000 description 28
- 239000004922 lacquer Substances 0.000 description 25
- 238000003756 stirring Methods 0.000 description 25
- 150000001412 amines Chemical class 0.000 description 21
- 239000004971 Cross linker Substances 0.000 description 20
- 239000012467 final product Substances 0.000 description 18
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 16
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 16
- -1 aromatic monocarboxylic acids Chemical class 0.000 description 15
- 239000002245 particle Substances 0.000 description 15
- 239000002585 base Substances 0.000 description 14
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 13
- 229960002887 deanol Drugs 0.000 description 13
- 239000012972 dimethylethanolamine Substances 0.000 description 13
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- 239000003513 alkali Substances 0.000 description 12
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 12
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 12
- 238000003860 storage Methods 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 12
- 229920003180 amino resin Polymers 0.000 description 11
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 11
- 238000002156 mixing Methods 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 10
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 10
- 238000005507 spraying Methods 0.000 description 10
- 229920003270 Cymel® Polymers 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 239000000049 pigment Substances 0.000 description 9
- 238000010926 purge Methods 0.000 description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 8
- 230000008901 benefit Effects 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 7
- 239000002952 polymeric resin Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 235000013361 beverage Nutrition 0.000 description 6
- 238000001723 curing Methods 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 239000000443 aerosol Substances 0.000 description 5
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 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 5
- 238000013007 heat curing Methods 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- 230000002829 reductive effect Effects 0.000 description 5
- 150000003335 secondary amines Chemical class 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical group O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 235000013405 beer Nutrition 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 239000008199 coating composition Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000011010 flushing procedure Methods 0.000 description 4
- 239000004310 lactic acid Substances 0.000 description 4
- 235000014655 lactic acid Nutrition 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 150000003512 tertiary amines Chemical class 0.000 description 4
- 125000001302 tertiary amino group Chemical group 0.000 description 4
- 239000000080 wetting agent Substances 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- 239000004159 Potassium persulphate Substances 0.000 description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- 239000003638 chemical reducing agent Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 229920001002 functional polymer Polymers 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 238000009928 pasteurization Methods 0.000 description 3
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 3
- 235000019394 potassium persulphate Nutrition 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000001632 sodium acetate Substances 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 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 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 2
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 2
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 description 2
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 2
- AOHAPDDBNAPPIN-UHFFFAOYSA-N 3-Methoxy-4,5-methylenedioxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC2=C1OCO2 AOHAPDDBNAPPIN-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- XJOBOFWTZOKMOH-UHFFFAOYSA-N decanoyl decaneperoxoate Chemical compound CCCCCCCCCC(=O)OOC(=O)CCCCCCCCC XJOBOFWTZOKMOH-UHFFFAOYSA-N 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 230000000670 limiting effect Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- VYGBQXDNOUHIBZ-UHFFFAOYSA-L sodium formaldehyde sulphoxylate Chemical compound [Na+].[Na+].O=C.[O-]S[O-] VYGBQXDNOUHIBZ-UHFFFAOYSA-L 0.000 description 2
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 230000009469 supplementation Effects 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- OXYKVVLTXXXVRT-UHFFFAOYSA-N (4-chlorobenzoyl) 4-chlorobenzenecarboperoxoate Chemical compound C1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1 OXYKVVLTXXXVRT-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 1
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 1
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
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- 238000005303 weighing Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/10—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
-
- 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
- C08F285/00—Macromolecular compounds obtained by polymerising monomers on to preformed graft polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Polymerisation Methods In General (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/029,106 US4285847A (en) | 1979-04-11 | 1979-04-11 | Polymerization process and product |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO801038L true NO801038L (no) | 1980-10-13 |
Family
ID=21847253
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO801038A NO801038L (no) | 1979-04-11 | 1980-04-10 | Fremgangsmaate for fremstilling av polymere produkter |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4285847A (es) |
| EP (1) | EP0017911B1 (es) |
| JP (1) | JPS55157614A (es) |
| KR (1) | KR840000121B1 (es) |
| AT (1) | ATE6784T1 (es) |
| AU (1) | AU540403B2 (es) |
| BR (1) | BR8002231A (es) |
| CA (1) | CA1166780A (es) |
| DE (1) | DE3067092D1 (es) |
| DK (1) | DK154280A (es) |
| ES (1) | ES490417A0 (es) |
| FI (1) | FI801122A (es) |
| GB (1) | GB2046767B (es) |
| HK (1) | HK62284A (es) |
| NO (1) | NO801038L (es) |
| NZ (1) | NZ193385A (es) |
| SG (1) | SG35284G (es) |
| ZA (1) | ZA802087B (es) |
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4585813A (en) * | 1978-06-12 | 1986-04-29 | Scm Corporation | Aqueous coating composition comprising self-emulsifiable ester of epoxy and acid containing addition polymer and method of its preparation |
| US4522962A (en) * | 1980-09-08 | 1985-06-11 | Scm Corporation | Epoxy modified emulsion polymers |
| US4383058A (en) * | 1980-12-31 | 1983-05-10 | Mobil Oil Corporation | Epoxy-amine copolymer reaction product and aqueous coating compositions thereof |
| US4417025A (en) * | 1981-01-13 | 1983-11-22 | Daicel Chemical Industries, Ltd. | Resin composition emulsion |
| US4446260A (en) * | 1981-07-24 | 1984-05-01 | International Paint Public Limited Company | Water dilutable epoxy coating composition |
| US4443589A (en) * | 1981-08-28 | 1984-04-17 | Mobil Oil Corporation | Acrylic modified anionic water dispersible cellulose esters |
| US4443568A (en) * | 1981-10-26 | 1984-04-17 | Scm Corporation | Polymerization process and product |
| US4439587A (en) * | 1982-03-08 | 1984-03-27 | Mobil Oil Corporation | Water dispersible acrylic modified chlorinated rubber |
| US4476262A (en) * | 1982-12-30 | 1984-10-09 | Mobil Oil Corporation | Aqueous coatings comprising ionic polymer ester and diluent polymer with reduced monomer residue and method of preparation |
| US4444923A (en) * | 1982-12-30 | 1984-04-24 | Mobil Oil Corporation | Process for preparing aqueous coatings comprising dispersible epoxy resin-acid polymer ester |
| US4446258A (en) * | 1982-12-30 | 1984-05-01 | Mobil Oil Corporation | Aqueous coating comprising dispersible epoxy resin-acid polymer ester and diluent polymer, and method of preparation |
| US4511682A (en) * | 1983-06-28 | 1985-04-16 | Union Carbide Corporation | Water-dispersible coating compositions and process |
| GB8321933D0 (en) * | 1983-08-15 | 1983-09-14 | Ici Plc | Coating compositions |
| US4564648A (en) * | 1984-09-21 | 1986-01-14 | E. I. Du Pont De Nemours And Company | Epoxy graft acrylic water-based primer surfaces |
| US4579887A (en) * | 1985-02-26 | 1986-04-01 | The Dow Chemical Company | Non-aqueous dispersions of relatively high molecular weight epoxy resins |
| US4703071A (en) * | 1986-01-27 | 1987-10-27 | The Glidden Company | Stabilized aqueous coatings containing zinc oxide |
| BR8707258A (pt) * | 1986-04-08 | 1988-04-19 | Dow Chemical Co | Resinas para tintas em po de alta resistencia ao impacto e baixo brilho |
| US4835228A (en) * | 1986-04-08 | 1989-05-30 | The Dow Chemical Company | Rheology low gloss, high impact strength powder coating resins |
| US4956425A (en) * | 1986-04-08 | 1990-09-11 | The Dow Chemical Company | Polymerized monomers in unsaturated compound-reacted epoxy resins advanced with dihydric phenol |
| JP2545838B2 (ja) * | 1987-03-13 | 1996-10-23 | 大日本インキ化学工業株式会社 | 乳化重合体組成物の製造方法 |
| MX169357B (es) * | 1987-08-13 | 1993-09-30 | Valspar Corp | Composicion de revestimiento en composicion acuosa |
| US5981627A (en) * | 1989-08-02 | 1999-11-09 | National Starch And Chemical Investment Holding Corporation | Epoxy modified core-shell latices |
| US5116888A (en) * | 1989-09-22 | 1992-05-26 | The Glidden Company | Epoxy-acrylic graft copolymers with phosphonium cocatalysts carbon-graft |
| DE69018587T2 (de) * | 1989-12-15 | 1996-01-25 | Oki Electric Ind Co Ltd | Steuerschaltung. |
| DE69106172D1 (de) * | 1990-03-06 | 1995-02-09 | Akzo Nobel Nv | Wässrige Hybridpolymerdispersion und Beschichtungszusammensetzung. |
| US5157078A (en) * | 1990-05-25 | 1992-10-20 | The Glidden Company | Glycidyl-epoxy-acrylic copolymers |
| US5356955A (en) * | 1991-10-09 | 1994-10-18 | General Electric Company | Artificial polymer latices in core-shell form and method of preparation |
| DE4327493A1 (de) * | 1993-08-16 | 1995-02-23 | Hoechst Ag | Wäßrige, modifizierte Epoxidharz-Dispersionen |
| DE69636600T2 (de) * | 1996-08-12 | 2007-08-16 | Toyo Ink Mfg. Co., Ltd. | Wässrige dispersionszusammensetzung |
| US5952446A (en) * | 1998-02-09 | 1999-09-14 | Molex Incorporated | Elastomeric epoxy composition |
| US6359062B1 (en) | 1999-03-02 | 2002-03-19 | The Valspar Corporation | Coating compositions |
| US6989411B2 (en) * | 2001-11-14 | 2006-01-24 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Epoxy dispersions for use in coatings |
| US7388044B2 (en) * | 2002-07-15 | 2008-06-17 | Henkel Kommanditgesellschaft Auf Aktien | Coatings with enhanced water-barrier and anti-corrosive properties |
| AU2003249165A1 (en) * | 2002-07-15 | 2004-02-02 | Henkel Kommanditgesellschaft Auf Aktien | Corrosion resistant films based on ethylenically unsaturated monomer modified epoxy emulsions |
| MXPA05010454A (es) * | 2003-04-02 | 2005-11-04 | Valspar Sourcing Inc | Dispersiones y recubrimientos acuosos. |
| US7022747B2 (en) * | 2003-04-29 | 2006-04-04 | Basf Corporation | Method for creating microsphere polymers and particles |
| EP1819789B1 (en) * | 2004-10-20 | 2011-06-15 | Valspar Sourcing, Inc. | Coating compositions for cans and methods of coating |
| WO2007048094A2 (en) | 2005-10-18 | 2007-04-26 | Valspar Sourcing, Inc. | Coating compositions for containers and methods of coating |
| KR101440645B1 (ko) | 2006-09-19 | 2014-09-22 | 발스파 소싱 인코포레이티드 | 식품 및 음료의 코팅된 용기, 그의 코팅 방법 및 코팅 조성물 |
| EP3156228B1 (en) | 2009-04-09 | 2023-11-29 | Swimc Llc | Polymer having unsaturated cycloaliphatic functionality and coating compositions formed therefrom |
| US8486574B2 (en) * | 2009-07-14 | 2013-07-16 | Ford Global Technologies, Llc | Method and system for power control in an automotive vehicle |
| US8747979B2 (en) | 2009-07-17 | 2014-06-10 | Valspar Sourcing, Inc. | Coating compositions and articles coated therewith |
| US8754614B2 (en) * | 2009-07-17 | 2014-06-17 | Tesla Motors, Inc. | Fast charging of battery using adjustable voltage control |
| EP3483195A1 (en) | 2009-09-18 | 2019-05-15 | Swimc, LLC | Polyurethane coating composition |
| EP3263664B1 (en) | 2010-04-16 | 2020-11-04 | Swimc Llc | Coating compositions for packaging articles and methods of coating |
| EP2621998A1 (en) * | 2010-09-30 | 2013-08-07 | Dow Global Technologies LLC | Coating compositions |
| BR112013005646A2 (pt) | 2010-09-30 | 2019-09-24 | Dow Global Technologies Llc | composição de resina de poliéster epóxi, composição de resina de poliéster epóxi(éster epóxi) curável, resina curada, e processo para preparar composição de resina de poliéster epóxi(éster epóxi) curável |
| US20130178590A1 (en) | 2010-09-30 | 2013-07-11 | Dow Global Technologies Llc | Advanced epoxy resin compositions |
| BR112013020026B1 (pt) | 2011-02-07 | 2021-03-02 | Swimc Llc | artigo, composição de revestimento, e, método |
| EP2812404B1 (en) | 2012-02-07 | 2019-11-06 | Swimc Llc | Containers and other articles coated with compositions |
| KR102093405B1 (ko) | 2012-08-09 | 2020-03-25 | 에스더블유아이엠씨 엘엘씨 | 용기 코팅 시스템 |
| ES2849526T3 (es) | 2012-08-09 | 2021-08-19 | Swimc Llc | Composiciones para contenedores y otros artículos y métodos de utilización de los mismos |
| CN104045808A (zh) | 2013-03-12 | 2014-09-17 | 陶氏环球技术有限公司 | 环氧树脂组合物、其制备方法及其制品 |
| US20140332693A1 (en) * | 2013-05-13 | 2014-11-13 | King Faisal Specialist Hospital And Research Centre | Method of using the novel polymer gel for magnetic resonance imaging (mri) validation |
| US20140335020A1 (en) * | 2013-05-13 | 2014-11-13 | King Faisal Specialist Hospital and Research Centr | Composition and method of making the novel polymer gel for use in dosimeter |
| US10526277B2 (en) | 2013-10-17 | 2020-01-07 | Swimc Llc | Food or beverage containers coated with polymers of di(amido(alkyl)phenol) compounds |
| KR102429146B1 (ko) | 2014-04-14 | 2022-08-04 | 에스더블유아이엠씨 엘엘씨 | 용기 및 기타 물품용 조성물의 제조방법 및 상기 조성물의 사용 방법 |
| MX2016015219A (es) | 2014-05-19 | 2017-03-23 | Valspar Sourcing Inc | Polieteres que contienen grupos ciclicos no bisfenolicos. |
| HUE050566T2 (hu) | 2014-12-24 | 2020-12-28 | Swimc Llc | Bevonatkészítmények áruk csomagolására, például élelmiszer- és italtároló edények |
| WO2016105502A1 (en) | 2014-12-24 | 2016-06-30 | Valspar Sourcing, Inc. | Styrene-free coating compositions for packaging articles such as food and beverage containers |
| US11059989B2 (en) | 2017-06-30 | 2021-07-13 | Valspar Sourcing, Inc. | Crosslinked coating compositions for packaging articles such as food and beverage containers |
| US11981822B2 (en) | 2014-12-24 | 2024-05-14 | Swimc Llc | Crosslinked coating compositions for packaging articles such as food and beverage containers |
| TWI614275B (zh) | 2015-11-03 | 2018-02-11 | Valspar Sourcing Inc | 用於製備聚合物的液體環氧樹脂組合物 |
| AR108133A1 (es) | 2016-04-15 | 2018-07-18 | Valspar Sourcing Inc | Composiciones de revestimiento que contienen copolímeros libres de estireno |
| US20190249029A1 (en) | 2016-10-19 | 2019-08-15 | Swimc Llc | Acrylic polymers and compositions containing such polymers |
| US11667809B2 (en) | 2017-08-25 | 2023-06-06 | Swimc Llc | Adhesion promoters and compositions for containers and other articles |
| DE112018004899T5 (de) | 2017-09-01 | 2020-06-04 | Swimc Llc | Mehrstufige, polymere latizes, diese latizes enthaltende beschichtungszusammensetzungen und damit beschichtete artikel |
| WO2019046700A1 (en) | 2017-09-01 | 2019-03-07 | Swimc Llc | MULTI-STAGE POLYMER LATEX, COATING COMPOSITIONS CONTAINING SUCH LATEX, AND ARTICLES THEREOF |
| WO2019118482A1 (en) | 2017-12-11 | 2019-06-20 | The Sherwin-Williams Company | Method for making water-dispersible and water-dispersed polymers |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3028359A (en) * | 1959-04-27 | 1962-04-03 | Interchem Corp | Ethoxyline graft copolymers containing the norbornene nucleus and coating compositions made therefrom |
| ES314354A1 (es) * | 1964-07-16 | 1966-01-01 | Du Pont | Un procedimiento para preparar un copolimero de injerto. |
| US4049744A (en) * | 1975-09-29 | 1977-09-20 | Celanese Polymer Specialties Company | Process for making powder coatings |
| US4128519A (en) * | 1977-01-21 | 1978-12-05 | Pennwalt Corporation | Aqueous vinylidene fluoride polymer coating composition |
-
1979
- 1979-04-11 US US06/029,106 patent/US4285847A/en not_active Expired - Lifetime
-
1980
- 1980-04-08 GB GB8011486A patent/GB2046767B/en not_active Expired
- 1980-04-09 FI FI801122A patent/FI801122A/fi not_active Application Discontinuation
- 1980-04-09 ZA ZA00802087A patent/ZA802087B/xx unknown
- 1980-04-09 NZ NZ193385A patent/NZ193385A/xx unknown
- 1980-04-10 NO NO801038A patent/NO801038L/no unknown
- 1980-04-10 ES ES490417A patent/ES490417A0/es active Granted
- 1980-04-10 BR BR8002231A patent/BR8002231A/pt unknown
- 1980-04-10 CA CA000349594A patent/CA1166780A/en not_active Expired
- 1980-04-10 EP EP80101901A patent/EP0017911B1/en not_active Expired
- 1980-04-10 DE DE8080101901T patent/DE3067092D1/de not_active Expired
- 1980-04-10 KR KR1019800001500A patent/KR840000121B1/ko active
- 1980-04-10 DK DK154280A patent/DK154280A/da not_active IP Right Cessation
- 1980-04-10 AT AT80101901T patent/ATE6784T1/de not_active IP Right Cessation
- 1980-04-11 JP JP4791180A patent/JPS55157614A/ja active Pending
- 1980-04-11 AU AU57292/80A patent/AU540403B2/en not_active Ceased
-
1984
- 1984-05-04 SG SG352/84A patent/SG35284G/en unknown
- 1984-08-09 HK HK622/84A patent/HK62284A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4285847A (en) | 1981-08-25 |
| ATE6784T1 (de) | 1984-04-15 |
| ES8104352A1 (es) | 1981-04-16 |
| NZ193385A (en) | 1982-08-17 |
| DK154280A (da) | 1980-10-12 |
| EP0017911A1 (en) | 1980-10-29 |
| AU5729280A (en) | 1980-10-16 |
| HK62284A (en) | 1984-08-17 |
| JPS55157614A (en) | 1980-12-08 |
| GB2046767A (en) | 1980-11-19 |
| KR840000121B1 (ko) | 1984-02-16 |
| KR830002819A (ko) | 1983-05-30 |
| EP0017911B1 (en) | 1984-03-21 |
| SG35284G (en) | 1985-04-04 |
| GB2046767B (en) | 1983-04-20 |
| ZA802087B (en) | 1981-04-29 |
| CA1166780A (en) | 1984-05-01 |
| DE3067092D1 (en) | 1984-04-26 |
| ES490417A0 (es) | 1981-04-16 |
| BR8002231A (pt) | 1980-12-02 |
| FI801122A (fi) | 1980-10-12 |
| AU540403B2 (en) | 1984-11-15 |
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