DE2513255C2 - Stabile organische, schwundarm härtbare Dispersionen auf Basis ungesättigter Polyesterharze und thermoplastischer Polymerer - Google Patents
Stabile organische, schwundarm härtbare Dispersionen auf Basis ungesättigter Polyesterharze und thermoplastischer PolymererInfo
- Publication number
- DE2513255C2 DE2513255C2 DE2513255A DE2513255A DE2513255C2 DE 2513255 C2 DE2513255 C2 DE 2513255C2 DE 2513255 A DE2513255 A DE 2513255A DE 2513255 A DE2513255 A DE 2513255A DE 2513255 C2 DE2513255 C2 DE 2513255C2
- Authority
- DE
- Germany
- Prior art keywords
- acid
- shrinkage
- weight
- vinyl
- polyester
- 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.)
- Expired
Links
- 239000006185 dispersion Substances 0.000 title claims description 43
- 229920001169 thermoplastic Polymers 0.000 title claims description 25
- 229920006337 unsaturated polyester resin Polymers 0.000 title description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 16
- 229920002554 vinyl polymer Polymers 0.000 claims description 14
- 229920001225 polyester resin Polymers 0.000 claims description 10
- 239000004645 polyester resin Substances 0.000 claims description 10
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 claims description 9
- 229920006305 unsaturated polyester Polymers 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 26
- -1 polyethylene Polymers 0.000 description 22
- 229920000728 polyester Polymers 0.000 description 18
- 238000000465 moulding Methods 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 14
- 239000004416 thermosoftening plastic Substances 0.000 description 14
- 125000004432 carbon atom Chemical group C* 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 10
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- 239000002253 acid Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 229920005989 resin Polymers 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 7
- 125000003903 2-propenyl group Chemical class [H]C([*])([H])C([H])=C([H])[H] 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
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- 239000004793 Polystyrene Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 241001441571 Hiodontidae Species 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
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- 239000000126 substance Substances 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000003825 pressing Methods 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 150000003440 styrenes Chemical class 0.000 description 3
- 230000008719 thickening Effects 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical class ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 2
- CDBAMNGURPMUTG-UHFFFAOYSA-N 4-[2-(4-hydroxycyclohexyl)propan-2-yl]cyclohexan-1-ol Chemical compound C1CC(O)CCC1C(C)(C)C1CCC(O)CC1 CDBAMNGURPMUTG-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004641 Diallyl-phthalate Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000011152 fibreglass Substances 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
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- 238000002360 preparation method Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 239000012783 reinforcing fiber Substances 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
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- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 2
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- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
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- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- NIDNOXCRFUCAKQ-UMRXKNAASA-N (1s,2r,3s,4r)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1[C@H]2C=C[C@@H]1[C@H](C(=O)O)[C@@H]2C(O)=O NIDNOXCRFUCAKQ-UMRXKNAASA-N 0.000 description 1
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- BQTPKSBXMONSJI-UHFFFAOYSA-N 1-cyclohexylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1CCCCC1 BQTPKSBXMONSJI-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
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- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
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- 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 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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- 235000005985 organic acids Nutrition 0.000 description 1
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- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
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- 238000005191 phase separation Methods 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229930015698 phenylpropene Natural products 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
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- 229920003023 plastic Polymers 0.000 description 1
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- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
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- 238000006068 polycondensation reaction Methods 0.000 description 1
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- 239000003505 polymerization initiator Substances 0.000 description 1
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- 230000002028 premature Effects 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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- 150000004053 quinones Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
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- 239000010454 slate Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
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- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 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
- 238000012360 testing method Methods 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
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- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
- QOPBTFMUVTXWFF-UHFFFAOYSA-N tripropyl phosphite Chemical compound CCCOP(OCCC)OCCC QOPBTFMUVTXWFF-UHFFFAOYSA-N 0.000 description 1
- XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/06—Unsaturated polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Reinforced Plastic Materials (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2513255A DE2513255C2 (de) | 1975-03-26 | 1975-03-26 | Stabile organische, schwundarm härtbare Dispersionen auf Basis ungesättigter Polyesterharze und thermoplastischer Polymerer |
| US05/669,285 US4100224A (en) | 1975-03-26 | 1976-03-22 | Stable organic dispersions which can be cured with little shrinkage, based on unsaturated polyester resins and thermoplastic polymers |
| AT214676A AT354095B (de) | 1975-03-26 | 1976-03-24 | Stabile organische, schwundarm haertbare dispersionen auf basis ungesaettigter polyester- harze und thermoplastischer polymerer |
| JP51031497A JPS51119790A (en) | 1975-03-26 | 1976-03-24 | Stable organoodispersion system based on unsaturated polyester resin and thermoplastic polymer |
| IT48692/76A IT1058033B (it) | 1975-03-26 | 1976-03-24 | Dispersioni a base di resine poliestere e di polimeri termoplastici e procedimento per la loro produzione |
| CA248,655A CA1088242A (en) | 1975-03-26 | 1976-03-24 | Stable organic dispersions which can be cured with little shrinkage, based on unsaturated polyester resins and thermoplastic polymers |
| ES446349A ES446349A1 (es) | 1975-03-26 | 1976-03-25 | Procedimiento para la preparacion de dispersiones organicas estables endurecibles sin merma. |
| GB12061/76A GB1482900A (en) | 1975-03-26 | 1976-03-25 | Stable organic dispersions based on unsaturated polyester resins and thermoplastic polymers |
| BE165523A BE839993A (fr) | 1975-03-26 | 1976-03-25 | Dispersions organiques stables, durcissables avec un faible retrait, a base de resines de polyesters insatures et de polymeres thermoplastiques |
| FR7608947A FR2305465A1 (fr) | 1975-03-26 | 1976-03-26 | Dispersions organiques stables, durcissables avec un faible retrait, a base de resines de polyesters insatures et de polymeres thermoplastiques |
| NL7603207.A NL161189C (nl) | 1975-03-26 | 1976-03-26 | Werkwijze om stabiele, vloeibare dispersies op basis van onverzadigde polyesterharsen te bereiden. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2513255A DE2513255C2 (de) | 1975-03-26 | 1975-03-26 | Stabile organische, schwundarm härtbare Dispersionen auf Basis ungesättigter Polyesterharze und thermoplastischer Polymerer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2513255A1 DE2513255A1 (de) | 1976-10-07 |
| DE2513255C2 true DE2513255C2 (de) | 1982-10-14 |
Family
ID=5942390
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2513255A Expired DE2513255C2 (de) | 1975-03-26 | 1975-03-26 | Stabile organische, schwundarm härtbare Dispersionen auf Basis ungesättigter Polyesterharze und thermoplastischer Polymerer |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4100224A (enExample) |
| JP (1) | JPS51119790A (enExample) |
| AT (1) | AT354095B (enExample) |
| BE (1) | BE839993A (enExample) |
| CA (1) | CA1088242A (enExample) |
| DE (1) | DE2513255C2 (enExample) |
| ES (1) | ES446349A1 (enExample) |
| FR (1) | FR2305465A1 (enExample) |
| GB (1) | GB1482900A (enExample) |
| IT (1) | IT1058033B (enExample) |
| NL (1) | NL161189C (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1592352A (en) | 1976-10-16 | 1981-07-08 | British Industrial Plastics | Preparation of polyester resin/fibre laminates and compositions for use therein |
| US4309326A (en) * | 1978-04-13 | 1982-01-05 | Owens-Corning Fiberglas Corporation | Glass size compositions and glass fibers coated therewith |
| US4251644A (en) * | 1979-10-01 | 1981-02-17 | Copolymer Rubber & Chemical Corporation | Polar resins having improved characteristics by blending with EPM and EPDM polymers |
| JPS608053B2 (ja) * | 1980-01-11 | 1985-02-28 | 日立化成工業株式会社 | 高接着性樹脂組成物 |
| DE3332019A1 (de) * | 1983-09-06 | 1985-03-21 | Basf Ag, 6700 Ludwigshafen | Haertbare polyesterformmassen |
| DE3426425A1 (de) * | 1984-07-18 | 1986-01-23 | Bayer Ag, 5090 Leverkusen | Lagerfaehige schwundarm haertbare ungesaettigte polyesterharze |
| DE3625184A1 (de) * | 1986-07-25 | 1988-01-28 | Bayer Ag | Schwundarm haertbare polyesterharzmassen |
| US4767806A (en) * | 1987-01-05 | 1988-08-30 | Uniroyal Chemical Company, Inc. | Carboxyl modified olefinic copolymer composition |
| US5182335A (en) * | 1987-09-30 | 1993-01-26 | Fiat Auto Spa | Composite material for the moulding of fibre-reinforced unsaturated polyester resin |
| JPH02232249A (ja) * | 1989-03-03 | 1990-09-14 | Kansai Paint Co Ltd | 樹脂組成物、硬化性組成物及び塗料組成物 |
| DE3910607A1 (de) * | 1989-04-01 | 1990-10-04 | Hoechst Ag | Verwendung von schwindungsarmen systemen auf der basis von ungesaettigten polyesterharzen bei der sanierung von rohrleitungen |
| DE4002218A1 (de) * | 1990-01-26 | 1991-08-01 | Hoechst Ag | Faserverstaerkte polyesterformmasse und ihre verwendung im karosseriebau |
| EP0598227A1 (en) * | 1992-10-19 | 1994-05-25 | Takeda Chemical Industries, Ltd. | Low-pressure and low-temperature moldable composition and shaped article therefrom |
| US6009810A (en) * | 1998-07-08 | 2000-01-04 | The United States Of America As Represented By The Secretary Of The Navy | Airbag propellant |
| US6617394B2 (en) * | 2001-09-21 | 2003-09-09 | Ashland Inc. | Dimer acid derivatives as enhancers |
| WO2004026963A1 (de) * | 2002-08-19 | 2004-04-01 | Lanxess Deutschland Gmbh | Elastomerenmodifizierte polyamide zur verbesserung der knickbruchfestigkeit von folien und hohlkörpern |
| CN101575445B (zh) * | 2009-03-17 | 2012-04-11 | 无锡新宏泰电器科技股份有限公司 | 低温快速固化聚酯模塑料及其制备方法 |
| US9975284B2 (en) * | 2012-01-17 | 2018-05-22 | Dai Nipon Printing Co., Ltd. | Electron beam curable resin composition, resin frame for reflectors, reflector, semiconductor light emitting device, and method for producing molded body |
| US10400085B2 (en) * | 2013-01-31 | 2019-09-03 | Dai Nippon Printing Co., Ltd. | Electron beam curable resin composition, reflector resin frame, reflector, semiconductor light-emitting device, and molded article production method |
| CN104968724B (zh) * | 2013-01-31 | 2017-09-26 | 大日本印刷株式会社 | 电子束固化性树脂组合物、反射器用树脂框架、反射器、半导体发光装置、及成形体的制造方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3331796A (en) * | 1963-11-12 | 1967-07-18 | Pittsburgh Plate Glass Co | Low gloss wax ethylene vinyl acetate copolymer-modified polyester coating composition |
| DE1241983B (de) | 1964-10-17 | 1967-06-08 | Phoenix Gummiwerke Ag | Herstellen von Formteilen aus Polyesterformmassen,die AEthylenpolymerisate enthalten |
| US3740353A (en) * | 1970-11-09 | 1973-06-19 | Dow Chemical Co | Low density low shrink thermoset resin foams |
| US3836600A (en) * | 1973-02-05 | 1974-09-17 | Dow Chemical Co | Stabilized low profile resins |
| NO750399L (enExample) * | 1974-02-15 | 1975-08-18 | Bayer Ag | |
| GB1477253A (en) * | 1974-06-29 | 1977-06-22 | Bayer Ag | Polymerisable organic dispersions |
-
1975
- 1975-03-26 DE DE2513255A patent/DE2513255C2/de not_active Expired
-
1976
- 1976-03-22 US US05/669,285 patent/US4100224A/en not_active Expired - Lifetime
- 1976-03-24 IT IT48692/76A patent/IT1058033B/it active
- 1976-03-24 CA CA248,655A patent/CA1088242A/en not_active Expired
- 1976-03-24 JP JP51031497A patent/JPS51119790A/ja active Pending
- 1976-03-24 AT AT214676A patent/AT354095B/de not_active IP Right Cessation
- 1976-03-25 ES ES446349A patent/ES446349A1/es not_active Expired
- 1976-03-25 GB GB12061/76A patent/GB1482900A/en not_active Expired
- 1976-03-25 BE BE165523A patent/BE839993A/xx not_active IP Right Cessation
- 1976-03-26 FR FR7608947A patent/FR2305465A1/fr active Granted
- 1976-03-26 NL NL7603207.A patent/NL161189C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FR2305465A1 (fr) | 1976-10-22 |
| CA1088242A (en) | 1980-10-21 |
| ES446349A1 (es) | 1977-06-16 |
| US4100224A (en) | 1978-07-11 |
| JPS51119790A (en) | 1976-10-20 |
| FR2305465B1 (enExample) | 1979-08-31 |
| ATA214676A (de) | 1979-05-15 |
| NL7603207A (nl) | 1976-09-28 |
| NL161189C (nl) | 1980-01-15 |
| DE2513255A1 (de) | 1976-10-07 |
| BE839993A (fr) | 1976-09-27 |
| IT1058033B (it) | 1982-04-10 |
| NL161189B (nl) | 1979-08-15 |
| AT354095B (de) | 1979-12-27 |
| GB1482900A (en) | 1977-08-17 |
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| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |