JP2006518770A - カレンダー加工用難燃性ポリエステル組成物 - Google Patents
カレンダー加工用難燃性ポリエステル組成物 Download PDFInfo
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- JP2006518770A JP2006518770A JP2004565345A JP2004565345A JP2006518770A JP 2006518770 A JP2006518770 A JP 2006518770A JP 2004565345 A JP2004565345 A JP 2004565345A JP 2004565345 A JP2004565345 A JP 2004565345A JP 2006518770 A JP2006518770 A JP 2006518770A
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- polyester
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- plasticizer
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- 229920000728 polyester Polymers 0.000 title claims abstract description 370
- 239000000203 mixture Substances 0.000 title claims abstract description 226
- 239000003063 flame retardant Substances 0.000 title claims abstract description 136
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 130
- 238000003490 calendering Methods 0.000 title claims abstract description 55
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- 238000000034 method Methods 0.000 claims abstract description 70
- 238000002425 crystallisation Methods 0.000 claims abstract description 56
- 239000000654 additive Substances 0.000 claims abstract description 46
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000011574 phosphorus Substances 0.000 claims abstract description 28
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 28
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- 150000002009 diols Chemical group 0.000 claims description 68
- -1 aromatic alcohols Chemical class 0.000 claims description 66
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- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 40
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 24
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- 229920005604 random copolymer Polymers 0.000 claims description 23
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 18
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 18
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 18
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 16
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 16
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- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 15
- OWICEWMBIBPFAH-UHFFFAOYSA-N (3-diphenoxyphosphoryloxyphenyl) diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1)(=O)OC1=CC=CC=C1 OWICEWMBIBPFAH-UHFFFAOYSA-N 0.000 claims description 14
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 14
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
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- 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 claims description 14
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 14
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 14
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 14
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- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 14
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 14
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 14
- 235000013772 propylene glycol Nutrition 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 238000002844 melting Methods 0.000 claims description 12
- 230000008018 melting Effects 0.000 claims description 12
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims description 11
- 229910019142 PO4 Inorganic materials 0.000 claims description 11
- 150000005690 diesters Chemical class 0.000 claims description 11
- 239000000155 melt Substances 0.000 claims description 11
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 claims description 11
- 150000005691 triesters Chemical class 0.000 claims description 11
- 238000000137 annealing Methods 0.000 claims description 10
- 239000010452 phosphate Substances 0.000 claims description 10
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 9
- 239000001361 adipic acid Substances 0.000 claims description 9
- 235000011037 adipic acid Nutrition 0.000 claims description 9
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- 235000011187 glycerol Nutrition 0.000 claims description 8
- 239000000454 talc Substances 0.000 claims description 8
- 229910052623 talc Inorganic materials 0.000 claims description 8
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 7
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 7
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 7
- FQXGHZNSUOHCLO-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3-cyclobutanediol Chemical compound CC1(C)C(O)C(C)(C)C1O FQXGHZNSUOHCLO-UHFFFAOYSA-N 0.000 claims description 7
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 claims description 7
- 239000005711 Benzoic acid Substances 0.000 claims description 7
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 7
- 235000010233 benzoic acid Nutrition 0.000 claims description 7
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 7
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims description 7
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 7
- 229920006267 polyester film Polymers 0.000 claims description 7
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 7
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- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 6
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
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- FIASKJZPIYCESA-UHFFFAOYSA-L calcium;octacosanoate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCCCCCCCCCCCC([O-])=O FIASKJZPIYCESA-UHFFFAOYSA-L 0.000 claims description 5
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- VKHLCNWQYFQMLQ-UHFFFAOYSA-M lithium octacosanoate Chemical compound [Li+].CCCCCCCCCCCCCCCCCCCCCCCCCCCC([O-])=O VKHLCNWQYFQMLQ-UHFFFAOYSA-M 0.000 claims description 5
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- YKIBJOMJPMLJTB-UHFFFAOYSA-M sodium;octacosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCCCCCCCC([O-])=O YKIBJOMJPMLJTB-UHFFFAOYSA-M 0.000 claims description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 4
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 4
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 claims description 4
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- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 3
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- BEQVQKJCLJBTKZ-UHFFFAOYSA-N diphenylphosphinic acid Chemical compound C=1C=CC=CC=1P(=O)(O)C1=CC=CC=C1 BEQVQKJCLJBTKZ-UHFFFAOYSA-N 0.000 description 1
- CIJWIJSYZZLMGD-UHFFFAOYSA-N diphenylphosphoryloxybenzene Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)OC1=CC=CC=C1 CIJWIJSYZZLMGD-UHFFFAOYSA-N 0.000 description 1
- BUBAPAVHHCZZMA-UHFFFAOYSA-N diphenylphosphoryloxymethylbenzene Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)OCC1=CC=CC=C1 BUBAPAVHHCZZMA-UHFFFAOYSA-N 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- 235000019305 distearyl thiodipropionate Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 1
- JQVXMIPNQMYRPE-UHFFFAOYSA-N ethyl dimethyl phosphate Chemical compound CCOP(=O)(OC)OC JQVXMIPNQMYRPE-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- NMCWERWDCXNTLB-UHFFFAOYSA-N ethyl phenyl hydrogen phosphate Chemical compound CCOP(O)(=O)OC1=CC=CC=C1 NMCWERWDCXNTLB-UHFFFAOYSA-N 0.000 description 1
- ISSCHPHYBDRMCW-UHFFFAOYSA-N ethyl(hexyl)phosphane Chemical compound CCCCCCPCC ISSCHPHYBDRMCW-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000012840 feeding operation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- GJWAEWLHSDGBGG-UHFFFAOYSA-N hexylphosphonic acid Chemical compound CCCCCCP(O)(O)=O GJWAEWLHSDGBGG-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- OAADXJFIBNEPLY-UHFFFAOYSA-N methoxy(diphenyl)phosphane Chemical class C=1C=CC=CC=1P(OC)C1=CC=CC=C1 OAADXJFIBNEPLY-UHFFFAOYSA-N 0.000 description 1
- UJNZOIKQAUQOCN-UHFFFAOYSA-N methyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(C)C1=CC=CC=C1 UJNZOIKQAUQOCN-UHFFFAOYSA-N 0.000 description 1
- RMJCJLHZCBFPDN-UHFFFAOYSA-N methyl(phenyl)phosphinic acid Chemical compound CP(O)(=O)C1=CC=CC=C1 RMJCJLHZCBFPDN-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- HYXYVQUOQZAMCF-UHFFFAOYSA-N naphthalen-1-yl(phenyl)phosphinic acid Chemical compound C=1C=CC2=CC=CC=C2C=1P(=O)(O)C1=CC=CC=C1 HYXYVQUOQZAMCF-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 125000005538 phosphinite group Chemical group 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000005374 primary esters Chemical class 0.000 description 1
- FMBYHKJKPDKGGO-UHFFFAOYSA-N propan-2-ylphosphonous acid Chemical compound CC(C)P(O)O FMBYHKJKPDKGGO-UHFFFAOYSA-N 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 150000008028 secondary esters Chemical class 0.000 description 1
- 229920006126 semicrystalline polymer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- OACSUWPJZKGHHK-UHFFFAOYSA-N tribenzyl phosphate Chemical compound C=1C=CC=CC=1COP(OCC=1C=CC=CC=1)(=O)OCC1=CC=CC=C1 OACSUWPJZKGHHK-UHFFFAOYSA-N 0.000 description 1
- KKFOMYPMTJLQGA-UHFFFAOYSA-N tribenzyl phosphite Chemical compound C=1C=CC=CC=1COP(OCC=1C=CC=CC=1)OCC1=CC=CC=C1 KKFOMYPMTJLQGA-UHFFFAOYSA-N 0.000 description 1
- IFXORIIYQORRMJ-UHFFFAOYSA-N tribenzylphosphane Chemical compound C=1C=CC=CC=1CP(CC=1C=CC=CC=1)CC1=CC=CC=C1 IFXORIIYQORRMJ-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical group CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 1
- WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
- OHRVKCZTBPSUIK-UHFFFAOYSA-N tridodecyl phosphate Chemical compound CCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCC)OCCCCCCCCCCCC OHRVKCZTBPSUIK-UHFFFAOYSA-N 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- BEFUBHVQRFELBK-UHFFFAOYSA-N trihydroxy(diphenyl)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1P(O)(O)(O)C1=CC=CC=C1 BEFUBHVQRFELBK-UHFFFAOYSA-N 0.000 description 1
- MGMPTYQBHRFTPM-UHFFFAOYSA-N trihydroxy-methyl-phenyl-$l^{5}-phosphane Chemical compound CP(O)(O)(O)C1=CC=CC=C1 MGMPTYQBHRFTPM-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- XWSLYQXUTWUIKM-UHFFFAOYSA-N trimethoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound COP(=S)(OC)OC XWSLYQXUTWUIKM-UHFFFAOYSA-N 0.000 description 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- KPGXUAIFQMJJFB-UHFFFAOYSA-H tungsten hexachloride Chemical compound Cl[W](Cl)(Cl)(Cl)(Cl)Cl KPGXUAIFQMJJFB-UHFFFAOYSA-H 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
- C08K5/523—Esters of phosphoric acids, e.g. of H3PO4 with hydroxyaryl compounds
-
- 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
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)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Casting Or Compression Moulding Of Plastics Or The Like (AREA)
- Fireproofing Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43558402P | 2002-12-20 | 2002-12-20 | |
| US10/706,669 US7285587B2 (en) | 2002-12-20 | 2003-11-12 | Flame retardant polyester compositions for calendering |
| PCT/US2003/039314 WO2004060990A2 (en) | 2002-12-20 | 2003-12-10 | Flame retardant polyester compositions for calendering |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006518770A true JP2006518770A (ja) | 2006-08-17 |
| JP2006518770A5 JP2006518770A5 (enExample) | 2007-02-01 |
Family
ID=32659434
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004565345A Pending JP2006518770A (ja) | 2002-12-20 | 2003-12-10 | カレンダー加工用難燃性ポリエステル組成物 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7285587B2 (enExample) |
| EP (1) | EP1572796B1 (enExample) |
| JP (1) | JP2006518770A (enExample) |
| KR (1) | KR101084423B1 (enExample) |
| AT (1) | ATE393189T1 (enExample) |
| AU (1) | AU2003296465A1 (enExample) |
| DE (1) | DE60320584T2 (enExample) |
| TW (1) | TW200420602A (enExample) |
| WO (1) | WO2004060990A2 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007512421A (ja) * | 2003-11-26 | 2007-05-17 | イーストマン ケミカル カンパニー | カレンダー加工用ポリエステル組成物 |
| JP2008115313A (ja) * | 2006-11-07 | 2008-05-22 | Riken Technos Corp | 樹脂組成物およびカレンダーシート |
| JP2008115311A (ja) * | 2006-11-07 | 2008-05-22 | Riken Technos Corp | 樹脂組成物およびカレンダーシート |
| WO2013047492A1 (ja) * | 2011-09-28 | 2013-04-04 | Dic株式会社 | 着色剤組成物、芳香族ポリエステル樹脂組成物、成形品および芳香族ポリエステル樹脂用可塑剤 |
| JP2014500386A (ja) * | 2010-12-20 | 2014-01-09 | イーストマン ケミカル カンパニー | チタンで触媒されるポリエステルにおける色の改良 |
| JP2015518058A (ja) * | 2012-02-14 | 2015-06-25 | エメラルド・カラマ・ケミカル・エルエルシーＥｍｅｒａｌｄ Ｋａｌａｍａ Ｃｈｅｍｉｃａｌ，ＬＬＣ | 接着剤調製物中の可塑剤として有用なモノベンゾアート |
| US12312460B2 (en) | 2019-05-02 | 2025-05-27 | Lg Chem, Ltd. | Plasticizer composition and resin composition including the same |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US7030181B2 (en) | 2001-04-11 | 2006-04-18 | Eastman Chemical Company | Films prepared from plasticized polyesters |
| US7354653B2 (en) | 2003-12-18 | 2008-04-08 | Eastman Chemical Company | High clarity films with improved thermal properties |
| DE602004022707D1 (enExample) * | 2003-12-18 | 2009-10-01 | Eastman Chem Co | |
| US7153569B2 (en) * | 2004-03-19 | 2006-12-26 | Kimberly-Clark Worldwide, Inc. | Biodegradable aliphatic-aromatic copolyester films |
| US7776020B2 (en) * | 2004-03-19 | 2010-08-17 | Kimberly-Clark Worldwide, Inc. | Absorbent articles having an aliphatic-aromatic copolyester film |
| US20060100330A1 (en) * | 2004-11-10 | 2006-05-11 | Natarajan Kavilipalayam M | Composition for use in forming an article |
| US8071695B2 (en) * | 2004-11-12 | 2011-12-06 | Eastman Chemical Company | Polyeste blends with improved stress whitening for film and sheet applications |
| TWI410457B (zh) * | 2004-11-12 | 2013-10-01 | Eastman Chem Co | 供薄膜及薄板應用之具有改良應力致白性質之聚酯摻合物 |
| US20060121219A1 (en) * | 2004-12-07 | 2006-06-08 | Eastman Chemical Co. | Void-containing polyester shrink film with improved density retention |
| US7834129B2 (en) * | 2005-06-17 | 2010-11-16 | Eastman Chemical Company | Restaurant smallware comprising polyester compositions formed from 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol |
| US7375167B2 (en) * | 2005-05-09 | 2008-05-20 | Basf Se | Hydrolysis-resistance composition |
| EP1935935A1 (de) * | 2006-12-20 | 2008-06-25 | Huntsman Textile Effects (Germany) GmbH | Zusammensetzung für die Behandlung von Fasermaterialien |
| TW200916561A (en) * | 2007-05-07 | 2009-04-16 | Martinswerk Gmbh | Flame retarded thermosets |
| DE102007032669A1 (de) * | 2007-07-13 | 2009-01-15 | Clariant International Limited | Alkylphosphonigsäuren, -salze und -ester, Verfahren zu deren Herstellung und ihre Verwendung |
| US20090142981A1 (en) * | 2007-12-03 | 2009-06-04 | Velsicol Chemical Corporation | Novel Compositions Comprising Structural Isomers Of 1,4-Cyclohexanedimethanol Dibenzoate and Polymer Compositions Containing Same |
| EP2133461A1 (de) * | 2008-06-12 | 2009-12-16 | Huntsman Textile Effects (Germany) GmbH | Zusammensetzung für die Behandlung von Fasermaterialien, insbesondere mittels Ausziehverfahren |
| RU2570439C2 (ru) * | 2010-12-30 | 2015-12-10 | Эмерелд Калама Кемикл, Ллк | Смеси дибензоатных пластификаторов |
| US10329393B2 (en) | 2012-12-12 | 2019-06-25 | Eastman Chemical Company | Copolysters plasticized with polymeric plasticizer for shrink film applications |
| EP3310575B1 (en) * | 2015-05-26 | 2025-12-17 | Incussus, LLC | Thermoplastic laminate sheet |
| US11427688B2 (en) * | 2017-04-17 | 2022-08-30 | Eastman Chemical Company | Copolyesters plasticized with polymeric plasticizer |
| KR102042493B1 (ko) | 2018-02-05 | 2019-11-11 | 주식회사 알에이 | 고농도 고분산성을 가지는 섬유용 폴리에스터 난연 마스터 배치의 제조방법 및 이에 제조된 섬유용 폴리에스터 난연 마스터 배치 |
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| US2012267A (en) | 1929-08-01 | 1935-08-27 | Du Pont | Alkylene ester of polybasic acids |
| US2044612A (en) | 1931-07-30 | 1936-06-16 | American Cyanamid & Chem Corp | Plasticizer |
| GB815991A (en) | 1955-02-28 | 1959-07-08 | Union Carbide Corp | Dibenzoate esters of aliphatic diols and process for their preparation |
| GB805588A (en) | 1955-06-30 | 1958-12-10 | Goodyear Tire & Rubber | Method of plasticizing linear aromatic polyesters |
| GB805587A (en) | 1955-06-30 | 1958-12-10 | Goodyear Tire & Rubber | Plasticised linear aromatic polyester compositions |
| GB805586A (en) | 1955-06-30 | 1958-12-10 | Goodyear Tire & Rubber | Plasticised linear aromatic polyester compositions |
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| JPS5930184B2 (ja) | 1978-03-22 | 1984-07-25 | 東レ株式会社 | 難燃性ポリエステル組成物 |
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- 2003-11-12 US US10/706,669 patent/US7285587B2/en not_active Expired - Lifetime
- 2003-12-10 WO PCT/US2003/039314 patent/WO2004060990A2/en not_active Ceased
- 2003-12-10 DE DE60320584T patent/DE60320584T2/de not_active Expired - Lifetime
- 2003-12-10 AT AT03814704T patent/ATE393189T1/de not_active IP Right Cessation
- 2003-12-10 JP JP2004565345A patent/JP2006518770A/ja active Pending
- 2003-12-10 AU AU2003296465A patent/AU2003296465A1/en not_active Abandoned
- 2003-12-10 KR KR1020057011636A patent/KR101084423B1/ko not_active Expired - Fee Related
- 2003-12-10 EP EP03814704A patent/EP1572796B1/en not_active Expired - Lifetime
- 2003-12-17 TW TW092135795A patent/TW200420602A/zh unknown
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2007512421A (ja) * | 2003-11-26 | 2007-05-17 | イーストマン ケミカル カンパニー | カレンダー加工用ポリエステル組成物 |
| JP2012107260A (ja) * | 2003-11-26 | 2012-06-07 | Eastman Chemical Co | カレンダー加工用ポリエステル組成物 |
| JP2008115313A (ja) * | 2006-11-07 | 2008-05-22 | Riken Technos Corp | 樹脂組成物およびカレンダーシート |
| JP2008115311A (ja) * | 2006-11-07 | 2008-05-22 | Riken Technos Corp | 樹脂組成物およびカレンダーシート |
| JP2014500386A (ja) * | 2010-12-20 | 2014-01-09 | イーストマン ケミカル カンパニー | チタンで触媒されるポリエステルにおける色の改良 |
| WO2013047492A1 (ja) * | 2011-09-28 | 2013-04-04 | Dic株式会社 | 着色剤組成物、芳香族ポリエステル樹脂組成物、成形品および芳香族ポリエステル樹脂用可塑剤 |
| JP5327413B1 (ja) * | 2011-09-28 | 2013-10-30 | Ｄｉｃ株式会社 | 着色剤組成物、芳香族ポリエステル樹脂組成物、成形品および芳香族ポリエステル樹脂用可塑剤 |
| JP2015518058A (ja) * | 2012-02-14 | 2015-06-25 | エメラルド・カラマ・ケミカル・エルエルシーＥｍｅｒａｌｄ Ｋａｌａｍａ Ｃｈｅｍｉｃａｌ，ＬＬＣ | 接着剤調製物中の可塑剤として有用なモノベンゾアート |
| US12312460B2 (en) | 2019-05-02 | 2025-05-27 | Lg Chem, Ltd. | Plasticizer composition and resin composition including the same |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2004060990A3 (en) | 2004-11-04 |
| ATE393189T1 (de) | 2008-05-15 |
| WO2004060990B1 (en) | 2005-01-06 |
| DE60320584D1 (de) | 2008-06-05 |
| US20040127609A1 (en) | 2004-07-01 |
| KR101084423B1 (ko) | 2011-11-21 |
| AU2003296465A1 (en) | 2004-07-29 |
| EP1572796B1 (en) | 2008-04-23 |
| EP1572796A2 (en) | 2005-09-14 |
| US7285587B2 (en) | 2007-10-23 |
| KR20050095592A (ko) | 2005-09-29 |
| WO2004060990A2 (en) | 2004-07-22 |
| DE60320584T2 (de) | 2009-06-04 |
| TW200420602A (en) | 2004-10-16 |
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