JP5446121B2 - フラン構造を含むポリエステル - Google Patents
フラン構造を含むポリエステル Download PDFInfo
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- JP5446121B2 JP5446121B2 JP2008114112A JP2008114112A JP5446121B2 JP 5446121 B2 JP5446121 B2 JP 5446121B2 JP 2008114112 A JP2008114112 A JP 2008114112A JP 2008114112 A JP2008114112 A JP 2008114112A JP 5446121 B2 JP5446121 B2 JP 5446121B2
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- acid
- thermoplastic resin
- polyester
- molding
- weight
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 title claims description 45
- 229920000728 polyester Polymers 0.000 title claims description 35
- 238000000465 moulding Methods 0.000 claims description 38
- -1 polyethylene Polymers 0.000 claims description 33
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 22
- 239000003484 crystal nucleating agent Substances 0.000 claims description 19
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 13
- 150000002009 diols Chemical group 0.000 claims description 9
- 239000000454 talc Substances 0.000 claims description 7
- 229910052623 talc Inorganic materials 0.000 claims description 7
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 6
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 6
- 239000002245 particle Substances 0.000 claims description 6
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 6
- 239000000377 silicon dioxide Substances 0.000 claims description 6
- 239000004698 Polyethylene Substances 0.000 claims description 5
- 229920000573 polyethylene Polymers 0.000 claims description 5
- 229910052582 BN Inorganic materials 0.000 claims description 4
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 4
- 125000001142 dicarboxylic acid group Chemical group 0.000 claims description 4
- 239000002667 nucleating agent Substances 0.000 claims description 4
- 229920001155 polypropylene Polymers 0.000 claims description 4
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 2
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 229920005992 thermoplastic resin Polymers 0.000 description 90
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 20
- 238000006116 polymerization reaction Methods 0.000 description 20
- 238000000034 method Methods 0.000 description 17
- 239000002994 raw material Substances 0.000 description 17
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- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 15
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- 125000001931 aliphatic group Chemical group 0.000 description 10
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- 239000002028 Biomass Substances 0.000 description 9
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
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- 238000003756 stirring Methods 0.000 description 7
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000011256 inorganic filler Substances 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
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- 239000000126 substance Substances 0.000 description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 5
- 125000002723 alicyclic group Chemical group 0.000 description 5
- 235000019445 benzyl alcohol Nutrition 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 description 5
- 229910003475 inorganic filler Inorganic materials 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000012766 organic filler Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 238000004448 titration Methods 0.000 description 5
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000005907 alkyl ester group Chemical group 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- 238000010097 foam moulding Methods 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
- 239000004310 lactic acid Substances 0.000 description 4
- 235000014655 lactic acid Nutrition 0.000 description 4
- 229910052749 magnesium Inorganic materials 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 4
- 239000011654 magnesium acetate Substances 0.000 description 4
- 229940069446 magnesium acetate Drugs 0.000 description 4
- 235000011285 magnesium acetate Nutrition 0.000 description 4
- 150000002681 magnesium compounds Chemical class 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- 150000003609 titanium compounds Chemical class 0.000 description 4
- NVWMHICCPUEWLL-UHFFFAOYSA-N 3,4-dimethylfuran-2,5-dicarboxylic acid Chemical compound CC=1C(C)=C(C(O)=O)OC=1C(O)=O NVWMHICCPUEWLL-UHFFFAOYSA-N 0.000 description 3
- 239000004970 Chain extender Substances 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000000748 compression moulding Methods 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- DNXDYHALMANNEJ-UHFFFAOYSA-N furan-2,3-dicarboxylic acid Chemical compound OC(=O)C=1C=COC=1C(O)=O DNXDYHALMANNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 239000004745 nonwoven fabric Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000001384 succinic acid Substances 0.000 description 3
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- CDOWNLMZVKJRSC-UHFFFAOYSA-N 2-hydroxyterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(O)=C1 CDOWNLMZVKJRSC-UHFFFAOYSA-N 0.000 description 2
- JVUTYZQGCHCOPB-UHFFFAOYSA-N 5-hydroxyfuran-2-carboxylic acid Chemical compound OC(=O)C1=CC=C(O)O1 JVUTYZQGCHCOPB-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
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 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
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- HWXBTNAVRSUOJR-UHFFFAOYSA-N alpha-hydroxyglutaric acid Natural products OC(=O)C(O)CCC(O)=O HWXBTNAVRSUOJR-UHFFFAOYSA-N 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- ZRHOFLXFAAEXEE-UHFFFAOYSA-J butanoate;titanium(4+) Chemical compound [Ti+4].CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O ZRHOFLXFAAEXEE-UHFFFAOYSA-J 0.000 description 2
- 150000001718 carbodiimides Chemical class 0.000 description 2
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- 235000015165 citric acid Nutrition 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
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- 125000005442 diisocyanate group Chemical group 0.000 description 2
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- FNKQFBWKNIGIOS-UHFFFAOYSA-N furan-2,5-diol Chemical compound OC1=CC=C(O)O1 FNKQFBWKNIGIOS-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
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- 230000001771 impaired effect Effects 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
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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 2
- 229940097364 magnesium acetate tetrahydrate Drugs 0.000 description 2
- CQQJGTPWCKCEOQ-UHFFFAOYSA-L magnesium dipropionate Chemical compound [Mg+2].CCC([O-])=O.CCC([O-])=O CQQJGTPWCKCEOQ-UHFFFAOYSA-L 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- XKPKPGCRSHFTKM-UHFFFAOYSA-L magnesium;diacetate;tetrahydrate Chemical compound O.O.O.O.[Mg+2].CC([O-])=O.CC([O-])=O XKPKPGCRSHFTKM-UHFFFAOYSA-L 0.000 description 2
- GMDNUWQNDQDBNQ-UHFFFAOYSA-L magnesium;diformate Chemical compound [Mg+2].[O-]C=O.[O-]C=O GMDNUWQNDQDBNQ-UHFFFAOYSA-L 0.000 description 2
- 239000001630 malic acid Substances 0.000 description 2
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- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
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- 150000005846 sugar alcohols Polymers 0.000 description 2
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
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- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- AFENDNXGAFYKQO-VKHMYHEASA-N (S)-2-hydroxybutyric acid Chemical compound CC[C@H](O)C(O)=O AFENDNXGAFYKQO-VKHMYHEASA-N 0.000 description 1
- CEGRHPCDLKAHJD-UHFFFAOYSA-N 1,1,1-propanetricarboxylic acid Chemical compound CCC(C(O)=O)(C(O)=O)C(O)=O CEGRHPCDLKAHJD-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 1
- FWVNWTNCNWRCOU-UHFFFAOYSA-N 2-hydroxy-3,3-dimethylbutanoic acid Chemical compound CC(C)(C)C(O)C(O)=O FWVNWTNCNWRCOU-UHFFFAOYSA-N 0.000 description 1
- LVRFTAZAXQPQHI-UHFFFAOYSA-N 2-hydroxy-4-methylvaleric acid Chemical compound CC(C)CC(O)C(O)=O LVRFTAZAXQPQHI-UHFFFAOYSA-N 0.000 description 1
- NYHNVHGFPZAZGA-UHFFFAOYSA-N 2-hydroxyhexanoic acid Chemical compound CCCCC(O)C(O)=O NYHNVHGFPZAZGA-UHFFFAOYSA-N 0.000 description 1
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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Families Citing this family (103)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US8912349B2 (en) | 2012-06-22 | 2014-12-16 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate separation and solid liquid separation |
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| KR101409431B1 (ko) * | 2012-06-29 | 2014-06-18 | 롯데케미칼 주식회사 | 투명성이 우수한 폴리에스터 중합체 및 이의 제조방법 |
| CN102827361A (zh) * | 2012-07-24 | 2012-12-19 | 北京金骄生物质化工有限公司 | 一种生物基聚酯及其制备方法 |
| EP2890727B2 (en) | 2012-08-31 | 2022-09-28 | Société Anonyme des Eaux Minérales d'Evian et en Abrégé "S.A.E.M.E" | Method of making a bottle made of fdca and diol monomers |
| CN104703776A (zh) * | 2012-08-31 | 2015-06-10 | 依云矿泉水股份有限公司 | 瓶、其制造方法以及fdca和二醇单体在该瓶中的用途 |
| CN104955646B (zh) * | 2012-12-20 | 2017-05-24 | 陶氏环球技术有限责任公司 | 基于fdca的聚酯的多层膜 |
| ES2693373T3 (es) | 2013-06-20 | 2018-12-11 | Synvina C.V. | Procedimiento destinado a la preparación de una fibra, a una fibra y a un hilo realizado con dicha fibra |
| WO2015031910A1 (en) | 2013-08-30 | 2015-03-05 | Kriegel Robert M | Poly(ethylenefuranoate) copolymers and methods |
| PT3085723T (pt) | 2013-12-19 | 2022-02-21 | Toyo Boseki | Resina de poliéster |
| JP2017501906A (ja) * | 2013-12-20 | 2017-01-19 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | フランベースのポリマー炭化水素燃料バリア構造 |
| JP6168985B2 (ja) * | 2013-12-24 | 2017-07-26 | 花王株式会社 | 接着剤 |
| JP2015120838A (ja) * | 2013-12-24 | 2015-07-02 | 花王株式会社 | 多孔性シート |
| GB201402585D0 (en) | 2014-02-14 | 2014-04-02 | Croda Int Plc | Polyurethane dispersions |
| GB201402580D0 (en) * | 2014-02-14 | 2014-04-02 | Croda Int Plc | Polyurethane elastomers |
| JP6342673B2 (ja) * | 2014-02-26 | 2018-06-13 | 帝人株式会社 | ポリエステル組成物およびその製造方法 |
| EP3378881B1 (en) * | 2014-03-11 | 2022-02-09 | Furanix Technologies B.V. | Process for enhancing the molecular weight of a polyester |
| TR201810153T4 (tr) | 2014-03-11 | 2018-08-27 | Synvina C V | Polyester ve onun hazırlanış yöntemi. |
| TR201811203T4 (tr) * | 2014-03-11 | 2018-08-27 | Synvina C V | Polyester ve böyle bir polyesteri hazırlamaya yönelik usul. |
| JP6242741B2 (ja) * | 2014-04-24 | 2017-12-06 | 花王株式会社 | トナー用非晶質ポリエステル系結着樹脂の製造方法 |
| MY181108A (en) * | 2014-05-01 | 2020-12-17 | Du Pont | Transesterified furan based polyesters and articles made therefrom |
| EP3174708B1 (en) * | 2014-07-31 | 2020-07-15 | DuPont Industrial Biosciences USA, LLC | Furan based polyamides and articles made therefrom |
| EP3186064B1 (en) * | 2014-08-25 | 2021-12-29 | Furanix Technologies B.V. | Process for producing an oriented film comprising poly(ethylene-2,5-furandicarboxylate) |
| JP6358062B2 (ja) * | 2014-11-28 | 2018-07-18 | 三菱ケミカル株式会社 | ポリエステル樹脂 |
| US11905363B2 (en) | 2015-02-13 | 2024-02-20 | The Coca-Cola Company | Barrier enhanced pet multilayer container |
| NL2015264B1 (en) * | 2015-08-04 | 2017-02-21 | Furanix Technologies Bv | Masterbatch polyester composition. |
| TWI731872B (zh) | 2015-09-02 | 2021-07-01 | 日商東洋紡股份有限公司 | 含有呋喃二甲酸酯單元之聚酯膜及其生產方法 |
| CN108350156B (zh) * | 2015-09-04 | 2021-06-11 | 三菱化学株式会社 | 聚酯树脂及该聚酯树脂的制造方法、以及聚酯树脂组合物 |
| WO2017098296A1 (en) * | 2015-12-11 | 2017-06-15 | SOCIETE ANONYME DES EAUX MINERALES D'EVIAN et en abrégé "S.A.E.M.E" | Pet polymer with an anti-crystallization comonomer that can be bio-sourced |
| CN108472928B (zh) | 2015-12-28 | 2020-05-12 | 东洋纺株式会社 | 层叠聚酯膜 |
| JP6967455B2 (ja) * | 2015-12-28 | 2021-11-17 | 東洋紡株式会社 | 積層ポリエステルフィルム |
| JP2016041828A (ja) * | 2016-01-04 | 2016-03-31 | Ｊｘ日鉱日石エネルギー株式会社 | 液晶ポリエステル樹脂組成物、成形体及びｌｅｄリフレクター |
| EP3408308B1 (de) | 2016-01-26 | 2020-03-18 | Basf Se | Verfahren zur herstellung furan-basierter polyester |
| US10941244B2 (en) | 2016-03-30 | 2021-03-09 | Toyobo Co., Ltd. | Polyester film |
| WO2018012572A1 (ja) * | 2016-07-15 | 2018-01-18 | 株式会社クラレ | シーラントフィルム及びその製造方法 |
| WO2018053372A1 (en) | 2016-09-16 | 2018-03-22 | Micromidas, Inc. | Polymers and methods of producing thereof |
| ES2962764T3 (es) * | 2016-10-14 | 2024-03-21 | Covation Inc | Procedimiento para preparar poli(furandicarboxilato de trimetileno) |
| EP3544785B1 (en) | 2016-11-28 | 2021-06-09 | Furanix Technologies B.V. | Thermoformed article of poly(ethylene 2,5 furandicarboxylate) polyester |
| JP6947052B2 (ja) * | 2017-01-23 | 2021-10-13 | 三菱ケミカル株式会社 | ポリエステル多層フィルム |
| MX2019009974A (es) * | 2017-02-24 | 2020-01-27 | Dupont Ind Biosciences Usa Llc | Proceso para preparar poli (furanodicarboxilato de trimetileno) usando un catalizador de zinc. |
| KR20230169466A (ko) * | 2017-02-24 | 2023-12-15 | 듀폰 인더스트리얼 바이오사이언시스 유에스에이, 엘엘씨 | 폴리(알킬렌 퓨란디카복실레이트)의 제조 공정 |
| EP3590711B1 (en) | 2017-03-01 | 2023-11-22 | Toyobo Co., Ltd. | Laminate provided with heat-sealable resin layer and polyester film having furandicarboxylic acid unit, and packaging bag |
| JP7025402B2 (ja) | 2017-03-01 | 2022-02-24 | 東洋紡株式会社 | フランジカルボン酸ユニットを有するポリエステルフィルムの製造方法 |
| US20190023675A1 (en) | 2017-07-20 | 2019-01-24 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate |
| KR102377332B1 (ko) * | 2017-12-18 | 2022-03-22 | 한국생산기술연구원 | 개환반응을 통한 락톤계 중합체 및 그의 제조방법 |
| CN109161007B (zh) * | 2018-07-17 | 2020-01-31 | 中国科学院长春应用化学研究所 | 一种聚2,5-呋喃二甲酸丁二醇共聚酯及其制备方法 |
| WO2020027276A1 (ja) | 2018-08-03 | 2020-02-06 | 三菱ケミカル株式会社 | 積層体 |
| CN109369896B (zh) * | 2018-10-12 | 2021-01-26 | 中国石油化工股份有限公司 | 一种生物基聚酯及其制备方法和应用 |
| JP7293630B2 (ja) * | 2018-12-13 | 2023-06-20 | Dic株式会社 | コーティング材組成物、および積層体 |
| US20230348664A1 (en) * | 2020-09-17 | 2023-11-02 | Kolon Industries, Inc. | Polyester polymer |
| JP2022142501A (ja) * | 2021-03-16 | 2022-09-30 | 三菱ケミカル株式会社 | 脂肪族芳香族ポリエステル組成物および脂肪族芳香族ポリエステル組成物の製造方法 |
| CN113336927B (zh) * | 2021-06-21 | 2022-05-17 | 中国科学院大连化学物理研究所 | 一种聚酯的制备方法 |
| EP4461761A4 (en) | 2022-01-06 | 2025-12-24 | Toyo Boseki | COPOLYESTER RESIN |
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| CN117126379A (zh) * | 2022-07-13 | 2023-11-28 | 浙江恒逸石化研究院有限公司 | 一种耐热型生物基聚酯弹性体的制备方法 |
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| CN120712307A (zh) | 2023-02-20 | 2025-09-26 | 东洋纺株式会社 | 聚酯树脂及聚酯树脂的制造方法 |
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Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB621971A (en) * | 1946-11-12 | 1949-04-25 | James Gordon Napier Drewitt | Improvements in polymers |
| US6063464A (en) * | 1998-04-23 | 2000-05-16 | Hna Holdings, Inc. | Isosorbide containing polyesters and methods for making same |
| JP4337031B2 (ja) * | 2003-07-30 | 2009-09-30 | 東洋紡績株式会社 | 異形押出し成形加工用ポリエステル樹脂およびこれを用いた樹脂組成物ならびにそれらの成形品 |
| JP2006328374A (ja) * | 2005-04-26 | 2006-12-07 | Mitsubishi Chemicals Corp | ポリエステルの製造方法 |
| JP4881127B2 (ja) * | 2005-11-07 | 2012-02-22 | キヤノン株式会社 | 高分子化合物およびその合成方法 |
| JP2008075068A (ja) * | 2006-08-25 | 2008-04-03 | Canon Inc | 樹脂組成物 |
| JP5446121B2 (ja) * | 2007-04-24 | 2014-03-19 | 三菱化学株式会社 | フラン構造を含むポリエステル |
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- 2013-05-24 JP JP2013109626A patent/JP5821897B2/ja active Active
- 2013-05-24 JP JP2013109625A patent/JP5821896B2/ja active Active
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2013155388A (ja) * | 2007-04-24 | 2013-08-15 | Mitsubishi Chemicals Corp | フラン構造を含む熱可塑性樹脂組成物 |
| US10208006B2 (en) | 2016-01-13 | 2019-02-19 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| US10442780B2 (en) | 2016-01-13 | 2019-10-15 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| US10654819B2 (en) | 2016-01-13 | 2020-05-19 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| US10851074B2 (en) | 2016-01-13 | 2020-12-01 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| US11613523B2 (en) | 2016-01-13 | 2023-03-28 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| US11891370B2 (en) | 2016-01-13 | 2024-02-06 | Stora Enso Ojy | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| US11192872B2 (en) | 2017-07-12 | 2021-12-07 | Stora Enso Oyj | Purified 2,5-furandicarboxylic acid pathway products |
| US12049456B2 (en) | 2017-07-12 | 2024-07-30 | Stora Enso Oyj | Purified 2,5-furandicarboxylic acid pathway products |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008291243A (ja) | 2008-12-04 |
| JP5233390B2 (ja) | 2013-07-10 |
| JP5821897B2 (ja) | 2015-11-24 |
| JP2008291244A (ja) | 2008-12-04 |
| JP2015098612A (ja) | 2015-05-28 |
| JP5821896B2 (ja) | 2015-11-24 |
| JP2013155389A (ja) | 2013-08-15 |
| JP2013155388A (ja) | 2013-08-15 |
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