JP2014205728A - ポリ乳酸系熱可塑性樹脂組成物及びその成形品 - Google Patents
ポリ乳酸系熱可塑性樹脂組成物及びその成形品 Download PDFInfo
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- JP2014205728A JP2014205728A JP2013082184A JP2013082184A JP2014205728A JP 2014205728 A JP2014205728 A JP 2014205728A JP 2013082184 A JP2013082184 A JP 2013082184A JP 2013082184 A JP2013082184 A JP 2013082184A JP 2014205728 A JP2014205728 A JP 2014205728A
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- Prior art keywords
- polylactic acid
- weight
- thermoplastic resin
- rubber
- parts
- 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.)
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- 229920000747 poly(lactic acid) Polymers 0.000 title claims abstract description 104
- 239000004626 polylactic acid Substances 0.000 title claims abstract description 104
- 229920005992 thermoplastic resin Polymers 0.000 title claims abstract description 61
- 239000011342 resin composition Substances 0.000 title claims abstract description 50
- 229920001971 elastomer Polymers 0.000 claims abstract description 103
- 239000004417 polycarbonate Substances 0.000 claims abstract description 86
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 86
- 229920005989 resin Polymers 0.000 claims abstract description 73
- 239000011347 resin Substances 0.000 claims abstract description 73
- 239000005060 rubber Substances 0.000 claims abstract description 73
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical group O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 claims abstract description 60
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 56
- 125000003118 aryl group Chemical group 0.000 claims abstract description 40
- 239000000178 monomer Substances 0.000 claims abstract description 37
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims description 45
- 239000003063 flame retardant Substances 0.000 claims description 42
- 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 claims description 41
- 239000000203 mixture Substances 0.000 claims description 36
- 238000000465 moulding Methods 0.000 claims description 16
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims description 11
- 238000010559 graft polymerization reaction Methods 0.000 claims description 9
- 229920002857 polybutadiene Polymers 0.000 claims description 9
- 150000001336 alkenes Chemical class 0.000 claims description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 4
- 229920000058 polyacrylate Polymers 0.000 claims description 4
- 229920000800 acrylic rubber Polymers 0.000 claims description 3
- 239000000088 plastic resin Substances 0.000 claims 1
- 230000000704 physical effect Effects 0.000 abstract description 4
- 230000035939 shock Effects 0.000 abstract 1
- -1 polytetramethylene Polymers 0.000 description 68
- 229920001577 copolymer Polymers 0.000 description 49
- 229960002479 isosorbide Drugs 0.000 description 44
- 229920000642 polymer Polymers 0.000 description 40
- 238000004519 manufacturing process Methods 0.000 description 37
- 238000000034 method Methods 0.000 description 33
- 239000004816 latex Substances 0.000 description 30
- 229920000126 latex Polymers 0.000 description 30
- 238000006116 polymerization reaction Methods 0.000 description 30
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 24
- 239000000047 product Substances 0.000 description 20
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 19
- 238000002156 mixing Methods 0.000 description 17
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 16
- 239000000463 material Substances 0.000 description 16
- 239000002245 particle Substances 0.000 description 16
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- 230000000694 effects Effects 0.000 description 13
- 239000002994 raw material Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
- 229910019142 PO4 Inorganic materials 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 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 9
- 239000010452 phosphate Substances 0.000 description 9
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 8
- 239000004593 Epoxy Substances 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 8
- 125000005396 acrylic acid ester group Chemical group 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 8
- 230000007062 hydrolysis Effects 0.000 description 8
- 238000006460 hydrolysis reaction Methods 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 7
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 7
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 229910052731 fluorine Inorganic materials 0.000 description 7
- 239000011737 fluorine Substances 0.000 description 7
- 238000005227 gel permeation chromatography Methods 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 239000008188 pellet Substances 0.000 description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 239000001569 carbon dioxide Substances 0.000 description 6
- 229910002092 carbon dioxide Inorganic materials 0.000 description 6
- 150000004650 carbonic acid diesters Chemical class 0.000 description 6
- 230000006872 improvement Effects 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 230000007935 neutral effect Effects 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000005062 Polybutadiene Substances 0.000 description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 5
- 239000006087 Silane Coupling Agent Substances 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical class C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 5
- 238000001746 injection moulding Methods 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 229910052700 potassium Inorganic materials 0.000 description 5
- 239000011591 potassium Substances 0.000 description 5
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 4
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
- 229930185605 Bisphenol Natural products 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 4
- XQKKWWCELHKGKB-UHFFFAOYSA-L calcium acetate monohydrate Chemical compound O.[Ca+2].CC([O-])=O.CC([O-])=O XQKKWWCELHKGKB-UHFFFAOYSA-L 0.000 description 4
- 229940067460 calcium acetate monohydrate Drugs 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 4
- 235000003891 ferrous sulphate Nutrition 0.000 description 4
- 239000011790 ferrous sulphate Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000010954 inorganic particle Substances 0.000 description 4
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 4
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 4
- 150000002513 isocyanates Chemical class 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
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 4
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 4
- 229940048086 sodium pyrophosphate Drugs 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000454 talc Substances 0.000 description 4
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- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 4
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 230000001771 impaired effect Effects 0.000 description 3
- 239000011572 manganese Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
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- 150000002903 organophosphorus compounds Chemical class 0.000 description 3
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 3
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- 229920005668 polycarbonate resin Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 2
- FMQPBWHSNCRVQJ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-yl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C(F)(F)F)C(F)(F)F FMQPBWHSNCRVQJ-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- LVLNPXCISNPHLE-UHFFFAOYSA-N 2-[(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1CC1=CC=CC=C1O LVLNPXCISNPHLE-UHFFFAOYSA-N 0.000 description 2
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 2
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 description 2
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical class COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 2
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- NWKKCUWIMOZYOO-UHFFFAOYSA-N 3-methoxybutyl 2-methylprop-2-enoate Chemical compound COC(C)CCOC(=O)C(C)=C NWKKCUWIMOZYOO-UHFFFAOYSA-N 0.000 description 2
- NPYMXLXNEYZTMQ-UHFFFAOYSA-N 3-methoxybutyl prop-2-enoate Chemical compound COC(C)CCOC(=O)C=C NPYMXLXNEYZTMQ-UHFFFAOYSA-N 0.000 description 2
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical class C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 2
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical class C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- YMKWWHFRGALXLE-UHFFFAOYSA-N 4-methyl-1-phenyl-2,3-dihydro-1$l^{5}-phosphole 1-oxide Chemical compound C1CC(C)=CP1(=O)C1=CC=CC=C1 YMKWWHFRGALXLE-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-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
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-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
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Landscapes
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Abstract
Description
イソソルバイド構造を含むポリカーボネートを組み合わせることによって、発色性がよく、射出成形しても外観不良を起こすことなく、高外観で、しかも高い耐衝撃性と耐熱性が得られることを見出し、本発明に至った。
ポリ乳酸樹脂(A)10〜40重量部と、芳香族ポリカーボネート(B)30〜85重量部と、ゴム質重合体にアクリル系単量体をグラフト重合してなるゴム含有グラフト共重合体(C)5〜30重量部との合計100重量部に対して、イソソルバイド構造を含むポリカーボネート(D)を1〜50重量部含むことを特徴とするポリ乳酸系熱可塑性樹脂組成物(請求項1)、に存する。
本発明のポリ乳酸系熱可塑性樹脂組成物は、ポリ乳酸樹脂(A)10〜40重量部と、芳香族ポリカーボネート(B)30〜85重量%部と、ゴム質重合体にアクリル系単量体をグラフト重合してなるゴム含有グラフト共重合体(C)5〜30重量部との合計100重量部に対して、イソソルバイド構造を含むポリカーボネート(D)を1〜50重量部含むことを特徴とする。
なお、以下において、ポリ乳酸樹脂(A)と芳香族ポリカーボネート(B)とゴム含有グラフト共重合体(C)との合計を「樹脂主成分」と称す場合がある。
本発明のポリ乳酸系熱可塑性樹脂組成物に適用されるポリ乳酸樹脂(A)は、乳酸を直接脱水縮重合する方法、或いはラクチドを開環重合する方法等といった、公知の手段で得る事ができる。
このようなポリ乳酸樹脂の具体例としては、例えば、市販品の三井化学(株)社製「レイシア」、Cargill−Dow社製「NatureWorks」、三菱樹脂(株)社製「エコロージュ」などが挙げられ使用することができる。
本発明で使用可能な芳香族ポリカーボネート(B)は1種以上のビスフェノール類とホスゲン又は炭酸ジエステルとの反応によって製造することができ、その重量平均分子量(Mw)は10,000〜50,000、特に20,000〜30,000の範囲であることが好ましい。芳香族ポリカーボネート(B)の重量平均分子量がこの範囲よりも低い場合は耐衝撃性が低下する傾向があり、この範囲を超えると流動性が悪くなり、成形性が劣ることにより、成形品の外観が劣る傾向がある。
本発明で使用するゴム含有グラフト共重合体(C)とは、ゴム質重合体にアクリル系単量体がグラフト重合した構造を有するものである。
ゴム含有グラフト共重合体(C)としては、重合方法や成分組成の異なるゴム含有グラフト共重合体の2種以上を混合して用いても良い。
本発明で使用するイソソルバイド構造を含むポリカーボネート(D)(以下「イソソルバイド系ポリカーボネート(D)」と称す場合がある。)とは、好ましくは、下記式(1)で表されるジヒドロキシ化合物に由来する構造単位を含むポリカーボネート樹脂、又は下記式(1)で表されるジヒドロキシ化合物及びシクロヘキサンジメタノールに由来する構造単位を含むポリカーボネート樹脂である。
中でも植物由来の資源として豊富に存在し、容易に入手可能な種々のデンプンから製造されるソルビトールを脱水縮合して得られるイソソルビドが、入手及び製造のし易さ、成形性、耐熱性、耐衝撃性、表面硬度、カーボンニュートラルの面から最も好ましい。
特に、イソソルバイド系ポリカーボネート(D)は、イソソルバイド系ポリカーボネート(D)に含まれる全ジヒドロキシ化合物に由来する構造単位中、前記式(1)で表されるジヒドロキシ化合物に由来する構造単位を95〜30モル%、シクロヘキサンジメタノールに由来する構造単位を5〜70モル%含むことが、着色が生じにくく、高分子量化、衝撃強度の向上、ガラス転移温度の向上の点で好ましい。
重合反応の形式は、公知の形式を用いることができ、バッチ式、連続式、あるいはバッチ式と連続式の組み合わせのいずれの方法でもよい。
本発明のポリ乳酸系熱可塑性樹脂組成物は、必要に応じて更に難燃剤(E)を含有していてもよい。
本発明のポリ乳酸系熱可塑性樹脂組成物は、必要に応じて、滴下防止剤(F)を含有していてもよい。
本発明のポリ乳酸系熱可塑性樹脂組成物は、必要に応じて、難燃補助材(G)を含有していてもよい。
本発明で使用可能な難燃補助材(G)としては、タルク、マイカなどの無機粒子、好ましくはシランカップリング剤で表面処理されたタルク、マイカなどの無機粒子が挙げられる。
難燃補助材(G)の粒子径は、沈降法やレーザー回折法等で測定ができるが、特に、レーザー回折法が行ないやすい。
本発明のポリ乳酸系熱可塑性樹脂組成物は、必要に応じて加水分解抑制剤(H)を含有していてもよい。
また、加水分解抑制剤(H)は、カルボジイミド化合物と酸化防止剤とのカルボジイミド組成物からなることが好ましく、さらに好ましくは、酸化防止剤を脂肪族系ポリカルボジイミド化合物の合成時に混入させることにより、分散、存在させたカルボジイミド組成物である。
脂環族ジイソシアネートとしては、例えば、シクロヘキサン−1,4−ジイソシアネート、イソホロンジイソシアネート、ジシクロヘキシルメタン−4,4′−ジイソシアネート、メチルシクロヘキサンジイソシアネート等を例示することができる。
本発明のポリ乳酸系熱可塑性樹脂組成物には、上記ポリ乳酸樹脂(A)、芳香族ポリカーボネート(B)、ゴム含有グラフト共重合体(C)、イソソルバイド系ポリカーボネート(D)、及び必要に応じて配合することができる難燃剤(E)、滴下防止剤(F)、難燃補助材(G)、加水分解抑制剤(H)の他、更に各種の添加剤やその他の樹脂を配合することができる。この場合、各種添加剤としては、公知の酸化防止剤、紫外線吸収剤、滑剤、可塑剤、安定剤、離型剤、帯電防止剤、着色剤(顔料、染料など)、炭素繊維、ガラス繊維、ウォラストナイト、炭酸カルシウム、シリカなどの充填剤、ドリップ防止剤、抗菌剤、防カビ剤、シリコ−ンオイル、カップリング剤などの1種又は2種以上が挙げられる。
本発明のポリ乳酸系熱可塑性樹脂組成物をペレット化する方法としては、特に制限はなく、例えば、二軸押出機、バンバリーミキサー、加熱ロール等を用いることができるが、中でも二軸押出機による溶融混練が好ましく、必要に応じて、サイドフィードなどにより樹脂やその他の添加剤を配合することもできる。
なお、以下において、「部」は「重量部」を意味するものとする。
ゴム質重合体の平均粒子径は、日機装(株)製:MicrotracModel:9230UPAを用いて動的光散乱法により求めた。
単量体の重量組成比率は、(株)堀場製作所製:FT−IRを使用して求めた。
<ポリ乳酸樹脂(A)>
ポリ乳酸樹脂(a−1):生分解性ポリマー(L体/D体=98/2(重量比)、
重量平均分子量=140,000、融点=171℃)
ポリ乳酸樹脂(a−2):生分解性ポリマー(L体/D体=99/1(重量比)、
重量平均分子量=90,000、融点=175℃)
芳香族ポリカーボネート(b−1):三菱エンジニアリングプラスチック(株)製
「ユーピロンE-2000」(重量平均分子量(Mw)27,000)
芳香族ポリカーボネート(b−2):三菱エンジニアリングプラスチック(株)製
「ユーピロンS-3000」(重量平均分子量(Mw)23,000)
芳香族ポリカーボネート(b−3):出光興産(株)製
「タフロンA1700」(重量平均分子量(Mw)17,000)
難燃剤(e−1):大八化学工業(株)製リン系難燃剤「PX−200」
<合成例1:ゴム含有グラフト共重合体(c−1)の製造>
以下の配合にて、乳化重合法によりゴム含有グラフト共重合体を合成した。
〔原料配合〕
スチレン(ST) 25部
アクリロニトリル(AN) 10部
ポリブタジエンラテックス 65部(固形分として)
不均化ロジン酸カリウム 1部
水酸化カリウム 0.03部
ターシャリードデシルメルカプタン(t−DM) 0.04部
クメンハイドロパーオキサイド 0.3部
硫酸第一鉄 0.007部
ピロリン酸ナトリウム 0.1部
結晶ブドウ糖 0.3部
蒸留水 190部
合成例1の原料配合において、ゴム質重合体としてポリブチルアクリレート(ゲル含有量65%、平均粒子径0.34μm)60部(固形分として)を用い、単量体としてアクリロニトリル12部及びスチレン28部を反応させたこと以外は、合成例1と同様にしてグラフト重合を行い、ASAグラフト共重合体(c−2)を得た。
1)ゴム状共重合体ラテックス(r−1)の製造
〔原料配合〕
ブチルアクリレート 60部
1,3−ブタジエン 40部
ジイソプロピルベンゼンヒドロパーオキシド 0.2部
牛脂脂肪酸カリウム 1部
N−ラウロイルザルコシン酸ナトリウム 0.5部
ピロリン酸ナトリウム 0.005部
硫酸第一鉄 0.005部
デキストローズ 0.3部
脱イオン水 200部
ブチルアクリレートを50部とし、1,3−ブタジエンを50部としたこと以外は、上記ゴム状共重合体ラテックス(r−1)と同様にして、転化率95%で、粒子径0.09μmのゴム状共重合体ラテックス(r−2)を得た。
下記1段目の原料配合の混合物を5Lのガラス製丸底フラスコ内にて、70℃で1.5時間重合させた後、引続き70℃で、下記2段目の原料配合の混合物を1時間かけて滴下し、その後1時間攪拌を続けて転化率98%で肥大化用酸基含有共重合体ラテックス(KL−1)を得た。
N−ブチルアクリレート 25部
オレイン酸カリウム 2部
ジオクチルスルホコハク酸ソーダ 1部
クメンヒドロパーオキシド 0.1部
ナトリウムホルムアルデヒドスルホキシレート 0.3部
脱イオン水 200部
〔2段目の原料配合〕
n−ブチルアクリレート 60部
メタクリル酸 15部
クメンヒドロパーオキシド 0.3部
ポリマー固形分100部を含む前記ゴム状共重合体ラテツクス(r−1)の入ったオートクレーブをかき混ぜながら、内温50℃で15分間保持した後、上記の肥大化用酸基含有共重合体ラテックス(KL−1)4部を加えて30分間保持した。さらに、5重量%硫酸ナトリウム水溶液10部を加えて1時間保持して肥大化ゴム状共重合体(R−1)を得た。得られた肥大化ゴム状共重合体(R−1)の平均粒子径は0.21μmであった。
肥大化ゴム状共重合体(R−1)の製造において、ゴム状共重合体ラテックス(r−1)の代りにゴム状共重合体ラテツクス(r−2)を使用した以外は同様にして、肥大化ゴム状共重合体(R−2)を得た。得られた肥大化ゴム状共重合体(R−2)の平均粒子径は0.22μmであった。
肥大化ゴム状共重合体(R−1)の重合体固形分69部を含む肥大化ラテックスの入った、肥大化を行った反応容器に、脱イオン水62.8部、ナトリウムホルムアルデヒドスルホキシレート0.138部、N−ラウロイルザルコシン酸ナトリウム0.34部を加え、内温を75℃に昇温し、下記配合の原料を90分間にわたり連続的に添加して重合した。
〔原料配合〕
メタクリル酸メチル(MMA) 29.8部
アクリル酸メチル(MA) 1.2部
ノルマルオクチルメルカプタン 0.0465部
クメンヒドロパーオキシド 0.11部
ゴム含有グラフト共重合体(c−3)の製造において、メタクリル酸メチル(MMA)を27部、アクリル酸メチル(MA)を3部に変更した以外は同様に製造し、ゴム含有グラフト共重合体(c−4)を得た。
ゴム含有グラフト共重合体(c−3)の製造において、肥大化ゴム状共重合体(R−1)の代りに肥大化ゴム状共重合体(R−2)を使用した以外は同様に製造し、ゴム含有グラフト共重合体(c−5)を得た。
1)ゴム状共重合体ラテックス(r−3)の製造
EPDM(三井化学(株)製TP3180)100部、低分子量変性ポリエチレン(三井化学(株)製ハイワックス2203A)9部、更に、オレイン酸カリウム2.6部を混合した。次いで、それらの混合物を2軸スクリュー押出機(池貝鉄鋼(株)製PCM−30型、L/D=40)のホッパーより6kg/時間で供給し、水酸化カリウム15重量%水溶液を110g/時間で連続的に供給しながら、加熱温度200℃で溶融混練して溶融物を押出した。引き続き、溶融物を同押出機先端に取り付けた冷却用一軸押出機に連続的に供給し、90℃まで冷却した。取り出した固体を80℃の温水中に投入し、連続的に分散させて、平均粒子径0.35μmのゴム質重合体ラテックスを得た。
このゴム状共重合体ラテックス(r−3)のゲル含量は65重量%であった。なお、ゲル含有量は、ゴム状共重合体ラテックスを希硫酸にて凝固させ、水洗乾燥した後、これを1g採取して200mlのトルエン中に40時間浸漬し、次いで、200メッシュ金網にて濾過し、残渣を乾燥し、その質量を測定して求めた。
攪拌機付きステンレス重合槽に、イオン交換水180部、ゴム状共重合体ラテックス(r−3)を固形分として70部、N−ラウロイルザルコシン酸ナトリウム0.5部、硫酸第一鉄0.006部、ピロリン酸ナトリウム0.23部及びデキストローズ0.35部を仕込み、温度を80℃とした。
次に、メタクリル酸メチル29.8部、アクリル酸メチル0.2部及びクメンハイドロパーオキサイド0.6部を170分連続的に添加し、重合温度を80℃で一定に保ち、乳化グラフト重合を行った。重合終了後のモノマー転化率は95%であった。
重合後、得られたグラフト共重合体ラテックスに酸化防止剤を添加し、硫酸にて固形分の析出を行い、洗浄、脱水、乾燥の工程を経て、粉末状のゴム含有グラフト共重合体(c−6)を得た。
<製造例1:イソソルバイド系ポリカーボネート(d−1)の製造>
撹拌翼及び100℃に制御された還流冷却器を具備した重合反応装置に、イソソルビド(ISB)と1,4−シクロヘキサンジメタノール(CHDM)、蒸留精製して塩化物イオン濃度を10ppb以下にしたジフェニルカーボネート(DPC)及び酢酸カルシウム1水和物を、モル比率でISB/CHDM/DPC/酢酸カルシウム1水和物=0.7/0.3/1.00/1.3×10−6になるように仕込み、十分に窒素置換した(酸素濃度0.0005〜0.001体積%)。続いて熱媒で内容物の加温を行った。
内温が100℃になった時点で撹拌を開始し、内温が100℃になるように制御しながら内容物を融解させ均一にした。その後、昇温を開始し、40分で内温を210℃にした。
内温が210℃に到達した時点でこの温度を保持するように制御すると同時に、減圧を開始し、210℃に到達してから90分で13.3kPa(絶対圧力、以下同様)にして、この圧力を保持するようにしながら、さらに60分間保持した。重合反応とともに副生するフェノール蒸気を、還流冷却器に導いた。還流冷却器で凝縮した成分を重合反応装置に戻し、凝縮しないフェノール蒸気は続いて45℃の温水を冷媒として用いた凝縮器に導いて回収した。
製造例1において、ISB/CHDM/DPC/酢酸カルシウム1水和物のモル比率を0.5/0.5/1.00/1.3×10−6に変えた以外は、製造例1と同様に行った。
製造例1において、ISB/CHDM/DPC/酢酸カルシウム1水和物のモル比率を1.0/0/1.00/1.3×10−6に変えた以外は、製造例1と同様に行った。
上記の各成分を表3,4に示す配合割合で混合し、更に、安定剤として、日清紡(株)社製「カルボジライトHMV−8CA」2部と共に混合した後、200〜240℃で2軸押出機(日本製鋼所製「TEX−30α」)にて溶融混合し、ペレット化することにより、ポリ乳酸系熱可塑性樹脂組成物のペレットを作製した。
<白モヤ>
◎:モヤがない
○:モヤがほとんどない
△:モヤが見えるが比較的鮮明に見える
×:モヤがひどく白っぽく見える
<フローマーク>
◎:フローマークが見えない
○:フローマークがほとんど見えない
△:ゲート付近にフローマークが少し見える
×:プレート全体にフローマークが見える
シャルピー衝撃強さ(kJ/m):ISO179(常温)
荷重たわみ温度(℃):ISO75(測定荷重0.45MPa)
表3,4に、実施例1〜10、及び比較例1〜9の結果を示した。
表3,4から明らかなように、本発明の請求項の要件を満たす実施例1〜10のポリ乳酸系熱可塑性樹脂組成物は、外観が非常に良好で、耐衝撃性、耐熱性の物性バランスに優れている。
これに対して、比較例1、2のポリ乳酸樹脂(A)と芳香族ポリカーボネート(B)のみのものは真珠光沢の外観となってしまう。比較例3、4のように、ゴム含有グラフト共重合体(C)、イソソルバイド系ポリカーボネート(D)のいずれか一方のみを含む場合は、外観が若干良好になるが十分な結果とはいえない。比較例5〜8のように配合量が請求範囲外であったり、ゴム含有グラフト共重合体(C)のゴム質重合体にグラフト重合した単量体にアクリル系単量体を含まない場合、実施例1〜10に比べて、外観の改善効果、物性のバランスに劣る。また、参考例2のように難燃剤(E)が多すぎると耐衝撃性、耐熱性、外観の低下を招く。比較例9のように難燃剤を配合した材料系でもイソソルバイド系ポリカーボネート(D)を含まない場合、比較例1,2と同様、外観が良くなく、難燃性も低下する。
Claims (8)
- ポリ乳酸樹脂(A)10〜40重量部と、芳香族ポリカーボネート(B)30〜85重量部と、ゴム質重合体にアクリル系単量体をグラフト重合してなるゴム含有グラフト共重合体(C)5〜30重量部との合計100重量部に対して、イソソルバイド構造を含むポリカーボネート(D)を1〜50重量部含むことを特徴とするポリ乳酸系熱可塑性樹脂組成物。
- イソソルバイド構造を含むポリカーボネート(D)の重量平均分子量が25,000〜60,000であることを特徴とする請求項1に記載のポリ乳酸系熱可塑性樹脂組成物。
- ゴム含有グラフト共重合体(C)中のゴム質重合体が、ポリブタジエン系ゴム、アクリル系ゴム、及びオレフィン系ゴムよりなる群から選ばれる少なくとも1種であることを特徴とする請求項1又は2に記載のポリ乳酸系熱可塑性樹脂組成物。
- 更に難燃剤(E)を、ポリ乳酸樹脂(A)と芳香族ポリカーボネート(B)とゴム含有グラフト共重合体(C)とイソソルバイド構造を含むポリカーボネート(D)との合計100重量部に対して10〜30重量部含有することを特徴とする請求項1ないし3のいずれか1項に記載のポリ乳酸系熱可塑性樹脂組成物。
- ゴム含有グラフト共重合体(C)のゴム質重合体含有量が40〜80重量%で、ゴム含有グラフト共重合体(C)のアセトン可溶分の重量平均分子量(Mw)が、50,000〜300,000で、グラフト率が15〜38重量%であることを特徴とする請求項1ないし4のいずれか1項に記載のポリ乳酸系熱可塑性樹脂組成物。
- イソソルバイド構造を含むポリカーボネート(D)が、前記式(1)で表されるジヒドロキシ化合物に由来する構造単位とシクロヘキサンジメタノールに由来する構造単位とを含み、イソソルバイド構造を含むポリカーボネート(D)に含まれる全ジヒドロキシ化合物に由来する構造単位中、式(1)で表されるジヒドロキシ化合物に由来する構造単位の割合が95〜30モル%で、シクロヘキサンジメタノールに由来する構造単位の割合が5〜70モル%であることを特徴とする請求項6に記載のポリ乳酸系熱可塑性樹脂組成物。
- 請求項1ないし7のいずれか1項に記載のポリ乳酸系熱可塑性樹脂組成物を成形してなるポリ乳酸系熱可塑性樹脂成形品。
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