AU2005258271B2 - Branched polylactic acid polymers and method of preparing same - Google Patents
Branched polylactic acid polymers and method of preparing same Download PDFInfo
- Publication number
- AU2005258271B2 AU2005258271B2 AU2005258271A AU2005258271A AU2005258271B2 AU 2005258271 B2 AU2005258271 B2 AU 2005258271B2 AU 2005258271 A AU2005258271 A AU 2005258271A AU 2005258271 A AU2005258271 A AU 2005258271A AU 2005258271 B2 AU2005258271 B2 AU 2005258271B2
- Authority
- AU
- Australia
- Prior art keywords
- copolymer
- polylactide resin
- acrylate polymer
- molecule
- groups
- 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.)
- Ceased
Links
- 229920000747 poly(lactic acid) Polymers 0.000 title claims description 162
- 238000000034 method Methods 0.000 title claims description 27
- 229920005989 resin Polymers 0.000 claims description 157
- 239000011347 resin Substances 0.000 claims description 157
- 229920001577 copolymer Chemical group 0.000 claims description 85
- 229920000058 polyacrylate Chemical group 0.000 claims description 63
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 23
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 20
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 20
- 238000010128 melt processing Methods 0.000 claims description 14
- 239000007795 chemical reaction product Substances 0.000 claims description 12
- 125000003700 epoxy group Chemical group 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 9
- 239000000155 melt Substances 0.000 claims description 8
- 230000009477 glass transition Effects 0.000 claims description 7
- 125000000524 functional group Chemical group 0.000 claims description 4
- 239000007787 solid Chemical group 0.000 claims description 4
- 150000002118 epoxides Chemical group 0.000 claims 8
- 239000004626 polylactic acid Substances 0.000 description 105
- 150000002924 oxiranes Chemical group 0.000 description 28
- 229920000642 polymer Polymers 0.000 description 28
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 19
- 239000000178 monomer Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 13
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 11
- 239000004594 Masterbatch (MB) Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 10
- -1 monocyclic ester Chemical class 0.000 description 10
- 239000000835 fiber Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 230000008569 process Effects 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 229920005692 JONCRYL® Polymers 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 239000006085 branching agent Substances 0.000 description 6
- 239000004310 lactic acid Substances 0.000 description 6
- 235000014655 lactic acid Nutrition 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- 239000003999 initiator Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 241000894007 species Species 0.000 description 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
- 229930182843 D-Lactic acid Natural products 0.000 description 4
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 229940022769 d- lactic acid Drugs 0.000 description 4
- 239000000539 dimer Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 239000003643 water by type Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000005395 methacrylic acid group Chemical group 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 2
- 101100030361 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) pph-3 gene Proteins 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000000071 blow moulding Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000007765 extrusion coating Methods 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- IVWWFWFVSWOTLP-YVZVNANGSA-N (3'as,4r,7'as)-2,2,2',2'-tetramethylspiro[1,3-dioxolane-4,6'-4,7a-dihydro-3ah-[1,3]dioxolo[4,5-c]pyran]-7'-one Chemical compound C([C@@H]1OC(O[C@@H]1C1=O)(C)C)O[C@]21COC(C)(C)O2 IVWWFWFVSWOTLP-YVZVNANGSA-N 0.000 description 1
- JJTUDXZGHPGLLC-ZXZARUISSA-N (3r,6s)-3,6-dimethyl-1,4-dioxane-2,5-dione Chemical compound C[C@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-ZXZARUISSA-N 0.000 description 1
- 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 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- IEVADDDOVGMCSI-UHFFFAOYSA-N 2-hydroxybutyl 2-methylprop-2-enoate Chemical compound CCC(O)COC(=O)C(C)=C IEVADDDOVGMCSI-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 208000034530 PLAA-associated neurodevelopmental disease Diseases 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000003934 aromatic aldehydes Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000003950 cyclic amides Chemical class 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- BXOUVIIITJXIKB-UHFFFAOYSA-N ethene;styrene Chemical compound C=C.C=CC1=CC=CC=C1 BXOUVIIITJXIKB-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 229920006242 ethylene acrylic acid copolymer Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 229920000092 linear low density polyethylene Polymers 0.000 description 1
- 239000004707 linear low-density polyethylene Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000013627 low molecular weight specie Substances 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000903 polyhydroxyalkanoate Polymers 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920006126 semicrystalline polymer Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
-
- 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
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/912—Polymers modified by chemical after-treatment derived from hydroxycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/062—Copolymers with monomers not covered by C08L33/06
- C08L33/068—Copolymers with monomers not covered by C08L33/06 containing glycidyl groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31786—Of polyester [e.g., alkyd, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Epoxy Resins (AREA)
- Biological Depolymerization Polymers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58215604P | 2004-06-23 | 2004-06-23 | |
| US60/582,156 | 2004-06-23 | ||
| PCT/US2005/022480 WO2006002372A2 (en) | 2004-06-23 | 2005-06-23 | Branched polylactic acid polymers and method of preparing same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2005258271A1 AU2005258271A1 (en) | 2006-01-05 |
| AU2005258271B2 true AU2005258271B2 (en) | 2010-02-18 |
Family
ID=35782365
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2005258271A Ceased AU2005258271B2 (en) | 2004-06-23 | 2005-06-23 | Branched polylactic acid polymers and method of preparing same |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7566753B2 (OSRAM) |
| EP (1) | EP1773586B1 (OSRAM) |
| JP (1) | JP4798800B2 (OSRAM) |
| KR (1) | KR100854168B1 (OSRAM) |
| CN (1) | CN100564025C (OSRAM) |
| AU (1) | AU2005258271B2 (OSRAM) |
| BR (1) | BRPI0512370B1 (OSRAM) |
| CA (1) | CA2570822C (OSRAM) |
| ES (1) | ES2397898T3 (OSRAM) |
| NZ (1) | NZ552193A (OSRAM) |
| PL (1) | PL1773586T3 (OSRAM) |
| WO (1) | WO2006002372A2 (OSRAM) |
Families Citing this family (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8133558B2 (en) * | 2004-08-30 | 2012-03-13 | Plastics Suppliers, Inc. | Polylactic acid blown film and method of manufacturing same |
| DE102005007479A1 (de) * | 2005-02-17 | 2006-08-31 | Basf Ag | Verfahren zur Compoundierung von Polycondensaten |
| JP4672409B2 (ja) * | 2005-03-24 | 2011-04-20 | 東亞合成株式会社 | 脂肪族ポリエステル樹脂組成物 |
| WO2006113795A2 (en) * | 2005-04-19 | 2006-10-26 | Plastic Suppliers, Inc. | Polylactic acid shrink films and methods of manufacturing same |
| CA2630563C (en) | 2005-11-21 | 2015-07-21 | Plastic Suppliers, Inc. | Polylactic acid shrink films and methods of casting same |
| US7799412B2 (en) * | 2005-11-30 | 2010-09-21 | Toray Industries, Inc. | Polylactic acid-based resin laminate sheet and molded product therefrom |
| SI2010380T2 (sl) * | 2006-04-14 | 2016-02-29 | Biotec Biologische Naturverpackungen Gmbh & Co. Kg | Večslojna folija in postopek za njeno izdelavo |
| US9163141B2 (en) * | 2006-04-27 | 2015-10-20 | Cryovac, Inc. | Polymeric blend comprising polylactic acid |
| US8206796B2 (en) * | 2006-04-27 | 2012-06-26 | Cryovac, Inc. | Multilayer film comprising polylactic acid |
| US7604859B2 (en) * | 2006-08-30 | 2009-10-20 | Far Eastern Textile Ltd. | Heat adhesive biodegradable bicomponent fibers |
| FR2916203B1 (fr) * | 2007-05-14 | 2012-07-20 | Arkema | Liants de coextrusion sur base renouvelable/biodegradable |
| EP2222456B1 (en) * | 2007-12-11 | 2014-07-02 | Toray Plastics (America) , Inc. | Process to produce biaxially oriented polylactic acid film at high transverse orientation rates |
| CN102037053B (zh) * | 2008-04-30 | 2016-03-02 | 自然工作有限责任公司 | 由具有高分子量和高特性粘数的聚丙交酯制得的挤出泡沫 |
| US8137818B2 (en) * | 2008-07-28 | 2012-03-20 | Tate & Lyle Ingredients Americas Llc | Poly(lactic acid)-containing compositions for use in imparting oil, grease, or water resistance to paper |
| WO2010012688A1 (de) * | 2008-08-01 | 2010-02-04 | Basf Se | Erhöhung der hydrolysebeständigkeit von biologisch abbaubaren polyestern |
| MX2011001623A (es) * | 2008-08-15 | 2011-05-24 | Toray Plastics America Inc | Pelicula de acido polilactico biaxialmente orientada con alta barrera. |
| CN101921371B (zh) * | 2009-06-09 | 2012-06-27 | 中国科学院化学研究所 | 一种长链支化聚乳酸树脂及其制备方法 |
| US9150004B2 (en) * | 2009-06-19 | 2015-10-06 | Toray Plastics (America), Inc. | Biaxially oriented polylactic acid film with improved heat seal properties |
| WO2011038248A1 (en) | 2009-09-25 | 2011-03-31 | Toray Plastics (America), Inc. | Multi-layer high moisture barrier polylactic acid film |
| US9221213B2 (en) * | 2009-09-25 | 2015-12-29 | Toray Plastics (America), Inc. | Multi-layer high moisture barrier polylactic acid film |
| WO2011085058A1 (en) | 2010-01-06 | 2011-07-14 | Nature Works Llc | Polylactide molding compositions and molding process |
| CN102947521B (zh) * | 2010-03-15 | 2015-08-26 | 乐金华奥斯有限公司 | 使用聚乳酸树脂的地板材 |
| WO2011123165A1 (en) | 2010-03-31 | 2011-10-06 | Toray Plastics (America), Inc. | Biaxially oriented polyactic acid film with reduced noise level |
| US9492962B2 (en) | 2010-03-31 | 2016-11-15 | Toray Plastics (America), Inc. | Biaxially oriented polylactic acid film with reduced noise level and improved moisture barrier |
| US8936740B2 (en) * | 2010-08-13 | 2015-01-20 | Kimberly-Clark Worldwide, Inc. | Modified polylactic acid fibers |
| US10753023B2 (en) | 2010-08-13 | 2020-08-25 | Kimberly-Clark Worldwide, Inc. | Toughened polylactic acid fibers |
| WO2012103208A2 (en) * | 2011-01-28 | 2012-08-02 | Anderson Development Company | Compositions of glycidyl methacrylate copolymer suitable as chain extender for poly(lactic acid) |
| US9045611B2 (en) | 2011-03-04 | 2015-06-02 | Cryovac, Inc. | Process for preparing a heat resistant polylactic acid foamed article |
| SK262011A3 (sk) | 2011-04-11 | 2012-11-05 | Ustav Polymerov Sav | Biologically degradable polymeric composition having improved properties |
| US10710342B2 (en) * | 2011-11-11 | 2020-07-14 | Mitsubishi Chemical Corporation | Biodegradable laminate |
| US8637130B2 (en) | 2012-02-10 | 2014-01-28 | Kimberly-Clark Worldwide, Inc. | Molded parts containing a polylactic acid composition |
| US10858762B2 (en) | 2012-02-10 | 2020-12-08 | Kimberly-Clark Worldwide, Inc. | Renewable polyester fibers having a low density |
| US8975305B2 (en) | 2012-02-10 | 2015-03-10 | Kimberly-Clark Worldwide, Inc. | Rigid renewable polyester compositions having a high impact strength and tensile elongation |
| US9040598B2 (en) | 2012-02-10 | 2015-05-26 | Kimberly-Clark Worldwide, Inc. | Renewable polyester compositions having a low density |
| US8980964B2 (en) | 2012-02-10 | 2015-03-17 | Kimberly-Clark Worldwide, Inc. | Renewable polyester film having a low modulus and high tensile elongation |
| WO2013184014A1 (en) | 2012-06-06 | 2013-12-12 | Universidade De Coimbra | Process for preparing high molecular weight poly(lactic acid) by melt polycondensation |
| WO2014184057A1 (en) | 2013-05-14 | 2014-11-20 | Basf Se | Process for production of polymer powders |
| JP6206711B2 (ja) * | 2013-09-27 | 2017-10-04 | Dic株式会社 | スチレン系樹脂組成物及びその製造方法 |
| WO2016121696A1 (ja) | 2015-01-30 | 2016-08-04 | 東洋紡株式会社 | ポリ乳酸含有水系分散体 |
| US10843372B1 (en) | 2015-06-22 | 2020-11-24 | Purdue Research Foundation | Methods and compositions for preparing particle boards |
| CN106317338B (zh) * | 2015-06-23 | 2018-09-21 | 中国石油化工股份有限公司 | 长链支化聚乳酸树脂及其制备方法 |
| JP6876330B2 (ja) * | 2015-08-21 | 2021-05-26 | 国立大学法人 奈良先端科学技術大学院大学 | ポリ乳酸誘導体及びその製造方法、並びにポリ乳酸系ステレオコンプレックス |
| WO2017189452A1 (en) | 2016-04-28 | 2017-11-02 | Natureworks Llc | Polymer foam insulation structures having a facing layer of a polylactide resin |
| JP6906545B2 (ja) | 2016-04-28 | 2021-07-28 | ネイチャーワークス・エル・エル・シー | 耐熱性ポリマー層およびポリラクチド樹脂層を含有する多層シートの化粧面を有するポリマーフォーム断熱材構造 |
| CA3083573A1 (en) * | 2017-12-03 | 2019-06-06 | Natureworks Llc | Polylactic resin compositions for paperboard coating and paperboard coating processes using the compositions |
| WO2019152264A1 (en) | 2018-02-02 | 2019-08-08 | Natureworks Llc | Hyperbranched polylactide resin compositions |
| CN110577648B (zh) * | 2018-04-19 | 2021-09-28 | 苏州大学 | 一种疏水型聚己内酯的制备方法 |
| WO2020011910A1 (en) * | 2018-07-13 | 2020-01-16 | Byk-Chemie Gmbh | A grafted polylactic acid |
| WO2020074445A1 (en) | 2018-10-09 | 2020-04-16 | Byk-Chemie Gmbh | A composition comprising a grafted polylactic acid |
| CN114616285B (zh) | 2019-06-13 | 2023-11-07 | 自然工作有限责任公司 | 快速水解聚丙交酯树脂组合物 |
| CN113265029A (zh) * | 2020-11-26 | 2021-08-17 | 汕头市三马塑胶制品有限公司 | 一种兼具高熔体强度及优异加工流动性的长链支化聚乳酸及其制备方法 |
| MX2023011570A (es) | 2021-03-31 | 2023-10-05 | Natureworks Llc | Composiciones de resina de polilactida estables a la fusion que contienen esteres de fosfito. |
| CN113512181B (zh) * | 2021-08-09 | 2022-08-12 | 重庆大学 | 一种可低温加工的聚乳酸及其制备方法 |
| EP4499728B1 (en) | 2022-03-30 | 2025-12-24 | NatureWorks LLC | Hyperbranched poly(meso-lactide) resin compositions |
| CN114940745B (zh) * | 2022-06-09 | 2024-06-25 | 万华化学集团股份有限公司 | 一种分子量可控的聚乳酸的制备方法 |
| PL4293079T3 (pl) | 2022-10-27 | 2025-08-18 | Basf Se | Biodegradowalna kompozycja polimerowa |
| WO2024145130A1 (en) | 2022-12-28 | 2024-07-04 | Natureworks Llc | Polylactide resin compositions and biaxial stretching process for the polylactide resin compositions |
| WO2024147693A1 (ko) | 2023-01-05 | 2024-07-11 | 주식회사 엘지화학 | 분지화된 폴리락타이드 중합체 및 이의 제조방법 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3845016A (en) * | 1971-12-17 | 1974-10-29 | Ford Motor Co | Thermoset molding powders employing glycidyl methacrylate-functional polymers and polymeric polyanhydride crosslinking agents and moldings thereof |
| US5498650A (en) * | 1995-02-24 | 1996-03-12 | Ecological Chemical Products | Poly(lactic acid) composition having improved physical properties |
| JPH09316310A (ja) * | 1996-05-27 | 1997-12-09 | Kanebo Ltd | ポリ乳酸樹脂組成物 |
| US20030105231A1 (en) * | 2001-11-28 | 2003-06-05 | Hitech Polymers Inc. | Polyester composition |
| US20050131120A1 (en) * | 2003-12-12 | 2005-06-16 | Flexman Edmund A. | Toughened poly(lactic acid) compositions |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61163952A (ja) * | 1985-01-16 | 1986-07-24 | Showa Denko Kk | 熱可塑性樹脂組成物 |
| JPH0578556A (ja) | 1991-09-18 | 1993-03-30 | Mitsubishi Kasei Corp | 熱可塑性樹脂組成物および電子部品封止成形品 |
| US5225521A (en) * | 1991-12-31 | 1993-07-06 | E. I. Du Pont De Nemours And Company | Star-shaped hydroxyacid polymers |
| US5210108A (en) * | 1992-07-29 | 1993-05-11 | E. I. Du Pont De Nemours And Company | Degradable foam materials |
| US5359026A (en) * | 1993-07-30 | 1994-10-25 | Cargill, Incorporated | Poly(lactide) copolymer and process for manufacture thereof |
| US5910545A (en) * | 1997-10-31 | 1999-06-08 | Kimberly-Clark Worldwide, Inc. | Biodegradable thermoplastic composition |
| JP2001123055A (ja) * | 1999-10-27 | 2001-05-08 | Shimadzu Corp | ポリ乳酸系樹脂組成物 |
| US20030096940A1 (en) | 2001-06-08 | 2003-05-22 | Ray Drumright | Copolymers of monocyclic esters and carbonates and methods for making same |
| JP3824547B2 (ja) * | 2001-08-10 | 2006-09-20 | ユニチカ株式会社 | 生分解性ポリエステル樹脂組成物、その製造方法、及びそれより得られる発泡体、成形体 |
| EP1550549B1 (en) * | 2002-05-29 | 2011-08-24 | Kureha Corporation | Container of biodegradable heat-resistant hard resin molding |
| JP4311916B2 (ja) * | 2002-06-05 | 2009-08-12 | アキレス株式会社 | 耐加水分解性に優れた生分解性樹脂製フィルムまたはシート |
| JP2005343970A (ja) * | 2004-06-01 | 2005-12-15 | Okura Ind Co Ltd | ポリ乳酸系樹脂組成物 |
-
2005
- 2005-06-23 CA CA2570822A patent/CA2570822C/en not_active Expired - Lifetime
- 2005-06-23 US US11/629,798 patent/US7566753B2/en active Active
- 2005-06-23 WO PCT/US2005/022480 patent/WO2006002372A2/en not_active Ceased
- 2005-06-23 KR KR1020077001447A patent/KR100854168B1/ko not_active Expired - Fee Related
- 2005-06-23 ES ES05788614T patent/ES2397898T3/es not_active Expired - Lifetime
- 2005-06-23 PL PL05788614T patent/PL1773586T3/pl unknown
- 2005-06-23 AU AU2005258271A patent/AU2005258271B2/en not_active Ceased
- 2005-06-23 BR BRPI0512370-4A patent/BRPI0512370B1/pt not_active IP Right Cessation
- 2005-06-23 JP JP2007518309A patent/JP4798800B2/ja not_active Expired - Fee Related
- 2005-06-23 CN CNB2005800269801A patent/CN100564025C/zh not_active Expired - Fee Related
- 2005-06-23 EP EP20050788614 patent/EP1773586B1/en not_active Expired - Lifetime
- 2005-06-23 NZ NZ552193A patent/NZ552193A/en not_active IP Right Cessation
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3845016A (en) * | 1971-12-17 | 1974-10-29 | Ford Motor Co | Thermoset molding powders employing glycidyl methacrylate-functional polymers and polymeric polyanhydride crosslinking agents and moldings thereof |
| US5498650A (en) * | 1995-02-24 | 1996-03-12 | Ecological Chemical Products | Poly(lactic acid) composition having improved physical properties |
| JPH09316310A (ja) * | 1996-05-27 | 1997-12-09 | Kanebo Ltd | ポリ乳酸樹脂組成物 |
| US20030105231A1 (en) * | 2001-11-28 | 2003-06-05 | Hitech Polymers Inc. | Polyester composition |
| US20050131120A1 (en) * | 2003-12-12 | 2005-06-16 | Flexman Edmund A. | Toughened poly(lactic acid) compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008504404A (ja) | 2008-02-14 |
| US7566753B2 (en) | 2009-07-28 |
| EP1773586A2 (en) | 2007-04-18 |
| CA2570822A1 (en) | 2006-01-05 |
| JP4798800B2 (ja) | 2011-10-19 |
| HK1110273A1 (zh) | 2008-07-11 |
| PL1773586T3 (pl) | 2013-01-31 |
| US20080050603A1 (en) | 2008-02-28 |
| EP1773586A4 (en) | 2009-11-11 |
| CN101018668A (zh) | 2007-08-15 |
| WO2006002372A3 (en) | 2006-06-22 |
| KR20070049140A (ko) | 2007-05-10 |
| CA2570822C (en) | 2010-10-05 |
| NZ552193A (en) | 2010-04-30 |
| CN100564025C (zh) | 2009-12-02 |
| KR100854168B1 (ko) | 2008-08-26 |
| AU2005258271A1 (en) | 2006-01-05 |
| BRPI0512370B1 (pt) | 2018-01-30 |
| WO2006002372A2 (en) | 2006-01-05 |
| ES2397898T3 (es) | 2013-03-12 |
| EP1773586B1 (en) | 2012-08-08 |
| BRPI0512370A (pt) | 2008-03-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2005258271B2 (en) | Branched polylactic acid polymers and method of preparing same | |
| EP0428620B1 (en) | A method of plasticizing lactide polymers. | |
| CA2168041C (en) | Viscosity-modified lactide polymer composition and process for manufacture thereof | |
| EP1070097B1 (en) | Lactic acid residue containing polymer composition, product, method for preparation and use | |
| US5180765A (en) | Biodegradable packaging thermoplastics from lactides | |
| JP4062622B2 (ja) | 単環式エステル及びカーボネートの共重合体並びにその製造方法 | |
| CN114940749B (zh) | 一种淋膜聚乳酸树脂的合成工艺 | |
| CN101367983B (zh) | 一种脂肪族聚酯复合物及其制备方法 | |
| JP4503215B2 (ja) | 乳酸系樹脂組成物、過酸化物変性乳酸系樹脂組成物、並びに、それらの成形体 | |
| JP2001064379A (ja) | 相溶性脂肪族ポリエステルの製造方法及びその組成物 | |
| AU2010200315A1 (en) | Biodegradable resin composition, method for production thereof and biodegradable film therefrom | |
| HK1110273B (en) | Branched polylactic acid polymers and method of preparing same | |
| JP2008063582A (ja) | 乳酸系樹脂組成物、過酸化物変性乳酸系樹脂組成物、並びに、それらの成形体 | |
| JP2000230058A (ja) | ポリエステル樹脂の透明物品 | |
| JP7718778B2 (ja) | 生分解性高分子 | |
| Wang et al. | Synthesis of grafted polylactic acid and polyhydroxyalkanoate by a green reactive extrusion process | |
| EP4357387A1 (en) | Poly(lactic acid-b-3-hydroxypropionic acid) block copolymer and method for preparation thereof | |
| JPH01256521A (ja) | 靭性並びに結晶性に優れた共重合ポリエステル |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |