CA2767161A1 - Composition de polyhydroalkanoate presentant une resistance au choc amelioree - Google Patents
Composition de polyhydroalkanoate presentant une resistance au choc amelioree Download PDFInfo
- Publication number
- CA2767161A1 CA2767161A1 CA2767161A CA2767161A CA2767161A1 CA 2767161 A1 CA2767161 A1 CA 2767161A1 CA 2767161 A CA2767161 A CA 2767161A CA 2767161 A CA2767161 A CA 2767161A CA 2767161 A1 CA2767161 A1 CA 2767161A1
- Authority
- CA
- Canada
- Prior art keywords
- acrylate
- composition according
- composition
- copolymer
- core
- 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.)
- Abandoned
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- 239000004593 Epoxy Substances 0.000 claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 claims abstract description 15
- 229920000642 polymer Polymers 0.000 claims description 44
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 23
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 21
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 10
- 239000003607 modifier Substances 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
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- 239000004609 Impact Modifier Substances 0.000 claims description 7
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- 238000000137 annealing Methods 0.000 claims description 6
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 230000009477 glass transition Effects 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 4
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- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 abstract 2
- 229940109262 curcumin Drugs 0.000 abstract 1
- 235000012754 curcumin Nutrition 0.000 abstract 1
- 239000004148 curcumin Substances 0.000 abstract 1
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 22
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 18
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 10
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- -1 glycidyl ester Chemical class 0.000 description 7
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 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
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 6
- 239000004926 polymethyl methacrylate Substances 0.000 description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 229920000747 poly(lactic acid) Polymers 0.000 description 5
- 229920000903 polyhydroxyalkanoate Polymers 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
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- 208000037534 Progressive hemifacial atrophy Diseases 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
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- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 description 3
- 150000002118 epoxides Chemical class 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000004632 polycaprolactone Substances 0.000 description 3
- 229920001610 polycaprolactone Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- REKYPYSUBKSCAT-UHFFFAOYSA-N 3-hydroxypentanoic acid Chemical compound CCC(O)CC(O)=O REKYPYSUBKSCAT-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000000071 blow moulding Methods 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 150000003949 imides Chemical group 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 238000004949 mass spectrometry Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
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- 239000000843 powder Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-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
- WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 description 1
- WHBMMWSBFZVSSR-UHFFFAOYSA-M 3-hydroxybutyrate Chemical compound CC(O)CC([O-])=O WHBMMWSBFZVSSR-UHFFFAOYSA-M 0.000 description 1
- HPMGFDVTYHWBAG-UHFFFAOYSA-N 3-hydroxyhexanoic acid Chemical compound CCCC(O)CC(O)=O HPMGFDVTYHWBAG-UHFFFAOYSA-N 0.000 description 1
- ALRHLSYJTWAHJZ-UHFFFAOYSA-M 3-hydroxypropionate Chemical compound OCCC([O-])=O ALRHLSYJTWAHJZ-UHFFFAOYSA-M 0.000 description 1
- FMHKPLXYWVCLME-UHFFFAOYSA-N 4-hydroxy-valeric acid Chemical compound CC(O)CCC(O)=O FMHKPLXYWVCLME-UHFFFAOYSA-N 0.000 description 1
- SJZRECIVHVDYJC-UHFFFAOYSA-M 4-hydroxybutyrate Chemical compound OCCCC([O-])=O SJZRECIVHVDYJC-UHFFFAOYSA-M 0.000 description 1
- PHOJOSOUIAQEDH-UHFFFAOYSA-N 5-hydroxypentanoic acid Chemical compound OCCCCC(O)=O PHOJOSOUIAQEDH-UHFFFAOYSA-N 0.000 description 1
- IWHLYPDWHHPVAA-UHFFFAOYSA-N 6-hydroxyhexanoic acid Chemical compound OCCCCCC(O)=O IWHLYPDWHHPVAA-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- ABIKNKURIGPIRJ-UHFFFAOYSA-N DL-4-hydroxy caproic acid Chemical compound CCC(O)CCC(O)=O ABIKNKURIGPIRJ-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 208000034530 PLAA-associated neurodevelopmental disease Diseases 0.000 description 1
- 229920000331 Polyhydroxybutyrate Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
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- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
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- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
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- 239000004621 biodegradable polymer Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 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
- QYMGIIIPAFAFRX-UHFFFAOYSA-N butyl prop-2-enoate;ethene Chemical compound C=C.CCCCOC(=O)C=C QYMGIIIPAFAFRX-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
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- 238000009646 cryomilling Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- FFYWKOUKJFCBAM-UHFFFAOYSA-N ethenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC=C FFYWKOUKJFCBAM-UHFFFAOYSA-N 0.000 description 1
- BLCTWBJQROOONQ-UHFFFAOYSA-N ethenyl prop-2-enoate Chemical compound C=COC(=O)C=C BLCTWBJQROOONQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 229920006228 ethylene acrylate copolymer Polymers 0.000 description 1
- 229920006245 ethylene-butyl acrylate Polymers 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000010101 extrusion blow moulding Methods 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
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- 239000000945 filler Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000005015 poly(hydroxybutyrate) Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
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- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
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- 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
- 239000004416 thermosoftening plastic Substances 0.000 description 1
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- 229920006163 vinyl copolymer Polymers 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
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/25—Component parts, details or accessories; Auxiliary operations
- B29C48/36—Means for plasticising or homogenising the moulding material or forcing it through the nozzle or die
- B29C48/395—Means for plasticising or homogenising the moulding material or forcing it through the nozzle or die using screws surrounded by a cooperating barrel, e.g. single screw extruders
- B29C48/397—Means for plasticising or homogenising the moulding material or forcing it through the nozzle or die using screws surrounded by a cooperating barrel, e.g. single screw extruders using a single screw
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing atoms other than carbon or hydrogen
- C08L23/0869—Copolymers of ethene with unsaturated hydrocarbons containing atoms other than carbon or hydrogen with unsaturated acids, e.g. [meth]acrylic acid; with unsaturated esters, e.g. [meth]acrylic acid esters
- C08L23/0884—Epoxide-containing esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L55/00—Compositions of homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C08L23/00 - C08L53/00
- C08L55/02—ABS [Acrylonitrile-Butadiene-Styrene] polymers
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- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Mechanical Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Epoxy Resins (AREA)
- Biological Depolymerization Polymers (AREA)
- Graft Or Block Polymers (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0954956 | 2009-07-17 | ||
| FR0954956A FR2948122B1 (fr) | 2009-07-17 | 2009-07-17 | Procede de fabrication de composition polyester aux proprietes choc ameliorees |
| FR1051020 | 2010-02-15 | ||
| FR1051020A FR2956405B1 (fr) | 2010-02-15 | 2010-02-15 | Composition de polyhydroxyalcanoate presentant une resistance au choc amelioree |
| PCT/FR2010/051471 WO2011007092A1 (fr) | 2009-07-17 | 2010-07-13 | Composition de polyhydroalkanoate presentant une resistance au choc amelioree |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2767161A1 true CA2767161A1 (fr) | 2011-01-20 |
Family
ID=42829455
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2767161A Abandoned CA2767161A1 (fr) | 2009-07-17 | 2010-07-13 | Composition de polyhydroalkanoate presentant une resistance au choc amelioree |
| CA2767098A Abandoned CA2767098A1 (fr) | 2009-07-17 | 2010-07-13 | Procede de fabrication de composition polyester aux proprietes choc ameliorees |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2767098A Abandoned CA2767098A1 (fr) | 2009-07-17 | 2010-07-13 | Procede de fabrication de composition polyester aux proprietes choc ameliorees |
Country Status (11)
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8729156B2 (en) * | 2009-07-17 | 2014-05-20 | Arkema France | Polyhydroxyalkanoate composition exhibiting improved impact resistance at low levels of impact modifier |
| EA201200138A1 (ru) * | 2009-07-17 | 2012-08-30 | Аркема Франс | Способ получения полиэфирной композиции с улучшенной ударопрочностью |
| ITTO20120155A1 (it) * | 2012-02-21 | 2013-08-22 | So F Ter S P A | Composizione di polidrossialcanoati durevole |
| CN104769042B (zh) * | 2012-11-06 | 2018-01-02 | 阿科玛法国公司 | 在冲击改性剂的低水平下展示改进的抗冲击性的多羟基链烷酸酯组合物 |
| JP6291472B2 (ja) * | 2013-02-12 | 2018-03-14 | 株式会社カネカ | ポリエステル樹脂組成物および該樹脂組成物を含む成形体 |
| KR102049410B1 (ko) | 2013-06-11 | 2019-11-27 | 에스케이케미칼 주식회사 | 자동차, 전기전자기기, 가전기기, 사무기기 또는 생활용품용 부품 |
| KR102049411B1 (ko) * | 2013-06-11 | 2019-11-27 | 에스케이케미칼 주식회사 | 내약품성이 우수한 고분자 수지 조성물 |
| KR102056154B1 (ko) * | 2014-02-07 | 2019-12-16 | 에스케이케미칼 주식회사 | 스티어링 휠 리모콘 베젤용 고분자 수지 조성물 |
| CN107075259B (zh) * | 2014-10-29 | 2020-09-04 | 株式会社钟化 | 树脂改性用粒子和含有该树脂改性用粒子的氯乙烯系树脂组合物 |
| KR102119445B1 (ko) * | 2014-10-31 | 2020-06-16 | 에스케이케미칼 주식회사 | 오버헤드콘솔용 내화학성 고분자 수지 조성물 |
| CN106795363B (zh) * | 2014-11-13 | 2018-08-31 | 株式会社吴羽 | 聚乙醇酸树脂组合物、坑井挖掘用成型品、以及井下工具构件 |
| US10313735B2 (en) * | 2015-12-08 | 2019-06-04 | DISH Technologies L.L.C. | Live video recall list |
| CN109721993A (zh) * | 2018-12-25 | 2019-05-07 | 金发科技股份有限公司 | 一种聚碳酸酯复合材料和环氧官能团接枝聚合物在提高聚碳酸酯光泽度和加工窗口的应用 |
| CN111844671A (zh) * | 2020-07-04 | 2020-10-30 | 东莞市恩欣龙特种材料有限公司 | 专用于生产pbt塑料棒的工艺方法 |
Family Cites Families (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2668162A (en) | 1952-03-20 | 1954-02-02 | Du Pont | Preparation of high molecular weight polyhydroxyacetic ester |
| DE1470866B2 (de) | 1962-12-24 | 1971-01-21 | Kanegafuchi Chemical Industry Co, Ltd, Osaka (Japan) | Thermoplastische Formmassen |
| US3297033A (en) | 1963-10-31 | 1967-01-10 | American Cyanamid Co | Surgical sutures |
| US3657391A (en) | 1969-03-12 | 1972-04-18 | Borg Warner | Graft copolymers of styrene acrylonitrile and methyl acrylate onto diene polymers and blends thereof with vinyl chloride resins |
| US3808180A (en) | 1970-04-13 | 1974-04-30 | Rohm & Haas | Composite interpolymer and low haze impact resistant thermoplastic compositions thereof |
| FI761457A7 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-06-12 | 1976-12-13 | Merck & Co Inc | |
| US3985704A (en) | 1975-06-19 | 1976-10-12 | Rohm And Haas Company | Methacrylate-butadiene-styrene graft polymers and process for their production |
| US4096202A (en) | 1976-06-09 | 1978-06-20 | Rohm And Haas Company | Impact modified poly(alkylene terephthalates) |
| US4180494A (en) | 1977-08-15 | 1979-12-25 | Rohm And Haas Company | Thermoplastic polyesters |
| US4260693A (en) | 1979-08-27 | 1981-04-07 | General Electric Company | Polycarbonate compositions |
| US4299928A (en) | 1980-03-14 | 1981-11-10 | Mobay Chemical Corporation | Impact modified polycarbonates |
| FR2498609B1 (fr) | 1981-01-27 | 1985-12-27 | Charbonnages Ste Chimique | Terpolymeres de l'ethylene, leur procede de fabrication et leur application a la fabrication de films |
| JPS61501270A (ja) * | 1984-02-24 | 1986-06-26 | イ−・アイ・デユポン・デ・ニモアス・アンド・カンパニ− | 強化熱可塑性ポリエステル組成物 |
| FR2569412B1 (fr) | 1984-08-23 | 1986-11-21 | Charbonnages Ste Chimique | Nouveau procede de fabrication de terpolymeres radicalaires de l'ethylene et de copolymeres radicalaires de l'ethylene |
| FR2569411B1 (fr) | 1984-08-23 | 1986-11-21 | Charbonnages Ste Chimique | Nouveau procede de fabrication de terpolymeres radicalaires de l'ethylene et de copolymeres radicalaires de l'ethylene |
| US5183851A (en) | 1986-11-11 | 1993-02-02 | Elf Atochem Italia S.R.L. | Low haze transparent compositions and processes for preparing them |
| IT1199836B (it) | 1986-11-11 | 1989-01-05 | Vedril Spa | Composizioni trasparenti a ridotta opacita'e procedimento per la loro preparazione |
| JP3043354B2 (ja) | 1988-11-01 | 2000-05-22 | ベーリンガー インゲルハイム コマンディットゲゼルシャフト | 再吸収性ポリエステルの連続製造方法 |
| US5378801A (en) | 1988-11-01 | 1995-01-03 | Reichert; Dieter | Continuous process for the preparation of resorable polyesters and the use thereof |
| EP0491985B1 (en) | 1990-12-24 | 2000-08-02 | General Electric Company | Impact modified polybutylene terephthalate |
| JP3309502B2 (ja) | 1993-07-12 | 2002-07-29 | 大日本インキ化学工業株式会社 | 生分解性ポリエステル系ポリマーの連続製造法 |
| JPH0753684A (ja) | 1993-08-18 | 1995-02-28 | Toyobo Co Ltd | 脂肪族ポリエステルの連続重合方法 |
| ATE233285T1 (de) | 1995-10-27 | 2003-03-15 | Atochem North America Elf | Kern-schale zähigkeitsvermittler für thermoplastische polymere |
| US5652306A (en) | 1996-03-27 | 1997-07-29 | Rohm And Haas Company | Impact modifier combination for aromatic polyesters |
| JP3693756B2 (ja) | 1996-05-27 | 2005-09-07 | カネボウ株式会社 | ポリ乳酸樹脂組成物 |
| DE69824700T2 (de) | 1997-12-29 | 2005-06-30 | Atofina | Schlagzähe spritzgussteile aus polyester |
| EP1095982A1 (en) * | 1999-10-28 | 2001-05-02 | Rohm And Haas Company | Impact modifier concentrates for amorphous aromatic polyester |
| FR2801597B1 (fr) | 1999-11-26 | 2005-03-11 | Atofina | Compositions de polyesters thermoplastiques a proprietes choc ameliorees |
| FR2801598B1 (fr) | 1999-11-26 | 2005-03-11 | Atofina | Compositions de polyesters thermoplastiques a proprietes choc ameliorees |
| FR2801596B1 (fr) * | 1999-11-26 | 2004-12-03 | Atofina | Polyesters thermoplastiques a proprietes choc ameliorees et compositions de modifiants choc |
| US7834092B2 (en) | 2003-12-12 | 2010-11-16 | E. I. Du Pont De Nemours And Company | Article comprising poly(hydroxyalkanoic acid) |
| US7595363B2 (en) | 2003-12-12 | 2009-09-29 | E.I. Du Pont De Nemours And Company | Toughened poly(hydroxyalkanoic acid) compositions |
| US7354973B2 (en) | 2003-12-12 | 2008-04-08 | E.I. Du Pont De Nemours And Company | Toughened poly(lactic acid) compositions |
| US7381772B2 (en) | 2003-12-12 | 2008-06-03 | E. I. Du Pont De Nemours And Company | Toughened poly(lactic acid) compositions |
| EP1881036B1 (en) * | 2005-05-13 | 2015-04-15 | Kaneka Corporation | Biodegradable resin composition and molded article produced from the same |
| JP5245229B2 (ja) * | 2005-09-30 | 2013-07-24 | 東レ株式会社 | 樹脂組成物およびそれからなる成形品 |
| TWI411535B (zh) * | 2005-11-30 | 2013-10-11 | Mitsubishi Plastics Inc | 聚烯烴系熱收縮性薄膜，暨使用該薄膜之成形品、熱收縮性標籤及容器 |
| FR2902434B1 (fr) * | 2006-06-16 | 2008-08-01 | Arkema France | Composition d'acide polylactique presentant une resistance aux chocs amelioree |
| US8399101B2 (en) | 2006-09-19 | 2013-03-19 | E I Du Pont De Nemours And Company | Toughened poly(hydroxyalkanoic acid) compositions |
| EP2113532A4 (en) * | 2007-02-23 | 2012-02-15 | Unitika Ltd | RESIN COMPOSITION AND MOLDED ARTICLE OBTAINED FROM THE COMPOSITION |
| JP5072077B2 (ja) * | 2007-05-21 | 2012-11-14 | 三菱樹脂株式会社 | 遮光性熱収縮フィルム、並びにこの遮光性熱収縮フィルムを用いた成形品、熱収縮ラベル、及びこの成形品を用いた、又はこのラベルを装着した容器 |
| US8586649B2 (en) * | 2007-06-11 | 2013-11-19 | E I Du Pont De Nemours And Company | Poly(hydroxyalkanoic acid) and articles therewith |
| WO2009129127A1 (en) | 2008-04-16 | 2009-10-22 | E. I. Du Pont De Nemours And Company | Ethylene alkyl acrylate toughened poly(hydroxyalkanoic acid) compositions |
| JP2009263526A (ja) * | 2008-04-25 | 2009-11-12 | Canon Inc | ポリ乳酸樹脂組成物 |
| JP2009280659A (ja) * | 2008-05-20 | 2009-12-03 | Dainippon Toryo Co Ltd | 水性インク組成物 |
| KR101225948B1 (ko) * | 2008-12-19 | 2013-01-24 | 제일모직주식회사 | 폴리유산/폴리카보네이트 수지 조성물 |
| EA201200138A1 (ru) * | 2009-07-17 | 2012-08-30 | Аркема Франс | Способ получения полиэфирной композиции с улучшенной ударопрочностью |
-
2010
- 2010-07-13 EA EA201200138A patent/EA201200138A1/ru unknown
- 2010-07-13 EP EP10752005A patent/EP2454063A1/fr not_active Withdrawn
- 2010-07-13 JP JP2012520072A patent/JP2012533642A/ja active Pending
- 2010-07-13 CN CN201080032126.7A patent/CN102549070B/zh not_active Expired - Fee Related
- 2010-07-13 CN CN201080032125.2A patent/CN102549073B/zh active Active
- 2010-07-13 CA CA2767161A patent/CA2767161A1/fr not_active Abandoned
- 2010-07-13 US US13/383,533 patent/US8653192B2/en not_active Expired - Fee Related
- 2010-07-13 MX MX2012000750A patent/MX2012000750A/es not_active Application Discontinuation
- 2010-07-13 CA CA2767098A patent/CA2767098A1/fr not_active Abandoned
- 2010-07-13 EA EA201200145A patent/EA201200145A1/ru unknown
- 2010-07-13 WO PCT/FR2010/051471 patent/WO2011007092A1/fr active Application Filing
- 2010-07-13 JP JP2012520071A patent/JP5567129B2/ja active Active
- 2010-07-13 BR BR112012001132A patent/BR112012001132A2/pt not_active IP Right Cessation
- 2010-07-13 EP EP10752003.3A patent/EP2454321B1/fr active Active
- 2010-07-13 IN IN1336DEN2012 patent/IN2012DN01336A/en unknown
- 2010-07-13 BR BR112012001672A patent/BR112012001672A2/pt not_active IP Right Cessation
- 2010-07-13 MX MX2012000744A patent/MX2012000744A/es not_active Application Discontinuation
- 2010-07-13 PL PL10752003T patent/PL2454321T3/pl unknown
- 2010-07-13 IN IN1335DEN2012 patent/IN2012DN01335A/en unknown
- 2010-07-13 WO PCT/FR2010/051473 patent/WO2011007093A1/fr active Application Filing
-
2012
- 2012-01-17 US US13/351,832 patent/US8642703B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN102549070B (zh) | 2014-03-05 |
| EA201200138A1 (ru) | 2012-08-30 |
| CN102549073B (zh) | 2014-03-12 |
| PL2454321T3 (pl) | 2015-07-31 |
| JP2012533641A (ja) | 2012-12-27 |
| WO2011007092A1 (fr) | 2011-01-20 |
| US20120271004A1 (en) | 2012-10-25 |
| CN102549070A (zh) | 2012-07-04 |
| EP2454321B1 (fr) | 2015-01-07 |
| IN2012DN01336A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2015-06-05 |
| MX2012000744A (es) | 2012-05-08 |
| BR112012001132A2 (pt) | 2016-02-23 |
| CN102549073A (zh) | 2012-07-04 |
| US8642703B2 (en) | 2014-02-04 |
| BR112012001672A2 (pt) | 2019-09-24 |
| EA201200145A1 (ru) | 2012-08-30 |
| MX2012000750A (es) | 2012-05-08 |
| WO2011007093A1 (fr) | 2011-01-20 |
| JP2012533642A (ja) | 2012-12-27 |
| US8653192B2 (en) | 2014-02-18 |
| EP2454321A1 (fr) | 2012-05-23 |
| IN2012DN01335A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2015-06-05 |
| EP2454063A1 (fr) | 2012-05-23 |
| JP5567129B2 (ja) | 2014-08-06 |
| US20120316293A1 (en) | 2012-12-13 |
| CA2767098A1 (fr) | 2011-01-20 |
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Legal Events
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| EEER | Examination request |
Effective date: 20150604 |
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| FZDE | Discontinued |
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