JP6328236B2 - ポリアルキレンカーボネートを含む樹脂組成物 - Google Patents
ポリアルキレンカーボネートを含む樹脂組成物 Download PDFInfo
- Publication number
- JP6328236B2 JP6328236B2 JP2016523657A JP2016523657A JP6328236B2 JP 6328236 B2 JP6328236 B2 JP 6328236B2 JP 2016523657 A JP2016523657 A JP 2016523657A JP 2016523657 A JP2016523657 A JP 2016523657A JP 6328236 B2 JP6328236 B2 JP 6328236B2
- Authority
- JP
- Japan
- Prior art keywords
- meth
- acrylate
- resin composition
- polylactide
- weight
- 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.)
- Active
Links
- 239000011342 resin composition Substances 0.000 title claims description 54
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 title description 38
- 229920001281 polyalkylene Polymers 0.000 title description 34
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 56
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 44
- -1 Polyethylene carbonate Polymers 0.000 claims description 37
- 239000011347 resin Substances 0.000 claims description 33
- 229920005989 resin Polymers 0.000 claims description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims description 26
- 229920002678 cellulose Polymers 0.000 claims description 26
- 239000001913 cellulose Substances 0.000 claims description 26
- 239000000126 substance Substances 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 10
- 239000000178 monomer Substances 0.000 claims description 9
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 229930182843 D-Lactic acid Natural products 0.000 claims description 5
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 5
- 229940022769 d- lactic acid Drugs 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- 238000002425 crystallisation Methods 0.000 claims description 3
- 230000008025 crystallization Effects 0.000 claims description 3
- 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 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 239000002216 antistatic agent Substances 0.000 claims description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
- 239000006229 carbon black Substances 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- 239000004611 light stabiliser Substances 0.000 claims description 2
- 239000000314 lubricant Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 239000004014 plasticizer Substances 0.000 claims description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 2
- 239000004927 clay Substances 0.000 claims 1
- 229910052570 clay Inorganic materials 0.000 claims 1
- 239000000047 product Substances 0.000 description 17
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 16
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 15
- 239000004926 polymethyl methacrylate Substances 0.000 description 15
- 238000000034 method Methods 0.000 description 13
- 230000000704 physical effect Effects 0.000 description 13
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 12
- 239000008188 pellet Substances 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 239000001569 carbon dioxide Substances 0.000 description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 description 8
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 230000009477 glass transition Effects 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 230000000903 blocking effect Effects 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 238000002411 thermogravimetry Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 125000002524 organometallic group Chemical group 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 238000000748 compression moulding Methods 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical compound CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 238000012643 polycondensation polymerization Methods 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 229920000379 polypropylene carbonate Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- 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
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 description 1
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-UHFFFAOYSA-N 2-(hydroxymethyl)-6-[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol Chemical compound OCC1OC(OC2C(O)C(O)C(O)OC2CO)C(O)C(O)C1O GUBGYTABKSRVRQ-UHFFFAOYSA-N 0.000 description 1
- RBMHUYBJIYNRLY-UHFFFAOYSA-N 2-[(1-carboxy-1-hydroxyethyl)-hydroxyphosphoryl]-2-hydroxypropanoic acid Chemical compound OC(=O)C(O)(C)P(O)(=O)C(C)(O)C(O)=O RBMHUYBJIYNRLY-UHFFFAOYSA-N 0.000 description 1
- WHNBDXQTMPYBAT-UHFFFAOYSA-N 2-butyloxirane Chemical compound CCCCC1CO1 WHNBDXQTMPYBAT-UHFFFAOYSA-N 0.000 description 1
- BCJPEZMFAKOJPM-UHFFFAOYSA-N 2-ethyl-3-methyloxirane Chemical compound CCC1OC1C BCJPEZMFAKOJPM-UHFFFAOYSA-N 0.000 description 1
- NJWSNNWLBMSXQR-UHFFFAOYSA-N 2-hexyloxirane Chemical compound CCCCCCC1CO1 NJWSNNWLBMSXQR-UHFFFAOYSA-N 0.000 description 1
- SYURNNNQIFDVCA-UHFFFAOYSA-N 2-propyloxirane Chemical compound CCCC1CO1 SYURNNNQIFDVCA-UHFFFAOYSA-N 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 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
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 description 1
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohexene oxide Natural products O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001434 poly(D-lactide) Polymers 0.000 description 1
- 229920001432 poly(L-lactide) Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 239000004626 polylactic acid Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000010349 pulsation Effects 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000007666 vacuum forming Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L1/02—Cellulose; Modified cellulose
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Biological Depolymerization Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
- Laminated Bodies (AREA)
Description
前記ポリアルキル(メト)アクリレートのアルキル基は、炭素数1〜20の線状または分枝状のアルキル基、または炭素数3〜10のシクロアルキル基である。
前記ポリアルキル(メト)アクリレートのアルキル基は、炭素数1〜20の線状または分枝状のアルキル基、または炭素数3〜10のシクロアルキル基である。
前記ポリアルキル(メト)アクリレートのアルキル基は、炭素数1〜20の線状または分枝状のアルキル基、または炭素数3〜10のシクロアルキル基である。
<製造例>
ポリエチレンカーボネート(polyethylene carbonate、PEC)の製造
ジエチル−亜鉛触媒を用いてエチレンオキシドと二酸化炭素を共重合してポリエチレンカーボネート樹脂を次の方法で製造した(Journal of Polymer Science B 1969, 7, 287; Journal of Controlled release 1997, 49, 263)。
重量平均分子量:230,000、製造会社:NatureWorks
ポリメチルメタクリレート(polymethylmethacrylate、PMMA)
重量平均分子量:86,000、製造会社:LG MMA
セルロース(cellulose)
マイクロクリスタリン(Microcrystalline、powder、20μm)、製造会社:Aldrich
<実施例>
樹脂組成物の製造
<実施例1>
前記で準備されたポリエチレンカーボネート(polyethylene carbonate、PEC)186.1g、ポリラクチド(polylactide、PLA)9.9g、ポリメチルメタクリレート(polymethylmethacrylate、PMMA)1.98g、およびセルロース(Cellulose、Cel)2gを混合して樹脂組成物を製造した。
前記で準備されたポリエチレンカーボネート(PEC)178.6g、ポリラクチド(PLA)9.5g、ポリメチルメタクリレート(PMMA)1.9g、およびセルロース(Cel)10gを混合して樹脂組成物を製造した。
前記で準備されたポリエチレンカーボネート(PEC)169.2g、ポリラクチド(PLA)9g、ポリメチルメタクリレート(PMMA)1.8g、およびセルロース(Cel)20gを混合して樹脂組成物を製造した。
前記で準備されたポリエチレンカーボネート(PEC)165g、ポリラクチド(PLA)9g、ポリメチルメタクリレート(PMMA)1.8g、およびセルロース(Cel)24gを混合して樹脂組成物を製造した。
前記で準備されたポリエチレンカーボネート(PEC)159g、ポリラクチド(PLA)9g、ポリメチルメタクリレート(PMMA)1.8g、およびセルロース(Cel)30gを混合して樹脂組成物を製造した。
前記で準備されたポリエチレンカーボネート(PEC)188g、ポリラクチド(PLA)10g、ポリメチルメタクリレート(PMMA)2gを混合し、セルロース(Cel)は添加せず、樹脂組成物を製造した。
前記実施例および比較例で製造された試片に対して、万能試験器(UniversalTesting Machine、UTM)を用いて引張強度、伸び率、E−Modulusを測定した。
測定結果を下記表2にまとめた。
前記実施例および比較例で製造されたペレット形態の樹脂と一般的なPEC樹脂に対して、DSC/TGA分析装備を用いて温度変化による質量損失率、ガラス転移温度(glass transition temperature、Tg、℃)、および半分分解温度(50% decomposition temperature、50%Td、℃)を測定した。TGA分析時、窒素雰囲気下で、常温から400℃まで、約10℃/minの速度で昇温させながら測定した。
Claims (8)
- ポリエチレンカーボネートと、
下記の化学式2で表される繰り返し単位を含むポリラクチドと、
ポリアルキル(メタ)アクリレートと、
セルロースと、
を含む樹脂組成物であって、
前記ポリエチレンカーボネート100重量部に対して、前記セルロースを0.5〜20重量部、前記ポリラクチドを0.5〜10重量部、前記ポリアルキル(メタ)アクリレートを0.1〜5重量部で含む樹脂組成物。
nは、10〜1,000の整数であり、
前記ポリアルキル(メタ)アクリレートのアルキル基は、炭素数1〜20の線状または分枝状のアルキル基、または炭素数3〜10のシクロアルキル基である。) - 前記ポリエチレンカーボネートは、10,000〜1,000,000の重量平均分子量を有する、請求項1に記載の樹脂組成物。
- 前記ポリラクチドは、L−乳酸、D−乳酸またはL、D−乳酸から重合されるものである、請求項1または2に記載の樹脂組成物。
- 前記ポリラクチドは、100,000〜1,000,000の重量平均分子量を有するものである、請求項1〜3のいずれか一項に記載の樹脂組成物。
- 前記ポリアルキル(メタ)アクリレートの単量体は、メチル(メタ)アクリレート、エチル(メタ)アクリレート、n−ブチル(メタ)アクリレート、2−エチルヘキシル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、n−オクチル(メタ)アクリレート、n−デシル(メタ)アクリレート、n−ドデシル(メタ)アクリレート、テトラデシル(メタ)アクリレート、ラウリル(メタ)アクリレート、オレイル(メタ)アクリレート、パルミチル(メタ)アクリレート、またはステアリル(メタ)アクリレートである、請求項1〜4のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物は、顔料、染料、カーボンブラック、酸化チタン、滑石、炭酸カルシウム、クレー、分散剤、潤滑剤、可塑剤、難燃剤、酸化防止剤、帯電防止剤、光安定剤、紫外線吸収剤、および結晶化促進剤からなる群より選択された1種以上の添加剤をさらに含む、請求項1〜5のいずれか一項に記載の樹脂組成物。
- 請求項1〜6のいずれか一項に記載の樹脂組成物により製造される成形品。
- 請求項1〜6のいずれか一項に記載の樹脂組成物により製造されるフィルムを含むフィルム積層体。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2013-0075862 | 2013-06-28 | ||
KR20130075862 | 2013-06-28 | ||
KR20140080038A KR101508612B1 (ko) | 2013-06-28 | 2014-06-27 | 폴리알킬렌 카보네이트를 포함하는 수지 조성물 |
KR10-2014-0080038 | 2014-06-27 | ||
PCT/KR2014/005812 WO2014209086A1 (ko) | 2013-06-28 | 2014-06-30 | 폴리알킬렌 카보네이트를 포함하는 수지 조성물 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2016528326A JP2016528326A (ja) | 2016-09-15 |
JP6328236B2 true JP6328236B2 (ja) | 2018-05-23 |
Family
ID=52475881
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016523657A Active JP6328236B2 (ja) | 2013-06-28 | 2014-06-30 | ポリアルキレンカーボネートを含む樹脂組成物 |
Country Status (6)
Country | Link |
---|---|
US (1) | US9663654B2 (ja) |
EP (1) | EP3000847B1 (ja) |
JP (1) | JP6328236B2 (ja) |
KR (1) | KR101508612B1 (ja) |
CN (1) | CN105531320B (ja) |
WO (1) | WO2014209086A1 (ja) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR102106116B1 (ko) * | 2016-02-11 | 2020-04-29 | 주식회사 엘지화학 | 폴리알킬렌 카보네이트를 포함하는 수지 조성물 |
KR20180076350A (ko) * | 2016-12-27 | 2018-07-05 | 주식회사 엘지화학 | 폴리알킬렌 카보네이트 수지 조성물 및 폴리알킬렌 카보네이트 수지 성형품 |
EP3795615B1 (en) * | 2019-01-11 | 2022-03-02 | Lg Chem, Ltd. | Polyalkylene carbonate resin, preparation method therefor, and molded product manufactured therefrom |
JP7270771B2 (ja) * | 2020-01-29 | 2023-05-10 | エルジー・ケム・リミテッド | ポリアルキレンカーボネート系樹脂及びこれから製造された成型品 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0369387B1 (en) | 1988-11-14 | 1996-05-01 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Spherical vinyl chloride resin granules and process for producing the same |
JP3279768B2 (ja) | 1993-10-15 | 2002-04-30 | 三井化学株式会社 | 真珠光沢を有する樹脂組成物 |
JP3455964B2 (ja) | 2000-08-02 | 2003-10-14 | 三井化学株式会社 | 樹脂組成物およびその用途 |
JP4759918B2 (ja) * | 2003-12-17 | 2011-08-31 | 東レ株式会社 | 樹脂組成物およびそれからなる成形品 |
JP5332075B2 (ja) | 2005-11-11 | 2013-11-06 | 住友化学株式会社 | ポリアルキレンカーボネート樹脂組成物およびその成形体 |
JP2009534509A (ja) | 2006-04-27 | 2009-09-24 | ビーエーエスエフ ソシエタス・ヨーロピア | 透明ポリプロピレンカーボネート配合物 |
KR101127722B1 (ko) | 2008-06-13 | 2012-03-23 | 주식회사 엘지화학 | 생 분해성 열 가소성 수지 조성물 |
WO2010034689A1 (de) * | 2008-09-29 | 2010-04-01 | Basf Se | Biologisch abbaubare polymermischung |
US20120208928A1 (en) * | 2009-09-03 | 2012-08-16 | CO2Starch Pty Ltd. | Polymer/thermoplastic starch compositions |
EP2426174A1 (en) * | 2010-09-03 | 2012-03-07 | SK Innovation Co. Ltd. | Resin composition for sheet products |
KR101505448B1 (ko) | 2010-09-03 | 2015-03-25 | 에스케이이노베이션 주식회사 | 시트용 수지 조성물 |
KR101401917B1 (ko) * | 2011-01-21 | 2014-05-30 | 에스케이이노베이션 주식회사 | 폴리프로필렌 카보네이트 발포체 제조용 조성물 및 이로부터 제조된 성형품 |
KR101418485B1 (ko) | 2011-01-27 | 2014-07-10 | 에스케이이노베이션 주식회사 | 이산화탄소를 원료로 하는 고분자 수지 조성물 및 이로부터 제조된 친환경 장식재 |
TWI455999B (zh) * | 2011-10-24 | 2014-10-11 | Sk Innovation Co Ltd | 高透明度及高光澤度片材之環保聚伸烷基碳酸酯樹脂組成物 |
JP6031616B2 (ja) * | 2013-03-27 | 2016-11-24 | エルジー・ケム・リミテッド | ポリアルキレンカーボネートを含む樹脂組成物 |
-
2014
- 2014-06-27 KR KR20140080038A patent/KR101508612B1/ko active IP Right Grant
- 2014-06-30 EP EP14817823.9A patent/EP3000847B1/en active Active
- 2014-06-30 CN CN201480048015.3A patent/CN105531320B/zh active Active
- 2014-06-30 US US14/392,314 patent/US9663654B2/en active Active
- 2014-06-30 WO PCT/KR2014/005812 patent/WO2014209086A1/ko active Application Filing
- 2014-06-30 JP JP2016523657A patent/JP6328236B2/ja active Active
Also Published As
Publication number | Publication date |
---|---|
WO2014209086A1 (ko) | 2014-12-31 |
CN105531320B (zh) | 2017-10-03 |
CN105531320A (zh) | 2016-04-27 |
EP3000847A4 (en) | 2017-01-11 |
KR20150002540A (ko) | 2015-01-07 |
US20160177088A1 (en) | 2016-06-23 |
US9663654B2 (en) | 2017-05-30 |
EP3000847B1 (en) | 2020-04-29 |
EP3000847A1 (en) | 2016-03-30 |
JP2016528326A (ja) | 2016-09-15 |
KR101508612B1 (ko) | 2015-04-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6031616B2 (ja) | ポリアルキレンカーボネートを含む樹脂組成物 | |
CN109689787B (zh) | 聚酮树脂组合物和聚酮树脂成型制品 | |
JP6328236B2 (ja) | ポリアルキレンカーボネートを含む樹脂組成物 | |
JP6731548B2 (ja) | ポリアルキレンカーボネート系樹脂フィルム | |
KR102365124B1 (ko) | 폴리알킬렌 카보네이트 수지 조성물 및 폴리알킬렌 카보네이트 수지 성형품 | |
KR20160088133A (ko) | 셀룰로오스 입자를 포함하는 폴리알킬렌 카보네이트계 수지 성형품 | |
WO2018124743A2 (ko) | 폴리알킬렌 카보네이트 수지 조성물 및 폴리알킬렌 카보네이트 수지 성형품 | |
KR101644114B1 (ko) | 폴리알킬렌카보네이트 및 폴리에스테르를 포함하는 수지 조성물 | |
WO2018124746A2 (ko) | 폴리알킬렌 카보네이트계 수지 필름 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20161227 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20170105 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20170405 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20170919 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20180116 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20180124 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20180327 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20180417 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6328236 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |