JP2001502748A - 機能化されたポリマー - Google Patents
機能化されたポリマーInfo
- Publication number
- JP2001502748A JP2001502748A JP10520001A JP52000198A JP2001502748A JP 2001502748 A JP2001502748 A JP 2001502748A JP 10520001 A JP10520001 A JP 10520001A JP 52000198 A JP52000198 A JP 52000198A JP 2001502748 A JP2001502748 A JP 2001502748A
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- alkyl
- alkyl group
- hydrogen atom
- 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.)
- Granted
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 65
- -1 2-hydroxyphenyl Chemical group 0.000 claims abstract description 101
- 150000001875 compounds Chemical class 0.000 claims abstract description 88
- 239000000203 mixture Substances 0.000 claims abstract description 58
- 229920003023 plastic Polymers 0.000 claims abstract description 40
- 239000004033 plastic Substances 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 31
- 150000001412 amines Chemical class 0.000 claims abstract description 9
- 150000002596 lactones Chemical class 0.000 claims abstract description 9
- 239000012965 benzophenone Substances 0.000 claims abstract description 6
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 5
- 150000002989 phenols Chemical class 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 157
- 125000000217 alkyl group Chemical group 0.000 claims description 108
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 67
- 229920001577 copolymer Polymers 0.000 claims description 51
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 51
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 43
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 34
- 239000004698 Polyethylene Substances 0.000 claims description 29
- 239000003381 stabilizer Substances 0.000 claims description 28
- 229920000573 polyethylene Polymers 0.000 claims description 27
- 229920001155 polypropylene Polymers 0.000 claims description 26
- 239000004743 Polypropylene Substances 0.000 claims description 25
- 229920001897 terpolymer Polymers 0.000 claims description 25
- 229920001684 low density polyethylene Polymers 0.000 claims description 21
- 239000004702 low-density polyethylene Substances 0.000 claims description 21
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 19
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 19
- 239000005977 Ethylene Substances 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 19
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 18
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 14
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 13
- 239000004700 high-density polyethylene Substances 0.000 claims description 12
- 239000004793 Polystyrene Substances 0.000 claims description 11
- 125000004429 atom Chemical group 0.000 claims description 11
- 229920001903 high density polyethylene Polymers 0.000 claims description 11
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 10
- 229920002223 polystyrene Polymers 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 8
- 239000012964 benzotriazole Substances 0.000 claims description 8
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 8
- 229920006132 styrene block copolymer Polymers 0.000 claims description 8
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 229920001971 elastomer Polymers 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- 150000001721 carbon Chemical group 0.000 claims description 6
- WOLATMHLPFJRGC-UHFFFAOYSA-N furan-2,5-dione;styrene Chemical compound O=C1OC(=O)C=C1.C=CC1=CC=CC=C1 WOLATMHLPFJRGC-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
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 5
- 229920001911 maleic anhydride grafted polypropylene Polymers 0.000 claims description 5
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 claims description 5
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 4
- 125000006267 biphenyl group Chemical group 0.000 claims description 4
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 4
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000004957 naphthylene group Chemical group 0.000 claims description 4
- 125000002071 phenylalkoxy group Chemical group 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 4
- 229920005606 polypropylene copolymer Polymers 0.000 claims description 4
- 239000005060 rubber Substances 0.000 claims description 4
- HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical compound OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 claims description 3
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 3
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- 125000004018 acid anhydride group Chemical group 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims description 2
- YYXLGGIKSIZHSF-UHFFFAOYSA-N ethene;furan-2,5-dione Chemical group C=C.O=C1OC(=O)C=C1 YYXLGGIKSIZHSF-UHFFFAOYSA-N 0.000 claims description 2
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 claims description 2
- WVKHCAOZIFYQEG-ODZAUARKSA-N (z)-but-2-enedioic acid;ethene Chemical group C=C.OC(=O)\C=C/C(O)=O WVKHCAOZIFYQEG-ODZAUARKSA-N 0.000 claims 1
- 229940126062 Compound A Drugs 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract description 3
- 150000003568 thioethers Chemical class 0.000 abstract description 3
- 150000001565 benzotriazoles Chemical class 0.000 abstract description 2
- 150000003918 triazines Chemical class 0.000 abstract description 2
- 150000008366 benzophenones Chemical class 0.000 abstract 1
- 229920000098 polyolefin Polymers 0.000 description 16
- 238000004519 manufacturing process Methods 0.000 description 13
- 229920002647 polyamide Polymers 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- 239000004952 Polyamide Substances 0.000 description 12
- 239000004800 polyvinyl chloride Substances 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 239000004417 polycarbonate Substances 0.000 description 8
- 229920000139 polyethylene terephthalate Polymers 0.000 description 8
- 239000005020 polyethylene terephthalate Substances 0.000 description 8
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 8
- 239000005062 Polybutadiene Substances 0.000 description 7
- 229920000092 linear low density polyethylene Polymers 0.000 description 7
- 239000004707 linear low-density polyethylene Substances 0.000 description 7
- 229960003742 phenol Drugs 0.000 description 7
- 229920000915 polyvinyl chloride Polymers 0.000 description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 7
- 229920001169 thermoplastic Polymers 0.000 description 7
- 239000004416 thermosoftening plastic Substances 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- 150000001993 dienes Chemical class 0.000 description 6
- 229920002857 polybutadiene Polymers 0.000 description 6
- 229920002959 polymer blend Polymers 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- 230000009471 action Effects 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 229920002292 Nylon 6 Polymers 0.000 description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000003607 modifier Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229920001707 polybutylene terephthalate Polymers 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 229920005669 high impact polystyrene Polymers 0.000 description 3
- 239000004797 high-impact polystyrene Substances 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000004594 Masterbatch (MB) Substances 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-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
- 239000006096 absorbing agent Substances 0.000 description 2
- 229920000800 acrylic rubber Polymers 0.000 description 2
- 230000003679 aging effect Effects 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 229920000554 ionomer Polymers 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 238000010094 polymer processing Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000005033 polyvinylidene chloride Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 229920001935 styrene-ethylene-butadiene-styrene Polymers 0.000 description 2
- FBWNMEQMRUMQSO-UHFFFAOYSA-N tergitol NP-9 Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 FBWNMEQMRUMQSO-UHFFFAOYSA-N 0.000 description 2
- 239000012815 thermoplastic material Substances 0.000 description 2
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- BLDFSDCBQJUWFG-UHFFFAOYSA-N 2-(methylamino)-1,2-diphenylethanol Chemical compound C=1C=CC=CC=1C(NC)C(O)C1=CC=CC=C1 BLDFSDCBQJUWFG-UHFFFAOYSA-N 0.000 description 1
- ROGIGVJNMOMGKV-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]acetic acid Chemical compound CC(C)(C)C1=CC(CSCC(O)=O)=CC(C(C)(C)C)=C1O ROGIGVJNMOMGKV-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 description 1
- FLZYQMOKBVFXJS-UHFFFAOYSA-N 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoic acid Chemical compound CC1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O FLZYQMOKBVFXJS-UHFFFAOYSA-N 0.000 description 1
- YCGKJPVUGMBDDS-UHFFFAOYSA-N 3-(6-azabicyclo[3.1.1]hepta-1(7),2,4-triene-6-carbonyl)benzamide Chemical compound NC(=O)C1=CC=CC(C(=O)N2C=3C=C2C=CC=3)=C1 YCGKJPVUGMBDDS-UHFFFAOYSA-N 0.000 description 1
- LQEJUZYOHSSEDB-UHFFFAOYSA-N 3-(aminomethyl)-2,4,6-trimethylphenol Chemical compound CC1=CC(C)=C(CN)C(C)=C1O LQEJUZYOHSSEDB-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/005—Stabilisers against oxidation, heat, light, ozone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
-
- C—CHEMISTRY; METALLURGY
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- C08K5/00—Use of organic ingredients
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
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- 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
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- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
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Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.反応基を少なくとも1個含む化合物である立体障害性フェノール、立体障害 性アミン、ラクトン、スルフィド、ホスフィット、ベンゾトリアゾール、ベンゾ フェノンおよび2−(2−ヒドロキシフェニル)−1,3,5−トリアジンから なる群から選択された化合物と相溶剤とを反応させることにより得ることが可能 なポリマー化合物を混入することによりプラスチックまたはプラスチック組成物 を安定化させると同時に相相溶化させるための方法。 2.立体障害性フェノールが次式I (式中、R1およびR2はそれぞれ互いに独立して水素原子、炭素原子数1ないし 25のアルキル基、未置換の、またはOHもしくは/および炭素原子数1ないし 4のアルキル基により芳香環において一回もしくは数回置換されたフェニル−炭 素原子数1ないし3のアルキル基、未置換の、または炭素原子数1ないし4のア ルキル−置換炭素原子数5ないし12のシクロアルキル基あるいはフェニル基を 表し; nは1、2または3であり; EはOH、SH、NHR3、SO3H、COOH、−CH=CH2、 を表し; mは0または1であり; R3は水素原子または炭素原子数1ないし9のアルキル基を表し; R4は炭素原子数1ないし12のアルキル基、または未置換の、もしくは1個ま たは数個の炭素原子数1ないし4のアルキル基、ハロゲン原子もしくは/および 炭素原子数1ないし18のアルコキシ基により置換されたフェニル基を表し; EがOH、SHまたは−CH=CH2を表す場合、Aは−CXH2X−、−CH2− S−CH2CH2−、−CqH2q−(CO)−O−CpH2p−、−CqH2q−(CO )−NH−CpH2p−または−CqH2q−(CO)−O−CpH2p−S−CqH2q− を表し; xは0ないし8の数であり; pは2ないし8の数であり; qは0ないし3の数であり; R1およびnは上記で定義された通りであるか;あるいは EがNHR3を表す場合、Aは−CXH2X−または−CqH2q−(CO)−NH− CpH2p−を表し、ここではx、pおよびqは上述された意味を有するか;ある いは EがCOOHまたはSO3Hを表す場合、Aは−CXH2X−、−CH2−S−CH2 −または−CH2−S−CH2CH2−を表し、ここではxは上述された意味を有 するか;あるいは Eが を表す場合、Aは直接結合、−CqH2q−(CO)m−O−CH2−または−CXH2X −S−CH2−を表し、ここではq、m、x、R1およびR2は上述された意味 を有するか; Eが を表す場合、Aは−CH2−を表す。)で表される化合物である請求項1記載の 方法。 3.立体障害性アミンが次式II、IIaまたはIIb(式中、R8は水素原子、炭素原子数1ないし25のアルキル基、炭素原子数2 ないし20のアルケニル基、炭素原子数2ないし20のアルキニル基、炭素原子 数1ないし20のアルコキシ基、フェニル−炭素原子数1ないし3のアルキル基 、炭素原子数5ないし12のシクロアルキル基、炭素原子数5ないし8のシクロ アルコキシ基、フェニル基、ナフチル基、ヒドロキシエチル基、CO−炭素原子 数1ないし25のアルキル基、CO−フェニル基、CO−ナフチル基、CO−フ ェニル−炭素原子数1ないし3のアルキル基、O−CO−炭素原子数1ないし2 0のアルキル基または炭素原子数1ないし6のアルキル−S−炭素原子数1ない し6のアルキル基、炭素原子数1ないし6のアルキル−O−炭素原子数1ないし 6のアルキル基、炭素原子数1ないし6のアルキル−(CO)−炭素原子数1な いし6のアルキル基、 を表し; wは1ないし10の数であり; Yは単結合、炭素原子数1ないし25のアルキレン基、フェニレン基、ビフェニ レン基、ナフチレン基、−O−炭素原子数1ないし25のアルキレン基、−NR9 −、−O−または を表し; Zは水素原子、−COOR9、−NH2、−OR9、ヒドロキシエチル基、を表し; R9は水素原子または炭素原子数1ないし12のアルキル基を表し; R10はR8と同様の定義を有する。)で表される化合物である請求項1記載の方 法。 4.ラクトンが次式III (式中、R11、R12、R12aおよびR13はそれぞれ互いに独立して水素原子、炭 素原子数1ないし25のアルキル基、フェニル−炭素原子数1ないし3のアルキ ル基、炭素原子数5ないし12のシクロアルキル基またはフェニル基を表し;そ して GはOH、OCH2CH2OH、 または−OCH2COOHを表す。)で表される化合物である請求項1記載の方 法。 5.スルフィドが次式IV R15−S−R16 (IV) (式中、R15は炭素原子数1ないし18のアルキル基、ベンジル基、フェニル基 または を表し;そして R16は−CH2CH2OH、 −CH2COOHまたは−CH2CH2COOHを表し;そして R17は炭素原子数1ないし18のアルキル基、または未置換の、もしくは炭素原 子数1ないし4のアルキル−置換フェニル基を表す。)で表される化合物である 請求項1記載の方法。 6.ホスフィットが次式V (式中、R16aは−CH2CH2OHまたは−CH2CH2COOHを表し:そして R17aは炭素原子数1ないし18のアルキル基、または未置換の、もしくは炭素 原子数1ないし4のアルキル−置換フェニル基を表す。)で表される化合物であ る請求項1記載の方法。 7.ベンゾトリアゾール、ベンゾフェノンおよび2,4,6−トリアリール−1 ,3,5−トリアジンが次式VI、VIa、VIbまたはVIc (式中、R18は−(CH2)t−R20、 またはNH2を表し; R19は炭素原子数1ないし12のアルキル基、α,α−ジメチルベンジル基また は基 を表し; R20は−OH、−SH、−NHR30、−SO3H、−COOR21、−CH=CH2 、 または−(CO)−NH−(CH2)u−NCOを表し; R21は水素原子、 または−CH2−CH(OH)−CH2−O−(CO)−R22を表し; R22は炭素原子数1ないし4のアルキル基またはフェニル基を表し; R23およびR24はそれぞれ互いに独立して水素原子または炭素原子数1ないし4 のアルキル基を表し; R25は水素原子、−(CH2)u−OH、 −(CH2)uCOOHまたは−(CO)−NH−(CH2)u−NCOを表し; R26は水素原子、OHまたは炭素原子数1ないし12のアルコキシ基を表し; R27は水素原子またはOHを表し; R28は水素原子またはを表し; R29は水素原子またはハロゲン原子を表し; R30は水素原子または炭素原子数1ないし9のアルキル基を表し; mは0または1であり; tは0ないし6の数であり; uは2ないし12の数である。)で表される化合物である請求項1記載の方法。 8.相溶剤化合物が酸基、酸無水物基、エステル基、エポキシ基もしくはアルコ ール基を含むポリマーであるか、または相溶剤化合物がポリエチレン、ポリプロ ピレン、酢酸ビニルまたはスチレンとアクリル酸とのコポリマーもしくはターポ リマーである請求項1記載の方法。 9.相溶剤化合物が、アクリル酸(AA)官能性、メタクリル酸グリシジル(G MA)官能性、メタクリル酸(MAA)官能性、マレイン酸無水物(MAH)官 能性またはビニルアルコール(VA)官能性を有するポリマーである請求項8記 載の方法。 10.相溶剤化合物が、ポリエチレンアクリル酸(PE−AA)、ポリエチレン メタクリル酸グリシジル(PE−GMA)、ポリエチレンメタクリル酸(PE− MAA)もしくはポリエチレンマレイン酸無水物(PE−MAH)からなるコポ リマー、またはポリエチレンおよび酢酸ビニルとアクリル酸とのターポリマー、 またはポリエチレンおよびアクリレートとアクリル酸とのターポリマーである請 求項8記載の方法。 11.相溶剤化合物が、マレイン酸無水物をグラフト化したポリエチレン酢酸ビ ニル(MAH−g−PE−酢酸ビニル)、マレイン酸無水物をグラフト化した低 粘度ポリエチレン(MAH−g−LDPE)、マレイン酸無水物をグラフト化し た高密度ポリエチレン(MAH−g−HDPE)、マレイン酸無水物をグラフト 化した線状低密度ポリエチレン(MAH−g−LLDPE)、アクリル酸をグラ フト化したポリプロピレン(AA−g−PP)、メタクリル酸グリシジルをグラ フト化したポリプロピレン(GMA−g−PP)、マレイン酸無水物をグラフト 化したポリプロピレン(MAH−g−PP)、マレイン酸無水物をグラフト化し たエチレン/プロピレンターポリマー(MAH−g−EPDM)、マレイン酸無 水物をグラフト化したエチレン/プロピレンゴム(MAH−g−EPM)および マレイン酸無水物をグラフト化したポリエチレン/ポリプロピレンコポリマー( MAH−g−PE/PP)からなる群から選択されたグラフトポリエチレンまた はポリプロピレンコポリマーである請求項8記載の方法。 12.相溶剤化合物が、マレイン酸無水物によりグラフト化されたスチレン/ア クリロニトリル(SAN−g−MAH)、スチレン/マレイン酸無水物/メタク リル酸メチル、マレイン酸無水物によりグラフト化されたスチレン/ブタジエン /スチレンブロックコポリマー(SBS−g−MAH)、マレイン酸無水物によ りグラフト化されたスチレン/エチレン/プロピレン/スチレンブロックコポリ マー(SEPS−g−MAH)、マレイン酸無水物によりグラフト化されたスチ レン/エチレン/ブタジエン/スチレンブロックコポリマー(SEBS−g−M AH)およびアクリル酸/ポリエチレン/ポリスチレンターポリマー(AA−P E−PS−ターポリマー)からなる群から選択されたグラフトスチレンコ−また はターポリマーである請求項8記載の方法。 13.相溶剤化合物がビニルアルコールコポリマーである請求項8記載の方法。 14.安定化されるポリマーが少なくとも2種の異なるポリマーである請求項1 記載の方法。 15.安定化されるポリマーが再利用材料である請求項1記載の方法。 16.次式I (式中、R1およびR2はそれぞれ互いに独立して水素原子、炭素原子数1ないし 25のアルキル基、未置換の、またはOHもしくは/および炭素原子数1ないし 4のアルキル基により芳香環において一回もしくは数回置換されたフェニル−炭 素原子数1ないし3のアルキル基、未置換の、または炭素原子数1ないし4のア ルキル−置換炭素原子数5ないし12のシクロアルキル基あるいはフェニル基を 表し; nは1、2または3であり; EはOH、SH、NHR3、SO3H、COOH、−CH=CH2、 を表し; mは0または1であり; R3は水素原子または炭素原子数1ないし9のアルキル基を表し; R4は炭素原子数1ないし12のアルキル基、または未置換の、もしくは1個ま たは数個の炭素原子数1ないし4のアルキル基、ハロゲン原子もしくは/および 炭素原子数1ないし18のアルコキシ基により置換されたフェニル基を表し; EがOH、SHまたは−CH=CH2を表す場合、Aは−CXH2X−、−CH2− S−CH2CH2−、−CqH2q−(CO)−O−CpH2p−、−CqH2q−(CO )−NH−CpH2p−または−CqH2q−(CO)−O−CpH2p−S−CqH2q− を表し; xは0ないし8の数であり; pは2ないし8の数であり; qは0ないし3の数であり; R1およびnは上記で定義された通りであるか;あるいは Eが−NHR3を表す場合、Aは−CXH2X−または−CqH2q−(CO)−NH −CpH2p−を表し、ここではx、pおよびqは上述された意味を有するか;あ るいは EがCOOHまたはSO3Hを表す場合、Aは−CXH2X−、−CH2−S−CH2 −または−CH2−S−CH2CH2−を表し、ここではxは上述された意味を有 するか;あるいは Eが を表す場合、Aは直接結合、−CqH2q−(CO)−O−CH2−または−CXH2 X −S−CH2−を表し、ここではq、m、x、R1およびR2は上述された意味を 有するか; Eが を表す場合、Aは−CH2−を表す。)で表される立体障害性フェノール; または次式II、IIaまたはIIb (式中、R8は水素原子、炭素原子数1ないし25のアルキル基、炭素原子数2 ないし20のアルケニル基、炭素原子数2ないし20のアルキニル基、炭素原子 数1ないし20のアルコキシ基、フェニル−炭素原子数1ないし3のアルキル基 、炭素原子数5ないし12のシクロアルキル基、炭素原子数5ないし8のシクロ アルコキシ基、フェニル基、ナフチル基、ヒドロキシエチル基、CO−炭素原子 数1ないし25のアルキル基、CO−フェニル基、CO−ナフチル基、CO−フ ェニル−炭素原子数1ないし3のアルキル基、O−CO−炭素原子数1ないし2 0のアルキル基または炭素原子数1ないし6のアルキル−S−炭素原子数1ない し6のアルキル基、炭素原子数1ないし6のアルキル−O−炭素原子数1ないし 6のアルキル基、炭素原子数1ないし6のアルキル−(CO)−炭素原子数1な いし6のアルキル基、 を表し; wは1ないし10の数であり; Yは単結合、炭素原子数1ないし25のアルキレン基、フェニレン基、ビフェニ レン基、ナフチレン基、−O−炭素原子数1ないし25のアルキレン基、−NR9 −、−O−または を表し; Zは水素原子、−COOR9、−NH2、−OR9、ヒドロキシエチル基、 を表し; R9は水素原子または炭素原子数1ないし12のアルキル基を表し; R10はR8と同様の定義を有する。)で表される立体障害性アミン; または次式III (式中、R11、R12、R12aおよびR13はそれぞれ互いに独立して水素原子、炭 素原子数1ないし25のアルキル基、フェニル−炭素原子数1ないし3のアルキ ル基、炭素原子数5ないし12のシクロアルキル基またはフェニル基を表し;そ して GはOH、OCH2CH2OH、 または−OCH2COOHを表す。)で表されるラクトン; または次式IV R15−S−R16 (IV) (式中、R15は炭素原子数1ないし18のアルキル基、ベンジル基、フェニル基 または を表し;そして R16は−CH2CH2OH、 −CH2COOHまたは−CH2CH2COOHを表し;そして R17は炭素原子数1ないし18のアルキル基、または未置換の、もしくは炭素原 子数1ないし4のアルキル−置換フェニル基を表す。)で表されるスルフィド; または次式V (式中、R16aは−CH2CH2OHまたは−CH2CH2COOHを表し;そして R17aは炭素原子数1ないし18のアルキル基、または未置換の、もしくは炭素 原子数1ないし4のアルキル−置換フェニル基を表す。)で表されるホスフィッ ト; または次式VI、VIa、VIbもしくはVIc(式中、R18は−(CH2)t−R20、 またはNH2を表し; R19は炭素原子数1ないし12のアルキル基、α,α−ジメチルベンジル基また は基 を表し; R20は−OH、−SH、−NHR30、−SO3H、−COOR21、−CH=CH2 、 または−(CO)−NH−(CH2)u−NCOを表し; R21は水素原子、 または−CH2−CH(OH)−CH2−O−(CO)−R22を表し; R22は炭素原子数1ないし4のアルキル基またはフェニル基を表し; R23およびR24はそれぞれ互いに独立して水素原子または炭素原子数1ないし4 のアルキル基を表し; R25は水素原子、−(CH2)u−OH、 −(CH2)uCOOHまたは−(CO)−NH−(CH2)u−NCOを表し; R26は水素原子、OHまたは炭素原子数1ないし12のアルコキシ基を表し; R27は水素原子またはOHを表し; R28は水素原子または を表し; R29は水素原子またはハロゲン原子を表し; R30は水素原子または炭素原子数1ないし9のアルキル基を表し; mは0または1であり: tは0ないし6の数であり; uは2ないし12の数である。)で表されるベンゾトリアゾール、ベンゾフェノ ンおよび2,4,6−トリアリール−1,3,5−トリアジンと相溶剤化合物を 反応させることにより得ることが可能な化合物。 17.プラスチックまたはプラスチック組成物において、安定剤として、そして 同時に相相溶剤として請求項16記載の化合物を使用する方法。
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| EP96810726.8 | 1996-10-31 | ||
| EP96810726 | 1996-10-31 | ||
| PCT/EP1997/005782 WO1998018830A1 (en) | 1996-10-31 | 1997-10-20 | Functionalised polymers |
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| JP2008098772A Division JP5236338B2 (ja) | 1996-10-31 | 2008-04-04 | ポリマーを機能化するための化合物 |
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| Country | Link |
|---|---|
| US (4) | US6362278B1 (ja) |
| EP (1) | EP0935619B1 (ja) |
| JP (2) | JP4174688B2 (ja) |
| KR (1) | KR100496132B1 (ja) |
| CN (1) | CN1289537C (ja) |
| AT (1) | ATE202366T1 (ja) |
| AU (1) | AU723065B2 (ja) |
| BR (1) | BR9712617A (ja) |
| CA (1) | CA2268884C (ja) |
| CZ (1) | CZ149799A3 (ja) |
| DE (1) | DE69705317T2 (ja) |
| ES (1) | ES2158594T3 (ja) |
| WO (1) | WO1998018830A1 (ja) |
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| JP2012503061A (ja) * | 2008-09-19 | 2012-02-02 | アルケマ フランス | ポリマーの相溶性を高める方法 |
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| JP3816697B2 (ja) | 1999-07-07 | 2006-08-30 | 大日精化工業株式会社 | 重合体が結合した機能剤、その製造方法、それらの使用方法及びそれらを使用した物品 |
| CA2434805A1 (en) * | 2001-01-16 | 2002-07-25 | Arnco Corporation | Flame retardant shaped articles |
| KR100848524B1 (ko) * | 2001-04-20 | 2008-07-25 | 덴끼 가가꾸 고교 가부시키가이샤 | 라텍스 조성물 |
| US7179480B2 (en) | 2002-04-24 | 2007-02-20 | 3M Innovative Properties Company | Sustained release microcapsules |
| US20060201544A1 (en) * | 2002-12-16 | 2006-09-14 | Isao Inoue | Filler sheet for solar cell module, and solar cell module using the same |
| WO2005066141A1 (en) * | 2003-12-25 | 2005-07-21 | Council Of Scientific & Industrial Research | Antiozonant based functionalized benzotriazole uv absorbers and the process thereof |
| US7371793B2 (en) * | 2004-03-15 | 2008-05-13 | Exxonmobil Chemical Patents Inc. | Nanocomposite comprising stabilization functionalized thermoplastic polyolefins |
| MY143758A (en) * | 2004-09-13 | 2011-07-15 | Ciba Holding Inc | Polyolefin articles |
| KR100694456B1 (ko) | 2004-10-20 | 2007-03-12 | 주식회사 엘지화학 | 열가소성 수지 조성물 및 그의 제조방법 |
| KR100673770B1 (ko) * | 2005-08-19 | 2007-01-24 | 제일모직주식회사 | 내충격성과 유동성이 우수한 스티렌계 열가소성 수지조성물 |
| CA2622860A1 (en) * | 2005-09-28 | 2007-04-12 | Klaus Stoll | Process for improving the flow properties of polymer melts |
| EP1928938A1 (en) * | 2005-09-30 | 2008-06-11 | Ciba Holding Inc. | Microporous films |
| DE102012022482A1 (de) | 2012-11-19 | 2014-05-22 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Polymerzusammensetzung mit verbesserter Langzeitstabilität, hieraus hergestellte Formteile sowie Verwendungszwecke |
| DE102013005307A1 (de) | 2013-03-25 | 2014-09-25 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verwendung von organischen Oxyimiden als Flammschutzmittel für Kunststoffe sowie flammgeschützte Kunststoffzusammensetzung und hieraus hergestelltem Formteil |
| DE102014210214A1 (de) | 2014-05-28 | 2015-12-03 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verwendung von Oxyimid-enthaltenden Copolymeren oder Polymeren als Flammschutzmittel, Stabilisatoren, Rheologiemodifikatoren für Kunststoffe, Initiatoren für Polymerisations- und Pfropfprozesse, Vernetzungs- oder Kopplungsmittel sowie solche Copolymere oder Polymere enthaltende Kunststoffformmassen |
| DE102014211276A1 (de) | 2014-06-12 | 2015-12-17 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verwendung von Hydroxybenzotriazol-Derivaten und/oder Hydroxy-Indazol-Derivaten als Flammschutzmittel für Kunststoffe sowie flammgeschützte Kunststoffformmasse |
| CN112126060B (zh) * | 2019-06-25 | 2022-05-31 | 北京天罡助剂有限责任公司 | 一种聚合型高分子空间位阻胺及其制备方法 |
| EP4114871A4 (en) * | 2020-03-03 | 2024-05-22 | Advanced Polyolefin Technologies LLC | FUNCTIONAL POLYOLEFIN POLYMERS AND PRODUCTION THEREOF |
| WO2022178377A1 (en) * | 2021-02-22 | 2022-08-25 | Board Of Trustees Of Michigan State University | Reactive functionalization of carbon-carbon backbone polymers and related compositions |
| WO2023034552A1 (en) * | 2021-09-03 | 2023-03-09 | Advanced Polyolefin Technologies Llc | Polyolefin polymer incorporating hindered phenol and manufacture thereof |
| DE102022201632A1 (de) | 2022-02-16 | 2023-08-17 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung eingetragener Verein | Polymere Stabilisatoren auf Basis von Syringasäure, Vanillinsäure, lsovanillinsäure oder 5-Hydroxyveratrumsäure, Kunststoffzusammensetzung, Verfahren zur Stabiliserung einer Kunststoffzusammensetzung sowie Stabilisatorzusammensetzung |
| KR102482951B1 (ko) * | 2022-09-29 | 2022-12-29 | 주식회사 케이리사이클링 | 연포장재 폐필름 재활용을 위한 상용화제 조성물 및 이를 이용한 재생 플라스틱 팔렛트 제조방법 |
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| US5834544A (en) * | 1997-10-20 | 1998-11-10 | Uniroyal Chemical Company, Inc. | Organic materials stabilized by compounds containing both amine and hindered phenol functional functionalities |
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1997
- 1997-10-20 JP JP52000198A patent/JP4174688B2/ja not_active Expired - Fee Related
- 1997-10-20 AU AU51879/98A patent/AU723065B2/en not_active Ceased
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- 1997-10-20 DE DE69705317T patent/DE69705317T2/de not_active Expired - Lifetime
- 1997-10-20 BR BR9712617-9A patent/BR9712617A/pt not_active Application Discontinuation
- 1997-10-20 WO PCT/EP1997/005782 patent/WO1998018830A1/en not_active Ceased
- 1997-10-20 CZ CZ991497A patent/CZ149799A3/cs unknown
- 1997-10-20 US US09/284,840 patent/US6362278B1/en not_active Expired - Lifetime
- 1997-10-20 EP EP97946748A patent/EP0935619B1/en not_active Expired - Lifetime
- 1997-10-20 ES ES97946748T patent/ES2158594T3/es not_active Expired - Lifetime
- 1997-10-20 KR KR10-1999-7003379A patent/KR100496132B1/ko not_active Expired - Fee Related
- 1997-10-20 AT AT97946748T patent/ATE202366T1/de not_active IP Right Cessation
- 1997-10-20 CN CNB971994064A patent/CN1289537C/zh not_active Expired - Fee Related
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2001
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2004
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2007
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012503061A (ja) * | 2008-09-19 | 2012-02-02 | アルケマ フランス | ポリマーの相溶性を高める方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE69705317D1 (de) | 2001-07-26 |
| US7807757B2 (en) | 2010-10-05 |
| AU5187998A (en) | 1998-05-22 |
| DE69705317T2 (de) | 2001-12-06 |
| US6362278B1 (en) | 2002-03-26 |
| WO1998018830A1 (en) | 1998-05-07 |
| US7300978B2 (en) | 2007-11-27 |
| US20080051521A1 (en) | 2008-02-28 |
| JP4174688B2 (ja) | 2008-11-05 |
| ATE202366T1 (de) | 2001-07-15 |
| AU723065B2 (en) | 2000-08-17 |
| JP5236338B2 (ja) | 2013-07-17 |
| US20020123577A1 (en) | 2002-09-05 |
| CZ149799A3 (cs) | 1999-07-14 |
| CA2268884C (en) | 2008-03-18 |
| KR20000049270A (ko) | 2000-07-25 |
| CN1289537C (zh) | 2006-12-13 |
| CA2268884A1 (en) | 1998-05-07 |
| EP0935619B1 (en) | 2001-06-20 |
| EP0935619A1 (en) | 1999-08-18 |
| BR9712617A (pt) | 1999-10-26 |
| CN1235612A (zh) | 1999-11-17 |
| KR100496132B1 (ko) | 2005-06-17 |
| US20040167291A1 (en) | 2004-08-26 |
| JP2008174758A (ja) | 2008-07-31 |
| ES2158594T3 (es) | 2001-09-01 |
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