JP5308165B2 - ポリマーのための安定剤組成物 - Google Patents
ポリマーのための安定剤組成物 Download PDFInfo
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- JP5308165B2 JP5308165B2 JP2008552776A JP2008552776A JP5308165B2 JP 5308165 B2 JP5308165 B2 JP 5308165B2 JP 2008552776 A JP2008552776 A JP 2008552776A JP 2008552776 A JP2008552776 A JP 2008552776A JP 5308165 B2 JP5308165 B2 JP 5308165B2
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- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- tert
- butyl
- bis
- 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.)
- Expired - Fee Related
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- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 229920000642 polymer Polymers 0.000 title claims description 30
- 239000003381 stabilizer Substances 0.000 title claims description 8
- 239000006096 absorbing agent Substances 0.000 claims abstract description 38
- 150000001412 amines Chemical class 0.000 claims abstract description 28
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 27
- 239000004611 light stabiliser Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 8
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 201
- -1 aliphatic tertiary amine Chemical class 0.000 claims description 132
- 125000000217 alkyl group Chemical group 0.000 claims description 109
- 150000001875 compounds Chemical class 0.000 claims description 16
- VMRIVYANZGSGRV-UHFFFAOYSA-N 4-phenyl-2h-triazin-5-one Chemical class OC1=CN=NN=C1C1=CC=CC=C1 VMRIVYANZGSGRV-UHFFFAOYSA-N 0.000 claims description 13
- 229920002873 Polyethylenimine Polymers 0.000 claims description 10
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 claims description 9
- PQJZHMCWDKOPQG-UHFFFAOYSA-N 2-anilino-2-oxoacetic acid Chemical class OC(=O)C(=O)NC1=CC=CC=C1 PQJZHMCWDKOPQG-UHFFFAOYSA-N 0.000 claims description 6
- ZCILGMFPJBRCNO-UHFFFAOYSA-N 4-phenyl-2H-benzotriazol-5-ol Chemical compound OC1=CC=C2NN=NC2=C1C1=CC=CC=C1 ZCILGMFPJBRCNO-UHFFFAOYSA-N 0.000 claims description 6
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 4
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical class C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 3
- JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical class C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 claims description 3
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000002530 phenolic antioxidant Substances 0.000 claims description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 4
- 235000015278 beef Nutrition 0.000 claims 4
- 239000003760 tallow Substances 0.000 claims 4
- 150000004985 diamines Chemical class 0.000 claims 2
- 238000002156 mixing Methods 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 abstract description 16
- 229920000098 polyolefin Polymers 0.000 abstract description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical class C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 44
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 38
- 229920001577 copolymer Polymers 0.000 description 34
- 125000002947 alkylene group Chemical group 0.000 description 29
- 125000003545 alkoxy group Chemical group 0.000 description 26
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 26
- 125000003884 phenylalkyl group Chemical group 0.000 description 25
- 125000003342 alkenyl group Chemical group 0.000 description 23
- 125000000753 cycloalkyl group Chemical group 0.000 description 19
- 229910052757 nitrogen Inorganic materials 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 17
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- 239000004702 low-density polyethylene Substances 0.000 description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 15
- 125000005843 halogen group Chemical group 0.000 description 15
- 229910052717 sulfur Inorganic materials 0.000 description 15
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 14
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- 239000011593 sulfur Substances 0.000 description 14
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- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 229910052801 chlorine Inorganic materials 0.000 description 12
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
- 239000004952 Polyamide Substances 0.000 description 10
- 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 10
- 229920002647 polyamide Polymers 0.000 description 10
- 125000001309 chloro group Chemical group Cl* 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 9
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 8
- 239000012964 benzotriazole Substances 0.000 description 8
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
- 230000015556 catabolic process Effects 0.000 description 8
- 238000006731 degradation reaction Methods 0.000 description 8
- 235000019441 ethanol Nutrition 0.000 description 8
- 239000004700 high-density polyethylene Substances 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 229920002857 polybutadiene Polymers 0.000 description 8
- 239000004417 polycarbonate Substances 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- 239000005062 Polybutadiene Substances 0.000 description 7
- 125000004450 alkenylene group Chemical group 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- BFMKFCLXZSUVPI-UHFFFAOYSA-N ethyl but-3-enoate Chemical compound CCOC(=O)CC=C BFMKFCLXZSUVPI-UHFFFAOYSA-N 0.000 description 7
- 238000001125 extrusion Methods 0.000 description 7
- 229920001903 high density polyethylene Polymers 0.000 description 7
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 7
- 229920006324 polyoxymethylene Polymers 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 6
- 239000004721 Polyphenylene oxide Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 5
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical compound C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 229920006380 polyphenylene oxide Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- SWZDQOUHBYYPJD-UHFFFAOYSA-N tridodecylamine Chemical compound CCCCCCCCCCCCN(CCCCCCCCCCCC)CCCCCCCCCCCC SWZDQOUHBYYPJD-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 4
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 4
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical class CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 4
- KXPXKNBDCUOENF-UHFFFAOYSA-N 2-(Octylthio)ethanol Chemical compound CCCCCCCCSCCO KXPXKNBDCUOENF-UHFFFAOYSA-N 0.000 description 4
- ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
- CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 150000001721 carbon Chemical group 0.000 description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
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- 125000004956 cyclohexylene group Chemical group 0.000 description 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 4
- 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 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
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- 239000002917 insecticide Substances 0.000 description 4
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- FPQJEXTVQZHURJ-UHFFFAOYSA-N n,n'-bis(2-hydroxyethyl)oxamide Chemical compound OCCNC(=O)C(=O)NCCO FPQJEXTVQZHURJ-UHFFFAOYSA-N 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
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- 239000000126 substance Substances 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 4
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- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- ONTODYXHFBKCDK-UHFFFAOYSA-N 2-(2,4-dimethylphenyl)-1,3,5-triazine Chemical compound CC1=CC(C)=CC=C1C1=NC=NC=N1 ONTODYXHFBKCDK-UHFFFAOYSA-N 0.000 description 3
- JLZIIHMTTRXXIN-UHFFFAOYSA-N 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O JLZIIHMTTRXXIN-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 229920002943 EPDM rubber Polymers 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 3
- 229920002396 Polyurea Polymers 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
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- 239000007983 Tris buffer Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000005037 alkyl phenyl group Chemical group 0.000 description 3
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- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 3
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
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- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 3
- 125000002704 decyl 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])* 0.000 description 3
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
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- 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 description 3
- UONLDZHKYCFZRW-UHFFFAOYSA-N n-[6-[formyl-(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-n-(2,2,6,6-tetramethylpiperidin-4-yl)formamide Chemical compound C1C(C)(C)NC(C)(C)CC1N(C=O)CCCCCCN(C=O)C1CC(C)(C)NC(C)(C)C1 UONLDZHKYCFZRW-UHFFFAOYSA-N 0.000 description 3
- 125000001400 nonyl 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])[H] 0.000 description 3
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- 239000000843 powder Substances 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 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 description 3
- 238000003756 stirring Methods 0.000 description 3
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- 229940068886 polyethylene glycol 300 Drugs 0.000 description 1
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- 229920001228 polyisocyanate Polymers 0.000 description 1
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- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920001470 polyketone Polymers 0.000 description 1
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- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
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- 238000003825 pressing Methods 0.000 description 1
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- 238000010526 radical polymerization reaction Methods 0.000 description 1
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- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
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- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 239000004299 sodium benzoate Substances 0.000 description 1
- IJRHDFLHUATAOS-DPMBMXLASA-M sodium ricinoleate Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O IJRHDFLHUATAOS-DPMBMXLASA-M 0.000 description 1
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- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
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- NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
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- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-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
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
-
- 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
- C08L23/06—Polyethene
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/20—Carboxylic acid amides
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/02—Polyamines
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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| PCT/EP2007/050579 WO2007088114A1 (en) | 2006-02-01 | 2007-01-22 | Stabilizer composition for polymers |
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| EC (1) | ECSP088659A (enExample) |
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| BRPI0819786A2 (pt) * | 2007-12-03 | 2015-05-05 | Basf Se | Forma crsitalina, processos para a preparação da forma cristalina e para estabilizar um material orgânico contra degradação induzida pela luz, mistura estabilizadora, composição, e, artigo feito de uma composição |
| WO2009112425A1 (en) * | 2008-03-12 | 2009-09-17 | Basf Se | An optical film for a flat panel display |
| WO2009135813A1 (en) * | 2008-05-07 | 2009-11-12 | Basf Se | Degradable material |
| WO2010004901A1 (ja) * | 2008-07-10 | 2010-01-14 | 株式会社Adeka | 光学フィルム |
| US7947768B2 (en) * | 2009-03-02 | 2011-05-24 | Saudi Arabian Oil Company | Ultraviolet (UV) radiation stability and service life of woven films of polypropylene (PP) tapes for the production of jumbo bags |
| EP2467878A1 (en) | 2009-08-18 | 2012-06-27 | Basf Se | An uv-stabilized photovoltaic module |
| EP2550321A1 (en) * | 2010-03-25 | 2013-01-30 | Basf Se | Flame retardant compositions of phosphinic acid salts and nitroxyl derivatives |
| US20110237715A1 (en) * | 2010-03-25 | 2011-09-29 | Basf Se | Flame retardant compositions of phosphinic acid salts and nitroxyl derivatives |
| CN101864109B (zh) * | 2010-06-02 | 2012-07-25 | 王锦江 | 一种bopp薄膜用的复合型爽滑母料及其生产工艺 |
| JP2012036270A (ja) * | 2010-08-05 | 2012-02-23 | Mitsui Chemicals Inc | 4−メチル−1−ペンテン系重合体組成物 |
| JP5972887B2 (ja) | 2010-10-29 | 2016-08-17 | ダウ グローバル テクノロジーズ エルエルシー | ポリエチレン系延伸モノフィラメントおよび延伸ストリップならびにこれらの調製方法 |
| JP5654397B2 (ja) * | 2011-03-25 | 2015-01-14 | 株式会社Adeka | 太陽電池用封止膜 |
| US9543521B2 (en) | 2011-11-15 | 2017-01-10 | Basf Se | Organic semiconductor device and process for its production |
| KR101505241B1 (ko) * | 2012-03-16 | 2015-03-23 | (주)엘지하우시스 | Pvc 무독 창호용 합성수지 조성물 및 pvc 무독 창호 |
| EP2647664A1 (en) | 2012-04-04 | 2013-10-09 | Cytec Technology Corp. | Method for stabilizing polyolefin films against UV degradation |
| KR102092042B1 (ko) | 2013-01-24 | 2020-03-24 | 삼성디스플레이 주식회사 | 액정 표시 장치 및 이의 제조 방법 |
| CN103255491B (zh) * | 2013-05-31 | 2015-05-20 | 中国科学院长春应用化学研究所 | 聚酰亚胺纤维的制备方法 |
| EP2927273B1 (de) * | 2014-04-02 | 2017-06-07 | Ems-Patent Ag | Polyamidformmasse, hieraus hergestellte Formkörper sowie Verwendung der Polyamidformmassen |
| KR101856916B1 (ko) * | 2014-12-19 | 2018-05-10 | 아부 다비 폴리머스 씨오. 엘티디 (보르쥬) 엘엘씨. | 배터리 케이스를 위한 우세한 응력 백화 수행성 |
| CN106589514B (zh) * | 2015-10-20 | 2020-03-24 | 天罡新材料(廊坊)股份有限公司 | 一种光稳定剂组合物母粒及其制备方法和应用 |
| KR101993033B1 (ko) * | 2016-08-02 | 2019-06-26 | (주)비피케미칼 | 고분자용 유동성 첨가제 및 이의 제조방법 |
| CN106565618A (zh) * | 2016-10-10 | 2017-04-19 | 常州大学 | 一种由α‑烯烃直接合成润滑油基础油的催化剂配体及其配合物以及制备方法和应用 |
| CN110621738B (zh) * | 2017-07-10 | 2020-08-25 | 宝理塑料株式会社 | 环状烯烃树脂组合物 |
| EP3578599A1 (en) * | 2018-06-08 | 2019-12-11 | Cytec Industries Inc. | Granular stabilizer compositions for use in polymer resins and methods of making same |
| WO2020003048A1 (en) * | 2018-06-25 | 2020-01-02 | Songwon Industrial Co., Ltd. | Polyolefine stabilizers with reduced fragmentation |
| CN109467903B (zh) * | 2018-10-30 | 2020-12-08 | 惠州市中海源新材料科技有限公司 | 一种充电桩用聚碳酸酯组合物 |
| EP4015088B1 (en) | 2019-08-19 | 2023-06-07 | Alfa Laval Corporate AB | Centrifugal separation system and method of operating a centrifugal separator |
| TWI867226B (zh) * | 2020-06-24 | 2024-12-21 | 日商住友電木股份有限公司 | 作為光學材料之受阻胺穩定型uv活性有機鈀催化聚環烯烴組成物 |
| US11807753B2 (en) * | 2020-10-28 | 2023-11-07 | Cpk Interior Products Inc. | Thermoplastic polyolefin-based slush powder compositions |
| JP7729077B2 (ja) * | 2021-06-08 | 2025-08-26 | コニカミノルタ株式会社 | 樹脂組成物及びその製造方法 |
| KR102702152B1 (ko) * | 2021-12-17 | 2024-09-04 | 주식회사 태광뉴텍 | 온실재배용 시설하우스 필름의 내구성 향상용 마스터 배치 조성물 |
| DE102023211970A1 (de) * | 2023-11-29 | 2025-06-05 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung eingetragener Verein | Verwendung von linear oder verzweigt aliphatischen sekundären und/oder tertiären Aminen, zur Stabilisierung von thermoplastischen Kunststoffen vorzugsweise Kunststoff-Rezyklaten gegen oxidativen, thermischen oder aktinischen Abbau, thermoplastische Kunststoffzusammensetzung, Verfahren zur Stabilisierung sowie Formteil |
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| DE1923747A1 (de) * | 1968-05-13 | 1969-12-11 | Hercules Inc | Stabilisierte Polyolefine |
| DE3673055D1 (de) * | 1985-05-02 | 1990-09-06 | Ciba Geigy Ag | Verfahren zum stabilisieren von kugelfoermig polymerisierten polyolefinen. |
| US5283367A (en) * | 1989-08-30 | 1994-02-01 | Ciba-Geigy Corporation | Substituted 1,4-diamino-2-butene stabilizers |
| WO1993003104A1 (en) | 1991-08-05 | 1993-02-18 | Eastman Kodak Company | Aqueous coating composition |
| DE69522652T2 (de) * | 1994-12-27 | 2002-07-04 | Solvay Polyolefins Europe - Belgium (S.A.), Bruessel/Bruxelles | Ethylenpolymer-Zusammensetzung |
| US6362258B1 (en) * | 1995-12-29 | 2002-03-26 | General Electric Company | Stabilized thermoplastic polymer composition |
| US5968485A (en) * | 1998-10-16 | 1999-10-19 | The Procter & Gamble Company | UV protection compositions |
| TWI273115B (en) * | 2000-12-12 | 2007-02-11 | Ciba Sc Holding Ag | Improved weatherability of flame retardant polyolefin |
| DE10129231A1 (de) * | 2001-06-19 | 2003-01-02 | Basf Ag | Stabilisierte thermoplastische Formmassen |
| ZA200301683B (en) * | 2002-03-04 | 2004-09-06 | Ciba Sc Holding Ag | Synergistic combinations of UV absorbers for pigmented polyolefins. |
| CO5410180A1 (es) * | 2002-10-22 | 2004-06-30 | Ciba Sc Holding Ag | Composicion y proceso para potenciar la produccion de bio-masa en invernaderos |
-
2007
- 2007-01-22 WO PCT/EP2007/050579 patent/WO2007088114A1/en not_active Ceased
- 2007-01-22 KR KR1020087018679A patent/KR101368176B1/ko not_active Expired - Fee Related
- 2007-01-22 CN CN2007800041832A patent/CN101379122B/zh not_active Expired - Fee Related
- 2007-01-22 JP JP2008552776A patent/JP5308165B2/ja not_active Expired - Fee Related
- 2007-01-22 ES ES07704047T patent/ES2398248T3/es active Active
- 2007-01-22 BR BRPI0707359A patent/BRPI0707359B1/pt not_active IP Right Cessation
- 2007-01-22 CA CA2636831A patent/CA2636831C/en not_active Expired - Fee Related
- 2007-01-22 MX MX2008009972A patent/MX304143B/es active IP Right Grant
- 2007-01-22 PT PT77040475T patent/PT1979406E/pt unknown
- 2007-01-22 PL PL07704047T patent/PL1979406T3/pl unknown
- 2007-01-22 US US12/223,141 patent/US8173728B2/en not_active Expired - Fee Related
- 2007-01-22 EP EP07704047A patent/EP1979406B1/en active Active
- 2007-01-30 TW TW096103272A patent/TWI425040B/zh not_active IP Right Cessation
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- 2008-07-13 IL IL192789A patent/IL192789A0/en active IP Right Grant
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Also Published As
| Publication number | Publication date |
|---|---|
| CN101379122B (zh) | 2012-09-26 |
| MX304143B (es) | 2012-10-09 |
| BRPI0707359A8 (pt) | 2018-04-03 |
| MA30219B1 (fr) | 2009-02-02 |
| IL192789A0 (en) | 2009-02-11 |
| ECSP088659A (es) | 2008-09-29 |
| US20100222471A1 (en) | 2010-09-02 |
| US8173728B2 (en) | 2012-05-08 |
| CA2636831A1 (en) | 2007-08-09 |
| CN101379122A (zh) | 2009-03-04 |
| EP1979406B1 (en) | 2012-10-24 |
| TWI425040B (zh) | 2014-02-01 |
| ZA200805900B (en) | 2009-10-28 |
| PL1979406T3 (pl) | 2013-03-29 |
| JP2009525370A (ja) | 2009-07-09 |
| CA2636831C (en) | 2014-08-12 |
| KR20080094670A (ko) | 2008-10-23 |
| PT1979406E (pt) | 2013-01-28 |
| BRPI0707359B1 (pt) | 2018-10-09 |
| MX2008009972A (es) | 2008-08-14 |
| EP1979406A1 (en) | 2008-10-15 |
| KR101368176B1 (ko) | 2014-03-14 |
| WO2007088114A1 (en) | 2007-08-09 |
| BRPI0707359A2 (pt) | 2011-05-03 |
| TW200740900A (en) | 2007-11-01 |
| ES2398248T3 (es) | 2013-03-14 |
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