JP2006501339A - Uv吸収剤の相乗的組合せ - Google Patents
Uv吸収剤の相乗的組合せ Download PDFInfo
- Publication number
- JP2006501339A JP2006501339A JP2004540677A JP2004540677A JP2006501339A JP 2006501339 A JP2006501339 A JP 2006501339A JP 2004540677 A JP2004540677 A JP 2004540677A JP 2004540677 A JP2004540677 A JP 2004540677A JP 2006501339 A JP2006501339 A JP 2006501339A
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- JP
- Japan
- Prior art keywords
- hydroxy
- compound
- tert
- alkyl
- 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.)
- Pending
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- 239000006096 absorbing agent Substances 0.000 title claims description 34
- 239000011885 synergistic combination Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 176
- 239000000203 mixture Substances 0.000 claims abstract description 173
- 239000003381 stabilizer Substances 0.000 claims abstract description 80
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 59
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 55
- 239000011368 organic material Substances 0.000 claims abstract description 16
- 239000012964 benzotriazole Substances 0.000 claims abstract description 13
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims abstract description 8
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 6
- 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 claims abstract description 6
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims abstract description 6
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 6
- HTTGVORJOBRXRJ-UHFFFAOYSA-N 2-(triazin-4-yl)phenol Chemical class OC1=CC=CC=C1C1=CC=NN=N1 HTTGVORJOBRXRJ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 5
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims abstract description 3
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims abstract description 3
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims abstract description 3
- -1 hydroxy, phenyl Chemical group 0.000 claims description 173
- 239000000654 additive Substances 0.000 claims description 56
- 150000001412 amines Chemical class 0.000 claims description 52
- 239000001257 hydrogen Substances 0.000 claims description 51
- 238000000576 coating method Methods 0.000 claims description 47
- 239000000463 material Substances 0.000 claims description 36
- 239000011248 coating agent Substances 0.000 claims description 35
- 239000008199 coating composition Substances 0.000 claims description 30
- 239000000049 pigment Substances 0.000 claims description 30
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 27
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
- 230000000996 additive effect Effects 0.000 claims description 26
- 239000000835 fiber Substances 0.000 claims description 24
- 239000011230 binding agent Substances 0.000 claims description 23
- 150000002431 hydrogen Chemical class 0.000 claims description 23
- 239000000047 product Substances 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- 229920001169 thermoplastic Polymers 0.000 claims description 18
- 239000004611 light stabiliser Substances 0.000 claims description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 239000003963 antioxidant agent Substances 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 239000007924 injection Substances 0.000 claims description 7
- 238000002347 injection Methods 0.000 claims description 7
- 125000004423 acyloxy group Chemical group 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 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 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 239000004745 nonwoven fabric Substances 0.000 claims description 5
- 239000002216 antistatic agent Substances 0.000 claims description 4
- 150000001565 benzotriazoles Chemical class 0.000 claims description 4
- 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 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 238000000518 rheometry Methods 0.000 claims description 4
- ZMWRRFHBXARRRT-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-bis(2-methylbutan-2-yl)phenol Chemical compound CCC(C)(C)C1=CC(C(C)(C)CC)=CC(N2N=C3C=CC=CC3=N2)=C1O ZMWRRFHBXARRRT-UHFFFAOYSA-N 0.000 claims description 3
- VQMHSKWEJGIXGA-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-6-dodecyl-4-methylphenol Chemical compound CCCCCCCCCCCCC1=CC(C)=CC(N2N=C3C=CC=CC3=N2)=C1O VQMHSKWEJGIXGA-UHFFFAOYSA-N 0.000 claims description 3
- ZSSVCEUEVMALRD-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy)phenol Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 ZSSVCEUEVMALRD-UHFFFAOYSA-N 0.000 claims description 3
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 3
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- 150000001298 alcohols Chemical class 0.000 claims description 3
- 239000006025 fining agent Substances 0.000 claims description 3
- XQAABEDPVQWFPN-UHFFFAOYSA-N octyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCC)=CC(N2N=C3C=CC=CC3=N2)=C1O XQAABEDPVQWFPN-UHFFFAOYSA-N 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
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- 238000005809 transesterification reaction Methods 0.000 claims description 3
- ARVUDIQYNJVQIW-UHFFFAOYSA-N (4-dodecoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 ARVUDIQYNJVQIW-UHFFFAOYSA-N 0.000 claims description 2
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 claims description 2
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 claims description 2
- NEAHJFGPHPHWND-UHFFFAOYSA-N 2-(2-phenylpropan-2-yl)-6-[5-(trifluoromethyl)benzotriazol-2-yl]-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound C=1C(C(C)(C)CC(C)(C)C)=CC(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C(O)C=1C(C)(C)C1=CC=CC=C1 NEAHJFGPHPHWND-UHFFFAOYSA-N 0.000 claims description 2
- KIPGIZCKZDHTJB-UHFFFAOYSA-N 2-(4-phenylphenyl)-1,3,5-triazine Chemical compound C1=CC=CC=C1C1=CC=C(C=2N=CN=CN=2)C=C1 KIPGIZCKZDHTJB-UHFFFAOYSA-N 0.000 claims description 2
- OLFNXLXEGXRUOI-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-bis(2-phenylpropan-2-yl)phenol Chemical compound C=1C(N2N=C3C=CC=CC3=N2)=C(O)C(C(C)(C)C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=CC=C1 OLFNXLXEGXRUOI-UHFFFAOYSA-N 0.000 claims description 2
- LHPPDQUVECZQSW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-ditert-butylphenol Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=CC=CC3=N2)=C1O LHPPDQUVECZQSW-UHFFFAOYSA-N 0.000 claims description 2
- CHKKZILXOJVMAD-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2-hydroxyethyl)phenol Chemical compound OCCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 CHKKZILXOJVMAD-UHFFFAOYSA-N 0.000 claims description 2
- VCYCUECVHJJFIQ-UHFFFAOYSA-N 2-[3-(benzotriazol-2-yl)-4-hydroxyphenyl]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 VCYCUECVHJJFIQ-UHFFFAOYSA-N 0.000 claims description 2
- GAWAYYRQGQZKCR-UHFFFAOYSA-N 2-chloropropionic acid Chemical class CC(Cl)C(O)=O GAWAYYRQGQZKCR-UHFFFAOYSA-N 0.000 claims description 2
- SGZWJGRZDJCDIM-UHFFFAOYSA-N 4-[4,6-bis(2,4-dihydroxyphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1C1=NC(C=2C(=CC(O)=CC=2)O)=NC(C=2C(=CC(O)=CC=2)O)=N1 SGZWJGRZDJCDIM-UHFFFAOYSA-N 0.000 claims description 2
- HQQTZCPKNZVLFF-UHFFFAOYSA-N 4h-1,2-benzoxazin-3-one Chemical class C1=CC=C2ONC(=O)CC2=C1 HQQTZCPKNZVLFF-UHFFFAOYSA-N 0.000 claims description 2
- UWSMKYBKUPAEJQ-UHFFFAOYSA-N 5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O UWSMKYBKUPAEJQ-UHFFFAOYSA-N 0.000 claims description 2
- DRXGKQPTFWTTJW-UHFFFAOYSA-N 5-butoxy-2-[4-(4-butoxy-2-hydroxyphenyl)-6-(2,4-dibutoxyphenyl)-1,3,5-triazin-2-yl]phenol Chemical compound OC1=CC(OCCCC)=CC=C1C1=NC(C=2C(=CC(OCCCC)=CC=2)O)=NC(C=2C(=CC(OCCCC)=CC=2)OCCCC)=N1 DRXGKQPTFWTTJW-UHFFFAOYSA-N 0.000 claims description 2
- 239000004604 Blowing Agent Substances 0.000 claims description 2
- HEQXWFXUNCJOSL-UHFFFAOYSA-N C1(=CC=CC=C1)C1=NC(=NC(=N1)C1=CC=CC=C1)C1=C(C=C(C=C1)CCOC(C(=O)CC)CCCC)O Chemical compound C1(=CC=CC=C1)C1=NC(=NC(=N1)C1=CC=CC=C1)C1=C(C=C(C=C1)CCOC(C(=O)CC)CCCC)O HEQXWFXUNCJOSL-UHFFFAOYSA-N 0.000 claims description 2
- 150000001558 benzoic acid derivatives Chemical class 0.000 claims description 2
- 229940114081 cinnamate Drugs 0.000 claims description 2
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- JLXNKSKTFQDTGM-UHFFFAOYSA-N ethyl 2-[4-[4,6-bis[4-(1-ethoxy-1-oxopropan-2-yl)oxy-2-hydroxyphenyl]-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]propanoate Chemical compound OC1=CC(OC(C)C(=O)OCC)=CC=C1C1=NC(C=2C(=CC(OC(C)C(=O)OCC)=CC=2)O)=NC(C=2C(=CC(OC(C)C(=O)OCC)=CC=2)O)=N1 JLXNKSKTFQDTGM-UHFFFAOYSA-N 0.000 claims description 2
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- UJRDRFZCRQNLJM-UHFFFAOYSA-N methyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=CC=CC3=N2)=C1O UJRDRFZCRQNLJM-UHFFFAOYSA-N 0.000 claims description 2
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 claims description 2
- TWCBCCIODCKPGX-UHFFFAOYSA-N octyl 2-[4-[4,6-bis(4-phenylphenyl)-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]propanoate Chemical compound OC1=CC(OC(C)C(=O)OCCCCCCCC)=CC=C1C1=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 TWCBCCIODCKPGX-UHFFFAOYSA-N 0.000 claims description 2
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 2
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- GCDJFNYVSDFWDB-UHFFFAOYSA-N n-hexadecylhexadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCC GCDJFNYVSDFWDB-UHFFFAOYSA-N 0.000 description 1
- FHAFFFSIDLDWQA-UHFFFAOYSA-N n-hexadecyloctadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC=[N+]([O-])CCCCCCCCCCCCCCCC FHAFFFSIDLDWQA-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- LKPFBGKZCCBZDK-UHFFFAOYSA-N n-hydroxypiperidine Chemical compound ON1CCCCC1 LKPFBGKZCCBZDK-UHFFFAOYSA-N 0.000 description 1
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 description 1
- ZXGDIORKSOYRMQ-UHFFFAOYSA-N n-octadecylheptadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCCC ZXGDIORKSOYRMQ-UHFFFAOYSA-N 0.000 description 1
- MCMMSXFAWOGWQE-UHFFFAOYSA-N n-octadecylhexadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCC MCMMSXFAWOGWQE-UHFFFAOYSA-N 0.000 description 1
- HORBOHJHQGXXOR-UHFFFAOYSA-N n-octadecyloctadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCCCC HORBOHJHQGXXOR-UHFFFAOYSA-N 0.000 description 1
- QXJGVICBAANVMZ-UHFFFAOYSA-N n-octyloctan-1-imine oxide Chemical compound CCCCCCCC[N+]([O-])=CCCCCCCC QXJGVICBAANVMZ-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OSFOTMWFXQGWKZ-UHFFFAOYSA-N n-phenyl-4-(2,4,4-trimethylpentan-2-yl)aniline Chemical compound C1=CC(C(C)(C)CC(C)(C)C)=CC=C1NC1=CC=CC=C1 OSFOTMWFXQGWKZ-UHFFFAOYSA-N 0.000 description 1
- CVVFFUKULYKOJR-UHFFFAOYSA-N n-phenyl-4-propan-2-yloxyaniline Chemical compound C1=CC(OC(C)C)=CC=C1NC1=CC=CC=C1 CVVFFUKULYKOJR-UHFFFAOYSA-N 0.000 description 1
- NYLGUNUDTDWXQE-UHFFFAOYSA-N n-phenyl-n-prop-2-enylaniline Chemical compound C=1C=CC=CC=1N(CC=C)C1=CC=CC=C1 NYLGUNUDTDWXQE-UHFFFAOYSA-N 0.000 description 1
- MHJCZOMOUCUAOI-UHFFFAOYSA-N n-tert-butyl-n-phenylaniline Chemical class C=1C=CC=CC=1N(C(C)(C)C)C1=CC=CC=C1 MHJCZOMOUCUAOI-UHFFFAOYSA-N 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 150000002816 nickel compounds Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- RNVAPPWJCZTWQL-UHFFFAOYSA-N octadecyl 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 RNVAPPWJCZTWQL-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical class 0.000 description 1
- DMFXLIFZVRXRRR-UHFFFAOYSA-N octyl 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCC)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O DMFXLIFZVRXRRR-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
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- 229920000620 organic polymer Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
- 150000002918 oxazolines Chemical class 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
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- 229950000688 phenothiazine Drugs 0.000 description 1
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- ZPNJBTBYIHBSIG-UHFFFAOYSA-N phenyl-(2,2,6,6-tetramethylpiperidin-4-yl)methanone Chemical compound C1C(C)(C)NC(C)(C)CC1C(=O)C1=CC=CC=C1 ZPNJBTBYIHBSIG-UHFFFAOYSA-N 0.000 description 1
- NPLSRXKOUBVHTB-UHFFFAOYSA-N phenyl-tris[(2,2,6,6-tetramethylpiperidin-4-yl)oxy]silane Chemical compound C1C(C)(C)NC(C)(C)CC1O[Si](C=1C=CC=CC=1)(OC1CC(C)(C)NC(C)(C)C1)OC1CC(C)(C)NC(C)(C)C1 NPLSRXKOUBVHTB-UHFFFAOYSA-N 0.000 description 1
- 125000003884 phenylalkyl group Chemical group 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
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- 239000012994 photoredox catalyst Substances 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- LWMPFIOTEAXAGV-UHFFFAOYSA-N piperidin-1-amine Chemical compound NN1CCCCC1 LWMPFIOTEAXAGV-UHFFFAOYSA-N 0.000 description 1
- 229920001627 poly(4-methyl styrene) Polymers 0.000 description 1
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- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001643 poly(ether ketone) Polymers 0.000 description 1
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- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
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- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
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- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920005630 polypropylene random copolymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical group [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
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- ORIHZIZPTZTNCU-YVMONPNESA-N salicylaldoxime Chemical compound O\N=C/C1=CC=CC=C1O ORIHZIZPTZTNCU-YVMONPNESA-N 0.000 description 1
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- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 239000010703 silicon Substances 0.000 description 1
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- 239000002356 single layer Substances 0.000 description 1
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- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000011780 sodium chloride 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
- 229940074404 sodium succinate Drugs 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- PZPXVCNCWJGRNH-UHFFFAOYSA-M sodium;4,8-bis(2-methylpropyl)naphthalene-2-sulfonate Chemical group [Na+].C1=C(S([O-])(=O)=O)C=C2C(CC(C)C)=CC=CC2=C1CC(C)C PZPXVCNCWJGRNH-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229920001935 styrene-ethylene-butadiene-styrene Polymers 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical group O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- WWJZWCUNLNYYAU-UHFFFAOYSA-N temephos Chemical compound C1=CC(OP(=S)(OC)OC)=CC=C1SC1=CC=C(OP(=S)(OC)OC)C=C1 WWJZWCUNLNYYAU-UHFFFAOYSA-N 0.000 description 1
- MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- OLBWDGJTEXRJLY-UHFFFAOYSA-N tetradecyl 3-(2,2,4,4-tetramethyl-21-oxo-7-oxa-3,20-diazadispiro[5.1.11^{8}.2^{6}]henicosan-20-yl)propanoate Chemical compound O1C2(CCCCCCCCCCC2)N(CCC(=O)OCCCCCCCCCCCCCC)C(=O)C21CC(C)(C)NC(C)(C)C2 OLBWDGJTEXRJLY-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- AYEKOFBPNLCAJY-UHFFFAOYSA-O thiamine pyrophosphate Chemical compound CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N AYEKOFBPNLCAJY-UHFFFAOYSA-O 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- INNSFNJTGFCSRN-UHFFFAOYSA-N tridecyl 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]acetate Chemical compound CCCCCCCCCCCCCOC(=O)CSCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 INNSFNJTGFCSRN-UHFFFAOYSA-N 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- PKYCTRXXOZUHFK-UHFFFAOYSA-N tris(1,2,2,6,6-pentamethylpiperidin-4-yl) phosphite Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OP(OC1CC(C)(C)N(C)C(C)(C)C1)OC1CC(C)(C)N(C)C(C)(C)C1 PKYCTRXXOZUHFK-UHFFFAOYSA-N 0.000 description 1
- TZCXWPBSZLCVFR-UHFFFAOYSA-N tris(2,2,6,6-tetramethyl-1-propylpiperidin-4-yl) phosphate Chemical compound C1C(C)(C)N(CCC)C(C)(C)CC1OP(=O)(OC1CC(C)(C)N(CCC)C(C)(C)C1)OC1CC(C)(C)N(CCC)C(C)(C)C1 TZCXWPBSZLCVFR-UHFFFAOYSA-N 0.000 description 1
- GPRWRDWHHCQROU-UHFFFAOYSA-N tris(2,2,6,6-tetramethyl-1-propylpiperidin-4-yl) phosphite Chemical compound C1C(C)(C)N(CCC)C(C)(C)CC1OP(OC1CC(C)(C)N(CCC)C(C)(C)C1)OC1CC(C)(C)N(CCC)C(C)(C)C1 GPRWRDWHHCQROU-UHFFFAOYSA-N 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000011590 β-tocopherol Substances 0.000 description 1
- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
- 239000002446 δ-tocopherol Substances 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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Abstract
Description
(B)式(IIa)のベンゾトリアゾール類、式(IIb)の2−ヒドロキシベンゾフェノン類、式(IIc)のオキサルアニリド類、式(IId)の2−ヒドロキシフェニルトリアジン類、式(IIe)のシンナマート類及び式(IIf)のベンゾアート類:
T1は下記式:
L1は、二価基、例えば−(CH2)n−であり、ここでnは1〜8の範囲であり;
T2は、水素、C1〜C18アルキル、又はCOOT5、C1〜C18アルコキシ、ヒドロキシ、フェニル若しくはC2〜C18アシルオキシで置換されているC1〜C18アルキルであり;
T3は、水素、ハロゲン、C1〜C18アルキル、C1〜C18アルコキシ、C2〜C18アシルオキシ、−CF3のような炭素原子1〜12個のペルフルオロアルキルであるか、又はT3はフェニルであり;
T5は、C1〜C18アルキルであるか、或いは1個以上のOで中断されている、及び/又はOH若しくは下記の基:
G1、G2及びG3は、独立して、水素、ヒドロキシ又はC1〜C18アルコキシである);
G4、G5、G6及びG7は、独立して、水素、C1〜C12アルキル又はC1〜C12アルコキシである);
G8は、C1〜C18アルキルであるか、或いはCOO若しくはOCO若しくはOで中断されているか、又はOで中断され、そしてOHで置換されているC4〜C18アルキルであり;
G9、G10、G11及びG12は、独立して、水素、メチル、ヒドロキシ又はOG8である);
mは、1〜4の整数であり;
G15は、水素又はフェニルであり;
nが1の場合、G16はCOO−G19であり;
nが2の場合、G16はC2〜C12アルカン−ジオキシカルボニルであり;
nが3の場合、G16はC3〜C12アルカン−トリオキシカルボニルであり;
nが4の場合、G16はC4〜C12アルカン−テトラオキシカルボニルであり;
G17は、水素、CN又はCOO−G19であり;
G18は、水素又はメトキシであり;
G19はC1〜C18アルキルである);
kは、1又は2であり;
kが1の場合、G20は、C1〜C18アルキル、フェニル又はC1〜C12アルキルで置換されているフェニルであり、そしてG21は、水素であり;
kが2の場合、G20及びG21は、一緒になって、四価基:
G22及びG24は、独立して水素又はC1〜C8アルキルであり;
G23は、水素又はヒドロキシである)
から選択される化合物
(但し、成分(B)が、G9、G10、G11又はG12がメチルである式(IId)の2−ヒドロキシフェニルトリアジンを含む場合、式(I)のRは、(CH2−CH2−O−)n−R2である)
を含む組成物である。
i.2−(3′,5′−ジ−tert−ブチル−2′−ヒドロキシフェニル)−5−クロロベンゾトリアゾール、
ii.2−(3′,5′−ジ−tert−アミル−2′−ヒドロキシフェニル)ベンゾトリアゾール、
iii.2−(3′,5′−ビス(α,α−ジメチルベンジル)−2′−ヒドロキシフェニル)ベンゾトリアゾール、
iv.2−(3′−tert−ブチル−2′−ヒドロキシ−5′−(2−オクチルオキシカルボニルエチル)フェニル)ベンゾトリアゾール、
v.2,2′−メチレン−ビス〔4−(1,1,3,3−テトラメチルブチル)−6−ベンゾトリアゾール−2−イルフェノール〕、
vi.2−〔3′−tert−ブチル−5′−(2−メトキシカルボニルエチル)−2′−ヒドロキシフェニル〕−2H−ベンゾトリアゾールとポリエチレングリコール300のエステル交換生成物、
vii.2−〔2′−ヒドロキシ−3′−(α,α−ジメチルベンジル)−5′−(1,1,3,3−テトラメチルブチル)フェニル〕ベンゾトリアゾール、
viii.5−トリフルオロメチル−2−(2−ヒドロキシ−3−α−クミル−5−tert−オクチルフェニル)−2H−ベンゾトリアゾール、
ix.2−(2′−ヒドロキシ−5′−(2−ヒドロキシエチル)フェニル)ベンゾトリアゾール、
x.2−(2′−ヒドロキシ−5′−(2−メタクリロイルオキシエチル)フェニル)ベンゾトリアゾール、
xi.2,4−ビス(2,4−ジメチルフェニル)−6−(2−ヒドロキシ−4−アルキルオキシフェニル)−1,3,5−トリアジン(ここで、アルキルはC8−アルキル基の混合物である)(CAS Nos.137759−38−7;85099−51−0;85099−50−9);
xii.2,4−ビス(2,4−ジメチルフェニル)−6−(2−ヒドロキシ−4−オクチルオキシフェニル)−1,3,5−トリアジン(CAS No.2725−22−6)、
xiii.2,4−ジフェニル−6−(2−ヒドロキシ−4−〔α−エチルヘキサノイルオキシエチル〕フェニル)−1,3,5−トリアジン、
xiv.2,4−ビス(2−ヒドロキシ−4−ブチルオキシフェニル)−6−(2,4−ビス−ブチルオキシフェニル)−1,3,5−トリアジン、
xv.2,4,6−トリス(2−ヒドロキシ−4−〔1−エトキシカルボニルエトキシ〕フェニル)−1,3,5−トリアジン、
xvi.トリス(2,4−ジヒドロキシフェニル)−1,3,5−トリアジンとα−クロロプロピオン酸エステル(C7〜C9アルコールの異性体混合物から製造)の混合物との反応生成物、
xvii.2−〔4−(ドデシルオキシ/トリデシルオキシ−2−ヒドロキシプロポキシ)−2−ヒドロキシフェニル〕−4,6−ビス(2,4−ジメチルフェニル)−1,3,5−トリアジン、
xviii.2−{2−ヒドロキシ−4−〔3−(2−エチルヘキシル−1−オキシ)−2−ヒドロキシプロピルオキシ〕フェニル}−4,6−ビス(2,4−ジメチルフェニル)−1,3,5−トリアジン、
xix.2−(2−ヒドロキシ−4−ヘキシルオキシフェニル)−4,6−ジフェニル−1,3,5−トリアジン、
xx.2−(3′−tert.ブチル−5′−メチル−2′−ヒドロキシフェニル)−5−クロロ−ベンゾトリアゾール、
xxi.2−(3′−sec.ブチル−5′−tert.ブチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxii.2−(3′,5′−ジ−tert−ブチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxiii.2−(5′−tert.オクチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxiv.2−(3′−ドデシル−5′−メチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxv.2−(3′−tert.ブチル−5′−(2−オクチルオキシカルボニルエチル)−2′−ヒドロキシフェニル)−5−クロロ−ベンゾトリアゾール、
xxvi.2−(5′−メチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxvii.2−(5′−tert.ブチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、下記式:
xxxi.下記式:
xxxii.2−エチルヘキシル−p−メトキシシンナマート(CAS No.5466−77−3)、
xxxiii.2,4−ジヒドロキシベンゾフェノン、
xxxiv.2−ヒドロキシ−4−メトキシベンゾフェノン、
xxxv.2−ヒドロキシ−4−ドデシルオキシベンゾフェノン、
xxxvi.2−ヒドロキシ−4−オクチルオキシベンゾフェノン、
xxxvii.2,2′−ジヒドロキシ−4−メトキシベンゾフェノン、
xxxviii.下記式:
xxxix.下記式:
xl.下記式:
xli.下記式:
xlii.下記式:
xliii.下記式:
xliv.下記式:
xlv.下記式:
(但し、成分(B)が化合物xi、xii、xvii又はxviiiを含む場合、式(I)のRは、(CH2−CH2−O−)n−R2である)
から選択される、1個以上の化合物を含む。
三価のC3〜C12アルカン−トリオキシカルボニルの例は、−COO−CH2−CH(OCO−)CH2−OCO−であり;
四価のC4〜C12アルカン−テトラオキシカルボニルの例は、(−COO−CH2)4Cである。
下記式:
(A1)2−{2−ヒドロキシ−4−〔1−オクチルオキシカルボニルエトキシ〕フェニル}−4,6−ビス(4−フェニルフェニル)−1,3,5−トリアジン、及び/又は
(A2)2−(2−ヒドロキシ−4−(2−エチルヘキシル)オキシ)フェニル−4,6−ビス(4−フェニル)フェニル−1,3,5−トリアジン
から選択される。
成分(A)が、化合物(A1)であり、そして成分(B)が、化合物類 i−iv、vi−xi、xiii−xviii、xx、xxiii−xxxix、特に、ii、iii、iv、vi、vii、viii、xx、xxv、xxxvii、とりわけ、ベンゾチアゾール系のものから選択される、
又は
成分(A)が化合物(A2)であり、そして成分(B)が、化合物類 i−x、xii、xiii、xix−xxiii、xxv−xxvii、xxx−xxxvi及びxl−xlv、特に、i、ii、iii、v、vi、viii、xii、xiii、xix、xx、xxii、xxiii、xxvi、xxx、xxxi、xxxiv、xxxvi、xl、xli、xlii、xliii、xliv、xlvから選択される
組成物である。
成分(B)の化合物類は既知であり、例えば、WO 01/47900、実施例4に開示されている化合物xviであり、これらの化合物類(B)は、とりわけ、
Ciba Specialty Chemicals, Switzerland;
Clariant, Switzerland;
BASF, Germany;
Cytec Corp., USA
により市販されている。
場合により本発明のUV吸収剤と組み合わされる他の添加剤は、例えば、可塑剤、潤滑剤、乳化剤、顔料、レオロジー添加剤、触媒、流量調整剤、光増白剤、更なる光安定剤、酸化防止剤、置換及び非置換ビスベンジリデンソルビトールのような清澄剤、防炎加工剤、帯電防止剤、ベンゾオキサジノンUV吸収剤、発泡剤及びジラウリルチオジプロピオナート又はジステアリルチオジプロピオナートのようなチオ相乗剤を含む。具体例を下記に示す:
1.酸化防止剤
1.1.アルキル化モノフェノール類、例えば、2,6−ジ−tert−ブチル−4−メチルフェノール、2−tert−ブチル−4,6−ジメチルフェノール、2,6−ジ−tert−ブチル−4−エチルフェノール、2,6−ジ−tert−ブチル−4−n−ブチルフェノール、2,6−ジ−tert−ブチル−4−イソブチルフェノール、2,6−ジシクロペンチル−4−メチルフェノール、2−(α−メチルシクロヘキシル)−4,6−ジメチルフェノール、2,6−ジオクタデシル−4−メチルフェノール、2,4,6−トリシクロヘキシルフェノール、2,6−ジ−tert−ブチル−4−メトキシメチルフェノール、側鎖において直鎖状又は分岐鎖状であるノニルフェノール類、例えば2,6−ジ−ノニル−4−メチルフェノール、2,4−ジメチル−6−(1′−メチルウンデカ−1′−イル)フェノール、2,4−ジメチル−6−(1′−メチルヘプタデカ−1′−イル)フェノール、2,4−ジメチル−6−(1′−メチルトリデカ−1′−イル)フェノール及びそれらの混合物。
トリス(2,4−ジ−tert−ブチルフェニル)ホスファイト(Irgafos(登録商標)168、Ciba-Geigy)、トリス(ノニルフェニル)ホスファイト、
1)4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン
2)1−アリル−4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン
3)1−ベンジル−4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン
4)1−(4−tert−ブチル−2−ブテニル)−4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン
5)4−ステアロイルオキシ−2,2,6,6−テトラメチルピペリジン
6)1−エチル−4−サリチロイルオキシ−2,2,6,6−テトラメチルピペリジン
7)4−メタクリロイルオキシ−1,2,2,6,6−ペンタメチルピペリジン
8)1,2,2,6,6−ペンタメチルピペリジン−4−イルβ−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル)プロピイオナート
9)ジ(1−ベンジル−2,2,6,6−テトラメチルピペリジン−4−イル)マレアート
10)ジ(2,2,6,6−テトラメチルピペリジン−4−イル)スクシナート
11)ジ(2,2,6,6−テトラメチルピペリジン−4−イル)グルタラート
12)ジ(2,2,6,6−テトラメチルピペリジン−4−イル)アジパート
13)ジ(2,2,6,6−テトラメチルピペリジン−4−イル)セバカート
14)ジ(1,2,2,6,6−ペンタメチルピペリジン−4−イル)セバカート
14a)(1,2,2,6,6−ペンタメチルピペリジン−4−イル)(メチル)セバカート20重量%及びジ(1,2,2,6,6−ペンタメチルピペリジン−4−イル)−セバカート80重量%を含む混合物
15)ジ(1,2,3,6−テトラメチル−2,6−ジエチル−ピペリジン−4−イル)セバカート
16)ジ(1−アリル−2,2,6,6−テトラメチルピペリジン−4−イル)フタラート
17)1−ヒドロキシ−4−β−シアノエトキシ−2,2,6,6−テトラメチルピペリジン
18)1−アセチル−2,2,6,6−テトラメチルピペリジン−4−イルアセタート
19)トリ(2,2,6,6−テトラメチルピペリジン−4−イル)トリメリタート
20)1−アクリロイル−4−ベンジルオキシ−2,2,6,6−テトラメチルピペリジン
21)ジ(2,2,6,6−テトラメチルピペリジン−4−イル)ジエチルマロナート
22)ジ(1,2,2,6,6−ペンタメチルピペリジン−4−イル)ジブチルマロナート
23)ジ(1,2,2,6,6−ペンタメチルピペリジン−4−イル)ブチル(3,5−ジ−tert−ブチル−4−ヒドロキシベンジル)マロナート
24)ジ(1−オクチルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)セバカート
25)ジ(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)セバカート
26)ヘキサン−1′,6′−ビス(4−カルバモイルオキシ−1−n−ブチル−2,2,6,6−テトラメチルピペリジン)
27)トルエン−2′,4′−ビス−(4−カルバモイルオキシ−1−n−プロピル−2,2,6,6−テトラメチルピペリジン)
28)ジメチルビス(2,2,6,6−テトラメチルピペリジン−4−オキシ)シラン
29)フェニルトリス(2,2,6,6−テトラメチルピペリジン−4−オキシ)シラン
30)トリス(1−プロピル−2,2,6,6−テトラメチルピペリジン−4−イル)ホスファイト
30−a)トリス(1−メチル−2,2,6,6−テトラメチルピペリジン−4−イル)ホスファイト
31)トリス(1−プロピル−2,2,6,6−テトラメチルピペリジン−4−イル)ホスファート
32)フェニルビス(1,2,2,6,6−ペンタメチルピペリジン−4−イル)ホスホナート
33)4−ヒドロキシ−1,2,2,6,6−ペンタメチルピペリジン
34)4−ヒドロキシ−N−ヒドロキシエチル−2,2,6,6−テトラメチルピペリジン
35)4−ヒドロキシ−N−(2−ヒドロキシプロピル)−2,2,6,6−テトラメチルピペリジン
36)1−グリシジル−4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン
36−a−1)1,2,3,4−テトラキス〔2,2,6,6−テトラメチルピペリジン−4−イルオキシカルボニル〕ブタン
36−a−2)ビス〔2,2,6,6−テトラメチルピペリジン−4−イルオキシカルボニル〕−ビス〔トリデシルオキシカルボニル〕ブタン
36−b−1)1,2,3,4−テトラキス〔1,2,2,6,6−ペンタメチルピペリジン−4−イルオキシカルボニル〕ブタン
36−b−2)ビス〔1,2,2,6,6−ペンタメチルピペリジン−4−イルオキシカルボニル〕−ビス〔トリデシルオキシカルボニル〕ブタン
36−c)2,2,6,6−テトラメチルピペリジン−4−イルオキシカルボニル(C15〜C17アルカン)
38)N,N′−ビス(2,2,6,6−テトラメチルピペリジン−4−イル)ヘキサメチレン−1,6−ジアセトアミド
39)ビス(2,2,6,6−テトラメチルピペリジン−4−イル)アミン
40)4−ベンゾイルアミノ−2,2,6,6−テトラメチルピペリジン
41)N,N′−ビス(2,2,6,6−テトラメチルピペリジン−4−イル)−N,N′−ジブチルアジパミド
42)N,N′−ビス(2,2,6,6−テトラメチルピペリジン−4−イル)−N,N′−ジシクロヘキシル−2−ヒドロキシプロピレン−1,3−ジアミン
43)N,N′−ビス(2,2,6,6−テトラメチルピペリジン−4−イル)−p−キシリレンジアミン
44)N,N′−ビス(2,2,6,6−テトラメチルピペリジン−4−イル)スクシンアミド
45)ビス(2,2,6,6−テトラメチルピペリジン−4−イル)N−(2,2,6,6−テトラメチルピペリジン−4−イル)−β−アミノジプロピオナート
48)4−(3−メチル−4−ヒドロキシ−5−tert−ブチル−ベンズアミド)−2,2,6,6−テトラメチルピペリジン
49)4−メタクリルアミド−1,2,2,6,6−ペンタメチルピペリジン
49−c)2−(2,2,6,6−テトラメチルピペリジン−4−イルアミノ)−2−(2,2,6,6−テトラメチルピペリジン−4−イル−アミノカルボニル)プロパン
49−d)1,6−ビス〔N−(2,2,6,6−テトラメチルピペリジン−4−イル)ホルミルアミノ〕ヘキサン
49−e)1−(2,2,6,6−テトラメチルピペリジン−4−イルアミノ)−2−(2,2,6,6−テトラメチルピペリジン−4−イル−アミノカルボニル)エタン
50)9−アザ−8,8,10,10−テトラメチル−1,5−ジオキサスピロ〔5.5〕ウンデカン
51)9−アザ−8,8,10,10−テトラメチル−3−エチル−1,5−ジオキサスピロ〔5.5〕ウンデカン
52)8−アザ−2,7,7,8,9,9−ヘキサメチル−1,4−ジオキサスピロ〔4.5〕デカン
53)9−アザ−3−ヒドロキシメチル−3−エチル−8,8,9,10,10−ペンタメチル−1,5−ジオキサスピロ〔5.5〕ウンデカン
54)9−アザ−3−エチル−3−アセトキシメチル−9−アセチル−8,8,10,10−テトラメチル−1,5−ジオキサスピロ〔5.5〕−ウンデカン
55)2,2,6,6−テトラメチルピペリジン−4−スピロ−2′−(1′,3′−ジオキサン)−5′−スピロ−5″−(1″,3″−ジオキサン)−2″−スピロ−4’’’−(2’’’,2’’’,6’’’,6’’’−テトラメチルピペリジン)
56)3−ベンジル−1,3,8−トリアザ−7,7,9.9−テトラメチルスピロ〔4.5〕デカン−2,4−ジオン
57)3−n−オクチル−1,3,8−トリアザ−7,7,9.9−テトラメチルスピロ〔4.5〕デカン−2,4−ジオン
58)3−アリル−1,3,8−トリアザ−1,7,7,9,9−ペンタメチルスピロ〔4.5〕デカン−2,4−ジオン
59)3−グリシジル−1,3,8−トリアザ−7,7,8,9,9−ペンタメチルスピロ〔4.5〕デカン−2,4−ジオン
60)1,3,7,7,8,9,9−ヘプタメチル−1,3,8−トリアザスピロ〔4.5〕デカン−2,4−ジオン
61)2−イソプロピル−7,7,9,9−テトラメチル−1−オキサ−3,8−ジアザ−4−オキソスピロ〔4.5〕デカン
62)2,2−ジブチル−7,7,9,9−テトラメチル−1−オキサ−3,8−ジアザ−4−オキソスピロ〔4.5〕デカン
63)2,2,4,4−テトラメチル−7−オキサ−3,20−ジアザ−21−オキソジスピロ〔5.1.11.2〕ヘンエイコサン
64)2−ブチル−7,7,9,9−テトラメチル−1−オキサ−4,8−ジアザ−3−オキソスピロ〔4.5〕デカン
65)8−アセチル−3−ドデシル−1,3,8−トリアザ−7,7,9.9−テトラメチルスピロ〔4.5〕デカン−2,4−ジオン
R″′は、式(95−I)の基であり、そして
m′15及びm″15は、それぞれ0〜200、好ましくは0〜100、特に0〜50の数であるが、m′15+m″15は、2〜200、好ましくは2〜100、特に2〜50の数である)。化合物(95)において、ジアミノ残基に結合している末端基は、例えば、水素であることができ、−CH2CH2−基に結合している末端基は、例えば、ハロゲン、特にCl又はBrであることができる。
化合物(99−1)及び(99−2)では、下記式の基:
化合物(99−3)では、下記の基:
G36は、水素、C1〜C12アルキル、C5〜C12シクロアルキル、フェニル又はC7〜C9フェニルアルキルであり、そして
G11は、水素またはメチルである)。G11が水素である生成物は、Chemical Abstracts-CAS No. 136 504-96-6を有する。
TINUVIN(登録商標)770 TINUVIN(登録商標)123 TINUVIN(登録商標)765
TINUVIN(登録商標)440 TINUVIN(登録商標)144 CHIMASSORB(登録商標)966
DASTIB(登録商標)845 DIACETAM(登録商標)5 GOODRITE(登録商標)UV
3034
GOODRITE(登録商標)UV 3150 GOODRITE(登録商標)UV 3159 CYASORB(登録商標)
UV 3581
CYASORB(登録商標)UV 3604 HOSTAVIN(登録商標)N 20 HOSTAVIN(登録商標)N 24
MARK(登録商標)LA 52 MARK(登録商標)LA 57 MARK(登録商標)LA 62
MARK(登録商標)LA 67 SUMISORB(登録商標)TM 61 UVINUL(登録商標)4049
UVINUL(登録商標)4050 H SANDUVOR(登録商標)3050 SANDUVOR(登録商標)PR-31
UVASIL(登録商標)299 LM UVASIL(登録商標)2000 LM TINUVIN(登録商標)622
CHIMASSORB(登録商標)944 CHIMASSORB(登録商標)119 CYASORB(登録商標)UV
3346
CYASORB(登録商標)UV 3529 DASTIB(登録商標)1082 FERRO(登録商標)AM 806
LUCHEM(登録商標)HA-B18 HOSTAVIN(登録商標)N 30 MARK(登録商標)LA 63
MARK(登録商標)LA 68 UVINUL(登録商標)5050 H UVASIL(登録商標)299
HM
UVASIL(登録商標)2000 HM UVASORB(登録商標)HA 88 CHIMASSORB(登録商標)
2020
LICHTSCHUTZSTOFF(登録商標)UV 31
112)下記式:
本発明は、また、(b)光、酸素及び/若しくは熱の有害作用に対する安定剤として、又はUVフィルター剤として、上記記載のUV吸収成分(A)と(B)の組合せを含む(a)有機材料に関する。
1.モノオレフィン類及びジオレフィン類のポリマー、例えば、ポリプロピレン、ポリイソブチレン、ポリブタ−1−エン、ポリ−4−メチルペンタ−1−エン、ポリイソプレン又はポリブタジエン、その他にシクロオレフィン類のポリマー、例えば、シクロペンテン又はノルボルネンのポリマー、ポリエチレン(これは、場合により架橋されうる)、例えば、高密度ポリエチレン(HDPE)、低密度ポリエチレン(LDPE)、直鎖状低密度ポリエチレン(LLDPE)、分岐鎖状低密度ポリエチレン(BLDPE)。
a)ラジカル重合(通常、高圧及び高温下)。
b)通常、周期表のIVb、Vb、VIb又はVIII族の1個又は1個以上の金属を含有する触媒を使用する接触重合。これらの金属は、通常、1個又は1個以上のリガンド、典型的には、p−若しくはs配位のいずれかであってよい、酸化物類、ハロゲン化物、アルコラート、エステル、エーテル、アミン、アルキル、アルケニル及び/又はアリールを有する。これらの金属錯体は、遊離形態であっても、基材上、典型的には活性された塩化マグネシウム、塩化チタン(III)、アルミナ又は酸化ケイ素に固定されてよい。これらの触媒類は、重合媒体に可溶性又は不溶性であることができる。触媒はそれ自体重合に使用できるか、又は更に活性化剤を使用してもよく、典型的には金属アルキル類、金属水素化物、金属アルキルハロゲン化物、金属アルキル酸化物又は金属アルキルオキサンであり、前記金属は周期表のIa、IIa及び/又はIIIa族の元素である。活性化剤は、更にエステル、エテール、アミン又はシリルエーテル基により適宜変性されてもよい。これらの触媒系は、通常、Phillips、Standard Oil Indiana、Ziegler (-Natta)、TNZ (DuPont)、メタロセン又はシングルサイト触媒(SSC)と称される。
熱可塑性オレフィン類 熱可塑性塗料用オレフィン類
ポリプロピレン成形品類 ポリプロピレン繊維
ポリエチレンフィルム 温室用ポリエチレンフィルム
農業用ポリエチレンマルチフィルム 臭素化難燃剤を有するポリプロピレン繊維
臭素化難燃剤を有する 臭素化難燃剤を有する熱可塑性成形オレフィ
成形ポリプロピレン ン
臭素化難燃剤を有する 他の共安定剤を有する熱可塑性エラストマー
ポリエチレンフィルム
グリース充填ワイヤ及び ガンマ照射ポリオレフィン
ケーブル絶縁体
プラスチック基材用被覆物 ポリカーボネートブレンド、
例えば、PC/ABS、PC/PA
化学薬品含む ポロエチレンガス管
ポリオレフィンタンク又は容器
農業用ポリプロピレン不織布、 防曇剤を有するポリオレフィンフィルム
例えば、シェードクロス
帯電防止剤を有する ヒドロタルサイトのような
ポリオレフィンフィルム IR熱充填剤を有するポリエチレンフィルム
、例えばDHT4A
ポリプロピレンテープ又は ポリプロピレン不織布
スリットフィルム
ポリエチレン不織布 耐炎性ポリプロピレン成形品
耐炎性ポリプロピレン繊維 耐炎性熱可塑性成形オレフィン
耐炎性ポリエチレンフィルム 2成分ポリエステルウレタン被覆物
自動車用被覆物
2成分アクリルウレタン被覆物 木材用水性ワニス
自動車用着色OEM被覆物 ハイソリッド酸触媒熱硬化性
アクリル樹脂エナメル
ホワイトポリエステル/メラミン キリ油フェノール性ワニス
ベース 無油アルキドコイル被覆物
芳香族ウレタンワニス アクリルアルキド再仕上げエナメル
中油アルキドエナメル 電着組成物
摩耗抵抗被覆組成物 ポリカーボネート用被覆物
発色写真層 メタクリル酸グリシジルべースの
粉末クリアコート
木材用油改質ウレタンアルキド プラスチック基材積層用予備成形フィルム
場合により酸捕捉剤及び/又は
ベンゾフラノンを含み、
塩素処理水と接触するポリオレフィン
成形品、例えば、ポリエチレン又は
ポリプロピレン圧力管
1.冷又は熱架橋性アルキド、アクリラート、ポリエステル、エポキシ若しくはメラミン樹脂又はそのような樹脂の混合物に基づき、所望であれば硬化触媒を加えた塗料類;
2.ヒドロキシル含有アクリラート、ポリエステル又はポリエーテル樹脂と、脂肪族又は芳香族イソシアナート、イソシアヌラート若しくはポリイソシアナートに基づく2成分ポリウレタン塗料類;
3.チオール含有アクリラート、ポリエステル又はポリエーテル樹脂と、脂肪族又は芳香族イソシアナート、イソシアヌラート若しくはポリイソシアナートに基づく2成分ポリウレタン塗料類;
4.焼き付けの間に脱ブロックする、ブロックトイソシアナート、イソシアヌラート又はポリイソシアナートに基づき、所望であればメラミン樹脂を加えた、1成分ポリウレタン塗料類;
5.脂肪族又は芳香族ウレタン若しくはポリウレタンと、ヒドロキシル含有アクリラート、ポリエステル又はポリエーテル樹脂に基づく1成分ポリウレタン塗料類;
6.ウレタン構造内に遊離アミン基を有する、脂肪族若しくは芳香族ウレタンアクリラート又はポリウレタンアクリラート並びにメラミン樹脂又はポリエーテル樹脂に基づき、所望であれば硬化触媒を有する1成分ポリウレタン塗料類;
7.(ポリ)ケチミンと、脂肪族又は芳香族イソシアナート、イソシアヌラート若しくはポリイソシアナートに基づく2成分塗料類;
8.(ポリ)ケチミンと、不飽和アクリラート樹脂又はポリアセトアセタート樹脂又はメタクリルアミドグリコラートメチルエステルに基づく2成分塗料類;
9.カルボキシル−又はアミノ含有ポリアクリラート及びポリエポキシドに基づく2成分塗料類;
10.無水物基を含むアクリラート樹脂と、ポリヒドロキシ又はポリアミノ成分に基づく2成分塗料類;
11.アクリラート含有無水物及びポリエポキシドに基づく2成分塗料類;
12.(ポリ)オキサゾリンと、無水物基を含むアクリラート樹脂、又は不飽和アクリラート樹脂、或いは脂肪族又は芳香族イソシアナート、イソシアヌラート若しくはポリイソシアナートに基づく2成分塗料類;
13.不飽和ポリアクリラートとポリマロナートに基づく2成分塗料類;
14.熱可塑性アクリラート樹脂又は外面的に架橋されているアクリラート樹脂とエーテル化メラミン樹脂の組み合わせに基づく熱可塑性ポリアクリラート塗料類;
15.シロキサン改質又はフッ素改質アクリラート樹脂に基づく塗料系;
16.架橋剤(酸触媒)として、メラミン樹脂(例えば、ヘキサメトキシメチルメラミン)を有するマロナートブロックトイソシアナートに基づく塗料系、特にクリアコート用;
17.オリゴマーウレタンアクリラート及び/又はアシラートアクリラートに基づき、所望により他のオリゴマー又はモノマーと組み合わせるUV硬化性系;
18.最初に熱、続いてUV若しくは電子線照射によるか、又はその逆により硬化される、その成分が、光開始剤の存在下でのUV光線による照射か、又は電子ビームによる照射で反応を起こすことができるエチレン性二重結合を含む二重硬化系。
ビス(2,2,6,6−テトラメチルピペジン−4−イル)スクシナート、
ビス(2,2,6,6−テトラメチルピペリジン−4−イル)セバカート、
ビス(1,2,2,6,6−ペンタメチルピペリジン−4−イル)セバカート、
ジ(1,2,2,6,6−ペンタメチルピペリジン−4−イル)ブチル−(3,5−ジ−tert−ブチル−4−ヒドロキシベンジル)マロナート、
ビス(1−オクチルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)セバカート、
テトラ(2,2,6,6−テトラメチルピペリジン−4−イル)ブタン−1,2,3,4−テトラカルボキシラート、
テトラ(1,2,2,6,6−ペンタメチルピペリジン−4−イル)ブタン−1,2,3,4−テトラカルボキシラート、
2,2,4,4−テトラメチル−7−オキサ−3,20−ジアザ−21−オキソ−ジスピロ〔5.1.11.2〕ヘンエイコサン、
8−アセチル−3−ドデシル−1,3,8−トリアザ−7,7,9.9−テトラメチルスピロ〔4.5〕デカン−2,4−ジオン、
1,1−ビス−(1,2,2,6,6−ペンタメチルピペリジン−4−イルーオキシカルボニル)−2−(4−メトキシフェニル)エテン、又は
下記式:
JP−A−10−152568(9.6.1998);JP−A−2000−227509(8.2.1999);JP−A−2000−227508(2.8.1999);JP−A−11−258425(30.11.1998);JP−A−11−258421(13.3.1998);JP−A−11−242119(30.11.1998);JP−A−11−119003(13.10.1997);JP−A−09−288213(19.4.1996);JP−A−09−288212(19.4.1996);JP−A−08−216316(14.2.1995);JP−A−08−216324(14.2.1995);及びChem.Abstr.131:45869。
この種の用途に好ましい種類のポリマーフィルムは、シクロオレフィン類(例えば、シクロペンテン又はノルボルネン)に基づいており、上記の安定化されうるポリマーのリストの第1項、3行目に更に示されている。
本発明の成分(b)の安定剤及び任意の更なる安定剤は、好ましくは、安定化される材料に対して0.01〜10重量%の量で、安定化される材料に存在する。0.01〜5重量%又は0.05〜2重量%、特に0.05〜0.5重量%の量が特に好ましい。
成形試験片は、顔料、ホスファイト、フェノール酸化防止剤若しくはヒドロキシルアミン、ステアリン酸金属塩、紫外線吸収剤若しくはヒンダードアミン安定剤、又はUV吸収剤とヒンダードアミン安定剤の混合物を含有する熱可塑性オレフィン(TPO)ペレットを射出成形することにより製造する。
顔料0.0〜2.0%
タルク0.0〜50.0%、
ホスファイト0.0〜0.1%、
フェノール酸化防止剤0.0〜1.25%、
ヒドロキシルアミン0.0〜0.1%、
ステアリン酸カルシウム0.05〜0.10%、
UV吸収剤0.1〜1.25%、特に0.1〜0.3%、
ヒンダードアミン安定剤0.0〜1.25%。
UV放射線に曝露された試験片は、2−(2−ヒドロキシ−3,5−ジ−tert−アミルフェニル)−2H−ベンゾトリアゾール(TINUVIN(登録商標)328, Ciba)及び化合物(A2)の組合せと、場合によりN,N′,N″,N’’’−テトラキス〔4,6−ビス(ブチル−(1,2,2,6,6−ペンタメチルピペリジン−4−イル)アミノ)−s−トリアジン−2−イル〕−1,10−ジアミノ−4,7−ジアザデカン(CHIMASSORB(登録商標)119, Ciba)又はビス(2,2,6,6−テトラメチルピペリジル)セバカート(Tinuvin(登録商標)770)のような追加のヒンダードアミン類とを含む光安定剤系で安定化された場合、光分解に対する著しい耐性を示す。対照のサンプルは、UV安定性を付与するためにこの産業で慣用的に使用されている安定剤処方物からなる。全てのサンプルは、顔料 、Pigment Red 177及びタルクを含有する。
ポリマー基材は、A. Schulman Inc. Akron, Ohioより供給された、市販のポリオレフィンブレンド POLYTROPE(登録商標)TPP 518-01である。
カラーパッケージは、0.025% Red 3B -Pigment Red 177, C.I. #65300である。
TINUVIN(登録商標)328(本発明の成分Bのii)0.2%;
ステアリン酸カルシウム0.1%;
タルク15%;
IRGANOX(登録商標)B225(IRGANOX(登録商標)1010, Ciba(ネオペンタンテトライルテトラキス(4−ヒドロキシ−3,5−ジ−tert−ブチルヒドロシンナマート))とIRGAFOS(登録商標)168, Ciba〔トリス−(2,4−ジ−tert−ブチルフェニル)ホスファイト〕との50:50ブレンド)0.1%;
TINUVIN(登録商標)770, Ciba〔ビス(2,2,6,6−テトラメチルピペリジン−4−イル)セバカート〕0.2%;
CHIMASSORB(登録商標)944, Ciba〔4,4′−ヘキサメチレン−ビス(アミノ−2,2,6,6−テトラメチルピペリジン)と2,4−ジクロロ−6−tert−オクチルアミノ−s−トリアジンとの重縮合生成物〕0.2%。
TINUVIN(登録商標)123, Ciba〔ビス(1−オクチルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)セバカート〕(HALS 24)0.2%。
化合物HALS(109)0.2%、及び
化合物(ii)0.2%。
CHIMASSORB(登録商標)119 0.2%;及び
化合物HALS(108)0.2%;及び
化合物(vi)0.2%。
化合物HALS(36−d)0.4%;及び
化合物(xlv)0.2%。
化合物HALS(108)0.4%;及び
化合物(xli)0.2%。
成形試験片は、実施例1で記載した、本発明の化合物、顔料及び他の共添加剤を含有する熱可塑性オレフィン(TPO)ペレットを射出成形することにより製造する。
3A:化合物混合物の製造
下記の表3Aの混合物は、キシレン又はSolvesso(登録商標)100(芳香族炭化水素混合物、沸点範囲161〜178℃;製造会社:Exxon)に、示される化合物を溶解することにより製造する。
新規安定剤混合物を下記の組成を有するクリアコートで試験する。
b)芳香族炭化水素の混合物、沸点範囲182〜203℃(Solvesso 150)又は161〜178℃(Solvesso 100);製造会社:Esso。
c)ジメチルポリシロキサンベースの均展剤(Byk Chemie, Wesel, Germany)。
d)イソシアナート硬化剤(メトキシプロピルアセタート/キシレン 1:1を75重量%;Bayer AG)。
新規安定剤混合物を下記の組成を有するクリアコート中で試験する。
2)Hoechst社製アクリラート樹脂、Solvesso 1004)中75%溶液
3)Hoechst社製メラミン樹脂、イソブタノール中55%溶液
4)芳香族炭化水素の混合物、沸点範囲182〜203℃(Solvesso 150)又は161〜178℃(Solvesso 100);製造会社:Esso
5)脂肪族炭化水素の混合物、沸点範囲145〜200℃;製造会社:Shell
6)Solvesso 1504)中1%;製造会社:Bayer AG
本発明により安定化されたサンプルは、比較のサンプルより良好な耐候安定性(光沢及び色の保持)を示す。
ヒンダードアミンの主な用途は、プラスチック基材に塗布される自動車用仕上塗り(トップコート)の保護である。しかし、多くの低分子量で非反応性の光安定剤が、乾燥及び硬化の間にプラスチック基材に移動する。その結果、有意な量の光安定剤が、仕上塗りから基材へと失われ、そのため前記仕上塗りの保護に効果がなくなる。
成形試験片は、顔料、ホスファイト、フェノール酸化防止剤若しくはヒドロキシルアミン、ステアリン酸金属塩、紫外線吸収剤、又はUV吸収剤とヒンダードアミン安定剤の混合物を含有するポリプロピレンペレットを射出成形することにより製造される。
顔料0.0%〜2.0%、
タルク0.0%〜5.0%、
炭酸カルシウム0.0%〜50.0%、
ホスファイト0.0%〜0.1%、
フェノール酸化防止剤0.0%〜1.25%、
ヒドロキシルアミン0.0%〜0.1%、
ステアリン酸カルシウム0.05%〜0.10%、
UV吸収剤0.05%〜0.25%、
ヒンダードアミン安定剤0.0%〜1.25%。
UV放射線に曝露された試験片は、化合物B(下記を参照)と化合物(A2)0.1%の組合せを含む光安定剤系により安定化される場合、光分解に対して著しい耐性を示す。また、試験片は光分解に対して著しい耐性を示す。対照のサンプルは、UV安定性を付与するためにこの産業で慣用的に使用される安定剤処方物である、Tinuvin(登録商標)328 0.2%とヒンダードアミン安定剤との混合物から構成される。全ての量は樹脂の重量に基づく。サンプルは全てPigment Red 177を含有する。
化合物A2 0.1%;
i、v、x、xi、xii、xiii、xviiから選択される化合物B 0.3%;
番号13(Tinuvin 770)、84−1(Chimassorb 944)、76(Chimassorb 119)、81(Tinuvin 622)、92−1及び109から選択されるHALS 1.5%;
(量は全て使用されるポリマーの重量により示されている)
を含有する。
繊維のサンプルは、繊維等級ポリプロピレンを本発明の成分(A)と(B)の組合せ、共添加剤及び顔料と共に押し出すことにより製造する。典型的な処方物は、ヒンダードアミンを0.05〜2.0%の濃度、ステアリン酸カルシウムのようなステアリン酸金属塩を0.05〜0.5%、顔料を0〜5%、UV吸収剤を0.05〜2.0%の濃度、ホスファイトを0〜0.1%、フェノール酸化防止剤を0〜1.25%、N,N−ジアルキルヒドロキシルアミンを0〜0.1%及び場合により他のヒンダードアミンを0〜2.0%の濃度で含有する。最終処方物における全ての添加剤及び顔料の濃度は、樹脂に対する重量%で示す。
(6a)化合物A2を1重量部(pbw)と、化合物viiを2pbw;
(6b)化合物A2を1重量部(pbw)と、化合物viiiを2pbw;
(6c)化合物A2を1重量部(pbw)と、化合物xixを2pbw;
(6d)化合物A2を1重量部(pbw)と、化合物xiiを1pbw。
押出温度:190〜230℃
頭部温度:255〜260℃
延伸比:1:3.5
引抜温度:100℃
繊維:10デニール
でパイロットプラント(Leonard; Sumirago/VA, Italy)を使用して繊維に加工する。
市販のPC/ABSブレンド(Cycoloy(商標) MC 8002;Gray 9779 1重量%で着色されているPCとABSのブレンド50/50wt/wt)を、HALS(102)0.5重量%、2−(2′−ヒドロキシ−3′,5′−ビス(1,1−ジメチルベンジル)フェニル)−ベンズトリアゾール(iii)0.3重量%及び下記の表で示す化合物0.1重量%を加えることにより安定化する。本発明の組合せの代わりにベンズトリアゾール安定剤(B)又は本発明の成分(A)0.3重量%を含有するサンプル及び非安定化サンプルを比較として用いる。アイゾットバー(2.5″L×0.5″W×0.125″W)を、バレル温度475〜515°F、ダイ温度515°FのBOY 30装置で射出成形することにより製造する。促進風化をAtlas Ci65A Weather-o-meter (XAW)をいずれかの“Dry XAW”モード(ASTM G26-90、方法C)で操作することにより実施する。一定間隔の後、DIN6174に従って、変色ΔEを決定する。結果を表7にまとめる。
フィルム等級ポリエチレンを(A)と(B)の試験添加剤の組合せ10重量%と乾燥混合し、次に200℃で溶融混合して「マスターバッチ」ペレットにする。完全に処方された「マスターバッチ」ペレットをポリエチレン樹脂と乾燥混合して、所望の最終安定剤濃縮物を得る。典型的な処方物は、本発明の化合物(A)と(B)を合計して0.05%〜2.0%の濃度、ステアリン酸カルシウムのようなステアリン酸金属塩を0.05%〜0.5%、ホスファイトを0%〜0.1%、フェノール酸化防止剤を0%〜1.25%、N,N−ジアルキルヒドロキシルアミンを0%〜0.1%及び場合により立体障害アミンを0.1%〜2.0%含有する。
化合物 50%残留伸びの時間
0.1 % A2 + 0.4 % v
0.1 % A2 + 0.4 % xiii
0.5 % xvii
実施例8で製造されるフィルムを、亜鉛メッキ鉄の裏地のある温室の上で曝露する。処理には定期的な殺虫剤の塗布(例えば、ナトリウムN−メチルジチオカルバマート、VAPAM(登録商標)を6か月毎、SESMETRIN(登録商標)を毎月)が含まれる。残留伸びの率を監視することにより性能を測定する。元の長さから50%損失する時間を不合格と定義する。
HALS番号92−1若しくは92−2を追加的に含有するフィルムで、良好な結果が得られる。
薄いLDPEフィルムを製造し、添加剤により付与されたスペクトル特徴及びその持続性を評価するため、それぞれA:B=1:1の重量比である、化合物(A2)及び(iv)又は(A2)及び(xii)を、LDPEペレット(Riblene FF 29, Polimeri Europa, Milano, Italyから供給、密度0.921g/cm3及びメルトフローインデックス(190°C/2.16Kg)0.6により特徴づけられる)と、処方物が添加剤の組合せ0.25重量%を含有するように、回転混合機で混合する。混合物をOMC二軸スクリュー押出機により、最高温度200℃で押し出す。そのようにして得られる顆粒を、実験室規模のFormac吹込押出機により、最高温度210℃で吹き込んで150μm厚のフィルムを得る。RSA-PE-20 Labsphere積分球を備えたPerkin-Elmer Lambda 20 分光光度計により、200〜800nmの範囲でUV−可視スペクトルを記録する。
実施例9で記載されたように製造されるマスターバッチペレットを、ポリエチレン樹脂に乾燥混合して、最終的な安定剤濃縮物を得る。次に、完全に処方された樹脂を、DOLCIフィルムラインを使用し、200℃で吹き込んで25ミクロン厚のフィルムとする。
温室用フィルムのサンプルは実施例10で記載されたように製造され、本発明の化合物(A)及び(B)に加えて、ステアリン酸金属塩、及び金属酸化物、及び立体障害アミンも含有する。典型的な処方物は、本発明の安定剤の組合せを0.05〜2重量%、高分子量立体障害アミンを0.05〜2重量%、ステアリン酸カルシウムのようなステアリン酸金属塩を0.05〜0.5重量%、及び酸化亜鉛、酸化マグネシウム又は酸化カルシウムのような金属酸化物を0.05〜0.5重量%含有する。
熱可塑性エラストマーとして既知の樹脂材料の一般的な種類は、その例として、SBS、SEBS及びSISのような、スチレンとブタジエン又はイソプレン及び/若しくはエチレン−コブチレンとのコポリマーを含み、本発明の式(A)又は(B)の化合物と乾燥混合され、溶融混合してペレットにされる。典型的な処方物は、本発明の化合物を0.05%〜2.0%の濃度、ステアリン酸カルシウムのようなステアリン酸金属塩を0.05%〜0.5%及び顔料を0%〜%5、ホスファイトを0.0%〜0.1%、フェノール酸化防止剤を0.0%〜1.25%、N,N−ジアルキルヒドロキシルアミンを0.0%〜0.1%、及びヒンダードアミン安定剤を0.05%〜2.0%の濃度で含有する。
ポリカーボネート粉末(Lexan 115)10gを塩化メチレン50gに撹拌しながら室温で溶解し、この工程は数時間を要す。その上、下記の表で示すように、添加剤混合物の3.5%の濃度に相当する、式(A2)、(v)及び/又は(xix)のUV吸収剤の合計量0.35gを加える。これらの溶液を使用し、EP−A−500496で示された方法に従って、フィルムを20μmの厚さにキャストする。
化合物(A2)と化合物(xiv)の混合物の懸濁液
UV吸収剤(A2) 1g
UV吸収剤(xiv) 2g
C8〜C12脂肪アルコールポリグルコシド 2.4g
塩化ナトリウム 1g
キサンタンガム 0.5g
ブロノポール 0.1g
脱イオン水 93g
UV吸収剤の懸濁液40g、脂肪アルコールポリグルコシド20g及び水40gを一緒に混合し、摩砕粒子の直径が1μmより小さくなるようにボールミル(Drais)で摩砕する。このペーストから出発して、上記の計量分配した他の成分をしかるべく混合する。
a)含浸: 処方物全体の重量に対して0.5%の下記の表16で示される添加剤を、市販の含浸剤(Xylamon Incolore(商標);製造会社:Sepam)に加える。
アルキド樹脂(Jagalyd Antihydro(商標)、E. Jager KG、ホワイトスピリット中60%溶液)53.48重量部;
チオキソトロープ助剤(Jagalyd Antihydro-Thix(商標)、E. Jager KG、50%溶液)10.69重量部;
促進剤(Jager Antihydro-Trockner(商標))1.92重量部;
溶媒(Terlitol(商標) 30)33.44重量部;
皮張り防止剤(Ascinin(商標) P, BAYER)0.32重量部;
皮張り防止剤(Luactin(商標) M, BASF)0.15重量部。
下記の成分を有する(1m2当たり)ゼラチン層を、ポリエステルベースに慣用的に塗布する。
成分 量
ゼラチン 1200mg
リン酸トリクレシル 510mg
硬化剤 40mg
湿潤剤 100mg
成分(A)及び(B) 225mg
フィルム等級ポリエチレンを式(A)又は(B)の試験添加物10%装填と、実施例8で記載されたように乾燥混合し、次に、200℃で溶融混合して、完全に処方されたマスターバッチペレットにする。マスターバッチペレットをポリエチレン樹脂と乾燥混合して。最終安定剤濃縮物を得る。次に、完全に処方された樹脂を、DOLCIフィルムラインを使用し、200℃で吹き込んで、150ミクロン厚のフィルムにする。
高密度ポリエチレン100部を、Irganox(登録商標)MD 1024(1,2−ビス(3,5−ジ−tert−ブチル−4−ヒドロキシヒドロシンナモイル)ヒドラジン)0.4部及び下記の表15にリストされる安定剤と乾燥混合する。混合物を、Maddockミキシングヘッドの24:1 L/Dスクリューを60rpmで使用するSuperior/MPM押出機により230℃で溶融混合し、ペレットにする。
初期メルトフローレート約2dg/minのガス相ポリプロピレンランダムコポリマーであるUnion Carbide Corporation製のUnipol(登録商標)を、ジアルキルペルオキシドの添加により、射出成形の適切なメルトフローレートである約25dg/minの目標のメルトフローレートを有するように変更されたレオロジーに制御する。清澄剤を約2200ppmで加えて、成形品の透明度を向上させる。
公称メルトフローレート約17dg/min(2.16kg@190°C)を有する液相Ziegler/Natta高密度ポリエチレンコポリマー(d=0.945g/cm3)のサンプルは、添加剤を添加濃度5%で、Turbula(登録商標)ブレンダー中のペレット化した「無添加剤」樹脂ベースに20分間加え、続いて、Maddock混合セクションを具備したポリオレフィンスクリューを使用する一軸スクリュー押出機により450°F(232℃)で溶融混合することにより調製する。処方物は、実施例16で記載された濃度(レベル)で同一の添加剤を含有する。各処方物は、酸捕捉剤として、ステアリン酸カルシウム500ppmを含有する。それぞれ2kgのバッチを1kgのロットに分け、1kgをマルチパスで押し出し、他を射出成形して、IV型引張り試験棒とするか、又は圧縮成型して、125ミルプラークとした。
2.16kg/230℃で公称メルトフローレート約15dg/分を有するポリプロピレンホモポリマー(Ti/Al触媒、バルク相加工)を、525°F、延伸比3.5:1および1フィラメント当たり15デニールで押し出して繊維にする。繊維を編んで靴下にする。また、サンプルを圧縮成型してプラークにする。個別の処方物は、それぞれ、ステアリン酸カルシウム/ジヒドロタルサイトの1:1ブレンドを酸捕捉剤として総濃度500ppmで含有する。そうでなければ、処方物は、HALS番号107又は76を追加的に使用し、実施例20と同様にして製造される。
Unipol(登録商標)(Union Carbide Corporation、ガス相E/H LLDPEコポリマー;Ti/Al触媒;メルトインデックス2.16kg/190°で約1dg/分)を、450°Fで押し出してインフレート(blown)フィルムにして、1.5ミリのフィルムを製造する。個別の処方物は、それぞれ、ステアリン酸亜鉛を酸捕捉剤として総濃度500ppmで含有する。そうでなければ、処方物を実施例20と同様にして製造する。フィルムを、60Co放射線源から0、30及び60キログレイ(または、0、3及び6メガラド)の曝露でガンマ照射により処理する。
スパンボンド(spunbonded)織物を形成することは当該技術で周知の従来の方法である。繊維等級ポリプロピレンを試験添加物10%装填と乾燥混合し、次に、220℃で溶融混合して、マスターバッチペレットにする。マスターバッチペレットを、添加剤1.0%を得る速度でポリプロピレン樹脂(MFR=35〜50)と乾燥混合する。スパンボンド繊維は、溶融ポリプロピレン樹脂(ダイ温度=230℃)を、複数の紡糸口金微輪状毛細管からフィラメントとして押し出すことにより製造される。冷却空気をクエンチチェンバーに送り(2,400rpm)、そこでフィラメントを冷却する。次に、冷却空気をノズルから吸引し、フィラメントを引き出す力を作り出す空気の流れを促進する。次に、引き出されたフィラメントをディフューザーに通し、コンベアベルト(33m/分)に堆積させて、不織布を形成する。
Claims (17)
- (A)式I:
(式中、Rは、(CH2−CH2−O−)n−R2;−CH2−CH(OH)−CH2−O−R2;又は−CH(R3)−CO−O−R4であり;nは0又は1であり;R2は、C1〜C13アルキル又はC2〜C20アルケニル又はC6〜C12アリール又はCO−C1〜C18アルキルであり;R3は、H又はC1〜C8アルキルであり;R4は、C1〜C12アルキル又はC2〜C12アルケニル又はC5〜C6シクロアルキルである)で示される化合物;及び
(B)式(IIa)のベンゾトリアゾール類、式(IIb)の2−ヒドロキシベンゾフェノン類、式(IIc)のオキサルアニリド類、式(IId)の2−ヒドロキシフェニルトリアジン類、式(IIe)のシンナマート類及び式(IIf)のベンゾアート類:
(式中、T1は、水素、C1〜C18アルキル、又はフェニルで置換されているC1〜C18アルキルであるか、或いは
T1は下記式:
の基であり;
L1は、二価基、例えば−(CH2)n−であり、ここでnは1〜8の範囲であり;
T2は、水素、C1〜C18アルキル、又はCOOT5、C1〜C18アルコキシ、ヒドロキシ、フェニル若しくはC2〜C18アシルオキシで置換されているC1〜C18アルキルであり;
T3は、水素、ハロゲン、C1〜C18アルキル、C1〜C18アルコキシ、C2〜C18アシルオキシ、フェニル、又は炭素原子1〜12個のペルフルオロアルキルであり;
T5は、C1〜C18アルキルであるか、或いは1個以上のOで中断されている、及び/又はOH若しくは下記の基:
で置換されているC4〜C50アルキルである);
(式中、
G1、G2及びG3は、独立して、水素、ヒドロキシ又はC1〜C18アルコキシである);
(式中、
G4、G5、G6及びG7は、独立して、水素、C1〜C12アルキル又はC1〜C12アルコキシアである);
(式中、
G8は、C1〜C18アルキルであるか、或いはCOO若しくはOCO若しくはOで中断されているか、又はOで中断され、そしてOHで置換されているC4〜C18アルキルであり;
G9、G10、G11及びG12は、独立して、水素、メチル、ヒドロキシ又はOG8である);
(式中、
mは、1〜4の整数であり;
G15は、、水素又はフェニルであり;
nが1の場合、G16はCOO−G19であり;
nが2の場合、G16はC2〜C12アルカン−ジオキシカルボニルであり;
nが3の場合、G16はC3〜C12アルカン−トリオキシカルボニルであり;
nが4の場合、G16はC4〜C12アルカン−テトラオキシカルボニルであり;
G17は、水素、CN又はCOO−G19であり;
G18は、水素又はメトキシであり;
G19はC1〜C18アルキルである);
(式中、
kは、1又は2であり;
kが1の場合、G20は、C1〜C18アルキル、フェニル又はC1〜C12アルキルで置換されているフェニルであり、そしてG21は、水素であり;
kが2の場合、G20及びG21は、一緒になって四価基:
であり;
G22及びG24は、独立して水素又はC1〜C8アルキルであり;
G23は、水素又はヒドロキシである)
から選択される化合物
(但し、成分(B)が、G9、G10、G11又はG12がメチルである式(IId)の2−ヒドロキシフェニルトリアジンを含む場合、式(I)のRは、(CH2−CH2−O−)n−R2である)
を含む組成物。 - 成分(B)が、化合物(i)〜(xlv):
i.2−(3′,5′−ジ−tert−ブチル−2′−ヒドロキシフェニル)−5−クロロベンゾトリアゾール、
ii.2−(3′,5′−ジ−tert−アミル−2′−ヒドロキシフェニル)ベンゾトリアゾール、
iii.2−(3′,5′−ビス(α,α−ジメチルベンジル)−2′−ヒドロキシフェニル)ベンゾトリアゾール、
iv.2−(3′−tert−ブチル−2′−ヒドロキシ−5′−(2−オクチルオキシカルボニルエチル)フェニル)ベンゾトリアゾール、
v.2,2′−メチレン−ビス〔4−(1,1,3,3−テトラメチルブチル)−6−ベンゾトリアゾール−2−イルフェノール〕、
vi.2−〔3′−tert−ブチル−5′−(2−メトキシカルボニルエチル)−2′−ヒドロキシフェニル〕−2H−ベンゾトリアゾールとポリエチレングリコール300のエステル交換生成物、
vii.2−〔2′−ヒドロキシ−3′−(α,α−ジメチルベンジル)−5′−(1,1,3,3−テトラメチルブチル)フェニル〕ベンゾトリアゾール、
viii.5−トリフルオロメチル−2−(2−ヒドロキシ−3−α−クミル−5−tert−オクチルフェニル)−2H−ベンゾトリアゾール、
ix.2−(2′−ヒドロキシ−5′−(2−ヒドロキシエチル)フェニル)ベンゾトリアゾール、
x.2−(2′−ヒドロキシ−5′−(2−メタクリロイルオキシエチル)フェニル)ベンゾトリアゾール、
xi.2,4−ビス(2,4−ジメチルフェニル)−6−(2−ヒドロキシ−4−アルキルオキシフェニル)−1,3,5−トリアジン(ここで、アルキルはC8−アルキル基の混合物である)、
xii.2,4−ビス(2,4−ジメチルフェニル)−6−(2−ヒドロキシ−4−オクチルオキシフェニル)−1,3,5−トリアジン、
xiii.2,4−ジフェニル−6−(2−ヒドロキシ−4−〔α−エチルヘキサノイルオキシエチル〕フェニル)−1,3,5−トリアジン、
xiv.2,4−ビス(2−ヒドロキシ−4−ブチルオキシフェニル)−6−(2,4−ビス−ブチルオキシフェニル)−1,3,5−トリアジン、
xv.2,4,6−トリス(2−ヒドロキシ−4−〔1−エトキシカルボニルエトキシ〕フェニル)−1,3,5−トリアジン、
xvi.トリス(2,4−ジヒドロキシフェニル)−1,3,5−トリアジンとα−クロロプロピオン酸エステル(C7〜C9アルコールの異性体混合物から製造)の混合物との反応生成物、
xvii.2−〔4−(ドデシルオキシ/トリデシルオキシ−2−ヒドロキシプロポキシ)−2−ヒドロキシフェニル〕−4,6−ビス(2,4−ジメチルフェニル)1,3,5−トリアジン、
xviii.2−{2−ヒドロキシ−4−〔3−(2−エチルヘキシル−1−オキシ)−2−ヒドロキシプロピルオキシ〕フェニル}−4,6−ビス(2,4−ジメチルフェニル)−1,3,5−トリアジン、
xix.2−(2−ヒドロキシ−4−ヘキシルオキシフェニル)−4−6−ジフェニル−1,3,5−トリアジン、
xx.2−(3′−tert.ブチル−5′−メチル−2′−ヒドロキシフェニル)−5−クロロ−ベンゾトリアゾール、
xxi.2−(3′−sec.ブチル−5′−tert.ブチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxii.2−(3′,5′−ジ−tert−ブチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxiii.2−(5′−tert.オクチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxiv.2−(3′−ドデシル−5′−メチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxv.2−(3′−tert.ブチル−5′−(2−オクチルオキシカルボニルエチル)−2′−ヒドロキシフェニル)−5−クロロ−ベンゾトリアゾール、
xxvi.2−(5′−メチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxvii.2−(5′−tert.ブチル−2′−ヒドロキシフェニル)−ベンゾトリアゾール、
xxx.下記式:
の化合物、
xxxi.下記式:
の化合物、
xxxii.2−エチルヘキシル−p−メトキシシンナマート、
xxxiii.2,4−ジヒドロキシベンゾフェノン、
xxxiv.2−ヒドロキシ−4−メトキシベンゾフェノン、
xxxv.2−ヒドロキシ−4−ドデシルオキシベンゾフェノン、
xxxvi.2−ヒドロキシ−4−オクチルオキシベンゾフェノン、
xxxvii.2,2′−ジヒドロキシ−4−メトキシベンゾフェノン、
xxxviii.下記式:
の化合物、
xxxix.下記式:
の化合物、
xl.下記式:
の化合物、
xli.下記式:
の化合物、
xlii.下記式:
の化合物、
xliii.下記式:
の化合物、
xliv.下記式:
の化合物、
xlv.下記式:
の化合物
(但し、成分(B)が化合物xi、xii、xvii又はxviiiを含む場合、式(I)のRは、(CH2−CH2−O−)n−R2である)
から選択される、請求項1記載の組成物。 - 成分(A)が、Rが非中断であり、分岐鎖状若しくは非分岐鎖状であるC7〜C13アルキル鎖を含む式(I)の化合物から選択され、そして成分(B)が、式(IIa)のベンゾトリアゾール類及び式(IIb)の2−ヒドロキシベンゾフェノン類から選択される、請求項1記載の組成物。
- 成分(A)が、化合物類:
(A1)2−{2−ヒドロキシ−4−〔1−オクチルオキシカルボニルエトキシ〕フェニル}−4,6−ビス(4−フェニルフェニル)−1,3,5−トリアジン、及び/又は
(A2)2−(2−ヒドロキシ−4−(2−エチルヘキシル)オキシ)フェニル−4,6−ビス(4−フェニル)フェニル−1,3,5−トリアジン
から選択される、請求項2記載の組成物。 - 成分(A)が化合物(A1)であり、そして成分(B)が、化合物類 i−iv、vi−xi、xiii−xviii、xx、xxiii−xxxixから選択される、請求項4記載の組成物。
- 成分(A)が化合物(A2)であり、そして成分(B)が、化合物類 i−viii、xii、xiii、xix−xxiii、xxv−xxvii、xxx−xxxvi、xl−xlvから選択される、請求項4記載の組成物。
- 可塑剤、潤滑剤、乳化剤、顔料、レオロジー添加剤、触媒、流量調整剤、光増白剤、更なる光安定剤、酸化防止剤、清澄剤、防炎加工剤、帯電防止剤、ベンゾオキサジノンUV吸収剤、発泡剤及びチオ相乗剤から選択される更なる添加剤を含む、請求項1記載の組成物。
- 立体障害アミン安定剤から選択される更なる添加剤を含む、請求項7記載の組成物。
- 成分(A)及び(B)を、(A)1部:(B)20部から(A)10部:(B)1部の範囲の重量比で含む、請求項1記載の組成物。
- (a)有機材料及び
(b)光、酸素及び/若しくは熱の作用に対する安定剤又は保護剤、或いは紫外線フィルター剤として、請求項1記載の化合物(A)及び化合物(B)
を含む組成物。 - 有機材料が、熱可塑性ポリマー、被覆組成物の架橋性結合剤、架橋被覆物、染料若しくはプリントインク、又はカラー写真用材料である、請求項10記載の組成物。
- 成分(a)の有機材料が熱可塑性ポリマーから選択され、そして、成分(b)が、化合物(A2)と、化合物類 i−x、xii、xiii、xix−xxiii、xxv−xxvii、xxx−xxxvi及びxl−xlvから選択される化合物(B)の組み合わせである、請求項10記載の組成物。
- 成分(a)の有機材料が、被覆組成物の架橋性結合剤、架橋被覆物、染料若しくはプリントインク、又はカラー写真用材料から選択され、そして成分(b)が、化合物(A1)と、化合物類 i−iv、vi−xi、xiii−xviii、xx、xxiii−xxvii、xxx−xxxixから選択される化合物(B)の組み合わせである、請求項10記載の組成物。
- 成分(b)及び場合により更なる安定剤が、成分(a)に対して0.01〜10重量%の量で存在する、請求項10記載の組成物。
- 成形品、回転成形品、射出成形品、吹込成形品、フィルム、テープ、単繊維物、繊維、不織布、断面材、接着剤又はパテ、表面被覆である、請求項10記載の組成物。
- 光、酸素及び/又は熱による損傷に対して、有機材料を安定化する方法であって、前記材料に請求項1記載の組成物を加えるか、又は塗布することを含む方法。
- 光、酸素及び/又は熱による損傷に対して、有機材料を安定化するための、請求項1記載の組成物の使用。
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JP2009242642A (ja) * | 2008-03-31 | 2009-10-22 | Fujifilm Corp | 紫外線吸収剤組成物 |
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WO2009123141A1 (ja) | 2008-03-31 | 2009-10-08 | 富士フイルム株式会社 | 紫外線吸収剤組成物 |
JP2013502712A (ja) * | 2009-08-18 | 2013-01-24 | ビーエーエスエフ ソシエタス・ヨーロピア | Uv安定化光電モジュール |
JP2013537176A (ja) * | 2010-09-14 | 2013-09-30 | ビーエーエスエフ ソシエタス・ヨーロピア | 特定のビス(ビフェニル)トリアジン誘導体及びその混合物の紫外線吸収剤としての使用 |
KR101918306B1 (ko) * | 2010-09-14 | 2018-11-13 | 바스프 에스이 | Uv 흡수제로서의 특정한 비스(비페닐)트리아진 유도체 및 그의 혼합물의 용도 |
JP2020517753A (ja) * | 2017-04-25 | 2020-06-18 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 紫外線吸収剤に共有結合したコーティング組成物 |
JP7004660B2 (ja) | 2017-04-25 | 2022-01-21 | ビーエーエスエフ ソシエタス・ヨーロピア | 紫外線吸収剤に共有結合したコーティング組成物 |
KR20190015684A (ko) * | 2017-08-04 | 2019-02-14 | 주식회사 솔루트 | 자외선 차단 필름 |
KR102020855B1 (ko) | 2017-08-04 | 2019-09-16 | 주식회사 솔루트 | 자외선 차단 필름 |
WO2020203957A1 (ja) * | 2019-03-29 | 2020-10-08 | 大日本印刷株式会社 | 化粧シート及びこれを用いた化粧材、並びに表面保護層用樹脂組成物 |
JPWO2020203957A1 (ja) * | 2019-03-29 | 2021-12-02 | 大日本印刷株式会社 | 化粧シート及びこれを用いた化粧材、並びに表面保護層用樹脂組成物 |
Also Published As
Publication number | Publication date |
---|---|
EP1549713B1 (en) | 2006-07-26 |
KR20050073469A (ko) | 2005-07-13 |
TW200422339A (en) | 2004-11-01 |
CA2495777C (en) | 2012-11-13 |
DE60307122T2 (de) | 2006-11-30 |
CA2495777A1 (en) | 2004-04-15 |
EP1308084A1 (en) | 2003-05-07 |
ZA200500955B (en) | 2006-03-29 |
US20060052491A1 (en) | 2006-03-09 |
WO2004031294A1 (en) | 2004-04-15 |
AU2003293316B2 (en) | 2008-04-03 |
MXPA05002809A (es) | 2005-05-27 |
BR0314863B1 (pt) | 2013-07-02 |
JP5405400B2 (ja) | 2014-02-05 |
KR100996586B1 (ko) | 2010-11-25 |
ATE334168T1 (de) | 2006-08-15 |
JP2010270336A (ja) | 2010-12-02 |
CN1685008A (zh) | 2005-10-19 |
CN1320049C (zh) | 2007-06-06 |
EP1549713A1 (en) | 2005-07-06 |
AU2003293316A1 (en) | 2004-04-23 |
BR0314863A (pt) | 2005-08-02 |
RU2005113718A (ru) | 2006-01-20 |
DE60307122D1 (de) | 2006-09-07 |
RU2337113C2 (ru) | 2008-10-27 |
US7332105B2 (en) | 2008-02-19 |
TWI330650B (en) | 2010-09-21 |
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