CA2474779A1 - Containers or films comprising hydroxyphenlbenzotriazole uv absorbers for protecting contents against the effects of uv radiation - Google Patents
Containers or films comprising hydroxyphenlbenzotriazole uv absorbers for protecting contents against the effects of uv radiation Download PDFInfo
- Publication number
- CA2474779A1 CA2474779A1 CA002474779A CA2474779A CA2474779A1 CA 2474779 A1 CA2474779 A1 CA 2474779A1 CA 002474779 A CA002474779 A CA 002474779A CA 2474779 A CA2474779 A CA 2474779A CA 2474779 A1 CA2474779 A1 CA 2474779A1
- Authority
- CA
- Canada
- Prior art keywords
- carbon atoms
- straight
- alkyl
- branched chain
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000006096 absorbing agent Substances 0.000 title claims description 94
- 230000005855 radiation Effects 0.000 title claims description 11
- 230000000694 effects Effects 0.000 title description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 211
- 125000000217 alkyl group Chemical group 0.000 claims description 125
- 239000000203 mixture Substances 0.000 claims description 101
- -1 glycidyloxy groups Chemical group 0.000 claims description 94
- 239000001257 hydrogen Substances 0.000 claims description 70
- 229910052739 hydrogen Inorganic materials 0.000 claims description 70
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 70
- 125000003342 alkenyl group Chemical group 0.000 claims description 60
- 150000002431 hydrogen Chemical class 0.000 claims description 57
- 229920000642 polymer Polymers 0.000 claims description 48
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 47
- 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 41
- 238000000034 method Methods 0.000 claims description 36
- 229920000728 polyester Polymers 0.000 claims description 29
- 229920003023 plastic Polymers 0.000 claims description 24
- 239000004033 plastic Substances 0.000 claims description 24
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 20
- 238000006482 condensation reaction Methods 0.000 claims description 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 17
- 239000000975 dye Substances 0.000 claims description 16
- 239000000047 product Substances 0.000 claims description 15
- 239000003381 stabilizer Substances 0.000 claims description 15
- 238000000576 coating method Methods 0.000 claims description 14
- 239000002453 shampoo Substances 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 13
- 239000004952 Polyamide Substances 0.000 claims description 12
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- 229920002647 polyamide Polymers 0.000 claims description 12
- 239000004417 polycarbonate Substances 0.000 claims description 12
- 229920000515 polycarbonate Polymers 0.000 claims description 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 239000000049 pigment Substances 0.000 claims description 10
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 10
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical group C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims description 9
- 235000013305 food Nutrition 0.000 claims description 9
- LBBKPOQRCNXAJD-UHFFFAOYSA-N methyl 3-[3-tert-butyl-5-(5-fluorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=C(F)C=CC3=N2)=C1O LBBKPOQRCNXAJD-UHFFFAOYSA-N 0.000 claims description 9
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 8
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 8
- 229920001328 Polyvinylidene chloride Polymers 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 8
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 7
- 229920000098 polyolefin Polymers 0.000 claims description 7
- 230000004224 protection Effects 0.000 claims description 7
- MAEDTQBZZXPXLZ-UHFFFAOYSA-N 6-methylheptyl 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCC(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O MAEDTQBZZXPXLZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 6
- 239000005033 polyvinylidene chloride Substances 0.000 claims description 6
- 239000004594 Masterbatch (MB) Substances 0.000 claims description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 5
- 235000013405 beer Nutrition 0.000 claims description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 5
- 229920000554 ionomer Polymers 0.000 claims description 5
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 5
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 5
- 125000004400 (C1-C12) alkyl group Chemical group 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 4
- YYFDMPHIONBOKZ-UHFFFAOYSA-N 4-n-(1-benzylpiperidin-4-yl)-2-n-[3-(dimethylamino)propyl]-6,7-dimethoxyquinazoline-2,4-diamine Chemical compound C=12C=C(OC)C(OC)=CC2=NC(NCCCN(C)C)=NC=1NC(CC1)CCN1CC1=CC=CC=C1 YYFDMPHIONBOKZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- 239000005977 Ethylene Substances 0.000 claims description 4
- 229920000219 Ethylene vinyl alcohol Polymers 0.000 claims description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- 239000004793 Polystyrene Substances 0.000 claims description 4
- 125000001118 alkylidene group Chemical group 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 125000005569 butenylene group Chemical group 0.000 claims description 4
- 125000005622 butynylene group Chemical group 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 239000004715 ethylene vinyl alcohol Substances 0.000 claims description 4
- 235000015203 fruit juice Nutrition 0.000 claims description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 4
- JMGAGEUAMQQJAD-UHFFFAOYSA-N methyl 3-[3-tert-butyl-4-hydroxy-5-[5-(trifluoromethyl)benzotriazol-2-yl]phenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C1O JMGAGEUAMQQJAD-UHFFFAOYSA-N 0.000 claims description 4
- VRBLLGLKTUGCSG-UHFFFAOYSA-N methyl 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O VRBLLGLKTUGCSG-UHFFFAOYSA-N 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
- 229920002223 polystyrene Polymers 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- 239000004800 polyvinyl chloride Substances 0.000 claims description 4
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 4
- 229930003231 vitamin Natural products 0.000 claims description 4
- 239000011782 vitamin Substances 0.000 claims description 4
- 229940088594 vitamin Drugs 0.000 claims description 4
- 235000013343 vitamin Nutrition 0.000 claims description 4
- YVVFERCUUGXZLE-UHFFFAOYSA-N 2-tert-butyl-4-(2-hydroxyethyl)-6-[5-(trifluoromethyl)benzotriazol-2-yl]phenol Chemical compound CC(C)(C)C1=CC(CCO)=CC(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C1O YVVFERCUUGXZLE-UHFFFAOYSA-N 0.000 claims description 3
- VLHISVXXWDSAPT-UHFFFAOYSA-N 2-tert-butyl-6-(5-chlorobenzotriazol-2-yl)-3-(2-hydroxyethoxy)phenol Chemical compound C1=C(OCCO)C(C(C)(C)C)=C(O)C(N2N=C3C=C(Cl)C=CC3=N2)=C1 VLHISVXXWDSAPT-UHFFFAOYSA-N 0.000 claims description 3
- VVSRRKAMMMHQGB-UHFFFAOYSA-N 3-[3-[5-(benzenesulfonyl)benzotriazol-2-yl]-5-tert-butyl-4-hydroxyphenyl]propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(N2N=C3C=C(C=CC3=N2)S(=O)(=O)C=2C=CC=CC=2)=C1O VVSRRKAMMMHQGB-UHFFFAOYSA-N 0.000 claims description 3
- MMPCZTQLVSESIT-UHFFFAOYSA-N 3-[3-tert-butyl-4-hydroxy-5-[5-(trifluoromethyl)benzotriazol-2-yl]phenyl]propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C1O MMPCZTQLVSESIT-UHFFFAOYSA-N 0.000 claims description 3
- YBGAHDSWZZNBNR-UHFFFAOYSA-N 4-(2-hydroxyethyl)-2-[5-(trifluoromethyl)benzotriazol-2-yl]phenol Chemical compound OCCC1=CC=C(O)C(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C1 YBGAHDSWZZNBNR-UHFFFAOYSA-N 0.000 claims description 3
- WMBMNOPFBSLJLS-UHFFFAOYSA-N 4-(3-hydroxypropyl)-2-[5-(trifluoromethyl)benzotriazol-2-yl]phenol Chemical compound OCCCC1=CC=C(O)C(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C1 WMBMNOPFBSLJLS-UHFFFAOYSA-N 0.000 claims description 3
- FXUZBFKATOWFLD-UHFFFAOYSA-N 6-methylheptyl 3-[3-tert-butyl-4-hydroxy-5-[5-(trifluoromethyl)benzotriazol-2-yl]phenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCC(C)C)=CC(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C1O FXUZBFKATOWFLD-UHFFFAOYSA-N 0.000 claims description 3
- 239000004604 Blowing Agent Substances 0.000 claims description 3
- CIYRKILUPYIMEP-UHFFFAOYSA-N C(C)(CC)N(C(=O)C=1C=C(C=CC=1F)C1NC(NC(=C1C(=O)NC=1C=C2C=NNC2=CC=1)C)=O)C Chemical compound C(C)(CC)N(C(=O)C=1C=C(C=CC=1F)C1NC(NC(=C1C(=O)NC=1C=C2C=NNC2=CC=1)C)=O)C CIYRKILUPYIMEP-UHFFFAOYSA-N 0.000 claims description 3
- 239000002216 antistatic agent Substances 0.000 claims description 3
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 claims description 3
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 235000013365 dairy product Nutrition 0.000 claims description 3
- 230000002939 deleterious effect Effects 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 3
- RZXDTJIXPSCHCI-UHFFFAOYSA-N hexa-1,5-diene-2,5-diol Chemical compound OC(=C)CCC(O)=C RZXDTJIXPSCHCI-UHFFFAOYSA-N 0.000 claims description 3
- 150000002443 hydroxylamines Chemical class 0.000 claims description 3
- 239000000314 lubricant Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- GBOXOTNIFCMVNQ-UHFFFAOYSA-N methyl 2-[3-(benzotriazol-2-yl)-1,5-ditert-butyl-4-hydroxycyclohexa-2,4-dien-1-yl]sulfonylacetate Chemical compound COC(=O)CS(=O)(=O)C1(C(C)(C)C)CC(C(C)(C)C)=C(O)C(N2N=C3C=CC=CC3=N2)=C1 GBOXOTNIFCMVNQ-UHFFFAOYSA-N 0.000 claims description 3
- DSZKSKDGJMWOFG-UHFFFAOYSA-N methyl 3-[3-[5-(benzenesulfonyl)benzotriazol-2-yl]-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=C(C=CC3=N2)S(=O)(=O)C=2C=CC=CC=2)=C1O DSZKSKDGJMWOFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000002667 nucleating agent Substances 0.000 claims description 3
- 230000003287 optical effect Effects 0.000 claims description 3
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 3
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 3
- 239000011118 polyvinyl acetate Substances 0.000 claims description 3
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 3
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 claims description 3
- 239000012744 reinforcing agent Substances 0.000 claims description 3
- 235000014214 soft drink Nutrition 0.000 claims description 3
- 229920000638 styrene acrylonitrile Polymers 0.000 claims description 3
- 235000013311 vegetables Nutrition 0.000 claims description 3
- 235000014101 wine Nutrition 0.000 claims description 3
- AYUCMOLWLQYVTG-UHFFFAOYSA-N 2-tert-butyl-3-(2-hydroxyethoxy)-6-[5-(trifluoromethyl)benzotriazol-2-yl]phenol Chemical compound C1=C(OCCO)C(C(C)(C)C)=C(O)C(N2N=C3C=C(C=CC3=N2)C(F)(F)F)=C1 AYUCMOLWLQYVTG-UHFFFAOYSA-N 0.000 claims description 2
- NFORJTXNUVBLOK-UHFFFAOYSA-N 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O NFORJTXNUVBLOK-UHFFFAOYSA-N 0.000 claims description 2
- JDVJWDQBRTUINM-UHFFFAOYSA-N 6-methylheptyl 3-[3-[5-(benzenesulfonyl)benzotriazol-2-yl]-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCC(C)C)=CC(N2N=C3C=C(C=CC3=N2)S(=O)(=O)C=2C=CC=CC=2)=C1O JDVJWDQBRTUINM-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000000732 arylene group Chemical group 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- 239000000976 ink Substances 0.000 claims description 2
- 235000013372 meat Nutrition 0.000 claims description 2
- 125000004193 piperazinyl group Chemical group 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims description 2
- 229920001713 poly(ethylene-co-vinyl alcohol) Polymers 0.000 claims 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 53
- 239000005020 polyethylene terephthalate Substances 0.000 description 53
- 239000010408 film Substances 0.000 description 35
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 32
- 238000010521 absorption reaction Methods 0.000 description 20
- 239000010410 layer Substances 0.000 description 19
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 15
- 239000007983 Tris buffer Substances 0.000 description 13
- 150000002148 esters Chemical class 0.000 description 11
- 238000009472 formulation Methods 0.000 description 11
- 239000012964 benzotriazole Substances 0.000 description 10
- 230000005540 biological transmission Effects 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 239000002324 mouth wash Substances 0.000 description 10
- 229940051866 mouthwash Drugs 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 239000000654 additive Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- 150000001565 benzotriazoles Chemical group 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 150000002009 diols Chemical class 0.000 description 8
- 238000000605 extraction Methods 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- RZSYLLSAWYUBPE-UHFFFAOYSA-L Fast green FCF Chemical group [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC(O)=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 RZSYLLSAWYUBPE-UHFFFAOYSA-L 0.000 description 6
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- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N terephthalic acid group Chemical group C(C1=CC=C(C(=O)O)C=C1)(=O)O KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
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- RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 description 5
- 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 description 5
- 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 5
- OCWYEMOEOGEQAN-UHFFFAOYSA-N bumetrizole Chemical compound CC(C)(C)C1=CC(C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O OCWYEMOEOGEQAN-UHFFFAOYSA-N 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 5
- 239000011572 manganese Substances 0.000 description 5
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- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 150000002816 nickel compounds Chemical class 0.000 description 1
- 125000006611 nonyloxy group Chemical group 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- IXVLEAZXSJJKFR-UHFFFAOYSA-N octadecyl 2-[(4-hydroxy-3,5-dimethylphenyl)methylsulfanyl]acetate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CSCC1=CC(C)=C(O)C(C)=C1 IXVLEAZXSJJKFR-UHFFFAOYSA-N 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
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- GAIDJJJFCKIGFD-UHFFFAOYSA-N octan-2-yl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC(C)CCCCCC)=CC(N2N=C3C=CC=CC3=N2)=C1O GAIDJJJFCKIGFD-UHFFFAOYSA-N 0.000 description 1
- JVIACMXZJQZCGM-UHFFFAOYSA-N octyl 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]acetate Chemical compound CCCCCCCCOC(=O)CSCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 JVIACMXZJQZCGM-UHFFFAOYSA-N 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
- NTTIENRNNNJCHQ-UHFFFAOYSA-N octyl n-(3,5-ditert-butyl-4-hydroxyphenyl)carbamate Chemical compound CCCCCCCCOC(=O)NC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NTTIENRNNNJCHQ-UHFFFAOYSA-N 0.000 description 1
- 125000005447 octyloxy 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])O* 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000002924 oxiranes Chemical class 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
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 229960000969 phenyl salicylate Drugs 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 238000001782 photodegradation Methods 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate 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
- MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 235000012045 salad Nutrition 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 239000000779 smoke Substances 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
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 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
- 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
- 239000000600 sorbitol Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 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 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229940086735 succinate Drugs 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 1
- WUPCFMITFBVJMS-UHFFFAOYSA-N tetrakis(1,2,2,6,6-pentamethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)CC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 WUPCFMITFBVJMS-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 238000000411 transmission spectrum Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- SWZDQOUHBYYPJD-UHFFFAOYSA-N tridodecylamine Chemical compound CCCCCCCCCCCCN(CCCCCCCCCCCC)CCCCCCCCCCCC SWZDQOUHBYYPJD-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A 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
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/24—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to three ring carbon atoms
-
- 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
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Containers Having Bodies Formed In One Piece (AREA)
- Packages (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Laminated Bodies (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35794202P | 2002-02-19 | 2002-02-19 | |
| US60/357,942 | 2002-02-19 | ||
| PCT/EP2003/001324 WO2003070819A1 (en) | 2002-02-19 | 2003-02-11 | Containers or films comprising hydroxyphenlbenzotriazole uv absorbers for protecting contents against the effects of uv radiation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2474779A1 true CA2474779A1 (en) | 2003-08-28 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002474779A Abandoned CA2474779A1 (en) | 2002-02-19 | 2003-02-11 | Containers or films comprising hydroxyphenlbenzotriazole uv absorbers for protecting contents against the effects of uv radiation |
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| Country | Link |
|---|---|
| US (1) | US20050171253A1 (enExample) |
| EP (1) | EP1476503A1 (enExample) |
| JP (1) | JP2005517787A (enExample) |
| KR (1) | KR20040096558A (enExample) |
| AU (1) | AU2003205754A1 (enExample) |
| CA (1) | CA2474779A1 (enExample) |
| TW (1) | TW200408669A (enExample) |
| WO (1) | WO2003070819A1 (enExample) |
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| JP2007507567A (ja) * | 2003-05-26 | 2007-03-29 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 高適合性及び非移行性ポリマー状uv−吸収剤 |
| US20060252857A1 (en) * | 2003-05-27 | 2006-11-09 | Schaefer Thomas | Aminoaryl-1-3-5-triazines and their use as uv absorbers |
| US20050147641A1 (en) * | 2004-01-02 | 2005-07-07 | Qi Yu | Plastic water and beverage bottle and manufacturing process thereof |
| JP2007153981A (ja) * | 2005-12-02 | 2007-06-21 | Mitsui Chemicals Inc | 片末端に芳香環を有するオレフィン重合体及びその用途 |
| US20090246416A1 (en) * | 2006-07-21 | 2009-10-01 | Konica Minolta Opto, Inc. | Optical film, method of manufacturing the same, polarizing plate, and liquid crystal display device |
| JP2009096972A (ja) | 2007-02-20 | 2009-05-07 | Fujifilm Corp | 紫外線吸収剤を含む高分子材料 |
| WO2008123504A1 (ja) | 2007-03-30 | 2008-10-16 | Fujifilm Corporation | 紫外線吸収剤組成物 |
| JP5236297B2 (ja) | 2007-03-30 | 2013-07-17 | 富士フイルム株式会社 | ヘテロ環化合物 |
| EP2177524A4 (en) | 2007-08-16 | 2011-12-14 | Fujifilm Corp | HETEROCYCLIC COMPOUND, ULTRAVIOLET RADIATION ABSORBER, AND COMPOSITION COMPRISING THE ULTRAVIOLET RADIATION ABSORBER |
| JP5428412B2 (ja) * | 2008-03-18 | 2014-02-26 | 株式会社リコー | 耐熱性向上剤及び可逆性感熱記録媒体 |
| JP5250289B2 (ja) | 2008-03-31 | 2013-07-31 | 富士フイルム株式会社 | 紫外線吸収剤組成物 |
| JP5244437B2 (ja) | 2008-03-31 | 2013-07-24 | 富士フイルム株式会社 | 紫外線吸収剤組成物 |
| JP2009270062A (ja) | 2008-05-09 | 2009-11-19 | Fujifilm Corp | 紫外線吸収剤組成物 |
| JP2010059235A (ja) | 2008-09-01 | 2010-03-18 | Fujifilm Corp | 紫外線吸収剤組成物 |
| JP5261319B2 (ja) | 2008-09-10 | 2013-08-14 | 富士フイルム株式会社 | 照明カバー |
| CN102292397B (zh) | 2009-01-19 | 2014-12-10 | 巴斯夫欧洲公司 | 有机黑色颜料及其制备 |
| KR101102373B1 (ko) * | 2009-05-15 | 2012-01-05 | 박치상 | 반응형 벤조트리아졸계 자외선 흡수제 및 이의 용도 |
| UA116648C2 (uk) | 2013-03-14 | 2018-04-25 | Алкермес Фарма Айерленд Лімітед | Фумарати як проліки та їх застосування при лікуванні різних захворювань |
| US8669281B1 (en) | 2013-03-14 | 2014-03-11 | Alkermes Pharma Ireland Limited | Prodrugs of fumarates and their use in treating various diseases |
| US9604922B2 (en) | 2014-02-24 | 2017-03-28 | Alkermes Pharma Ireland Limited | Sulfonamide and sulfinamide prodrugs of fumarates and their use in treating various diseases |
| KR102240494B1 (ko) | 2014-07-29 | 2021-04-16 | 현대모비스 주식회사 | 물체 검출 장치 및 방법 |
| WO2017123197A1 (en) * | 2016-01-11 | 2017-07-20 | Multisorb Technologies, Inc. | Nonmetallic oxygen absorber |
| JP6917187B2 (ja) * | 2016-05-10 | 2021-08-11 | 住友化学株式会社 | 光学フィルム、及びこれを用いたフレキシブルデバイス |
| KR102798814B1 (ko) * | 2019-02-01 | 2025-04-23 | 주식회사 엘지화학 | 폴리아미드 수지 필름 및 이를 이용한 수지 적층체 |
| US12031028B2 (en) | 2019-02-01 | 2024-07-09 | Lg Chem, Ltd. | Polyamide resin film and resin laminate using the same |
| GB2590495B (en) * | 2019-12-20 | 2024-08-28 | Henkel Ag & Co Kgaa | A container for, and a pack including, cyanoacrylate composition(s) |
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| NL223154A (enExample) * | 1956-12-14 | |||
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| US3230194A (en) * | 1961-12-22 | 1966-01-18 | American Cyanamid Co | 2-(2'-hydroxy-5'-tertiary-octylphenyl)-benzotriazole and polyolefins stabilized therewith |
| US3308095A (en) * | 1965-07-14 | 1967-03-07 | Du Pont | Fiber-forming condensation polyesters having enhanced resistance to photodegradation |
| US4127586A (en) * | 1970-06-19 | 1978-11-28 | Ciba-Geigy Corporation | Light protection agents |
| FR2319662A1 (fr) * | 1975-11-26 | 1977-02-25 | Bourrin Gilbert | Perfectionnements aux materiaux anti-friction |
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| US4383863A (en) * | 1979-12-17 | 1983-05-17 | Ciba-Geigy Corporation | 2-[2-Hydroxy-3,5-di-tert-octylphenyl]-2H-benzotriazole in stabilized photographic compositions |
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| US5280124A (en) * | 1991-02-12 | 1994-01-18 | Ciba-Geigy Corporation | 5-sulfonyl-substituted benzotriazole UV-absorbers |
| US5268450A (en) * | 1992-11-24 | 1993-12-07 | Phillips Petroleum Company | Compositions comprising sulfur-containing derivatives of hydroxyphenylbenzotriazole and process therefor |
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| US5459222A (en) * | 1993-06-04 | 1995-10-17 | Ciba-Geigy Corporation | UV-absorbing polyurethanes and polyesters |
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| CA2450567C (en) * | 2001-07-02 | 2009-12-15 | Ciba Specialty Chemicals Holding, Inc. | High molecular weight hydroxyphenylbenzotriazole uv-absorbers for thin film applications |
-
2003
- 2003-02-11 WO PCT/EP2003/001324 patent/WO2003070819A1/en not_active Ceased
- 2003-02-11 JP JP2003569723A patent/JP2005517787A/ja not_active Withdrawn
- 2003-02-11 KR KR10-2004-7012327A patent/KR20040096558A/ko not_active Withdrawn
- 2003-02-11 CA CA002474779A patent/CA2474779A1/en not_active Abandoned
- 2003-02-11 AU AU2003205754A patent/AU2003205754A1/en not_active Abandoned
- 2003-02-11 EP EP03702622A patent/EP1476503A1/en not_active Withdrawn
- 2003-02-11 US US10/504,278 patent/US20050171253A1/en not_active Abandoned
- 2003-02-17 TW TW092103197A patent/TW200408669A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20040096558A (ko) | 2004-11-16 |
| EP1476503A1 (en) | 2004-11-17 |
| AU2003205754A1 (en) | 2003-09-09 |
| JP2005517787A (ja) | 2005-06-16 |
| US20050171253A1 (en) | 2005-08-04 |
| TW200408669A (en) | 2004-06-01 |
| WO2003070819A1 (en) | 2003-08-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |