JPS6326771B2 - - Google Patents
Info
- Publication number
- JPS6326771B2 JPS6326771B2 JP55500338A JP50033880A JPS6326771B2 JP S6326771 B2 JPS6326771 B2 JP S6326771B2 JP 55500338 A JP55500338 A JP 55500338A JP 50033880 A JP50033880 A JP 50033880A JP S6326771 B2 JPS6326771 B2 JP S6326771B2
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- radical
- hydrogen
- compound
- 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.)
- Expired
Links
- 125000000217 alkyl group Chemical group 0.000 description 163
- 150000003254 radicals Chemical group 0.000 description 136
- 150000001875 compounds Chemical class 0.000 description 133
- 239000001257 hydrogen Substances 0.000 description 102
- 229910052739 hydrogen Inorganic materials 0.000 description 102
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 84
- -1 phenylmercapto, aminocarbonyl Chemical group 0.000 description 79
- 150000002431 hydrogen Chemical class 0.000 description 57
- NRYFOHPMTOMUNB-UHFFFAOYSA-N 3-acetyl-3h-1-benzofuran-2-one Chemical compound C1=CC=C2C(C(=O)C)C(=O)OC2=C1 NRYFOHPMTOMUNB-UHFFFAOYSA-N 0.000 description 53
- 125000000753 cycloalkyl group Chemical group 0.000 description 50
- 239000000203 mixture Substances 0.000 description 40
- 125000001424 substituent group Chemical group 0.000 description 38
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 37
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 36
- 229910052760 oxygen Inorganic materials 0.000 description 36
- 239000001301 oxygen Substances 0.000 description 36
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 33
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 32
- 125000004432 carbon atom Chemical group C* 0.000 description 31
- 239000003381 stabilizer Substances 0.000 description 31
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical class C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 description 30
- JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical compound C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 description 30
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 27
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 125000003545 alkoxy group Chemical group 0.000 description 18
- 239000000460 chlorine Substances 0.000 description 16
- 229910052801 chlorine Inorganic materials 0.000 description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 15
- 229910052757 nitrogen Inorganic materials 0.000 description 15
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- 239000000126 substance Substances 0.000 description 14
- 239000000654 additive Substances 0.000 description 13
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 13
- 239000000843 powder Substances 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- 229920000620 organic polymer Polymers 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 238000002844 melting Methods 0.000 description 10
- 230000008018 melting Effects 0.000 description 10
- 125000004433 nitrogen atom Chemical group N* 0.000 description 10
- 125000000962 organic group Chemical group 0.000 description 10
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 9
- 125000000547 substituted alkyl group Chemical group 0.000 description 9
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical group CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 8
- 239000004698 Polyethylene Substances 0.000 description 8
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 8
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 8
- 229920000573 polyethylene Polymers 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000004743 Polypropylene Substances 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 229920001155 polypropylene Polymers 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 239000011593 sulfur Substances 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Natural products OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 238000001746 injection moulding Methods 0.000 description 5
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 5
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000004800 polyvinyl chloride Substances 0.000 description 5
- 229920000915 polyvinyl chloride Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 229920001897 terpolymer Polymers 0.000 description 5
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 4
- 229960002510 mandelic acid Drugs 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 125000003884 phenylalkyl group Chemical group 0.000 description 4
- 229920002239 polyacrylonitrile Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 3
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 3
- CNGYZEMWVAWWOB-VAWYXSNFSA-N 5-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-[(e)-2-[4-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound N=1C(NC=2C=C(C(\C=C\C=3C(=CC(NC=4N=C(N=C(NC=5C=CC=CC=5)N=4)N(CCO)CCO)=CC=3)S(O)(=O)=O)=CC=2)S(O)(=O)=O)=NC(N(CCO)CCO)=NC=1NC1=CC=CC=C1 CNGYZEMWVAWWOB-VAWYXSNFSA-N 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 description 3
- 125000004104 aryloxy group Chemical group 0.000 description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- FNIATMYXUPOJRW-UHFFFAOYSA-N cyclohexylidene Chemical group [C]1CCCCC1 FNIATMYXUPOJRW-UHFFFAOYSA-N 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000006078 metal deactivator Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 125000004076 pyridyl group Chemical group 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-di-methylphenol Natural products CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000004709 Chlorinated polyethylene Substances 0.000 description 2
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
- 239000008116 calcium stearate Substances 0.000 description 2
- 235000013539 calcium stearate Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical group S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 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 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 125000006575 electron-withdrawing group Chemical group 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229920001903 high density polyethylene Polymers 0.000 description 2
- 239000004700 high-density polyethylene Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 125000006678 phenoxycarbonyl group Chemical class 0.000 description 2
- QJIJQNUQORKBKY-UHFFFAOYSA-N piperidin-1-ium;benzoate Chemical compound C1CCNCC1.OC(=O)C1=CC=CC=C1 QJIJQNUQORKBKY-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920001748 polybutylene Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920006380 polyphenylene oxide Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 125000003107 substituted aryl group Chemical group 0.000 description 2
- VQIRPKSLELOUKW-UHFFFAOYSA-N (3-hydroxyphenyl) octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1=CC=CC(O)=C1 VQIRPKSLELOUKW-UHFFFAOYSA-N 0.000 description 1
- XYXJKPCGSGVSBO-UHFFFAOYSA-N 1,3,5-tris[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C)=C1CN1C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C1=O XYXJKPCGSGVSBO-UHFFFAOYSA-N 0.000 description 1
- MQQKTNDBASEZSD-UHFFFAOYSA-N 1-(octadecyldisulfanyl)octadecane Chemical compound CCCCCCCCCCCCCCCCCCSSCCCCCCCCCCCCCCCCCC MQQKTNDBASEZSD-UHFFFAOYSA-N 0.000 description 1
- MGKPCLNUSDGXGT-UHFFFAOYSA-N 1-benzofuran-3-one Chemical compound C1=CC=C2C(=O)COC2=C1 MGKPCLNUSDGXGT-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 1
- WYSSJDOPILWQDC-UHFFFAOYSA-N 2,4-ditert-butyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1C(C)(C)C WYSSJDOPILWQDC-UHFFFAOYSA-N 0.000 description 1
- KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 1
- KDBZVULQVCUNNA-UHFFFAOYSA-N 2,5-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(C(C)(C)C)C(O)=C1 KDBZVULQVCUNNA-UHFFFAOYSA-N 0.000 description 1
- AFTBJQDQENGCPC-UHFFFAOYSA-N 2,5-ditert-butyl-4-methylphenol Chemical compound CC1=CC(C(C)(C)C)=C(O)C=C1C(C)(C)C AFTBJQDQENGCPC-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical compound OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 description 1
- FGEAOSXMQZWHIQ-UHFFFAOYSA-N 2-chloro-2-phenylacetyl chloride Chemical compound ClC(=O)C(Cl)C1=CC=CC=C1 FGEAOSXMQZWHIQ-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 229940061334 2-phenylphenol Drugs 0.000 description 1
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 1
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 1
- CYEKUDPFXBLGHH-UHFFFAOYSA-N 3-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1 CYEKUDPFXBLGHH-UHFFFAOYSA-N 0.000 description 1
- LZMVPEUISJTHGP-UHFFFAOYSA-N 4-[3,3-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-2-tert-butyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1CCC(C)(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C LZMVPEUISJTHGP-UHFFFAOYSA-N 0.000 description 1
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- OJJXZHYAPVFDRX-UHFFFAOYSA-N 6-tert-butyl-3-[[5-[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl]-3H-dithiol-3-yl]methyl]-2,4-dimethylphenol terephthalic acid Chemical compound C(C1=CC=C(C(=O)O)C=C1)(=O)O.C(C)(C)(C)C1=C(C(=C(CC2=CC(SS2)CC2=C(C(=C(C=C2C)C(C)(C)C)O)C)C(=C1)C)C)O OJJXZHYAPVFDRX-UHFFFAOYSA-N 0.000 description 1
- 108091029845 Aminoallyl nucleotide Proteins 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003508 Dilauryl thiodipropionate Substances 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000002656 Distearyl thiodipropionate Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical class NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 description 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- UTTHLMXOSUFZCQ-UHFFFAOYSA-N benzene-1,3-dicarbohydrazide Chemical compound NNC(=O)C1=CC=CC(C(=O)NN)=C1 UTTHLMXOSUFZCQ-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- 235000019305 distearyl thiodipropionate Nutrition 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 238000005558 fluorometry Methods 0.000 description 1
- 235000019256 formaldehyde Nutrition 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- KXZXLEYRSHQNCR-UHFFFAOYSA-N methane 2-methylidenenonanethioic S-acid Chemical compound C.CCCCCCCC(=C)C(O)=S.CCCCCCCC(=C)C(O)=S.CCCCCCCC(=C)C(O)=S.CCCCCCCC(=C)C(O)=S KXZXLEYRSHQNCR-UHFFFAOYSA-N 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- GTIBACHAUHDNPH-WHYMJUELSA-N n,n'-bis[(z)-benzylideneamino]oxamide Chemical compound C=1C=CC=CC=1\C=N/NC(=O)C(=O)N\N=C/C1=CC=CC=C1 GTIBACHAUHDNPH-WHYMJUELSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-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
- IIGMITQLXAGZTL-UHFFFAOYSA-N octyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCC IIGMITQLXAGZTL-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052763 palladium Inorganic materials 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
- 239000002245 particle Substances 0.000 description 1
- NMHMNPHRMNGLLB-UHFFFAOYSA-M phloretate Chemical compound OC1=CC=C(CCC([O-])=O)C=C1 NMHMNPHRMNGLLB-UHFFFAOYSA-M 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000006069 physical mixture Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- JZWFDVDETGFGFC-UHFFFAOYSA-N salacetamide Chemical group CC(=O)NC(=O)C1=CC=CC=C1O JZWFDVDETGFGFC-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
- 230000000930 thermomechanical effect Effects 0.000 description 1
- MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/83—Oxygen 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
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered 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
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3415—Five-membered rings
- C08K5/3417—Five-membered rings condensed with carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH110479 | 1979-02-05 | ||
| CH879379 | 1979-09-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55501181A JPS55501181A (en, 2012) | 1980-12-25 |
| JPS6326771B2 true JPS6326771B2 (en, 2012) | 1988-05-31 |
Family
ID=25686661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55500338A Expired JPS6326771B2 (en, 2012) | 1979-02-05 | 1980-02-05 |
Country Status (14)
| Country | Link |
|---|---|
| US (3) | US4338244A (en, 2012) |
| JP (1) | JPS6326771B2 (en, 2012) |
| BR (1) | BR8006453A (en, 2012) |
| CA (2) | CA1150257A (en, 2012) |
| CH (1) | CH645908A5 (en, 2012) |
| DE (1) | DE3030673D2 (en, 2012) |
| ES (1) | ES488290A0 (en, 2012) |
| FR (4) | FR2464278A1 (en, 2012) |
| GB (2) | GB2044272B (en, 2012) |
| IT (1) | IT1188889B (en, 2012) |
| NL (1) | NL8020018A (en, 2012) |
| NO (1) | NO802930L (en, 2012) |
| SE (1) | SE443570B (en, 2012) |
| WO (1) | WO1980001566A1 (en, 2012) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0699959A1 (en) | 1994-08-29 | 1996-03-06 | Sumitomo Chemical Company, Limited | A bislactone compound and a process for producing the same |
| JP2008039883A (ja) * | 2006-08-02 | 2008-02-21 | Konica Minolta Opto Inc | 光学フィルム、それを用いた偏光板及び液晶表示装置 |
| JP2019059716A (ja) * | 2017-09-27 | 2019-04-18 | 住友化学株式会社 | 塩、酸発生剤、レジスト組成物及びレジストパターンの製造方法 |
Families Citing this family (266)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2044272B (en) * | 1979-02-05 | 1983-03-16 | Sandoz Ltd | Stabilising polymers |
| JPS61138648A (ja) * | 1984-12-10 | 1986-06-26 | Mitsui Petrochem Ind Ltd | 光学デイスク |
| US4665112A (en) * | 1986-01-02 | 1987-05-12 | General Electric Company | Ultraviolet radiation stabilized polyphenylene ether resins |
| DE3601900A1 (de) * | 1986-01-23 | 1987-07-30 | Bayer Ag | Verwendung von 3-benzalphthaliden als uv-stabilisatoren fuer thermoplastische, aromatische polyester, polycarbonate und polyestercarbonate |
| US4741860A (en) * | 1986-10-02 | 1988-05-03 | Ppg Industries, Inc. | Adhesion promoters containing optical brightener |
| US4888205A (en) * | 1986-10-02 | 1989-12-19 | Ppg Industries, Inc. | Method of treating a polyolefin substrate with adhesion promoters containing optical brightener |
| FR2611715B1 (fr) * | 1987-02-27 | 1989-05-12 | Adir | Nouveaux acetamides derives de la dihydro-2,3 phenyl-3 benzofurannone-2, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2611713B1 (fr) * | 1987-02-27 | 1990-11-30 | Adir | Nouveaux derives de l'acide (dihydro-2,3 oxo-2 benzofurannyl-3)-2 acetique, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent |
| US4849428A (en) * | 1987-11-23 | 1989-07-18 | The Procter & Gamble Company | Cyclic anti-inflammatory derivatives of di-tert-butylphenol compounds, compositions and use |
| US4982006A (en) * | 1987-12-18 | 1991-01-01 | Norwich Eaton Pharmaceuticals, Inc. | Process for the preparation of certain substituted aromatic compounds |
| US4954544A (en) * | 1989-03-23 | 1990-09-04 | Conros Corporation | Modified adhesive composition which undergoes color changes upon application |
| ES2062486T3 (es) * | 1989-08-31 | 1994-12-16 | Ciba Geigy Ag | 3-fenilbenzofuran-2-onas. |
| US5175312A (en) * | 1989-08-31 | 1992-12-29 | Ciba-Geigy Corporation | 3-phenylbenzofuran-2-ones |
| US5250592A (en) * | 1990-04-12 | 1993-10-05 | Ciba-Geigy Corporation | Isoindolinone compounds as stabilizers for organic materials |
| GB2252325A (en) * | 1991-01-31 | 1992-08-05 | Ciba Geigy Ag | Stabilised polyolefin |
| TW206220B (en, 2012) * | 1991-07-01 | 1993-05-21 | Ciba Geigy Ag | |
| US5252643A (en) * | 1991-07-01 | 1993-10-12 | Ciba-Geigy Corporation | Thiomethylated benzofuran-2-ones |
| MX9205504A (es) * | 1991-11-01 | 1993-06-01 | Ciba Geigy Ag | Composicion y proceso para la preparacion de articulos que tienen estabilidad de moldeo |
| EP0543778A1 (de) * | 1991-11-19 | 1993-05-26 | Ciba-Geigy Ag | Gegen Oxidation bzw. Kernverbräunung geschützte Polyetherpolyol- und Polyurethanzusammensetzungen |
| EP0545861B1 (de) * | 1991-11-29 | 1995-12-27 | Ciba-Geigy Ag | Diphenylessigsäurederivate als Stabilisatoren für organisches Material |
| MX9207621A (es) * | 1992-01-21 | 1993-07-01 | Ciba Geigy Ag | Nuevos bisfenolfosfitos de cicloalquilideno |
| EP0565487B1 (de) * | 1992-04-08 | 1997-04-16 | Ciba SC Holding AG | Flüssige Antioxidantien als Stabilisatoren |
| US5356546A (en) * | 1992-04-16 | 1994-10-18 | The Lubrizol Corporation | Metal salts useful as additives for fuels and lubricants |
| US5281346A (en) * | 1992-04-16 | 1994-01-25 | The Lubrizol Corporation | Two-cycle engine lubricant and method of using same comprising alkali or alkaline earth metal salts of carboxylic aromatic acids |
| GB2267490B (en) * | 1992-05-22 | 1995-08-09 | Ciba Geigy Ag | 3-(Carboxymethoxyphenyl)benzofuran-2-one stabilisers |
| NL9300801A (nl) * | 1992-05-22 | 1993-12-16 | Ciba Geigy | 3-(acyloxyfenyl)benzofuran-2-on als stabilisatoren. |
| TW260686B (en, 2012) * | 1992-05-22 | 1995-10-21 | Ciba Geigy | |
| MX9305489A (es) * | 1992-09-23 | 1994-03-31 | Ciba Geigy Ag | 3-(dihidrobenzofuran-5-il)benzofuran-2-onas, estabilizadores. |
| TW255902B (en, 2012) * | 1992-09-23 | 1995-09-01 | Ciba Geigy | |
| TW283148B (en, 2012) * | 1992-09-25 | 1996-08-11 | Ciba Geigy Ag | |
| EP0594539B1 (de) * | 1992-10-21 | 1997-05-02 | Ciba SC Holding AG | Phenylphosphite als Stabilisatoren für organische Materialien |
| TW252991B (en, 2012) * | 1992-12-04 | 1995-08-01 | Ciba Geigy | |
| EP0608198A1 (de) * | 1993-01-18 | 1994-07-27 | Ciba-Geigy Ag | Cyclische Diphenylacetonitrile als Stabilisatoren |
| EP0632102B1 (de) * | 1993-06-28 | 1997-04-02 | Bayer Ag | Massefärben von Kunststoffen |
| CH686306A5 (de) * | 1993-09-17 | 1996-02-29 | Ciba Geigy Ag | 3-Aryl-benzofuranone als Stabilisatoren. |
| TW284762B (en, 2012) * | 1993-09-17 | 1996-09-01 | Ciba Geigy Ag | |
| TW270133B (en, 2012) * | 1993-09-17 | 1996-02-11 | Ciba Geigy | |
| TW327185B (en) * | 1993-09-20 | 1998-02-21 | Ciba Sc Holding Ag | Liquid antioxidants |
| IT1269197B (it) | 1994-01-24 | 1997-03-21 | Ciba Geigy Spa | Composti 1-idrocarbilossi piperidinici contenenti gruppi silanici atti all'impiego come stabilizzanti per materiali organici |
| TW317568B (en, 2012) * | 1994-04-13 | 1997-10-11 | Ciba Sc Holding Ag | |
| TW297822B (en, 2012) * | 1994-04-13 | 1997-02-11 | Ciba Geigy Ag | |
| TW350859B (en) * | 1994-04-13 | 1999-01-21 | Ciba Sc Holding Ag | HALS phosphonites as stabilizers |
| US5556973A (en) | 1994-07-27 | 1996-09-17 | Ciba-Geigy Corporation | Red-shifted tris-aryl-s-triazines and compositions stabilized therewith |
| EP0698637A3 (en) | 1994-08-22 | 1996-07-10 | Ciba Geigy Ag | Polyurethanes stabilized with selected UV absorbers of 5-substituted benzotriazole |
| EP0711804A3 (de) | 1994-11-14 | 1999-09-22 | Ciba SC Holding AG | Kryptolichtschutzmittel |
| TW303381B (en, 2012) | 1994-12-05 | 1997-04-21 | Ciba Sc Holding Ag | |
| TW399079B (en) * | 1995-05-12 | 2000-07-21 | Ciba Sc Holding Ag | Polyether polyol and polyurethane compositions protected against oxidation and core scorching |
| TW325490B (en) | 1995-06-23 | 1998-01-21 | Ciba Sc Holding Ag | Polysiloxane light stabilizers |
| EP0771814A1 (en) | 1995-11-02 | 1997-05-07 | Ciba SC Holding AG | Amorphous and crystalline modifications of 1,1',1"-nitrilo triethyl-tris[2,2'-methylene-bis(4,6-di-tert-butyl-phenyl)]phosphite |
| US6521681B1 (en) | 1996-07-05 | 2003-02-18 | Ciba Specialty Chemicals Corporation | Phenol-free stabilization of polyolefin fibres |
| DE59702969D1 (de) | 1996-10-30 | 2001-03-08 | Ciba Sc Holding Ag | Stabilisatorkombination für das Rotomolding-Verfahren |
| FR2756561B1 (fr) | 1996-12-04 | 1999-01-08 | Cird Galderma | Composes heteroaryles, compositions pharmaceutiques et cosmetiques les contenant et utilisations |
| EP0850946A1 (de) * | 1996-12-24 | 1998-07-01 | Ciba SC Holding AG | Cyclische Phosphinsäurederivate als Stabilisatoren |
| DE59810298D1 (de) * | 1997-02-05 | 2004-01-15 | Ciba Sc Holding Ag | Stabilisatoren für Pulverlacke |
| ES2149678B1 (es) | 1997-03-06 | 2001-05-16 | Ciba Sc Holding Ag | Estabilizacion de policarbonatos, poliesteres y policetonas. |
| US5922794A (en) * | 1997-03-26 | 1999-07-13 | General Electric Company | Compositions stabilized with tertiary amine oxides |
| US5834541A (en) * | 1997-05-02 | 1998-11-10 | Montell North America Inc. | Olefin polymer composition having low smoke generation and fiber and film prepared therefrom |
| DE19820157B4 (de) | 1997-05-13 | 2010-04-08 | Clariant Produkte (Deutschland) Gmbh | Neue Verbindungen auf Basis von Polyalkyl-1-oxa-diazaspirodecan-Verbindungen |
| US5844026A (en) * | 1997-06-30 | 1998-12-01 | Ciba Specialty Chemicals Corporation | N,N',N''-tris{2,4-bis Hydrocarbyloxy-2,2,6,6-tetra-methylpiperidin-4-yl)alkylamino!-s-triazin-6-yl}-3,3'-ethylenediiminodipropylamines, their isomers and bridged derivatives and polymer compositions stabilized therewith |
| WO1999003915A1 (en) * | 1997-07-14 | 1999-01-28 | Dover Chemical Corporation | Lactone/phosphite blends |
| DE19730629C2 (de) * | 1997-07-17 | 2001-06-13 | Borealis Gmbh Schwechat Mannsw | Modifizierte, Methylensequenzen enthaltende Polymere, Verfahren zur Herstellung und Verwendung |
| JPH1160556A (ja) * | 1997-08-11 | 1999-03-02 | Sumitomo Chem Co Ltd | ピペリジン系化合物、その製法及びその用途 |
| CN1280576A (zh) * | 1997-12-08 | 2001-01-17 | Cytec技术有限公司 | 吗啉代封端的受阻胺取代的氨基三嗪和其作为光稳定剂的应用 |
| GB2333296B (en) * | 1998-01-15 | 2000-09-27 | Ciba Sc Holding Ag | Stabilisers and anti-ozonants for elastomers |
| WO1999041307A1 (en) * | 1998-02-17 | 1999-08-19 | The Dow Chemical Company | Hydrogenated aromatic polymer compositions containing stabilizers |
| US6294604B1 (en) | 1998-03-06 | 2001-09-25 | Dyneon Llc | Polymer processing additive having improved stability |
| WO1999067224A1 (en) | 1998-06-22 | 1999-12-29 | Cytec Technology Corp. | Red-shifted trisaryl-1,3,5-triazine ultraviolet light absorbers |
| JP2002518489A (ja) | 1998-06-22 | 2002-06-25 | 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 | ポリ（トリスアリール−１，３，５−トリアジン＝カルバマート）紫外光吸収剤 |
| US6297377B1 (en) | 1998-06-22 | 2001-10-02 | Cytec Technology Corporation | Benzocycle-substituted triazine and pyrimidine ultraviolet light absorbers |
| US6239276B1 (en) | 1998-06-22 | 2001-05-29 | Cytec Technology Corporation | Non-yellowing para-tertiary-alkyl phenyl substituted triazine and pyrimidine ultraviolet light absorbers |
| BR9911586A (pt) * | 1998-06-25 | 2001-03-20 | Ciba Sc Holding Ag | Processo para preparação de 3-aril-benzenofuranonas |
| GB2368063B (en) * | 1998-10-19 | 2002-12-11 | Ciba Sc Holding Ag | Colour photographic material |
| GB2343007B (en) * | 1998-10-19 | 2001-11-07 | Ciba Sc Holding Ag | Colour photographic material |
| ATE252574T1 (de) | 1999-03-10 | 2003-11-15 | Ciba Sc Holding Ag | Benzofuran-2-ones als färbemittel für organische materialien |
| US6069225A (en) * | 1999-03-17 | 2000-05-30 | Bayer Corporation | Polycarbonate composition useful in optical storage applications |
| US6191199B1 (en) | 1999-05-03 | 2001-02-20 | Ciba Speciatly Chemicals Corporation | Stabilized adhesive compositions containing highly soluble, high extinction photostable hydroxyphenyl-s-triazine UV absorbers and laminated articles derived therefrom |
| CN100366678C (zh) | 1999-09-01 | 2008-02-06 | 陶氏环球技术公司 | 含有氰基丙烯酸酯稳定剂化合物的聚碳酸酯树脂组合物 |
| AU2001239241A1 (en) | 2000-02-14 | 2001-08-20 | Ciba Specialty Chemicals Holding Inc. | New 3-arylbenzofuranones with electron-withdrawing substituents as stabilizers |
| GB0004436D0 (en) * | 2000-02-25 | 2000-04-12 | Clariant Int Ltd | Synergistic stabilizer compositions for thermoplastic polymers in prolonged contact with water |
| GB0004437D0 (en) | 2000-02-25 | 2000-04-12 | Clariant Int Ltd | Synergistic combinations of phenolic antioxidants |
| US6197854B1 (en) | 2000-04-03 | 2001-03-06 | Bayer Corporation | Polycarbonate composition resistant to gamma radiation |
| EP1280858A1 (en) * | 2000-05-04 | 2003-02-05 | General Electric Company | Method for improving the paint adhesion of compatibilized polyphenylene ether-polyamide compositions |
| ATE325801T1 (de) | 2000-05-19 | 2006-06-15 | Ciba Sc Holding Ag | Verfahren zur reduzierung des moleculargewichts von polypropylen unter verwendung von hydroxylaminestern |
| EP1170296B1 (en) * | 2000-07-07 | 2005-07-20 | Ciba SC Holding AG | Process for the preparation of 3-aryl-benzofuran-2-ones |
| CN1145671C (zh) * | 2000-08-09 | 2004-04-14 | A&M苯乙烯株式会社 | 芳族单乙烯基树脂组合物 |
| GB0019465D0 (en) * | 2000-08-09 | 2000-09-27 | Clariant Int Ltd | Synergistic stabilizer for color stable pigmented thermoplastic polyners in prolonged contact with water |
| US6569927B1 (en) | 2000-10-06 | 2003-05-27 | Uniroyal Chemical Company, Inc. | Thermoplastic resins stabilized by blends of sterically hindered phenols, secondary amines, and lactones |
| US6747077B2 (en) | 2000-10-17 | 2004-06-08 | Ciba Specialty Chemicals Corporation | Stabilized metallocene polypropylene |
| US6867250B1 (en) | 2000-10-30 | 2005-03-15 | Cytec Technology Corp. | Non-yellowing ortho-dialkyl aryl substituted triazine ultraviolet light absorbers |
| US6545156B1 (en) | 2000-11-03 | 2003-04-08 | Cytec Technology Corp. | Oligomeric hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same |
| US6727300B2 (en) | 2000-11-03 | 2004-04-27 | Cytec Technology Corp. | Polymeric articles containing hindered amine light stabilizers based on multi-functional carbonyl compounds |
| US6414155B1 (en) | 2000-11-03 | 2002-07-02 | Cytec Technology Corp. | Oligomeric hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same |
| US6492521B2 (en) | 2000-11-03 | 2002-12-10 | Cytec Technology Corp. | Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same |
| IL156281A0 (en) | 2001-01-15 | 2004-01-04 | Ciba Sc Holding Ag | Antistatic flexible intermediate bulk container |
| TW570931B (en) * | 2001-02-15 | 2004-01-11 | Clariant Int Ltd | Lactone compounds as novel photoinitiators |
| GB0104371D0 (en) * | 2001-02-22 | 2001-04-11 | Clariant Int Ltd | Color improving stabilizing compositions comprising leucine |
| CA2440904A1 (en) * | 2001-03-20 | 2002-09-26 | Malisa V. Troutman | Flame retardant compositions |
| GB0119137D0 (en) * | 2001-08-06 | 2001-09-26 | Clariant Int Ltd | Property enhancement of polyamides by co-condensation with lightstabilizers |
| TW593303B (en) * | 2001-09-11 | 2004-06-21 | Ciba Sc Holding Ag | Stabilization of synthetic polymers |
| DE10204690A1 (de) * | 2002-02-06 | 2003-08-07 | Clariant Gmbh | Verfahren zur Herstellung synergistischer Stabilisatormischungen |
| US20030225191A1 (en) | 2002-04-12 | 2003-12-04 | Francois Gugumus | Stabilizer mixtures |
| DE10254548A1 (de) * | 2002-11-21 | 2004-06-17 | Basf Ag | Verwendung UV-Absorber enthaltender Polymerpulver zur Stabilisierung von Polymeren gegen die Einwirkung von UV-Strahlung |
| GB0228647D0 (en) | 2002-12-09 | 2003-01-15 | Ciba Sc Holding Ag | Polyeric material containing a latent acid |
| WO2004076419A1 (en) | 2003-02-26 | 2004-09-10 | Ciba Specialty Chemicals Holding Inc. | Water compatible sterically hindered alkoxyamines and hydroxy substituted alkoxyamines |
| DE602004013584D1 (de) * | 2003-06-19 | 2008-06-19 | Basell Poliolefine Srl | Olefinpolymere mit stabilisatoren und daraus hergestellte polyolefinfasern |
| MY145571A (en) | 2003-12-19 | 2012-02-29 | Ciba Holding Inc | Fluorocarbon terminated oligo-and poly-carbonates as surface modifiers |
| CA2554119A1 (en) * | 2004-01-22 | 2005-08-04 | University Of Ottawa | Thermally modulated antioxidants |
| JP2007532604A (ja) * | 2004-04-16 | 2007-11-15 | ビーエーエスエフ アクチェンゲゼルシャフト | 光の損傷性の作用からの有機材料の保護のためのピリジンジオン誘導体の使用 |
| CA2464551C (en) * | 2004-05-18 | 2012-01-03 | Nova Chemicals Corporation | Phenol free stabilization of polyethylene film |
| ES2367796T3 (es) * | 2004-08-31 | 2011-11-08 | Basf Se | Estabilización de materiales orgánicos. |
| US9051448B2 (en) | 2004-08-31 | 2015-06-09 | Basf Se | Stabilization of organic materials |
| ES2712912T3 (es) | 2004-10-25 | 2019-05-16 | Igm Group B V | Nanopartículas funcionalizadas |
| EP2993168B1 (en) | 2004-11-02 | 2017-05-17 | Basf Se | Process for the synthesis of n-alkoxyamines |
| US20060116456A1 (en) * | 2004-11-30 | 2006-06-01 | Lin Thomas S | Composition with enhanced heat resistance property |
| US7390912B2 (en) * | 2004-12-17 | 2008-06-24 | Milliken & Company | Lactone stabilizing compositions |
| EP1676887B1 (en) | 2004-12-29 | 2007-05-23 | Ciba Specialty Chemicals Holding Inc. | Composition and process for improving heat and weathering stability of segmented polyurethane polymers |
| CN1318417C (zh) * | 2005-01-07 | 2007-05-30 | 东北大学 | 一种双吲哚类无色苯并呋喃酮化合物及制备方法 |
| MX2007014114A (es) | 2005-05-10 | 2008-03-14 | Intermune Inc | Derivados de piridona para modular el sistema de proteina cinasa activada por estres. |
| KR20090006194A (ko) * | 2006-04-13 | 2009-01-14 | 사이텍 테크놀러지 코포레이션 | 안정화된 스판덱스 조성물 |
| WO2008004461A1 (fr) * | 2006-07-05 | 2008-01-10 | Konica Minolta Opto, Inc. | Procédé de production de film protecteur pour polariseur, film protecteur pour polariseur, polariseur et affichage à cristaux liquides |
| JP4947050B2 (ja) * | 2006-08-04 | 2012-06-06 | コニカミノルタオプト株式会社 | 光学フィルム、光学フィルムの製造方法、それを用いた偏光板、及び液晶表示装置 |
| WO2009003930A1 (en) | 2007-06-29 | 2009-01-08 | Basell Poliolefine Italia S.R.L. | An irradiated polyolefin composition comprising a non - phenolic stabilizer |
| CA2692724A1 (en) * | 2007-07-18 | 2009-01-22 | Basf Se | Coating compositions |
| KR20100037148A (ko) | 2007-07-18 | 2010-04-08 | 바스프 에스이 | 레이저 감응성 코팅 제제 |
| KR101587292B1 (ko) * | 2007-08-28 | 2016-01-21 | 바스프 에스이 | 안정화제 혼합물 |
| DE102007040925A1 (de) | 2007-08-30 | 2009-03-05 | Bayer Materialscience Ag | Thermoplastische Zusammensetzungen mit geringer Trübung |
| ATE552290T1 (de) | 2007-09-04 | 2012-04-15 | Basf Se | Cyclische phosphine als flammhemmer |
| ES2377770T3 (es) * | 2007-09-13 | 2012-03-30 | Basf Se | Agentes de acoplamiento de silano para gomas cargadas |
| WO2009068492A2 (de) | 2007-11-28 | 2009-06-04 | Basf Se | Flüssige stabilisatormischung |
| CN102066451B (zh) * | 2008-04-11 | 2014-08-06 | 巴斯夫欧洲公司 | 作为环氧树脂的固化剂的包含末端氨基的超支化聚合物和低聚物 |
| ITMI20080739A1 (it) * | 2008-04-23 | 2009-10-24 | 3V Sigma Spa | Ammine stericamente impedite oligomeriche e loro uso come stabilizzanti per polimeri |
| ITMI20080747A1 (it) * | 2008-04-24 | 2009-10-25 | 3V Sigma Spa | Miscele di ammine stericamente impedite per la stabilizzazione di polimeri |
| BRPI0912632B1 (pt) * | 2008-05-15 | 2019-10-01 | Basf Se | Composição compreendendo borracha de acrilonitrila-butadieno em emulsão crua, e, método para estabilizar uma borracha de acrilonitrila-butadieno em emulsão crua |
| JP5627574B2 (ja) | 2008-06-03 | 2014-11-19 | インターミューン， インコーポレイテッド | 炎症性および線維性疾患を治療するための化合物および方法 |
| JP5260418B2 (ja) | 2008-06-26 | 2013-08-14 | 住友化学株式会社 | ポリエステル組成物 |
| WO2010023155A2 (en) | 2008-08-27 | 2010-03-04 | Basf Se | Flame retardant compositions with polymeric dispersing agents |
| EP2450400A3 (de) | 2008-08-28 | 2012-08-08 | Basf Se | Stabilisatoren für unbelebte organische materialien |
| WO2010026230A1 (de) | 2008-09-05 | 2010-03-11 | Thor Gmbh | Flammschutzzusammensetzung enthaltend ein phosphonsäurederivat |
| EP2160945A1 (en) | 2008-09-09 | 2010-03-10 | Polymers CRC Limited | Antimicrobial Article |
| US7988881B2 (en) * | 2008-09-30 | 2011-08-02 | E. I. Du Pont De Nemours And Company | Multilayer laminates comprising chiral nematic liquid crystals |
| KR101691898B1 (ko) | 2008-10-23 | 2017-01-02 | 데이터레이즈 리미티드 | 열 흡수 첨가제 |
| EP2342295A1 (en) | 2008-10-27 | 2011-07-13 | DataLase Ltd | Coating composition for marking substrates |
| EP2186845A1 (en) | 2008-11-18 | 2010-05-19 | Basf Se | Ammonium Functionalized Polymers as Antistatic Additives |
| WO2010072768A1 (de) | 2008-12-23 | 2010-07-01 | Basf Se | Uv-absorber agglomerate |
| WO2010076278A1 (en) | 2009-01-05 | 2010-07-08 | Basf Se | Phosphorus based dispersants for inorganic particles in polymer matrices |
| IT1393333B1 (it) | 2009-02-09 | 2012-04-20 | 3V Sigma Spa | Nuove ammine stericamente impedite e loro uso come stabilizzanti per polimeri |
| BRPI1011514B1 (pt) | 2009-03-24 | 2018-07-24 | Basf Se | "método para fabricar partículas conformadas de metal de transição" |
| WO2010112395A1 (en) | 2009-04-02 | 2010-10-07 | Basf Se | S-perfluoroalkyl substituted hydroxybenzylthioethers and derivatives as surface modifiers |
| KR101782173B1 (ko) | 2009-07-07 | 2017-10-23 | 바스프 에스이 | 칼륨 세슘 텅스텐 브론즈 입자 |
| KR101346970B1 (ko) | 2009-07-24 | 2014-01-02 | 바스프 에스이 | 방향족 및/또는 헤테로방향족 에폭시 수지에서 난연제로서 디포스핀 유도체 |
| US8286405B1 (en) * | 2009-08-11 | 2012-10-16 | Agp Plastics, Inc. | Fire and impact resistant window and building structures |
| WO2011020762A1 (en) | 2009-08-18 | 2011-02-24 | Basf Se | An uv-stabilized photovoltaic module |
| JP5734293B2 (ja) | 2009-08-18 | 2015-06-17 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 安定化ポリマー封止材を有する光電モジュール |
| WO2011023584A2 (en) | 2009-08-27 | 2011-03-03 | Polymers Crc Ltd. | Nano silver-zinc oxide composition |
| US8895647B2 (en) | 2009-09-10 | 2014-11-25 | Basf Se | Sterically hindered amine stabilizer |
| EP2319832A1 (en) | 2009-10-20 | 2011-05-11 | Basf Se | Sterically hindered amines |
| JP5746203B2 (ja) | 2009-11-27 | 2015-07-08 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | Ｕｖ安定化封止材を有する光起電モジュール |
| EP2542526B1 (en) | 2010-03-05 | 2015-05-13 | Basf Se | Sterically hindered amines |
| WO2011107515A2 (en) | 2010-03-05 | 2011-09-09 | Basf Se | Sterically hindered amines |
| AR080385A1 (es) | 2010-03-09 | 2012-04-04 | Polymers Crc Ltd | Procedimiento para la preparacion de un articulo antimicrobiano |
| IT1399477B1 (it) | 2010-03-15 | 2013-04-19 | 3V Sigma Spa | Miscele di ammine stericamente impedite per la stabilizzazione di polimeri |
| JP2013529615A (ja) | 2010-06-24 | 2013-07-22 | ビーエーエスエフ ソシエタス・ヨーロピア | 除草剤組成物 |
| RU2013103600A (ru) | 2010-06-29 | 2014-08-10 | Басф Се | Способ улучшения свойств текучести расплавов полимеров |
| EP2402390A1 (en) | 2010-06-30 | 2012-01-04 | Basf Se | Particles with a hindered amine light stabilizer and a microporous organic polymer |
| MX2013003999A (es) | 2010-10-20 | 2013-05-20 | Basf Se | Estabilizadores de luz oligomericos con una funcionalizacion especifica. |
| ES2541284T3 (es) | 2010-10-20 | 2015-07-17 | Basf Se | Fotoestabilizadores a base de aminas estéricamente impedidas con funcionalización mixta |
| IT1403086B1 (it) | 2010-10-28 | 2013-10-04 | 3V Sigma Spa | Nuove ammine stericamente impedite polimeriche e loro uso come stabilizzanti per polimeri |
| JP5843878B2 (ja) | 2010-11-16 | 2016-01-13 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | ポリマー用安定剤組成物 |
| US11267951B2 (en) | 2010-12-13 | 2022-03-08 | Cytec Technology Corp. | Stabilizer compositions containing substituted chroman compounds and methods of use |
| RU2016131894A (ru) | 2010-12-13 | 2018-12-10 | Сайтек Текнолоджи Корп. | Технологические добавки и их применения в ротационном формовании |
| TWI403507B (zh) | 2011-03-17 | 2013-08-01 | Chitec Technology Co Ltd | 苯并呋喃衍生物及其應用 |
| ITMI20110802A1 (it) | 2011-05-10 | 2012-11-11 | 3V Sigma Spa | Miscele di ammine stericamente impedite per la stabilizzazione di polimeri |
| WO2013041592A1 (en) | 2011-09-23 | 2013-03-28 | Borealis Ag | Stabilizing of organic material with amino-triazine based mannich-compounds |
| CN102603686A (zh) * | 2012-02-01 | 2012-07-25 | 华东理工大学 | 2’位含活泼氢的氢键接受体取代基取代的苯并呋喃酮衍生物及其在聚丙烯中的应用 |
| MX365598B (es) | 2012-03-20 | 2019-06-07 | Basf Se | Composición polimérica que comprende poliamida y un compuesto de urea, con propiedades ópticas mejoradas. |
| KR102074740B1 (ko) | 2012-03-20 | 2020-02-10 | 바스프 에스이 | 유기 물질의 안정화를 위한 이소인돌로[2,1-a]퀴나졸린 유도체 |
| US9328219B2 (en) | 2012-03-20 | 2016-05-03 | Basf Se | Polyamide compositions with improved optical properties |
| KR20140144704A (ko) | 2012-03-20 | 2014-12-19 | 바스프 에스이 | 폴리아미드 수지의 고체 상태 특성을 개선하기 위한 우레아 화합물 |
| JP6155683B2 (ja) * | 2012-05-23 | 2017-07-05 | 横浜ゴム株式会社 | ゴム組成物および空気入りタイヤ |
| RU2662823C2 (ru) | 2012-06-13 | 2018-07-31 | Сайтек Текнолоджи Корп. | Стабилизирующие композиции, содержащие замещенные хромановые соединения, и способы применения |
| WO2014009361A1 (en) | 2012-07-13 | 2014-01-16 | Basf Se | Polyglycol bis-[3-(7-tert-butyl-2-oxo-3-phenyl-3h-benzofuran-5-yl-)propanoyl] derivatives as stabilizers of organic material |
| AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
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| KR102294024B1 (ko) | 2013-09-27 | 2021-08-27 | 바스프 에스이 | 건축 재료를 위한 폴리올레핀 조성물 |
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| WO2015062946A1 (en) | 2013-10-29 | 2015-05-07 | Basf Se | The use of 2-(2-hydroxyphenyl)benzotriazole compounds as an uv absorbing agent in coatings |
| US10294423B2 (en) | 2013-11-22 | 2019-05-21 | Polnox Corporation | Macromolecular antioxidants based on dual type moiety per molecule: structures, methods of making and using the same |
| EP2876126A1 (en) | 2013-11-25 | 2015-05-27 | Basf Se | A stabilizer mixture |
| TWI685524B (zh) | 2013-12-17 | 2020-02-21 | 美商畢克美國股份有限公司 | 預先脫層之層狀材料 |
| CN105960432B (zh) * | 2014-02-17 | 2019-02-15 | 巴斯夫欧洲公司 | 作为稳定剂的含磷3-苯基苯并呋喃-2-酮衍生物 |
| US9718775B2 (en) * | 2014-03-14 | 2017-08-01 | Milliken & Company | Oxindole compounds and compositions comprising the same |
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| CN104447647B (zh) * | 2014-10-31 | 2017-05-10 | 优缔股份有限公司 | 一种3‑芳基苯并呋喃酮化合物及其构成的组合物 |
| CA2870027C (en) | 2014-11-07 | 2022-04-26 | Matthew Zaki Botros | Blow molding composition and process |
| EP3050919A1 (de) | 2015-01-29 | 2016-08-03 | Basf Se | Lignocellulosehaltige materialen enthaltend mischungen mit salzen von n-substituierten carbamidsäuren |
| SA116370295B1 (ar) | 2015-02-20 | 2016-12-06 | باسف اس اى | رقائق، وأشرطة وفتائل أحادية من البولي أوليفين مثبتة للضوء |
| JP6771538B2 (ja) | 2015-07-20 | 2020-10-21 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 難燃性ポリオレフィン物品 |
| EP3328928B1 (en) | 2015-07-27 | 2020-12-16 | Basf Se | An additive mixture |
| KR102574970B1 (ko) | 2015-08-10 | 2023-09-06 | 바스프 에스이 | 안정화제로서의 인을 함유하는 3-페닐-벤조푸란-2-온 유도체 |
| CA2913280C (en) | 2015-11-25 | 2022-07-26 | Nova Chemicals Corporation | Phenol free stabilization of polyethylene |
| PL3405519T3 (pl) | 2016-01-21 | 2020-04-30 | Basf Se | Mieszanina dodatków do stabilizacji poliolu i poliuretanu |
| WO2018046301A1 (en) | 2016-09-12 | 2018-03-15 | Basf Se | Additive mixture |
| CA2953610A1 (en) | 2017-01-05 | 2018-07-05 | Nova Chemicals Corporation | Mixed phosphite stabilization of polyethylene film |
| WO2018145283A1 (en) | 2017-02-09 | 2018-08-16 | Dow Global Technologies Llc | Polyurethane foams having low levels of aldehyde emissions |
| CN110446732A (zh) | 2017-02-20 | 2019-11-12 | 陶氏环球技术有限责任公司 | 具有降低的醛排放的聚氨酯 |
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| IT201700073726A1 (it) | 2017-06-30 | 2018-12-30 | 3V Sigma Spa | Ammine impedite polimeriche |
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| IT201700078234A1 (it) | 2017-07-11 | 2019-01-11 | 3V Sigma Spa | Ammine impedite |
| CA3072577A1 (en) | 2017-09-18 | 2019-03-21 | Basf Se | Additive mixture |
| BR122023020644B1 (pt) | 2018-01-22 | 2024-01-23 | Milliken & Company | Compostos 3-fenil-3h-1-benzofuran-2-ona e composições que os contêm |
| EP3775021A1 (en) | 2018-04-04 | 2021-02-17 | Basf Se | Use of an ultraviolet radiation absorbing polymer composition (uvrap) as an uv absorbing agent in a coating for non-living and non-keratinous materials |
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| ES2990193T3 (es) | 2018-06-21 | 2024-11-29 | Basf Se | Derivados de difosfato de 3-fenilbenzofuran-2-ona como estabilizadores |
| WO2020024231A1 (en) | 2018-08-02 | 2020-02-06 | Dow Global Technologies Llc | Methods for reducing aldehyde emissions in polyurethane foams |
| US11479650B2 (en) | 2018-08-02 | 2022-10-25 | Dow Global Technologies Llc | Methods for reducing aldehyde emissions in polyurethane foams |
| KR102648666B1 (ko) | 2018-08-02 | 2024-03-19 | 다우 글로벌 테크놀로지스 엘엘씨 | 폴리우레탄 폼에서 알데히드 방출을 감소시키는 방법 |
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| CN120530161A (zh) | 2023-01-16 | 2025-08-22 | 巴斯夫欧洲公司 | 用于稳定的聚酯的羟基苯基三嗪共稳定剂 |
| WO2024208842A1 (en) | 2023-04-04 | 2024-10-10 | Basf Se | Thermoplastic polymer compositions containing stabiliser mixtures |
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Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2535058A (en) * | 1947-03-03 | 1950-12-26 | Universal Oil Prod Co | Stabilization process |
| LU37064A1 (en, 2012) * | 1958-04-04 | Hercules Powder Co Ltd | ||
| US2968645A (en) * | 1958-08-25 | 1961-01-17 | Dow Chemical Co | Synthetic rubber emulsion polymerizations in the presence of alpha or beta conidendrol |
| US3043775A (en) * | 1959-07-24 | 1962-07-10 | Thomas H Coffield | Organic material containing a 4, 4'-methylenebis phenol |
| NL266902A (en, 2012) * | 1960-07-11 | |||
| US3275595A (en) * | 1963-03-07 | 1966-09-27 | Hercules Inc | Polyolefins of improved light stability and dry receptivity containing chromium phenolates |
| US3370063A (en) * | 1964-10-05 | 1968-02-20 | Mcneilab Inc | Substituted dimethoxy indoles and method of making the same |
| US3325499A (en) * | 1964-11-02 | 1967-06-13 | Mcneilab Inc | 1-(1-hydrocarbyl-4-piperdyl)-2-indolinone |
| US3547947A (en) * | 1967-04-21 | 1970-12-15 | Sandoz Ag | Nitrogen-containing tricyclic compounds |
| US3454524A (en) * | 1967-12-14 | 1969-07-08 | Bell Telephone Labor Inc | Polyolefins stabilized with substituted indoles |
| US3428649A (en) * | 1968-01-23 | 1969-02-18 | Mcneilab Inc | Oxindole derivatives |
| US3577430A (en) * | 1969-02-17 | 1971-05-04 | Mcneilab Inc | Oxindole acetic acid amides |
| US3751417A (en) * | 1971-08-12 | 1973-08-07 | American Cyanamid Co | 1-acyl-3-(2-(4-phenyl-1-piperazinyl)ethyl)indolines |
| US3862133A (en) * | 1973-04-30 | 1975-01-21 | Goodrich Co B F | Gamma-lactones of o-hydroxyphenylacetic acids |
| DE2519583A1 (de) * | 1975-05-02 | 1976-11-18 | Basf Ag | Thermoplastische polybutylenterephthalat-formmassen |
| US4053613A (en) * | 1975-09-17 | 1977-10-11 | E. R. Squibb & Sons, Inc. | 1,3,thiazolinyl and 1,3 thiazinyl substituted indolinones |
| FR2328014A1 (fr) * | 1975-10-14 | 1977-05-13 | Rhone Poulenc Ind | Stabilisation des polymeres du chlorure de vinyle a l'aide de composes lactoniques |
| GB2044272B (en) * | 1979-02-05 | 1983-03-16 | Sandoz Ltd | Stabilising polymers |
-
1980
- 1980-02-01 GB GB8003482A patent/GB2044272B/en not_active Expired
- 1980-02-01 GB GB8003483A patent/GB2042562B/en not_active Expired
- 1980-02-04 US US06/118,011 patent/US4338244A/en not_active Expired - Lifetime
- 1980-02-04 US US06/118,054 patent/US4325863A/en not_active Expired - Lifetime
- 1980-02-04 CA CA000345018A patent/CA1150257A/en not_active Expired
- 1980-02-04 CA CA345,017A patent/CA1134094A/en not_active Expired
- 1980-02-05 WO PCT/CH1980/000017 patent/WO1980001566A1/de active Application Filing
- 1980-02-05 CH CH749580A patent/CH645908A5/de not_active IP Right Cessation
- 1980-02-05 ES ES488290A patent/ES488290A0/es active Granted
- 1980-02-05 DE DE80CH8000017D patent/DE3030673D2/de not_active Expired
- 1980-02-05 JP JP55500338A patent/JPS6326771B2/ja not_active Expired
- 1980-02-05 BR BR8006453A patent/BR8006453A/pt unknown
- 1980-02-05 FR FR8002417A patent/FR2464278A1/fr active Granted
- 1980-02-05 FR FR8002418A patent/FR2449106B1/fr not_active Expired
- 1980-02-05 NL NL8020018A patent/NL8020018A/nl not_active Application Discontinuation
- 1980-02-05 IT IT47806/80A patent/IT1188889B/it active
- 1980-09-22 FR FR8020309A patent/FR2460943A1/fr active Granted
- 1980-10-03 FR FR8021217A patent/FR2464261A1/fr active Granted
- 1980-10-03 NO NO802930A patent/NO802930L/no unknown
- 1980-10-03 SE SE8006932A patent/SE443570B/sv not_active IP Right Cessation
-
1981
- 1981-12-28 US US06/335,066 patent/US4611016A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0699959A1 (en) | 1994-08-29 | 1996-03-06 | Sumitomo Chemical Company, Limited | A bislactone compound and a process for producing the same |
| JP2008039883A (ja) * | 2006-08-02 | 2008-02-21 | Konica Minolta Opto Inc | 光学フィルム、それを用いた偏光板及び液晶表示装置 |
| JP2019059716A (ja) * | 2017-09-27 | 2019-04-18 | 住友化学株式会社 | 塩、酸発生剤、レジスト組成物及びレジストパターンの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS55501181A (en, 2012) | 1980-12-25 |
| GB2042562A (en) | 1980-09-24 |
| FR2449106A1 (fr) | 1980-09-12 |
| NO802930L (no) | 1980-10-03 |
| IT1188889B (it) | 1988-01-28 |
| FR2464261A1 (fr) | 1981-03-06 |
| FR2460943A1 (fr) | 1981-01-30 |
| BR8006453A (pt) | 1980-12-30 |
| US4611016A (en) | 1986-09-09 |
| IT8047806A1 (it) | 1981-08-05 |
| GB2044272A (en) | 1980-10-15 |
| CA1150257A (en) | 1983-07-19 |
| NL8020018A (nl) | 1980-11-28 |
| ES8101628A1 (es) | 1980-12-16 |
| CA1134094A (en) | 1982-10-19 |
| US4338244A (en) | 1982-07-06 |
| CH645908A5 (de) | 1984-10-31 |
| IT8047806A0 (it) | 1980-02-05 |
| FR2464261B1 (en, 2012) | 1984-02-10 |
| FR2464278A1 (fr) | 1981-03-06 |
| GB2042562B (en) | 1983-05-11 |
| US4325863A (en) | 1982-04-20 |
| FR2464278B1 (en, 2012) | 1983-11-18 |
| FR2460943B1 (en, 2012) | 1983-11-25 |
| SE443570B (sv) | 1986-03-03 |
| FR2449106B1 (fr) | 1986-09-05 |
| GB2044272B (en) | 1983-03-16 |
| SE8006932L (sv) | 1980-10-03 |
| ES488290A0 (es) | 1980-12-16 |
| DE3030673D2 (en) | 1981-02-26 |
| WO1980001566A1 (en) | 1980-08-07 |
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