CH619725A5 - - Google Patents
Download PDFInfo
- Publication number
- CH619725A5 CH619725A5 CH150775A CH150775A CH619725A5 CH 619725 A5 CH619725 A5 CH 619725A5 CH 150775 A CH150775 A CH 150775A CH 150775 A CH150775 A CH 150775A CH 619725 A5 CH619725 A5 CH 619725A5
- Authority
- CH
- Switzerland
- Prior art keywords
- parts
- compound
- formula
- solution
- ultraviolet
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 description 43
- 239000000243 solution Substances 0.000 description 39
- -1 alkyl radical Chemical group 0.000 description 35
- 229920005749 polyurethane resin Polymers 0.000 description 26
- 125000004432 carbon atom Chemical group C* 0.000 description 22
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 21
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 21
- 239000010408 film Substances 0.000 description 18
- 238000000034 method Methods 0.000 description 17
- 238000012360 testing method Methods 0.000 description 16
- 238000004383 yellowing Methods 0.000 description 16
- 239000000203 mixture Substances 0.000 description 14
- 229920001971 elastomer Polymers 0.000 description 13
- 239000000806 elastomer Substances 0.000 description 13
- 239000003963 antioxidant agent Substances 0.000 description 11
- 235000006708 antioxidants Nutrition 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 11
- 239000006096 absorbing agent Substances 0.000 description 10
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- 238000002845 discoloration Methods 0.000 description 8
- 229920002635 polyurethane Polymers 0.000 description 8
- 239000004814 polyurethane Substances 0.000 description 8
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000012760 heat stabilizer Substances 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000004014 plasticizer Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- AGONQPRWSIKHPM-UHFFFAOYSA-N 4-[(4-chloro-2-nitrophenyl)diazenyl]benzene-1,3-diol Chemical compound Oc1ccc(N=Nc2ccc(Cl)cc2[N+]([O-])=O)c(O)c1 AGONQPRWSIKHPM-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 239000003638 chemical reducing agent Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- YEYCMBWKTZNPDH-UHFFFAOYSA-N (2,2,6,6-tetramethylpiperidin-4-yl) benzoate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)C1=CC=CC=C1 YEYCMBWKTZNPDH-UHFFFAOYSA-N 0.000 description 3
- WPMYUUITDBHVQZ-UHFFFAOYSA-M 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=CC(CCC([O-])=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-M 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- PBGKNXWGYQPUJK-UHFFFAOYSA-N 4-chloro-2-nitroaniline Chemical compound NC1=CC=C(Cl)C=C1[N+]([O-])=O PBGKNXWGYQPUJK-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 150000003852 triazoles Chemical group 0.000 description 3
- XKQMKMVTDKYWOX-UHFFFAOYSA-N 1-[2-hydroxypropyl(methyl)amino]propan-2-ol Chemical compound CC(O)CN(C)CC(C)O XKQMKMVTDKYWOX-UHFFFAOYSA-N 0.000 description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 2
- PDWJJJRPZTZWDE-UHFFFAOYSA-N 4-(5-chlorobenzotriazol-2-yl)benzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1N1N=C2C=C(Cl)C=CC2=N1 PDWJJJRPZTZWDE-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000000427 antigen Substances 0.000 description 2
- 102000036639 antigens Human genes 0.000 description 2
- 108091007433 antigens Proteins 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920006284 nylon film Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 239000011135 tin Substances 0.000 description 2
- 229910052718 tin Inorganic materials 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- ROHFBIREHKPELA-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]prop-2-enoic acid;methane Chemical compound C.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O ROHFBIREHKPELA-UHFFFAOYSA-N 0.000 description 1
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 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
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- UQGNDBUDPZJOBT-UHFFFAOYSA-N 4-(2H-benzotriazol-4-yl)benzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1C1=CC=CC2=C1N=NN2 UQGNDBUDPZJOBT-UHFFFAOYSA-N 0.000 description 1
- LZAIWKMQABZIDI-UHFFFAOYSA-N 4-methyl-2,6-dioctadecylphenol Chemical compound CCCCCCCCCCCCCCCCCCC1=CC(C)=CC(CCCCCCCCCCCCCCCCCC)=C1O LZAIWKMQABZIDI-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- MYTVCNCAIJLQMZ-UHFFFAOYSA-N C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C1(=CC=CC=C1)O Chemical compound C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C=C(C(=O)O)CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C.C1(=CC=CC=C1)O MYTVCNCAIJLQMZ-UHFFFAOYSA-N 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 235000019285 ethoxyquin Nutrition 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- AWZRAQWGIUYTOH-UHFFFAOYSA-N n-chloro-2-nitroaniline Chemical compound [O-][N+](=O)C1=CC=CC=C1NCl AWZRAQWGIUYTOH-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 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
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 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
- 229950000688 phenothiazine Drugs 0.000 description 1
- 238000001782 photodegradation Methods 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
- C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
-
- 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
- C08K5/13—Phenols; Phenolates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1643574A JPS5329182B2 (en, 2012) | 1974-02-08 | 1974-02-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH619725A5 true CH619725A5 (en, 2012) | 1980-10-15 |
Family
ID=11916142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH150775A CH619725A5 (en, 2012) | 1974-02-08 | 1975-02-07 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4028331A (en, 2012) |
| JP (1) | JPS5329182B2 (en, 2012) |
| CH (1) | CH619725A5 (en, 2012) |
| DE (1) | DE2505309C3 (en, 2012) |
| GB (1) | GB1477945A (en, 2012) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4722806A (en) * | 1982-02-19 | 1988-02-02 | The B. F. Goodrich Company | Alkylated polyalkylenepolyamines, substituted oxo-piperazinyl-triazines and UV light stabilized compositions |
| US4981495A (en) * | 1989-07-13 | 1991-01-01 | Betz Laboratories, Inc. | Methods for stabilizing gasoline mixtures |
| US4941968A (en) * | 1989-07-28 | 1990-07-17 | Betz Laboratories, Inc. | Method for inhibiting gum formation in liquid hydrocarbon mediums |
| EP0451813B1 (en) * | 1990-04-13 | 1997-03-26 | Konica Corporation | Light-sensitive silver halide photographic material |
| US5021710A (en) * | 1990-05-02 | 1991-06-04 | Nolan James D | Insect attraction lamp |
| US5585228A (en) * | 1994-11-30 | 1996-12-17 | Eastman Kodak Company | Benzotriazole based UV absorbing compounds and photographic elements containing them |
| JP2918478B2 (ja) | 1995-09-29 | 1999-07-12 | 日華化学株式会社 | 紫外線吸収剤 |
| JP3676138B2 (ja) * | 1999-09-20 | 2005-07-27 | Ｈｏｙａ株式会社 | 紫外線吸収性に優れたプラスチック眼鏡レンズ及びその製造方法 |
| JP3547662B2 (ja) * | 1999-09-20 | 2004-07-28 | Ｈｏｙａ株式会社 | 紫外線吸収性に優れたプラスチック眼鏡レンズ及びその製造方法 |
| US20020086743A1 (en) * | 2000-10-06 | 2002-07-04 | Bulpett David A. | Urethane elastomers with improved color stability |
| JP2006113175A (ja) * | 2004-10-13 | 2006-04-27 | Konica Minolta Opto Inc | 光学フィルム、偏光板及び表示装置 |
| WO2007026593A1 (ja) * | 2005-08-30 | 2007-03-08 | Konica Minolta Opto, Inc. | 液晶表示装置 |
| US7854864B2 (en) | 2006-04-28 | 2010-12-21 | Konica Minolta Opto, Inc. | Method for manufacturing an optical film having a convexoconcave structure |
| JP5273641B2 (ja) * | 2007-09-14 | 2013-08-28 | ダンロップスポーツ株式会社 | ゴルフボール |
| JP5660038B2 (ja) * | 2010-08-27 | 2015-01-28 | 東レ株式会社 | 感光性ペースト、パターンの形成方法および平面ディスプレイパネル用部材の製造方法 |
| CN114195659B (zh) * | 2021-11-30 | 2023-11-24 | 天集化工助剂（沧州）有限公司 | 一种多酚型抗氧剂及其制备方法和应用 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3004896A (en) * | 1956-12-14 | 1961-10-17 | Geigy Ag J R | Ultra-violet light-absorbing composition of matter |
| US3072585A (en) * | 1960-01-13 | 1963-01-08 | American Cyanamid Co | Vinylbenzyloxy phenylbenzotriazoles |
| US3239483A (en) * | 1960-08-08 | 1966-03-08 | Exxon Research Engineering Co | Stabilization of polyisobutylene polymers with sulfur and benzotriazoles |
| BE620608A (en, 2012) * | 1961-07-24 | |||
| US3300445A (en) * | 1963-07-09 | 1967-01-24 | Tenneco Chem | Copolymers of formaldehyde and s-trithianes |
| US3326849A (en) * | 1963-10-02 | 1967-06-20 | Union Carbide Corp | Polymers of alkylene oxides stabilized with a combination of phenothiazine and a uv screening agent |
| US3379675A (en) * | 1964-07-30 | 1968-04-23 | Du Pont | Polyether urethane stabilized with a benzotriazole and a tris-phenol |
| US3368997A (en) * | 1965-11-15 | 1968-02-13 | Geigy Chem Corp | Composition and method for the stabilization of organic material |
| DE1694093B2 (de) * | 1966-12-02 | 1976-04-29 | Bayer Ag, 5090 Leverkusen | Stabilisierung von polyurethanen |
| US3640928A (en) * | 1968-06-12 | 1972-02-08 | Sankyo Co | Stabilization of synthetic polymers |
| CH533659A (de) * | 1968-09-14 | 1973-02-15 | Bayer Ag | Verfahren zur Stabilisierung von Polyurethanelastomeren |
| DE2012285C3 (de) * | 1970-03-14 | 1980-07-10 | Bayer Ag, 5090 Leverkusen | und ihre Verwendung als Stabilisatoren für Polyurethane |
| US3856749A (en) * | 1973-04-17 | 1974-12-24 | Du Pont | Stabilization of polymers containing poly(alkylene oxide) units |
-
1974
- 1974-02-08 JP JP1643574A patent/JPS5329182B2/ja not_active Expired
-
1975
- 1975-02-04 US US05/547,091 patent/US4028331A/en not_active Expired - Lifetime
- 1975-02-07 GB GB539675A patent/GB1477945A/en not_active Expired
- 1975-02-07 DE DE2505309A patent/DE2505309C3/de not_active Expired
- 1975-02-07 CH CH150775A patent/CH619725A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS50109952A (en, 2012) | 1975-08-29 |
| JPS5329182B2 (en, 2012) | 1978-08-18 |
| GB1477945A (en) | 1977-06-29 |
| DE2505309A1 (de) | 1975-08-14 |
| DE2505309B2 (de) | 1979-10-25 |
| DE2505309C3 (de) | 1980-07-17 |
| US4028331A (en) | 1977-06-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH619725A5 (en, 2012) | ||
| DE2164800C3 (de) | p-Aminophenylamino-s-triazin-Verbindungen und deren Verwendung | |
| DE2642374A1 (de) | Permanent stabilisierte polyurethane | |
| DE1213409B (de) | Verwendung von substituierten 2-(2'-Hydroxyphenyl)-benztriazolverbindungen zum Schuetzen von organischen Stoffen gegen ultraviolette Strahlung | |
| DE2042652A1 (de) | Thiobisphenol Nickel Alkanolamm Komplexe | |
| EP0674038A1 (de) | Verwendung von 4H-3,1-Benzoxazin-4-on-Verbindungen zur Verbesserung der Lichtechtheit von Textilmaterialien | |
| DE2612314A1 (de) | Piperidinderivate als lichtschutzmittel | |
| DE2536335A1 (de) | 1,2,3-triazolverbindungen, verfahren zu ihrer herstellung und ihre verwendung als ultraviolettabsorber | |
| DE1595699A1 (de) | Stabilisierte Polyurethane | |
| EP0206219B1 (de) | Photostabilisierung von Sydnoniminen | |
| CH370874A (de) | Verwendung von Oxazolderivaten zum Schutze gegen ultraviolette Strahlung | |
| DE1694093A1 (de) | Stabilisierung von Polyurethanen | |
| DE68913346T2 (de) | Bisharnstoffe als Lichtstabilisatoren für organische Polymere. | |
| DE898675C (de) | Verfahren zum Vulkanisieren von Kautschuk | |
| DE4241447A1 (de) | Polysulfid-Verbindungen und Vulkanisationssysteme | |
| DE3610053C2 (en, 2012) | ||
| DE1247632B (de) | Verwendung von Stickstoff- und Schwefelatome aufweisenden Verbindungen als Stabilisatoren fuer Polyurethane | |
| DE1793192A1 (de) | Neue Antioxydantien,ihre Verwendung in polymeren Massen und Verfahren zu ihrer Herstellung | |
| DE1494134B2 (de) | Stabilisieren von natuerlichem und synthetischen kautschuk und polyolefinen gegen oxydation | |
| CH406126A (de) | Verfahren zum Schützen von Textilien gegen Ultraviolettstrahlen | |
| DE2031477B2 (de) | Stabilisieren von polyurethanelastomeren gegen uv-strahlung | |
| DE2329494C2 (de) | 3,5-Dialkyl-4-hydroxybenzyl-oxirane und -thiirane, Verfahren zu deren Herstellung und deren Verwendung | |
| DE69110696T2 (de) | Gegen Verfärbung beständige Spandex-Fasern oder -Folien. | |
| DE1494134C (de) | Stabilisieren von natürlichem und synthetischen Kautschuk und Polyolefinen gegen Oxydation | |
| DE1694939C (de) | Stabilisieren von Polymeren |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |