JP2000515141A - Ｕｖ吸収剤としての、ポリオキシアルキレン置換及び架橋された、トリアジン、ベンゾトリアゾール及びベンゾフェノン誘導体 - Google Patents
Ｕｖ吸収剤としての、ポリオキシアルキレン置換及び架橋された、トリアジン、ベンゾトリアゾール及びベンゾフェノン誘導体Info
- Publication number
- JP2000515141A JP2000515141A JP10506485A JP50648598A JP2000515141A JP 2000515141 A JP2000515141 A JP 2000515141A JP 10506485 A JP10506485 A JP 10506485A JP 50648598 A JP50648598 A JP 50648598A JP 2000515141 A JP2000515141 A JP 2000515141A
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- formula
- hydrogen
- phenyl
- polyoxyalkylene
- 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.)
- Withdrawn
Links
- 150000008366 benzophenones Chemical class 0.000 title abstract description 49
- 239000006096 absorbing agent Substances 0.000 title abstract description 16
- 239000012964 benzotriazole Substances 0.000 title description 39
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 title description 38
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 title description 26
- 239000000203 mixture Substances 0.000 claims abstract description 102
- 239000000463 material Substances 0.000 claims abstract description 59
- 229920000620 organic polymer Polymers 0.000 claims abstract description 6
- -1 C1-C18Alkyl Chemical class 0.000 claims description 210
- 229910052739 hydrogen Inorganic materials 0.000 claims description 138
- 239000001257 hydrogen Substances 0.000 claims description 137
- 150000001875 compounds Chemical class 0.000 claims description 120
- 238000000034 method Methods 0.000 claims description 58
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 53
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 53
- 125000000217 alkyl group Chemical group 0.000 claims description 48
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 46
- 238000000576 coating method Methods 0.000 claims description 37
- 239000002904 solvent Substances 0.000 claims description 35
- 238000009472 formulation Methods 0.000 claims description 33
- 239000011248 coating agent Substances 0.000 claims description 32
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 30
- 229910052736 halogen Inorganic materials 0.000 claims description 27
- 150000002367 halogens Chemical class 0.000 claims description 27
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 24
- 229910052760 oxygen Inorganic materials 0.000 claims description 24
- 239000001301 oxygen Substances 0.000 claims description 24
- 239000000975 dye Substances 0.000 claims description 23
- 229920005989 resin Polymers 0.000 claims description 23
- 239000011347 resin Substances 0.000 claims description 23
- 239000010410 layer Substances 0.000 claims description 20
- 229910052751 metal Inorganic materials 0.000 claims description 19
- 239000002184 metal Substances 0.000 claims description 19
- 239000003381 stabilizer Substances 0.000 claims description 18
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 17
- 229920000728 polyester Polymers 0.000 claims description 16
- 150000001412 amines Chemical class 0.000 claims description 15
- 239000000654 additive Substances 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 239000011368 organic material Substances 0.000 claims description 14
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 13
- 239000011230 binding agent Substances 0.000 claims description 13
- 239000004925 Acrylic resin Substances 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 12
- 239000004814 polyurethane Substances 0.000 claims description 11
- 239000004952 Polyamide Substances 0.000 claims description 10
- 229920002647 polyamide Polymers 0.000 claims description 10
- 229920000877 Melamine resin Polymers 0.000 claims description 9
- 239000004611 light stabiliser Substances 0.000 claims description 9
- 239000000049 pigment Substances 0.000 claims description 9
- 229920002635 polyurethane Polymers 0.000 claims description 9
- 229920001169 thermoplastic Polymers 0.000 claims description 9
- 229920000178 Acrylic resin Polymers 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- 239000004416 thermosoftening plastic Substances 0.000 claims description 8
- 239000002344 surface layer Substances 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 239000003963 antioxidant agent Substances 0.000 claims description 5
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 5
- 239000004014 plasticizer Substances 0.000 claims description 5
- 230000000996 additive effect Effects 0.000 claims description 4
- 125000005466 alkylenyl group Chemical group 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 claims description 4
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052709 silver Inorganic materials 0.000 claims description 3
- 239000004332 silver Substances 0.000 claims description 3
- 239000013008 thixotropic agent Substances 0.000 claims description 3
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 30
- HTTGVORJOBRXRJ-UHFFFAOYSA-N 2-(triazin-4-yl)phenol Chemical class OC1=CC=CC=C1C1=CC=NN=N1 HTTGVORJOBRXRJ-UHFFFAOYSA-N 0.000 claims 1
- 150000003918 triazines Chemical class 0.000 abstract description 36
- 238000007639 printing Methods 0.000 abstract description 31
- 239000003973 paint Substances 0.000 abstract description 23
- 239000000976 ink Substances 0.000 abstract description 17
- 150000001565 benzotriazoles Chemical class 0.000 abstract description 9
- 229920001971 elastomer Polymers 0.000 abstract description 8
- 239000002537 cosmetic Substances 0.000 abstract description 5
- 239000005060 rubber Substances 0.000 abstract description 5
- 229920001281 polyalkylene Polymers 0.000 abstract description 4
- 239000011521 glass Substances 0.000 abstract description 3
- 239000002861 polymer material Substances 0.000 abstract description 3
- 239000002966 varnish Substances 0.000 abstract description 3
- 239000005022 packaging material Substances 0.000 abstract description 2
- 238000012546 transfer Methods 0.000 abstract description 2
- 230000000903 blocking effect Effects 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 61
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 47
- 239000000047 product Substances 0.000 description 44
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 39
- 229920001577 copolymer Polymers 0.000 description 37
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 36
- 238000004458 analytical method Methods 0.000 description 34
- 125000004432 carbon atom Chemical group C* 0.000 description 34
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
- 239000002202 Polyethylene glycol Substances 0.000 description 33
- 229920001223 polyethylene glycol Polymers 0.000 description 33
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 32
- 239000000306 component Substances 0.000 description 32
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 30
- 229910052757 nitrogen Inorganic materials 0.000 description 29
- 229920000642 polymer Polymers 0.000 description 28
- 238000001228 spectrum Methods 0.000 description 27
- 239000003054 catalyst Substances 0.000 description 26
- 238000005481 NMR spectroscopy Methods 0.000 description 24
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 23
- 150000002148 esters Chemical class 0.000 description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
- 238000006243 chemical reaction Methods 0.000 description 22
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 239000003921 oil Substances 0.000 description 21
- 235000019198 oils Nutrition 0.000 description 20
- 239000007787 solid Substances 0.000 description 18
- 239000008199 coating composition Substances 0.000 description 17
- 239000000243 solution Substances 0.000 description 17
- 239000002253 acid Substances 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 14
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 14
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 14
- 238000003756 stirring Methods 0.000 description 14
- 239000008096 xylene Substances 0.000 description 14
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 13
- 150000004985 diamines Chemical class 0.000 description 13
- 150000002118 epoxides Chemical class 0.000 description 13
- 229920001515 polyalkylene glycol Polymers 0.000 description 13
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 12
- 239000000835 fiber Substances 0.000 description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
- 239000005977 Ethylene Substances 0.000 description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 11
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 11
- 125000002947 alkylene group Chemical group 0.000 description 11
- 239000012299 nitrogen atmosphere Substances 0.000 description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 10
- 239000004698 Polyethylene Substances 0.000 description 10
- 239000004721 Polyphenylene oxide Substances 0.000 description 10
- 239000004743 Polypropylene Substances 0.000 description 10
- 238000001816 cooling Methods 0.000 description 10
- 238000000227 grinding Methods 0.000 description 10
- 229920001684 low density polyethylene Polymers 0.000 description 10
- 239000004702 low-density polyethylene Substances 0.000 description 10
- 239000012965 benzophenone Substances 0.000 description 9
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 9
- 150000005690 diesters Chemical class 0.000 description 9
- 239000002657 fibrous material Substances 0.000 description 9
- 229920000573 polyethylene Polymers 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 229920002554 vinyl polymer Polymers 0.000 description 9
- GTZXSBQCNBNWPK-UHFFFAOYSA-N 2-(2-chloro-2-oxoethoxy)acetyl chloride Chemical compound ClC(=O)COCC(Cl)=O GTZXSBQCNBNWPK-UHFFFAOYSA-N 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 8
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 8
- 238000004440 column chromatography Methods 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 8
- JHYNXXDQQHTCHJ-UHFFFAOYSA-M ethyl(triphenyl)phosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CC)C1=CC=CC=C1 JHYNXXDQQHTCHJ-UHFFFAOYSA-M 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 239000004417 polycarbonate Substances 0.000 description 8
- 229920000909 polytetrahydrofuran Polymers 0.000 description 8
- CRQJERFKOCCFPE-UHFFFAOYSA-N 5-methyl-1,3-bis(piperidin-1-ylmethyl)-1,3,5-triazinane-2-thione Chemical class S=C1N(CN2CCCCC2)CN(C)CN1CN1CCCCC1 CRQJERFKOCCFPE-UHFFFAOYSA-N 0.000 description 7
- 239000005062 Polybutadiene Substances 0.000 description 7
- 239000007983 Tris buffer Substances 0.000 description 7
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 7
- 125000001931 aliphatic group Chemical group 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 7
- 239000002585 base Substances 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 229920000570 polyether Polymers 0.000 description 7
- 229920006324 polyoxymethylene Polymers 0.000 description 7
- 230000000475 sunscreen effect Effects 0.000 description 7
- 239000000516 sunscreening agent Substances 0.000 description 7
- DYCQRFIHLDIIKL-UHFFFAOYSA-N 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[3-[3-[4-(4,6-diphenyl-1,3,5-triazin-2-yl)-3-hydroxyphenoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]phenol Chemical compound C=1C=C(C=2N=C(N=C(N=2)C=2C=CC=CC=2)C=2C=CC=CC=2)C(O)=CC=1OCC(O)COCC(O)COC(C=C1O)=CC=C1C(N=1)=NC(C=2C=CC=CC=2)=NC=1C1=CC=CC=C1 DYCQRFIHLDIIKL-UHFFFAOYSA-N 0.000 description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
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- 229920002678 cellulose Polymers 0.000 description 6
- 238000001723 curing Methods 0.000 description 6
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
- 239000003480 eluent Substances 0.000 description 6
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- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
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- 229920000647 polyepoxide Polymers 0.000 description 6
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- 239000005056 polyisocyanate Substances 0.000 description 6
- 229920001228 polyisocyanate Polymers 0.000 description 6
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- 229920000915 polyvinyl chloride Polymers 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 6
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical class C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 230000009471 action Effects 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 238000009833 condensation Methods 0.000 description 5
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- 150000001993 dienes Chemical class 0.000 description 5
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 5
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical group CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 5
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- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 4
- CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
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- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000005250 alkyl acrylate group Chemical group 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
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- GBMIPYGHTZRCRH-UHFFFAOYSA-N n-ethylethanimine oxide Chemical compound CC[N+]([O-])=CC GBMIPYGHTZRCRH-UHFFFAOYSA-N 0.000 description 1
- WBJANQXUKWMWLE-UHFFFAOYSA-N n-henicosan-11-ylidenehydroxylamine Chemical compound CCCCCCCCCCC(=NO)CCCCCCCCCC WBJANQXUKWMWLE-UHFFFAOYSA-N 0.000 description 1
- ZRPOKHXBOZQSOX-UHFFFAOYSA-N n-heptadecyl-n-octadecylhydroxylamine Chemical compound CCCCCCCCCCCCCCCCCCN(O)CCCCCCCCCCCCCCCCC ZRPOKHXBOZQSOX-UHFFFAOYSA-N 0.000 description 1
- WGCBLWIBXXQTAW-UHFFFAOYSA-N n-hexadecyl-n-octadecylhydroxylamine Chemical compound CCCCCCCCCCCCCCCCCCN(O)CCCCCCCCCCCCCCCC WGCBLWIBXXQTAW-UHFFFAOYSA-N 0.000 description 1
- GCDJFNYVSDFWDB-UHFFFAOYSA-N n-hexadecylhexadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCC GCDJFNYVSDFWDB-UHFFFAOYSA-N 0.000 description 1
- RIWRFSMVIUAEBX-UHFFFAOYSA-N n-methyl-1-phenylmethanamine Chemical compound CNCC1=CC=CC=C1 RIWRFSMVIUAEBX-UHFFFAOYSA-N 0.000 description 1
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- MCMMSXFAWOGWQE-UHFFFAOYSA-N n-octadecylhexadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCC MCMMSXFAWOGWQE-UHFFFAOYSA-N 0.000 description 1
- HORBOHJHQGXXOR-UHFFFAOYSA-N n-octadecyloctadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCCCCCC HORBOHJHQGXXOR-UHFFFAOYSA-N 0.000 description 1
- OSFOTMWFXQGWKZ-UHFFFAOYSA-N n-phenyl-4-(2,4,4-trimethylpentan-2-yl)aniline Chemical compound C1=CC(C(C)(C)CC(C)(C)C)=CC=C1NC1=CC=CC=C1 OSFOTMWFXQGWKZ-UHFFFAOYSA-N 0.000 description 1
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- SLYJXPKHTZCZOG-UHFFFAOYSA-N n-tetradecyltetradecan-1-imine oxide Chemical compound CCCCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCCCC SLYJXPKHTZCZOG-UHFFFAOYSA-N 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
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- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 239000002736 nonionic surfactant Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
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- 125000005474 octanoate group Chemical group 0.000 description 1
- DMFXLIFZVRXRRR-UHFFFAOYSA-N octyl 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCC)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O DMFXLIFZVRXRRR-UHFFFAOYSA-N 0.000 description 1
- 125000005447 octyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
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- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
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- ZPNJBTBYIHBSIG-UHFFFAOYSA-N phenyl-(2,2,6,6-tetramethylpiperidin-4-yl)methanone Chemical compound C1C(C)(C)NC(C)(C)CC1C(=O)C1=CC=CC=C1 ZPNJBTBYIHBSIG-UHFFFAOYSA-N 0.000 description 1
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- 238000001556 precipitation Methods 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
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- 229940045919 sodium polymetaphosphate Drugs 0.000 description 1
- IJRHDFLHUATAOS-DPMBMXLASA-M sodium ricinoleate Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O IJRHDFLHUATAOS-DPMBMXLASA-M 0.000 description 1
- 229940074404 sodium succinate Drugs 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- AXXJTNXVUHVOJW-UHFFFAOYSA-M sodium;5-pentan-2-yl-5-prop-2-enylpyrimidin-3-ide-2,4,6-trione Chemical compound [Na+].CCCC(C)C1(CC=C)C(=O)NC(=O)[N-]C1=O AXXJTNXVUHVOJW-UHFFFAOYSA-M 0.000 description 1
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- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 235000012976 tarts Nutrition 0.000 description 1
- 235000019640 taste Nutrition 0.000 description 1
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- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- WUPCFMITFBVJMS-UHFFFAOYSA-N tetrakis(1,2,2,6,6-pentamethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)CC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 WUPCFMITFBVJMS-UHFFFAOYSA-N 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 238000007651 thermal printing Methods 0.000 description 1
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- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229920001862 ultra low molecular weight polyethylene Polymers 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229920001866 very low density polyethylene Polymers 0.000 description 1
- RXPRRQLKFXBCSJ-GIVPXCGWSA-N vincamine Chemical group C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C[C@](O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-GIVPXCGWSA-N 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
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- 238000004383 yellowing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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- 150000003751 zinc Chemical class 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000011590 β-tocopherol Substances 0.000 description 1
- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
- 239000002446 δ-tocopherol Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/235—Saturated compounds containing more than one carboxyl group
- C07C59/305—Saturated compounds containing more than one carboxyl group containing ether groups, groups, groups, or groups
- C07C59/315—Saturated compounds containing more than one carboxyl group containing ether groups, groups, groups, or groups containing halogen
-
- 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
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/24—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to three ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/132—Phenols containing keto groups, e.g. benzophenones
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/132—Anti-ultraviolet fading
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
- Polyethers (AREA)
- Paper (AREA)
- Ink Jet (AREA)
- Printing Methods (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH180696 | 1996-07-18 | ||
| CH1806/96 | 1996-07-18 | ||
| PCT/EP1997/003567 WO1998003489A1 (en) | 1996-07-18 | 1997-07-07 | Polyoxyalkene substituted and bridged triazine, benzotriazole and benzophenone derivatives as uv absorbers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000515141A true JP2000515141A (ja) | 2000-11-14 |
| JP2000515141A5 JP2000515141A5 (enExample) | 2005-03-10 |
Family
ID=4219044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10506485A Withdrawn JP2000515141A (ja) | 1996-07-18 | 1997-07-07 | Ｕｖ吸収剤としての、ポリオキシアルキレン置換及び架橋された、トリアジン、ベンゾトリアゾール及びベンゾフェノン誘導体 |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US6369267B1 (enExample) |
| EP (2) | EP0912531B1 (enExample) |
| JP (1) | JP2000515141A (enExample) |
| KR (1) | KR20000067910A (enExample) |
| AU (1) | AU3620497A (enExample) |
| BR (1) | BR9710730A (enExample) |
| CA (1) | CA2258523A1 (enExample) |
| CZ (1) | CZ14299A3 (enExample) |
| DE (1) | DE69719990T2 (enExample) |
| ES (1) | ES2192688T3 (enExample) |
| TW (1) | TW440564B (enExample) |
| WO (1) | WO1998003489A1 (enExample) |
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| JP2007169660A (ja) * | 2007-03-15 | 2007-07-05 | Dainichiseika Color & Chem Mfg Co Ltd | 重合体結合紫外線吸収剤 |
| JP2008510718A (ja) * | 2004-08-20 | 2008-04-10 | ミリケン・アンド・カンパニー | 紫外線（ｕｖ）吸収性化合物およびｕｖ吸収性化合物含有組成物 |
| JP2009535453A (ja) * | 2006-04-25 | 2009-10-01 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | マルチアームポリ（エチレングリコール）アミンを調製する方法 |
| JP2010202521A (ja) * | 2009-02-27 | 2010-09-16 | Chemiprokasei Kaisha Ltd | 新規なトリアジン系化合物、その製造方法、それよりなる紫外線吸収剤およびそれを含む高分子組成物 |
| JP2015509090A (ja) * | 2012-01-09 | 2015-03-26 | メディカル・アドヒーシブ・レボリューション・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＭｅｄｉｃａｌ Ａｄｈｅｓｉｖｅ Ｒｅｖｏｌｕｔｉｏｎ ＧｍｂＨ | 修飾ベータ−アミノ酸エステル（アスパラギン酸エステル）硬化剤およびポリ尿素組織接着剤におけるその使用 |
| JP6010714B1 (ja) * | 2016-05-10 | 2016-10-19 | 株式会社Ｄｎｐファインケミカル | インク組成物及びそれを用いたインクジェット記録方法 |
| JP2019194260A (ja) * | 2014-09-30 | 2019-11-07 | トランジションズ オプティカル， インコーポレイテッド | 紫外線吸収剤 |
| JP2021520428A (ja) * | 2018-04-04 | 2021-08-19 | ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ | 成形人工ポリマー物品のための光安定剤としての紫外線吸収組成物の使用 |
| JP2021520426A (ja) * | 2018-04-04 | 2021-08-19 | ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ | 非生物および非ケラチン性物質のコーティングにおけるｕｖ吸収剤としての紫外線吸収性ポリマー組成物（ｕｖｒａｐ）の使用 |
| WO2025205821A1 (ja) * | 2024-03-27 | 2025-10-02 | 日産化学株式会社 | 液晶配向剤、液晶配向膜、及び液晶表示素子 |
| WO2025205807A1 (ja) * | 2024-03-27 | 2025-10-02 | 日産化学株式会社 | 液晶配向剤、液晶配向膜、及び液晶表示素子 |
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| US5994431A (en) * | 1996-05-03 | 1999-11-30 | 3M Innovative Properties Company | Amide functional ultraviolet light absorbers for polyolefins |
| US6291586B2 (en) * | 1996-05-03 | 2001-09-18 | 3M Innovative Properties Company | Amide functional ultraviolet light absorbers for polyurethanes and polyureas |
| CN1284945A (zh) * | 1997-12-19 | 2001-02-21 | 安姆根有限公司 | 取代的吡啶和哒嗪化合物及其药物用途 |
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| ZA9810599B (en) * | 1998-06-22 | 1999-07-30 | Cytec Tech Corp | Triazine UV absorber comprising amino resins. |
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| US7989619B2 (en) | 2005-07-14 | 2011-08-02 | Innovative Surface Technoloiges, Inc. | Nanotextured surfaces |
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| CA2691541A1 (en) | 2007-06-22 | 2008-12-31 | Innovative Surface Technologies, Inc. | Nanofibers containing latent reactive groups |
| AU2009288009A1 (en) | 2008-09-05 | 2010-03-11 | Innovative Surface Technologies, Inc. | Photoactivatable crosslinker compositions for surface modification |
| US8815259B2 (en) | 2008-09-19 | 2014-08-26 | Innovative Surface Technologies, Inc. | Drug eluting superhydrophobic coatings |
| KR101773621B1 (ko) | 2009-01-19 | 2017-08-31 | 바스프 에스이 | 유기 흑색 안료 및 이의 제조 방법 |
| US8691983B2 (en) | 2009-03-03 | 2014-04-08 | Innovative Surface Technologies, Inc. | Brush polymer coating by in situ polymerization from photoreactive surface |
| US8585782B2 (en) | 2010-09-14 | 2013-11-19 | Basf Se | Use of specific bis(biphenyl)triazine derivatives and mixtures thereof as UV absorbers |
| TWI447154B (zh) | 2012-11-27 | 2014-08-01 | Ind Tech Res Inst | 聚氯乙烯製品與其表面處理方法 |
| JP6859341B2 (ja) | 2016-06-09 | 2021-04-14 | 株式会社Adeka | 樹脂組成物 |
| CN109891267A (zh) | 2016-10-28 | 2019-06-14 | Ppg工业俄亥俄公司 | 用于增加近红外检测距离的涂层 |
| EP3556748A1 (en) * | 2018-04-20 | 2019-10-23 | Basf Se | Hydroxyphenyl-triazine uv absorbers |
| ES3026908T3 (en) | 2018-11-13 | 2025-06-12 | Ppg Ind Ohio Inc | Method of detecting a concealed pattern |
| US11561329B2 (en) | 2019-01-07 | 2023-01-24 | Ppg Industries Ohio, Inc. | Near infrared control coating, articles formed therefrom, and methods of making the same |
| CN113299178B (zh) * | 2021-04-26 | 2022-08-26 | 允昌特种印刷(深圳)有限公司 | 点光源识读激光加密纸质防伪标识及其制备方法 |
| US20250171407A1 (en) | 2022-02-22 | 2025-05-29 | Basf Se | Ultraviolet absorber |
| CN114933552A (zh) * | 2022-06-15 | 2022-08-23 | 襄阳金达成精细化工有限公司 | 一种含uv-9的水溶性紫外线吸收剂制备工艺 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3580927A (en) * | 1967-11-24 | 1971-05-25 | Minnesota Mining & Mfg | Ultraviolet light inhibitors |
| CH533853A (de) | 1970-03-23 | 1973-02-15 | Ciba Geigy Ag | Verwendung von 2'-Hydroxyphenyl-1,3,5-triazinen als Stabilisierungsmittel gegen Ultraviolettstrahlung in photographischem Material |
| US4853471A (en) * | 1981-01-23 | 1989-08-01 | Ciba-Geigy Corporation | 2-(2-Hydroxyphenyl)-benztriazoles, their use as UV-absorbers and their preparation |
| EP0434608B1 (en) * | 1989-12-05 | 1997-04-02 | Ciba SC Holding AG | Stabilized organic material |
| EP0442847B2 (de) * | 1990-02-16 | 2000-08-23 | Ciba SC Holding AG | Gegen Schädigung durch Licht, Wärme und Sauerstoff stabilisierte Ueberzugsmittel |
| US5278314A (en) | 1991-02-12 | 1994-01-11 | Ciba-Geigy Corporation | 5-thio-substituted benzotriazole UV-absorbers |
| US5280124A (en) * | 1991-02-12 | 1994-01-18 | Ciba-Geigy Corporation | 5-sulfonyl-substituted benzotriazole UV-absorbers |
| US5210195A (en) | 1991-11-08 | 1993-05-11 | Texaco Chemical Co. | Bis(2,2',6,6'-tetramethyl-4-aminoethyleneamidopiperidyl) polyoxyalkylene |
| BE1006797A5 (fr) * | 1992-12-03 | 1994-12-13 | Ciba Geigy Ag | Absorbeurs d'uv. |
| JPH0789895A (ja) * | 1993-02-09 | 1995-04-04 | Asahi Glass Co Ltd | 含フッ素ベンゾフェノン誘導体およびその用途 |
| JPH07109447A (ja) * | 1993-10-13 | 1995-04-25 | Asahi Glass Co Ltd | 水溶性紫外線吸収剤 |
| EP0667379B1 (de) * | 1994-02-10 | 2002-07-17 | Ciba SC Holding AG | Holzschutzanstrich |
| US5500332A (en) * | 1995-04-26 | 1996-03-19 | Eastman Kodak Company | Benzotriazole based UV absorbers and photographic elements containing them |
| US5571924A (en) * | 1995-07-12 | 1996-11-05 | Ciba-Geigy Corporation | Process for the preparation of benzotriazoles |
| US5977219A (en) * | 1997-10-30 | 1999-11-02 | Ciba Specialty Chemicals Corporation | Benzotriazole UV absorbers having enhanced durability |
| US6166218A (en) * | 1996-11-07 | 2000-12-26 | Ciba Specialty Chemicals Corporation | Benzotriazole UV absorbers having enhanced durability |
-
1997
- 1997-07-07 ES ES97932777T patent/ES2192688T3/es not_active Expired - Lifetime
- 1997-07-07 EP EP97932777A patent/EP0912531B1/en not_active Expired - Lifetime
- 1997-07-07 CA CA002258523A patent/CA2258523A1/en not_active Abandoned
- 1997-07-07 CZ CZ99142A patent/CZ14299A3/cs unknown
- 1997-07-07 EP EP02020548A patent/EP1266889A3/en not_active Withdrawn
- 1997-07-07 DE DE69719990T patent/DE69719990T2/de not_active Expired - Fee Related
- 1997-07-07 WO PCT/EP1997/003567 patent/WO1998003489A1/en not_active Ceased
- 1997-07-07 AU AU36204/97A patent/AU3620497A/en not_active Abandoned
- 1997-07-07 BR BR9710730A patent/BR9710730A/pt not_active Application Discontinuation
- 1997-07-07 JP JP10506485A patent/JP2000515141A/ja not_active Withdrawn
- 1997-07-07 KR KR1019997000367A patent/KR20000067910A/ko not_active Withdrawn
- 1997-07-16 TW TW086110045A patent/TW440564B/zh not_active IP Right Cessation
-
2000
- 2000-10-04 US US09/679,231 patent/US6369267B1/en not_active Expired - Fee Related
-
2001
- 2001-11-08 US US10/006,634 patent/US6653484B2/en not_active Expired - Fee Related
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008510718A (ja) * | 2004-08-20 | 2008-04-10 | ミリケン・アンド・カンパニー | 紫外線（ｕｖ）吸収性化合物およびｕｖ吸収性化合物含有組成物 |
| JP4926062B2 (ja) * | 2004-08-20 | 2012-05-09 | ミリケン・アンド・カンパニー | 紫外線（ｕｖ）吸収性化合物およびｕｖ吸収性化合物含有組成物 |
| JP2009535453A (ja) * | 2006-04-25 | 2009-10-01 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | マルチアームポリ（エチレングリコール）アミンを調製する方法 |
| JP2007169660A (ja) * | 2007-03-15 | 2007-07-05 | Dainichiseika Color & Chem Mfg Co Ltd | 重合体結合紫外線吸収剤 |
| JP2010202521A (ja) * | 2009-02-27 | 2010-09-16 | Chemiprokasei Kaisha Ltd | 新規なトリアジン系化合物、その製造方法、それよりなる紫外線吸収剤およびそれを含む高分子組成物 |
| JP2015509090A (ja) * | 2012-01-09 | 2015-03-26 | メディカル・アドヒーシブ・レボリューション・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＭｅｄｉｃａｌ Ａｄｈｅｓｉｖｅ Ｒｅｖｏｌｕｔｉｏｎ ＧｍｂＨ | 修飾ベータ−アミノ酸エステル（アスパラギン酸エステル）硬化剤およびポリ尿素組織接着剤におけるその使用 |
| KR20220108826A (ko) * | 2014-09-30 | 2022-08-03 | 트랜지션즈 옵티칼 인코포레이티드 | 자외선 광 흡수제 |
| JP2019194260A (ja) * | 2014-09-30 | 2019-11-07 | トランジションズ オプティカル， インコーポレイテッド | 紫外線吸収剤 |
| KR102563701B1 (ko) | 2014-09-30 | 2023-08-04 | 트랜지션즈 옵티칼 인코포레이티드 | 자외선 광 흡수제 |
| JP6010714B1 (ja) * | 2016-05-10 | 2016-10-19 | 株式会社Ｄｎｐファインケミカル | インク組成物及びそれを用いたインクジェット記録方法 |
| JP2021520428A (ja) * | 2018-04-04 | 2021-08-19 | ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ | 成形人工ポリマー物品のための光安定剤としての紫外線吸収組成物の使用 |
| JP2021520426A (ja) * | 2018-04-04 | 2021-08-19 | ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ | 非生物および非ケラチン性物質のコーティングにおけるｕｖ吸収剤としての紫外線吸収性ポリマー組成物（ｕｖｒａｐ）の使用 |
| JP7337835B2 (ja) | 2018-04-04 | 2023-09-04 | ビーエーエスエフ ソシエタス・ヨーロピア | 非生物および非ケラチン性物質のコーティングにおけるｕｖ吸収剤としての紫外線吸収性ポリマー組成物（ｕｖｒａｐ）の使用 |
| JP7446237B2 (ja) | 2018-04-04 | 2024-03-08 | ビーエーエスエフ ソシエタス・ヨーロピア | 成形人工ポリマー物品のための光安定剤としての紫外線吸収組成物の使用 |
| US11981793B2 (en) | 2018-04-04 | 2024-05-14 | Basf Se | Use of an ultraviolet radiation absorbing composition as a light stabilizer for a shaped artificial polymer article |
| WO2025205821A1 (ja) * | 2024-03-27 | 2025-10-02 | 日産化学株式会社 | 液晶配向剤、液晶配向膜、及び液晶表示素子 |
| WO2025205807A1 (ja) * | 2024-03-27 | 2025-10-02 | 日産化学株式会社 | 液晶配向剤、液晶配向膜、及び液晶表示素子 |
Also Published As
| Publication number | Publication date |
|---|---|
| BR9710730A (pt) | 1999-08-17 |
| US6369267B1 (en) | 2002-04-09 |
| AU3620497A (en) | 1998-02-10 |
| US20020094320A1 (en) | 2002-07-18 |
| EP1266889A2 (en) | 2002-12-18 |
| DE69719990D1 (de) | 2003-04-24 |
| US6653484B2 (en) | 2003-11-25 |
| DE69719990T2 (de) | 2003-09-11 |
| WO1998003489A1 (en) | 1998-01-29 |
| KR20000067910A (ko) | 2000-11-25 |
| TW440564B (en) | 2001-06-16 |
| CA2258523A1 (en) | 1998-01-29 |
| EP0912531A1 (en) | 1999-05-06 |
| ES2192688T3 (es) | 2003-10-16 |
| EP1266889A3 (en) | 2003-12-03 |
| CZ14299A3 (cs) | 1999-04-14 |
| EP0912531B1 (en) | 2003-03-19 |
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