SE510502C2 - Stabilisatorkomposition innehållande triaziner - Google Patents
Stabilisatorkomposition innehållande triazinerInfo
- Publication number
- SE510502C2 SE510502C2 SE9703289A SE9703289A SE510502C2 SE 510502 C2 SE510502 C2 SE 510502C2 SE 9703289 A SE9703289 A SE 9703289A SE 9703289 A SE9703289 A SE 9703289A SE 510502 C2 SE510502 C2 SE 510502C2
- Authority
- SE
- Sweden
- Prior art keywords
- alkyl
- substituted
- cycloalkyl
- alkoxy
- alkenyl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 169
- 239000003381 stabilizer Substances 0.000 title claims description 31
- 150000003918 triazines Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 103
- 238000000576 coating method Methods 0.000 claims abstract description 22
- 239000011248 coating agent Substances 0.000 claims abstract description 16
- 239000000463 material Substances 0.000 claims abstract description 11
- 239000011368 organic material Substances 0.000 claims abstract description 9
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 6
- -1 = O Chemical group 0.000 claims description 252
- 125000000217 alkyl group Chemical group 0.000 claims description 157
- 229910052739 hydrogen Inorganic materials 0.000 claims description 123
- 239000001257 hydrogen Substances 0.000 claims description 99
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 88
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 68
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 63
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 56
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 51
- 229910052736 halogen Inorganic materials 0.000 claims description 36
- 150000002367 halogens Chemical class 0.000 claims description 35
- 150000002431 hydrogen Chemical class 0.000 claims description 33
- 125000003545 alkoxy group Chemical group 0.000 claims description 31
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 30
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 30
- 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 30
- 229910052760 oxygen Inorganic materials 0.000 claims description 30
- 229910052799 carbon Inorganic materials 0.000 claims description 28
- 125000003342 alkenyl group Chemical group 0.000 claims description 25
- 125000002947 alkylene group Chemical group 0.000 claims description 24
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 23
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 22
- 125000004423 acyloxy group Chemical group 0.000 claims description 21
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 21
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 19
- 239000001301 oxygen Substances 0.000 claims description 19
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims description 17
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 15
- 239000011230 binding agent Substances 0.000 claims description 15
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 13
- 125000005843 halogen group Chemical group 0.000 claims description 13
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- 229920001169 thermoplastic Polymers 0.000 claims description 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 10
- 125000004442 acylamino group Chemical group 0.000 claims description 10
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 10
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 9
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 9
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 9
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 9
- 150000001721 carbon Chemical group 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 125000003944 tolyl group Chemical group 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 7
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 7
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 6
- 125000001624 naphthyl group Chemical group 0.000 claims description 6
- 125000006839 xylylene group Chemical group 0.000 claims description 6
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 5
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000001340 alkali metals Chemical group 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 4
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 4
- 239000000853 adhesive Substances 0.000 claims description 4
- 230000001070 adhesive effect Effects 0.000 claims description 4
- 125000004450 alkenylene group Chemical group 0.000 claims description 4
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 4
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 4
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000005184 naphthylamino group Chemical group C1(=CC=CC2=CC=CC=C12)N* 0.000 claims description 4
- 125000004193 piperazinyl group Chemical group 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 150000003457 sulfones Chemical class 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 3
- FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical class OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 3
- 125000005336 allyloxy group Chemical group 0.000 claims description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000001589 carboacyl group Chemical group 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 3
- 125000003386 piperidinyl group Chemical group 0.000 claims description 3
- 229910052707 ruthenium Inorganic materials 0.000 claims description 3
- 101100533890 Hypocrea jecorina (strain QM6a) sor3 gene Proteins 0.000 claims description 2
- 101100533874 Hypocrea jecorina (strain QM6a) sor5 gene Proteins 0.000 claims description 2
- 229910006069 SO3H Inorganic materials 0.000 claims description 2
- 125000001580 cycloalkinyl group Chemical group 0.000 claims description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 239000003223 protective agent Substances 0.000 claims description 2
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 2
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 1
- 125000006833 (C1-C5) alkylene group Chemical group 0.000 claims 1
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 1
- 125000006755 (C2-C20) alkyl group Chemical group 0.000 claims 1
- 101100274389 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) chz-1 gene Proteins 0.000 claims 1
- 125000006193 alkinyl group Chemical group 0.000 claims 1
- 150000001602 bicycloalkyls Chemical group 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 229920005613 synthetic organic polymer Polymers 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 description 55
- 229920000642 polymer Polymers 0.000 description 38
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 33
- 229920001577 copolymer Polymers 0.000 description 27
- 238000005160 1H NMR spectroscopy Methods 0.000 description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 19
- 229920005989 resin Polymers 0.000 description 19
- 239000011347 resin Substances 0.000 description 19
- 229910052751 metal Inorganic materials 0.000 description 18
- 239000002184 metal Substances 0.000 description 18
- 239000004952 Polyamide Substances 0.000 description 17
- 229920002647 polyamide Polymers 0.000 description 17
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000003054 catalyst Substances 0.000 description 15
- 239000003973 paint Substances 0.000 description 15
- 239000007983 Tris buffer Substances 0.000 description 14
- 239000004417 polycarbonate Substances 0.000 description 14
- 239000008199 coating composition Substances 0.000 description 13
- 239000004922 lacquer Substances 0.000 description 13
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 12
- 229920000728 polyester Polymers 0.000 description 12
- 229920006324 polyoxymethylene Polymers 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- 239000004721 Polyphenylene oxide Substances 0.000 description 11
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 10
- 239000004743 Polypropylene Substances 0.000 description 10
- 239000012964 benzotriazole Substances 0.000 description 10
- 239000004814 polyurethane Substances 0.000 description 10
- 229920000877 Melamine resin Polymers 0.000 description 9
- 229920001971 elastomer Polymers 0.000 description 9
- 229920001684 low density polyethylene Polymers 0.000 description 9
- 239000004702 low-density polyethylene Substances 0.000 description 9
- 229920002857 polybutadiene Polymers 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- 239000005062 Polybutadiene Substances 0.000 description 8
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 8
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
- 238000001723 curing Methods 0.000 description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Substances OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 229940059574 pentaerithrityl Drugs 0.000 description 8
- 229920000515 polycarbonate Polymers 0.000 description 8
- 229920000570 polyether Polymers 0.000 description 8
- 229920002635 polyurethane Polymers 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- ONTODYXHFBKCDK-UHFFFAOYSA-N 2-(2,4-dimethylphenyl)-1,3,5-triazine Chemical compound CC1=CC(C)=CC=C1C1=NC=NC=N1 ONTODYXHFBKCDK-UHFFFAOYSA-N 0.000 description 7
- 239000004698 Polyethylene Substances 0.000 description 7
- 239000007859 condensation product Substances 0.000 description 7
- 239000004700 high-density polyethylene Substances 0.000 description 7
- 150000002739 metals Chemical class 0.000 description 7
- 229920000573 polyethylene Polymers 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 6
- 229920002943 EPDM rubber Polymers 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000000806 elastomer Substances 0.000 description 6
- 229920001903 high density polyethylene Polymers 0.000 description 6
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 229920000058 polyacrylate Polymers 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- 229920006380 polyphenylene oxide Polymers 0.000 description 6
- 239000004800 polyvinyl chloride Substances 0.000 description 6
- 229920000915 polyvinyl chloride Polymers 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- QAXDVKBGZRMSHF-UHFFFAOYSA-N 6-acetyl-5-hydroxy-4-methoxy-7,8-dihydro-3h-pyrrolo[3,2-e]indole-2-carboxylic acid Chemical compound C1=2C=C(C(O)=O)NC=2C(OC)=C(O)C2=C1CCN2C(C)=O QAXDVKBGZRMSHF-UHFFFAOYSA-N 0.000 description 5
- 239000004925 Acrylic resin Substances 0.000 description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 238000012512 characterization method Methods 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 229920001707 polybutylene terephthalate Polymers 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 229940116351 sebacate Drugs 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- 239000004416 thermosoftening plastic Substances 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-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
- 229940126062 Compound A Drugs 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 229920002292 Nylon 6 Polymers 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 235000006708 antioxidants Nutrition 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
- 238000010348 incorporation Methods 0.000 description 4
- 229920000554 ionomer Polymers 0.000 description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 4
- 229910052748 manganese Inorganic materials 0.000 description 4
- 239000011572 manganese Substances 0.000 description 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 150000002815 nickel Chemical class 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 229920001187 thermosetting polymer Polymers 0.000 description 4
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 4
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229910052725 zinc Inorganic materials 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N β-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 3
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 3
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 3
- KXPXKNBDCUOENF-UHFFFAOYSA-N 2-(Octylthio)ethanol Chemical compound CCCCCCCCSCCO KXPXKNBDCUOENF-UHFFFAOYSA-N 0.000 description 3
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- ORIHZIZPTZTNCU-YVMONPNESA-N salicylaldoxime Chemical compound O\N=C/C1=CC=CC=C1O ORIHZIZPTZTNCU-YVMONPNESA-N 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
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- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
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- OOZBTDPWFHJVEK-UHFFFAOYSA-N tris(2-nonylphenyl) phosphate Chemical compound CCCCCCCCCC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC OOZBTDPWFHJVEK-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/24—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to three ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
- C08K5/34926—Triazines also containing heterocyclic groups other than triazine groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/48—Stabilisers against degradation by oxygen, light or heat
-
- 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
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/815—Photosensitive materials characterised by the base or auxiliary layers characterised by means for filtering or absorbing ultraviolet light, e.g. optical bleaching
- G03C1/8155—Organic compounds therefor
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)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Paints Or Removers (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH225396 | 1996-09-13 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| SE9703289D0 SE9703289D0 (sv) | 1997-09-11 |
| SE9703289L SE9703289L (sv) | 1998-03-14 |
| SE510502C2 true SE510502C2 (sv) | 1999-05-31 |
Family
ID=4229454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE9703289A SE510502C2 (sv) | 1996-09-13 | 1997-09-11 | Stabilisatorkomposition innehållande triaziner |
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| Country | Link |
|---|---|
| US (1) | US6060543A (enExample) |
| JP (1) | JP4379640B2 (enExample) |
| KR (1) | KR100457006B1 (enExample) |
| CN (1) | CN1185294C (enExample) |
| AU (1) | AU727251B2 (enExample) |
| BE (1) | BE1012529A3 (enExample) |
| BR (1) | BR9704713A (enExample) |
| CA (1) | CA2215134C (enExample) |
| DE (1) | DE19739797B4 (enExample) |
| ES (1) | ES2142242B1 (enExample) |
| FR (1) | FR2753448B1 (enExample) |
| GB (1) | GB2317893B (enExample) |
| IT (1) | IT1295008B1 (enExample) |
| MY (1) | MY116146A (enExample) |
| NL (1) | NL1007028C2 (enExample) |
| SE (1) | SE510502C2 (enExample) |
| TW (1) | TW376409B (enExample) |
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| JP2000026435A (ja) * | 1998-05-07 | 2000-01-25 | Ciba Specialty Chem Holding Inc | トリスレゾリシニルトリアジン |
| ZA9810599B (en) * | 1998-06-22 | 1999-07-30 | Cytec Tech Corp | Triazine UV absorber comprising amino resins. |
| US6297377B1 (en) * | 1998-06-22 | 2001-10-02 | Cytec Technology Corporation | Benzocycle-substituted triazine and pyrimidine ultraviolet light absorbers |
| 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 |
| DE60026177T2 (de) * | 1999-12-23 | 2006-08-03 | Ciba Speciality Chemicals Holding Inc. | Stabilisatormischung |
| MX229551B (es) | 2000-02-01 | 2005-07-29 | Ciba Sc Holding Ag | Metodo de proteccion de contenido con absorbentes de uv durables. |
| CO5231248A1 (es) * | 2000-07-26 | 2002-12-27 | Ciba Sc Holding Ag | Articulos transparentes de polimero de baja consistencia |
| BR0208220A (pt) * | 2001-03-22 | 2004-04-13 | Ciba Sc Holding Ag | Uso de compostos aromáticos como diretores de fase e redutores de tamanho de partìcula para pigmentos quinacridona |
| KR100803888B1 (ko) | 2001-04-06 | 2008-02-14 | 가부시키가이샤 아데카 | 합성 수지용 자외선 흡수제 및 이것을 함유하여 된 합성수지 조성물 |
| ZA200301683B (en) * | 2002-03-04 | 2004-09-06 | Ciba Sc Holding Ag | Synergistic combinations of UV absorbers for pigmented polyolefins. |
| EP1308084A1 (en) * | 2002-10-02 | 2003-05-07 | Ciba SC Holding AG | Synergistic UV absorber combination |
| CA2517334A1 (en) | 2003-02-26 | 2004-09-10 | Ciba Specialty Chemicals Holding Inc. | Water compatible sterically hindered alkoxyamines and hydroxy substituted alkoxyamines |
| MY149850A (en) * | 2003-09-29 | 2013-10-31 | Ciba Holding Inc | Stabilization of photochromic systems |
| EP1692221A1 (en) * | 2003-11-21 | 2006-08-23 | Ciba Specialty Chemicals Holding Inc. | Weatherfast pigmented polystyrene |
| US7611829B2 (en) | 2004-01-30 | 2009-11-03 | Fujifilm Corporation | Silver halide color photographic light-sensitive material and color image-forming method |
| WO2005072970A1 (en) | 2004-02-02 | 2005-08-11 | Fuji Photo Film B.V. | Recording medium |
| DE102004028629A1 (de) * | 2004-06-15 | 2006-06-08 | Basf Ag | Stabilisierung von Farbstoffen in kosmetischen und dermatologischen Zubereitungen |
| US7595011B2 (en) | 2004-07-12 | 2009-09-29 | Ciba Specialty Chemicals Corporation | Stabilized electrochromic media |
| JP5034205B2 (ja) * | 2005-03-31 | 2012-09-26 | 大日本印刷株式会社 | 化粧シート |
| JP5196042B2 (ja) * | 2005-03-31 | 2013-05-15 | 大日本印刷株式会社 | 化粧シート |
| DE102005017023A1 (de) * | 2005-04-13 | 2006-10-19 | Bayer Materialscience Ag | UV-stabilisierte Polycarbonatformkörper |
| DE102005041952A1 (de) * | 2005-09-03 | 2007-03-08 | Bayer Materialscience Ag | Zusammensetzungen enthaltend Polycarbonat und neuartige UV-Absorber |
| DE102006016642A1 (de) * | 2006-04-08 | 2007-10-18 | Bayer Materialscience Ag | UV-härtende Schutzschicht für thermoplastische Substrate |
| US20090115328A1 (en) | 2006-05-26 | 2009-05-07 | Seiji Yamashita | Surface emitting-type electroluminescent device |
| DE102006062568A1 (de) | 2006-12-29 | 2008-07-03 | Henkel Kgaa | Verbesserte Farbstabilisierung wasserhaltiger kosmetischer und pharmazeutischer Mittel |
| ES2670436T3 (es) * | 2007-01-15 | 2018-05-30 | Basf Se | Recubrimientos transparentes teñidos estabilizados para UV con 2-hidroxifenil triazina |
| DE102007011069A1 (de) | 2007-03-07 | 2008-09-11 | Bayer Materialscience Ag | Polycarbonatzusammensetzung enthaltend UV-Absorber |
| US8399536B2 (en) | 2007-06-29 | 2013-03-19 | Basell Poliolefine Italia, s.r.l. | Irradiated polyolefin composition comprising a non-phenolic stabilizer |
| DE102007050192A1 (de) | 2007-10-20 | 2009-04-23 | Bayer Materialscience Ag | Zusammensetzung mit UV-Schutz |
| BRPI0819786A2 (pt) * | 2007-12-03 | 2015-05-05 | Basf Se | Forma crsitalina, processos para a preparação da forma cristalina e para estabilizar um material orgânico contra degradação induzida pela luz, mistura estabilizadora, composição, e, artigo feito de uma composição |
| US8349925B2 (en) | 2008-09-05 | 2013-01-08 | Thor Gmbh | Flame-retardant composition comprising a phosphonic acid derivative |
| JP5631331B2 (ja) | 2008-12-22 | 2014-11-26 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 引掻耐性の向上方法及び関連製品及びその使用 |
| CN102292397B (zh) | 2009-01-19 | 2014-12-10 | 巴斯夫欧洲公司 | 有机黑色颜料及其制备 |
| DE102009019493B4 (de) * | 2009-05-04 | 2013-02-07 | Bayer Materialscience Aktiengesellschaft | Polar lösliche UV-Absorber |
| DE102009020933A1 (de) | 2009-05-12 | 2010-11-18 | Bayer Materialscience Ag | Langzeit UV-stabile kälte schlagzähe Coextrusionsfolien |
| DE102009020934A1 (de) | 2009-05-12 | 2010-11-18 | Bayer Materialscience Ag | UV-härtende Schutzschicht für thermoplastische Substrate |
| DE102009020938A1 (de) | 2009-05-12 | 2010-11-18 | Bayer Materialscience Ag | Witterungsstabile Mehrschichtsysteme |
| BR112012000425A2 (pt) | 2009-07-07 | 2018-04-10 | Basf Se | particulas de solução sólida de bronze de potássio-césio-tungstênio, processo para a preparação de partículas de solução sólida de bronze de potássio-césio-tungstênio, potássio-césio-tungstênio. |
| CN102498164B (zh) | 2009-07-29 | 2015-08-19 | 拜尔材料科学股份公司 | 包括含丙烯酸酯涂层的多层产品 |
| EP2467878A1 (en) | 2009-08-18 | 2012-06-27 | Basf Se | An uv-stabilized photovoltaic module |
| DE102009042307A1 (de) * | 2009-09-19 | 2011-05-12 | Bayer Materialscience Ag | Kombination zweier Triazin UV Absorber für Lack auf PC |
| RU2012127826A (ru) | 2009-12-05 | 2014-01-10 | Байер Интеллектуэль Проперти Гмбх | Поликарбонатные композиции с фенолзамещенным производным триазина |
| CN103118657A (zh) * | 2010-09-14 | 2013-05-22 | 巴斯夫欧洲公司 | 特殊二(联苯基)三嗪衍生物及其混合物作为uv吸收剂的用途 |
| EP2801847A4 (en) | 2012-01-06 | 2015-08-26 | Konica Minolta Inc | FILM MIRRORS, FILM MIRROR PRODUCTION METHODS, FILM MIRRORS FOR PHOTOVOLTAIC POWER GENERATION AND REFLECTION DEVICES FOR PHOTOVOLTAIC ENERGY PRODUCTION |
| WO2013167542A1 (de) | 2012-05-08 | 2013-11-14 | Bayer Materialscience Gmbh | Lichtführungspiatte |
| EP2700455A1 (de) | 2012-08-23 | 2014-02-26 | Bayer MaterialScience AG | Nasslackapplikation auf Kunststoffsubstraten mit Plasmahärtung |
| JP6246223B2 (ja) | 2012-10-23 | 2017-12-13 | ビーエーエスエフ エスイー | ポリマー安定剤基を含有するエチレン性不飽和オリゴマー |
| EP2951163B1 (de) * | 2013-02-01 | 2016-09-07 | Covestro Deutschland AG | Verfahren zur herstellung eines polymerisierbaren uv-absorbers |
| BR112016006528B1 (pt) | 2013-09-27 | 2021-07-27 | Basf Se | Artigo extrudado compreendendo uma composição de poliolefina |
| WO2015077635A2 (en) | 2013-11-22 | 2015-05-28 | Polnox Corporation | Macromolecular antioxidants based on dual type moiety per molecule: structures methods of making and using the same |
| 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 |
| EP3097595B1 (de) | 2014-01-21 | 2020-05-27 | Covestro Deutschland AG | Uv-geschütztes bauelement für oleds |
| EP2897186B1 (de) | 2014-01-21 | 2018-12-26 | Covestro Deutschland AG | UV-Schutzfolie für OLEDs |
| US20190010308A1 (en) | 2015-07-20 | 2019-01-10 | Basf Se | Flame Retardant Polyolefin Articles |
| CN110352223B (zh) * | 2017-04-25 | 2022-08-02 | 巴斯夫欧洲公司 | 具有共价结合紫外线吸收剂的涂料组合物 |
| EP3841166B2 (en) | 2018-08-22 | 2025-05-07 | Basf Se | Stabilized rotomolded polyolefin |
| WO2020190833A1 (en) | 2019-03-18 | 2020-09-24 | Basf Se | Uv curable compositions for dirt pick-up resistance |
| US20220282064A1 (en) | 2019-07-30 | 2022-09-08 | Basf Se | Stabilizer composition |
| CN119998381A (zh) * | 2022-09-29 | 2025-05-13 | 巴斯夫欧洲公司 | 用于经羟基苯基三嗪稳定化的聚合物的助稳定剂 |
| CN115448891A (zh) * | 2022-10-08 | 2022-12-09 | 烟台新特路新材料科技有限公司 | 一种三嗪类耐紫外蓝光吸收剂及其制备方法 |
| DE102022213655A1 (de) | 2022-12-14 | 2024-06-20 | Henkel Ag & Co. Kgaa | Farbstabilisierung von kosmetischen Produkten |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3118887A (en) * | 1961-03-06 | 1964-01-21 | American Cyanamid Co | O-hydroxy substituted tris aryl-s-triazines |
| BE639330A (enExample) * | 1962-10-30 | |||
| NL130993C (enExample) * | 1963-02-07 | |||
| CH469053A (de) * | 1963-07-26 | 1969-02-28 | Ciba Geigy | Verwendung von neuen Hydroxyphenyl-1,3,5-triazinen als Schutzmittel gegen Ultraviolettstrahlung für nichttextile organische Materialien |
| CH478589A (de) * | 1965-09-24 | 1969-09-30 | Ciba Geigy | Verwendung von Aryl-1,3,5-triazinen als Stabilisierungsmittel gegen Ultraviolettstrahlung und Hitzeeinwirkung ausserhalb der Textilindustrie |
| 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 |
| EP0165608B1 (de) * | 1984-06-22 | 1991-01-02 | Ilford Ag | Hydroxyphenyltriazine, Verfahren zu ihrer Herstellung und ihre Verwendung als UV-Absorber |
| US4619956A (en) * | 1985-05-03 | 1986-10-28 | American Cyanamid Co. | Stabilization of high solids coatings with synergistic combinations |
| SG49847A1 (en) * | 1989-12-05 | 1999-07-20 | Ciba Sc Holding Ag | Stabilized organic material |
| EP0444323B1 (en) * | 1990-02-28 | 1997-03-19 | Cytec Technology Corp. | Stabilization of high solids coating with liquid compositions of triazine UV absorbers |
| DE59107052D1 (de) * | 1990-03-30 | 1996-01-25 | Ciba Geigy Ag | Lackzusammensetzungen |
| ES2099721T3 (es) * | 1990-10-29 | 1997-06-01 | Cytec Tech Corp | Composiciones sinergicas absorbentes de radiacion ultravioleta que contienen hidroxi aril triazinas y tetraalquil piperidinas. |
| EP0520938B1 (de) * | 1991-06-03 | 1997-09-24 | Ciba SC Holding AG | UV-Absorber enthaltendes photographisches Material |
| US5556973A (en) * | 1994-07-27 | 1996-09-17 | Ciba-Geigy Corporation | Red-shifted tris-aryl-s-triazines and compositions stabilized therewith |
| TW308601B (enExample) * | 1995-01-18 | 1997-06-21 | Ciba Sc Holding Ag | |
| EP0815089B1 (en) * | 1995-03-15 | 2002-09-25 | Ciba SC Holding AG | Biphenyl-substituted triazines as light stabilizer |
| US5726309A (en) * | 1996-08-27 | 1998-03-10 | Ciba Specialty Chemicals Corporation | Tris-aryls-triazines substituted with biphenylyl groups |
-
1997
- 1997-09-04 BE BE9700719A patent/BE1012529A3/fr not_active IP Right Cessation
- 1997-09-05 AU AU36843/97A patent/AU727251B2/en not_active Ceased
- 1997-09-08 US US08/925,014 patent/US6060543A/en not_active Expired - Lifetime
- 1997-09-09 KR KR1019970046267A patent/KR100457006B1/ko not_active Expired - Lifetime
- 1997-09-10 IT IT97MI002058A patent/IT1295008B1/it active IP Right Grant
- 1997-09-10 DE DE19739797A patent/DE19739797B4/de not_active Expired - Lifetime
- 1997-09-10 GB GB9719141A patent/GB2317893B/en not_active Expired - Lifetime
- 1997-09-10 ES ES009701910A patent/ES2142242B1/es not_active Expired - Fee Related
- 1997-09-11 SE SE9703289A patent/SE510502C2/sv not_active IP Right Cessation
- 1997-09-11 FR FR9711289A patent/FR2753448B1/fr not_active Expired - Lifetime
- 1997-09-11 CA CA002215134A patent/CA2215134C/en not_active Expired - Lifetime
- 1997-09-11 TW TW086113165A patent/TW376409B/zh not_active IP Right Cessation
- 1997-09-12 NL NL1007028A patent/NL1007028C2/nl not_active IP Right Cessation
- 1997-09-13 MY MYPI97004258A patent/MY116146A/en unknown
- 1997-09-15 CN CNB971184534A patent/CN1185294C/zh not_active Expired - Lifetime
- 1997-09-15 BR BR9704713A patent/BR9704713A/pt not_active IP Right Cessation
- 1997-09-16 JP JP26928397A patent/JP4379640B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1185294C (zh) | 2005-01-19 |
| DE19739797B4 (de) | 2008-06-05 |
| CA2215134C (en) | 2007-08-21 |
| IT1295008B1 (it) | 1999-04-27 |
| SE9703289L (sv) | 1998-03-14 |
| AU3684397A (en) | 1998-03-19 |
| MX9706950A (es) | 1998-08-30 |
| GB2317893A (en) | 1998-04-08 |
| FR2753448A1 (fr) | 1998-03-20 |
| KR19980024436A (ko) | 1998-07-06 |
| JPH1095974A (ja) | 1998-04-14 |
| CA2215134A1 (en) | 1998-03-13 |
| NL1007028A1 (nl) | 1998-03-16 |
| BE1012529A3 (fr) | 2000-12-05 |
| GB9719141D0 (en) | 1997-11-12 |
| CN1177608A (zh) | 1998-04-01 |
| ES2142242A1 (es) | 2000-04-01 |
| AU727251B2 (en) | 2000-12-07 |
| GB2317893B (en) | 2000-11-08 |
| SE9703289D0 (sv) | 1997-09-11 |
| ITMI972058A1 (it) | 1999-03-10 |
| KR100457006B1 (ko) | 2005-06-17 |
| FR2753448B1 (fr) | 2002-02-01 |
| MY116146A (en) | 2003-11-28 |
| JP4379640B2 (ja) | 2009-12-09 |
| NL1007028C2 (nl) | 2000-08-08 |
| US6060543A (en) | 2000-05-09 |
| DE19739797A1 (de) | 1998-03-19 |
| ES2142242B1 (es) | 2000-11-16 |
| BR9704713A (pt) | 1998-12-15 |
| TW376409B (en) | 1999-12-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |