NL1011999C2 - Trisresorcinyltriazinen. - Google Patents

Trisresorcinyltriazinen. Download PDF

Info

Publication number: NL1011999C2
Authority: NL; Netherlands
Prior art keywords: alkyl; cycloalkyl; substituted; phenylalkyl; alkenyl
Prior art date: 1998-05-07

Application number

NL1011999A

Other languages

English (en)

Dutch (nl)

Other versions

NL1011999A1 (nl

Inventor

Thomas Schaefer

Pascal Hayoz

Thomas Bolle

Original Assignee

Ciba Sc Holding Ag

Priority date (The priority date 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 date listed.)

1998-05-07

Filing date

1999-05-07

Publication date

1999-12-15

1999-05-07 Application filed by Ciba Sc Holding Ag filed Critical Ciba Sc Holding Ag

1999-11-09 Publication of NL1011999A1 publication Critical patent/NL1011999A1/xx

1999-12-15 Application granted granted Critical

1999-12-15 Publication of NL1011999C2 publication Critical patent/NL1011999C2/nl

Links

150000003918 triazines Chemical class 0.000 title description 3
-1 phenoxy, naphthyl Chemical group 0.000 claims description 161
125000000217 alkyl group Chemical group 0.000 claims description 125
150000001875 compounds Chemical class 0.000 claims description 101
239000000203 mixture Substances 0.000 claims description 92
125000003884 phenylalkyl group Chemical group 0.000 claims description 66
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 65
229910052760 oxygen Inorganic materials 0.000 claims description 56
125000003342 alkenyl group Chemical group 0.000 claims description 48
239000003381 stabilizer Substances 0.000 claims description 41
125000003118 aryl group Chemical group 0.000 claims description 38
125000005037 alkyl phenyl group Chemical group 0.000 claims description 36
238000000576 coating method Methods 0.000 claims description 36
239000000463 material Substances 0.000 claims description 32
125000000753 cycloalkyl group Chemical group 0.000 claims description 30
239000011230 binding agent Substances 0.000 claims description 29
229910052757 nitrogen Inorganic materials 0.000 claims description 29
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 28
150000001602 bicycloalkyls Chemical group 0.000 claims description 24
229910052799 carbon Inorganic materials 0.000 claims description 23
239000002023 wood Substances 0.000 claims description 23
239000011248 coating agent Substances 0.000 claims description 22
150000001412 amines Chemical class 0.000 claims description 20
229910052736 halogen Inorganic materials 0.000 claims description 18
125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 16
125000003545 alkoxy group Chemical group 0.000 claims description 16
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 16
239000001301 oxygen Substances 0.000 claims description 16
150000001721 carbon Chemical group 0.000 claims description 15
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 15
238000000034 method Methods 0.000 claims description 15
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 11
150000002367 halogens Chemical class 0.000 claims description 11
125000005842 heteroatom Chemical group 0.000 claims description 11
229910052739 hydrogen Inorganic materials 0.000 claims description 11
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 10
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 10
238000005470 impregnation Methods 0.000 claims description 10
229920001169 thermoplastic Polymers 0.000 claims description 10
101150020251 NR13 gene Proteins 0.000 claims description 9
125000003302 alkenyloxy group Chemical group 0.000 claims description 9
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
125000005843 halogen group Chemical group 0.000 claims description 9
239000011368 organic material Substances 0.000 claims description 9
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 8
125000005293 bicycloalkoxy group Chemical group 0.000 claims description 8
229930195733 hydrocarbon Natural products 0.000 claims description 8
239000004611 light stabiliser Substances 0.000 claims description 8
125000005186 naphthyloxy group Chemical group C1(=CC=CC2=CC=CC=C12)O* 0.000 claims description 8
229920005613 synthetic organic polymer Polymers 0.000 claims description 7
239000001257 hydrogen Substances 0.000 claims description 6
HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical class OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
125000000000 cycloalkoxy group Chemical group 0.000 claims description 5
MPDRQNFMNLORAE-UHFFFAOYSA-N ethyl 2-[4-[4,6-bis[4-(1-ethoxy-2-methyl-1-oxopropan-2-yl)oxy-2-hydroxyphenyl]-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]-2-methylpropanoate Chemical compound OC1=CC(OC(C)(C)C(=O)OCC)=CC=C1C1=NC(C=2C(=CC(OC(C)(C)C(=O)OCC)=CC=2)O)=NC(C=2C(=CC(OC(C)(C)C(=O)OCC)=CC=2)O)=N1 MPDRQNFMNLORAE-UHFFFAOYSA-N 0.000 claims description 5
238000002156 mixing Methods 0.000 claims description 5
230000000087 stabilizing effect Effects 0.000 claims description 5
229910052717 sulfur Inorganic materials 0.000 claims description 5
239000004215 Carbon black (E152) Substances 0.000 claims description 4
239000003963 antioxidant agent Substances 0.000 claims description 4
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 4
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
125000004414 alkyl thio group Chemical group 0.000 claims description 3
XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 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
JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical class C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 claims description 2
FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical class C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 claims description 2
229910052703 rhodium Inorganic materials 0.000 claims description 2
229910052707 ruthenium Inorganic materials 0.000 claims description 2
101100240519 Caenorhabditis elegans nhr-13 gene Proteins 0.000 claims 8
125000003282 alkyl amino group Chemical group 0.000 claims 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical class C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims 1
125000005915 C6-C14 aryl group Chemical group 0.000 claims 1
230000002939 deleterious effect Effects 0.000 claims 1
239000011253 protective coating Substances 0.000 claims 1
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 49
229920001577 copolymer Polymers 0.000 description 36
229920000642 polymer Polymers 0.000 description 31
239000003973 paint Substances 0.000 description 27
239000002904 solvent Substances 0.000 description 27
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
239000010410 layer Substances 0.000 description 22
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
239000008199 coating composition Substances 0.000 description 19
229920005989 resin Polymers 0.000 description 19
239000011347 resin Substances 0.000 description 19
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 18
239000003054 catalyst Substances 0.000 description 17
239000007983 Tris buffer Substances 0.000 description 16
150000002148 esters Chemical group 0.000 description 16
229910052751 metal Inorganic materials 0.000 description 16
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 16
239000003795 chemical substances by application Substances 0.000 description 15
239000002184 metal Substances 0.000 description 15
KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 14
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 12
239000004952 Polyamide Substances 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 12
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
229920002647 polyamide Polymers 0.000 description 12
239000000243 solution Substances 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
229920000877 Melamine resin Polymers 0.000 description 11
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
239000000047 product Substances 0.000 description 11
150000003254 radicals Chemical class 0.000 description 11
239000000758 substrate Substances 0.000 description 11
239000002253 acid Substances 0.000 description 10
229920000728 polyester Polymers 0.000 description 10
239000004814 polyurethane Substances 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 9
239000005977 Ethylene Substances 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
239000004743 Polypropylene Substances 0.000 description 9
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
150000001252 acrylic acid derivatives Chemical class 0.000 description 9
230000008859 change Effects 0.000 description 9
239000000049 pigment Substances 0.000 description 9
229920002857 polybutadiene Polymers 0.000 description 9
239000004417 polycarbonate Substances 0.000 description 9
239000011541 reaction mixture Substances 0.000 description 9
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
239000004925 Acrylic resin Substances 0.000 description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
239000005062 Polybutadiene Substances 0.000 description 8
239000004721 Polyphenylene oxide Substances 0.000 description 8
229920000180 alkyd Polymers 0.000 description 8
239000002585 base Substances 0.000 description 8
229920001684 low density polyethylene Polymers 0.000 description 8
239000004702 low-density polyethylene Substances 0.000 description 8
229920002635 polyurethane Polymers 0.000 description 8
239000000843 powder Substances 0.000 description 8
239000000741 silica gel Substances 0.000 description 8
229910002027 silica gel Inorganic materials 0.000 description 8
239000007787 solid Substances 0.000 description 8
239000008096 xylene Substances 0.000 description 8
229920000178 Acrylic resin Polymers 0.000 description 7
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 7
239000000654 additive Substances 0.000 description 7
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 7
239000012964 benzotriazole Substances 0.000 description 7
239000007859 condensation product Substances 0.000 description 7
150000001993 dienes Chemical class 0.000 description 7
238000001035 drying Methods 0.000 description 7
229920001971 elastomer Polymers 0.000 description 7
229920001903 high density polyethylene Polymers 0.000 description 7
239000004700 high-density polyethylene Substances 0.000 description 7
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
229920000647 polyepoxide Polymers 0.000 description 7
229920000570 polyether Polymers 0.000 description 7
229920006324 polyoxymethylene Polymers 0.000 description 7
229920000915 polyvinyl chloride Polymers 0.000 description 7
239000004800 polyvinyl chloride Substances 0.000 description 7
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
239000004698 Polyethylene Substances 0.000 description 6
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 6
239000006096 absorbing agent Substances 0.000 description 6
125000001931 aliphatic group Chemical group 0.000 description 6
229940125904 compound 1 Drugs 0.000 description 6
239000010949 copper Substances 0.000 description 6
125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
229920000058 polyacrylate Polymers 0.000 description 6
229920000573 polyethylene Polymers 0.000 description 6
239000005056 polyisocyanate Substances 0.000 description 6
229920001228 polyisocyanate Polymers 0.000 description 6
150000003839 salts Chemical class 0.000 description 6
SGZWJGRZDJCDIM-UHFFFAOYSA-N 4-[4,6-bis(2,4-dihydroxyphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1C1=NC(C=2C(=CC(O)=CC=2)O)=NC(C=2C(=CC(O)=CC=2)O)=N1 SGZWJGRZDJCDIM-UHFFFAOYSA-N 0.000 description 5
238000005481 NMR spectroscopy Methods 0.000 description 5
238000009835 boiling Methods 0.000 description 5
JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 5
238000001704 evaporation Methods 0.000 description 5
230000008020 evaporation Effects 0.000 description 5
239000012948 isocyanate Substances 0.000 description 5
235000019341 magnesium sulphate Nutrition 0.000 description 5
150000002739 metals Chemical class 0.000 description 5
125000000896 monocarboxylic acid group Chemical group 0.000 description 5
239000000178 monomer Substances 0.000 description 5
239000003921 oil Substances 0.000 description 5
229920000098 polyolefin Polymers 0.000 description 5
229920001155 polypropylene Polymers 0.000 description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
230000005855 radiation Effects 0.000 description 5
239000007858 starting material Substances 0.000 description 5
150000005846 sugar alcohols Polymers 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
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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
ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
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108010010803 Gelatin Proteins 0.000 description 4
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150000008064 anhydrides Chemical class 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
238000004132 cross linking Methods 0.000 description 4
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150000002170 ethers Chemical class 0.000 description 4
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235000011852 gelatine desserts Nutrition 0.000 description 4
230000009931 harmful effect Effects 0.000 description 4
150000002430 hydrocarbons Chemical class 0.000 description 4
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239000004922 lacquer Substances 0.000 description 4
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JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
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NQVJUHCFWKRBCA-UHFFFAOYSA-N methyl 2-hydroxy-2-(2-methylprop-2-enoylamino)acetate Chemical compound COC(=O)C(O)NC(=O)C(C)=C NQVJUHCFWKRBCA-UHFFFAOYSA-N 0.000 description 1
UJRDRFZCRQNLJM-UHFFFAOYSA-N methyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=CC=CC3=N2)=C1O UJRDRFZCRQNLJM-UHFFFAOYSA-N 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
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239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
239000003607 modifier Substances 0.000 description 1
YIMHRDBSVCPJOV-UHFFFAOYSA-N n'-(2-ethoxyphenyl)-n-(2-ethylphenyl)oxamide Chemical compound CCOC1=CC=CC=C1NC(=O)C(=O)NC1=CC=CC=C1CC YIMHRDBSVCPJOV-UHFFFAOYSA-N 0.000 description 1
FSWDLYNGJBGFJH-UHFFFAOYSA-N n,n'-di-2-butyl-1,4-phenylenediamine Chemical compound CCC(C)NC1=CC=C(NC(C)CC)C=C1 FSWDLYNGJBGFJH-UHFFFAOYSA-N 0.000 description 1
KESXDDATSRRGAH-UHFFFAOYSA-N n-(4-hydroxyphenyl)butanamide Chemical compound CCCC(=O)NC1=CC=C(O)C=C1 KESXDDATSRRGAH-UHFFFAOYSA-N 0.000 description 1
JVKWTDRHWOSRFT-UHFFFAOYSA-N n-(4-hydroxyphenyl)dodecanamide Chemical compound CCCCCCCCCCCC(=O)NC1=CC=C(O)C=C1 JVKWTDRHWOSRFT-UHFFFAOYSA-N 0.000 description 1
SAVBPLYIBMOJIH-UHFFFAOYSA-N n-(4-methylpentyl)-n-phenylaniline Chemical class C=1C=CC=CC=1N(CCCC(C)C)C1=CC=CC=C1 SAVBPLYIBMOJIH-UHFFFAOYSA-N 0.000 description 1
UONLDZHKYCFZRW-UHFFFAOYSA-N n-[6-[formyl-(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-n-(2,2,6,6-tetramethylpiperidin-4-yl)formamide Chemical compound C1C(C)(C)NC(C)(C)CC1N(C=O)CCCCCCN(C=O)C1CC(C)(C)NC(C)(C)C1 UONLDZHKYCFZRW-UHFFFAOYSA-N 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
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FDAKZQLBIFPGSV-UHFFFAOYSA-N n-butyl-2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CCCCNC1CC(C)(C)NC(C)(C)C1 FDAKZQLBIFPGSV-UHFFFAOYSA-N 0.000 description 1
BLBLVDQTHWVGRA-UHFFFAOYSA-N n-butyl-3-[4-[4-(butylamino)-1,2,2,6,6-pentamethylpiperidin-3-yl]-6-chloro-1,3,5-triazin-2-yl]-1,2,2,6,6-pentamethylpiperidin-4-amine Chemical compound CCCCNC1CC(C)(C)N(C)C(C)(C)C1C1=NC(Cl)=NC(C2C(N(C)C(C)(C)CC2NCCCC)(C)C)=N1 BLBLVDQTHWVGRA-UHFFFAOYSA-N 0.000 description 1
BYYFPVDBAHOLDX-UHFFFAOYSA-N n-dodecyl-n-phenylaniline Chemical class C=1C=CC=CC=1N(CCCCCCCCCCCC)C1=CC=CC=C1 BYYFPVDBAHOLDX-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
125000003136 n-heptyl 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])* 0.000 description 1
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
LVZUNTGFCXNQAF-UHFFFAOYSA-N n-nonyl-n-phenylaniline Chemical class C=1C=CC=CC=1N(CCCCCCCCC)C1=CC=CC=C1 LVZUNTGFCXNQAF-UHFFFAOYSA-N 0.000 description 1
TWHQPVYYDWEGRT-UHFFFAOYSA-N n-octadecylhydroxylamine Chemical compound CCCCCCCCCCCCCCCCCCNO TWHQPVYYDWEGRT-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
CVVFFUKULYKOJR-UHFFFAOYSA-N n-phenyl-4-propan-2-yloxyaniline Chemical compound C1=CC(OC(C)C)=CC=C1NC1=CC=CC=C1 CVVFFUKULYKOJR-UHFFFAOYSA-N 0.000 description 1
IMXRBCGZTVENAC-UHFFFAOYSA-N n-phenyl-n-(2,4,4-trimethylpentan-2-yl)aniline Chemical class C=1C=CC=CC=1N(C(C)(C)CC(C)(C)C)C1=CC=CC=C1 IMXRBCGZTVENAC-UHFFFAOYSA-N 0.000 description 1
NYLGUNUDTDWXQE-UHFFFAOYSA-N n-phenyl-n-prop-2-enylaniline Chemical compound C=1C=CC=CC=1N(CC=C)C1=CC=CC=C1 NYLGUNUDTDWXQE-UHFFFAOYSA-N 0.000 description 1
MHJCZOMOUCUAOI-UHFFFAOYSA-N n-tert-butyl-n-phenylaniline Chemical class C=1C=CC=CC=1N(C(C)(C)C)C1=CC=CC=C1 MHJCZOMOUCUAOI-UHFFFAOYSA-N 0.000 description 1
125000005609 naphthenate group Chemical group 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920005615 natural polymer Polymers 0.000 description 1
229930014626 natural product Natural products 0.000 description 1
239000000025 natural resin Substances 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
150000002816 nickel compounds Chemical class 0.000 description 1
125000001400 nonyl 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])[H] 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
239000002667 nucleating agent Substances 0.000 description 1
RNVAPPWJCZTWQL-UHFFFAOYSA-N octadecyl 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 RNVAPPWJCZTWQL-UHFFFAOYSA-N 0.000 description 1
AYUJGKSRBCGWLF-UHFFFAOYSA-N octyl 2-[4-[4-[2,4-bis[(1-octoxy-1-oxopropan-2-yl)oxy]phenyl]-6-[2-hydroxy-4-(1-octoxy-1-oxopropan-2-yl)oxyphenyl]-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]propanoate Chemical compound OC1=CC(OC(C)C(=O)OCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(OC(C)C(=O)OCCCCCCCC)=CC=2)O)=NC(C=2C(=CC(OC(C)C(=O)OCCCCCCCC)=CC=2)OC(C)C(=O)OCCCCCCCC)=N1 AYUJGKSRBCGWLF-UHFFFAOYSA-N 0.000 description 1
BOCFEZOZUMAGFA-UHFFFAOYSA-N octyl 2-bromopropanoate Chemical compound CCCCCCCCOC(=O)C(C)Br BOCFEZOZUMAGFA-UHFFFAOYSA-N 0.000 description 1
DMFXLIFZVRXRRR-UHFFFAOYSA-N octyl 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCC)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O DMFXLIFZVRXRRR-UHFFFAOYSA-N 0.000 description 1
NTTIENRNNNJCHQ-UHFFFAOYSA-N octyl n-(3,5-ditert-butyl-4-hydroxyphenyl)carbamate Chemical compound CCCCCCCCOC(=O)NC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NTTIENRNNNJCHQ-UHFFFAOYSA-N 0.000 description 1
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150000002894 organic compounds Chemical class 0.000 description 1
150000002918 oxazolines Chemical class 0.000 description 1
150000002923 oximes Chemical class 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
150000002926 oxygen Chemical group 0.000 description 1
238000010422 painting 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
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
239000000123 paper Substances 0.000 description 1
LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 description 1
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
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
229950000688 phenothiazine Drugs 0.000 description 1
229960000969 phenyl salicylate Drugs 0.000 description 1
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
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
DCNLOVYDMCVNRZ-UHFFFAOYSA-N phenylmercury(.) Chemical class [Hg]C1=CC=CC=C1 DCNLOVYDMCVNRZ-UHFFFAOYSA-N 0.000 description 1
125000004346 phenylpentyl group Chemical group C1(=CC=CC=C1)CCCCC* 0.000 description 1
125000004344 phenylpropyl group Chemical group 0.000 description 1
150000003003 phosphines Chemical class 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003018 phosphorus compounds Chemical class 0.000 description 1
229910000073 phosphorus hydride Inorganic materials 0.000 description 1
239000012994 photoredox catalyst Substances 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
LWMPFIOTEAXAGV-UHFFFAOYSA-N piperidin-1-amine Chemical compound NN1CCCCC1 LWMPFIOTEAXAGV-UHFFFAOYSA-N 0.000 description 1
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229920001084 poly(chloroprene) Polymers 0.000 description 1
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229920001643 poly(ether ketone) Polymers 0.000 description 1
229920002492 poly(sulfone) Polymers 0.000 description 1
229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
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229920002401 polyacrylamide Polymers 0.000 description 1
229920001515 polyalkylene glycol Polymers 0.000 description 1
229920002312 polyamide-imide Polymers 0.000 description 1
229920002480 polybenzimidazole Polymers 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
229920006393 polyether sulfone Polymers 0.000 description 1
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229940068886 polyethylene glycol 300 Drugs 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
229920001721 polyimide Polymers 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
239000002861 polymer material Substances 0.000 description 1
229920000193 polymethacrylate Polymers 0.000 description 1
229920000069 polyphenylene sulfide Polymers 0.000 description 1
229920005606 polypropylene copolymer Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
229920002620 polyvinyl fluoride Polymers 0.000 description 1
239000005033 polyvinylidene chloride Substances 0.000 description 1
229920002981 polyvinylidene fluoride Polymers 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
239000002243 precursor Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000008569 process Effects 0.000 description 1
STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000011241 protective layer Substances 0.000 description 1
230000001012 protector Effects 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
238000011160 research Methods 0.000 description 1
239000012262 resinous product Substances 0.000 description 1
238000000518 rheometry Methods 0.000 description 1
WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
229940066675 ricinoleate Drugs 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
ORIHZIZPTZTNCU-YVMONPNESA-N salicylaldoxime Chemical compound O\N=C/C1=CC=CC=C1O ORIHZIZPTZTNCU-YVMONPNESA-N 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000000926 separation method Methods 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
229910052814 silicon oxide Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
235000010234 sodium benzoate Nutrition 0.000 description 1
239000004299 sodium benzoate Substances 0.000 description 1
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
PZPXVCNCWJGRNH-UHFFFAOYSA-M sodium;4,8-bis(2-methylpropyl)naphthalene-2-sulfonate Chemical group [Na+].C1=C(S([O-])(=O)=O)C=C2C(CC(C)C)=CC=CC2=C1CC(C)C PZPXVCNCWJGRNH-UHFFFAOYSA-M 0.000 description 1
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238000003756 stirring Methods 0.000 description 1
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
239000012209 synthetic fiber Substances 0.000 description 1
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
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
229920002803 thermoplastic polyurethane Polymers 0.000 description 1
235000019303 thiodipropionic acid Nutrition 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
239000013008 thixotropic agent Substances 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
235000010215 titanium dioxide Nutrition 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
229930003799 tocopherol Natural products 0.000 description 1
239000011732 tocopherol Substances 0.000 description 1
235000019149 tocopherols Nutrition 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
IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-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
125000002948 undecyl 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])[H] 0.000 description 1
229920006305 unsaturated polyester 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
229920001866 very low density polyethylene Polymers 0.000 description 1
235000019154 vitamin C Nutrition 0.000 description 1
239000011718 vitamin C Substances 0.000 description 1
235000019165 vitamin E Nutrition 0.000 description 1
239000011709 vitamin E Substances 0.000 description 1
229940046009 vitamin E Drugs 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000001993 wax Substances 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1
238000004383 yellowing Methods 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1
229910052845 zircon Inorganic materials 0.000 description 1
GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 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-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 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
- 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

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Compositions Of Macromolecular Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Paints Or Removers (AREA)
Anti-Oxidant Or Stabilizer Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Silver Salt Photography Or Processing Solution Therefor (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Carbon And Carbon Compounds (AREA)

NL1011999A 1998-05-07 1999-05-07 Trisresorcinyltriazinen. NL1011999C2 (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH103698		1998-05-07
CH103698		1998-05-07

Publications (2)

Publication Number	Publication Date
NL1011999A1 NL1011999A1 (nl)	1999-11-09
NL1011999C2 true NL1011999C2 (nl)	1999-12-15

Family

ID=4200963

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL1011999A NL1011999C2 (nl)	1998-05-07	1999-05-07	Trisresorcinyltriazinen.

Country Status (18)

Country	Link
US (2)	US6346619B1 (de)
JP (2)	JP2000026435A (de)
KR (1)	KR100542416B1 (de)
CN (1)	CN1329380C (de)
AT (1)	AT500507B1 (de)
AU (1)	AU759312B2 (de)
BE (1)	BE1014038A3 (de)
BR (1)	BR9902065B1 (de)
CA (1)	CA2271096C (de)
DE (1)	DE19920435B4 (de)
ES (1)	ES2174669B1 (de)
FR (1)	FR2783827B1 (de)
GB (1)	GB2337049B (de)
IT (1)	IT1312305B1 (de)
NL (1)	NL1011999C2 (de)
SE (1)	SE522839C2 (de)
TW (1)	TWI246509B (de)
ZA (1)	ZA993123B (de)

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EP1242391B1 (de) *	1999-12-23	2006-02-22	Ciba SC Holding AG	Stabilisatormischung
TWI316513B (en) *	2001-07-02	2009-11-01	Ciba Sc Holding Ag	Highly compatible hydroxyphenyltriazine uv-absorbers
EP1451248B1 (de) *	2001-11-30	2008-11-26	Ciba Holding Inc.	2-hydroxyphenyl-s-triazin-vernetzer für polymernetzwerke
US20040076847A1 (en) *	2002-10-17	2004-04-22	Saunders Howard E.	Colored wood/polymer composites
DE10254548A1 (de) *	2002-11-21	2004-06-17	Basf Ag	Verwendung UV-Absorber enthaltender Polymerpulver zur Stabilisierung von Polymeren gegen die Einwirkung von UV-Strahlung
RU2370502C2 (ru) *	2003-05-26	2009-10-20	Циба Спешиалти Кемикэлз Холдинг Инк.	Обладающий хорошей совместимостью и немигрирующий полимерный поглотитель уф-излучения
US20080250977A1 (en) *	2007-04-16	2008-10-16	Andrew Mason	Oxime free anti-skinning combination
ES2463674T3 (es)	2009-01-19	2014-05-28	Basf Se	Pigmentos negros orgánicos y su preparación
EP3348549B1 (de) *	2015-09-09	2020-06-17	Kaneka Corporation	Verfahren zur herstellung von 2,4,6-tris(2-hydroxy-3-methyl-4-alkoxyphenyl)-1,3,5-triazinverbindung und 2,4,6-tris(2,4-dihydroxy-3-methylphenyl)-1,3,5-triazin
CN113429904B (zh) *	2021-07-12	2023-03-03	安徽省奥佳建材有限公司	一种自粘防水卷材及其制备方法
CN119320524B (zh) *	2024-12-18	2025-03-04	山东金昌树新材料股份有限公司	低钙pvc制品用环保稳定剂及其制备方法

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US3118887A (en) *	1961-03-06	1964-01-21	American Cyanamid Co	O-hydroxy substituted tris aryl-s-triazines
NL130993C (de)	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
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
US4826978A (en)	1987-12-29	1989-05-02	Milliken Research Corporation	Reactive, non-yellowing triazine compounds useful as UV screening agents for polymers
ATE151097T1 (de)	1989-12-05	1997-04-15	Ciba Geigy	Stabilisiertes organisches material
EP0520938B1 (de)	1991-06-03	1997-09-24	Ciba SC Holding AG	UV-Absorber enthaltendes photographisches Material
EP0530135A1 (de) *	1991-06-03	1993-03-03	Ciba-Geigy Ag	UV-Absorber enthaltendes photographisches Material
DE59208885D1 (de) *	1991-09-05	1997-10-16	Ciba Geigy Ag	UV-Absorber enthaltendes photographisches Material
WO1994005645A1 (en)	1992-09-07	1994-03-17	Ciba-Geigy Ag	Hydroxyphenyl-s-triazines
US5489503A (en)	1992-12-03	1996-02-06	Ciba-Geigy Corp.	UV absorbers
DE4340725B4 (de) *	1992-12-03	2005-11-24	Ciba Speciality Chemicals Holding Inc.	UV-Absorber
US5354794A (en) *	1993-02-03	1994-10-11	Ciba-Geigy Corporation	Electro coat/base coat/clear coat finishes stabilized with S-triazine UV absorbers
US5556973A (en) *	1994-07-27	1996-09-17	Ciba-Geigy Corporation	Red-shifted tris-aryl-s-triazines and compositions stabilized therewith
JP4114176B2 (ja) *	1995-03-15	2008-07-09	チバスペシャルティケミカルズホールディングインコーポレーテッド	光安定剤としてのビフェニル基で置換されたトリアジン
CH692739A5 (de)	1996-03-26	2002-10-15	Ciba Sc Holding Ag	Polymerzusammensetzungen enthaltend 2-Hydroxyphenyl-1,3,5-triazine als UV-Absorber sowie neue 2-Hydroxyphenyl-1,3,5-triazine
BE1012529A3 (fr) *	1996-09-13	2000-12-05	Ciba Sc Holding Ag	Melange de triaryltriazines et son utilisation pour la stabilisation de materiaux organiques.
US5998116A (en) *	1996-09-13	1999-12-07	Ciba Specialty Chemicals Corporation	Color-photographic recording material
GB2319523B (en) *	1996-11-20	2000-11-08	Ciba Sc Holding Ag	Hydroxyphenyltriazines
TW432055B (en) *	1997-05-16	2001-05-01	Ciba Sc Holding Ag	Resorcinyl-triazines, their preparation process and a cosmetic composition containing them
EP0878469B1 (de)	1997-05-16	2004-10-27	Ciba SC Holding AG	Resorcinyl-Triazine
US6117997A (en)	1997-11-19	2000-09-12	Ciba Specialty Chemicals Corporation	Hydroxyphenyltriazines
ZA9810604B (en)	1997-11-21	1999-05-25	Cytec Tech Corp	Novel trisaryl-1,3,5-triazine ultraviolet light absorbers
SG75939A1 (en)	1998-04-09	2000-10-24	Ciba Sc Holding Ag	Diresorcinyl-alkoxy-and-aryloxy-s-triazines

1999
- 1999-04-26 JP JP11117601A patent/JP2000026435A/ja active Pending
- 1999-05-03 US US09/303,579 patent/US6346619B1/en not_active Expired - Lifetime
- 1999-05-04 GB GB9910071A patent/GB2337049B/en not_active Expired - Fee Related
- 1999-05-04 DE DE19920435.7A patent/DE19920435B4/de not_active Expired - Lifetime
- 1999-05-04 IT IT1999MI000952A patent/IT1312305B1/it active
- 1999-05-05 TW TW088107284A patent/TWI246509B/zh active
- 1999-05-05 SE SE9901628A patent/SE522839C2/sv not_active IP Right Cessation
- 1999-05-05 CA CA2271096A patent/CA2271096C/en not_active Expired - Lifetime
- 1999-05-05 ZA ZA9903123A patent/ZA993123B/xx unknown
- 1999-05-05 BE BE9900321A patent/BE1014038A3/fr not_active IP Right Cessation
- 1999-05-06 AU AU26965/99A patent/AU759312B2/en not_active Ceased
- 1999-05-06 AT AT0081899A patent/AT500507B1/de not_active IP Right Cessation
- 1999-05-06 FR FR9905759A patent/FR2783827B1/fr not_active Expired - Fee Related
- 1999-05-06 ES ES009900934A patent/ES2174669B1/es not_active Expired - Lifetime
- 1999-05-06 CN CNB991053982A patent/CN1329380C/zh not_active Expired - Lifetime
- 1999-05-07 KR KR1019990016365A patent/KR100542416B1/ko not_active Expired - Fee Related
- 1999-05-07 NL NL1011999A patent/NL1011999C2/nl not_active IP Right Cessation
- 1999-05-07 BR BRPI9902065-3A patent/BR9902065B1/pt not_active IP Right Cessation
2001
- 2001-10-09 US US09/973,397 patent/US6509400B2/en not_active Expired - Lifetime
2012
- 2012-01-11 JP JP2012003543A patent/JP5497077B2/ja not_active Expired - Fee Related

Also Published As

Publication number	Publication date
US20020086922A1 (en)	2002-07-04
GB2337049A (en)	1999-11-10
ITMI990952A1 (it)	2000-11-04
FR2783827B1 (fr)	2004-12-17
JP2012140429A (ja)	2012-07-26
NL1011999A1 (nl)	1999-11-09
US6346619B1 (en)	2002-02-12
DE19920435B4 (de)	2015-08-20
DE19920435A1 (de)	1999-11-11
BR9902065B1 (pt)	2014-02-25
AT500507B1 (de)	2008-01-15
AT500507A1 (de)	2006-01-15
GB2337049B (en)	2000-07-26
US6509400B2 (en)	2003-01-21
SE9901628L (sv)	1999-11-08
ZA993123B (en)	1999-11-08
TWI246509B (en)	2006-01-01
JP5497077B2 (ja)	2014-05-21
CN1235970A (zh)	1999-11-24
SE522839C2 (sv)	2004-03-09
GB9910071D0 (en)	1999-06-30
KR19990088123A (ko)	1999-12-27
ES2174669A1 (es)	2002-11-01
AU2696599A (en)	1999-11-18
SE9901628D0 (sv)	1999-05-05
AU759312B2 (en)	2003-04-10
CA2271096A1 (en)	1999-11-07
IT1312305B1 (it)	2002-04-15
BR9902065A (pt)	2000-05-02
BE1014038A3 (fr)	2003-03-04
JP2000026435A (ja)	2000-01-25
KR100542416B1 (ko)	2006-01-11
CN1329380C (zh)	2007-08-01
FR2783827A1 (fr)	2000-03-31
CA2271096C (en)	2010-10-19
ES2174669B1 (es)	2004-08-16

Legal Events

Date	Code	Title	Description
2000-01-03	AD1B	A search report has been drawn up
2000-02-01	PD2B	A search report has been drawn up
2018-01-03	MM	Lapsed because of non-payment of the annual fee	Effective date: 20170601

Publication	Publication Date	Title
JP4332819B2 (ja)	2009-09-16	ヒドロキシフェニルトリアジン
JP4379640B2 (ja)	2009-12-09	安定剤組合せ
US6468958B2 (en)	2002-10-22	Biphenyl-substituted triazines
JP5497077B2 (ja)	2014-05-21	トリスレゾリシニルトリアジン
AU703934B2 (en)	1999-04-01	Stabilizer combination
EP1242391B1 (de)	2006-02-22	Stabilisatormischung
KR100576982B1 (ko)	2006-05-10	모폴리논 유도체, 이를 포함하는 조성물, 이를 사용하여 유기 물질을 안정화시키는 방법 및 이를 제조하기 위한 중간체
AU1592499A (en)	1999-06-15	Trisaryl-1,3,5-triazine ultraviolet light absorbers
CA2209008A1 (en)	1997-12-28	Oxazoline compounds as stabilizers
MXPA99004239A (en)	2000-02-02	Trisresorciniltriazi