NO316272B1 - Morfolinoendesluttet, hindret aminosubstituert aminotriazin og anvendelse derav som lysstabiliserings-midler - Google Patents

Morfolinoendesluttet, hindret aminosubstituert aminotriazin og anvendelse derav som lysstabiliserings-midler Download PDF

Info

Publication number: NO316272B1
Authority: NO; Norway
Prior art keywords: bis; hydroxy; tert; thnazine; butyl
Prior art date: 1997-12-08

Application number

NO20002903A

Other languages

English (en)

Norwegian (no)

Other versions

NO20002903D0 (no

NO20002903L (no

Inventor

Martin L Cohen

Original Assignee

Cytec Tech Corp

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.)

1997-12-08

Filing date

2000-06-07

Publication date

2004-01-05

2000-06-07 Application filed by Cytec Tech Corp filed Critical Cytec Tech Corp

2000-06-07 Publication of NO20002903D0 publication Critical patent/NO20002903D0/no

2000-08-07 Publication of NO20002903L publication Critical patent/NO20002903L/no

2004-01-05 Publication of NO316272B1 publication Critical patent/NO316272B1/no

Links

-1 amino-substituted aminotriazine Chemical class 0.000 title claims description 62
239000004611 light stabiliser Substances 0.000 title abstract description 8
239000000203 mixture Substances 0.000 claims abstract description 72
238000000034 method Methods 0.000 claims abstract description 23
239000003381 stabilizer Substances 0.000 claims abstract description 18
230000015556 catabolic process Effects 0.000 claims abstract description 11
238000006731 degradation reaction Methods 0.000 claims abstract description 11
PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 claims description 28
229910052757 nitrogen Inorganic materials 0.000 claims description 22
238000002360 preparation method Methods 0.000 claims description 21
150000001875 compounds Chemical class 0.000 claims description 18
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 17
125000004432 carbon atom Chemical group C* 0.000 claims description 14
150000001412 amines Chemical class 0.000 claims description 12
239000000654 additive Substances 0.000 claims description 11
125000000217 alkyl group Chemical group 0.000 claims description 11
125000005263 alkylenediamine group Chemical group 0.000 claims description 11
150000002148 esters Chemical class 0.000 claims description 11
239000011368 organic material Substances 0.000 claims description 10
230000000087 stabilizing effect Effects 0.000 claims description 10
125000003545 alkoxy group Chemical group 0.000 claims description 8
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 8
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 claims description 6
230000000996 additive effect Effects 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
229910052736 halogen Inorganic materials 0.000 claims description 5
150000002367 halogens Chemical class 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
239000007795 chemical reaction product Substances 0.000 claims description 4
125000000000 cycloalkoxy group Chemical group 0.000 claims description 4
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
UKJARPDLRWBRAX-UHFFFAOYSA-N n,n'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine Chemical compound C1C(C)(C)NC(C)(C)CC1NCCCCCCNC1CC(C)(C)NC(C)(C)C1 UKJARPDLRWBRAX-UHFFFAOYSA-N 0.000 claims description 4
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 4
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 4
BWJKLDGAAPQXGO-UHFFFAOYSA-N 2,2,6,6-tetramethyl-4-octadecoxypiperidine Chemical compound CCCCCCCCCCCCCCCCCCOC1CC(C)(C)NC(C)(C)C1 BWJKLDGAAPQXGO-UHFFFAOYSA-N 0.000 claims description 3
WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 3
239000003963 antioxidant agent Substances 0.000 claims description 3
XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical group C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 claims description 3
230000008569 process Effects 0.000 claims description 3
KJYSXRBJOSZLEL-UHFFFAOYSA-N (2,4-ditert-butylphenyl) 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 KJYSXRBJOSZLEL-UHFFFAOYSA-N 0.000 claims description 2
GUCMKIKYKIHUTM-UHFFFAOYSA-N 3,3,5,5-tetramethyl-1-[2-(3,3,5,5-tetramethyl-2-oxopiperazin-1-yl)ethyl]piperazin-2-one Chemical compound O=C1C(C)(C)NC(C)(C)CN1CCN1C(=O)C(C)(C)NC(C)(C)C1 GUCMKIKYKIHUTM-UHFFFAOYSA-N 0.000 claims description 2
OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 claims description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
239000006096 absorbing agent Substances 0.000 claims description 2
235000010233 benzoic acid Nutrition 0.000 claims description 2
RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 claims description 2
OSIVCXJNIBEGCL-UHFFFAOYSA-N bis(2,2,6,6-tetramethyl-1-octoxypiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(OCCCCCCCC)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(OCCCCCCCC)C(C)(C)C1 OSIVCXJNIBEGCL-UHFFFAOYSA-N 0.000 claims description 2
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
NZYMWGXNIUZYRC-UHFFFAOYSA-N hexadecyl 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NZYMWGXNIUZYRC-UHFFFAOYSA-N 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
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 claims description 2
NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 claims description 2
229940124543 ultraviolet light absorber Drugs 0.000 claims 2
239000006097 ultraviolet radiation absorber Substances 0.000 claims 2
BZQCIHBFVOTXRU-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(3-butoxy-2-hydroxypropoxy)phenol Chemical compound OC1=CC(OCC(O)COCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 BZQCIHBFVOTXRU-UHFFFAOYSA-N 0.000 claims 1
YEXOWHQZWLCHHD-UHFFFAOYSA-N 3,5-ditert-butyl-4-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=CC(C(C)(C)C)=C1O YEXOWHQZWLCHHD-UHFFFAOYSA-N 0.000 claims 1
FBIXXCXCZOZFCO-UHFFFAOYSA-N 3-dodecyl-1-(2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione Chemical compound O=C1C(CCCCCCCCCCCC)CC(=O)N1C1CC(C)(C)NC(C)(C)C1 FBIXXCXCZOZFCO-UHFFFAOYSA-N 0.000 claims 1
STEYNUVPFMIUOY-UHFFFAOYSA-N 4-Hydroxy-1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CC(O)CC(C)(C)N1CCO STEYNUVPFMIUOY-UHFFFAOYSA-N 0.000 claims 1
NQKXXZJNWGZAAQ-UHFFFAOYSA-N 4-[2-(4,6-diphenyl-1,3,5-triazin-2-yl)phenoxy]hexan-2-ol Chemical compound CC(O)CC(CC)OC1=CC=CC=C1C1=NC(C=2C=CC=CC=2)=NC(C=2C=CC=CC=2)=N1 NQKXXZJNWGZAAQ-UHFFFAOYSA-N 0.000 claims 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
239000005711 Benzoic acid Substances 0.000 claims 1
230000003078 antioxidant effect Effects 0.000 claims 1
150000001558 benzoic acid derivatives Chemical class 0.000 claims 1
GOJOVSYIGHASEI-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) butanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCC(=O)OC1CC(C)(C)NC(C)(C)C1 GOJOVSYIGHASEI-UHFFFAOYSA-N 0.000 claims 1
SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 claims 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 claims 1
239000000463 material Substances 0.000 abstract description 10
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract description 6
230000005855 radiation Effects 0.000 abstract description 6
230000015572 biosynthetic process Effects 0.000 abstract 1
238000003786 synthesis reaction Methods 0.000 abstract 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 57
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VQLURHRLTDWRLX-UHFFFAOYSA-N n-(4-hydroxyphenyl)nonanamide Chemical compound CCCCCCCCC(=O)NC1=CC=C(O)C=C1 VQLURHRLTDWRLX-UHFFFAOYSA-N 0.000 description 1
YASWBJXTHOXPGK-UHFFFAOYSA-N n-(4-hydroxyphenyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC1=CC=C(O)C=C1 YASWBJXTHOXPGK-UHFFFAOYSA-N 0.000 description 1
ZLUHLPGJUZHFAR-UHFFFAOYSA-N n-[4-(2,4,4-trimethylpentan-2-yl)phenyl]naphthalen-1-amine Chemical compound C1=CC(C(C)(C)CC(C)(C)C)=CC=C1NC1=CC=CC2=CC=CC=C12 ZLUHLPGJUZHFAR-UHFFFAOYSA-N 0.000 description 1
UBINNYMQZVKNFF-UHFFFAOYSA-N n-benzyl-1-phenylmethanimine oxide Chemical compound C=1C=CC=CC=1C=[N+]([O-])CC1=CC=CC=C1 UBINNYMQZVKNFF-UHFFFAOYSA-N 0.000 description 1
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LRUUZFQPCUFYPV-UHFFFAOYSA-N n-dodecyldodecan-1-imine oxide Chemical compound CCCCCCCCCCCC[N+]([O-])=CCCCCCCCCCCC LRUUZFQPCUFYPV-UHFFFAOYSA-N 0.000 description 1
GBMIPYGHTZRCRH-UHFFFAOYSA-N n-ethylethanimine oxide Chemical compound CC[N+]([O-])=CC GBMIPYGHTZRCRH-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
DBCWENWKZARTGU-UHFFFAOYSA-N n-heptadecyloctadecan-1-imine oxide Chemical compound CCCCCCCCCCCCCCCCCC=[N+]([O-])CCCCCCCCCCCCCCCCC DBCWENWKZARTGU-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
BSMQTAIZFPKZHQ-UHFFFAOYSA-N n-hexadecylmethanimine oxide Chemical compound CCCCCCCCCCCCCCCC[N+]([O-])=C BSMQTAIZFPKZHQ-UHFFFAOYSA-N 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
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
QXJGVICBAANVMZ-UHFFFAOYSA-N n-octyloctan-1-imine oxide Chemical compound CCCCCCCC[N+]([O-])=CCCCCCCC QXJGVICBAANVMZ-UHFFFAOYSA-N 0.000 description 1
JTHNLKXLWOXOQK-UHFFFAOYSA-N n-propyl vinyl ketone Natural products CCCC(=O)C=C JTHNLKXLWOXOQK-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
229920003052 natural elastomer Polymers 0.000 description 1
229920005615 natural polymer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
150000002816 nickel compounds Chemical class 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
KPADFPAILITQBG-UHFFFAOYSA-N non-4-ene Chemical compound CCCCC=CCCC KPADFPAILITQBG-UHFFFAOYSA-N 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
239000002667 nucleating agent Substances 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 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
SLVKLHBQRNOOOJ-UHFFFAOYSA-N octadecyl 3-(4-hydroxy-3,5-dimethylphenyl)-2-sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(S)CC1=CC(C)=C(O)C(C)=C1 SLVKLHBQRNOOOJ-UHFFFAOYSA-N 0.000 description 1
XQAABEDPVQWFPN-UHFFFAOYSA-N octyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCC)=CC(N2N=C3C=CC=CC3=N2)=C1O XQAABEDPVQWFPN-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
125000002347 octyl 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])[H] 0.000 description 1
239000004006 olive oil Substances 0.000 description 1
235000008390 olive oil Nutrition 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
238000004806 packaging method and process Methods 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
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
229950000688 phenothiazine Drugs 0.000 description 1
229960000969 phenyl salicylate Drugs 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
150000003018 phosphorus compounds Chemical class 0.000 description 1
239000012994 photoredox catalyst Substances 0.000 description 1
125000005498 phthalate group Chemical class 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920001084 poly(chloroprene) Polymers 0.000 description 1
229920003055 poly(ester-imide) Polymers 0.000 description 1
229920001643 poly(ether ketone) Polymers 0.000 description 1
229920002492 poly(sulfone) Polymers 0.000 description 1
229920001281 polyalkylene Polymers 0.000 description 1
229920002312 polyamide-imide Polymers 0.000 description 1
229920002480 polybenzimidazole Polymers 0.000 description 1
229920001225 polyester resin Polymers 0.000 description 1
239000004645 polyester resin Substances 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229940068886 polyethylene glycol 300 Drugs 0.000 description 1
229920001721 polyimide Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
229920000307 polymer substrate Polymers 0.000 description 1
229920000069 polyphenylene sulfide Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000002243 precursor Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical class OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
239000004627 regenerated cellulose Substances 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
239000006254 rheological additive Substances 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229940116351 sebacate Drugs 0.000 description 1
CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
238000005059 solid analysis Methods 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
241000894007 species Species 0.000 description 1
238000009987 spinning Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
125000004079 stearyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
229920003048 styrene butadiene rubber Polymers 0.000 description 1
125000005504 styryl group Chemical group 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
230000000475 sunscreen effect Effects 0.000 description 1
239000000516 sunscreening agent Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000008961 swelling Effects 0.000 description 1
229920003051 synthetic elastomer Polymers 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
239000012209 synthetic fiber Substances 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 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
238000012360 testing method Methods 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
229960000984 tocofersolan Drugs 0.000 description 1
229930003799 tocopherol Natural products 0.000 description 1
229960001295 tocopherol Drugs 0.000 description 1
235000019149 tocopherols Nutrition 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
238000005809 transesterification reaction Methods 0.000 description 1
INNSFNJTGFCSRN-UHFFFAOYSA-N tridecyl 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]acetate Chemical compound CCCCCCCCCCCCCOC(=O)CSCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 INNSFNJTGFCSRN-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
229920000785 ultra high molecular weight polyethylene Polymers 0.000 description 1
JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
235000019871 vegetable fat Nutrition 0.000 description 1
229920006163 vinyl copolymer 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
239000002023 wood Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
239000002076 α-tocopherol Substances 0.000 description 1
235000004835 α-tocopherol Nutrition 0.000 description 1
235000007680 β-tocopherol Nutrition 0.000 description 1
239000011590 β-tocopherol Substances 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

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero 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
- C08K5/34926—Triazines also containing heterocyclic groups other than triazine groups

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Compositions Of Macromolecular Compounds (AREA)
Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Plural Heterocyclic Compounds (AREA)
Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

NO20002903A 1997-12-08 2000-06-07 Morfolinoendesluttet, hindret aminosubstituert aminotriazin og anvendelse derav som lysstabiliserings-midler NO316272B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US6773097P	1997-12-08	1997-12-08
PCT/US1998/023349 WO1999029684A1 (en)	1997-12-08	1998-11-03	Morpholino end-capped, hindered amine substituted aminotriazine and their use as light stabilizers

Publications (3)

Publication Number	Publication Date
NO20002903D0 NO20002903D0 (no)	2000-06-07
NO20002903L NO20002903L (no)	2000-08-07
NO316272B1 true NO316272B1 (no)	2004-01-05

Family

ID=22078011

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO20002903A NO316272B1 (no)	1997-12-08	2000-06-07	Morfolinoendesluttet, hindret aminosubstituert aminotriazin og anvendelse derav som lysstabiliserings-midler

Country Status (16)

Country	Link
US (1)	US6096886A (de)
EP (1)	EP1044198B1 (de)
JP (1)	JP2001525404A (de)
KR (1)	KR20010024680A (de)
CN (1)	CN1280576A (de)
AT (1)	ATE258173T1 (de)
AU (1)	AU740074B2 (de)
BR (1)	BR9813425A (de)
CA (1)	CA2312999A1 (de)
DE (1)	DE69821261T2 (de)
ES (1)	ES2213923T3 (de)
IL (1)	IL136409A0 (de)
NO (1)	NO316272B1 (de)
TW (1)	TW479068B (de)
WO (1)	WO1999029684A1 (de)
ZA (1)	ZA9811171B (de)

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GB0102388D0 (en) *	2001-01-31	2001-03-14	Secr Defence	Polymers
US6800757B2 (en)	2001-09-27	2004-10-05	Cytec Technology Corp.	Red-shifted triazine ultravioletlight absorbers
US6855269B2 (en) *	2001-11-09	2005-02-15	Cytec Technology Corp.	Phenyl ether-substituted hydroxyphenyl triazine ultraviolet light absorbers
EP2130854B1 (de) *	2008-05-09	2016-10-19	MCA Technologies GMBH	Polytriazinylverbindungen als Flammschutzadditiv und Lichtschutzmittel
IT1393333B1 (it) *	2009-02-09	2012-04-20	3V Sigma Spa	Nuove ammine stericamente impedite e loro uso come stabilizzanti per polimeri
CN104211636A (zh) *	2013-06-03	2014-12-17	上海凯赛生物技术研发中心有限公司	一种含氮杂环化合物及其制备方法和应用

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DK144796C (da) *	1975-03-21	1982-10-25	Montefibre Spa	Stabiliseret alkenpolymerformstof eller-genstand og stabiliseringsmiddel til brug ved fremstillingen deraf
IT1052501B (it) *	1975-12-04	1981-07-20	Chimosa Chimica Organica Spa	Composti politriazinici utilizzabili per la stabilizzazione di polimeri sintetici e procedimento per la loro preparazione
GB2042562B (en) *	1979-02-05	1983-05-11	Sandoz Ltd	Stabilising polymers
US4331586A (en) *	1981-07-20	1982-05-25	American Cyanamid Company	Novel light stabilizers for polymers
US4619956A (en) *	1985-05-03	1986-10-28	American Cyanamid Co.	Stabilization of high solids coatings with synergistic combinations
JPS63196654A (ja) *	1987-02-09	1988-08-15	Adeka Argus Chem Co Ltd	安定化高分子材料組成物
IT1205023B (it) *	1987-05-22	1989-03-10	Ciba Geigy Spa	Composti piperidin-triazinici utilizzabili come stabilizzanti di poliolefine
DE3852742T3 (de) *	1987-09-21	2005-02-10	Ciba Speciality Chemicals Holding Inc.	N-substituierte sterisch gehinderte Amin-Stabilisatoren.
DE3851931T2 (de) *	1987-09-21	1995-03-16	Ciba Geigy Ag	Stabilisierung einer Beschichtung mit sterisch gehinderten N-hydroxysubstituierten Aminen.
IT1223405B (it) *	1987-12-04	1990-09-19	Ciba Geigy Spa	Procedimento per la metilazione di composti triazinici contenenti gruppi 2,2,6,6 tetrametilpiperidinici
IT1227333B (it) *	1988-08-04	1991-04-08	Ciba Geigy Spa	Composti contenenti gruppi piperidinici sostituiti atti all'impiego come stabilizzanti per materiali organici
IT1227334B (it) *	1988-08-04	1991-04-08	Ciba Geigy Spa	Composti piperidin triazinici atti all'impiego come stabilizzanti per materiali organici.
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TW260686B (de) *	1992-05-22	1995-10-21	Ciba Geigy
GB2267490B (en) *	1992-05-22	1995-08-09	Ciba Geigy Ag	3-(Carboxymethoxyphenyl)benzofuran-2-one stabilisers
NL9300801A (nl) *	1992-05-22	1993-12-16	Ciba Geigy	3-(acyloxyfenyl)benzofuran-2-on als stabilisatoren.
DE4219459A1 (de) *	1992-06-13	1993-12-16	Huels Chemische Werke Ag	Verfahren zur Herstellung von 2,2,6,6-Tetramethylpiperidin-N-oxyl und seinen in 4-Stellung substituierten Derivaten
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MX9305489A (es) *	1992-09-23	1994-03-31	Ciba Geigy Ag	3-(dihidrobenzofuran-5-il)benzofuran-2-onas, estabilizadores.
TW255902B (de) *	1992-09-23	1995-09-01	Ciba Geigy
IT1269953B (it) *	1994-06-27	1997-04-16	Ciba Geigy Spa	Films di poliolefine o copolimeri di olefine con migliorata stabilita' alla luce e resistenza agli insetticidi
TW357174B (en) *	1995-01-23	1999-05-01	Ciba Sc Holding Ag	Synergistic stabilizer mixture
TW390897B (en) *	1995-07-21	2000-05-21	Ciba Sc Holding Ag	Synergistic stabilizer mixture
EP0782994B1 (de) *	1995-12-04	2003-02-05	Ciba SC Holding AG	2,2,6,6-Tetramethyl-4-piperidylgruppen enthaltende Blockoligomere als Stabilisatoren für organische Materialien
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1998
- 1998-11-03 AT AT98954050T patent/ATE258173T1/de not_active IP Right Cessation
- 1998-11-03 CN CN98811845A patent/CN1280576A/zh active Pending
- 1998-11-03 JP JP2000524278A patent/JP2001525404A/ja not_active Withdrawn
- 1998-11-03 BR BR9813425-6A patent/BR9813425A/pt not_active IP Right Cessation
- 1998-11-03 US US09/184,885 patent/US6096886A/en not_active Expired - Fee Related
- 1998-11-03 WO PCT/US1998/023349 patent/WO1999029684A1/en not_active Application Discontinuation
- 1998-11-03 CA CA002312999A patent/CA2312999A1/en not_active Abandoned
- 1998-11-03 EP EP98954050A patent/EP1044198B1/de not_active Expired - Lifetime
- 1998-11-03 IL IL13640998A patent/IL136409A0/xx unknown
- 1998-11-03 DE DE1998621261 patent/DE69821261T2/de not_active Expired - Fee Related
- 1998-11-03 KR KR1020007006084A patent/KR20010024680A/ko not_active Application Discontinuation
- 1998-11-03 AU AU11267/99A patent/AU740074B2/en not_active Ceased
- 1998-11-03 ES ES98954050T patent/ES2213923T3/es not_active Expired - Lifetime
- 1998-11-04 TW TW087118361A patent/TW479068B/zh not_active IP Right Cessation
- 1998-12-07 ZA ZA9811171A patent/ZA9811171B/xx unknown
2000
- 2000-06-07 NO NO20002903A patent/NO316272B1/no unknown

Also Published As

Publication number	Publication date
CA2312999A1 (en)	1999-06-17
EP1044198A1 (de)	2000-10-18
ZA9811171B (en)	1999-06-08
ES2213923T3 (es)	2004-09-01
WO1999029684A1 (en)	1999-06-17
DE69821261T2 (de)	2004-11-18
AU1126799A (en)	1999-06-28
US6096886A (en)	2000-08-01
AU740074B2 (en)	2001-10-25
ATE258173T1 (de)	2004-02-15
JP2001525404A (ja)	2001-12-11
TW479068B (en)	2002-03-11
NO20002903D0 (no)	2000-06-07
BR9813425A (pt)	2000-10-10
CN1280576A (zh)	2001-01-17
NO20002903L (no)	2000-08-07
KR20010024680A (ko)	2001-03-26
EP1044198B1 (de)	2004-01-21
IL136409A0 (en)	2001-06-14
DE69821261D1 (de)	2004-02-26

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