DE2621856A1 - 4-siloxyderivate von polyalkylierten piperidinen - Google Patents
4-siloxyderivate von polyalkylierten piperidinenInfo
- Publication number
- DE2621856A1 DE2621856A1 DE19762621856 DE2621856A DE2621856A1 DE 2621856 A1 DE2621856 A1 DE 2621856A1 DE 19762621856 DE19762621856 DE 19762621856 DE 2621856 A DE2621856 A DE 2621856A DE 2621856 A1 DE2621856 A1 DE 2621856A1
- Authority
- DE
- Germany
- Prior art keywords
- carbon atoms
- alkyl
- methyl
- phenyl
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 150000003053 piperidines Chemical class 0.000 title description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 70
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 29
- 229910052739 hydrogen Inorganic materials 0.000 claims description 27
- 239000001257 hydrogen Substances 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 26
- 229920000642 polymer Polymers 0.000 claims description 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 229920001577 copolymer Polymers 0.000 claims description 14
- 125000003342 alkenyl group Chemical group 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 10
- 229920000620 organic polymer Polymers 0.000 claims description 9
- 229920002554 vinyl polymer Chemical group 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 8
- 125000002252 acyl group Chemical group 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 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 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 125000000304 alkynyl group Chemical group 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- 230000015556 catabolic process Effects 0.000 claims description 4
- 238000006731 degradation reaction Methods 0.000 claims description 4
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 3
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 229920000098 polyolefin Polymers 0.000 claims description 3
- 229920002635 polyurethane Polymers 0.000 claims description 3
- 239000004814 polyurethane Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 230000000087 stabilizing effect Effects 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 2
- 125000002723 alicyclic group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- -1 η-butyl Chemical group 0.000 description 50
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 239000003381 stabilizer Substances 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 6
- 229910000077 silane Inorganic materials 0.000 description 6
- 238000006884 silylation reaction Methods 0.000 description 6
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
- 150000001993 dienes Chemical class 0.000 description 5
- KVOSZNHMPKGGKS-UHFFFAOYSA-N piperidin-4-yloxysilane Chemical class [SiH3]OC1CCNCC1 KVOSZNHMPKGGKS-UHFFFAOYSA-N 0.000 description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 4
- LULAYUGMBFYYEX-UHFFFAOYSA-N 3-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 4
- 229920000877 Melamine resin Polymers 0.000 description 4
- VRJHQPZVIGNGMX-UHFFFAOYSA-N 4-piperidinone Chemical class O=C1CCNCC1 VRJHQPZVIGNGMX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000005046 Chlorosilane Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229920002292 Nylon 6 Polymers 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 3
- 229920002857 polybutadiene Polymers 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 229920006324 polyoxymethylene Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000005051 trimethylchlorosilane Substances 0.000 description 3
- OITWRFFNJDMGNG-UHFFFAOYSA-N (2,6-diethyl-1,2,3,6-tetramethylpiperidin-4-yl)oxy-trimethylsilane Chemical compound CCC1(C)CC(O[Si](C)(C)C)C(C)C(C)(CC)N1C OITWRFFNJDMGNG-UHFFFAOYSA-N 0.000 description 2
- MQAYTIVMZMCTFQ-UHFFFAOYSA-N (2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-trimethylsilane Chemical compound CCC1(C)CC(O[Si](C)(C)C)C(C)C(C)(CC)N1 MQAYTIVMZMCTFQ-UHFFFAOYSA-N 0.000 description 2
- TUGPREKSTXAQBY-UHFFFAOYSA-N 2,6-diethyl-2,3,6-trimethylpiperidin-4-ol Chemical compound CCC1(C)CC(O)C(C)C(C)(CC)N1 TUGPREKSTXAQBY-UHFFFAOYSA-N 0.000 description 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 230000008033 biological extinction Effects 0.000 description 2
- GFVSOKSWTHBMTR-UHFFFAOYSA-N bis[(2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy]-dimethylsilane Chemical compound CC1C(C)(CC)NC(CC)(C)CC1O[Si](C)(C)OC1C(C)C(C)(CC)NC(C)(CC)C1 GFVSOKSWTHBMTR-UHFFFAOYSA-N 0.000 description 2
- YMUPNJXLXGBZQQ-UHFFFAOYSA-N bis[(2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy]-diphenylsilane Chemical compound CC1C(C)(CC)NC(CC)(C)CC1O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)OC1C(C)C(C)(CC)NC(C)(CC)C1 YMUPNJXLXGBZQQ-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000005673 monoalkenes Chemical class 0.000 description 2
- 229910052605 nesosilicate Inorganic materials 0.000 description 2
- 150000004762 orthosilicates Chemical class 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- HDOWRFHMPULYOA-UHFFFAOYSA-N piperidin-4-ol Chemical class OC1CCNCC1 HDOWRFHMPULYOA-UHFFFAOYSA-N 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UOGZBTBVSTYAAE-UHFFFAOYSA-N (2,6-diethyl-1,2,3,6-tetramethylpiperidin-4-yl)oxy-dimethyl-phenylsilane Chemical compound CC1C(C)(CC)N(C)C(CC)(C)CC1O[Si](C)(C)C1=CC=CC=C1 UOGZBTBVSTYAAE-UHFFFAOYSA-N 0.000 description 1
- NDTMACKLSLZGBM-UHFFFAOYSA-N (2,6-diethyl-1,2,3,6-tetramethylpiperidin-4-yl)oxy-triphenylsilane Chemical compound CC1C(C)(CC)N(C)C(CC)(C)CC1O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 NDTMACKLSLZGBM-UHFFFAOYSA-N 0.000 description 1
- QGLCNEAXOUGKFN-UHFFFAOYSA-N (2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-[(2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-dimethylsilyl]oxy-dimethylsilane Chemical compound CC1C(C)(CC)NC(CC)(C)CC1O[Si](C)(C)O[Si](C)(C)OC1C(C)C(C)(CC)NC(C)(CC)C1 QGLCNEAXOUGKFN-UHFFFAOYSA-N 0.000 description 1
- TYKAHCHFOYQWGQ-UHFFFAOYSA-N (2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-dimethyl-phenylsilane Chemical compound CC1C(C)(CC)NC(CC)(C)CC1O[Si](C)(C)C1=CC=CC=C1 TYKAHCHFOYQWGQ-UHFFFAOYSA-N 0.000 description 1
- VFSHBFBRAJEORB-UHFFFAOYSA-N (2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-triphenylsilane Chemical compound CC1C(C)(CC)NC(CC)(C)CC1O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 VFSHBFBRAJEORB-UHFFFAOYSA-N 0.000 description 1
- RMCLVYNUTRHDDI-UHFFFAOYSA-N 1,1-dichloroethene;ethenyl acetate Chemical compound ClC(Cl)=C.CC(=O)OC=C RMCLVYNUTRHDDI-UHFFFAOYSA-N 0.000 description 1
- BXJHBJKRDIRVHI-UHFFFAOYSA-N 1-(2,6-diethyl-2,3,6-trimethylpiperidin-1-yl)ethanone Chemical compound CCC1(C)CCC(C)C(C)(CC)N1C(C)=O BXJHBJKRDIRVHI-UHFFFAOYSA-N 0.000 description 1
- KXPCRMQZQUHURW-UHFFFAOYSA-N 1-[4-[(1-acetyl-2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-dimethylsilyl]oxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[Si](C)(C)OC1C(C)C(C)(CC)N(C(C)=O)C(C)(CC)C1 KXPCRMQZQUHURW-UHFFFAOYSA-N 0.000 description 1
- YWHLBRTVWDASON-UHFFFAOYSA-N 1-[4-[(1-acetyl-2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-diphenylsilyl]oxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)OC1C(C)C(C)(CC)N(C(C)=O)C(C)(CC)C1 YWHLBRTVWDASON-UHFFFAOYSA-N 0.000 description 1
- TVCLJWFEIOZYCJ-UHFFFAOYSA-N 1-[4-[(1-acetyl-2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-methyl-phenylsilyl]oxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[Si](C)(C=1C=CC=CC=1)OC1C(C)C(C)(CC)N(C(C)=O)C(C)(CC)C1 TVCLJWFEIOZYCJ-UHFFFAOYSA-N 0.000 description 1
- KXSANLPWJZQXDU-UHFFFAOYSA-N 1-[4-[(1-acetyl-2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-phenylsilyl]oxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[SiH](C=1C=CC=CC=1)OC1C(C)C(C)(CC)N(C(C)=O)C(C)(CC)C1 KXSANLPWJZQXDU-UHFFFAOYSA-N 0.000 description 1
- WHRHBMXYKVHBQX-UHFFFAOYSA-N 1-[4-[[(1-acetyl-2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[Si](C)(C)O[Si](C)(C)OC1C(C)C(C)(CC)N(C(C)=O)C(C)(CC)C1 WHRHBMXYKVHBQX-UHFFFAOYSA-N 0.000 description 1
- WMKARJFINFYZLQ-UHFFFAOYSA-N 1-[4-[bis[(1-acetyl-2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy]-phenylsilyl]oxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[Si](C=1C=CC=CC=1)(OC1C(C(C)(CC)N(C(C)=O)C(C)(CC)C1)C)OC1C(C)C(C)(CC)N(C(C)=O)C(C)(CC)C1 WMKARJFINFYZLQ-UHFFFAOYSA-N 0.000 description 1
- IHXGZORTKCGOSB-UHFFFAOYSA-N 1-[4-[dimethyl(phenyl)silyl]oxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[Si](C)(C)C1=CC=CC=C1 IHXGZORTKCGOSB-UHFFFAOYSA-N 0.000 description 1
- YSLCEGBJVILXEV-UHFFFAOYSA-N 1-[4-bis[(1-acetyl-2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy]silyloxy-2,6-diethyl-2,3,6-trimethylpiperidin-1-yl]ethanone Chemical compound CC1C(C)(CC)N(C(C)=O)C(CC)(C)CC1O[SiH](OC1C(C(C)(CC)N(C(C)=O)C(C)(CC)C1)C)OC1C(C)C(C)(CC)N(C(C)=O)C(C)(CC)C1 YSLCEGBJVILXEV-UHFFFAOYSA-N 0.000 description 1
- QXQAPNSHUJORMC-UHFFFAOYSA-N 1-chloro-4-propylbenzene Chemical compound CCCC1=CC=C(Cl)C=C1 QXQAPNSHUJORMC-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- IAEYVIHMAGMLLU-UHFFFAOYSA-N 2,6-diethyl-1,2,3,6-tetramethylpiperidin-4-ol Chemical compound CCC1(C)CC(O)C(C)C(C)(CC)N1C IAEYVIHMAGMLLU-UHFFFAOYSA-N 0.000 description 1
- IADHPFZMSTVIBT-UHFFFAOYSA-N 2,6-diethyl-2,3,6-trimethyl-1-prop-2-enylpiperidine Chemical compound CCC1(C)CCC(C)C(C)(CC)N1CC=C IADHPFZMSTVIBT-UHFFFAOYSA-N 0.000 description 1
- TUOLXKNMFCOMGN-UHFFFAOYSA-N 2,6-diethyl-2,3,6-trimethylpiperidin-4-one Chemical compound CCC1(C)CC(=O)C(C)C(C)(CC)N1 TUOLXKNMFCOMGN-UHFFFAOYSA-N 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 description 1
- 125000006227 2-n-butoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
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- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
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- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
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- 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
- 229920001897 terpolymer Polymers 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 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
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- NUOYYUVABKEDJB-UHFFFAOYSA-N tris[(2,6-diethyl-1,2,3,6-tetramethylpiperidin-4-yl)oxy]-methylsilane Chemical compound CC1C(C)(CC)N(C)C(CC)(C)CC1O[Si](C)(OC1C(C(C)(CC)N(C)C(C)(CC)C1)C)OC1C(C)C(C)(CC)N(C)C(C)(CC)C1 NUOYYUVABKEDJB-UHFFFAOYSA-N 0.000 description 1
- XBJQOZYHFWOCFY-UHFFFAOYSA-N tris[(2,6-diethyl-1,2,3,6-tetramethylpiperidin-4-yl)oxy]-phenylsilane Chemical compound CC1C(C)(CC)N(C)C(CC)(C)CC1O[Si](C=1C=CC=CC=1)(OC1C(C(C)(CC)N(C)C(C)(CC)C1)C)OC1C(C)C(C)(CC)N(C)C(C)(CC)C1 XBJQOZYHFWOCFY-UHFFFAOYSA-N 0.000 description 1
- KFUYOGYUHNKHBB-UHFFFAOYSA-N tris[(2,6-diethyl-2,3,6-trimethylpiperidin-4-yl)oxy]-methylsilane Chemical compound CC1C(C)(CC)NC(CC)(C)CC1O[Si](C)(OC1C(C(C)(CC)NC(C)(CC)C1)C)OC1C(C)C(C)(CC)NC(C)(CC)C1 KFUYOGYUHNKHBB-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
- C08K5/5477—Silicon-containing compounds containing nitrogen containing nitrogen in a heterocyclic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Hydrogenated Pyridines (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB23351/75A GB1493996A (en) | 1975-05-28 | 1975-05-28 | 4-siloxy derivatives of polyalkylated piperidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2621856A1 true DE2621856A1 (de) | 1976-12-16 |
Family
ID=10194260
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762621856 Withdrawn DE2621856A1 (de) | 1975-05-28 | 1976-05-17 | 4-siloxyderivate von polyalkylierten piperidinen |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS525776A (enExample) |
| BE (1) | BE842238A (enExample) |
| CH (1) | CH601402A5 (enExample) |
| DE (1) | DE2621856A1 (enExample) |
| FR (1) | FR2312502A1 (enExample) |
| GB (1) | GB1493996A (enExample) |
| NL (1) | NL7605798A (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1209543B (it) * | 1984-05-21 | 1989-08-30 | Anic Spa | Stabilizzazione di polimeri organici. |
| IT1215227B (it) * | 1984-11-13 | 1990-01-31 | Anic Spa | Procedimento per la preparazione di stabilizzanti per polimeri organici e stabilizzanti cosi'ottenuti. |
| US4895885A (en) * | 1988-09-06 | 1990-01-23 | Union Carbide Chemicals And Plastics Company Inc. | Polymer compositions stabilized with polysiloxanes containing sterically hindered heterocyclic moiety |
| US4927898A (en) * | 1988-09-06 | 1990-05-22 | Union Carbide Chemicals And Plastics Company Inc. | Polysiloxanes with sterically hindered heterocyclic moiety |
| FR2642764B1 (fr) * | 1989-02-03 | 1993-05-28 | Rhone Poulenc Chimie | Nouveaux composes a fonction piperidinyle et leur application dans la photostabilisation des polymeres |
| CH693416A5 (de) * | 1998-03-09 | 2003-07-31 | Ciba Sc Holding Ag | 1-Alkoxypolyalkylpiperidinderivate und ihre Verwendung als Polymerisationsregler. |
| DE102008021777A1 (de) | 2008-04-30 | 2009-11-05 | Eugster/Frismag Ag | Verfahren zur Herstellung eines Getränks sowie Getränkezubereitungsvorrichtung zur Ausübung des Verfahrens |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU406833A1 (ru) * | 1972-03-31 | 1973-11-21 | Авторы изобретени витель | СПОСОБ ПОЛУЧЕНИЯ ПОЛИ-2,2,6,6-ТЕТРАМЕТИЛ-4-ПИПЕРИ- ДИЛПРОИЗВОДНЫХ КАРБОНОВЫХ КИСЛОТ ИЛИ ИХФОСФИТОВ, оксисилАнов или оксисилоксАнов |
-
1975
- 1975-05-28 GB GB23351/75A patent/GB1493996A/en not_active Expired
-
1976
- 1976-05-17 DE DE19762621856 patent/DE2621856A1/de not_active Withdrawn
- 1976-05-21 CH CH645176A patent/CH601402A5/xx not_active IP Right Cessation
- 1976-05-26 FR FR7615926A patent/FR2312502A1/fr active Granted
- 1976-05-26 BE BE167343A patent/BE842238A/xx unknown
- 1976-05-27 JP JP51061552A patent/JPS525776A/ja active Pending
- 1976-05-28 NL NL7605798A patent/NL7605798A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CH601402A5 (enExample) | 1978-07-14 |
| FR2312502B1 (enExample) | 1978-11-17 |
| NL7605798A (nl) | 1976-11-30 |
| BE842238A (fr) | 1976-11-26 |
| FR2312502A1 (fr) | 1976-12-24 |
| GB1493996A (en) | 1977-12-07 |
| JPS525776A (en) | 1977-01-17 |
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| 8139 | Disposal/non-payment of the annual fee |