DE2602673C3 - 2,2,6,6-Tetramethyl-4-hydroxy-4carbamoylpiperidin, seine Herstellung und Verwendung - Google Patents
2,2,6,6-Tetramethyl-4-hydroxy-4carbamoylpiperidin, seine Herstellung und VerwendungInfo
- Publication number
- DE2602673C3 DE2602673C3 DE19762602673 DE2602673A DE2602673C3 DE 2602673 C3 DE2602673 C3 DE 2602673C3 DE 19762602673 DE19762602673 DE 19762602673 DE 2602673 A DE2602673 A DE 2602673A DE 2602673 C3 DE2602673 C3 DE 2602673C3
- Authority
- DE
- Germany
- Prior art keywords
- hydroxy
- tetramethyl
- acid
- weight
- comparison
- 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.)
- Expired
Links
- JNHYOKDGAIQHJU-UHFFFAOYSA-N 4-hydroxy-2,2,6,6-tetramethylpiperidine-4-carboxamide Chemical compound CC1(C)CC(O)(C(N)=O)CC(C)(C)N1 JNHYOKDGAIQHJU-UHFFFAOYSA-N 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 14
- -1 aromatic mono- Chemical class 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 229920001059 synthetic polymer Polymers 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 239000012458 free base Substances 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 3
- 239000002585 base Substances 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 2
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 description 17
- 238000012360 testing method Methods 0.000 description 8
- 239000004743 Polypropylene Substances 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 6
- 239000004793 Polystyrene Substances 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 3
- 239000008116 calcium stearate Substances 0.000 description 3
- 235000013539 calcium stearate Nutrition 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 239000005033 polyvinylidene chloride Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 1
- ODJQKYXPKWQWNK-UHFFFAOYSA-N 3,3'-Thiobispropanoic acid Chemical compound OC(=O)CCSCCC(O)=O ODJQKYXPKWQWNK-UHFFFAOYSA-N 0.000 description 1
- WPMYUUITDBHVQZ-UHFFFAOYSA-M 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=CC(CCC([O-])=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-M 0.000 description 1
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 1
- UWSMKYBKUPAEJQ-UHFFFAOYSA-N 5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O UWSMKYBKUPAEJQ-UHFFFAOYSA-N 0.000 description 1
- XAAXGZZYVQOGCG-UHFFFAOYSA-N C(C)(C)(C)C1=CC=C(C(=O)[O-])C=C1.[NH2+]1CCCCC1 Chemical compound C(C)(C)(C)C1=CC=C(C(=O)[O-])C=C1.[NH2+]1CCCCC1 XAAXGZZYVQOGCG-UHFFFAOYSA-N 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000003490 Thiodipropionic acid Substances 0.000 description 1
- JWUXJYZVKZKLTJ-UHFFFAOYSA-N Triacetonamine Chemical compound CC1(C)CC(=O)CC(C)(C)N1 JWUXJYZVKZKLTJ-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- SDSGQAWTVVNEGP-UHFFFAOYSA-N butanedioate;piperidin-1-ium Chemical compound C1CC[NH2+]CC1.C1CC[NH2+]CC1.[O-]C(=O)CCC([O-])=O SDSGQAWTVVNEGP-UHFFFAOYSA-N 0.000 description 1
- 150000001656 butanoic acid esters Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 1
- 229940089960 chloroacetate Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000000254 damaging effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- UKTLNQWPBGUTMN-UHFFFAOYSA-N octadecanoate;piperidin-1-ium Chemical compound C1CC[NH2+]CC1.CCCCCCCCCCCCCCCCCC([O-])=O UKTLNQWPBGUTMN-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 1
- 239000004597 plastic additive Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
- C07D211/66—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4 having a hetero atom as the second substituent in position 4
-
- 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
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
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)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762602673 DE2602673C3 (de) | 1976-01-24 | 1976-01-24 | 2,2,6,6-Tetramethyl-4-hydroxy-4carbamoylpiperidin, seine Herstellung und Verwendung |
| NL7700520A NL7700520A (nl) | 1976-01-24 | 1977-01-19 | Piperidinehydroxyamiden, hun bereiding en toepassing. |
| BR7700373A BR7700373A (pt) | 1976-01-24 | 1977-01-19 | 2,2-dimetil-6,6-dialquil-4-hidroxi-4-carbamoilpiperidinas e seus sais,processo para sua preparacao,sua aplicacao e processo para estabilizar polimeros sinteticos |
| CH68877A CH628331A5 (en) | 1976-01-24 | 1977-01-20 | Process for the preparation of novel piperidine hydroxamides |
| DK25077A DK25077A (da) | 1976-01-24 | 1977-01-21 | Piperidinhydroxyamider, deres fremstilling og anvendelse |
| LU76617A LU76617A1 (OSRAM) | 1976-01-24 | 1977-01-21 | |
| CA270,242A CA1081234A (en) | 1976-01-24 | 1977-01-21 | 2,2,6,6-tetramethyl-4-hydroxy-7-carbamoyl piperidene compounds |
| IT1953677A IT1076011B (it) | 1976-01-24 | 1977-01-21 | Piperidinidrossamidi,loro preparazione e loro impiego |
| AT37677A AT353013B (de) | 1976-01-24 | 1977-01-21 | Stabilisierte synthetische polymermasse |
| JP501777A JPS5291875A (en) | 1976-01-24 | 1977-01-21 | Piperidinehydroxyamide and its preparation and usace thereof |
| GB250377A GB1561001A (en) | 1976-01-24 | 1977-01-21 | Piperidine hydroxyamides process for their preparation andtheir use as stabilizers for organic materials |
| FR7701884A FR2338931A1 (fr) | 1976-01-24 | 1977-01-24 | Carbamoyl-piperidines utilisables comme stabilisants de polymeres organiques |
| BE174332A BE850694A (fr) | 1976-01-24 | 1977-01-24 | Carbamoyl-piperidines utilisables comme stabilisants de polymeres organiques |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762602673 DE2602673C3 (de) | 1976-01-24 | 1976-01-24 | 2,2,6,6-Tetramethyl-4-hydroxy-4carbamoylpiperidin, seine Herstellung und Verwendung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2602673A1 DE2602673A1 (de) | 1977-07-28 |
| DE2602673B2 DE2602673B2 (de) | 1978-06-15 |
| DE2602673C3 true DE2602673C3 (de) | 1979-02-15 |
Family
ID=5968206
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762602673 Expired DE2602673C3 (de) | 1976-01-24 | 1976-01-24 | 2,2,6,6-Tetramethyl-4-hydroxy-4carbamoylpiperidin, seine Herstellung und Verwendung |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5291875A (OSRAM) |
| AT (1) | AT353013B (OSRAM) |
| BE (1) | BE850694A (OSRAM) |
| BR (1) | BR7700373A (OSRAM) |
| CA (1) | CA1081234A (OSRAM) |
| CH (1) | CH628331A5 (OSRAM) |
| DE (1) | DE2602673C3 (OSRAM) |
| DK (1) | DK25077A (OSRAM) |
| FR (1) | FR2338931A1 (OSRAM) |
| GB (1) | GB1561001A (OSRAM) |
| IT (1) | IT1076011B (OSRAM) |
| LU (1) | LU76617A1 (OSRAM) |
| NL (1) | NL7700520A (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2742582A1 (de) * | 1977-09-22 | 1979-04-05 | Hoechst Ag | Substituierte piperidinhydroxyamide, ihre herstellung und verwendung als lichtschutzmittel |
| DE4125440A1 (de) * | 1990-08-09 | 1992-02-13 | Sandoz Ag | Mono-, bi- oder tri-carbocyclische phosphin- oder phosphonsaeureverbindungen |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1526656A (fr) * | 1966-06-15 | 1968-05-24 | Sankyo Co | Nouveaux composés 2, 2-diméthyl-4, 4, 6, 6-tétrasubstitué-pipéridine-1-oxydes et procédé pour leur préparation |
| DE2719133A1 (de) * | 1976-05-11 | 1977-12-01 | Ciba Geigy Ag | Neue stabilisatoren |
-
1976
- 1976-01-24 DE DE19762602673 patent/DE2602673C3/de not_active Expired
-
1977
- 1977-01-19 NL NL7700520A patent/NL7700520A/xx not_active Application Discontinuation
- 1977-01-19 BR BR7700373A patent/BR7700373A/pt unknown
- 1977-01-20 CH CH68877A patent/CH628331A5/de not_active IP Right Cessation
- 1977-01-21 GB GB250377A patent/GB1561001A/en not_active Expired
- 1977-01-21 CA CA270,242A patent/CA1081234A/en not_active Expired
- 1977-01-21 LU LU76617A patent/LU76617A1/xx unknown
- 1977-01-21 AT AT37677A patent/AT353013B/de not_active IP Right Cessation
- 1977-01-21 IT IT1953677A patent/IT1076011B/it active
- 1977-01-21 JP JP501777A patent/JPS5291875A/ja active Pending
- 1977-01-21 DK DK25077A patent/DK25077A/da not_active Application Discontinuation
- 1977-01-24 BE BE174332A patent/BE850694A/xx not_active IP Right Cessation
- 1977-01-24 FR FR7701884A patent/FR2338931A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DK25077A (da) | 1977-07-25 |
| DE2602673B2 (de) | 1978-06-15 |
| CH628331A5 (en) | 1982-02-26 |
| LU76617A1 (OSRAM) | 1977-08-12 |
| JPS5291875A (en) | 1977-08-02 |
| AT353013B (de) | 1979-10-25 |
| BE850694A (fr) | 1977-07-25 |
| DE2602673A1 (de) | 1977-07-28 |
| FR2338931B1 (OSRAM) | 1980-06-06 |
| FR2338931A1 (fr) | 1977-08-19 |
| BR7700373A (pt) | 1977-09-20 |
| ATA37677A (de) | 1979-03-15 |
| NL7700520A (nl) | 1977-07-26 |
| CA1081234A (en) | 1980-07-08 |
| IT1076011B (it) | 1985-04-22 |
| GB1561001A (en) | 1980-02-13 |
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