CH632746A5 - Verfahren zur herstellung von 2.2.6.6-tetramethyl-piperidin-verbindungen. - Google Patents
Verfahren zur herstellung von 2.2.6.6-tetramethyl-piperidin-verbindungen. Download PDFInfo
- Publication number
- CH632746A5 CH632746A5 CH357977A CH357977A CH632746A5 CH 632746 A5 CH632746 A5 CH 632746A5 CH 357977 A CH357977 A CH 357977A CH 357977 A CH357977 A CH 357977A CH 632746 A5 CH632746 A5 CH 632746A5
- Authority
- CH
- Switzerland
- Prior art keywords
- atoms
- formula
- tetramethyl
- chain
- straight
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000003381 stabilizer Substances 0.000 claims description 48
- -1 methoxy-substituted phenyl Chemical group 0.000 claims description 47
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- 229920000642 polymer Polymers 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
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- 238000002360 preparation method Methods 0.000 claims description 5
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- 229910052736 halogen Inorganic materials 0.000 claims 5
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- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
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- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- SWRGUMCEJHQWEE-UHFFFAOYSA-N ethanedihydrazide Chemical compound NNC(=O)C(=O)NN SWRGUMCEJHQWEE-UHFFFAOYSA-N 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 125000003916 ethylene diamine group Chemical group 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000003546 flue gas Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- OXAGUPFRAIIDLT-UHFFFAOYSA-N heptanedihydrazide Chemical compound NNC(=O)CCCCCC(=O)NN OXAGUPFRAIIDLT-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
- VUGKRGOUQYGVIR-UHFFFAOYSA-N hydrazinylurea Chemical class NNNC(N)=O VUGKRGOUQYGVIR-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 1
- INVKMHYTHYOYJS-UHFFFAOYSA-N octyl 2-cyano-3-ethoxyprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C#N)=COCC INVKMHYTHYOYJS-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
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 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
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762612314 DE2612314A1 (de) | 1976-03-23 | 1976-03-23 | Piperidinderivate als lichtschutzmittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH632746A5 true CH632746A5 (de) | 1982-10-29 |
Family
ID=5973225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH357977A CH632746A5 (de) | 1976-03-23 | 1977-03-22 | Verfahren zur herstellung von 2.2.6.6-tetramethyl-piperidin-verbindungen. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4140673A (enExample) |
| JP (1) | JPS52116477A (enExample) |
| CH (1) | CH632746A5 (enExample) |
| DE (1) | DE2612314A1 (enExample) |
| FR (1) | FR2345433A1 (enExample) |
| GB (1) | GB1518924A (enExample) |
| IT (1) | IT1115843B (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1981002021A1 (en) * | 1980-01-14 | 1981-07-23 | Gen Electric | Stabilization of polyphenylene ether-compositions by tetrasubstituted piperidines |
| IT1141369B (it) * | 1980-02-22 | 1986-10-01 | Montedison Spa | Acidi e corrispondenti sali contenenti il gruppo della 4-amminopiperidina tetra-alchil sostituita e composizioni polimeriche da essi stabilizzate |
| US4316837A (en) * | 1980-09-10 | 1982-02-23 | Carstab Corporation | Polyalkylated 4-aminopiperidine derivatives as stabilizers for synthetic polymers |
| US4369274A (en) * | 1981-07-20 | 1983-01-18 | American Cyanamid Company | Hindered amine light stabilizers for polymers |
| IT1198355B (it) * | 1982-02-10 | 1988-12-21 | Apital Prod Ind | Derivati piperidinici e loro uso come stabilizzanti per polimeri |
| DE3408948C2 (de) * | 1983-03-21 | 1995-07-27 | Sandoz Ag | 4-Amino-polyalkylpiperidinverbindungen |
| GB8422916D0 (en) * | 1984-09-11 | 1984-10-17 | May & Baker Ltd | Compositions of matter |
| GB8515672D0 (en) * | 1985-06-20 | 1985-07-24 | Sandoz Ltd | Organic compounds |
| IT1213028B (it) * | 1986-01-30 | 1989-12-07 | Ciba Geigy Spa | Composti piperidinici atti all'impiego come stabilizzanti per polimeri sintetici. |
| IT1203354B (it) * | 1987-02-26 | 1989-02-15 | Ciba Geigy Spa | Composti piperidinici atti all'impiego come stabilizzanti per polimeri e copolimeri sintetici |
| GB2202226A (en) * | 1987-03-19 | 1988-09-21 | Gerald Scott | Bound antioxidant masterbatches |
| US4918843A (en) * | 1989-02-21 | 1990-04-24 | Caterpillar Inc. | Ground engaging tool |
| IT1291599B1 (it) * | 1997-04-18 | 1999-01-11 | Great Lakes Chemical Italia | Composti appartenenti alla classe delle enammine e loro utilizzo come antiossidanti per polimeri organici |
| SG91852A1 (en) * | 1998-12-21 | 2002-10-15 | Toyo Boseki | Hindered amine compound, resin composition, polyurethane fiber and production method and use thereof |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3573216A (en) * | 1962-12-06 | 1971-03-30 | Gaf Corp | Heterocyanoacrylate u.v. absorbers |
| US3534048A (en) * | 1966-06-15 | 1970-10-13 | Sankyo Co | 2,2-dimethyl-4,4,6,6-tetrasubstituted-piperidine-1-oxide derivatives |
| GB1173290A (en) * | 1966-08-24 | 1969-12-03 | Sankyo Co | Piperidine Nitroxides and process for preparing the same |
| US3705166A (en) * | 1969-08-15 | 1972-12-05 | Sankyo Co | Acrylic acid derivatives of 2,2,6,6-tetramethylpiperidines |
| US3684765A (en) * | 1970-01-08 | 1972-08-15 | Sankyo Co | Stabilization of synthetic polymers |
| US3734883A (en) * | 1970-04-16 | 1973-05-22 | Ciba Geigy Corp | Stabilizing organic material with piperidone azines |
| JPS557861B2 (enExample) * | 1972-10-04 | 1980-02-28 | ||
| JPS4962543A (enExample) * | 1972-10-20 | 1974-06-18 | ||
| JPS4964634A (enExample) * | 1972-10-25 | 1974-06-22 | ||
| DE2545647C3 (de) * | 1975-10-11 | 1982-03-11 | Bayer Ag, 5090 Leverkusen | Stabilisierung synthetischer Polymerer |
| US4046736A (en) * | 1976-08-16 | 1977-09-06 | American Cyanamid Company | 1,3-BIS[(2,2,6,6-Tetraalkyl-4-piperidylidene)amino]guanidines as light stabilizers for polyolefins |
-
1976
- 1976-03-23 DE DE19762612314 patent/DE2612314A1/de not_active Withdrawn
-
1977
- 1977-03-17 US US05/778,714 patent/US4140673A/en not_active Expired - Lifetime
- 1977-03-21 IT IT48562/77A patent/IT1115843B/it active
- 1977-03-21 GB GB11834/77A patent/GB1518924A/en not_active Expired
- 1977-03-22 CH CH357977A patent/CH632746A5/de not_active IP Right Cessation
- 1977-03-23 JP JP3122177A patent/JPS52116477A/ja active Pending
- 1977-03-23 FR FR7708698A patent/FR2345433A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4140673A (en) | 1979-02-20 |
| FR2345433A1 (fr) | 1977-10-21 |
| GB1518924A (en) | 1978-07-26 |
| FR2345433B1 (enExample) | 1980-07-18 |
| JPS52116477A (en) | 1977-09-29 |
| IT1115843B (it) | 1986-02-10 |
| DE2612314A1 (de) | 1977-09-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |