NO810528L - Pyrrolidinderivater for stabilisering av polyolefinmaterialer - Google Patents
Pyrrolidinderivater for stabilisering av polyolefinmaterialerInfo
- Publication number
- NO810528L NO810528L NO810528A NO810528A NO810528L NO 810528 L NO810528 L NO 810528L NO 810528 A NO810528 A NO 810528A NO 810528 A NO810528 A NO 810528A NO 810528 L NO810528 L NO 810528L
- Authority
- NO
- Norway
- Prior art keywords
- pyrrolidine
- methylol
- stabilizing
- pentamethyl
- equal
- Prior art date
Links
- 229920000098 polyolefin Polymers 0.000 title claims description 8
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical class C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 title claims description 7
- 230000000087 stabilizing effect Effects 0.000 title claims description 7
- 239000000463 material Substances 0.000 title claims 2
- -1 carboxy ester Chemical class 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 230000009931 harmful effect Effects 0.000 claims description 4
- 150000003235 pyrrolidines Chemical class 0.000 claims description 4
- 230000005855 radiation Effects 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 3
- FKCMADOPPWWGNZ-YUMQZZPRSA-N [(2r)-1-[(2s)-2-amino-3-methylbutanoyl]pyrrolidin-2-yl]boronic acid Chemical compound CC(C)[C@H](N)C(=O)N1CCC[C@H]1B(O)O FKCMADOPPWWGNZ-YUMQZZPRSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 description 8
- 229920001155 polypropylene Polymers 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- KYDCJAGSMNFHPT-UHFFFAOYSA-N (2,2,4,5,5-pentamethylpyrrolidin-3-yl)methanol Chemical compound CC1C(CO)C(C)(C)NC1(C)C KYDCJAGSMNFHPT-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000012963 UV stabilizer Substances 0.000 description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- YAXWOADCWUUUNX-UHFFFAOYSA-N 1,2,2,3-tetramethylpiperidine Chemical class CC1CCCN(C)C1(C)C YAXWOADCWUUUNX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- MFIWLUKQFQPJDU-UHFFFAOYSA-N (1,2,2,3,4-pentamethylpyrrolidin-3-yl)methanol Chemical compound CC1CN(C)C(C)(C)C1(C)CO MFIWLUKQFQPJDU-UHFFFAOYSA-N 0.000 description 1
- ZQQIVMXQYUZKIQ-UHFFFAOYSA-N (2,3-dimethylphenyl)methanol Chemical compound CC1=CC=CC(CO)=C1C ZQQIVMXQYUZKIQ-UHFFFAOYSA-N 0.000 description 1
- YUPVAJWWKRYZCW-UHFFFAOYSA-N 2,2,4,5,5-pentamethylpyrrolidine-3-carbaldehyde Chemical compound CC1C(C=O)C(C)(C)NC1(C)C YUPVAJWWKRYZCW-UHFFFAOYSA-N 0.000 description 1
- DTXDKZYCABTJHF-UHFFFAOYSA-N 3-(hydroxymethyl)octadecanoic acid;2,2,3,5,5-pentamethylpyrrolidine Chemical compound CC1CC(C)(C)NC1(C)C.CCCCCCCCCCCCCCCC(CO)CC(O)=O DTXDKZYCABTJHF-UHFFFAOYSA-N 0.000 description 1
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- JKANAVGODYYCQF-UHFFFAOYSA-N prop-2-yn-1-amine Chemical compound NCC#C JKANAVGODYYCQF-UHFFFAOYSA-N 0.000 description 1
- QOTUIIJRVXKSJU-UHFFFAOYSA-N pyrrolidin-3-ylmethanol Chemical class OCC1CCNC1 QOTUIIJRVXKSJU-UHFFFAOYSA-N 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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 hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
-
- 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
- C08K5/3415—Five-membered rings
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)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT20002/80A IT1174664B (it) | 1980-02-19 | 1980-02-19 | Composizioni poliolefiniche stabilizzate con derivati pirrolidinici contro le radiazioni ultraviolette |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO810528L true NO810528L (no) | 1981-08-20 |
Family
ID=11162997
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO810528A NO810528L (no) | 1980-02-19 | 1981-02-17 | Pyrrolidinderivater for stabilisering av polyolefinmaterialer |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4346188A (nl) |
| JP (1) | JPS56131645A (nl) |
| BE (1) | BE887564A (nl) |
| CH (1) | CH647792A5 (nl) |
| DE (1) | DE3106218C2 (nl) |
| DK (1) | DK54581A (nl) |
| FR (1) | FR2476106A1 (nl) |
| GB (1) | GB2069494B (nl) |
| IT (1) | IT1174664B (nl) |
| LU (1) | LU83145A1 (nl) |
| NL (1) | NL8100834A (nl) |
| NO (1) | NO810528L (nl) |
| SE (1) | SE8101078L (nl) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1209543B (it) * | 1984-05-21 | 1989-08-30 | Anic Spa | Stabilizzazione di polimeri organici. |
| IT1196327B (it) * | 1984-11-16 | 1988-11-16 | Consiglio Nazionale Ricerche | 3-aza-7-idrossi-2,2,4,4-tetraalchilbiciclo (3.3.0) ottani,procedimento per la loro preparazione,intermedi adatti allo scopo e procedimento per l'ottenimento di questi ultimi |
| US4741864A (en) * | 1985-10-07 | 1988-05-03 | General Electric Company | Ultraviolet light stable flame retarded polycarbonate blends |
| US5350786A (en) * | 1986-06-30 | 1994-09-27 | Enichem Synthesis S.P.A. | Process of (co)polymerization of α-olefins in the presence of stabilizers |
| WO1995001393A1 (fr) * | 1993-06-30 | 1995-01-12 | New Japan Chemical Co., Ltd. | Composition de resine thermoplastique et son procede de moulage |
| JP6557977B2 (ja) * | 2015-01-15 | 2019-08-14 | Jnc株式会社 | 含窒素環化合物を含有する液晶組成物および液晶表示素子 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1398414A (en) * | 1972-07-28 | 1975-06-18 | Ciba Geigy Ag | Piperidine derivatives |
| SE7415683L (nl) * | 1973-12-28 | 1975-06-30 | Ciba Geigy Ag | |
| DE2459331A1 (de) * | 1973-12-28 | 1975-07-10 | Ciba Geigy Ag | Pyrrolidin-dicarbonsaeuren und ihre ester als lichtstabilisatoren |
| DE2745058A1 (de) * | 1976-10-18 | 1978-04-20 | Ciba Geigy Ag | Bis-polyalkylpiperidine |
| US4111901A (en) * | 1977-06-06 | 1978-09-05 | Borg-Warner Corporation | Hindered five-membered nitrogen rings as polyolefin stabilizers |
-
1980
- 1980-02-19 IT IT20002/80A patent/IT1174664B/it active
- 1980-12-05 US US06/213,655 patent/US4346188A/en not_active Expired - Lifetime
-
1981
- 1981-02-09 DK DK54581A patent/DK54581A/da not_active Application Discontinuation
- 1981-02-12 GB GB8104417A patent/GB2069494B/en not_active Expired
- 1981-02-13 CH CH985/81A patent/CH647792A5/it not_active IP Right Cessation
- 1981-02-17 FR FR8103118A patent/FR2476106A1/fr active Granted
- 1981-02-17 SE SE8101078A patent/SE8101078L/xx not_active Application Discontinuation
- 1981-02-17 NO NO810528A patent/NO810528L/no unknown
- 1981-02-18 JP JP2162581A patent/JPS56131645A/ja active Pending
- 1981-02-18 LU LU83145A patent/LU83145A1/fr unknown
- 1981-02-18 BE BE0/203828A patent/BE887564A/fr not_active IP Right Cessation
- 1981-02-19 NL NL8100834A patent/NL8100834A/nl not_active Application Discontinuation
- 1981-02-19 DE DE3106218A patent/DE3106218C2/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2476106A1 (fr) | 1981-08-21 |
| FR2476106B1 (nl) | 1983-09-23 |
| GB2069494A (en) | 1981-08-26 |
| DE3106218C2 (de) | 1985-07-25 |
| IT1174664B (it) | 1987-07-01 |
| LU83145A1 (fr) | 1981-09-11 |
| CH647792A5 (it) | 1985-02-15 |
| NL8100834A (nl) | 1981-09-16 |
| GB2069494B (en) | 1984-12-05 |
| DK54581A (da) | 1981-08-20 |
| JPS56131645A (en) | 1981-10-15 |
| IT8020002A0 (it) | 1980-02-19 |
| SE8101078L (sv) | 1981-08-20 |
| DE3106218A1 (de) | 1981-12-24 |
| US4346188A (en) | 1982-08-24 |
| BE887564A (fr) | 1981-08-18 |
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