CA2093772A1 - Novel piperidine-triazine co-oligomers for use as stabilisers for organice materials - Google Patents
Novel piperidine-triazine co-oligomers for use as stabilisers for organice materialsInfo
- Publication number
- CA2093772A1 CA2093772A1 CA002093772A CA2093772A CA2093772A1 CA 2093772 A1 CA2093772 A1 CA 2093772A1 CA 002093772 A CA002093772 A CA 002093772A CA 2093772 A CA2093772 A CA 2093772A CA 2093772 A1 CA2093772 A1 CA 2093772A1
- Authority
- CA
- Canada
- Prior art keywords
- group
- c4alkyl
- substituted
- piperidyl
- tri
- 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.)
- Abandoned
Links
- 239000003381 stabilizer Substances 0.000 title abstract description 11
- YPSLATCYOGSFDU-UHFFFAOYSA-N piperidine;triazine Chemical compound C1CCNCC1.C1=CN=NN=C1 YPSLATCYOGSFDU-UHFFFAOYSA-N 0.000 title abstract description 5
- 239000000463 material Substances 0.000 title description 10
- -1 1,2,2,6,6-pentamethyl-4-piperidyl Chemical group 0.000 claims abstract description 144
- 239000004743 Polypropylene Substances 0.000 claims abstract description 14
- 239000011368 organic material Substances 0.000 claims abstract description 14
- 229920001155 polypropylene Polymers 0.000 claims abstract description 10
- 239000000203 mixture Substances 0.000 claims description 36
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 24
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 13
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 13
- 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 11
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 8
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 125000003031 C5-C7 cycloalkylene group Chemical group 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 3
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- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 claims description 3
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- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 12
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 4
- 230000015556 catabolic process Effects 0.000 claims 2
- 238000006731 degradation reaction Methods 0.000 claims 2
- 230000003647 oxidation Effects 0.000 claims 2
- 238000007254 oxidation reaction Methods 0.000 claims 2
- 230000003019 stabilising effect Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 30
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- YEWBOZCFGXOUQW-UHFFFAOYSA-N 2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-ylmethanol Chemical compound C1OP2OCC1(CO)CO2 YEWBOZCFGXOUQW-UHFFFAOYSA-N 0.000 description 3
- KXPXKNBDCUOENF-UHFFFAOYSA-N 2-(Octylthio)ethanol Chemical compound CCCCCCCCSCCO KXPXKNBDCUOENF-UHFFFAOYSA-N 0.000 description 3
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- MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
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- 238000002360 preparation method Methods 0.000 description 1
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- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
- IJRHDFLHUATAOS-DPMBMXLASA-M sodium ricinoleate Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O IJRHDFLHUATAOS-DPMBMXLASA-M 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 125000006488 t-butyl benzyl group Chemical group 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
- 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 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0273—Polyamines containing heterocyclic moieties in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/02—Polyamines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI920904A IT1254689B (it) | 1992-04-14 | 1992-04-14 | Cooligomeri piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici. |
| ITMI92A000904 | 1992-04-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2093772A1 true CA2093772A1 (en) | 1993-10-15 |
Family
ID=11362929
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002093772A Abandoned CA2093772A1 (en) | 1992-04-14 | 1993-04-08 | Novel piperidine-triazine co-oligomers for use as stabilisers for organice materials |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPH0649369A (nl) |
| BE (1) | BE1006266A3 (nl) |
| CA (1) | CA2093772A1 (nl) |
| DE (1) | DE4312066A1 (nl) |
| ES (1) | ES2069465B1 (nl) |
| FR (1) | FR2689896B1 (nl) |
| GB (1) | GB2266531B (nl) |
| IT (1) | IT1254689B (nl) |
| NL (1) | NL9300634A (nl) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6521681B1 (en) | 1996-07-05 | 2003-02-18 | Ciba Specialty Chemicals Corporation | Phenol-free stabilization of polyolefin fibres |
| JP5715923B2 (ja) * | 2011-09-29 | 2015-05-13 | 株式会社クラレ | 感温性相変化型水性組成物、紙用塗工剤、塗工紙および塗工紙の製造方法 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| IT1123083B (it) * | 1976-11-26 | 1986-04-30 | Chimosa Chimica Organica Spa | Derivati piperidinici della 1,3,5 triazina quali stabilizzanti per polimeri sintetici che li comprendono e procedimento per la loro preparazione |
| US4315859A (en) * | 1979-01-15 | 1982-02-16 | Ciba-Geigy Corporation | 1,3,5-Triazines containing at least one piperidine radical |
| DE2933078A1 (de) * | 1979-08-16 | 1981-03-26 | Hoechst Ag, 65929 Frankfurt | Neue triazinderivate, ihre herstellung und ihre verwendung als stabilisatoren fuer synthetische polymere |
| IT1151035B (it) * | 1980-07-31 | 1986-12-17 | Chimosa Chimica Organica Spa | Piperidil-derivati di copolimeri triazinici,processi per la loro preparazione e composizioni stabilizzate che li comprendono |
| US4412020A (en) * | 1981-07-20 | 1983-10-25 | American Cyanamid Company | Novel light stabilizers for polymers |
| IT1193659B (it) * | 1983-02-04 | 1988-07-21 | Chimosa Chimica Organica Spa | Composti piperidinil-triazinici utili come stabilizzanti per polimeri sintetici |
| IT1164214B (it) * | 1983-05-09 | 1987-04-08 | Chimosa Chimica Organica Spa | Composti polimerici contenenti radicali piperidinici,processo per la loro preparazione e loro impiego quali stabilizzanti per polimeri sintetici |
| IT1163814B (it) * | 1983-07-19 | 1987-04-08 | Chimosa Chimica Organica Spa | Composti polimerici contenenti radicali piperidinici e triazinici,processo per la loro preparazione e loro impiego quali stabilizzanti per polimeri sintetici |
| JPS6250342A (ja) * | 1985-08-30 | 1987-03-05 | Adeka Argus Chem Co Ltd | 安定化された高分子材料組成物 |
| IT1231329B (it) * | 1989-07-28 | 1991-11-28 | Ciba Geigy Spa | Composti piperazin piperidinici atti all'impiego come stabilizzanti per materiali organici |
| IT1237129B (it) * | 1989-11-10 | 1993-05-18 | Valerio Borzatta | Composti piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici. |
| IT1237541B (it) * | 1989-12-28 | 1993-06-08 | Ciba Geigy | Composti piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici |
| IT1248839B (it) * | 1990-06-13 | 1995-01-30 | Ciba Geigy Spa | Nuovi cooligomeri piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici |
| IT1243374B (it) * | 1990-07-27 | 1994-06-10 | Ciba Geigy Spa | Composti piperidin-triazinici contenenti gruppi tetraidrofuranici o tetraidropiranici atti all'impiego come stabilizzanti per materiali organici |
| IT1243433B (it) * | 1990-10-03 | 1994-06-10 | Ciba Geigy Spa | Composti piperidin-triazinici atti all'impiego come stabilizzanti per materiali organici |
| IT1251467B (it) * | 1991-07-12 | 1995-05-15 | Ciba Geigy Spa | Nuovi composti tetrametilpiperidinici atti all'impiego come stabilizzanti per materiali organici. |
-
1992
- 1992-04-14 IT ITMI920904A patent/IT1254689B/it active
-
1993
- 1993-04-02 BE BE9300323A patent/BE1006266A3/fr not_active IP Right Cessation
- 1993-04-07 GB GB9307338A patent/GB2266531B/en not_active Expired - Fee Related
- 1993-04-08 CA CA002093772A patent/CA2093772A1/en not_active Abandoned
- 1993-04-13 FR FR9304322A patent/FR2689896B1/fr not_active Expired - Fee Related
- 1993-04-13 DE DE4312066A patent/DE4312066A1/de not_active Withdrawn
- 1993-04-13 ES ES09300750A patent/ES2069465B1/es not_active Expired - Fee Related
- 1993-04-14 NL NL9300634A patent/NL9300634A/nl not_active Application Discontinuation
- 1993-04-14 JP JP5110990A patent/JPH0649369A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB9307338D0 (en) | 1993-06-02 |
| GB2266531A (en) | 1993-11-03 |
| IT1254689B (it) | 1995-09-28 |
| ES2069465B1 (es) | 1996-03-01 |
| FR2689896B1 (fr) | 1994-11-25 |
| NL9300634A (nl) | 1993-11-01 |
| DE4312066A1 (de) | 1993-10-21 |
| FR2689896A1 (fr) | 1993-10-15 |
| ITMI920904A1 (it) | 1993-10-14 |
| BE1006266A3 (fr) | 1994-07-05 |
| GB2266531B (en) | 1996-03-13 |
| JPH0649369A (ja) | 1994-02-22 |
| ES2069465A1 (es) | 1995-05-01 |
| ITMI920904A0 (it) | 1992-04-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |