CA2019285A1 - Stabilisation thermo-oxydante de polyolefines avec un agent anti-u.v. a base de triazine substituee et d'ester d'acide phosphoreux - Google Patents

Stabilisation thermo-oxydante de polyolefines avec un agent anti-u.v. a base de triazine substituee et d'ester d'acide phosphoreux

Info

Publication number: CA2019285A1
Authority: CA; Canada
Prior art keywords: alkyl; phosphite; phr; group; olefin
Prior art date: 1989-06-21
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

Application number

CA 2019285

Other languages

English (en)

Inventor

Eileen Jennings

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Goodrich Corp

Original Assignee

BF Goodrich Corp

Priority date (The priority date 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 date listed.)

1989-06-21

Filing date

1990-06-19

Publication date

1990-12-21

1990-06-19 Application filed by BF Goodrich Corp filed Critical BF Goodrich Corp

1990-12-21 Publication of CA2019285A1 publication Critical patent/CA2019285A1/fr

Status Abandoned legal-status Critical Current

Links

-1 tri-substituted triazine Chemical class 0.000 title claims abstract description 27
229920000098 polyolefin Polymers 0.000 title abstract description 13
230000006641 stabilisation Effects 0.000 title abstract description 12
238000011105 stabilization Methods 0.000 title abstract description 12
239000013036 UV Light Stabilizer Substances 0.000 title abstract 2
230000003078 antioxidant effect Effects 0.000 claims abstract description 32
239000003963 antioxidant agent Substances 0.000 claims abstract description 31
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 25
239000003381 stabilizer Substances 0.000 claims abstract description 21
229920001577 copolymer Polymers 0.000 claims abstract description 15
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims abstract description 13
IWELDVXSEVIIGI-UHFFFAOYSA-N piperazin-2-one Chemical compound O=C1CNCCN1 IWELDVXSEVIIGI-UHFFFAOYSA-N 0.000 claims abstract description 9
VMNKHSPZIGIPLL-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] dihydrogen phosphite Chemical compound OCC(CO)(CO)COP(O)O VMNKHSPZIGIPLL-UHFFFAOYSA-N 0.000 claims abstract description 8
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims abstract description 6
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims abstract description 5
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
229920013639 polyalphaolefin Polymers 0.000 claims abstract description 5
150000002148 esters Chemical class 0.000 claims description 19
229910052739 hydrogen Inorganic materials 0.000 claims description 13
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 13
239000001257 hydrogen Substances 0.000 claims description 12
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
239000000203 mixture Substances 0.000 claims description 12
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
239000004711 α-olefin Substances 0.000 claims description 12
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 9
RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims description 8
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 6
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 6
WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 6
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 6
229920001519 homopolymer Polymers 0.000 claims description 5
150000004885 piperazines Chemical class 0.000 claims description 5
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 claims description 5
150000001993 dienes Chemical class 0.000 claims description 4
125000005936 piperidyl group Chemical group 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
RGASRBUYZODJTG-UHFFFAOYSA-N 1,1-bis(2,4-ditert-butylphenyl)-2,2-bis(hydroxymethyl)propane-1,3-diol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C RGASRBUYZODJTG-UHFFFAOYSA-N 0.000 claims description 3
YLUZWKKWWSCRSR-UHFFFAOYSA-N 3,9-bis(8-methylnonoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCC(C)C)OCC21COP(OCCCCCCCC(C)C)OC2 YLUZWKKWWSCRSR-UHFFFAOYSA-N 0.000 claims description 3
125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 3
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 3
229940000425 combination drug Drugs 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 3
OUUQCZGPVNCOIJ-UHFFFAOYSA-N hydroperoxyl Chemical group O[O] OUUQCZGPVNCOIJ-UHFFFAOYSA-N 0.000 claims description 3
239000000178 monomer Substances 0.000 claims description 3
125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
239000000600 sorbitol Substances 0.000 claims description 3
235000010356 sorbitol Nutrition 0.000 claims description 3
BXYLMCLXGCYKJB-UHFFFAOYSA-N 1-[2-(cyclohexylamino)ethyl]-3,3,5,5-tetramethylpiperazin-2-one Chemical compound O=C1C(C)(C)NC(C)(C)CN1CCNC1CCCCC1 BXYLMCLXGCYKJB-UHFFFAOYSA-N 0.000 claims description 2
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 2
GMIARZNQLSJFCP-UHFFFAOYSA-N n,2,2,6,6-pentamethylpiperidin-4-amine Chemical compound CNC1CC(C)(C)NC(C)(C)C1 GMIARZNQLSJFCP-UHFFFAOYSA-N 0.000 claims description 2
OKOGMXOOZGVHJB-UHFFFAOYSA-N n-[2-(3,3,5,5-tetramethylpiperazin-1-yl)ethyl]butan-1-amine Chemical compound CCCCNCCN1CC(C)(C)NC(C)(C)C1 OKOGMXOOZGVHJB-UHFFFAOYSA-N 0.000 claims description 2
TXEYEHOALWCFET-UHFFFAOYSA-N n-[2-(3,3,5,5-tetramethylpiperazin-1-yl)ethyl]cyclohexanamine Chemical compound C1C(C)(C)NC(C)(C)CN1CCNC1CCCCC1 TXEYEHOALWCFET-UHFFFAOYSA-N 0.000 claims description 2
KYMYRRGSGKFYEV-UHFFFAOYSA-N n-[2-(3,3,5,5-tetramethylpiperazin-1-yl)ethyl]propan-2-amine Chemical compound CC(C)NCCN1CC(C)(C)NC(C)(C)C1 KYMYRRGSGKFYEV-UHFFFAOYSA-N 0.000 claims description 2
150000003053 piperidines Chemical class 0.000 claims description 2
229920000642 polymer Polymers 0.000 claims description 2
150000003918 triazines Chemical class 0.000 claims description 2
125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 6
125000006686 (C1-C24) alkyl group Chemical group 0.000 claims 4
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims 2
PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 claims 2
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 2
JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 2
YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims 2
229960002920 sorbitol Drugs 0.000 claims 2
125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
SAKKGTNWFBSAGP-UHFFFAOYSA-N 2,2,6,6-tetramethyl-n-propylpiperidin-4-amine Chemical compound CCCNC1CC(C)(C)NC(C)(C)C1 SAKKGTNWFBSAGP-UHFFFAOYSA-N 0.000 claims 1
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract description 8
238000006731 degradation reaction Methods 0.000 abstract description 7
230000015556 catabolic process Effects 0.000 abstract description 6
238000004806 packaging method and process Methods 0.000 abstract description 2
125000004437 phosphorous atom Chemical group 0.000 abstract description 2
230000000694 effects Effects 0.000 description 15
229940116254 phosphonic acid Drugs 0.000 description 13
235000006708 antioxidants Nutrition 0.000 description 6
239000004611 light stabiliser Substances 0.000 description 6
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 5
150000008301 phosphite esters Chemical class 0.000 description 4
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 4
229920001155 polypropylene Polymers 0.000 description 4
239000004743 Polypropylene Substances 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
229960005141 piperazine Drugs 0.000 description 3
239000007983 Tris buffer Substances 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
239000008116 calcium stearate Substances 0.000 description 2
235000013539 calcium stearate Nutrition 0.000 description 2
MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
238000000034 method Methods 0.000 description 2
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
AZNJBJQQAOBGBD-UHFFFAOYSA-N n-(1,2,2,6,6-pentamethylpiperidin-4-yl)triazin-4-amine Chemical class C1C(C)(C)N(C)C(C)(C)CC1NC1=CC=NN=N1 AZNJBJQQAOBGBD-UHFFFAOYSA-N 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
230000008569 process Effects 0.000 description 2
230000000087 stabilizing effect Effects 0.000 description 2
YAXWOADCWUUUNX-UHFFFAOYSA-N 1,2,2,3-tetramethylpiperidine Chemical compound CC1CCCN(C)C1(C)C YAXWOADCWUUUNX-UHFFFAOYSA-N 0.000 description 1
ZKZRPDPXKJMNBO-UHFFFAOYSA-N 1-[2-(butylamino)ethyl]-3,3,5,5-tetramethylpiperazin-2-one Chemical compound CCCCNCCN1CC(C)(C)NC(C)(C)C1=O ZKZRPDPXKJMNBO-UHFFFAOYSA-N 0.000 description 1
AGJOSJYGXUJOAQ-UHFFFAOYSA-N 1-[3-(cyclohexylamino)propyl]-3,3,5,5-tetramethylpiperazin-2-one Chemical compound O=C1C(C)(C)NC(C)(C)CN1CCCNC1CCCCC1 AGJOSJYGXUJOAQ-UHFFFAOYSA-N 0.000 description 1
OSFLFWJEDYTKEX-UHFFFAOYSA-N 1-cyclohexylpiperazin-2-one Chemical compound O=C1CNCCN1C1CCCCC1 OSFLFWJEDYTKEX-UHFFFAOYSA-N 0.000 description 1
GXURZKWLMYOCDX-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;dihydroxyphosphanyl dihydrogen phosphite Chemical class OP(O)OP(O)O.OCC(CO)(CO)CO GXURZKWLMYOCDX-UHFFFAOYSA-N 0.000 description 1
HNIRDWBMHTXTHZ-UHFFFAOYSA-N 3,3,5,5-tetramethyl-1-[2-(propan-2-ylamino)ethyl]piperazin-2-one Chemical compound CC(C)NCCN1CC(C)(C)NC(C)(C)C1=O HNIRDWBMHTXTHZ-UHFFFAOYSA-N 0.000 description 1
PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
239000003508 Dilauryl thiodipropionate Substances 0.000 description 1
239000004386 Erythritol Substances 0.000 description 1
UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
RZUHBLGLDSYPOM-UHFFFAOYSA-N OP(O)(=O)OP(=O)(O)O.C(CCCCCCCCCCCCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCCCCCCCCCCCC Chemical compound OP(O)(=O)OP(=O)(O)O.C(CCCCCCCCCCCCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCCCCCCCCCCCC RZUHBLGLDSYPOM-UHFFFAOYSA-N 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
125000002015 acyclic group Chemical group 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
125000005037 alkyl phenyl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
230000000593 degrading effect Effects 0.000 description 1
ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 1
235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
229940009714 erythritol Drugs 0.000 description 1
235000019414 erythritol Nutrition 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000002367 halogens Chemical group 0.000 description 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
239000000155 melt Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000008188 pellet Substances 0.000 description 1
HZWQSKNWWZHXKM-UHFFFAOYSA-N piperazin-2-one;triazine Chemical compound C1=CN=NN=C1.O=C1CNCCN1 HZWQSKNWWZHXKM-UHFFFAOYSA-N 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000000644 propagated effect Effects 0.000 description 1
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
239000012260 resinous material Substances 0.000 description 1
150000005691 triesters Chemical class 0.000 description 1

Landscapes

Compositions Of Macromolecular Compounds (AREA)

CA 2019285 1989-06-21 1990-06-19 Stabilisation thermo-oxydante de polyolefines avec un agent anti-u.v. a base de triazine substituee et d'ester d'acide phosphoreux Abandoned CA2019285A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US36957389A	1989-06-21	1989-06-21
US07/369,573		1989-06-21

Publications (1)

Publication Number	Publication Date
CA2019285A1 true CA2019285A1 (fr)	1990-12-21

Family

ID=23456016

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2019285 Abandoned CA2019285A1 (fr)	1989-06-21	1990-06-19	Stabilisation thermo-oxydante de polyolefines avec un agent anti-u.v. a base de triazine substituee et d'ester d'acide phosphoreux

Country Status (1)

Country	Link
CA (1)	CA2019285A1 (fr)

1990
- 1990-06-19 CA CA 2019285 patent/CA2019285A1/fr not_active Abandoned

Legal Events

Date	Code	Title	Description
1994-12-19	FZDE	Dead

Publication	Publication Date	Title
US4806580A (en)	1989-02-21	Stabilizer mixtures for plastics
KR101957865B1 (ko)	2019-03-13	수지 첨가제 마스터 배치
US4885326A (en)	1989-12-05	Composition of stabilized synthetic resin
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EP2980129B1 (fr)	2018-03-07	Mélange maître d'additif pour résine et composition de résine de polyoléfine à laquelle ledit mélange maître d'additif pour résine a été mélangé
EP0359276B1 (fr)	1995-08-30	Composition stabilisée de résine synthétique
KR20150033605A (ko)	2015-04-01	혼합 펠릿
WO2010087064A1 (fr)	2010-08-05	Composition de résine à base de polyoléfine pour applications alimentaires, médicales et de canalisations d'eau de ville
EP0382660A1 (fr)	1990-08-16	Dioxaphosphorinanes et compositions de polyoléfines ainsi stabilisées
KR20230111609A (ko)	2023-07-25	폴리올레핀계 수지용 결정화 억제제, 폴리올레핀계 수지 조성물, 성형품, 폴리올레핀계 수지 조성물의 제조 방법 및 폴리올레핀계 수지의 결정화 억제 방법
CA2019285A1 (fr)	1990-12-21	Stabilisation thermo-oxydante de polyolefines avec un agent anti-u.v. a base de triazine substituee et d'ester d'acide phosphoreux
US4999393A (en)	1991-03-12	Phosphonite compound and synthetic resin composition
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US5278209A (en)	1994-01-11	Thermooxidative stabilization of polyolefins with an oxo-piperazinyl-triazine and a phosphorous acid ester
JP3149240B2 (ja)	2001-03-26	ポリオレフィン系樹脂組成物
US4370430A (en)	1983-01-25	Hindered amine light stabilizers for polymers
US3975358A (en)	1976-08-17	Polymers stabilized with an organo-nickel compound and a dialkyl pentaerythritol diphosphite
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JPH0480244A (ja)	1992-03-13	ポリオレフィン系樹脂組成物
JPH07179685A (ja)	1995-07-18	ピペリジニルホスフィット組成物及びそれらを含むポリオレフィン組成物
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JP4121183B2 (ja)	2008-07-23	亜リン酸エステル化合物および合成樹脂組成物
EP0775723B1 (fr)	1999-02-17	Composés phosphites et résines synthétiques les contenant
EP0395030A1 (fr)	1990-10-31	Résines de polyoléfines qui contiennent des résidus de catalyseurs complexes du type Ziegler, stabilisées avec des phosphites organiques
JPH0455446A (ja)	1992-02-24	ポリオレフィン系樹脂組成物