JP4314610B2 - 合成ポリマーの安定化 - Google Patents
合成ポリマーの安定化 Download PDFInfo
- Publication number
- JP4314610B2 JP4314610B2 JP2002265357A JP2002265357A JP4314610B2 JP 4314610 B2 JP4314610 B2 JP 4314610B2 JP 2002265357 A JP2002265357 A JP 2002265357A JP 2002265357 A JP2002265357 A JP 2002265357A JP 4314610 B2 JP4314610 B2 JP 4314610B2
- Authority
- JP
- Japan
- Prior art keywords
- tert
- butyl
- bis
- hydroxy
- group
- 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 - Lifetime
Links
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- 230000006641 stabilisation Effects 0.000 title description 6
- 238000011105 stabilization Methods 0.000 title description 6
- 239000000203 mixture Substances 0.000 claims description 52
- 150000001875 compounds Chemical class 0.000 claims description 44
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
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- 230000015556 catabolic process Effects 0.000 claims description 9
- 238000006731 degradation reaction Methods 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 230000003647 oxidation Effects 0.000 claims description 8
- 238000007254 oxidation reaction Methods 0.000 claims description 8
- 229920001169 thermoplastic Polymers 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- -1 3-butyl group Chemical group 0.000 description 102
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- 229910052757 nitrogen Inorganic materials 0.000 description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 13
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- 125000003118 aryl group Chemical group 0.000 description 8
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
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- MBAUOPQYSQVYJV-UHFFFAOYSA-N octyl 3-[4-hydroxy-3,5-di(propan-2-yl)phenyl]propanoate Chemical compound OC1=C(C=C(C=C1C(C)C)CCC(=O)OCCCCCCCC)C(C)C MBAUOPQYSQVYJV-UHFFFAOYSA-N 0.000 description 6
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- 239000012948 isocyanate Substances 0.000 description 5
- FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical compound C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 5
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- 238000002360 preparation method Methods 0.000 description 5
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 4
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 4
- KXPXKNBDCUOENF-UHFFFAOYSA-N 2-(Octylthio)ethanol Chemical compound CCCCCCCCSCCO KXPXKNBDCUOENF-UHFFFAOYSA-N 0.000 description 4
- ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
- CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 description 4
- ADRNSOYXKABLGT-UHFFFAOYSA-N 8-methylnonyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC(C)C)OC1=CC=CC=C1 ADRNSOYXKABLGT-UHFFFAOYSA-N 0.000 description 4
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- 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 description 4
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- 239000007983 Tris buffer Substances 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
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- 125000001931 aliphatic group Chemical group 0.000 description 4
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 4
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- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
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- 239000002076 α-tocopherol Substances 0.000 description 1
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Classifications
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- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/005—Stabilisers against oxidation, heat, light, ozone
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
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| EP0850946A1 (de) * | 1996-12-24 | 1998-07-01 | Ciba SC Holding AG | Cyclische Phosphinsäurederivate als Stabilisatoren |
| GB2322374B (en) * | 1997-02-21 | 2001-04-04 | Ciba Sc Holding Ag | Stabilizer mixture for organic materials |
| DE19714614A1 (de) | 1997-04-09 | 1998-10-15 | Agfa Gevaert Ag | Farbfotografisches Silberhalogenidmaterial |
| US6069225A (en) * | 1999-03-17 | 2000-05-30 | Bayer Corporation | Polycarbonate composition useful in optical storage applications |
| DE19916650A1 (de) * | 1999-04-14 | 2000-10-19 | Agfa Gevaert Ag | Farbfotografisches Silberhalogenidmaterial |
| DE19950459A1 (de) * | 1999-10-20 | 2001-04-26 | Agfa Gevaert Ag | Farbfotografisches Silberhalogenidmaterial |
-
2002
- 2002-08-05 TW TW091117543A patent/TW593303B/zh not_active IP Right Cessation
- 2002-08-09 MY MYPI20022971A patent/MY129373A/en unknown
- 2002-09-02 CO CO02077628A patent/CO5270026A1/es not_active Application Discontinuation
- 2002-09-03 DE DE60205071T patent/DE60205071T2/de not_active Expired - Lifetime
- 2002-09-03 DK DK02405759T patent/DK1291384T3/da active
- 2002-09-03 EP EP02405759A patent/EP1291384B1/en not_active Expired - Lifetime
- 2002-09-03 AT AT02405759T patent/ATE299911T1/de active
- 2002-09-03 PT PT02405759T patent/PT1291384E/pt unknown
- 2002-09-03 ES ES02405759T patent/ES2246008T3/es not_active Expired - Lifetime
- 2002-09-06 MX MXPA02008708A patent/MXPA02008708A/es active IP Right Grant
- 2002-09-06 SG SG200205419A patent/SG125905A1/en unknown
- 2002-09-06 PL PL355901A patent/PL205846B1/pl unknown
- 2002-09-09 CA CA2401927A patent/CA2401927C/en not_active Expired - Lifetime
- 2002-09-09 KR KR1020020054145A patent/KR100849947B1/ko not_active Expired - Lifetime
- 2002-09-09 US US10/237,313 patent/US6881774B2/en not_active Expired - Lifetime
- 2002-09-09 AR ARP020103402A patent/AR036500A1/es active IP Right Grant
- 2002-09-10 HU HU0202991A patent/HU229128B1/hu not_active IP Right Cessation
- 2002-09-10 CN CNB021315973A patent/CN1237058C/zh not_active Expired - Lifetime
- 2002-09-10 BR BRPI0203538-3A patent/BR0203538B1/pt not_active IP Right Cessation
- 2002-09-10 RU RU2002123926/04A patent/RU2286361C2/ru not_active IP Right Cessation
- 2002-09-11 JP JP2002265357A patent/JP4314610B2/ja not_active Expired - Lifetime
- 2002-09-11 AU AU2002300979A patent/AU2002300979B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| AU2002300979B2 (en) | 2007-11-01 |
| MXPA02008708A (es) | 2003-03-27 |
| PL205846B1 (pl) | 2010-06-30 |
| AR036500A1 (es) | 2004-09-15 |
| MY129373A (en) | 2007-03-30 |
| TW593303B (en) | 2004-06-21 |
| ATE299911T1 (de) | 2005-08-15 |
| DE60205071T2 (de) | 2006-05-24 |
| BR0203538B1 (pt) | 2011-09-06 |
| KR100849947B1 (ko) | 2008-08-01 |
| BR0203538A (pt) | 2003-06-03 |
| CN1237058C (zh) | 2006-01-18 |
| CN1407005A (zh) | 2003-04-02 |
| HU0202991D0 (enExample) | 2002-10-28 |
| SG125905A1 (en) | 2006-10-30 |
| DK1291384T3 (da) | 2005-09-19 |
| PL355901A1 (en) | 2003-03-24 |
| CA2401927A1 (en) | 2003-03-11 |
| JP2003176417A (ja) | 2003-06-24 |
| EP1291384A1 (en) | 2003-03-12 |
| HUP0202991A3 (en) | 2006-02-28 |
| US6881774B2 (en) | 2005-04-19 |
| KR20030022708A (ko) | 2003-03-17 |
| HUP0202991A2 (en) | 2003-05-28 |
| PT1291384E (pt) | 2005-11-30 |
| RU2286361C2 (ru) | 2006-10-27 |
| CA2401927C (en) | 2010-08-03 |
| HU229128B1 (en) | 2013-08-28 |
| DE60205071D1 (de) | 2005-08-25 |
| ES2246008T3 (es) | 2006-02-01 |
| US20030109611A1 (en) | 2003-06-12 |
| EP1291384B1 (en) | 2005-07-20 |
| CO5270026A1 (es) | 2003-04-30 |
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