KR100471949B1 - 안정한니트록사이드와에틸렌으로치환된1,2-비스-부가생성물및안정화된조성물 - Google Patents
안정한니트록사이드와에틸렌으로치환된1,2-비스-부가생성물및안정화된조성물 Download PDFInfo
- Publication number
- KR100471949B1 KR100471949B1 KR1019970061341A KR19970061341A KR100471949B1 KR 100471949 B1 KR100471949 B1 KR 100471949B1 KR 1019970061341 A KR1019970061341 A KR 1019970061341A KR 19970061341 A KR19970061341 A KR 19970061341A KR 100471949 B1 KR100471949 B1 KR 100471949B1
- Authority
- KR
- South Korea
- Prior art keywords
- bis
- tert
- butyl
- carbon atoms
- styrene
- 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
- 239000000203 mixture Substances 0.000 title claims description 39
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 title description 3
- -1 nitroxide compounds Chemical group 0.000 claims abstract description 67
- 239000000178 monomer Substances 0.000 claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 16
- 230000002028 premature Effects 0.000 claims abstract description 10
- 229920002554 vinyl polymer Polymers 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 11
- 150000001993 dienes Chemical class 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 5
- 150000002170 ethers Chemical class 0.000 claims description 5
- 229910052736 halogen Chemical group 0.000 claims description 5
- DUVKTUNZCBTEDC-UHFFFAOYSA-N 2,2,6,6-tetramethyl-1-[1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yl)oxyethoxy]piperidine Chemical compound CC1(C)CCCC(C)(C)N1OCC(C=1C=CC=CC=1)ON1C(C)(C)CCCC1(C)C DUVKTUNZCBTEDC-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 4
- ZAHPSFHHFNVYAR-UHFFFAOYSA-N 1,1,3,3-tetramethyl-2h-isoindole Chemical compound C1=CC=C2C(C)(C)NC(C)(C)C2=C1 ZAHPSFHHFNVYAR-UHFFFAOYSA-N 0.000 claims description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
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- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
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- DRFYZAIGLPMIOS-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) benzoate Chemical compound C1C(C)(C)N(O)C(C)(C)CC1OC(=O)C1=CC=CC=C1 DRFYZAIGLPMIOS-UHFFFAOYSA-N 0.000 description 14
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- 238000007792 addition Methods 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
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- VUZNLSBZRVZGIK-UHFFFAOYSA-N 2,2,6,6-Tetramethyl-1-piperidinol Chemical compound CC1(C)CCCC(C)(C)N1O VUZNLSBZRVZGIK-UHFFFAOYSA-N 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- 229920002292 Nylon 6 Polymers 0.000 description 4
- 239000005062 Polybutadiene Substances 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
- 239000006096 absorbing agent Substances 0.000 description 4
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 239000011368 organic material Substances 0.000 description 4
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- 229920000570 polyether Polymers 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- 239000013638 trimer Substances 0.000 description 4
- 0 *C(CON1C(*)(*)CCC*CCCC1(*)*)ON1C(*)(*)CC*CCCC1(*)* Chemical compound *C(CON1C(*)(*)CCC*CCCC1(*)*)ON1C(*)(*)CC*CCCC1(*)* 0.000 description 3
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 3
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 3
- KMEUSKGEUADGET-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)N1O KMEUSKGEUADGET-UHFFFAOYSA-N 0.000 description 3
- DXCHWXWXYPEZKM-UHFFFAOYSA-N 2,4-ditert-butyl-6-[1-(3,5-ditert-butyl-2-hydroxyphenyl)ethyl]phenol Chemical compound C=1C(C(C)(C)C)=CC(C(C)(C)C)=C(O)C=1C(C)C1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1O DXCHWXWXYPEZKM-UHFFFAOYSA-N 0.000 description 3
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- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 3
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-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
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
- C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
- C07D295/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/42—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C239/00—Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
- C07C239/08—Hydroxylamino compounds or their ethers or esters
- C07C239/20—Hydroxylamino compounds or their ethers or esters having oxygen atoms of hydroxylamino groups etherified
-
- 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
- C07D207/06—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 radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/04—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with only hydrogen atoms, halogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerisation Methods In General (AREA)
- Indole Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/755882 | 1996-12-02 | ||
| US8/755882 | 1996-12-02 | ||
| US08/755,882 US5844025A (en) | 1996-12-02 | 1996-12-02 | 1,2-Bis-adducts of stable nitroxides with substituted ethylenes and stabilized compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR19980063593A KR19980063593A (ko) | 1998-10-07 |
| KR100471949B1 true KR100471949B1 (ko) | 2006-04-28 |
Family
ID=25041071
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019970061341A Expired - Lifetime KR100471949B1 (ko) | 1996-12-02 | 1997-11-20 | 안정한니트록사이드와에틸렌으로치환된1,2-비스-부가생성물및안정화된조성물 |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US5844025A (https=) |
| EP (1) | EP0845458B1 (https=) |
| JP (2) | JP4423485B2 (https=) |
| KR (1) | KR100471949B1 (https=) |
| CN (1) | CN1174968C (https=) |
| BR (1) | BR9706064A (https=) |
| CA (1) | CA2223112C (https=) |
| DE (1) | DE69708028T2 (https=) |
| ES (1) | ES2165015T3 (https=) |
| RU (1) | RU2187502C2 (https=) |
| TW (1) | TW434287B (https=) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19725519A1 (de) * | 1997-06-17 | 1998-12-24 | Basf Ag | Stoffmischung, enthaltend vinylgruppenhaltige Verbindungen und Stabilisatoren |
| US6148379A (en) * | 1997-09-19 | 2000-11-14 | Silicon Graphics, Inc. | System, method and computer program product for page sharing between fault-isolated cells in a distributed shared memory system |
| US6235819B1 (en) * | 1997-12-31 | 2001-05-22 | Bridgestone Corporation | Process to scavenge amines in polymeric compounds by treatment with triazine derivatives and compositions therefrom |
| US6040488A (en) * | 1998-06-02 | 2000-03-21 | Ppg Industries Ohio, Inc. | Stabilization of vinylidene chloride |
| US5910232A (en) * | 1998-06-10 | 1999-06-08 | Nalco/Exxon Energy Chemicals, L.P. | Method for inhibiting polymer formation in styrene processing |
| AU760809B2 (en) * | 1998-09-09 | 2003-05-22 | Baker Hughes Incorporated | Styrene monomer polymerization inhibition using substituted dihydroxyarenes and nitroxides |
| AU5817099A (en) * | 1998-09-09 | 2000-03-27 | Baker Hughes Incorporated | Vinyl monomer polymerization inhibition using hindered hydroxylamines |
| US6271377B1 (en) | 1999-02-25 | 2001-08-07 | Ciba Specialty Chemicals Corporation | Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith |
| US6392041B1 (en) | 1999-02-25 | 2002-05-21 | Ciba Specialty Chemicals Corporation | Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith |
| GB0003326D0 (en) * | 1999-02-25 | 2000-04-05 | Ciba Sc Holding Ag | Hydroxy-Substituted N-Alkoxy hindered amines |
| US6376584B1 (en) | 1999-02-25 | 2002-04-23 | Ciba Specialty Chemicals Corporation | Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith |
| US6472486B2 (en) | 1999-03-09 | 2002-10-29 | Symyx Technologies, Inc. | Controlled stable free radical emulsion polymerization processes |
| JP4829447B2 (ja) * | 1999-07-02 | 2011-12-07 | チバ ホールディング インコーポレーテッド | 官能化されたマクロマーの製造のための１および多官能価アルコキシアミン |
| US6716948B1 (en) * | 1999-07-31 | 2004-04-06 | Symyx Technologies, Inc. | Controlled-architecture polymers and use thereof as separation media |
| DE19938841A1 (de) * | 1999-08-17 | 2001-02-22 | Basf Ag | Inhibitorkomposition zur Stabilisierung von radikalisch polymerisierbaren Substanzen |
| US6525146B1 (en) * | 2000-04-03 | 2003-02-25 | Baker Hughes Incorporated | Inhibition of popcorn polymer growth |
| US20030041268A1 (en) * | 2000-10-18 | 2003-02-27 | Noriaki Hashimoto | Method and system for preventing unauthorized access to the internet |
| DE10106543A1 (de) * | 2001-02-13 | 2002-08-22 | Basf Ag | Beschichtungsmittelzusammensetzungen |
| US20040143051A1 (en) * | 2003-01-22 | 2004-07-22 | Jianfeng Lou | Unsaturated polyester resin compositions with improved processing and storage stability |
| US7118689B2 (en) | 2003-08-27 | 2006-10-10 | Ppg Industries Ohio, Inc. | Stabilized polychloroethylenes |
| RU2262959C1 (ru) * | 2004-04-02 | 2005-10-27 | Степанченко Алексей Васильевич | Способ лечения больных с обострениями неврологических заболеваний |
| ATE465183T1 (de) * | 2005-08-30 | 2010-05-15 | Basf Se | Aus nitroxylradikalpolymerisation gewonnene polymere |
| US20100143580A1 (en) * | 2008-05-28 | 2010-06-10 | American Air Liquide, Inc. | Stabilization of Bicycloheptadiene |
| KR101892623B1 (ko) * | 2011-04-29 | 2018-08-30 | 삼성디스플레이 주식회사 | 중성표면을 형성하기 위한 랜덤 공중합체 및 그 제조 및 사용 방법들 |
| ES2986971T3 (es) | 2018-12-03 | 2024-11-13 | Trinseo Europe Gmbh | Espumas y método de formación de espumas de ionómeros de copolímeros de monómero aromático de vinilideno y compuestos insaturados con grupos ácidos |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4547537A (en) * | 1984-08-02 | 1985-10-15 | Ciba-Geigy Corporation | N-Piperidyl tetrahydro-1,4-oxazin-2-one light stabilizers |
| JPS62167734A (ja) * | 1986-01-18 | 1987-07-24 | Sumitomo Chem Co Ltd | 重合体副生成物の生成を防止する方法 |
| EP0309402A1 (en) * | 1987-09-21 | 1989-03-29 | Ciba-Geigy Ag | N-substituted hindered amine stabilizers |
| JPH10158313A (ja) * | 1996-12-02 | 1998-06-16 | Ciba Specialty Chem Holding Inc | ビニル芳香族モノマーの重合阻害 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1583415A1 (ru) * | 1985-04-16 | 1990-08-07 | Предприятие П/Я А-7253 | Способ получени 4-окси-2,2,6,6-тетраметилпиперидин-1-оксила |
| SU1558888A1 (ru) * | 1987-12-11 | 1990-04-23 | Всесоюзный Научно-Исследовательский Институт Химических Реактивов И Особочистых Химических Веществ | Способ ингибировани полимеризации стирола |
| DE69026747T2 (de) * | 1989-03-21 | 1996-11-14 | Ciba Geigy Ag | Nichtwandernde 1-Hydrocarbyloxy-gehinderte Amineverbindungen als Polymerstabilisatoren |
| EP0467851A1 (en) * | 1990-07-20 | 1992-01-22 | Ciba-Geigy Ag | Stabilized monomer compositions |
| IT1246779B (it) * | 1991-04-12 | 1994-11-26 | Ciba Geigy Spa | Composti piperidinici atti all'impiego come stabilizzanti per materiali organici. |
| US5322960A (en) * | 1993-04-15 | 1994-06-21 | Nippon Shokubai Co., Ltd. | Method for inhibiting polymerization of (meth) acrylic acid and esters thereof |
| DE19510184A1 (de) * | 1995-03-21 | 1996-09-26 | Basf Ag | 4-Acylaminopiperidin-N-oxyle |
-
1996
- 1996-12-02 US US08/755,882 patent/US5844025A/en not_active Expired - Lifetime
-
1997
- 1997-11-04 TW TW086116323A patent/TW434287B/zh not_active IP Right Cessation
- 1997-11-20 KR KR1019970061341A patent/KR100471949B1/ko not_active Expired - Lifetime
- 1997-11-24 ES ES97810898T patent/ES2165015T3/es not_active Expired - Lifetime
- 1997-11-24 EP EP97810898A patent/EP0845458B1/en not_active Expired - Lifetime
- 1997-11-24 DE DE69708028T patent/DE69708028T2/de not_active Expired - Lifetime
- 1997-11-28 RU RU97119812/04A patent/RU2187502C2/ru not_active IP Right Cessation
- 1997-11-28 CA CA002223112A patent/CA2223112C/en not_active Expired - Lifetime
- 1997-12-01 CN CNB971230412A patent/CN1174968C/zh not_active Expired - Fee Related
- 1997-12-01 BR BR9706064-0A patent/BR9706064A/pt not_active IP Right Cessation
- 1997-12-02 JP JP34715897A patent/JP4423485B2/ja not_active Expired - Lifetime
-
1998
- 1998-10-07 US US09/168,056 patent/US6218536B1/en not_active Expired - Lifetime
-
2009
- 2009-05-20 JP JP2009121997A patent/JP2009242802A/ja active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4547537A (en) * | 1984-08-02 | 1985-10-15 | Ciba-Geigy Corporation | N-Piperidyl tetrahydro-1,4-oxazin-2-one light stabilizers |
| JPS62167734A (ja) * | 1986-01-18 | 1987-07-24 | Sumitomo Chem Co Ltd | 重合体副生成物の生成を防止する方法 |
| EP0309402A1 (en) * | 1987-09-21 | 1989-03-29 | Ciba-Geigy Ag | N-substituted hindered amine stabilizers |
| JPH10158313A (ja) * | 1996-12-02 | 1998-06-16 | Ciba Specialty Chem Holding Inc | ビニル芳香族モノマーの重合阻害 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2165015T3 (es) | 2002-03-01 |
| BR9706064A (pt) | 2000-03-14 |
| US5844025A (en) | 1998-12-01 |
| JP2009242802A (ja) | 2009-10-22 |
| EP0845458A1 (en) | 1998-06-03 |
| RU2187502C2 (ru) | 2002-08-20 |
| MX9709369A (es) | 1998-07-31 |
| DE69708028T2 (de) | 2002-06-06 |
| TW434287B (en) | 2001-05-16 |
| KR19980063593A (ko) | 1998-10-07 |
| CA2223112A1 (en) | 1998-06-02 |
| DE69708028D1 (de) | 2001-12-13 |
| US6218536B1 (en) | 2001-04-17 |
| EP0845458B1 (en) | 2001-11-07 |
| CN1184102A (zh) | 1998-06-10 |
| CN1174968C (zh) | 2004-11-10 |
| CA2223112C (en) | 2007-11-06 |
| JPH10182605A (ja) | 1998-07-07 |
| JP4423485B2 (ja) | 2010-03-03 |
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