JP2001521017A5 - - Google Patents
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- Publication number
- JP2001521017A5 JP2001521017A5 JP2000517931A JP2000517931A JP2001521017A5 JP 2001521017 A5 JP2001521017 A5 JP 2001521017A5 JP 2000517931 A JP2000517931 A JP 2000517931A JP 2000517931 A JP2000517931 A JP 2000517931A JP 2001521017 A5 JP2001521017 A5 JP 2001521017A5
- Authority
- JP
- Japan
- Prior art keywords
- water
- described method
- activated carbon
- oxide
- catalyst
- 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.)
- Granted
Links
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 10
- 239000003054 catalyst Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Substances OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 2
- -1 1,3-dimethylbutyl Chemical group 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- WMVRXDZNYVJBAH-UHFFFAOYSA-N dioxoiron Chemical compound O=[Fe]=O WMVRXDZNYVJBAH-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical group NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001356 alkyl thiols Chemical class 0.000 description 1
- 125000003435 aroyl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6376497P | 1997-10-29 | 1997-10-29 | |
| US60/063,764 | 1997-10-29 | ||
| PCT/US1998/022805 WO1999021819A1 (en) | 1997-10-29 | 1998-10-27 | Preparation of quinonediimines from phenylenediamines using hydrogen peroxide and a catalyst |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2001521017A JP2001521017A (ja) | 2001-11-06 |
| JP2001521017A5 true JP2001521017A5 (enExample) | 2006-01-05 |
| JP4267815B2 JP4267815B2 (ja) | 2009-05-27 |
Family
ID=22051345
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000517931A Expired - Fee Related JP4267815B2 (ja) | 1997-10-29 | 1998-10-27 | 過酸化水素及び触媒を使用してフェニレンジアミンからキノンジイミンを製造する方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6271420B1 (enExample) |
| EP (1) | EP1042269B1 (enExample) |
| JP (1) | JP4267815B2 (enExample) |
| KR (1) | KR100569576B1 (enExample) |
| CN (1) | CN1137077C (enExample) |
| BR (1) | BR9813345B1 (enExample) |
| CA (1) | CA2307572C (enExample) |
| DE (1) | DE69814163T2 (enExample) |
| ES (1) | ES2199475T3 (enExample) |
| IN (2) | IN187772B (enExample) |
| SK (1) | SK283682B6 (enExample) |
| WO (1) | WO1999021819A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6376728B1 (en) | 2000-06-20 | 2002-04-23 | Hercules Incorporated | Method, composition and mixture for inhibiting monomer polymerization |
| JP4569735B2 (ja) * | 2003-09-24 | 2010-10-27 | 三菱瓦斯化学株式会社 | 安定ラジカルを持つ高分子化合物の製造方法 |
| ES2553557T3 (es) * | 2008-10-28 | 2015-12-10 | Edison Pharmaceuticals, Inc. | Proceso para la producción de alfa-tocotrienol y derivados |
| EP3390377A1 (en) | 2015-12-16 | 2018-10-24 | BioElectron Technology Corporation | Improved methods for enriching alpha-tocotrienol from mixed tocol compositions |
| RU2656332C1 (ru) * | 2017-06-23 | 2018-06-05 | Общество с ограниченной ответственностью "Научно-производственное предприятие КВАЛИТЕТ" ООО "НПП КВАЛИТЕТ" | Способ получения хинондииминового антиоксиданта для растворных каучуков |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US46786A (en) * | 1865-03-14 | William a | ||
| US4246181A (en) * | 1969-06-11 | 1981-01-20 | L'oreal | Quinonediimine intermediates for indoanilines |
| US5118807A (en) * | 1989-10-13 | 1992-06-02 | Uniroyal Chemical Company, Inc. | N-alkyl-p-quinonediimino triazine compounds |
| FR2659652B1 (fr) * | 1990-03-13 | 1992-07-03 | Rhone Poulenc Chimie | Procede de preparation de n-phenyl benzoquinone-imine. |
-
1998
- 1998-10-27 EP EP98957391A patent/EP1042269B1/en not_active Expired - Lifetime
- 1998-10-27 BR BRPI9813345-4A patent/BR9813345B1/pt not_active IP Right Cessation
- 1998-10-27 CA CA002307572A patent/CA2307572C/en not_active Expired - Fee Related
- 1998-10-27 SK SK608-2000A patent/SK283682B6/sk not_active IP Right Cessation
- 1998-10-27 WO PCT/US1998/022805 patent/WO1999021819A1/en not_active Ceased
- 1998-10-27 JP JP2000517931A patent/JP4267815B2/ja not_active Expired - Fee Related
- 1998-10-27 DE DE69814163T patent/DE69814163T2/de not_active Expired - Lifetime
- 1998-10-27 KR KR1020007004602A patent/KR100569576B1/ko not_active Expired - Fee Related
- 1998-10-27 ES ES98957391T patent/ES2199475T3/es not_active Expired - Lifetime
- 1998-10-27 CN CNB988116103A patent/CN1137077C/zh not_active Expired - Fee Related
- 1998-10-29 IN IN2441MA1998 patent/IN187772B/en unknown
- 1998-10-29 IN IN2440MA1998 patent/IN187771B/en unknown
-
2000
- 2000-04-21 US US09/552,777 patent/US6271420B1/en not_active Expired - Lifetime
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