CN100390130C - 制备硝基二苯胺的方法 - Google Patents
制备硝基二苯胺的方法 Download PDFInfo
- Publication number
- CN100390130C CN100390130C CNB2004100019413A CN200410001941A CN100390130C CN 100390130 C CN100390130 C CN 100390130C CN B2004100019413 A CNB2004100019413 A CN B2004100019413A CN 200410001941 A CN200410001941 A CN 200410001941A CN 100390130 C CN100390130 C CN 100390130C
- Authority
- CN
- China
- Prior art keywords
- copper
- methyl
- bromide
- subunit
- nitro
- 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 - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
- C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/10—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
- B01J2531/16—Copper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
样品 | 样品(分) | p-NCB(wt.%) | 4-NDPA(wt.%) | 三环化合物(wt.%) | 选择性(NDPA/三环化合物 |
1 | 30 | 23.5 | 8.7 | 0.00 | |
2 | 62 | 21.0 | 13.2 | 0.19 | 71.0 |
3 | 90 | 18.7 | 15.3 | 0.14 | 112.8 |
4 | 121 | 17.0 | 18.4 | 0.36 | 50.7 |
5 | 150 | 15.8 | 21.0 | 0.43 | 48.5 |
6 | 180 | 15.1 | 24.6 | 0.55 | 44.5 |
7 | 210 | 12.4 | 25.1 | 0.37 | 67.4 |
8 | 240 | 9.8 | 23.7 | 0.66 | 36.0 |
9 | 270 | 8.5 | 25.5 | 0.76 | 33.6 |
10 | 302 | 8.2 | 30.0 | 1.00 | 30.1 |
11 | 347 | 6.6 | 32.3 | 1.09 | 29.6 |
12 | 362 | 6.0 | 32.3 | 1.20 | 26.9 |
样品 | 样品(分) | p-NCB(wt.%) | 4-NDPA(wt.%) | 三环化合物(wt.%) | 选择性(NDPA/三环化合物 |
1 | 30 | 24.2 | 8.6 | 0.13 | 67.7 |
2 | 60 | 19.1 | 12.8 | 0.14 | 92.9 |
3 | 90 | 18.5 | 17.0 | 0.34 | 50.4 |
4 | 135 | 16.4 | 20.7 | 0.53 | 39.0 |
5 | 150 | 15.4 | 21.9 | 0.63 | 34.7 |
6 | 180 | 13.6 | 24.7 | 0.78 | 31.8 |
7 | 210 | 12.5 | 24.8 | 0.95 | 26.2 |
8 | 270 | 9.2 | 29.0 | 1.33 | 21.9 |
9 | 300 | 8.3 | 31.7 | 1.56 | 20.3 |
10 | 343 | 7.2 | 33.9 | 1.80 | 18.8 |
11 | 362 | 6.2 | 33.9 | 1.92 | 17.7 |
Claims (8)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10300125A DE10300125A1 (de) | 2003-01-07 | 2003-01-07 | Verfahren zur Herstellung von Nitrodiphenylaminen |
DE10300125.5 | 2003-01-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1517333A CN1517333A (zh) | 2004-08-04 |
CN100390130C true CN100390130C (zh) | 2008-05-28 |
Family
ID=32478153
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2004100019413A Expired - Fee Related CN100390130C (zh) | 2003-01-07 | 2004-01-07 | 制备硝基二苯胺的方法 |
Country Status (8)
Country | Link |
---|---|
US (1) | US6815562B2 (zh) |
EP (1) | EP1437341B1 (zh) |
JP (1) | JP2004210791A (zh) |
KR (1) | KR20040063807A (zh) |
CN (1) | CN100390130C (zh) |
AT (1) | ATE499338T1 (zh) |
CA (1) | CA2454875A1 (zh) |
DE (2) | DE10300125A1 (zh) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10300098A1 (de) * | 2003-01-07 | 2004-07-15 | Bayer Ag | Kupfer-Carben-Komplexe und ihre Verwendung |
CN100417638C (zh) * | 2005-09-02 | 2008-09-10 | 天津大学 | 硝基芳胺化合物的制备方法 |
WO2007114792A1 (en) * | 2006-04-05 | 2007-10-11 | Agency For Science, Technology And Research | Polymeric salts and polymeric metal complexes |
DE102008022788A1 (de) | 2008-05-08 | 2009-11-12 | Süd-Chemie AG | 2,6-Pyrazinverbrückte Carbenkomplexe |
EP3187119B1 (en) | 2010-06-14 | 2020-07-15 | Maquet Cardiovascular LLC | Surgical organ stabilizer instruments |
RU2502724C1 (ru) * | 2012-10-22 | 2013-12-27 | Российская Федерация, От Имени Которой Выступает Министерство Промышленности И Торговли Российской Федерации | Способ получения нитродифениламинов |
US20240117149A1 (en) | 2022-09-28 | 2024-04-11 | The Goodyear Tire & Rubber Company | Rubber - forming additives from end of life tires through syngas production |
US20240124683A1 (en) | 2022-09-28 | 2024-04-18 | The Goodyear Tire & Rubber Company | Rubber - forming additives from biomass through syngas production |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4404400A (en) * | 1981-09-17 | 1983-09-13 | Bayer Aktiengesellschaft | Process for the preparation of 4-nitrodiphenylamines |
JPS6372658A (ja) * | 1986-09-17 | 1988-04-02 | Sumitomo Chem Co Ltd | ニトロジフエニルアミン類の製造方法 |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE185663C (zh) | ||||
US4187248A (en) * | 1977-11-23 | 1980-02-05 | Monsanto Company | Making a nitrodiarylamine by reacting an alkali metal salt of a formamide with a nitrohaloarene |
US4187249A (en) * | 1977-12-27 | 1980-02-05 | Monsanto Company | Promoting the reaction of sodium salts of formyl derivatives of aromatic amines to form nitrodiarylamines |
DE3246151A1 (de) | 1982-12-14 | 1984-06-14 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 4-nitrodiphenylaminen |
DE3501698A1 (de) * | 1985-01-19 | 1986-07-24 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 4-nitrodiphenylaminen |
DE3504479A1 (de) * | 1985-02-09 | 1986-08-14 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 4-nitrodiphenylaminen |
US4683332A (en) * | 1985-05-20 | 1987-07-28 | The Goodyear Tire & Rubber Company | Para-nitrodiphenylamine synthesis |
US6180788B1 (en) * | 1997-12-16 | 2001-01-30 | Exxon Research And Engineering Company | Catalyst compositions |
US5840982A (en) * | 1998-06-04 | 1998-11-24 | Uniroyal Chemical Company, Inc. | Process for preparing para-phenylenediamine derivatives |
US6316380B1 (en) * | 1998-09-10 | 2001-11-13 | University Of New Orleans Research & Technology Foundation | Catalyst system comprising transition metal and imidazoline-2-ylidene or imidazolidine-2-ylidene |
US6403802B1 (en) * | 1998-09-10 | 2002-06-11 | University Of New Orleans Research & Technology Foundation | Use of catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in amination reactions |
US6362357B1 (en) * | 1999-02-22 | 2002-03-26 | University Of New Orleans Research & Technology Foundation | Use a catalyst system comprising nickel palladium or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in stille coupling reactions |
US6369265B1 (en) * | 1999-09-16 | 2002-04-09 | University Of New Orleans Research & Technology Foundation | Use of a catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in kumada coupling reactions |
DE10005601A1 (de) * | 2000-02-09 | 2001-08-16 | Bayer Ag | Verfahren zur Herstellung von Aminodiphenylaminen |
US6586599B1 (en) * | 2000-04-20 | 2003-07-01 | University Of New Orleans Research And Technology Foundation | Catalyzed coupling reactions of aryl halides with silanes |
JP5291854B2 (ja) * | 2001-04-24 | 2013-09-18 | マサチューセッツ インスチテュート オブ テクノロジー | 炭素−ヘテロ原子間及び炭素−炭素間結合の銅を触媒とした形成 |
US6888029B2 (en) * | 2002-02-04 | 2005-05-03 | Massachusetts Institute Of Technology | Transition-metal-catalyzed carbon-nitrogen bond-forming methods using carbene ligands |
-
2003
- 2003-01-07 DE DE10300125A patent/DE10300125A1/de not_active Withdrawn
- 2003-12-24 EP EP03029846A patent/EP1437341B1/de not_active Expired - Lifetime
- 2003-12-24 DE DE50313487T patent/DE50313487D1/de not_active Expired - Lifetime
- 2003-12-24 AT AT03029846T patent/ATE499338T1/de active
- 2003-12-30 CA CA002454875A patent/CA2454875A1/en not_active Abandoned
-
2004
- 2004-01-02 US US10/751,311 patent/US6815562B2/en not_active Expired - Fee Related
- 2004-01-06 KR KR1020040000461A patent/KR20040063807A/ko not_active Application Discontinuation
- 2004-01-07 JP JP2004001698A patent/JP2004210791A/ja not_active Withdrawn
- 2004-01-07 CN CNB2004100019413A patent/CN100390130C/zh not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4404400A (en) * | 1981-09-17 | 1983-09-13 | Bayer Aktiengesellschaft | Process for the preparation of 4-nitrodiphenylamines |
JPS6372658A (ja) * | 1986-09-17 | 1988-04-02 | Sumitomo Chem Co Ltd | ニトロジフエニルアミン類の製造方法 |
Also Published As
Publication number | Publication date |
---|---|
KR20040063807A (ko) | 2004-07-14 |
CA2454875A1 (en) | 2004-07-07 |
US6815562B2 (en) | 2004-11-09 |
DE50313487D1 (de) | 2011-04-07 |
CN1517333A (zh) | 2004-08-04 |
JP2004210791A (ja) | 2004-07-29 |
DE10300125A1 (de) | 2004-07-15 |
EP1437341A1 (de) | 2004-07-14 |
ATE499338T1 (de) | 2011-03-15 |
US20040143138A1 (en) | 2004-07-22 |
EP1437341B1 (de) | 2011-02-23 |
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Granted publication date: 20080528 Termination date: 20140107 |