IN2014KN01593A - - Google Patents

Info

Publication number
IN2014KN01593A
IN2014KN01593A IN1593KON2014A IN2014KN01593A IN 2014KN01593 A IN2014KN01593 A IN 2014KN01593A IN 1593KON2014 A IN1593KON2014 A IN 1593KON2014A IN 2014KN01593 A IN2014KN01593 A IN 2014KN01593A
Authority
IN
India
Prior art keywords
adpa
coupling
recovery
azobenzene
hydrogenation
Prior art date
Application number
Inventor
Chinmoy Nandi
Narendra Gangal
Pramod Purohit
Vinay Ketkar
Dilip Kashelikar
Original Assignee
Nocil Ltd
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.)
Filing date
Publication date
Application filed by Nocil Ltd filed Critical Nocil Ltd
Priority to PCT/IB2012/051059 priority Critical patent/WO2013132290A2/en
Publication of IN2014KN01593A publication Critical patent/IN2014KN01593A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/02Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of hydrogen atoms by amino groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32Preparation 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
    • C07C209/36Preparation 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

Abstract

A process for preparing 4 aminodiphenylamine (4 ADPA) comprising steps of coupling of aniline with nitrobenzene in presence of a suitable base e.g. tetramethylammonium hydroxide (TMAH) hydrogenation of the coupling mass phase separation hydrogenation of azobenzene in the separated organic mass and fractional distillation for 4 ADPA recovery. An improvement in 4 ADPA recovery and a lowering of tar formation are obtained due to azobenzene reduction prior to 4 ADPA isolation. Also a gain in volume productivity of 4 ADPA is obtained by suitably altering the batch cycle time of the coupling reaction.
IN1593KON2014 2012-03-07 2012-03-07 IN2014KN01593A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/IB2012/051059 WO2013132290A2 (en) 2012-03-07 2012-03-07 Improved process for preparing 4-aminodiphenylamine

Publications (1)

Publication Number Publication Date
IN2014KN01593A true IN2014KN01593A (en) 2015-10-23

Family

ID=49117447

Family Applications (1)

Application Number Title Priority Date Filing Date
IN1593KON2014 IN2014KN01593A (en) 2012-03-07 2012-03-07

Country Status (3)

Country Link
US (1) US9708243B2 (en)
IN (1) IN2014KN01593A (en)
WO (1) WO2013132290A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105585507B (en) * 2014-11-13 2019-04-30 江苏圣奥化学科技有限公司 The preparation method of 4-ADPA
CN106554286B (en) * 2015-09-29 2018-09-25 中国石油化工集团公司 A kind of method that noble metal catalyst continuously prepares p phenylenediamine type antioxidant
CN106242978B (en) * 2016-07-28 2018-08-31 南京工业大学 A method of preparing anti-aging agent 6PPD using micro-reaction device
CN106867556B (en) * 2017-03-01 2019-10-22 西北大学 A kind of coal tar fraction separating technology and device
CN108558675A (en) * 2018-04-25 2018-09-21 南通理工学院 A kind of synthetic method of 4-ADPA
CN109232275B (en) * 2018-10-26 2021-06-11 科迈化工股份有限公司 Preparation method of 4-nitrodiphenylamine and 4-nitrosodiphenylamine

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2633811C2 (en) 1976-07-28 1983-11-10 Bayer Ag, 5090 Leverkusen, De
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
US4209463A (en) 1977-12-27 1980-06-24 Monsanto Company Promoting the formation of nitrodiarylamines from nitrohaloarenes, activated aryl amines and sodium carbonates
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
US4140716A (en) 1978-01-05 1979-02-20 Monsanto Company Process for making an amide of formic acid and forming nitrodiarylamine therefrom
US4155936A (en) 1978-03-08 1979-05-22 The Goodyear Tire & Rubber Company Para-nitrodiphenylamines synthesis using Polyethers and macrocyclic esters as solubilizing agents
US4196146A (en) 1978-03-13 1980-04-01 Monsanto Company Making nitrodiarylamines from formyl derivatives of aromatic amines and nitrohaloarenes by admixing with certain aqueous salt solutions
US4479008A (en) 1982-09-30 1984-10-23 Uniroyal, Inc. Preparation of p-nitrosodiphenylamine
US4518803A (en) 1982-09-30 1985-05-21 Uniroyal, Inc. Process for the preparation of p-nitrosodiphenylamine
US4614817A (en) 1983-12-19 1986-09-30 Monsanto Company Making nitrodiarylamines
DE3504479A1 (en) 1985-02-09 1986-08-14 Bayer Ag METHOD FOR PRODUCING 4-NITRODIPHENYLAMINE
US4683332A (en) 1985-05-20 1987-07-28 The Goodyear Tire & Rubber Company Para-nitrodiphenylamine synthesis
US5117063A (en) 1991-06-21 1992-05-26 Monsanto Company Method of preparing 4-aminodiphenylamine
DE19600722A1 (en) * 1996-01-11 1997-07-17 Bayer Ag Process for the preparation of optionally substituted 4-aminodiphenylamines
TW451284B (en) 1996-10-15 2001-08-21 Semiconductor Energy Lab Semiconductor device and method of manufacturing the same
US5977411A (en) 1997-06-10 1999-11-02 Flexsys America L.P. Catalytic hydrogeneration of nitrobenzene to 4-aminodiphenylamine in the presence of a hydroxyl compound and a solvent
US6140538A (en) 1998-05-18 2000-10-31 Flexsys America L.P. Process for preparing 4-aminodiphenylamines
US6495723B1 (en) 2000-06-21 2002-12-17 Flexsys America Zeolite support loaded with a base material for use in the coupling of aniline and nitrobenzene
US6770189B2 (en) 2000-10-27 2004-08-03 Flexsys B.V. Process for improving the purity of quaternary ammonium hydroxides by electrolysis
DE10055221A1 (en) 2000-11-08 2002-05-29 Bayer Ag Preparation of 4-aminodiphenylamine involves hydrogenating nitrosobenzene with hydrogen in the presence of proton catalyst and hydrogenation catalyst
US6395933B1 (en) 2001-07-23 2002-05-28 Flexsys America, L.P. Process for preparing 4-aminodiphenylamine intermediates
US7183439B2 (en) 2002-12-10 2007-02-27 Flexsys America L.P. Process for preparing 4-aminodiphenylamine intermediates
WO2005003078A1 (en) 2003-07-04 2005-01-13 Shi, Guangqiang A process for preparing 4-aminodiphenylamine
PT1645555E (en) 2003-07-04 2011-11-28 Jiangsu Sinorgchem Tech Co Ltd A method for producing 4-aminodiphenylamine

Also Published As

Publication number Publication date
US20150045584A1 (en) 2015-02-12
WO2013132290A3 (en) 2015-08-06
WO2013132290A2 (en) 2013-09-12
US9708243B2 (en) 2017-07-18

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