GB778253A - Process for the manufacture of -e-caprolactam - Google Patents

Process for the manufacture of -e-caprolactam

Info

Publication number
GB778253A
GB778253A GB3103/55A GB310355A GB778253A GB 778253 A GB778253 A GB 778253A GB 3103/55 A GB3103/55 A GB 3103/55A GB 310355 A GB310355 A GB 310355A GB 778253 A GB778253 A GB 778253A
Authority
GB
United Kingdom
Prior art keywords
adipic acid
diamide
caprolactam
catalyst
under pressure
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
Application number
GB3103/55A
Inventor
Johann Giesen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Inventa AG fuer Forschung und Patentverwertung
Original Assignee
Inventa AG fuer Forschung und Patentverwertung
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 Inventa AG fuer Forschung und Patentverwertung filed Critical Inventa AG fuer Forschung und Patentverwertung
Priority to GB3103/55A priority Critical patent/GB778253A/en
Publication of GB778253A publication Critical patent/GB778253A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
    • C07D201/02—Preparation of lactams
    • C07D201/08—Preparation of lactams from carboxylic acids or derivatives thereof, e.g. hydroxy carboxylic acids, lactones or nitriles
    • 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
    • C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D223/08—Oxygen atoms
    • C07D223/10—Oxygen atoms attached in position 2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Polyamides (AREA)

Abstract

e -Caprolactam is produced by treating adipic acid, adipic acid diamide or a diamide-forming derivative thereof in a liquid state with hydrogen in the presence of a hydrogenation catalyst at an elevated temperature not exceeding 220 DEG C. and under pressure, ammonia also being added when adipic acid or a diamide-forming derivative, such as the diacid chloride or a di-ester, is used as starting material. Suitable catalysts are those of the iron group. The reaction may be carried out continuously, and in the presence or absence of a solvent. In Examples (1) and (2), a suspension of adipic acid diamide in dioxan is heated in an autoclave with hydrogen under pressure in the presence of Raney nickel and e -caprolactam is isolated by distillation; (3) in a similar process, a Raney cobalt catalyst is used; (4) the diammonium salt of adipic acid is treated as in (1); (5) a process as in (1) using an iron catalyst; (6) adipic acid diethyl ester is dissolved in dioxane together with a Co-Ni-Al2O3 catalyst and liquid ammonia, and heated with hydrogen under pressure, caprolactam being recovered from the reaction mixture.
GB3103/55A 1955-02-02 1955-02-02 Process for the manufacture of -e-caprolactam Expired GB778253A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3103/55A GB778253A (en) 1955-02-02 1955-02-02 Process for the manufacture of -e-caprolactam

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3103/55A GB778253A (en) 1955-02-02 1955-02-02 Process for the manufacture of -e-caprolactam

Publications (1)

Publication Number Publication Date
GB778253A true GB778253A (en) 1957-07-03

Family

ID=9751989

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3103/55A Expired GB778253A (en) 1955-02-02 1955-02-02 Process for the manufacture of -e-caprolactam

Country Status (1)

Country Link
GB (1) GB778253A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011159555A1 (en) 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate or monoammonium adipate
WO2011159556A1 (en) 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate, monoammonium adipate and/or adipic acid
WO2011159564A1 (en) * 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for producing hexamethylenediamine (hmd), adiponitrile (adn), adipamide (adm) and derivatives thereof
WO2011159551A1 (en) * 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for the production of hydrogenated products and derivatives thereof
US8895779B2 (en) 2010-04-30 2014-11-25 Bioamber Inc. Processes for producing monoammonium adipate and conversion of monoammonium adipate to adipic acid
CN104169259A (en) * 2012-02-23 2014-11-26 莱诺维亚公司 Production of caprolactam from adipic acid

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8895779B2 (en) 2010-04-30 2014-11-25 Bioamber Inc. Processes for producing monoammonium adipate and conversion of monoammonium adipate to adipic acid
WO2011159555A1 (en) 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate or monoammonium adipate
WO2011159556A1 (en) 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate, monoammonium adipate and/or adipic acid
WO2011159564A1 (en) * 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for producing hexamethylenediamine (hmd), adiponitrile (adn), adipamide (adm) and derivatives thereof
WO2011159551A1 (en) * 2010-06-16 2011-12-22 Bioamber S.A.S. Processes for the production of hydrogenated products and derivatives thereof
CN102971298A (en) * 2010-06-16 2013-03-13 生物琥珀酸有限公司 Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate or monoammonium adipate
CN102985408A (en) * 2010-06-16 2013-03-20 生物琥珀酸有限公司 Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate, monoammonium adipate and/or adipic acid
CN103003245A (en) * 2010-06-16 2013-03-27 生物琥珀酸有限公司 Processes for the production of hydrogenated products and derivatives thereof
JP2013534819A (en) * 2010-06-16 2013-09-09 ビオアンブ，ソシエテ パ アクシオンス シンプリフィエ Method for producing caprolactam and its derivatives from fermentation medium containing diammonium adipate or monoammonium adipate
US8703900B2 (en) 2010-06-16 2014-04-22 Bioamber Inc. Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate, monoammonium adipate and/or adipic acid
US9115080B2 (en) 2010-06-16 2015-08-25 Olan S. Fruchey Processes for producing caprolactam and derivatives thereof from fermentation broths containing diammonium adipate or monoammonium adipate
CN104169259A (en) * 2012-02-23 2014-11-26 莱诺维亚公司 Production of caprolactam from adipic acid

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