GB778253A - Process for the manufacture of -e-caprolactam - Google Patents
Process for the manufacture of -e-caprolactamInfo
- 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
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.
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)
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 |
-
1955
- 1955-02-02 GB GB3103/55A patent/GB778253A/en not_active Expired
Cited By (12)
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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