GB1096345A - Process for the production of adipic acids - Google Patents

Process for the production of adipic acids

Info

Publication number
GB1096345A
GB1096345A GB1347565A GB1347565A GB1096345A GB 1096345 A GB1096345 A GB 1096345A GB 1347565 A GB1347565 A GB 1347565A GB 1347565 A GB1347565 A GB 1347565A GB 1096345 A GB1096345 A GB 1096345A
Authority
GB
United Kingdom
Prior art keywords
acid
adipic
polyester
adipic acids
caprolactone
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
GB1347565A
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.)
Societe dElectro Chimie dElectro Metallurgie et des Acieries Electriques Dugine SA SECEMAU
Original Assignee
Societe dElectro Chimie dElectro Metallurgie et des Acieries Electriques Dugine SA SECEMAU
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 Societe dElectro Chimie dElectro Metallurgie et des Acieries Electriques Dugine SA SECEMAU filed Critical Societe dElectro Chimie dElectro Metallurgie et des Acieries Electriques Dugine SA SECEMAU
Publication of GB1096345A publication Critical patent/GB1096345A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/285—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with peroxy-compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/316—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with oxides of nitrogen or nitrogen-containing mineral acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
    • C08G63/08—Lactones or lactides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Adipic acids are made by oxidizing <FORM:1096345/C2/1> wherein R is hydrogen or an alkyl or cycloalkyl group with an organic percarboxylic acid or hydrogen peroxide in formic acid to yield derivatives of e -hydroxycaproic acid, e.g. e -caprolactone, e -formyloxy-caproic acid or a polyester of hydroxycaproic acid, and in a second stage oxidizing said derivatives to adipic acids with nitric acid having a concentration of 30-80% by wt. If the initial oxidation product contains a substantial amount of e -formyloxycaproic acid, it is preferred to recover the formic acid therefrom by converting the acyloxy compound to a polyester of e -hydroxy caproic acid by heating in the presence of 0.1-5% by wt. of a strong acid known as an esterification catalyst. Any caprolactone present in the initial product may be removed prior to this conversion. It is preferred to effect the nitric acid oxidation step at 30-100 DEG C. Examples relate to the preparation of adipic acid and trimethyl adipic acid.
GB1347565A 1964-04-01 1965-03-30 Process for the production of adipic acids Expired GB1096345A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR969374A FR1400437A (en) 1964-04-01 1964-04-01 Manufacturing process of adipic acids

Publications (1)

Publication Number Publication Date
GB1096345A true GB1096345A (en) 1967-12-29

Family

ID=8826794

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1347565A Expired GB1096345A (en) 1964-04-01 1965-03-30 Process for the production of adipic acids

Country Status (6)

Country Link
BE (1) BE660920A (en)
DE (1) DE1238001B (en)
FR (1) FR1400437A (en)
GB (1) GB1096345A (en)
LU (1) LU48303A1 (en)
NL (1) NL144579B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105272840A (en) * 2014-06-28 2016-01-27 宋雪梅 Method for preparing adipic acid with cyclohexanone
CN115057998A (en) * 2022-07-07 2022-09-16 武汉理工大学 Method for joint production of epsilon-caprolactone and poly (butylene succinate)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2724651B1 (en) * 1994-09-16 1996-12-20 Rhone Poulenc Chimie PROCESS FOR THE PREPARATION OF MONO- AND DICARBOXYLIC ACIDS FROM UNSATURATED FATTY ACIDS AND / OR DERIVATIVES THEREOF

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105272840A (en) * 2014-06-28 2016-01-27 宋雪梅 Method for preparing adipic acid with cyclohexanone
CN115057998A (en) * 2022-07-07 2022-09-16 武汉理工大学 Method for joint production of epsilon-caprolactone and poly (butylene succinate)
CN115057998B (en) * 2022-07-07 2023-07-25 武汉理工大学 Method for jointly producing epsilon-caprolactone and polybutylene succinate

Also Published As

Publication number Publication date
NL6503814A (en) 1965-10-04
LU48303A1 (en) 1965-06-01
DE1238001B (en) 1967-04-06
NL144579B (en) 1975-01-15
FR1400437A (en) 1965-05-28
BE660920A (en) 1965-07-01

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