GB1013619A - Improved process for recovery of adipic acid precursors - Google Patents

Improved process for recovery of adipic acid precursors

Info

Publication number
GB1013619A
GB1013619A GB36397/63A GB3639763A GB1013619A GB 1013619 A GB1013619 A GB 1013619A GB 36397/63 A GB36397/63 A GB 36397/63A GB 3639763 A GB3639763 A GB 3639763A GB 1013619 A GB1013619 A GB 1013619A
Authority
GB
United Kingdom
Prior art keywords
adipic acid
phase
cyclohexane
oxidation
oil
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
GB36397/63A
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.)
Monsanto Co
Original Assignee
Monsanto Co
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 Monsanto Co filed Critical Monsanto Co
Publication of GB1013619A publication Critical patent/GB1013619A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/313Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/48Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/316Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

Landscapes

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

Abstract

In a process for the preparation of adipic acid by the oxidation of cyclohexane in the liquid phase with molecular oxygen to primary oxidation products comprising chiefly cyclohexanone and cyclohexanol, followed by oxidation of these products to adipic acid, the adipic acid precursor products are obtained by (a) injecting water into the effluent from a liquid phase cyclohexane oxidation step; (b) separating the resulting mixture into a first oil phase and first aqueous phase; (c) removing substantially all the unoxidized cyclohexane from the first oil phase; (d) subjecting the resulting substantially cyclohexane free oil phase to evaporating conditions in the top portion of a standard rectification column; (e) subjecting the first aqueous phase to evaporating conditions in the bottom portion of said rectification column for a sufficient time to cause substantially all the water from the first aqueous phase to go overhead in the distillate obtained from said distillation with substantially all of said cyclohexane free first oil phase; (f) separating the resulting distillate mixture into a second oil and second aqueous phase; and (g) recovering the distillate second oil phase and combining it with selectively precipitated adipic acid precursors from the bottoms of said distillation, whereby an adipic acid precursor oil is obtained for use as the oxidizable feed. The subsequent oxidation is by nitric acid at between 130-190 DEG C. and a pressure between 50 and 150 pounds per square inch. The top and bottom distillation ranges are between 80 DEG and 120 DEG C. and 100 DEG and 140 DEG C. respectively. Specifications 1,013,617 and 1,013,618 are referred to.
GB36397/63A 1962-09-18 1963-09-16 Improved process for recovery of adipic acid precursors Expired GB1013619A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US22443562A 1962-09-18 1962-09-18

Publications (1)

Publication Number Publication Date
GB1013619A true GB1013619A (en) 1965-12-15

Family

ID=22840667

Family Applications (1)

Application Number Title Priority Date Filing Date
GB36397/63A Expired GB1013619A (en) 1962-09-18 1963-09-16 Improved process for recovery of adipic acid precursors

Country Status (10)

Country Link
JP (1) JPS5019533B1 (en)
BE (1) BE637535A (en)
CH (1) CH426762A (en)
DE (1) DE1468280A1 (en)
DK (1) DK114764B (en)
GB (1) GB1013619A (en)
LU (1) LU44452A1 (en)
NL (1) NL298067A (en)
NO (1) NO116848B (en)
SE (1) SE312332B (en)

Also Published As

Publication number Publication date
BE637535A (en)
DK114764B (en) 1969-08-04
LU44452A1 (en) 1964-03-17
NL298067A (en)
SE312332B (en) 1969-07-14
DE1468280A1 (en) 1969-01-02
NO116848B (en) 1969-06-02
JPS5019533B1 (en) 1975-07-08
CH426762A (en) 1966-12-31

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