GB981707A - Recovery of oxidation products - Google Patents

Recovery of oxidation products

Info

Publication number
GB981707A
GB981707A GB4897563A GB4897563A GB981707A GB 981707 A GB981707 A GB 981707A GB 4897563 A GB4897563 A GB 4897563A GB 4897563 A GB4897563 A GB 4897563A GB 981707 A GB981707 A GB 981707A
Authority
GB
United Kingdom
Prior art keywords
organic phase
alkali
dihydroperoxide
washing
carbon dioxide
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
GB4897563A
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.)
Distillers Co Yeast Ltd
Distillers Co Ltd
Original Assignee
Distillers Co Yeast Ltd
Distillers Co 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 Distillers Co Yeast Ltd, Distillers Co Ltd filed Critical Distillers Co Yeast Ltd
Publication of GB981707A publication Critical patent/GB981707A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00Peroxy compounds
    • C07C409/02Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
    • C07C409/04Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom being acyclic
    • C07C409/08Compounds containing six-membered aromatic rings
    • C07C409/12Compounds containing six-membered aromatic rings with two alpha,alpha-dialkylmethyl hydroperoxy groups bound to carbon atoms of the same six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/08Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by decomposition of hydroperoxides, e.g. cumene hydroperoxide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00Preparation of peroxy compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00Preparation of peroxy compounds
    • C07C407/003Separation; Purification; Stabilisation; Use of additives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Dihydroperoxides are made by oxidation of dialkyl aromatic hydrocarbons of the formula <FORM:0981707/C2/1> wherein Ar is an arylene group and R1, R2, R3 and R4 are alkyl groups, by contacting the dialkyl aromatic hydrocarbon with molecular oxygen, subjecting the oxidate which contains the monohydroperoxide and dihydroperoxide of the dialkyl aromatic hydrocarbon to extraction with an aqueous solution of an alkali metal hydroxide to remove the dihydroperoxide, treating the resultant organic phase which is substantially free from dihydroperoxide with gaseous carbon dioxide, washing the so treated organic phase with water, and recycling the washed organic phase to the oxidation stage. Preferred hydrocarbons are m- and p-diisopropylbenzenes. The oxidation is preferably effected at a pH within the range from 3 to 7 using molecular oxygen either alone or diluted with nitrogen at temperatures in the range from 50 DEG to 150 DEG C. The alkali may be sodium hydroxide or potassium hydroxide preferable in an aqueous solu containing 1 to 12% by weight of alkali metal hydroxide. The treatment of the organic phase with carbon dioxide may be carried out at temperatures ranging from 15 DEG to 80 DEG C. at least sufficient CO2 being employed to neutralize the alkali content. The gas may be introduced through suitable distribution apparatus and preferably the organic phase and carbon dioxide are passed in countercurrent flow through a packed column. The treated organic phase is washed with water to remove salts, the washing being effected after, or simultaneously with, the CO2 treatment. Thus the water may be fed in with the organic phase at the top of a scrubbing column wherein CO2 passes in countercurrent flow. The separation of the phases after the alkali extraction, and the separation of the aqueous salt solution from the organic phase after washing, may be effected by centrifuging. Detailed examples are given and the effect of neutralizing the organic phase with CO2 is compared with neutralization using sodium sulphate containing sulphuric acid or buffered sodium phosphate solution.
GB4897563A 1962-12-17 1963-12-11 Recovery of oxidation products Expired GB981707A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1962SC032485 DE1237118B (en) 1962-12-17 1962-12-17 Process for carrying out the known oxidation of di-tert-alkyl aromatic hydrocarbons in the liquid state and in circulation with oxygen or oxygen-containing gases at elevated temperature to give aryl-di-tert-alkyl dihydroperoxides

Publications (1)

Publication Number Publication Date
GB981707A true GB981707A (en) 1965-01-27

Family

ID=7432459

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4897563A Expired GB981707A (en) 1962-12-17 1963-12-11 Recovery of oxidation products

Country Status (6)

Country Link
AT (1) AT247307B (en)
DE (1) DE1237118B (en)
DK (1) DK128604B (en)
GB (1) GB981707A (en)
LU (1) LU45041A1 (en)
NL (1) NL301578A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0105019A2 (en) * 1982-09-29 1984-04-04 The Goodyear Tire & Rubber Company Dihydric phenol recovery process
CN113135819A (en) * 2021-04-29 2021-07-20 北京工业大学 Method for improving yield of resorcinol prepared by m-diisopropylbenzene oxidation

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5741466B2 (en) * 1973-10-29 1982-09-03
US4935551A (en) * 1987-12-22 1990-06-19 Indspec Chemical Corporation Hydroperoxidation of diisopropylbenzene

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1102740B (en) * 1959-07-13 1961-03-23 Phenolchemie Ges Mit Beschraen Process for the production of hydroperoxides from the oxidation products of dialkylated aromatic hydrocarbons

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0105019A2 (en) * 1982-09-29 1984-04-04 The Goodyear Tire & Rubber Company Dihydric phenol recovery process
EP0105019A3 (en) * 1982-09-29 1985-10-30 The Goodyear Tire & Rubber Company Dihydric phenol recovery process
CN113135819A (en) * 2021-04-29 2021-07-20 北京工业大学 Method for improving yield of resorcinol prepared by m-diisopropylbenzene oxidation

Also Published As

Publication number Publication date
NL301578A (en)
AT247307B (en) 1966-06-10
DK128604B (en) 1974-06-04
DE1237118B (en) 1967-03-23
LU45041A1 (en) 1964-02-17

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