GB582057A - Improvements in and relating to the separation of phenols - Google Patents

Improvements in and relating to the separation of phenols

Info

Publication number
GB582057A
GB582057A GB1162544A GB1162544A GB582057A GB 582057 A GB582057 A GB 582057A GB 1162544 A GB1162544 A GB 1162544A GB 1162544 A GB1162544 A GB 1162544A GB 582057 A GB582057 A GB 582057A
Authority
GB
United Kingdom
Prior art keywords
mixture
dimethyl
phenol
per cent
tertiary butyl
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
GB1162544A
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.)
HORACE ANDREW BASTERFIELD
Imperial Chemical Industries Ltd
Original Assignee
HORACE ANDREW BASTERFIELD
Imperial Chemical Industries 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 HORACE ANDREW BASTERFIELD, Imperial Chemical Industries Ltd filed Critical HORACE ANDREW BASTERFIELD
Priority to GB1162544A priority Critical patent/GB582057A/en
Publication of GB582057A publication Critical patent/GB582057A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/86—Purification; separation; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
    • C07C37/72—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment

Landscapes

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

Abstract

2 : 4-Dimethyl, 6-tertiary butyl phenol is separated from mixtures containing it and 2 : 5-dimethyl, 4-tertiary butyl phenol by treating the mixture with an aqueous solution of an alkali metal and separating the insoluble 2 : 4-dimethyl, 6-tertiary butyl phenol from the aqueous layer. The mixture may be obtained by butylating a mixture of 2 : 4-dimethyl phenol and 2 : 5-dimethyl phenol, e.g. by isobutene in the presence of sulphuric acid or phosphoric acid; and advantageously, the butylation is effected to an extent not substantially greater than that at which the percentage by weight of the total reaction product which is insoluble in the aqueous solution of a hydroxide of an alkali metal, is at a maximum, as determined by sampling of the mixture being butylated. The 2 : 4-dimethyl, 6-tertiary butyl phenol after separation may be debutylated by known means, e.g. by heating it with a small quantity of sulphuric acid or of an aromatic sulphonic acid at a temperature of 200 DEG C. or higher. In an example, a mixture of 2 : 4-dimethyl phenol and 2 : 5-dimethyl phenol is treated with a gaseous mixture containing 12 per cent isobutene, 4 per cent n-butenes and 84 per cent butane, the mixture being obtained by the dehydrogenation of a mixture of butanes. The temperature and degree of butylation are 55 DEG C. and 65 per cent respectively. The butylated mixture is treated with 10 per cent aqueous caustic soda solution, the insoluble oily layer is separated and steam-distilled to yield 2 : 4-dimethyl, 6-butyl phenol.
GB1162544A 1944-06-19 1944-06-19 Improvements in and relating to the separation of phenols Expired GB582057A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1162544A GB582057A (en) 1944-06-19 1944-06-19 Improvements in and relating to the separation of phenols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1162544A GB582057A (en) 1944-06-19 1944-06-19 Improvements in and relating to the separation of phenols

Publications (1)

Publication Number Publication Date
GB582057A true GB582057A (en) 1946-11-04

Family

ID=9989713

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1162544A Expired GB582057A (en) 1944-06-19 1944-06-19 Improvements in and relating to the separation of phenols

Country Status (1)

Country Link
GB (1) GB582057A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113975A (en) * 1976-01-21 1978-09-12 Bayer Aktiengesellschaft Process for purifying alkylphenolz
US4228311A (en) * 1979-06-08 1980-10-14 Conoco, Inc. Selective dealkylation of 4-tertiary-alkyl-2,5-xylenol
US4247719A (en) * 1979-07-05 1981-01-27 Conoco, Inc. Process for obtaining 2,5-xylenol from a 2,4-/2,5-xylenol mixture
US4249026A (en) * 1979-11-26 1981-02-03 Conoco, Inc. Separating 2,5-xylenol from a mixture of 2,5-xylenol and 2,4-xylenol
US4292450A (en) * 1979-11-26 1981-09-29 Conoco, Inc. Selective alkylation of 2,5-xylenol in the presence of 2,4-xylenol

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113975A (en) * 1976-01-21 1978-09-12 Bayer Aktiengesellschaft Process for purifying alkylphenolz
US4228311A (en) * 1979-06-08 1980-10-14 Conoco, Inc. Selective dealkylation of 4-tertiary-alkyl-2,5-xylenol
US4247719A (en) * 1979-07-05 1981-01-27 Conoco, Inc. Process for obtaining 2,5-xylenol from a 2,4-/2,5-xylenol mixture
US4249026A (en) * 1979-11-26 1981-02-03 Conoco, Inc. Separating 2,5-xylenol from a mixture of 2,5-xylenol and 2,4-xylenol
US4292450A (en) * 1979-11-26 1981-09-29 Conoco, Inc. Selective alkylation of 2,5-xylenol in the presence of 2,4-xylenol

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