GB986931A - Production of phenol - Google Patents

Production of phenol

Info

Publication number
GB986931A
GB986931A GB24516/61A GB2451661A GB986931A GB 986931 A GB986931 A GB 986931A GB 24516/61 A GB24516/61 A GB 24516/61A GB 2451661 A GB2451661 A GB 2451661A GB 986931 A GB986931 A GB 986931A
Authority
GB
United Kingdom
Prior art keywords
phenol
cyclohexane
range
fraction
temperature
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
GB24516/61A
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.)
Halcon International Inc
Original Assignee
Halcon International Inc
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 Halcon International Inc filed Critical Halcon International Inc
Publication of GB986931A publication Critical patent/GB986931A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/48—Preparation 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
    • C07C29/50—Preparation 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
    • 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
    • C07C37/06—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
    • 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
    • C07C37/06—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
    • C07C37/07—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation with simultaneous reduction of C=O group in that ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Abstract

Phenol is produced from an oxygenated cyclohexane fraction which contains cyclohexanone and/or cyclohexanol and also contains a (non-phenolic) impurity which boils at about the same temperature as phenol, by vaporizing said fraction and diluting it with hydrogen in an amount in the range of 1 to 15 mols. of hydrogen per mol. of total cyclohexanone and cyclohexanol therein, and contacting the resulting mixture with a dehydrogenation catalyst, such as platinum-on-carbon, at a temperature in the range of 250 degrees to 425 degrees at a liquid hourly space velocity in the range of 0.3 to 2.5 per hour, and recovering phenol product as a distillate free from impurity. The charge stock is suitably a fraction boiling in the range of 54 DEG to 94 DEG C. at 23 mm. Hg, and the reaction temperature preferably 375-385 DEG C., and liquid hourly space velocity 0.7 per hour. Phenol having a freezing point of at least 40.0 DEG C. may be recovered by fractionating the reaction product under reduced pressure conditions such that the highest temperature is not over 150 DEG C. The initial fraction may be obtained by air oxidation of cyclohexane at 125-180 DEG C., preferably 130 DEG C. in the presence of cobalt naphthenate until 10% of the cyclohexane is oxidized. After removal of unreacted cyclohexane the mixture is vacuum distilled to obtain the desired cut. Specifications 929,680, 939,613 and 986,932 are referred to.
GB24516/61A 1960-07-06 1961-07-06 Production of phenol Expired GB986931A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US4103060A 1960-07-06 1960-07-06

Publications (1)

Publication Number Publication Date
GB986931A true GB986931A (en) 1965-03-24

Family

ID=21914338

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24516/61A Expired GB986931A (en) 1960-07-06 1961-07-06 Production of phenol

Country Status (3)

Country Link
BE (1) BE605656A (en)
ES (1) ES268796A1 (en)
GB (1) GB986931A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009134514A1 (en) * 2008-05-01 2009-11-05 Exxonmobil Chemical Patents Inc. Process for producing cyclohexanone
US8222459B2 (en) 1997-06-13 2012-07-17 Exxonmobil Chemical Patents Inc. Process for producing cyclohexanone
US8487140B2 (en) 2008-08-29 2013-07-16 Exxonmobil Chemical Patents Inc. Process for producing phenol
US9061270B2 (en) 2010-02-05 2015-06-23 Exxonmobil Chemical Patents Inc. Cyclohexanone dehydrogenation catalyst and process
US9242227B2 (en) 2010-02-05 2016-01-26 Exxonmobil Chemical Patents Inc. Dehydrogenation catalyst and process
US9249077B2 (en) 2009-07-14 2016-02-02 Exxonmobil Chemical Patents Inc. Dehydrogenation process

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8222459B2 (en) 1997-06-13 2012-07-17 Exxonmobil Chemical Patents Inc. Process for producing cyclohexanone
WO2009134514A1 (en) * 2008-05-01 2009-11-05 Exxonmobil Chemical Patents Inc. Process for producing cyclohexanone
US8487140B2 (en) 2008-08-29 2013-07-16 Exxonmobil Chemical Patents Inc. Process for producing phenol
US9249077B2 (en) 2009-07-14 2016-02-02 Exxonmobil Chemical Patents Inc. Dehydrogenation process
US9061270B2 (en) 2010-02-05 2015-06-23 Exxonmobil Chemical Patents Inc. Cyclohexanone dehydrogenation catalyst and process
US9242227B2 (en) 2010-02-05 2016-01-26 Exxonmobil Chemical Patents Inc. Dehydrogenation catalyst and process

Also Published As

Publication number Publication date
ES268796A1 (en) 1961-12-16
BE605656A (en) 1961-11-03

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