GB743740A - Recovery of phenols - Google Patents

Recovery of phenols

Info

Publication number
GB743740A
GB743740A GB18609/53A GB1860953A GB743740A GB 743740 A GB743740 A GB 743740A GB 18609/53 A GB18609/53 A GB 18609/53A GB 1860953 A GB1860953 A GB 1860953A GB 743740 A GB743740 A GB 743740A
Authority
GB
United Kingdom
Prior art keywords
procedure
resorcinol
distillate
treated
acid
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
GB18609/53A
Inventor
David Ian Hutchinson Jacobs
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
Priority to GB18609/53A priority Critical patent/GB743740A/en
Publication of GB743740A publication Critical patent/GB743740A/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
    • C07C37/08—Preparation 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
    • 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
    • C07C37/74—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by distillation

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

Resorcinol is manufactured by the process comprising the catalytic decomposition of a reaction mixture containing m-diisopropylbenzene dihydroperoxide together with small amounts of m-diisopropylbenzene monohydroperoxide and/or m-(2-hydroxy-2-propyl)-a ,a -dimethylbenzyl hydroperoxide followed by distillation of the decomposition reaction product in the presence of a high-boiling inert substance which is substantially inert to resorcinol and removal of resorcinol from the distillate, characterized in that the distillation residue is treated for the recovery of m-isopropyl- and m-isopropenylphenols and is subsequently recycled to the decomposition reactor or to the still. Suitable high-boiling inert substances are a gas oil fraction (boiling between 100 DEG and 200 DEG C. at 100 mm. Hg. pressure), triisopropylbenzene, methyl -, chloro -, and bromonaphthalenes, 1 : 2 : 4 - trichlorobenzene and chlorinated diphenyls. After crystallization of resorcinol from the distillate, the residue containing m-isopropyl - and/or m - isopropenylphenols is either (a) extracted with dilute aqueous alkali solution (e.g. sodium hydroxide); or (b) treated with an acid catalyst such as an acid clay or mineral acid to polymerize the m-isoproperylphenol. The alkaline extract from procedure (a) is treated with mineral acids or carbon dioxide to precipitate the mixture of phenols which is then fractionated. Meta-isopropylphenol may be separated, together with the inert substance, from the polymer of m-isopropenylphenol obtained by procedure (b) by distillation, and is separated from the distillate by procedure (a). Suitable acid clays for use in procedure (b) are acid activated montmorillonites, bentonites, fuller's earths, vermiculites, attapulgites, kaolinites and illites. In examples (1) and (2) the decomposition product from crude m-diisopropylbenzene dihydroperoxide is distilled with methylnaphthalene and then treated by procedures (a) and (b); (3) a mixture of m-diisopropylbenzene mono- and di-hydroperoxides is distilled with a chlorinated diphenyl, the distillate residue being extracted by procedure (a).
GB18609/53A 1953-07-04 1953-07-04 Recovery of phenols Expired GB743740A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB18609/53A GB743740A (en) 1953-07-04 1953-07-04 Recovery of phenols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB18609/53A GB743740A (en) 1953-07-04 1953-07-04 Recovery of phenols

Publications (1)

Publication Number Publication Date
GB743740A true GB743740A (en) 1956-01-25

Family

ID=10115381

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18609/53A Expired GB743740A (en) 1953-07-04 1953-07-04 Recovery of phenols

Country Status (1)

Country Link
GB (1) GB743740A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991005755A1 (en) * 1989-10-17 1991-05-02 Owafin Ag Process for manufacturing bisphenols
CN102329201A (en) * 2011-07-15 2012-01-25 利民化工股份有限公司 Method for refining 1,3-cyclohexanedione crude product prepared by adopting m-dihydroxybenzene through hydrogenation
CN112850978A (en) * 2021-01-19 2021-05-28 青岛科技大学 Extraction and electrolysis integration-based treatment method for wastewater in coal tar production

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991005755A1 (en) * 1989-10-17 1991-05-02 Owafin Ag Process for manufacturing bisphenols
CN102329201A (en) * 2011-07-15 2012-01-25 利民化工股份有限公司 Method for refining 1,3-cyclohexanedione crude product prepared by adopting m-dihydroxybenzene through hydrogenation
CN102329201B (en) * 2011-07-15 2013-11-27 利民化工股份有限公司 Method for refining 1,3-cyclohexanedione crude product prepared by adopting m-dihydroxybenzene through hydrogenation
CN112850978A (en) * 2021-01-19 2021-05-28 青岛科技大学 Extraction and electrolysis integration-based treatment method for wastewater in coal tar production

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