GB883391A - Production of 2,2-bis(4-hydroxyphenyl) propane - Google Patents

Production of 2,2-bis(4-hydroxyphenyl) propane

Info

Publication number
GB883391A
GB883391A GB35365/59A GB3536559A GB883391A GB 883391 A GB883391 A GB 883391A GB 35365/59 A GB35365/59 A GB 35365/59A GB 3536559 A GB3536559 A GB 3536559A GB 883391 A GB883391 A GB 883391A
Authority
GB
United Kingdom
Prior art keywords
phenol
hydroxyphenyl
acetone
bis
propane
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
GB35365/59A
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.)
Union Carbide Corp
Original Assignee
Union Carbide Corp
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 Union Carbide Corp filed Critical Union Carbide Corp
Publication of GB883391A publication Critical patent/GB883391A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
    • C07C39/16—Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes
    • 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
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
    • 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

Abstract

A continuous process for the production of 2,2-bis-(4-hydroxyphenyl) propane by reacting acetone with phenol, the phenol being present in excess of the stoichiometric amount in the presence of a substantially insoluble cationexchanging resin as catalyst comprises contacting the phenol with acetone both containing not more than 2% by weight of water in a reaction zone in the presence of the cationexchange resin having at least two milliequivalents of acid per gram of dry resin at a temperature of from 30 DEG C. to 125 DEG C., separating the effluent from the reaction zone into two streams, one stream containing 2,2-bis (4-hydroxyphenyl) propane, 2,2-bis (4-hydroxyphenyl) propanephenol adduct, reaction byproducts and phenol and the other stream containing acetone, water and phenol, removing the reaction by-products from the first stream, recovering the 2,2-bis (4-hydroxyphenyl) propane and recycling reaction by-products, phenol and acetone to the reaction zone. The use of solvents such as pentane, cyclohexane and benzene is mentioned. Cation exchange resins specified include sulphonated styrene divinylbenzene copolymers, sulphonated cross-linked styrene polymers, phenol-formaldehyde- and benzene-formaldehyde-sulphonic acid resins. Ion exchange resins in the form of the sodium or other salt must be at least partially converted to the hydrogen form before use in the process, e.g. by washing with sulphuric acid solution. The resin may also be partially esterified with a mercapto alcohol before use in the process, e.g. mercapto ethanol. The effluent from the catalyst bed may be concentrated in a film evaporator preferably one with counter current vapour liquid flow where all the water and acetone and a portion of the phenol are removed overhead. Apparatus for carrying out the process is described with reference to a Figure (not shown). Examples are furnished.
GB35365/59A 1958-10-20 1959-10-19 Production of 2,2-bis(4-hydroxyphenyl) propane Expired GB883391A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US883391XA 1958-10-20 1958-10-20

Publications (1)

Publication Number Publication Date
GB883391A true GB883391A (en) 1961-11-29

Family

ID=22210782

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35365/59A Expired GB883391A (en) 1958-10-20 1959-10-19 Production of 2,2-bis(4-hydroxyphenyl) propane

Country Status (1)

Country Link
GB (1) GB883391A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2397384A1 (en) * 1977-07-11 1979-02-09 Shell Int Research CONTINUOUS PROCESS FOR THE PREPARATION OF BISPHENOLS
FR2397383A1 (en) * 1977-07-11 1979-02-09 Shell Int Research PREPARATION OF BISPHENOLS
US5302774A (en) * 1992-08-20 1994-04-12 Bayer Aktiengesellschaft Process for the production of bisphenols
DE102009023551A1 (en) 2009-05-30 2010-12-02 Bayer Materialscience Ag Regeneration of acidic ion exchangers

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2397384A1 (en) * 1977-07-11 1979-02-09 Shell Int Research CONTINUOUS PROCESS FOR THE PREPARATION OF BISPHENOLS
FR2397383A1 (en) * 1977-07-11 1979-02-09 Shell Int Research PREPARATION OF BISPHENOLS
US5302774A (en) * 1992-08-20 1994-04-12 Bayer Aktiengesellschaft Process for the production of bisphenols
DE102009023551A1 (en) 2009-05-30 2010-12-02 Bayer Materialscience Ag Regeneration of acidic ion exchangers
EP2263794A1 (en) 2009-05-30 2010-12-22 Bayer MaterialScience AG Regeneration of acid ion exchangers
US8410184B2 (en) 2009-05-30 2013-04-02 Bayer Materialscience Ag Regeneration of acidic ion exchangers

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