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US4013728A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for halogenating a bisphenol

Assignee: Ethyl Corp
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Filing: 1976-04-05
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Granted: 1977-03-22
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Expires: 1996-04-05
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Abstract

Abstract Halogenated bisphenols, such as 4,4'-isopropylidene-bis(2,6-dibromophenol), can be produced in high purity and high yield by brominating in 75-95 weight per cent aqueous acetic acid, and subsequently heating the reaction mass at 80° - 120° C. for 5-60 minutes. The resultant mixture can be neutralized prior to separating desired product from the reaction mixture.

Inventors

  • 👤 David R. Brackenridge

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 04:15
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/62

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 106 words
Process for producing an alkylidene bis(dibromophenol), said process comprising a bromination step and a post-heating step; said bromination step comprising reacting bromine and an alkylidene bisphenol having the formula ##STR3## wherein R and R 1 are independently selected from the class consisting of hydrogen and alkyl groups of from 1 to about 3 carbons, in a water-acetic acid mixture, the concentration of acetic acid being from about 75 to about 95 weight percent; and said post-heating step comprising subsequently heating the thereby-produced reaction mixture at a temperature of from about 80° to about 120° C. for a period of from about 5 to about 60 minutes.
Claim 2
Dependent Claim 106 words
Process for producing an alkylidene bis(dibromophenol), said process comprising a bromination step and a post-heating step; said bromination step comprising reacting bromine and an alkylidene bisphenol having the formula ##STR3## wherein R and R 1 are independently selected from the class consisting of hydrogen and alkyl groups of from 1 to about 3 carbons, in a water-acetic acid mixture, the concentration of acetic acid being from about 75 to about 95 weight percent; and said post-heating step comprising subsequently heating the thereby-produced reaction mixture at a temperature of from about 80° to about 120° C. for a period of from about 5 to about 60 minutes.
Claim 3
Dependent Claim 10 words
Process of claim 1 wherein alkylidene bisphenol is 4,4'-isopropylidene bis(phenol).
Claim 4
Dependent Claim 28 words
Process of claim 2 wherein reaction of said alkylidene bisphenol and bromine is conducted at a temperature within the range of from about 0° to about 30° C.
Claim 5
Dependent Claim 16 words
Process of claim 3 wherein said post-heating step is conducted at about 80° - 120° C.
Claim 6
Dependent Claim 18 words
Process of claim 4 wherein said post-heating step is conducted for from about 5 to about 60 minutes.
Claim 7
Dependent Claim 37 words
A process of claim 1 being further characterized by a neutralization step conducted subsequent to said post-heating step, said neutralization step comprising neutralizing with alkaline substance at least a portion of acid in the heat treated mixture.
Claim 8
Dependent Claim 21 words
A process of claim 6 wherein said alkaline substance is selected from the class consisting of sodium hydroxide and sodium carbonate.
Claim 9
Dependent Claim 12 words
A process of claim 7 wherein said alkaline substance is sodium carbonate.
Claim 10
Dependent Claim 12 words
A process of claim 7 wherein said alkaline substance is sodium hydroxide.
Claim 11
Dependent Claim 25 words
A process of claim 6 wherein the amount of alkaline substance is substantially equal to the amount of HBr present in the post-heated reaction mixture.
Claim 12
Dependent Claim 121 words
A process for producing tetrabromobisphenol-A, said process comprising a. brominating bisphenol-A at 20°-30° C. in aqueous acetic acid reaction medium, the concentration of acetic acid in the acetic acid-water mixture being from about 80 to about 90 weight percent, then b. over a period of about 30 to about 60 minutes, raising the temperature to a post-heating temperature of from about 110°-110° C. and maintaining said post-heating temperature for from about 20 to about 30 minutes, c. subsequently adding an amount of alkaline substance equal to that required to neutralize the HBr present in the heated reaction mixture, said alkaline substance being selected from sodium hydroxide and sodium carbonate, and d. separating the thus-purified tetrabromobisphenol-A, from the alkaline substance-treated reaction mixture.
Claim 13
Dependent Claim 121 words
A process for producing tetrabromobisphenol-A, said process comprising a. brominating bisphenol-A at 20°-30° C. in aqueous acetic acid reaction medium, the concentration of acetic acid in the acetic acid-water mixture being from about 80 to about 90 weight percent, then b. over a period of about 30 to about 60 minutes, raising the temperature to a post-heating temperature of from about 110°-110° C. and maintaining said post-heating temperature for from about 20 to about 30 minutes, c. subsequently adding an amount of alkaline substance equal to that required to neutralize the HBr present in the heated reaction mixture, said alkaline substance being selected from sodium hydroxide and sodium carbonate, and d. separating the thus-purified tetrabromobisphenol-A, from the alkaline substance-treated reaction mixture.

References Cited (Backward Citations)

GB614235A Cited
DE1129957B Cited
US3234289A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-03-21 1980-09-20 1981-03-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-03-21 1984-09-20 1985-03-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-03-21 1988-09-20 1989-03-22 $7700.00 Window Closed / Lapsed

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