US4013728A
Expired / Lapsed
US
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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
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 04:00
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)
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 |