US4827054A
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Method for synthesizing 2,2-bis(4-fluorophenyl)-hexafluoropropane and method for using same to synthesize poly(arylethers) and poly (arylthioethers)
Assignee: Raytheon Co
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Filing: 1988-07-18
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Granted: 1989-05-02
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Expires: 2008-07-18
Abstract
Abstract Novel processes are provided for synthesizing 2,2-bis(4-fluorophenyl)hexafluoropropane and the use of this synthesized monomer in polymerization reactions to form poly(arylethers) and poly(arylthioethers). Synthesis of 2,2-bis(4-fluorophenyl)hexafluoropropane involves converting the commonly available compound Bisphenol AF to an amino-substituted form, followed by treatment with borofluoric acid and a nitrite, and then an aromatic solvent to obtain the monomer. The monomer can be mixed with either a dihydroxy diphenyl hexafluoropropane or a dimercapto diphenyl hexafluorpropane to cause a nucleophilic substitution reaction, thereby yielding the desired poly(arylether) or poly(arylthioether).
Inventors
- 👤 Kreisler S. Y. Lau
- 👤 Thomas K. Dougherty
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 07:37
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/02; C08G75/0204; C08G75/025; C08G75/0272; C07; C07C; C07C17/00; C07C17/093; C08G65/00; C08G65/34; C08G65/38; C08G65/40; C08G65/4006; C08G65/4093; C08G75/0227; C08G75/0236
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
86 words
A method of synthesizing 2,2-bis(4-fluorophenyl)hexafluoropropane comprising the steps of: (a) treating 2,2-bis(4-aminophenyl)hexafluoropropane with a sufficient amount of fluoride ion donor and a sufficient amount of a nitrite at a temperature within the range of about -5° C. to 10° C. to form a bis-diazonium salt; and (b) treating said bis-diazonium salt with a solvent selected from the group consisting of toluene and xylene at a temperature within the range of about 80° C. to 110° C. and for about 0.5 to 1.5 hours to form 2,2-bis(4-fluorophenyl)hexafluoropropane.
Claim 2
Independent Claim
86 words
A method of synthesizing 2,2-bis(4-fluorophenyl)hexafluoropropane comprising the steps of: (a) treating 2,2-bis(4-aminophenyl)hexafluoropropane with a sufficient amount of fluoride ion donor and a sufficient amount of a nitrite at a temperature within the range of about -5° C. to 10° C. to form a bis-diazonium salt; and (b) treating said bis-diazonium salt with a solvent selected from the group consisting of toluene and xylene at a temperature within the range of about 80° C. to 110° C. and for about 0.5 to 1.5 hours to form 2,2-bis(4-fluorophenyl)hexafluoropropane.
Claim 3
Dependent Claim
19 words
The method as set forth in claim 1 wherein said fluoride ion donor in step "a" is fluoroboric acid.
Claim 4
Dependent Claim
17 words
The method as set forth in claim 1 wherein said nitrite in step "a" is sodium nitrite.
Claim 5
Dependent Claim
17 words
The method as set forth in claim 1 wherein said aromatic solvent in step "b" is toluene.
Claim 6
Dependent Claim
19 words
The method as set forth in claim 1 including the further step of separating said 2,2-bis(4-fluorophenyl)hexafluoropropane from said solvent.
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) | 1992-05-01 | 1992-10-31 | 1993-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-05-01 | 1996-10-31 | 1997-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-05-01 | 2000-10-31 | 2001-05-02 | $7700.00 | Window Closed / Lapsed |