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US5536892A
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Processes for the preparation of octafluoro-[2,2]paracyclophane
Assignee: Specialty Coating Systems Inc
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Filing: 1995-10-18
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Granted: 1996-07-16
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Expires: 2015-10-18
Abstract
Abstract A process for the preparation of octafluoro-[2,2]paracyclophane includes contacting a reactant selected from the group consisting of 1,4-bis (bromodifluoromethyl)benzene (dibromide), 1,4-bis (chlorodifluoromethyl)benzene (dichloride), and 1,4-bis (iododifluoromethyl)benzene (diiodide) with trimethylsilyltributyltin (TMSTBT) (a reducing agent) and fluoride ions in a refluxing solution of hexamethylphosphoramide (HMPA) or dimethylsulfoxide (DMSO) in tetrahydrofuran (THF) at conditions effective to promote a reaction product comprising octafluoro-[2,2]paracyclophane.
Inventors
- 👤 William R. Dolbier, Jr.
- 👤 Xiao X. Rong
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 06:01
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/26; C07C17/263; C07C17/269
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
43 words
A process for the preparation of octafluoro-[2,2]paracyclophane which comprises contacting a reactant selected from the group consisting of 1,4-bis (bromodifluoromethyl)benzene 1,4-bis(chlorodifluoromethyl)benzene and 1,4-bis(iododifluoromethyl)benzene with a reducing agent and fluoride ions at effective conditions to promote the formation of a reaction product comprising octafluoro-[2,2]paracyclophane.
Claim 2
Dependent Claim
43 words
A process for the preparation of octafluoro-[2,2]paracyclophane which comprises contacting a reactant selected from the group consisting of 1,4-bis (bromodifluoromethyl)benzene 1,4-bis(chlorodifluoromethyl)benzene and 1,4-bis(iododifluoromethyl)benzene with a reducing agent and fluoride ions at effective conditions to promote the formation of a reaction product comprising octafluoro-[2,2]paracyclophane.
Claim 3
Dependent Claim
13 words
The process of claim 1 wherein the effective conditions include an inert atmosphere.
Claim 4
Dependent Claim
11 words
The process of claim 1 wherein said reducing agent comprises trimethylsilyltributyltin.
Claim 5
Dependent Claim
25 words
The process of claim 3 wherein said effective conditions include contacting 1,4-bis(bromodifluoromethyl) benzene with trimethylsilyltributyltin and fluoride ions in a refluxing solution under reflux conditions.
Claim 6
Dependent Claim
15 words
The process of claim 4 wherein said refluxing solution comprises hexamethylphosphoramide in an organic solvent.
Claim 7
Dependent Claim
11 words
The process of claim 5 wherein said organic solvent comprises tetrahydrofuran.
Claim 8
Dependent Claim
16 words
The process of claim 6 wherein said refluxing conditions include a temperature of about 78° C.
Claim 9
Dependent Claim
15 words
The process of claim 4 wherein said refluxing solution comprises dimethylsulfoxide in an organic solvent.
Claim 10
Dependent Claim
11 words
The process of claim 8 wherein said organic solvent comprises tetrahydrofuran.
Claim 11
Dependent Claim
16 words
The process of claim 9 wherein said refluxing conditions include a temperature of about 78° C.
Claim 12
Dependent Claim
22 words
The process of claim 1 further comprising the step of recovering at least a portion of the octafluoro-[2,2]paracyclophane from the reaction product.
Claim 13
Dependent Claim
22 words
The process of claim 4 further comprising the step of recovering at least a portion of the octafluoro-[2,2]paracyclophane from the reaction product.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-07-16 | 2000-01-15 | 2000-07-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-07-16 | 2004-01-15 | 2004-07-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-07-16 | 2008-01-15 | 2008-07-16 | $7700.00 | Window Closed / Lapsed |