US4598161A
Expired / Lapsed
US
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Tris(dialkylamino)sulfonium bifluoride catalysts
Assignee: EIDP Inc
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Filing: 1983-04-04
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Granted: 1986-07-01
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Expires: 2003-04-04
Abstract
Abstract Tris(dialkylamino)sulfonium bifluoride salts are obtained by hydrolysis, methanolysis, or pyrolysis of corresponding tris(dialkylamino)sulfonium difluorotrimethylsilicates, reaction of dialkylaminotrialkylsilanes with sulfur tetrafluoride, or reaction of bis(dialkylamino)sulfur difluorides with dialkylamines. These bifluoride salts, which have the general formula (R 1 R 2 N)(R 3 R 4 N)(R 5 R 6 N)S.sup.⊕ HF 2 .sup.⊖, are useful polymerization catalysts.
Inventors
- 👤 William B. Farnham
- 👤 William J. Middleton
- 👤 Dotsevi Y. Sogah
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 05:13
CPC Classifications
C; C08; C08F; C08F4/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
82 words
A compound of the formula (R.sup.1 R.sup.2 N)(R.sup.3 R.sup.4 N)(R.sup.5 R.sup.6 N)S.sup.+ HF.sub.2.sup.- wherein the R groups individually are alkyl groups of one to twenty carbon atoms, each alkyl group having at least 2 alpha-hydrogen atoms, or R 1 and R 2 , R 3 and R 4 , and R 5 and R 6 , taken as individual pairs, can be --CH 2 -- 4 or --CH 2 -- 2 CHY--CH 2 -- 2 , where Y is hydrogen or methyl.
Claim 2
Dependent Claim
82 words
A compound of the formula (R.sup.1 R.sup.2 N)(R.sup.3 R.sup.4 N)(R.sup.5 R.sup.6 N)S.sup.+ HF.sub.2.sup.- wherein the R groups individually are alkyl groups of one to twenty carbon atoms, each alkyl group having at least 2 alpha-hydrogen atoms, or R 1 and R 2 , R 3 and R 4 , and R 5 and R 6 , taken as individual pairs, can be --CH 2 -- 4 or --CH 2 -- 2 CHY--CH 2 -- 2 , where Y is hydrogen or methyl.
Claim 3
Dependent Claim
15 words
A compound according to claim 1 wherein each R group is either methyl or ethyl.
Claim 4
Dependent Claim
13 words
A compound according to claim 2 wherein all the R groups are methyl.
Claim 5
Dependent Claim
13 words
A compound according to claim 2 wherein all the R groups are ethyl.
Claim 6
Dependent Claim
80 words
A process for preparing a compound of claim 1, comprising contacting a silicate of formula (R 1 R 2 N)(R 3 R 4 N)(R 5 R 6 N)S + (CH 3 ) 3 SiF 2 - with water, in a molar ratio of water to silicate of at least 0.5, at a temperature from about 10° C. to about 80° C., in the presence of a suitable solvent, where R 1 through R 6 are defined as in claim 1.
Claim 7
Dependent Claim
25 words
A process according to claim 5 wherein the solvent is selected from the group consisting of acetonitrile, benzonitrile, tetrahydrofuran, diethylether, pentane, hexane, toluene and xylenes.
Claim 8
Dependent Claim
23 words
A process according to claim 6 wherein the solvent is acetonitrile, and the temperature is from about 20° C. to about 40° C.
Claim 9
Dependent Claim
13 words
A process according to claim 5 wherein the water is enriched with deuterium.
Claim 10
Dependent Claim
72 words
A process for preparing a compound of claim 1, comprising contacting a silicate of formula (R 1 R 2 N)(R 3 R 4 N)(R 5 R 6 N)S + (CH 3 ) 3 SiF 2 - with a molar excess of methanol at a temperature of about 64°-70° C. for a period from about 5 minutes to about 5 hours, where R 1 through R 6 are defined as in claim 1.
Claim 11
Dependent Claim
59 words
A process for preparing a compound of claim 1 comprising heating a compound of formula (R 1 R 2 N)(R 3 R 4 N)(R 5 R 6 N)S + (CH 3 ) 3 SiF 2 - to a temperature from about 60° C. to about 200° C., where R 1 through R 6 are defined as in claim 1.
Claim 12
Dependent Claim
33 words
A process of claim 10 wherein heating is conducted at a pressure of from about 0.013 kPa to about 2.7 kPa and at a temperature from about 85° C. to about 120° C.
Claim 13
Dependent Claim
128 words
A process for preparing a compound of claim 1 comprising contacting one or more dialkylaminotrialkylsilanes selected from the group consisting of the compounds (R 1 R 2 N)SiR 3 , (R 3 R 4 N)SiR 3 , and (R 5 R 6 N)SiR 3 , wherein R is an alkyl group of from 2 to 6 carbon atoms, with SF 4 in a molar ratio of dialkylaminotrialkylsilanes to SF 4 of about 2.5 to about 6, in a suitable solvent and at a temperature from about -100° C. to about 0° C., and agitating the resulting mixture at a temperature from about 0° C. to about 50° C. for about 3 hours to about 2 weeks, where R 1 through R 6 are defined as in claim 1.
Claim 14
Dependent Claim
26 words
A process of claim 12 wherein the solvent is diethyl ether, R is ethyl, and the molar ratio of dialkylaminotrialkylsilanes to SF 4 is about 3.
Claim 15
Dependent Claim
91 words
A process for preparing a compound of claim 1 comprising contacting approximately equimolar amounts of a compound of formula (R 1 R 2 N)(R 3 R 4 N)SF 2 with a compound of formula R 5 R 6 NH in a suitable solvent, at a temperature from about -30° C. to about 10° C., and stirring the resulting mixture at a temperature of from about 10° C. to about 50° C. for a period of at least 6 hours, where R 1 through R 6 are defined as in claim 1.
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) | 1989-06-30 | 1989-12-30 | 1990-07-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-06-30 | 1993-12-30 | 1994-07-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-06-30 | 1997-12-30 | 1998-07-01 | $7700.00 | Window Closed / Lapsed |