US3940402A
Expired / Lapsed
US
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Tris(substituted amino) sulfonium salts
Assignee: EIDP Inc
•
Filing: 1974-09-19
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Granted: 1976-02-24
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Expires: 1994-09-19
Abstract
Abstract Trisaminosulfonium salts of the formula (R 1 R 2 N)(R 3 R 4 N)(R 5 R 6 N)S + X - wherein the R groups are alkyl of 1-20 carbons and each alkyl has at least 2 alpha hydrogens and X is selected from the group (CH 3 ) 3 SiF 2 , Cl, Br, I, CN, NCO, NCS NO 2 and N 3 , are soluble in organic liquids. They are useful as polymerization catalysts and as reagents to replace other atoms or groups in organic compounds with F, Cl, Br, I, CN, NCO, NCS, NO 2 or N 3 .
Inventors
- 👤 William Joseph Middleton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 15:28
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/22; C07D295/26; C07C; C07C17/00; C07C17/093; C07C17/20; C07C17/202; C07C203/00; C07C251/00; C07C255/00; C07C331/00; C07C331/02; C07C331/04; C07C381/00; C07C381/12; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/12; C08; C08G; C08G75/00; C08G75/02
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
116 words
An anhydrous 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.+X.sup.- wherein the R groups individually are alkyl of up to 20 carbon atoms each alkyl having at least 2 alpha-hydrogen atoms, with the proviso that any or all of the pairs R 1 and R 2 , R 3 and R 4 and R 5 and R 6 taken together with the nitrogen atom to which they are attached from a pyrrolidino or piperidino ring, any substituents being alkyl of up to 8 carbon atoms, and X is selected from the group consisting of (CH 3 ) 3 SiF 2 , Cl, Br, I, CN, NCO, NCS, NO 2 and N 3 .
Claim 2
Dependent Claim
116 words
An anhydrous 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.+X.sup.- wherein the R groups individually are alkyl of up to 20 carbon atoms each alkyl having at least 2 alpha-hydrogen atoms, with the proviso that any or all of the pairs R 1 and R 2 , R 3 and R 4 and R 5 and R 6 taken together with the nitrogen atom to which they are attached from a pyrrolidino or piperidino ring, any substituents being alkyl of up to 8 carbon atoms, and X is selected from the group consisting of (CH 3 ) 3 SiF 2 , Cl, Br, I, CN, NCO, NCS, NO 2 and N 3 .
Claim 3
Dependent Claim
15 words
A compound of claim 1 wherein X is (CH 3 ) 3 SiF 2 .
Claim 4
Dependent Claim
9 words
A compound of claim 1 wherein X is Cl.
Claim 5
Dependent Claim
9 words
A compound of claim 1 wherein X is Br.
Claim 6
Dependent Claim
9 words
A compound of claim 1 wherein X is I.
Claim 7
Dependent Claim
9 words
A compound of claim 1 wherein X is CN.
Claim 8
Dependent Claim
9 words
A compound of claim 1 wherein X is NCO.
Claim 9
Dependent Claim
9 words
A compound of claim 1 wherein X is NCS.
Claim 10
Dependent Claim
11 words
A compound of claim 1 wherein X is NO 2 .
Claim 11
Dependent Claim
11 words
A compound of claim 1 wherein X is N 3 .
Claim 12
Dependent Claim
14 words
A compound of claim 2 where all the R groups are methyl; tris(dimethylamino)sulfonium difluorotrimethylsilicate.
Claim 13
Dependent Claim
18 words
A compound of claim 2 where all the R groups are part of a pyrrolidino ring; tris(pyrrolidino)sulfonium difluorotrimethylsilicate.
Claim 14
Dependent Claim
26 words
A compound of claim 2 where one pair of R groups are part of a pyrrolidino ring and the other R groups are methyl; bis(dimethylamino)pyrrolidinosulfonium difluorotrimethylsilicate.
Claim 15
Dependent Claim
26 words
A compound of claim 2 where two pairs of R groups are part of a pyrrolidino group and the remaining R groups are methyl; bis(pyrrolidino)(dimethylamino)sulfonium difluoromethylsilicate.
Claim 16
Dependent Claim
18 words
A compound of claim 2 where all the R groups are part of a piperidino ring; tris(piperidino)sulfonium difluorotrimethylsilicate.
Claim 17
Dependent Claim
21 words
A compound of claim 2 where one pair of R groups are ethyl and the others are methyl; bis(dimethylamino) (diethylamino)sulfonium difluorotrimethylsilicate.
Claim 18
Dependent Claim
21 words
A compound of claim 1 where each pair of R groups comprises a methyl group and an octadecyl group; tris)N-methyl-N-octadecylamino)sulfonium difluorotrimethylsilicate.
Claim 19
Dependent Claim
19 words
A compound of claim 1 where each pair of R groups are part of a 4-methylpiperidino ring; tris(4-methylpiperidino)sulfonium difluorotrimethylsilicate.
Claim 20
Dependent Claim
18 words
A compound of claim 1 where all the R groups are methyl and X is CN; tris(dimethylamino)sulfonium cyanide.
Claim 21
Dependent Claim
18 words
A compound of claim 1 where all the R groups are methyl and X is NCS tris(dimethylamino)sulfonium thiocyanate.
Claim 22
Dependent Claim
20 words
A compound of claim 1 where all the R groups are methyl and X is NO 2 ; tris(dimethylamino)sulfonium nitrite.
Claim 23
Dependent Claim
18 words
A compound of claim 1 where all the R groups are methyl and X is Cl; tris(dimethylamino)sulfonium chloride.
Claim 24
Dependent Claim
20 words
A compound of claim 1 where all the R groups are methyl and X is N 3 ; tris(dimethylamino)sulfonium azide.
Claim 25
Dependent Claim
18 words
A compound of claim 1 where all the R groups are methyl and X is NCO; tris(dimethylamino)sulfonium cyanate.
Claim 26
Dependent Claim
55 words
The process of making a compound of claim 1 where X - is (CH 3 ) 3 SiF 2 comprising contacting at least 3 moles of ##EQU5## with 1 mole of SF 4 at a temperature range of -100° to 0°C. in the presence of a solvent having no ative hydrogen and recovering the compound.
Claim 27
Dependent Claim
12 words
The process of claim 25 in which diethyl ether is the solvent.
Claim 28
Dependent Claim
63 words
The process of making a compound of claim 1 where X - is (CH 3 ) 3 SiF 2 comprising contacting (R 1 R 2 N)SF 3 with at least 2 moles of (R 3 R 4 N)Si(CH 3 ) 3 at a temperature range of -80° to 50°C. in the presence of a solvent having no active hydrogen and recovering the compound.
Claim 29
Dependent Claim
65 words
The process of making a compound of claim 1 where X - is (CH 3 ) 3 SiF 2 comprising contacting equivalent amounts of (R 1 R 2 N)(R 3 R 4 N)SF 2 and (R 5 R 6 N)Si(CH 3 ) 3 at a temperature range of 0° to 50°C. in the presence of a solvent having no active hydrogen and recovering the compound.
References Cited (Backward Citations)
US3162641A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-02-23 | 1979-08-25 | 1980-02-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-02-23 | 1983-08-25 | 1984-02-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-02-23 | 1987-08-25 | 1988-02-24 | $7700.00 | Window Closed / Lapsed |