US4152347A
Expired / Lapsed
US
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Sulfur and phosphorus containing organosilicon compounds and process for their production and use
Assignee: Evonik Operations GmbH
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Filing: 1977-12-12
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Granted: 1979-05-01
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Expires: 1997-12-12
Abstract
Abstract There are prepared compounds of the formula [R.sub.n.sup.1 (R.sup.2 O).sub.3-n -- Si -- Alk -- S -- ].sub.x Z (I) where Z is .tbd.PO, .tbd.PS, .tbd.P, ═PR, --P(R) 2 , --P(OR) 2 , ═P(OR), --PO(OR) 2 , --PS(OR) 2 , ═PO(OR) or ═PS(OR) where R is an alkyl group of 1 to 5 carbon atoms, phenyl or o-, m- or p-nitrophenyl; Alk is an alkylene group with 2 to 4 carbon atoms; R 1 is an alkyl group having 1 to 5 carbon atoms, benzyl or phenyl; R 2 is an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, phenyl, benzyl or 2-methoxyethyl, each R 1 and R 2 can have the same or different meanings; N is 0, 1 or 2; and, X is 1, 2 or 3, being the residual valence of Z. The compounds are useful as reinforcing agents in vulcanizable rubber mixtures which contain a silicate filler and optionally carbon black.
Inventors
- 👤 Hans-Dieter Pletka
- 👤 Gerd Zezulka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 11:26
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/141; C07F9/1411; C07F9/16; C07F9/165; C07F9/1651; C08; C08K; C08K5/00; C08K5/54; C08K5/548; C08L; C08L21/00; C10; C10M; C10M2227/00; C10M2227/04
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
131 words
A compound of the formula [R.sub.n.sup.1 (R.sup.2 O).sub.3-n --Si--Alk--S--].sub.x Z in which Z has the meanings .tbd.PO, .tbd.PS, .tbd.P, .tbd.PR, --P(R) 2 , --P(OR) 2 , ═P(OR), --PO(OR) 2 , --PS(OR) 2 , ═PO(OR) or ═PS(OR) where R is an alkyl group containing from 1 to 5 carbon atoms, the phenyl radical or the nitrophenyl radical; Alk is an alkylene group containing from 2 to 4 carbon atoms; R 1 is an alkyl group containing from 1 to 5 carbon atoms, the benzyl group or the phenyl group; R 2 represents an alkyl group containing from 1 to 5 carbon atoms, a cycloalkyl group containing from 5 to 8 carbon atoms, the phenyl group, the benzyl group or the 2-methoxy ethyl group; n=0, 1 or 2; and, x=3, 2 or 1.
Claim 2
Dependent Claim
131 words
A compound of the formula [R.sub.n.sup.1 (R.sup.2 O).sub.3-n --Si--Alk--S--].sub.x Z in which Z has the meanings .tbd.PO, .tbd.PS, .tbd.P, .tbd.PR, --P(R) 2 , --P(OR) 2 , ═P(OR), --PO(OR) 2 , --PS(OR) 2 , ═PO(OR) or ═PS(OR) where R is an alkyl group containing from 1 to 5 carbon atoms, the phenyl radical or the nitrophenyl radical; Alk is an alkylene group containing from 2 to 4 carbon atoms; R 1 is an alkyl group containing from 1 to 5 carbon atoms, the benzyl group or the phenyl group; R 2 represents an alkyl group containing from 1 to 5 carbon atoms, a cycloalkyl group containing from 5 to 8 carbon atoms, the phenyl group, the benzyl group or the 2-methoxy ethyl group; n=0, 1 or 2; and, x=3, 2 or 1.
Claim 3
Dependent Claim
26 words
A compound according to claim 1 wherein Z is .tbd.PO, .tbd.PS, .tbd.P, ═PR, --P(OR) 2 , ═P(OR), --PO(OR) 2 , --PS(OR) 2 , --PO(OR) or ═PS(OR).
Claim 4
Dependent Claim
10 words
A compound according to claim 2 where n is 0.
Claim 5
Dependent Claim
17 words
A compound according to claim 3 wherein R 2 is alkyl of 1 to 5 carbon atoms.
Claim 6
Dependent Claim
17 words
A compound according to claim 3 wherein R 2 is alkyl of 1 to 4 carbon atoms.
Claim 7
Dependent Claim
17 words
A compound according to claim 3 wherein R 2 is alkyl of 1 to 3 carbon atoms.
Claim 8
Dependent Claim
17 words
A compound according to claim 4 wherein Z is .tbd.PS, .tbd.PO, --P(S)(OR) 2 or --PO(OR) 2 .
Claim 9
Dependent Claim
17 words
A compound according to claim 2 where R 1 is alkyl of 1 to 5 carbon atoms.
Claim 10
Dependent Claim
10 words
A compound according to claim 3 wherein Alk is trimethylene.
Claim 11
Dependent Claim
10 words
A compound according to claim 1 wherein Alk is trimethylene.
Claim 12
Dependent Claim
38 words
A process for producing a compound of claim 1 comprising reacting (1) a phosphorus halide corresponding to the formula Z--Hal.sub.x where Hal represents chlorine or bromine, with (2) a mercaptosilane corresponding to the formula R.sub.n.sup.1 (R.sup.2 O).sub.3-n -Si-Alk-SH.
Claim 13
Dependent Claim
41 words
A processing according to claim 11 wherein the reaction is carried out in the presence of a hydrogen halide acceptor and in an inert, anhydrous or substantially anhydrous organic solvent in which the hydrohalide salt formed is insoluble or substantially insoluble.
Claim 14
Dependent Claim
21 words
A process as claimed in claim 12 wherein the reaction is carried out in the substantial absence of air and moisture.
Claim 15
Dependent Claim
23 words
A compound according to claim 1 wherein Z is ═PO, ═PS, ═P, ═PR, --P(OR) 2 , ═P(OR), --PS(OR) 2 , --PO(OR) or ═PS(OR).
Claim 16
Dependent Claim
10 words
A compound according to claim 1 wherein Z is ═PS.
Claim 17
Dependent Claim
10 words
A compound according to claim 1 wherein Z is ═PO.
Claim 18
Dependent Claim
12 words
A compound according to claim 1 wherein Z is --P(S)(OR) 2 .
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) | 1982-04-30 | 1982-10-30 | 1983-05-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-30 | 1986-10-30 | 1987-05-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-30 | 1990-10-30 | 1991-05-01 | $7700.00 | Window Closed / Lapsed |