US3948963A
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Equilibrated mixtures of organopolysiloxanes containing sulfonic acid groups and process for the preparation of such organopolysiloxanes
Assignee: Evonik Operations GmbH
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Filing: 1974-05-22
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Granted: 1976-04-06
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Expires: 1994-05-22
Abstract
Abstract The disclosed equilibrated mixtures of organopolysiloxanes containing sulfonic acid groups have the average unit formula ##EQU1## In this formula, b has a value of from 0 to 50, preferably 0 to 10; A IS A NUMERAL WHICH IS SELECTED SO THAT THE AVERAGE UNIT MOLECULE COMPRISES 2 TO 100, PREFERABLY 4 TO 50 SILICON ATOMS AND THE RATIO OF R 3 groups which are not linked to trifunctional Si-atoms to R 3 groups which are linked to trifunctional Si-atoms is at least 4; R 3 is alkyl, substituted alkyl, aryl or substituted aryl; and X is halogen, ##EQU2## wherein R 1 is alkyl, aryl or alkaryl, or ##EQU3## wherein R 4 is divalent hydrocarbon, at least 3% of X constituting said ##EQU4## or ##EQU5## groups, the number of said ##EQU6## groups in the unit not exceeding 10. The novel equilibrated mixtures of sulfonic acid groups containing organopolysiloxanes may be directly used as equilibration and polymerization catalysts for organopolysiloxane systems. They also serve as intermediaries in the production of foam stabilizers. Numerous other uses for the novel compounds are disclosed in the application.
Inventors
- 👤 Gerd Rossmy
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:30
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/06; C08G77/10; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; C07F7/0872; C07F7/0874; C07F7/0876; C08G77/045; C08G77/38; C08G77/382; C08G77/392; C08G77/48
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
164 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##EQU33## wherein: b = 0 - 50; a is a numeral which is selected so that the average unit molecule comprises 2 - 100 silicon atoms and the ratio of R.sup. 3 groups which are not linked to trifunctional Si-atoms to R 3 groups which are linked to trifunctional Si-atoms is at least 4; R 3 is alkyl, substituted alkyl selected from the group consisting of --(CH 2 ) 2 --CN, --CH 2 --Br, --(CH 2 ) 3 Cl, ##SPC5## ##EQU34## and --(CH 2 ) 3 --0--alkyl, vinyl, or aryl and X is halogen, ##EQU35## wherein R 1 is alkyl, aryl or alkaryl, or ##EQU36## wherein R 4 is divalent hydrocarbon, at least 3% of X constituting said ##EQU37## or ##EQU38## groups, the number of said ##EQU39## groups in the unit not exceeding 10, and a portion of X may be trialkylsiloxy and wherein the free valences are saturated by intermolecular or intramolecular linking.
Claim 2
Dependent Claim
164 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##EQU33## wherein: b = 0 - 50; a is a numeral which is selected so that the average unit molecule comprises 2 - 100 silicon atoms and the ratio of R.sup. 3 groups which are not linked to trifunctional Si-atoms to R 3 groups which are linked to trifunctional Si-atoms is at least 4; R 3 is alkyl, substituted alkyl selected from the group consisting of --(CH 2 ) 2 --CN, --CH 2 --Br, --(CH 2 ) 3 Cl, ##SPC5## ##EQU34## and --(CH 2 ) 3 --0--alkyl, vinyl, or aryl and X is halogen, ##EQU35## wherein R 1 is alkyl, aryl or alkaryl, or ##EQU36## wherein R 4 is divalent hydrocarbon, at least 3% of X constituting said ##EQU37## or ##EQU38## groups, the number of said ##EQU39## groups in the unit not exceeding 10, and a portion of X may be trialkylsiloxy and wherein the free valences are saturated by intermolecular or intramolecular linking.
Claim 3
Dependent Claim
10 words
The mixture of claim 1, wherein b = 0 -10.
Claim 4
Dependent Claim
20 words
The mixture of claim 1, wherein a is selected so that the average unit molecule comprises 4 -50 silicon atoms.
Claim 5
Dependent Claim
10 words
The mixture of claim 1, wherein R 3 is methyl.
Claim 6
Dependent Claim
26 words
The mixture of claim 1, wherein R 3 is a group which is inert in the presence of acids and is alkyl, substituted alkyl, or aryl.
Claim 7
Dependent Claim
60 words
The mixture of claim 5, wherein R 3 is one or more selected from the group consisting of -CH 3 , --C 2 H 5 , n--C 3 H 7 --, --CH=CH 2 , n--C 8 H 17 --, --(CH 2 ) 2 --CN, --CH 2 --Br, --(CH) 2 ) 3 Cl, ##SPC6## ##EQU40## and --(CH 2 ) 3 --0--alkyl.
Claim 8
Dependent Claim
23 words
The mixture of claim 1, wherein the R 3 which is linked to the trifunctional Si-atom is at least partially --O-- 0 .5
Claim 9
Dependent Claim
18 words
The mixture of claim 1, wherein R 4 is alkylene of 2 - 18 carbon atoms or arylene.
Claim 10
Dependent Claim
13 words
The mixture of claim 8, wherein the arylene is phenylene, naphthylene or 4,4'-diphenylenemethane.
Claim 11
Dependent Claim
10 words
The mixture of claim 1, wherein said halogen is chlorine.
Claim 12
Dependent Claim
19 words
The mixture of claim 1, wherein R 1 is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, phenyl, p-toluolyl or p-dodecylphenyl.
Claim 13
Dependent Claim
14 words
The mixture of claim 1, wherein at least 20% of X are ##EQU41## groups.
Claim 14
Dependent Claim
13 words
The mixture of claim 1, wherein X is entirely constituted of ##EQU42## groups.
Claim 15
Dependent Claim
14 words
The mixture of claim 1, wherein a portion of the X-groups are trialkylsiloxy groups.
Claim 16
Dependent Claim
10 words
The mixture of claim 14, wherein the trialkylsiloxy is trimethylsiloxy.
Claim 17
Dependent Claim
181 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##EQU43## wherein: b = 0 - 10; a is a numeral which is selected so that the average unit molecule comprises 4 - 50 silicon atoms and the ratio of R 3 groups which are not linked to trifunctional Si-atoms to R 3 groups which are linked to trifunctional Si-atoms is at least 4; R 3 is one or more selected from the group consisting of --CH 3 , --C 2 H 5 , n--C 3 H 7 --, --CH=CH 2 , n--C 8 H 17 --, --(CH 2 ) 2 --CN, --CH 2 --Br, --(CH 2 ) 3 Cl, ##SPC7## ##EQU44## and (CH 2 ) 3 --0--alkyl and X is chlorine, ##EQU45## wherein R 1 is alkyl, aryl or aralkyl, or ##EQU46## , wherein R 4 is alkylene of 2 - 18 carbon atoms, phenylene, napththylene or 4,4'-diphenylenemethane, at least 20% of X being said ##EQU47## and the number of ##EQU48## in the average molecule not exceeding 10 and wherein the free valences are saturated by intermolecular or intramolecular linking.
Claim 18
Dependent Claim
181 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##EQU43## wherein: b = 0 - 10; a is a numeral which is selected so that the average unit molecule comprises 4 - 50 silicon atoms and the ratio of R 3 groups which are not linked to trifunctional Si-atoms to R 3 groups which are linked to trifunctional Si-atoms is at least 4; R 3 is one or more selected from the group consisting of --CH 3 , --C 2 H 5 , n--C 3 H 7 --, --CH=CH 2 , n--C 8 H 17 --, --(CH 2 ) 2 --CN, --CH 2 --Br, --(CH 2 ) 3 Cl, ##SPC7## ##EQU44## and (CH 2 ) 3 --0--alkyl and X is chlorine, ##EQU45## wherein R 1 is alkyl, aryl or aralkyl, or ##EQU46## , wherein R 4 is alkylene of 2 - 18 carbon atoms, phenylene, napththylene or 4,4'-diphenylenemethane, at least 20% of X being said ##EQU47## and the number of ##EQU48## in the average molecule not exceeding 10 and wherein the free valences are saturated by intermolecular or intramolecular linking.
Claim 19
Dependent Claim
55 words
A process of preparing equilibrated organopolysiloxane mixtures of claim 1 having organosulfonic acid groups linked to silicon, which comprises reacting organohalogensilanes or mixtures thereof which are convertible into said polysiloxanes with a. an amount of water which is insufficient to split off all halogen groups and b. organosulfonic acid in amount of 0.005-1 mole/valence silane.
Claim 20
Dependent Claim
51 words
A process as claimed in claim 17, wherein the organohalogensilane or the mixtures thereof are first partially hydrolyzed with an amount of H 2 O which is insufficient for splitting off all halogen groups, whereupon the organopolysiloxane thus obtained and which comprises terminal halogen groups is reacted with said organosulfonic acid.
Claim 21
Dependent Claim
12 words
A process as claimed in claim 16, wherein said organohalogensilanes are organochlorosilanes.
Claim 22
Dependent Claim
24 words
A process as claimed in claim 17, wherein said organosulfonic acid corresponds to the formula ##EQU49## wherein R 1 is alkyl, aryl or alkaryl.
Claim 23
Dependent Claim
22 words
A process as claimed in claim 20, wherein R 1 is alkyl of 1 to 4 carbon atoms, phenyl, p-toluoyl or p-dodecylphenyl.
Claim 24
Dependent Claim
23 words
A process as claimed in claim 17, wherein said organosulfonic acid is a disulfonic acid which links the polysiloxane blocks with each other.
Claim 25
Dependent Claim
11 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##EQU50##
Claim 26
Dependent Claim
11 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##EQU50##
Claim 27
Dependent Claim
11 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##SPC8##
Claim 28
Dependent Claim
11 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##SPC8##
Claim 29
Dependent Claim
11 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##SPC9##
Claim 30
Dependent Claim
11 words
An equilibrated mixture of organopolysiloxanes of the average unit formula ##SPC9##
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) | 1979-04-06 | 1979-10-06 | 1980-04-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-06 | 1983-10-06 | 1984-04-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-06 | 1987-10-06 | 1988-04-06 | $7700.00 | Window Closed / Lapsed |