US4079037A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Alkenyloxy silicon compositions
Assignee: Dow Silicones Corp
•
Filing: 1976-11-26
•
Granted: 1978-03-14
•
Expires: 1996-11-26
Abstract
Abstract Organosilicon compositions comprising at least one silicon-bonded alkenyloxy radical, such as vinyldimethylcarbonoxy, are disclosed. These unsaturated organosilicon compositions are useful as partial or complete replacements for the analogous organosilicon compositions bearing the well-known silicon-bonded vinyl radical. In particular, vinyldimethylcarbinoxy-endblocked polydimethylsiloxane is useful as a component in an elastomeric composition which is cured with an organosilicon hydride.
Inventors
- 👤 Cecil L. Frye
- 👤 Chi-Long Lee
- 👤 Myron T. Maxson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 22:54
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/20; C08G77/045
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
208 words
An organosilicon composition having a plurality of linked silicon atoms and having bonded thereto, by a silicon-oxygen bond, at least one alkenyloxy radical having the formula ##STR12## wherein a has a value of 0 or 1, b has a value of 0 or 1, a + b has a value of 1 or 2; when a has a value of 1, v has a value of from 0 to 2 and when a has a value of 0, v has a value of 0; each R' is hydrogen or methyl and each R is independently selected from the group consisting of monovalent hydrocarbon radicals having from 1 to 6 carbon atoms, both inclusive; said silicon atoms being linked by at least one linking divalent radical, Q, selected from the group consisting of divalent oxygen atoms, divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, divalent halogenated hydrocarbon radicals and divalent halogenated hydrocarbon ether radicals; any remaining valences of said silicon atoms being satisfied by R" radicals selected from the groups consisting of non-linking divalent hydrocarbon radicals and monovalent radicals selected from the group consisting of monovalent hydrocarbon radicals and halogenated monovalent hydrocarbon radicals, there being for every 100 of said silicon atoms, at least one R" radical or alkenyloxy radical.
Claim 2
Dependent Claim
208 words
An organosilicon composition having a plurality of linked silicon atoms and having bonded thereto, by a silicon-oxygen bond, at least one alkenyloxy radical having the formula ##STR12## wherein a has a value of 0 or 1, b has a value of 0 or 1, a + b has a value of 1 or 2; when a has a value of 1, v has a value of from 0 to 2 and when a has a value of 0, v has a value of 0; each R' is hydrogen or methyl and each R is independently selected from the group consisting of monovalent hydrocarbon radicals having from 1 to 6 carbon atoms, both inclusive; said silicon atoms being linked by at least one linking divalent radical, Q, selected from the group consisting of divalent oxygen atoms, divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, divalent halogenated hydrocarbon radicals and divalent halogenated hydrocarbon ether radicals; any remaining valences of said silicon atoms being satisfied by R" radicals selected from the groups consisting of non-linking divalent hydrocarbon radicals and monovalent radicals selected from the group consisting of monovalent hydrocarbon radicals and halogenated monovalent hydrocarbon radicals, there being for every 100 of said silicon atoms, at least one R" radical or alkenyloxy radical.
Claim 3
Dependent Claim
13 words
An organosilicon composition according to claim 1 wherein all alkenyloxy radicals are vinyldimethylcarbinoxy.
Claim 4
Dependent Claim
12 words
An organosilicon composition according to claim 2 consisting essentially of siloxane units.
Claim 5
Dependent Claim
24 words
An organosilicon composition according to claim 3 which comprises siloxane units selected from the group consisting of tetrafunctional siloxane units and trifunctional siloxane units.
Claim 6
Dependent Claim
26 words
An organosilicon composition according to claim 3 which consists essentially of siloxane units selected from the group consisting of monofunctional siloxane units and difunctional siloxane units.
Claim 7
Dependent Claim
33 words
An organosilicon composition according to claim 5 having the formula ##STR13## wherein y has an average value of from 2 to 5000 and at least 50 percent of all R" radicals are methyl.
Claim 8
Dependent Claim
34 words
An organosilicon composition according to claim 6 wherein at least 95 percent of all R" radicals are methyl, any remaining R" radicals being selected from the group consisting of ethyl, phenyl, vinyl, and 3,3,3-trifluoropropyl.
Claim 9
Dependent Claim
11 words
An organosilicon composition according to claim 7 having the formula ##STR14##
Claim 10
Dependent Claim
328 words
A heat-curable composition comprising I. an organosilicon polymer having a plurality of linked silicon atoms and having bonded thereto, by a silicon-oxygen bond, at least one alkenyloxy radical of the formula ##STR15## wherein a has a value of 0 or 1, b has a value of 0 or 1, a + b has a value of 1 or 2; when a has a value of 1, v has a value of from 0 to 2 and when a has a value of 0, v has a value of 0; each R' is hydrogen or methyl and each R is independently selected from the group consisting of monovalent hydrocarbon radicals having from 1 to 6 carbon atoms, both inclusive; said silicon atoms in (I) being linked by at least one linking divalent radical, Q, selected from the group consisting of divalent oxygen atoms, divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, divalent halogenated hydrocarbon radicals and divalent halogenated hydrocarbon ether radicals; there being, in addition, an average of from 1 to less than 3 silicon-bonded radicals, R", per silicon atom in (I) said R" radicals being selected from the group consisting of non-linking divalent hydrocarbon radicals and monovalent radicals selected from the group consisting of monovalent hydrocarbon radicals and monovalent halogenated hydrocarbon radicals, Ii. an organosilicon curing agent comprising at least two silicon-bonded hydrogen atom per molecule of (II), there being in addition an average of up to two radicals, R'", free of aliphatic unsaturation, per silicon atom in (II), said R'" radicals being selected from the group consisting of non-linking divalent hydrocarbon radicals, monovalent hydrocarbon radicals and monovalent halogenated hydrocarbon radicals, any remaining silicon valences in (II) being satisfied by divalent radicals, Q', free of aliphatic unsaturation, selected from the group consisting of divalent oxygen atoms, divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, divalent halogenated hydrocarbon radicals and divalent halogenated hydrocarbon ether radicals, said divalent radicals linking silicon atoms, and an effective amount of Iii. a hydrosilylation curing catalyst.
Claim 11
Dependent Claim
328 words
A heat-curable composition comprising I. an organosilicon polymer having a plurality of linked silicon atoms and having bonded thereto, by a silicon-oxygen bond, at least one alkenyloxy radical of the formula ##STR15## wherein a has a value of 0 or 1, b has a value of 0 or 1, a + b has a value of 1 or 2; when a has a value of 1, v has a value of from 0 to 2 and when a has a value of 0, v has a value of 0; each R' is hydrogen or methyl and each R is independently selected from the group consisting of monovalent hydrocarbon radicals having from 1 to 6 carbon atoms, both inclusive; said silicon atoms in (I) being linked by at least one linking divalent radical, Q, selected from the group consisting of divalent oxygen atoms, divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, divalent halogenated hydrocarbon radicals and divalent halogenated hydrocarbon ether radicals; there being, in addition, an average of from 1 to less than 3 silicon-bonded radicals, R", per silicon atom in (I) said R" radicals being selected from the group consisting of non-linking divalent hydrocarbon radicals and monovalent radicals selected from the group consisting of monovalent hydrocarbon radicals and monovalent halogenated hydrocarbon radicals, Ii. an organosilicon curing agent comprising at least two silicon-bonded hydrogen atom per molecule of (II), there being in addition an average of up to two radicals, R'", free of aliphatic unsaturation, per silicon atom in (II), said R'" radicals being selected from the group consisting of non-linking divalent hydrocarbon radicals, monovalent hydrocarbon radicals and monovalent halogenated hydrocarbon radicals, any remaining silicon valences in (II) being satisfied by divalent radicals, Q', free of aliphatic unsaturation, selected from the group consisting of divalent oxygen atoms, divalent hydrocarbon radicals, divalent hydrocarbon ether radicals, divalent halogenated hydrocarbon radicals and divalent halogenated hydrocarbon ether radicals, said divalent radicals linking silicon atoms, and an effective amount of Iii. a hydrosilylation curing catalyst.
Claim 12
Dependent Claim
13 words
A heat-curable composition according to claim 9 wherein the alkenyloxy radical is vinyldimethylcarbinoxy.
Claim 13
Dependent Claim
31 words
A heat-curable composition according to claim 10 wherein all silicon atoms in (I) are linked by divalent oxygen atoms and all silicon atoms in (II) are linked by divalent oxygen atoms.
Claim 14
Dependent Claim
38 words
A heat-curable composition according to claim 11 wherein the organosilicon polymer (I) has the formula ##STR16## wherein y has an average value of from 50 to 5000 and at least 50 percent of all R" radicals are methyl.
Claim 15
Dependent Claim
34 words
A heat-curable composition according to claim 12 wherein at least 95 percent of all R" radicals are methyl, any remaining R" radicals being selected from the group consisting of ethyl, vinyl, phenyl, and 3,3,3-trifluoropropyl.
Claim 16
Dependent Claim
29 words
A heat-curable composition according to claim 13 wherein the organosilicon polymer has a viscosity of from 0.1 to 10 pascal-seconds at 25° C. and all R" radicals are methyl.
Claim 17
Dependent Claim
28 words
A heat-curable composition according to claim 11 wherein the organosilicon curing agent (II) has an average of from 3 to 75 silicon-bonded hydrogen atoms per molecule of (II).
Claim 18
Dependent Claim
79 words
A heat-curable composition according to claim 14 wherein the organosilicon curing agent consists essentially of an average, per molecule of (II), of 5 CH 3 (H)SiO 2 / 2 siloxane units, 2 (CH 3 ) 3 SiO 1 / 2 siloxane units, and 3 (CH 3 ) 2 SiO 2 / 2 siloxane units and the ratio of silicon-bonded hydrogen atoms in (II) to silicon-bonded vinyldimethylcarbonoxy radicals in (I) has a value of from approximately 0.1 to approximately 10.0.
Claim 19
Dependent Claim
38 words
A heat-curable composition according to claim 9 obtained by mixing components comprising (I), (II) and an effective amount of a catalyst comprising a platinum-containing compound for the reaction of the silicon-bonded hydrogen atoms with the silicon-bonded alkenyloxy radical.
Claim 20
Dependent Claim
11 words
A heat-curable composition according to claim 17 further comprising a filler.
Claim 21
Dependent Claim
23 words
A heat-curable composition according to claim 16 obtained by mixing (I), (II) and an effective amount of a catalyst comprising a platinum-containing compound.
Claim 22
Dependent Claim
30 words
A process comprising i. mixing components comprising the mixture of claim 9 and ii. heating the mixture of (i) until an increase in the molecular weight of (I) is obtained.
Claim 23
Dependent Claim
11 words
The cured composition obtained by heating the composition of claim 9.
Claim 24
Dependent Claim
11 words
The cured composition obtained by heating the composition of claim 17.
Claim 25
Dependent Claim
11 words
The cured composition obtained by heating the composition of claim 19.
References Cited (Backward Citations)
US2481349A
Cited
US2396692A
Cited
US2394642A
Cited
US2438520A
Cited
US2909549A
Cited
US2815300A
Cited
US2865884A
Cited
US3383356A
Cited
US3541044A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-03-13 | 1981-09-12 | 1982-03-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-03-13 | 1985-09-12 | 1986-03-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-03-13 | 1989-09-12 | 1990-03-14 | $7700.00 | Window Closed / Lapsed |