Patent US5334688A successfully refreshed from Google Patents.
US5334688A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Fully substituted cyclopolysiloxanes and their use for making organosilicon polymers
Assignee: Henkel Corp
•
Filing: 1993-04-19
•
Granted: 1994-08-02
•
Expires: 2013-04-19
Abstract
Abstract Disclosed are organosilicon crosslinked polymers and crosslinkable prepolymers that are the reaction product of (a) a cyclic polysiloxane in which each silicon atom is substituted with (i) a saturated, substituted or unsubstituted alkyl or alkoxy group or a substituted or unsubstituded aryl or aryloxy group, and (ii) a substituted or unsubstituted hydrocarbon group having at least one carbon-carbon double bond that is reactive in hydrosilation, (b) at least one organosilicon compound having at least two .tbd.SiH groups, and optionally (c) a hydrocarbon polyene having at least two nonaromatic carbon-carbon double bonds that are reactive in hydrosilation. A process for preparing the polymers and prepolymers and for preparing the cyclic polysiloxanes is also disclosed.
Inventors
- 👤 De-Kai Loo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 17:12
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/20; C08; C08G; C08G77/00; C08G77/48; C08G77/50; H; H05; H05K; H05K3/00; H05K3/22; H05K3/28; H05K3/285
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
110 words
An organosilicon crosslinked polymer or crosslinkable prepolymer that is the hydrosilation reaction product of: (a) a cyclic polysiloxane having the formula ##STR7## where R is saturated, substituted or unsubstituted alkyl or alkoxy group or a substituted or unsubstituted aryl or aryloxy group, R' is a substituted or unsubstituted hydrocarbon group having at least one nonaromatic carbon-carbon double bond that is reactive in hydrosilation, and n is 3, or 3 and 4, and (b) at least one organosilicon compound having at least two .tbd.SiH groups selected from the group consisting of (1) cyclic polysiloxanes and (2) tetrahedral siloxysilanes, said hydrosilation reaction being carried out in the presence of a hydrosilation catalyst.
Claim 2
Dependent Claim
110 words
An organosilicon crosslinked polymer or crosslinkable prepolymer that is the hydrosilation reaction product of: (a) a cyclic polysiloxane having the formula ##STR7## where R is saturated, substituted or unsubstituted alkyl or alkoxy group or a substituted or unsubstituted aryl or aryloxy group, R' is a substituted or unsubstituted hydrocarbon group having at least one nonaromatic carbon-carbon double bond that is reactive in hydrosilation, and n is 3, or 3 and 4, and (b) at least one organosilicon compound having at least two .tbd.SiH groups selected from the group consisting of (1) cyclic polysiloxanes and (2) tetrahedral siloxysilanes, said hydrosilation reaction being carried out in the presence of a hydrosilation catalyst.
Claim 3
Dependent Claim
22 words
The polymer or prepolymer of claim 1, wherein R' is a hydrocarbon group containing one carbocyclic ring or a polycyclic hydrocarbon group.
Claim 4
Dependent Claim
14 words
The polymer or prepolymer of claim 2, wherein R' is a polycyclic hydrocarbon group.
Claim 5
Dependent Claim
37 words
The polisher or prepolymer of claim 3, wherein the polycyclic hydrocarbon group is derived from a polycyclic polyene selected from the group consisting of cyclopentadiene oligomers, bicycloheptadiene and its Diels-Alder oligomers with cyclopentadiene, norbornadiene dimer, and hexahydronaphthalene.
Claim 6
Dependent Claim
24 words
The polymer or prepolymer of claim 4, wherein the polycyclic polyene is selected from the group consisting of dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene, dimethanohexahydronaphthalene and methyldicyclopentadiene.
Claim 7
Dependent Claim
15 words
The polymer or prepolymer of claim 3, wherein R is a 1-10 carbon alkyl group.
Claim 8
Dependent Claim
17 words
The polymer or prepolymer of claim 6, wherein R is methyl and R' is a dicyclopentadienyl group.
Claim 9
Dependent Claim
17 words
The polymer or prepolymer of claim 6, wherein R is methyl and R' is a 5-bicyclo[2.2.1]heptenyl group.
Claim 10
Dependent Claim
65 words
The polymer or prepolymer of claim 1, wherein the cyclic polysiloxane of component (b) has the formula ##STR8## where R 2 is hydrogen, a saturated, substituted or unsubstituted alkyl or alkoxy group, or a substituted or unsubstituted aryl or aryloxy group, n is an integer from 2 to 20, and R 2 is hydrogen on at least two of the silicon atoms in the molecule.
Claim 11
Dependent Claim
39 words
The polymer or prepolymer of claim 9, wherein the cyclic polysiloxane of component (b) is selected from the group consisting of trimethylcyclotrisiloxane, tetraoctylcyclotetrasiloxane, hexamethylcyclotetrasiloxane; tetra- and pentamethylcyclotetrasiloxanes; tetra- penta-, hexa- and heptamethylcyclopentasiloxanes; tetra-, penta-, and hexamethylcyclohexasiloxanes, tetraethylcyclotetrasiloxanes and tetraphenylcyclotetrasiloxanes.
Claim 12
Dependent Claim
27 words
The polymer or prepolymer of claim 10, wherein the cyclic polysiloxane of component (b) is selected from the group consisting of 1,3,5,7-tetramethylcyclotetrasiloxane; 1,3,5,7,9-pentamethylcyclopentasiloxane; 1,3,5,6,9,11-hexamethylcyclohexasiloxane and mixtures thereof.
Claim 13
Dependent Claim
55 words
The polymer or prepolymer of claim 1, wherein the tetrahedral siloxysilane of component (b) has the formula ##STR9## where R 2 is hydrogen, a saturated, substituted or unsubstituted alkyl or alkoxy group or a substituted or unsubstituted aryl or aryloxy group, and is hydrogen on at least two of the silicon atoms in the molecule.
Claim 14
Dependent Claim
22 words
The polymer or prepolymer of claim 12, wherein the tetrahedral siloxysilane is selected from the group consisting of tetrakisdiphenylsiloxysilane, tetrakisdiethylsiloxysilane and tetrakisdimethylsiloxysilane.
Claim 15
Dependent Claim
15 words
The polymer or prepolymer of claim 1, wherein R is a 1-10 carbon alkyl group.
Claim 16
Dependent Claim
14 words
The polymer or prepolymer of claim 1, wherein R is a 6-10carbon aryl group.
Claim 17
Dependent Claim
41 words
The polymer or prepolymer of claim 6, wherein R in component (a) is methyl and R' is a dicyclopentadienyl or a 5-bicyclo[2.2.1]heptenyl group, and (b) is a cyclic polysiloxane selected from the group consisting of 1,3,5,7-tetramethylcyclotetrasiloxane; 1,3,5,7,9-pentamethylcyclopentasiloxane; 1,3,5,6,9,11-hexamethylcyclohexasiloxane and mixtures thereof.
Claim 18
Dependent Claim
105 words
A process for preparing a crosslinked polymer or a crosslinkable prepolymer comprising reacting: (a) a cyclic polysiloxane having the formula ##STR10## where R is a saturated, substituted or unsubstituted alkyl or alkoxy group or a substituted or unsubstituted aryl or aryloxy group, R' is a substituted or unsubstituted hydrocarbon group having at least one nonaromatic carbon-carbon double bond that is reactive in hydrosilation, and n is 3, or 3 and 4, and (b) at least one organosilicon compound having at least two .tbd.SiH groups selected from the group consisting of (1) (1) cyclic polysiloxanes and (2) tetrahedral siloxysilanes, in the presence of a hydrosilation catalyst.
Claim 19
Dependent Claim
105 words
A process for preparing a crosslinked polymer or a crosslinkable prepolymer comprising reacting: (a) a cyclic polysiloxane having the formula ##STR10## where R is a saturated, substituted or unsubstituted alkyl or alkoxy group or a substituted or unsubstituted aryl or aryloxy group, R' is a substituted or unsubstituted hydrocarbon group having at least one nonaromatic carbon-carbon double bond that is reactive in hydrosilation, and n is 3, or 3 and 4, and (b) at least one organosilicon compound having at least two .tbd.SiH groups selected from the group consisting of (1) (1) cyclic polysiloxanes and (2) tetrahedral siloxysilanes, in the presence of a hydrosilation catalyst.
Claim 20
Dependent Claim
41 words
The process of claim 17, wherein R in component (a) is a 1-10 carbon alkyl group, and R' is a polycyclic hydrocarbon group having at least one carbon-carbon double bond that is reactive in hydrosilation, and (b) is a cyclic polysiloxane.
Claim 21
Dependent Claim
41 words
The process of claim 18, wherein R in component (a) is a methyl group, R' is a dicyclopentadienyl group or a 5-bicyclo[2.2.1]heptenyl group, and (b) is a cyclic polysiloxane selected from the group consisting of 1,3,5,7-tetramethylcyclotetrasiloxane; 1,3,5,7,9-pentamethylcyclopentasiloxane; 1,3,5,6,9,11-hexamethylcyclohexasiloxane and mixtures thereof.
Claim 22
Dependent Claim
23 words
The process of claim 17, wherein the ratio of carbon-carbon double bonds in (a) to .tbd.SiH groups in (b) is 0.7:1 to 1:1.
References Cited (Backward Citations)
US3197433A
Cited
US3197432A
Cited
US3438936A
Cited
US4524187A
Cited
US4599440A
Cited
US4900779A
Cited
US4902731A
Cited
US4877820A
Cited
US5013809A
Cited
US5008360A
Cited
US5068303A
Cited
DD294027A5
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-08-01 | 1998-01-31 | 1998-08-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-08-01 | 2002-01-31 | 2002-08-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-08-01 | 2006-01-31 | 2006-08-02 | $7700.00 | Window Closed / Lapsed |