US5539136A
Expired / Lapsed
US
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Silicone polyether surfactants synthesized using carbamate linkage
Assignee: General Electric Co
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Filing: 1994-09-22
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Granted: 1996-07-23
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Expires: 2014-09-22
Abstract
Abstract A novel polysiloxane polyether copolymer useful as a silicone surface active agent is disclosed having improved polyether versatility.
Inventors
- 👤 William J. Raleigh
- 👤 Michael A. Lucarelli
- 👤 Raymond J. Thimineur
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 11:37
CPC Classifications
A; A61; A61Q; A61Q15/00; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/84; A61K8/89; A61K8/891; A61K8/894; C; C08; C08G; C08G77/00; C08G77/42; C08G77/46; C09; C09K; C09K23/00; C09K23/54
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
72 words
A silicone polyether of the general formula MD.sub.x D'.sub.y M wherein M represents R 3 SiO.sub. 1/2 ; D represents R 2 SiO.sub. 2/2 ; D' represents RR 1 SiO.sub. 2/2, each R represents a saturated or unsaturated or unsaturated monovalent hydrocarbon, R 1 represents an alkyl poly(oxyalkylene) carbamylalkyl arylalkyl group or a monomethyl poly(oxyethylene)-carbamylisopropyl aryl methyl ethenyl group; x is greater than about 1 and y is greater than about 1.
Claim 2
Dependent Claim
72 words
A silicone polyether of the general formula MD.sub.x D'.sub.y M wherein M represents R 3 SiO.sub. 1/2 ; D represents R 2 SiO.sub. 2/2 ; D' represents RR 1 SiO.sub. 2/2, each R represents a saturated or unsaturated or unsaturated monovalent hydrocarbon, R 1 represents an alkyl poly(oxyalkylene) carbamylalkyl arylalkyl group or a monomethyl poly(oxyethylene)-carbamylisopropyl aryl methyl ethenyl group; x is greater than about 1 and y is greater than about 1.
Claim 3
Dependent Claim
16 words
A silicone polyether as defined in claim 1 wherein R 1 represents a monomethyl poly(oxyethylene)carbamylisopropylarylmethylethenyl group.
Claim 4
Dependent Claim
8 words
A silicone polyether of the general formula ##STR1##
Claim 5
Dependent Claim
8 words
A silicone polyether of the general formula ##STR1##
Claim 6
Independent Claim
432 words
A method for preparing a silicone polyether surfactant comprising a polysiloxane copolymer selected from those of the general formulae: TD x M' 3 ; TD x D' y M' 3 ; TD' y M' 3 ; TD x D' y M 3 ; TD' y M 3 ; T'D x M' 3 ; T'D x D' y M' 3 ; T'D' y M' 3 ; T'D' y M' 3 ; T'D x D' y M 3 ; T'D'M 3 ; T'D x M 3 ; M'D x D' y M'; M'D x M'; MD' y M; MD x D' y M, M'D' y M'; M'Q; (D') z or mixtures of any of the foregoing; wherein M represents R 3 SiO.sub. 2/2 ; D represents R 2 SiO.sub. 2/2 ; T represents RSiO.sub. 3/2 ; Q represents SiO.sub. 4/2 ; M' represents R 2 R 1 SiO.sub. 1/2 ; D represents RR 1 SiO.sub. 2/2 ; T' represents R 1 SiO.sub. 3/2 ; each R independently represents a saturated or unsaturated monovalent hydrocarbon; R 1 represents an alkyl poly(oxyalkylene) group; x is greater than about 1; y is greater than about 1 and z ranges from 4 to about 12; comprising the steps of: (a) reacting an alkenylarylalkylisocyanate with a hydroxy endcapped polyoxyalkylene to produce an alkyl(polyoxyalkylene)carbamylalkylarylalkenyl compound; (b) reacting the alkyl(polyoxyalkylene)carbamylalkylarylalkenyl compound with a siloxane hydride fluid selected from those of the general formulae: TD x M H 3 ; TD x D Hy M H 3 ; TD H y M H 3 ; TD x D H y M 3 ; TD H y M 3 ; T H D x M H 3 ; T H D x D H y M H 3 ; T H D H y M H 3 ; T H D H y M H 3 ; T H D x D H y M 3 ; T H D H M 3 ; T H D x M 3 ; M H D x D H y M H ; M H D x M H ; MD H y M; MD x D H y M, M H D H y M H ; M H Q; (D H ) z wherein M H represents a dialkyl hydrogen siloxy of the formula R 2 HSiO.sub. 1/2 ; D H represents an alkyl hydrogen siloxy of the formula RHSiO.sub. 2/2 ; T H represents an hydrogen siloxy of the formula HSiO.sub. 3/2, and wherein M, D, T, Q, R, x, y and z are as defined above to produce said polysiloxane copolymer.
Claim 7
Independent Claim
432 words
A method for preparing a silicone polyether surfactant comprising a polysiloxane copolymer selected from those of the general formulae: TD x M' 3 ; TD x D' y M' 3 ; TD' y M' 3 ; TD x D' y M 3 ; TD' y M 3 ; T'D x M' 3 ; T'D x D' y M' 3 ; T'D' y M' 3 ; T'D' y M' 3 ; T'D x D' y M 3 ; T'D'M 3 ; T'D x M 3 ; M'D x D' y M'; M'D x M'; MD' y M; MD x D' y M, M'D' y M'; M'Q; (D') z or mixtures of any of the foregoing; wherein M represents R 3 SiO.sub. 2/2 ; D represents R 2 SiO.sub. 2/2 ; T represents RSiO.sub. 3/2 ; Q represents SiO.sub. 4/2 ; M' represents R 2 R 1 SiO.sub. 1/2 ; D represents RR 1 SiO.sub. 2/2 ; T' represents R 1 SiO.sub. 3/2 ; each R independently represents a saturated or unsaturated monovalent hydrocarbon; R 1 represents an alkyl poly(oxyalkylene) group; x is greater than about 1; y is greater than about 1 and z ranges from 4 to about 12; comprising the steps of: (a) reacting an alkenylarylalkylisocyanate with a hydroxy endcapped polyoxyalkylene to produce an alkyl(polyoxyalkylene)carbamylalkylarylalkenyl compound; (b) reacting the alkyl(polyoxyalkylene)carbamylalkylarylalkenyl compound with a siloxane hydride fluid selected from those of the general formulae: TD x M H 3 ; TD x D Hy M H 3 ; TD H y M H 3 ; TD x D H y M 3 ; TD H y M 3 ; T H D x M H 3 ; T H D x D H y M H 3 ; T H D H y M H 3 ; T H D H y M H 3 ; T H D x D H y M 3 ; T H D H M 3 ; T H D x M 3 ; M H D x D H y M H ; M H D x M H ; MD H y M; MD x D H y M, M H D H y M H ; M H Q; (D H ) z wherein M H represents a dialkyl hydrogen siloxy of the formula R 2 HSiO.sub. 1/2 ; D H represents an alkyl hydrogen siloxy of the formula RHSiO.sub. 2/2 ; T H represents an hydrogen siloxy of the formula HSiO.sub. 3/2, and wherein M, D, T, Q, R, x, y and z are as defined above to produce said polysiloxane copolymer.
Claim 8
Dependent Claim
50 words
A method as defined in claim 4 wherein said siloxane hydride fluid is of the formula MD x D H y M and said polysiloxane copolymer is of the general formula MD x D' y M; wherein M, D, D', D H , x and y are as defined above.
Claim 9
Dependent Claim
11 words
A method as defined in claim 5 wherein R represents methyl.
Claim 10
Dependent Claim
15 words
A method as defined in claim 5 wherein R 1 represents a monomethyl poly(oxyethylene)carbamylisopropylcumenyl group.
Claim 11
Dependent Claim
16 words
A method as defined in claim 5 wherein x ranges from about 1 to about 1000.
Claim 12
Dependent Claim
16 words
A method as defined in claim 5 wherein x ranges from about 1 to about 50.
Claim 13
Dependent Claim
16 words
A method as defined in claim 5 wherein y ranges from about 1 to about 1000.
Claim 14
Dependent Claim
16 words
A method as defined in claim 5 wherein y ranges from about 1 to about 10.
Claim 15
Dependent Claim
12 words
A method as defined in claim 5 wherein said alkenylarylalkylisocyanate comprises 1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)-benzene.
Claim 16
Dependent Claim
15 words
A method as defined in claim 5 wherein said hydroxy endcapped polyoxyalkylene comprises monomethyl poly(oxyethylene)hydroxyl.
Claim 17
Dependent Claim
24 words
A method as defined in claim 5 wherein step (a) proceeds under substantially anhydrous conditions and in the presence of a stannous carboxylate catalyst.
Claim 18
Dependent Claim
21 words
A method as defined in claim 5 wherein step (b) is a hydrosilation reaction in the presence of a platinum catalyst.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-07-23 | 2000-01-22 | 2000-07-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-07-23 | 2004-01-22 | 2004-07-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-07-23 | 2008-01-22 | 2008-07-23 | $7700.00 | Window Closed / Lapsed |