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US3979420A
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Cyano-ether polysiloxane-polyoxyalkylene copolymers
Assignee: OSI Specialties Inc
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Filing: 1974-12-27
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Granted: 1976-09-07
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Expires: 1994-12-27
Abstract
Abstract Organosilicone compositions are provided which comprise polysiloxane-polyoxyalkylene copolymers containing monofunctional siloxy units (Mo) and, for every two moles of Mo, an average of between about 10 and about 200 difunctional dialkylsiloxy units, an average of between about 2 and about 100 silicon-bonded cyano-bearing ether groups (Q) having the formula, -(O)qR'OR''CN, wherein q is zero or one, R' is bivalent alkylene of 3 to 8 carbon atoms and R'' is bivalent alkylene of 2 to 4 carbon atoms, and an average of between about 2 and about 30 silicon-bonded, organic-capped polyoxyalkylene blocks (E), the polyoxyalkylene content of said copolymers being constituted of between about 20 and about 65 weight percent of oxyethylene units, said Mo units having at least two alkyls bonded to the respective silicon atoms thereof, the remaining organic group of Mo being alkyl, Q or E, said copolymers also containing difunctional monoalkylsiloxy units the remaining organic group bonded to the respective silicon atoms thereof being Q or E. The polymers of the invention are effective stabilizers of flexible polyether polyol-based polyurethane foam and offer particular advantage in the formation of flame-retarded foam.
Inventors
- 👤 Bela Prokai
- 👤 Bernard Kanner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 18:29
CPC Classifications
C; C08; C08J; C08J9/00; C08J9/0061; C08G; C08G77/00; C08G77/04; C08G77/22; C08G77/26; C08G77/38; C08G77/382; C08G77/388; C08G77/42; C08G77/46; C08J2375/00; C08J2375/04; C08J2375/08; C08J2483/00
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
177 words
Organosilicone compositions which comprise polysiloxane-polyoxyalkylene copolymers containing monofunctional siloxy units, and for every two moles of said monofunctional units, an average of between about 10 and about 200 difunctional dialkylsiloxy units, an average of between about 2 and about 100 silicon-bonded cyano-bearing ether groups having the formula, --(O) q R'OR"CN, wherein q is zero or one, R' is bivalent alkylene of 3 to 8 carbon atoms and R" is bivalent alylene of 2 to 4 carbon atoms, and an average of between about 2 and about 30 siliconbonded, organic-capped polyoxyalkylene blocks, the polyoxyalkylene content of said copolymers being constituted of between about 20 and about 65 weight percent of oxyethylene units, said monofunctional siloxy units having at least two alkyls bonded to the respective silicon atoms thereof, the remaining group bonded to the respective silicon atoms of said monofunctional units being alkyl, said cyano-bearing ether group or said polyoxyalkylene block, said copolymers additionally containing difunctional monoalkylsiloxy units in which the remaining group bonded to the respective silicon atoms thereof is said cyanobearing group or said polyoxyalkylene block.
Claim 2
Dependent Claim
177 words
Organosilicone compositions which comprise polysiloxane-polyoxyalkylene copolymers containing monofunctional siloxy units, and for every two moles of said monofunctional units, an average of between about 10 and about 200 difunctional dialkylsiloxy units, an average of between about 2 and about 100 silicon-bonded cyano-bearing ether groups having the formula, --(O) q R'OR"CN, wherein q is zero or one, R' is bivalent alkylene of 3 to 8 carbon atoms and R" is bivalent alylene of 2 to 4 carbon atoms, and an average of between about 2 and about 30 siliconbonded, organic-capped polyoxyalkylene blocks, the polyoxyalkylene content of said copolymers being constituted of between about 20 and about 65 weight percent of oxyethylene units, said monofunctional siloxy units having at least two alkyls bonded to the respective silicon atoms thereof, the remaining group bonded to the respective silicon atoms of said monofunctional units being alkyl, said cyano-bearing ether group or said polyoxyalkylene block, said copolymers additionally containing difunctional monoalkylsiloxy units in which the remaining group bonded to the respective silicon atoms thereof is said cyanobearing group or said polyoxyalkylene block.
Claim 3
Dependent Claim
222 words
As novel compositions, polysiloxane-polyoxyalkylene copolymers having the average composition, ##EQU71## wherein: R is alkyl having from 1 to 10 carbon atoms; Q is a cyano-bearing ether group having the formula, --(O).sub. q R'OR"CN, where q is zero or one, R' is bivalent alkylene of 3 to 8 carbon atoms and R" is bivalent alkylene of 2 to 4 carbon atoms; E is a polyoxyalkylene block having the formula, --(R°) p --(OC a H 2a ) b --OG, where R° comprises a bivalent alkylene group a carbon atom of which is bonded to silicon, G is an organic cap, p is zero or one, a has a value from 2 to 4 provided from about 20 to about 65 weight percent of the polyoxyalkylene chain, --(OC a H 2a ) b --, is constituted of oxyethylene units, and b has an average value such that the average molecular weight of the chain is from about 1000 to about 6000; t, u, v, w, the sun t+u and the sum v+w are independently zero or one, and each of the sums t+w and u+v is independently zero, one or two; x has an average value from about 10 to about 200; y has an average value from about 2 to about 100; and z has an average value from about 2 to about 30.
Claim 4
Dependent Claim
222 words
As novel compositions, polysiloxane-polyoxyalkylene copolymers having the average composition, ##EQU71## wherein: R is alkyl having from 1 to 10 carbon atoms; Q is a cyano-bearing ether group having the formula, --(O).sub. q R'OR"CN, where q is zero or one, R' is bivalent alkylene of 3 to 8 carbon atoms and R" is bivalent alkylene of 2 to 4 carbon atoms; E is a polyoxyalkylene block having the formula, --(R°) p --(OC a H 2a ) b --OG, where R° comprises a bivalent alkylene group a carbon atom of which is bonded to silicon, G is an organic cap, p is zero or one, a has a value from 2 to 4 provided from about 20 to about 65 weight percent of the polyoxyalkylene chain, --(OC a H 2a ) b --, is constituted of oxyethylene units, and b has an average value such that the average molecular weight of the chain is from about 1000 to about 6000; t, u, v, w, the sun t+u and the sum v+w are independently zero or one, and each of the sums t+w and u+v is independently zero, one or two; x has an average value from about 10 to about 200; y has an average value from about 2 to about 100; and z has an average value from about 2 to about 30.
Claim 5
Dependent Claim
17 words
A composition as defined in claim 2 in which R has from one to four carbon atoms.
Claim 6
Dependent Claim
12 words
A composition as defined in claim 3 in which R is methyl.
Claim 7
Dependent Claim
17 words
A composition as defined in claim 2 in which q of said cyano-bearing ether group is zero.
Claim 8
Dependent Claim
15 words
A composition as defined in claim 5 in which said cyano-bearing ether grup is 3-(2-cyanoethoxy)propyl.
Claim 9
Dependent Claim
17 words
A composition as defined in claim 2 in which q of said cyano-bearing ether group is one.
Claim 10
Dependent Claim
15 words
A composition as defined in claim 7 in which said cyano-bearing ether group is 3-(2-cyanoethoxy)propoxy.
Claim 11
Dependent Claim
16 words
A composition as defined in claim 2 in which each of u and v is one.
Claim 12
Dependent Claim
16 words
A composition as defined in claim 2 in which each of t and w is one.
Claim 13
Dependent Claim
18 words
A composition as defined in claim 2 in which each of t, u, v, and w is zero.
Claim 14
Dependent Claim
96 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU72## wherein: R is alkyl having from 1 to 10 carbon atoms; R'is bivalent alkylene of from 3 to 8 carbon atoms; R" is bivalent alkylene of from 2 to 4 carbon atoms; E is an organic-capped polyoxyalkylene block having an oxyethylene content of from about 20 to about 65 percent; q is zero or one; x has an average value from about 10 to about 200; y has an average value from about 2 to about 100; and z has an average value from about 2 to about 30.
Claim 15
Dependent Claim
96 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU72## wherein: R is alkyl having from 1 to 10 carbon atoms; R'is bivalent alkylene of from 3 to 8 carbon atoms; R" is bivalent alkylene of from 2 to 4 carbon atoms; E is an organic-capped polyoxyalkylene block having an oxyethylene content of from about 20 to about 65 percent; q is zero or one; x has an average value from about 10 to about 200; y has an average value from about 2 to about 100; and z has an average value from about 2 to about 30.
Claim 16
Dependent Claim
17 words
A copolymer as defined in claim 12 in which R' has from 3 to 4 carbon atoms.
Claim 17
Dependent Claim
14 words
A copolymer as defined in claim 12 in which R" has two carbon atoms.
Claim 18
Dependent Claim
13 words
A copolymer as defined in claim 12 in which --R'OR"--CN is 3- (2-cyanoethoxy)propyl.
Claim 19
Dependent Claim
12 words
A copolymer as defined in claim 12 in which --R'OR"--CN is 3-(2-cyanoethoxy)propoxy.
Claim 20
Dependent Claim
19 words
A copolymer as defined in claim 12 in which the remaining oxyalkylene content of said polyoxyalkylene blocks is oxypropylene.
Claim 21
Dependent Claim
159 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU73## wherein: R is alkyl having from one to four carbon atoms; R' is bivalent alkylene of 3 to 8 carbon atoms; R" is bivalent alkylene of 2 to 4 carbon atoms; R° comprises a bivalent alkylene group of from 2 to 6 carbon atoms a carbon atom of which is bonded to silicon; G is an organic cap; q is zero or one; p is zero or one; x has an average value from about 10 to about 200; y has an average value from about 2 to about 100; z has an average value from about 2 to about 30; and m and n are numbers such that the average molecular weight of the chain, --(C 3 H 6 O) m (C 2 H 4 O) n --, is from about 1000 to about 6000 and from about 20 to about 65 weight percent of the chain is constituted of oxyethylene.
Claim 22
Dependent Claim
159 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU73## wherein: R is alkyl having from one to four carbon atoms; R' is bivalent alkylene of 3 to 8 carbon atoms; R" is bivalent alkylene of 2 to 4 carbon atoms; R° comprises a bivalent alkylene group of from 2 to 6 carbon atoms a carbon atom of which is bonded to silicon; G is an organic cap; q is zero or one; p is zero or one; x has an average value from about 10 to about 200; y has an average value from about 2 to about 100; z has an average value from about 2 to about 30; and m and n are numbers such that the average molecular weight of the chain, --(C 3 H 6 O) m (C 2 H 4 O) n --, is from about 1000 to about 6000 and from about 20 to about 65 weight percent of the chain is constituted of oxyethylene.
Claim 23
Dependent Claim
16 words
A copolymer as defined in claim 18 in which q is zero and p is one.
Claim 24
Dependent Claim
15 words
A copolymer as defined in claim 18 in which q and p are both zero.
Claim 25
Dependent Claim
15 words
A copolymer as defined in claim 18 in which q and p are both one.
Claim 26
Dependent Claim
16 words
A copolymer as defined in claim 18 in which q is one and p is zero.
Claim 27
Dependent Claim
19 words
A copolymer as defined in claim 18 in which G is alkyl having from one to four carbon atoms.
Claim 28
Dependent Claim
12 words
A copolymer as defined in claim 18 in which G is aryl.
Claim 29
Dependent Claim
12 words
A copolymer as defined in claim 18 in which G is aralkyl.
Claim 30
Dependent Claim
121 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU74## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; p is zero or one; e has a value from 2 to 4; x has an average value from about 20 to about 100; y has an average value from about 3 to about 30; z has an average value from about 2 to about 10; and m and n are numbers such that the average molecular weight of the chain, --(C 3 H 6 O) m (C 2 H 4 O) n --, is from about 1000 to about 6000 and from about 20 to about 65 weight percent of the chain is constituted of oxyethylene.
Claim 31
Dependent Claim
121 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU74## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; p is zero or one; e has a value from 2 to 4; x has an average value from about 20 to about 100; y has an average value from about 3 to about 30; z has an average value from about 2 to about 10; and m and n are numbers such that the average molecular weight of the chain, --(C 3 H 6 O) m (C 2 H 4 O) n --, is from about 1000 to about 6000 and from about 20 to about 65 weight percent of the chain is constituted of oxyethylene.
Claim 32
Dependent Claim
14 words
The copolymers of claim 26 in which p is one and e is three.
Claim 33
Dependent Claim
15 words
A copolymer as defined in claim 26 in which G is said monovalent hydrocarbon group.
Claim 34
Dependent Claim
12 words
A copolymer as defined in claim 26 in which G is methyl.
Claim 35
Dependent Claim
12 words
A copolymer as defined in claim 26 in which G is phenyl.
Claim 36
Dependent Claim
12 words
A copolymer as defined in claim 26 in which G is benzyl.
Claim 37
Dependent Claim
19 words
A copolymer as defined in claim 26 in which G is R°°C(O)-- where R°° is said monovalent hydrocarbon group.
Claim 38
Dependent Claim
18 words
A copolymer as defined in claim 26 in which G is R°°NHC(O)--where R°° is said monovalent hydrocarbon group.
Claim 39
Dependent Claim
120 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU75## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; p is zero or one; e has a value from 2 to 4; x has an average value from about 20 to about 100; y has an average value from about 3 to 30; z has an average value from about 2 to about 10; and m and n are numbers such that the average molecular weight of the chain, --(C 3 H 6 O) m (C 2 H 4 0) n --, is from about 1000 to about 6000 and from about 20 to about 65 weight percent of the chain is constituted of oxyethylene.
Claim 40
Dependent Claim
120 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU75## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; p is zero or one; e has a value from 2 to 4; x has an average value from about 20 to about 100; y has an average value from about 3 to 30; z has an average value from about 2 to about 10; and m and n are numbers such that the average molecular weight of the chain, --(C 3 H 6 O) m (C 2 H 4 0) n --, is from about 1000 to about 6000 and from about 20 to about 65 weight percent of the chain is constituted of oxyethylene.
Claim 41
Dependent Claim
16 words
A copolymer as defined in claim 34 in which p is one and e is three.
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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) | 1979-09-07 | 1980-03-08 | 1980-09-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-09-07 | 1984-03-08 | 1984-09-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-09-07 | 1988-03-08 | 1988-09-07 | $7700.00 | Window Closed / Lapsed |