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US3979419A Expired / Lapsed US ⏱️ 0.0 years remaining

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
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Abstract

Abstract Organosilicone compositions are provided which comprise polysiloxane-polyoxyalkylene copolymers containing monofunctional siloxy units and difunctional siloxy units, an average of between about 2 and about 20 silicon-bonded cyano-bearing ether groups for every two moles of monofunctional units, said cyano-bearing ether groups 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 for every two moles of monofunctional units, at least 75 weight percent of the polyoxyalkylene content of said copolymers being constituted of oxyethylene units, said monofunctional units having at least two alkyls bonded to the respective silicon atoms thereof and the difunctional units having at least one alkyl bonded to the respective silicon atoms thereof, the remaining organic group bonded to silicon of the respective monofunctional and difunctional siloxy units being alkyl, said cyano-bearing ether group or said polyoxyalkylene block. The polymers of the invention are effective stabilizers of flexible polyester 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 2026-11-01 19:31
CPC Classifications
C; C08; C08J; C08J9/00; C08J9/0061; C08G; C08G77/00; C08G77/42; C08G77/46; C08K; C08K5/00; C08K5/04; C08K5/09; C08J2375/00; C08J2375/04; C08J2375/06; C08J2483/00

Claims Analysis

Total Claims: 45
Claim 1
Independent Claim 165 words
Organosilicone compositions which comprise polysiloxane-polyoxyalkylene copolymers containing monofunctional siloxy units and difunctional siloxy units, an average of between about 2 and about 20 silicon-bonded cyano-bearing ether groups for every two moles of monofunctional units, said cyano-bearing ether groups having the formula, --(0) q R'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 for every two moles of monofunctional units, the polyoxyalkylene content of said copolymers being constituted of at least 75 weight percent of oxyethylene units, said monofunctional units having at least two alkyls bonded to the respective silicon atoms thereof and the difunctional units having at least one alkyl bonded to the respective silicon atoms thereof, the remaining organic group bonded to silicon of the respective monofunctional and difunctional siloxy units being alkyl, said cyanobearing ether group or said polyoxyalkylene block.
Claim 2
Dependent Claim 165 words
Organosilicone compositions which comprise polysiloxane-polyoxyalkylene copolymers containing monofunctional siloxy units and difunctional siloxy units, an average of between about 2 and about 20 silicon-bonded cyano-bearing ether groups for every two moles of monofunctional units, said cyano-bearing ether groups having the formula, --(0) q R'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 for every two moles of monofunctional units, the polyoxyalkylene content of said copolymers being constituted of at least 75 weight percent of oxyethylene units, said monofunctional units having at least two alkyls bonded to the respective silicon atoms thereof and the difunctional units having at least one alkyl bonded to the respective silicon atoms thereof, the remaining organic group bonded to silicon of the respective monofunctional and difunctional siloxy units being alkyl, said cyanobearing ether group or said polyoxyalkylene block.
Claim 3
Dependent Claim 194 words
As novel compositions, polysiloxane-polyoxyalkylene copolymers having the average composition, ##EQU56## wherein: R is alkyl having from one to 10 carbon atoms; Q is a cyano-bearing ether group having the formula, --(O) q R'OR"CN, where q is zero or one, R' is bivalent alkylene having from 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, --(OC a H 2a )b-- is a polyoxyalkylene chain constituted of at least 75 weight percent of oxyethylene; t, u, v, w, the sum 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 is zero or a positive number having an average value up to about 20; y has an average value from about 2 to about 20; and z has an average value from about 2 to about 30.
Claim 4
Dependent Claim 194 words
As novel compositions, polysiloxane-polyoxyalkylene copolymers having the average composition, ##EQU56## wherein: R is alkyl having from one to 10 carbon atoms; Q is a cyano-bearing ether group having the formula, --(O) q R'OR"CN, where q is zero or one, R' is bivalent alkylene having from 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, --(OC a H 2a )b-- is a polyoxyalkylene chain constituted of at least 75 weight percent of oxyethylene; t, u, v, w, the sum 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 is zero or a positive number having an average value up to about 20; y has an average value from about 2 to about 20; 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 group 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 12 words
A composition as defined in claim 2 in which x is zero.
Claim 15
Dependent Claim 14 words
A composition as defined in claim 2 in which x is a positive number.
Claim 16
Dependent Claim 104 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU57## 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 at least 75 weight percent of the polyoxyalkylene content of which is constituted of oxyethylene; q is zero or one; x is zero or a positive number having an average value up to about 20; y has an average value from about 2 to about 20; and z has an average value from about 2 to about 30.
Claim 17
Dependent Claim 104 words
Siloxane-polyoxyalkylene copolymers having the average composition, ##EQU57## 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 at least 75 weight percent of the polyoxyalkylene content of which is constituted of oxyethylene; q is zero or one; x is zero or a positive number having an average value up to about 20; y has an average value from about 2 to about 20; and z has an average value from about 2 to about 30.
Claim 18
Dependent Claim 17 words
A copolymer as defined in claim 14 in which R' has from 3 to 4 carbon atoms.
Claim 19
Dependent Claim 14 words
A copolymer as defined in claim 14 in which R" has two carbon atoms.
Claim 20
Dependent Claim 12 words
A copolymer as defined in claim 14 in which --R'OR"-CN is 3-(2-cyanoethoxy)propyl.
Claim 21
Dependent Claim 12 words
A copolymer as defined in claim 14 in which x is zero.
Claim 22
Dependent Claim 14 words
A copolymer as defined in claim 14 in which x is a positive number.
Claim 23
Dependent Claim 124 words
Siloxane-polyoxyethylene copolymers having the average composition, ##EQU58## 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; b has an average value from about 3 to about 30; x is zero or a positive number having an average value up to about 20; y has an average value from about 2 to about 20, and z has an average value from about 2 to about 30.
Claim 24
Dependent Claim 124 words
Siloxane-polyoxyethylene copolymers having the average composition, ##EQU58## 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; b has an average value from about 3 to about 30; x is zero or a positive number having an average value up to about 20; y has an average value from about 2 to about 20, and z has an average value from about 2 to about 30.
Claim 25
Dependent Claim 16 words
A copolymer as defined in claim 20 in which q is zero and p is one.
Claim 26
Dependent Claim 15 words
A copolymer as defined in claim 20 in which q and p are both zero.
Claim 27
Dependent Claim 15 words
A copolymer as defined in claim 20 in which q and p are both one.
Claim 28
Dependent Claim 16 words
A copolymer as defined in claim 20 in which q is one and p is zero.
Claim 29
Dependent Claim 19 words
A copolymer as defined in claim 20 in which G is alkyl having from one to four carbon atoms.
Claim 30
Dependent Claim 12 words
A copolymer as defined in claim 20 in which G is aryl.
Claim 31
Dependent Claim 12 words
A copolymer as defined in claim 20 in which G is aralkyl.
Claim 32
Dependent Claim 86 words
Siloxane-polyoxyethylene copolymers having the average composition, ##EQU59## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; b has an average value from about 3 to about 30; p is zero or one; e has a value from 2 to 4; x is zero or a positive number having an average value up to about 10; y has an average value from about 2 to about 10; and z has an average value from about 2 to about 15.
Claim 33
Dependent Claim 86 words
Siloxane-polyoxyethylene copolymers having the average composition, ##EQU59## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; b has an average value from about 3 to about 30; p is zero or one; e has a value from 2 to 4; x is zero or a positive number having an average value up to about 10; y has an average value from about 2 to about 10; and z has an average value from about 2 to about 15.
Claim 34
Dependent Claim 16 words
A copolymer as defined in claim 28 in which p is one and e is three.
Claim 35
Dependent Claim 12 words
A copolymer as defined in claim 29 in which x is zero.
Claim 36
Dependent Claim 14 words
A copolymer as defined in claim 29 in which x is a positive number.
Claim 37
Dependent Claim 15 words
A copolymer as defined in claim 28 in which G is said monovalent hydrocarbon group.
Claim 38
Dependent Claim 12 words
A copolymer as defined in claim 28 in which G is methyl.
Claim 39
Dependent Claim 12 words
A copolymer as defined in claim 28 in which G is phenyl.
Claim 40
Dependent Claim 12 words
A copolymer as defined in claim 28 in which G is benzyl.
Claim 41
Dependent Claim 19 words
A copolymer as defined in claim 28 in which G is R°°C(O)-- where R°° is said monovalent hydrocarbon group.
Claim 42
Dependent Claim 19 words
A copolymer as defined in claim 28 in which G is R°°NHC(O)-- where R°° is said monovalent hydrocarbon group.
Claim 43
Dependent Claim 86 words
Siloxane-polyoxyethylene copolymers having the average composition, ##EQU60## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; b has an average value from about 3 to about 30; p is zero or one; e has a value from 2 to 4; x is zero or a positive number having an average value up to about 10; y has an average value from about 2 to about 10; and z has an average value from about 2 to about 15.
Claim 44
Dependent Claim 86 words
Siloxane-polyoxyethylene copolymers having the average composition, ##EQU60## wherein: Me is methyl; G comprises a monovalent hydrocarbon group having from 1 to 12 carbon atoms; b has an average value from about 3 to about 30; p is zero or one; e has a value from 2 to 4; x is zero or a positive number having an average value up to about 10; y has an average value from about 2 to about 10; and z has an average value from about 2 to about 15.
Claim 45
Dependent Claim 16 words
A copolymer as defined in claim 38 in which p is one and e is three.

References Cited (Backward Citations)

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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

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