US6069259A
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Multifunctional polymerizible alkoxy siloxane oligomers
Assignee: Rensselaer Polytechnic Institute
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Filing: 1998-02-06
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Granted: 2000-05-30
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Expires: 2018-02-06
Abstract
Abstract A composition relating to an oligomeric alkoxy siloxane substituted with polymerizible epoxy or 1-alkenyl groups, and a process for the production of that composition, are disclosed. The process entails a hydrolysis-condensation oligomerization of an epoxy- or 1-alkenyl ether-functional trialkoxy silane, catalyzed by an ion exchange resin, and separation of the resin from the resulting oligomer.
Inventors
- 👤 James Vincent Crivello
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:02
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/14; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; C08G77/045
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
222 words
A polymerizable siloxane oligomer comprising the structure of Formula I: ##STR8## wherein R is an alkyl group of 1-10 carbons; FG is a functional group and each FG in said oligomer is independently chosen from linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl residues of 1 to 20 carbons substituted with an epoxide; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; arylalkyl residues of 1 to 20 carbons substituted with an epoxide; arylalkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; and epoxy-functional organosiloxane residues of 1 to 20 silicons and 1 to 20 carbons; R 1 is R or ##STR9## R 2 is R or ##STR10## and m and n are independently 2 to 50.
Claim 2
Dependent Claim
222 words
A polymerizable siloxane oligomer comprising the structure of Formula I: ##STR8## wherein R is an alkyl group of 1-10 carbons; FG is a functional group and each FG in said oligomer is independently chosen from linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl residues of 1 to 20 carbons substituted with an epoxide; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; arylalkyl residues of 1 to 20 carbons substituted with an epoxide; arylalkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; and epoxy-functional organosiloxane residues of 1 to 20 silicons and 1 to 20 carbons; R 1 is R or ##STR9## R 2 is R or ##STR10## and m and n are independently 2 to 50.
Claim 3
Dependent Claim
24 words
The composition of claim 1, wherein each FG has a structure independently chosen from the group consisting of the structures of Formulae A-P. ##STR11##
Claim 4
Dependent Claim
15 words
The composition of claim 1, wherein each FG is independently 2-(3,4-epoxycyclohexylethyl), 3-glycidoxypropyl, or 1-propenoxy-2-ethoxy ethyl.
Claim 5
Dependent Claim
13 words
The composition of claim 1, wherein each FG is independently 2-(3,4-epoxycyclohexylethyl) or 3-glycidoxypropyl.
Claim 6
Dependent Claim
14 words
The composition of claim 1, wherein m and n are independently 2 to 20.
Claim 7
Dependent Claim
230 words
A process for preparing a polymerizible alkoxy siloxane oligomer comprising reacting one or more silane monomers of formula (RO) 3 Si FG, wherein R is methyl or ethyl, and FG is independently chosen for each monomer from the group consisting of linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl residues of 1 to 20 carbons substituted with an epoxide; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; arylalkyl residues of 1 to 20 carbons substituted with an epoxide; arylalkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; and epoxy-functional organosiloxane residues of 1 to 20 silicons and 1 to 20 carbons; with 0.5 to 2.5 equivalents of water in the presence of an ion exchange resin and separating the resin from said siloxane oligomer.
Claim 8
Dependent Claim
230 words
A process for preparing a polymerizible alkoxy siloxane oligomer comprising reacting one or more silane monomers of formula (RO) 3 Si FG, wherein R is methyl or ethyl, and FG is independently chosen for each monomer from the group consisting of linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl residues of 1 to 20 carbons substituted with an epoxide; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; arylalkyl residues of 1 to 20 carbons substituted with an epoxide; arylalkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; and epoxy-functional organosiloxane residues of 1 to 20 silicons and 1 to 20 carbons; with 0.5 to 2.5 equivalents of water in the presence of an ion exchange resin and separating the resin from said siloxane oligomer.
Claim 9
Dependent Claim
16 words
The process of claim 6, wherein said ion exchange resin is comprised of quaternary ammonium functionality.
Claim 10
Dependent Claim
26 words
The process of claim 6, wherein R is methyl or ethyl, and FG is independently chosen for each monomer from the group having structures A-P. ##STR12##
Claim 11
Dependent Claim
15 words
The process of claim 8, wherein said ion exchange resin is a quaternary ammonium resin.
Claim 12
Dependent Claim
237 words
A polymerizible siloxane oligomer produced by reacting one or more alkoxy silane monomers of formula (RO) 3 Si FG, wherein R is alkyl of 1-10 carbons and FG has a structure independently chosen for each monomer from the group consisting of: linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl residues of 1 to 20 carbons substituted with an epoxide; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; arylalkyl residues of 1 to 20 carbons substituted with an epoxide; arylalkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; and epoxy-functional organosiloxane residues of 1 to 20 silicons and 1 to 20 carbons; with 0.5 to 2.5 equivalents of water, in the presence of an ion exchange resin, optionally in the presence of a solvent, and separating the resin from said siloxane oligomer.
Claim 13
Dependent Claim
237 words
A polymerizible siloxane oligomer produced by reacting one or more alkoxy silane monomers of formula (RO) 3 Si FG, wherein R is alkyl of 1-10 carbons and FG has a structure independently chosen for each monomer from the group consisting of: linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in a 1-alkenyl ether; linear, branched and cyclic alkyl residues of 1 to 20 carbons terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens terminating in an acrylate, an alpha-chloroacrylate, an alpha-cyanoacrylate or a methacrylate; linear, branched and cyclic alkyl residues of 1 to 20 carbons substituted with an epoxide; linear, branched and cyclic alkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; arylalkyl residues of 1 to 20 carbons substituted with an epoxide; arylalkyl ether residues of 1 to 20 carbons and 1 to 9 oxygens substituted with an epoxide; and epoxy-functional organosiloxane residues of 1 to 20 silicons and 1 to 20 carbons; with 0.5 to 2.5 equivalents of water, in the presence of an ion exchange resin, optionally in the presence of a solvent, and separating the resin from said siloxane oligomer.
Claim 14
Dependent Claim
20 words
A polymerizible oligomer according to claim 10, such that said oligomer has a viscosity of between 100 and 1,000,000 cps.
Claim 15
Dependent Claim
19 words
A polymerizible oligomer according to claim 10, such that said oligomer has a viscosity of greater than 1,000,000 cps.
Claim 16
Dependent Claim
29 words
A polymerizible siloxane oligomer according to claim 10, wherein FG has a structure independently chosen for each monomer from the group consisting of the structures of Formulae A-P. ##STR13##
Claim 17
Dependent Claim
19 words
A polymerizible oligomer according to claim 13, wherein said oligomer has a viscosity of between 100 and 1,000,000 cps.
Claim 18
Dependent Claim
18 words
A polymerizible oligomer according to claim 13, wherein said oligomer has a viscosity of greater than 1,000,000 cps.
Claim 19
Dependent Claim
18 words
A polymerizible siloxane oligomer according to claim 10, wherein FG for each monomer is independently 2-(3,4-epoxycyclohexylethyl) or 3-glycidoxypropyl.
Claim 20
Dependent Claim
19 words
A polymerizible oligomer according to claim 16, wherein said oligomer has a viscosity of between 100 and 1,000,000 cps.
Claim 21
Dependent Claim
18 words
A polymerizible oligomer according to claim 16, wherein said oligomer has a viscosity of greater than 1,000,000 cps.
References Cited (Backward Citations)
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