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US6602964B2 Expired / Lapsed US ⏱️ 0.0 years remaining

Reactive diluent in moisture curable system

Assignee: General Electric Co
•
Filing: 2002-02-04
•
Granted: 2003-08-05
•
Expires: 2022-02-04
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Abstract

Abstract Disclosed herein is a composition comprising:A) a moisture curable polymer selected from the group consisting of silylated polyurethanes, silylated polyethers, and mixtures thereof, andB) a silicone oligomer of the formula:wherein:each R is independently selected from the group consisting of B, R1, -OR2, R3, and R4;B is an organosilyl functional group bridged to the Si atom of the siloxane oligomer backbone by a Si-C bond;each R1 is independently a saturated or aromatic hydrocarbon group of 1 to 16 carbon atoms;each R2 is independently a group as defined for R1 or an acyl group;each R3 is independently a monovalent organic group containing an aliphatic unsaturated hydrocarbon group;each R4 is a monovalent organic group linked to the Si atom of the siloxane oligomer backbone by a Si-C bond that does not include an aliphatic unsaturated hydrocarbon group and that has thereon one or more members selected from the group consisting of ether polysulfide, ester, polyester, carbamate, polyurethane, isocyanurate, thioether, blocked mercaptan, amide, cyano, and oximato groups;with the provisos that at least one R is a B, at least one quarter of all R groups are -OR2, and at least one silicon atom of the oligomer has an R3 group thereon;m is 2 to 10; n is 0 to 20; o is 0 to 20; and p is 0 to 10.

Inventors

  • 👤 Misty Huang
  • 👤 Richard E. Handel
  • 👤 Herbert Petty

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 11:48
CPC Classifications
C; C09; C09D; C09D175/00; C09D175/04; C08; C08F; C08F290/00; C08F290/08; C08F290/14; C08F290/148; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/336; C08G77/00; C08G77/04; C08G77/045; C08G77/48; C08G77/485; C08K; C08K5/00; C08K5/54; C08K5/541; C08K5/5425; C08L; C08L71/00; C08L71/02; C08G2190/00; C08K5/5415

Claims Analysis

Total Claims: 33
Claim 1
Independent Claim 264 words
A composition comprising: A) a moisture curable polymer selected from the group consisting of silylated polyurethanes, silylated polyethers, and mixtures thereof, and B) a silicone oligomer of the formula: [R 3 SiO 1/2 ] m [O 1/2 Si(R) 2 O 1/2 ] n [SiO 3/2 R] o [SiO 4/2 ] p (I) wherein: each R is independently selected from the group consisting of B, R 1 , —OR 2 , R 3 , and R 4 ; B is an organosilyl functional group bridged to the Si atom of the siloxane oligomer backbone by a Si—C bond; each R 1 is independently a saturated or aromatic hydrocarbon group of 1 to 16 carbon atoms; each R 2 is independently a group as defined for R 1 or an acyl group; each R 3 is independently a monovalent organic group containing an aliphatic unsaturated hydrocarbon group; each R 4 is a monovalent organic group linked to the Si atom of the siloxane oligomer backbone by a Si—C bond that does not include an aliphatic unsaturated hydrocarbon group and that has thereon one or more members selected from the group consisting of ether polysulfide, ester, polyester, carbamate, polyurethane, isocyanurate, thioether, blocked mercaptan, amide, cyano, and oximato groups; with the provisos that at least one R is a B, at least one quarter of all R groups are —OR 2 , and at least one silicon atom of the oligomer has an R 3 group thereon; m is 2 to 10; n is 0 to 20; o is 0 to 20; and p is 0 to 10.
Claim 2
Dependent Claim 264 words
A composition comprising: A) a moisture curable polymer selected from the group consisting of silylated polyurethanes, silylated polyethers, and mixtures thereof, and B) a silicone oligomer of the formula: [R 3 SiO 1/2 ] m [O 1/2 Si(R) 2 O 1/2 ] n [SiO 3/2 R] o [SiO 4/2 ] p (I) wherein: each R is independently selected from the group consisting of B, R 1 , —OR 2 , R 3 , and R 4 ; B is an organosilyl functional group bridged to the Si atom of the siloxane oligomer backbone by a Si—C bond; each R 1 is independently a saturated or aromatic hydrocarbon group of 1 to 16 carbon atoms; each R 2 is independently a group as defined for R 1 or an acyl group; each R 3 is independently a monovalent organic group containing an aliphatic unsaturated hydrocarbon group; each R 4 is a monovalent organic group linked to the Si atom of the siloxane oligomer backbone by a Si—C bond that does not include an aliphatic unsaturated hydrocarbon group and that has thereon one or more members selected from the group consisting of ether polysulfide, ester, polyester, carbamate, polyurethane, isocyanurate, thioether, blocked mercaptan, amide, cyano, and oximato groups; with the provisos that at least one R is a B, at least one quarter of all R groups are —OR 2 , and at least one silicon atom of the oligomer has an R 3 group thereon; m is 2 to 10; n is 0 to 20; o is 0 to 20; and p is 0 to 10.
Claim 3
Dependent Claim 14 words
The composition of claim 1 wherein the moisture curable polymer is a silylated polyurethane.
Claim 4
Dependent Claim 10 words
The composition of claim 1 further comprising a cure catalyst.
Claim 5
Dependent Claim 26 words
The composition of claim 1 further comprising at least one member selected from the group consisting of fillers, plasticizers, thixotropes, antioxidants, UV stabilizers, and adhesion promoters.
Claim 6
Dependent Claim 27 words
The composition of claim 1 further comprising at least one filler selected from the group consisting of fumed silica, precipitated silica, clay, carbon black, and calcium carbonates.
Claim 7
Dependent Claim 29 words
The composition of claim 1 wherein R 1 is selected from the group consisting of methyl, ethyl, i-propyl, i-butyl, t-butyl, pentyl, cyclohexyl, octyl, decyl, dodecyl, phenyl, benzyl, and naphthyl.
Claim 8
Dependent Claim 32 words
The composition of claim 1 wherein R 2 is selected from the group consisting of methyl, ethyl, i-propyl, i-butyl, t-butyl, pentyl, cyclohexyl, octyl, decyl, dodecyl, phenyl, benzyl, naphthyl, acetyl, benzoyl, and propionyl.
Claim 9
Dependent Claim 26 words
The composition of claim 1 wherein R 3 is selected from the group consisting of vinyl, allyl, propargyl, acryloxyalkyl, methacryloxyalkyl, crotyloxyalkyl, styryl, n-octenyl, linolyl, and linolenyl.
Claim 10
Dependent Claim 7 words
The composition of claim 1 wherein m+n+o+p≦45.
Claim 11
Dependent Claim 275 words
An article of manufacture comprising a cured composition prepared from an uncured composition comprising: A) a moisture curable polymer selected from the group consisting of silylated polyurethanes, silylated polyethers, and mixtures thereof; and B) a silicone oligomer of the formula: [R 3 SiO 1/2 ] m [O 1/2 Si(R) 2 O 1/2 ] n [SiO 3/2 R] o [SiO 4/2 ] p (I) wherein: each R is independently selected from the group consisting of B, R 1 , —OR 2 , R 3 , and R 4 ; B is an organosilyl functional group bridged to the Si atom of the siloxane oligomer backbone by a Si—C bond; each R 1 is independently a saturated or aromatic hydrocarbon group of 1 to 16 carbon atoms; each R 2 is independently a group as defined for R 1 or an acyl group; each R 3 is independently a monovalent organic group containing an aliphatic unsaturated hydrocarbon group; each R 4 is a monovalent organic group linked to the Si atom of the siloxane oligomer backbone by a Si—C bond that does not include an aliphatic unsaturated hydrocarbon group and that has thereon one or more members selected from the group consisting of ether polysulfide, ester, polyester, carbamate, polyurethane, isocyanurate, thioether, blocked mercaptan, amide, cyano, and oximato groups; with the provisos that at least one R is a B, at least one quarter of all R groups are —OR 2 , and at least one silicon atom of the oligomer has an R 3 group thereon; m is 2 to 10; n is 0 to 20; o is 0 to 20; and p is 0 to 10.
Claim 12
Dependent Claim 275 words
An article of manufacture comprising a cured composition prepared from an uncured composition comprising: A) a moisture curable polymer selected from the group consisting of silylated polyurethanes, silylated polyethers, and mixtures thereof; and B) a silicone oligomer of the formula: [R 3 SiO 1/2 ] m [O 1/2 Si(R) 2 O 1/2 ] n [SiO 3/2 R] o [SiO 4/2 ] p (I) wherein: each R is independently selected from the group consisting of B, R 1 , —OR 2 , R 3 , and R 4 ; B is an organosilyl functional group bridged to the Si atom of the siloxane oligomer backbone by a Si—C bond; each R 1 is independently a saturated or aromatic hydrocarbon group of 1 to 16 carbon atoms; each R 2 is independently a group as defined for R 1 or an acyl group; each R 3 is independently a monovalent organic group containing an aliphatic unsaturated hydrocarbon group; each R 4 is a monovalent organic group linked to the Si atom of the siloxane oligomer backbone by a Si—C bond that does not include an aliphatic unsaturated hydrocarbon group and that has thereon one or more members selected from the group consisting of ether polysulfide, ester, polyester, carbamate, polyurethane, isocyanurate, thioether, blocked mercaptan, amide, cyano, and oximato groups; with the provisos that at least one R is a B, at least one quarter of all R groups are —OR 2 , and at least one silicon atom of the oligomer has an R 3 group thereon; m is 2 to 10; n is 0 to 20; o is 0 to 20; and p is 0 to 10.
Claim 13
Dependent Claim 14 words
The article of claim 10 wherein the moisture curable polymer is a silylated polyurethane.
Claim 14
Dependent Claim 14 words
The article of claim 10 wherein the uncured composition further comprises a cure catalyst.
Claim 15
Dependent Claim 30 words
The article of claim 10 wherein the cured composition further comprises at least one member selected from the group consisting of fillers, plasticizers, thixotropes, antioxidants, UV stabilizers, and adhesion promoters.
Claim 16
Dependent Claim 31 words
The article of claim 10 wherein the cured composition further comprises at least one filler selected from the group consisting of fumed silica, precipitated silica, clay, carbon black, and calcium carbonates.
Claim 17
Dependent Claim 29 words
The article of claim 10 wherein R 1 is selected from the group consisting of methyl, ethyl, i-propyl, i-butyl, t-butyl, pentyl, cyclohexyl, octyl, decyl, dodecyl, phenyl, benzyl, and naphthyl.
Claim 18
Dependent Claim 32 words
The article of claim 10 wherein R 2 is selected from the group consisting of methyl, ethyl, i-propyl, i-butyl, t-butyl, pentyl, cyclohexyl, octyl, decyl, dodecyl, phenyl, benzyl, naphthyl, acetyl, benzoyl, and propionyl.
Claim 19
Dependent Claim 26 words
The article of claim 10 wherein R 3 is selected from the group consisting of vinyl, allyl, propargyl, acryloxyalkyl, methacryloxyalkyl, crotyloxyalkyl, styryl, n-octenyl, linolyl, and linolenyl.
Claim 20
Dependent Claim 7 words
The article of claim 10 wherein m+n+o+p≦45.
Claim 21
Dependent Claim 11 words
The article of claim 10 wherein said article is a sealant.
Claim 22
Dependent Claim 11 words
The article of claim 10 wherein said article is a coating.
Claim 23
Dependent Claim 11 words
The article of claim 10 wherein said article is an adhesive.
Claim 24
Independent Claim 263 words
A method for the preparation of silylated polyurethanes comprising: A) combining a silylated polyurethane prepolymer with a silicone oligomer of the formula: [R 3 SiO 1/2 ] m [O 1/2 Si(R) 2 O 1/2 ] n [SiO 3/2 R] o [SiO 4/2 ] p (I) wherein: each R is independently selected from the group consisting of B, R 1 , —OR 2 , R 3 , and R 4 ; B is an organosilyl functional group bridged to the Si atom of the siloxane oligomer backbone by a Si—C bond; each R 1 is independently a saturated or aromatic hydrocarbon group of 1 to 16 carbon atoms; each R 2 is independently a group as defined for R 1 or an acyl group; each R 3 is independently a monovalent organic group containing an aliphatic unsaturated hydrocarbon group; each R 4 is a monovalent organic group linked to the Si atom of the siloxane oligomer backbone by a Si—C bond that does not include an aliphatic unsaturated hydrocarbon group and that has thereon one or more members selected from the group consisting of ether polysulfide, ester, polyester, carbamate, polyurethane, isocyanurate, thioether, blocked mercaptan, amide, cyano, and oximato groups; with the provisos that at least one R is a B, at least one quarter of all R groups are —OR 2 , and at least one silicon atom of the oligomer has an R 3 group thereon; m is 2 to 10; n is 0 to 20; o is 0 to 20; and p is 0 to 10; B) curing by exposure to moisture.
Claim 25
Independent Claim 263 words
A method for the preparation of silylated polyurethanes comprising: A) combining a silylated polyurethane prepolymer with a silicone oligomer of the formula: [R 3 SiO 1/2 ] m [O 1/2 Si(R) 2 O 1/2 ] n [SiO 3/2 R] o [SiO 4/2 ] p (I) wherein: each R is independently selected from the group consisting of B, R 1 , —OR 2 , R 3 , and R 4 ; B is an organosilyl functional group bridged to the Si atom of the siloxane oligomer backbone by a Si—C bond; each R 1 is independently a saturated or aromatic hydrocarbon group of 1 to 16 carbon atoms; each R 2 is independently a group as defined for R 1 or an acyl group; each R 3 is independently a monovalent organic group containing an aliphatic unsaturated hydrocarbon group; each R 4 is a monovalent organic group linked to the Si atom of the siloxane oligomer backbone by a Si—C bond that does not include an aliphatic unsaturated hydrocarbon group and that has thereon one or more members selected from the group consisting of ether polysulfide, ester, polyester, carbamate, polyurethane, isocyanurate, thioether, blocked mercaptan, amide, cyano, and oximato groups; with the provisos that at least one R is a B, at least one quarter of all R groups are —OR 2 , and at least one silicon atom of the oligomer has an R 3 group thereon; m is 2 to 10; n is 0 to 20; o is 0 to 20; and p is 0 to 10; B) curing by exposure to moisture.
Claim 26
Dependent Claim 13 words
The method of claim 22 wherein the silylated polyurethane prepolymer is moisture curable.
Claim 27
Dependent Claim 23 words
The method of claim 22 wherein the silylated polyurethane prepolymer and the silicone oligomer are combined in the presence of a cure catalyst.
Claim 28
Dependent Claim 30 words
The method of claim 22 further comprising the step of adding at least one member selected from the group consisting of fillers, plasticizers, thixotropes, antioxidants, UV stabilizers, and adhesion promoters.
Claim 29
Dependent Claim 31 words
The method of claim 22 further comprising the step of adding at least one filler selected from the group consisting of fumed silica, precipitated silica, clay, carbon black, and calcium carbonates.
Claim 30
Dependent Claim 29 words
The method of claim 22 wherein R 1 is selected from the group consisting of methyl, ethyl, i-propyl, i-butyl, t-butyl, pentyl, cyclohexyl, octyl, decyl, dodecyl, phenyl, benzyl, and naphthyl.
Claim 31
Dependent Claim 32 words
The method of claim 22 wherein R 2 is selected from the group consisting of methyl, ethyl, i-propyl, i-butyl, t-butyl, pentyl, cyclohexyl, octyl, decyl, dodecyl, phenyl, benzyl, naphthyl, acetyl, benzoyl, and propionyl.
Claim 32
Dependent Claim 26 words
The method of claim 22 wherein R 3 is selected from the group consisting of vinyl, allyl, propargyl, acryloxyalkyl, methacryloxyalkyl, crotyloxyalkyl, styryl, n-octenyl, linolyl, and llinolenyl.
Claim 33
Dependent Claim 7 words
The method of claim 22 wherein m+n+o+p≦45.

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