US4115356A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Self adhering room temperature vulcanizable silicone elastomers
Assignee: Dow Silicones Corp
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Filing: 1977-07-18
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Granted: 1978-09-19
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Expires: 1997-07-18
Abstract
Abstract The addition of an epoxytrialkoxysilane such as glycidoxypropyltrimethoxysilane to room temperature vulcanizable silicone elastomer compositions which vulcanize through the reaction of moisture with silicon-bonded acetoxy functionality gives improved adhesion when cured in contact with substrates such as glass and aluminum without the use of primers.
Inventors
- 👤 John R. Hilliard
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 14:34
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/54; C08G; C08G77/00; C08G77/04; C08G77/14; C08G77/16; C08G77/20; C08G77/22; C08G77/24; C08G77/70; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31609; Y10T428/31612; Y10T428/31652; Y10T428/31663
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
236 words
A composition storage stable in the absence of moisture which vulcanizes at room temperature on exposure to moisture comprising a product resulting from mixing (A) 100 parts by weight of polydiorganosiloxane consisting essentially of repeating units of the formula R 2 SiO having a viscosity of at least 0.10 Pa.s at 25° C in which each R represents a monovalent hydrocarbon or halogenated monovalent hydrocarbon radical of from 1 to 18 inclusive carbon atoms, said siloxane having an average of from 1.5 to about 2 silicon-bonded hydroxyl radicals per molecule, (B) from 0.5 to 15 parts of an organotriacetoxysilane of the formula ##STR6## in which R' represents a monovalent radical selected from the group consisting of lower alkyl, fluorinated lower alkyl, alkenyl, and aryl radicals, there being at least one organotriacetoxysilane molecule per hydroxyl radical of polyorganosiloxane (A), and (C) from 0.1 to 2.5 parts of a compound of the formula ##STR7## in which R" is a radical attached to silicon by a carbon to silicon bond and selected from the group consisting of divalent hydrocarbon radicals of from 1 to 10 carbon atoms and divalent radicals of less than 10 carbon atoms which are composed of carbon, hydrogen, and oxygen atoms, the last being in the form of ether linkages, not as an atom of a ring, and R'" is selected from the group consisting of aliphatic hydrocarbon radicals of less than 5 carbon atoms.
Claim 2
Dependent Claim
236 words
A composition storage stable in the absence of moisture which vulcanizes at room temperature on exposure to moisture comprising a product resulting from mixing (A) 100 parts by weight of polydiorganosiloxane consisting essentially of repeating units of the formula R 2 SiO having a viscosity of at least 0.10 Pa.s at 25° C in which each R represents a monovalent hydrocarbon or halogenated monovalent hydrocarbon radical of from 1 to 18 inclusive carbon atoms, said siloxane having an average of from 1.5 to about 2 silicon-bonded hydroxyl radicals per molecule, (B) from 0.5 to 15 parts of an organotriacetoxysilane of the formula ##STR6## in which R' represents a monovalent radical selected from the group consisting of lower alkyl, fluorinated lower alkyl, alkenyl, and aryl radicals, there being at least one organotriacetoxysilane molecule per hydroxyl radical of polyorganosiloxane (A), and (C) from 0.1 to 2.5 parts of a compound of the formula ##STR7## in which R" is a radical attached to silicon by a carbon to silicon bond and selected from the group consisting of divalent hydrocarbon radicals of from 1 to 10 carbon atoms and divalent radicals of less than 10 carbon atoms which are composed of carbon, hydrogen, and oxygen atoms, the last being in the form of ether linkages, not as an atom of a ring, and R'" is selected from the group consisting of aliphatic hydrocarbon radicals of less than 5 carbon atoms.
Claim 3
Dependent Claim
13 words
The composition in accordance with claim 1 in which a filler is present.
Claim 4
Dependent Claim
17 words
The composition in accordance with claim 1 in which a curing catalyst for the product is present.
Claim 5
Dependent Claim
13 words
The composition in accordance with claim 3 in which a filler is present.
Claim 6
Dependent Claim
18 words
The composition in accordance with claim 1 in which (C) is from 0.25 to 2.5 parts of glycidoxypropyltrimethoxysilane.
Claim 7
Dependent Claim
34 words
The composition in accordance with claim 5 in which R and R' are selected from the group consisting of methyl, ehtyl, vinyl, phenyl, and 3,3,3-trifluoropropyl radicals with at least 50 percent being methyl radicals.
Claim 8
Dependent Claim
19 words
The composition in accordance with claim 6 in which (B) is from 3 to 10 parts of an organotriacetoxysilane.
Claim 9
Dependent Claim
20 words
The composition in accordance with claim 7 in which a filler and a curing catalyst for the product are present.
Claim 10
Dependent Claim
15 words
The composition in accordance with claim 8 in which the curing catalyst is a diorganotindicarboxylate.
Claim 11
Dependent Claim
14 words
The composition in accordance with claim 9 in which the curing catalyst is dibutyltindiacetate.
Claim 12
Dependent Claim
87 words
The composition in accordance with claim 10 in which the dibutyltindiacetate is present in an amount of from 0.06 to 1 parts, the filler is a fume silica present in an amount of from 5 to 20 parts, the organotriacetoxysilane is a mixture of methyltriacetoxysilane and ethyltriacetoxysilane, the glycidoxypropyltrimethoxysilane is present in an amount of from 0.5 to 2.0 parts, and the polydiorganosiloxane is polydimethylsiloxane with from 1.5 to 2 hydroxyl radicals per molecule, the polydimethylsiloxane having a viscosity of 5 to 20 Pa.s at 25° C.
Claim 13
Dependent Claim
254 words
In a method of preparing a composition storage stable in the absence of moisture which vulcanizes at room temperature on exposure to moisture comprising mixing in the absence of moisture hydroxylated polydiorganosiloxane and organotriacyloxysilane wherein the improvement comprises mixing (A) 100 parts by weight polydiorganosiloxane consisting essentially of repeating units of the formula R 2 SiO having a viscosity of at least 0.10 Pa.s at 25° C in which each R represents a monovalent hydrocarbon or halogenated monovalent hydrocarbon radical of from 1 to 18 inclusive carbon atoms, said siloxane having an average of from 1.5 to about 2 silicon-bonded hydroxyl radicals per molecule, (B) from 0.5 to 15 parts of an organotriacetoxysilane of the formula ##STR8## in which R' represents a monovalent radical selected from the group consisting of lower alkyl, fluorinated lower alkyl, alkenyl, and aryl radicals, there being at least one organotriacetoxysilane molecule per hydroxyl radical of polyorganosiloxane (A), and (C) from 0.1 to 2.5 parts of a compound of the formula ##STR9## in which R" is a radical attached to silicon by a carbon to silicon bond and selected from the group consisting of divalent hydrocarbon radicals of from 1 to 10 carbon atoms and divalent radicals of less than 10 carbon atoms which are composed of carbon, hydrogen, and oxygen atoms, the last being in the form of ether linkages, not as an atom of a ring, and R'" is selected from the group consisting of aliphatic hydrocarbon radicals of less than 5 carbon atoms to yield a product.
Claim 14
Dependent Claim
254 words
In a method of preparing a composition storage stable in the absence of moisture which vulcanizes at room temperature on exposure to moisture comprising mixing in the absence of moisture hydroxylated polydiorganosiloxane and organotriacyloxysilane wherein the improvement comprises mixing (A) 100 parts by weight polydiorganosiloxane consisting essentially of repeating units of the formula R 2 SiO having a viscosity of at least 0.10 Pa.s at 25° C in which each R represents a monovalent hydrocarbon or halogenated monovalent hydrocarbon radical of from 1 to 18 inclusive carbon atoms, said siloxane having an average of from 1.5 to about 2 silicon-bonded hydroxyl radicals per molecule, (B) from 0.5 to 15 parts of an organotriacetoxysilane of the formula ##STR8## in which R' represents a monovalent radical selected from the group consisting of lower alkyl, fluorinated lower alkyl, alkenyl, and aryl radicals, there being at least one organotriacetoxysilane molecule per hydroxyl radical of polyorganosiloxane (A), and (C) from 0.1 to 2.5 parts of a compound of the formula ##STR9## in which R" is a radical attached to silicon by a carbon to silicon bond and selected from the group consisting of divalent hydrocarbon radicals of from 1 to 10 carbon atoms and divalent radicals of less than 10 carbon atoms which are composed of carbon, hydrogen, and oxygen atoms, the last being in the form of ether linkages, not as an atom of a ring, and R'" is selected from the group consisting of aliphatic hydrocarbon radicals of less than 5 carbon atoms to yield a product.
Claim 15
Dependent Claim
18 words
The method of claim 12 in which a filler and a curing catalyst for the product is present.
Claim 16
Dependent Claim
12 words
The method of claim 13 in which the catalyst is a diorganotindicarboxylate.
Claim 17
Dependent Claim
16 words
The method of claim 14 in which (C) is from 0.25 to 2.5 parts of glycidoxypropyltrimethoxysilane.
Claim 18
Dependent Claim
33 words
The method of claim 12 wherein the resulting composition is placed in contact with a substrate, is exposed to moisture and a vulcanized silicone elastomer is obtained with unprimed adhesion to the substrate.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-09-18 | 1982-03-20 | 1982-09-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-18 | 1986-03-20 | 1986-09-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-18 | 1990-03-20 | 1990-09-19 | $7700.00 | Window Closed / Lapsed |