EP0140530A1
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Latently-curable organosilicone release coating composition
Assignee: 3M Co
•
Filing: 1984-08-29
•
Granted: —
•
Expires: 2004-08-29
Abstract
Abstract A latently-curable, organosilicone composition comprises a metal catalyzed organosilicone composition capable of undergoing hydrosilation and, as hydrosilation inhibitor, an organic monohydrogen derivative of an unsaturated aliphatic 1,4-dicarboxylic acid, i.e., maleic acid or acetylene dicarboxylic acid. The organic monohydrogen derivatives of use in this invention effectively inhibit catalyzed hydrosilation reactions at low or room temperature while allowing efficient hydrosilation reaction rates to occur at elevated temperatures. These monohydrogen derivatives perform their inhibitive function effectively at low concentration. The latently curable composition may be coated on a substrate to provide a release surface for an adjacent adhesive layer.
Inventors
- 👤 Kurt C. Melancon
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-31 10:58
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/20; C08K5/04; C08K5/10; C08L; C08L83/00; C08L83/04; C08G; C08G77/00; C08G77/04; C08G77/12; C08G77/20; C08G77/22; C08G77/24; C08G77/70
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
201 words
A process comprising the steps: (a) providing a latently-curable organosilicone composition by mixing at ambient temperatures (1) an ethylenically-unsaturated polysiloxane, (2) a polyhydrosiloxane, (3) an effective amount of a metal-containing hydrosilation catalyst to facilitate the addition cure reaction of components (1) and (2), and (4) as hydrosilation inhibitor an amount of a 1,4-dicarboxylic acid compound sufficient to inhibit premature gelation of the mixture of components (1), (2), and (3) at low, ambient or room temperature but insufficient in amount to prevent hydrosilation of the mixture at an elevated temperature, said hydrosilation inhibitor having the structural formula wherein R 2 is ethynylene or cis-ethenylene: R 3 is a saturated or unsaturated organic group having 1 to 12 carbon atoms which is unsubstituted or substituted by 1 to 23 halogen atoms, and has up to 25 hydrogen atoms; and X is -O- or in which R 4 is the same as defined for R 3 , and R 3 and R 4 together with the N can form a saturated azacyclic ring, (b) coating at least one surface of a substrate with said admixture, and (c) elevating the temperature of the resulting coated admixture when cure of said admixture is to be effected.
Claim 2
Dependent Claim
201 words
A process comprising the steps: (a) providing a latently-curable organosilicone composition by mixing at ambient temperatures (1) an ethylenically-unsaturated polysiloxane, (2) a polyhydrosiloxane, (3) an effective amount of a metal-containing hydrosilation catalyst to facilitate the addition cure reaction of components (1) and (2), and (4) as hydrosilation inhibitor an amount of a 1,4-dicarboxylic acid compound sufficient to inhibit premature gelation of the mixture of components (1), (2), and (3) at low, ambient or room temperature but insufficient in amount to prevent hydrosilation of the mixture at an elevated temperature, said hydrosilation inhibitor having the structural formula wherein R 2 is ethynylene or cis-ethenylene: R 3 is a saturated or unsaturated organic group having 1 to 12 carbon atoms which is unsubstituted or substituted by 1 to 23 halogen atoms, and has up to 25 hydrogen atoms; and X is -O- or in which R 4 is the same as defined for R 3 , and R 3 and R 4 together with the N can form a saturated azacyclic ring, (b) coating at least one surface of a substrate with said admixture, and (c) elevating the temperature of the resulting coated admixture when cure of said admixture is to be effected.
Claim 3
Dependent Claim
178 words
A latently-curable organosilicone composition comprising the following components: (a) an ethylenically-unsaturated polysiloxane, (b) a polyhydrosiloxane, (c) an amount of a metal-containing hydrosilation catalyst sufficient to facilitate the reaction of components ( d ) and (b), and (d) an amount of an organic hydrosilation inhibitor sufficient to inhibit premature gelation of the mixture of components (a), (b), and (c) at low, ambient or room temperature but insufficient in amount to prevent hydrosilation of the mixture at an elevated temperature, said organic hydrosilation inhibitor having the structural formula wherein R 2 is ethynylene or cis-ethenylene; R 3 is a saturated or unsaturated organic group having 1 to 12 carbon atoms which is unsubstituted or substituted by 1 to 23 halogen atoms, and has up to 25 hydrogen atoms, and 0 to 5 non-peroxidic catenary oxygen atoms; and X ia -0- or in which R 4 is the same as defined for R 3 , and R 3 and R 4 together can form an alkylene group which with the N can form a 5- or 6-atom membered saturated azacyclic ring.
Claim 4
Dependent Claim
178 words
A latently-curable organosilicone composition comprising the following components: (a) an ethylenically-unsaturated polysiloxane, (b) a polyhydrosiloxane, (c) an amount of a metal-containing hydrosilation catalyst sufficient to facilitate the reaction of components ( d ) and (b), and (d) an amount of an organic hydrosilation inhibitor sufficient to inhibit premature gelation of the mixture of components (a), (b), and (c) at low, ambient or room temperature but insufficient in amount to prevent hydrosilation of the mixture at an elevated temperature, said organic hydrosilation inhibitor having the structural formula wherein R 2 is ethynylene or cis-ethenylene; R 3 is a saturated or unsaturated organic group having 1 to 12 carbon atoms which is unsubstituted or substituted by 1 to 23 halogen atoms, and has up to 25 hydrogen atoms, and 0 to 5 non-peroxidic catenary oxygen atoms; and X ia -0- or in which R 4 is the same as defined for R 3 , and R 3 and R 4 together can form an alkylene group which with the N can form a 5- or 6-atom membered saturated azacyclic ring.
Claim 5
Dependent Claim
86 words
The composition according to Claim 2 wherein R 3 is selected from the group consisting of 1) acyclic saturated and unsaturated aliphatic groups having 1 to 12 carbon atoms, 2) alicyclic groups having 3 to 12 carbon atoms, 3) aryl groups having 6 to 12 carbon atoms, 4) alkaryl and aralkyl groups having 7 to 12 carbon atoms, 5) alkenylaryl and aralkenyl groups having 8 to 12 carbon atoms, and 6) alkoxyalkyl and poly(alkoxy)alkyl groups in which the alkyl groups have 2 to 4 carbon atoms.
Claim 6
Dependent Claim
58 words
The composition according to Claims 2 or 3 wherein said hydrosilation inhibitor is selected from the group consisting of methyl hydrogen maleate, ethyl hydrogen acetylenedioate, allyl hydrogen maleate, butyl hydrogen maleate, 2-methoxyethyl hydrogen maleate, cyclohexyl hydrogen maleate, benzyl hydrogen maleate, octyl hydrogen maleate, isooctyl hydrogen maleate, 2-ethylhexyl hydrogen maleate, dodecyl hydrogen maleate, 2,2,2-trifluoroethyl hydrogen maleate, and N,N-bis(2-ethylhexyl)maleamic acid.
Claim 7
Dependent Claim
119 words
The composition according to Claim 2 wherein component (a) has the empirical formula wherein component (b) has the empirical formula wherein each R is bonded to a silicon atom and is independently selected from the group consisting of monovalent aliphatic or aromatic hydrocarbon radicals or halogenated derivatives thereof, cyanoalkyl radicals, and combinations thereof, R having 1 to 13 carbon atoms, R 1 is bonded to a silicon atom and is an ethylenically unsaturated aliphatic hydrocarbon monovalent radical having 2 to 6 carbon atoms, subscript "a" is a number from 0 to 3, subscript "b" is a number from 0.005 to 2.0, and the sum of subscript a and subscript b is equal to a number from 0.8 to 3.
Claim 8
Dependent Claim
17 words
The composition according to Claim 1 to 5 wherein said hydrosilation catalyst is a platinum- containing catalyst.
Claim 9
Dependent Claim
33 words
The composition according to Claim 5 wherein said composition contains 0.1 to 99.9 weight percent of siloxane units of formula I, and 0.1 to 99.9 weight percent of siloxane units of formula II.
Claim 10
Dependent Claim
23 words
The latently curable composition according to Claim 5 wherein said composition contains from about 0.005 to 20 silicon-hydrogen linkages per silicon-bonded ethylenically-unsaturated unit.
Claim 11
Dependent Claim
9 words
The cured product according to Claims 1 to 8.
Claim 12
Dependent Claim
84 words
A 1) release liner for adhesive materials comprising a substrate coated on at least one surface thereof with the cured composition according to Claim 9, or 2) a differential release liner for adhesive material comprising a substrate bearing on each surface thereof the cured composition according to Claim 9, the composition on at least one of said surfaces further comprising a release modifier so as to provide an adhesive release differential of at least 10 percent, said release modifier optionally being a MQ resin.
Claim 13
Dependent Claim
111 words
A kit for preparing a latently-curable organosilicone composition capable of undergoing hydrosilation and having component parts capable of being mixed when the composition is to be applied, said kit comprising the combination of 1) a first package containing an ethylenically-unsaturated polysiloxane and an amount of a metal-containing hydrosilation catalyst sufficient to facilitate the hydrosilation reaction, and 2) a second package containing a polyhydrosiloxane and as hydrosilation inhibitor an amount of 1,4-dicarboxylic acid compound sufficient to inhibit premature gelation of the organosilicone composition at low ambient or room temperature but insufficient in amount to prevent hydrosilation at an elevated temperature, said hydrosilation inhibitor having the formula according to Claims 2 or 4.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
Maintenance schedule is calculated for granted US utility patents.