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EP0426487A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Heat-curable silicone compositions having improved bath life

Assignee: Dow Silicones Corp
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Filing: 1990-11-02
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Granted: —
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Expires: 2010-11-02
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Abstract

Abstract A curable organosilicon composition comprises a component having silicon-bonded hydrogen atoms, a component having silicon-bonded radicals reactive therewith, a curing catalyst, a catalyst-inhibitor and a bath life extender. The use of certain compounds, which are ineffective as a bath life extender in the absence of a catalyst inhibitor, effectively extend the room temperature bath life of a silicone coating composition containing a catalyst inhibitor. Being a substantial non-inhibitor for the catalyst the bath life extender component does not effect the cure time and/or cure temperature of the composition. This discovery has permitted the preparation of curable coating compositions which have a long bath life at room temperature and a rapid cure time at elevated temperatures which does not drift to longer intervals as the coating compositions ages over a typical production run. The room temperature cure times of the organopolysiloxane coating compositions of this invention are adequately long and their cure times at elevated temperature are advantageously brief, that they are useful in fast-paced coating operations, such as adhesive release coating operations wherein the cured coating is further coated with an adhesive in-line, i.e., immediately after being cured.

Inventors

  • 👤 Kyuha Chung
  • 👤 Anthony Pope Wright
  • 👤 Ming-Hsiung Yeh

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-27 17:24
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/04; C09; C09D; C09D183/00; C09D183/04; C08G; C08G77/00; C08G77/04; C08G77/12; C08G77/14; C08G77/16; C08G77/22; C08G77/24

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 158 words
A curable composition comprising (A) an organosilicon compound having an average of at least two curing radicals per molecule thereof selected from the group consisting of the hydroxy radical and olefinic hydrocarbon radicals, (B) an organohydrogensilicon compound containing an average of at least two silicon-bonded hydrogen atoms per molecule thereof, the amounts of Components (A) and (B) being sufficient to provide a ratio of the number of silicon-bonded hydrogen atoms to the number of silicon-bonded curing radicals of from 1/100 to 100/1, (C) a platinum group metal-containing catalyst in sufficient amount to accelerate a curing reaction among said silicon-bonded curing radicals and said silicon-bonded hydrogen atoms, (D) an inhibitor compound for said accelerated curing reaction in a total amount sufficient to retard the curing reaction at room temperature but insufficient to prevent said reaction at elevated temperature, and (E) a bath life extender compound in a total amount sufficient to further retard the curing reaction at room temperature.
Claim 2
Dependent Claim 158 words
A curable composition comprising (A) an organosilicon compound having an average of at least two curing radicals per molecule thereof selected from the group consisting of the hydroxy radical and olefinic hydrocarbon radicals, (B) an organohydrogensilicon compound containing an average of at least two silicon-bonded hydrogen atoms per molecule thereof, the amounts of Components (A) and (B) being sufficient to provide a ratio of the number of silicon-bonded hydrogen atoms to the number of silicon-bonded curing radicals of from 1/100 to 100/1, (C) a platinum group metal-containing catalyst in sufficient amount to accelerate a curing reaction among said silicon-bonded curing radicals and said silicon-bonded hydrogen atoms, (D) an inhibitor compound for said accelerated curing reaction in a total amount sufficient to retard the curing reaction at room temperature but insufficient to prevent said reaction at elevated temperature, and (E) a bath life extender compound in a total amount sufficient to further retard the curing reaction at room temperature.
Claim 3
Dependent Claim 45 words
A composition according to claim 1 wherein the Component (E) is selected from the group consisting of compounds containing at least one primary or secondary alcohol radical, carboxylic acids, compounds which yield carboxylic acids when exposed to water at room temperature, cyclic ethers and water.
Claim 4
Dependent Claim 16 words
A composition according to claim 2 wherein the Component (E) is a primary or secondary alcohol.
Claim 5
Dependent Claim 192 words
A process comprising forming a liquid composition into a shaped article and subjecting the article to heat and/or actinic radiation for a period of time sufficient to convert the article to the solid state, said liquid composition comprising (A) an organosilicon compound having an average of at least two curing radicals per molecule thereof selected from the group consisting of the hydroxy radical and olefinic hydrocarbon radicals, (B) an organohydrogensilicon compound containing an average of at least two silicon-bonded hydrogen atoms per molecule thereof, the amounts of Components (A) and (B) being sufficient to provide a ratio of the number of silicon-bonded hydrogen atoms to the number of silicon-bonded curing radicals of from 1/100 to 10/1, (C) a platinum group metal-containing catalyst in sufficient amount to accelerate a curing reaction among said silicon-bonded curing radicals and said silicon-bonded hydrogen atoms, (D) an inhibitor compound for said accelerated curing reaction in a total amount sufficient to retard the curing reaction at room temperature but insufficient to prevent said reaction at elevated temperature and (E) a bath life extender compound in a total amount sufficient to further retard the curing reaction at room temperature.
Claim 6
Dependent Claim 192 words
A process comprising forming a liquid composition into a shaped article and subjecting the article to heat and/or actinic radiation for a period of time sufficient to convert the article to the solid state, said liquid composition comprising (A) an organosilicon compound having an average of at least two curing radicals per molecule thereof selected from the group consisting of the hydroxy radical and olefinic hydrocarbon radicals, (B) an organohydrogensilicon compound containing an average of at least two silicon-bonded hydrogen atoms per molecule thereof, the amounts of Components (A) and (B) being sufficient to provide a ratio of the number of silicon-bonded hydrogen atoms to the number of silicon-bonded curing radicals of from 1/100 to 10/1, (C) a platinum group metal-containing catalyst in sufficient amount to accelerate a curing reaction among said silicon-bonded curing radicals and said silicon-bonded hydrogen atoms, (D) an inhibitor compound for said accelerated curing reaction in a total amount sufficient to retard the curing reaction at room temperature but insufficient to prevent said reaction at elevated temperature and (E) a bath life extender compound in a total amount sufficient to further retard the curing reaction at room temperature.
Claim 7
Dependent Claim 425 words
A process for rendering the surface of a solid substrate less adherent to materials that normally adhere thereto, said process comprising (I) applying to said surface a coating of a liquid curable composition comprising (A) an organosilicon compound having the formula XR₂SiO(RXSiO) x SiR₂X wherein R denotes a monovalent hydrocarbon or halohydrocarbon radical free of aliphatic unsaturation and having 1-20 carbon atoms, at least 50 percent of all R radicals being methyl, X denotes a radical selected from the group consisting of olefinic hydrocarbon radicals having from 2 to 20 carbon atoms and R radicals, an average of at least two X radicals per molecule of Component (A) being olefinic hydrocarbon radicals, the subscript x has an average value sufficient to provide a viscosity at 25°C. of at least 25 millipascal-seconds for the Component (A); (B) an organohydrogensilicon compound having the formula YR₂SiO(RYSiO) y SiR₂Y wherein R denotes a monovalent hydrocarbon or halohydrocarbon radical free of aliphatic unsaturation and having 1-20 carbon atoms, at least 50 percent of all R radicals being methyl, Y denotes a hydrogen atom or an R radical, an average of at least two Y radicals per molecule of Component (B) being hydrogen atoms, the subscript y has average values sufficient to provide a viscosity at 25°C. of from 1 to 100 millipascal-seconds for the Component (B), the ratio of the amounts of (A) to (B) being sufficient to provide from 0.5 to 2 silicon-bonded hydrogen atoms for every silicon-bonded olefinic hydrocarbon radical; (C) a platinum-containing compound in sufficient amount to accelerate the curing reaction among said silicon-­bonded curing radicals and said silicon-bonded hydrogen atoms; (D) an inhibitor compound for said accelerated curing reaction having the formula R¹(OD) h O₂CCH=CHCO₂(DO) h R¹, wherein R¹ denotes, independently, a monovalent hydrocarbon radical having from 1 to 10 carbon atoms, each D denotes, independently, an alkylene radical having from 2 to 4 carbon atoms and the subscript h has a value of 0 or 1, in a total amount sufficient to retard the curing reaction at room temperature but insufficient to prevent said reaction at elevated temperature; and (E) a bath life extender compound selected from the group consisting of compounds containing at least one primary or secondary alcohol radical, carboxylic acids, compounds which yield carboxylic acids when exposed to water at room temperature, cyclic ethers and water, in a total amount sufficient to further retard the curing reaction at room temperature; and (II) subjecting the applied coating to heat and/or actinic radiation for a period of time sufficient to cure the applied coating.
Claim 8
Dependent Claim 425 words
A process for rendering the surface of a solid substrate less adherent to materials that normally adhere thereto, said process comprising (I) applying to said surface a coating of a liquid curable composition comprising (A) an organosilicon compound having the formula XR₂SiO(RXSiO) x SiR₂X wherein R denotes a monovalent hydrocarbon or halohydrocarbon radical free of aliphatic unsaturation and having 1-20 carbon atoms, at least 50 percent of all R radicals being methyl, X denotes a radical selected from the group consisting of olefinic hydrocarbon radicals having from 2 to 20 carbon atoms and R radicals, an average of at least two X radicals per molecule of Component (A) being olefinic hydrocarbon radicals, the subscript x has an average value sufficient to provide a viscosity at 25°C. of at least 25 millipascal-seconds for the Component (A); (B) an organohydrogensilicon compound having the formula YR₂SiO(RYSiO) y SiR₂Y wherein R denotes a monovalent hydrocarbon or halohydrocarbon radical free of aliphatic unsaturation and having 1-20 carbon atoms, at least 50 percent of all R radicals being methyl, Y denotes a hydrogen atom or an R radical, an average of at least two Y radicals per molecule of Component (B) being hydrogen atoms, the subscript y has average values sufficient to provide a viscosity at 25°C. of from 1 to 100 millipascal-seconds for the Component (B), the ratio of the amounts of (A) to (B) being sufficient to provide from 0.5 to 2 silicon-bonded hydrogen atoms for every silicon-bonded olefinic hydrocarbon radical; (C) a platinum-containing compound in sufficient amount to accelerate the curing reaction among said silicon-­bonded curing radicals and said silicon-bonded hydrogen atoms; (D) an inhibitor compound for said accelerated curing reaction having the formula R¹(OD) h O₂CCH=CHCO₂(DO) h R¹, wherein R¹ denotes, independently, a monovalent hydrocarbon radical having from 1 to 10 carbon atoms, each D denotes, independently, an alkylene radical having from 2 to 4 carbon atoms and the subscript h has a value of 0 or 1, in a total amount sufficient to retard the curing reaction at room temperature but insufficient to prevent said reaction at elevated temperature; and (E) a bath life extender compound selected from the group consisting of compounds containing at least one primary or secondary alcohol radical, carboxylic acids, compounds which yield carboxylic acids when exposed to water at room temperature, cyclic ethers and water, in a total amount sufficient to further retard the curing reaction at room temperature; and (II) subjecting the applied coating to heat and/or actinic radiation for a period of time sufficient to cure the applied coating.
Claim 9
Dependent Claim 21 words
A process according to claim 5 further comprising (III) releasably adhering a pressure sensitive adhesive composition to the cured applied coating.

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