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EP0051384A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Accelerated inhibited platinum-catalyzed organosilicon compositions

Assignee: Dow Silicones Corp
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Filing: 1981-10-20
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Granted: —
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Expires: 2001-10-20
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Abstract

Abstract Organopolysiloxane compositions are disclosed which are reactive by way of a platinum-catalyzed hydrosilylation reaction which is inhibited for hours at room temperature but which proceeds readily at temperatures as low as 180°F. This is accomplished by mixing a reaction-inhibitor component and a reaction-accelerator component with the reactive composition. Paper-coating compositions having a long room temperature pot life and a short cure time at 180°F are disclosed.

Inventors

  • 👤 John Donald Blizzard
  • 👤 Terence John Swihart

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-07 07:12
CPC Classifications
D; D21; D21H; D21H19/00; D21H19/10; D21H19/14; D21H19/24; D21H19/32; C; C08; C08L; C08L83/00; C08L83/04; C08G; C08G77/00; C08G77/04; C08G77/12; C08G77/14; C08G77/18; C08G77/20; C08G77/22; C08G77/24; C08G77/70

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 215 words
A reactive composition obtained by mixing components comprising (a) an organopolysiloxane component having from 1 to 3 organic groups per silicon atom, the organic radicals of which are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, at least two of said organic radicals per molecule of said organopolysiloxane bearing aliphatic unsaturation which is reactive in a platinum-catalyzed hydrosilylation reaction, (b) an organohydrogenpolysiloxane component having-up to 2 organic radicals per silicon atom, the organic radicals of which are free of aliphatic unsaturation and are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, there being an average of at least two silicon-bonded hydrogen radicals per molecule of said organohydrogenpolysiloxane which are reactive in a platinum-catalyzed hydrosilylation reaction, (c) a platinum-containing component in sufficient amount to catalyze a hydrosilylation reaction of said aliphatically unsaturated radicals with said silicon-bonded hydrogen radicals, (d) an inhibitor component in sufficient amount to decrease the rate of the catalyzed hydrosilylation reaction at room temperature, and characterized in that the components so mixed include (e) an accelerator component in sufficient amount to increase the rate of the inhibited hydrosilylation reaction at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 75°F to 250°F.
Claim 2
Dependent Claim 215 words
A reactive composition obtained by mixing components comprising (a) an organopolysiloxane component having from 1 to 3 organic groups per silicon atom, the organic radicals of which are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, at least two of said organic radicals per molecule of said organopolysiloxane bearing aliphatic unsaturation which is reactive in a platinum-catalyzed hydrosilylation reaction, (b) an organohydrogenpolysiloxane component having-up to 2 organic radicals per silicon atom, the organic radicals of which are free of aliphatic unsaturation and are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, there being an average of at least two silicon-bonded hydrogen radicals per molecule of said organohydrogenpolysiloxane which are reactive in a platinum-catalyzed hydrosilylation reaction, (c) a platinum-containing component in sufficient amount to catalyze a hydrosilylation reaction of said aliphatically unsaturated radicals with said silicon-bonded hydrogen radicals, (d) an inhibitor component in sufficient amount to decrease the rate of the catalyzed hydrosilylation reaction at room temperature, and characterized in that the components so mixed include (e) an accelerator component in sufficient amount to increase the rate of the inhibited hydrosilylation reaction at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 75°F to 250°F.
Claim 3
Dependent Claim 334 words
A curable coating composition obtained by mixing components comprising (a) an organopolysiloxane component having the formula (CH 2 =CH)(CH 3 )(R')SiO[(CH 3 ) 2 SiO] a -[(CH 2= CH)(CH 3 )SiOl b Si(R')(CH 3 )(CH = CH 2 ) wherein each R' denotes, independently, a methyl radical or a phenyl radical, a denotes a number having an average value of from 40 to 600 and b denotes a number having an average value of from 0 to O.la, (b) an organohydrogenpolysiloxane component consisting essentially of at least 40 percent by weight of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 )(H)SiO] c Si(CH 3 ) 3 wherein c denotes a number having an average value of from 30 to 70, the remainder of said organohydrogenpolysiloxane component consisting essentially of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 ) 2 SiO] d -[(CH 3 )(H)SiO] e Si(CH 3 ) 3 wherein d denotes a number having an average value of approximately 3 and e denotes a number having an average value of approximately 5, c) a platinum-containing component comprising the reaction product of H 2 PtC1 6 .6H 2 0 with E(CH 2 =CH)(CH 3 ) 2 Si] 2 0, said platinum-containing component being present in sufficient amount to provide from 50 to 250 parts by weight of platinum for every one million parts by weight of the organopolysiloxane component (a), (d) an inhibitor component in sufficient amount to increase the room-temperature gel time of the mixture of components (a) plus (b) plus (c) and characterized in that the components so mixed include (e) an accelerator component in sufficient amount to decrease the cure time of the mixture of components (a) plus (b) plus (c) plus (d) at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 70°F. to 250°F., there being in the resulting mixture from 0.9 to 2.1 silicon-bonded hydrogen radicals for every silicon-bonded vinyl radical.
Claim 4
Dependent Claim 334 words
A curable coating composition obtained by mixing components comprising (a) an organopolysiloxane component having the formula (CH 2 =CH)(CH 3 )(R')SiO[(CH 3 ) 2 SiO] a -[(CH 2= CH)(CH 3 )SiOl b Si(R')(CH 3 )(CH = CH 2 ) wherein each R' denotes, independently, a methyl radical or a phenyl radical, a denotes a number having an average value of from 40 to 600 and b denotes a number having an average value of from 0 to O.la, (b) an organohydrogenpolysiloxane component consisting essentially of at least 40 percent by weight of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 )(H)SiO] c Si(CH 3 ) 3 wherein c denotes a number having an average value of from 30 to 70, the remainder of said organohydrogenpolysiloxane component consisting essentially of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 ) 2 SiO] d -[(CH 3 )(H)SiO] e Si(CH 3 ) 3 wherein d denotes a number having an average value of approximately 3 and e denotes a number having an average value of approximately 5, c) a platinum-containing component comprising the reaction product of H 2 PtC1 6 .6H 2 0 with E(CH 2 =CH)(CH 3 ) 2 Si] 2 0, said platinum-containing component being present in sufficient amount to provide from 50 to 250 parts by weight of platinum for every one million parts by weight of the organopolysiloxane component (a), (d) an inhibitor component in sufficient amount to increase the room-temperature gel time of the mixture of components (a) plus (b) plus (c) and characterized in that the components so mixed include (e) an accelerator component in sufficient amount to decrease the cure time of the mixture of components (a) plus (b) plus (c) plus (d) at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 70°F. to 250°F., there being in the resulting mixture from 0.9 to 2.1 silicon-bonded hydrogen radicals for every silicon-bonded vinyl radical.
Claim 5
Dependent Claim 45 words
A composition according to claims 1 or 2 wherein from 0.01 to 1.0 parts by weight of the inhibitor component is mixed for every 100 parts by weight of component (a) and is selected from the group consisting of l-chloro-2-butene, 3-chloro-l-butyne, 3-methyl-3-hydroxy-l-butyne and mixtures thereof.
Claim 6
Dependent Claim 45 words
A composition according to claim 3 wherein from 1 to 10 parts by weight of the accelerator component is mixed for every 100 parts by weight of component (a), said accelerator component being selected from the group consisting of 1-cnloropropane, 1,1,1,3-tetrachloropropane, 1,1,1-trichloroethane and mixtures thereof.
Claim 7
Independent Claim 238 words
A method for forming a configuration characterized by (i) mixing components comprising (a) an organopolysiloxane component having from 1 to 3 organic radicals per silicon atom, the organic radicals of which are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, at least two of said organic radicals per molecule of said organopolysiloxane bearing aliphatic unsaturation which is reactive in a platinum-catalyzed hydrosilylation reaction, (b) an organohydrogenpolysiloxane component having up to 2 organic radicals per silicon atom, the organic radicals of which are free of aliphatic unsaturation and are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, there being an average of at least two silicon-bonded hydrogen radicals per molecule of said organohydrogenpolysiloxane which are reactive in a platinum-catalyzed hydrosilylation reaction, (c) a platinum-containing component in sufficient amount to catalyze a hydrosilylation reaction of said aliphatically unsaturated radicals with said silicon-bonded hydrogen radicals, (d) an inhibitor component in sufficient amount to decrease the rate of the catalyzed hydrosilylation reaction at room temperature, and (e) an accelerator component in sufficient amount to increase the rate of the inhibited hydrosilylation reaction at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 75°F. to 250°F., to provide a reactive composition, (ii) configuring the composition of (i) in a desired configuration, and (iii) heating the configured composition to accelerate said hydrosilylation reaction.
Claim 8
Independent Claim 238 words
A method for forming a configuration characterized by (i) mixing components comprising (a) an organopolysiloxane component having from 1 to 3 organic radicals per silicon atom, the organic radicals of which are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, at least two of said organic radicals per molecule of said organopolysiloxane bearing aliphatic unsaturation which is reactive in a platinum-catalyzed hydrosilylation reaction, (b) an organohydrogenpolysiloxane component having up to 2 organic radicals per silicon atom, the organic radicals of which are free of aliphatic unsaturation and are independently selected from the group consisting of hydrocarbon radicals and substituted hydrocarbon radicals, there being an average of at least two silicon-bonded hydrogen radicals per molecule of said organohydrogenpolysiloxane which are reactive in a platinum-catalyzed hydrosilylation reaction, (c) a platinum-containing component in sufficient amount to catalyze a hydrosilylation reaction of said aliphatically unsaturated radicals with said silicon-bonded hydrogen radicals, (d) an inhibitor component in sufficient amount to decrease the rate of the catalyzed hydrosilylation reaction at room temperature, and (e) an accelerator component in sufficient amount to increase the rate of the inhibited hydrosilylation reaction at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 75°F. to 250°F., to provide a reactive composition, (ii) configuring the composition of (i) in a desired configuration, and (iii) heating the configured composition to accelerate said hydrosilylation reaction.
Claim 9
Independent Claim 353 words
A method for coating a substrate, said method characterized by (i) mixing components comprising (a) an organopolysiloxane component having the formula (CH 2 =CH)(CH 3 )(R')SiO[(CH 3 ) 2 SiO] a -[(CH 2 =CH)(CH 3 )SiO] b Si(R')(CH 3 )(CH=CH 2 ) wherein each R' denotes, independently, a methyl radical or a phenyl radical, a denotes a number having an average value of from 40 to 600 and b denotes a number having an average value of from 0 to 0.1a, (b) an organohydrogenpolysiloxane component consisting essentially of at least 40 percent by weight of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 )(H)SiO] c Si(CH 3 ) 3 wherein c denotes a number having an average value of from 30 to 70, the remainder of said organohydrogenpolysiloxane component consisting essentially of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 ) 2 SiO] d [(CH 3 )(H)SiO] e Si(CH 3 ) 3 wherein d denotes a number having an average value of approximately 3 and e denotes a number having an average value of approximately 5, (c) a platinum-containing component comprising the reaction product of H 2 PtC1 6 .6H 2 0 with E(CH 2 =CH)(CH 3 ) 2 Si] 2 0, said platinum-containing component being present in sufficient amount to provide from 50 to 250 parts by weight of platinum for every one million parts by weight of the organopolysiloxane component (a), (d) an inhibitor component in sufficient amount to increase the room-temperature gel time of the mixture of components (a) plus (b) plus (c) and (e) an accelerator component in sufficient amount to decrease the cure time of the mixture of components (a) plus (b) plus (c) plus (d) at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 70°F to 250°F., there being in the resulting mixture from 0.9 to 2.1 silicon-bonded hydrogen radicals for every silicon-bonded vinyl radical, to provide a curable composition, (ii) applying said curable composition to said substrate, and (iii) heating the applied composition to cure said applied composition.
Claim 10
Independent Claim 353 words
A method for coating a substrate, said method characterized by (i) mixing components comprising (a) an organopolysiloxane component having the formula (CH 2 =CH)(CH 3 )(R')SiO[(CH 3 ) 2 SiO] a -[(CH 2 =CH)(CH 3 )SiO] b Si(R')(CH 3 )(CH=CH 2 ) wherein each R' denotes, independently, a methyl radical or a phenyl radical, a denotes a number having an average value of from 40 to 600 and b denotes a number having an average value of from 0 to 0.1a, (b) an organohydrogenpolysiloxane component consisting essentially of at least 40 percent by weight of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 )(H)SiO] c Si(CH 3 ) 3 wherein c denotes a number having an average value of from 30 to 70, the remainder of said organohydrogenpolysiloxane component consisting essentially of an organohydrogenpolysiloxane having the formula (CH 3 ) 3 SiO[(CH 3 ) 2 SiO] d [(CH 3 )(H)SiO] e Si(CH 3 ) 3 wherein d denotes a number having an average value of approximately 3 and e denotes a number having an average value of approximately 5, (c) a platinum-containing component comprising the reaction product of H 2 PtC1 6 .6H 2 0 with E(CH 2 =CH)(CH 3 ) 2 Si] 2 0, said platinum-containing component being present in sufficient amount to provide from 50 to 250 parts by weight of platinum for every one million parts by weight of the organopolysiloxane component (a), (d) an inhibitor component in sufficient amount to increase the room-temperature gel time of the mixture of components (a) plus (b) plus (c) and (e) an accelerator component in sufficient amount to decrease the cure time of the mixture of components (a) plus (b) plus (c) plus (d) at 180°F., said accelerator component being selected from the group consisting of saturated halohydrocarbons having an atmospheric boiling point of from 70°F to 250°F., there being in the resulting mixture from 0.9 to 2.1 silicon-bonded hydrogen radicals for every silicon-bonded vinyl radical, to provide a curable composition, (ii) applying said curable composition to said substrate, and (iii) heating the applied composition to cure said applied composition.
Claim 11
Independent Claim 45 words
A method according to claims 5 or 6, wherein from 0.01 to 1.0 parts by weight of the inhibitor component is mixed for every 100 parts by weight of component (a) and is selected from the group consisting of l-chloro-2-butene, 3-chloro-l-butyne, 3-methyl-3-hydroxy-l-butyne and mixtures thereof.
Claim 12
Dependent Claim 45 words
A method according to claim 7 wherein from 1 to 10 parts by weight of the accelerator component is mixed for every 100 parts by weight of component (a), said accelerator component being selected from the group consisting of 1-chloropropane, 1,1,1,3-tetrachloropropane, 1,1,1-tetrachloroethane and mixtures thereof.
Claim 13
Dependent Claim 60 words
A method according to claim 6 wherein the inhibitor component consists of either from 0.02 to 0.1 parts by weight of 3-methyl-3-hydroxy-l-butyne or from 0.1 to 0.2 parts by weight of l-chloro-2-butene, and the accelerator component consists of from 2 to 6 parts by weight of 1,1,1,3-tetrachloropropane, each amount taken with reference to 100 parts by weight of component (a).
Claim 14
Dependent Claim 24 words
A method according to claim 9 wherein the substrate is selected from the group consisting of paper, clay-coated paper, polyolefin-coated paper and polyolefin film.

References Cited (Backward Citations)

US3445420A Cited
US3383356A Cited
DE2210380B2 Cited
JPS51139854A Cited
US3989668A Cited
FR2339650A1 Cited

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