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Polyalkoxysilyl-terminated polydiorganosiloxanes, methods for their preparation, and room temperature vulcanizable compositions containing them

Assignee: General Electric Co
•
Filing: 1988-08-05
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Granted: —
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Expires: 2008-08-05
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Abstract

Abstract Polyalkoxysilyl-terminated polydiorganosiloxanes which are relatively stable in viscosity over prolonged storage periods are prepared by endcapping a silanol-ter­minated polydiorganosiloxane in the presence of a catalytic amount of an acidic amine salt which subsequently decomposes to substantially inert products, preferably an amine salt of formic acid, and in the absence of silicon-nitrogen com­pounds and enoxysilanes normally used as catalyst quenchers and scavengers. The products are useful for the preparation of scavenger-free room temperature vulcanizable composi­tions, particularly when combined with certain N-alkoxy­silylalkyl-substituted compounds as adhesion promoters.

Inventors

  • 👤 Jeffrey Hayward Wengrovious
  • 👤 John Edward Hallgren
  • 👤 Judith Stein
  • 👤 Gary Morgan Lucas

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 13:10
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/14; C08G77/18; C08G77/06; C08G77/08

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 127 words
A method for preparing a polyalkoxysilyl-ter­minated polydiorganosiloxane which comprises effecting reaction between the components of a mixture comprising at least one silanol-terminated polydiorganosiloxane and an effective amount of at least one polyalkoxysilane of the formula (I)      (R¹) a Si(OR²) 4-a , wherein R¹ is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 13 carbon atoms, R² is an alkyl, alkoxyalkyl, acylalkyl, acyloxyalkyl or cyanoalkyl radical containing from 1 to about 8 carbon atoms or an aralkyl radical containing from 1 to about 14 carbon atoms, and a is 0 or 1; said reaction being conducted in the presence of a catalytic amount of an acidic amine salt which subsequently decomposes to substantially inert products, and said mixture being free of silicon-nitrogen compounds and enoxysilanes.
Claim 2
Independent Claim 127 words
A method for preparing a polyalkoxysilyl-ter­minated polydiorganosiloxane which comprises effecting reaction between the components of a mixture comprising at least one silanol-terminated polydiorganosiloxane and an effective amount of at least one polyalkoxysilane of the formula (I)      (R¹) a Si(OR²) 4-a , wherein R¹ is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 13 carbon atoms, R² is an alkyl, alkoxyalkyl, acylalkyl, acyloxyalkyl or cyanoalkyl radical containing from 1 to about 8 carbon atoms or an aralkyl radical containing from 1 to about 14 carbon atoms, and a is 0 or 1; said reaction being conducted in the presence of a catalytic amount of an acidic amine salt which subsequently decomposes to substantially inert products, and said mixture being free of silicon-nitrogen compounds and enoxysilanes.
Claim 3
Dependent Claim 17 words
A method according to claim 1 wherein the acidic salt is an amine salt of formic acid.
Claim 4
Dependent Claim 38 words
A method according to claim 2 wherein the silanol-terminated polydiorganosiloxane has the formula wherein each R³ is independently an unsubstituted or substi­tuted hydrocarbon radical containing about 1-13 carbon atoms and n is in the range of about 5-5000.
Claim 5
Dependent Claim 12 words
A method according to claim 3 wherein the amine is a dialkylamine.
Claim 6
Dependent Claim 34 words
A method according to claim 4 wherein each R³ is methyl and the polyalkoxysilane is methyltrimethoxysilane and is employed in the amount of about 0.5-10.0 parts by weight per 100 parts of silanol-terminated polydiorganosi­loxane.
Claim 7
Dependent Claim 30 words
A method according to claim 5 wherein the amine salt of formic acid is employed in the amount of about 0.005-3.0 parts by weight per 100 parts of silanol-termina­ted polydiorganosiloxane.
Claim 8
Dependent Claim 11 words
A method according to claim 6 wherein the amine is di-n-butylamine.
Claim 9
Dependent Claim 11 words
A method according to claim 6 wherein the amine is diisobutylamine.
Claim 10
Dependent Claim 31 words
A method according to claim 6 wherein the amine salt and methyltrimethoxysilane are employed in the amounts of about 0.05-0.30 and about 0.5-3.0 parts, respec­tively, per 100 parts of silanol-terminated polydiorgano­siloxane.
Claim 11
Dependent Claim 29 words
A method according to claim 5 wherein the amine salt of formic acid is prepared in situ in said mixture by the addition of formic acid and an amine.
Claim 12
Dependent Claim 34 words
A method according to claim 10 wherein the amine and formic acid are employed in the amounts of about 0.001-1.0 part and about 0.001-0.1 part by weight, respec­tively, per 100 parts of silanol-terminated polydiorganosi­loxane.
Claim 13
Dependent Claim 10 words
A polyalkoxysilyl-terminated polydiorganosi­loxane prepared by the method of claim 1.
Claim 14
Dependent Claim 10 words
A polyalkoxysilyl-terminated polydiorganosi­loxane prepared by the method of claim 5.
Claim 15
Dependent Claim 62 words
An enoxysilane-free room temperature vulcaniz­able polydiorganosiloxane composition comprising: (A) at least one polyalkoxy-terminated polydior­ganosiloxane according to claim 1, and (B) a catalytic amount of an organotin complex of the formula wherein R⁴ is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 18 carbon atoms and each of R⁵, R⁶ and R⁷ is independently hydrogen, R⁴, Si(R⁴)₃, acyl or nitrile.
Claim 16
Dependent Claim 64 words
A composition according to claim 14 which also contains, as an adhesion promoter, (C) an effected amount of at least one compound selected from the group consisting of N-trialkoxysilylalkyl-substituted amides and imides, N-mono(trialkoxysilylalkyl)-substituted ureas, N,N′-bis­(trialkoxysilylalkyl)-substituted ureas, trialkoxysilylalkyl isocyanurates and mono-(N-trialkoxysilylalkyl)alkylenedia­mines, or a combination thereof with (D) a cyanoalkyltrial­koxysilane, said adhesion promoter and any reaction products thereof being the only silicon-nitrogen compounds in said composition.
Claim 17
Dependent Claim 30 words
A composition according to claim 15 wherein component B is dibutyltin bis(acetylacetonate) and is employed in the amount of about 0.1-10.0 parts by weight per 100 parts of component A.
Claim 18
Dependent Claim 26 words
A composition according to claim 16 wherein component C is employed in the amount of about 0.1-50.0 parts by weight per 100 parts of component A.
Claim 19
Dependent Claim 15 words
A composition according to claim 17 wherein component C is tris(3-trimethoxysilylpropyl) isocyanurate, N-(3-trimethoxysilylpropyl)urea or N,N′-bis(3-trimethoxy­silylpropyl)urea.
Claim 20
Dependent Claim 37 words
A composition according to claim 17 wherein component C is N-(3-trimethoxysilylpropyl)-p-nitrobenzamide, N-(3-trimethoxysilylpropyl)maleimide or N-(3-trimethoxy­silylpropyl)ethylenediamine, and component D is 2-cyano­ethyltrimethoxysilane and is employed in the amount of about 0.1-5.0 parts by weight per 100 parts of component A.
Claim 21
Dependent Claim 106 words
A composition according to claim 17 which also comprises at least one of the following, all proportions being per 100 parts of component A: (E) about 0.05-5.0 parts of a diketone of the formula (F) about 0.01-10.0 parts of at least one polyal­koxysilane of formula I; (G) about 1-50 parts of a plasticizer comprising a trialkylsilyl-terminated polydiorganosiloxane of the formula wherein R³ is an unsubstituted or substituted hydrocarbon radical containing about 1-13 carbon atoms and m is in the range of about 25-5000; (H) about 5-700 parts of at least one filler; and (J) about 0.1-5.0 parts of an amine or guanidine as a curing accelerator.
Claim 22
Dependent Claim 13 words
A composition according to claim 20 which include components E, F and G.
Claim 23
Dependent Claim 24 words
A composition according to claim 20 wherein R¹⁻³, R⁵ and R⁷ are each methyl, R⁴ is n-butyl, R⁶ is hydrogen and a is 1.

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