Curable siloxane compositions

Patent metadata

Field	Value
Publication number	US-2016244571-A1
Application number	US-201615052156-A
Country	US
Kind code	A1
Filing date	Feb 24, 2016
Priority date	Feb 25, 2015
Publication date	Aug 25, 2016
Grant date	—

Abstract

There is provided herein a curable polysiloxane composition comprising a reactive polysiloxane having the general structural formula (I):

as described herein. There is provided a method of making the polysiloxane. In addition there is provided a curable composition including the polysiloxane.

First claim

1 . A polysiloxane having the general structural formula (I):

wherein each of R 1 , R 2 and R 3 is independently a linear or branched aliphatic group containing up to about 20 carbon atoms, an unsubstituted or substituted aryl group containing from about 6 to about 18 carbon atoms, optionally containing at least one heteroatom, and an alicyclic group containing up to about 20 carbon atoms; each R 4 is independently a divalent alkyl group of from about 1 to about 6 carbon atoms, an unsubstituted or substituted aryl group containing up to about 18 carbon atoms, an unsubstituted or substituted alicyclic group containing up to about 18 carbon atoms, an unsubstituted or substituted acyl group containing up to about 18 carbon atoms, an ester group containing up to about 8 carbon atoms, an ether group containing up to about 8 carbon atoms, or an acyl group containing up to about 8 carbon atoms; each Z is independently selected from a divalent linear, branched or cyclic alkyl group containing from about 2 to about 25 carbon atoms, a divalent linear, branched or cyclic alkenyl group containing from about 2 to about 25 carbon atoms, and a divalent unsubstituted or substituted aryl group of up to about 20 carbon atoms; each M is independently hydrogen, a hydroxy group, an alkene group of from about 2 to about 12 carbon atoms, an alkynyl group of from about 2 to about 12 carbon atoms, an amino group, an alkoxy group containing from about 1 to about 8 carbon atoms, an alkoxyalkyl group containing from about 2 to about 10 carbon atoms, an oximoalkyl group containing up to about 8 carbon atoms, an enoxyalkyl group containing up to about 8 carbon atoms, an aminoalkyl group containing up to about 8 carbon atoms, a carboxyalkyl group containing up to about 8 carbon atoms, an amidoaliphatic group containing up to about 8 carbon atoms, an amidoaryl group containing up to about 12 carbon atoms, a carbamato alkyl group containing up to about 8 carbon atoms, an epoxy group, an anhydride group, a carboxyl group containing up to about 8 carbon atoms, a carbonyl group, an acyl group containing up to about 8 carbon atoms, an amide group, an ionic group, an imine group containing up to about 8 carbon atoms, an isocyanate group, a nitrile group, an (meth)acryl group, an (meth)acrylol group, an alkoxysilyl group, an alkoxyalkylsilyl group, an acyloxysilyl group, a hydroxyalkylsilyl group or a thiol group; and the subscript x is an integer of from 1 to 250, the subscript y is an integer from 0 to 100, the subscript n′ is an integer greater than 1, and the subscript m is an integer of from to 1 to 5.

2 . A method of preparing the polysiloxane compound (I) of claim 1 , comprising:
hydrosilylating a hydride terminated polysiloxane represented by the general structural formula (III)

wherein each R 1 , R 2 , R 3 , x and y are as defined in claim 1 ,
with a diene which contains a linear, branched or cyclic alkyl group containing from about 2 to about 25 carbon atoms or a linear, branched or cyclic alkylene group of from about 2 to about 25 carbon atoms to obtain a hydride-terminated polysiloxane represented by the structural formula (IV):

wherein each of R 1 , R 2 , R 3 , Z, x, y and n′ are as defined in claim 1 ,
followed by hydrosilylation of the hydride-terminated polysiloxane of formula (IV) with an unsaturated compound of the general formula (V):

wherein R 4* is chosen from an alkenyl group containing from about 2 to about 6 carbon atoms, an allyl acyl group containing up to about 8 carbon atoms, a vinyl acyl group containing up to about 8 carbon atoms, an allyl carbonyloxy group of up to about 8 carbon atoms, an allyl phenyl group of up to about 18 carbon atoms, a vinyl phenyl group of up to about 18 carbon atoms, an allyl ether group of up to about 8 carbon atoms, or a vinyl ether group of up to about 8 carbon atoms, wherein one or more of such R4* groups can optionally contain one or more of a hydroxyl group, an alkoxy group of from about 1 to about 4 carbon atoms, or a heteroatom; M is as defined in claim 1 , and the subscript m is an integer of from 1 to 5, and wherein when the subscript m=1, the R 4* groups are terminal groups, and when the subscript in is >1 then the R 4* groups comprise at least one divalent group and one terminal group.

3 . A curable composition comprising at least one first polysiloxane according to claim 1 .

4 . The curable composition of claim 3 further comprising at least one second polysiloxane of the general formula (II):

wherein each of R 1 , R 2 , R 3 , x and y is independently a linear or branched aliphatic group containing up to about 20 carbon atoms, an unsubstituted or substituted aryl group containing from about 6 to about 18 carbon atoms, optionally containing at least one heteroatom, and an alicyclic group containing up to about 20 carbon atoms; each R 4 is independently a divalent alkyl group of from about 1 to about 6 carbon atoms, an unsubstituted or substituted aryl group containing up to about 18 carbon atoms, an unsubstituted or substituted alicyclic group containing up to about 18 carbon atoms, an unsubstituted or substituted acyl group containing up to about 18 carbon atoms, an ester group containing up to about 8 carbon atoms, an ether group containing up to about 8 carbon atoms, or an acyl group containing up to about 8 carbon atoms; R 5 is a hydrogen, alkyl group of from 1 to 4 carbon atoms or phenyl, with the proviso that when y is 0 or 1, R 5 is hydrogen; the subscript x is an integer of from 1 to 250; and the subscript y is an integer from 0 to 100;
or a crosslinker or a chain extender.

5 . The curable composition of claim 4 wherein the crosslinker is a silane crosslinker or a siloxane crosslinker and the chain extender is a silane chain extender or a siloxane chain extender.

6 . The curable composition of claim 4 wherein the crosslinker or the chain extender are each selected from the group consisting of an alkoxysilane, an alkoxysiloxane, an oximosilane, an oximosiloxane, an enoxysilane, an enoxysiloxane, an aminosilane, a carboxysilane, a carboxysiloxane, an alkylamidosilane, an alkylamidosiloxane, an arylamidosilane, an arylamidosiloxane, an alkoxyaminosilane, an alkaryaminosiloxane, an alkoxycarbamatosilane, an alkoxycarbamatosiloxane, and combinations thereof.

7 . The curable composition of claim 3 further comprising a cure catalyst and/or initiator.

8 . The curable composition of claim 3 further comprising a component selected from the group consisting of an adhesion promoter; a filler; and mixtures thereof.

9 . The curable composition of claim 3 further comprising a UV stabilizer, an antioxidant, a cure accelerator, a thixotropic agent, a plasticizer, a moisture scavenger, a pigment, a dye, a surfactant, a solvent or a combination thereof.

10 . The curable composition of claim 7 wherein the cure catalyst is selected from the group consisting of a metal, a metal chelate, an amine, an acid, a base, and combinations thereof.

11 . The curable composition of claim 8 wherein the adhesion promoter comprises an amino group containing silane or a mixture of different amino groups containing silanes.

Assignees

• Momentive Performance Mat Inc

Inventors

• Mittal Anuj
• Mathad Raveendra
• Dinkar Sumi
• Ramakrishnan Indumathi
• Gupta Manav

Classifications

• C08K5/0041

  Optical brightening agents, organic pigments · CPC title

• C08K3/0016

  Chemistry & Metallurgy · mapped topic

• C08K3/0041

  Chemistry & Metallurgy · mapped topic

• C08K5/0025

  Crosslinking or vulcanising agents; including accelerators · CPC title

• C08K5/0016

  Plasticisers · CPC title