Hydrolysable silanes and elastomer compositions containing them
AssigneeDow Corning Corporation
InventorsMichael Wolfgang Backer, Thomas Chaussee, Damien Deheunynck, Sebastien Grofils
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Abstract
This invention relates to hydrolysable silanes useful in the modification of elastomers, and as coupling agents for diene elastomer compositions containing a filler. In particular the invention relates to novel hydrolysable silanes containing a piperazine ring and an ether or thioether linkage.
Claims20
A hydrolysable silane of the formula
- wherein each R represents a hydrolysable group;
- each R″ represents a hydrocarbyl group having 1 to 8 carbon atoms;
- n =1 to 3;
- Y represents a divalent organic spacer linkage having 1 to 20 carbon atoms;
- m =0 or 1;
- the piperazine ring (“Pip”) is optionally substituted on his carbon atoms and bonded through its nitrogen atoms;
- Z represents an oxygen or sulphur atom;
- o is 0 or 1;
- R1 represents a hydrocarbyl or substituted hydrocarbyl group having 1 to 20 carbon atoms:
- R2 represents hydrogen or a hydrocarbyl or substituted hydrocarbyl group having 1 to 8 carbon atoms and m+o is 1 or 2.
A hydrolyzable silane selected from the group consisting of (EtO)3Si(CH2)3SCH2PipCH2S(CH2)3Si(OEt)3, (EtO)3Si(CH2)3SCH2Pip(CH2)3Si(OEt)3, and EtOCH2Pip(CH2)3Si(OEt)3, where Pip is equal to
A process for the preparation of a hydrolysable silane of the formula
- in which each R represents a hydrolysable group;
- each R″ represents a hydrocarbyl group having 1 to 8 carbon atoms;
- n =1 to 3;
- Y represents a divalent organic spacer linkage having 1 to 20 carbon atoms;
- The piperazine ring (“Pip”) is optionally substituted and bonded through its nitrogen atoms;
- Z represents an oxygen or sulphur atom;
- o is equal to 1;
- R1 represents a hydrocarbyl or substituted hydrocarbyl group having 1 to 20 carbon atoms and R2 represents hydrogen or a hydrocarbyl or substituted hydrocarbyl group having 1 to 8 carbon atoms, characterised in that a 1-silylalkyl-1,4-piperazine of the formula H-Pip-Y—SiRnR″3-n wherein R, R″, n, and Y are defined as above is reacted with an aldehyde of the formula R2—CHO wherein R2 represents hydrogen or a hydrocarbyl or substituted hydrocarbyl group having 1 to 8 carbon atoms and an alcohol or thiol of the formula R1ZH wherein Z represents an oxygen or sulphur atom;
- and R1 represents a hydrocarbyl or substituted hydrocarbyl group having 1 to 20 carbon atoms.
A process for the preparation of a hydrolysable silane of the formula
- in which each R represents a hydrolysable group;
- each R″ represents a hydrocarbyl group having 1 to 8 carbon atoms;
- n =1 to 3;
- and Y represents a divalent organic spacer linkage having 1 to 20 carbon atoms, characterised in that a thioalkyl alkoxysilane of the formula HS—Y—SiRnR″3-n wherein R, R″, n, and Y are defined as above is reacted with piperazine and formaldehyde.
Dependencies are inferred from the claim text.