Preparation of alkoxy- and/or halosilane (poly)sulfides and coupling agents comprised thereof
AssigneeRhodia Operations
InventorsGérard Mignani, Samir Mansouri, Samuel Arthaud, Thierry Vidal
Life of this patent
Estimating the term…
Abstract
At least one (poly)thio alkoxy and/or halosilane is/are prepared by reaction of at least one sulfur-containing reagent with at least one alkoxy and/or halosilane, wherein an ionic addition of a sulfur-containing reagent to an alkoxy and/or halosilane is preferably conducted with thermal and/or actinic activation; the novel polythio alkoxy and/or halosilanes of formula (III.2) thus prepared are particularly useful as coupling agents in elastomeric compositions containing a white filler of the silica type and having the formula (III.2) wherein, for example, R1.1 and R1.3=methyl and R1.2=ethoxy.
Claims28
-28. (canceled)
A process for the preparation of at least one alkoxy- and/or halosilane (poly)sulfide, comprising reacting, via an ionic addition mechanism, at least one sulfur-containing reactant (Rs) with at least one alkoxy- and/or halosilane of formula (I):
- in which:
- the R1 symbols, which may be identical or different, are each:
- a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms;
- an aryl radical having from 6 to 18 carbon atoms,
- an —OR2 alkoxy radical, wherein R2 is a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms or an aryl radical having from 6 to 18 carbon atoms,
- an arylalkyl radical or an alkylaryl radical (C6-C18 aryl, C1-C20 alkyl),
- a hydroxyl radical,
- or a halogen, with the proviso that at least one of these R1 radicals is —OR2, —OH or a halogen and such R1 radicals, when they are neither hydroxyl nor halogens, optionally bear at least one halogenated substituent;
- the Y symbol is a monovalent organic functional group, optionally selected from among R3 functional groups containing at least one site of ethylenic and/or acetylenic unsaturation optionally selected from among:
- linear, branched or cyclic R3.1 alkenyl radicals having from 2 to 10 carbon atoms,
- linear, branched or cyclic R3.2 alkynyl radicals having from 2 to 10 carbon atoms,
- linear, branched or cyclic R3.3-(alkenyl-alkynyl) or (alkynyl-alkenyl) radicals having from 5 to 20 carbon atoms,
- with the proviso that Y may optionally comprise at least one heteroatom and/or bear one or more aromatic substituents.
An alkoxy- and/or halosilane (poly)sulfide of formula (III):
- in which:
- the R1 symbols, which may be identical or different, are each:
- a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms,
- an aryl radical having from 6 to 18 carbon atoms,
- an —OR2 alkoxy radical, wherein R2 is a linear, branched or cyclic alkyl radical having from 1 to 8 carbon atoms or an aryl radical having from 6 to 18 carbon atoms,
- an arylalkyl radical or an alkylaryl radical (C6-C18 aryl, C1-C20 alkyl),
- a hydroxyl group,
- or a halogen atom,
- these R1 radicals, when they are neither hydroxyl nor halogens, optionally bearing at least one halogenated constituent;
- the R3 and R4 symbols, which may be identical or different, are each hydrogen or a monovalent hydrocarbon radical selected from among a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms or a linear, branched or cyclic alkoxyalkyl radical having from 1 to 20 carbon atoms;
- the R6, R7 and R8 symbols, which may be identical or different, are each hydrogen or a monovalent hydrocarbon radical selected from among a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms and a linear, branched or cyclic alkoxyalkyl radical having from 1 to 20 carbon atoms;
- the n symbol is an integer greater than or equal to 1;
- and
- the x symbol is an integer or fractional number ranging from 1 to 10.
An alkoxy- and/or halosilane (poly)sulfide of formula (III.1):
- in which:
- the R1 symbols, which may be identical or different, are each:
- a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms,
- an aryl radical having from 6 to 18 carbon atoms, an —OR2 alkoxy radical, wherein with R2 is a linear, branched or cyclic alkyl radical having from 1 to 8 carbon atoms or an aryl radical having from 6 to 18 carbon atoms,
- an arylalkyl radical or an alkylaryl radical (C6-C18 aryl, C1-C20 alkyl),
- a hydroxyl group,
- or a halogen atom,
- these R1 radicals, when they are neither hydroxyl nor halogens, optionally bearing at least one halogenated substituent;
- the R3 and R4 symbols, which may be identical or different, are each hydrogen or a monovalent hydrocarbon radical selected from among a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms or a linear, branched or cyclic alkoxyalkyl radical having from 1 to 20 carbon atoms;
- the R6, R7 and R8 symbols, which may be identical or different, are each hydrogen or a monovalent hydrocarbon radical selected from among a linear, branched or cyclic alkyl radical having from 1 to 20 carbon atoms and a linear, branched or cyclic alkoxyalkyl radical having from 1 to 20 carbon atoms;
- and
- the x symbol is an integer or a fractional number ranging from 1 to 10.
Dependencies are inferred from the claim text.