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US 7,442,666 B2Granted
Catalytic system for the dehydrogenative condensation of polyorganosiloxanes with alcohols and a process for preparing organically modified polyorganosiloxanes
AssigneeGoldschmidt GmbH
InventorsSascha Herrwerth, Thomas Neumann, Isabella Ulrich-Brehm
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Abstract
The invention relates to a catalytic system for the dehydrogenative condensation of polyorganosiloxanes with alcohols, consisting of at least one boron compound and at least one synergistically active compound, and to a process for converting polyorganosiloxanes, in which one hydrogen atom bonded to the silicon is replaced by an alkoxide radical using the inventive catalytic system.
Claims20
A catalytic system for the dehydrogenative condensation of polyorganosiloxanes with one or more alcohols:
- wherein the alcohol is selected from the group consisting of linear or branched, saturated, mono- or polyunsaturated, aromatic, fluorinated or perfluorinated, mono- or poly(meth)acrylated, aliphatic-aromatic mono- or polyalcohols, polyether mono- or polyether polyalcohols, amino alcohols, N-alkyl-EO alcohols, N-alkyl-PO alcohols, arylamino-EO alcohols, arylamino-PO alcohols, N-alkyl alcohols, arylamino alcohols and mixtures thereof, wherein each of the alcohols are optionally substituted;
- and the polyorganosiloxanes contain —Si(H) units and are of the formula (I)
- in which
- R represents one or more identical or different radicals selected from linear or branched, saturated, mono- or polyunsaturated alkyl, aryl, alkylaryl or arylalkyl radicals having from 1 to 20 carbon atoms, haloalkyl groups having from 1 to 20 carbon atoms, siloxy groups and triorganosiloxy groups,
- R′ and R″ each independently represent H or R,
- x represents an integer from 0 to 300,
- y represents an integer from 0 to 100,
- with the proviso that at least one hydrogen atom bonded to an Si atom is present in the molecule;
- the catalytic system comprising at least one boron compound and at least one synergistically active compound containing anions and cations which is a salt or a complex with cations selected from the group consisting of titanium, zirconium, chromium, manganese, iron, nickel, palladium, and mixtures thereof
- wherein the boron compound is at least one fluorinated and/or nonfluorinated organoboron compound, selected from the group of:
- (C5F4)(C6F5)2B;
- (C5F4)3B;
- (C6F5)BF2;
- BF(C6F5)2;
- B(C6F5)3;
- BCl2(C6F5);
- BCl(C6F5)2;
- B(C6H5)(C6F5)2;
- B(Ph)2(C6F5);
- [C6H4(mCF3)]3B;
- [C6H4(pOCF3)]3B;
- (C6F5)B(OH)2;
- (C6F5)2BOH;
- (C6F5)2BH;
- (C6F5)BH2;
- (C7H11)B(C6F5)2;
- (C8H14B)(C6F5);
- (C6F5)2B(OC2H5);
- (C6F5)2B—CH2CH2Si(CH3)3;
- boron trifluoride etherate [109-63-7], borane-triphenylphosphine complex [2049-55-0], triphenylborane [960-71-4], triethylborane [97-94-9], boron trichloride [10294-34-5], di-2,4-cyclopentadien-1-yl(pentafluorophenyl)borane [336881-03-9], (hexahydro-3a(1H)-pentalenyl)bis-(pentafluorophenyl)borane [336880-98-9], 1,3-[2-[bis(pentafluorophenyl)boryl]ethyl]tetramethyldisiloxane [336880-99-0], 2,4,6-tris(pentafluorophenyl)borazine [1110-39-0], 1,2-dihydro-2-(pentafluorophenyl)-1,2-azaborine [336880-94-5], 2-(pentafluorophenyl)-1,3,2-benzodioxaborole [336880-96-7], tris(4-trifluoromethoxyphenylborane [336880-95-6], methyliumtriphenyl tetrakis(pentafluorophenyl)-borate [136040-19-2], N,N-dimethylanilinium tetrakis(pentafluorophenyl)borate, and mixtures of the above boron compounds.
27 more elements
Dependencies are inferred from the claim text.