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US 9,884,879 B2Granted
Method of synthesizing siloxane monomers and use thereof
AssigneeSilecs Oy
InventorJyri Paulasaari
Life of this patent
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Abstract
A method for preparation and polymerization of siloxane monomers of Formula I is presented. The synthesis includes the selective reaction between silanol containing unit and alkoxy containing units in the presence of basic catalyst. The siloxane monomers of the invention can be used for preparation of siloxane polymers with good flexibility and cracking threshold, and functional sites, useful for applications requiring low metal content in semiconductor industry.
Claims12
A method of preparing siloxane monomers of Formula I
- wherein,
- n stands for an integer having a value in the range from 1 to 3;
- R1 is an unsubstituted or substituted, linear or branched alkyl having 1 to 20 carbon atoms;
- an aryl group;
- or an alkenyl group;
- R2 is an unsubstituted or substituted, linear or branched alkyl having 1 to 20 carbon atoms;
- an aryl group;
- or an alkenyl group;
- and
- R3, R4 and R5 independently stand for hydrogen or an unsubstituted or substituted, linear or branched alkyl having 1 to 20 carbon atoms;
- or an alkenyl group;
- an alkoxy group having 1 to 4 carbon atoms,
- comprising the step of reacting a silanol containing silane compound of Formula II,
- wherein symbols R1 and R2 have the same meaning as above in connection with Formula I, with an alkoxysilane of Formula III
- wherein R0 is an unsubstituted or substituted, linear or branched alkyl, having 1 to 6 carbon atoms, and symbols R3, R4 and R5 have the same meaning as above in connection with Formula I,
- in the presence of a basic catalyst having a pKb in the range of 1.5 to 10, in the presence of a solvent, wherein the basic catalyst is selected from the group consisting of ammonia, pyridine, picoline, ethanolamine, methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, isopropylamine, diisopropylamine, diisopropylethylamine, propylamine, butylamine, and sec-butylamine;
- wherein the alkoxysilane of Formula III is selected from the group consisting of tetramethoxysilane, tetraethoxysilane, trimethoxysilane, triethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane, vinyldimethylmethoxysilane, vinyldimethylethoxysilane, allyltrimethoxysilane, allyltriethoxysilane, allylmethyldimethoxysilane, allylmethyldiethoxysilane, allyldimethylmethoxysilane, allyldimethylethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, diphenyldimethoxysilane, diphenyldiethoxysilane, metcaptopropyltrimethoxysilane, mercaptopropyltriethoxysilane, 3,3,3-trifluoropropyltrimethoxysilane, 3,3,3-trifluoropropyltriethoxysilane, 3,3,3-trifluoropropylmethyldimethoxysilane, 3,3,3-trifluoropropylmethyldiethoxysilane, 3-chloropropyltrimethoxysilane, 3-chloropropyltriethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropylmethyldiethoxysilane, 3-chloropropyldimethylmethoxysilane, 3-chloropropyldimethylethoxysilane, chloromethyltrimethoxysilane, chloromethyltriethoxysilane, chloromethylmethyldimethoxysilane, chloromethylmethyldiethoxysilane, chloromethyldimethylmethoxysilane, chloromethyldimethylethoxysilane, dimethoxydimethylsilane, diethoxydimethylsilane, methoxydimethylsilane, ethoxydimethylsilane, methoxytrimethylsilane, ethoxytrimethylsilane, methylphenyldimethoxysilane, methylphenyldiethoxysilane, (p-vinylphenyl)trimethoxysilane, (p-vinylphenyl)triethoxysilane, (p-vinylphenyl)methyldimethoxysilane, (p-vinylphenyl)methyldiethoxysilane, 2-phenylethyltrimethoxysilane, 2-phenylethyltriethoxysilane.
14 more elements
Dependencies are inferred from the claim text.