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1. (WO2007005037) PROCESS FOR SYNTHESIS OF DIORGANOSILANES BY DISPROPORTIONATION OF HYDRIDOSILOXANES
Note: Text based on automatic Optical Character Recognition processes. Please use the PDF version for legal matters

WHAT IS CLAIMED IS:

1. A method of making diorganosilane, said method comprising the step of contacting in a reaction mixture an effective amount of a Lewis acid catalyst with a hydridosiloxane comprising at least one terminal SiH group and at least one siloxane bond, to provide a product mixture comprising at least one diorganosilane, and at least one oligosiloxane.

2. The method of claim 1, wherein said hydridosiloxane comprises structure (I),

R1

(I) Z O1Z2-Si H

R2

wherein R , R , are independently in each instance a C1-C20 aliphatic radical, a C3-C40 aromatic radical, or a C3-C40 cycloaliphatic radical, and Z is a siloxane represented by structure (II),

(II) MaM'bDeD'dTeT'fQg

wherein the subscripts a, b, c, d, e, f and g are zero or a positive integer and wherein M has the formula:

R33Si01/2,

M' has the formula:

(Y)R42SiOi/2,

D has the formula:

R52Si02/2,

D' has the formula: (Y)R6SiO272,

T has the formula:

R7Si03/2,

T' has the formula:

(Y)SiO3/2,

and Q has the formula:

SiO472,

wherein R3, R4, R5, R6 and R7 are independently in each instance a C1-C20 aliphatic radical, a C3-C40 aromatic radical, or a C3-C40 cycloaliphatic radical and Y represents hydrogen.

3. The method of claim 1, wherein said diorganosilane has structure (III),

R1

(III) H Si H

R2

wherein R1 and R2 are independently in each instance a C1-C20 aliphatic radical, a C3-C40 aromatic radical, or a C3-C40 cycloaliphatic radical.

4. The method of claim 2, wherein at least one of R1, R2, R3, R4, R5, R6and R7 is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, 1,1,1-trifluoropropyl, phenyl, . naphthyl, benzyl, cyclohexyl, and methylcyclohexyl.

5. The method of claim 1, wherein the catalyst is used in an amount in a range of from about 1 ppm to about 50000 ppm by weight based on a total weight of the reaction mixture.

6. The method of claim 1 , wherein said catalyst has formula (IV),

(IV) MR8xXy

wherein M is B, Al, Ga, In or Tl; each R is independently an aromatic radical having from 5 to 14 carbon atoms, said catalyst comprising at least one electron- withdrawing group, X is a halogen atom, x is 1, 2, or 3; and y is 0, 1 or 2; with the proviso that x + y =3.

7. The method of claim 6, wherein R comprises at least one electron withdrawing moiety selected from the group consisting of halogen, -CF3, -NO2, and

-CN.

8. The method of claim 7, wherein R comprises at least two halogen atoms.

9. The method of claim 1, wherein said catalyst has formula (V),

(V) BR8xXy

wherein each R8 is independently an aromatic radical having from 5 to 14 carbon atoms, said catalyst comprising at least one electron-withdrawing group, X is a halogen atom, x is 1, 2, or 3; and y is 0, 1 or 2; with the proviso that x + y =3.

10. The method of claim 9, wherein R comprises at least one electron withdrawing moiety selected from the group consisting of halogen, -CF3, -NO2, and -CN.

11. The method of claim 10, wherein R comprises at least two halogen atoms.

12. The method of claim 9, wherein the said catalyst is selected from the group consisting of boron compounds having structures (VI) to (XXI).


(X) (C6F4)(C6F5)2B

(XI) (C6F4)3B

(XII) (C6F5)BF2

(XIII) BF(C6Fs)2

(XIV> B(C6Fs)3

(XV> B(C6H5)(C6Fs)2

(XVI) BCl2(C6H5)

(XVII) BCl(C6Hs)2

(XVIII) [C6H4(m-CF3)]3B

(XIX) [C6H4(p-CF3)]3B

(XX) [C6H2-2,4,6-(CF3)3]3B

(XXI) [C6H2-3,4,5-(CF3)3]3B

13. The method of claim 9, wherein the said catalyst is tris(pentafluorophenyl)borane.

14. The method of claim 1, wherein the reaction mixture further comprises at least one solvent.

15. The method of claim 1, wherein said contacting comprises heating at a temperature in a range of from about 0°C to about 150°C.

16. The method of claim 1, wherein the diorganosilane is isolated from the product mixture by distillation.

17. A method of making dialkylsilane, said method comprising the step of contacting in a reaction mixture an effective amount of B(C6Fs)3 with a hydridosiloxane comprising structure (XXII),

R9

(XXII) Z O1Z2-Si H

R 10

to provide a product mixture comprising at least one dialkylsilane, and at least one oligosiloxane; wherein R9 and R1 are independently in each instance a C1-C1O alkyl group and Z is a siloxane represented by structure (II),

(II) MaM'bD^'dTeT'fQg

wherein the subscripts a, b, c, d, e, f and g are zero or a positive integer and wherein M has the formula:

R33Si01/2,

M' has the formula:

(Y)R42Si01/2,

D has the formula:

R52Si02/25

D' has the formula:

(Y)R6SiO272,

T has the formula:

R7SiO372,

T' has the formula: (Y)SiO3/2,

and Q has the formula:

SiO472,

wherein R3, R4, R5, R6 and R7 are independently in each instance a monovalent C1-C20 aliphatic radical, a monovalent C3-C40 aromatic radical, or a monovalent C3-C40 cycloaliphatic radical and Y represents hydrogen.

18. The method of claim 17, wherein said dialkylsilane has structure (XXIII),

(XXIII)


wherein R9 and R10 are independently in each instance a Ci-C10 alkyl group.

19. A method of making dimethylsilane, said method comprising the step of contacting in a reaction mixture an effective amount of B(C6Fs)3 catalyst with a hydridosiloxane comprising structure (XXIV),


wherein Z is a siloxane represented by structure (II),

(II) MaM'bDeD'diyTfQg

wherein the subscripts a, b, c, d, e, f and g are zero or a positive integer and wherein M has the formula:

R3SSiO172,

M' has the formula:

(Y)R42Si01/2,

D has the formula:

R52SiO2/2,

D' has the formula:

(Y)R6Si02/2,

T has the formula:

R7SiO372,

T' has the formula:

(Y)SiO372,

and Q has the formula:

SiO472,

wherein R3, R4, R5, R6 and R7 are independently in each instance a C1-C20 aliphatic radical, a C3-C40 aromatic radical, or a C3-C40 cycloaliphatic radical and Y represents hydrogen.