IP Library Granted Patent US 9,481,580
Granted Patent B2
US 9,481,580 · App. 13/884,473 · Granted Nov 1, 2016

Selective splitting of high order silanes

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Quick Facts
Patent No.
US 9,481,580
App. No.
13/884,473
Granted
Nov 1, 2016
Kind
B2
Abstract

The invention relates to a process for preparing monomeric and/or dimeric halogen- and/or hydrogen-containing silicon compounds from oligomeric inorganic silanes having three or more directly covalently interconnected silicon atoms substituted by substituents selected from halogen, hydrogen and/or oxygen by reacting the oligomeric silane over a nitrogen-containing catalyst in the presence of hydrogen halide.

Claims (89)

1. A process comprising:

reacting an oligomeric silane or a mixture comprising an organic silane in the presence of hydrogen halide over a catalyst, thereby obtaining a silicon compound of formula I:

Si n H x X y   (I),

wherein each X is independently a halogen,

n is 1 or 2,

x is an integer between 0 to 6,

y is an integer between 0 to 6,

y+x=2n+2,

the oligomeric silane or mixture comprising an organic silane comprises three directly covalently connected silicon atoms, and

substituents on said organic silane comprising three directly covalently connected silicon atoms are each halogen, hydrogen, or oxygen;

wherein the catalyst consists of an amino-functionalized compound or a monomeric or oligomeric aminosilane derived therefrom chemically bonded to a support material, a hydrocarbon-substituted amine, or a divinylbenzene-crosslinked polystyrene resin comprising tertiary amine groups,

the amino-functionalized compound, if present, comprises alkyl-functionalized secondary, tertiary, or quaternary amino groups, or a combination thereof,

the amino-functionalized compound, if present, is a compound of formula V or a hydrolysis product thereof, condensation product thereof, or both:

(C z H 2z+1 O) 3 Si(CH 2 ) d N(C g H 2g+1 ) 2   (V)

z is an integer from 1 to 4,

g is an integer from 1 to 10,

d is an integer from 1 to 3,

the hydrocarbon-substituted amine if present is of formula VI or VII:

NH k R 3-k   (VI)

[NH l R 1 4-l ] + Z −   (VII),

k=0, 1, or 2,

each R is independently an aliphatic linear or branched or cycloaliphatic or aromatic hydrocarbon having 1 to 20 carbon atoms

l=0, 1, 2, or 3,

each R 1 is independently an aliphatic linear or branched or cycloaliphatic or aromatic hydrocarbon having 1 to 18 carbon atoms, and

Z is an anion

wherein the oligomeric silane or the mixture comprises a trisilicon compound, tetrasilicon compound, pentasilicon compound, hexasilicon compound, polysilicon compound, or any combination thereof.

2. The process according to claim 1 , wherein the oligomeric silane or the mixture comprises a perhalosilane, a hydrogen silane, or any mixture thereof.

3. The process according to claim 1 , wherein the hydrogen halide is hydrogen chloride.

4. The process according to claim 1 , wherein each X is chlorine.

5. The process according to claim 1 , wherein the silicon compound of formula I comprises hexachlorodisilane, pentachlorodisilane, hexahydrodisilane, tetrachlorosilane, trichlorosilane, monosilane, monochlorosilane, dichlorosilane, or a mixture thereof.

6. The process according to claim 1 , wherein the silicon compound of formula I is hexachlorodisilane or a mixture of hexachlorodisilane with one or both of tetrachlorosilane or trichlorosilane, optionally further with dichlorosilane.

7. The process according to claim 1 , wherein the catalyst is chemically fixed to a support.

8. The process according to claim 1 , wherein the catalyst is an aminoalkoxysilane of formula V and is chemically bonded to a silicatic support.

9. The process according to claim 1 , wherein the oligomeric silane comprises octachlorotrisilane, decachlorotetrasilane, dodecachloropentasilane, tetradecahexasilane, decachlorocyclopentasilane, or any mixture thereof.

10. The process according to claim 1 , wherein the catalyst is diisobutylaminopropyltrimethoxysilane, on a silicatic support material.

11. The process according to claim 1 , wherein the reacting comprises:

splitting the oligomeric inorganic silane or the mixture, and

distillatively removing the compound of formula I during the splitting.

12. A process comprising:

reacting an oligomeric silane or a mixture comprising an organic silane in the presence of hydrogen halide over a catalyst, thereby obtaining a silicon compound of formula I:

Si n H x X y   (I),

wherein each X is independently a halogen,

n is 1 or 2,

x is an integer between 0 to 6,

y is an integer between 0 to 6,

y+x=2n+2,

the oligomeric silane or mixture comprising an organic silane comprises three directly covalently connected silicon atoms, and

substituents on said organic silane comprising three directly covalently connected silicon atoms are each halogen, hydrogen, or oxygen;

wherein the catalyst consists of an amino-functionalized compound or a monomeric or oligomeric aminosilane derived therefrom chemically bonded to a support material, a hydrocarbon-substituted amine, or a divinylbenzene-crosslinked polystyrene resin comprising tertiary amine groups,

the amino-functionalized compound, if present, comprises alkyl-functionalized secondary, tertiary, or quaternary amino groups, or a combination thereof,

the amino-functionalized compound, if present, is a compound of formula V or a hydrolysis product thereof, condensation product thereof, or both:

(C 2 H 2z+1 O) 3 Si(CH 2 ) d N(C g H 2g+1 ) 2   (V)

z is an integer from 1 to 4,

g is an integer from 1 to 10,

d is an integer from 1 to 3,

the hydrocarbon-substituted amine if present is of formula VI or VII:

NH k R 3-k   (VI)

[NH l R 1 4-l ] + Z −   (VII),

k=0, 1, or 2,

each R is independently an aliphatic linear or branched or cycloaliphatic or aromatic hydrocarbon having 1 to 20 carbon atoms

l=0, 1, 2, or 3,

each R 1 is independently an aliphatic linear or branched or cycloaliphatic or aromatic hydrocarbon having 1 to 18 carbon atoms, and

Z is an anion,

wherein the oligomeric silane or mixture comprises a silane of any of formulae (II), (III), or (IV) or a hydrolysate thereof:

Si m H a X b   (II),

Si o H p X q   (III),

Si r H s X t   (IV),

m is an integer not less than 3,

a is an integer of 0 or not less than 1,

b is an integer of 0 or not less than 1, with the proviso that a+b=2m+2,

o is an integer of not less than 3,

p is an integer of 0 or not less than 1,

q is an integer of 0 or not less than 1, with the proviso that p+q=2o,

r is an integer of not less than 3,

s is an integer of 0 or not less than 1,

t is an integer of 0 or not less than 1, with the proviso that s+t=r, and

each X is independently halogen.

13. The process according to claim 12 , wherein the oligomeric silane or the mixture comprises a perhalosilane, a hydrogen silane, or any mixture thereof.

14. The process according to claim 12 , wherein the hydrogen halide is hydrogen chloride.

15. The process according to claim 12 , wherein each X is chlorine.

16. The process according to claim 12 , wherein the silicon compound of formula I comprises hexachlorodisilane, pentachlorodisilane, hexahydrodisilane, tetrachlorosilane, trichlorosilane, monosilane, monochlorosilane, dichlorosilane, or a mixture thereof.

17. The process according to claim 12 , wherein the silicon compound of formula I is hexachlorodisilane or a mixture of hexachlorodisilane with one or both of tetrachlorosilane or trichlorosilane, optionally further with dichlorosilane.

18. The process according to claim 12 , wherein the catalyst is chemically fixed to a support.

19. The process according to claim 12 , wherein the catalyst is an aminoalkoxysilane of formula V and is chemically bonded to a silicatic support.

20. The process according to claim 12 , wherein the oligomeric silane comprises octachlorotrisilane, decachlorotetrasilane, dodecachloropentasilane, tetradecahexasilane, decachlorocyclopentasilane, or any mixture thereof.

21. The process according to claim 12 , wherein the catalyst is diisobutylaminopropyltrimethoxysilane, on a silicatic support material.

22. The process according to claim 12 , wherein the reacting comprises:

splitting the oligomeric inorganic silane or the mixture, and

distillatively removing the compound of formula I during the splitting.

Assignments (2)
CHANGE OF NAME Recorded Jan 31, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051765/0166 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2013
From: MUEH, EKKEHARD; RAULEDER, HARTWIG
To: EVONIK DEGUSSA GMBH
Reel/Frame 030875/0166 →