Neutral complex of cyclic silane, manufacturing method therefor, and method for manufacturing cyclic hydrogenated silane or cyclic organic silane

Patent metadata

Field	Value
Publication number	US-9682866-B2
Application number	US-201415105190-A
Country	US
Kind code	B2
Filing date	Dec 19, 2014
Priority date	Dec 20, 2013
Publication date	Jun 20, 2017
Grant date	Jun 20, 2017

Abstract

A neutral complex of a cyclic silane characterized in being represented by the general formula [Y] 1 [Si m Z 2m-a H a ]. (In the formula: Y is at least one kind of coordination compound selected from a group consisting of (1) compounds represented as X 1 R 1 n . (when X 1 is P, P═O or N, n=3 and each R 1 represents a substituted or unsubstituted alkyl group or aryl group and R 1 s are the same or different; when X 1 is S, S═O or O, n=2 and each R 1 represents the same group as described above and R 1 s are the same or different; and the number of amino groups in X 1 R 1 n is 0 or 1), and (2) at least one heterocyclic compound selected from the group consisting of substituted or unsubstituted N—, O—, S —or P— containing heterocyclic compounds that have an unshared electron pair in the ring (the number of amino groups in the heterocyclic compound is 0 or 1), each Z represents a halogen atom of any of Cl, Br, I and F and Zs are the same or different, l is 1 or 2, m is 3 to 8, and a is 0 to m.

First claim

The invention claimed is:

1. A neutral complex of a cyclic silane represented by the general formula
[Y] 1 [Si m Z 2m−a H a ],
wherein Y is at least one coordination compound selected from the group consisting of (1) a compound represented as X 1 R 1 n (when X 1 is P, P═O or N, n=3 and each R 1 represents a substituted or unsubstituted alkyl group or aryl group and R 1 s are the same or different; when X 1 is S, S═O or O, n=2 and each R 1 represents the same group as described above and R 1 s are the same or different; and the number of amino groups in X 1 R 1 n is 0 or 1), and (2) at least one heterocyclic compound selected from the group consisting of substituted or unsubstituted N—, O—, S— or P— containing heterocyclic compounds that have an unshared electron pair in the ring (the number of amino groups in the heterocyclic compound is 0 or 1), each Z represents a halogen atom of any of Cl, Br, I and F and Zs are the same or different, l is 1 or 2, m is 3 to 8, and a is 0 to m.

2. The neutral complex of a cyclic silane according to claim 1 , wherein Y in the general formula is at least one compound selected from the group consisting of PR 3 and a substituted or unsubstituted N— containing heterocyclic compound having an unshared electron pair in the ring.

3. The neutral complex of a cyclic silane according to claim 1 , wherein the neutral complex of a cyclic silane contains [Y] l [Si 6 Cl 12 ] (l is 1 or 2).

4. The neutral complex of a cyclic silane according to claim 1 , the neutral complex of a cyclic silane being an intermediate for synthesizing a cyclic hydrogenated silane or a cyclic organic silane.

5. A method for manufacturing a neutral complex of a cyclic silane, comprising a step of conducting a cyclization reaction of a halosilane compound in the presence of at least one coordination compound selected from the group consisting of the following (3) and (4):
(3) a compound represented as X 2 R 2 q (when X 2 is P or P═O, q=3 and each R 2 represents a substituted or unsubstituted alkyl group or aryl group and R 2 s are the same or different; when X 2 is S, S═O or O, q=2 and each R 2 represents a substituted or unsubstituted alkyl group or aryl group and R 2 s are the same or different; when X 2 is CN, q=1 and R 2 represents a substituted or unsubstituted alkyl group or aryl group; and the number of amino groups in X 2 R 2 q is 0 or 1); and
(4) at least one heterocyclic compound selected from the group consisting of substituted or unsubstituted N—, O—, S—or P— containing heterocyclic compounds that have an unshared electron pair in the ring (the number of amino groups in the heterocyclic compound is 0 or 1).

6. The method for manufacturing a neutral complex of a cyclic silane according to claim 5 , wherein the cyclization reaction is conducted in the presence of a tertiary amine (except a tertiary polyamine).

7. The method for manufacturing a neutral complex of a cyclic silane according to claim 5 , wherein the neutral complex of a cyclic silane contains a neutral complex of dodecachlorocyclohexasilane including the coordination compound(s) coordinated to dodecachlorocyclohexasilane.

8. A method for manufacturing a cyclic hydrogenated silane, comprising a step of reducing the neutral complex of a cyclic silane obtained in the manufacturing method according to claim 5 .

9. The method for manufacturing a cyclic hydrogenated silane according to claim 8 , wherein at least one reducing agent selected from the group consisting of an aluminum-based reducing agent and a boron-based reducing agent is used as a reducing agent in the reduction step.

10. The method for manufacturing a cyclic hydrogenated silane according to claim 8 , wherein the hydride equivalent in the reducing agent relative to one silicon-halogen bond in the neutral complex of a cyclic silane is 0.9 to 2.0 in the reduction step.

11. The method for manufacturing a cyclic hydrogenated silane according to claim 8 , wherein the reduction step is conducted at −198° C. to −10° C.

12. A method for manufacturing a cyclic organic silane, comprising a step of alkylating or arylating the neutral complex of a cyclic silane obtained by the manufacturing method according to claim 5 with at least one reagent selected from the group consisting of a Grighard reagent and an organolithium reagent.

13. The method for manufacturing a neutral complex of a cyclic silane according to claim 5 , wherein an amount of the coordination compound is at least 2.0 mol and up to 50 mol relative to 6 mol of the halosilane compound.

Assignees

• Nippon Catalytic Chem Ind

Inventors

• Kitamura Morihiro
• Imoto Shin-Ya
• Shinokura Tomonori
• Abe Takashi

Classifications

• C01B33/04

  Hydrides of silicon · CPC title

• C09D1/00

  Coating compositions, e.g. paints, varnishes or lacquers, based on inorganic substances · CPC title

• C01B33/10773 Primary

  Halogenated silanes obtained by disproportionation and molecular rearrangement of halogenated silanes · CPC title

• C07F7/21

  Cyclic compounds having at least one ring containing silicon, but no carbon in the ring · CPC title

• C07F9/5022

  Aromatic phosphines (P-C aromatic linkage) · CPC title