JPH0813827B2 - n-butyl-thexyl-di-methoxysilane - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial field of use] The present invention relates to a novel n-butyl-texyl-di-methoxysilane represented by the above formula (1), which has not been described in any literature.

INDUSTRIAL APPLICABILITY The silane of the present invention is applied as a surface water repellent treatment agent for buildings such as wood, concrete, and marble by taking advantage of the hydrolyzability of Si—O—CH ₃ and the bulky organic groups of texyl group and butyl group. To be done.

Further, since it is easy to form a coordination compound with the metal Mg, Ti and Al compounds, this compound can be used as an additive for a complex catalyst for olefin polymerization.

[Prior Art and Problem] Conventionally, methoxysilane in which a texyl group and a butyl group are bonded to a silicon atom has not been known.

The present invention is intended to provide this silane compound.

[Means for Solving the Problems] That is, N-butyl-texyl-di-methoxysilane represented by

 The present invention will be described in detail below.

It was found that the n-butyl-thexyl-di-methoxysilane represented by the above formula (1) of the present invention can be synthesized by the following method. One method is to react n-butyllithium with texyl-tri-methoxysilane, and the other method is to react n-butyllithium with n-butyllithium by reacting texyl-tri-halidesilane. The-
This is a method of synthesizing a halide silane and then reacting it with methanol.

In the above synthesis reaction, the raw material silane can be used as it is or as a solution. Examples of the solvent for forming the solution include tetrahydrofuran, diethyl ether, dibutyl ether, pentane, hexane and the like.
The silane concentration may be 0.01 mol / l or more. Also, n-butyllithium is preferably used as a solution,
Examples of the solvent include tetrahydrofuran, diethyl ether, dibutyl ether, pentane, hexane and the like. The concentration of n-butyllithium may be 0.01 to 4 mol / l.

To carry out the synthesis reaction, n-butyllithium is added to the silane or the silane solution, or n-butyllithium is added.
Silane or a silane solution may be added to butyl lithium and reacted at -78 ° C to 100 ° C. After the reaction,
By-produced lithium salt was removed by filtration, the solvent was distilled off, and then distilled to obtain n-butyl-texyl-di-methoxysilane or n-butyl-texyl-di-
Obtain the halide silane.

Reaction of the latter n-butyl-texyl-di-halide silane with 2 equivalents or more of methanol gives n-butyl-texyl-di-methoxysilane.

[Examples] Next, the present invention will be specifically described with reference to Examples.

Example 1 Tetrahydrofuran solution 0.21 containing 1.6 mol / l butyllithium was treated with 0.2% thexyl-tri-chlorosilane.
Tetrahydrofuran 0.1 containing 47 moles (103.5g)
Was added dropwise at a reaction temperature of −78 ° C. to 10 ° C. over 5 hours.
After that, the reaction temperature was gradually raised to 25 ° C. After confirming the end point of the reaction by gas chromatography, the by-produced salt was removed by filtration, and the solvent was further removed by distillation. The concentrate obtained by removing the solvent was distilled under reduced pressure (103 ° C / 5 mmH
g) to obtain 32 g of a colorless transparent liquid substance.

10 g of this obtained substance was added to 1,5-diazabicyclo [5,4,
[0] A mixture of 13 g (86 mmol) of undec-5-ene (DBU), 50 ml of hexane and 3.0 g (94 mmol) of methanol was added dropwise at 25 ° C. and reacted for 2 hours. After confirming the end point of the reaction by gas chromatography, the by-produced DBU hydrochloride was removed by filtration, and the solvent was further removed by distillation. The concentrate from which this solvent was distilled off was distilled under reduced pressure (86 ° C / 3
mmHg) to obtain 7.5 g of a colorless and transparent liquid substance.

Analysis by gas chromatography showed that the liquid material was a single component. 25 ℃ of this thing
The refractive index at was 1.4398. Furthermore, the results of gas chromatography mass spectrometry and ¹ H-NMR analysis were as follows.

Gas chromatography mass spectrometry molecular ion peak ^{(M / Z): 232 1} H-NMR analysis _{(CDCl 3) δ (ppm)} : 3.57 (s, 6H, -OCH 3) 2.2~1.1 (m, 5H, -CH 2 -, - CH) 1.1~0.5 (m , 17H, -CH 3, Si-CH 2) as a result of infrared absorption spectrum analysis was as shown in Figure 1.

From the above analysis results, the obtained substances are It was confirmed to be n-butyl-thexyl-di-methoxysilane having the structure of (Total isolated yield 31%) Example 2 6 ml of a tetrahydrofuran solution containing 1.6 mol / l butyllithium was added to the thexyl-tri-methoxysilane 2.0.
To 10 ml of a tetrahydrofuran solution containing 10 g of g (10 mmol) was added dropwise at a reaction temperature of −78 ° C. to 20 ° C. for 4 hours. After that, the temperature was raised to 25 ° C. to react. After confirming the end point of the reaction by gas chromatography, the by-produced salt was removed by filtration, and the solvent was further removed by distillation.
The concentrate obtained by removing the solvent was distilled under reduced pressure to obtain 1.4 g of a colorless transparent liquid substance. The analysis result is n− obtained in Example 1.
In agreement with butyl-thexyl-di-methoxysilane.
(Isolation yield 63%) [Effect of the invention] n is a novel silane compound which has not been published in the literature by the present invention.
-Butyl-texyl-di-methoxysilane was provided. This silane is useful as a surface water-repellent agent for buildings and an additive for complex catalysts for olefin polymerization.

[Brief description of drawings]

FIG. 1 is a diagram showing an infrared absorption spectrum of silane obtained in Example 1 of the present invention.

Claims (1)

[Claims] 1. A formula N-Butyl-texyl-di-methoxysilane represented by: