Synthesis of reversibly protected silanes

a technology of reversible protection and silane, which is applied in the direction of silicon organic compounds, organic chemistry, chemistry apparatus and processes, etc., can solve the problems of low cost, difficult to synthesise, and difficult to meet the requirements of starting materials, etc., to achieve the effect of low cost and more commercially viabl

Inactive Publication Date: 2014-07-31
UNIV OF AKRON RES FOUND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This method allows for the commercial production of reversibly protected silanes at moderate temperatures, avoiding gel formation and residual hydrogen chloride, and using readily available raw materials, thus enhancing the practicality and efficiency of the process.

Problems solved by technology

However, deprotection occurs under mildly acidic conditions.
However, these techniques can result in gel formation, the presence of residual hydrogen chloride, and / or require expensive starting materials.

Method used

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  • Synthesis of reversibly protected silanes
  • Synthesis of reversibly protected silanes
  • Synthesis of reversibly protected silanes

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0019]The procedure used in this experiment can be depicted by the reaction:

[0020]In the procedure used all glassware was cleaned, rinsed with acetone, and dried in an oven. Then, under a nitrogen stream, diethyl ether, 3.3 molar ratio 2-hydroxytetrahydropyran, and 6 molar ratio of triethyl amine were added to a reaction flask. More specifically 6.4 grams of 2-hydroxytetrahydropyran and 11.3 grams of triethylamine in approximately 70 ml of dry diethyl ether were added to the flask. Then, diethyl ether and 1 mole of a trichlorosilane were added to an addition funnel under a nitrogen stream. Specifically, 5.0 grams of 3-phenoxypropyltrichlorosilane in approximately 20 ml of dry diethyl ether were added. The diethyl ether / chlorosilane solution was added dropwise over 60 minutes with the solution being continually mixed.

[0021]The solution was then filtered under nitrogen. The filtrate was mixed another hour and filtered as necessary. The filtrate was placed in a separatory funnel. The f...

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Abstract

The present invention discloses a method for synthesizing a reversibly protected organometallic compound or a reversibly protected silane. This method can be conducted by (1) reacting an organometallic compound with a hydroxyl group containing compound to produce a solution containing the reversibly protected organometallic compound and hydrogen chloride; (2) reacting the solution containing the reversibly protected organometallic compound and the hydrogen chloride with a trialkyl amine to precipitate the hydrogen chloride from the solution; and (3) recovering the reversibly protected organometallic compound from the solution of the reversibly protected organometallic compound.

Description

[0001]This application is a divisional of U.S. patent application Ser. No. 13 / 279,547, filed on Oct. 24, 2011, which claims benefit of U.S. Provisional Patent Application Ser. No. 61 / 410,986, filed on Nov. 8, 2010. The teachings of U.S. patent application Ser. No. 13 / 279,547 and U.S. Provisional Patent Application Ser. No. 61 / 410,986 are incorporated herein by reference in their entirety.BACKGROUND OF THE INVENTION[0002]Reversibly protected silanes can be used for diverse purposes in a wide variety of applications. The development of reversible protecting groups greatly enhances the current utility of silanes while making novel new applications possible. For instance, reversibly protected silanes are of particular value in applications where room temperature cure and / or adhesion is of value, such as coatings, high resolution imaging, caulks, adhesives, sealents, gaskets, and silicones. Reversibly protected silanes can also be beneficially used in reticulating agents, and in sizing a...

Claims

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Application Information

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Patent Type & AuthorityApplications(United States)
IPC IPC(8): C07F7/18
CPCC07F7/1804C07F7/188
InventorDEEMER, MICHAEL F.
OwnerUNIV OF AKRON RES FOUND