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Synthesis of Thioether Containing Trialkoxysilanes

Technology Benefits

Straightforward one- step synthetic method Synthetic method is chemo and region-selective, functional group tolerant, and proceeds under mild conditions. Can produce a wide variety of functionalized trialkoxysilane products Cost-effective; low-cost reagents, eliminates need for noble metal catalysts Process is scalable to high volume Relatively low equipment costs

Technology Application

Bench and commercial-scale production of functionalized trialkoxysilanes

Detailed Technology Description

UCLA researchers have developed a simple method of producing a wide variety of functionalized trialkoxysilanes using low power UV light. The pendant group, linked to the trialkoxysilane by a thioether bond, may be a small molecule, synthetic macromolecule, biomolecule or biopolymer. The method generally results in the formation of product trialkoxysilanes in high yield and purity, enabling product use without further purification. Furthermore, the invention is a low-cost method; synthesis does not require the use of noble metal catalysts, reactants and reagents are inexpensive, and only simple equipment is required.

Supplementary Information

Inventor: GARRELL, Robin L. | TUCKER-SCHWARTZ, Alexander K.
Priority Number: WO2012129380A3
IPC Current: C07F000718 | C07B004500 | C07B006100 | C07C032114 | C08G007728
Assignee Applicant: The Regents of the University of California
Title: SYNTHESIS OF THIOETHER CONTAINING TRIALKOXYSILANES | SYNTHÈSE DE TRIALCOXYSILANES CONTENANT DES THIOÉTHERS
Usefulness: SYNTHESIS OF THIOETHER CONTAINING TRIALKOXYSILANES | SYNTHÈSE DE TRIALCOXYSILANES CONTENANT DES THIOÉTHERS
Summary: The method is useful for making a trialkoxysilane compound comprising a thioether.
Novelty: Making a trialkoxysilane compound, comprises forming a mixture comprising a trialkoxysilane compound, an alkene/alkyne compound and a radical initiator agent, and initiating a chemical reaction in the mixture

Industry

Chemical/Material

Sub Category

Chemical/Material Application

Application No.

9175026

Others

State Of Development

Using the invention method, 14 different trialkoxysilane varieties were synthesized on a small scale (0.5-5 mmol) with near quantitative yields and high purities. One trialkoxysilane compound was also synthesized on a large scale (>100mmol, ~37g).

Background

Trialkoxysilanes are chemical compounds widely employed in research, commercial, and industrial settings. They and other members of the silane family have been used to modify or enhance material properties including surface wettability, adhesion, tribological/optical/electrical properties, and redox activity. While large varieties of trialkoxysilane are commercially available, many are also expensive. Moreover, current synthesis methods allow for only limited functionalization of trialkoxysilanes, a barrier that must be overcome to meet future demand for new silane-based materials and devices.

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Tech ID/UC Case

22338/2011-600-0

Related Cases

2011-600-0

*Abstract

Researchers within UCLA's Department of Chemistry have developed a scalable, flexible, and cost-effective method of synthesizing trialkoxysilanes with single or multiple custom functionalities.

*Applications

Bench and commercial-scale production of functionalized trialkoxysilanes

*IP Issue Date

Nov 3, 2015

*Principal Investigator

Name: Robin Garrell

Department:

Name: Alexander Tucker-Schwartz

Department:

Country/Region

USA