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# c12) United States Patent 

# Zhu et al. 

# (54) METHOD FOR THE MANUFACTURE OF ALKOXYSILYL-CONTAINING THIOCARBOXYLIC ACID ESTERS 

(71) Applicant: Momentive Performance Materials Inc., Waterford, NY (US) 

(72) Inventors: Yanjun Zhu, Rye Brook, NY (US); Linda Vecere, Fishkill, NY (US) 

(73) Assignee: Momentive Performance Materials Inc., Waterford, NY (US) 

( *) Notice: Subject to any disclaimer, the term ofthis patent is extended or adjusted under 35 U.S.C. 154(b) by O days. 

(21) Appl. No.: 16/855,011 

Apr. 22, 2020 (22) Filed: 

## (65) Prior Publication Data 

US 2020/0347084 Al Nov. 5, 2020 

(60) Provisional application No. 62/840,752, filed on Apr. 30, 2019. 

(51) Int. Cl. C07F 7118 (2006.01) 

(52) U.S. Cl. CPC .................................. C07F 711876 (2013.01) 

( 58) Field of Classification Search CPC ..................................................... C07F 7/1876 See application file for complete search history. 

## (56) References Cited 

<img src='content_image/940495.jpg'>

## Related U.S. Application Data 

## U.S. PATENT DOCUMENTS 

<img src='content_image/940521.jpg'>

# (IO) Patent No.: US 10,919,920 B2 

# (45) Date of Patent: Feb.16,2021 

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## FOREIGN PATENT DOCUMENTS 

<img src='content_image/940494.jpg'>

Dang, English-Language Machine Translation of CN 103709188 (2014) (Year: 2014).* 

Voronkov et al.; "Acyliodides in organic synthesis. Reaction of acetyl iodide with thiols; Russian Journal of Organic Chemistry"; 47(12): Dec. 2011; 1789-1791. 

International Search Report and Written Opinion from PCT/US2020/ 029195 dated Jun. 30, 2020. 

* cited by examiner 

Primary Examiner - Alexander R Pagano (74) Attorney, Agent, or Firm - James C. Abruzzo 

## (57) ABSTRACT 

There is provided herein a method for the manufacture of alkoxysilyl-containing thiocarboxylic acid ester which com› prises reacting a thioester with a mercapto-functional alkox› ysilane and/or an alkali metal salt, an alkaline earth metal salt, a trisubstituted ammonium salt of an alkoxysilyl-func› tional thiolate which uses economical and readily available reagents, avoids the use of phosgene or thionyl chloride reagents and produces byproducts that may be recycled. 

USO 10919920B2 

## OTHER PUBLICATIONS 

## 28 Claims, No Drawings 

