Regioregular pyridal[2,1,3]thiadiazole π-conjugated copolymers for organic semiconductors

US9293708B2 · kind B2 · utility

Assignee

• The Regents of the University of California · US

Inventors

• Guillermo C. Bazan · Lompoc, US
• Lei Ying · Shanghai, CN
• Ben Hsu · Changhua City, TW
• Wen Wen · Goleta, US
• Hsin-Rong Tseng · Tainan, TW
• Gregory C. Welch · Lompoc, US

Key dates

• Filing date: Jun 18, 2012
• Grant date: Mar 22, 2016
• Expiry date: Jun 18, 2032

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02E10/549
• WIPO field: Macromolecular chemistry, polymers
• WIPO sector: Chemistry

Abstract

A method of regioselectively preparing a pyridine-containing compound is provided. In particular embodiments, the method includes reacting halogen-functionalized pyridal[2,1,3]thiadiazole with organotin-functionalized cyclopenta[2,1-b:3,4-b′]dithiophene or organotin-functionalized indaceno[1,2-b:5,6-b′]dithiophene. Also provided is a method of preparing a polymer. The method includes regioselectively preparing a monomer that includes a pyridal[2,1,3]thiadiazole unit; and reacting the monomer to produce a polymer that includes a regioregular conjugated backbone section, wherein the section includes a repeat unit containing the pyridal[2,1,3]thiadiazole unit. A polymer that includes a regioregular conjugated backbone section, and electronic devices that include the polymer, are also provided.