University of California

Stephan Consulting Corporation

Gregory C Welch

Guillermo C Bazan

Thuc-Quyen Nguyen

Douglas Wade Stephan

Lei Ying

Corey Vernon Hoven

Hsin-Rong Tseng

Ben B Y Hsu

Wen Wen

Robert C Coffin

Jenny S J McCahill

Jeff Peet

Preston A Chase

Small organic molecule semi-conducting chromophores containing a pyridalthiadiazole, pyridaloxadiazole, or pyridaltriazole core structure are disclosed. Such compounds can be used in organic heterojunction devices, such as organic small molecule solar cells and transistors.

Organic small molecule semiconducting chromophores for use in organic electronic devices

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[2,1-b:3,4-b&#x2032;]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.

Regioregular pyridal[2,1,3]thiadiazole &#x3c0;-conjugated copolymers for organic semiconductors

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&#x2032;]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.

A compound having the formula (I) where each of R, R, Rand Ris independently C-Caryl-, C-Ccycloalkyl-, C-Caryl having at least one C-Calkyl substituent, C-Ccycloalkyl having at least one C-Calkyl substituent, C-Cbranched alkyl-, C-Clinear alkyl-, RO&#x2014;, &#x2014;NRR', &#x2014;PRR&#x2032;, &#x2014;SR, fluoro substituted forms thereof, and perfluoro forms thereof: and Ris C-Caryl-, C-Ccycloalkyl-, C-Caryl having at least one C-Calkyl substituent, C-Ccycloalkyl having at least one C-Calkyl substituent, C-Cbranched alkyl-, C-Clinear alkyl-, fluoro substituted forms thereof, and perfluoro forms thereof; where R and R&#x2032; are each independently C-Caryl-, C-Ccycloalkyl-, C-Caryl having at least one C-Calkyl substituent, C-Ccycloalkyl having at least one C-Calkyl substituent, C-Cbranched alkyl-, C-Clinear alkyl-, fluoro substituted forms thereof, and perfluoro forms thereof; A is N, P, S, or O with the proviso that when A is S, Ris a nullity; and M is B, Al, Ga or In. 

Frustrated Lewis pair compositions

A method for altering the electronic and optical properties of a chemical compound having a band gap and a framework that includes &#x3c0;-delocalized electrons. The method includes complexing a Lewis acid to a basic site within the framework to form a Lewis acid adduct having a band gap that differs from the band gap of the chemical compound. The &#x3bb;of the Lewis acid adduct can be shifted to a longer wavelength in comparison to the &#x3bb;of the chemical compound. In various versions, the chemical compound can be a conjugated oligomer, a conjugated polymer, or a small molecule comprising a conjugated &#x3c0;-electron system. Electronic devices that include Lewis acid adducts are also provided.

Band gap control in conjugated oligomers and polymers via Lewis acids

A compound having the formula (I) where each of R, R, Rand Ris independently C-Caryl-, C-Ccycloalkyl-, C-Caryl having at least one C-Calkyl substituent, C-Ccycloalkyl having at least one C-Calkyl substituent, C-Cbranched alkyl-, C-Clinear alkyl-, RO&#x2014;, &#x2014;NRR', &#x2014;PRR&#x2032;, &#x2014;SR, fluoro substituted forms thereof, and perfluoro forms thereof: and Ris C-Caryl-, C-Ccycloalkyl-, C-Caryl having at least one C-Calkyl substituent, C-Ccycloalkyl having at least one C-Calkyl substituent, C-Cbranched alkyl-, C-Clinear alkyl-, fluoro substituted forms thereof, and perfluoro forms thereof; where R and R&#x2032; are each independently C-Caryl-, C-Ccycloalkyl-, C-Caryl having at least one C-Calkyl substituent, C-Ccycloalkyl having at least one C-Calkyl substituent, C-Cbranched alkyl-, C-Clinear alkyl-, fluoro substituted forms thereof, and perfluoro forms thereof; A is N, P, S, or O with the proviso that when A is S, Ris a nullify; and M is B, Al, Ga or In. 

Growing community of inventors

Santa Barbara, CA, United States of America

Gregory C Welch