Presentation Title
Novel Synthesis of Triflate-Substituted [1]Benzothieno[3,2-b][1]benzothiophene Compounds and Further Functionalization
Abstract
Alternatives to energy-expensive and inflexible silicon-based semiconductors have long been sought after through extensive exploration of organic semiconductors. While these compounds will never replicate the amazing properties of inorganic semiconductors, they exhibit many properties that are advantageous over their inorganic counterparts. For example, these organic semiconductors are highly soluble in common organic solvents allowing for large area processing, and methodology to synthesize derivatives allows for targeted adjustment of the properties of the compounds. [1]benzothieno[3,2-b][1]benzothiophene (BTBT) is one of the best known organic semiconductors. However, there are currently no adequate methods to add diverse functionality to its core structure, thereby limiting its potential. This project will explore the synthesis and application of a triflate-functionalized BTBT derivative, which will allow for late-stage installation of functional groups, fine-tuning of the electronic properties, and molecular packing in thin films in a diverse family of derivatives. Crystal structure of reaction products will be observed along with the electronic properties of successfully synthesized BTBT derivatives.
Primary Faculty Mentor Name
Adam Whalley
Graduate Student Mentors
Adam Dyer
Faculty/Staff Collaborators
Dr. Adam Whalley (faculty mentor), Adam Dyer (graduate student mentor)
Status
Undergraduate
Student College
College of Arts and Sciences
Program/Major
Biochemistry
Primary Research Category
Engineering & Physical Sciences
Novel Synthesis of Triflate-Substituted [1]Benzothieno[3,2-b][1]benzothiophene Compounds and Further Functionalization
Alternatives to energy-expensive and inflexible silicon-based semiconductors have long been sought after through extensive exploration of organic semiconductors. While these compounds will never replicate the amazing properties of inorganic semiconductors, they exhibit many properties that are advantageous over their inorganic counterparts. For example, these organic semiconductors are highly soluble in common organic solvents allowing for large area processing, and methodology to synthesize derivatives allows for targeted adjustment of the properties of the compounds. [1]benzothieno[3,2-b][1]benzothiophene (BTBT) is one of the best known organic semiconductors. However, there are currently no adequate methods to add diverse functionality to its core structure, thereby limiting its potential. This project will explore the synthesis and application of a triflate-functionalized BTBT derivative, which will allow for late-stage installation of functional groups, fine-tuning of the electronic properties, and molecular packing in thin films in a diverse family of derivatives. Crystal structure of reaction products will be observed along with the electronic properties of successfully synthesized BTBT derivatives.