Synthesis and characteriation of dehydrothienoannulenes as potential opto-electronic materials

ORGN 440

Matthew J. O'Connor, moconnor@darkwing.uoregon.edu and Michael M. Haley, haley@uoregon.edu. Department of Chemistry and Materials Science Institute, University of Oregon, Eugene, OR 97403-1253
Abstract:

Thiophene chemistry, specifically oligo- or polythiophene chemistry, has gained much attention in recent years. These molecules have been shown to exhibit high charge mobility and thermal stability which leads to potential application as cheap and flexible semiconductors. Particularly, planarized thiophenes possess ideal Ĉ-electron overlap to allow greater charge mobility and enhanced optical and electronic properties. Utilizing dehydrobenzoannulene chemistry, several planarized fused thiophene systems were prepared that exhibit highly tunable optical properties depending on orientation and number of thiophenes. These structures can also be transformed further to form planarized terthiophene derivatives.