Synthesis and characterization of acceptor–donor–acceptor-based low band gap small molecules containing benzoselenadiazole

Abstract

Acceptor–donor–acceptor-type compounds 5′,5″-(benzo[c][1,2,5]selenadiazole-4,7-diyl)bis(3′-dodecyl-2,2′-bithiophene-5-carbonitrile) (9) and 4,4′-(5,5′-(benzo[c][1,2,5]selenadiazole-4,7-diyl)bis(3-dodecylthiophene-5,2-diyl))dibenzonitrile (10) were designed and synthesized. These compounds differ in terminal positions, compound 9 with a thiophene-containing nitrile group and compound 10 with a phenyl-containing nitrile group. Both compounds have shown good thermal stability and low band gap. The band gaps of compounds 9 and 10 were 1.74 and 1.83 eV, respectively. These results indicate that they are promising materials for use in optoelectronics.

Novel Phenothiazine‐5‐oxide Based Push‐Pull Molecules: Synthesis and Fine‐Tuning of Electronic, Optical and Thermal Properties

“…Different strategies for fine‐tuning of push‐pull molecules by structural modification in D and A units have been developed. In the recent years, several combinations of D and A groups such as benzothiadiazole ‐ carbazole, benzoselenadiazole ‐ thiophene, 2‐(2,3‐dihydro‐3‐oxo‐1 H ‐inden‐1‐ylidene)propanedinitrile (IM) – IDT, etc. have been explored in A−D‐A molecules to develop high performance devices.…”