Organic Semiconducting Materials from Sulfur-Hetero Benzo[k]fluoranthene Derivatives: Synthesis, Photophysical Properties, and Thin Film Transistor Fabrication

• Published in: Journal of organic chemistry Vol. 73; no. 14; pp. 5328 - 5339
• Main Authors: Yan, Qifan, Zhou, Yan, Ni, Ben-Bo, Ma, Yuguo, Wang, Jian, Pei, Jian, Cao, Yong
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 18.07.2008; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Condensed benzenic and aromatic compounds; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; AMBIPOLAR TRANSPORT; ROOM-TEMPERATURE; MOLECULAR-STRUCTURE; STAR-SHAPED OLIGOTHIOPHENES; CHARGE-TRANSPORT; HIGH-ELECTRON-MOBILITY; HIGH-PERFORMANCE SEMICONDUCTORS; DISCOTIC LIQUID-CRYSTALS; FIELD-EFFECT TRANSISTORS; THIOPHENE DERIVATIVES; Under vacuum; Configuration; Bromination; Iron III Chlorides; Organic sulfide; Thin film; Thiophene derivatives; Emission spectrometry; Optical properties; Dilute solution; Aromatic compound; Oxidation; Thermal annealing; Chemical synthesis; Semiconductor materials; Chloroform; Decarbonylation; Diels Alder addition; Air; X ray diffraction; Steady state; Chemical substitution; Chemical coupling; Suzuki coupling; Acetylene derivatives; Thermal properties; Field effect transistor; Absorption spectrometry; Sulfur heterocycle; Electrochemical properties; Cyclization; Morphology; Thin film transistor; Conjugated compound

A new family of air-stable sulfur-hetero oligoarenes based on the benzo[k]fluoranthene unit has been facilely developed as the active materials for thin film organic field-effect transistors. The Diels−Alder reaction between cyclopentadienone 1 and 2,2′-(ethyne-1,2-diyl)bisthiophene followed by deca...