title: Isoindigo-Based Small Molecules with Varied Donor Components for Solution-Processable Organic Field Effect Transistor Devices.
abstract: Two solution-processable small organic molecules, (E)-6,6'-bis(4-(diphenylamino)phenyl)-1,1'-bis(2-ethylhexyl)-(3,3'-biindolinylidene)-2,2'-dione (coded as S10) and (E)-6,6'-di(9H-carbazol-9-yl)-1,1'-bis(2-ethylhexyl)-(3,3'-biindolinylidene)-2,2'-dione (coded as S11) were successfully designed, synthesized and fully characterized. S10 and S11 are based on a donor-acceptor-donor structural motif and contain a common electron accepting moiety, isoindigo, along with different electron donating functionalities, triphenylamine and carbazole, respectively. Ultraviolet-visible absorption spectra revealed that the use of triphenylamine donor functionality resulted in an enhanced intramolecular charge transfer transition and reduction of optical band gap, when compared with its carbazole analogue. Both of these materials were designed to be donor semiconducting components, exerted excellent solubility in common organic solvents, showed excellent thermal stability, and their promising optoelectronic properties encouraged us to scrutinize charge-carrier mobilities using solution-processable organic field effect transistors. Hole mobilities of the order of 2.2 × 10(-4) cm²/Vs and 7.8 × 10(-3) cm²/Vs were measured using S10 and S11 as active materials, respectively.
authors.affiliation: School of Applied Sciences, RMIT University, GPO Box 2476, Melbourne Victoria 3001, Australia. hemlatap2@gmail.com.
authors.forename: Hemlata
authors.initials: H
authors.lastname: Patil
authors.affiliation: Institute of Materials Research and Engineering (IMRE), A. chjj1234@gmail.com.
authors.forename: Jingjing
authors.initials: J
authors.lastname: Chang
authors.affiliation: School of Applied Sciences, RMIT University, GPO Box 2476, Melbourne Victoria 3001, Australia. akhil.gupta@monash.edu.|Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Monash University, Parkville Victoria 3052, Australia. akhil.gupta@monash.edu.
authors.forename: Akhil
authors.initials: A
authors.lastname: Gupta
authors.affiliation: CSIRO Manufacturing, Virtual Nanoscience Lab, Parkville Victoria 3052, Australia. ante.bilic@csiro.au.
authors.forename: Ante
authors.initials: A
authors.lastname: Bilic
authors.affiliation: Institute of Materials Research and Engineering (IMRE), A. chmwuj@nus.edu.sg.
authors.forename: Jishan
authors.initials: J
authors.lastname: Wu
authors.affiliation: School of Chemistry, Physics and Mechanical Engineering, Queensland University of Technology, GPO Box 2434, Brisbane QLD 4001, Australia. sonar.prashant@qut.edu.au.
authors.forename: Prashant
authors.initials: P
authors.lastname: Sonar
authors.affiliation: School of Applied Sciences, RMIT University, GPO Box 2476, Melbourne Victoria 3001, Australia. sheshanath.bhosale@rmit.edu.au.
authors.forename: Sheshanath V
authors.initials: SV
authors.lastname: Bhosale
mesh_terms: D000588:Amines / Q000737:chemistry; D002227:Carbazoles / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D012666:Semiconductors
chemical_list: D000588:Amines; D002227:Carbazoles; D007211:Indoles; C041514:carbazole
keywords: carbazole; donor-acceptor-donor; isoindigo; organic field effect transistors; solution-processable; triphenylamine