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.
Highlights
Over the past two decades, the design and development of new organic semiconductors has been a subject of increasing research interest since these materials are widely used as active components for electronic devices such as light emitting diodes [1], field effect transistors [2], photodiodes [3], and photovoltaic cells [4,5,6,7,8]
This study builds upon our search for the versatile and efficient organic materials by exploring D–A–D module and is a comparative study of the effect of different donors (triphenylamine (S10) and carbazole (S11)) whilst keeping the acceptor part constant
S10 and S11, were developed based on the D–A–D module, and the central acceptor moiety was directly linked to the donor functionalities to create a highly conjugated backbone
Summary
Over the past two decades, the design and development of new organic semiconductors has been a subject of increasing research interest since these materials are widely used as active components for electronic devices such as light emitting diodes [1], field effect transistors [2], photodiodes [3], and photovoltaic cells [4,5,6,7,8] Such vast and industrial applications place high demands on both the electronic and chemical properties of materials, including chemical and thermal stability, broad absorption profile, appropriately tuned energy levels, solution-processability and charge carriers’ mobility. This study builds upon our search for the versatile and efficient organic materials by exploring D–A–D module and is a comparative study of the effect of different donors (triphenylamine (S10) and carbazole (S11)) whilst keeping the acceptor part (isoindigo) constant
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