2008
DOI: 10.1021/ja077444g
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High Mobility Single-Crystal Field-Effect Transistors from Bisindoloquinoline Semiconductors

Abstract: A novel heptacyclic bisindoloquinoline-based organic semiconductor has been synthesized, characterized, and used to fabricate single-crystal field-effect transistors. A synthetic route was developed for the synthesis of heptacyclic bis(indolo{1,2-a})quinoline via an intramolecular cyclization of anthrazoline derivatives. Single-crystal X-ray structure revealed that the seven fused rings of bis(indolo{1,2-a})quinoline are relatively coplanar and lead to a slipped face-to-face π-stacking with the shortest interm… Show more

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Cited by 162 publications
(80 citation statements)
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References 24 publications
(24 reference statements)
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“…In our recent communication [32] we have reported on a new group of solution processable, electroluminescent organic compounds, namely tetraalkoxydinaphtho[2,3-a:2′,3′-h]phenazines, which extend the family of already reported linear and non-linear azaacenes, widely studied in organic electronics as promising semiconductors [33][34][35][36][37][38]. These derivatives can be obtained from indanthrone-an old alizarin-type insoluble dye-in a relatively simple, one-pot preparation involving the carbonyl group reduction with sodium dithionite followed by the substitution with solubility inducing groups under the phase transfer catalysis conditions [32].…”
Section: Introductionmentioning
confidence: 99%
“…In our recent communication [32] we have reported on a new group of solution processable, electroluminescent organic compounds, namely tetraalkoxydinaphtho[2,3-a:2′,3′-h]phenazines, which extend the family of already reported linear and non-linear azaacenes, widely studied in organic electronics as promising semiconductors [33][34][35][36][37][38]. These derivatives can be obtained from indanthrone-an old alizarin-type insoluble dye-in a relatively simple, one-pot preparation involving the carbonyl group reduction with sodium dithionite followed by the substitution with solubility inducing groups under the phase transfer catalysis conditions [32].…”
Section: Introductionmentioning
confidence: 99%
“…with on/off current ratios greater than 10 4 [197]. Tetraazapentacene derivatives, 167 and 168 exhibited mobilities of 0.02 and 0.01 cm 2 V −1 s −1 in air, respectively [198].…”
Section: Azaacenesmentioning
confidence: 97%
“…In addition to deposition location, alignment of polymer fibers and organic nanowires is desirable on many fronts and essential for equipment that utilizes and/or manipulates electromagnetic energy. Alignment of organic micro-or nano-fibers is beneficial for enhanced charge transport [231,232,263,264], production of polarized light emission [265,266], improved absorption and photovoltaic properties [123,267], and enhanced crystal properties [268]. Additional benefits of parallel fiber arrangement include directional cell growth [269] and guided cell differentiation [270] as well as the achievement of high-modulus, highstrength fibers, which can be used for heat-resistant and protective clothing [271,272].…”
Section: Es Fabrication Of Organic Micro-and Nano-fiber Devicesmentioning
confidence: 99%