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1467349 
Journal Article 
Rational design of ambipolar organic semiconductors: is core planarity central to ambipolarity in thiophene-naphthalene semiconductors? 
Ortiz, RP; Herrera, H; Seoane, C; Segura, JL; Facchetti, A; Marks, TJ 
2012 
Yes 
Chemistry: A European Journal
ISSN: 0947-6539
EISSN: 1521-3765 
18 
532-543 
English 
Herein, we report a new family of naphthaleneamidinemonoimide-fused oligothiophene semiconductors designed for facile charge transport in organic field-effect transistors (OFETs). These molecules have planar skeletons that induce high degrees of crystallinity and hence good charge-transport properties. By modulating the length of the oligothiophene fragment, the majority carrier charge transport can be switched from n-type to ambipolar behavior. The highest FET performance is achieved for solution-processed films of 10-[(2,2'-bithiophen)-5-yl]-2-octylbenzo[lmn]thieno[3',4':4,5]imidazo[2,1-b][3,8]phenanthroline-1,3,6(2H)-trione (NDI-3 Tp), with optimized film mobilities of 2×10(-2) and 0.7×10(-2) cm(2) V(-1) s(-1) for electrons and holes, respectively. Finally, these planar semiconductors are compared with their twisted-skeleton counterparts, which exhibit only n-type mobility, in order to understand the origin of the ambipolarity in this new series of molecular semiconductors. 
ambipolarity; naphthalenes; organic field-effect transistors; semiconductors; sulfur heterocycles 
IRIS
• Naphthalene
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• Naphthalene (2021 Evidence mapping publication)
     Previous HERO references
     Database Searches
          PubMed
          WOS
     Combined data set
          Data set for title/abstract screening
               Excluded – PECO criteria not met