Master of Science, University of Akron, 2016, Polymer Science
Organic semiconductors have attracted increasing attention because of their potential in making low cost, flexible and large area electronic devices. For organic field-effect transistors (OFETs), the charge transport in the semiconductor materials is not only affected by their intrinsic electronic properties, but also by their intermolecular packing mode in the solid states. Intermolecular hydrogen-bond is one of the strategy to provide extra intermolecular interaction and enhance packing of polymer chains. Inspired by our previous work1, an novel conjugated structure dithieno[3,2-b:2,3-d]Pyridin-5(4H)-one (DTP) has been synthesized and characterized. The DTP structure possesses two fused thiophene units,which can be good electron donor ,and a d-lactam unit in which can be functionalized with alkyl or t-Boc groups to provide sufficient solubility for solution processing. Originally published as a blue pigment2, Diimidazo[4,5-¿b:4',5'-m]triphenodioxazine-2,10-dione,6,14-dichloro-1,3,9,11-tetrahydro, also named Pigment Blue 80 (P.B 80) is believed to have good potential as organic electronics. The pigment molecule has big conjugated triphenodioxazine structure with two imdazo-2-one rings as hydrogen-bonding sites, as well as two chlorine atoms to provide potential in polymerization. Different routes has been tried in order to synthesis the P.B 80 molecule, an important intermediate 5-amino-6-methoxy-1,3-dihydro-2H-benzo[d]imidazol-2-one has been synthesized and characterized, and the reaction condition in critical steps has been studied.
Committee: Yu Zhu Dr. (Advisor); Coleen Pugh Dr. (Committee Member)
Subjects: Chemistry; Polymer Chemistry