Browsing by Author "Pao, Yu-Chieh"

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Synthesis and field-effect transistor properties of a diseleno[3,2-b:2 \',3 \'-d]silole-based donor-acceptor copolymer: investigation of chalcogen effect
(2016)
Pao, Yu-Chieh
;
Yang, Cheng-Tai
;
Lai, Yu-Ying
;
Huang, Wen-Chia
;
Hsu, Chain-Shu
We have designed and synthesized a tricyclic diseleno[3,2-b:2\',3\'-d]silole (DSS) wherein the 3,3\'-position of a biselenophene is bridged by a dioctylsilyl moiety. The distannylated DSS was copolymerized with a diketopyrrolopyrrole (DPP) acceptor to form a donor-acceptor copolymer PDSSDPP. The thiophene-based dithieno[3,2-b:2\',3\'-d]silole (DTS) monomer and its corresponding copolymer PDTSDPP are also prepared as references for investigation of the chalcogen effect. Compared to PDTSDPP, PDSSDPP exhibits a more red-shifted absorption spectrum, a higher-lying HOMO energy level, and closer interchain packing associated with the more polarizable Se atom to induce stronger intermolecular interactions. The selenophene-based PDSSDPP shows a mobility of 2.47 x 10(-2) cm(2) V-1 s(-1), which is nearly one order magnitude higher than the thiophene-based PDTSDPP with a mobility of 3.89 x 10(-3) cm(2) V-1 s(-1). This result suggests that the DSS unit and its polymers are promising for OFET applications.
Synthesis and Molecular Properties of Tricyclic Biselenophene-Based Derivatives with Nitrogen, Silicon, Germanium, Vinylidene, and Ethylene Bridges
(2014-11-07)
Pao, Yu-Chieh
;
Chen, Yung-Lung
;
Chen, Yen-Ting
;
Cheng, Sheng-Wen
;
Lai, Yu-Ying
A new class of biselenophene-based materials including an sp(3)-silicon-bridged diselenosilole (DSS), an sp(3)-germanium-bridged diselenogermole (DSG), and an sp(3)-nitrogen-bridged diselenopyrrole (DSP) as well as an sp(2)-vinylidene-bridged dicyanodiselenofulvene (CDSF), a diacetylenediselenofulvene (ADSF), and a dioctylethylene-bridged benzodiselenophene (BDS) have been successfully synthesized and characterized. The bridging moieties play an important role in determining the optical and electrochemical properties. The six brominated derivatives are ready to construct various biselenophene-based conjugated materials with tunable properties for organic photovoltaics and field effect transistors.
Synthesis of unsymmetrical benzotrichalcogenophenes by N-heterocyclic carbene-palladium-catalyzed intramolecular direct C3-arylation of chalcogenophenes
(2018-02-11)
Chen, Shi-Yen
;
Pao, Yu-Chieh
;
Sahoo, Santosh K.
;
Huang, Wen-Chia
;
Lai, Yu-Ying
A series of new unsymmetrical benzotrichalcogenophenes (BTCs) were synthesized by the Pd-N-heterocyclic carbene catalyzed intramolecular C3-arylation of furan, thiophene, selenophene and tellurophene units. This is the first time that a C3-direct arylation of selenophene and tellurophene moieties has ever been demonstrated.