beta-Alkyl substituted Dithieno[2,3-d;2′,3′-d′]benzo[1,2-b;4,5-b′]dithiophene Semiconducting Materials and Their Application to Solution-Processed Organic Transistors
SCIE
SCOPUS
- Title
- beta-Alkyl substituted Dithieno[2,3-d;2′,3′-d′]benzo[1,2-b;4,5-b′]dithiophene Semiconducting Materials and Their Application to Solution-Processed Organic Transistors
- Authors
- Jonggi Kim; A-Reum Han; Jung Hwa Seo; Oh, JH; Changduk Yang
- Date Issued
- 2012-09-11
- Publisher
- American Chemical Society
- Abstract
- A novel highly pi-extended heteroacene with four symmetrically fused thiophene-ring units and solubilizing substituents at the terminal a-positions on the central ring, dithieno[2,3-d;2',3'-d]benzo[1,2-b;4,5-b]dithiophene (DTBDT) was synthesized via intramolecular electrophilic coupling reaction. The a-positions availability in the DTBDT motif enables the preparation of solution-processable DTBDT-based polymers such as PDTBDT, PDTBDT-BT, PDTBDT-DTBT, and PDTBDT-DTDPP. Even with its highly extended acene-like pi-framework, all polymers show fairly good environmental stability of their highest occupied molecular orbitals (HOMOs) from -5.21 to -5.59 eV. In the course of our study to assess a profile of semiconductor properties, field-effect transistor performance of the four DTBDT-containing copolymers via solution-process is characterized, and PDTBDT-DTDPP exhibits the best electrical performance with a hole mobility of 1.70 X 10(-2) cm(2) V-1 s(-1). PDTBDT-DTDPP has a relatively smaller charge injection barrier for a hole from the gold electrodes and maintains good coplanarity of the polymer backbone, indicating the enhanced pi-pi stacking characteristic and charge carrier transport. The experimental results demonstrate that our molecular design strategy for air-stable, high-performance organic semiconductors is highly promising.
- Keywords
- dithieno[2,3-d, 2 ' ,3 ' d ' ]benzo[1,2-b, 4,5-b ' ]dithiophene; heteroacenes; thiophene-benzene annulated acenes; organic field-effect transistors (OFETs); polymeric semiconductors; FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; HIGH-PERFORMANCE; TRANSPORTING POLYMER; FUSED THIOPHENES; PENTACENE; MOBILITY; FIBERS; LADDER
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/14385
- DOI
- 10.1021/CM301816T
- ISSN
- 0897-4756
- Article Type
- Article
- Citation
- CHEMISTRY OF MATERIALS, vol. 24, no. 17, page. 3464 - 3472, 2012-09-11
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