尾-Alkyl substituted Dithieno[2,3-d;2鈥?3鈥?i>-d鈥瞉benzo[1,2-b;4,5-b鈥瞉dithiophene Semiconducting Materials and Their Application to Solution-Processed Organic Transistors
详细信息 查看全文
- 作者：Jonggi Kim ; A-Reum Han ; Jung Hwa Seo ; Joon Hak Oh ; Changduk Yang
- 刊名：Chemistry of Materials
- 出版年：2012
- 出版时间：September 11, 2012
- 年：2012
- 卷：24
- 期：17
- 页码：3464-3472
- 全文大小：578K
- 年卷期：v.24,no.17(September 11, 2012)
- ISSN：1520-5002
文摘
A novel highly 蟺-extended heteroacene with four symmetrically fused thiophene-ring units and solubilizing substituents at the terminal 尾-positions on the central ring, dithieno[2,3-d;2鈥?3鈥?i>-d鈥瞉benzo[1,2-b;4,5-b鈥瞉dithiophene (DTBDT) was synthesized via intramolecular electrophilic coupling reaction. The 伪-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 蟺-framework, all polymers show fairly good environmental stability of their highest occupied molecular orbitals (HOMOs) from 鈭?.21 to 鈭?.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 脳 10鈥? cm2 V鈥? s鈥?. 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 蟺鈥撓€ 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.