Revealing the "AABB/ABAB Sequential Isomeric Effect" on Diketopyrrolopyrrole-Based All-acceptor Semiconducting Polymers

作者：Ye, Feng; He, Xiandong; Zhou, Fengxiang; Guo, Jia-Cheng; Jiang, Lingxiang; Hu, Dehua^*; Guo, Zi-Hao^*; Ma, Yuguang

来源：ACS Applied Polymer Materials, 2022, 4(11): 8656-8664.

DOI：10.1021/acsapm.2c015848656

• semiconducting polymers
• n-type
• all-acceptor
• AABB
• ABAB isomer
• diketopyrrolopyrrole

To achieve high-performance organic semiconduct-ing materials is very important for next-generation electronic devices. Currently, the development of n-type organic semi-conducting materials is far behind that of p-type ones. Constructing all-acceptor (A) semiconducting polymers (SPs) has emerged as an effective strategy to achieve high-performance n-type organic semiconducting materials. In this work, we design and synthesize two AABB/ABAB isomeric SPs, P(ThDPP-PyDPP) and PThPyDPP, based on thiophene/pyridine-flanked diketopyrrolo-pyrrole (DPP) derivatives. Both polymers exhibit low-lying lowest unoccupied molecular orbitals due to their all-acceptor backbones, making them good candidates for n-type semiconducting materials. Interestingly, although the two polymers have the same chemical composition and a similar backbone, they display strikingly different organic field-effect transistor (OFET) performances. The AABB isomer P(ThDPP-PyDPP) exhibits a higher OFET electron mobility (mu e) of 2.52 x 10-2 cm2 V-1 s-1, which is 10 times higher than that of the ABAB isomer PThPyDPP (mu e = 2.33 x 10-3 cm2 V-1 s-1). This is attributed to the fact that P(ThDPP-PyDPP) has a more planar backbone compared with that of PThPyDPP, which originated from the symmetric nature of the monomer in AABB-type polymers. Our investigation indicates that the "sequential AABB/ABAB isomerization" of the backbone has great effects on SPs and will provide an alternative strategy to design n-type SPs.

• 单位
  广东工业大学