Diketopyrrolopyrrole-based acceptor-acceptor conjugated polymers: The importance of comonomer on their charge transportation nature

Article abstract of DOI:10.1002/pola.27248

Besides the donor-acceptor (D-A) type, acceptor-acceptor (A-A) polymers are another class of important alternative conjugated copolymers, but have been less studied in the past. In this study, two kinds of A-A polymers, P1 and P2, have been designed and synthesized based on diketopyrrolopyrrole in combination with the second electron-deficient unit, perylenediimide or thieno[3,4-c] pyrrole-4,6-dione. UV-vis absorption spectroscopy revealed that these two kinds of polymers have a band gap of 1.28-1.33 eV. Their highest occupied molecular orbital and lowest unoccupied molecular orbital energy levels are around -5.6 and -4.0 eV for P1 polymers, whereas -5.4 and -3.7 eV for P2 polymers, respectively. Density functional theory study disclosed that P1 backbone is in a vastly twisting state, whereas that of P2 is completely planar. Furthermore, organic field-effect transistor devices were fabricated using these two kinds of polymers as the active material. Of interest, the devices based on P1 polymers displayed n-channel behaviors with an electron mobility in the order of 10 ^-4 cm² V^-1 s^-1. In contrast, the P2-based devices exhibited only p-channel charge transportation characteristics with a hole mobility in the order of 10^-3 cm² V ^-1 s^-1.

Full text of DOI:10.1002/pola.27248

Supporting Information
Diketopyrrolopyrrole-based Acceptor-Acceptor Conjugated
Polymers: The Importance of Comonomer on Their Charge
Transportation Nature
Cong‐Wu Ge,a,b Chong‐Yu Mei,b Fu‐Gang Zhao,b Hong‐Jiao Li,b Long Liang,b Jin‐Tu Wang,b
Jin‐Cheng Yu,b Wei Shao,b Yong‐Shu Xie,*a Wei‐Shi Li*b
a
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China
University of Science and Technology, Shanghai 200237, China.
b Laboratory of Synthetic and Self‐Assembly Chemistry for Functional Molecules, Shanghai
Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
c
Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027,
China.
S1

FIGURE S1 1H NMR of DPPC8‐2Sn.
FIGURE S2 13C NMR of DPPC8‐2Sn.
S2

FIGURE S3 MALDI‐TOF mass spectrum of DPPC8‐2Sn.
FIGURE S4 1H NMR of DPPC16‐2Sn.
S3

FIGURE S5 13C NMR of DPPC16‐2Sn.
FIGURE S6 MALDI‐TOF mass spectrum of DPPC16‐2Sn.
S4

FIGURE S7 1H NMR of P1‐1.
FIGURE S8 1H NMR of P1‐2.
S5

FIGURE S9 1H NMR of P2‐3.
FIGURE S10 1H NMR of P2‐4.
S6