Multifluorination toward High‐Mobility Ambipolar and Unipolar n‐Type Donor–Acceptor Conjugated Polymers Based on Isoindigo

Abstract

Using a "multifluorination" strategy, ambipolar donor-acceptor conjugated polymer with hole and electron mobility (μ and μ ) up to 3.94 and 3.50 cm V s , respectively, and unipolar n-type donor-acceptor conjugated polymers with μ up to 4.97 cm V s is synthesized with isoindigo as acceptor units.

Donor–Acceptor‐Conjugated Polymer for High‐Performance Organic Field‐Effect Transistors: A Progress Report

“…Gao et al demonstrated the multifluorination effect on IIG‐based polymers by introducing fluorine atoms into both the IIG unit and the donor unit. The authors found that multifluorination is effective in converting charge polarity from the p‐type to the n‐type in IIG‐based polymers . In this study, perfluorinated T2 (4FT2) and TVT (4FTVT) units were synthesized and subsequently copolymerized with an IIG unit to achieve P55 and P56 , respectively.…”

“…A similar trend was reported by Gao et al, who introduced six fluorine atoms on both the 7,7′‐position of IIG and the 3,3′,4,4′‐position of TVT units ( P67 ). P67 has a highly planar backbone conformation through the noncovalent interaction of F···H and F···S, exhibiting a balanced charge‐carrier mobility with μ h and μ e of 3.94 and 3.5 cm 2 V −1 s −1 , respectively ( μ h / μ e = 1.13) …”

An Imide‐Based Pentacyclic Building Block for n‐Type Organic Semiconductors

“…All of these polymers exhibited long-range-ordered (h00) diffractionp eaks in the out-of-plane direction and as trong (010) p-p stacking peak in the in-plane direction. [12] The (100) diffraction peaks located at 0.256, 0.273,a nd 0.238 À1 for PBBI-2T,P BBI-2T2F,a nd PBBIS-2T2F,r espectively,c orrespond to an interplanar spacing of d 100 = 24.5, 23.0, and 26.4 .T hese values are consistentw ith the lengths of the respective alkyl chains. These observations suggest that the packingm odes in PBBI-2T2F and PBBIS-2T2F are rather ordered, which can accountf or the en- hanced S-F intermolecular reactionb yi ntroducing the fluorine atoms on the polymer backbones.…”

Core Fluorination Enhances Solubility and Ambient Stability of an IDT‐Based n‐Type Semiconductor in Transistor Devices

“…[ 21,22 ] The introduction of strongly electronegative fluorine groups has been shown to be an effective strategy for stabilizing the LUMO levels. [ 23–26 ] Owing to the small van der Waals radius, fluorination is highly attractive as these benefits can usually be achieved without disruption to backbone planarity from the introduction of undesired steric clashes. In addition, fluorination often helps to promote inter‐ and intramolecular interactions via a range of noncovalent interactions.…”