Diketopyrrolopyrrole–Diketopyrrolopyrrole-Based Conjugated Copolymer for High-Mobility Organic Field-Effect Transistors

Abstract

In this communication, we report the synthesis of a novel diketopyrrolopyrrole-diketopyrrolopyrrole (DPP-DPP)-based conjugated copolymer and its application in high-mobility organic field-effect transistors. Copolymerization of DPP with DPP yields a copolymer with exceptional properties such as extended absorption characteristics (up to ~1100 nm) and field-effect electron mobility values of >1 cm(2) V(-1) s(-1). The synthesis of this novel DPP-DPP copolymer in combination with the demonstration of transistors with extremely high electron mobility makes this work an important step toward a new family of DPP-DPP copolymers for application in the general area of organic optoelectronics.

High‐Mobility Naphthalene Diimide and Selenophene‐Vinylene‐Selenophene‐Based Conjugated Polymer: n‐Channel Organic Field‐Effect Transistors and Structure–Property Relationship

“…[30] Similar efforts have been devoted to improving n-channel polymer semiconductors, with the performances of n-type devices still lagging behind their p-channel counterparts. [31][32][33][34][35][36] The main obstacle that has traditionally prevented the improvement of electron transporting polymers is the presence of trap sites forming at around −3.8 to −4.0 eV, mainly associated with hydrogenated oxygen, which complicates the design of conjugated polymers because of the requirement for a lowest unoccupied molecular orbital (LUMO) energy level that lays below this range. [37] In the recent past, different solutions have been proposed, among which a remarkably well performing solution-processable n-type polymer reported by Yan et al, based on a naphthalene diimide (NDI) acceptor moiety (referred to as PNDI2OD-T2) and easily achieving fieldeffect mobilities in the 0.1 to 1 cm 2 V −1 s −1 range, represented a breakthrough in the development of n-channel organic polymeric semiconductors.…”

Torsional angle dependence and switching of inner sphere reorganisation energies for electron and hole transfer processes involving phenyl substituted diketopyrrolopyrroles; a density functional study

“…Diketopyrrolopyrroles (DPPs) are widely employed in the production of pigments [1][2][3][4][5] and have seen a recent surge of interest as polymeric charge mediators in organic field effect transistors (OFETs) [6][7][8][9][10][11][12][13] as well as dye based solar cell technologies. [14][15][16][17][18][19][20][21] We have recently undertaken a detailed characterisation of the photophysical, photochemical and charge transfer, CT properties of single molecule DPPs in solution, the solid phase and in thin films with a view to ultimately developing novel sensor applications and electronic devices.…”

“…To the best of our knowledge there are no published values of λ h/e hitherto for any DPPs despite the ever-growing number of publications involving their use in CT based materials. [9][10][11][12][13][14][15][16][17][18][19][20] The rest of the paper is laid out as follows; first, we give a brief description of the computation methods used to determine λ h/e (according to Equations 2-4). In the results and discussion section we first describe the influence of basis set and DFT employed on the computed λ h/e values of H 2 P 2 DPP.…”

Use of side-chain for rational design of n-type diketopyrrolopyrrole-based conjugated polymers: what did we find out?

“…[16][17][18][19][20] By satisfying de Leeuw's hypothesis, our group has reported a high electron mobility of 3 cm 2 V À1 s À1 for a diketopyrrolopyrrolediketopyrrolopyrrole based conjugated polymer. 21 The polymer was substituted with hydrophobic and hydrophilic side-chains on alternate units of DPP. The observation of such high electron mobility is striking, although we rationally coupled DPP to DPP to reduce the LUMO energy to enhance the stability of the anion towards water and oxygen.…”