High Performance Solution Processed Organic Field Effect Transistors with Novel Diketopyrrolopyrrole-Containing Small Molecules

Abstract

The donor-acceptor (D-A)-type diketopyrrolopyrrole (DPP)-based small molecules (LGC-D117 and LGC-D118) were synthesized and used as the active layer of solution-processable organic field-effect transistors (OFETs). Both LGC-D117 and LGC-D118 contain silaindacenodithiophene as electron-donor units with DPP as an electron-accepting linker, and octylrhodanine as the electron-accepting end group. The molecules were functionalized with different side chains to study their effects on OFET characteristics. LGC-D117 has a simple branched alkyl side chain, whereas LGC-D118 features a bulky siloxane-terminated hybrid alkyl chain. The siloxane side chains of LGC-D118 account for its better crystallinity, leading to significantly high field-effect mobility (max 3.04 cm2 V−1 s−1). In particular, LGC-D118 is well soluble and sustains the high mobility in the environmentally friendly 2-methyltetrahydrofuran solvent with low temperature annealing at 100 °C due to the bulky siloxane-terminated alkyl side chain.

Naphthalene flanked diketopyrrolopyrrole based organic semiconductors for high performance organic field effect transistors

“…7,8 Consequently, great efforts in materials design have boosted the OFET mobility values achievable from both semiconducting polymers and small molecules up to near 1 cm 2 V -1 s -1 . [7][8][9][10][11][12][13][14][15] Furthermore, several recent papers have reported that mobility values surpassing 10 cm 2 V -1 s -1 can be obtained. 16,17 In spite of the numerous milestone achievements for OFET devices in the last 10 years, it remains a challenge to develop new molecular systems suitable for transistor applications because many synthesized materials did not work or showed very low mobility in OFET devices, and most high mobility OFET materials were achieved through slight modification of the existing semiconductors with high performance mainly by changing one of the alternative building blocks in polymeric materials or replacing the flexible side chains of workable polymers or small molecules.…”

Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units: symmetry tuning effect on electronic devices

“…12,13 Organic conjugated materials offer several benefits in both OFET and OPV devices, including flexibility in synthesis, solution-processability and tunable charge transport and optical properties via molecular structure engineering. [14][15][16][17][18][19][20][21][22][23] Among various conjugated building blocks for high performance organic semiconductors, diketopyrrolopyrrole (DPP) is one of the most promising moieties and favourable choice of many synthetic chemists. 24 For instance, high carrier mobility values of over 10 cm 2 V -1 s -1 and high power conversion efficiencies (PCE) of up to 9.40% have been achieved with DPPbased materials.…”

Bis‐Diketopyrrolopyrrole and Carbazole‐Based Terpolymer for High Performance Organic Field‐Effect Transistors and Infra‐Red Photodiodes

“…Therefore, the rigid part consisting of bis‐DPP and thiophenes in polymer induces low solubility. Thus, previous studies reported that it is necessary for several DPP and thiophenes‐based D–A polymers to incorporate relatively long and bulky side chains to provide sufficient solubility in common organic solvents for processing . However, these types of long and bulky side chains hinder strong molecular packing and long‐range ordering of conjugated polymer backbone for efficient intermolecular charge transport.…”