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Significant decrease in the ionization energy of dinaphtho[2,3-b:2',3'-f]thieno[3,2-b]thiophene (DNTT) solid induced

Kazuo Takimiya1,2,3, Sayaka Usui2, Ryota Hanaki2

  • 1RIKEN Center for Emergent Matter Science (CEMS), 2-1 Hirosawa, Wako, Saitama 351-0198, Japan. takimiya@riken.jp.

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|January 27, 2026
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This summary is machine-generated.

Molecular modification of organic semiconductors with pinacolborane (Bpin) groups increases carrier density. This Bpin-DNTT material exhibits enhanced transistor performance, but readily oxidizes in air, revealing a new pathway for tuning semiconductor properties.

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Area of Science:

  • Organic electronics
  • Materials science
  • Semiconductor physics

Background:

  • Low carrier density in organic semiconductors causes high resistivity.
  • Doping is a common method to address low carrier density.
  • Molecular modification offers an alternative strategy.

Purpose of the Study:

  • To investigate molecular modification of DNTT with Bpin groups to enhance carrier density.
  • To characterize the electronic and transistor properties of the modified material.
  • To understand the mechanism behind the observed air oxidation and carrier generation.

Main Methods:

  • Synthesis of Bpin-modified DNTT (Bpin-DNTT).
  • Fabrication and characterization of single-crystal field-effect transistors (SC-FETs).
  • Electron spin resonance (ESR) spectroscopy, ultraviolet photoelectron spectroscopy (UPS), and theoretical calculations.

Main Results:

  • Bpin-DNTT exhibits a low-lying HOMO energy level (5.4 eV) and high mobility (>2 cm²/Vs).
  • Bpin-DNTT solids readily oxidize in ambient air, generating hole carriers.
  • UPS measurements show a significantly decreased ionization energy (4.58 eV) for oxidized Bpin-DNTT.

Conclusions:

  • The Bpin group effectively increases carrier density in p-type organic semiconductors.
  • Air-induced oxidation of Bpin-DNTT is a facile method for generating charge carriers.
  • This molecular design strategy holds promise for developing high-performance organic electronic devices.