Cross coupling scheme of D4086 leading to n-type organic semiconductors and thermoelectric materials (left) and D-A-D type dyes (right)

Electron-Accepting Building Block for Benzobisthiazole Derivatives

4,8-Dibromobenzo[1,2-c:4,5-c']bis[1,2,5]thiadiazole (D4086) is a building block for the synthesis of benzobisthiazole derivatives. Its strong electron-accepting property and proquinoidal structure make it useful for developing functional dyes and π-conjugated polymers. Its cross coupling reactivity allows various units to be introduced into the molecule. Reported applications include air-stable n-type organic semiconductors¹)²)³), thermoelectric materials, and D-A-D type dyes with absorption at 750–1000 nm and emission at 950–1200 nm in the second near-infrared optical window, a region that minimizes tissue scattering and autofluorescence. Such dyes are investigated for fluorescence imaging, photothermal therapy and sonodynamic therapy.

Cross coupling scheme of D4086 leading to n-type organic semiconductors and thermoelectric materials (left) and D-A-D type dyes (right)
Source: TCI brochure FF195

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References

  1. M. Mamada et al., Chem. Mater. 2015, 27, 141. doi:https://doi.org/10.1021/cm503579m
  2. T. L. D. Tam et al., ACS Materials Lett. 2020, 2, 147. doi:https://doi.org/10.1021/acsmaterialslett.9b00483
  3. L. Wang et al., ACS Nano 2024, 18, 4683. doi:https://doi.org/10.1021/acsnano.3c12316

Download TCI brochure Building Block for the Synthesis of Benzobisthiazole Derivatives (PDF)

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