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PreprintCC BY-NC-NDChemRxiv

Low-threshold Deep-red Organic Laser Dye Based on a Vinylene-bridged Benzothiadiazole Dimer in a Donor–Acceptor–π–Acceptor–Donor Framework

  • Ryoko Oyama1,2
  • Youhei Chitose3,4,5,6,7,8
  • Yusei Ishii1,2
  • Takuma Saeki5
  • Yuki Nagai9
  • Yoichi Kobayashi9
  • Chihaya Adachi3,4,5,10
  • Naoki Aratani1,2,11
11 affiliations
  1. 1Division of Materials Science
  2. 2Nara Institute of Science and Technology (NAIST
  3. 3International Institute for Carbon Neutral Energy Research (I2CNER), Kyushu University, 744 Motooka, Nishi, Fukuoka, Japan, 819-0395
  4. 4Organic Photonics and Electronics International Laboratory (OPHELIA, CNRS-Kyushu University, 744 Motooka, Nishi, Fukuoka, Japan, 819-0395
  5. 5Center for Organic Photonics and Electronics Research (OPERA, Kyushu University, 744 Motooka, Nishi, Fukuoka, Japan, 819-0395
  6. 6Department of Applied Chemistry, Graduate School of Engineering, Center for Molecular Systems (CMS
  7. 7Kyushu University
  8. 8Department of Applied Chemistry, Kyushu University, 744 Motooka, Nishi, Fukuoka, Japan, 819-0395
  9. 9College of Life Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga, Japan, 525-8577
  10. 10Quantum and Spacetime Research Institute (QSRI, Kyushu University, 744 Motooka, Nishi, Fukuoka, Japan, 819-0395
  11. 11Medilux Research Center
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Abstract

Organic laser dyes emitting at long wavelengths often suffer from high amplified spontaneous emission (ASE) and lasing thresholds because nonradiative relaxation is promoted by the energy-gap law. Herein, a deep-red-emitting laser dye, trans - BTDA , is developed using a donor–acceptor–π–acceptor–donor framework combining triphenylamine donors and a vinylene-bridged benzothiadiazole (BTD) dimer as the acceptor–π–acceptor core. The π-extended BTD dimer narrows the energy gap, while mixed locally excited and charge-transfer character with favorable orbital overlap contributes to a large radiative rate constant ( k r ). In thin films, trans - BTDA exhibits deep-red ASE at 652 nm with a low threshold of 3.54 μJ cm –2 , while trans - SBA , containing a stilbene unit instead of the BTD dimer, exhibits blue ASE at 476 nm with a threshold of 0.81 μJ cm –2 . Both dyes also achieve low-threshold distributed feedback lasing at 651 and 473 nm, with thresholds of 0.85 μJ cm –2 and 0.33 μJ cm –2 , respectively. Minimal spectral overlap between the ASE and ground- and excited-state absorption spectra indicates low optical losses. trans - BTDA further shows favorable photostability under continuous excitation, even for the red emitter. In conclusion, the vinylene-bridged BTD dimer enables sharp deep-red emission with a large k r and low ASE and lasing thresholds.

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Cite

BibTeXRIS
BibTeX
@misc{oyama2026lowthreshold,
  title = {{Low-threshold Deep-red Organic Laser Dye Based on a Vinylene-bridged Benzothiadiazole Dimer in a Donor–Acceptor–π–Acceptor–Donor Framework}},
  author = {Ryoko Oyama and Youhei Chitose and Yusei Ishii and Takuma Saeki and Yuki Nagai and Yoichi Kobayashi and Chihaya Adachi and Naoki Aratani},
  howpublished = {ChemRxiv},
  year = {2026},
  month = sep,
  doi = {10.26434/chemrxiv.15008814/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008814/v1},
  note = {CC BY-NC-ND},
}
RIS
TY  - UNPB
TI  - Low-threshold Deep-red Organic Laser Dye Based on a Vinylene-bridged Benzothiadiazole Dimer in a Donor–Acceptor–π–Acceptor–Donor Framework
AU  - Ryoko Oyama
AU  - Youhei Chitose
AU  - Yusei Ishii
AU  - Takuma Saeki
AU  - Yuki Nagai
AU  - Yoichi Kobayashi
AU  - Chihaya Adachi
AU  - Naoki Aratani
PY  - 2026
DA  - 2026/09/14
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15008814/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008814/v1
AB  - Organic laser dyes emitting at long wavelengths often suffer from high amplified spontaneous emission (ASE) and lasing thresholds because nonradiative relaxation is promoted by the energy-gap law. Herein, a deep-red-emitting laser dye, trans - BTDA , is developed using a donor–acceptor–π–acceptor–donor framework combining triphenylamine donors and a vinylene-bridged benzothiadiazole (BTD) dimer as the acceptor–π–acceptor core. The π-extended BTD dimer narrows the energy gap, while mixed locally excited and charge-transfer character with favorable orbital overlap contributes to a large radiative rate constant ( k r ). In thin films, trans - BTDA exhibits deep-red ASE at 652 nm with a low threshold of 3.54 μJ cm –2 , while trans - SBA , containing a stilbene unit instead of the BTD dimer, exhibits blue ASE at 476 nm with a threshold of 0.81 μJ cm –2 . Both dyes also achieve low-threshold distributed feedback lasing at 651 and 473 nm, with thresholds of 0.85 μJ cm –2 and 0.33 μJ cm –2 , respectively. Minimal spectral overlap between the ASE and ground- and excited-state absorption spectra indicates low optical losses. trans - BTDA further shows favorable photostability under continuous excitation, even for the red emitter. In conclusion, the vinylene-bridged BTD dimer enables sharp deep-red emission with a large k r and low ASE and lasing thresholds.
ER  -