[1,2,5]Thia- and selenadiazolo[3,4-c]pyridines as efficient acceptors for D–A–D materials with emission in NIR spectral region

[1,2,5]Thia- and selenadiazolo[3,4-c]pyridines as efficient acceptors for D–A–D materials with emission in NIR spectral region Full article

Journal

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
ISSN: 1386-1425 , E-ISSN: 1873-3557

Output data

Year: 2026, Volume: 357, Article number : 127783, Pages count : DOI: 10.1016/j.saa.2026.127783

Authors

Knyazeva Ekaterina ¹ , Tsorieva Alisia ² , Korshunov Vladislav ² , Ustimenko Olga ¹ , Mikhalchenko Ludmila ¹ , Taydakov Ilya V. ^1,2 , Rakitin Oleg ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prospect, 119991 Moscow, Russia; P.N. Lebedev Physical Institute of the Russian Academy of Sciences, 53 Leninsky prospect, 119991 Moscow, Russia
2	P.N. Lebedev Physical Institute of the Russian Academy of Sciences, 53 Leninsky prospect, 119991 Moscow, Russia

Designing efficient emitters in the red and near-infrared (NIR) region remains a key challenge for next-generation optoelectronic materials. Here, we report four novel donor–acceptor–donor (D–A–D) type dyes synthesized via Suzuki cross-coupling reactions using 4,7-dibromo[1,2,5]thia- and selenadiazolo[3,4-c]pyridines as acceptor сores, paired with triphenylamine or N-benzylcarbazole donor fragments. All the dyes exhibit intense red and near-infrared (NIR) emission with photoluminescence quantum yields of up to 64%. Utilizing selenadiazolo[3,4- c]pyridines instead of sulfur-based acceptor leads to a red-shift luminescence maximum (λem) by approximately 60 nm and reduces the HOMO-LUMO gap to 1.4–1.6 eV. Importantly, the frontier orbital energies of the dyes fall within the ranges typical for efficient red and NIR OLED emitters, underscoring their relevance for device applications. These findings highlight the potential of chalcogen-modified pyridine-fused heterocycles as a versatile platform for designing efficient red/NIR-emitting materials for advanced optoelectronic applications.

Knyazeva E. , Tsorieva A. , Korshunov V. , Ustimenko O. , Mikhalchenko L. , Taydakov I.V. , Rakitin O.
[1,2,5]Thia- and selenadiazolo[3,4-c]pyridines as efficient acceptors for D–A–D materials with emission in NIR spectral region
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2026. V.357. 127783 . DOI: 10.1016/j.saa.2026.127783 WOS Scopus OpenAlex

Submitted:	Jan 13, 2026
Accepted:	Mar 22, 2026
Published online:	Mar 23, 2026

≡ Web of science:	WOS:001729397500001
≡ Scopus:	2-s2.0-105033558074
≡ OpenAlex:	W7140128376