Modulating the two photon absorption features of aza-BODIPY derivatives depending on the electron-donating substituents in near-IR region

IF 4 3区材料科学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY

Synthetic Metals Pub Date : 2025-05-14 DOI:10.1016/j.synthmet.2025.117887

Anıl Doğan , Halil Yılmaz , Ahmet Karatay , Elif Akhüseyin Yıldız , Gökhan Sevinç , Bahadir Boyacioglu , Huseyin Unver , Mustafa Hayvali , Ayhan Elmali

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引用次数: 0

Abstract

Aza-BODIPY derivatives are promising candidates for optical applications due to their tunable two-photon absorption (TPA) properties in the near-infrared (NIR) region. In this study, symmetrical aza-BODIPY compounds were synthesized and functionalized with electron-donating groups at the 2,6-positions to investigate their impact on TPA and photophysical properties. The compounds exhibited notable hypsochromic shifts and fluorescence quenching, with the highest TPA cross-section observed for BOD1 (37 GM) at 1000 nm wavelength due to efficient charge transfer characteristics. Density Functional Theory (DFT) calculations provided insights into the electronic structures, revealing that BOD4 was the most stable, exhibiting complex electronic transitions. The findings suggest that these aza-BODIPY derivatives are suitable candidates for NIR imaging, optical power limiting, and two-photon photodynamic therapy. This study demonstrates the potential of structural modifications to fine-tune TPA properties, paving the way for advanced optical applications.

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利用给电子取代基在近红外区调制aza-BODIPY衍生物的双光子吸收特性

Aza-BODIPY衍生物由于其在近红外（NIR）区域可调谐的双光子吸收（TPA）特性而成为光学应用的有希望的候选者。本研究合成了对称的aza-BODIPY化合物，并在2,6位上加入给电子基团，研究了它们对TPA和光物理性质的影响。化合物表现出明显的色移和荧光猝灭，由于有效的电荷转移特性，BOD1 （37 GM）在1000 nm波长处观察到最高的TPA截面。密度泛函理论（DFT）计算提供了对电子结构的深入了解，揭示了BOD4是最稳定的，表现出复杂的电子跃迁。研究结果表明，这些aza-BODIPY衍生物是近红外成像、光功率限制和双光子光动力治疗的合适候选者。这项研究展示了结构修改的潜力，微调TPA性能，为先进的光学应用铺平了道路。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Synthetic Metals 工程技术-材料科学：综合

CiteScore

8.30

自引率

4.50%

发文量

189

审稿时长

33 days

期刊介绍： This journal is an international medium for the rapid publication of original research papers, short communications and subject reviews dealing with research on and applications of electronic polymers and electronic molecular materials including novel carbon architectures. These functional materials have the properties of metals, semiconductors or magnets and are distinguishable from elemental and alloy/binary metals, semiconductors and magnets.