Carbazole–Benzonitrile–Norbornadiene Conjugates for Photothermally Reversible Ambient Phosphorescence,The Journal of Physical Chemistry Letters

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Carbazole–Benzonitrile–Norbornadiene Conjugates for Photothermally Reversible Ambient Phosphorescence
The Journal of Physical Chemistry Letters ( IF 4.8 ) Pub Date : 2024-03-14 , DOI: 10.1021/acs.jpclett.4c00495
Manoj Upadhyay ₁ , Raktim Deka ₁ , Debdas Ray ₁

Affiliation

Organic photoswitches have attracted significant attention across various fields, such as sensing, bioimaging, photopharmacology, molecular machines, and solar energy storage. However, as a result of design complexities, achieving photothermally reversible ambient phosphorescence switching in the condensed state remains elusive. Herein, we explore the impact of norbornadiene (NBD)/quadricyclane (QC) substitution at position 5 of the benzonitrile acceptor covalently attached to the carbazole donor on photothermally reversible luminescence switching. Experimental investigations demonstrated that the CzN and TBCzN switches exhibited photothermally reversible fluorescence switching in solution. Moreover, in the condensed state, fluorescence and ambient phosphorescence switching were observed as a result of a low singlet–triplet (ΔE_ST) gap (CzN ⇆ CzQ, ΔE_ST^CzN/CzQ = 0.05/0.28 eV; TBCzN ⇆ TBCzQ, ΔE_ST^TBCzN/TBCzQ = 0.06/0.09 eV). Reversible ambient phosphorescence switching is primarily influenced by modulation of acceptor conjugation resulting from NBD ⇆ QC switching. This approach may provide important clues for the design of visible-light-absorbing photothermally reversible phosphorescent materials.

中文翻译：

咔唑-苯甲腈-降冰片二烯缀合物用于光热可逆环境磷光

有机光电开关引起了传感、生物成像、光药理学、分子机器和太阳能存储等各个领域的广泛关注。然而，由于设计的复杂性，在凝聚态下实现光热可逆的环境磷光转换仍然难以实现。在此，我们探讨了共价连接至咔唑供体的苯甲腈受体的 5 位降冰片二烯 (NBD)/四环烷 (QC) 取代对光热可逆发光切换的影响。实验研究表明，CzN 和 TBCzN 开关在溶液中表现出光热可逆荧光开关。此外，在凝聚态下，由于低单重态-三重态（Δ E _ST ）间隙（CzN ⇆ CzQ，Δ E _ST ^CzN/CzQ = 0.05/0.28 eV；TBCzN ⇆ TBCzQ， ΔE _ST ^TBCzN/TBCzQ = 0.06/0.09 eV）。可逆环境磷光切换主要受 NBD ⇆ QC 切换引起的受体共轭调节的影响。这种方法可能为可见光吸收光热可逆磷光材料的设计提供重要线索。

更新日期：2024-03-14

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