A multi-stimuli responsive spiropyran-tetraphenylethene conjugate for the control of near-infrared emission

Synthesis Pub Date : 2024-08-08 DOI:10.1055/a-2383-0905
Sajal Kar, Sheelbhadra Chatterjee, S. Bandyopadhyay
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Abstract

The synthesis of a dinitrotetraphenylethene linked to two photochromic spiropyran moeities was achieved. The compound displays photochromic and acidochrmic behavior. In the aggregated merocyanine photoisomeric state, the molecule is prone to form aggregates of the zwitterionic form. The merocyanine form displays near-infrared intense fluorescence (λmax_em. at 665 nm) extending into the near-infrared region up to 900 nm. On the other hand, the spiropyran form displays fluorescence in the 450 nm region. In DMF water-mixture, the near-infrared emission is quenched whereas the spiropyran form displays fluorescence with a λmax_em. at 563 nm.

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用于控制近红外发射的多刺激响应螺吡喃-四苯基噻吩共轭物
我们合成了一种与两个光致变色螺吡喃分子相连的二硝基四苯基噻吩。该化合物具有光致变色和酸致变色特性。在聚合的梅花苷光异构体状态下,该分子容易形成齐聚物。梅花菁形式显示出近红外强荧光(λmax_em.在 665 纳米),并延伸至 900 纳米的近红外区域。另一方面,螺吡喃形式的荧光波长为 450 纳米。在 DMF 水混合物中,近红外发射被淬灭,而螺吡喃形式则显示出 λmax_em.
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