A Multi-Stimuli Responsive Spiropyran–Tetraphenylethene Conjugate for the Control of Near-Infrared Emission

Dedicated to Professor H. Ila on the occasion of her 80^th birthday.

Abstract

The synthesis of a dinitrotetraphenylethene linked to two photochromic spiropyran moieties was achieved. The compound displays photochromic and acidochromic 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 (λ_{max_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 λ_{max_em.} at 563 nm.

Key words

photochromism - spiropyran - acidochromism - aggregation - fluorescence

Publication History

Received: 29 May 2024

Accepted after revision: 08 August 2024

Accepted Manuscript online:
08 August 2024

Article published online:
04 September 2024

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