Tuning the photochemical ring-closing reaction efficiency in diarylethene-based photoswitches through engineering of internal charge transfer

Baggi, Nicolò; Léaustic, Anne; Zhou, Yang; Métivier, Rémi; Maurel, François; Yu, Peng

doi:10.1039/d3cp00048f

Cited by 3 publications

(3 citation statements)

References 55 publications

(103 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It was synthesized through a classic Suzuki coupling reaction between 3-bromophenanthrene (L1) and 4-(2,2-diphenylvinyl)phenylboronic acid (L2) in 83.8% yield. 3-Bromophenanthrene was obtained by iodine dehydrogenation under high-pressure mercury lamp irradiation for 12 h [30,31]. 4-(2,2-Diphenylvinyl)phenylboronic acid was prepared according to the literature [22].…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

An AIEE-active Triphenylethylene Derivative with Photoresponsive Character for Latent Fingerprints Detection via a Simple Soaking Method

Li,

Zhu,

Song

et al. 2024

J Fluoresc

View full text Add to dashboard Cite

Latent ngerprints (LFPs) is one of the most important physical evidence in the criminal scene, playing an important role in forensic investigations. Therefore, developing highly sensitive and convenient materials for the visualization of LFP is of great signi cance. We designed and synthesized an organic uorescent molecule TP-PH with aggregation-induced enhanced emission (AIEE) activity. By simply soaking, blue uorescent images with high contrast and resolution are readily developed on surfaces including tinfoil, steel, glass and plastic. Remarkably, LFPs can be visualized within 5 minutes including the rst-, second-and tertiary-level details. In addition, TP-PH exhibits interesting photoactivated uorescence enhancement properties. Under irradiation by 365 nm UV light with a power density of 382 mW/cm 2 , the uorescence quantum yield displays approximately 21.5-fold enhancement. Mechanism studies reveals that the photoactivated uorescence is attributed to the irreversible cyclodehydrogenation reactions under UV irradiation. This work provides a guideline for the design of multifunctional AIE uorescent materials.

show abstract

Section: Synthesis and Characterizationmentioning

confidence: 99%

An AIEE-active Triphenylethylene Derivative with Photoresponsive Character for Latent Fingerprints Detection via a Simple Soaking Method

Li,

Zhu,

Song

et al. 2024

J Fluoresc

View full text Add to dashboard Cite

show abstract

“…6a(ii). In order to provide evidence for the photochromic mechanism of TP-F, a small amount of TP-F(O) was obtained by iodine dehydrogenation under UV irradiation in air for 48 hours, 42,43 which was purified using silica gel column chromatography with petroleum ether as the eluent. As shown in Fig.…”

Section: Research On Stimulus Response Mechanismsmentioning

confidence: 99%

“…The close proximity (o4.2 Å) of the two reactive carbon atoms is favorable for the formation of a C-C bond. 42 The twisted conformation of TP endows it with a weak intermolecular force. In the packing structure, the TP molecules are stacked in a reverse manner in the bc plane by the weak CÁ Á ÁH (I, 2.93 Å) and HÁ Á ÁH (II, 2.48 Å) interactions.…”

Section: Research On Stimulus Response Mechanismsmentioning

confidence: 99%

Effect of cis/trans isomerization on the photochromic performances of triphenylethylene

Li,

Cui,

et al. 2024

New J. Chem.

View full text Add to dashboard Cite

show abstract

An AIEE-active triphenylethylene derivative with photoresponsive character for latent fingerprints detection via a simple soaking method

Li,

Zhu,

Song

et al. 2024

Preprint

View full text Add to dashboard Cite

Latent fingerprints (LFPs) is one of the most important physical evidence in the criminal scene, playing an important role in forensic investigations. Therefore, developing highly sensitive and convenient materials for the visualization of LFP is of great significance. We designed and synthesized an organic fluorescent molecule TP-PH with aggregation-induced enhanced emission (AIEE) activity. By simply soaking, blue fluorescent images with high contrast and resolution are readily developed on surfaces including tinfoil, steel, glass and plastic. Remarkably, LFPs can be visualized within 5 minutes including the first-, second- and tertiary-level details. In addition, TP-PH exhibits interesting photoactivated fluorescence enhancement properties. Under irradiation by 365 nm UV light with a power density of 382 mW/cm2, the fluorescence quantum yield displays approximately 21.5-fold enhancement. Mechanism studies reveals that the photoactivated fluorescence is attributed to the irreversible cyclodehydrogenation reactions under UV irradiation. This work provides a guideline for the design of multifunctional AIE fluorescent materials.

show abstract

Tuning the photochemical ring-closing reaction efficiency in diarylethene-based photoswitches through engineering of internal charge transfer

Abstract: The photochemical quantum yield is one of the key features for a photoswitch and its tuning is challenging. In an attempt to tackle this issue within the popular diarylethene-based switches,...

Cited by 3 publications

References 55 publications

An AIEE-active Triphenylethylene Derivative with Photoresponsive Character for Latent Fingerprints Detection via a Simple Soaking Method

An AIEE-active Triphenylethylene Derivative with Photoresponsive Character for Latent Fingerprints Detection via a Simple Soaking Method

Effect of cis/trans isomerization on the photochromic performances of triphenylethylene

An AIEE-active triphenylethylene derivative with photoresponsive character for latent fingerprints detection via a simple soaking method

Contact Info

Product

Resources

About