Revisiting Peri‐Aryloxyquinones: From a Forgotten Photochromic System to a Promising Tool for Emerging Applications DOI Creative Commons
Andrey G. Lvov, L. S. Klimenko,

Vasily Bykov

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 30(11)

Опубликована: Дек. 13, 2023

Abstract Emerging applications of photochromic compounds demand new molecular designs that can be inspired by some long‐known yet currently forgotten classes photoswitches. In the present review, we remind community about Peri ‐AryloxyQuinones (PAQs) and their unique photoswitching behavior originally discovered more than 50 years ago. At heart this phenomenon is light‐induced migration an aromatic moiety (arylotropy) in peri ‐aryloxy‐substituted quinones resulting ana ‐quinones. PAQs feature absorbance both isomers visible spectral region, photochromism amorphous crystalline state, thermal stability photogenerated ‐isomer. Particularly noticeable high sensitivity ‐isomer towards nucleophiles solution. addition to mechanism underlaying structure‐switch relationships, analyze potential prospects aryloxyquinones optically switchable materials devices. Due ability efficiently photoswitch solid are indeed attractive candidates for such devices, including electronics (optically controllable circuits, switches, transistors, memories, displays), porous materials, actuators, photoactivated sensors, many more. This review intended serve as a guide researchers who wish use photoswitchable development photocontrollable processes.

Язык: Английский

Photoswitchable diarylethenes: From molecular structures to biological applications DOI
Ziyong Li,

Xiaoyan Zeng,

Caimin Gao

и другие.

Coordination Chemistry Reviews, Год журнала: 2023, Номер 497, С. 215451 - 215451

Опубликована: Сен. 18, 2023

Язык: Английский

Процитировано

71

Visible light-responsive materials: the (photo)chemistry and applications of donor–acceptor Stenhouse adducts in polymer science DOI Creative Commons
Michèle Clerc, Sara Sandlass, Omar Rifaie‐Graham

и другие.

Chemical Society Reviews, Год журнала: 2023, Номер 52(23), С. 8245 - 8294

Опубликована: Янв. 1, 2023

Donor-acceptor Stenhouse adduct (DASA) photoswitches have gained a lot of attention since their discovery in 2014. Their negative photochromism, visible light absorbance, synthetic tunability, and the large property changes between photoisomers make them attractive candidates over other commonly used for use materials with responsive or adaptive properties. The development such translation into advanced technologies continues to widely impact forefront research, DASAs thus attracted considerable interest field visible-light molecular switches dynamic materials. Despite this interest, there been challenges understanding complex behavior context both small molecule studies Moreover, incorporation polymers can be challenging due incompatibility conditions most common polymerization techniques. In review, therefore, we examine critically discuss recent developments DASA-containing polymers, aiming at providing better interplay properties constituents (matrix photoswitch). first part summarizes current DASA design switching second section discusses strategies materials, methods studying We also emerging applications polymeric ranging from light-responsive drug delivery systems, photothermal actuators, sensors photoswitchable surfaces. Last, summarize venture on steps required explore novel systems expand functional application opportunities polymers.

Язык: Английский

Процитировано

50

Stimuli‐responsive fluorescent hydrogels: Strategies and applications DOI Creative Commons

Mengying Lei,

Qian Wang, Ruirui Gu

и другие.

Deleted Journal, Год журнала: 2024, Номер 2(1)

Опубликована: Янв. 12, 2024

Abstract Stimuli‐responsive fluorescent hydrogels are three‐dimensional networked polymeric materials with tunable luminescence and dynamic properties, which play an important role as a water‐rich soft material in the fields of information encryption, bionic actuation, bioimaging, environmental monitoring, luminescent materials. Compared conventional hydrogels, their unique properties allow visualization microscopic dynamics within polymer network. By rational inclusion motifs, such photoswitches, AIEgens, lanthanide complexes, host–guest these endowed tunability emission, shape, phase time space response to effectors. In this review, we summarize fabrication strategies that mainly used by recently reported stimuli‐responsive applications

Язык: Английский

Процитировано

26

Visible-Light-Activated Heteroaryl Azoswitches: Toward a More Colorful Future DOI
Tongtong Dang, Zhaoyang Zhang, Tao Li

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(29), С. 19609 - 19620

Опубликована: Июль 11, 2024

Azobenzenes (Ph-N═N-Ph) are known as the most widely studied molecular photoswitches, and recent rise of azoheteroarenes (Het-N═N-Ph or Het-N═N-Het) offers great opportunities to advance this already mature field. A common limitation is that azo-switches generally require harmful UV light for activation, which hinders their application across various fields. Despite efforts in developing visible-light azobenzenes over past few decades, potential heteroaryl azoswitches remains largely unexplored. This Perspective summarizes state-of-the-art advancements azoswitches, covering design strategies, structure-property relationship, applications. We highlight distinctive advantages research development switches. Furthermore, we discuss challenges emerging field propose solutions address crucial issues such spectral red-shift thermal half-life. Through paper, aim provide inspiration further exploration field, anticipation growing prosperity bright future azoheteroarene photoswitches.

Язык: Английский

Процитировано

19

Hypoxia‐Responsive Photosensitizer Targeting Dual Organelles for Photodynamic Therapy of Tumors DOI
Yuqi Tang, Xing Wang,

Guanqun Zhu

и другие.

Small, Год журнала: 2022, Номер 19(1)

Опубликована: Окт. 26, 2022

Abstract Developing safe and precise image‐guided photodynamic therapy is a challenge. In this study, the hypoxic properties of solid tumors are exploited to construct hypoxia‐responsive photosensitizer, TPA‐Azo . Introducing azo group into photosensitizer TPA‐BN with aggregation‐induced emission quenches its fluorescence. When nonfluorescent enters tumors, it reduced by overexpressed azoreductase generate fluorescent an amino that exhibits fluorescence‐activatable dual‐organelle (lipid droplets lysosomes) targeting. This design strategy provides basis for development photosensitizers.

Язык: Английский

Процитировано

60

Energy‐Transfer Photocatalysis Using Lead Halide Perovskite Nanocrystals: Sensitizing Molecular Isomerization and Cycloaddition DOI
Meng Liu, Pan Xia, Guohui Zhao

и другие.

Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(35)

Опубликована: Июль 7, 2022

Abstract A relatively new addition to the application portfolio of lead halide perovskites is photosensitize molecular triplets for a variety photochemical applications. Here we report visible‐light‐driven isomerization and cycloaddition organic molecules sensitized by spectrally‐tunable perovskite nanocrystals. We first demonstrate with stilbene as substrate molecule that photoisomerization can proceed efficiently rapidly either directly grafting carboxylated onto nanocrystal surfaces or using triplet–acceptor ligands energy relay. The relay approach more generally applicable it does not require anchoring‐group functionalization molecules, allowing us facilely extend series substituted ring‐closing diarylethene, well intermolecular [2+2] acenaphthylene. This study opens an avenue energy‐transfer photocatalysis

Язык: Английский

Процитировано

42

Recent advances in small-molecule fluorescent photoswitches with photochromism in diverse states DOI

Yuzhen Wu,

Yuqing Zhu, Chuangye Yao

и другие.

Journal of Materials Chemistry C, Год журнала: 2023, Номер 11(44), С. 15393 - 15411

Опубликована: Янв. 1, 2023

This review summarizes recent advances in small-molecule fluorescent photoswitches based on classic photochromic molecules diverse states, and provides some existing problems challenges to promote follow-up development this field.

Язык: Английский

Процитировано

29

Negative Photochromic 3-Phenylperylenyl-Bridged Imidazole Dimer Offering Quantitative and Selective Bidirectional Photoisomerization with Visible and Near-Infrared Light DOI

Natsuho Moriyama,

Jiro Abe

Journal of the American Chemical Society, Год журнала: 2023, Номер 145(6), С. 3318 - 3322

Опубликована: Фев. 7, 2023

Selective bidirectional photoisomerization reactions with high conversion ratios between stable and metastable isomers by irradiation of photochromic molecules visible light different wavelengths have been an important issue for many years. For negative known so far, also absorb UV or in the same region as isomers, making it difficult to selectively achieve reverse reaction visible-light irradiation. We demonstrated that absorption bands 3-phenylperylenyl-bridged imidazole dimer are largely separated more than 140 nm almost quantitative selective photoconversion can be achieved 660 460 light. Furthermore, forward completely near-infrared 785 nm.

Язык: Английский

Процитировано

22

Towards Optical Information Recording: A Robust Visible‐Light‐Driven Molecular Photoswitch with the Ring‐Closure Reaction Yield Exceeding 96.3 % DOI
Hong Pan, Jing Liu,

Kai‐Xuan Qin

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 63(8)

Опубликована: Дек. 21, 2023

Abstract Diarylethene molecular photoswitches hold great fascination as optical information materials due to their unique bistability and exceptional reversible photoswitching properties. Conventional diarylethenes, however, rely on UV light for ring‐closure reactions, typically with modest yields. For practical application, diarylethenes driven by visible lights are preferred but achieving high reaction yield remains a significant challenge. Herein, we synthesized novel all‐visible‐light‐driven photoswitch, TPAP−DTE, facilely endcapping the dithienylethene (DTE) core triphenylamine phenyl (TPAP) groups. Owing electron‐donating conjugation effect of TPAP, open‐form TPAP−DTE responds strongly short‐wavelength considerable photocyclization quantum yields molar absorption coefficient. Upon 405 nm visible‐light irradiation, achieves exceeding 96.3 % (confirmed both nuclear magnetic resonance spectroscopy high‐performance liquid chromatography). Its ring‐opening is 100 upon irradiation long‐wavelength light. could be regarded bidirectional “quasi”‐quantitative conversion switch. Furthermore, exhibits robust fatigue resistance over full cycles anti‐aging property under 85 °C humidity at least 1000 h. Consequently, its rewritable QR‐code, multilevel data storage, anti‐counterfeiting/encryption applications successfully demonstrated exclusively using lights, positioning highly promising medium recording.

Язык: Английский

Процитировано

22

Recent progress in photoinduced transitions between the solid, glass, and liquid states based on molecular photoswitches DOI Creative Commons
Keiichi Imato,

Naoki Kaneda,

Yousuke Ooyama

и другие.

Polymer Journal, Год журнала: 2024, Номер unknown

Опубликована: Янв. 16, 2024

Abstract Photoinduced transitions between the solid, glass, and liquid states based on molecular photoswitches promise a wide variety of applications. Photoswitchable adhesives are representative examples expected to contribute material recycling for sustainable future in era composite materials due strong bonding on-demand photo-induced debonding with minimal damage adherends. Only few known undergo these transitions, but recent progress, mainly azobenzene, has been remarkable. Here, we review photoinduced small molecules polymers over approximately decade systematically discuss designs, mechanisms, applications, merits demerits, challenges each photoswitch whole field. We hope this provides useful information, inspiration, ideas development field expansion its

Язык: Английский

Процитировано

12