Visible light‐driven acridone catalysis for atom transfer radical polymerization

Wei, Daming; Li, Huili; Chao, Yang; Fu, Jinmin; Hou, Chen; Wang, Wenxiang; Yang, Lixia; Liang, Ying

doi:10.1002/pol.20210743

Cited by 6 publications

(4 citation statements)

References 58 publications

(28 reference statements)

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“…Furthermore, carrying out the reaction in the absence of acridone or without light irradiation led to no reaction, decreasing the amount of catalyst resulted in a longer reaction time, and increasing the concentration of catalyst to 20 mol% had no significant effect (Table 1, entries 4-9). Subsequently, DMSO was proved to be ideal over a range of substrates among all other solvents investigated (Table 1, entries [12][13][14][15][16].…”

Section: Resultsmentioning

confidence: 99%

“…As the radical intermediate II is a weaker reducing agent than PC 1* , it may not be sufficient to support chain propagation (Path B). 16,20 b ,21 Eventually, rapid deprotonation of carbocation III occurs to afford product 3 .…”

Section: Resultsmentioning

confidence: 99%

“…15 Recently, Wei and co-workers have shown that N -substituted acridones can be used in visible light-induced organocatalyzed atom transfer radical polymerization (ATRP), and possess a low excited state potential as they can undergo an oxidative quenching pathway to initiate ATRP of vinyl monomers. 16 Acridone contains an electron-withdrawing carbonyl group and an electron-donating amino group in the molecule, which is conducive to the formation of a photoexcited intramolecular charge transfer state and can enhance the electron transfer rate between the photoluminescent redox catalyst and the substrate. 17 Chen et al demonstrated ultrafast access to a singlet–triplet equilibrium state in all the acridone solutions studied, elucidating the unique photophysical behaviour of acridone.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Photochemical acridone-mediated direct arylation of (hetero)arenes with aryl diazonium salts

Li,

Chen,

Rong

et al. 2023

Org. Biomol. Chem.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Photochemical acridone-mediated direct arylation of (hetero)arenes with aryl diazonium salts

Li,

Chen,

Rong

et al. 2023

Org. Biomol. Chem.

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“…Therefore, the main direction of research for cellulose membranes modification by controlled polymerization is the use of ATRP techniques with a reduced catalyst concentration. Development should focus mainly on concepts controlled by external factors, such as electric current (Chmielarz et al 2017a;Luo et al 2021;Zaborniak et al 2020a;Zhao et al 2021), ultrasound (Liu et al 2022a;Mohapatra et al 2017;Zaborniak and Chmielarz 2019a, b) and light (Corbin and Miyake 2022;Liu et al 2020;Wei et al 2022;Xu et al 2022;Yan et al 2020;Zaborniak et al 2020b). Among externally controlled methods, light-triggered ATRP besides simple experimental setup, mild conditions with limited side reactions, easily accessible and tunable external stimuli source, and temporal control is the only externally controlled approach providing a metal-free catalyst system (Bian et al 2019;Corbin and Miyake 2022;Discekici et al 2016;Treat et al 2014;Xu et al 2021;Zhou et al 2022Zhou et al , 2020.…”

Section: Introductionmentioning

confidence: 99%

Polymer-modified regenerated cellulose membranes: following the atom transfer radical polymerization concepts consistent with the principles of green chemistry

Zaborniak

Chmielarz

2022

Cellulose

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Synthetic routes for functionalization of cellulose membranes by polymer chains characterized by controlled structures are constantly developed to precisely adjust the properties of the prepared material while minimizing the impact on the membrane performance. The review presents a critical and integrative evaluation of prior research on atom transfer radical polymerization (ATRP) techniques, emphasizing methods carried out with diminished catalyst concentration that were used for grafting polymers from cellulose membranes. The paper introduces cellulose as a naturally-derived and efficient material for filtration membrane production focusing on the fundamentals of the cellulose structure, and the reasons, and advantages of using cellulose as a membrane-built substrate. It also covers fundamental mechanistic aspects of ATRP and introduces the basic principles of low ppm ATRP methods focusing on the latest reports. The works up to date concerning the functionalization of cellulose membranes by the “classic” ATRP concept, paying attention to the concentration of the complex used and synthetic methodology, as well as the final properties of the obtained materials are shown. Subsequent, low ppm ATRP techniques are discussed against the background of the “classic” approach in synthesizing bioactive surfaces and functional biomaterials based on the structure of cellulose membranes, with emphasis on the advantages of methods with diminished catalyst level as a more cost-effective and thus more compatible to use in a commercial application. The present work is a concise and perspective review, which shows both the achievements to date and broad prospects for the development of this issue in the coming years. Graphical Abstract

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Photo‐Controllable Persistent Luminescence in Doped Polymers for Reversible High‐Resolution Patterning and Multiple Stimuli‐Response

Jin,

Chen,

Sun

et al. 2023

Advanced Optical Materials

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The unique properties of pure organic persistent luminescent materials have inspired extensive research in optoelectronics and biological applications. However, it is still challenging to dynamically manipulate organic persistent luminescence. In this work, a photo‐controllable persistent luminescence system is developed by incorporating an acridone derivative within poly(vinylalcohol) (PVA) matrices from aqueous media. The doped polymer shows persistent luminescence consisting of phosphorescence and delayed fluorescence with an afterglow efficiency of 17.6% and a lifetime of 687 ms under ambient conditions. Importantly, the system shows sensitive and reversible photo‐induced attenuation of both steady‐state luminescence and afterglow as a result of radical generations, leading to re‐printable patterning by a mask lithography with a resolution of ≈3.7 µm line width. Moreover, the dual mode afterglow emission and the hydrophilic PVA matrices endow the system time‐, temperature‐ and humidity‐dependent afterglow, enabling multiple stimuli‐response. Given a high‐resolution patterning capability and water‐solubility, the system can not only serve as inks and paints but also as rewritable substrates for micro‐patterning, providing a new perspective to various applications such as optical encryption, data storage, and sensors.

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Visible light‐driven acridone catalysis for atom transfer radical polymerization

Cited by 6 publications

References 58 publications

Photochemical acridone-mediated direct arylation of (hetero)arenes with aryl diazonium salts

Photochemical acridone-mediated direct arylation of (hetero)arenes with aryl diazonium salts

Polymer-modified regenerated cellulose membranes: following the atom transfer radical polymerization concepts consistent with the principles of green chemistry

Photo‐Controllable Persistent Luminescence in Doped Polymers for Reversible High‐Resolution Patterning and Multiple Stimuli‐Response

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