Enhanced synergistic catalysis by a light-harvesting binary organic dyes system based on FRET for cross-dehydrogenative-coupling reaction

Cai, Tingwei; Huang, Baoqiang; Hu, Hanchang; Chen, Meng; Xu, Jiani; Dong, Xia; He, Ji‐Huan; Zhao, Qiangqiang

doi:10.1016/j.dyepig.2022.110156

Cited by 4 publications

(2 citation statements)

References 42 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The AMCA−BY40−PhB system exhibited excellent photocatalytic performance; the conversion of the CDC reaction could reach 98.77% at 2.5 h, much higher than that with any of them alone. Compared with the one-step FRET binary dye system, 32 the continuous two-step light- harvesting system could achieve larger Stokes shift and more efficient energy transfer even beyond the Forster radius. In order to recycle the light-harvesting photocatalyst system and address their issues of dark colors and inner filter effects in solution, the above light-harvesting fluorophores could be further immobilized on cationic cotton yarns to develop a novel supported organic light-harvesting photocatalyst.…”

Section: Methodsmentioning

confidence: 99%

High-Performance Light-Harvesting Cotton Fiber Photocatalyst Inspired by “Ring Dyeing” for the Cross-Dehydrogenative Coupling Reaction

Cai

et al. 2023

ACS Sustainable Chem. Eng.

Self Cite

View full text Add to dashboard Cite

Highly efficient light-harvesting systems (LHSs) with the sequential energy transfer process are important for utilizing solar energy in photosynthesis. However, most light-harvesting systems are nanoparticles and vesicles, which are difficult to prepare and recycle. In this paper, we developed a light-harvesting system based on amino-methyl coumarin acid (AMCA), C.I. Basic Yellow 40 (BY 40), and phloxine B (PhB) organic dyes for photocatalytic cross-dehydrogenative coupling (CDC) reactions. The conversion of the CDC reaction using the AMCA−BY 40−PhB system could reach 98.77% in ethanol, which was much higher than that with the main active catalyst PhB alone. In order to recycle and reuse the above catalysts, a facile, simple, and highly efficient light-harvesting cotton photocatalyst AMCA/BY 40/β-SCD-PhB-MCFs was prepared via three steps of cationization of cotton fibers (MCFs), sulfobutylether-β-cyclodextrin (β-SCD) inclusion of donor fluorophores, and final immobilization of fluorophores. These light-harvesting cotton fibers showed excellent catalytic performance, and the catalysis rate of the CDC reaction was 1.57 times higher than that of the PhB-MCFs alone. Its special "ring dyeing" and hierarchical pore structure provided a favorable microenvironment for photocatalysis. The wide range in light absorption, highly efficient energy transfer (53.1%), and antenna efficiency (15.6) of the light-harvesting cotton fiber synergistically enhanced the energy transfer process. Furthermore, the light-harvesting cotton fibers showed high reusability, which could be easily recovered and reused five times without significant catalyst leaching. More interestingly, the fiber could be easily loaded in microchannels of the continuous flow reactor to catalyze the CDC reaction, which successfully achieved gram-scale photosynthesis due to the large specific surface area and easy mass transfer of fiber catalysts.

show abstract

Section: Methodsmentioning

confidence: 99%

High-Performance Light-Harvesting Cotton Fiber Photocatalyst Inspired by “Ring Dyeing” for the Cross-Dehydrogenative Coupling Reaction

Cai

et al. 2023

ACS Sustainable Chem. Eng.

Self Cite

View full text Add to dashboard Cite

show abstract

“…In this Alternative and sustainable inert matrixes have been investigated so far as support for molecular dyes and photocatalysts. Cotton fiber was exploited as support for building an efficient and heterogeneous light-harvesting system (LHS) by Zhao and co-workers in 2023 [92]. LHSs are molecular clusters composed of several photoactive compounds inspired by photosynthesis and, in this work, the system was composed of the aminomethyl coumarin acid AMCA, C.I.…”

Section: Molecular Photocatalysts Supported On Inert Matrixesmentioning

confidence: 99%

Heterogeneous Organocatalysts for Light-Driven Reactions in Continuous Flow

Di Carmine,

D’Agostino,

Bortolini

et al. 2024

Molecules

View full text Add to dashboard Cite

Within the realm of organic synthesis, photocatalysis has blossomed since the beginning of the last decade. A plethora of classical reactivities, such as selective oxidation of alcohol and amines, redox radical formation of reactive species in situ, and indirect activation of an organic substrate for cycloaddition by EnT, have been revised in a milder and more sustainable fashion via photocatalysis. However, even though the spark of creativity leads scientists to explore new reactions and reactivities, the urgency of replacing the toxic and critical metals that are involved as catalysts has encouraged chemists to find alternatives in the branch of science called organocatalysis. Unfortunately, replacing metal catalysts with organic analogues can be too expensive sometimes; however, this drawback can be solved by the reutilization of the catalyst if it is heterogeneous. The aim of this review is to present the recent works in the field of heterogeneous photocatalysis, applied to organic synthesis, enabled by continuous flow. In detail, among the heterogeneous catalysts, g-CN, polymeric photoactive materials, and supported molecular catalysts have been discussed within their specific sections, rather than focusing on the types of reactions.

show abstract

Perfluoralkyl/Rose Bengal Functionalized Janus Silica Nanoparticles for Photocatalytic Transformations with Singlet Oxygen

Pourshiani,

Romero,

Ganji

et al. 2024

ChemCatChem

View full text Add to dashboard Cite

A Janus mesoporous silica material with an imidazolium‐based ionic liquid and perflouroalkyl motifs was synthesized using hollow Stöber particles. Its morphology, chemical composition and surface properties were characterized by N2 adsorption‐desorption analysis, scanning and transmission electron microscopy, elemental mapping, thermogravimetric and elemental analysis, and solid state NMR spectroscopy. The Janus nanoparticles have independent faces with fluorophilic and hydrophilic properties suitable for interaction with oxygen and Rose Bengal, which is a known photosensitizer for singlet oxygen generation. The catalytic activity of these Janus particles was evaluated in a series of transformations using singlet oxygen. They provide the desired products in high yield and selectivity.

show abstract

Enhanced synergistic catalysis by a light-harvesting binary organic dyes system based on FRET for cross-dehydrogenative-coupling reaction

Cited by 4 publications

References 42 publications

High-Performance Light-Harvesting Cotton Fiber Photocatalyst Inspired by “Ring Dyeing” for the Cross-Dehydrogenative Coupling Reaction

High-Performance Light-Harvesting Cotton Fiber Photocatalyst Inspired by “Ring Dyeing” for the Cross-Dehydrogenative Coupling Reaction

Heterogeneous Organocatalysts for Light-Driven Reactions in Continuous Flow

Perfluoralkyl/Rose Bengal Functionalized Janus Silica Nanoparticles for Photocatalytic Transformations with Singlet Oxygen

Contact Info

Product

Resources

About