Utilization of microflow reactors to carry out synthetically useful organic photochemical reactions

Mizuno, Kazuhiko; Nishiyama, Yasuhiro; Ogaki, Takuya; Terao, Ken; Ikeda, Hiroshi; Kakiuchi, Kiyomi

doi:10.1016/j.jphotochemrev.2016.10.002

Cited by 76 publications

(28 citation statements)

References 196 publications

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“…Despite these advantages, these photochemical reactions have generally not found widespread implementations in the chemical industry, mainly due to the specific reaction conditions (large dilution and/or poor light penetration) and the use of specialized equipment and energy-demanding mercury lamps (intensive cooling, limited lifetime). Continuous-flow (microstructured) technologies have recently emerged as alternatives to batch processing and their suitability for photooxygenation reactions has been demonstrated [15][16][17][18][19][20][21][22][23]. The combination of these devices with LED light sources additionally offers promising solutions for improving operation safety and controlling the emitted light spectrum, thus enabling energy-savings while at the same time increasing yields and selectivity [24,25].…”

Section: Introductionmentioning

confidence: 99%

Photooxygenation in an advanced led-driven flow reactor module: Experimental investigations and modelling

Radjagobalou

Blanco

Dechy‐Cabaret

et al. 2018

Chemical Engineering and Processing - Process Intensification

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The photooxygenation of α-terpinene was investigated as a benchmark reaction in an advanced LED-driven flow reactor module, both from an experimental and modelling point of view. Ethanol was used as a green solvent and rose Bengal was chosen as a cheap sensitizer of industrial importance. Firstly, the kinetic law based on all mechanistic steps was established for the chosen photooxygenation. From this, the set of operating parameters potentially influencing the photoreaction rate were identified. Subsequently, experiments were carried out under continuous-flow conditions to screen these operating parameters, namely concentration of α-terpinene, concentration of photosensitizer, residence time, structure of the segmented gas-liquid flow and nature of the reagent gas phase (air versus pure oxygen). Finally, the conditions enabling minimization of sensitizer bleaching were established. It was also shown that the hydrodynamic characteristics of the gas-liquid flow can have an effect on the conversion levels. From this, a simplified model was proposed to predict the conversion at the reactor's outlet when pure oxygen was used.

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Section: Introductionmentioning

confidence: 99%

Photooxygenation in an advanced led-driven flow reactor module: Experimental investigations and modelling

Radjagobalou

Blanco

Dechy‐Cabaret

et al. 2018

Chemical Engineering and Processing - Process Intensification

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“…5) In the case of photochemical reactions, small reaction volumes like thin films in open microchannels or fine streams in capillaries can be fully irradiated during the residence time in the reactor with the advantage of higherc onversion and selectivity owing to lesso ver-irradiation and consecutive degradation. [3] 6) Modern LED technology allows the construction of very smalla nd adaptable light sourcesf or flow photoreactors with the advantage of less energy consumption and less safetyi ssues and heat managementc ompared with standard mercury or xenonl amps. [4] Based on the aforementioned advantages, flow photochemistry has also come into the focus for detailed investigations by chemical engineers.…”

Section: Benefitso Fp Erforming Synthesisi Nc Ontinuous Flowmentioning

confidence: 99%

“…The beneficial use of microreaction technology and continuous-flow concepts for improvingp hotochemical synthesis routes has been discussed and published in several reviews and books. [3][4][5][6][7][8][9]25] Based on this literature, one can assume that another reviewo nt his topic is not necessary anymore. But photocatalysis is ah ighly vivid and productiver esearch field, especially in conjunction with flow technology.T he number of publications on this research field increase nearly on aw eekly basis ( Figure 1).…”

Section: Scope Of This Reviewmentioning

confidence: 99%

Flow Photochemistry as a Tool in Organic Synthesis

Rehm

2020

Chemistry A European J

110

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Photochemical transformations of molecular building blocks have become an important and widely recognized research field in the past decade. Detailed and deep understanding of novel photochemical catalysts and reaction concepts with visible light as the energy source has enabled a broad application portfolio for synthetic organic chemistry. In parallel, continuous‐flow chemistry and microreaction technology have become the basis for thinking and doing chemistry in a novel fashion with clear focus on improved process control for higher conversion and selectivity. As can be seen by the large number of scientific publications on flow photochemistry in the recent past, both research topics have found each other as exceptionally well‐suited counterparts with high synergy by combining chemistry and technology. This review will give an overview on selected reaction classes, which represent important photochemical transformations in synthetic organic chemistry, and which benefit from mild and defined process conditions by the transfer from batch to continuous‐flow mode.

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“…[10][11][12][13][14][15][16][17][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38] (1) Precise control of short reaction times (<1 sec) can be achieved.…”

Section: Advantages Of Micro-flow Synthesis Over Conventional Batch Smentioning

confidence: 99%

Integrated Micro‐Flow Synthesis Based on Photochemical Wolff Rearrangement

2017

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Utilization of microflow reactors to carry out synthetically useful organic photochemical reactions

Cited by 76 publications

References 196 publications

Photooxygenation in an advanced led-driven flow reactor module: Experimental investigations and modelling

Photooxygenation in an advanced led-driven flow reactor module: Experimental investigations and modelling

Flow Photochemistry as a Tool in Organic Synthesis

Integrated Micro‐Flow Synthesis Based on Photochemical Wolff Rearrangement

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