A synergistic study on the synthesis of juglone via photooxidation in a UV–Vis LED based photomicroreactor

Pasha, Mohsin; Liu, Saier; Shang, Minjing; Qiu, Min; Su, Yuanhai

doi:10.1016/j.cej.2022.136663

Cited by 12 publications

(12 citation statements)

References 52 publications

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“…The rise in the PS loading normally leads to a sharp rise in the photon absorption ability of the reaction medium, and it consequently results in significant improvement of product yield. 29,30 However, the increase in the ascaridole yield by increasing the m-TPP loading was quite gradual in the current operating scheme, as the inadequate supply of oxygen resulted in poor interfacial gas−liquid mass transfer. Thus, such behavior of the α-terpinene photooxidation system could be ascribed to the mass transfer limited zone.…”

Section: Resultsmentioning

confidence: 97%

Efficient Scale-Up of a Solvent-Free Photooxidation Using a High-Power LED-Based Photomicroreactor

Pasha,

Wang,

Liu

et al. 2023

Ind. Eng. Chem. Res.

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Recent advancements in light-emitting diode (LED) technology and photomicroreactors have provided a prudent roadmap for scaling-up the photooxidation processes. In this work, we presented a highly efficient, chromoselective, and wavelength-selective high-power LED-based photomicroreactor (HLPMR) for multikilogram ascaridole production through solvent-free α-terpinene photooxidation. First, we segregated kinetically controlled and mass transfer limited zones by implementing various operating schemes. Numerical investigations indicated that a simultaneous drop in the molar diffusion coefficient and reaction rate led to the decrease of α-terpinene conversion in the mass transfer limited zone. Kinetic investigations showed that apparent rate constants were improved by increasing the LED input power. Based on the rise in apparent constants and the control over the selectivity, we varied perfluoroalkoxy alkane (PFA) microchannel design configurations and its volume to increase the irradiated area for efficiently scaling-up the ascaridole productivity, space-time yield, and photochemical space-time yield to 3.5 kg/day, 9303.5 g L −1 h −1 , and 34.7 mol kW −1 day −1 , respectively. Predictive modeling using various supervised machine learning classifiers was executed to select the best possible photoreactor for this benchmark photooxidation. Random forest classifier showed better prediction performance using the train test split, cross-validation, and folding approaches among the implemented classifiers. Overall, HLPMR ensured a green and sustainable production of ascaridole with a multikilogram per day capacity.

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Section: Resultsmentioning

confidence: 97%

Efficient Scale-Up of a Solvent-Free Photooxidation Using a High-Power LED-Based Photomicroreactor

Pasha,

Wang,

Liu

et al. 2023

Ind. Eng. Chem. Res.

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“…Juglone is natural product, which was isolated from the husks, leaves, roots of walnut trees and efficient synthetic methods of the natural naphthoquinone have also been developed in recent years (Shvydkiv et al, 2012;Pasha et al, 2022). Juglone exhibited potent anticancer, antibacterial, and antiviral activities as a natural naphthoquinone.…”

Section: Discussionmentioning

confidence: 99%

Resource efficiency and environmental impact of juglone in Pericarpium Juglandis: A review

Liu

Cheng

Jia

et al. 2022

Front. Environ. Sci.

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Black walnut (Juglans nigra) is considered one of the most valuable plants, with a global production of 3.5 million tons of dried fruit yearly. Throughout the past two millennia, its allelopathic effects have been widely recognized. Black walnuts produce a natural naphthoquinone called juglone, which occurs naturally in all parts of the tree, particularly the green husk, and contributes significantly to the allelopathic effects of black walnut. Except for the fruit’s edible nature, the walnut green husk (Pericarpium Juglandis) has been used for centuries to make wine, natural dyes, and traditional medicines to cure certain diseases. Within the extracts of walnut green husk, 1,4-naphthoquinones, gallic acid, caffeic acid, and quercitrin were separated and characterized. Among these compounds, the major active ingredient with a good application prospect is juglone, which has proven to be a natural chemical compound with anticancer, antitumor, antibacterial, and antiviral activities, especially the strong anticancer activity. Juglone is also an environmentally friendly biological pesticide and herbicide. Certainly, the environmental impact of juglone also needs to be considered. Significant quantities of walnut green husk are currently produced as a byproduct of walnut production; however, its value has not been fully utilized and explored, which raises environmental concerns. This review attempts to: 1) summarize the origin and historical use of walnut and walnut green husk; 2) introduce the structure, biosynthesis pathway, extraction method, biological activity, and potential applications of juglone, as well as its environmental impact assessment.

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“…Microreactors have been rapidly growing over the last two decades with their tremendous applications in organic synthesis, materials science, and chemical engineering. , They have fascinating features, such as extensively large specific interfacial area, excellent mixing performance, − fast heat and mass transfer rates, − high selectivity, inherently safe design, − low potential for waste generation, and precise control over the process parameters . The high specific interfacial area of microreactors is highly beneficial for overcoming the mass transfer resistance across the phases boundaries, leading to a sharp rise in the CO 2 absorption rate. , With these mesmerizing features, the microreactors perform outstandingly well for such applications where the intrinsic reaction rate is quite fast, but the reaction is typically limited by mass transport, such as CO 2 absorption, nitration, − hydrogenation, , fluorination, , rearrangement, polymerization, and photochemical transformations. − Because of these fascinating features, microreactors have been proven to be a prudent process intensification platform for CO 2 absorption.…”

Section: Hydrodynamics Of Co2 Absorption In Microreactorsmentioning

confidence: 99%

Recent Advancements on Hydrodynamics and Mass Transfer Characteristics for CO₂ Absorption in Microreactors

Pasha

Liu

Zhang

et al. 2022

Ind. Eng. Chem. Res.

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Process intensification for CO 2 absorption using microreactors has received growing interest from both academia and industry because of their great ability to overcome the mass transfer resistance across the phases boundaries, giving rise to significant improvement in process efficiency. Mass transfer is strongly linked with two-phase flow patterns of CO 2 -absorbent in microreactors and, subsequently, overall volumetric mass transfer coefficient (ka) intensification relies on hydrodynamics, microreactor structures and applied absorbents. Reviewed literature on this subject indicated that the Taylor flow pattern, spiral and meandering microreactor structures, and primary and secondary amines absorbents were preferred to use for the CO 2 absorption in microreactors. Moreover, ka models developed through offline and online characterizations were presented to analyze the contribution of liquid film and bubble caps in mass transfer. Economic analysis was executed to assess the operating feasibility of microreactors at industrial scale throughputs of feed gas and absorbent. The results indicated that the capital expenses of microreactors were significantly higher than those of conventional absorbers because of their extensive number of units and complex design of flow distribution network requirements with high throughputs. However, microreactors exhibited lower operating expenditures than conventional absorbers because of their excellent transport characteristics. Finally, the persisting challenges and remarking conclusions are presented relating to the implementation of microreactors for CO 2 absorption.

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A synergistic study on the synthesis of juglone via photooxidation in a UV–Vis LED based photomicroreactor

Cited by 12 publications

References 52 publications

Efficient Scale-Up of a Solvent-Free Photooxidation Using a High-Power LED-Based Photomicroreactor

Efficient Scale-Up of a Solvent-Free Photooxidation Using a High-Power LED-Based Photomicroreactor

Resource efficiency and environmental impact of juglone in Pericarpium Juglandis: A review

Recent Advancements on Hydrodynamics and Mass Transfer Characteristics for CO₂ Absorption in Microreactors

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A synergistic study on the synthesis of juglone via photooxidation in a UV–Vis LED based photomicroreactor

Cited by 12 publications

References 52 publications

Efficient Scale-Up of a Solvent-Free Photooxidation Using a High-Power LED-Based Photomicroreactor

Efficient Scale-Up of a Solvent-Free Photooxidation Using a High-Power LED-Based Photomicroreactor

Resource efficiency and environmental impact of juglone in Pericarpium Juglandis: A review

Recent Advancements on Hydrodynamics and Mass Transfer Characteristics for CO2 Absorption in Microreactors

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Recent Advancements on Hydrodynamics and Mass Transfer Characteristics for CO₂ Absorption in Microreactors