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Continuous dehydration of glycerol to Acrolein based on HPW/TS-COOH catalyzation 基于HPW/TS-COOH催化的甘油连续脱水制丙烯醛
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2023-02-06 DOI: 10.1007/s41981-023-00260-6
Chen-Xin Su, Jing-Jing Chen, Shao-Yun Wu, Shao-Heng Li, Shou-Quan Zhou, Hui-Dong Zheng, Fu-Weng Zhang
{"title":"Continuous dehydration of glycerol to Acrolein based on HPW/TS-COOH catalyzation","authors":"Chen-Xin Su,&nbsp;Jing-Jing Chen,&nbsp;Shao-Yun Wu,&nbsp;Shao-Heng Li,&nbsp;Shou-Quan Zhou,&nbsp;Hui-Dong Zheng,&nbsp;Fu-Weng Zhang","doi":"10.1007/s41981-023-00260-6","DOIUrl":"10.1007/s41981-023-00260-6","url":null,"abstract":"<div><p>Sustainable synthesis of acrolein, a key chemical intermediate, from biomass-derived glycerol is highly attractive. However, conventional catalysts for the dehydration of glycerol suffer from low acrolein selectivity and high deactivation tendency. Herein, a novel green catalyst (HPW/T<sub>0.6</sub> S-COOH) was prepared and employed in the dehydration of glycerol in a continuous flow reactor. The performance of different catalysts and the effects of reaction conditions (reaction temperature, N<sub>2</sub> flow rate, and glycerol concentration) were examined. The HPW/T<sub>0.6</sub> S-COOH catalyst provides the best glycerol conversion of 96.38% and acrolein selectivity of 92.01%. The NH<sub>3</sub>-TPD and pyridine-FTIR results indicate that the Brønsted acid site is more susceptible to acrolein, while the weak strength acid site effectively prevents the further reaction of acrolein, providing practical insights for the rational design of efficient and continuous synthesis of acrolein catalysts.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"143 - 154"},"PeriodicalIF":2.7,"publicationDate":"2023-02-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4575192","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Multivariate curve resolution for kinetic modeling and scale-up prediction 动力学建模和放大预测的多变量曲线分辨率
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2023-01-20 DOI: 10.1007/s41981-022-00252-y
Lisa Schulz, Philipp Stähle, Sven Reining, Mathias Sawall, Norbert Kockmann, Thorsten Röder
{"title":"Multivariate curve resolution for kinetic modeling and scale-up prediction","authors":"Lisa Schulz,&nbsp;Philipp Stähle,&nbsp;Sven Reining,&nbsp;Mathias Sawall,&nbsp;Norbert Kockmann,&nbsp;Thorsten Röder","doi":"10.1007/s41981-022-00252-y","DOIUrl":"10.1007/s41981-022-00252-y","url":null,"abstract":"<p>An imine synthesis was investigated in a nearly isothermal oscillating segmented flow microreactor at different temperatures using non-invasive Raman spectroscopy. Multivariate curve resolution provided a calibration-free approach for obtaining kinetic parameters. The two different multivariate curve resolution approaches, soft and hard modeling, were applied and contrasted, leading to similar results. Taking heat and mass balance into account, the proposed kinetic model was applied for a model-based scale-up prediction. Finally, the reaction was performed in a 0.5 L semi-batch reactor, followed by in-line Raman spectroscopy and off-line gas chromatography analysis. The successful scale-up was demonstrated with a good agreement between measured and predicted concentration profiles.</p>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"13 - 19"},"PeriodicalIF":2.7,"publicationDate":"2023-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00252-y.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4790674","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Continuous flow synthesis of phenyl glucosazone and its conversion to 2H-1,2,3-Triazole building blocks 苯基葡萄糖酮的连续流合成及其转化为2h -1,2,3-三唑基的研究
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2023-01-16 DOI: 10.1007/s41981-022-00255-9
Maria Molnar, Marcus Baumann
{"title":"Continuous flow synthesis of phenyl glucosazone and its conversion to 2H-1,2,3-Triazole building blocks","authors":"Maria Molnar,&nbsp;Marcus Baumann","doi":"10.1007/s41981-022-00255-9","DOIUrl":"10.1007/s41981-022-00255-9","url":null,"abstract":"<div><p>A continuous flow approach for the generation of phenyl glucosazone from glucose and phenyl hydrazine is reported giving the pure target in 53% isolated yield. This thermal process generates the target product as an insoluble material that causes reactor fouling via adhering to the reactor walls. To overcome this issue a segmented flow approach was realised whereby streams of air and the reaction solution were combined in a T-piece and directed through the heated reactor coil. The resulting micro-mixing prevented reactor fouling and blocking and allowed for multi-hour reactions to generate the desired target in high yield. The value of the phenyl glucosazone product was demonstrated via its oxidative cyclisation into 2<i>H</i>-phenyl-1,2,3-triazoles which represent important heterocyclic scaffolds.\u0000</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"211 - 215"},"PeriodicalIF":2.7,"publicationDate":"2023-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00255-9.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4649363","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
The applications of organozinc reagents in continuous flow chemistry: Negishi coupling 有机锌试剂在连续流化学中的应用:根岸耦合
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2023-01-12 DOI: 10.1007/s41981-022-00253-x
Roop Varghese Rubert, Rony Rajan Paul
{"title":"The applications of organozinc reagents in continuous flow chemistry: Negishi coupling","authors":"Roop Varghese Rubert,&nbsp;Rony Rajan Paul","doi":"10.1007/s41981-022-00253-x","DOIUrl":"10.1007/s41981-022-00253-x","url":null,"abstract":"<div><p>The design and implementation of flow technique helps organic chemists to resolve numerous challenges that are encountered during various catalytic reactions. Flow technologies, which offer solutions for technical and/or chemical issues, have gained popularity over the last two decades in the field of organic chemistry. The selectivity, efficiency, and safety of the entire process has been accelerated by flow reactors as they improve mass and heat transfer, speeds up the mixing of the reaction, and they offer exact control of the reaction parameters. This review mainly describes the utilization of flow chemistry in reactions involving organiozinc reagent, particularly Negishi coupling. The Negishi coupling of organozinc reagent is a valuable tool for the formation of C-C bond with functional group tolerance and are used extensively in total synthesis. This review also portrays a comparative study of organozinc reagents prepared using different procedures. A study of the effect of different catalysts over the same reaction is also carried out. An overview of different flow techniques that are employed has also been incorporated.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 3","pages":"217 - 246"},"PeriodicalIF":2.7,"publicationDate":"2023-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4496032","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
Electrophilic cyclization of reticuline-type alkaloids in flow via o-quinol intermediates 网状型生物碱通过邻喹啉中间体的亲电环化
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2023-01-12 DOI: 10.1007/s41981-022-00256-8
Bi Bali Judicaël Tra, Abollé Abollé, Killian Lucas, François-Xavier Felpin
{"title":"Electrophilic cyclization of reticuline-type alkaloids in flow via o-quinol intermediates","authors":"Bi Bali Judicaël Tra,&nbsp;Abollé Abollé,&nbsp;Killian Lucas,&nbsp;François-Xavier Felpin","doi":"10.1007/s41981-022-00256-8","DOIUrl":"10.1007/s41981-022-00256-8","url":null,"abstract":"<p>Herein, we report the first continuous-flow biomimetic cyclization of reticuline derivatives to aporphine alkaloids via <i>ortho</i>-quinol intermediates. The two-step flow process involves an initial oxidative dearomatization of reticuline derivatives to using hypervalent iodine(III) reagents, followed by a TMSOTf-mediated electrophilic cyclization. The high sensitivity of <i>ortho</i>-quinol compounds is mitigated by the mild experimental conditions and fast reaction rates offered by flow reactors. A preliminary structure–reactivity relationship suggests that both steps of the process are favored with strongly electron-rich substrates, similar to what is observed in nature.</p>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 3","pages":"257 - 265"},"PeriodicalIF":2.7,"publicationDate":"2023-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4492752","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Selective monosubstitution on a trichlorosilane with highly reactive organolithium compounds in a microflow reactor 微流反应器中高活性有机锂化合物对三氯硅烷的选择性单取代
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2022-12-27 DOI: 10.1007/s41981-022-00254-w
Moritz Achternbosch, Lukas Zibula, Annika Schmidt, Waldemar Krieger, Norbert Kockmann, Carsten Strohmann
{"title":"Selective monosubstitution on a trichlorosilane with highly reactive organolithium compounds in a microflow reactor","authors":"Moritz Achternbosch,&nbsp;Lukas Zibula,&nbsp;Annika Schmidt,&nbsp;Waldemar Krieger,&nbsp;Norbert Kockmann,&nbsp;Carsten Strohmann","doi":"10.1007/s41981-022-00254-w","DOIUrl":"10.1007/s41981-022-00254-w","url":null,"abstract":"<div><p>Organolithium compounds have been used successfully in flow chemistry since the recent past. Most of the studies dealt with the use in halogen-lithium exchanges. So far, however, there has been a lack of use in substitution reactions. The use of flow microreactors makes the highly reactive organolithium compounds more controllable and thus creates new synthetic possibilities.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"9 - 12"},"PeriodicalIF":2.7,"publicationDate":"2022-12-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00254-w.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5034487","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Reactor performance estimation in microscale flow calorimeter for rapid characterization of exothermic reactions 用于放热反应快速表征的微尺度流动量热计反应器性能评估
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2022-12-12 DOI: 10.1007/s41981-022-00251-z
Timothy Aljoscha Frede, Nick Nikbin, Norbert Kockmann
{"title":"Reactor performance estimation in microscale flow calorimeter for rapid characterization of exothermic reactions","authors":"Timothy Aljoscha Frede,&nbsp;Nick Nikbin,&nbsp;Norbert Kockmann","doi":"10.1007/s41981-022-00251-z","DOIUrl":"10.1007/s41981-022-00251-z","url":null,"abstract":"<p>Continuous flow calorimeters are a promising tool in process development and safety engineering, especially for flow chemistry applications to characterize the heat release and kinetic parameters of rapid chemical reactions. In this study, the digital accompaniment of an isoperibolic flow calorimeter for characterization of exothermic reactions is presented. To support experimental planning and evaluation, computational fluid dynamic simulations are carried out for single-phase flow in the microreactor. The residence time distribution is obtained and used for estimation of conversion and temperature profiles along the microreactor channel. This leads to an integration of CFD simulations into the calorimeter’s software-guided workflow reducing the experimental effort regarding the determination of thermokinetic data. The approach is tested for a highly exothermic test reaction, which provides further hints for future investigations.</p>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"31 - 44"},"PeriodicalIF":2.7,"publicationDate":"2022-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00251-z.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4485662","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
TfOH-catalyzed three-component synthesis of Dithiocarbamates from α-Diazoesters under continuous flow conditions 连续流动条件下tfoh催化α-重氮酯合成三组分二硫代氨基甲酸酯
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2022-12-12 DOI: 10.1007/s41981-022-00249-7
Rui Wang, Hangli He, Qiongjiao Yan, Wei Wang, Haifeng Wang, Fener Chen
{"title":"TfOH-catalyzed three-component synthesis of Dithiocarbamates from α-Diazoesters under continuous flow conditions","authors":"Rui Wang,&nbsp;Hangli He,&nbsp;Qiongjiao Yan,&nbsp;Wei Wang,&nbsp;Haifeng Wang,&nbsp;Fener Chen","doi":"10.1007/s41981-022-00249-7","DOIUrl":"10.1007/s41981-022-00249-7","url":null,"abstract":"<div><p>The synthesis of dithiocarbamates derivatives is important for their practical utilization as pharmaceuticals and for other purposes. Herein, we demonstrated the TfOH-catalyzed synthesis of dithiocarbamates via three-component reaction of <i>α</i>-diazoesters in good yields under continuous flow conditions. The reaction exhibits a wide substrate scope of diazo compounds and high functional group tolerance. This study provides a safe and mild protocol to form dithiocarbamates that complements TfOH-catalyzed S-H insertion reaction of diazo compounds and continuous flow synthesis strategies.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"1 - 8"},"PeriodicalIF":2.7,"publicationDate":"2022-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4489614","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Minireview: recent efforts toward upgrading lignin-derived phenols in continuous flow 综述:木质素衍生酚类化合物在连续工艺中的最新进展
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2022-12-05 DOI: 10.1007/s41981-022-00248-8
Erin E. Brown
{"title":"Minireview: recent efforts toward upgrading lignin-derived phenols in continuous flow","authors":"Erin E. Brown","doi":"10.1007/s41981-022-00248-8","DOIUrl":"10.1007/s41981-022-00248-8","url":null,"abstract":"<div><p>Phenols are vital building blocks for manufactured goods, agrochemicals, and medicine. As the demand to circumvent fossil fuels intensifies, so does the need to establish alternate sources of chemical feedstock, with many researchers looking to biomass. Lignin, a complex biopolymer found in plants, represents a relatively untapped renewable source of phenolic compounds. Examples of aromatic compounds derived from lignin include phenol, guaiacol (2-methoxyphenol), and catechol (2-hydroxyphenol). The development of new technologies and chemistry to upgrade or modify these compounds is crucial to realizing the potential of biomass as chemical feedstock. Over the last two decades, continuous flow technology has become an established tool for chemists to expand the capabilities of reaction control and to provide a means to probe novel reactions that might otherwise be difficult to study or accomplish via conventional means. Flow also imparts many advantages, such as superior mixing capabilities for gas/liquid reactions, increased efficiency for photochemical transformations, and improved scalability. This mini review will highlight research efforts reported in the last half-decade (since 2016) toward <i>upgrading lignin-derived phenolic substrates using continuous flow technology</i>. Recent developments focus on reactions requiring oxygenation, oxidation, hydrogenation, and deoxygenation to name a few.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"91 - 102"},"PeriodicalIF":2.7,"publicationDate":"2022-12-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4204213","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Mediated formic acid flow fuel cell (MFAFFC) based on biomimetic electrolytes 仿生电解质介导甲酸流动燃料电池(MFAFFC)
IF 2.7 4区 化学
Journal of Flow Chemistry Pub Date : 2022-12-02 DOI: 10.1007/s41981-022-00245-x
Katerina Bretosh, Mathieu Beaucamp, Florine Toulotte, Jinyi Yuan, Philippe Hapiot, Maël Penhoat
{"title":"Mediated formic acid flow fuel cell (MFAFFC) based on biomimetic electrolytes","authors":"Katerina Bretosh,&nbsp;Mathieu Beaucamp,&nbsp;Florine Toulotte,&nbsp;Jinyi Yuan,&nbsp;Philippe Hapiot,&nbsp;Maël Penhoat","doi":"10.1007/s41981-022-00245-x","DOIUrl":"10.1007/s41981-022-00245-x","url":null,"abstract":"<div><p>Water soluble biomimetic models of Riboflavin (B2 vitamin) and Folic acid (B8 vitamin) demonstrated to be good oxidant of formic acid at various pH. Their usage as anolyte mediators in a flow fuel cell to convert formic acid (or formate) into electricity is validated with measured power densities up to 16 mW.cm<sup>− 2</sup>. These preliminary optimum conditions demonstrated a volumetric energy density of 0.68 Wh.L<sup>− 1</sup> when operating at 5 mA.cm<sup>− 2</sup> and neutral pH. These new conditions inspired from redox flow batteries processes permit to remove noble metals at both sides of the formate flow fuel cell.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"133 - 142"},"PeriodicalIF":2.7,"publicationDate":"2022-12-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4073362","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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