Xiaoying Wang, Jiaxi Cai, Xin Liu, Xin-Hua Duan, Mingyou Hu
{"title":"Dimethyl sulfoxide-mediated dibromination of gem-difluoroalkenes with hydrobromic acid as reagent","authors":"Xiaoying Wang, Jiaxi Cai, Xin Liu, Xin-Hua Duan, Mingyou Hu","doi":"10.1016/j.jfluchem.2024.110336","DOIUrl":"10.1016/j.jfluchem.2024.110336","url":null,"abstract":"<div><p>A method for the oxidative dibromination of <em>gem</em>-difluoroalkenes has been devised, employing HBr as the brominating agent and utilizing DMSO as both a mild oxidant and solvent. These uncomplicated conditions provide a high bromide atom economy, coupled with the accessibility and cost-effectiveness of DMSO and HBr. This approach notably expands the scope of <em>gem</em>-difluoroalkenes amenable to dibromination and furnishes a valuable precursor for <sup>18</sup>F radiolabeling applications.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"279 ","pages":"Article 110336"},"PeriodicalIF":1.7,"publicationDate":"2024-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142096834","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}
{"title":"Corrigendum to “Fabrication and characteristic of Fe3O4@MOR@CuO core-shell for investigation antibacterial properties” [Journal of Fluorine Chemistry, Volume 206, 2018, 36–42]","authors":"S.K. Rajabi, Sh. Sohrabnezhad","doi":"10.1016/j.jfluchem.2024.110314","DOIUrl":"10.1016/j.jfluchem.2024.110314","url":null,"abstract":"","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110314"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0022113924000745/pdfft?md5=50d7bbb4984a41f4edd246a6ad0ab766&pid=1-s2.0-S0022113924000745-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141708238","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}
Shuangshuang Tian , Yingyu Wu , Yilin Jin , Jiahao Wang , Benli Liu , Feng Hu , Xiaoping Jin
{"title":"Thermal decomposition characteristics of C6F12O/CO2 gas mixtures under trace water conditions","authors":"Shuangshuang Tian , Yingyu Wu , Yilin Jin , Jiahao Wang , Benli Liu , Feng Hu , Xiaoping Jin","doi":"10.1016/j.jfluchem.2024.110331","DOIUrl":"10.1016/j.jfluchem.2024.110331","url":null,"abstract":"<div><p>In recent years, C<sub>6</sub>F<sub>12</sub>O gas mixtures has shown extensive prospects for application in medium and low-voltage gas-insulated equipment due to its superior electrical performance and environmental friendliness. The presence of trace water may promote overheating decomposition of gas mixtures<sub>.</sub> Therefore, studying the thermal decomposition characteristics of C<sub>6</sub>F<sub>12</sub>O in a trace water condition is of significant importance for the industrial application, operation, and maintenance of gas equipment. In this paper, the thermal decomposition characteristics of C<sub>6</sub>F<sub>12</sub>O/CO<sub>2</sub> gas mixtures under trace water conditions are investigated both experimentally and theoretically. The analysis of decomposition products is conducted using gas chromatography-mass spectrometry (GC–MS) on a constructed experimental platform for C<sub>6</sub>F<sub>12</sub>O/CO<sub>2</sub> gas mixtures overheating. Based on ReaxFF molecular dynamics (ReaxFF-MD), the decomposition characteristics of the gas mixtures over time and the concentration of trace water are observed. The main decomposition reaction paths of C<sub>6</sub>F<sub>12</sub>O/CO<sub>2</sub> gas mixtures under trace water conditions are analyzed at a microscopic level. Experiment results indicate that the main thermal decomposition products include CF<sub>4</sub>, C<sub>2</sub>F<sub>6</sub>, C<sub>3</sub>F<sub>6</sub>, C<sub>3</sub>F<sub>8</sub>, CF<sub>2</sub>O, C<sub>3</sub>F<sub>7</sub>H, C<sub>4</sub>F<sub>10</sub>, C<sub>6</sub>F<sub>14</sub>, C<sub>5</sub>F<sub>12</sub>, and CF<sub>3</sub>H. Additionally, trace water facilitates the thermal decomposition of the C<sub>6</sub>F<sub>12</sub>O/CO<sub>2</sub> gas mixtures. Theoretical results indicate that multi-step decomposition occurs in the C<sub>6</sub>F<sub>12</sub>O component of the gas mixtures, with main generated intermediates including CO, F, CF<sub>3</sub>, C<sub>2</sub>F<sub>5</sub>, C<sub>3</sub>F<sub>7</sub>, CFO<sub>2</sub>, CF<sub>2</sub>, C<sub>2</sub>, CF, C<sub>4</sub>F<sub>7</sub>O, CF<sub>3</sub>O, CFO, O, C<sub>3</sub>F<sub>5</sub>O, CF<sub>2</sub>O, C, C<sub>2</sub>O, H, and OH. The findings of this study provide a foundation for further exploration of trace water content values in C<sub>6</sub>F<sub>12</sub>O gas mixtures at a microscopic level in subsequent research.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110331"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141990306","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}
{"title":"Separation of 2,2,2-trifluoroethanol – isopropanol azeotropic mixture by extractive distillation","authors":"Egor V. Lupachev, Andrei V. Polkovnichenko","doi":"10.1016/j.jfluchem.2024.110329","DOIUrl":"10.1016/j.jfluchem.2024.110329","url":null,"abstract":"<div><p>On a laboratory scale, a complete technological extractive distillation cycle of an industrial azeotropic mixture of 2,2,2-trifluoroethanol (TFE) – isopropanol (IPA) of equimolar composition using <em>N</em>-methyl-2-pyrrolidone (NMP) as a separation agent (SA) was implemented. All technological stages (extractive distillation, target component separation and SA regeneration) were carried out in one apparatus – a batch distillation column. It was shown that this approach makes it possible to separate the TFE – IPA mixture into individual components, as well as to regenerate NMP. The proposed method is an alternative to traditional chemical methods and allows to eliminate the use of aggressive auxiliary reagents and the formation of by-products, to reduce the number of stages and apparatuses from 5 to 1.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110329"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141948819","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}
{"title":"Investigation of polymeric organofluorosilicates and organofluorogermanates","authors":"Jan Gnidovec , Gašper Tavčar","doi":"10.1016/j.jfluchem.2024.110332","DOIUrl":"10.1016/j.jfluchem.2024.110332","url":null,"abstract":"<div><p>The reactions of representative organochlorosilanes and organochlorogermanes with alkali metal fluorides (LiF, NaF, KF, RbF, CsF) were investigated by NMR spectroscopy and showed not only the fluorination to organofluorosilanes or organofluorogermanes but also the formation of organofluorosilicates and organofluorogermanates. The synthesis and crystal structures of two new polymeric organofluorogermanates, [K][Ph<sub>2</sub>GeF<sub>3</sub>]∙0.75 MeCN and [Cs][Ph<sub>2</sub>GeF<sub>3</sub>]∙THF, are presented.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110332"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0022113924000927/pdfft?md5=4be25b258044dfd7d2f8e25d27dd7fe2&pid=1-s2.0-S0022113924000927-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142047795","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}
Marie Colin, Louise Dauga, Hani Farhat, Elodie Petit, Lawrence Frezet, Katia Guérin, Marc Dubois
{"title":"Simultaneous exfoliation/fluorination for the preparation of fluorinated exfoliated graphite with high power densities in primary lithium batteries","authors":"Marie Colin, Louise Dauga, Hani Farhat, Elodie Petit, Lawrence Frezet, Katia Guérin, Marc Dubois","doi":"10.1016/j.jfluchem.2024.110333","DOIUrl":"10.1016/j.jfluchem.2024.110333","url":null,"abstract":"<div><p>Fluorinated carbons combining accordion-like morphology, high content of (C<sub>2</sub>F)<sub>n</sub> phase (43%), and residual non-fluorinated carbons were synthetized by two routes, i.e. fluorination of expanded graphite and simultaneous exfoliation/fluorination of expandable graphite. The latter allows the synthesis in a one-step process to be achieved. Accordion-like morphology allows the accommodation of LiF without detrimental accumulation onto the fluorocarbon sheet edges during the discharge in primary lithium battery. The faradic yield is then close to 100 % up to a discharge rate of 6C. Residual sp<sup>2</sup> carbons (sub-fluorination) ensure the electron flux during the electrochemical process and enhance the power density (9828 W.Kg<sup>-1</sup>). High content of (C<sub>2</sub>F)<sub>n</sub> phase results in a flat galvanostatic discharge curve. The combination of those features results in a good compromise between energy and power densities, making fluorinated exfoliated graphite one of the best cathodes for primary lithium batteries.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110333"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0022113924000939/pdfft?md5=aa9e2ab708b56d94bd516c4cf72a1725&pid=1-s2.0-S0022113924000939-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142076930","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}
{"title":"Reaction pathways for the formation of complex fluorides revealed by in situ synchrotron X-ray diffraction","authors":"Yoshiyuki Inaguma , Shintaro Kobayashi , Tetsuhiro Katsumata , Shogo Kawaguchi","doi":"10.1016/j.jfluchem.2024.110334","DOIUrl":"10.1016/j.jfluchem.2024.110334","url":null,"abstract":"<div><p>This study investigated the reaction between LiF, Mo metal, and CuF<sub>2</sub> as a solid-state fluorine source to form a complex fluoride, tetragonal trirutile (TR)-type Li<sub>2</sub>MoF<sub>6</sub>, in an Ni metal tube by <em>in situ</em> synchrotron X-ray diffraction (SXRD) experiments. As a result, two formation pathways of TR-type Li<sub>2</sub>MoF<sub>6</sub> were identified: one involving a reaction among intermediate phases, <em>i.e.</em>, MoF<sub>3</sub>, and an unknown Mo-containing fluoride, and the starting materials, <em>i.e.</em>, LiF, Mo, and CuF<sub>2</sub>, the other involving a direct reaction between LiF, Mo, and CuF<sub>2</sub>. The combination of <em>in situ</em> SXRD with differential scanning calorimetry (DSC) revealed that the direct reaction was facilitated by the presence of the liquid phase of LiF-CuF<sub>2</sub>. Further, the first-order phase transition of Li<sub>2</sub>MoF<sub>6</sub> with a great volume change of 21% was found to occur in the vicinity of 520 °C–550 °C reversibly. Finally, this study demonstrated that an <em>in situ</em> SXRD experiment supported by DSC measurement is a powerful tool for revealing the reaction routes and identifying new phases occurring in sample-loaded metal tubes.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110334"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142049378","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}
Kirill I. Petko, Andrey A. Filatov, Yurii L. Yagupolskii
{"title":"Multigram two-step synthesis of difluoromethyl ethers from aliphatic alcohols and glycols","authors":"Kirill I. Petko, Andrey A. Filatov, Yurii L. Yagupolskii","doi":"10.1016/j.jfluchem.2024.110330","DOIUrl":"10.1016/j.jfluchem.2024.110330","url":null,"abstract":"<div><p>A convenient method for synthesis of alkyl(difluoromethyl)ethers, including subsequent stages of chlorination and fluorination of the O-formyl derivatives was investigated on series of aliphatic alcohols and glycols. Primary and secondary alcohols are converted to the corresponding O-difluoromethyl derivatives in high yield, polydifluoromethyl derivatives of 1,3-propyleneglycol, diethyleneglycole and pentaerythritol can only be successfully obtained with this procedure.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110330"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142002218","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}
D. Jérémy Liwara , Anton Pavlov , Craig Mckenzie , Jon E. Johansen , Pim E.G. Leonards , Sicco Brandsma , Jacob de Boer , Huiling Liu
{"title":"Synthesis of n-isomers: Native and deuterium-labelled short-chain perfluoroalkane sulfonamide derivatives","authors":"D. Jérémy Liwara , Anton Pavlov , Craig Mckenzie , Jon E. Johansen , Pim E.G. Leonards , Sicco Brandsma , Jacob de Boer , Huiling Liu","doi":"10.1016/j.jfluchem.2024.110311","DOIUrl":"10.1016/j.jfluchem.2024.110311","url":null,"abstract":"<div><p>Perfluorooctane sulfonamide derivatives have been extensively used by industry for their surfactant properties and as building blocks for other perfluoroalkyl substances (PFAS). Due to their environmental impact and their potential degradation to other harmful PFAS, short-chain sulfonamide derivatives alternatives were introduced. However, these are now also suspected to be present in different environmental matrices and there is a lack of labelled and unlabelled reference standards to perform analyses. To address this gap, 40 native and deuterium labelled short-chain perfluoroalkane sulfonamide derivatives were synthesized, utilizing commercial perfluoroalkane sulfonyl fluoride as starting materials. All products were synthesized and then purified to obtain linear <em>n</em>-isomer reference standards. NMR, GC-FID-MS and LC-MS techniques were used for product identification and purity assessment. Recrystallization method was developed to selectively isolate the <em>n</em>-isomer from the isomer mixtures, thereby providing valuable reference and internal standards for environmental and toxicological investigations.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110311"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S002211392400071X/pdfft?md5=51d76f340f399a20d9f7f77432010bf3&pid=1-s2.0-S002211392400071X-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141952268","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}
{"title":"Potassium hexafluorotitanate as a catalytic activator for direct amidation of carboxylic acids","authors":"Aman G. Singh, P. Veeraraghavan Ramachandran","doi":"10.1016/j.jfluchem.2024.110328","DOIUrl":"10.1016/j.jfluchem.2024.110328","url":null,"abstract":"<div><p>Described herein is the direct amidation of a range of carboxylic acids, in moderate to excellent yields, using potassium hexafluorotitanate (K<sub>2</sub>TiF<sub>6</sub>) as a catalytic activator. The ready commercial availability, low cost, and ease of handling of the catalyst, as well as the simple, chromatography-free work-up of the reaction renders the process very appealing.</p></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"278 ","pages":"Article 110328"},"PeriodicalIF":1.7,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141948820","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}