Stephanie C. Jones , Devin J. Schwaibold , Grant Meadows , Brennan Shuler , Richard Sykora , Frank R. Fronczek , James H. Davis Jr , Benjamin F. Wicker
{"title":"四芳基磷离子液体的简易合成","authors":"Stephanie C. Jones , Devin J. Schwaibold , Grant Meadows , Brennan Shuler , Richard Sykora , Frank R. Fronczek , James H. Davis Jr , Benjamin F. Wicker","doi":"10.1016/j.jil.2025.100147","DOIUrl":null,"url":null,"abstract":"<div><div>The syntheses of triphenyl-2-pyridylphosphonium salts, [Mopyphos]A, where A<sup>-</sup> = BF<sub>4</sub><sup>-</sup>, B(C<sub>6</sub>H<sub>5</sub>)<sub>4</sub><sup>-</sup>, (CF<sub>3</sub>SO<sub>2</sub>)<sub>2</sub>N<sup>-</sup>, Sac<sup>-</sup>, and Ace<sup>-</sup>. (Sac<sup>-</sup> = saccharinate, Ace<sup>-</sup> = acesulfamate) are described. These salts can be synthesized on a multi-gram scale with good yields and have been characterized by NMR, single crystal XRD, and HRMS. Thermal analyses indicate that the bistriflimide (Tf<sub>2</sub>N<sup>-</sup> = (CF<sub>3</sub>SO<sub>2</sub>)<sub>2</sub>N<sup>-</sup>) salts are especially amenable towards high-temperature ionic liquid (IL) applications with decomposition temperatures above 450°C. The synthetic methods described herein can be utilized to generate several phosphonium bistriflimide ILs of the general formula [(C<sub>6</sub>H<sub>5</sub>)<sub>3</sub>P-Ar]Tf<sub>2</sub>N, where Ar = N-heteroaryl).</div></div>","PeriodicalId":100794,"journal":{"name":"Journal of Ionic Liquids","volume":"5 1","pages":"Article 100147"},"PeriodicalIF":0.0000,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Facile synthesis of tetraaryl phosphonium ionic liquids\",\"authors\":\"Stephanie C. Jones , Devin J. Schwaibold , Grant Meadows , Brennan Shuler , Richard Sykora , Frank R. Fronczek , James H. Davis Jr , Benjamin F. Wicker\",\"doi\":\"10.1016/j.jil.2025.100147\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The syntheses of triphenyl-2-pyridylphosphonium salts, [Mopyphos]A, where A<sup>-</sup> = BF<sub>4</sub><sup>-</sup>, B(C<sub>6</sub>H<sub>5</sub>)<sub>4</sub><sup>-</sup>, (CF<sub>3</sub>SO<sub>2</sub>)<sub>2</sub>N<sup>-</sup>, Sac<sup>-</sup>, and Ace<sup>-</sup>. (Sac<sup>-</sup> = saccharinate, Ace<sup>-</sup> = acesulfamate) are described. These salts can be synthesized on a multi-gram scale with good yields and have been characterized by NMR, single crystal XRD, and HRMS. Thermal analyses indicate that the bistriflimide (Tf<sub>2</sub>N<sup>-</sup> = (CF<sub>3</sub>SO<sub>2</sub>)<sub>2</sub>N<sup>-</sup>) salts are especially amenable towards high-temperature ionic liquid (IL) applications with decomposition temperatures above 450°C. The synthetic methods described herein can be utilized to generate several phosphonium bistriflimide ILs of the general formula [(C<sub>6</sub>H<sub>5</sub>)<sub>3</sub>P-Ar]Tf<sub>2</sub>N, where Ar = N-heteroaryl).</div></div>\",\"PeriodicalId\":100794,\"journal\":{\"name\":\"Journal of Ionic Liquids\",\"volume\":\"5 1\",\"pages\":\"Article 100147\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-03-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Ionic Liquids\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2772422025000163\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Ionic Liquids","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2772422025000163","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Facile synthesis of tetraaryl phosphonium ionic liquids
The syntheses of triphenyl-2-pyridylphosphonium salts, [Mopyphos]A, where A- = BF4-, B(C6H5)4-, (CF3SO2)2N-, Sac-, and Ace-. (Sac- = saccharinate, Ace- = acesulfamate) are described. These salts can be synthesized on a multi-gram scale with good yields and have been characterized by NMR, single crystal XRD, and HRMS. Thermal analyses indicate that the bistriflimide (Tf2N- = (CF3SO2)2N-) salts are especially amenable towards high-temperature ionic liquid (IL) applications with decomposition temperatures above 450°C. The synthetic methods described herein can be utilized to generate several phosphonium bistriflimide ILs of the general formula [(C6H5)3P-Ar]Tf2N, where Ar = N-heteroaryl).
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