{"title":"炔插入四苯基乙烯衍生物:通过分子内和分子间相互作用增强聚集诱导发射","authors":"Yi-Yun Zhu, Wenhao Li, Yan-Qi Fan, Hao-Chen Lu, Donghui Wei, Xuenian Chen","doi":"10.1039/d5qo01158b","DOIUrl":null,"url":null,"abstract":"Solid-state luminescence is often hindered by aggregation-caused quenching (ACQ), prompting the search for efficient aggregation-induced emission (AIE) materials. Tetraphenylethylene (TPE), a star molecule in AIE research, has been widely used to study the restricted intramolecular motion (RIM) mechanism through structural modifications. Breaking from traditional peripheral modification, we engineer the TPE core by inserting an alkynyl linker between the triphenylethylene (TriPE) core and planar chromophores (TriPE-yn-Ar), where the alkynyl bond length and spatial orientation dictate molecular conformations, intermolecular interactions, and crystal packing, as well as the torsional oscillation along the rotation axis. The TriPE-yn-9-Phen demonstrates J-aggregation-enhanced emission with quantum yields of 69.9% in solid and 88.4% in crystal, with an AIE factor of 221. This central modification strategy opens new avenues for designing advanced AIE materials.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"42 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2025-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Alkyne-Inserted Tetraphenylethylene Derivatives: Enhanced Aggregation-Induced Emission via Intramolecular and Intermolecular Interactions\",\"authors\":\"Yi-Yun Zhu, Wenhao Li, Yan-Qi Fan, Hao-Chen Lu, Donghui Wei, Xuenian Chen\",\"doi\":\"10.1039/d5qo01158b\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Solid-state luminescence is often hindered by aggregation-caused quenching (ACQ), prompting the search for efficient aggregation-induced emission (AIE) materials. Tetraphenylethylene (TPE), a star molecule in AIE research, has been widely used to study the restricted intramolecular motion (RIM) mechanism through structural modifications. Breaking from traditional peripheral modification, we engineer the TPE core by inserting an alkynyl linker between the triphenylethylene (TriPE) core and planar chromophores (TriPE-yn-Ar), where the alkynyl bond length and spatial orientation dictate molecular conformations, intermolecular interactions, and crystal packing, as well as the torsional oscillation along the rotation axis. The TriPE-yn-9-Phen demonstrates J-aggregation-enhanced emission with quantum yields of 69.9% in solid and 88.4% in crystal, with an AIE factor of 221. This central modification strategy opens new avenues for designing advanced AIE materials.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":\"42 1\",\"pages\":\"\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2025-09-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5qo01158b\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo01158b","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Alkyne-Inserted Tetraphenylethylene Derivatives: Enhanced Aggregation-Induced Emission via Intramolecular and Intermolecular Interactions
Solid-state luminescence is often hindered by aggregation-caused quenching (ACQ), prompting the search for efficient aggregation-induced emission (AIE) materials. Tetraphenylethylene (TPE), a star molecule in AIE research, has been widely used to study the restricted intramolecular motion (RIM) mechanism through structural modifications. Breaking from traditional peripheral modification, we engineer the TPE core by inserting an alkynyl linker between the triphenylethylene (TriPE) core and planar chromophores (TriPE-yn-Ar), where the alkynyl bond length and spatial orientation dictate molecular conformations, intermolecular interactions, and crystal packing, as well as the torsional oscillation along the rotation axis. The TriPE-yn-9-Phen demonstrates J-aggregation-enhanced emission with quantum yields of 69.9% in solid and 88.4% in crystal, with an AIE factor of 221. This central modification strategy opens new avenues for designing advanced AIE materials.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.