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甜菜碱60年30——从溶剂化显色发现到未来前沿

60 Years of Betaine 30─From Solvatochromic Discovery to Future Frontiers.

作者信息

Pandian Rathiesh, Burda Henrik, Alfurayj Ibrahim, Reichardt Christian, Burda Clemens

机构信息

Department of Chemistry, College of Arts and Sciences, Case Western Reserve University, Cleveland, Ohio 44106, United States.

Department of Chemistry, Philipps-University of Marburg, Hans-Meerwein-Strasse 4, 35043 Marburg, Germany.

出版信息

J Phys Chem B. 2024 Jul 25;128(29):6990-7001. doi: 10.1021/acs.jpcb.4c02813. Epub 2024 Jul 11.

Abstract

Betaine-30 (B30) was reported by Karl Dimroth and Christian Reichardt et al. in 1963 as a solvatochromic probe that can be easily synthesized, shows good solubility, and remains stable in various organic solvents and solutions. Its strongly negatively solvatochromic behavior arises from differential solvation between its electronic ground and excited states, making it a valuable tool for assessing solvent polarity using the (30) polarity scale, also devised by Dimroth and Reichardt. In addition, advancements in femtosecond laser spectroscopy in the 1990s greatly improved the understanding of B30's relaxation dynamics following photoexcitation. In solvents capable of hydrogen bonding, such as alcohols, intermolecular hydrogen-bond rearrangement contributes to the multiple relaxation components observed. Since the 1990s, the applications of B30 have expanded beyond simple organic solvents to include complex solvent mixtures, such as electrolyte solutions for battery technologies and eutectic solvent mixtures. Given the growing importance of these complex solvent mixtures, B30 is becoming an increasingly valuable tool for studying previously unexplored solvation properties.

摘要

1963年,卡尔·迪姆罗特(Karl Dimroth)和克里斯蒂安·赖夏特(Christian Reichardt)等人报道了甜菜碱-30(B30),它是一种溶剂化显色探针,易于合成,具有良好的溶解性,并且在各种有机溶剂和溶液中保持稳定。其强烈的负溶剂化显色行为源于其电子基态和激发态之间的溶剂化差异,这使其成为使用迪姆罗特和赖夏特设计的(30)极性标度评估溶剂极性的宝贵工具。此外,20世纪90年代飞秒激光光谱学的进展极大地增进了对B30光激发后弛豫动力学的理解。在能够形成氢键的溶剂中,如醇类,分子间氢键重排导致了观察到的多个弛豫成分。自20世纪90年代以来,B30的应用已从简单的有机溶剂扩展到包括复杂的溶剂混合物,如电池技术的电解质溶液和低共熔溶剂混合物。鉴于这些复杂溶剂混合物的重要性日益增加,B30正成为研究以前未探索的溶剂化性质的越来越有价值的工具。

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