Excited-state intramolecular proton transfer (ESIPT) fluorescence from 3-amidophthalimides displaying RGBY emission in the solid state

被引:24
作者
Okamoto, Hideki [1 ]
Itani, Kazumasa [1 ]
Yamaji, Minoru [2 ]
Konishi, Hiroyuki [1 ]
Ota, Hiromi [3 ]
机构
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Earth Life & Mol Sci, Kita Ku, Tsushima Naka 3-1-1, Okayama 7008530, Japan
[2] Gunma Univ, Grad Sch Sci & Engn, Div Mol Sci, Kiryu, Gunma 3768515, Japan
[3] Okayama Univ, Adv Sci Res Ctr, Dept Instrumental Anal, Kita Ku, Tsushima Naka 3-1-1, Okayama 7008530, Japan
基金
日本学术振兴会;
关键词
Fluorescence; ESIPT; Phthalimide; Sulfonamide; Acetamide; BRIGHT RED FLUORESCENCE; LARGE STOKES SHIFTS; EXCITATION-ENERGIES; APPROXIMATION; POLYIMIDE; NM;
D O I
10.1016/j.tetlet.2017.12.049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorescence properties of phthalimide derivatives (1) incorporating sulfonamide and acetamide functionalities at the 3-position were investigated both in solution and in the solid states to reveal the effects of the amide functionalities on the fluorescence properties. In the solid state, sulfonamides 1a and 1b, respectively, gave off red (lambda(F)(max) 595 nm) and green (lambda(F)(max) 537 nm) emission through an ESIPT process. Acetamides 1c and 1d, respectively displayed blue (lambda(F)(max) 432 nm) and yellow (lambda(F)(max) 560 nm) emission. Through simply modifying the amide functionality, phthalimide 1 displayed multicolor RGBY emission in the solid state. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:388 / 391
页数:4
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