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Strong Fluorescence Film of Dicyano Oligo(P‐Phenylenevinylene) Supramolecular Gel for Aromatic Amine Vapors Detection
Author(s) -
Xue Pengchong,
Yao Boqi,
Ding Jipeng,
Shen Yanbin,
Wang Panpan,
Lu Ran,
Zhao Xiaojun
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700423
Subject(s) - fluorophore , amine gas treating , aniline , moiety , fluorescence , aromatic amine , photochemistry , chemistry , alkyl , materials science , polymer chemistry , organic chemistry , physics , quantum mechanics
Abstract Based on quantum chemical calculation, two cyano groups were introduced to an oligo(p‐phenylenevinylene) unit to obtain a fluorophore with a low highest‐occupied molecular orbital (HOMO) energy level and a strong emissive efficiency in an aggregate state. An alkyl‐substituted phenylalaninamide moiety was linked to this fluorophore to produce a new gelator as a sensing material for the detection of organic amine vapors. Results revealed that the wet gels and xerogel nanofiber film generated strong emission. The fluorescence of the xerogel film could be rapidly and efficiently quenched by aromatic amine vapors at low concentrations. The detection limits for aniline, N‐methylaniline, and N,N‐dimethylaniline were as low as 21, 5, and 11 ppb, respectively. By contrast, the xerogel film emission was poorly sensitive to aliphatic amines because the gelator fluorophore possessed an appropriate HOMO energy level located between aromatic amines and aliphatic amines. Consequently, the sensing film became highly selective for aromatic amines.