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p ‐Quaterphenylene as an Aggregation‐Induced Emission Fluorogen in Supramolecular Organogels and Fluorescent Sensors
Author(s) -
Sun Yue,
Wang YiXuan,
Wu Mengjiao,
Yuan Wei,
Chen Yulan
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201601388
Subject(s) - stacking , intermolecular force , van der waals force , supramolecular chemistry , aggregation induced emission , fluorescence , tetraphenylethylene , conjugated system , hydrogen bond , chemistry , chemical engineering , supramolecular assembly , nanotechnology , polymer chemistry , photochemistry , polymer , materials science , molecule , organic chemistry , physics , quantum mechanics , engineering
Two dumbbell‐shaped organogelators with a p ‐quaterphenylene core were synthesized, and their self‐assembly properties were investigated. These low‐molecular‐weight gelators could form self‐supporting gels in many apolar organic solvents with an H‐type aggregation form through a synergic effect of π–π stacking, intermolecular translation‐related hydrogen bonding, and van der Waals forces. In comparison to the p ‐terphenylene‐cored gelator, the extended π‐conjugated segment improved the gelation efficiency significantly with enhanced gelation rate. Additionally, these p ‐quaterphenylene‐centered gelators exhibited strong fluorescence emission induced by aggregation, which not only provided an in situ method to optically monitor the gelation process, but also endowed these self‐assemblies with substantial applications in sensing explosives.