Journal
JOURNAL OF CHEMICAL EDUCATION
Volume 93, Issue 2, Pages 345-350Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jchemed.5b00483
Keywords
Upper-Division Undergraduate; Analytical Chemistry; Organic Chemistry; Fluorescence Spectroscopy; X-ray Crystallography; Hands-On Learning/Manipulatives; Aldehydes/Ketones; pH; Solid State Chemistry; Solutions/Solvents
Funding
- National Natural Science Foundation of China [21172160, 21372169, 21272161, J1103315, J1310008]
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A laboratory experiment visually exploring two opposite basic principles of fluorescence of aggregation-caused quenching (ACQ) and aggregation-induced emission (AIE) is demonstrated. The students would prepared two salicylaldehyde-based Schiff bases through a simple one-pot condensation reaction of one equiv of 1,2-diamine with 2 equiv of salicylaldehyde. The resulting fluorescent dyes have similar chemical structures but possess ACQ and AIE properties, respectively. Their ACQ/AIE properties and pH sensing applications would then examined by visually qualitative analysis (UV lamp, light-emitting diode, and naked eye) and quantitative analysis (fluorometer). Finally, in a deeper level, X-ray single crystal structure analysis was utilized to reveal the inherent relationships between molecular structures/molecular arrangements and ACQ/AIE properties. This lesson is suitable for many areas of chemistry, especially for organic and analytical chemistry.
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