European Journal of Organic Chemistry · 2017 · 56 citations · 46 references
Natural SciencesChemistryMaterials ScienceCondensed Matter PhysicsMaterials ChemistryOptical MaterialsLuminescent MaterialsOptical Properties Of SolidsBoron ChemistryChemical SubstituentsColor Appearance ChangesElectronic State InteractionsLuminescence MechanismsLuminescent Coordination CompoundsPhase Transition DynamicsSteric-electronic Interactions
Mechanochromic luminescent molecules often suffer from critical loss of luminescence intensity during phase transitions in the solid state. In this study, we present mechanochromic luminescent molecules that can provide clear color changes with constant emission intensity during phase transitions. It was reported that the class of aggregation‐induced emission (AIE)‐active boron complexes can present intense emission by freezing intramolecular motions. According to this mechanism, we designed a complex with a fused ligand to preserve the enhanced emission in the aggregated state in the AIE during phase transitions between the solution, amorphous, and crystalline states. From optical measurements, it was shown that the synthesized boron complexes present bright emission in various phases. In particular, as we expected, the luminescence color was clearly altered during phase transition, whereas the emission intensity changed only slightly. Finally, we also found that diverse luminescence colors were obtained from each polymorph and for various substituents as induced by the substituent effect. The results in the series of mechanistic studies show that electronic interactions and π–π interactions can modulate the electronic conjugation system of the complexes without causing loss of emission efficiency.
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