Solid-state solvatochromism of oxazolidine in multi-functionalized copolymer nanoparticles: Development of advanced materials with multi-color fluorescence

Abstract

Investigating the solvatochromism of stimuli-chromic compounds such as oxazolidine in polymer matrices with various polarities or functionalities is a unique approach to developing advanced materials for anticounterfeiting, sensor, optoelectronic, and displayers. In a novel strategy, multi-functionalized copolymer nanoparticles were synthesized by copolymerization of methyl methacrylate (MMA) with various functional comonomers in emulsion media for post-polymerization modification with oxazolidine and investigation of its solvatochromism in both colloidal solution and solid phase. The particle size and morphology of nanoparticles were influenced significantly by the polarity of functional groups, and the morphology evolution from sphere to anisotropic shapes was observed by increasing the polarity of functional groups. Investigation of oxazolidine solvatochromism in colloidal solution and solid polymer powders indicated different mechanisms for solvatochromism, in which the polarity of media is the main effective parameter in colloidal solution and the polarity of functional groups in the polymer structure is the main effective parameter in solid polymer phase. The solvatochromism of oxazolidine was confirmed by observed red shift and blue shift in UV–Vis and fluorescence spectra, in which the intensity of absorbance and emission peaks was changed as a function of the polarity of functional groups. Solvatochromic photoluminescent polymer nanoparticles were used for several advanced applications such as solid anticounterfeiting inks to information encryption, dual-mode visualization of latent fingerprints, and also development of organic light-emitting diodes (OLEDs). For the first time, the results indicate a significant effect of polymer chain local polarity induced by functional groups on the tuning of optical properties of the oxazolidine by the solid-state solvatochromic phenomenon. Solvatochromism of oxazolidine in functionalized polymer nanoparticles is an interesting approach to developing novel intelligent materials that have advanced applications in different fields such as anticounterfeiting and information encryption, optoelectronic, polarity sensor, and visualization of latent fingerprints.