One-pot synthesis of amphiphilic reversible photoswitchable fluorescent nanoparticles and their fluorescence modulation properties

Abstract

In the present study, we report on the fabrication of novel amphiphilic reversible photoswitchable fluorescent nanoparticles by a facile one-pot miniemulsion polymerization using a biocompatible polymerizable nonionic surfactant, u-methoxy poly(ethylene oxide) undecyl a-methacrylate (PEO-R-MA-40), in which spiropyran-linked methacrylate (SPMA) and the energy level well-matched fluorescent dyes: fluorescein-based, vinylic crosslinking monomer (fluorescein-O,O-bis-propene (FBP)) were covalently incorporated into polymeric matrix during the polymerization process. Under the alternative irradiation of UV and visible light, the fluorescent emission of FBP dye in nanoparticles can be reversibly modulated by cyclical transformation of spiropyran moieties' structure on the basis of intra-particle FRET process between FBP and merocyanine (MC) state of spiropyran. The as-prepared fluorescent nanoparticles display high dye load, as well as controllable amount and ratio of the two dyes because of covalent linkage between dye molecules and the particle. Moreover, the observed FRET efficiencies (66.3-98.5%) can be facilely tuned by controlling the amount (ratio) of the two chromophores. Overall, significant features of these novel amphiphilic reversible photoswitchable fluorescent nanoparticles include higher biocompatibility and photostability, relatively fast photoresponsivity and better photoreversibility as compared to some previous reported systems, which are promising for biological, optical fields and so on.

Spiropyran-based dynamic materials

“…Fig. 3C 159 -as well as by the average distance between the two moieties; 185 both of these parameters are readily controllable within spiropyran-polymer NPs. One such example is shown in Fig.…”

Aggregation induced emission-based fluorescent nanoparticles: fabrication methodologies and biomedical applications

“…Polymerization is an important method which has been previously used for fabrication of FNPs via controllable incorporation of polymerizable organic dyes into polymers. [175][176][177][178][179] A series of FNPs based on polymerizable organic dyes have been reported and showed high potential in a variety of elds. [180][181][182][183][184] The general driving force for the formation of these FNPs can be ascribed to the self-assembly of these amphiphilic copolymers in aqueous solution.…”

Thermo‐sensitive nanogel‐laden bicontinuous microemulsion drug‐eluting contact lenses

“…Synthesis of PEO‐R‐MA‐40 has been reported previously by other groups . Details of a critical step that have not been previously reported were described for better reproducible synthesis of this polymerizable surfactant that has a variety of applications (see Supporting Information).…”