Amphiphilic Azo-Functionalized Polyhedral Oligomeric Silsesquioxane; Synthesis and Photo-Switched Efficient Phase Transfer via Host-Guest Encapsulation.

A new amphiphilic azo-functionalized polyhedral oligomeric silsesquioxane (POSS) derivative was synthesized by functionalizing octa(3-aminopropyl)silsesquioxane (OAS-POSS) with 4-((4-(dodecyloxy)phenyl)diazenyl)benzoic acid, affording a hydrophilic amino POSS head and hydrophobic dodecyl tail with a diphenyl-azo connector. Prepared amphiphilic azo-functionalized POSS (azo-POSS) exhibited high ability for encapsulation and transferring cationic dyes into the organic phase by vigorously mixing with aqueous solutions of each dye. The photo-controlled encapsulating properties of the synthesized phase transfer reagent was studied using cationic dyes, such as methylene blue (MB), crystal violet (CV) and thymol blue in acidic conditions.