Synthesis and applications of novel fluoroalkyl end-capped cooligomers containing diphenylacetylene segments: a new approach to the surface arrangement of diphenylacetylene segments on the traditional organic polymer

摘要

Fluoroalkyl end-capped cooligomers containing diphenylacetylene segments [RF-(DPMA)x-(Co-M)y-RF] were prepared by reaction of fluoroalkanoyl peroxide with 4-(phenylethynyl)phenyl methacrylate (DPMA) and radical polymerizable comonomers such as N,N-dimethylacrylamide (DMAA) and acryloylmorpholine (ACMO) under very mild conditions. Fluorinated cooligomers containing diphenylacetylene segments thus obtained exhibited a good solubility in a variety of organic solvents. These fluorinated cooligomers were also applied to the surface modification of traditional organic polymers such as poly(methyl methacrylate) (PMMA) to exhibit not only a good surface active property imparted by fluorine but also a fluorescent characteristic related to diphenylacetylene segments on their surface. In addition, these fluorinated cooligomers could form the nanometer size-controlled fluorinated molecular aggregates in chloroform. Interestingly, some benzenes and biphenyl (BP) derivatives could interact with these fluorinated oligomeric aggregates as guest molecules, and in particular 2-chloro-5-nitrobenzotrifluoride (CNB) was most effective for enhancing the fluorescent intensity of these guest molecules.