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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
Author(s) -
Mugisawa Masaki,
Orita Akihiro,
Otera Junzo,
Sawada Hideo
Publication year - 2010
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.1409
Subject(s) - diphenylacetylene , materials science , polymer chemistry , molecule , polymer , surface modification , methyl methacrylate , biphenyl , fluorescence , photochemistry , organic chemistry , chemistry , copolymer , physics , quantum mechanics , composite material , catalysis
Fluoroalkyl end‐capped cooligomers containing diphenylacetylene segments [ R F ‐(DPMA) x ‐(Co‐M) y ‐ R F ] 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. Copyright © 2009 John Wiley & Sons, Ltd.