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End Functionalized Nonionic Water‐Dispersible Conjugated Polymers
Author(s) -
Zhan Ruoyu,
Liu Bin
Publication year - 2017
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201700010
Subject(s) - polymer , polymer chemistry , monomer , chemistry , divinylbenzene , ethylene glycol , lower critical solution temperature , conjugated system , fluorene , organic chemistry , copolymer , styrene
2,7‐Dibromofluorene monomers carrying two or four oligo(ethylene glycol) (OEG) side chains are synthesized. Heck coupling between the monomers and 1,4‐divinylbenzene followed by end capping with [4‐(4‐bromophenoxy)butyl]carbamic acid tert ‐butyl ester leads to two nonionic water‐dispersible poly(fluorene‐ alt ‐1,4‐divinylenephenylene)s end‐functionalized with amine groups after hydrolysis. In water, the polymer with a lower OEG density ( P1 ) has poor water dispersibility with a quantum yield of 0.24, while the polymer with a higher OEG density ( P2 ) possesses excellent water‐dispersibility with a high quantum yield of 0.45. Both polymers show fluorescence enhancement and blue‐shifted absorption and emission maxima in the presence of surfactant sodium dodecyl sulfate and dodecyltrimethylammonium bromide. The polymers are also resistant to ionic strength with minimal nonspecific interactions to bovine serum albumin. When biotin is incorporated into the end of the polymer backbones through N ‐hydroxysuccinimide/amine coupling reaction, the biotinylated polymers interact specifically with streptavidin on solid surface.