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Issue 49, 2016, Issue in Progress
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Amphiphilic gels of solvatochromic fluorescent poly(2-oxazoline)s containing D–π–A pyrenes

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Abstract

Herein, we report amphiphilic, fluorescent, solvatochromic poly(2-methyl-2-oxazoline) (POZO-py) and poly(2-ethyl-2-oxazoline) (PEtOZO-py), which contain D–π–A pyrene dye units in their side chains. These new fluorescent polymers display solvatochromism and bright fluorescence in a variety of solvents, ranging from toluene (475 nm) to methanol (515 nm) and water (535 nm). Furthermore, amphiphilic gels (amphigels) of POZO-py and PEtOZO-py were synthesized by cross-linking the amine sites of partially hydrolyzed POZO-py and PEtOZO-py. Amphigels were formed rapidly when bridging ethyleneimine moieties were used for POZO-py and PEtOZO-py. These amphigels swell in various solvents, resulting in a solvatochromic shifts of the fluorescence emission. We furthermore determined the relationship between the swelling process, the solvatochromic properties, and the polymer structure of the POZO-py and PEtOZO-py gels. The different swelling properties led to different amphigel structures in water and hence, to different maximum fluorescence wavelengths. For example, a POZO-py amphigel with 10% ethyleneimine bridging exhibited the same solvatochromic behavior as POZO-py in solution. These results are significant in order to evaluate the solvatochromic properties of pyrene chromophores in polymers and to investigate gel structures and functional group interactions in gels.

Graphical abstract: Amphiphilic gels of solvatochromic fluorescent poly(2-oxazoline)s containing D–π–A pyrenes

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Supplementary files

Article information


Submitted
09 Mar 2016
Accepted
25 Apr 2016
First published
26 Apr 2016

RSC Adv., 2016,6, 42962-42970
Article type
Paper

Amphiphilic gels of solvatochromic fluorescent poly(2-oxazoline)s containing D–π–A pyrenes

C. Chen, Y. Niko and G. Konishi, RSC Adv., 2016, 6, 42962
DOI: 10.1039/C6RA06251B

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