Fluorene‐based conjugated polymer with tethered thymines: click postpolymerization synthesis and optical response to mercury(II). Issue 4 (22nd December 2012)

• Record Type: Journal Article
• Authors: Lei, Yanli; Ma, Fudong; Tian, Yong; Niu, Qiaoli; Mi, Hongyu; Nurulla, Ismayil; Shi, Wei
• Is Part Of: Journal of applied polymer science. Volume 129:Issue 4(2013:Aug. 15)
• Page Start: 1763
• Page End: 1772
• Publication Date: 2012-12-22
• Subjects: Polymers -- Periodicals; Polymerization -- Periodicals; 668.9
• DOI: 10.1002/app.38817
• Languages: English
• ISSNs: 0021-8995

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A kind of fluorene‐based conjugated polymer with tethered thymine (T) groups {poly[(9, 9‐dioctyl)‐2, 7‐fluorene‐{9, 9‐dioctyl‐4–1, 2, 3‐triazol‐[5‐(hydroxymethyl)tetrahydrofuran‐2‐yl]‐5‐methylpyrimidine‐2, 4(1H, 3H)‐dione}‐2, 7‐fluorene]‐<italic>co</italic>‐[(9, 9‐dioctyl)‐2, 7‐fluorene‐4, 7‐bis(5‐thiophen‐2‐yl)benzo‐2, 1, 3‐thiadiazole] (<bold>P‐3</bold>)} was successfully synthesized by a Cu(I)‐catalyzed click reaction between the acetylene‐substituted polymer precursor {poly[(9, 9‐dioctyl)‐2, 7‐fluorene‐(9, 9‐dioctyl‐4‐phenylacetylene fluorene)]‐<italic>co</italic>‐[(9, 9‐dioctyl)‐2, 7‐fluorene‐4, 7‐bis(5‐thiophen‐2‐yl)benzo‐2, 1, 3‐thiadiazole]} and 3′‐azido‐3′‐deoxythymidine. The chemical structures of the intermediates and target polymer were verified by Fourier transform infrared spectroscopy and <sup>1</sup>H‐NMR analyses. The specific binding with Hg<sup>2+</sup> of <bold>P‐3</bold> was corroborated by ultraviolet–visible spectroscopy and photoluminescence analyses against other metal ions. The results show that <bold>P‐3</bold> possessed selectivity and sensitivity toward Hg<sup>2+</sup>. Around 77% of photoluminescence intensity of <bold>P‐3</bold> was quenched when the concentration of Hg<sup>2+</sup> reached 7.7 × 10<sup>−4</sup><italic>M</italic> and with a detection limit in the range of about 4.8 μ<italic>M</italic>. A comparison experiment suggested that a synergic effect of the tethered T and S atoms interrelated with Hg<sup>2+</sup> existed in <bold>P‐3</bold>. Most of the fluorescence intensity of <bold>P‐3</bold> was recovered upon the addition of iodide anions to the <bold>P‐3</bold>/Hg<sup>2+</sup> complex; this suggested that <bold>P‐3</bold> could be used as a potential reversible optical Hg<sup>2+</sup> probe. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013</p> </abstract>