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Poly(pyridinium salt)s with organic counterions derived from 3,3′-dimethylnaphthidine: thermal, liquid crystalline, and optical properties

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Abstract

A poly(pyridinium salt) was synthesized from 4,4′-(1,4-phenylene)bis(2,6-diphenylpyrilium)tosylate and 3,3′-dimethylnaphthidine. Tosylate counterion was exchanged with other organic counterions such as triflimide, 1-napthalenesulfonate, and 2-napthalenesulfonate in DMSO to yield a total of four poly(pyridinium salt)s. Their chemical structures were established by using various spectroscopic techniques. Gel permeation chromatography showed that their number-average molecular weights (Mn) were in the range of 56–76 kg/mol and polydispersities in the range of 1.09–1.32. Their thermal stabilities ranged from 290 to 425 °C, under nitrogen atmosphere. Even though these polymers didn’t show thermotropic liquid crystalline phases, counterion-dependent lyotropic liquid-crystalline phase were observed in some polar aprotic solvents above their critical concentrations. Each of these polymers emitted green light (500–572 nm) both in solutions and solid states as observed by UV–vis and photoluminescent spectroscopies.

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Acknowledgments

We thank the University of Houston-Downtown Department of Natural Sciences for the financial support of this project. Undergraduate student participant, DT was supported by Robert A. Welch Foundation’s Departmental Grant (BJ-0027) to the University of Houston-Downtown. We sincerely thank Vinh Nguyen and Shaneela R. Omar for their initial contribution to this project. This work is in part supported by the NSF under Grant No. 0447416 (NSF EPSCoR RING-TRUE III), NSF-Small Business Innovation Research (SBIR) Award (Grant OII-0610753), NSF-STTR Phase I Grant No. IIP-0740289, and NASA GRC Contract No. NNX10CD25P.

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Authors and Affiliations

  1. Department of Natural Sciences, University of Houston-Downtown, One Main Street, Houston, TX, 77002-1001, USA

    Robin Jose & Dat Truong

  2. Department of Chemistry and Biochemistry, University of Nevada Las Vegas, 4505 Maryland Parkway, Box 454003, Las Vegas, NV, 89154-4003, USA

    Haesook Han & Pradip K. Bhowmik

  3. Department of Biochemistry and Biophysics, College of Agriculture and Life Sciences, Texas A&M University, 2128 TAMU, College Station, TX, 77843-2128, USA

    Dat Truong

Authors
  1. Robin Jose
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  2. Dat Truong
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  3. Haesook Han
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  4. Pradip K. Bhowmik
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Corresponding authors

Correspondence to Robin Jose or Pradip K. Bhowmik.

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Jose, R., Truong, D., Han, H. et al. Poly(pyridinium salt)s with organic counterions derived from 3,3′-dimethylnaphthidine: thermal, liquid crystalline, and optical properties. J Polym Res 22, 14 (2015). https://doi.org/10.1007/s10965-014-0651-9

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