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Novel Enzymatically Synthesized Substituted Polyaniline with High Conjugation and Conductivity

Published online by Cambridge University Press:  05 March 2018

Ferdinando F. Bruno ,
Ramaswamy Nagarajan ,
Weeradech Kiratitanavit ,
Nicole Favreau-Farhadi ,
Bora Yoon ,
Stephen Fossey  and
Manuele Bernabei
Ferdinando F. Bruno*
Affiliation:
US Army Natick Soldier Research Development and Engineering Center, RDECOM, Natick, MA01760, United States.
Ramaswamy Nagarajan
Affiliation:
Department of Plastics Engineering and Center for Advanced Materials, University of Massachusetts, Lowell, Lowell, MA01854
Weeradech Kiratitanavit
Affiliation:
Department of Plastics Engineering and Center for Advanced Materials, University of Massachusetts, Lowell, Lowell, MA01854
Nicole Favreau-Farhadi
Affiliation:
US Army Natick Soldier Research Development and Engineering Center, RDECOM, Natick, MA01760, United States.
Bora Yoon
Affiliation:
US Army Natick Soldier Research Development and Engineering Center, RDECOM, Natick, MA01760, United States.
Stephen Fossey
Affiliation:
US Army Natick Soldier Research Development and Engineering Center, RDECOM, Natick, MA01760, United States.
Manuele Bernabei
Affiliation:
ITAF, Test Flight Centre, Chemistry Dept. Pratica di Mare AFB, 00071Pomezia (Rome), Italy (UE).
*
*(Email: ferdinando.f.bruno.civ@mail.mil)
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Abstract

An efficient enzymatic route for the synthesis of conducting oligomer of substituted aniline complexed with poly(sodium 4-styrenesulfonate) is presented. This polyelectrolyte assisted horseradish peroxidase catalyzed oligomerization of ortho-toluidine provides a route to synthesize water-soluble, highly conductive oligomers under acidic conditions. The UV-Vis, FTIR, thin film conductivity, molecular weight assessment and modeling studies of the oligomer/polymer complex indicate the presence of a thermally stable and electroactive oligomer with extended conjugation that was not present in similar conductive polymers (e.g. PANI). Moreover, the use of water-soluble templates provide a unique combination of properties such as high conductivity and processability. The same procedure was also implemented for the polymerization of 2,6-xylidine: however, the reaction did not occur suggesting a much more complex stereo-specificity of the enzymatic polymerization. Modeling studies were used to explain this behavior. The conductive poly(ortho-toluidine) can be used in chemiresistive sensors for the detection of humidity.

Keywords

biomaterialpolymerelectrical properties
Type
Articles
Information
MRS Advances , Volume 3 , Issue 27: Biomaterials and Soft Materials , 2018 , pp. 1519 - 1524
Copyright
Copyright © Materials Research Society 2018 

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References

REFERENCES

Joo, J., Epstein, A., J. Appl. Phys. Lett. 65,2278 (1994)CrossRefGoogle Scholar
MacDiarmid, A. G., Synth. Met. 84, 27(1997)CrossRefGoogle Scholar
Chen, S. A., Hwang, G. W., J. Am. Chem. Soc. 117, 10055 (1995)CrossRefGoogle Scholar
Nguyen, M.T., Kasai, P., Miller, J.L., Macromolecules 27, 3625 (1994)CrossRefGoogle Scholar
Chen, S. A., Hwang, G. W., J. Am. Chem. Soc. 116, 7939 (1994)CrossRefGoogle Scholar
Liu, W., Kumar, J., Tripathy, S., Senecal, K. J., Samuelson, L., J. Am. Chem. Soc. 121, 71 (1999)CrossRefGoogle Scholar
Bruno, F. F., Akkara, J. A., Kaplan, D. L., Sekher, P., Marx, K. A., Tripathy, S. K., Ind. Eng. Chem. Res. 34, 4009 (1995)CrossRefGoogle Scholar
Roy, S., Fortier, J. M., Nagarajan, R., Tripathy, S., Kumar, J., Samuelson, L. A., Bruno, F. F., Biomacromolecules 3, 93 (2002)CrossRefGoogle Scholar
Nagarajan, S., Kumar, J., Bruno, F. F., Samuelson, L. A., Nagarajan, R., Macromolecules 41(9), 3049 (2008)CrossRefGoogle Scholar
Xu, P., Singh, A., Kaplan, D. L., Adv. Polym. Sci. 194, 285 (2006)Google Scholar
Yoon, B., Liu, S. F, Swager, T. M., Chem. Mater. 28, 5916 (2016)CrossRefGoogle Scholar
Fossey, S. A., Bruno, F. F., Kumar, J., Samuelson, L. A., Synth. Met., 159(14), 1409 (2009)CrossRefGoogle Scholar
Gaussian 09, Revision A.2, Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Scalmani, G., Barone, V., Mennucci, B., Petersson, G. A., et al. . Gaussian, Inc., Wallingford CT, (2009).Google Scholar