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Optical Absorption, Luminescence, And Redox Switching Properties Of Polyphenylene Derivatives

Published online by Cambridge University Press:  16 February 2011

John R. Reynolds ,
Andrew D. Child ,
Jose P. Ruiz ,
Janice L. Musfeldt ,
Bala Sankaran ,
Fernando Larmat ,
Peter Balanda  and
David B. Tanner
John R. Reynolds
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
Andrew D. Child
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
Jose P. Ruiz
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
Janice L. Musfeldt
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
Bala Sankaran
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
Fernando Larmat
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
Peter Balanda
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
David B. Tanner
Affiliation:
Departments of Chemistry and Physics, Center for Macromolecular Science and Engineering, University of Florida, Gainesville, Florida 32611
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Abstract

A series of polyphenylene derivative polymers with a variety of heterocyclic units along the main chain, and various pendant groups, have been synthesized and their optoelectrochemical properties examined. Polyphenylenes containing electronically isolated emitter centers have optical absorption and luminescence characteristics which are a function of the length of the conjugated unit. A water soluble electroactive rigid-rod poly (p-phenylene), specifically Poly[2,5-bis (propoxy-3-sulfonate)-1,4-phenylene-alt,4-phenylene], has been prepared. Solution cast films of this polymer exhibit optical evidence for bipolarons via both p-type and n-type electrochemical doping. Further poly (p-phenylene) (PPP) derivatives are being pursued, including PPP's bearing pendant donor molecules for charge transfer complex formation. A series of polymers containing alternating p-phenylene units with bithienylene and bifuranylene units, specifically poly[1,4-bis (2-heterocycle)-2,5-disubstituted-1,4-phenylenes], have been synthesized with both alkyl and alkoxy pendant groups. Steric interactions disrupt the ability of the redox doped polymers to attain planarity, strongly affecting the polymer's oxidation potentials and DC conductivities. The substituent length has little effect on the electronic properties of the polymer, but greatly affects the polymer's solubility and transport properties during redox switching.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 328: Symposium Q – Electrical, Optical, and Magnetic Properties of Organic Solid State Materials , 1993 , 191
Copyright
Copyright © Materials Research Society 1994

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References

REFERENCES

1. Ivory, D.M., Miller, G.G., Sowa, J.M., Shacklette, L.W., Chance, R.R., Baughman, R.H., J. Chem. Phys. 71, 1506 (1979).CrossRefGoogle Scholar
2. Grem, G., Leditzky, G., Ullrich, B. and Leising, G., Adv. Mater. 4, 36 (1992).Google Scholar
3. Rehahn, M., Schlüter, A.-D., Wegner, G. and Feast, W.J., Polymer 30, 1054 (1989).CrossRefGoogle Scholar
4. Rehahn, M., Schlüter, A.-D., Wegner, G. and Feast, W.J., Polymer 30, 1060 (1989).Google Scholar
5. Rehahn, M., Schlüter, A.-D. and Wegner, G., Makromol. Chem. 191, 1991 (1990).Google Scholar
6. Suzuki, A., Acc. Chem. Res. 15, 178 (1982).Google Scholar
7. Wallow, T.I. and Novak, B.M., Am. Chem. Soc., Div. Polym. Chem., Polym. Prepr. 32 (3), 191 (1991).Google Scholar
8. Wallow, T.I. and Novak, B.M., J. Am. Chem. Soc. 113, 7411 (1991).Google Scholar
9. Wallow, T.I. and Novak, , Am. Chem. Soc., Div. Polym. Chem., Polym. Prepr. 33 (1), 908 (1992).Google Scholar
10. Ballard, D.G.H., Courtis, A., Shirley, I.M. and Taylor, S.C., J. Chem. Soc., Chem. Commun, 954 (1983).Google Scholar
11. Ballard, D.G.H., Courtis, A., Shirley, I.M. and Taylor, S.C., Macromolecules, 21, 294 (1988).Google Scholar
12. Ruiz, J.P., Nayak, K., Child, A.D., Marynick, D.S. and Reynolds, J.R., Mat. Res. Soc. Symp. Proc. 173, 369 (1990).Google Scholar
13. Reynolds, J.R., Ruiz, J.P., Child, A.D., Nayak, K. and Marynick, D.S., Macromolecules 24, 678 (1991).Google Scholar
14. Ruiz, J.P., Dharia, J.R., Reynolds, J.R. and Buckley, L.J., Macromolecules 25, 849 (1992).Google Scholar
15. Child, A.D. and Reynolds, J.R., J. Chem. Soc., Chem. Commun. 1779 (1991).CrossRefGoogle Scholar
16. Reynolds, J.R., Child, A.D., Ruiz, J.P., Hong, S.Y. and Marynick, D.S., Macromolecules 26, 2095 (1993).Google Scholar
17. Sun, Z.W. and Frank, A.J., J. Chem. Phys. 94, 4600 (1991).Google Scholar
18. Ferraris, J., Cowan, D.O., Walatka, V.V. Jr and Perlstein, J., J. Am. Chem. Soc. 95, 948 (1973).Google Scholar
19. Yamamoto, K., Nishide, H. and Tsuchida, E., Polym. Bull. 17, 163 (1987).Google Scholar