Hostname: page-component-78c5997874-t5tsf Total loading time: 0 Render date: 2024-11-10T09:52:46.218Z Has data issue: false hasContentIssue false

Multifunctional Dendrimers Incorporating Diphenylaminopolyenylic Chromophores

Published online by Cambridge University Press:  21 March 2011

K. Ashworth
Affiliation:
Department of Chemistry and Biochemistry, Optical Technology Center, Montana State University, Bozeman, MT 59717, kimba@chemistry.montana.edu
B. Reeves
Affiliation:
Department of Chemistry and Biochemistry, Optical Technology Center, Montana State University, Bozeman, MT 59717, kimba@chemistry.montana.edu
A. Frost
Affiliation:
Department of Chemistry and Biochemistry, Optical Technology Center, Montana State University, Bozeman, MT 59717, kimba@chemistry.montana.edu
C. Spangler
Affiliation:
Department of Chemistry and Biochemistry, Optical Technology Center, Montana State University, Bozeman, MT 59717, kimba@chemistry.montana.edu
L. Sapochak
Affiliation:
Department of Chemistry, University of Nevada-Las Vegas, Las Vegas, NV 89154
A. Padmaperuma
Affiliation:
Department of Chemistry, University of Nevada-Las Vegas, Las Vegas, NV 89154
G. Schmett
Affiliation:
Department of Chemistry, University of Nevada-Las Vegas, Las Vegas, NV 89154
Get access

Abstract

We have previously shown that diphenylpolyenes incorporating diphenylamino donor substituents form exceptionally stable bipolaronic dications in solution, even at the bis-(diphenylamino)-E-stilbene level, whereas most previously known polyenylic bipolarons were unstable at lengths shorter than the tetraene1. Most recently we have also demonstrated that replacement of one of the diphenylamino substituents in the stilbene substrate with a N-(hydroxyethyl), N-ethylaminophenyl group yields a functionalized polyene that can easily be attached to PMMA as a pendant group, or to 3,5-dihydroxy-benzyl alcohol to form reactive dendrons2. These functionalized materials also form extremely stable bipolarons and are intensely fluorescent. In this presentation we will discuss the formation of G-0 dendrimers incorporating a series of polyenes related to the stilbene structure, and possible photonic applications.

Type
Research Article
Copyright
Copyright © Materials Research Society 1999

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

1. Spangler, C., Faircloth, T., Elandaloussi, E. H. and Reeves, B., Mat. Res. Soc. Symp. Proc. 488, p. 283 (1998).Google Scholar
2. Ashworth, K., Spangler, C. and Reeves, B., Prof. SPIE 3796, p. 170 (1999).Google Scholar
3. Spangler, C. W., McCoy, R. K., Dembek, A. A., Sapochak, L. and Gates, B. D., J. Chem. Soc. Perkin Trans. 1, p. 151 (1989).Google Scholar
4. Spangler, C. W., Liu, P.-K., Dembek, A. A. and Havelka, K. O., J. Chem. Soc. Perkin Trans 1, p. 799 (1991).Google Scholar
5. Spangler, C. W. and He, M. Q., J. Chem. Soc. Perkin Trans 1, p. 715 (1995).Google Scholar
6. Spangler, C. W. and He, M. Q., in Handbook of Conductive Molecules and Polymers: Vol. 2. Conductive Polymers: Synthesis and Electrical Properties, edited by Nalwa, H. S., John Wiley and Sons, Ltd., Chichester, 1997, pp. 389414.Google Scholar
7. Spangler, C. W., in Handbook of Conducting Polymers, edited by Skotheim, T., Elsenbaumer, R. and Reynolds, J., Marcel Dekker, Inc., New York, 1998, pp. 743763.Google Scholar
8. Spangler, C. W., J. Mater. Chem. 9, p. 2013 (1999).Google Scholar
9. Saraciftci, N. S. and Heeger, A. J., in Handbook of Organic Conductive Molecules and Polymers: Vol. 1. Charge-Transfer Salts, Fullerenes and Phtoconductors, edited by Nalwa, H. S., John Wiley and Sons, Ltd., Chichester, 1997, pp. 414455.Google Scholar