Hostname: page-component-cd9895bd7-gvvz8 Total loading time: 0 Render date: 2024-12-27T01:47:47.637Z Has data issue: false hasContentIssue false
  • English
  • Français

Modeling of Spiropyran: Calculation Of Absorption Spectra

Published online by Cambridge University Press:  15 February 2011

J. A. Young ,
B. L. Farmer  and
W. W. Adams
J. A. Young
Affiliation:
Department of Materials Science and Engineering, University of Virginia, Charlottesville, VA 22903-2442
B. L. Farmer
Affiliation:
Department of Materials Science and Engineering, University of Virginia, Charlottesville, VA 22903-2442
W. W. Adams
Affiliation:
Materials Directorate, Wright Laboratory, Wright-Patterson Air Force Base, OH 45433-7734
Get access

Abstract

Semiempirical computational chemistry techniques were used to investigate the absorption spectra of 1′-isopropyl-3′,3′-dimethyl-indoline-spiro-6-nitro-8-methoxy-benzopyran. The spectra of both the closed (spiropyran) and open (merocyanine) forms were calculated using the INDO/CI method. Spectroscopic calculations showed the effects, both electronic and steric, that substituents such as hydrogen, methoxy and thiophene have on the absorption spectrum. Knowledge of the absorption spectra as a function of the choice and placement of substituents and molecular geometry will potentially allow optical properties to be optimized for specific applications.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 374: Symposia ZB – Materials for Optical Limiting , 1994 , 45
Copyright
Copyright © Materials Research Society 1995

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. Guglielmetti, R., Photochromism: Molecules and Systems, Chap.8 (Elsevier Science Pub. Co., New York), 1990, p. 314.Google Scholar
2. Kholmanskii, A.S. and Dyumaev, K.M., Russian Chemical Reviews 56 (2), 136 (1987).Google Scholar
3. SYBYL, Version 6.01,Tripos Associates, St. Louis, MO.Google Scholar
4. Stewart, J. J. P., MOPAC: A General Molecular Orbital Package, Version 5.0, QCPE Program Number 455, (1988).Google Scholar
5. Zerner, M.C., Users Guide to ZINDO- A Comprehensive Semi-Empirical SCF/CI Package.Google Scholar
6. Ridley, J. and Zerner, M.C., Theoret. Chim.Acta., 32, 111 (1973).Google Scholar
7. Loew, G.H., Herman, Z.S. and Zerner, M.C., International Journal of Quantum Chemistry, 18, 481 (1980).Google Scholar
8. Edwards, W.D., Weiner, B. and Zerner, M.C., J.Am. Chem. Soc., 108, 2196 (1986).Google Scholar
9. Edwards, W. D, Zerner, M.C., Can. J. Chem., 63, 1763 (1985).Google Scholar
10. Tinland, B., Guglielmetti, R. and Chalvet, O., Tetrahedron, 29, 665 (1973).Google Scholar
11. Gilbert, A. and Baggott, J., Essentials of Molecular Photochemistry, (Blackwell Scientific Publication, Boca Raton, Flordia, 1991).Google Scholar
12. Bertelson, R., Photochromism, Chap 3, Ed. Brown, G. J. (Wiley and Sons, Inc., New York 1971).Google Scholar
13. Kholmanskii, A., Zubkov, A. and Dyumaev, K., Russian Chemical Reviews, 50 (4), 305 (1981).Google Scholar
14. Suzuki, H., Electronic Absorption Spectra and Geometry of Organic Molecules, (Academic Press. New York. 1967), Chap. 7.Google Scholar