Skip to main content
SpringerLink
Log in

Acidichromism of indolinospirooxazines in isopropanol

  • Published:
Science in China Series B: Chemistry Aims and scope Submit manuscript

Abstract

1,3. 3-trimethyl-spiro[indolino-2, 3′-[2H]naphtho[2, 1-b] [1, 4]oxazine(SP1) and 1, 3, 3-trimenthy l-9′-methoxy-spiro[indolino-2, 3′-[2H]naphtho[2, 1-b] [1, 4]oxazine] (SP2) react with hydrochloric acid to form the complex SP. HCI in isopropanol solution at room temperature. The absorption maxima of these complexes are 440 and 463 nm respectively. In acidic media, the opening form of spirooxazine can react with hydrochloric acid to form the complex PMC. HCl via zwitterion form. The absorption spectra of PMC. HCI are obviously hypsochromic shifted compared with the reported spectra of the complex in neutral media. In the mean time, the thermal stability of the complex is increased. The first order kinetics for the decoloration process of the acidichromic product of the opening form was determined and the lifetimes of these products are 180 and 200 s, respectively.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Chu, N. Y. C., 4n+2 system: Spirooxazines, inPhotochromism, Molecules and System (eds. Durr, H., Bouas-Laruent, H.), Chapt. 10, Amsterdam: Elsevier, 1990.

    Google Scholar 

  2. Chu, N. Y. C., Photochromism of spiroindolinonaphthooxazine (I): Photophysical properties,Can. J. Chem., 1983, 61: 300.

    Article  CAS  Google Scholar 

  3. Schneider, S., Investigation of the photochromic effect of spiroindolinonaphthooxazine derivatives by time-resolved spectroscopy,Phys. Chem., Neue Folge, 1987, 154: 91.

    CAS  Google Scholar 

  4. Fan, M. G., Ming, Y. F., Liang, Y. C.et a1., Studies on relations between molecular structure and photwhromic properities of indolinonaphthmxazine,J. Chem. Soc., Perkin Trans. II., 1994, 1397.

    Google Scholar 

  5. Bohne, C., Fan, M. G., Scaiano, J. C.et a1., Laser photolysis studies of photochromic processes of spimxazines: solvent effect on merocyanine behaviour,J. Photochem. Photobiol., A: Chem., 1992, 66: 79.

    Article  CAS  Google Scholar 

  6. Rys, P., Weber, R., Wu, Q. L., Light-induced change of the molecular charge in a spironaphthmxazine compound,Can. J. Chenz., 1993, 71: 1828.

    Article  CAS  Google Scholar 

  7. Zhang, X. Y., Jin, S., Fan, M. G.et al., The structure character of photoproducts of indolinospiroosazines,Res. Chem. Intermed., 1995, 21: 17.

    Article  CAS  Google Scholar 

  8. Lee, Y. S., Kim, J. G. Huh, Y. D.el a1., Thermochromism of spiropyrans and spirmxazines,J. Korean Chem. Soc., 1994, 38(12): 864.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Photographic Chemistry Chinese Academy of Sciences, 100101, Beijing, China

    Liang Yongchao, Yangfu Ming & Meigong Fan

  2. Department of Chemistry, Oklahoma State University, Stillwater OK 74078-0447, USA

    Xiaodong Sun & Knobbe E. T.

Authors
  1. Liang Yongchao
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yangfu Ming
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Meigong Fan
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xiaodong Sun
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Knobbe E. T.
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Project supported by the National Natural Science Foundation of China and the Chinese Academy of Sciences.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yongchao, L., Ming, Y., Fan, M. et al. Acidichromism of indolinospirooxazines in isopropanol. Sc. China Ser. B-Chem. 40, 535–540 (1997). https://doi.org/10.1007/BF02875424

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02875424

Keywords

Search

Navigation