Malaysian Journal of Analytical Sciences Vol 17 No 3 (2013): 422 – 429

 

 

 

PREPARATION AND ACTIVATION OF SPIROPYRAN-MEROCYANINE SYSTEM

 

(Penyediaan dan Pengaktifan bagi Sistem Spiropiran-Merosianin)

 

Rumaisa Nordin, Azwani Mat Lazim, Atisya Rohadi, Siti Aishah Hasbullah*

 

School of Chemical Sciences and Food Technology,

Faculty of Science and Technology

Universiti Kebangsaan Malaysia, 43600 Bangi

 

*Corresponding author: aishah80@ukm.my               

 

 

Abstract

A benzospiropyran derivative has been prepared by the condensation of the precursor, methylene indoline derivative with 2,3-dihydroxylbenzaldehye in 1:1 mole ratio. The product, spiro [2H-1-benzopyran-2, 2’-(8’-hydroxy-1’, 3’, 3’-trimethylindoline)] was able to undergo molecular rearrangement when exposed to UV light, producing an open form merocyanine. Both opened (MC) and closed form (SP) of benzospiropyran were characterized and distinguished by NMR spectroscopy, ATR Infrared and UV-vis absorption. In addition, complexation of metal ions with benzospiropyran in ethanol solution gives rise to colour changes that are visible to the naked eye. Hence, hypsochromic shift in the absorption bands were observed due to the metal ion binding (MC-M).

 

Keywords: benzospiropyran, photochromic, merocyanine and hypsochromic shift

 

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