Synthesis and Properties of Photochromic 6-Chloro-8-bromo-spiro(indoline-2,2'[2H]benzopyran) Compounds

Chem. J. Chinese Universities

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Synthesis and Properties of Photochromic 6-Chloro-8-bromo-spiro(indoline-2,2'[2H]benzopyran) Compounds

TAN Ting-Feng^1,2, HAN Jie¹, PANG Mei-Li¹, GAO Yong-Bin¹, MENG Ji-Ben¹

1. Department of Chemistry, Nankai University, Tianjin 300071, China;
2. Department of Materials Engineering, Tianjin Institute of Urban Construction, Tianjin 300384, China

Received:2006-01-12 Revised:1900-01-01 Online:2007-03-10 Published:2007-03-10
Contact: MENG Ji-Ben

Abstract

Abstract: A series of novel 6-chloro-8-bromo-spiropyrans were designed and synthesized. The structures of all the compounds were characterized by ¹H NMR, IR, MS, and elemental analysis. Single crystals of 1',3',3',5'-tetramethyl 6-Cl-8-Br-spiro(indoline-2,2'-[2H]-benzopyran) were determined by X-ray single diffraction. Combined with UV-Vis absorption spectra, the photochromic properties of these compounds were studied intensively in different solvents. Moreover, the relationship between the structure, solvent polarity and photochromism were analyzed. The results show that and the compound takes on excellent photochromism in the strong polarity solvents, electron-donor groups in indoline moiety and solvents with a strong polarity made the maximum absorption wavelength to hypochromic shift.

Key words: Spiropyran, Photochromism, UV absorption spectrum, Synthesis

CLC Number:

O626

TrendMD:

TAN Ting-Feng^1,2, HAN Jie¹, PANG Mei-Li¹, GAO Yong-Bin¹, MENG Ji-Ben¹. Synthesis and Properties of Photochromic 6-Chloro-8-bromo-spiro(indoline-2,2'[2H]benzopyran) Compounds[J]. Chem. J. Chinese Universities, doi: .

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Synthesis and Properties of Photochromic 6-Chloro-8-bromo-spiro(indoline-2,2'[2H]benzopyran) Compounds

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