QD371 : Synthesis of new derivatives and photochromic polymers containing spiropyran chromophores
Thesis > Central Library of Shahrood University > Chemistry > PhD > 2021
Authors:
Zeinalabedin Sepehr [Author], Hossein Nasr Isfahani[Supervisor], Ali Reza Mahdavian [Advisor]
Abstarct: In this thesis, we will introduce the research activities performed. In one of these activities, two N-alkyne-functionalized spiropyran derivatives, 1'-(propargyl)-3',3'-dimethyl-6-nitrospiro[2H-1-benzopyran-2,2'-indoline] and 1'-(propargyl)-3',3'-dimethyl-8-nitrospiro[2H-1-benzopyran-2,2'-indoline] were synthesized. The regioselective lixnking of these alkyne-functionalized spiropyrans to the aryl and alkyl azide compounds was carried out in the presence of copper (I) iodide and sodium ascorbate. The photochromic responses of the products upon exposure to UV irradiation were investigated by UV-visible spectroscopy. In the second research activity, some 1′,3′,3′-trimethylspiro[chromene-2,2′-indoline] derivatives containing the nitro and formyl groups are synthesized via the reaction of 1,3,3-trimethyl-2-methylene-5-nitroindoline with the corresponding salicylaldehyde derivatives. These compounds have different photochromic behaviors. The synthesized photochromic molecules are characterized by the FT-IR, 1H-NMR, and 13C-NMR spectroscopic techniques. In order to investigate the photochromic properties of these compounds, the UV–visible spectroscopic analyses of their methanolic solutions before and after exposure to a UV lamp (in the spectral range of 360–400 nm) are studied. In the final research work, we present the synthesis of 1',3',3'-trimethyl-8-nitrospiro[chromene-2,2'-indoline] and its solvatochromism, photochromism in the solid-state, mixed, and in covalent bonding with polystyrene.
Keywords:
#Photochromism #Spiropyran #Salicylaldehyde #2 #3 #3-trimethylindolenine #Click reaction. Keeping place: Central Library of Shahrood University
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