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Synthesis and structural investigation of 1′,3′,3′-trimethyl-6-hydroxy-spiro(2H-1-benzopyran-2,2′-indoline), 1′,3′,3′-trimethyl-6-methacryloyloxy-spiro(2H-1-benzopyran-2,2′-indoline) and a copolymer with methyl methacrylate by 1D and 2D NMR spectroscopy
Authors:M. Moniruzzaman  G.F. Fernando
Affiliation:a Engineering Systems Department, Cranfield University, Shrivenham, Swindon SN6 8LA, England, United Kingdom
b Department of Environmental and Ordnance Systems, Cranfield University, Shrivenham, Swindon SN6 8LA, England, United Kingdom
Abstract:Photo-responsive spiropyran-based compounds, such as, 1′,3′,3′-trimethyl-6-hydroxy-spiro(2H-1-benzopyran-2,2′-indoline) [OHSP], its monomer, such as 1′,3′,3′-trimethyl-6-methacryloyloxy-spiro(2H-1-benzopyran-2,2′-indoline) [MOSP] and its copolymers with methyl methacrylate [MMA] were synthesised using conventional synthetic routes. The copolymerisation was carried out either in tetrahydrofuran [THF] or in toluene using 2,2′-azobisisobutyronitrile [AIBN] as an initiator. The structures of these materials were investigated using 1H and 13C NMR spectroscopy. DEPT-135, HCCOSW and COSY45 NMR experiments were used to assign and interpret the complex structure of spiropyran based materials.
Keywords:Spiropyran   Methyl methacrylate   Chromophore   2D NMR
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