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Synthesis and Characterization of N,N-Bis(2-hydroxyethyl) Cinnamamide as a Photo-Responsive
writer:Jin, CL; Sun, XY; Wu, LB*
keywords:N,N-Bis(2-hydroxyethyl) cinnamamide, photo-sensitive monomer, photo-responsive polymer, light-induced
source:期刊
specific source:Monomer DESIGNED MONOMERS AND POLYMERS 14(1): 47-55, 2011
Issue time:2011年

N,N-Bis(2-hydroxyethyl) cinnamamide (BHECA), a diol monomer with a pendant photo-responsive cinnamamide
group, was successfully synthesized in high yield from methyl cinnamate (MC) and diethanolamine
(DEA) under mild conditions. This ammonolysis approach is characterized by readily available and safe raw
material, high yield and easy separation. Also, it does not require the use of an organic solvent. The product
was characterized with element analysis, FT-IR, 1H-NMR, MS, DSC and TGA. Its photo-response was
tested by ultraviolet absorption. BHECA is able to undergo reversible [2+2] cycloaddition under alternating
>260 nm and <260 nm ultraviolet irradiation and, therefore, appears to be a potential functional monomer
for synthesis of novel photo-responsive polymers.