Abstract
Vanillin was used to synthesize a new derivative with an active aldehyde group and response to pH. It is named 2-((diethylamino) methyl)-4-formyl-6-methoxyphenyl acrylate, abbreviated to DEAMVA. The chemical structures were evaluated by 1H, 13C nuclear magnetic resonance (NMR), infrared (IR), and UV-Vis-spectroscopy, and all results demonstrated good statement. In order to achieve the dual responsive behavior thermo-pH with functionality, free radical polymerization of N-isopropylacrylamide with DEAMVA in different molar ratios (5, 10, 15 mol%) has been used, with azobisisobutyronitrile (AIBN) as the initiator. The chemical structure of the polymers was investigated by 1H NMR and IR. The dual responsive functional copolymer was exposed to a grafted process with tryptophan and tyrosine, both of which were also evaluated by 1HNMR and IR. Copolymers before and after grafting were physically investigated by size exclusion chromatography (SEC) for estimation of the molecular weight, the glass transition temperature by differential scanning calorimeter (DSC) and scanning electron microscope (SEM) for the surface morphology. The phase separation or lower critical solution temperature (LCST) (Tc) of the polymer solution was determined not only by a turbidity method using the change in the transmittance with temperature, but also by micro-DSC. The conversion to an amino acid-grafted polymer was detected through Beer’s law for the absorption of the –CH=N- imine group by UV-Vis-Spectroscopy.
Highlights
Many living creatures can change their behavior according to the surrounding environment; examples include the Venus flytrap, the leaves of Mimosa pudica, sunflowers, sea cucumbers, and chameleons [1,2,3,4]
Step 1: Is the formation of (3-[(diethylamino) methyl)-4-hydroxy-5-methoxy-benzaldehyde) (I). This has been done by the reaction of vanillin with diethylamine and formaldehyde, according to Mannich reaction mechanism
Vanillin acrylate monomer has been prepared in two steps; first, by the preparation of vanillin with tertiary amine group which reacted with acryloyl chloride for the preparation of the final product, DEAMVA
Summary
Many living creatures can change their behavior according to the surrounding environment; examples include the Venus flytrap (closes fast enough to catch its prey), the leaves of Mimosa pudica (collapses immediately when touched), sunflowers (follow the movement of the sun), sea cucumbers (change their stiffness in the face of danger), and chameleons (change color according to the nature of the environment) [1,2,3,4].Over the past few years, many scientists have focused their interest on a new kind of polymer material with special characterizations that can develop its behavior with the surrounding environment.Several definitions were used like environment, intelligent, smart, and responsive, according to the physical/chemical properties. Many living creatures can change their behavior according to the surrounding environment; examples include the Venus flytrap (closes fast enough to catch its prey), the leaves of Mimosa pudica (collapses immediately when touched), sunflowers (follow the movement of the sun), sea cucumbers (change their stiffness in the face of danger), and chameleons (change color according to the nature of the environment) [1,2,3,4]. Over the past few years, many scientists have focused their interest on a new kind of polymer material with special characterizations that can develop its behavior with the surrounding environment. Several definitions were used like environment, intelligent, smart, and responsive, according to the physical/chemical properties These polymer materials can develop their responses to temperature, the intensity of light, humidity, pH, ionic strength, and electric/magnetic fields. They can be classified as one of single stimuli-responsive, dual stimuli-responsive, or multistimuli responsive [5,6,7].
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