Polymeric forms of ionic liquids have many potential applications because of their ionic nature. Two ionic liquid monomers, 1-(4-vinylbenzyl)-3-methyl imidazolium hexafluorophosphate (VMIH) and 1-(4-vinylbenzyl)-4-(dimethylamino)-pyridinium hexafluorophosphate (VDPH), were synthesized through the quaternization of N-methylimidazole and 4-(dimethylamino) pyridine with 4-vinylbenzylchloride, respectively, and a subsequent anion exchange reaction with potassium hexafluorophosphate. The homopolymers of VMIH, VDPH, and its copolymers with methyl styrene (in various mole ratios) were synthesized by free radical polymerizations at 70°C using α,α′-azobis(isobutyronitrile) as an initiator. Anionic drug molecule, naproxen (an anti-inflammatory drug), was effectively loaded into these positive charges polymers (PCP) and remained inside of the PCP under acidic environment (pH 2-6.5). The amount of loading of drug was increased with increasing positive charge densities resulting from the increasing number of ionic liquids groups. PCP as a controllable release of anionic drug molecules can be used as an oral delivery drug systems targeting at intestine. This drug can be remained trapped in the polymers when passing through the acidic and neutral environment and be released in intestine, where the environmental pH is close to basic.
In this work, a new ionic liquid (IL) with two acidic and vinylic functional groups based on 1,2,3benzotriazolium cation was synthesized. This IL monomer was intercalated into the montmorillonite (MMT) layers by the ion exchange reaction and subsequently copolymerized with the IL monomer and methacrylic acid in order to obtain positive charge pH-sensitive nanocomposites. The structure of the IL monomer was characterized by FT-IR and 1 H-NMR spectroscopy, and the structure of the nanocomposites was studied and confirmed by the FT-IR, XRD, TGA, SEM, and EDX data. These pH-sensitive nanocarriers were used to load and in vitro release of the anticancer drug, methotrexate (MTX) in pH = 4 and pH = 7.4. The results showed that the release is pH dependent and more effective in acidic pH; therefore, these nanocarriers have potential to be used for cancer therapy.
New crosslinking reagent that has silyl group together with ethyl hydroxyl methacrylate was successfully synthesized. Network polymers with this crosslinked reagent, methacrylic acid, and silyl monomers of 2-hydroxyethyl methacrylate ester were synthesized and studied their properties. These sily monomers are: 2-[(triethylsilyl)oxy] ethyl methacrylate, 2-((tert-butyldimethylsilyl)oxy)ethyl methacrylate, and 2-((triphenylsilyl)oxy)ethyl methacrylate. All monomers and polymers were identified by spectroscopic methods. Then mesalasine was entrapped in these network polymers and the in vitro release profiles were established separately in both enzyme-free simulated gastric and intestinal fluids (SGF, pH 1) and (SIF, pH 7.4), respectively. In vitro release studies showed that these network polymers can be good candidates for colon-specific drug delivery.
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