Photopolymerization of alicyclic methacrylate hydrogels for controlled release

Abstract

Alicyclic hydroxy methacrylate monomer, o-hydroxycyclohexyl methacrylate (HCMA), was synthesized and characterized by Fourier transformed infrared spectroscopy (FT-IR) and proton nuclear magnetic resonance spectroscopy ( 1 H-NMR). Photopolymerization kinetics of HCMA was investigated via real-time infrared spectroscopy (RT-IR). Polymeric network hydrogels based on hydroxyethyl methacrylate (HEMA) and HCMA were prepared by using the photopolymerization technique. Mechanical strength, swelling characteristic, and controlled release behavior of hydrogels with various feed compositions were studied. Poly(HEMA-co-HCMA) hydrogel had higher storage modulus than that of poly(HEMA) hydrogel as investigated by dynamic mechanical analysis (DMA). Acid orange 8 was used as a model drug for the investigation of drug release behavior of copolymeric hydrogels. Results indicated that increase in HCMA ratio in hydrogel composition could reduce the swelling rate and prolong the release time. Scanning electron microscopy (SEM) was also utilized to study the surface morphology of hydrogels, and the results indicated that HCMA content influenced pore diameter on the hydrogel surface.

Monitoring the Interfacial Polymerization of Piperazine and Trimesoyl Chloride with Hydrophilic Interlayer or Macromolecular Additive by In Situ FT-IR Spectroscopy

“…In situ FT-IR spectroscopy is a powerful and well-established tool to investigate the reaction taking place at the solid/liquid interface [18,19], and to provide the real-time information about the IP reaction, such as mechanism and kinetics [20,21]. For example, Han et al used a self-made FT-IR sample cell to monitor the photo-polymerization of alicyclic methacrylate hydrogel for controlled drug release [22]. Zimudzi et al analyzed the Nafion film thickness [23], and quantified the carboxylic acid concentration of the polyamide-based membrane [24].…”

Monitoring the Interfacial Polymerization of Piperazine and Trimesoyl Chloride with Hydrophilic Interlayer or Macromolecular Additive by in-situ FT-IR Spectroscopy

“…In-situ FT-IR spectroscopy is a powerful and well-established tool to investigate the reaction taking place at the solid/liquid interface [18,19], and to provide the real-time information about the reaction, such as mechanism and kinetics [20,21]. For example, Han et al used a self-made FT-IR sample cell to monitor the photo-polymerization of alicyclic methacrylate hydrogel for the controlled drug release [22]. Zimudzi et al analyzed the Nafion film thickness [23], and quantified the carboxylic acid concentration in the polyamide-based membrane [24].…”

Application of Fiber-Optic Attenuated Total Reflection-FT-IR Methods for In Situ Characterization of Protein Delivery Systems in Real Time

“…26-28 Han et al used a custom built sample cell to monitor the extent of polymerization using FTIR during hydrogel formulation for the purpose of drug delivery. 29 IR techniques have also been applied to the study of particle delivery systems. A few notable studies include work by Langer and coworkers using FTIR to characterize protein secondary structure upon release from microspheres 30 to assess extent of denaturation during the formulation process.…”

“…FT-IR is most often used as a general characterization method in hydrogel studies . ATR-FT-IR also provided important information regarding protein adsorption to surfaces. − Han et al used a custom built sample cell to monitor the extent of polymerization using FT-IR during hydrogel formulation for the purpose of drug delivery . IR techniques have also been applied to the study of particle delivery systems.…”