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Preparation of N,N-p-phenylene bismethacryl amide as a novel cross-link agent for synthesis and characterization of the core–shell magnetic molecularly imprinted polymer nanoparticles

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Abstract

Novel magnetic molecularly imprinted nanoparticles (MMIPs) using N,N-p-phenylene bismethacryl amide as a cross linker and super paramagnetic core–shell nanoparticle as a supporter for use in controlled release were prepared by precipitation polymerization. Novel cross-linking agents were synthesized by the reaction of methacryloyl chloride with p-phenylenediamine. Then, the Fe3O4 nanoparticles were encapsulated with a SiO2 shell and functionalized with –CH=CH2 and MMIPs were further prepared by using methacrylic acid as a functional monomer, N,N-p-phenylene bismethacryl amide as a cross-linking agent and betamethasone as template. Magnetic non-MIPs were also prepared with the same synthesis procedure as with MMIPs only without the presence of the template. The obtained MMIPs were characterized by using transmission electron microscopy, Fourier transform infrared spectrum, X-ray diffraction, energy-dispersive X-ray spectroscopy, and the vibrating sample magnetometer. The performance of the MMIPs for the controlled release of betamethasone was assessed and results indicated that the magnetic MIPs also had potential applications in drug controlled release.

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Acknowledgments

The authors wish to express their gratitude to Iran National Science Foundation (INSF) and Amirkabir University of Technology for their support in carrying out this project. We would also like to thank Dr. Ebadullah Asadi, Dr. Alireza Hasani and other co-workers in nano lab of Amirkabir University of Technology for their help.

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Authors and Affiliations

  1. Department of Chemistry, Amirkabir University of Technology, Tehran, Iran

    Saman Azodi-Deilami, Majid Abdouss & Zahra Shariatinia

  2. Department of Organic Chemistry, Faculty of Chemistry, Razi University, Kermanshah, Iran

    Davood Kordestani

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  1. Saman Azodi-Deilami
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  2. Majid Abdouss
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  3. Davood Kordestani
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  4. Zahra Shariatinia
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Correspondence to Majid Abdouss.

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Azodi-Deilami, S., Abdouss, M., Kordestani, D. et al. Preparation of N,N-p-phenylene bismethacryl amide as a novel cross-link agent for synthesis and characterization of the core–shell magnetic molecularly imprinted polymer nanoparticles. J Mater Sci: Mater Med 25, 645–656 (2014). https://doi.org/10.1007/s10856-013-5118-8

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