Share This Article:

Polymeric Nanohydrogels of Poly(N-Isopropylacrylamide) Combined with Others Functionalized Monomers: Synthesis and Characterization

Abstract Full-Text HTML Download Download as PDF (Size:1489KB) PP. 31-38
DOI: 10.4236/jbnb.2014.51005    3,365 Downloads   5,135 Views   Citations

ABSTRACT

Nanohydrogels from inverse microemulsion (w/o) polymerization, at 25°C, of N-isopropylacrylamide (NIPA) and functionalized monomers are described. The functionalized monomers were: N-(pyridine-4-ylmethyl) acrylamide (NP4MAM) and tert-butyl 2-acrylamidoethyl carbamate (2AAECM). The polymeric nanohydrogel obtained was characterized by attenuated total reflectance Fourier-transformed infrared spectroscopy (ATR-FTIR) and proton nuclear magnetic resonance spectrometry (1HNMR), while their morphology and particle size was assessed by scanning electron microscopy (SEM) and dynamic light scattering. Their thermal properties were studied by Differential Scanning Calorimetry (DSC) and Thermogravimetric Analysis (TGA). As a preliminary measure of biocompatibility, in vitro evaluations of the nanohydrogels were carried out by cellular toxicity (colon carcinoma cells, CT-26) and hemocompatibility tests. These evaluations showed that these nanohydrogels were not toxic in the examined concentration range and exhibited preliminary blood compatibility; therefore they could be used in biomedical applications.

Conflicts of Interest

The authors declare no conflicts of interest.

Cite this paper

L. Luztonó, Y. Donates, L. Guerrero Ramirez, A. Palomo, D. Silva and I. Katime, "Polymeric Nanohydrogels of Poly(N-Isopropylacrylamide) Combined with Others Functionalized Monomers: Synthesis and Characterization," Journal of Biomaterials and Nanobiotechnology, Vol. 5 No. 1, 2014, pp. 31-38. doi: 10.4236/jbnb.2014.51005.

References

[1] S. Chaterji, I. K. Kown and K. Park, “Smart Polymeric Gels: Redefining the Limits of Biomedical Devices,” Progress in Polymer Science, Vol. 32, No. 8-9, 2007, pp. 1083-1122.
http://dx.doi.org/10.1016/j.progpolymsci.2007.05.018
[2] J. Kopecek and J. Yang, “Hydrogels as Smart Biomaterials,” Polymer International, Vol. 56, No. 9, 2007, pp. 1078-1098. http://dx.doi.org/10.1002/pi.2253
[3] N. A. Peppas, P. Bures, W. Leobandung and H. Ichikawa, “Hydrogels in Pharmaceutical Formulations,” European Journal of Pharmaceutics and Biopharmaceutics, Vol. 50, No. 1, 2000, pp. 27-46.
http://dx.doi.org/10.1016/S0939-6411(00)00090-4
[4] L. G. Guerrero-Ramírez, S. M. Nuño-Donlucas, L. C. Cesteros and I. Katime, “Smart Copolymeric Nanohydrogels: Synthesis, Characterization and Properties,” Materials Chemistry and Physics, Vol. 112, No. 3, 2008, pp. 1088-1092.
[5] S. Dinçer, Z. M. O. Rzaev and E. Piskin, “Synthesis and Characterization of Stimuli-Responsive Poly(N-Isopropy-lacrylamideco-N-Vinyl-2-Pyrrolidone)” Journal of Polymer Research, Vol. 13, No. 2, 2006, pp. 121-131.
http://dx.doi.org/10.1007/s10965-005-9014-x
[6] B. V. Slaughter, S. S. Khurshid, O. Z. Fisher, A. Khademihosseini and N. A. Peppas, “Hydrogels in Regenerative Medicine,” Advanced Materials, Vol. 21, No. 32-33, 2009, pp. 3307-3329.
http://dx.doi.org/10.1002/adma.200802106
[7] L. Péres, V. Sáez and I. Katime, “Novel pH and Temperature Responsive Methacrylamide Microgels,” Macromolecular Chemistry & Physics, Vol. 210, No. 13-14, 2009, pp. 1120-1126
[8] N. P. Praetorius and T. K. Mandal, “Engineered Nanoparticles in Cancer Therapy,” Recent Patent on Drug Delivery & Formulation, Vol. 1, No. 1, 2007, pp. 37-51.
http://dx.doi.org/10.2174/187221107779814104
[9] J. D. Kingsley, H. Dou, J. Morehead, B. Rabinow, H. E. Gendelman and C. J. Destache, “Nanotechnology: A Focus on Nanoparticles as a Drug Delivery System,” Journal of Neuroimmune Pharmacology, Vol. 1, No. 3, 2006, pp. 340-350.
http://dx.doi.org/10.1007/s11481-006-9032-4
[10] E. S. Gil and S. M. Hudson, “Stimuli-Reponsive Polymers and Their Bioconjugates,” Progress in Polymer Science, Vol. 29, No. 12, 2004, pp. 1173-1222.
http://dx.doi.org/10.1016/j.progpolymsci.2004.08.003
[11] N. Singh and L. A. Lyon, “Synthesis of Multifunctional Nanogels Using a Protected Macromonomer Approach,” Colloid and Polymer Science, Vol. 286, No. 8-9, 2008, pp. 1061-1069. http://dx.doi.org/10.1007/s00396-008-1883-1
[12] S. Shidhaye, V. Lotlikar, S. Malke and V. Kadam, “Nanogel Engineered Polymeric Micelles for Drug Delivery,” Current Drug Therapy, Vol. 3, No. 3, 2008, pp. 209-217.
[13] M. Ferrari, “Cancer Nanotechnology: Opportunities and Challenges,” Nature Review, Vol. 5, No. 3, 2005, pp. 161-171. http://dx.doi.org/10.1038/nrc1566
[14] D. P. Chang, J. E. Dolbow and S. Zauscher, “Switchable Friction of Stimulus-Responsive Hydrogels” Langmuir, Vol. 23, No. 1, 2007, pp. 250-257.
http://dx.doi.org/10.1021/la0617006
[15] N. Morimoto, X.-P. Qiu, F. M. Winnik and K. Akiyoshi, “Dual Stimuli-Responsive Nanogels by Self-Assembly of Polysaccharides Lightly Grafted with Thiol-Terminated Poly(N-isopropylacrylamide) Chains,” Macromolecules, Vol. 41, No. 16, 2008, pp. 5985-5987.
http://dx.doi.org/10.1021/ma801332x
[16] X. Jiang, J. Zhang, Y. Xhou, J. Xu and S. Liu, “Facile Preparation of Core-Crosslinked Micelles from Azide-Containing Thermoresponsive Double Hydrophilic Diblock Copolymer via Click Chemistry,” Journal of Polymer Science Part A: Polymer Chemistry, Vol. 46, No. 3, 2008, pp. 860-871. http://dx.doi.org/10.1002/pola.22430
[17] Y. Z. You, K. K. Kalebaila, S. L. Brock and D. Oupicky, “Temperature-Controlled Uptake and Release in PNIPAM-Modified Porous Silica Nanoparticles,” Chemistry of Materials, Vol. 20, No. 10, 2008, pp. 3354-3359.
http://dx.doi.org/10.1021/cm703363w
[18] A. S. Mathews, C.-S. Ha, W.-J. Cho and I. Kim, “Drug Delivery System Based on Covalently Bonded Poly[NIsopropylacrylamide-co-2-Hydroxyethylacrylate]-Based Nanoparticle Networks,” Drug Delivery, Vol. 13, No. 4, 2006, pp. 245-251.
http://dx.doi.org/10.1080/10717540500313067
[19] J. Zhang, H. Chen, L. Xu and Y. Gu, “The Targeted Behavior of Thermally Responsive Nanohydrogel Evaluated by NIR System in Mouse Model,” Journal of Controlled Release, Vol. 131, No. 1, 2008, pp. 34-40.
http://dx.doi.org/10.1016/j.jconrel.2008.07.019
[20] N. Singh and L. Andrew, “Synthesis of Multifunctional Nanogels Using a Protected Macromonomer Approach,” Colloid & Polymer Science, Vol. 286, No. 8-9, 2008, pp. 1061-1069. http://dx.doi.org/10.1007/s00396-008-1883-1
[21] A. Uzgören, Z. M. O. Rzaev and G. Okay, “Bioengineering Functional Copolymers: Synthesis and Characterization of Poly(N-Isopropyl Acrylamide-co-3,4-2H-Dihydropyran)s,” Journal of Polymer Research, Vol. 14, No. 4, 2007, pp. 329-338.
http://dx.doi.org/10.1007/s10965-007-9116-8
[22] L. Agüero, G. Guerrero-Ramírez and I. Katime, “New Family of Functionalized Monomers Based on Amines: A Novel Synthesis That Exploits the Nucleophilic Substitution Reaction,” Journal of Materials Science and Applications, Vol. 1, 2010, pp. 103-108.
http://dx.doi.org/10.4236/msa.2010.13018
[23] H. Namazi and M. Adeli, “Dendrimers of Citric Acid and Poly (Ethylene Glycol) as the New Drug-Delivery Agents,” Biomaterials, Vol. 26, No. 10, 2005, pp. 1175-1183.
http://dx.doi.org/10.1016/j.biomaterials.2004.04.014
[24] E. A. Papageorgiu, M. J. Gaunt, J. Yu and J. B. Spencer, “Selective Hydrogenolysis of Novel Benzyl Carbamate Protecting Groups,” Organic Letters, Vol. 2, No. 8, 2000, pp. 1049-1051. http://dx.doi.org/10.1021/ol005589l
[25] R. B. Greenwald, Y. H. Choe, C. D. Conover, K. Shum, D. Wu and M. Royzen, “Drug Delivery Systems Based on Trimethyl Lock Lactonization: Poly(Ethylene Glycol) Prodrugs of Amino-Containing Compounds,” Journal of Medicinal Chemistry, Vol. 43, No. 3, 2000, pp. 475-487.
http://dx.doi.org/10.1021/jm990498j
[26] E. R. Beckel, J. W. Stansbury and C. N. Bowman, “Effect of Aliphatic Spacer Substitution on the Reactivity of Phenyl Carbamate Acrylate Monomers,” Macromolecules, Vol. 38, No. 8, 2005, pp. 3093-3098.
http://dx.doi.org/10.1021/ma048359l
[27] D. Noda, M. Yasutake, H. Takemura and T. Shinmyozu, “Synthesis of a New Pyridinophane Macrocycle with Carbamate Functionality via Novel CO2 Insertion Reaction,” Tetrahedron Letters, Vol. 40, No. 17, 1999, pp. 3347-3350. http://dx.doi.org/10.1016/S0040-4039(99)00512-2
[28] P. H. M. Hoet, I. Brüske-Hohlfed and O. V. Salata, “Nanoparticles—Known and Unknown Health Risks,” Journal of Nanotechnology, Vol. 2, No. 12, 2004, pp. 2-15.
[29] W. H. De Jong and P. J. A. Borm, “Drug Delivery and Nanoparticles: Applications and Hazards,” International Journal of Nanomedicine, Vol. 3, No. 2, 2008, pp. 133-149. http://dx.doi.org/10.2147/IJN.S596
[30] M. A. Dobrovolskaia, J. D. Clogston, B. W. Neun, J. B. Hall, A. K. Patri and S. E. McNeil, “Method for Analysis of Nanoparticle Hemolytic Properties in Vitro,” Nano Letters, Vol. 8, No. 8, 2008, pp. 2180-2187.
http://dx.doi.org/10.1021/nl0805615

  
comments powered by Disqus

Copyright © 2018 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.