Synthesis of graft copolymers of N-vinylcaprolactam on chitosan

Kudyshkin, V. O.; Milusheva, R. Yu.; Futoryanskaya, A. M.; Yunusov, M. Yu.; Рашидова, С. Ш.

doi:10.1134/s107042720710031x

Cited by 6 publications

(6 citation statements)

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“…To the best of our knowledge, the first report of the preparation of chitosan-graft-PVCL (Cs-g-PVCL) copolymer was documented by Kudyshkin et al [76]. They reported the synthesis of this thermosensitive material by radical graft polymerization.…”

Section: Synthesismentioning

confidence: 96%

“…This reaction was performed under homogeneous conditions using a mixture of solvents at 60 °C. Unfortunately, this reaction is reported to be accompanied by a decrease in the molecular weight of chitosan, probably caused by the cleavage of the glycoside bonds by potassium persulfate [76,77]. In the grafting from technique, the radical chain polymerization of a monomer is triggered by the thermal decomposition of the initiator.…”

Section: Synthesismentioning

confidence: 99%

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Chitosan-Based Thermosensitive Materials

Argüelles‐Monal¹,

Recillas-Mota²,

Fernández‐Quiroz³

2017

Biological Activities and Application of Marine Polysaccharides

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Thermosensitive polymers are materials capable of undergoing a reversible phase transition in aqueous media in response to a variation of the temperature. They have attracted high scientific interest for advanced applications in diverse areas, such as biotechnology, biomedical, environmental, food industry and other fields. At the same time, chitosan is a promising marine polysaccharide that has long been used in applications such as drug, peptide or gene delivery systems. Being the most abundant marine polysaccharide, chitin and chitosan do not exhibit thermoresponsive properties, but some of their derivatives do. In the present chapter, the efforts to produce chitosan-based thermosensitive materials are reviewed. Particularly, the properties and applications of chitosan-glycerophosphate thermogelling system are examined; the methods of synthesis of chitosan copolymers grafted with poly(Nisopropylacrylamide) or poly(N-vinylcaprolactam), their physicochemical properties and most of their prominent applications are discussed as well.

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Section: Synthesismentioning

confidence: 96%

Section: Synthesismentioning

confidence: 99%

Chitosan-Based Thermosensitive Materials

Argüelles‐Monal¹,

Recillas-Mota²,

Fernández‐Quiroz³

2017

Biological Activities and Application of Marine Polysaccharides

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“…The grafting from preparation of CS-graft-PNVCL (CS-g-PNVCL) copolymer (Figure 9b) was first described in a short communication by Kudyshkin et al in 2007 [236]. The procedure had been previously used for the preparation of CS-g-poly-N-vinylpirrolidone [237] and CS-g-vinylacetate [238] and consisted of the radical polymerization of NVCL in the presence of CS using PPS as an initiator [236]. The procedure had many disadvantages, such as difficulties in controlling the length of the PNVCL and in the purification of the final product from the homopolymer [207].…”

Section: Chitosan-graft-poly-n-vinylcaprolactammentioning

confidence: 99%

Chitosan-Based Biocompatible Copolymers for Thermoresponsive Drug Delivery Systems: On the Development of a Standardization System

Marsili

Berti

et al. 2021

Pharmaceutics

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Chitosan is a natural polysaccharide that is considered to be biocompatible, biodegradable and non-toxic. The polymer has been used in drug delivery applications for its positive charge, which allows for adhesion with and recognition of biological tissues via non-covalent interactions. In recent times, chitosan has been used for the preparation of graft copolymers with thermoresponsive polymers such as poly-N-vinylcaprolactam (PNVCL) and poly-N-isopropylamide (PNIPAM), allowing the combination of the biodegradability of the natural polymer with the ability to respond to changes in temperature. Due to the growing interest in the utilization of thermoresponsive polymers in the biological context, it is necessary to increase the knowledge of the key principles of thermoresponsivity in order to obtain comparable results between different studies or applications. In the present review, we provide an overview of the basic principles of thermoresponsivity, as well as a description of the main polysaccharides and thermoresponsive materials, with a special focus on chitosan and poly-N-Vinyl caprolactam (PNVCL) and their biomedical applications.

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“…For instance, these materials are difficult to process, they have poor mechanical properties after swelling, and they are difficult to chemically modify because they are not very intrinsically reactive. Considering this, a viable option to improve their properties is chemical modification [10][11][12] by grafting of functional polymers onto the polysaccharide structure using ionizing radiation [13,14]. Although this may cause both degradation of the polymer and promote the formation of carboxyl groups on the material [15,16], radiation has proven to be an effective pathway to graft other compounds onto CS.…”

Section: Introductionmentioning

confidence: 99%

Binary Graft of Poly(N-vinylcaprolactam) and Poly(acrylic acid) onto Chitosan Hydrogels Using Ionizing Radiation for the Retention and Controlled Release of Therapeutic Compounds

2021

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In this study, we carried out the synthesis of a thermo- and pH-sensitive binary graft, based on N-vinylcaprolactam (NVCL) and pH sensitive acrylic acid (AAc) monomers, onto chitosan gels (net-CS) by ionizing radiation. Pre-oxidative irradiation and direct methods were examined, and materials obtained were characterized by FTIR-ATR, thermogravimetric analysis (TGA), scanning electron microscopy (SEM), and swelling tests (equilibrium swelling time, critical pH, and temperature). The best synthesis radiation method was the direct method, which resulted in the maximum grafting percentages (~40%) at low doses (10–12 kGy). The main goal of this study was the comparison of the swelling behavior and physicochemical properties of net-CS with those of the binary system (net-CS)-g-NVCL/AAc with the optimum grafting percentage (~30%). This produced a material that showed an upper critical solution temperature (UCST) of 33.5 °C and a critical pH value of 3.8, indicating the system is more hydrophilic at higher temperatures and low pH values. Load and release studies were carried out using diclofenac. The grafted system (32%) was able to load 19.3 mg g−1 of diclofenac and release about 95% within 200 min, in comparison to net-CS, which only released 80% during the same period. When the grafted system was protonated before diclofenac loading, it loaded 27.6 mg g−1. However, the drug was strongly retained in the material by electrostatic interactions and only released about 20%.

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Synthesis of graft copolymers of N-vinylcaprolactam on chitosan

Cited by 6 publications

References 1 publication

Chitosan-Based Thermosensitive Materials

Chitosan-Based Thermosensitive Materials

Chitosan-Based Biocompatible Copolymers for Thermoresponsive Drug Delivery Systems: On the Development of a Standardization System

Binary Graft of Poly(N-vinylcaprolactam) and Poly(acrylic acid) onto Chitosan Hydrogels Using Ionizing Radiation for the Retention and Controlled Release of Therapeutic Compounds

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