Synthesis and study of water-soluble chitosan-O-poly(ethylene glycol) graft copolymers

Gorochovceva, Natalija; Makuška, Ričardas

doi:10.1016/j.eurpolymj.2003.12.005

Cited by 139 publications

(65 citation statements)

References 9 publications

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“…Etherification of N-phthaloyl chitosan (M n = 400 kDa) with PEG monomethyl ether iodide (M n = 2 kDa) produced water-soluble derivative with DS ! 0.15 and organic-soluble (acetone, ethanol, chloroform, DMF and toluene at 40-508C) at 1.97 DS (Gorochovceva and Makuška 2004). These PEGylation works either produced very low substitutions or, in order to reach high DS, involved complex, multiple-step reactions to protect or generate intermediates, and/or catalysts that are difficult to remove.…”

Section: Introductionmentioning

confidence: 99%

PEGylation of chitosan for improved solubility and fiber formation via electrospinning

Hsieh

2007

Cellulose

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PEG-N-chitosan and PEG-N,O-chitosan were synthesized via reductive amination and acylation of chitosan, respectively. The structures were confirmed by FTIR and H 1 NMR. The extents of PEGylation increased with reducing chain lengths of either chitosan (M v = 137-400 kDa) or poly(ethyelene glycol) (PEG, M n = 500-2 kDa). Water solubility were easily achieved at degree of substitution (DS) as low as 0.2 for either derivtive whereas the PEG-N,O-chitosan at DS = 1.5 was soluble in organic solvents, including CHCl 3 , DMF, DMSO and THF. None of the aqueous solutions of PEG-Nchitosan or PEG-N,O-chitosan alone could be electrospun into fibers. Electrospinning of PEG550-N,Ochitosan145 at 25% in DMF produced fibrous structure intermixed with beads. The efficiency of fiber formation and the uniformity of fibers were improved by increasing the solution viscosity using a cosolvent or reducing the solution surface tensions with a nonionic surfactant. Ultra-fine fibers with diameters ranging from 40 nm to 360 nm and an average diameter of 162 nm were efficiently generated from electrospinning of 15% PEG550-N,O-chitosan145 in 75/25 (v/v) THF/DMF cosolvents with 0.5% Triton X-100 TM .

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Section: Introductionmentioning

confidence: 99%

PEGylation of chitosan for improved solubility and fiber formation via electrospinning

Hsieh

2007

Cellulose

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“…The samples were soaked in each solvent at the concentration of 5 mg/ml (Gorochovceva and Kulbokaite, 2004) (Table 3).…”

Section: Solubility Testmentioning

confidence: 99%

Controlled release matrix tablet formulation using synthesized N-acyl Thiolated Chitosan derivatives

Sonone¹,

Kokane²,

Shirote³

et al. 2019

Arabian Journal of Chemistry

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Chitosan derivative was successively synthesized by initial preparation of acyl thiourea reagent using ammonium thiocyanate and making it to react with at primary amino groups of chitosan and then reduced to yield Thiolated Chitosan. Due to the formation of disulphide bonds with mFucus glycoproteins, mucoadhesiveness is augmented. The thiol groups were then quantified using Ellman's reagent. The derivatives inherit good swelling property in neutral and alkaline media. The different derivatives containing thiol groups were formulated into tablets using reference drug for evaluation. The Thiolated Chitosan display in situ gelling features due to the pHdependent (alkaline pH) formation of inter-molecular disulphide bonds which makes the application of Thiolated Chitosan on intestinal mucosa and can guarantee prolonged controlled release of embedded therapeutic ingredients. ª 2015 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

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“…PEG grafted with chitosan have been synthesized using the hydroxyl groups of chitosan (Figure 5c). The new material was soluble in water and aqueous solutions of wide pH range [55].…”

Section: Graft Copolymerizationmentioning

confidence: 99%

Chitosan, Chitosan Derivatives and their Biomedical Applications

Muñoz¹,

Corrales²

2017

Biological Activities and Application of Marine Polysaccharides

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Chitosan is one of the most studied polysaccharides nowadays. Because of its biocompatibility, biodegradability and abundance in nature, it has had a wide number of applications. In this chapter, an overview of chitosan including its physicochemical properties and characterization methods is presented. Subsequently, the main chitosan chemical modiications via the hydroxyl and amino groups are discussed. These chemical modiications improve chitosan physical properties and expand its range of applications especially in the biomedical ield which will also be studied.

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Synthesis and study of water-soluble chitosan-O-poly(ethylene glycol) graft copolymers

Cited by 139 publications

References 9 publications

PEGylation of chitosan for improved solubility and fiber formation via electrospinning

PEGylation of chitosan for improved solubility and fiber formation via electrospinning

Controlled release matrix tablet formulation using synthesized N-acyl Thiolated Chitosan derivatives

Chitosan, Chitosan Derivatives and their Biomedical Applications

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