Preparation of Chitosan Biguanidine Hydrochloride and Application in Antimicrobial Finish of Wool Fabric

Zhao, Xue; Qiao, Zhen-Zhen; He, Ji‐Huan

doi:10.1177/155892501000500303

Cited by 15 publications

(14 citation statements)

References 15 publications

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“…The obtained composite also showed a significant increases of the antimicrobial activity in comparison to the raw chitosan [ 59 ]. In the same way, the guanidinylation reaction of chitosan with dicyandiamide to form chitosan biguanidine hydrochloride has also reported excellent antibacterial and antifungal applications [ 60 ].…”

Section: Chitosanmentioning

confidence: 99%

Chitosan: A Natural Biopolymer with a Wide and Varied Range of Applications

2020

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Although chitin is of the most available biopolymers on Earth its uses and applications are limited due to its low solubility. The deacetylation of chitin leads to chitosan. This biopolymer, composed of randomly distributed β-(1-4)-linked D-units, has better physicochemical properties due to the facts that it is possible to dissolve this biopolymer under acidic conditions, it can adopt several conformations or structures and it can be functionalized with a wide range of functional groups to modulate its superficial composition to a specific application. Chitosan is considered a highly biocompatible biopolymer due to its biodegradability, bioadhesivity and bioactivity in such a way this biopolymer displays a wide range of applications. Thus, chitosan is a promising biopolymer for numerous applications in the biomedical field (skin, bone, tissue engineering, artificial kidneys, nerves, livers, wound healing). This biopolymer is also employed to trap both organic compounds and dyes or for the selective separation of binary mixtures. In addition, chitosan can also be used as catalyst or can be used as starting molecule to obtain high added value products. Considering these premises, this review is focused on the structure and modification of chitosan as well as its uses and applications.

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Section: Chitosanmentioning

confidence: 99%

Chitosan: A Natural Biopolymer with a Wide and Varied Range of Applications

2020

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“…Among the various carbon–carbon bond formation reactions, the Suzuki coupling reaction is one of the most important methods for the synthesis of biaryl products in a single‐step process . The present paper reports on the functionalization of chitosan using cyanoguanidine to provide biguanidine group coordination sites for immobilization of palladium nanoparticles (Shceme ). Palladium nanoparticles with an average size of 5–7 nm were found to be highly stabilized and evenly dispersed throughout the polymer matrix.…”

Section: Introductionmentioning

confidence: 99%

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Veisi

Ghadermazi

Naderi

2016

Applied Organom Chemis

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Biguanidine‐functionalized chitosan was synthesized and combined with palladium nanoparticles to yield a recyclable, environmentally benign, heterogeneous catalytic system for the Suzuki–Miyaura C–C coupling reaction. The catalyst was characterized using various techniques. The catalyst was used in Suzuki cross‐coupling reactions of various aryl halides, including less reactive chlorobenzenes, with phenylboronic acid to give biaryls without any additive or ligand. A reusability test demonstrated that the catalyst was highly efficient even after six runs. Solid‐phase poisoning and leaching tests indicated that the catalyst has a heterogeneous nature. Copyright © 2016 John Wiley & Sons, Ltd.

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“…Chitosan biguanidine hydrochloride (CGH) was synthesized by the guanidinylation reaction of chitosan with dicyandiamide, the reaction mechanism between chitosan and dicyandiamide was the nucleophilic addition reaction, the free amino group in the chitosan adds to the triple bond of the cyano group present in the dicyandiamide reactant by the hydrolysis reaction in the presence of a protonating agent, HCl and heated until 100°C, the mechanism proposed discussed by Xue Zhao [25].…”

Section: Introductionmentioning

confidence: 99%

Novel water-soluble chitosan derivative prepared by graft polymerization of dicyandiamide: synthesis, characterisation, and its antibacterial property

et al. 2015

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Novel water soluble chitosan derivative of dicyandiamide chitosan (DCDA-g-CS) was synthesized by grafting polymerization of dicyandiamide DCDA onto chitosan CS. The presence of a new absorption peak in the infrared region of nitrile at 2297 cm −1 and NH at 1635 cm −1 of DCDAg-CS and the chemical shift of 13 C NMR at 120 and 162 ppm due to the presence of nitrile and carbon in DCDA clearly shows that the grafting process has taken place. The strong signal in the 1 H NMR at 2.5 ppm could be assigned to the four protons in the amino group of DCDA, further confirms the formation of DCDA-g-CS. The polymer has shown to undergoing three steps of thermal degradation. The first stage was between 30 and 157°C, followed by degradation step up to 350°C and continuously degraded up to the high temperature set at 850°C. The rate of degradation in the second stage which is slightly faster was considered as the rate determining step. The value of T g was increased to 92.75°C in DCDA-g-CS due to the considerable amount of DCDA was grafted onto the CS. The DCDA-g-CS was more soluble in water due to the decrease in crystallinity of chitosan after grafting as shown from X-ray diffraction spectra. The DCDA-g-CS shows high antibacterial activity at pH 7.0 and pH 4.0 the minimum inhibitory concentration (MIC) of gram-negative bacteria E. coli ATCC25922, the MIC at pH 7 and pH 4.0 were 62.5 and 125 μg/mL respectively and gram-positive bacteria S. aureus ATCC 29213, the MIC at pH 7 and pH 4 were 62.5 and 125 μg/mL respectively.

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Preparation of Chitosan Biguanidine Hydrochloride and Application in Antimicrobial Finish of Wool Fabric

Cited by 15 publications

References 15 publications

Chitosan: A Natural Biopolymer with a Wide and Varied Range of Applications

Chitosan: A Natural Biopolymer with a Wide and Varied Range of Applications

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Novel water-soluble chitosan derivative prepared by graft polymerization of dicyandiamide: synthesis, characterisation, and its antibacterial property

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