O-acylation of chitosan nanofibers by short-chain and long-chain fatty acids

Zhang, Zhen; Jin, Fujun; Wu, Zi-cong; Jin, Ju; Li, Feng; Wang, Yiliang; Wang, Zhiping; Tang, Shunqing; Wu, Chaoxi; Wang, Yifei

doi:10.1016/j.carbpol.2017.08.132

Cited by 54 publications

(18 citation statements)

References 38 publications

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“…An acylation reaction that occurs with C 2 -NH 2 to form an amide is called N-acylation [29]. An ester is formed by the acylation reaction of C 6 -OH when there is a protective functional group on C 2 -NH 2 , and this is referred to as O-acylation [30].…”

Section: Acylated Modified Chitosanmentioning

confidence: 99%

“…O-acylated chitosan is lipid-soluble and can be dissolved in non-polar solvents such as pyridine and chloroform [37], while N-acylated chitosan improves water solubility [29,31]. O-acylated chitosan is commonly used in the films of fibers or polymeric materials to enhance the hydrophobicity and stability of the material [30,38]. N-acylated chitosan can be used as a carrier or a sustained release agent in the delivery of drugs and can also be used as a material additive in biological scaffolds [28,29].…”

Section: Acylated Modified Chitosanmentioning

confidence: 99%

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Chitosan Derivatives and Their Application in Biomedicine

Wang

Meng

et al. 2020

IJMS

651

326

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Chitosan is a product of the deacetylation of chitin, which is widely found in nature. Chitosan is insoluble in water and most organic solvents, which seriously limits both its application scope and applicable fields. However, chitosan contains active functional groups that are liable to chemical reactions; thus, chitosan derivatives can be obtained through the chemical modification of chitosan. The modification of chitosan has been an important aspect of chitosan research, showing a better solubility, pH-sensitive targeting, an increased number of delivery systems, etc. This review summarizes the modification of chitosan by acylation, carboxylation, alkylation, and quaternization in order to improve the water solubility, pH sensitivity, and the targeting of chitosan derivatives. The applications of chitosan derivatives in the antibacterial, sustained slowly release, targeting, and delivery system fields are also described. Chitosan derivatives will have a large impact and show potential in biomedicine for the development of drugs in future.

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Section: Acylated Modified Chitosanmentioning

confidence: 99%

Section: Acylated Modified Chitosanmentioning

confidence: 99%

Chitosan Derivatives and Their Application in Biomedicine

Wang

Meng

et al. 2020

IJMS

651

326

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“…Later on, in 2017, Zhang and co-workers described a two-step procedure which began with a pre-treatment of chitosan with TFA in dichloromethane and an electrospinning treatment to form chitosan nanofiber membranes. The latter were subsequently O -acylated in a pyridine/carboxylic acid anhydride solution for 2 h at 80 °C ( Scheme 10 B) [ 110 ].…”

Section: Amphiphilic Modifications Of Polysaccharidesmentioning

confidence: 99%

Formation of Amphiphilic Molecules from the Most Common Marine Polysaccharides, toward a Sustainable Alternative?

Wong

Brault

Gasparotto³

et al. 2021

Molecules

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Marine polysaccharides are part of the huge seaweeds resources and present many applications for several industries. In order to widen their potential as additives or bioactive compounds, some structural modifications have been studied. Among them, simple hydrophobization reactions have been developed in order to yield to grafted polysaccharides bearing acyl-, aryl-, alkyl-, and alkenyl-groups or fatty acid chains. The resulting polymers are able to present modified physicochemical and/or biological properties of interest in the current pharmaceutical, cosmetics, or food fields. This review covers the chemical structures of the main marine polysaccharides, and then focuses on their structural modifications, and especially on hydrophobization reactions mainly esterification, acylation, alkylation, amidation, or even cross-linking reaction on native hydroxyl-, amine, or carboxylic acid functions. Finally, the question of the necessary requirement for more sustainable processes around these structural modulations of marine polysaccharides is addressed, considering the development of greener technologies applied to traditional polysaccharides.

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“…However, further investigations should be performed to verify this hypothesis. O ‐acylation of chitosan nanofibers (DD = 80%) with short‐chain and long‐chain fatty acids was carried out by Zhang et al . to improve the stability in moist environments.…”

Section: Chitin Biomassmentioning

confidence: 99%

Natural Polymers from Biomass Resources as Feedstocks for Thermoplastic Materials

Müller

Zollfrank

Schmid

2019

Macro Materials & Eng

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With the objective of a more sustainable circular economy, one long‐term goal is the utilization of renewable resources as feedstock for the production of polymer‐based materials. In order to successfully process such materials using existing industrial‐scale technologies or even recycling processes, the natural polymers must have thermoplastic properties. With only a few exceptions, natural polymers are not thermoplastic. However, chemical and physical modification techniques are able to induce thermoplasticity in natural polymers from biomass resources such as cellulose, lignin, and chitin. Modification techniques focus on masking the hydroxyl groups to disrupt dense hydrogen bonding and so enable polymer chain mobility upon heating. The introduction of long alkyl chains into the polymer backbone effectively improves the thermoplastic processing of natural polymers. With regard to polymer blending, chemical grafting and graft copolymerization are powerful tools for enhancing compatibility. For both chemical and physical modification, solvents such as ionic liquids and deep eutectic solvents are currently being explored for biomass and fiber processing and show promise for the future development of thermoplastic biopolymers. This review describes possible modifications, potential processing difficulties, and gives a summary of relevant studies described in the scientific literature.

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O-acylation of chitosan nanofibers by short-chain and long-chain fatty acids

Cited by 54 publications

References 38 publications

Chitosan Derivatives and Their Application in Biomedicine

Chitosan Derivatives and Their Application in Biomedicine

Formation of Amphiphilic Molecules from the Most Common Marine Polysaccharides, toward a Sustainable Alternative?

Natural Polymers from Biomass Resources as Feedstocks for Thermoplastic Materials

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