Facile synthesis of cellulose derivatives based on cellulose acetoacetate

Liu, Hongchen; Rong, Liduo; Wang, Bijia; Mao, Zhiping; Xie, Ruyi; Xu, Hong; Zhang, Linping; Zhong, Yi; Sui, Xiaofeng

doi:10.1016/j.carbpol.2017.04.043

Cited by 34 publications

(21 citation statements)

References 41 publications

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“…Then, the solution was stirred at 140 • C for 5 h to activate lignin. Next, 0.955 mL of acetyl ketene was added dropwise and stirred at 90 • C for 1 h. The crude reaction solution was added dropwise and precipitated in enthanol, and At-lignin was obtained by centrifugation and washed thoroughly with deionized water before free-drying [28].…”

Section: Preparation Of Samplesmentioning

confidence: 99%

The Influence of Compatibility on the Structure and Properties of PLA/Lignin Biocomposites by Chemical Modification

et al. 2019

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Lignin, a natural amorphous three-dimensional aromatic polymer, is investigated as an appropriate filler for biocomposites. The chemical modification of firsthand lignin is an effective pathway to accomplish acetoacetate functional groups replacing polar hydroxyl (–OH) groups, which capacitates lignin to possess better miscibility with poly(lactic acid) (PLA), compared with acidified lignin (Ac-lignin) and butyric lignin (By-lignin), for the sake of blending with poly(lactic acid) (PLA) to constitute a new biopolymer based composites. Generally speaking, the characterization of all PLA composites has been performed taking advantage of Fourier transform infrared (FTIR), scanning electron microscopy (SEM), dynamic Mechanical analysis (DMA), differential scanning calorimeter (DSC), thermogravimetric analysis (TGA), rheological analysis, and tensile test. Visibly, it is significant to highlight that the existence of acetoacetate functional groups enhances the miscibility, interfacial compatibility, and interface interaction between acetoacetate lignin (At-lignin) and PLA. Identical conclusions were obtained in this study where PLA/At-lignin biocomposites furthest maintain the tensile strength of pure PLA.

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Section: Preparation Of Samplesmentioning

confidence: 99%

The Influence of Compatibility on the Structure and Properties of PLA/Lignin Biocomposites by Chemical Modification

et al. 2019

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“…Hexylamine, glutamic acid, cysteine, and tyramine were incorporated onto cellulose acetoacetate via the formation of enamine with the acetoacetyl to form different types of cellulose derivatives (hydrophobic, carboxyl, thiol and phenolic hydroxyl derivatives). This process provides a simple and ecofriendly modular for synthesize divers functional cellulose derivatives as shown in scheme 2 46 .…”

Section: New Cellulose Derivatives: Chemical Modification Of Cellulose In Ionic Liquidsmentioning

confidence: 99%

Section: New Cellulose Derivatives: Chemical Modification Of Cellulose In Ionic Liquidsmentioning

confidence: 99%

Recent Trends in Elaboration, Processing, and Derivatization of Cellulosic Materials Using Ionic Liquids

Salama

Hesemann

2020

ACS Sustainable Chem. Eng.

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Sustainable biopolymers are promising raw resources for the development of novel biomaterials with vast potential in various application fields. Nonetheless, the processing and derivatization of biomaterials is still a challenge due to the low solubility, especially of cellulose, in common solvents. Since the discovery that most biopolymers display significant solubility in ionic liquids (ILs), this method opened new routes for processing and derivatization of such compounds, thus allowing the access to novel materials with new structures and properties. IL processing has been shown to allow (i) accessing novel cellulose materials with controlled texture, crystallinity and morphology; (ii) derivatization of cellulose via chemical modification, and finally (iii) formation of cellulose based ionogels, blends and composites. This review discusses recent progress in IL related techniques that have recently been developed to synthesize new cellulose derivatives and to access cellulose-based functional materials such as polymer electrolytes, polymer composites, and electrospun fibers. These examples highlight the high potential of these novel cellulose derived materials for the design of cellulose based electrochemical devices, wound care materials, drug delivery systems, tissue engineering biomaterials, and other applications, thus representing a step forward towards sustainable and bio sourced functional materials.

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“…modification of viscosity and hydrophobicity) and provides a route for further chemical modifications or cross-linking [12]. The synthesis of cellulose acetoacetates has been described in literature [12][13][14][15][16][17][18]. One of the reported methods uses tert-butyl acetoacetate (t-BAA) as a starting material.…”

Section: Introductionmentioning

confidence: 99%

“…The resulting products were further reacted with chitosan to form transparent, selfhealing hydrogels with improved mechanical properties. This method was subsequently applied to obtain cellulose acetoacetates, which were reacted with four amino derivatives (hexylamine, L-glutamic acid, L-cysteine and tyramine) to give the corresponding enamines [13]. This synthetic route offers several advantages, including simplicity of reaction steps and the fact that different DS values can be obtained.…”

Section: Introductionmentioning

confidence: 99%

Facile Method to Obtain Low DS β-ketoesters and Esters of Microfibrillated Cellulose

et al. 2020

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Herein we report a facile approach to prepare low DS microfibrillated cellulose acetoacetates and esters. All the reactions were performed directly in cellulose slurries without the need of solvent evaporation, which can cause hornification, and without damaging the fibres. The products obtained display the inserted functionalities while retaining the main features and morphology of the unmodified cellulose fibres. In comparison to previously reported synthetic routes, this method is cost-effective, more environmentally friendly through omission of extra solvents and the possibility of reusing the dispersing agents, which can be recovered by distillation.

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Facile synthesis of cellulose derivatives based on cellulose acetoacetate

Cited by 34 publications

References 41 publications

The Influence of Compatibility on the Structure and Properties of PLA/Lignin Biocomposites by Chemical Modification

The Influence of Compatibility on the Structure and Properties of PLA/Lignin Biocomposites by Chemical Modification

Recent Trends in Elaboration, Processing, and Derivatization of Cellulosic Materials Using Ionic Liquids

Facile Method to Obtain Low DS β-ketoesters and Esters of Microfibrillated Cellulose

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