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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2023 · IF 8.2

Rapid transesterification of cellulose in a novel DBU-derived ionic liquid: Efficient synthesis of highly substituted cellulose acetate

Xiangli Gao,Huan Liu,Jianbo Shuai,Junmeng Zhao,Guowen Zhou,Quanbo Huang,Hao Ling,Wenjiao Ge,Xiaohui Wang

Cellulose acetate (CA) is one of the most important cellulose plastics that has demonstrated extensive applications in many areas. In search of a more sustainable and efficient way to prepare CA, we synthesized a novel ionic liquid , [DBUC 8 ]Cl, based on the commonly used catalyst DBU (1,8-diazabicyclo[5.4.0]undecyquin-7-ene) in a simple manner. [DBUC 8 ]Cl can dissolve cellulose more efficiently than the same type of imidazolyl ionic liquid, owing to the stronger alkalinity of DBU. It is noteworthy that highly substituted CA (DS = 2.82) was successfully synthesized via transesterification with alkenyl ester under mild conditions (80 °C, 40 min) without the addition of a catalyst in this solvent, which is superior to most of the reported work. Furthermore, we confirmed that the synthesized CA had good thermoplasticity, and a transparent cellulose acetate film (CAF) was obtained by hot pressing with a small amount of glycerol. Therefore, we propose a new DBU-derived ionic liquid, which may serve as a versatile platform system for producing cellulose-derived bioplastics more sustainably and efficiently.

研究领域: 化学工程 · 材料科学
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MACROMOLECULAR CHEMISTRY AND PHYSICS · 2023 ·Vol. 224 ·期 18 ·2300036 · IF 2.5

Facile Fabrication of Fluorescent Cellulose with Aggregation-Induced Emission Characteristic in a CO2 Switchable Solvent

Wei Zhang,Yi Sun,Yiting Xu,Xiaobo Yu,Yajin Fang,Fei Liu,Haining Na,Jin Zhu

Fabrication of fluorescent cellulose with aggregation-induced emission (AIE) characteristics is usually achieved by grafting tetraphenylethylene (TPE) to the cellulose backbone using TPE derivatives with highly active functional groups such as carboxylic, isothiocyanate, and alkynyl groups. However, besides the complicated synthetic routes of these TPE derivatives, conversion of hydroxyl groups in the cellulose chain to more reactive groups such as amine or azide groups is usually involved, and the resulting products have a degree of substitution (DS) of TPE lower than 0.08. Herein, a facile one-pot strategy for the grafting of a TPE group to the cellulose backbone with high DS of up to 0.22 in a CO 2 switchable solvent under mild reaction conditions is reported. The hydroxyl groups in the cellulose are in situ converted to cellulose carbonate intermediately during the dissolution step. Subsequently, nucleophilic substitution between the intermediate and a halogenated TPE derivative with bromine atom as leaving group is carried out to achieve the effective grafting of TPE. The synthetic route for this promising TPE derivative is much more convenient than those of TPE derivatives reported in previous studies. This work suggests a new and facile pathway for the synthesis of high-emission fluorescent cellulose with AIE functionality.

研究领域: 材料科学 · 化学 · 纳米技术
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Encapsulation of astaxanthin in OSA-starch based amorphous solid dispersions with HPMCAS-HF/Soluplus® as effective recrystallization inhibitor

Yinglan Li,Qipeng Wei,Jianshuo Su,Huaizhen Zhang,Zhiping Fan,Zhuang Ding,Min Wen,Min Liu,Yanna Zhao

In this study, the interaction among multifunctional excipients, including polysaccharides, cellulose derivatives, and surfactants, was particularly investigated, together with its impact on the physicochemical properties of astaxanthin amorphous solid dispersions (ASTX ASDs). It was indicated that Span 20 could rapidly form hemimicelles or aggregates in the presence of hypromellose acetate succinate HF (HPMCAS-HF, HF) or Soluplus®, while octenyl succinic anhydride modified starch (OSA-starch) efficiently assisted in the coalescence inhibition of drug-excipients aggregates, which was jointly beneficial to the recrystallization inhibition of amorphous ASTX. ASTX ASDs were further prepared with OSA-starch, HPMCAS-HF/Soluplus®, and Span 20 as the wall materials. DSC, SEM, and XRD confirmed that crystalline ASTX had transformed to amorphous state in the ASDs, while FT-IR spectra provided evidence suggesting the existence of hydrogen bonds and hydrophobic interaction between ASTX and the excipients. The dissolution of ASTX ASDs in different media revealed significant promotion, while the pharmacokinetic results further demonstrated the oral bioavailability of ASTX ASDs enhanced remarkably, exhibiting 2.75-fold (SD 1 ) and 1.87-fold (SD 2 ) increase, respectively, compared to ASTX bulk powder. In summary, the cellulose derivatives-surfactant interaction had great impact on the physicochemical properties of ASTX ASDs, and their combinations exhibited great potential for delivering the hydrophobic bioactive compounds efficiently.

CAS / MDL: 61791-12-6
研究领域: 药学 · 材料科学 · 药理学
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