Green synthesis of xylan hemicellulose esters

Belmokaddem, Fatima-Zohra; Pinel, Catherine; Huber, Patrick; Petit‐Conil, Michel; Perez, Denilson da Silva

doi:10.1016/j.carres.2011.10.012

Cited by 63 publications

(38 citation statements)

References 28 publications

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“…Optimum conditions for esterification reaction of xylan in DMSO/NMI Homogeneous esterification of hemicelluloses had already been achieved (Sun et al 2000;Belmokaddem et al 2011;Zhang et al 2011b). However, the required reaction conditions were complicated, e.g.…”

Section: Resultsmentioning

confidence: 99%

“…Figure 3 compares the FT-IR spectra of unmodified xylan and xylan esters XyAa7 (DS = 1.87), XyPa23 (DS = 1.83) and XyBa39 (DS = 1.84). As shown in the spectrum of unmodified xylan, a sharp band at 898 cm -1 is characteristic of b-glucosidic linkages between the sugar units (Fang et al 1999;Belmokaddem et al 2011). The band at 1045 cm -1 is assigned to C-O stretching in C-O-C linkages.…”

Section: Ft-irmentioning

confidence: 96%

“…Biomass has a complex structure consisting of three main polymeric components, cellulose (30-40 %), hemicelluloses (20-35 %) and lignin (15-25 %) (Saha 2003;Belmokaddem et al 2011;Ruiz et al 2013).…”

Section: Introductionmentioning

confidence: 99%

“…Hemicelluloses occur in a large variety of structural types, divided into four general groups: xylans, mannans, glucans and xyloglucans (Saha 2003;Belmokaddem et al 2011). Xylan-type polysaccharides are the most abundant hemicelluloses and mainly consist of D-xylopyranose (D-xylp) units in the backbone linked by b-(1 ?…”

Section: Introductionmentioning

confidence: 99%

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Per-O-acylation of xylan at room temperature in dimethylsulfoxide/N-methylimidazole

Zhang

Liu

et al. 2016

Cellulose

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The per-O-acylation of xylan-type hemicellulose was firstly carried out in dimethylsulfoxide/ N-methylimidazole (DMSO/NMI) at room temperature without additional catalyst. The optimum conditions for esterification of xylan was investigated in terms of the molar ratio of reagents to anhydroxylose units (AXU) in xylan and the kinds of esterification reagents to obtain a high degree of substitution (DS, 1.98) and weight percent gain (WPG, 86.88 %) of xylan esters. In this solvent system, NMI acted as a solvent, a base and an excellent catalyst, therefore, the per-O-acylation of xylan (DS of 1.98) was readily accomplished in DMSO/NMI system at room temperature. Structure elucidation of xylan esters was characterized by FT-IR and NMR ( 1 H-NMR, 13 C-NMR and HSQC). FT-IR and NMR analyses provided the direct evidence of per-O-acylation of xylan under the given conditions. Furthermore, HSQC revealed the higher reactivity of hydroxyls at C-2 position than those at C-3 position of xylan. The solubility of xylan in DMSO, DMF and CHCl 3 improved after esterification. TGA/DTG indicated that the thermal stability of xylan increased after the esterification with anhydrides, while decreased with acyl chlorides, probably due to degradation and hydrolysis of the acylated xylan at the presence of by-product hydrochloric acid.

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Section: Resultsmentioning

confidence: 99%

Section: Ft-irmentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Per-O-acylation of xylan at room temperature in dimethylsulfoxide/N-methylimidazole

Zhang

Liu

et al. 2016

Cellulose

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“…2) showed major signals corresponding to AXU at 4.49 ppm (H-1, anomeric), 3.29 ppm (H-2), 3.56 ppm (H-3), 3.80 ppm (H-4), 3.38 ppm (H-5 ax ) and 4.10 ppm (H-5 eq ). Additionally, the presence of 4-O-methylglucuronic acid (MeGlcA) was detected by the signals at 5.29 and 3.47 ppm corresponding to H-1 and methoxy protons, respectively [8,38,39]. The ratio between the peak areas of the anomeric protons of MeGlcA and AXU indicates that one MeGlcA group is present per 10 AXU.…”

Section: U N C O R R E C T E D P R O O Fmentioning

confidence: 99%

Surface properties of xylan and xylan derivatives measured by inverse gas chromatography

Sousa

Pedrosa

Ramos

et al. 2016

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Xylan (the most common hemicellulose in wood and annual plants) and xylan derivatives have a very wide field of uses for which physico-chemical surface properties play an important role (e.g. in composites or barrier materials). In the present work, for the first time, inverse gas chromatography (at infinite dilution conditions) was used to assess the surface properties of xylan and xylan derivatives. Firstly, carboxymethyl xylan (CMX) and hydroxypropyl xylan (HPX) have been synthesized from commercial xylan (BX) and the presence of substituent groups confirmed by infrared spectroscopy and 1 H NMR. Then, the modified and original xylans were analysed for their dispersive component of the surface energy (γ s d ) and Lewis acid-base properties. It was found that carboxymethylation and hydroxypropylation decreased significantly the γ s d value of xylan: from 47.6 mJ m −2 in BX to 33.0 mJ m −2 and 23.5 mJ m −2 in CMX and HPX, respectively. As for the Lewis acid-base properties, HPX showed a perfectly amphoteric behaviour while the surfaces of unmodified xylan and CMX showed a prevalence of Lewis acidic character over the Lewis basic character, being, however, the surface of CMX less acidic than that of the original xylan. These results were interpreted in terms of the effect of the presence of the new substituent groups in the xylan backbone.

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Biopolymers Derived from Trees as Sustainable Multifunctional Materials: A Review

Liu

Luan

et al. 2020

Advanced Materials

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The world is currently transitioning from a fossil‐fuel‐driven energy economy to one that is supplied by more renewable and sustainable materials. Trees as the most abundant renewable bioresource have attracted significant attention for advanced materials and manufacturing in this epochal transition. Trees are composed with complex structures and components such as trunk (stem and bark), leaf, flower, seed, and root. Although many excellent reviews have been published regarding advanced applications of wood and wood‐derived biopolymers in different fields, such as energy, electronics, biomedical, and water treatment, no reviews have revisited and systematically discussed functional materials and even devices derived from trees in a full scope yet. Therefore, a timely summary of the recent development of materials and structures derived from different parts of trees for sustainability is prsented here. A concise introduction to the different parts of the trees is given first, which is followed by the corresponding chemistry and preparation of functional materials using various biopolymers from trees. The most promising applications of biopolymer‐based materials are discussed subsequently. A comprehensive review of the different parts of trees as sustainable functional materials and devices for critical applications is thus provided.

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Green synthesis of xylan hemicellulose esters

Cited by 63 publications

References 28 publications

Per-O-acylation of xylan at room temperature in dimethylsulfoxide/N-methylimidazole

Per-O-acylation of xylan at room temperature in dimethylsulfoxide/N-methylimidazole

Surface properties of xylan and xylan derivatives measured by inverse gas chromatography

Biopolymers Derived from Trees as Sustainable Multifunctional Materials: A Review

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