Novel Functions of Non-Ionic, Amphiphilic Lignin Derivatives

Uraki, Yasumitsu; Koda, Keiichi; Yamada, Takatoshi; Oikawa, Chihiro; Aso, Tomohiro

doi:10.1021/bk-2012-1107.ch013

Cited by 14 publications

(14 citation statements)

References 12 publications

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“…This indicated that there was no direct correlation between the surface tension of LPEGs and enzymatic hydrolysis. Similar results of the effect of amphiphilic lignin derivatives on the enzymatic hydrolysis were reported by Uraki Y et al [ 35 ]. In their work, the DAEO-based lignin derivative obtained from the reaction of dodecyloxy-polyethylene glycol glycidyl ether and lignin showed a higher surface activity than EPEG-based lignin derivative obtained from the reaction of ethoxy (2-hydroxy)propoxy polyethylene glycol glycidyl ether and lignin, while the latter had a larger positive effect on enzymatic hydrolysis.…”

Section: Resultssupporting

confidence: 88%

“…The synthetic lignin-based surfactants LPEGs in our study showed a close surface tension but at the relatively larger CMC, which could be due to the intrinsic disorganized structure of the lignin as well as the sodium lignosulphonate (a common lignin-based anionic surfactant) [ 34 ]. The surface activity of the products in this study was similar to that of amphiphilic lignin derivatives obtained from the modification of lignin with PEG diglycidyl ether in a previous report [ 35 ]. For LPEGs, the value of the surface tension was smaller than that of PEGs at the same concentration, which indicated that lignin with grafted PEGs significantly improved the surface activity of lignin.…”

Section: Resultssupporting

confidence: 85%

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Epoxidation and etherification of alkaline lignin to prepare water-soluble derivatives and its performance in improvement of enzymatic hydrolysis efficiency

Chen

Zhu

et al. 2016

Biotechnol Biofuels

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BackgroundDue to the depletion of fossil resources and their environmental impact, woody biomass has received much attention as an alternative resource. Lignin, as the third most abundant biopolymer from biomass, is now considered as an excellent alternative feedstock for chemicals and materials. The conversion of lignin to the value-added products is a key process to achieve an integrated biorefinery of woody biomass. Among these value-added products, lignin-based derivatives with good surface activity can be applied to enhance the conversion of cellulose into fermentable sugars, which not only decrease the cost of bioethanol production, but also reduce the environmental pollution and green house effect resulting from the burning of fossil resources.ResultsWater-soluble alkaline lignin was synthesized by the reaction between polyethylene glycols (PEG600 and PEG1000) and epoxy lignin. FT-IR and NMR analyses indicated that PEGs were successively introduced into epoxy alkaline lignin using potassium persulfate as a catalyst. Emulsification and surface activity tests indicated that the surface tension of the prepared lignin derivative solution was 43.30 mN/m at the critical micelle concentration (1.03 %). A stable emulsions layer was formed with hexanes and the emulsion particle diameter in the emulsion phase for all products was observed at 10–50 μm. The results of enzymatic hydrolysis indicated that the products derived from PEG1000-grafted lignin resulted in the highest increasing rate of 18.6 % of glucose yield during the enzymatic hydrolysis of hardwood bleached pulp. The results of fermentation experiments suggested that the product had no toxicity for fermentation micro-organisms.ConclusionWater-soluble alkaline lignin derivatives were prepared through epoxidation and etherification, which are promising feedstocks for detergents, emulsifier, and additive to enhance enzymatic hydrolysis efficiency and ethanol fermentation.Electronic supplementary materialThe online version of this article (doi:10.1186/s13068-016-0499-9) contains supplementary material, which is available to authorized users.

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Section: Resultssupporting

confidence: 88%

Section: Resultssupporting

confidence: 85%

Epoxidation and etherification of alkaline lignin to prepare water-soluble derivatives and its performance in improvement of enzymatic hydrolysis efficiency

Chen

Zhu

et al. 2016

Biotechnol Biofuels

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“…Unmodified alkali lignins (Nadif et al, 2002) or fractions thereof (Takahashi et al, 2014) have shown dispersing performance of cement particles in mortar accompanied with satisfying strength properties of the cured material. Alkali lignins have also been reacted with epoxylated polyethylene glycol derivatives and tested in cement to yield slightly better dispersing performance and bending strength than when using lignosulfonates (Uraki et al, 2012;Aso et al, 2013). However, the commercial utilization of a new plasticizer is always a combination of price and performance.…”

Section: Introductionmentioning

confidence: 99%

Alkali-O2 oxidized lignin – A bio-based concrete plasticizer

Kalliola

Vehmas

Liitiä

et al. 2015

Industrial Crops and Products

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“…These amphiphilic substances are known to contain hydrophilic molecules (water-soluble ionic groups) and hydrophobic (oil-soluble hydrocarbon) chains, with the ability to change a materials' surface property. Furthermore, they are soluble in water, as well as organic solvent (Uraki et al 2012), due to the capability of decreasing surface and interfacial tension, improving the stability of dispersed particles, and also controlling the type of emulsion formed. For example, oil in water (O/W) or water in oil (W/O) emulsions (Swasono et al 2012).…”

Section: Introductionmentioning

confidence: 99%

“…It is assumed that these molecules confer stability on the enzyme responsible for denaturation during the process of enzymatic hydrolysis (Uraki et al 2012;Kaar and Holtzapple 1998;Lee et al 1996), and also the function as a cellulase-aid agent (Uraki et al 2012). Previously, A-LDs have been developed from the acetic acid lignin (AL) and technical lignin via polyoxyethylation reaction.…”

Section: Introductionmentioning

confidence: 99%

Optimizing the Synthesis of Lignin Derivatives from <em>Acacia mangium </em>to Improve the Enzymatic Hydrolysis of Kraft Pulp Sorghum Bagasse

Fatriasari

Hamzah

Pratomo³

et al. 2020

Int. J. Renew. Energy Dev.

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The present study is aimed at optimizing the synthesis of Amphipilic lignin derivatives (A-LD) from the isolated lignin of A.mangium black liquor (BL), using the one and two step acid isolation method, and commercial lignin (LS) was used as comparison. The experimental design was conducted using Taguchi method, which consisted of four parameters and two level factors, with reference to the matrix orthogonal array, L8, including temperature, reaction time, amount of polyethylene glycol diglycidylethers (PEGDE) and Kraft lignin (KL). Furthermore, the kraft pulp of sweet sorghum bagasse (SSB) was used as substrate in the enzymatic hydrolysis (NREL method), with addition of A-LD, whose functional group and surface tension were then characterised using ATR-FTIR and surface tension equipment. Conversely, an improvement in the reducing sugar yield (RSY) compared to the control was observed after adding various A-LDs to the substrate during enzymatic hydrolysis. This product was more prospective for L2S than others products under milder circumstances, due to the fact that it possesses the lowest surface tension. Also, Taguchi analysis demonstrated the treatment at 60 °C for 1 h with 3.0 g and 1.0 g of PEDGE and lignin, respectively as the optimum condition, while the amount of lignin present was included as a factor with the propensity to significantly affect A-LD L1S and LS. Therefore, it was established that the A-LDs from A. mangium kraft lignin require milder synthesis conditions, compared to other existing methods and despite the differences in optimum experimental condition for L2S and LS, the functional groups in the IR spectra possessed very identical characteristics. ©2020. CBIORE-IJRED. All rights reserved

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Novel Functions of Non-Ionic, Amphiphilic Lignin Derivatives

Cited by 14 publications

References 12 publications

Epoxidation and etherification of alkaline lignin to prepare water-soluble derivatives and its performance in improvement of enzymatic hydrolysis efficiency

Epoxidation and etherification of alkaline lignin to prepare water-soluble derivatives and its performance in improvement of enzymatic hydrolysis efficiency

Alkali-O2 oxidized lignin – A bio-based concrete plasticizer

Optimizing the Synthesis of Lignin Derivatives from <em>Acacia mangium </em>to Improve the Enzymatic Hydrolysis of Kraft Pulp Sorghum Bagasse

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