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Evaluation of biomass-derived solvents and protic ionic liquids as lignin-selective pretreatment agents for poplar fractionation 生物质溶剂和质子离子液体作为木质素选择性预处理剂在杨树分馏中的应用研究
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2022-02-01 DOI: 10.1080/02773813.2022.2033781
Nazife Isik Haykir
Abstract In this study, mixtures of protic ionic liquids (PILs) and biomass derived solvents; gamma-valerolactone (GVL), levulinic acid (LA) and H2O at different weight percentages were used to pretreat poplar. GVL addition up to 60% enhanced delignification in biomass that is subjected to MEAHSO4-GVL-H2O; cellulose content of the biomass increased from 42% to 74% with 67% lignin removal. Aqueous solution of LA used for the first time to pretreat a biomass performed better than TEAHSO4-H2O. LA-H2O at 80%-20% resulted in 70% lignin extraction and preserved 89% of the cellulose in the structure which were also verified with SEM, FTIR and XRD analysis displaying clear cellulose macrofibers, lignin signals with lower intensities and higher biomass crystallinity, respectively. Accordingly, enzymatic conversion of LA pretreated poplar released 43 g/L glucose at 10% substrate loading. Findings showed the potentials of biomass derived solvents, GVL and LA and PILs and their aqueous mixtures to selectively deconstruct poplar.
在本研究中,质子离子液体(pil)和生物质衍生溶剂的混合物;采用不同质量百分比的-戊内酯(GVL)、乙酰丙酸(LA)和水对杨树进行预处理。添加GVL可使MEAHSO4-GVL-H2O处理的生物质脱木质素作用提高60%;生物质纤维素含量由42%提高到74%,木质素去除率为67%。首次使用LA水溶液预处理生物质的效果优于TEAHSO4-H2O。在80% ~ 20%的LA-H2O浓度下,木质素的提取率为70%,结构中保留了89%的纤维素。SEM、FTIR和XRD分析表明,纤维素大纤维清晰,木质素信号强度较低,生物质结晶度较高。因此,在10%底物负荷下,LA预处理的杨树酶转化释放43 g/L葡萄糖。研究结果表明,生物质衍生溶剂、GVL、LA和PILs及其水溶液混合物具有选择性解构杨树的潜力。
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引用次数: 5
Fractionation of Eucalyptus regnans wood: properties of the soluble products and reactivity of the treated solids regnans桉树木材的分级:可溶性产物的性质和处理固体的反应性
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-12-29 DOI: 10.1080/02773813.2021.2015387
Lucía Penín, L. López-Hortas, Carlos Vila, V. Santos, J. Parajó
Abstract Eucalyptus regnans wood samples were treated with water under diverse conditions, in order to obtain soluble hemicellulose-derived products. The composition of the liquid phase from the treatment leading to the best results was characterized in depth using a combination of spectrophotometric, spectrometric and chromatographic methods; and the susceptibility of the treated solids to further fractionation by organosolv delignification was assessed in additional experiments. The chemical and physicochemical properties of the resulting lignin were determined, and the suitability of the delignified solids as substrates for the one-pot manufacture of ethyl levulinate was evaluated on a quantitative basis.
摘要采用不同条件下的水处理方法,制备了可溶性半纤维素衍生物桉木。采用分光光度、光谱和色谱相结合的方法,对得到最佳效果的处理液组成进行了深入表征;并在另外的实验中评估了处理后的固体对有机溶剂脱木质素进一步分馏的敏感性。测定了得到的木质素的化学和物理化学性质,并定量评价了脱木质素固体作为一锅法生产乙酰丙酸乙酯的底物的适用性。
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引用次数: 1
Characterization of alkali-lignin-grafted polyacrylamide synthesized by atom transfer radical polymerization 原子转移自由基聚合法制备碱-木质素接枝聚丙烯酰胺的表征
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-12-16 DOI: 10.1080/02773813.2021.2015388
Fangfang Wang, Yan-Rong Zhang, Yang Su, Di Zhang, N. Xia, Yangyang Sun, Yu Liu
Abstract The preparation of value-added, chemically modified lignin-based copolymers for the use of technical lignin is crucial for green and sustainable development. Herein, we synthesized alkali-lignin-grafted polyacrylamide by atom transfer radical polymerization (ATRP). As alkali lignin (AL) has the highest total hydroxyl group content, it was modified with 2-bromoisobutyryl bromide to synthesize a lignin macroinitiator (lignin-Br) at different ratios of [OH group in AL]:[TEA]:[BiBB] = 1:1:1, 1:1.5:1.5, and 1:2:2. Acrylamide was grafted from lignin-Br with the most Br-initiating sites via ATRP. The ratios of monomer to lignin-Br used were 50:1, 100:1, and 200:1, and the synthesized copolymers (L-g-PAM) were denoted as L-g-PAM50, L-g-PAM100, and L-g-PAM200, respectively. These copolymers were characterized by Fourier transform infrared (FT-IR) and 1H nuclear magnetic resonance (NMR) spectroscopies. The FT-IR and 1H NMR results indicated that polyacrylamide was introduced into the lignin backbone of all L-g-PAM copolymers. Gel permeation chromatography of L-g-PAM showed that the M w of L-g-PAM200 was the highest at 427,383 g/mol. Photographs and scanning electron microscopy images of L-g-PAM showed that L-g-PAM appeared as a soft sponge and contained interwoven fibers. The maximum degradation temperature (T max) of L-g-PAM increased with increasing monomer-to-lignin-Br ratio. Moreover, the glass transition temperature (T g) of L-g-PAM was higher than that of AL. The alkali-lignin-grafted polyacrylamide, synthesized by ATRP, in our study has a narrow molecular weight distribution, and its soft sponge properties make it a hydrogel or another surfactant.
制备附加值高、化学改性的木质素基共聚物是实现技术木质素绿色可持续发展的关键。本文采用原子转移自由基聚合(ATRP)法制备了碱木质素接枝聚丙烯酰胺。由于碱木质素(AL)的总羟基含量最高,用2-溴异丁基溴对其进行改性,以AL中OH基团:[TEA]:[BiBB] = 1:1:1、1:1.5:1.5和1:2:2的不同比例合成木质素大引发剂(lignin- br)。木质素- br经ATRP接枝得到了最多br起始位点的丙烯酰胺。单体与木质素- br的比例分别为50:1、100:1和200:1,合成的共聚物(L-g-PAM)分别记为L-g-PAM50、L-g-PAM100和L-g-PAM200。用傅里叶变换红外光谱(FT-IR)和核磁共振(NMR)对共聚物进行了表征。FT-IR和1H NMR结果表明,聚丙烯酰胺被引入到L-g-PAM共聚物的木质素主链中。L-g-PAM凝胶渗透色谱结果显示,L-g-PAM200的分子量最高,为427,383 g/mol。L-g-PAM的照片和扫描电镜图像显示,L-g-PAM呈柔软的海绵状,含有交织的纤维。L-g-PAM的最大降解温度(tmax)随单体与木质素- br比的增加而升高。此外,L-g-PAM的玻璃化转变温度(T g)高于AL。本研究中通过ATRP合成的碱木质素接枝聚丙烯酰胺分子量分布窄,其柔软的海绵性质使其成为水凝胶或另一种表面活性剂。
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引用次数: 1
Antitermitic and antifungal properties of enantiopure linalool and furanoid linalool oxide confirmed in Lindera umbellata var. membranacea 对映纯芳樟醇和氧化呋喃类芳樟醇的抑菌抑菌作用
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-11-29 DOI: 10.1080/02773813.2021.2004166
Manami Satoh, Norihisa Kusumoto, N. Matsui, R. Makino, K. Hashida, D. Arai, Yoshiaki Iiduka, T. Ashitani
Abstract In this study, antitermitic and antifungal activities of enantiopure linalool and linalool oxide (furanoid) in L. umbellata var. membranacea were evaluated with their racemates. Results of chiral analysis showed that linalool oxide in leaves dominated by (R)-linalool and in twigs dominated by (S)-linalool were (2R,5R)-trans- and (2R,5S)-cis-linalool oxide and (2S,5S)-trans- and (2S,5R)-cis-linalool oxide, respectively. All rac-, (R)-, and (S)-linalool at highest concentration showed termiticidal and antifeedant activities against Reticulitermes speratus. Antitermitic activities of linalool oxides differed depending on their stereostructures, and (2R,5R)-trans-linalool oxide showed the strongest termiticidal activity. (S)-linalool showed significantly stronger antifungal activity than that of rac- and (R)-linalool against Penicillium citrinum and Chaetomium globosum. Racemate of trans- and cis-linalool oxide showed potent activity against P. citrinum, Rhizopus oryzae, and C. globosum; however, the activity decreased in isolated pure enantiomers. These results suggest that linalool and linalool oxide exhibit different antitermitic and antifungal properties.
摘要本研究用对消旋体评价了伞状叶中对映纯芳樟醇和氧化芳樟醇(类呋喃酮)的抑菌活性。手性分析结果表明,在以(R)-芳樟醇为主的叶片和以(S)-芳樟醇为主的枝上,芳樟醇氧化物分别为(2R,5R)-反式和(2R,5S)-顺式芳樟醇氧化物和(2S,5S)-反式和(2S,5R)-顺式芳樟醇氧化物。所有rac-、(R)-和(S)-芳樟醇在最高浓度时均具有杀白蚁和拒食活性。芳樟醇氧化物的抑虫活性因其立体结构的不同而不同,其中(2R,5R)-反式芳樟醇氧化物的抑虫活性最强。(S)-芳樟醇对柑橘青霉和球毛菌的抑菌活性显著高于rac-和(R)-芳樟醇。反式和顺式氧化芳樟醇外消旋体对柑橘霉、米根霉和球孢霉具有较强的抗氧化活性;然而,分离的纯对映体的活性降低。这些结果表明,芳樟醇和氧化芳樟醇具有不同的抗菌和抗真菌性能。
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引用次数: 7
Alkaline aerobic oxidation of native softwood lignin in the presence of Na+-cyclic polyether complexes 天然软木木质素在Na+-环聚醚配合物存在下的碱性好氧氧化
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-11-22 DOI: 10.1080/02773813.2021.1998127
Takashi Hosoya, K. Kawase, Yukimichi Hirano, Mizuki Ikeuchi, H. Miyafuji
Abstract Alkaline aerobic oxidation is a promising way to convert lignin to low molecular weight phenols, especially 4-hydroxybenzaldehydes. Our previous studies reported that oxidation of softwood lignin samples with a bulky cation, Bu4N+, facilitates selective production of vanillin (4-hydroxy-3-methoxybenzaldehyde). This study presents vanillin production from native softwood lignin in Japanese cedar (Cryptomeria japonica) in NaOH aq. in the presence of cyclic polyethers, with our expectation that Na+-polyether complexes exhibit effects similar to those of Bu4N+. Oxidation of wood flour (10 mg) in 4.0 M NaOH aq. (2.0 mL) at 120 °C under air gave vanillin with 6.2 wt% lignin-based yield, which was raised to 15.2 wt% by the addition of 15-crown-5 (1,4,7,10,13-pentaoxacyclopentadecane). On the other hand, such effect was not observed with the addition of tetraethylene glycol dimethyl ether, a non-cyclic analog of 15-crown-5. Mechanistic study with a lignin model compound revealed that stabilization of a vanillin precursor by the complex cation was a reason for the increased vanillin yield exhibited by the crown ether. This is similar to the influence of Bu4N+ reported previously, suggesting effective control of aerobic oxidation by large size cationic species.
碱性好氧氧化是将木质素转化为低分子量酚类,特别是4-羟基苯甲醛的一种很有前途的方法。我们之前的研究报道了软木木质素样品与大体积阳离子Bu4N+的氧化,促进了香兰素(4-羟基-3-甲氧基苯甲醛)的选择性生产。本研究研究了在NaOH水溶液中,在环聚醚存在的情况下,从日本杉木(Cryptomeria japonica)中的天然软木木质素中生产香兰素,我们期望Na+-聚醚配合物具有类似于Bu4N+的作用。木粉(10mg)在4.0 M NaOH aq (2.0 mL)中在120°C下在空气中氧化得到香兰素,木质素产率为6.2 wt%,通过添加15-冠-5(1,4,7,10,13-五氧环十五烷)将香兰素产率提高到15.2%。另一方面,添加了15-冠-5的非环类似物四乙二醇二甲醚,则没有观察到这种效果。木质素模型化合物的机理研究表明,配合物阳离子对香兰素前体的稳定作用是冠醚提高香兰素产率的原因之一。这与之前报道的Bu4N+的影响相似,表明大尺寸阳离子物种可以有效控制好氧氧化。
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引用次数: 4
Chemical characterization of sapwood and heartwood of Fraxinus angustifolia growing in Algeria 阿尔及利亚狭叶Fraxinus angustifolia边材和心材的化学特性
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-11-20 DOI: 10.1080/02773813.2021.2004165
Sandra Mazri, B. Benotmane, M. Hachémi, A. Pranovich, S. Willför, A. Smeds
Abstract The result of this study is the chemical characterization of sapwood (SW) and heartwood (HW) of Fraxinus angustifolia native to Algeria. Lipophilic and hydrophilic extractives were isolated by means of an accelerated solvent extractor (ASE) using hexane and the acetone/water mixture respectively. The acid hydrolysis and methanolysis methods were used to determine cellulose and hemicelluloses contents. The Tappi Standards T 222 and UM 250 allowed Klason and acid-soluble lignin quantification respectively. Alkaline hydrolysis of wood samples followed by HPLC analysis was performed to determine the acetyl groups. The method detailed in TAPPI T 211 (2002) for determining the ash content was used. It was found that the SW and HW of Fraxinus A. had almost similar amounts of the main components, averaging 40.00 wt% cellulose, 28.00 wt% hemicelluloses within 18.00 wt% of xylan, 22.00 wt% lignin, 3% extractives and 0.83 wt% ash. However, the HW contained more triglycerides (0.08 wt%) than the SW (0.02 wt%). On the other hand, mannitol was the most predominant hydrophilic extractive in SW (1.60 wt%) than in HW (1.02 wt%). These findings are useful for practitioners in the paper, biofuel, cosmetics, food, pharmaceutical and chemical industries for the assessment of Fraxinus A. wood chemical treatment parameters.
摘要本研究对原产于阿尔及利亚的狭叶Fraxinus angustifolia边材(SW)和心材(HW)进行了化学表征。通过分别使用己烷和丙酮/水混合物的加速溶剂提取器(ASE)分离亲脂性和亲水性提取物。采用酸水解法和甲醇解法测定了纤维素和半纤维素的含量。Tappi标准T 222和UM 250分别允许Klason和酸溶性木质素定量。对木材样品进行碱性水解,然后进行HPLC分析以确定乙酰基。采用TAPPI T 211(2002)中详述的方法测定灰分。结果表明,Fraxinus A.的SW和HW的主要成分含量几乎相似,平均为40.00 纤维素重量百分比,28.00 18.00以内的半纤维素重量百分比 木聚糖的wt%,22.00 重量%木质素、3%提取物和0.83 灰分重量百分比。然而,HW含有更多的甘油三酯(0.08 wt%)比SW(0.02 wt%)。另一方面,甘露醇是SW中最主要的亲水性提取物(1.60 wt%)比HW(1.02 wt%)。这些发现对论文、生物燃料、化妆品、食品、制药和化工行业的从业者评估Fraxinus A.木材的化学处理参数是有用的。
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引用次数: 6
Composite films of hydroxyethyl cellulose and hydroxyapatite nanowires with high mechanical strength and electrical insulation property 羟乙基纤维素与羟基磷灰石纳米线复合薄膜具有较高的机械强度和电绝缘性能
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-11-13 DOI: 10.1080/02773813.2021.1998128
Jizhen Huang, S. E, Lianmeng Si, Jiaoyang Li, Zhijun Tian, Zhaoqing Lu
Abstract An insulation network was constructed by adding hydroxyapatite nanowires (HNs) to a hydroxyethyl cellulose (HEC) system. The HNs improve the mechanical and insulating properties of the composites. The results showed the formation of strong chemical interactions between the HEC and HNs. Moreover, 20% HNs addition maximized the electrical insulation and tensile strength of the HEC/HNs film to 12.7 kV/mm and 34.12 MPa, respectively. Scanning electron microscopy revealed a three-dimensional network of HNs at the perforated edge of the films, which prevented further decomposition of HEC by the current flow. The superior mechanical properties of the combined HEC and HNs were attributed to the self-assembling cambium structure. Graphical Abstract
摘要将羟基磷灰石纳米线(HNs)添加到羟乙基纤维素(HEC)体系中,构建了一种绝缘网络。HNs提高了复合材料的力学性能和绝缘性能。结果表明HEC和HNs之间形成了强烈的化学相互作用。当HNs添加量为20%时,HEC/HNs膜的电绝缘强度和拉伸强度分别达到12.7 kV/mm和34.12 MPa。扫描电镜显示,在薄膜的穿孔边缘有一个三维网状的HNs,这阻止了电流对HEC的进一步分解。HEC和HNs复合材料优异的力学性能归因于其自组装形成层结构。图形抽象
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引用次数: 4
A novel wood identification method for Pterocarpus santalinus L.f. species based on fluorescence features 基于荧光特征的紫檀树种木材鉴别新方法
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-10-28 DOI: 10.1080/02773813.2021.1994611
H. Du, Jinzhuan Wang, Bin Liu, Z. Liang, Zhipeng Liu, M. Zhang, Yue Zhao, Jiayan Luo
Abstract The precise identification of wood plays a vital role in protecting rare timber species. Among the various wood identification techniques, the fluorescence characteristics of Pterocarpus santalinus L.f. species have rarely been investigated. In this study, the types, number of fluorescent compounds, maximum excitation and emission wavelengths, and effects of solvent and pH were characterized by fluorescence photographs, fluorescence emission spectra and fluorescence contour spectra, respectively. The results indicate that the fluorescence of P. santalinus species is relatively strong, and the fluorescent substances extracted in different solvents exhibit different color photographs under irradiation. The spectrum is also affected by the polarity of the solvent and the pH of the solution. In addition, the method for extracting the fluorescent compounds in P. santalinus samples was optimized. Based on the reported results, a good correlation between the fluorescence characteristics and the wood species was obtained as a potentially new identification method for precious rosewoods at the species level.
摘要木材的准确鉴定对保护珍稀木材物种具有重要意义。在各种木材鉴定技术中,对桑菖蒲(Pterocarpus santalinus L.f.)树种荧光特性的研究很少。本研究通过荧光照片、荧光发射光谱和荧光轮廓光谱分别表征了荧光化合物的种类、数量、最大激发和发射波长以及溶剂和pH的影响。结果表明,桑塔兰属植物的荧光较强,不同溶剂提取的荧光物质在照射下呈现出不同的彩色照片。光谱也受溶剂极性和溶液pH值的影响。此外,还优化了桑芥样品中荧光化合物的提取方法。结果表明,荧光特征与树种之间具有良好的相关性,可作为一种在种水平上鉴定珍贵红木的新方法。
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引用次数: 3
N-doped sawdust-based activated biocarbons prepared by microwave-assisted heat treatment as potential electrode materials for supercapacitors 微波辅助热处理制备的n掺杂木屑基活性炭作为超级电容器的潜在电极材料
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-10-17 DOI: 10.1080/02773813.2021.1990957
Justyna Kazmierczak-Razna, Dawid Kasprzak, M. Walkowiak, R. Pietrzak, P. Nowicki
Abstract Microwave and conventional heating have been combined to obtain highly microporous nitrogen-doped activated biocarbons. In order to generate nitrogen groups bonded in different ways into the carbonaceous matrix, the modification with urea was performed at two different stages of processing, i.e., precursor or char. Additionally, the effects of chemical and thermal (physical) activation on the physicochemical parameters and capacitance behavior of the biocarbons prepared were tested. All the materials under investigation were characterized by elementary analysis, surface area measurements as well as estimation of the number of surface functional groups. Depending on the variant of preparation, the final products were microporous nitrogen-doped activated biocarbons of well-developed surface area ranging from 314 to 1483 m2/g, showing acidic or intermediate acidic–basic character of the surface and different contents of nitrogen functional groups, varying from 0.8 to 8.6 wt.%. Finally, the electrode materials were manufactured using prepared biocarbons and tested as components of symmetric supercapacitors, containing organic electrolyte. The electrochemical performance of these materials was investigated in Swagelok® type cells by using CV, GCD and EIS techniques. The results obtained in this study showed that incorporation of nitrogen and chemical activation of sawdust can led to activated biocarbons with very good electrochemical parameters. Most promising materials have exhibited high specific capacitance values (ca. 50 − 100 F g−1), good rate capability, and excellent cycling stability (ca. 86–88% capacitance retention) after thousands of GCD cycles.
摘要微波和常规加热相结合,获得了高度微孔的氮掺杂活性生物炭。为了产生以不同方式结合到碳质基质中的氮基团,在两个不同的加工阶段(即前体或炭)进行尿素改性。此外,还测试了化学和热(物理)活化对所制备的生物炭的物理化学参数和电容行为的影响。通过元素分析、表面积测量以及表面官能团数量的估计,对所研究的所有材料进行了表征。根据制备的不同,最终产物是微孔氮掺杂的活性生物炭,其表面积在314-1483之间 m2/g,表面呈现酸性或中酸性-碱性,氮官能团含量不同,从0.8到8.6不等 最后,使用制备的生物碳制造电极材料,并将其作为含有有机电解质的对称超级电容器的部件进行测试。使用CV、GCD和EIS技术在世伟洛克®型电池中研究了这些材料的电化学性能。本研究的结果表明,氮的加入和木屑的化学活化可以产生具有良好电化学参数的活性生物炭。大多数有前途的材料都表现出较高的比电容值(约50 − 100 F g−1)、良好的倍率性能和优异的循环稳定性(约86–88%的电容保持率)。
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引用次数: 4
Assessment of eucalypts wood lignin content by analytical pyrolysis, comparison with Klason and total lignin contents 分析热解法评价桉树木材木质素含量,并与克拉森和总木质素含量进行比较
IF 2 4区 农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD Pub Date : 2021-10-13 DOI: 10.1080/02773813.2021.1986071
A. Alves, E. F. Cisneros, G. Balmelli, S. M. Poltri, J. Rodrigues
Abstract Analytical pyrolysis can be used to determine the lignin content (Py-lignin) in eucalypt woods with a precision (0.37%) similar to the wet reference methods. Good correlations were found between the Py-lignin results and Klason (94%) and total lignin contents (95%). Besides apparent species-specific deviations, an average difference of 1.3% compared to the total lignin content was observed, well below the 3.9% difference reported for softwoods (guaiacyl lignin). Since Eucalyptus has more syringyl (S) than guaiacyl (G) units, this suggests that S units are overestimated in comparison to G units by analytical pyrolysis, in line with previous findings for different degradation methods, including pyrolysis.
摘要分析热解可用于测定桉树木材中的木质素含量(Py-木质素),其精度(0.37%)与湿参比法相似。Py木质素结果与Klason(94%)和总木质素含量(95%)之间存在良好的相关性。除了明显的物种特异性偏差外,与总木质素含量相比,观察到1.3%的平均差异,远低于软木(愈创木酚木质素)3.9%的差异。由于桉树的丁香基(S)单元比愈创木酚(G)单元多,这表明通过分析热解,与G单元相比,S单元被高估了,这与之前对不同降解方法(包括热解)的发现一致。
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引用次数: 3
期刊
Journal of Wood Chemistry and Technology
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