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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2022 · IF 8.025

A modified ionization difference UV–vis method for fast quantitation of guaiacyl-type phenolic hydroxyl groups in lignin

Lan Chen,Xiaoxiao Wei,Huan Wang,Min Yao,Liming Zhang,Göran Gellerstedt,Mikeal E. Lindström,Monica Ek,Shuangfei Wang,Douyong Min

An ionization difference UV–Vis method ( Δε -spectrum method) is the most potentially simple method for fast quantitation of phenolic hydroxyl groups (ph-OH) in lignin. However, the underestimated results were calculated from the conventional Δε -spectrum method using one- or two-point wavelengths measurement. In this study, a modified Δε -spectrum method using multi-point wavelengths measurement was developed and the negative absorbance was also considered. Four main typical lignin models, e . g . vanilla alcohol, 5-5 biphenyl , stilbenoid and vanillin , were applied as the guaiacyl-type (G-type) phenolic models for the determination of ph-OH by the modified Δε -spectrum method. The 2-methoxyethanol/water/acetic acid = 8/2/0.2 ( V /V/V) was used as the acidic solvent system and the 2-methoxyethanol/0.2 M NaOH solution = 1/9 ( V /V) was used as the alkaline solvent system. The ph-OH contents in the spruce milled wood lignin (SMWL) and the spruce Kraft lignin (SKL) were respectively quantified by the modified Δε -spectrum method as 1.078 and 4.348 mmol/g, which were comparable to the counterparts determined by 31 P Nuclear Magnetic Resonance Spectroscopy ( 31 P NMR). The results revealed that the modified Δε -spectrum method can provide more accurate and reliable results compared to the conventional method.

✓ 已验证 DOI 高影响因子
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iScience · 2023 · IF 5.8

Imidazo[1,2-a]pyridine derivatives synthesis from lignin β-O-4 segments via a one-pot multicomponent reaction

Luxian Guo,Yangming Ding,Hua Wang,Yuxuan Liu,Qian Qiang,Qi Luo,Fei Song,Changzhi Li

The catalytic conversion of lignin into N-containing chemicals is of great significance for the realization of value-added biorefinery concept. In this article, a one-pot strategy was designed for the transformation of lignin β-O-4 model compounds to imidazo[1,2-a]pyridines in yields up to 95% using 2-aminopyridine as a nitrogen source. This transformation involves highly coupled cleavage of C-O bonds, sp 3 C-H bond oxidative activation, and intramolecular dehydrative coupling reaction to construction of N-heterobicyclic ring. With this protocol, a wide range of functionalized imidazo[1,2-a]pyridines sharing the same structure skeleton as those commercial drug molecules, such as Zolimidine, Alpidem, Saripidem, etc., were synthesized from different lignin β-O-4 model compounds and one β-O-4 polymer, emphasizing the application feasibility of lignin derivatives in N-heterobicyclic pharmaceutical synthesis.

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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2020 · IF 7.489

Microwave-mediated fabrication of silver nanoparticles incorporated lignin-based composites with enhanced antibacterial activity via electrostatic capture effect

Yalin Wang,Zhixian Li,Dongjie Yang,Xueqing Qiu,Yuanxiang Xie,Xing Zhang

Lignin has been considered as a green carrier with excellent biocompatibility for the biomedical applications in drug release, tissue engineering, etc. In this study, silver nanoparticles (AgNPs) incorporated quaternized lignin (QAL) composites (Ag@QAL) were synthesized in-situ with the assistance of the microwave radiation . The positive charged QAL, not only serves as reductive and stabilizing carriers, but also endows with electrostatic effect toward negatively charged Escherichia coli ( E. coli ) and Staphylococcus aureus ( S. aureus ), resulting in greatly enhanced antibacterial activity . It is worth mentioning that Ag@QAL exhibits the highest antibacterial activity, which causes 3.72 log 10 (>99.9%) and 5.29 log 10 (>99.999%) CFU/ml reduction against E. coli and S. aureus respectively after contacting for only 5 min. Furthermore, due to the strong interaction between Ag@QAL and Ag + /AgNPs, bacteria can be captured and co-precipitated by Ag@QAL fastly in 30 min with almost none silver ions detected in the supernatant, which prevents Ag + leaking with extremely low toxicity to the biological environment. This concept of electrostatic capture effect induced antibacterial activity enhancement and environmentally benign features may provide new insights into the design of highly effective antibacterial agents in a sustainable manner.

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Reaction Chemistry & Engineering · 2022 ·Vol. 7 ·期 8 ·1750-1761 · IF 5.2

Microwave-assisted depolymerization of lignin with synergic alkali catalysts and a transition metal catalyst in the aqueous system

Heyu Li,Yingfang Huang,Xiuhua Lin,Yifan Liu,Yuancai Lv,Minghua Liu,Yuming Zhang

In this study, synergic alkali catalysts (NaOH + NaAlO2) and Ni/ZrO2 were used for microwave-assisted lignin depolymerization. The effect of temperature, alkali dosage, Ni/ZrO2 dosage, and solid-to-liquid mass ratio was studied to improve the catalytic degradation efficiency and the yield of phenolic compounds. The results showed that more than 87.7% of lignin was converted and more than 0.582 mmol g−1 total phenolic hydroxyl concentration was obtained at 180 °C. Furthermore, the characterization results of FT-IR, UV-VIS, TG-DSC, GPC and 1H-NMR clearly demonstrated that the synergistic system of an alkali and Ni/ZrO2 effectively improved the degradation efficiency and inhibited the formation of char, and resulted in a series of compounds with low molecular weight (<1000). In addition, the GC-MS results showed that the selectivity of the phenolic monomer product (68.2%) significantly improved after degradation. The lignin depolymerization mechanisms involved demethoxylation, dealkylation and decarbonylation.

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Advanced Sustainable Systems · 2020 ·Vol. 4 ·期 10 ·1900136 · IF 4.869

Hydrodeoxygenation of Lignin-Derived Monomers and Dimers over a Ru Supported Solid Super Acid Catalyst for Cycloalkane Production

Xing Zhang,Hui Yan,Lingjun Zhu,Tian Li,Shurong Wang

The monomers and dimers produced via lignin depolymerization are a promising alternative to transportation fuels after hydrodeoxygenation (HDO). However, these compounds contain numerous oxygen-containing functional groups that are strongly bonded to aromatic rings. Therefore, the conventional HDO of lignin-derived compounds faces serious problems of catalyst deactivation due to coke deposition and low hydrocarbon yields. A metal–solid super acid catalyst, i.e., Ru(SO 4 2− )/ZrO 2 –CeO 2 , is synthesized, characterized, and evaluated for the HDO of various lignin-derived monomers and dimers in a biphasic n -dodecane/H 2 O system. A high cyclohexane yield of 98.5% is obtained by the HDO of phenol performed at 200 °C and 5 MPa. The “hydrated” configuration can be formed between the hydrogenation intermediates and H 2 O on the Ru sites. In addition, the anionic vacancies of ZrO 2 –CeO 2 can be occupied by H − derived from the heterolytic cleavage of H 2 , leading to the formation of metal hydrides. The strong acidity of SO 4 2− /ZrO 2 –CeO 2 is beneficial for the subsequent deoxygenation of the hydrotreated products. In addition, the biphasic system can minimize the side reactions induced by the strong acidity of the catalyst. The catalytic system also exhibits a good catalytic performance for the HDO of other lignin-derived monomers and dimers to produce cycloalkanes.

✓ 已验证 DOI 高影响因子
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ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH · 2021 ·Vol. 28 ·期 21 ·27398-27410 · IF 4.223

Fast one-step preparation of porous carbon with hierarchical oxygen-enriched structure from waste lignin for chloramphenicol removal

Chen Aixia,Pang Jiaju,Wei Xiao,Chen Bei,Xie Yaping

This work explored the use of porous carbon (PC) materials converted from waste lignin as raw materials for the removal of chloramphenicol (CAP) in water. The PC with controllable pores was prepared through a facile, cost-effective one-step method. The physical and chemical properties of the material were characterized by BET, SEM, FT-IR, and XRD, and the best conditions for preparation were selected based on the results of adsorption experiments. The PC, which was prepared at reaction temperature of 800 °C and the K 2 CO 3 /sodium lignosulfonate mass ratio of 4, namely PC-800-4, had a high specific surface area (1305.5 m 2  g −1 ) and pore volume (0.758 cm 3  g −1 ). At a lower initial concentration of CAP ( C 0  = 120 mg L −1 ), the maximum adsorption capacity of this adsorbent was 534.0 mg g −1 at 303 K. In addition, PC-800-4 maintained good adsorption performance in a wide pH range and strongly resisted the interference of ions and humic acid. The results showed that the adsorption removal CAP was based on physical adsorption and chemical adsorption as a process supplement. The advantages of wide sources, high efficiency and speed, wide application, and rich oxygen-containing functional groups made the adsorbent have great application potential for removal chloramphenicol from water.

✓ 已验证 DOI 高影响因子
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ACS Sustainable Chemistry & Engineering · 2019 · IF 6.97

“Graft to” Modification of Lignin by the Combination of Enzyme-Initiated Reversible Addition–Fragmentation Chain Transfer and Grafting

Xueming Bao,Yuanyuan Yu,Qiang Wang,Ping Wang,Jiugang Yuan

Reversible addition–fragmentation chain-transfer (RAFT) polymerization demonstrates promise for preparing polymers with well-controlled weights and architectures. In this study, “one enzyme double catalysis” method applied in RAFT polymerization and grafting for lignin modification was reported. Acetylacetone (ACAC) radicals were generated by horseradish peroxidase (HRP) and hydrogen peroxide (H2O2), efficiently initiating well-controlled RAFT polymerization in the presence of chain-transfer agents. In this study, two vinyl monomers were polymerized, affording polymers with a controlled molecular weight and a low-molecular-weight distribution. In addition, this new “graft to” RAFT polymerization method catalyzed by the HRP/H2O2/ACAC system was carried out on lignin to prepare biocomposites. The difference between the grafted biocomposites and raw lignin was examined by Fourier transform infrared spectroscopy, and other analysis tests. The successful combination of HRP-initiated RAFT polymerization and enzyme-catalyzed graft modification will open a new avenue for the potential green polymerization of different monomers and green preparation of functional materials.

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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

High-performance removal of methylene blue dye using porous lignin extracted from sugarcane bagasse by deep eutectic solvent

Xinyuan Fu,Jingke Liu,Xiaodong Zhang,Yao Liu,Ting Wu,Xiaoqing Lin

This study evaluated the ability of triethyl benzyl ammonium chloride/lactic acid deep eutectic solvent extracted lignin (TEBAC/LA-DES-L) to adsorb methylene blue (MB) without additional functional group modification. The structure and morphology of TEBAC/LA-DES-L were characterized using SEM, BET, FT-IR, and TGA techniques. Various factors influencing MB adsorption, such as extraction temperature, solution pH, adsorbent dose, initial MB concentration, adsorption time, and reaction temperature, were investigated. The Redlich-Peterson isotherm displayed a good fit for the experimental data, with a maximum adsorption capacity of 85.16 mg/g. Kinetic analysis suggested that the adsorption process followed the pseudo-second-order model, with adsorption occurring in <100 min on DES-L-4 h. The mechanism of MB adsorption on DES-L-4 h was attributed to electrostatic attraction, hydrophobic interactions, and hydrogen bonding forces. Overall, DES-L-4 h demonstrated high adsorption capacity and rapid adsorption rate, making it a promising adsorbent for effectively removing cationic dyes from wastewater.

✓ 已验证 DOI PubMed 高影响因子
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Journal of Water Process Engineering · 2025 · IF 6.7

Lignin nanospheres loaded with titanium dioxide: A novel catalytic carrier system for achieving elevated visible light photocatalytic activity

Fan Yang,Hang Wang,Linyu Liu,Yan Feng,Fuxiang Chu,Yiqiang Wu,Fuquan Xiong

Titanium dioxide (TiO 2 ) is a promising photocatalyst for environmental pollutant treatment. However, nano-TiO 2 particles have poorly visible light absorption capability, are susceptible to agglomeration, and experience easy electron–hole recombination. Herein, highly photocatalytically active lignin nanospheres loaded with TiO 2 (LNST) were prepared, leveraging strong visible light absorption, abundant active functional groups, and π-conjugation effects of lignin nanospheres (LNS). The results showed that the photocatalytic efficiency of LNST-4 for removing Rhodamine B (RhB) was significantly enhanced, achieving a RhB (50 mg/L) removal rate of 97.4 % under the irradiation of visible light within 120 min. The apparent rate constant was 0.043 min −1 , which was 9 and 20 times higher than that of P-TiO 2 and P25, respectively. Moreover, LNST-4 maintained good photocatalytic performance within a pH range of 3–9 and RhB concentration range of 25–100 mg/L. In the photocatalytic degradation of RhB, ·O 2 − and h + were the primary active species. The degradation pathway of RhB was proposed based on Liquid Chromatograph Mass Spectrometer (LC-MS) analysis and Density Functional Theory (DFT) theoretical calculations. Toxicity assessments revealed that photocatalytic treatment reduced the ecological toxicity of RhB. This study offers a viable strategy for enhancing the photocatalytic performance of TiO 2 while enabling the resource utilization of lignin.

CAS / MDL: 108-29-2
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

Highly adhesive conductive hydrogels fabricated by catechol lignin/liquid metal-initiated polymerization of acrylic acid for strain sensors

Dongping Zhao,Jing Luo,Kaili Fang,Caoxing Huang,Xin Zhou,Kankan Jiang

Conductive hydrogels have emerged as promising candidates for next-generation flexible electronics owing to their unique combination of electrical conductivity and mechanical compliance. However, the development of an eco-friendly and efficient polymerization strategy to simultaneously achieve robust adhesion and superior functionality remains a challenge. In the work, catechol lignin (DAL)/liquid metal (LM) were utilized as initiators for the polymerization of acrylic monomers (PAA), resulting in the preparation of conductive hydrogels (PAA-DAL-LM). The engineered DAL component serves dual functions of establishing an interfacial stabilization layer for LM nanoparticles while participating in radical generation for polymerization initiation, and this synthesis protocol eliminates conventional toxic initiators through LM-mediated radical generation mechanisms. The resultant PAA-DAL-1.6 %LM hydrogel demonstrated remarkable performance characteristics, including exceptional compressive strength (688.5 KPa), good self-healing properties, and high electrical conductivity (0.24 S/m). Structural modification of alkali lignin through catechol incorporation significantly improved both the water solubility and interfacial adhesion strength (16.23 KPa). Systematic characterization revealed stable strain-responsive electrical behavior with high strain sensing accuracy as well as stable electrical output. These multifunctional hydrogels not only hold significant potential for advancing flexible sensor technologies but also pave the way for sustainable valorization of lignin biopolymers in advanced material applications.

CAS / MDL: 79-10-7
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Janus-structured lignin hydrogel evaporator via laser direct writing for high efficiency seawater desalination and solar power generation

Yuhan Liu,Zhongwei Zhang,Jiangang Wang,Chen Hu,Jiaxin Tang,Meng Shi,Hongyou Cui,Dongfeng Qi

Interfacial solar steam generation offers an eco-friendly and energy-efficient method for clean water production. Among various interfacial evaporator materials, lignin hydrogels are considered as one of the most promising candidates for interfacial solar steam generator due to the renewability and biocompatibility of lignin. In this work, laser direct-writing technology is employed to tailor hydrophobic and hydrophilic properties of the top and bottom surfaces of the lignin hydrogel. A series of lignin hydrogels with different content of lignin (LPSMA-x, x presents the lignin content) were prepared. Among them, LPSMA-1.5 shows an excellent evaporation rate of 2.16 kg m −2  h −1 under one sun illumination, and can almost completely remove organic pollutants and more than 99 % of major ions in the desalination test of actual Bohai seawater, meeting WHO drinking water standards. Additionally, LPSMA-1.5 can generate an open-circuit voltage and short-circuit current of approximately 600 mV and 80 mA in seawater under one sun illumination. LPSMA-1.5 also demonstrates high antibacterial efficiency (99.9 % inhibition against E. coli and 90.6 % against environmental mixed microorganisms). Laser induced graphene Janus-structured hydrogel interfacial evaporator by laser direct writing fabrication has great potential in desalination and wastewater treatment applications because of the cost effectiveness, high performance, and multi-functionality.

CAS / MDL: 8061-51-6
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INDUSTRIAL CROPS AND PRODUCTS · 2025 · IF 6.2

Insights into acidic deep eutectic solvent-mediated softwood pretreatment for high fermentable sugar yield and efficient lignin recovery

Chenjie Ji,Rou Weng,Chang Yu,Yuyang Fan,Jia Ouyang

This study addresses the critical challenges of softwood pretreatment, focusing on Chinese fir as a model substrate to tackle its high lignin content and recalcitrant structure. To enhance the fractionation efficiency of softwood components and improve enzymatic glucose yield, four deep eutectic solvent (DES) systems—ChCl/LA, ChCl/FA, TEBAC/LA, and TEBAC/FA—were systematically evaluated. Using density functional theory (DFT) calculations and molecular dynamics (MD) simulations, TEBAC/LA (1:4) was identified as the optimal DES system, exhibiting exceptional binding energy (-162.37 kcal/mol) and strong hydrogen bonding interactions that effectively disrupted lignin’s hydrogen bond network. Furthermore, Pearson correlation analysis between the physicochemical properties of DES (e.g., density, viscosity, surface tension, and Kamlet-Taft parameters) and enzymatic hydrolysis yield revealed that low surface tension, high Kamlet-Taft α, and high π parameters significantly enhance pretreatment efficiency. Guided by these computational insights, experimental validation revealed that TEBAC/LA achieved outstanding lignin removal (97.41 %) and glucose yield (97.09 %) under optimized conditions (150 °C, 90 min). This work not only advances the understanding of DES-biomass interactions but also demonstrates the power of integrating molecular simulations with experimental validation to design efficient biomass pretreatment systems. This study provides a scalable and sustainable approach for optimizing solvent systems, advancing renewable energy and material production.

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