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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

A selective oxidative depolymerization of larch lignin to ethyl vanillate by multifunctional catalysts combining alkaline ionic liquid and polyoxometalates with hydrogen peroxide

Kuiyuan Cao,Fang Yang,He Wan,Xixin Duan,Junyou Shi,Zhong Sun

Ethyl vanillate (EV) is an important component of flavors and fragrances and has been widely used in the food, pharmaceutical, and cosmetic industries. The highly selective preparation of EV from lignin, the most abundant monophenolic compound in nature, is a great challenge in the field of lignin depolymerization. In this study, the multi-active catalysts from alkaline ionic liquid and polyoxometalates were constructed, which were characterized by acidity, alkaline and oxidizing ability. They can efficiently cleave the C C and C O bonds of larch lignin in an ethanol/water system at 160 °C for 10 h with H 2 O 2 as an oxidizing agent. Vanillin and EV were main products with the phenolic yield of 10.14 wt% and the selectivity of EV was up to 83.63 %. The depolymerization of phenolic and non-phenolic lignin model compounds demonstrated that the cleavage of β -O-4 and C α -C β bonds contributed to the selective preparation of EV in the catalytic system. The catalyst can be recycled up to 4 times with excellent stability and recoverability. This study provides a new approach for the production of EV, which is promising in the high-valued utilization of larch waste.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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INDUSTRIAL CROPS AND PRODUCTS · 2024 · IF 5.6

A comparative study on the structure of lignin-carbohydrate complexes in alkali-soluble hemicellulose from bamboo (Bambusa chungii) fibers and parenchyma cells

Xin Wang,Yang Liu,Jiali Pu,Chengrong Qin,Shuangquan Yao,Shuangfei Wang,Chen Liang

Recognized as a high-quality biomass resource, bamboo presents challenges in its effective utilization owing to its complex cellular structure and diverse cell types. Thus, identifying differences in the recalcitrant structures within distinct cells is of paramount importance for bamboo chemical processing. In this study, alkaline treatment was employed to extract hemicellulose and lignin-carbohydrate complexes (LCC) separately from bamboo fibers (BF) and parenchyma cells (PC), and the chemical composition, structural characteristics, and distribution of LCC were analyzed. The results revealed that the LCC in alkali-soluble hemicellulose was primarily derived from the secondary cell wall (S-layer) and cell corner middle lamella (CCML) regions of BF, as well as the S-layer of PC. Compared to LCC A-F , a higher content of condensed lignin structures and a greater abundance of Syringyl (S) structural units were observed in LCC A-P . Furthermore, an increased proportion of lignin-arabinose and lignin-glucan linkage structures was detected in the phenyl glycosidic (PhGlc) bonds of LCC A-P . These findings provide valuable insights into the disparities between the chemical compositions and structural characteristics of LCCs within the alkali-soluble hemicelluloses of different bamboo cell types, thereby providing essential guidance for the preparation of functional materials from BF and PC substrates.

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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

Phosphorylated chitosan-lignin composites for efficient removal of Pb(II) and Cu(II) from aqueous environments and sustainable upcycling of spent adsorbents

Xiuxian Zhao,Yuhan Fang,Liang Xue,Yizhong Lu,Riming Hu,Jiayuan Yu,Xuchuan Jiang,Junhua Sun

Efficient removal of Pb(II) and Cu(II) from wastewater is crucial for safeguarding environmental safety and public health. Biomass-based adsorbents with surface-specific functionality hold great promise for selective adsorption of metal cations. In this study, a novel phosphorylated chitosan-lignin (PCSL) composite is successfully synthesized via Mannich reaction. The PCSL exhibits remarkable selectivity in the adsorption of Pb(II) and Cu(II), as evidenced by Density Functional Theory (DFT) calculations. Furthermore, DFT analysis reveals that the incorporation of phosphate groups significantly enhances the chelation capacity of the adsorbent towards heavy metals. The PCSL demonstrates ultrafast adsorption capabilities for Pb(II) and Cu(II). Specifically, the adsorption processes reach equilibrium within 7 min and 5 min, respectively, with maximum adsorption capacities of 207.9 mg·g −1 for Pb(II) and 100.0 mg·g −1 for Cu(II). X-ray photoelectron spectroscopy analysis indicates that the adsorption mechanisms involve both chemical complexation and electrostatic attraction. Notably, the adsorbent can be recycled many times, and the spent Cu-PCSL, upon pyrolysis treatment, demonstrate remarkable catalytic activity in nitrate reduction reactions, with Faradaic efficiencies as high as 98.3 % and NH 3 yield of 4.3 mg·h −1 ·mg cat. −1 . This work not only advances the progression of biomass adsorbents but also demonstrates considerable industrial potential in mitigating water pollution and promoting sustainable development.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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INDUSTRIAL CROPS AND PRODUCTS · 2024 · IF 5.6

Preparation and performance of 10 wt% of chlorantraniliprole Nano-suspension concentrate (SC) using polyether amine-bridged sulfonated alkali lignin (PSAL) as a dispersant

Qianqian Tang,Yu Sun,Lintong Du,Mingsong Zhou,Dongjie Yang

Polyether amine-bridged sulfonated alkali lignin (PSAL) with different sulfonic group contents and molecular weights was firstly synthesized and characterized. Then, 10 wt% of chlorantraniliprole Nano-suspension concentrate (SC) was prepared by the water-based grinding method, and the optimum grinding parameters were explored and obtained. Based on this optimum grinding formula, chlorantraniliprole Nano-SC was prepared and three optimum dispersants were finally obtained as follows: the compounds of polycarboxylate D-2 separately with P 1 SAL 0.68 , P 1 SAL 0.84 and TERSPERSE 2500 at the mass ratio of 1:1. All Nano-SC prepared by these three dispersants had a D 90 particle size below 200 nm, suspension percentage above 99%, water separation proportion below 1%, excellent thermal storage stability, and also better wettability on banana leaf surface. Additionally, adding glycerin could effectively inhibit the agglomeration and austenogenization of pesticide nanoparticles , and thus improve the stability of Nano-SC. Finally, the farmland experiments indicated chlorantraniliprole Nano-SC prepared in this work had a significantly improved pesticide effect on first-instar rice leaf rollers than traditional micron-sized SC. This work provided a new dispersant with excellent performance for chlorantraniliprole Nano-SC as well as broadened the high value-added utilization of industrial lignin into pesticide Nano-SC field, which had great economic and environmental benefits.

CAS / MDL: 9046-10-0
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ENERGY & FUELS · 2024 · IF 5.2

Sustainable Production of High-Value Chemicals from Selective Hydrogenolysis of Lignin Catalyzed by Co–Pd Bimetallic Supported on Nitrogen-Doped Carbon Spheres

Qiqi Liang,Yan Fu,Shuaishuai Qiu,Jie Chang

The production of fuel and chemicals from renewable lignin supplies a sustainable chemical engineering process. In this study, Co–Pd bimetallic supported on porous polymer-derived nitrogen-doped carbon spheres (NDCS) was employed for the selective hydrogenolysis of organosolv lignin. Most of the products are phenolic monomers. At optimal conditions, 2.5 MPa H2, 280 °C for 5 h, 86.74% liquefaction of lignin and 36.38 wt % yield of phenolic monomers were obtained. Among these monomer products, 60.83% were identified as 4-hydroxy-3,5-dimethoxyphenylacetic acid (22.13 wt % yield), which is an important pharmaceutical intermediate. With the help of the characterization of catalysts and hydrogenolysis products, the reaction mechanism was proposed. The NDCS provided the prerequisites for metal anchoring and dispersion, and smaller metal particle sizes (2.56 nm) were obtained compared to those of undoped nitrogen carriers. Meanwhile, the synergistic interaction between Pd0 and Co0 promoted the conversion of active hydrogen. With active hydrogen, the C–C and C–O bonds in the lignin were cleaved, and then the active O was transferred to the Pd2+ and Co2+ sites and catalyzed the oxidation of 4-allyl-2,6-dimethoxyphenol to 4-hydroxy-3,5-dimethoxyphenylacetic acid. Lastly, cycling experiments demonstrated the remarkable stability of the catalyst.

CAS / MDL: 7791-13-1
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

Utilization of structure-specific lignin extracted from coconut fiber via deep eutectic solvents to enhance the functional properties of PVA nanocomposite films

Qingsong Zheng,Shaoran Shi,Yang Gu,Pamela Owusu Osei,Lei Wang,Xiaorong Duan,Xiaomeng Wu,Xiaojun Liao

This study utilized deep eutectic solvents (DES) based on choline chloride/lactic acid (ChCl/LA) to deconstruct coconut fibers. The effects of DES with different temperatures and molar ratios on the yield of lignin, recovery rate of residues, structural changes in lignin and solid residues, and saccharification efficiency were investigated. The results showed that acidic DES treatment effectively deconstructed the coconut fibers, resulting in a high lignin yield of 68.51 % while enhancing the enzymatic saccharification of cellulose, reaching a glucose yield of 85.88 %. The structural characterization of lignin revealed that acidic DES primarily cleaved β-O-4 bonds, yielding coconut fiber lignin with lower molecular weight and higher phenolic hydroxyl groups. Uniform and smooth coconut fiber lignin nanoparticles (CFLNPs) with excellent antioxidant activity were finally obtained by antisolvent method. Furthermore, PVA/CFLNPs nanocomposite films were prepared based on acidic DES CFLNPs. The results of the structural and functional analysis showed that CFLNPs significantly improved the thermal stability, mechanical properties, hydrophobicity, antioxidant and antibacterial activity of the nanocomposite films. In general, this work achieved efficient deconstruction of coconut fibers, providing insights for biorefining in the future, and more importantly, the potential to use the CFLNPs as a choice for active food packaging.

CAS / MDL: 67-48-1
✓ 已验证 产品关联 DOI PubMed 高影响因子
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ACS Applied Polymer Materials · 2024 · IF 4.4

Waterborne Lignin-Based Epoxy Resin: A Green and Effective Chemical Cross-Linker to Form Soy Protein-Based Wood Adhesive with High Performance

Meiyu Huo,Zhaozhe Yang,Can Jin,Shuping Huo,Guomin Wu,Guifeng Liu,Zhenwu Kong

Waterborne lignin-based epoxy resin emulsions (WLEPs) bearing poly(ethylene glycols) (PEGs) as hydrophilic and soft segments were successfully prepared without using any solvent, and then the WLEPs were cured with polyamide (PA) and the soybean protein isolate (SPI) to form wood adhesives SPI/WLEP/PA with good bonding performance and water resistance. The WLEPs were uniformly dispersed in the SPI matrix, and the multiple interactions between WLEP, PA, and SPI resulted in a more stable and compact cross-linked network, which was conducive to enhancing the cohesion strength, water tolerance, and thermal stabilities of the SPI-based adhesives. In comparison to the pristine SPI adhesive, the dry and hot water (63 °C for 3 h) shear strengths of the plywood formulated with SPI/WLEP/PA (WLEP: 16 wt %) remarkably increased by 137% (3.94 MPa) and 134% (0.75 MPa), respectively, satisfying the demand of interior-use plywood type II. Especially, when the WLEP loading reached 21 wt %, the plywood demonstrated outstanding boiling water strength of 0.77 MPa, higher than the China national standard requirement for exterior-grade plywood type I (≥0.70 MPa). These results suggested that the WLEPs could serve as a green and effective cross-linker to give SPI-based wood adhesives with high water tolerance and bonding performance.

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ACS Sustainable Chemistry & Engineering · 2025 · IF 7.3

Deep Eutectic Solvents Recycling for Efficient and Sustainable Lignocellulosic Biomass Processing and the Impact of Recycling on Resultant Lignin and Cellulose Products

Qing Zhang,Enqing Zhu,Chi Zhang,Qingwen Tian,Lili Zhang,Jing Shen,Yonghao Ni,Zhiguo Wang

Deep eutectic solvents (DESs) present a promising pathway for sustainable lignocellulosic biomass fractionation, yet challenges such as solvent recyclability and maintaining product quality over repeated cycles persist, which is largely caused by hemicelluloses. A lactic acid/choline chloride (LA/ChCl) DES was employed to fractionate acid-hydrolyzed poplar chip biomass. After removing ∼96% of hemicellulose via acid hydrolysis pretreatment, the fractionation using fresh DES achieved a delignification degree of 90%, yielding cellulose-rich pulp over 90%. The DES was recycled up to five times, maintaining over 90% recovery in each cycle. However, the delignification degree decreased to 76% after five cycles. Supplementing fresh DES restored the delignification degree to 78%, while activated carbon adsorption further improved it to 88%. Importantly, structural analysis confirmed minimal degradation of DES, and the recycling process maintained the quality of the fractionated products. The lignin fraction exhibited high purity (>85%), stable molecular weight (∼7000 g/mol), low polydispersity index (∼1.70), and the cellulose fraction displayed efficient fiber separation while maintaining its natural crystalline structure (crystallinity index ∼80%). This work provides new process concepts for DES fractionation of biomass, offering a scalable and environmentally sustainable solution for lignocellulosic biomass processing within biorefinery frameworks.

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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Dual-role cysteine in choline chloride/oxalic acid deep eutectic solvent pretreatment: enzymatic hydrolysis boost via lignin condensation inhibition and cellulose preservation

Sisi Wang,Juan Wang,Wenjun Ying,Junhua Zhang

The redeposition of condensed lignin impedes deep delignification, compromising the saccharification performance of acid pretreated lignocelluloses, while excessive acid hydrolysis of cellulose reduces total glucose recovery. Here, recyclable cysteine was introduced into choline chloride/oxalic acid (ChCl/OA) DES to pretreat bamboo biomass. Cysteine suppressed lignin condensation, preserving 71.8 % of β- O -4 linkages and eliminating pseudo-lignin deposition, thereby increasing lignin removal from 63.9 % to 81.1 %. Simultaneously, cysteine protected cellulose from acid hydrolysis, raising cellulose recovery from 80.0 % to 92.9 %. This dual function reduced surface lignin area by 52.9 %, enhanced cellulose accessibility by 2.3-fold, and increased cellulase adsorption by 64.8 %. Consequently, enzymatic glucose yield surged from 18.6 % to 90.3 %, and total glucose recovery rose from 13.4 % to 75.5 %. This study developed a strategy based on lignin condensation inhibition and cellulose preservation to enhance the saccharification performance of acidic DES pretreated bamboo via adding cysteine.

CAS / MDL: 112-80-1 52-90-4 67-48-1
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ACS Nano · 2022 · IF 18.027

Synthetic Lignin-Derived Therapeutic Nano Reagent as Intestinal pH-Sensitive Drug Carriers Capable of Bypassing the Gastric Acid Environment for Colitis Treatment

Chengke Zhao,Jiali Yang,Mingfeng Chen,Wenjun Chen,Xinyuan Yang,Heng Ye,Liying Wang,Yong Wang,Jinjin Shi,Fengxia Yue,Xing Ma

Oral drug delivery is a common route for management of inflammatory bowel disease (IBD) but suffers from low bioavailability and systemic side effects during passage through the alimentary canal. Here, we present a therapeutic nano reagent of a ferulic acid-derived lignin nanoparticle (FALNP). We showed that FALNP with favorable antioxidant activity can regulate IBD. More importantly, the intestinal pH-responsive degradability of FALNP allows it to withstand the harsh gastric acid environment, bypass physiological barriers, and target the intestine for gastrointestinal delivery. In vivo experiments showed that oral administration of FALNP markedly relieved pathological symptoms in a mouse model of acute colitis by reducing oxidative stress and regulating the gut microbiome. By integrating anti-inflammatory medicine, FALNP also can be used as a bioactive carrier to exert a potent synergistic therapeutic effect. In addition to colitis, FALNP can be readily adaptable for use as a carrier platform for therapy of many other intestinal diseases.

✓ 已验证 DOI PubMed 高影响因子
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Embedding Mn2Mo3O8/Ni heterojunctions in self-supported lignin-derived carbon frameworks for enhanced ampere-level hydrogen evolution reaction under pH-universal conditions

Liancen Li,Guangfu Qian,Litao Ge,Yunpeng Wang,Xinyu Cao,Jiawei Li,Douyong Min,Jinli Chen,Panagiotis Tsiakaras

Biomass-derived carbon-based electrocatalysts often suffer from low performance in hydrogen evolution reaction (HER) at high current density, limiting their industrial use. Herein, a Mn 2 Mo 3 O 8 -Ni heterojunction is integrated into a self-supported lignin-derived carbon framework on nickel foam (LC-Mn 2 Mo 3 O 8 @Ni/NF) to enhance HER performance. Electrochemical tests demonstrate that LC-Mn 2 Mo 3 O 8 @Ni/NF exhibits effective HER activity under pH-universal conditions (Alkali: E -10/−2000  = −54.7/322.9 mV; Acidic: E -10/−2000  = −39.5/431.5 mV; Neutral: E -10/−600  = −84.2/421.9 mV). Density functional theory calculations reveal that the synergy of lignin-derived carbon and the heterojunction redistributes electrons, creating an electron-rich carbon layer and electron-deficient Mn 2 Mo 3 O 8 @Ni, increasing active sites. The optimized d -band center enhances *H adsorption/desorption (ΔG ⁎H  = −0.12 eV) and lowers the water dissociation energy (0.61 eV), facilitating the Volmer step and boosting HER activity across all pH conditions. Furthermore, LC-Mn 2 Mo 3 O 8 @Ni/NF maintains stability at −500 mA cm −2 for 140 h without significant performance loss, attributed to its super-hydrophilic, gas-repellent properties, and corrosion-resistant porous self-supported lignin-derived carbon, thus facilitating HER across pH-universal conditions. This research provides an efficient catalyst for HER and offers valuable insight for developing high-performance biomass-derived carbon-based electrocatalysts for water electrolysis.

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MOLECULES · 2025 ·Vol. 31 ·期 1 ·133 · IF 4.6

Insights into Real Lignin Refining: Impacts of Multiple Ether Bonds on the Cracking of β-O-4 Linkages and Selectivity of Products

Yuancai Lv,Xuepeng Lin,Kai Yang,Yifan Liu,Xiaoxia Ye,Liang Song,Chunxiang Lin,Guifang Yang,Minghua Liu

Depolymerizing lignin to produce high-value chemicals has garnered increasing attention. Given the complex structure of real lignin, the cracking efficiency ofβ-O-4 linkages and the selectivity of depolymerization products are significantly lower than those of lignin model compounds. Meanwhile, the relationship between the structure of lignin and theβ-O-4 linkage cracking was ignored. In this work, to well address the issue, three real lignins (corncob lignin (CL), pinus massoniana lignin (PML), and eucalyptus lignin (EL)) were employed to discuss the impacts of special ether bonds in lignin on theβ-O-4 linkage cracking in the no-additional-hydrogen catalytic system mediated by a CoNi2@BTC catalyst. The lignin depolymerization results showed that the ether bonding structure in the lignin significantly impacted the cracking ofβ-O-4 linkages and selectivity of the final products, resulting in a great difference among their intermediates. Notably, the methoxy groups in the real lignin greatly inhibited the further hydrogenation of phenolic compounds, resulting in the accumulation of abundant methoxy-substituted phenolic compounds and a low yield of cycloalkanes (12.37% to 14.06%). To deeply discuss theβ-O-4 linkage cracking in the lignin depolymerization, degradation experiments with coexisting ether bond compounds were performed, and the activation energy was employed to quantitatively evaluate the impacts of other ether bonds on theβ-O-4 linkage cracking. The results revealed that multiple ether bonds (α-O-4, 4-O-5, and methoxy group) significantly increased the activation energy (from 236% to 373%) ofβ-O-4 linkages, resulting in the evident decline in theβ-O-4 model compound. In addition, the degradation of the methoxy-substitutedβ-O-4 model compound (GG) demonstrated that the methoxy-substituted aromatic ring products were resistant to further hydrogenation, resulting in the accumulation of methoxy-substituted aromatic ring products in the depolymerization of real lignin. All the findings will provide a novel perspective for the targeted high-value utilization of real lignin in chemical production.

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