A facile strategy to fabricate a lignin-based thermoset alternative to formaldehyde-based wood adhesives

Shi, Xiaoyu; Gao, Shishuai; Jin, Can; Zhang, Daihui; Lai, Chenhuan; Wang, Chunpeng; Chu, Fuxiang; Ragauskas, Arthur J.; Li, Mi

doi:10.1039/d3gc00763d

A facile strategy to fabricate a lignin-based thermoset alternative to formaldehyde-based wood adhesives

Journal Article · Thu May 11 00:00:00 EDT 2023 · Green Chemistry

DOI:https://doi.org/10.1039/d3gc00763d· OSTI ID:1997727

Shi, Xiaoyu ^[1]; Gao, Shishuai ^[2]; ^[2]; ^[3]; Lai, Chenhuan ^[4]; Wang, Chunpeng ^[1]; ^[1]; ^[5]; ^[6]

Chinese Academy of Forestry (CAF), Nanjing (China); Nanjing Forestry University (China)
Chinese Academy of Forestry (CAF), Nanjing (China)
Chinese Academy of Forestry (CAF), Nanjing (China); Nanjing Forestry University (China); Beijing Forestry University (China)
Nanjing Forestry University (China)
University of Tennessee, Knoxville, TN (United States); Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
University of Tennessee, Knoxville, TN (United States)

The utilization of sustainable lignin to synthesize wood adhesives has attracted increasing attention in recent years. However, the facile fabrication of strong and environmentally friendly lignin-based adhesives with a high lignin content remains a significant challenge. In this study, we developed a formaldehyde-free wood adhesive system by combining alkali lignin and poly(propylene glycol) bis(2-aminopropyl ether). The process of producing lignin-based adhesives involves a simple mixing of wood flour, lignin, and a commercially available crosslinker (polyetherimide), followed by direct hot-pressing into particleboards. The lignin-based adhesive showed a high biomass content of 75 wt% (crosslinker accounting for 25 wt%) and the internal bonding strength of the formaldehyde-free and non-toxic particleboards was 1.42 MPa, outperforming many other bio-based adhesives. In conclusion, the study demonstrates a new and facile strategy to synthesize a lignin-based thermoset that is readily and practically applicable as an adhesive to fabricate high-performance, high lignin content, and formaldehyde-free wood products.

View Accepted Manuscript (DOE)

Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: Chinese Academy of Forestry (CAF); National Natural Science Foundation of China (NSFC); USDOE

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 1997727

Journal Information:: Green Chemistry, Journal Name: Green Chemistry Journal Issue: 15 Vol. 25; ISSN 1463-9262

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

References (58)

Lignin as a Wood‐Inspired Binder Enabled Strong, Water Stable, and Biodegradable Paper for Plastic Replacement Jiang, Bo; Chen, Chaoji; Liang, Zhiqiang Advanced Functional Materials, Vol. 30, Issue 4 https://doi.org/10.1002/adfm.201906307	journal	October 2019
Lignin-phenol-formaldehyde resin adhesives prepared with biorefinery technical lignins Yang, Sheng; Zhang, Yue; Yuan, Tong-Qi Journal of Applied Polymer Science, Vol. 132, Issue 36 https://doi.org/10.1002/app.42493	journal	June 2015
Upgrading of urea formaldehyde-bonded reed and wheat straw particleboards using silane coupling agents Han, Guangping; Zhang, Changwu; Zhang, Dongmei Journal of Wood Science, Vol. 44, Issue 4 https://doi.org/10.1007/BF00581308	journal	August 1998
Curing of urea-formaldehyde resins on awood substrate Siimer, K.; Kaljuvee, T.; Christjanson, P. Journal of Thermal Analysis and Calorimetry, Vol. 84, Issue 1 https://doi.org/10.1007/s10973-005-7185-7	journal	April 2006
Effect of sodium lignosulfonate on bonding strength and chemical structure of a lignosulfonate/chitosan-glutaraldehyde medium-density fiberboard adhesive Liu, Chen; Yuan, Bingnan; Guo, Minghui Advanced Composites and Hybrid Materials, Vol. 4, Issue 4 https://doi.org/10.1007/s42114-021-00351-9	journal	October 2021
Lignin in situ self-assembly facilitates biomimetic multiphase structure for fabricating ultra-strong and tough ionic conductors for wearable pressure and strain sensors Wang, Xinyu; Shen, Yi; Xu, Shijian Advanced Composites and Hybrid Materials, Vol. 6, Issue 3 https://doi.org/10.1007/s42114-023-00658-9	journal	April 2023
Use of organosolv lignin in phenol-formaldehyde resins for particleboard production Çetin, Nihat S.; Özmen, Nilgül International Journal of Adhesion and Adhesives, Vol. 22, Issue 6 https://doi.org/10.1016/S0143-7496(02)00059-3	journal	January 2002
Lignin depolymerization/repolymerization and its critical role for delignification of aspen wood by steam explosion Li, Jiebing; Henriksson, Gunnar; Gellerstedt, Göran Bioresource Technology, Vol. 98, Issue 16 https://doi.org/10.1016/j.biortech.2006.10.018	journal	November 2007
Reducing formaldehyde emission of urea formaldehyde-bonded particleboard by addition of amines as formaldehyde scavenger Ghani, Aizat; Ashaari, Zaidon; Bawon, Paiman Building and Environment, Vol. 142 https://doi.org/10.1016/j.buildenv.2018.06.020	journal	September 2018
Improved wet shear strength in eco-friendly starch-cellulosic adhesives for woody composites Yin, Hao; Zheng, Peitao; Zhang, Erbing Carbohydrate Polymers, Vol. 250 https://doi.org/10.1016/j.carbpol.2020.116884	journal	December 2020
Characterization of rubberwood particleboard made using carboxymethyl starch mixed with polyvinyl alcohol as adhesive Lamaming, Junidah; Heng, Ng Boon; Owodunni, Amina Adedoja Composites Part B: Engineering, Vol. 183 https://doi.org/10.1016/j.compositesb.2019.107731	journal	February 2020
A novel particleboard using unsaturated polyester resin as a formaldehyde-free adhesive Li, Ran; Lan, Congrong; Wu, Zhenzeng Construction and Building Materials, Vol. 148 https://doi.org/10.1016/j.conbuildmat.2017.04.203	journal	September 2017
Elaboration of carboxylated cellulose nanocrystals filled starch-based adhesives for the manufacturing of eco-friendly particleboards Ait Benhamou, Anass; Boussetta, Abdelghani; Kassab, Zineb Construction and Building Materials, Vol. 348 https://doi.org/10.1016/j.conbuildmat.2022.128683	journal	September 2022
Recent advancements in lignocellulose biomass-based carbon fiber: Synthesis, properties, and applications Vinod, Athira; Pulikkalparambil, Harikrishnan; Jagadeesh, Praveenkumara Heliyon, Vol. 9, Issue 3 https://doi.org/10.1016/j.heliyon.2023.e13614	journal	March 2023
Maleated lignin coreaction with phenol-formaldehyde resins for improved wood adhesives performance Younesi-Kordkheili, Hamed International Journal of Adhesion and Adhesives, Vol. 113 https://doi.org/10.1016/j.ijadhadh.2021.103080	journal	March 2022
High-value utilization of hydroxymethylated lignin in polyurethane adhesives Chen, Yinchen; Zhang, Hui; Zhu, Zhaodong International Journal of Biological Macromolecules, Vol. 152 https://doi.org/10.1016/j.ijbiomac.2020.02.321	journal	June 2020
A review on lignin-based epoxy resins: Lignin effects on their synthesis and properties Lu, Xinyu; Gu, Xiaoli International Journal of Biological Macromolecules, Vol. 229 https://doi.org/10.1016/j.ijbiomac.2022.12.322	journal	February 2023
Utilizing Miscanthus stalks as raw material for particleboards Klímek, Petr; Wimmer, Rupert; Meinlschmidt, Peter Industrial Crops and Products, Vol. 111 https://doi.org/10.1016/j.indcrop.2017.10.032	journal	January 2018
Properties of phenolic adhesives formulated with activated organosolv lignin derived from cornstalk Feng, Shanghuan; Shui, Tao; Wang, Haoyu Industrial Crops and Products, Vol. 161 https://doi.org/10.1016/j.indcrop.2020.113225	journal	March 2021
Preparation of a novel lignin-based film with high solid content and its physicochemical characteristics Chen, Xiaojuan; Li, Zhonghua; Zhang, Lidan Industrial Crops and Products, Vol. 164 https://doi.org/10.1016/j.indcrop.2021.113396	journal	June 2021
Development of bio-based cornstarch - Mimosa tannin - sugar adhesive for interior particleboard production Oktay, Salise; Kızılcan, Nilgün; Bengü, Başak Industrial Crops and Products, Vol. 170 https://doi.org/10.1016/j.indcrop.2021.113689	journal	October 2021
Unlocking the role of lignin for preparing the lignin-based wood adhesive: A review Huang, Caoxing; Peng, Zhenwen; Li, Jiongjiong Industrial Crops and Products, Vol. 187 https://doi.org/10.1016/j.indcrop.2022.115388	journal	November 2022
Formaldehyde-free particleboards using natural latex as the polymeric binder Nakanishi, Erika Yukari; Cabral, Matheus Roberto; Gonçalves, Paulo de Souza Journal of Cleaner Production, Vol. 195 https://doi.org/10.1016/j.jclepro.2018.06.019	journal	September 2018
Ultrasound-assisted carboxymethylation of LignoForce Kraft lignin to produce biodispersants Schieppati, Dalma; Dreux, Alexis; Gao, Weijue Journal of Cleaner Production, Vol. 366 https://doi.org/10.1016/j.jclepro.2022.132776	journal	September 2022
Utilization of construction and demolition waste for particleboard production Azambuja, Rafael da Rosa; de Castro, Vinicius Gomes; Trianoski, Rosilani Journal of Building Engineering, Vol. 20 https://doi.org/10.1016/j.jobe.2018.07.019	journal	November 2018
A conversion strategy on photo-response bifunctional motor enriched with oxygen vacancies enable lignin depolymerization Xiao, X.; Han, Y.; Liu, C. Materials Today Sustainability, Vol. 21 https://doi.org/10.1016/j.mtsust.2023.100317	journal	March 2023
The potential use of lignin as a platform product in biorefineries: A review Poveda-Giraldo, Jhonny Alejandro; Solarte-Toro, Juan Camilo; Cardona Alzate, Carlos Ariel Renewable and Sustainable Energy Reviews, Vol. 138 https://doi.org/10.1016/j.rser.2020.110688	journal	March 2021
A furan-containing biomimetic multiphase structure for strong and supertough sustainable adhesives Wang, Hongsheng; Shi, Xiaoyu; Xie, Yitong Cell Reports Physical Science, Vol. 4, Issue 4 https://doi.org/10.1016/j.xcrp.2023.101374	journal	April 2023
Strategies for the Conversion of Lignin to High-Value Polymeric Materials: Review and Perspective Upton, Brianna M.; Kasko, Andrea M. Chemical Reviews, Vol. 116, Issue 4, p. 2275-2306 https://doi.org/10.1021/acs.chemrev.5b00345	journal	December 2015
Bright Side of Lignin Depolymerization: Toward New Platform Chemicals Sun, Zhuohua; Fridrich, Bálint; de Santi, Alessandra Chemical Reviews, Vol. 118, Issue 2 https://doi.org/10.1021/acs.chemrev.7b00588	journal	January 2018
Depolymerization and Demethylation of Kraft Lignin in Molten Salt Hydrate and Applications as an Antioxidant and Metal Ion Scavenger Yang, Xiaohui; Li, Zheng; Li, Long Journal of Agricultural and Food Chemistry, Vol. 69, Issue 45 https://doi.org/10.1021/acs.jafc.1c05759	journal	November 2021
High-Performance Lignin-Containing Polyurethane Elastomers with Dynamic Covalent Polymer Networks Liu, Weifeng; Fang, Chang; Wang, Shengyu Macromolecules, Vol. 52, Issue 17 https://doi.org/10.1021/acs.macromol.9b01413	journal	August 2019
Catalyst-Free Synthesis of Lignin Vitrimers with Tunable Mechanical Properties: Circular Polymers and Recoverable Adhesives Moreno, Adrian; Morsali, Mohammad; Sipponen, Mika H. ACS Applied Materials & Interfaces, Vol. 13, Issue 48 https://doi.org/10.1021/acsami.1c17412	journal	November 2021
Recyclable and Flexible Polyester Thermosets Derived from Microwave-Processed Lignin Xu, Yunsheng; Odelius, Karin; Hakkarainen, Minna ACS Applied Polymer Materials, Vol. 2, Issue 5 https://doi.org/10.1021/acsapm.0c00130	journal	April 2020
Mechanical and Morphological Properties of Lignin-Based Thermosets Jawerth, Marcus E.; Brett, Calvin J.; Terrier, Cédric ACS Applied Polymer Materials, Vol. 2, Issue 2 https://doi.org/10.1021/acsapm.9b01007	journal	January 2020
Lignin-Glyoxal: A Fully Biobased Formaldehyde-Free Wood Adhesive for Interior Engineered Wood Products Siahkamari, Mohsen; Emmanuel, Sasha; Hodge, David B. ACS Sustainable Chemistry & Engineering, Vol. 10, Issue 11 https://doi.org/10.1021/acssuschemeng.1c06843	journal	March 2022
Valorization of Lignin from Biorefinery: Colloidal Lignin Micro-Nanospheres as Multifunctional Bio-Based Fillers for Waterborne Wood Coating Enhancement Song, Xiaoxue; Tang, Sai; Chi, Xiang ACS Sustainable Chemistry & Engineering, Vol. 10, Issue 35 https://doi.org/10.1021/acssuschemeng.2c03590	journal	August 2022
Phenolation to Improve Lignin Reactivity toward Thermosets Application Jiang, Xiao; Liu, Jie; Du, Xueyu ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 4 https://doi.org/10.1021/acssuschemeng.8b00369	journal	March 2018
Development of Self-Cross-Linked Soy Adhesive by Enzyme Complex from Aspergillus niger for Production of All-Biomass Composite Materials Zheng, Peitao; Chen, Nairong; Mahfuzul Islam, S. M. ACS Sustainable Chemistry & Engineering, Vol. 7, Issue 4 https://doi.org/10.1021/acssuschemeng.8b04993	journal	December 2018
Facile Preparation of Lignin-Based Underwater Adhesives with Improved Performances Wei, Congying; Zhu, Xiangwei; Peng, Haiyan ACS Sustainable Chemistry & Engineering, Vol. 7, Issue 4 https://doi.org/10.1021/acssuschemeng.8b06731	journal	February 2019
Tunable Thermosetting Epoxies Based on Fractionated and Well-Characterized Lignins Gioia, Claudio; Lo Re, Giada; Lawoko, Martin Journal of the American Chemical Society, Vol. 140, Issue 11 https://doi.org/10.1021/jacs.7b13620	journal	March 2018
Autohydrolysis pretreatment of softwood – enhancement by phenolic additives and the effects of other compounds Pielhop, Thomas; Larrazábal, Gastón O.; Rudolf von Rohr, Philipp Green Chemistry, Vol. 18, Issue 19 https://doi.org/10.1039/C6GC01447J	journal	January 2016
Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading Schutyser, W.; Renders, T.; Van den Bosch, S. Chemical Society Reviews, Vol. 47, Issue 3 https://doi.org/10.1039/C7CS00566K	journal	January 2018
A lignin-epoxy resin derived from biomass as an alternative to formaldehyde-based wood adhesives Li, Russell Jingxian; Gutierrez, Jose; Chung, Yi-Lin Green Chemistry, Vol. 20, Issue 7 https://doi.org/10.1039/C7GC03026F	journal	January 2018
Preparation of a lignin-based vitrimer material and its potential use for recoverable adhesives Zhang, Shuai; Liu, Tuan; Hao, Cheng Green Chemistry, Vol. 20, Issue 13 https://doi.org/10.1039/C8GC01299G	journal	January 2018
Cleavage of ethers and demethylation of lignin in acidic concentrated lithium bromide (ACLB) solution Li, Zheng; Sutandar, Eka; Goihl, Thomas Green Chemistry, Vol. 22, Issue 22 https://doi.org/10.1039/D0GC02581J	journal	January 2020
Tannin as a renewable raw material for adhesive applications: a review Dhawale, Pritam V.; Vineeth, S. K.; Gadhave, Ravindra V. Materials Advances, Vol. 3, Issue 8 https://doi.org/10.1039/D1MA00841B	journal	January 2022
Recent developments towards performance-enhancing lignin-based polymers Bass, Garrett F.; Epps, Thomas H. Polymer Chemistry, Vol. 12, Issue 29 https://doi.org/10.1039/D1PY00694K	journal	January 2021
Lignin to value-added chemicals and advanced materials: extraction, degradation, and functionalization Gan, Mei Jiao; Niu, Yu Qin; Qu, Xue Jing Green Chemistry, Vol. 24, Issue 20 https://doi.org/10.1039/D2GC00092J	journal	January 2022
Interfacial catalysis and lignin nanoparticles for strong fire- and water-resistant composite adhesives Henn, K. Alexander; Forssell, Susanna; Pietiläinen, Antti Green Chemistry, Vol. 24, Issue 17 https://doi.org/10.1039/D2GC01637K	journal	January 2022
A micro/nano-multiscale hierarchical structure strategy to fabricate highly conducting films for electromagnetic interference shielding and energy storage Wang, Beibei; Zhang, Weiye; Sun, Jingmeng Journal of Materials Chemistry A, Vol. 11, Issue 16 https://doi.org/10.1039/D3TA00442B	journal	January 2023
Oxidized demethylated lignin as a bio-based adhesive for wood bonding Chen, Xinyi; Xi, Xuedong; Pizzi, Antonio The Journal of Adhesion, Vol. 97, Issue 9 https://doi.org/10.1080/00218464.2019.1710830	journal	January 2020
A Comparison among Lignin Modification Methods on the Properties of Lignin–Phenol–Formaldehyde Resin as Wood Adhesive Younesi-Kordkheili, Hamed; Pizzi, Antonio Polymers, Vol. 13, Issue 20 https://doi.org/10.3390/polym13203502	journal	October 2021
Synthesis and Properties of Waterborne Polyurethane (WBPU)/Modified Lignin Amine (MLA) Adhesive: A Promising Adhesive Material Rahman, Mohammad; Zahir, Md.; Kim, Han Polymers, Vol. 8, Issue 9 https://doi.org/10.3390/polym8090318	journal	August 2016
Polycondensation Resins by Flavonoid Tannins Reaction with Amines Santiago-Medina, Francisco-Jose; Pizzi, Antonio; Basso, Maria Polymers, Vol. 9, Issue 12 https://doi.org/10.3390/polym9020037	journal	January 2017
Bio-Based Adhesives and Evaluation for Wood Composites Application Ferdosian, Fatemeh; Pan, Zihe; Gao, Guchuhan Polymers, Vol. 9, Issue 12 https://doi.org/10.3390/polym9020070	journal	February 2017
Polycondensation Resins by Lignin Reaction with (Poly) amines Santiago-Medina, F. J.; Pizzi, A.; Basso, M. C. Journal of Renewable Materials, Vol. 5, Issue 5 https://doi.org/10.7569/JRM.2017.634142	journal	October 2017
Polyurethanes from Kraft Lignin without Using Isocyanates Santiago-Medina, F. J.; Basso, M. C.; Pizzi, A. Journal of Renewable Materials, Vol. 6, Issue 4 https://doi.org/10.7569/JRM.2017.634172	journal	June 2018

Similar Records

Formaldehyde-Free Method for Incorporating Lignin into Epoxy Thermosets

Journal Article · Wed Jul 11 00:00:00 EDT 2018 · ACS Sustainable Chemistry & Engineering · OSTI ID:1566360

Characterization and utilization in phenolic resins of lignin from wood saccharification by mineral acids. Annual report, October 1, 1984-September 30, 1985

Technical Report · Mon Dec 31 23:00:00 EST 1984 · OSTI ID:5992883

Development of Lignin-Based Polyurethane Thermoplastics

Journal Article · Mon Dec 31 23:00:00 EST 2012 · RSC Advances · OSTI ID:1097471

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Lignin
composites
thermosets
wood adhesives

A facile strategy to fabricate a lignin-based thermoset alternative to formaldehyde-based wood adhesives

Citation Formats

References (58)

Similar Records

Related Subjects