Lignin chemistry and selected applications (Overview paper)
Internal work for ILI Umbrella 2010
Roger Malherbe, Alfred Abächerli
Thermosets, also called duroplasts, retain their form even when warming up and, furthermore, the heating of thermosets is part of the production process that hardens them. Also, the hardened thermosets do not melt but are simply destroyed at a certain temperature. As a classical example, the plastic Bakelite belongs to this group. The presence of various reactive groups, that can be used for chemical reactions, carboxyl, aromatic and aliphatic hydroxyl or others, is important for the reactivity and the properties in adhesive applications. Typical thermosets where lignin can be used are phenolic resins, polyurethanes and epoxies.
Lignin is an obvious candidate as a phenol substitute in phenol formaldehyde resins. Recent progresses have been reported with modified lignin powders originating from novel processes (like organosolv pulping and non-wood raw materials). These products can replace up to 50% of the phenol formaldehyde resin in adhesives in the different application fields of phenolic resins. If the phenol is replaced in the resin cooking up to 80% replacement rate is possible.
The use of lignin in polyurethane copolymers is exploiting the presence of hydroxyl groups (aliphatic and aromatic). Lignin can be used without any preliminary chemical modification. It then functions as crosslinker or additive (flame retardant) in polyurethane foam. Moreover, lignin oxypropylation can produce liquid polyol mixtures of lower viscosity that are of great interest in polyurethane.
Epoxy blends are other challenging applications, which have already been extensively studied. The latest was reported by a laboratory of IBM for the production of a printed wiring board that had all the required properties. The composition containing lignin, an epoxy resin and an initiator was utilized to prepare prepregs and then processed by conventional methods.
A big amount of publications is available on these topics (see references and overview in Malherbe – first paper under ‘View All’, pp. 5).
Lignin chemistry and selected applications (Overview paper)
Internal work for ILI Umbrella 2010
Roger Malherbe, Alfred Abächerli
Valorisation of technical Lignin in rigid polyurethane foam: a critical evaluation on trends, guidelines and future perspectives (Overview)
Green Chemistry 2021
Hima Haridevan, David A. C. Evans, Arthur J. Ragauskas, Darren J. Martin, Pratheep K. Annamalai
Valorisation of technical Lignin in rigid polyurethane foam: a critical evaluation on trends, guidelines and future perspectives (Overview)
Green Chemistry 2021
Hima Haridevan, David A. C. Evans, Arthur J. Ragauskas, Darren J. Martin, Pratheep K. Annamalai
Lignin-based polyurethane: Recent advances and future perspectives (Review)
Macromolecular Rapid Communications, 2020
Xiaozhen Ma, Jing Chen, Jin Zhu, Ning Yan
Effect of amine type on Lignin modification to evaluate its reactivity in polyol construction for non-isocyanate polyurethanes (NIPU) (Paper)
Journal of Renewable Materials, 2023
Saeed Kazemi Najafi, Farhood Najafi, Antonio Pizzi, Fatemeh Hassani Khorshidi, Rabi Behrooz
Color and gloss changes of a Lignin-based polyurethane coating under accelerated weathering (Paper)
Journal of Renewable Materials, 2023
Fatemeh Hassani Khorshidi, Saeed Kazemi Najafi, Farhood Najafi, Antonio Pizzi, Dick Sandberg, Rabi Behrooz
Lignin as a partial polyol replacement in polyurethane flexible foam (Paper)
Molecules, 2021
Akash Gondaliya, Mojgan Nejad
Studying the suitability of nineteen Lignins as partial polyol replacement in rigid polyurethane/polyisocyanurate foam (Paper)
Molecules, 2022
Christian Henry, Akash Gondaliya, Mark Thies, Mojgan Najad
Organosolv Lignin for non-isocyanate based polyurethanes (NIPU) as wood adhesive (Paper)
Journal of Renewable Materials, 2021
Jasa Sarazin, Antonio Pizzi, Siham Amirou, Detlef Schmiedl, Milan Sernek
Reactivity of aliphatic and phenolic hydroxyl groups in Kraft Lignin towards 4,4' MDI (Paper)
Molecules, 2021
Leonardo Dalseno Antonino, Júlia Rocha Gouveia, Rogério Ramos de Sousa Júnior, Guilherme Elias Saltarelli Garcia, Luara Carneiro Gobbo, Lara Basílio Tavares, Demetrio Jackson dos Santos
NEWS NEWS NEWS industrially proven method to replace by Lignin 80% of phenol in resoles ()
ILI Pilot Programme 2018, this method is already industrially implemented in more than 7 countries
CatLignin - Reactive Lignin for phenol replacement in resins
Nordic Wood Biorefinery Conference (NWBC), 2017, Stockholm, Sweden
H. Wikberg, J. Leppävuori, T. Ohra
Method for activating and precipitating Lignin (Patent)
Patent WO 2016/207493 A1
H. Wikberg, J. Leppävuori, T. Ohra
Sustainable bio-based adhesives for eco-friendly wood composites a review (Paper)
Wood Research, 2020
P. Antov, V. Savov, N. Neykov
Sustainable bio-based adhesives for eco-friendly wood composites a review (Paper)
Wood Research, 2020
P. Antov, V. Savov, N. Neykov
Utilisation of Lignin in fiber board gluing (Proceedings Reprint)
ILI Forum 6, Wageningen 2003
P. Qvintus
Lignin in blends with synthetic polymers
ILI Forum 8, Rome 2007
D. Feldman, D.Banu
Bio-based resins for the manufacture of printed wiring boards (Proceedings Reprint)
ILI Forum 3, Seedorf-Fribourg 1996
Laura L. Kosbar, Jeffrey Gelorme
Lignin as a renewable aromatic resource for the chemical industry (PhD)
PhD Thesis 2011
R. Gosselink
Rethinking Biorefinery Lignins: Breaking dogmas (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
M. Balakshin, E. Capanema
Technical note on Lignins and their applications (Leaflet) (Leaflet)
BIOCORE FP7 project, 2012
Issue 3 of BIOCORE Newsletter ()
BIOCORE FP7 project, 2013- see p.2, phenolic resins, Polyurethanes (rigid foams, elastomers)
Enzymatic Lignin modification for resin applications (Proceedings Reprint)
Biorenew project, INTB Ghent 2009
S. Lepifre, P. Bono, A. Abächerli, J.H. Lora
Use of sulfur-free Lignin in wood adhesives: Industrial experiences and environmental impacts (Paper)
Workshop in the frame of the EU project WOODPRO, Riga, Latvia, 2005
J.H. Lora
Lignin-based polyurethanes: Opportunities for bio-based foams, elastomers, coatings and adhesives (Paper)
Polymers, 2019
Mona Alinejad, Christian Henry, Saeid Nikafshar, Akash Gondaliya, Sajad Bagheri, Nusheng Chen, Sandip K. Singh, David B. Hodge, Mojgan Nejad
Lignin-based polyurethanes: Opportunities for bio-based foams, elastomers, coatings and adhesives (Paper)
Polymers, 2019
Mona Alinejad, Christian Henry, Saeid Nikafshar, Akash Gondaliya, Sajad Bagheri, Nusheng Chen, Sandip K. Singh, David B. Hodge, Mojgan Nejad
Polyurethanes from Kraft Lignin without using isocyanates (Paper)
J. Renew. Mater., 2018
F.J. Santiago-Medina, M.C. Basso, A. Pizzi, L. Delmotte
Replacing 100% of phenol in phenolic adhesive formulations with Lignin (Paper)
Journal of Applied Polymer Science, 2017
S. Kalami, M. Arefmanesh, E. Master, M. Nejad
Kraft Lignin-based polyols by microwave: optimizing reaction conditions (Paper)
Journal of Wood Chemistry and Technology, 2017
S.H. Fuentes da Silva, P. Soares Bilhalva dos Santos, J. Labidi, D.T. da Silva, R. Briones, D.A. Gatto
Organosolv Lignin in phenol formaldehyde resins - Evaluation of curing behaviour and wood bonding effectiveness (Proceedings Reprint)
Nordic Wood Biorefinery Conference (NWBC), 2011, Stockholm, Sweden
R. Lehnen, M. Heitmann, A. Flototto
Structure-function relationships in the phenolation of Lignins from different sources (Paper)
ACS Sustainable Chemistry and Engineering, 2015
Jacob Podschun, Bodo Saake, Ralph Lehnen, Alexander Stucker
Reactivity enhancement of organosolv Lignin by phenolation for improved bio-based thermosets (Paper)
2015, European Polymer Journal
Jacob Podschun, Bodo Saake, Ralph Lehnen
Lignin-based resol resins: effect of Lignin fractionation (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
I. Egües, A. Olasagasti, X. Erdocia, P. L. de Hoyos, S.H. Fuentes, J. Labidi
Kraft Lignin recovery and its use in the preparation of Lignin-based phenol formaldehyde resins for plywood (Paper)
Cellulose chemistry and technology (CCT) 2012
L. Kouisni, Y. Fang, M. Paleologou, B. Ahvazi, J. Hawari
Usage of Lignin in self-binding fibreboards (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
R. Tupciauskas, A. Veveris, M. Andzs, J. Abolins, J. Gravitis
Value from Lignin - Promises, challenges and breakthroughs (Slides)
Contains information on modification for up to 80% phenol replacement, VTT Webinar, 2016
Tiina Liitiä, Tarja Tamminen
On lignin reactivity quantification for lignin substitution of phenol in preparation of phenol- formaldehyde polymer (Proceedings)
Northern Wood Biorefinery Conference (NWBC), Stockholm 2014
M. Wang, E. Sjöholm, J. Li
Isocyanate modified Lignins for formulations of Novolac resins
ILI Forum 7, Barcelona 2005
J. Labidi, A. Tejado, G. Kortaberria, I. Mondragon, J.M. Echeverria
La Biolignine(TM): Structure et Application a l'elaboration de résine époxy
PhD in French, 2011
G.-H. Delmas
Biomass-based polyols through oxyalkylation of organosolv Lignin by propylene carbonate (Proceedings)
13th European Workshop on Lignocellulosics and Pulp (EWLP), Sevilla, Spain, 2014
R. Lehnen
Functionality and physical-chemical characteristics of wheat straw Lignin derivatives in the oxypropylation process (Proceedings)
13th European Workshop on Lignocellulosics and Pulp (EWLP), Sevilla, Spain, 2014
A. Arshanitsa, L. Vevere, G. Telisheva, O. Bikovens, A. Jablonski, R.J.A. Gosselink
Lignin-based polyurethanes: Characterisation, synthesis and applications (PhD)
Doctoral thesis 2009
Carolina Cateto,
Polyurethane foam based on hydrolysis Lignin (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
S. Krutov, E. Ipatova, D. Kosyakov
Chemically modified Lignin through epoxidation and its thermal properties (Paper)
Journal of Science & Technology for Forest Products and Processes, 2012
F. Ferdosian, Z. Yuan, C. Xu, M. Anderson
Synthesis and characterization of Kraft Lignin based epoxy resins (Paper)
BioResources, 2011
N-E. El Mansouri, Q. Yuan, F. Huang
Epoxy resins from Lignin-derived phenols (Poster)
Italic 5 and COST FP0602, Varenna Italy, 2009 Scion, Rotorua, New Zealand
D.J. van de Pas, K.M. Torr, and R.H. Newman
Functional polymers derived from lignosulfonates (Proceedings)
Northern Wood Biorefinery Conference (NWBC), Stockholm 2014
A. Ortner, G. S. Nyanhongo, G. M. Guebitz, K. Hofer, W. Bauer
Enzymatic modification of eucalypt kraft lignin by laccase (Proceedings Reprint)
Nordic Wood Biorefinery Conference (NWBC), 2011, Stockholm, Sweden
S. Gouveia, M.C. Fernandez, M.A. Sanroman, D. Moldes
Lignin-based rigid polyurethane foams with improved biodegradation (Paper)
Journal of Cellular Plastics, 2014
C.A. Cateto, M.F. Barreiro
An integrated process to produce vanillin and Lignin-based polyurethanes from Kraft Lignin (Paper)
Chemical Engineering Research and Design, 2009
C.A. Cateto, M.F. Barreiro
Biorenewable and biodegradable tunicate nanocellulose-starch-lignin composite film (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
J. Li, Y. Zhao, J.
Lignin-based polyurethane materials (Proceedings Reprint)
10th International Chemical and Biological Engineering Conference (CHEMPOR), Braga, Portugal, 2008
Carolina Cateto, Filomena Barreiro
Effect of amine type on Lignin modification to evaluate its reactivity in polyol construction for non-isocyanate polyurethanes (NIPU) (Paper)
Journal of Renewable Materials, 2023
Saeed Kazemi Najafi, Farhood Najafi, Antonio Pizzi, Fatemeh Hassani Khorshidi, Rabi Behrooz
Color and gloss changes of a Lignin-based polyurethane coating under accelerated weathering (Paper)
Journal of Renewable Materials, 2023
Fatemeh Hassani Khorshidi, Saeed Kazemi Najafi, Farhood Najafi, Antonio Pizzi, Dick Sandberg, Rabi Behrooz
Lignin as a partial polyol replacement in polyurethane flexible foam (Paper)
Molecules, 2021
Akash Gondaliya, Mojgan Nejad
Lignin-based polyurethane: Recent advances and future perspectives (Review)
Macromolecular Rapid Communications, 2020
Xiaozhen Ma, Jing Chen, Jin Zhu, Ning Yan
Studying the suitability of nineteen Lignins as partial polyol replacement in rigid polyurethane/polyisocyanurate foam (Paper)
Molecules, 2022
Christian Henry, Akash Gondaliya, Mark Thies, Mojgan Najad
Valorisation of technical Lignin in rigid polyurethane foam: a critical evaluation on trends, guidelines and future perspectives (Overview)
Green Chemistry 2021
Hima Haridevan, David A. C. Evans, Arthur J. Ragauskas, Darren J. Martin, Pratheep K. Annamalai
Organosolv Lignin for non-isocyanate based polyurethanes (NIPU) as wood adhesive (Paper)
Journal of Renewable Materials, 2021
Jasa Sarazin, Antonio Pizzi, Siham Amirou, Detlef Schmiedl, Milan Sernek
Reactivity of aliphatic and phenolic hydroxyl groups in Kraft Lignin towards 4,4' MDI (Paper)
Molecules, 2021
Leonardo Dalseno Antonino, Júlia Rocha Gouveia, Rogério Ramos de Sousa Júnior, Guilherme Elias Saltarelli Garcia, Luara Carneiro Gobbo, Lara Basílio Tavares, Demetrio Jackson dos Santos
Lignin-based polyurethanes: Opportunities for bio-based foams, elastomers, coatings and adhesives (Paper)
Polymers, 2019
Mona Alinejad, Christian Henry, Saeid Nikafshar, Akash Gondaliya, Sajad Bagheri, Nusheng Chen, Sandip K. Singh, David B. Hodge, Mojgan Nejad
Sustainable bio-based adhesives for eco-friendly wood composites a review (Paper)
Wood Research, 2020
P. Antov, V. Savov, N. Neykov
Polyurethanes from Kraft Lignin without using isocyanates (Paper)
J. Renew. Mater., 2018
F.J. Santiago-Medina, M.C. Basso, A. Pizzi, L. Delmotte
CatLignin - Reactive Lignin for phenol replacement in resins
Nordic Wood Biorefinery Conference (NWBC), 2017, Stockholm, Sweden
H. Wikberg, J. Leppävuori, T. Ohra
Method for activating and precipitating Lignin (Patent)
Patent WO 2016/207493 A1
H. Wikberg, J. Leppävuori, T. Ohra
Replacing 100% of phenol in phenolic adhesive formulations with Lignin (Paper)
Journal of Applied Polymer Science, 2017
S. Kalami, M. Arefmanesh, E. Master, M. Nejad
Kraft Lignin-based polyols by microwave: optimizing reaction conditions (Paper)
Journal of Wood Chemistry and Technology, 2017
S.H. Fuentes da Silva, P. Soares Bilhalva dos Santos, J. Labidi, D.T. da Silva, R. Briones, D.A. Gatto
Chemically modified Lignin through epoxidation and its thermal properties (Paper)
Journal of Science & Technology for Forest Products and Processes, 2012
F. Ferdosian, Z. Yuan, C. Xu, M. Anderson
Synthesis and characterization of Kraft Lignin based epoxy resins (Paper)
BioResources, 2011
N-E. El Mansouri, Q. Yuan, F. Huang
Lignin-based resol resins: effect of Lignin fractionation (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
I. Egües, A. Olasagasti, X. Erdocia, P. L. de Hoyos, S.H. Fuentes, J. Labidi
Rethinking Biorefinery Lignins: Breaking dogmas (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
M. Balakshin, E. Capanema
Biorenewable and biodegradable tunicate nanocellulose-starch-lignin composite film (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
J. Li, Y. Zhao, J.
Usage of Lignin in self-binding fibreboards (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
R. Tupciauskas, A. Veveris, M. Andzs, J. Abolins, J. Gravitis
Value from Lignin - Promises, challenges and breakthroughs (Slides)
Contains information on modification for up to 80% phenol replacement, VTT Webinar, 2016
Tiina Liitiä, Tarja Tamminen
Polyurethane foam based on hydrolysis Lignin (Proceedings)
14th European Workshop on Lignocellulosics and Pulp (EWLP), Grenoble, France, 2016
S. Krutov, E. Ipatova, D. Kosyakov
Structure-function relationships in the phenolation of Lignins from different sources (Paper)
ACS Sustainable Chemistry and Engineering, 2015
Jacob Podschun, Bodo Saake, Ralph Lehnen, Alexander Stucker
Reactivity enhancement of organosolv Lignin by phenolation for improved bio-based thermosets (Paper)
2015, European Polymer Journal
Jacob Podschun, Bodo Saake, Ralph Lehnen
Lignin-based rigid polyurethane foams with improved biodegradation (Paper)
Journal of Cellular Plastics, 2014
C.A. Cateto, M.F. Barreiro
An integrated process to produce vanillin and Lignin-based polyurethanes from Kraft Lignin (Paper)
Chemical Engineering Research and Design, 2009
C.A. Cateto, M.F. Barreiro
Conversion of Lignin into high-valued Lignin-Phenol-Formaldehyde (LPF) Resin adhesive and improving the economics of the biorefinery (Proceedings)
13th European Workshop on Lignocellulosics and Pulp (EWLP), Sevilla, Spain, 2014
T.-Q. Yuan, S. Yang, F. Xu, R.-C. Sun
Funaoka Lignin facilitating sustainable and recyclable biocomposites for transportation (Proceedings Reprint)
Northern Wood Biorefinery Conference (NWBC), Helsinki 2012
K. Kolppo, M. Funaoka, J. Vuorinen
Wood adhesives from agricultural by-products: Lignins and Tannins for the elaboration of particleboards (Paper)
Cellulose chemistry and technology (CCT) 2012
L. Ping, Z. D. Guo, F. Gambier, A. Pizzi, N. Brosse
Potential lignin products from the wood biorefinery (Proceedings Reprint)
MDF and HDF Boards, p. 154, Nordic Wood Biorefinery Conference (NWBC), 2011, Stockholm, Sweden
K. Lindgren, F. Alvarado, K. Olander, F. Öhman
Introduction of tannin extracts in adhesive formulations for fibreboards: evaluation of the potential of tannins from several industrial wood barks (Poster)
Italic5, Varenna, 2009
F. Bertaud, Ch. Balme, M. Petit
Lignin blends with polyurethane-containing lactate segments. Properties and enzymatic degradation effects (Paper)
Cellulose chemistry and technology (CCT) 2011
V. I. Popa, L. Ignat, M. Ignat, E. Stoica, C. Ciobanu
Enzymatic processing of Lignin in production of lignocellulosic composites (Proceedings Reprint)
Nordic Wood Biorefinery Conference (NWBC), 2011, Stockholm, Sweden
J. Batog, A. Przepiera
Kraft Lignin recovery and use in the proparation of lignin-based phenol formaldehyde resins for plywood (Proceedings Reprint)
Nordic Wood Biorefinery Conference (NWBC), 2011, Stockholm, Sweden
L. Kousini, M. Paleologou, Y. Fang, Yaolin Zhang, X, B. Ahvazi, J. Hawari
Study concerning the interaction of birch veener with copper complexes of Lignin and its derivatives (Poster)
European Workshop on Lignocellulosics and Pulp (EWLP), 2010, Hamburg, Germany
V.I. Popa , A-M. Capraru, E. Ungureanu
The challenge of bio-adhesives for the wood composite industries (Paper)
Biosynergy project 2008, 9th Pacific Rim Symposium, Rotorua, November 2008
E. Papadopoulou, P. Nakos, S. Tsiantzi, E. Athanassiadou
Composites based on natural resources: lignocelluloses, Lignins and Furans (Paper)
Ecobinders project 2008
N. Popa, R. Todirica, V. I. Popa
New aspects concerning formulation of Furan and Lignin-based bio-adhesive (Paper)
Ecobinders project 2008
F. Ciolacu, V.I. Popa
Rigid polyurethane foams from Lignin-based polyols
Times of Polymers (TOP) and Composites, 2008, Ischia, Italy
Carolina Cateto, Filomena Barreiro
Furfuryl alcohol in adhesive systems (Paper)
Ecobinders project 2007, Cellulose Chemistry and Technology 41 (2-3), 119-123
V.I. Popa, E. Ungureanu, T. Todorciuc
Performance of two non-wood soda Lignin derivatives in Oriented Strandboard powder phenolic adhesives (Proceedings Reprint)
ILI Forum 8, Rome 2007 and Ecobinders project
J.H. Lora, Q. Wu
Oxypropylation of Lignins
ILI Forum 8, Rome 2007
C.A. Cateto, M.F. Barreiro, A.E. Rodrigues, M.N. Belgacem
Lignin low molar mass fractions involvement in the synthesis of PF matrices (Proceedings Reprint)
ILI Forum 8, Rome 2007
N. Gabilondo, C. Pena, A Tejado, J. Labidi, I. Mondragon, H. Wedin
New Materials from Lignin (Paper)
Workshop in the frame of the EU project WOODPRO, 2005, Riga, Latvia
C. Bonini, M. D'Auria
Advanced application of Lignin-based adhesives (Paper)
Workshop in the frame of the EU project WOODPRO, 2005, Riga, Latvia
G. Shulga
Lignin - Component of complex materials (Paper)
Workshop in the frame of the EU project WOODPRO, 2005, Riga, Latvia
G. Cazacu, C. Vasile
Monitoring of Lignin-based polyurethane synthesis by FTIR-ATR
ILI Forum 7, Barcelona 2005
C.A. Cateto, M.F. Barreiro, A.E. Rodrigues
Low cost steam exploded Lignin from straw: degradation and use (Proceedings Reprint)
ILI Forum 5, Bordeaux 2000
C. Bonini, M. D'Auria
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