Feasibility Study of the Synthesis of Isocyanate-Free Polyurethanes from Catechin

Sahmim, Wissem; Boer, Febrina Dellarose; Chapuis, Hubert; Obounou-Akong, Firmin; Pizzi, A.; G閞ardin, Philippe; G閞ardin-Charbonnier, Christine

doi:10.32604/jrm.2022.016365

Cited by 5 publications

(4 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…At approximately 450 • C, the occurrence of thermo-oxidative degradation is highly probable. At a temperature of 700 • C, the remaining weight falls within the range of 22% to 35% and constitutes a component of the aromatic structures of flavonoid tannins [92].…”

Section: Characterization Of Bio-based Nipu Adhesive For Wood-based C...mentioning

confidence: 99%

Latest Advancements in the Development of High-Performance Lignin- and Tannin-Based Non-Isocyanate Polyurethane Adhesive for Wood Composites

Iswanto,

Lubis,

Sutiawan

et al. 2023

Polymers

View full text Add to dashboard Cite

The depletion of natural resources and increasing environmental apprehension regarding the reduction of harmful isocyanates employed in manufacturing polyurethanes (PUs) have generated significant attention from both industrial and academic sectors. This attention is focused on advancing bio-based non-isocyanate polyurethane (NIPU) resins as viable and sustainable substitutes, possessing satisfactory properties. This review presents a comprehensive analysis of the progress made in developing bio-based NIPU polymers for wood adhesive applications. The main aim of this paper is to conduct a comprehensive analysis of the latest advancements in the production of high-performance bio-based NIPU resins derived from lignin and tannin for wood composites. A comprehensive evaluation was conducted on scholarly publications retrieved from the Scopus database, encompassing the period from January 2010 to April 2023. In NIPU adhesive manufacturing, the exploration of substitute materials for isocyanates is imperative, due to their inherent toxicity, high cost, and limited availability. The process of demethylation and carbonation of lignin and tannin has the potential to produce polyphenolic compounds that possess hydroxyl and carbonyl functional groups. Bio-based NIPUs can be synthesized through the reaction involving diamine molecules. Previous studies have provided evidence indicating that NIPUs derived from lignin and tannin exhibit enhanced mechanical properties, decreased curing temperatures and shortened pressing durations, and are devoid of isocyanates. The characterization of NIPU adhesives based on lignin and tannin was conducted using various analytical techniques, including Fourier-transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), matrix-assisted laser desorption/ionization with time-of-flight (MALDI-TOF) mass spectrometry, and gel permeation chromatography (GPC). The adhesive performance of tannin-based NIPU resins was shown to be superior to that of lignin-based NIPUs. This paper elucidates the potential of lignin and tannin as alternate sources for polyols in the manufacturing of NIPUs, specifically for their application as wood adhesives.

show abstract

Section: Characterization Of Bio-based Nipu Adhesive For Wood-based C...mentioning

confidence: 99%

Latest Advancements in the Development of High-Performance Lignin- and Tannin-Based Non-Isocyanate Polyurethane Adhesive for Wood Composites

Iswanto,

Lubis,

Sutiawan

et al. 2023

Polymers

View full text Add to dashboard Cite

show abstract

“…All of these routes are different from the classical approach using isocyanates, even if using natural polyols [28]. The dimethyl carbonate route has led to applicable NIPUs as adhesives and coatings and has been pursued with some success, and moreover by using a number of biomaterials [29][30][31][32][33]. The route presented in this paper is another, different, alternative approach to preparing NIPUs from biosourced materials such as lignin.…”

Section: Introductionmentioning

confidence: 99%

Effect of Amine Type on Lignin Modification to Evaluate Its Reactivity in Polyol Construction for Non-Isocyanate Polyurethanes (NIPU)

Najafi¹,

Najafi²,

Pizzi³

et al. 2023

Journal of Renewable Materials

View full text Add to dashboard Cite

Polyols are groups of organic compounds which contain carbon and are randomly linked to other atoms, especially carbon-carbon and carbon-hydrogen. These compounds are mainly used as reactants to make other polymers. Among biopolymers, lignin is regarded as the base of a new polymer in polyol construction. The present study aimed to investigate the effects of amine type (diethylenetriamine and ethylenediamine) on the modification of lignin-based polyols, so as to provide an alternative to petroleum polyols and, in turn, increase functional groups and reduce their harm to humans' health and the environment. To this aim, first, lignin was extracted from raw liquor. Next, the extracted lignin was reacted with diethylenetriamine (DETA) and ethylenediamine (EDA). Finally, the Mannich method was used for the reaction between amine lignin and propylene carbonate. The results of the Fourier Transform Infrared (FTIR) spectroscopy analysis showed that modification with DETA led to more structural change in lignin and peak 1100 indicates the presence of C-O bond related to urethane bonds in modified lignin. Moreover, adding propylene carbonate to aminated lignin did not result in much change in the results of the FTIR analysis. Additionally, urethane bonds can be seen in the results of GPC at 400°C-500°C. Furthermore, a slight decrease in thermal stability was observed in lignin modified with amine and propylene carbonate, compared to the raw lignin sample.

show abstract

“…As the focus then shifted to condensed tannins NIPU and on their applications for adhesives and for fire resistant foams [2,5,[9][10][11][12] the work on the application of hydrolysable tannins NIPU for the preparation of new useful biomaterials did not advance further. However, the presence of gallic acid as the hydrolysable tannins basic structure linked to carbohydrates [6,7,13,14] does instead identify them as an ideal raw material for the preparation of non-isocyanate polyurethanes, whatever their subsequent application.…”

Section: Introductionmentioning

confidence: 99%

Self-Blowing Non-Isocyanate Polyurethane Foams Based on Hydrolysable Tannins

Azadeh¹,

Chen²,

Pizzi³

et al. 2022

Journal of Renewable Materials

Self Cite

View full text Add to dashboard Cite

Non-isocyanate polyurethane (NIPU) foams using a hydrolysable tannin, also vulgarly called tannic acid, namely here commercial chestnut wood tannin extract was prepared. Compression strength did not appear to depend on the foam apparent density while the formulation composition of the NIPU foams has been shown to be more determinant. These NIPU foams appeared to be self-extinguishing once the high temperature flame is removed. The ignition time gave encouraging results but for improved fire resistance the foams may need some fire-retardant addition. FTIR spectrometry showed the formation of non-isocyanate urethane linkages. Thermogravimetric analysis indicated a good thermal resistance of these foams, with thermal degradation following four phases. First in the interval 25°C-120°C range, mainly evaporation of water occurs with a maximal loss of 10% weight. In the 150°C-450°C temperature range foams mass loss is of almost 70%. In particular in the 125°C-275°C range occurs the degradation of some small molecular weight substances. In the 500°C-790°C temperature range the foams do not present any further large degradation.

show abstract

Feasibility Study of the Synthesis of Isocyanate-Free Polyurethanes from Catechin

Cited by 5 publications

References 24 publications

Latest Advancements in the Development of High-Performance Lignin- and Tannin-Based Non-Isocyanate Polyurethane Adhesive for Wood Composites

Latest Advancements in the Development of High-Performance Lignin- and Tannin-Based Non-Isocyanate Polyurethane Adhesive for Wood Composites

Effect of Amine Type on Lignin Modification to Evaluate Its Reactivity in Polyol Construction for Non-Isocyanate Polyurethanes (NIPU)

Self-Blowing Non-Isocyanate Polyurethane Foams Based on Hydrolysable Tannins

Contact Info

Product

Resources

About