Bio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A

A bio-epoxy surface adhesive for adherence of the metal component species to glass substrate with desirable adhesion strength, converted controlled removal upon request, and bio-based resource inclusion was developed. For the development of resin, three different lignin-based aromatic monophenols, g...

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Autores principales: Nigel Van de Velde, Saška Javornik, Tilen Sever, Danaja Štular, Matic Šobak, Žiga Štirn, Blaž Likozar, Ivan Jerman
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:54ae38da109b4d82bd652aefb40920ce2021-11-25T18:47:52ZBio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A10.3390/polym132238792073-4360https://doaj.org/article/54ae38da109b4d82bd652aefb40920ce2021-11-01T00:00:00Zhttps://www.mdpi.com/2073-4360/13/22/3879https://doaj.org/toc/2073-4360A bio-epoxy surface adhesive for adherence of the metal component species to glass substrate with desirable adhesion strength, converted controlled removal upon request, and bio-based resource inclusion was developed. For the development of resin, three different lignin-based aromatic monophenols, guaiacol, cresol, and vanillin, were used in the chemical epoxidation reaction with epichlorohydrin. The forming transformation process was studied by viscoelasticity, in situ FTIR monitoring, and Raman. Unlike other hydroxyl phenyls, guaiacol showed successful epoxide production, and stability at room temperature. Optimization of epoxide synthesis was conducted by varying NaOH concentration or reaction time. The obtained product was characterized by nuclear magnetic resonance and viscosity measurements. For the production of adhesive, environmentally problematic bisphenol A (BPA) epoxy was partially substituted with the environmentally acceptable, optimized guaiacol-based epoxy at 20, 50, and 80 wt.%. Mechanics, rheological properties, and the possibility of adhered phase de-application were assessed on the bio-substitutes and compared to commercially available polyepoxides or polyurethanes. Considering our aim, the sample composed of 80 wt.% bio-based epoxy/20 wt.% BPA thermoset was demonstrated to be the most suitable among those analyzed, as it was characterized by low BPA, desired boundary area and recoverability using a 10 wt.% acetic acid solution under ultrasound.Nigel Van de VeldeSaška JavornikTilen SeverDanaja ŠtularMatic ŠobakŽiga ŠtirnBlaž LikozarIvan JermanMDPI AGarticlebio-based epoxy adhesiveslignin-based aromatic monophenolsguaiacolcresolvanillinbisphenol A (BPA) replacementOrganic chemistryQD241-441ENPolymers, Vol 13, Iss 3879, p 3879 (2021)
institution DOAJ
collection DOAJ
language EN
topic bio-based epoxy adhesives
lignin-based aromatic monophenols
guaiacol
cresol
vanillin
bisphenol A (BPA) replacement
Organic chemistry
QD241-441
spellingShingle bio-based epoxy adhesives
lignin-based aromatic monophenols
guaiacol
cresol
vanillin
bisphenol A (BPA) replacement
Organic chemistry
QD241-441
Nigel Van de Velde
Saška Javornik
Tilen Sever
Danaja Štular
Matic Šobak
Žiga Štirn
Blaž Likozar
Ivan Jerman
Bio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A
description A bio-epoxy surface adhesive for adherence of the metal component species to glass substrate with desirable adhesion strength, converted controlled removal upon request, and bio-based resource inclusion was developed. For the development of resin, three different lignin-based aromatic monophenols, guaiacol, cresol, and vanillin, were used in the chemical epoxidation reaction with epichlorohydrin. The forming transformation process was studied by viscoelasticity, in situ FTIR monitoring, and Raman. Unlike other hydroxyl phenyls, guaiacol showed successful epoxide production, and stability at room temperature. Optimization of epoxide synthesis was conducted by varying NaOH concentration or reaction time. The obtained product was characterized by nuclear magnetic resonance and viscosity measurements. For the production of adhesive, environmentally problematic bisphenol A (BPA) epoxy was partially substituted with the environmentally acceptable, optimized guaiacol-based epoxy at 20, 50, and 80 wt.%. Mechanics, rheological properties, and the possibility of adhered phase de-application were assessed on the bio-substitutes and compared to commercially available polyepoxides or polyurethanes. Considering our aim, the sample composed of 80 wt.% bio-based epoxy/20 wt.% BPA thermoset was demonstrated to be the most suitable among those analyzed, as it was characterized by low BPA, desired boundary area and recoverability using a 10 wt.% acetic acid solution under ultrasound.
format article
author Nigel Van de Velde
Saška Javornik
Tilen Sever
Danaja Štular
Matic Šobak
Žiga Štirn
Blaž Likozar
Ivan Jerman
author_facet Nigel Van de Velde
Saška Javornik
Tilen Sever
Danaja Štular
Matic Šobak
Žiga Štirn
Blaž Likozar
Ivan Jerman
author_sort Nigel Van de Velde
title Bio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A
title_short Bio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A
title_full Bio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A
title_fullStr Bio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A
title_full_unstemmed Bio-Based Epoxy Adhesives with Lignin-Based Aromatic Monophenols Replacing Bisphenol A
title_sort bio-based epoxy adhesives with lignin-based aromatic monophenols replacing bisphenol a
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/54ae38da109b4d82bd652aefb40920ce
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