Green Photocurable Vegetable Oil Biobased Thermoset Functionalized with Vanillin Methacrylate for Ultraviolet-Shielding Coatings

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216305%3A26310%2F26%3A0199060" target="_blank" >RIV/00216305:26310/26:0199060 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.acs.org/doi/10.1021/acsapm.5c02377" target="_blank" >https://pubs.acs.org/doi/10.1021/acsapm.5c02377</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acsapm.5c02377" target="_blank" >10.1021/acsapm.5c02377</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Green Photocurable Vegetable Oil Biobased Thermoset Functionalized with Vanillin Methacrylate for Ultraviolet-Shielding Coatings

Popis výsledku v původním jazyce

Wood materials are adversely affected by UV irradiation due to their molecular structure containing lignin-based structures. This work aims to propose a sustainable, efficient, and scalable synthetic process leading to vanillin methacrylate (Vanillin MMA) and modified curable vegetable oil derived from epoxidized triacylglycerides. The approach uses methacrylic anhydride as an acyl donor for Vanillin MMA production, while the formed byproduct, methacrylic acid, is quantitatively isolated and used for vegetable oil modification. All synthesized products reached high yields of 94-97% and were characterized by NMR, MS, and FTIR characterization methods. Vanillin MMA exhibited an exceptionally high reactivity of 96.2 kJ/mol, while modified vegetable oil exhibited high thermal endurance, expressed by the heat-resistance index of 170.2 degrees C. The best-performing thermoset-forming system contained 30% Vanillin MMA, reaching a tensile modulus of 225.3 +/- 5.7 MPa and a tensile strength of 15.1 +/- 0.5 MPa. The flexural parameters resulted in a flexural modulus of 432.7 +/- 7.9 MPa and a flexural strength of 16.9 +/- 0.6 MPa. This thermoset coating achieved a 4B adhesion rating (based on the ASTM D3358 standard) and exhibited UV-shielding properties up to an irradiation wavelength of 357 nm.

Název v anglickém jazyce

Green Photocurable Vegetable Oil Biobased Thermoset Functionalized with Vanillin Methacrylate for Ultraviolet-Shielding Coatings

Popis výsledku anglicky

Wood materials are adversely affected by UV irradiation due to their molecular structure containing lignin-based structures. This work aims to propose a sustainable, efficient, and scalable synthetic process leading to vanillin methacrylate (Vanillin MMA) and modified curable vegetable oil derived from epoxidized triacylglycerides. The approach uses methacrylic anhydride as an acyl donor for Vanillin MMA production, while the formed byproduct, methacrylic acid, is quantitatively isolated and used for vegetable oil modification. All synthesized products reached high yields of 94-97% and were characterized by NMR, MS, and FTIR characterization methods. Vanillin MMA exhibited an exceptionally high reactivity of 96.2 kJ/mol, while modified vegetable oil exhibited high thermal endurance, expressed by the heat-resistance index of 170.2 degrees C. The best-performing thermoset-forming system contained 30% Vanillin MMA, reaching a tensile modulus of 225.3 +/- 5.7 MPa and a tensile strength of 15.1 +/- 0.5 MPa. The flexural parameters resulted in a flexural modulus of 432.7 +/- 7.9 MPa and a flexural strength of 16.9 +/- 0.6 MPa. This thermoset coating achieved a 4B adhesion rating (based on the ASTM D3358 standard) and exhibited UV-shielding properties up to an irradiation wavelength of 357 nm.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10404 - Polymer science

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2025

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

ACS Applied Polymer Materials

ISSN

—

e-ISSN

2637-6105

Svazek periodika

17

Číslo periodika v rámci svazku

7

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

13

Strana od-do

11925-11937

Kód UT WoS článku

001560916600001

EID výsledku v databázi Scopus

2-s2.0-105016004741