Bio-Based Castor Oil Derivatives Synthesized From 2-Hydroxypropyl Ricinoleate and Ricinoleic Ethanolamide for Wood Coating Applications

Bio-Based Castor Oil Derivatives Synthesized From 2-Hydroxypropyl Ricinoleate and Ricinoleic Ethanolamide for Wood Coating Applications

Článek WoS

This work presents the synthesis of two molecules, methacrylated 2-hydroxypropyl ricinoleate (2-HPR MMA) and methacrylated ricinoleic ethanolamide (ROEA MMA), appropriate for wood coating applications. The synthesized compounds are structurally verified by 1H NMR, ESI-MS, FT-IR, and XRD. The rheological measurements, DSC, TGA, and the mechanical tensile and flexural tests provided a complex investigation of properties. Eventually, the coating applicability is evaluated by the standardized ISO 2409 cross-hatch test and the Wolff-Wilborn test. Both proposed curable molecules, 2-HPR MMA and ROEA MMA, exhibit comparable rheological profiles and thermal properties to the reference, Castor Oil MMA. From the mechanical properties and coating applicability standpoint, 2-HPR MMA and ROEA MMA perform considerably better than the reference. ROEA MMA reached the best-performing results: the tensile modulus reached 155 +/- 6 MPa Methacrylated Castor Oil (Castor Oil MMA's value reached 9 +/- 1 MPa), the flexural modulus attained 166 +/- 2 MPa (Castor Oil MMA's value reached 8 +/- 3 MPa), the tensile strength recorded 9.4 +/- 0.5 MPa (Castor Oil MMA's value reached 0.4 +/- 0.1 MPa), and the flexural strength reached 6.1 +/- 0.2 MPa (Castor Oil MMA's value reached 0.8 +/- 0.0 MPa).

This work presents the synthesis of two molecules, methacrylated 2-hydroxypropyl ricinoleate (2-HPR MMA) and methacrylated ricinoleic ethanolamide (ROEA MMA), appropriate for wood coating applications. The synthesized compounds are structurally verified by 1H NMR, ESI-MS, FT-IR, and XRD. The rheological measurements, DSC, TGA, and the mechanical tensile and flexural tests provided a complex investigation of properties. Eventually, the coating applicability is evaluated by the standardized ISO 2409 cross-hatch test and the Wolff-Wilborn test. Both proposed curable molecules, 2-HPR MMA and ROEA MMA, exhibit comparable rheological profiles and thermal properties to the reference, Castor Oil MMA. From the mechanical properties and coating applicability standpoint, 2-HPR MMA and ROEA MMA perform considerably better than the reference. ROEA MMA reached the best-performing results: the tensile modulus reached 155 +/- 6 MPa Methacrylated Castor Oil (Castor Oil MMA's value reached 9 +/- 1 MPa), the flexural modulus attained 166 +/- 2 MPa (Castor Oil MMA's value reached 8 +/- 3 MPa), the tensile strength recorded 9.4 +/- 0.5 MPa (Castor Oil MMA's value reached 0.4 +/- 0.1 MPa), and the flexural strength reached 6.1 +/- 0.2 MPa (Castor Oil MMA's value reached 0.8 +/- 0.0 MPa).

aminolysis, biobased, castor oil, coating, thermoset, transesterification

aminolysis, biobased, castor oil, coating, thermoset, transesterification

JAŠEK, V.; LAVRINČÍKOVÁ, V.; BARTOŠ, O.; PROKEŠ, J.; KAMENÍKOVÁ, E.; MÁSILKO, J.; PŘIKRYL, R.; FIGALLA, S.

27.11.2025

Advanced Sustainable Systems

9

12

Spolková republika Německo

15

https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsu.202501411