journal article·2025-12Open access

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

Vojtěch Jašek, Veronika Lavrinčíková, Otakar Bartoš, Jan Prokeš, Eliška Kameníková, Jiří Másilko, Radek Přikryl, Silvestr Figalla

Advanced Sustainable Systems· Volume 9· Issue 12

Abstract

Abstract 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 1 H 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).
Source: crossref · Quality: baseline

Research context

OpenAlex topics: Polymer composites and self-healing · Lignin and Wood Chemistry · Natural Fiber Reinforced Composites

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Institute of Materials Chemistry Faculty of Chemistry Brno University of Technology Brno 61200 Czech Republic

Materials Research Centre Faculty of Chemistry Brno University of Technology Brno 61200 Czech Republic

References (73)

Show source-provided references
1. 10.1021/acs.iecr.6b0155010.1021/acs.iecr.6b01550 ↗
2. 10.1021/acsomega.2c0542310.1021/acsomega.2c05423 ↗
3. 10.5650/jos.ess2122610.5650/jos.ess21226 ↗
4. 10.4137/LPI.S4023310.4137/LPI.S40233 ↗
5. 10.1021/acssuschemeng.1c0292410.1021/acssuschemeng.1c02924 ↗
6. 10.1016/j.jclepro.2016.03.12110.1016/j.jclepro.2016.03.121 ↗
7. 10.1016/j.porgcoat.2022.10738210.1016/j.porgcoat.2022.107382 ↗
8. 10.1016/j.renene.2018.03.05710.1016/j.renene.2018.03.057 ↗
9. 10.1038/s41598-022-17390-x10.1038/s41598-022-17390-x ↗
10. 10.3390/molecules2402023710.3390/molecules24020237 ↗
11. 10.1016/j.proeng.2016.06.48710.1016/j.proeng.2016.06.487 ↗
12. 10.1016/j.cja.2015.10.01210.1016/j.cja.2015.10.012 ↗
13. 10.1016/j.egypro.2014.10.29810.1016/j.egypro.2014.10.298 ↗
14. 10.1021/acs.biomac.0c0129110.1021/acs.biomac.0c01291 ↗
15. 10.1021/acssuschemeng.7b0110310.1021/acssuschemeng.7b01103 ↗
16. 10.1021/acssuschemeng.8b0088410.1021/acssuschemeng.8b00884 ↗
17. 10.1021/acssuschemeng.2c0061710.1021/acssuschemeng.2c00617 ↗
18. 10.1002/aocs.1201410.1002/aocs.12014 ↗
19. 10.1021/acs.analchem.9b0266710.1021/acs.analchem.9b02667 ↗
20. 10.1007/s13399-022-02862-x10.1007/s13399-022-02862-x ↗
21. 10.1039/C8GC03857K10.1039/C8GC03857K ↗
22. 10.1021/acs.iecr.8b0110910.1021/acs.iecr.8b01109 ↗
23. 10.1021/acs.iecr.3c0421110.1021/acs.iecr.3c04211 ↗
24. 10.1016/j.mcat.2024.11451910.1016/j.mcat.2024.114519 ↗
25. 10.1039/D4RE00215F10.1039/D4RE00215F ↗
26. 10.1007/s11746-014-2474-610.1007/s11746-014-2474-6 ↗
27. 10.1021/acsapm.4c0256810.1021/acsapm.4c02568 ↗
28. 10.1021/acspolymersau.4c0006810.1021/acspolymersau.4c00068 ↗
29. 10.1021/acspolymersau.5c0000110.1021/acspolymersau.5c00001 ↗
30. 10.1021/acssuschemeng.7b0167210.1021/acssuschemeng.7b01672 ↗
31. 10.1080/25740881.2018.156311910.1080/25740881.2018.1563119 ↗
32. 10.1002/ejlt.20150013210.1002/ejlt.201500132 ↗
33. 10.1002/app.4676210.1002/app.46762 ↗
34. 10.1021/acsapm.1c0050310.1021/acsapm.1c00503 ↗
35. 10.1016/j.porgcoat.2021.10661510.1016/j.porgcoat.2021.106615 ↗
36. 10.1021/acsami.2c1253510.1021/acsami.2c12535 ↗
37. 10.1016/j.reactfunctpolym.2022.10549610.1016/j.reactfunctpolym.2022.105496 ↗
38. 10.1002/mame.20220066210.1002/mame.202200662 ↗
39. 10.1016/j.indcrop.2018.10.01910.1016/j.indcrop.2018.10.019 ↗
40. 10.1680/jgrma.20.0008510.1680/jgrma.20.00085 ↗
41. 10.1016/j.triboint.2024.10970910.1016/j.triboint.2024.109709 ↗
42. 10.1021/acssuschemeng.0c0362610.1021/acssuschemeng.0c03626 ↗
43. 10.1007/s13726-024-01310-z10.1007/s13726-024-01310-z ↗
44. 10.1016/j.ijadhadh.2019.01.00510.1016/j.ijadhadh.2019.01.005 ↗
45. 10.4028/p-x7bzhy10.4028/p-x7bzhy ↗
46. 10.1007/s10924-017-1138-710.1007/s10924-017-1138-7 ↗
47. 10.1016/j.triboint.2024.10970910.1016/j.triboint.2024.109709 ↗
48. 10.1039/D4RA04972A10.1039/D4RA04972A ↗
49. 10.1680/jgrma.22.0006110.1680/jgrma.22.00061 ↗
50. 10.1021/acsapm.4c0120810.1021/acsapm.4c01208 ↗
51. 10.1021/acssuschemeng.4c0762410.1021/acssuschemeng.4c07624 ↗
52. 10.3390/coatings1401000210.3390/coatings14010002 ↗
53. 10.3390/coatings1309155310.3390/coatings13091553 ↗
54. 10.1016/j.porgcoat.2020.10594210.1016/j.porgcoat.2020.105942 ↗
55. 10.1093/nar/gkac38310.1093/nar/gkac383 ↗
56. 10.1021/acssuschemeng.6b0211710.1021/acssuschemeng.6b02117 ↗
57. 10.1016/j.compositesa.2018.08.00710.1016/j.compositesa.2018.08.007 ↗
58. 10.1021/acsnano.4c0970510.1021/acsnano.4c09705 ↗
59. 10.1039/D2GC01745H10.1039/D2GC01745H ↗
60. 10.1016/j.molliq.2022.11927010.1016/j.molliq.2022.119270 ↗
61. 10.1016/j.indcrop.2022.11621010.1016/j.indcrop.2022.116210 ↗
62. 10.1016/j.indcrop.2019.04.03910.1016/j.indcrop.2019.04.039 ↗
63. 10.1016/j.molliq.2024.12578610.1016/j.molliq.2024.125786 ↗
64. 10.1039/D2GC01678H10.1039/D2GC01678H ↗
65. 10.32604/JRM.2018.0001110.32604/JRM.2018.00011 ↗
66. 10.1002/ejlt.20170018910.1002/ejlt.201700189 ↗
67. 10.1021/acssuschemeng.7b0167310.1021/acssuschemeng.7b01673 ↗
68. 10.1021/sc500176z10.1021/sc500176z ↗
69. 10.1002/app.4882710.1002/app.48827 ↗
70. 10.3390/coatings1303065710.3390/coatings13030657 ↗
71. 10.1016/j.porgcoat.2018.04.02010.1016/j.porgcoat.2018.04.020 ↗
72. 10.3390/ma1521780710.3390/ma15217807 ↗
73. 10.1021/acs.macromol.5b0009110.1021/acs.macromol.5b00091 ↗