Development of Catalyst-Free Self-Healing Biobased UV-Curable Coatings via Maleate Monoester Transesterification
Source abstract
Abstract
Developing environmentally friendly UV-curable polymers with multi-functionality is very significant for sustainable development and environmental protection. In this work, a novel tung-oil-based UV-curable oligomer (TOMAH) was synthesized by Diels–Alder and ring-opening reactions via microwave technology. Subsequently, catalyst-free self-healing UV-curable materials based on a maleate monoester transesterification (MMETER) were developed by co-photopolymerization of TOMAH and hydroxyethyl methacrylate (HEMA). The obtained UV-cured materials possessed a high glass transition temperature (Tg > 81 °C), excellent adhesion (grade 1), and flexibility (2 mm). Particularly, the outstanding photopolymerization activity of the UV-curable resins was proved by UV-curing kinetics. In addition, dynamic transesterifications occurred without an external catalyst at a moderate temperature, resulting in good self-healing properties (with a scratch-repair efficiency of 78.6–93.3%) and shape-memory properties for the obtained UV-cured materials. This work combines the multiple advantages of biomass raw material, microwave synthesis technology, UV-curing method, and multifunctional polymers, thus providing an innovative strategy to fabricate sustainable and intelligent coatings.
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Research context
OpenAlex topics: Polymer composites and self-healing · Photopolymerization techniques and applications · Advanced Polymer Synthesis and Characterization
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
College of Science, Nanjing Forestry University, Nanjing 210037, China
National Engineering Research Center of Low-Carbon and Efficient Utilization of Forestry Biomass, Key Lab of Biomass Energy and Material of Jiangsu Province, Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing 210042, China
Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing 210042, China
Funding
Fundamental Research Funds of CAF · National Natural Science Foundation of China
References (46)
Show source-provided references
1. UV curable stimuli-responsive coatings with antifogging and oil-repellent performances10.1039/D1TA07934D ↗
2. UV-curable self-healing polyurethane coating based on thiol-ene and Diels-Alder double click reactions10.1016/j.porgcoat.2019.105282 ↗
3. Additive manufacturing of self-healing elastomers10.1038/s41427-019-0109-y ↗
4. Improvement of biodegradability of UV-curable adhesives modified by a novel polyurethane acrylate10.1016/j.porgcoat.2016.02.017 ↗
5. Synthesis and characterization of acrylic modified epoxy prepolymers for UV-curable adhesives10.1007/s12598-011-0348-z ↗
6. High-performance 3D printing UV-curable resins derived from soybean oil and gallic acid10.1039/D1GC01934A ↗
7. Solvent-free and photocurable polyimide inks for 3D printing10.1039/C7TA01952A ↗
8. Electromechanical Properties of Smart Materials10.1177/1045389X9300400301 ↗
9. Passive tuneable fibers and matrices10.1142/S0217979292001419 ↗
10. Self-Healing of Internal Damage in Synthetic Vascular Materials10.1002/adma.201002561 ↗
11. Preparation and characterization of microcapsules based self-healing coatings containing epoxy ester as healing agent10.1016/j.porgcoat.2018.09.028 ↗
12. Robust, Stretchable, and Self-Healable Supramolecular Elastomers Synergistically Cross-Linked by Hydrogen Bonds and Coordination Bonds10.1021/acsami.8b20303 ↗
13. Hydrogen Bonding in Self-Healing Elastomers10.1021/acsomega.1c00462 ↗
14. Photocurable 3D Printing of High Toughness and Self-Healing Hydrogels for Customized Wearable Flexible Sensors10.1002/adfm.202107202 ↗
15. Self-healing thiol-ene networks based on cyclodextrin-adamantane host-guest interactions10.1016/j.polymer.2019.121990 ↗
16. Versatile Phosphate Diester-Based Flame Retardant Vitrimers via Catalyst-Free Mixed Transesterification10.1021/acsami.0c18852 ↗
17. Dissociative Carbamate Exchange Anneals 3D Printed Acrylates10.1021/acsami.1c09373 ↗
18. Transparent, pressure-sensitive, and healable e-skin from a UV-cured polymer comprising dynamic urea bonds10.1039/C8TA10765C ↗
19. Solvent-Free Upcycling Vitrimers through Digital Light Processing-Based 3D Printing and Bond Exchange Reaction10.1002/adfm.202111030 ↗
20. Stiff UV-Curable self-healing coating based on double reversible networks containing diels-alder cross-linking and hydrogen bonds10.1016/j.porgcoat.2020.105699 ↗
21. Chemical and Mechanical Tunability of 3D-Printed Dynamic Covalent Networks Based on Boronate Esters10.1021/acsmacrolett.1c00257 ↗
22. Engineered self-healable elastomer with giant strength and toughness via phase regulation and mechano-responsive self-reinforcing10.1016/j.cej.2020.128300 ↗
23. UV Light Curable Self-Healing Superamphiphobic Coatings by Photopromoted Disulfide Exchange Reaction10.1021/acsapm.9b00656 ↗
24. Photo-crosslinking polymers by dynamic covalent disulfide bonds10.1039/D1CC03648C ↗
25. Catalyst-Free Self-Healing Bio-Based Polymers: Robust Mechanical Properties, Shape Memory, and Recyclability10.1021/acs.jafc.1c01885 ↗
26. Two-Step 3 D-Printing Approach toward Sustainable, Repairable, Fluorescent Shape-Memory Thermosets Derived from Cellulose and Rosin10.1002/cssc.201902191 ↗
27. Synthesis of Mechanically Robust and Self-Healing UV-Curable Materials from Renewable Feedstock10.1021/acssuschemeng.0c05501 ↗
28. Glycerol Induced Catalyst-Free Curing of Epoxy and Vitrimer Preparation10.1002/marc.201800889 ↗
29. Catalyst-free self-healing fully bio-based vitrimers derived from tung oil: Strong mechanical properties, shape memory, and recyclability10.1016/j.indcrop.2021.113978 ↗
30. Internal Catalysis in Covalent Adaptable Networks: Phthalate Monoester Transesterification as a Versatile Dynamic Cross-Linking Chemistry10.1021/jacs.9b07269 ↗
31. Bio-based tetrafunctional crosslink agent from gallic acid and its enhanced soybean oil-based UV-cured coatings with high performance10.1039/c4ra01311e ↗
32. Hu, Y., Zhu, G., Zhang, J., Huang, J., Yu, X., Shang, Q., An, R., Liu, C., Hu, L., and Zhou, Y. (2021). Rubber Seed Oil-Based UV-Curable Polyurethane Acrylate Resins for Digital Light Processing (DLP) 3D Printing. Molecules, 26.10.3390/molecules26185455 ↗
33. Self-healing, recyclable, and removable UV-curable coatings derived from tung oil and malic acid10.1039/D1GC01726H ↗
34. High-biobased-content UV-curable oligomers derived from tung oil and citric acid: Microwave-assisted synthesis and properties10.1016/j.eurpolymj.2020.109997 ↗
35. Recent Progress in Microwave-assisted Modification of Vegetable Oils or Their Derivatives10.2174/1385272824999200510231702 ↗
36. High-Performance Soybean-Oil-Based Epoxy Acrylate Resins: “Green” Synthesis and Application in UV-Curable Coatings10.1021/acssuschemeng.8b00388 ↗
37. Tang, J., Zhang, J., Lu, J., Huang, J., Zhang, F., Hu, Y., Liu, C., An, R., Miao, H., and Chen, Y. (2020). Preparation and Properties of Plant-Oil-Based Epoxy Acrylate-Like Resins for UV-Curable Coatings. Polymers, 12.10.3390/polym12092165 ↗
38. Itaconic Acid as a Green Alternative to Acrylic Acid for Producing a Soybean Oil-Based Thermoset: Synthesis and Properties10.1021/acssuschemeng.6b02654 ↗
39. Self-healing UV light-curable resins containing disulfide group: Synthesis and application in UV coatings10.1016/j.porgcoat.2019.04.060 ↗
40. Readily recyclable, high-performance thermosetting materials based on a lignin-derived spiro diacetal trigger10.1039/C8TA07140C ↗
41. Triethanolamine-Mediated Covalent Adaptable Epoxy Network: Excellent Mechanical Properties, Fast Repairing, and Easy Recycling10.1021/acs.macromol.9b02243 ↗
42. A fully bio-based polyimine vitrimer derived from fructose10.1039/C9GC00540D ↗
43. Sustainable, recyclable and robust elastomers enabled by exchangeable interfacial cross-linking10.1039/C8TA04173C ↗
44. A fully bio-based epoxy vitrimer: Self-healing, triple-shape memory and reprocessing triggered by dynamic covalent bond exchange10.1016/j.matdes.2019.108248 ↗
45. Self-healing, high-performance, and high-biobased-content UV-curable coatings derived from rubber seed oil and itaconic acid10.1016/j.porgcoat.2021.106391 ↗
46. Thermal, mechanical, and shape-memory properties of nanorubber-toughened, epoxy-based shape-memory nanocomposites10.1002/app.45780 ↗