{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,16]],"date-time":"2026-09-16T15:02:35Z","timestamp":1789570955659,"version":"build-2803163510"},"reference-count":36,"publisher":"MDPI AG","issue":"18","license":[{"start":{"date-parts":[[2026,9,16]],"date-time":"2026-09-16T00:00:00Z","timestamp":1789516800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002555","name":"Seoul Women\u2019s University","doi-asserted-by":"publisher","award":["2025-0242"],"award-info":[{"award-number":["2025-0242"]}],"id":[{"id":"10.13039\/501100002555","id-type":"DOI","asserted-by":"publisher"}]},{"award":["2025-0242"],"award-info":[{"award-number":["2025-0242"]}],"id":[{"id":"https:\/\/ror.org\/04b2fhx54","id-type":"ROR","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Polymers"],"abstract":"<jats:p>Fluorinated UV-curable coatings typically rely on high fluorine loadings to achieve water repellency, which causes phase separation, high cost, and environmental concerns. Here, a novel UV-curable fluorinated epoxy acrylate (FEA) oligomer with a comb-like architecture bearing perfluorophenyl-terminated fluorinated side chains was synthesized to maximize fluorine efficiency. A mono-substituted fluorinated alcohol was prepared via nucleophilic aromatic substitution of hexafluorobenzene with octafluorohexanediol, and the FEA oligomer was constructed through a two-step urethane-forming reaction with diglycerol diacrylate (DGDA) and isophorone diisocyanate (IPDI). The chemical structures were confirmed by FT-IR and 1H\/19F NMR spectroscopy. UV-cured FEA\/HDDA-F films exhibited high double-bond conversions of 93.5\u201397.9% and adequate thermal stability for coating applications. As the FEA content increased, the advancing water contact angle rose from 69\u00b0 to 118\u00b0, and the surface free energy decreased from 34.0 to 19.2 mJ\/m2, comparable to that of polytetrafluoroethylene (18.5 mJ\/m2). Remarkably, this performance was achieved at a lower overall fluorine content than the fluorinated diluent alone, and the near-zero polar component of the surface energy, together with XPS analysis and SEM-observed surface texturing, supports the proposed preferential segregation of the fluorinated side chains toward the air\u2013film interface. The comb-like FEA is a promising fluorine-efficient material for UV-curable hydrophobic and self-cleaning coatings.<\/jats:p>","DOI":"10.3390\/polym18182259","type":"journal-article","created":{"date-parts":[[2026,9,16]],"date-time":"2026-09-16T13:50:27Z","timestamp":1789566627000},"page":"2259","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Self-Assembling Comb-like Fluorinated Epoxy Acrylates for Low Surface Energy UV-Curable Coatings"],"prefix":"10.3390","volume":"18","author":[{"given":"Yejung","family":"Lee","sequence":"first","affiliation":[{"name":"Department of Chemistry, Ewha Womans University, Seoul 03760, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"methodology","vocabulary":"credit"},{"role":"investigation","vocabulary":"credit"},{"role":"formal-analysis","vocabulary":"credit"},{"role":"data-curation","vocabulary":"credit"},{"role":"visualization","vocabulary":"credit"},{"role":"writing-original-draft","vocabulary":"credit"}]},{"given":"Hyesu","family":"Jang","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Ewha Womans University, Seoul 03760, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"methodology","vocabulary":"credit"},{"role":"investigation","vocabulary":"credit"},{"role":"formal-analysis","vocabulary":"credit"},{"role":"data-curation","vocabulary":"credit"},{"role":"writing-review-editing","vocabulary":"credit"}]},{"given":"Daeun","family":"Jeong","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Seoul Women\u2019s University, Seoul 01797, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"methodology","vocabulary":"credit"},{"role":"investigation","vocabulary":"credit"}]},{"given":"Su Bin","family":"Ji","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Seoul Women\u2019s University, Seoul 01797, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"investigation","vocabulary":"credit"}]},{"given":"Ye Rim","family":"Cho","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Seoul Women\u2019s University, Seoul 01797, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"investigation","vocabulary":"credit"}]},{"ORCID":"https:\/\/orcid.org\/0009-0000-1969-4370","authenticated-orcid":false,"given":"Namhee","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Ewha Womans University, Seoul 03760, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"investigation","vocabulary":"credit"},{"role":"writing-review-editing","vocabulary":"credit"},{"role":"visualization","vocabulary":"credit"}]},{"given":"Myung Hwa","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Ewha Womans University, Seoul 03760, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"writing-review-editing","vocabulary":"credit"},{"role":"supervision","vocabulary":"credit"},{"role":"conceptualization","vocabulary":"credit"},{"role":"resources","vocabulary":"credit"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9517-7885","authenticated-orcid":false,"given":"Yong-Ju","family":"Kwon","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Seoul Women\u2019s University, Seoul 01797, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"},{"role":"writing-review-editing","vocabulary":"credit"},{"role":"funding-acquisition","vocabulary":"credit"},{"role":"project-administration","vocabulary":"credit"},{"role":"supervision","vocabulary":"credit"},{"role":"conceptualization","vocabulary":"credit"},{"role":"resources","vocabulary":"credit"}]}],"member":"1968","published-online":{"date-parts":[[2026,9,16]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"301","DOI":"10.1038\/nmat856","article-title":"Self-cleaning surfaces\u2014Virtual realities","volume":"2","author":"Blossey","year":"2003","journal-title":"Nat. Mater."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"231","DOI":"10.1146\/annurev-matsci-070511-155046","article-title":"Bio-inspired self-cleaning surfaces","volume":"42","author":"Liu","year":"2012","journal-title":"Annu. Rev. Mater. Res."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"1067","DOI":"10.1002\/marc.200290014","article-title":"Kinetic study and new applications of UV radiation curing","volume":"23","author":"Decker","year":"2002","journal-title":"Macromol. Rapid Commun."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"6245","DOI":"10.1021\/ma1007545","article-title":"Photoinitiated polymerization: Advances, challenges, and opportunities","volume":"43","author":"Yagci","year":"2010","journal-title":"Macromolecules"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"605","DOI":"10.1016\/S0079-6700(01)00004-1","article-title":"Photopolymerization kinetics of multifunctional monomers","volume":"26","author":"Andrzejewska","year":"2001","journal-title":"Prog. Polym. Sci."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"271","DOI":"10.1016\/S0300-9440(02)00059-0","article-title":"Film performance and UV curing of epoxy acrylate resins","volume":"44","author":"Bajpai","year":"2002","journal-title":"Prog. Org. Coat."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"388","DOI":"10.1016\/j.porgcoat.2012.10.024","article-title":"Synthesis of fluorinated urethane acrylate based UV-curable coatings","volume":"76","year":"2013","journal-title":"Prog. Org. Coat."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"8835","DOI":"10.1021\/acs.chemrev.5b00120","article-title":"Fluorinated oligomers and polymers in photopolymerization and UV-curable materials","volume":"115","author":"Vitale","year":"2015","journal-title":"Chem. Rev."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"1909","DOI":"10.1016\/j.jfluchem.2004.07.007","article-title":"Acrylic monomers and polymers with perfluoroalkylated biphenyl side groups: Synthesis and phase transitions","volume":"125","author":"Hartmann","year":"2004","journal-title":"J. Fluor. Chem."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"2927","DOI":"10.1016\/j.eurpolymj.2008.06.030","article-title":"UV-curable low-surface-energy fluorinated poly(urethane-acrylate)s for biomedical applications","volume":"44","author":"Lin","year":"2008","journal-title":"Eur. Polym. J."},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Ghazali, S.K., Adrus, N., Majid, R.A., Ali, F., and Jamaluddin, J. (2021). UV-LED as a new emerging tool for curable polyurethane acrylate hydrophobic coating. Polymers, 13.","DOI":"10.3390\/polym13040487"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"513","DOI":"10.1002\/ieam.258","article-title":"Perfluoroalkyl and polyfluoroalkyl substances in the environment: Terminology, classification, and origins","volume":"7","author":"Buck","year":"2011","journal-title":"Integr. Environ. Assess. Manag."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1186\/s12302-018-0134-4","article-title":"Short-chain perfluoroalkyl acids: Environmental concerns and a regulatory strategy under REACH","volume":"30","author":"Brendel","year":"2018","journal-title":"Environ. Sci. Eur."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"6106","DOI":"10.1021\/ma992111s","article-title":"Surface Stability in Liquid-Crystalline Block Copolymers with Semifluorinated Monodendron Side Groups","volume":"33","author":"Xiang","year":"2000","journal-title":"Macromolecules"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"7555","DOI":"10.1021\/ma970262u","article-title":"Surface properties of the fluorine-containing graft copolymer of poly((perfluoroalkyl)ethyl methacrylate)-g-poly(methyl methacrylate)","volume":"31","author":"Park","year":"1998","journal-title":"Macromolecules"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"437","DOI":"10.1016\/j.porgcoat.2016.06.020","article-title":"Study of the crosslinking process of waterborne UV curable polyurethane acrylates","volume":"99","author":"Llorente","year":"2016","journal-title":"Prog. Org. Coat."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"6197","DOI":"10.1016\/j.polymer.2014.09.036","article-title":"Fluorinated poly(meth)acrylate: Synthesis and properties","volume":"55","author":"Yao","year":"2014","journal-title":"Polymer"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"731","DOI":"10.1016\/j.jfluchem.2010.03.009","article-title":"Preparation and characterization of a novel fluorinated acrylate resin","volume":"131","author":"Chen","year":"2010","journal-title":"J. Fluor. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"47","DOI":"10.1016\/j.jfluchem.2015.02.012","article-title":"High compatible free radical UV-curable fluorine-containing polyacrylic acrylate prepolymer","volume":"173","author":"Liu","year":"2015","journal-title":"J. Fluor. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"161412","DOI":"10.1016\/j.apsusc.2024.161412","article-title":"Fabrication of a water repellent comb-like WPU with excellent and sustainable anti-icing performance","volume":"680","author":"Wu","year":"2025","journal-title":"Appl. Surf. Sci."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"17006","DOI":"10.1016\/j.cej.2025.170006","article-title":"Design and synthesis of asymmetric comb-like waterborne polyurethane for self-healing chemical protective coatings","volume":"525","author":"Yi","year":"2025","journal-title":"Chem. Eng. J."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"30081","DOI":"10.1021\/acsami.5c03792","article-title":"A Self-Replenishing Lubricant Slippery Coating with Low Interfacial Toughness for Enhancing Large-Scale Deicing Efficiency","volume":"17","author":"Sun","year":"2025","journal-title":"ACS Appl. Mater. Interfaces"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"10942","DOI":"10.1021\/acsami.3c17110","article-title":"Transparent PDMS Surfaces with Covalently Attached Lubricants for Enhanced Anti-adhesion Performance","volume":"16","author":"Eder","year":"2024","journal-title":"ACS Appl. Mater. Interfaces"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"1741","DOI":"10.1002\/app.1969.070130815","article-title":"Estimation of the surface free energy of polymers","volume":"13","author":"Owens","year":"1969","journal-title":"J. Appl. Polym. Sci."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1715","DOI":"10.1055\/s-0042-1751448","article-title":"Solvent-Free Tandem Reaction of P(O)\u2013OH and an Epichlorohydrocarbon for Controllable O-Alkylation through a Ring-Opening and Annulation Process","volume":"34","author":"Yang","year":"2023","journal-title":"Synlett"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"1673","DOI":"10.1021\/acs.macromol.4c02894","article-title":"Advancing Non-isocyanate Polyurethane Foams: Exo-Vinylene Cyclic Carbonate\u2013Amine Chemistry Enabling Room-Temperature Reactivity and Fast Self-Blowing","volume":"58","author":"Makarov","year":"2025","journal-title":"Macromolecules"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/BFb0025902","article-title":"Network formation by chain crosslinking photopolymerization and its applications in electronics","volume":"Volume 84","author":"Kloosterboer","year":"1988","journal-title":"Electronic Applications"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"1068","DOI":"10.1016\/j.progpolymsci.2009.06.002","article-title":"Thermal stability and flame retardancy of polyurethanes","volume":"34","author":"Chattopadhyay","year":"2009","journal-title":"Prog. Polym. Sci."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"1585","DOI":"10.1002\/pi.1314","article-title":"Thermal decomposition, combustion and fire-retardancy of polyurethanes\u2014A review of the recent literature","volume":"53","author":"Levchik","year":"2004","journal-title":"Polym. Int."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"39","DOI":"10.1016\/S0141-3910(98)00169-4","article-title":"Photoyellowing and discolouration of UV cured acrylated clear coatings systems: Influence of photoinitiator type","volume":"64","author":"Segurola","year":"1999","journal-title":"Polym. Degrad. Stab."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"443","DOI":"10.1016\/S0141-3910(01)00127-6","article-title":"Photo-oxidation studies on polyurethane coating: Effect of additives on yellowing of polyurethane","volume":"73","author":"Singh","year":"2001","journal-title":"Polym. Degrad. Stab."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"109584","DOI":"10.1016\/j.porgcoat.2025.109584","article-title":"CeO2@GO modified epoxy composite coating with enhanced UV aging resistance and long-term corrosion protection","volume":"209","author":"Shen","year":"2025","journal-title":"Prog. Org. Coat."},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Zisman, W.A. (1964). Relation of the equilibrium contact angle to liquid and solid constitution. Contact Angle, Wettability, and Adhesion, American Chemical Society. Advances in Chemistry Series 43.","DOI":"10.1021\/ba-1964-0043.ch001"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"988","DOI":"10.1021\/ie50320a024","article-title":"Resistance of solid surfaces to wetting by water","volume":"28","author":"Wenzel","year":"1936","journal-title":"Ind. Eng. Chem."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"855","DOI":"10.1039\/D5NH00516G","article-title":"Surfactant-mediated preparation of fully waterborne robust superamphiphobic coatings for anti-icing","volume":"11","author":"Ren","year":"2026","journal-title":"Nanoscale Horiz."},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Cao, W., Yang, X., Song, Z., Geng, J., Liu, C., Zhang, N., and Qi, X. (2025). Research on the Tribological Behavior of Polyurethane Acrylate Coatings with Different Matrix Constituents as Well as Graphite and PTFE. Polymers, 17.","DOI":"10.3390\/polym17081121"}],"container-title":["Polymers"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2073-4360\/18\/18\/2259\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,16]],"date-time":"2026-09-16T14:06:36Z","timestamp":1789567596000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2073-4360\/18\/18\/2259"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9,16]]},"references-count":36,"journal-issue":{"issue":"18","published-online":{"date-parts":[[2026,9]]}},"alternative-id":["polym18182259"],"URL":"https:\/\/doi.org\/10.3390\/polym18182259","relation":{},"ISSN":["2073-4360"],"issn-type":[{"value":"2073-4360","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9,16]]}}}