Design and synthesis of dimer acid-based waterborne polyurethane as water- and oil-resistant coating for paper substrates

Li, 2019, A closed-loop and sustainable approach for the fabrication of plastic-free oil- and water-resistant paper products, Green Chem., 21, 5691, 10.1039/C9GC01865D Hamdani, 2020, Chitosan−graft−poly(dimethylsiloxane)/zein coatings for the fabrication of environmentally friendly oil- and water-resistant paper, ACS Sustainable Chem. Eng., 8, 5147, 10.1021/acssuschemeng.9b07397 Li, 2018, Oil- and water-resistant coatings for porous cellulosic substrates, ACS Appl. Polymer Mater., 1, 103, 10.1021/acsapm.8b00106 Kansal, 2020, Food-safe-chitosan-zein dual-layer coating for water- and oil-repellant paper substrates, ACS Sustainable Chem. Eng., 8, 6887, 10.1021/acssuschemeng.0c02216 Sheng, 2019, Fabrication of grease resistant paper with non-fluorinated chemicals for food packaging, Cellulose, 26, 6291, 10.1007/s10570-019-02504-y Xie, 2020, Facile synthesis of fluorine-free cellulosic paper with excellent oil and grease resistance, Cellulose, 27, 7009, 10.1007/s10570-020-03248-w Aulin, 2010, Oxygen and oil barrier properties of micro fibrillated cellulose films and coatings, Cellulose, 17, 559, 10.1007/s10570-009-9393-y Christophliemk, 2017, Oxygen and water vapor transmission rates of starch-poly (vinyl alcohol) barrier coatings for flexible packaging paper, Prog. Org. Coat., 218, 10.1016/j.porgcoat.2017.04.019 Menzel, 2015, Impact of the coating process on the molecular structure of starch-based barrier coatings, Journal of Applied, Polymer, 23, 41190 Caisa, 2006, Controlled penetration of starch and hydrophobic sizing agent in surface sizing of porous materials, Appita J., 59, 207 Zhang, 2019, High bio-content castor oil based waterborne polyurethane/sodium lignosulfonate composites for environmentally friendly UV absorption application, Industrial Crops and Products, 124, 111836, 10.1016/j.indcrop.2019.111836 Man, 2019, A renewable and multifunctional eco-friendly coating from novel tung oil-based cationic waterborne polyurethane dispersions, J. Cleaner Prod., 241, 118341, 10.1016/j.jclepro.2019.118341 Liu, 2019, Thermosetting polyurethanes prepared with the aid of a fully bio-based emulsifier with high bio-content, high solid content, and superior mechanical properties, Green Chem., 21, 526, 10.1039/C8GC03560A Xing, 2020, Highly flexible and ultra-thin carbon-fabric/Ag/waterborne polyurethane film for ultra-efficient EMI shielding, Mater. Des., 185, 108227, 10.1016/j.matdes.2019.108227 Qi, 2020, Hydrophobic, UV resistant and dielectric polyurethane-nano lignin composites with good reprocessability, Mater. Des., 196, 109150, 10.1016/j.matdes.2020.109150 Ge, 2021, Construction of nanocrystalline cellulose-based composite fiber films with excellent porosity performances via an electrospinning strategy, ACS Omega, 7, 4958, 10.1021/acsomega.0c06002 Chandra, 2018, Environmentally friendly polyurethane dispersion derived from dimer acid and citric acid, ACS Sustainable Chem. Eng., 6, 16412, 10.1021/acssuschemeng.8b03474 Min, 2014, Preparation and properties of waterborne polyurethane/epoxy resin composite coating from anionic terpene-based polyol dispersion, Prog. Org. Coat., 77, 315, 10.1016/j.porgcoat.2013.10.005 Yong, 2011, Highly branched polyurethane acrylates and their waterborne UV curing coating, Prog. Org. Coat., 71, 295, 10.1016/j.porgcoat.2011.03.022 Lin, 2019, Tailoring the morphology and properties of waterborne polyurethanes by incorporation of acrylic monomers, Prog. Org. Coat., 135, 65, 10.1016/j.porgcoat.2019.05.019 Kai, 2016, The effect of polyether functional polydimethylsiloxane on surface and thermal properties of waterborne polyurethane, Appl. Surf. Sci., 399, 272 Qian, 2021, Terpene derivative-containing silicone two-component waterborne polyurethane for coatings, Prog. Org. Coat., 153, 106137, 10.1016/j.porgcoat.2021.106137 Liu, 2020, In situ preparation and properties of waterborne polyurethane/edge-isocyanated hexagonal boron nitride composite dispersions, J. Coat. Technol. Res., 18, 1 Gurunathan, 2016, Physicochemical properties of amino–silane-terminated vegetable oil-based waterborne polyurethane nanocomposites, ACS Sustainable Chem. Eng., 4, 4645, 10.1021/acssuschemeng.6b00768 Zhang, 2020, Enhanced mechanical properties and functional performances of cationic waterborne polyurethanes enabled by different natural phenolic acids, ACS Sustainable Chem. Eng., 8, 17447, 10.1021/acssuschemeng.0c05883 Caki, 2017, Synthesis and properties biobased waterborne polyurethanes from glycolysis product of PET waste and poly(caprolactone) diol, Prog. Org. Coat., 105, 111, 10.1016/j.porgcoat.2016.10.038 Liang, 2018, Castor oil-based cationic waterborne polyurethane dispersions: Storage stability, thermo-physical properties and antibacterial properties, Ind. Crops Prod., 117, 169, 10.1016/j.indcrop.2018.02.084 Burg, 1991, Preparation of meadowfoam dimer acids and dimer esters, and their use as lubricants, J. Am. Oil Chem. Soc., 68, 600, 10.1007/BF02660161 Vendamme, 2012, Interplay between viscoelastic and chemical tunings in fatty-acid-based polyester adhesives: engineering biomass toward functionalized step-growth polymers and soft networks, Biomacromolecules, 13, 1933, 10.1021/bm300523e Hai, 2014, Design, preparation and properties of novel renewable UV-curable copolymers based on cardanol and dimer fatty acids, Prog. Org. Coat., 77, 388, 10.1016/j.porgcoat.2013.11.011 Mishra, 2017, High-performance waterborne UV-curable polyurethane dispersion based on thiol–acrylate/thiol–epoxy hybrid networks, J. Coat. Technol. Res., 14, 1069, 10.1007/s11998-016-9906-1 Etxaniz, 2019, Dispersion characteristics and curing behavior of waterborne UV cross linkable polyurethanes based on renewable dimer fatty acid polyesters, J. Polym. Environ., 27, 189, 10.1007/s10924-018-1334-0 Gogoi, 2017, Dimer acid based waterborne hyperbranched poly (ester amide) thermoset as a sustainable coating material, Prog. Org. Coat., 112, 57, 10.1016/j.porgcoat.2017.07.002 Heidarian, 2004, Study on kinetics of polymerization of dimer fatty acids with ethylenediamine in the presence of catalyst, Chem. Eng. J., 99, 85, 10.1016/j.cej.2004.01.010 Liu, 2013, Natural dimer fatty acids based waterborne polyurethane: thermal, mechanical and antihydrolytic properties, J. Macromol. Sci. Part A, 49, 1070, 10.1080/10601325.2012.728486 Liu, 2011, Preparation and properties of waterborne polyurethanes with natural dimer fatty acids based polyester polyol as soft segment, Prog. Organic Coatings, 72, 612, 10.1016/j.porgcoat.2011.07.002 Lermaab, 2020, Enzymatically produced cellulose nanocrystals as reinforcement for waterborne polyurethane and its applications, Carbohydr. Polym., 254, 117478 Li, 2017, Research on structural features and thermal conductivity of waterborne polyurethane, Prog. Org. Coat., 271, 10.1016/j.porgcoat.2016.11.027 Wang, 2021, Simultaneously improving the fracture toughness and flame retardancy of soybean oil-based waterborne polyurethane coatings by phosphorus-nitrogen chain extender, Ind. Crops Prod., 163, 113328, 10.1016/j.indcrop.2021.113328 Xiao, 2018, Synthesis and properties of castor oil-based waterborne polyurethane/sodium alginate composites with tunable properties, Carbohydrate Polymers, 208, 391 Cong, 2018, Polyethylene glycol-based waterborne polyurethane as solid polymer electrolyte for all-solid-state lithium ion batteries, Mater. Des., 142, 221, 10.1016/j.matdes.2018.01.039 Qing, 2019, Eco-friendly waterborne polyurethane reinforced with cellulose nanocrystal from office waste paper by two different methods, Carbohydr. Polym., 209, 299, 10.1016/j.carbpol.2019.01.013 Wen, 2017, Preparation and characterization of low gloss aqueous coating via forming self-roughed surface based on waterborne polyurethane acrylate hybrid emulsion, Prog. Org. Coat., 115, 18 Sardon, 2013, Waterborne hybrid polyurethane coatings functionalized with (3-aminopropyl) triethoxysilane: adhesion properties, Prog. Org. Coat., 76, 1230, 10.1016/j.porgcoat.2013.03.025 Dong, 2019, Dual bond synergy enhancement to mechanical and thermal properties of castor oil-based waterborne polyurethane composites, Polymer, 182, 121832, 10.1016/j.polymer.2019.121832 Shankar, 2018, Effects of poly (butylene adipate-co-terephthalate) coating on the water resistant, mechanical, and antibacterial properties of Kraft paper, Prog. Org. Coat., 123, 153, 10.1016/j.porgcoat.2018.07.002 Zhao, 2019, Fluorine-free waterborne coating for environmentally friendly, robustly water-resistant, and highly breathable fibrous textiles, ACS Nano, 14 Hui, 2015, Fabrication of smart coatings based on wood substrates with photoresponsive behavior and hydrophobic performance, Mater. Des., 84, 277, 10.1016/j.matdes.2015.06.125 Shiv, 2018, Antimicrobial wrapping paper coated with a ternary blend of carbohydrates (alginate, carboxymethyl cellulose, carrageenan) and grapefruit seed extract, Carbohydr. Polym., 196, 92, 10.1016/j.carbpol.2018.04.128 Tambe, 2016, Moisture resistance coating of packaging paper from biobased silylated soybean oil, Prog. Org. Coat., 101, 270, 10.1016/j.porgcoat.2016.08.016 Tyagi, 2018, Nanocellulose-based multilayer barrier coatings for gas, oil, and grease resistance, Carbohydr. Polym., 206, 281, 10.1016/j.carbpol.2018.10.114 Young, 2018, Development of functional antimicrobial papers using chitosan/starch silver nanoparticles, Int. J. Biol. Macromol., 112, 530, 10.1016/j.ijbiomac.2018.01.155 Fanta, 2017, Increased water resistance of paper treated with amylose-fatty ammonium salt inclusion complexes, Ind. Crops Prod., 105, 231, 10.1016/j.indcrop.2017.04.060 Liang, 2020, Tailoring the performance of vegetable oil-based waterborne polyurethanes through incorporation of rigid cyclic rings into soft polymer networks, ACS Sustainable Chem. Eng., 8, 914, 10.1021/acssuschemeng.9b05477