A novel aminothiazole-based cyclotriphosphazene derivate towards epoxy resins for high flame retardancy and smoke suppression

Jin, 2015, Synthesis and application of epoxy resins: a review, J. Ind. Eng. Chem., 29, 1, 10.1016/j.jiec.2015.03.026 Auvergne, 2014, Biobased thermosetting epoxy: present and future, Chem. Rev., 114, 1082, 10.1021/cr3001274 Yang, 2019, Synthesis of a novel phosphazene-based flame retardant with active amine groups and its application in reducing the fire hazard of epoxy resin, J. Hazard. Mater., 366, 78, 10.1016/j.jhazmat.2018.11.093 Weil, 2004, A review of current flame retardant systems for epoxy resins, J. fire. Sci., 22, 25, 10.1177/0734904104038107 Boer, 2019, Toward fire safety without chemical risk, Science, 364, 231, 10.1126/science.aax2054 Osimitz, 2019, Assess flame retardants with care, Science, 365, 992, 10.1126/science.aay6309 Shao, 2018, A novel multi-functional polymeric curing agent: synthesis, characterization, and its epoxy resin with simultaneous excellent flame retardance and transparency, Chem. Eng. J., 345, 471, 10.1016/j.cej.2018.03.142 Jian, 2019, Organophosphorus heteroaromatic compound towards mechanically reinforced and low-flammability epoxy resin, Compos. B Eng., 168, 458, 10.1016/j.compositesb.2019.03.052 Wang, 2017, Vanillin-derived high-performance flame retardant epoxy resins: facile synthesis and properties, Macromolecules, 50, 1892, 10.1021/acs.macromol.7b00097 Wang, 2019, Intrinsically flame retardant bio-based epoxy thermosets: a review, Compos. B Eng., 179, 10.1016/j.compositesb.2019.107487 Xu, 2018, A novel and feasible approach for one-pack flame-retardant epoxy resin with long pot life and fast curing, Chem. Eng. J., 337, 30, 10.1016/j.cej.2017.12.086 Tian, 2020, A renewable resveratrol-based epoxy resin with high Tg, excellent mechanical properties and low flammability, Chem. Eng. J., 383, 10.1016/j.cej.2019.123124 Qiu, 2018, Toughening effect and flame-retardant behaviors of phosphaphenanthrene/phenylsiloxane bigroup macromolecules in epoxy thermoset, Macromolecules, 51, 9992, 10.1021/acs.macromol.8b02090 Huang, 2021, Multifunctional graphene-based nano-additives toward high-performance polymer nanocomposites with enhanced mechanical, thermal, flame retardancy and smoke suppressive properties, Chem. Eng. J., 410, 10.1016/j.cej.2020.127590 Zhang, 2020, Bioinspired iron-loaded polydopamine nanospheres as green flame retardants for epoxy resin via free radical scavenging and catalytic charring, J. Mater. Chem. A, 8, 2529, 10.1039/C9TA11021F Huo, 2021, Phosphorus-containing flame retardant epoxy thermosets: recent advances and future perspectives, Prog. Polym. Sci., 114, 10.1016/j.progpolymsci.2021.101366 Velencoso, 2018, Molecular firefighting-how modern phosphorus chemistry can help solve the challenge of flame retardancy, Angew. Chem. Internat. Ed., 57, 10450, 10.1002/anie.201711735 Liang, 2017, Enhanced flame retardancy of DGEBA epoxy resin with a novel bisphenol-A bridged cyclotriphosphazene, Polym. Degrad. Stabil., 144, 292, 10.1016/j.polymdegradstab.2017.08.027 Liang, 2017, Bisphenol-S bridged penta(anilino)cyclotriphosphazene and its application in epoxy resins: synthesis, thermal degradation, and flame retardancy, Polym. Degrad. Stabil., 135, 140, 10.1016/j.polymdegradstab.2016.11.023 Zhao, 2016, Synthesis of a novel bridged-cyclotriphosphazene flame retardant and its application in epoxy resin, Polym. Degrad. Stabil., 133, 162, 10.1016/j.polymdegradstab.2016.08.013 Liu, 2020, Synthesis of a novel nonflammable eugenol-based phosphazene epoxy resin with unique burned intumescent char, Chem. Eng. J., 390, 10.1016/j.cej.2020.124620 Xu, 2014, Synthesis and characterization of a novel epoxy resin based on cyclotriphosphazene and its thermal degradation and flammability performance, Polym. Degrad. Stabil., 109, 240, 10.1016/j.polymdegradstab.2014.07.020 Zhou, 2020, Polyphosphazenes-based flame retardants: a review, Compos. B Eng., 202, 10.1016/j.compositesb.2020.108397 Qian, 2011, Thermal degradation behavior of the compound containing phosphaphenanthrene and phosphazene groups and its flame retardant mechanism on epoxy resin, Polymer, 52, 5486, 10.1016/j.polymer.2011.09.053 Qian, 2011, The non-halogen flame retardant epoxy resin based on a novel compound with phosphaphenanthrene and cyclotriphosphazene double functional groups, Polym. Degrad. Stabil., 96, 1118, 10.1016/j.polymdegradstab.2011.03.001 Xu, 2016, Synthesis of a novel flame retardant based on cyclotriphosphazene and DOPO groups and its application in epoxy resins, Polym. Degrad. Stabil., 123, 105, 10.1016/j.polymdegradstab.2015.11.018 Xu, 2018, Latent curing epoxy system with excellent thermal stability, flame retardance and dielectric property, Chem. Eng. J., 347, 223, 10.1016/j.cej.2018.04.097 Jian, 2016, Synthesis of a novel P/N/S-containing flame retardant and its application in epoxy resin: thermal property, flame retardance, and pyrolysis behavior, Ind. Eng. Chem. Res., 55, 11520, 10.1021/acs.iecr.6b03416 Jian, 2017, Low-flammability epoxy resins with improved mechanical properties using a Lewis base based on phosphaphenanthrene and 2-aminothiazole, J. Mater. Sci., 52, 9907, 10.1007/s10853-017-1102-x Jian, 2019, Single component phosphamide-based intumescent flame retardant with potential reactivity towards low flammability and smoke epoxy resins, J. Hazard. Mater., 371, 529, 10.1016/j.jhazmat.2019.03.045 Wang, 2017, Highly efficient flame-retardant epoxy resin with a novel DOPO-based triazole compound: thermal stability, flame retardancy and mechanism, Polym. Degrad. Stabil., 137, 138, 10.1016/j.polymdegradstab.2017.01.014 Ai, 2020, Mechanically strong and flame-retardant epoxy resins with anti-corrosion performance, Compos. B Eng., 193, 10.1016/j.compositesb.2020.108019 Cheng, 2020, Aminobenzothiazole-substituted cyclotriphosphazene derivative as reactive flame retardant for epoxy resin, React. Funct. Polym., 146, 10.1016/j.reactfunctpolym.2019.104412 Gholivand, 2010, Synthesis and characterization of the first phosphonic diamide containing thiazolyl groups: Structural properties and tautomeric equilibrium, J. Mol. Struct., 978, 67, 10.1016/j.molstruc.2009.12.018 Jian, 2017, A facile method to flame-retard epoxy resin with maintained mechanical properties through a novel P/N/S-containing flame retardant of tautomerization, Mater. Lett., 204, 77, 10.1016/j.matlet.2017.05.135 Flory, 1979, Molecular theory of rubber elasticity, Polymer, 20, 1317, 10.1016/0032-3861(79)90268-4 Zhao, 2015, Synthesis of a novel PEPA-substituted polyphosphoramide with high char residues and its performance as an intumescent flame retardant for epoxy resins, Polym. Degrad. Stabil., 118, 120, 10.1016/j.polymdegradstab.2015.04.023 Milani, 2008, Surface functionalization with phosphazenes: part 6. Modification of polyethylene-co-polyvinylalcohol copolymer surface plates with fluorinated alcohols and azobenzene derivatives using chlorinated phosphazenes as coupling agents, J. Inorg. Organomet. Polym., 18, 344, 10.1007/s10904-008-9209-9 Vassileva, 2004, XPS determination of the binding energies of phosphorus and nitrogen in phosphazenes, J. Mater. Sci., 39, 3201, 10.1023/B:JMSC.0000025859.82714.4a Marcilla, 2015, TGA/FTIR study of the pyrolysis of diammonium hydrogen phosphate-tobacco mixtures, J. Anal. Appl. Pyrol., 112, 48, 10.1016/j.jaap.2015.02.023 Zhang, 2021, Construction of durable eco-friendly biomass-based flame-retardant coating for cotton fabrics, Chem. Eng. J., 410, 10.1016/j.cej.2020.128361