High mechanical properties and flame retardancy of epoxy are important for its applications. A novel star-shaped flame-retardant 5,10-dihydro-phenohphosphazine-10-oxide functioned triazine (TRIDPPA) with high efficiency is synthesized, and its structure is characterized. TRIDPPA is used as the co-curing agent for diglycidyl ether of the bisphenol A/4,4-diaminodiphenyl methane system. The introduction of TRIDPPA greatly improves the flame retardancy of the cured epoxy resins. The epoxy resin (ER)/TRIDDPA1.0 resin acquires a limiting oxygen index value of 30.7% and UL-94 V-0 rating when the mass fraction of TRIDDPA is 1.0 wt% with only 0.086 wt% of phosphorus content. The cross-link density of ER/TRIDDPA1.0 is increased, and the glass transition temperature is improved by 5°C. Besides, tensile strength and toughness of ER/TRIDDPA1.0 are also enhanced.
ZhangHKXuMJLiB. Synthesis of a novel phosphorus-containing curing agent and its effects on the flame retardancy, thermal degradation and moisture resistance of epoxy resins. Polym Adv Tech2016; 27: 860–871.
5.
WuKSongLHuY. Synthesis and characterization of a functional polyhedral oligomeric silsesquioxane and its flame retardancy in epoxy resin. Prog Org Coat2009; 65: 490–497.
6.
CarjaIDSerbezeanuDVlad-BubulacT. A straight forward, eco-friendly and cost-effective approach towards flame retardant epoxy resins. J Mater Chem A2014; 2: 16230–16241.
7.
WeilEDLevchikS. A review of current flame retardant systems for epoxy resins. J Fire Sci2004; 22: 25–40.
8.
XiaoWDHePXHeBQ. Improving the toughness and epoxy resin with brominated flame retardancy of cured castor oil. J Appl Polym Sci2002; 8: 2530–2534.
9.
RakotomalalaMWagnerSDoringM. Recent developments in halogen free flame retardants for epoxy resins for electrical and electronic applications. Materials2010; 3: 4300–4327.
10.
ZhaoXMBabuHVLlorcaJ. Impact of halogen-free flame retardant with varied phosphorus chemical surrounding on the properties of diglycidyl ether of bisphenol-A type epoxy resin: synthesis, fire behaviour, flame-retardant mechanism and mechanical properties. RSC Adv2016; 6: 59226–59236.
11.
SunJWangXDWuDZ. Novel spirocyclic phosphazene-based epoxy resin for halogen-free fire resistance: synthesis, curing behaviors, and flammability characteristics. ACS Appl Mater Inter2012; 4: 4047–4061.
12.
LuoCYZuoJDWangFQ. High refractive index and flame retardancy of epoxy thermoset cured butris-(2-mercaptoethyl) phosphate. Polym Degrad Stab2016; 129: 7–11.
13.
YangSWangJHuoSQ. Synthesis of a phosphorus/nitrogen-containing additive with multifunctional groups and its flame-retardant effect in epoxy resin. Ind Eng Chem Res2015; 24: 7777–7786.
14.
WangXHuYSongL. Preparation, flame retardancy and thermal degradation of epoxy thermosets modified with phosphorous/nitrogen-containing glycidyl derivative. Polym Adv Tech2012; 23: 190–197.
15.
SunDCYaoYW. Synthesis of three novel phosphorus containing flame retardants and their application in epoxy resins. Polym Degrad Stab2011; 96: 1720–1724.
16.
YouGYChengZQPengH. Synthesis and performance of a novel nitrogen-containing cyclic phosphate for intumescent flame retardant and its application in epoxy resin. J Appl Polym Sci2015; 132: 41859.
17.
YouGChengZTangY. Functional group effect on char formation, flame retardancy and mechanical properties of phosphonate–triazine-based compound as flame retardant in epoxy resin. Ind Eng Chem Res2015; 54: 7309–7319.
18.
QianLJQiuYSunN. Pyrolysis route of a novel flame retardant constructed by phosphaphenanthrene and triazine-trione groups and its flame-retardant effect on epoxy resin. Polym Degrad Stab2014; 107: 98–105.
19.
WangYZZhaoJQYuanYC. Synthesis of maleimido-substituted aromatics-triazine and its application in flame-retarded epoxy resins. Polym Degrad Stab2014; 99: 21–34.
20.
HuoSQWangJYangS. Synthesis of a novel phosphorus-nitrogen type flame retardant composed of maleimide, triazine-trione, and phosphaphenanthrene and its flame retardant effect on epoxy resin. Polym Degrad Stab2016; 131: 106–113.
21.
WirasaputraAZhuYMLiuSM. Flame-retarded epoxy resins with a curing agent of DOPO-triazine based anhydride. Macromol Mater Eng2016; 301: 981–992.
22.
LuoQQYuanYCDongCL. Intumescent flame retardancy of a DGEBA epoxy resin based on 5,10-dihydro-phenophosphazine-10-oxide. RSC Adv2015; 5: 68476–68484.
23.
MachakanurSSPatilBRBadigerDS. Synthesis, characterization and anticancer evaluation of novel tri-arm star shaped 1,3,5-triazine hydrazones. J Mol Struct2012; 1011: 121–127.
24.
TahmassebiDCSasakiT. Synthesis of a new trialdehyde template for molecular imprinting. J Org Chem1994; 59: 679–681.
25.
BraunUBalabanovichAISchartelB. Influence of the oxidation state of phosphorus on the decomposition and fire behaviour of flame-retarded epoxy resin composites. Polymer2006; 47: 8495–8508.
26.
XiongYQJiangZJXieYY. Development of a DOPO-containing melamine epoxy hardeners and its thermal and flame-retardant properties of cured products. J Appl Polym Sci2013; 127: 4352–4358.
27.
SunDYaoY. Synthesis of three novel phosphorus containing flame retardants and their application in epoxy resins. Polym Degrad Stab2011; 96: 1720–1724.
28.
CiesielskiMSchaferADoringM. Novel efficient DOPO-based flame-retardants for PWB relevant epoxy resins with high glass transition temperatures. Polym Adv Tech2008; 19: 507–515.
29.
HennaPHLarockRC. Rubbery thermosets by ring-opening metathesis polymerization of a functionalized castor oil and cyclooctene. Mater Eng2007; 292: 1201–1209.
30.
FranciaBThomasSSadhanaR. Dialycidyl ether of bisphenol A epoxy resin modified using poly (ether etherketone) with pendent tert-butyl groups. Polym Sci B Polym Phys2007; 45: 2481–2496.
31.
ZhaoHBLiuBWWangXL. A flame retardant-free and thermo-cross-linkable copolyester: flame-retardant and anti-dripping mode of action. Polymer2014; 55: 2394–2403.
