Bi-DOPO Structure Flame Retardants with or without Reactive Group: Their Effects on Thermal Stability and Flammability of Unsaturated Polyester

A novel reactive phosphorus-containing flame retardant 1,4-phenylene-bis((6-oxido-6H-dibenz[c,e][1,2]-oxaphosphorinyl) methylene) diacrylate (TDCAA-DOPO), with two symmetrical 9,10-dihydro-9-oxa-10-phosphaphena-nthrene-10-oxide structure (bi-DOPO), was synthesized and combined with unsaturated polyester resin (UPR) via cross-linking to prepare flame-retardant UPR (FR-UPR). To make clear both the effects of the bi-DOPO structure and the cross-linking reaction on the thermal stability and flame retardancy of UPR, an additive flame retardant that also owned bi-DOPO structure but without a vinyl bond, 1,4-phenylene-bis((6-oxido-6H-dibenz[c,e][1,2]-oxaphosphorinyl) carbinol) (TDCA-DOPO), was used as a contrast. The results showed that the incorporation of TDCAA-DOPO or TDCA-DOPO into UPR can reduce its peak heat release rate (PHRR) and total heat release (THR), as well as improve the limiting oxygen index (LOI) value. As compared to TDCA-DOPO, the reactive TDCAA-DOPO endowed FR-UPR with enhanced thermal stabil...

[1]  S. Bourbigot,et al.  XPS study of an intumescent coating application to the ammonium polyphosphate/pentaerythritol fire-retardant system , 1994 .

[2]  Tse-Hao Ko Raman spectrum of modified PAN‐based carbon fibers during graphitization , 1996 .

[3]  P. Joseph,et al.  Flame retardance in some polystyrenes and poly(methyl methacrylate)s with covalently bound phosphorus-containing groups: initial screening experiments and some laser pyrolysis mechanistic studies , 2000 .

[4]  Chun-Shan Wang,et al.  Synthesis of novel flame retardant epoxy hardeners and properties of cured products , 2001 .

[5]  Ying‐Ling Liu Flame-retardant epoxy resins from novel phosphorus-containing novolac , 2001 .

[6]  M. Frigione,et al.  Cure kinetics and properties of epoxy resins containing a phosphorous-based flame retardant , 2003 .

[7]  King-Fu Lin,et al.  Synthesis of hexa‐allylamino‐cyclotriphosphazene as a reactive fire retardant for unsaturated polyesters , 2004 .

[8]  R. Jeng,et al.  Expandable graphite systems for phosphorus-containing unsaturated polyesters. I. Enhanced thermal properties and flame retardancy , 2004 .

[9]  J. Pielichowski,et al.  Unsaturated Polyester Resins: Chemistry and Technology , 2005 .

[10]  Pingan Song,et al.  Flame-retardant-wrapped carbon nanotubes for simultaneously improving the flame retardancy and mechanical properties of polypropylene , 2008 .

[11]  E. Kandare,et al.  Study of the thermal decomposition of flame-retarded unsaturated polyester resins by thermogravimetric analysis and Py-GC/MS , 2008 .

[12]  Yu-Zhong Wang,et al.  A flame-retardant epoxy resin based on a reactive phosphorus-containing monomer of DODPP and its thermal and flame-retardant properties , 2008 .

[13]  P. Roy,et al.  Synthesis, characterization and efficacy of chemically crosslinked PVA hydrogels for dermal wound healing in experimental animals , 2009 .

[14]  Lei Song,et al.  Synthesis and characterization of a DOPO-substitued organophosphorus oligomer and its application in flame retardant epoxy resins , 2011 .

[15]  J. Zhao,et al.  The synthesis and properties of a reactive flame‐retardant unsaturated polyester resin from a phosphorus‐containing diacid , 2011 .

[16]  E. Kroke,et al.  Methyl‐DOPO—a new flame retardant for flexible polyurethane foam , 2011 .

[17]  Lijun Qian,et al.  Thermal degradation behavior of the compound containing phosphaphenanthrene and phosphazene groups and its flame retardant mechanism on epoxy resin , 2011 .

[18]  A. Mas,et al.  Thermal degradation and fire behaviour of unsaturated polyesters filled with metallic oxides , 2011 .

[19]  Lei Song,et al.  Enhanced Properties of the Incorporation of a Novel Reactive Phosphorus- and Sulfur-Containing Flame-Retardant Monomer into Unsaturated Polyester Resin , 2012 .

[20]  Guangyu Li,et al.  Fire retardant mechanism analysis between ammonium polyphosphate and triphenyl phosphate in unsaturated polyester resin , 2012 .

[21]  Jia Liu,et al.  Synthesis of novel phosphorus‐containing epoxy hardeners and thermal stability and flame‐retardant properties of cured products , 2012 .

[22]  Zhi-Man Bai,et al.  Preparation, Flame Retardancy, and Thermal Degradation of Unsaturated Polyester Resin Modified with a Novel Phosphorus Containing Acrylate , 2013 .

[23]  Azman Hassan,et al.  Flame Retardancy and Kinetic Behavior of Ammonium Polyphosphate–Treated Unsaturated Polyester/Phenolic Interpenetrating Polymer Network , 2013 .

[24]  Lei Song,et al.  Study of the flame retardancy and thermal properties of unsaturated polyester resin via incorporation of a reactive cyclic phosphorus-containing monomer , 2013 .

[25]  B. Kandola,et al.  Blends of unsaturated polyester and phenolic resins for application as fire-resistant matrices in fibre-reinforced composites. Part 1: identifying compatible, co-curable resin mixtures , 2013, Journal of Materials Science.

[26]  Lei Song,et al.  Unsaturated polyester resins modified with phosphorus-containing groups: Effects on thermal properties and flammability , 2013 .

[27]  Mingshu Yang,et al.  Preparation, characterization and properties of a halogen‐free phosphorous flame‐retarded poly(butylene terephthalate) composite based on a DOPO derivative , 2013 .

[28]  B. Kandola,et al.  Blends of unsaturated polyester and phenolic resins for application as fire-resistant matrices in fibre-reinforced composites: Effects of added flame retardants , 2014 .

[29]  Yiting Xu,et al.  Improving thermal and flame‐retardant properties of epoxy resins by a novel reactive phosphorous‐containing curing agent , 2014 .

[30]  Xiu-li Wang,et al.  A flame-retardant-free and thermo-cross-linkable copolyester: Flame-retardant and anti-dripping mode of action , 2014 .

[31]  Jian-Shian Lin,et al.  Syntheses and flame retarding properties of DOPO polymers, melamine polymers, and DOPO-melamine copolymers , 2014 .

[32]  Adina Coroabă,et al.  A straightforward, eco-friendly and cost-effective approach towards flame retardant epoxy resins , 2014 .

[33]  Yanhua Jiang,et al.  Synthesis and properties of phosphorus-containing bio-based epoxy resin from itaconic acid , 2014 .

[34]  M. Alagar,et al.  Vinyl silane-functionalized rice husk ash-reinforced unsaturated polyester nanocomposites , 2014 .

[35]  S. Zhang,et al.  Synthesis, Characterization, and Utilization of a Novel Phosphorus/Nitrogen-Containing Flame Retardant , 2015 .

[36]  B. Kandola,et al.  Flame Retardance and Physical Properties of Novel Cured Blends of Unsaturated Polyester and Furan Resins , 2015 .

[37]  Xiu-li Wang,et al.  Phosphorus-containing copolyesters: The effect of ionic group and its analogous phosphorus heterocycles on their flame-retardant and anti-dripping performances , 2015 .

[38]  Sabyasachi Gaan,et al.  An overview of some recent advances in DOPO-derivatives: Chemistry and flame retardant applications , 2015 .

[39]  Xiangfang Peng,et al.  Synthesis of a novel highly effective flame retardant containing multivalent phosphorus and its application in unsaturated polyester resins , 2016 .

[40]  Weihong Wu,et al.  Flame retardancy and mechanical properties of a novel intumescent flame‐retardant unsaturated polyester , 2016 .

[41]  Yu-Zhong Wang,et al.  Inherent flame retardation of semi-aromatic polyesters via binding small-molecule free radicals and charring , 2016 .

[42]  Lei Song,et al.  Study on thermal degradation and combustion behavior of flame retardant unsaturated polyester resin modified with a reactive phosphorus containing monomer , 2016 .

[43]  Mukesh Kathalewar,et al.  Flammability behavior of unsaturated polyesters modified with novel phosphorous containing flame retardants , 2017 .