Synthesis of a novel flame retardant based on DOPO derivatives and its application in waterborne polyurethane

Hui, Wang; Wang, Shuang; Du, Xiaosheng; Wang, Haibo; Cheng, Xu; Du, Zongliang

doi:10.1039/c8ra09838g

Cited by 48 publications

(29 citation statements)

References 43 publications

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“…Since then, DOPO has been widely used in the field of polymer flame retardants. It may be easily modified, due to the P-H bond, to generate a series of derivatives that may be used to improve polymer thermal stability and fire behavior [18,19]. In addition, DOPO derivatives have been modified to contain different flame retardancy elements, such as P-N [20][21][22], P-Si [23][24][25], and P-N-S [26,27].…”

Section: Introductionmentioning

confidence: 99%

The Preparation, Thermal Properties, and Fire Property of a Phosphorus-Containing Flame-Retardant Styrene Copolymer

et al. 2019

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A 9,10-dihydro-9-oxa-10-phosphaphenanthrene 10-oxide (DOPO) acrylate, (6-oxidodibenzo [c,e][1,2] oxaphosphinin-6-yl) methyl acrylate (DOPOAA), has been prepared. Copolymers of styrene (St) and DOPOAA were prepared by emulsion polymerization. The chemical structures of copolymers containing levels of DOPOAA were verified using Fourier transform infrared (FT-IR) spectroscopy and 1H nuclear magnetic resonance (1H-NMR) spectroscopy. The thermal properties and flame-retardant behaviors of DOPO-containing monomers and copolymers were observed using thermogravimetric analysis and micro calorimetry tests. From thermogravimetric analysis (TGA), it was found out that the T5% for decomposition of the copolymer was lower than that of polystyrene (PS), but the residue at 700 °C was higher than that of PS. The results from micro calorimetry (MCC) tests indicated that the rate for the heat release of the copolymer combustion was lower than that for PS. The limiting oxygen index (LOI) for combustion of the copolymer rose with increasing levels of DOPOAA. These data indicate that copolymerization of the phosphorus-containing flame-retardant monomer, DOPOAA, into a PS segment can effectively improve the thermal stability and flame retardancy of the copolymer.

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Section: Introductionmentioning

confidence: 99%

The Preparation, Thermal Properties, and Fire Property of a Phosphorus-Containing Flame-Retardant Styrene Copolymer

et al. 2019

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“…According to the previously reported method, 35 a series of the FR-WPUs were prepared as the following steps: rstly, 22.23 g IPDI, 3.19 g DMPA, 34.2 g PPG 2000, and a few drops catalyzer were put into the three-neck ask equipped with condenser tube and mechanical stirrer. The mixture was stirred at 85 C for 2 h. Then, different quantity of BDO was added into the reactor for another 2 h. Aerwards, different quantity of polyols was put into the ask until the calculated value of -NCO was achieved.…”

Section: Preparation Of Fr-wpumentioning

confidence: 99%

Improving the flame retardancy of waterborne polyurethanes based on the synergistic effect of P–N flame retardants and a Schiff base

Wang

et al. 2020

RSC Adv.

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“…The health and environmental concerns related to the persistent, bioaccumulative and toxic (PBT) halogenated flame retardants stimulated the search for alternative solutions and the development of more sustainable flame retardants [ 1 , 2 , 9 , 10 , 11 ]. Organophosphorus compounds (OP), i.e., organophosphates, organophosphonates, organophosphinates, organoposphine oxide, and organophosphites, are currently being intensively investigated as alternatives to PBT flame retardants due to due the chemical versatility of phosphorus’ different oxidation states and their ability to provide effective flame retardant protection in both the condensed and gas phases [ 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

New Insights into Antibacterial and Antifungal Properties, Cytotoxicity and Aquatic Ecotoxicity of Flame Retardant PA6/DOPO-Derivative Nanocomposite Textile Fibers

et al. 2021

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The aim of this study was to evaluate the antibacterial and antifungal activity, cytotoxicity, leaching, and ecotoxicity of novel flame retardant polyamide 6 (PA6) textile fibers developed by our research group. The textile fibers were produced by the incorporation of flame-retardant bridged 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) derivative (PHED) in the PA6 matrix during the in situ polymerization process at concentrations equal to 10 and 15 wt% (PA6/10PHED and PA6/15PHED, respectively). Whilst the nanodispersed PHED provided highly efficient flame retardancy, its biological activity led to excellent antibacterial activity against Escherichia coli and Staphylococcus aureus, as well as excellent antifungal activity against Aspergillus niger and Candida albicans. The results confirmed leaching of the PHED, but the tested leachates did not cause any measurable toxic effect to the duckweed Lemna minor. The in vitro cytotoxicity of the leached PHED from the PA6/15PHED sample was confirmed for human cells from adipose tissue in direct and prolonged contact. The targeted biological activity of the organophosphinate flame retardant could be beneficial for the development of PA6 textile materials with multifunctional properties and the low ecotoxicity profile, while the PHED’s leaching and cytotoxicity limit their application involving the washing processes and direct contact with the skin.

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Synthesis of a novel flame retardant based on DOPO derivatives and its application in waterborne polyurethane

Abstract: An intumescent flame retardant (DOPO-DAM) containing phosphorus and nitrogen was synthesized via a two-step process and it was incorporated into waterborne polyurethane to serve as a reactive flame retardant for preparing flame-retarded WPU (FR-WPU).

Cited by 48 publications

References 43 publications

The Preparation, Thermal Properties, and Fire Property of a Phosphorus-Containing Flame-Retardant Styrene Copolymer

The Preparation, Thermal Properties, and Fire Property of a Phosphorus-Containing Flame-Retardant Styrene Copolymer

Improving the flame retardancy of waterborne polyurethanes based on the synergistic effect of P–N flame retardants and a Schiff base

New Insights into Antibacterial and Antifungal Properties, Cytotoxicity and Aquatic Ecotoxicity of Flame Retardant PA6/DOPO-Derivative Nanocomposite Textile Fibers

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