A novel nitrogen-containing DPO derivative as flame retardant and co-curing agent for epoxy resin

Author(s):  
Fengce Mei ◽  
Chong Tian ◽  
Hubo Li ◽  
Shan Huang ◽  
Qing Yu ◽  
...  
Polymers ◽  
2022 ◽  
Vol 14 (2) ◽  
pp. 245
Author(s):  
Yong Sun ◽  
Yongli Peng ◽  
Yajiao Zhang

In this work, a flame retardant curing agent (DOPO-MAC) composed of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide DOPO and methyl acrylamide (MAC) was synthesized successfully, and the structure of the compound was characterized by FT-IR and 1H-NMR. The non-isothermal kinetics of the epoxy resin/DOPO-MAC system with 1% phosphorus was studied by non-isothermal DSC method. The activation energy of the reaction (Ea), about 46 kJ/mol, was calculated by Kissinger and Ozawa method, indicating that the curing reaction was easy to carry out. The flame retardancy of the epoxy resin system was analyzed by vertical combustion test (UL94) and limiting oxygen index (LOI) test. The results showed that epoxy resin (EP) with 1% phosphorus successfully passed a UL-94 V-0 rating, and the LOI value increased along with the increasing of phosphorus content. It confirmed that DOPO-MAC possessed excellent flame retardance and higher curing reactivity. Moreover, the thermal stability of EP materials was also investigated by TGA. With the DOPO-MAC added, the residual mass of EP materials increased remarkably although the initial decomposition temperature decreased slightly.


e-Polymers ◽  
2019 ◽  
Vol 19 (1) ◽  
pp. 545-554 ◽  
Author(s):  
Anxin Li ◽  
Pingli Mao ◽  
Bing Liang

AbstractIn order to improve the compatibility of flame retardant and epoxy resin, a phosphorus nitrogen flame retardant curing agent poly(p-xylylenediamine spirocyclic pentaerythritol bisphosphonate) (PPXSPB) was synthesized. FTIR, 1HNMR, and mass spectroscopy were used to identify the chemical structure of PPXSPB. Epoxy resin (E-44) and PPXSPB as the raw material, a series of thermosetting systems were prepared. The effects of PPXSPB on flame retardancy, water resistance, thermal degradation behavior, mechanical properties and the adhesive strength of EP/PPXSPB thermosets were investigated. The results show that with the increase of phosphorus content, the oxygen index and carbon residue of the system both increased significantly, and the heat release rate gradually decreased, which is of great significance in delaying the occurrence of fire. When the phosphorus content is 3.24% in EP/PPXSPB thermosets, EP-2 can successfully pass the UL94 V-0 flammability rating, the LOI value of EP-2 can reach 31.4%, the impact strength and tensile strength was 6.58 kJ/m2 and 47.10 MPa respectively, and the adhesive strength was 13.79 MPa, the system presents a good overall performance.


2019 ◽  
Vol 163 ◽  
pp. 100-109 ◽  
Author(s):  
Siqi Huo ◽  
Zhitian Liu ◽  
Chuan Li ◽  
Xiaolei Wang ◽  
Haopeng Cai ◽  
...  

2015 ◽  
Vol 7 (32) ◽  
pp. 17919-17928 ◽  
Author(s):  
Yi Tan ◽  
Zhu-Bao Shao ◽  
Xue-Fang Chen ◽  
Jia-Wei Long ◽  
Li Chen ◽  
...  

2017 ◽  
Vol 30 (10) ◽  
pp. 1229-1239 ◽  
Author(s):  
Shan Huang ◽  
Xiao Hou ◽  
Jiaojiao Li ◽  
Xiujuan Tian ◽  
Qing Yu ◽  
...  

A phosphorous/nitrogen-containing diphenylphosphine oxide (DPO) derivative (DPO-SS) was designed and synthesized via a two-step reaction of 4,4′-diaminodiphenylsulfone, 2-hydroxy-benzaldehyde, and DPO. The structure of DPO-SS was confirmed by Fourier transform infrared spectroscopy (FTIR), 1H and 31P nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS). DPO-SS was used as a flame retardant and curing agent for copolymerizing with diglycidyl ether of bisphenol-A. Thermal and flame-retardant properties of the obtained flame-retardant epoxy resin (F-EP) were investigated by thermogravimetric analysis, dynamic thermomechanical analysis, limited oxygen index (LOI) measurement, vertical burning test (UL-94), and cone calorimeter test. Results indicated that all F-EP samples exhibited excellent thermal stability and flame-retardant property. Especially for F-EP with P content of 0.7 wt% (denoted as EP/P-0.7), it achieved high LOI values (32.4%) and UL-94 V-0 rating. Compared with pure EP, all F-EP samples showed lower heat release rate, total heat release, total smoke produce, and little Tg fluctuation. In order to study the flame-retardant mechanism, the char residues were investigated by FTIR, scanning electron microscopy, and energy-dispersive spectrometer analysis. The results manifested that DPO-SS acted as flame retardant in both gas phase and condensed phase. Water absorption properties of pure EP and F-EP were also compared through immersion experiments. Results showed that EP/P-0.7 sample had apparently lower water absorptivity than pure EP.


2017 ◽  
Vol 29 (1) ◽  
pp. 603-611 ◽  
Author(s):  
Ting Chen ◽  
Xianming Chen ◽  
Meijie Wang ◽  
Peixin Hou ◽  
Cao Jie ◽  
...  

2016 ◽  
Vol 45 (5) ◽  
pp. 308-312 ◽  
Author(s):  
Wei Li ◽  
Guilong Xu ◽  
Buqin Xu ◽  
Yi Wang ◽  
Jin Yang ◽  
...  

Purpose The flammability of epoxy resin is a major disadvantage in applications that require flame resistance. Epoxy monomers and hardeners containing flame-retardant elements are molecularly incorporated in the resin network are expected to exhibit better flame resistance than those borne on an additive approach. In recent years, because of health and environmental regulation, the use of waterborne coatings has received many attentions. However, waterborne epoxy resin curing agent with excellent flame retardancy has been seldom reported. The paper aims to study the preparation of waterborne P-N-containing epoxy resin curing agent and its performances (P-N – phosphorous and nitrogen). Design/methodology/approach Waterborne P-N-containing epoxy curing agent was prepared in this study using reactive flame retardant 10-(2,5-dihydroxyphenyl)-9,10-dihydro-9-xa-10-phosphaphenanthrene-10-oxide, liquid epoxy resin, triethylenetetramine and butyl glycidyl ether at the mole ratio of 1.0:2.0:2.0:2.0. Findings The results show that the epoxy thermoset from the prepared P-N-containing curing agent presents good flame retardancy and can pass the V-1 rating, and the cured epoxy thermoset film presents excellent performances such as water resistance, adhesion, impact resistance and pencil hardness. This study provides useful suggestions for the application of the water-borne flame retardancy epoxy resins in coating industry. Research limitations/implications Each step of products during the preparation of waterborne P-N-containing epoxy curing agent cannot be accurately tested. Originality/value This method for synthesis of waterborne P-N-containing epoxy curing agent is novel and could be used for various applications in epoxy coating industry.


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