- Synthesis of a furfural-based DOPO-containing co-curing agent for fire-safe epoxy resins
-
A furfural-based DOPO-containing flame retardant, 6,6′-(((methylenebis(4,1-phenylene))bis(azanediyl))bis(furan-2-ylmethylene))bis(dibenzo[c,e][1,2]oxaphosphinine 6-oxide) (MBF-DOPO), was synthesized and utilized as a co-curing agent of 4,4′-diaminodiphenyl methane (DDM) for fire-safe epoxy thermosets. For the cured epoxy resin containing 4.0% MBF-DOPO, the limiting oxygen index (LOI) reached 32.9% (with the V-0 rating in UL-94 test), and the peak heat release rate and total smoke production values were respectively decreased by 29.3% and 33.6%, compared to pure epoxy resin. Scanning electron microscopy (SEM) and Fourier transform infrared spectroscopy (FTIR) results confirmed that the furfural-based flame retardant MBF-DOPO promoted the charring formation of the epoxy matrix, which effectively isolated the gas and heat transfer during combustion and thus enhanced the fire-safety performance of the epoxy thermosets. This work provides an effective route for synthesizing a furfural-based flame retardant, which possesses great potential for application in fire-safe epoxy thermosets.
- Xie, Weiqi,Huang, Shiwen,Tang, Donglin,Liu, Shumei,Zhao, Jianqing
-
-
Read Online
- Synthesis and NMR characterization of two novel anthracene-derived BIS-aminophosphonates. Basic hydrolysis of some aminophosphonate derivatives
-
The synthesis of two novel bis-aminophosphonates bearing anthracene rings-bis[N-methyl(diethoxyphosphonyl)-1-(9-anthryl)]benzidine (3) and 4,4-bis[N-methyl(diethoxy-phosphonyl)-1-(9-anthryl)]diaminodiphenylmethane (4)-via the Kabachnik-Fields reaction is reported. The compounds have been characterized by elemental analysis, TLC, IR, NMR (1H, 13C, 31P) and fluorescent spectra. The reaction leads to a mixture of the two possible forms (meso and racemic), with predominant formation of one of the diastereomers. The recrystallized compounds 3 and 4 consist of only one diastereomer. A racemization at the chiral centers and a cleavage of the C-P bond are observed in the alkaline hydrolysis of the new compound 4 and three previously described aminophosphonate derivatives 5-7. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
- Kraicheva,Vodenicharova,Tashev,Tosheva,Tsacheva,Troev
-
experimental part
p. 660 - 667
(2012/06/01)
-