ez8b00263_si_001.pdf (879.15 kB)
Identification of Novel Phosphorus-Based Flame Retardants in Curtains Purchased in Japan Using Orbitrap Mass Spectrometry
journal contribution
posted on 2018-06-11, 14:57 authored by Yuichi Miyake, Masahiro Tokumura, Qi Wang, Takashi Amagai, Yasuhiro Takegawa, Yoko Yamagishi, Sayaka Ogo, Kazunari Kume, Takeshi Kobayashi, Shinji Takasu, Kumiko Ogawa, Kurunthachalam KannanAn
analytical method was developed for screening and identifying
novel flame retardants in curtains purchased in Japan in 2014 by use
of a liquid chromatograph interfaced with a hybrid quadrupole Orbitrap
mass spectrometer (LC–Orbitrap-MS; Q Exactive Plus). To enable
complete extraction of flame retardants in curtains, we used an extraction
method developed earlier, in which a solvent mixture of 1,1,1,3,3,3-hexafluoro-2-propanol/chloroform
(1:4, v/v) was used to completely dissolve the curtain matrix. An
initial gas chromatography–MS scan analysis confirmed the presence
of several unidentified flame retardants in curtains. We then determined
the precise masses of the detected compounds by use of a LC–Orbitrap-MS
and used that information to construct chemical formula of the detected
compounds. The MAGMa online spectral data annotation was then used
to generate a list of candidate compounds. For the determination and
confirmation of the chemical structures of the candidate compounds,
we reviewed the literature and acquired standards and compared mass
fragment patterns of the most probable candidate compounds with those
of standards. We unequivocally identified the compounds in curtain
samples as (5-ethyl-2-methyl-2-oxido-1,3,2-dioxaphosphorinan-5-yl)methyl-methyl-methylphosphonate
(PMMMP), naphthalen-2-yl diphenyl phosphate (NDPhP), and 6-benzyl
benzo[c][2,1]benzoxaphosphinine 6-oxide (BzlDOPO).
This study elucidates the occurrence of three novel phosphorus-based
flame retardants in curtains, and the technique we proposed here can
be applied for the detection of environmental chemicals in other products.