Formation of bromochlorodibenzo-p-dioxins and dibenzofurans from the high-temperature oxidation of a mixture of 2-chlorophenol and 2-bromophenol.

Formation of bromochlorodibenzo-p-dioxins and dibenzofurans from the high-temperature oxidation of a mixture of 2-chlorophenol and 2-bromophenol.
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DOI:
10.1021/es051905l
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发表时间:
2006-03
影响因子:
11.4
通讯作者:
Catherine S Evans;B. Dellinger
Catherine S Evans;B. Dellinger
中科院分区:
环境科学与生态学1区
文献类型:
--
作者:
Catherine S Evans;B. Dellinger

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研究了2-溴苯酚和2-氯苯酚的50:50混合物在1cm内径的反应器中的均相气相氧化热降解,熔融石英流动反应器,浓度为88 ppm,反应时间为2.0 s,温度范围为300 - 1000 ℃。观察到的产物按产率降序排列,包括:二苯并对二恶英(DD),4-溴-6-氯二苯并呋喃(4-B,6-CDF)、苯酚、4,6-二溴二苯并呋喃(4,6-DBDF)、2,6-二溴苯酚、4,6-二氯二苯并呋喃(4,6-DCDF)、2-溴-4-氯苯酚、2,4-二溴苯酚、2-氯-4-溴苯酚、4-一溴二苯并呋喃(4-MBDF)、4-一氯二苯并呋喃(4-MCDF)、二苯并呋喃(DF)、1-一溴二苯并-对-二恶英(1-MBDD)、1-一氯二苯并-对-二恶英(1-MCDD)、2,4,6-三溴苯酚、萘、氯萘、溴萘、氯苯、溴苯和苯。结果进行了比较和对比,与以前的结果报道的纯2-氯苯酚和2-溴苯酚的氧化,以及2-氯苯酚和2-溴苯酚的混合物的热解的结果。观察到4,6-DBDF和4,6-DCDF的产率高于热解条件下的产率,但远低于2-氯苯酚和2-溴苯酚单独氧化时观察到的产率。氯和溴对羟基自由基浓度的影响被示出为控制二恶英与呋喃的比率。
The homogeneous, gas-phase oxidative thermal degradation of a 50:50 mixture of 2-bromophenol and 2-chlorophenol was studied in a 1 cm i.d., fused silica flow reactor at a concentration of 88 ppm, with a reaction time of 2.0 s, over a temperature range of 300 to 1000 degrees C. Observed products in order of decreasing yield included the following: dibenzo-p-dioxin (DD), 4-bromo-6-chlorodibenzofuran (4-B,6-CDF), phenol, 4,6-dibromodibenzofuran (4,6-DBDF), 2,6-dibromophenol, 4,6-dichlorodibenzofuran (4,6-DCDF), 2-bromo-4-chlorophenol, 2,4-dibromophenol, 2-chloro-4-bromophenol, 4-monobromodibenzofuran (4-MBDF), 4-monochlorodibenzofuran (4-MCDF), dibenzofuran (DF), 1-monobromodibenzo-p-dioxin (1-MBDD), 1-monochlorodibenzo-p-dioxin (1-MCDD), 2,4,6-tribromophenol, naphthalene, chloronaphthalene, bromonaphthalene, chlorobenzene, bromobenzene, and benzene. The results are compared and contrasted with previous results reported for the oxidations of pure 2-chlorophenol and 2-bromophenol as well as results for the pyrolysis of the mixture of 2-chlorophenol and 2-bromophenol. 4,6-DBDF and 4,6-DCDF were observed in higher yields than under pyrolytic conditions but considerably less than the yields observed for the individual oxidation of 2-chlorophenol and 2-bromophenol. The effect on chlorine and bromine on the concentration of hydroxyl radical is shown to control the dioxin-to-furan ratio.