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Toxic pollutants emitted from thermal decomposition of phthalimide compounds

机译:邻苯二甲酰亚胺化合物热分解产生的有毒污染物

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摘要

Phthalimide (PI) and tetrahydrophthalimide (THPI) are two structurally similar compounds extensively used as intermediates for the synthesis of variety of industrial chemicals. This paper investigates the thermal decomposition of PI and THPI under oxygen rich to oxygen lean conditions, quantifying the production of toxicants and explaining their formation pathways. The experiments involved a plug flow reactor followed by silica cartridges, activated charcoal trap and a condenser, with the decomposition products identified and quantified by Fourier transform infrared spectroscopy (FTIR), gas chromatography-mass spectrometry (GC-MS) and micro gas chromatography (u,GC). The density functional theory (DFT) calculations served to obtain dissociation energies and reaction pathways, to elucidate the reaction mechanism. The oxidation of PI and THPI produced several toxic nitrogen-containing gases and volatile organic compounds, including hydrogen cyanide, isocyanic acid, nitrogen oxides, benzoni-trile, maleimide and tentatively identified benzenemethanimine. The detection of dibenzo-p-dioxin (DD) and dibenzofuran (DF) suggests potential formation of the toxic persistent organic pollutants (POPs) in fires involving PI and THPI, in presence of a chlorine source. The oxidation of THPI produced 2-cyclohexen-1-one, a toxic unsaturated ketone. The results of the present study provide the data for quantitative risk assessments of emissions of toxicants in combustion processes involving PI and THPI.
机译:邻苯二甲酰亚胺(PI)和四氢邻苯二甲酰亚胺(THPI)是两种结构相似的化合物,广泛用作合成各种工业化学品的中间体。本文研究了富氧至贫氧条件下PI和THPI的热分解,定量了有毒物质的产生并解释了它们的形成途径。实验涉及活塞流反应器,二氧化硅滤筒,活性炭捕集器和冷凝器,其分解产物通过傅里叶变换红外光谱(FTIR),气相色谱-质谱(GC-MS)和微型气相色谱( u,GC)。密度泛函理论(DFT)计算用于获得解离能和反应途径,以阐明反应机理。 PI和THPI的氧化产生了几种有毒的含氮气体和挥发性有机化合物,包括氰化氢,异氰酸,氮氧化物,苄腈,马来酰亚胺和经初步鉴定的苯甲胺。对二苯并对二恶英(DD)和二苯并呋喃(DF)的检测表明,在有氯源的情况下,涉及PI和THPI的火灾可能会形成有毒的持久性有机污染物(POPs)。 THPI的氧化产生2-环己烯-1-酮,一种有毒的不饱和酮。本研究的结果为涉及PI和THPI的燃烧过程中毒物排放的定量风险评估提供了数据。

著录项

  • 来源
    《Journal of Hazardous Materials》 |2011年第3期|p.407-412|共6页
  • 作者单位

    Process Safety and Environmental Protection Research Croup. School 0/Engineering, The University of Newcastle, Callaghan, New South Wales 2308, Australia;

    Process Safety and Environmental Protection Research Croup. School 0/Engineering, The University of Newcastle, Callaghan, New South Wales 2308, Australia;

    Process Safety and Environmental Protection Research Croup. School 0/Engineering, The University of Newcastle, Callaghan, New South Wales 2308, Australia;

    Process Safety and Environmental Protection Research Croup. School 0/Engineering, The University of Newcastle, Callaghan, New South Wales 2308, Australia;

    Process Safety and Environmental Protection Research Croup. School 0/Engineering, The University of Newcastle, Callaghan, New South Wales 2308, Australia;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

    phthalimide compounds; air pollutants; dibenzo-p-dioxin; dibenzofuran;

    机译:邻苯二甲酰亚胺化合物;空气污染物;二苯并对二恶英;二苯并呋喃;

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