Abstract Although there were approximate 10 million potential yields of coal-tar pitch (CTP) annually in China since 2011, plenty of environmental pollutants of polycyclic aromatic hydrocarbons (PAHs) existing in CTP limit its many applications. Reducing the content of PAHs hazardous to environment in CTP becomes an imminent problem. In the paper, CTP was modified with 10-Undecenal (UNL) over the catalysis of potassium bisulfate (KHSO4) in cyclohexane solvent to reduce the content of U.S. Environment Protection Agency (EPA) priority PAHs in CTP. The effects of modifier and catalyst quantities, reaction temperature and reaction time on the reduction efficiency of 16 EPA priority PAHs were investigated. The optimum reaction conditions were obtained as follows: UNL additive quantity 8 wt% of CTP, KHSO4 additive quantity 5 wt% of CTP, reaction temperature 50 °C and reaction time 4 h. Under these conditions, the reduction efficiency of the 16 priority PAHs in CTP reached 91.10%, Benzo[a]pyrene, a typical toxicant to environment, decreased by 93.14%. Simultaneously, the softening point of modified CTP (MCTP) dropped from 87 °C to 59 °C. The changes of structure of CTP before and after modification were investigated via thermogravimetry analysis (TGA), differential thermal analysis (DTA), Fourier transform infrared (FTIR), X-ray diffraction (XRD) and 13C nuclear magnetic resonance (NMR) Spectrum. It was proved that the alkylation reaction generated between PAHs and UNL might reduce markedly the content of the 16 priority PAHs in CTP.

中文翻译：

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10-十一烯醛改性煤沥青降低环境污染物多环芳烃含量

摘要 尽管自2011年以来，我国煤沥青（CTP）的潜在产量约为1000万，但CTP中存在的大量多环芳烃（PAHs）环境污染物限制了其应用。降低CTP中对环境有害的PAHs含量成为迫在眉睫的问题。在该论文中，在环己烷溶剂中硫酸氢钾 (KHSO4) 的催化作用下，用 10-十一烯醛 (UNL) 对 CTP 进行改性，以降低 CTP 中美国环境保护署 (EPA) 优先 PAHs 的含量。研究了改性剂和催化剂用量、反应温度和反应时间对 16 种 EPA 优先 PAHs 还原效率的影响。得到最佳反应条件为：UNL添加量8 wt%的CTP，KHSO4添加量5 wt%的CTP，反应温度 50 °C，反应时间 4 h。在此条件下，CTP中16种优先PAHs的还原效率达到91.10%，典型的环境毒物苯并[a]芘下降了93.14%。同时，改性CTP（MCTP）的软化点从87℃下降到59℃。通过热重分析(TGA)、差热分析(DTA)、傅里叶变换红外(FTIR)、X射线衍射(XRD)和13C核磁共振(NMR)光谱研究了改性前后CTP的结构变化。证明PAHs与UNL发生烷基化反应可显着降低CTP中16种优先PAHs的含量。典型环境毒物，下降93.14%。同时，改性CTP（MCTP）的软化点从87℃下降到59℃。通过热重分析(TGA)、差热分析(DTA)、傅里叶变换红外(FTIR)、X射线衍射(XRD)和13C核磁共振(NMR)光谱研究了改性前后CTP的结构变化。证明PAHs与UNL发生烷基化反应可显着降低CTP中16种优先PAHs的含量。典型环境毒物，下降93.14%。同时，改性CTP（MCTP）的软化点从87℃下降到59℃。通过热重分析(TGA)、差热分析(DTA)、傅里叶变换红外(FTIR)、X射线衍射(XRD)和13C核磁共振(NMR)光谱研究了改性前后CTP的结构变化。证明PAHs与UNL发生烷基化反应可显着降低CTP中16种优先PAHs的含量。傅里叶变换红外 (FTIR)、X 射线衍射 (XRD) 和 13C 核磁共振 (NMR) 光谱。证明PAHs与UNL发生烷基化反应可显着降低CTP中16种优先PAHs的含量。傅里叶变换红外 (FTIR)、X 射线衍射 (XRD) 和 13C 核磁共振 (NMR) 光谱。证明PAHs与UNL发生烷基化反应可显着降低CTP中16种优先PAHs的含量。