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Thermal Behavior and Decomposition Pathway for Nitrophenols and Sodium Nitrophenolates
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2023-06-02 , DOI: 10.1021/acs.oprd.2c00403 Shichun Weng 1 , Wei Feng 2 , Wenqian Wu 1 , Zichao Guo 1 , Liping Chen 1 , Wanghua Chen 1
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2023-06-02 , DOI: 10.1021/acs.oprd.2c00403 Shichun Weng 1 , Wei Feng 2 , Wenqian Wu 1 , Zichao Guo 1 , Liping Chen 1 , Wanghua Chen 1
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Nitrophenols and corresponding sodium nitrophenolates are the main side products in the production of mononitrobenzene (MNB). These side products are hazardous due to their thermal instability nature. In this article, the thermal decomposition behaviors of nitrophenols and sodium nitrophenolates were first characterized by differential scanning calorimeter and accelerating rate calorimetry techniques. Then, the influence of phenol and sodium phenolate on the thermal decomposition of MNB was studied to clarify the effect of phenolic hydroxyl groups on the thermal stability of nitrophenols. It was found that compared to nitrophenols, the exothermic peaks of sodium nitrophenolates were more intense and presented strongly autocatalytic features. Sodium phenolate could significantly decrease the decomposition temperature of MNB. Aniline was detected as the unique product in the decomposition processes of pure MNB and MNB/sodium phenolate mixtures, and the nitrosobenzene was verified as the intermediate product. It was experimentally proven that sodium phenolate could catalyze the decomposition of nitrosobenzene (the decomposition intermediate of MNB). The violent decomposition of sodium nitrophenols was caused by the intermolecular catalysis effect of phenoxy groups.
中文翻译：
硝基苯酚和硝基苯酚钠的热行为和分解途径
硝基苯酚和相应的硝基苯酚钠是单硝基苯 (MNB) 生产过程中的主要副产物。这些副产物由于其热不稳定性质而具有危险性。本文首先采用差示扫描量热仪和加速量热法表征了硝基苯酚和硝基苯酚钠的热分解行为。然后，研究了苯酚和酚钠盐对MNB热分解的影响，阐明了酚羟基对硝基苯酚热稳定性的影响。结果发现，与硝基苯酚相比，硝基苯酚钠的放热峰更强烈，具有很强的自催化特性。酚钠可以显着降低MNB的分解温度。苯胺被检测为纯 MNB 和 MNB/酚钠混合物分解过程中的唯一产物，亚硝基苯被证实为中间产物。实验证明酚钠盐能催化亚硝基苯（MNB的分解中间体）的分解。硝基苯酚钠的剧烈分解是由苯氧基的分子间催化作用引起的。
更新日期：2023-06-02
中文翻译：
硝基苯酚和硝基苯酚钠的热行为和分解途径
硝基苯酚和相应的硝基苯酚钠是单硝基苯 (MNB) 生产过程中的主要副产物。这些副产物由于其热不稳定性质而具有危险性。本文首先采用差示扫描量热仪和加速量热法表征了硝基苯酚和硝基苯酚钠的热分解行为。然后，研究了苯酚和酚钠盐对MNB热分解的影响，阐明了酚羟基对硝基苯酚热稳定性的影响。结果发现，与硝基苯酚相比，硝基苯酚钠的放热峰更强烈，具有很强的自催化特性。酚钠可以显着降低MNB的分解温度。苯胺被检测为纯 MNB 和 MNB/酚钠混合物分解过程中的唯一产物，亚硝基苯被证实为中间产物。实验证明酚钠盐能催化亚硝基苯（MNB的分解中间体）的分解。硝基苯酚钠的剧烈分解是由苯氧基的分子间催化作用引起的。
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