Nuclear Structure of the Water-soluble Polycarboxylic Acids from the Oxidation of Bituminous Coal: The Decarboxylation Reaction1
Nuclear Structure of the Water-soluble Polycarboxylic Acids from the Oxidation of Bituminous Coal: The Decarboxylation Reaction1
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DOI：
10.1021/ja01608a026
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发表时间：
1955-02
影响因子：
15
通讯作者：
Jacob Entel
中科院分区：
文献类型：
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作者：
Jacob Entel
在250℃的温度下，对烟煤的碱性水悬浮液进行控制氧化，制备了黄色水溶性多羧基芳香酸的铜盐水悬浮液。产生的二氧化碳量表明羧基去除率为96-99%。从脱羧产物中分离鉴定出苯、萘、联苯、氧化联苯、菲、二苯酮、芴酮、苯酚、苯甲酸、2-羟基联苯-2′-羧酸内酯、吡啶、喹啉、-、β -、-苯基吡啶和/3-萘喹啉。讨论了这些化合物与烟煤氧化生成的芳香酸的某些核的关系，以及与构成煤结构的一些基本单位的关系。烟煤的水悬浮液经控制氧化可制得黄色、水溶性多羧基芳香酸，其产率为含煤重量的50-60%。了解这些酸的核结构对于这些酸的可能的商业应用以及对这些知识的推断对于更好地理解构成煤结构的基本单位是很重要的。这些酸的核是复杂煤“分子”的一部分，在这些氧化条件下可以抵抗进一步降解；它们本身并不一定是作为煤炭行业的个体存在的。
Aqueous suspensions of the copper salts of the yellow, water-soluble, polycarboxylic aromatic acids producedby the con-trolled oxidation of aqueous alkaline suspensions ofbituminous coal have been decarboxylated at a temperature of 250. The volume of C02 produced indicated 96-99% removal of carboxyl groups. From the decarboxylation products, which were investigated in an exploratory qualitative manner, there were isolated and identified benzene, naphthalene, biphenyl, biphenylene oxide, phenanthrene, benzophenone, fluorenone, phenol, benzoic acid, the lactone of 2-hydroxybiphenyl-2'-carboxylic acid, pyridine, quinoline,-, ß-,-phenylpyridine and/3-naphthoquinoline. A discussion is presented of the re-lationships ofthese compounds to some of the nuclei of the aromatic acids produced by the oxidation of bituminous coal, and to some of the fundamental units which comprise the coal structure.The controlled oxidation of aqueous suspensions of bituminous coals has producedyellow, watersoluble, polycarboxylic aromatic acids in yields of 50-60% by weight of coalcharged. 3 A knowledge of the nuclear structure of these acids is of impor-tance for possible commercial applications ofthese acids as well as for extrapolation of this knowledge for a better understanding of the fundamental units which comprise the coal structure. The nuclei ofthese acids were parts of the com-plex coal “molecule” that were resistant to further degradation under these oxidation conditions; they do not necessarily exist, per se, as individual entities in coal.