芳香类有机物生成氯化消毒副产物特性及其与化学结构的关系

选择与腐殖酸有相似芳香结构的有机物进行氯化试验,测定其卤乙酸及三卤甲烷生成量,研究前体物化学结构与氯化消毒副产物生成特性的关系.结果表明:①主要卤乙酸生成活性排序为:对羟基苯甲酸>4-氨基苯乙酮>邻苯二酚>间苯二酚;主要三卤甲烷生成活性排序为:间苯二酚>4-氨基苯乙酮>2-羟基-4-氨基甲苯>对羟基苯甲酸.②卤乙酸的前期氯化反应速度排序为:间苯二酚>4-氨基苯乙酮>对羟基苯甲酸>邻苯二酚;三卤甲烷的前期氯化反应速度排序为:对羟基苯甲酸>2-羟基-4-氨基甲苯>间苯二酚>4-氨基苯乙酮.③对位或邻位取代基结构物质以生成卤乙酸为主;间位取代基结构物质以生成三卤甲烷为主.④苯环上羟基官能团生成消毒副产物的活性最高,酮基官能团次之;氨基官能团主要起到与其它活性官能团形成对位、邻位或间位结构的辅助作用;醛基和羧基官能团为惰性官能团;甲基官能团的作用有待深入考察.

DBPs Formation Characteristics in Chlorinating and Relationship with Chemical Structure of Some Aromatic Organic Matter

Some organic matter that have aromatic structure similar as humic acid are selected to conduct chlorination test, determined the formation of HAAs and THMs of tested matters, researched the relationship of the chemical structure of DBPFP with DBPs formation characteristics. The results indicated that: (1) The sequence of HAAs formation activity is p-Hydroxybenzoic acid > p-Aminoacetophenone > o-Benzenediol > m-Benzenediol; and THMs' s is m-Benzenediol > p-Aminoacetophenone > 2-Hydroxy-p-aminoacetophenone > p-Hydroxybenzoic acid. (2) The sequence of earlier chlorination reaction rate of HAAs is m-Benzenediol > p-Aminoacetophenone > p-Hydroxybenzoic acid > o-Benzenediol; and THMs' s is p-Hydroxybenzoic acid > 2-Hydroxy-p-aminoacetophenone > m-Benzenediol > p-Aminoacetophenone. (3) The substances that having the substituent group structure of para and ortho position are mostly format HAAs, and one's of having meta position are mostly format THMs. (4) On the benzene ring, hydroxyl group has the highest activity of forming DBPs, and the second is ketone group; amino-group is play a part of auxiliary forming para, ortho or meta position structure mainly; aldehyde and carboxyl group are inert function group; the function of methyl group is remain to be determined.