Effect Factors and Generation Pathway of Iodoacetic Acid from Tryptophan During UV Irradiation Combined with Chlorine Disinfection

doi:10.12141/j.issn.1000-565X.210345

Abstract

Abstract:

Amino acid is a common nitrogenous compound in water. Iodine disinfection by-products could be produced in the process of tryptophan chlorination disinfection in present of I^-. To investigate the generation and mechanism of iodoacetic acid from amino acid during the use of UV and chlorine for disinfection, this paper selected a typical iodoacetic acid, namely, tryptophan, and developed a generation kinetic model. In the investigation, first, the influences of different factors including UV irradiation time, chlorine dosage, pH value, Br^- content, and I^- content on the generation of iodoacetic acid were explored, and the generation pathway of iodoacetic acid was further analyzed. The results show that the generation process of iodoacetic acid fits the pseudo first-order reaction kinetic model, with a generation rate constant k of 0.17 h^-1. UV irradiation time, chlorine dosage, pH value, Br^- content, and I^- content all exert big influence on the generation process of iodoacetic acid. UV irradiation time promotes the generation of iodoacetic acid, and the yield of iodoacetic acid increases with the increase of UV irradiation time. When the pH value is in the range of 6 ~ 8, the yield of iodoacetic acid increases with the pH value. The generation of iodoacetic acid exhibits a firstly increase and then decrease trend with the increase in chlorine. When the ration of the concentrations of tryptophan and chlorine dosage is 1∶2, the production of IAA reaches the highest (15.30 μg/L). The paper also established an equation describing the relationship among Br^- content, I^- content and iodoacetic acid yield. It is found that Br^- has a negative correlation to the generation of iodoacetic acid, while I^- content has a greater positive one. In addition, four products including butanoic acid anhydride and isovaleric anhydride were detected using LC-MS-MS and GC-MS. It is speculated that the generation path of iodoacetic acid is that C₁₂H₁₇NO₃ is firstly produced from tryptophan through the action of UV photohydrolysis and hydroxyl radicals, and then isovaleric acid and butyrate acid are generated sequentially under the oxidation of HOCl and HOI, and finally iodoacetic acid is generated.

Key words: tryptophan, UV-light, disinfection by-products, iodoacetic acid, generation pathway

CLC Number:

TU991.2

YANG Yulong, FEI Weicheng, JI Jingxuan, et al. Effect Factors and Generation Pathway of Iodoacetic Acid from Tryptophan During UV Irradiation Combined with Chlorine Disinfection[J]. Journal of South China University of Technology(Natural Science Edition), 2022, 50(8): 102-108.

Figures/Tables 10

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Table 1

Actual and calculated values of iodoacetic acid yield"

$ρ B r -$ / （μg·L^-1）	$ρ I -$ / （μg·L^-1）	碘乙酸生成量/（μg·L^-1）		相对误差/%
$ρ B r -$ / （μg·L^-1）	$ρ I -$ / （μg·L^-1）	实际值	计算值	相对误差/%
0	0	11.16	11.50	3.1
100	100	6.21	6.96	12.1
200	200	5.63	5.57	-1.1
400	400	3.65	4.33	18.6
200	100	1.83	2.49	36.1
200	200	5.61	5.57	-0.5
200	300	9.78	8.92	-8.8
200	400	11.30	12.46	10.3

Table 1

Fig.8

Fig.9

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