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Song, Ziyuan, Chen, Xue, Wang, Zhiyu, King, Steve, Yan, Haoyuan, Cai, Kaimin, Cheng, Jianjun. (1399). Potential bleach activators with improved imide hydrolytic stability. نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 11(3), 177-185. doi: https://doi.org/10.1007/s40090-020-00210-4
Ziyuan Song; Xue Chen; Zhiyu Wang; Steve King; Haoyuan Yan; Kaimin Cai; Jianjun Cheng. "Potential bleach activators with improved imide hydrolytic stability". نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 11, 3, 1399, 177-185. doi: https://doi.org/10.1007/s40090-020-00210-4
Song, Ziyuan, Chen, Xue, Wang, Zhiyu, King, Steve, Yan, Haoyuan, Cai, Kaimin, Cheng, Jianjun. (1399). 'Potential bleach activators with improved imide hydrolytic stability', نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 11(3), pp. 177-185. doi: https://doi.org/10.1007/s40090-020-00210-4
Song, Ziyuan, Chen, Xue, Wang, Zhiyu, King, Steve, Yan, Haoyuan, Cai, Kaimin, Cheng, Jianjun. Potential bleach activators with improved imide hydrolytic stability. نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 1399; 11(3): 177-185. doi: https://doi.org/10.1007/s40090-020-00210-4

Potential bleach activators with improved imide hydrolytic stability

International Journal of Industrial Chemistry
دوره 11، شماره 3، آذر 2020، صفحه 177-185
نوع مقاله: research article
شناسه دیجیتال (DOI): https://doi.org/10.1007/s40090-020-00210-4
نویسندگان
Ziyuan Song1؛ Xue Chen2؛ Zhiyu Wang1؛ Steve King2؛ Haoyuan Yan3؛ Kaimin Cai1؛ Jianjun Cheng* 1
1Department of Materials Science and Engineering, University of Illinois At Urbana-Champaign, Urbana, IL, 61801, USA
2The Dow Chemical Company, Lake Jackson, TX, 77566, USA
3Department of Biochemistry, University of Illinois At Urbana-Champaign, Urbana, IL, 61801, USA
چکیده
The commercially available bleach activator, N,N,N′,N′-tetraacetylethylenediamine (TAED), has been widely used in laundry detergents to enable efficient low-temperature bleaching. However, the competitive hydrolysis of TAED limits its use in liquid detergents. Herein we report the synthesis of two TAED derivatives, N,N,N′,N′-tetracetylpropylene-1,2-diamine (TA(Me)ED) and N,N,N′-triacetylpropylene-1,2-diamine (TriA(Me)ED), through the acetylation of propylene-1,2-diamine. The hydrolytic and perhydrolytic activity of the imide molecules were studied by HPLC to elucidate the structure–function relationship. Due to the increased steric hindrance imparted by the α-methyl group close to the imide, TA(Me)ED and TriA(Me)ED exhibited higher hydrolytic stability than TAED, with the hydrolytic rate constants (kH) at pH 8.0 decreased by 58% and 84% for TA(Me)ED and TriA(Me)ED, respectively. On the other hand, TA(Me)ED and TriA(Me)ED showed comparable perhydrolytic activity with TAED in the presence of peroxide, enabling similar bleaching effect of a model food dye at room temperature. These results suggest these TAED derivatives may have potential being used as improved bleach activators.
کلیدواژه‌ها
Bleach activator؛ Hydrolysis؛ Perhydrolysis؛ Imides؛ Steric hindrance
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تعداد مشاهده مقاله: 32


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