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Nucleophilic construction of sulfate bonds: simplified access to polysulfates and polysulfonates
Reaction Chemistry & Engineering ( IF 3.4 ) Pub Date : 2019-08-07 , DOI: 10.1039/c9re00227h Weiwei Zhu 1, 2, 3, 4 , Fuchong Li 4, 5 , Jikun Liu 4, 6, 7, 8, 9 , Xingyu Ma 4, 10 , Xianxing Jiang 1, 2, 3, 4
Reaction Chemistry & Engineering ( IF 3.4 ) Pub Date : 2019-08-07 , DOI: 10.1039/c9re00227h Weiwei Zhu 1, 2, 3, 4 , Fuchong Li 4, 5 , Jikun Liu 4, 6, 7, 8, 9 , Xingyu Ma 4, 10 , Xianxing Jiang 1, 2, 3, 4
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We herein report a concise process for the quantitative synthesis of polysulfates and polysulfonates through nucleophilic substitution between aryl phenols and aryl fluorosulfates in the presence of inorganic bases such as K2CO3, Na2CO3, K3PO4, Cs2CO3, etc. The reaction we developed was carried out without pre-preparation of phenolates or further modification of aryl phenols with “Si” groups (for example, TMS and TBS groups), sharply reducing the production costs both in lab research and industrial manufacture. The aryl phenolates were formed in situ, and the process was moisture and air stable. By applying this process, polysulfates and polysulfonates with the properties of high molecular weight, narrow polydispersity, kilogram scale and functional group tolerance were prepared. The byproducts of our process were water and fluorides. Several physical and chemical properties of the polymer were evaluated. Also, P-1 could be synthesized through a one-pot process in the presence of BPA, base and SO2F2. The distinct advantages of our protocol make it a more valuable mode for future industrial applications for the synthesis of polysulfates and polysulfonates, as well as the formation of sulfate bonds.
中文翻译：
硫酸盐键的亲核结构：简化了多硫酸盐和多磺酸盐的使用
我们在此报告了一种简单的方法，用于在无机碱（例如K 2 CO 3，Na 2 CO 3，K 3 PO 4，Cs 2 CO 3）存在下通过芳基酚和芳基氟硫酸盐之间的亲核取代定量合成多硫酸盐和多磺酸盐的过程。，等我们开发的方法进行反应，而不酚或用“硅”基团的芳基酚的进一步修饰（例如，TMS和TBS基团）的预制备，大幅降低了生产无论是在实验室研究和工业生产成本。芳基酚盐原位形成，过程是湿气和空气稳定的。通过应用该方法，制备了具有高分子量，窄多分散性，千克规模和官能团耐受性的多硫酸盐和多磺酸盐。我们过程的副产品是水和氟化物。评价了聚合物的几种物理和化学性质。同样，P-1可以在BPA，碱和SO 2 F 2存在下通过一锅法合成。我们协议的独特优势使其成为未来工业应用中更有价值的模式，用于合成聚硫酸盐和聚磺酸盐以及形成硫酸盐键。
更新日期：2019-08-07
中文翻译：
硫酸盐键的亲核结构：简化了多硫酸盐和多磺酸盐的使用
我们在此报告了一种简单的方法，用于在无机碱（例如K 2 CO 3，Na 2 CO 3，K 3 PO 4，Cs 2 CO 3）存在下通过芳基酚和芳基氟硫酸盐之间的亲核取代定量合成多硫酸盐和多磺酸盐的过程。，等我们开发的方法进行反应，而不酚或用“硅”基团的芳基酚的进一步修饰（例如，TMS和TBS基团）的预制备，大幅降低了生产无论是在实验室研究和工业生产成本。芳基酚盐原位形成，过程是湿气和空气稳定的。通过应用该方法，制备了具有高分子量，窄多分散性，千克规模和官能团耐受性的多硫酸盐和多磺酸盐。我们过程的副产品是水和氟化物。评价了聚合物的几种物理和化学性质。同样，P-1可以在BPA，碱和SO 2 F 2存在下通过一锅法合成。我们协议的独特优势使其成为未来工业应用中更有价值的模式，用于合成聚硫酸盐和聚磺酸盐以及形成硫酸盐键。
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