Development of a Scalable Method for the Synthesis of Ethoxy(pentafluoro)cyclotriphosphazene

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2024-11-21 DOI:10.1021/acs.oprd.4c00243

Lijun Zhu, Desheng Zhang, Zilong Li, Raoling Ge, Banglong Wan, Qiang Tian, Pengfei Xu

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引用次数: 0

Abstract

Ethoxy(pentafluoro)cyclophosphazene (1) exhibits excellent flame retardancy and various biological activities, and there are numerous synthesis methods available. However, most of these methods have certain problems and shortcomings, such as the use of expensive raw materials and toxic and harmful reagents. To address these issues and uncertainties, we reported the development of a facile and sustainable synthesis method of 1, which involves only two concise chemical steps. In this process, the first step contains the reaction of hexachorocyclotriphosphazene (3) with sodium fluoride to yield hexafluorocyclotriphosphazene (2). The second step includes ethoxylation using an ethoxylation reagent, ethanol, and sodium hydroxide as an acid-binding agent to produce 1 with good quality and an overall yield of 76%. Several advantages are offered by this new synthetic approach, including good reactivity, high yield, low cost, environmental friendliness, and, finally, being industrially viable. The optimized process has been successfully demonstrated on a large scale to support the development of the new energy electric vehicle industry.

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开发可扩展的乙氧基(五氟)环三唑磷合成方法

乙氧基（五氟）环膦烯（1）具有优异的阻燃性和各种生物活性，目前已有许多合成方法。然而，这些方法大多存在一些问题和不足，如使用昂贵的原材料和有毒有害的试剂。为了解决这些问题和不确定性，我们报道了一种简便且可持续的 1 合成方法，该方法只需两个简单的化学步骤。在这个过程中，第一步包括六氯环三磷嗪（3）与氟化钠反应生成六氟环三磷嗪（2）。第二步包括使用乙氧基化试剂、乙醇和作为酸结合剂的氢氧化钠进行乙氧基化反应，从而制得质量上乘的 1，总产率为 76%。这种新的合成方法具有多个优点，包括反应性好、产率高、成本低、环保，以及具有工业可行性。该优化工艺已成功进行了大规模示范，以支持新能源电动汽车产业的发展。

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来源期刊

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.