Degradation autocatalytic epoxidation of oleic acid derived from palm oil via in situ performic acid mechanism

IF 2.1 4区环境科学与生态学 Q3 ENGINEERING, CHEMICAL

Environmental Progress & Sustainable Energy Pub Date : 2024-10-17 DOI:10.1002/ep.14498

Hamzah Hafizuddin Habri, Ahmad Shauqi Abrar Shahrizan, Intan Suhada Azmi, Norhafini Hambali, Amnani Shamjuddin, Subhan Salaeh, Mohd Jumain Jalil

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引用次数: 0

Abstract

Owing to the increasing demands for eco-friendly epoxides derived from vegetable oils, much effort has been made regarding the epoxidation of oleic acid in recent years. However, to date, there is a paucity of studies on the autocatalytic epoxidation specifically epoxidized oleic acid as it is not fully utilized. The autocatalytic epoxidation of oleic acid was carried out by using in situ generated performic acid to produce epoxidized oleic acid. Performic acid was formed by mixing formic acid (as oxygen carrier) and hydrogen peroxide (as oxygen donor). A maximum relative conversion to oxirane (RCO) achieved was 87% at optimal formic acid molar ratio to oleic acid under following conditions: (1) reaction temperature: 75°C, (2) stirring speed: 300 rpm, (3) formic acid/oleic acid molar ratio: 2.5, and (4) hydrogen peroxide/oleic acid molar ratio: 1.0. The degradation of epoxidized oleic acid after oxirane ring opening invites hydroxylation reaction take place called alcoholysis and hydrolysis. The hydroxyl value from alcoholysis was 346.9 mg KOH/g while the hydroxyl value of hydrolysis was 296.4 mg KOH/g using autocatalyzed reaction. In conclusion, high and low hydroxyl value has their own benefits as intermediate product for polymer application such as flexible polyurethane and rigid polyurethane.

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通过原位执行酸机制对棕榈油中提取的油酸进行降解自催化环氧化反应

由于对从植物油中提取的环保型环氧化物的需求不断增加，近年来人们在油酸的环氧化方面做出了很多努力。然而，迄今为止，有关专门环氧化油酸的自催化环氧化的研究还很少，因为它还没有得到充分利用。油酸的自催化环氧化是利用原位生成的顺丁烯二酸来生产环氧化油酸的。过甲酸是由甲酸（作为氧载体）和过氧化氢（作为氧供体）混合而成。在以下条件下，当甲酸与油酸的摩尔比达到最佳时，环氧乙烷（RCO）的最大相对转化率为 87%：(1) 反应温度：75°C；(2) 搅拌速度：300 rpm；(3) 甲酸/油酸摩尔比：2.5；(4) 过氧化氢/油酸摩尔比：1.0。环氧化油酸在环氧乙烷开环后发生羟基化反应的降解过程称为醇解和水解。醇解的羟值为 346.9 毫克 KOH/克，而使用自动催化反应水解的羟值为 296.4 毫克 KOH/克。总之，高羟值和低羟值作为聚合物应用（如柔性聚氨酯和刚性聚氨酯）的中间产品各有好处。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Environmental Progress & Sustainable Energy 环境科学-工程：化工

CiteScore

5.00

自引率

3.60%

发文量

231

审稿时长

4.3 months

期刊介绍： Environmental Progress , a quarterly publication of the American Institute of Chemical Engineers, reports on critical issues like remediation and treatment of solid or aqueous wastes, air pollution, sustainability, and sustainable energy. Each issue helps chemical engineers (and those in related fields) stay on top of technological advances in all areas associated with the environment through feature articles, updates, book and software reviews, and editorials.