Gemini型马来酸酐辛基酚聚氧乙烯醚双酯的合成及性能评价
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海上稠油热采重点实验室开放基金课题“强化采油用耐温抗盐自破乳驱油剂分子构筑与合成”(项目编号CCL2024TJT0NST 1336)


Synthesis and Performance Evaluation of Gemini Maleic Anhydride Octylphenol Polyethylene Ethyl Ether Diesters
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    摘要:

    Gemini 型表面活性剂被誉为“新一代表面活性剂”,具有较大的商业价值。文章通过一步反应以马来酸酐、辛基酚聚氧乙烯醚为主要原料合成了Gemini型辛基酚聚氧乙烯醚表面活性剂,通过考察反应时间、温度、马来酸酐和辛基酚聚氧乙烯醚物质的量比以及催化剂用量对合成产物酯化率的影响,优化了反应条件。并评价了合成的系列Gemini 型表面活性剂的表面张力、界面张力、润湿性、乳化降黏等性能。最优反应条件为:辛基酚聚氧乙烯醚与马来酸酐物质的量比为2∶1、反应温度为 200 ℃、催化剂用量为4%、反应时间为6 h。Gemini 型表面活性剂比普通表面活性剂OP-10具有较低的临界胶束浓度(ccmc)、较好的洗油、降黏效果;Gemini型辛基酚聚氧乙烯醚表面活性剂(MOP-10)的临界胶束浓度 ccmc 值达到 0.052 mmol/L、质量分数为 1%的 MOP-10 溶液与稠油间的界面张力达 8.04×10-2 mN/m,均比普通表面活性剂 OP-10 低 1 个数量级。Gemini 型辛基酚聚氧乙烯醚随着乙氧基的增加,ccmc 值逐渐减小,表面张力、界面张力逐渐增加,洗油降黏效果变差。本合成路线简单、原料来源广泛、价格低廉,可作为中间产物合成多种表面活性剂或者聚合物,为表面活性剂的发展与聚合物的改性提供新的原料。

    Abstract:

    Gemini surfactant is known as "a new generation of surfactants" and has great commercial value. In this paper,Gemini type octylphenol polyoxyethylene ether surfactant was synthesized by one step reaction using maleic anhydride and octylphenol polyoxyethylene ether as the main raw materials. The effects of reaction time,temperature,molar ratio of maleic anhydride to octylphenol polyoxyethylene ether,and catalyst dosage on the esterification rate of the product were investigated to optimize the reaction conditions. Furthermore,the surface tension,interfacial tension,wettability,emulsification,and viscosity reduction performance of the synthesized series of Gemini surfactants were evaluated. The optimal reaction conditions were determined as follows:the molar ratio of octylphenol polyoxyethylene ether to maleic anhydride was 2∶1,the reaction temperature was 200 ℃,the catalyst dosage was 4%,and the reaction time was 6 h. Compared with the conventional surfactant OP-10,the Gemini-type surfactant exhibited a lower critical micelle concentration(ccmc)and superior oil-washing and viscosity-reduction performance. The gemini-type octylphenol polyoxyethylene ether surfactant(MOP-10)showed a ccmc value of 0.052 mmol/L,and the interfacial tension between 1% MOP-10 solution and heavy oil reached 8.04×10-2 mN/m,both one order of magnitude lower than those of OP-10. With the increase of the number of ethoxy groups in the Gemini-type octylphenol polyoxyethylene ether structure,the ccmc value gradually decreased,while surface tension and interfacial tension increased,leading to a reduction in oil-washing and viscosity-reduction efficiency. This synthetic route is simple,the source of raw materials is wide,and the price is low. It can be used as an intermediate product to synthesize a variety of surfactants or polymers,and provide new raw materials for the development of surfactants and the modification of polymers.

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曹哲哲,王秋霞,王弘宇,苗加霖,闫金伦,张龙力. Gemini型马来酸酐辛基酚聚氧乙烯醚双酯的合成及性能评价[J].油田化学,2025,42(4):685-692.
CAO Zhezhe, WANG Qiuxia, WANG Hongyu, MIAO Jialin, YAN Jinlun, ZHANG Longli. Synthesis and Performance Evaluation of Gemini Maleic Anhydride Octylphenol Polyethylene Ethyl Ether Diesters[J]. OILFIELD CHEMISTRY,2025,42(4):685-692.

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  • 在线发布日期: 2026-01-28
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