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DCC/DMAP促进二酯类成膜助剂的合成及性能

The Synthesis and Properties of Diester Film-forming Additives Promoted by DCC/DMAP

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【作者】 武少峰; 刘浩琛; 满瑞; 黎山; 宋成程; 刘晨江;

【Author】 WU Shao-feng;LIU Hao-chen;MAN Rui;LI Shan;SONG Cheng-cheng;LIU Chen-jiang;Xinjiang Tunhe Coatings Co., Ltd.;School of Chemistry, Xinjiang University;Xinjiang Production and Construction Corps Environmental Protection Scientific Research Institute;

【通讯作者】 满瑞;刘晨江;

【机构】 新疆屯河涂料有限公司; 新疆大学化学学院; 新疆生产建设兵团环境保护科学研究所;

【摘要】 二酯类成膜助剂(如十六碳醇酯成膜助剂)能够与多种乳液良好兼容,并展现出优异的成膜特性,然而目前二酯类成膜助剂的合成仍依赖于强酸及高温等苛刻条件。针对这一问题,报道了一种二酯类成膜助剂的合成新方法,即以有机羧酸为原料在DCC/DMAP弱碱环境下合成较稳定活性中间体,随后二醇类化合物亲核进攻完成酯化过程。采用核磁和高分辨质谱对结构进行了表征。考察了碱、溶剂、温度和反应物比例等因素对酯化反应的影响。探究了不同支链脂肪酸和不同类型二醇底物的反应性。通过沸点、凝固点、气相色谱分析、水解稳定性、最低成膜温度等测试初步验证了所合成二酯类成膜助剂的优异性能。

【Abstract】 Diester-based coalescing agents, exemplified by hexadecyl alcohol ester coalescing agents, exhibit good compatibility with various emulsions and demonstrate excellent film-forming properties. However, current synthesis of diester-based coalescing agents still relies on harsh conditions such as strong acids and high temperatures. To address this limitation, this paper reports a novel synthetic approach for diester-based coalescing agents. Specifically, organic carboxylic acids were employed as starting materials to generate relatively stable active intermediates through in situ activation under a weakly alkaline DCC/DMAP system, followed by nucleophilic attack of diol compounds to complete the esterification process. The structures of synthesized products were characterized by NMR and high-resolution mass spectrometry(HRMS). Factors influencing the esterification reaction, including base, solvent, temperature, and reactant ratio, were systematically investigated. The reactivity of different branched fatty acids and diverse diol substrates was comprehensively explored. Preliminary evaluations of the synthesized diester-based coalescing agents revealed superior performance through multiple tests: boiling point, freezing point, hydrolytic stability, gas chromatography(GC) analysis, and minimum film-forming temperature(MFT).

【基金】 新疆维吾尔自治区自然科学基金面上项目(2022D01C376);国家自然科学基金(22361044,21961037);天池英才计划博士项目
  • 【分类号】TQ630.49
  • 【下载频次】3
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