高等学校化学学报 ›› 2016, Vol. 37 ›› Issue (5): 983.doi: 10.7503/cjcu20150957

• 高分子化学 • 上一篇    下一篇

均苯三甲酰胺-胺的合成及表征

陈晓林1,2, 吴昊1,2, 刘立芬1(), 高从堦1   

  1. 1. 浙江工业大学海洋学院, 膜分离与水科学技术中心,2. 浙江工业大学化学工程学院, 杭州 310014
  • 收稿日期:2015-12-16 出版日期:2016-05-10 发布日期:2016-04-01
  • 作者简介:联系人简介: 刘立芬, 女, 博士, 副研究员, 主要从事膜分离技术研究. E-mail:lifenliu@zjut.edu.cn
  • 基金资助:
    浙江省自然科学基金(批准号: LY13B060006)和国家“九七三”计划项目(批准号: 20015CB655303)资助

Synthesis and Characterization of Trimesoylamidoamine

CHEN Xiaolin1,2, WU Hao1,2, LIU Lifen1,*(), GAO Congjie1   

  1. 1. Center for Membrane and Water Science and Technology, Ocean College,2. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China
  • Received:2015-12-16 Online:2016-05-10 Published:2016-04-01
  • Contact: LIU Lifen E-mail:lifenliu@zjut.edu.cn
  • Supported by:
    † Supported by the Zhejiang Provincial Natural Science Foundation of China(No;LY13B060006) and the National Basic Research Program of China(No.2015CB655303)

摘要:

以均苯三甲酰氯(TMC)和1,3-二氨基-2-丙醇(DAP)为原料, 通过酯化、 酰胺化和酯胺解反应, 合成了树枝状大分子化合物均苯三甲酰胺-胺(TMAAM), 并优化了合成工艺. 考察了甲醇用量、 缚酸剂种类及用量和原料DAP用量等对反应收率的影响, 分析了酯胺解反应机理. 用红外光谱(IR)、 核磁(NMR)和高分辨质谱(HRMS)分析了TMAAM的化学结构. 该合成方法反应条件温和, 操作简单, 后处理方便, 并具有较高的反应经济性, 产品收率最高可达57%.

关键词: 均苯三甲酰胺-胺, 1,3-二氨基-2-丙醇, 均苯三甲酰氯, 复合缚酸剂

Abstract:

Trimesoylamidoamine(TMAAM) is a novel compound, which can be used as a key functional monomer to fabricate antifouling and chlorine-tolerant polyamide reverse osmosis membrane by interfacial polymerization. Trimesoyl chloride(TMC) and 1,3-diamino-2-propanol(DAP) were used as raw materials to synthesize TMAAM via three-step method including esterification, amidation and ester aminolysis reactions successively. The effects of methanol dosage, type and amount of the acid binding agent, and DAP dosage on the reactions were discussed. The reaction mechanism of ester aminolysis was also explored. The chemical structure of TMAAM was identified via infrared spectra(IR), nuclear magnetic resonance(NMR) and high-resolution mass spectragraph(HRMS). This three-step method has some advantages including mild reaction conditions, easy operation, convenient post treatment and favorite reaction economy. The top total product yield of three reactions was 57%.

Key words: Trimesoylamidoamine, 1,3-Diamino-2-propanol, Trimesoyl chloride, Composite acid binding agent(Ed.: W, Z)

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