N,N-双(2-(1,3-二氧异吲哚-2-基)乙基)丙烯酰胺的合成与表征
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TQ246.3

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陕西省重点研发计划(2017GY-185、2017ZDXM-GY-087)及西安市科技计划项目(CXY1701(3))


Synthesis and characterization of N,N-bis(2-(1,3-dioxoisoindol-2-yl)ethyl)acrylamide
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Shaanxi Provincial Key Research and Development Plan (2017GY-185, 2017ZDXM-GY-087) and Xi'an Science and Technology Plan Project (CXY1701(3))

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    摘要:

    以邻苯二甲酸酐(PA)、二乙烯三胺(DETA)为原料,经亲电加成-消除合成有机中间体双(2-邻苯二甲酰亚胺)胺(DETA-2PA),再通过与丙烯酰氯(AC)发生酰胺化反应合成新的有机中间体N,N-双(2-(1,3-二氧异吲哚-2-基)乙基)丙烯酰胺(AC-DETA-2PA)。通过FT-IR、1H-NMR、TGA、荧光光谱、元素分析对产物结构进行表征和性能研究。考察了反应温度、反应时间、物料配比(DETA-2PA): (AC)以及催化剂用量4个因素对合成AC-DETA-2PA胺值的影响。通过响应面设计对AC-DETA-2PA的合成工艺进行优化,确定其较佳合成工艺条件为: n(AC-DETA): n(AC)=1:1.6,反应温度为25℃,催化剂用量0.384g,反应时间4h,在此条件下AC-DETA-2PA的胺值可达2.96mgKOH/g。

    Abstract:

    Using phthalic anhydride (PA) and diethylenetriamine (DETA) as raw materials, electrophilic addition-elimination of the synthetic organic intermediate bis(2-phthalimide)amine (DETA-2PA), Synthesis of a new organic intermediate N,N-bis(2-(1,3-dioxoisoindol-2-yl)ethyl)acrylamide (AC-DETA) by amidation reaction with acryloyl chloride (AC) -2PA). The structure and properties of the product were characterized by FT-IR, 1H-NMR, TGA, fluorescence spectroscopy and elemental analysis. The effects of reaction temperature, reaction time and material ratio (DETA-2PA): (AC) and catalyst dosage on the amine value of synthetic AC-DETA-2PA were investigated. The synthesis process of AC-DETA-2PA was optimized by response surface design, and the preferred synthesis conditions were as follows: n(AC-DETA): n(AC)=1:1.6, reaction temperature was 25?C, catalyst dosage 0.384 g, reaction time 4h, under this condition, the amine value of AC-DETA-2PA can reach 2.96mgKOH/g.

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徐康. N,N-双(2-(1,3-二氧异吲哚-2-基)乙基)丙烯酰胺的合成与表征[J].精细化工,2020,37(6):0

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  • 收稿日期:2019-10-28
  • 最后修改日期:2020-02-27
  • 录用日期:2020-03-03
  • 在线发布日期: 2020-04-13
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