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

以邻苯二甲酸酐(PA)、二乙烯三胺(DETA)为原料,经亲电加成-消除反应合成有机中间体双(2-邻苯二甲酰亚胺)胺(DETA-2PA),其再与丙烯酰氯(AC)发生酰胺化反应合成有机中间体N,N-双2-(1,3-二氧异吲哚-2-基)乙基]丙烯酰胺(AC-DETA-2PA)。通过FTIR、1HNMR、元素分析、HRMS、HPLC对产物结构进行了确证,并用TGA、荧光光谱对产物的性能进行了测试。考察了反应温度、反应时间、n(AC)∶n(DETA-2PA)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的合成工艺进行了优化,确定其较佳合成工艺条件为:n(AC)∶n(DEETA-2PA)=1.6∶1.0,反应温度为25℃,催化剂氢化钠用量占反应物(AC和DETA-2PA)总质量的8.46%,反应时间4h。在该条件下,AC-DETA-2PA的胺值可达2.96 mg KOH/g。

Synthesis and characterization of N,N-bis(2-(1,3-dioxoisoindol-2-yl)ethyl)acrylamide

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.