N,N,N’,N’-四甲基-N”-苯基胍的合成及其催化CO<sub>2</sub>法合成二甘醇双烯丙基碳酸酯

AN Hualiang; ZHAO Xinqiang; LIU Zeshou; JIA Chunyao; WANG Yanji

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N,N,N’,N’-四甲基-N”-苯基胍的合成及其催化CO₂法合成二甘醇双烯丙基碳酸酯

更新时间：2025-12-10

- N,N,N’,N’-四甲基-N”-苯基胍的合成及其催化CO₂法合成二甘醇双烯丙基碳酸酯
- CIESC Journal Issue 3, (2008)
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- Online First：05 March 2008，
  
  Published：05 March 2008
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AN Hualiang, ZHAO Xinqiang, LIU Zeshou, et al. N,N,N’,N’-四甲基-N”-苯基胍的合成及其催化CO₂法合成二甘醇双烯丙基碳酸酯[J]. CIESC Journal, 2008, (3).
DOI：

AN Hualiang, ZHAO Xinqiang, LIU Zeshou, et al. N,N,N’,N’-四甲基-N”-苯基胍的合成及其催化CO₂法合成二甘醇双烯丙基碳酸酯[J]. CIESC Journal, 2008, (3). DOI：

摘要

采用三氯氧磷法合成了一种新型五取代有机胍 N

N′

N′-四甲基-N″-苯基胍（PhTMG），利用IR、1H NMR、ESI-MS等方法对其结构进行了表征。考察了PhTMG对以二甘醇（DEG）、氯丙烯（ACH）和CO2为原料合成二甘醇双烯丙基碳酸酯（ADC）反应的催化性能，ADC的最高收率为95.3％。采用GC-MS、XRD、IR等分析手段结合实验验证对ADC合成反应机理进行了研究，推测出该反应分4步进行：第1步，CO2、DEG和Na2CO3反应生成二甘醇单碳酸钠盐；第2步，二甘醇单碳酸钠盐和ACH反应生成二甘醇单烯丙基碳酸酯（DGAC）；第3步，DGAC、CO2和Na2CO3反应生成二甘醇单烯丙基碳酸酯单碳酸钠盐；第4步，二甘醇单烯丙基碳酸酯单碳酸钠盐与ACH反应生成目的产物ADC。并推测了反应体系中的主要副反应。

Abstract

N′

N′-tetramethyl-N″- phenylguanidine(PhTMG) was synthesized from tetramethylurea (TMU) and PhNH2 in the presence of POCl3

and its structure was determined by means of IR

1H NMR and ESI-MS analysis.The catalytic performance of PhTMG was evaluated in the reaction for synthesis of diethylene glycol bis(allyl carbonate) (ADC) via carbon dioxide route and the highest yield of ADC was 95.3 %.The reaction mechanism of ADC synthesis was investigated by means of GC-MS

XRD

IR and experimental verification

which suggested that the reaction for synthesis of ADC proceeded in four steps: the reaction of carbon dioxide with diethylene glycol (DEG) and Na2CO3 to form diethylene glycol mono sodium carbonate; the formation of diethylene glycol mono allyl carbonate (DGAC) from the reaction of allyl chloride (ACH) and diethylene glycol mono sodium carbonate; the reaction of DGAC with carbon dioxide and Na2CO3 to form diethylene glycol mono (allyl carbonate) mono (sodium carbonate); the formation of ADC by the reaction of diethylene glycol mono (allyl carbonate) mono (sodium carbonate) with ACH.Some important side reactions were also proposed.

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N,N,N’,N’-四甲基-N”-苯基胍的合成及其催化CO2法合成二甘醇双烯丙基碳酸酯

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N,N,N’,N’-四甲基-N”-苯基胍的合成及其催化CO₂法合成二甘醇双烯丙基碳酸酯