色谱 ›› 2015, Vol. 33 ›› Issue (1): 46-51.DOI: 10.3724/SP.J.1123.2014.07054

• 研究论文 • 上一篇    下一篇

新型潜香化合物3,6-二甲基-2,5-吡嗪二甲酸二薄荷醇酯的热裂解产物

来苗1, 赵博亚2, 包晓容1, 赵铭钦1, 姬小明1, 付培培1, 张渝婕1   

  1. 1. 河南农业大学烟草学院, 河南 郑州 450002;
    2. 太原理工大学化学化工学院, 山西 太原 030024
  • 收稿日期:2014-08-01 修回日期:2014-08-27 出版日期:2015-01-08 发布日期:2014-12-26
  • 通讯作者: 赵铭钦
  • 基金资助:

    河南省科技厅重点科技攻关项目(132102210042).

Pyrolysates of novel latent fragrant compound 3,6-dimethyl- 2,5-pyrazinedicarboxylic acid menthol ester

LAI Miao1, ZHAO Boya2, BAO Xiaorong1, ZHAO Mingqin1, JI Xiaoming1, FU Peipei1, ZHANG Yujie1   

  1. 1. College of Tobacco Science, Henan Agricultural University, Zhengzhou 450002, China;
    2. College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024, China
  • Received:2014-08-01 Revised:2014-08-27 Online:2015-01-08 Published:2014-12-26

摘要:

为开发新型高温释放型烟用香料,以2,3,5,6-四甲基吡嗪和薄荷醇为原料,经过酯化反应制备了3,6-二甲基-2,5-吡嗪二甲酸二薄荷醇酯(DPAME).采用在线热裂解-气相色谱-质谱联用技术(Py-GC-MS)在空气氛围和不同的温度(300、600和900 ℃)下,对DPAME进行热裂解研究,裂解产物经GC-MS进行了定性和半定量分析.结果表明,DPAME在300 ℃下裂解产生了多种有致香效果的醛类、薄荷烯和薄荷醇等;在600 ℃和900 ℃下裂解产生了烯烃类、烷基吡嗪、薄荷醇和薄荷烯等香味物质,并且吡嗪类的种类和相对含量在这两个温度下明显增加.结合DPAME的热裂解产物分析和卷烟感官评吸结果,初步推测了其可能的裂解机理.采用该方法可以方便、快速地分离鉴定物质的热裂解产物,为该物质在烟草中的加香应用提供理论依据.

关键词: 3,6-二甲基-2,5-吡嗪二甲酸二薄荷醇酯, 气相色谱-质谱, 热裂解, 烟草添加剂

Abstract:

In order to develop a new tobacco flavor released at high-temperature, the novel latent fragrant compound 3,6-dimethyl-2,5-pyrazinedicarboxylic acid menthol ester (DPAME) was synthesized by esterification using 2,3,5,6-tetramethylpyrazine and menthol as raw materials. In air atmosphere, the pyrolysis behavior of DPAME was investigated using an on-line pyrolysis-gas chromatography-mass spectrometry (Py-GC-MS) method at three temperature levels of 300, 600 and 900 ℃, separately. The pyrolysis products were directly introduced into GC-MS and were qualitatively and semi-quantitatively analyzed. The results showed that a variety of aroma compounds of aldehydes, 3-p-menthene and menthol were released and identified at 300 ℃. While at 600 ℃ and 900 ℃, flavor alkene class, the alkyl pyrazines, menthol and 3-p-menthene were generated. And the types and relative amounts of pyrazines were significantly increased at these two temperatures. Combined the analytical results of DPAME pyrolysates and the results of sensory evaluation of the cigarette, the possible pyrolysis mechanism was preliminarily speculated. The Py-GC-MS technique for the study of the pyrolysis products of DPAME was convenient and rapid. The investigation provided a reliable theoretical foundation for the perfume reinforcement technology in tobacco products, contributing to the development of cigarette products with better aroma and taste. This method is an accurate and quick way to study the pyrolysis products of latent fragrant substance.

Key words: 3,6-dimethyl-2,5-pyrazinedicarboxylic acid menthol ester (DPAME), gas chromatography-mass spectrometry (GC-MS), pyrolysis, tobacco additives

中图分类号: