香豆素-3-甲酸丁香酚酯的合成、表征及在烟草中的应用

徐翠莲;刘善宇;杨国玉;姬小明;樊素芳;万峥凯

科技导报 ›› 2010, Vol. 28 ›› Issue (1001) : 35-39.

PDF(601 KB)
PDF(601 KB)
科技导报 ›› 2010, Vol. 28 ›› Issue (1001) : 35-39.
研究论文

香豆素-3-甲酸丁香酚酯的合成、表征及在烟草中的应用

作者信息 -
1. 河南农业大学理学院,郑州 4500022. 河南农业大学烟草学院,郑州 450002

Synthesis and Characterization of Coumarin-3-Carboxylic Acid Eugenol Ester and Its Use in Cigarette as a Flavor

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摘要

为开发稳定的烟用香料前驱体,以香豆素-3-甲酸、丁香酚合成了香豆素-3-甲酸丁香酚酯,产物的结构经红外光谱(IR)、核磁共振氢谱(1HNMR)、核磁共振碳谱(13CNMR)、高分辨率质谱(HMRS)和综合热分析确证。采用热解-GC/MS对该化合物的热解产物进行分离鉴定,并初步进行了卷烟加香试验。结果表明:① 600℃时,香豆素-3-甲酸丁香酚酯的热解产物中共鉴定出22种成分,主要为烯类、烷类、酸类、酚类;② 鉴定出丁香酚,表明香豆素-3-甲酸丁香酚酯能在卷烟燃吸温度下释放出一定量的丁香酚;③ 香豆素-3-甲酸丁香酚酯具有改善和修饰卷烟香气,增加甜韵和豆香香韵,减轻刺激性的作用。因此,香豆素-3-甲酸和丁香酚可以作为香料前驱体应用于卷烟加香。

Abstract

In order to develop a new cigarette flavor precursor, coumarin-3-carboxylic acid eugenol ester was synthesized from coumarin-3-carboxylic acid and eugenol. The structure of the title compound was characterized by IR, 1HNMR, 13CNMR, HRMS and thermal analysis. The pyrolysis products were identified by means of pyrolysis-GC/MS, and the effect of the title compound on the flavor of cigarettes by smoking was evaluated. The results show that: (1) 22 compounds were identified at 600℃, and most of them were alkenes, alkanes, acids, and phenolic substances; (2) eugenol was identified, indicating that coumarin-3-carboxylic acid eugenol ester can release a certain amount of eugenol at the smoke temperature; (3) eugenol coumarin-3-carboxylic acid ester can improve and modify the flavor, enhance the notes of sweet aroma and bean aroma., and reduce the biting taste of cigarette smoke. Therefore, coumarin-3-carboxylic acid eugenol ester can be used in cigarette as an excellent flavor precursor.

关键词

香豆素-3-甲酸丁香酚酯 / 合成 / 表征 / 卷烟 / 香料

Key words

Coumarin-3-carboxylic acid eugenol ester / synthesis / characterization / cigarette / flavor

引用本文

导出引用
徐翠莲;刘善宇;杨国玉;姬小明;樊素芳;万峥凯. 香豆素-3-甲酸丁香酚酯的合成、表征及在烟草中的应用[J]. 科技导报, 2010, 28(1001): 35-39
Synthesis and Characterization of Coumarin-3-Carboxylic Acid Eugenol Ester and Its Use in Cigarette as a Flavor[J]. Science & Technology Review, 2010, 28(1001): 35-39
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