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[在线热解气相色谱-质谱联用仪对4-氧代-β-大马酮热解行为的研究]

[Investigation of the pyrolysis behavior of 4-oxo-beta-damascone by on-line pyrolysis gas chromatography-mass spectrometry].

作者信息

Wu Yiqin, Yang Liu, Liu Fang, Miao Mingming, Zhu Hongyou, Mao Deshou

机构信息

School of Chemical Science and Technology, Yunnan University, Kunming 650091, China.

出版信息

Se Pu. 2007 May;25(3):408-12.

Abstract

The pyrolysis behavior of an essence, 4-oxo-beta-damascone, was investigated using an on-line pyrolysis gas chromatography-mass spectrometry (PyGC/MS). In helium atmosphere, the compound was pyrolyzed at 350, 450, 550, 650, 700, and 750 degrees C, separately. The pyrolysis products were directly introduced into GC/MS with 1.03 x 10(6) Pa He and were qualitatively and semi-quantitatively analyzed. At the six pyrolysis temperatures mentioned above, 3, 7, 15, 33, 42 and 45 products were detected and their relative contents were 96.25%, 85.44%, 87.18%, 78.37%, 78.29% and 83.13%, respectively. The results indicated that the pyrolysis temperature directly affected the pyrolysis pattern and the relative content of the products. A total of 54 products were identified, including beta-damascone, 4-oxo-beta-ionone, 3,4,4-trimethyl-2-cyclohex-en-1-one and 2,5,5-trimethyl-cyclohex-3-en-1-one. At 550 degrees C, only a small portion of the parent compound was pyrolyzed. At 750 degrees C, the compound was completely pyrolyzed, with a conversion of 99.74% and 45 products were given. Moreover, with the elevation of the pyrolysis temperature, complex pyrolysis products were formed, and harmful substances, such as benzene, toluene, anthracene and phenanthrene were identified. According to the relative content and the category of the pyrolysis products, the pyrolysis mechanism of 4-oxo-beta-damascone is further discussed with the conclusion that the pyrolysis of this compound might take place via 4 different pathways. The investigation gave an exemplification for the transfer behavior of tobacco essence in the cigarette burning process, and 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.

摘要

采用在线热解气相色谱-质谱联用仪(PyGC/MS)研究了一种香料4-氧代-β-大马酮的热解行为。在氦气氛围中,该化合物分别在350、450、550、650、700和750℃下进行热解。热解产物在1.03×10⁶ Pa氦气的载气条件下直接导入气相色谱-质谱联用仪进行定性和半定量分析。在上述六个热解温度下,分别检测到3、7、15、33、42和45种产物,其相对含量分别为96.25%、85.44%、87.18%、78.37%、78.29%和83.13%。结果表明,热解温度直接影响热解模式和产物的相对含量。共鉴定出54种产物,包括β-大马酮、4-氧代-β-紫罗兰酮、3,4,4-三甲基-2-环己烯-1-酮和2,5,5-三甲基-环己-3-烯-1-酮。在550℃时,只有一小部分母体化合物发生热解。在750℃时,该化合物完全热解,转化率为99.74%,产生45种产物。此外,随着热解温度的升高,形成了复杂的热解产物,还鉴定出了苯、甲苯、蒽和菲等有害物质。根据热解产物的相对含量和类别,进一步探讨了4-氧代-β-大马酮的热解机理,得出该化合物的热解可能通过4种不同途径进行的结论。该研究为卷烟燃烧过程中烟用香料的迁移行为提供了例证,为烟草制品加香技术提供了可靠的理论基础,有助于开发香气和口感更好的卷烟产品。

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