N-丁基-2-甲基-3-乙酰基-5-(1?,2?,3?,4?-四羟基丁基)吡咯的热裂解气相色谱-质谱分析
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TQ655.5

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河南省科技厅重点科技攻关项目 (122102210129)


Analysis on 3-acetyl-N-butyl-2-methyl-5-(1?,2?,3?,4?-tetrahydroxy-butyl) Pyrrol by Gas Chromatography-Mass Spectrometry
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    摘要:

    以D(+)-氨基葡萄糖盐酸盐为原料,通过环化和烷基化反应合成了目标化合物N-丁基-2-甲基-3-乙酰基-5-(1,2,3,4-四羟基丁基)吡咯,并通过1HNMR、13CNMR 、IR和HRMS技术对其结构进行表征。采用热重-微分热重-差示扫描量热法(TG-DTG-DSC)法分析了目标化合物的热失重情况,结合热裂解-气相色谱-质谱技术(Py-GC-MS)研究了目标化合物在300、600、900 ℃的热裂解行为,并对目标化合物进行卷烟加香评吸。结果表明:目标化合物的初始裂解温度为137.6 ℃,二次裂解温度为224.9 ℃,900 ℃时裂解物失重约65%;裂解产物总共有58种,其中有2,3-二甲基吡咯、3-乙酰-1-甲基吡咯、2,4-二甲基-3-乙酰基吡咯等多种具有香味特征的物质;随着温度的升高,总裂解产物的量有增加趋势;目标化合物能够有效改善卷烟品质,增加卷烟香气,并以添加目标化合物浓度为0.003%时,其加香效果最为适宜。初步探讨了目标化合物可能的裂解机理,为研究其在卷烟燃烧过程中的转化行为提供参考。

    Abstract:

    3-acetyl-N-butyl-2-methyl-5-(1,2,3,4-tetrahydroxy-butyl) Pyrrol was synthesized by cyclization reaction and alkylation reaction, then its structure was confirmed by 1HNMR, 13CNMR, IR and HRMS spectra. The thermo-gravimetric was studied by themogravimetry-derivative themogravimetry-differential scanning calorimetry (TG-DTG-DSC). Its pyrolysis behavior was investigated by pyrolysis-gas chromatography-mass spectrometry (Py-GC-MS) at 300, 600, 900 ℃ and the application of the target compound in cigarette flavoring was studied. The results indicated that the initial pyrolysis temperature of the target compound was 137.6℃, and the secondary pyrolysis temperature was 224.9℃. The thermal mass loss of the target compound reached about 65% at 900 ℃. 58 pyrolysis products were detected,including the flavorous substances such as 2,3-dimethyl-1H-pyrrole, 1-(1-methyl-1H-pyrrol-3-yl)-ethanone and 3-acetyl-2,4-dimethylpyrrole, and the amount of total products increased with the increase of temperature. The target compound could improve and increase aroma quality, and with the concentration of 0.003%, it showed the most appropriate flavoring effect. Possible pyrolysis mechanism of 3-acetyl-N-butyl-2-methyl-5-(1,2,3,4-tetrahydroxy-butyl) Pyrrol was preliminarily discussed, which would provide a reference for the study of its conversion behavior in cigarette combustion process.

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陶陶. N-丁基-2-甲基-3-乙酰基-5-(1?,2?,3?,4?-四羟基丁基)吡咯的热裂解气相色谱-质谱分析[J].精细化工,2015,32(12):

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  • 收稿日期:2015-08-16
  • 最后修改日期:2015-11-06
  • 录用日期:2015-11-13
  • 在线发布日期: 2015-12-11
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