轻工学报2025，Vol.40Issue(5)：82-90,9.DOI:10.12187/2025.05.010
巨豆三烯酮前体物的合成及其热解性能
Synthesis of megastigmatrienone precursors and their pyrolysis characteristics
摘要
Abstract
To solve the problems of difficult synthesis and poor stability of megastigmatrienone,four 3-oxo-α-ionol carbonates were synthesized as precursors of megastigmatrienone with α-ionone as the starting material via a three-step reaction of reduction,esterification,and allylic oxidation.The synthesis conditions were optimized,and the thermal release patterns of the synthesized compounds were studied by thermogravimetric analysis,online pyrolysis-gas chromatography-mass spectrometry,and cigarette flavor release analysis.The results showed that using Cu+as the catalyst and TBHP as the oxidant,the target compounds were obtained in moderate to high yields.The weight loss interval of 3-oxo-α-ionol carbonates was around from 160℃to 350℃.At 300℃,600℃,and 900℃,these compounds could pyrolyze to release megastigmatrienone and corresponding alcoholic flavor substances.At an addition level of 0.1%,the release amount of megastigmatrienone from the four 3-oxo-α-ionol carbonates was 6 times higher than that of blank cigarettes.It was found that upon heating,3-oxo-α-ionol carbonates preferentially cleaved the allylic alcohol ester bond,followed by dehydration to generate megastigmatrienone.This process can enhance the sweetness and smoothness of cigarette smoke,effectively mask off-flavors,and thus improve the overall quality of cigarettes.关键词
3-氧代-α-紫罗兰醇碳酸酯/巨豆三烯酮/前体物/卷烟加香/热裂解Key words
3-oxo-α-ionol carbonate/megastigmatrienone/precursor/cigarette flavoring/pyrolysis分类
轻工纺织引用本文复制引用
廖付,田雨农,李庆祥,李石头,许利平,白冰,赵振杰,何文苗..巨豆三烯酮前体物的合成及其热解性能[J].轻工学报,2025,40(5):82-90,9.基金项目
中国烟草总公司重大科技项目(110202201053(SJ-03)) （110202201053(SJ-03）
浙江中烟工业有限责任公司科技项目(ZJZY2022B003) （ZJZY2022B003）
