麦芽酚碳酸酯的合成及其裂解行为分析
Synthesis and pyrolysis behavior analysis of maltol carbonates
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摘要: 为开发适用于加热卷烟的麦芽酚潜香化合物,将不同种类的醇与麦芽酚通过缩合反应合成7种麦芽酚碳酸酯。利用核磁共振和高分辨质谱技术对产物结构进行确认,并通过热重分析和在线热裂解-气相色谱-质谱联用分析技术考查7种麦芽酚碳酸酯的裂解行为。结果表明:在优化的合成条件下,7种麦芽酚碳酸酯产率范围为83.0%~94.3%;合成的麦芽酚碳酸酯的热失重过程主要存在直接挥发和裂解两种模式;麦芽酚碳酸酯在加热时均可裂解生成麦芽酚,其裂解能力与原料醇的类型密切相关,其中麦芽酚叔丁醇碳酸酯和麦芽酚苯甲醇碳酸酯最易发生裂解,在200 ℃的较低温度下便可迅速裂解并释放麦芽酚,与加热卷烟烟丝受热温度相适应,相比之下,麦芽酚仲醇碳酸酯的裂解能力较弱,而麦芽酚伯醇碳酸酯则难以在低温条件下发生裂解。Abstract: To develop maltol latent fragrant compounds suitable for heated cigarettes, seven maltol carbonates were synthesized by condensation reaction of maltol with different alcohols. The structures of the products were confirmed by nuclear magnetic resonance and high-resolution mass spectrometry techniques. The pyrolysis behavior of seven maltol carbonates was investigated by thermogravimetric analysis and online pyrolysis gas chromatography-mass spectrometry(Py-GC-MS). The results showed that under the optimized conditions, the yields of seven maltol carbonates ranged from 83.0% and 94.3%; The synthesized maltol carbonate had mainly two weight loss modes: volatilization and pyrolysis; Upon heating, maltol carbonate could be pyrolyzed to produce maltol, and its pyrolysis ability was closely related to the type of raw material alcohol. Maltol tertiary alcohol and benzyl alcohol carbonate were the most easily pyrolyzed, which could rapidly pyrolyze and release maltol at a relatively low temperature, adapted to the heating temperature of the heated cigarettes. In contrast, maltol secondary alcohol carbonate had weaker pyrolysis ability, while maltol primary alcohol carbonate was difficult to pyrolyze at low temperatures.
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Key words:
- maltol carbonate /
- latent fragrant compound /
- pyrolysis /
- heated cigarette
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[1]
PITTET A O,RITTERSBACHER P,MURALIDHARA R.Flavor properties of compounds related to maltol and isomaltol[J].Journal of Agricultural and Food Chemistry,1970,18(5):929-933.
-
[2]
WRIGHT J.Flavor bites:Maltol[J].Perfumer & Flavorist, 2020, 45:24-26.
-
[3]
PREININGER M,GIMELFARB L,LI H C,et al.Identification of dihydromaltol (2, 3-dihydro-5-hydroxy-6-methyl-4H-pyran-4-one) in Ryazhenka Kefir and comparative sensory impact assessment of related cycloenolones[J].Journal of Agricultural and Food Chemistry,2009,57(21):9902-9908.
-
[4]
KUMAZAWA K,MASUDA H.Identification of potent odorants in Japanese green tea (Sen-Cha)[J].Journal of Agricultural and Food Chemistry,1999,47(12):5169-5172.
-
[5]
LIU B S,XU S Q,DONG Z Z,et al.Characterization of key odorants in scallion pancake and investigation on their changes during storage[J].Molecules,2021,26(24):7647.
-
[6]
BARROSO M F,SALES M G F,ALMEIDA S A A,et al.Maltol determination in food by microwave assisted extraction and electrochemical detection[J].Journal of Food and Drug Analysis,2020,16(4):30-36.
-
[7]
于兆锦,李鹏宇,董爱君,等.麦芽酚系列衍生物的合成及在香精领域的应用[J].香料香精化妆品,2022(5):17-23.
-
[8]
周惠健,刘佩,刘嘉琼,等.食品中乙基麦芽酚检测方法的研究进展[J].食品安全质量检测学报,2021,12(8):3266-3272.
-
[9]
黎艳玲,李亚白,邓昌健,等.麦芽酚、乙基麦芽酚的配合物合成、表征及其热裂解研究[J].烟草科技,2012,45(6):41-44.
-
[10]
舒俊生,佘世科,陈开波,等.高效离子色谱法测定烟草及其制品中麦芽酚的含量[J].现代食品科技,2013,29(3):651-653.
-
[11]
王冰,范忠,李河霖,等.通风分配对主流烟气代表性酚类香味成分释放量的影响[J].轻工学报,2022,37(4):58-65.
-
[12]
张改红,徐改改,白冰,等.麦芽酚-β-D-葡萄糖苷的便捷合成及其加香应用[J].精细化工,2020,37(5):997-1001.
-
[13]
任呼博,别振英,蔚亦沛,等.HPLC法同时测定烟用添加剂中的香兰素、乙基香兰素、麦芽酚和乙基麦芽酚[J].分析试验室,2014,33(8):950-954.
-
[14]
ZOU P,ZHANG S Y,JIA L Y,et al.A study on the release behavior of ethyl maltol during pyrolysis of its metal complexes[J].Thermochimica Acta,2022,716:179323.
-
[15]
孙剑韬,陈义坤,刘磊,等.加热不燃烧型雾化系统传热仿真分析[J].武汉大学学报(工学版),2021,54(7):668-674.
-
[16]
李勇,逄涛,师君丽,等.加热不燃烧烟草制品与传统卷烟化学指纹分析[J].中国烟草科学,2019,40(4):76-83.
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