生漆制备漆酚缩醛及其加氢历程的研究

doi:10.3969/j.issn.0253-2417.2014.04.019

林产化学与工业 ›› 2014, Vol. 34 ›› Issue (4): 113-117.doi: 10.3969/j.issn.0253-2417.2014.04.019

生漆制备漆酚缩醛及其加氢历程的研究

何源峰¹, 鲁黎², 王成章^1,3, 杨志斌², 周昊^1,3, 陈虹霞¹, 叶建中^1,3

1. 中国林业科学研究院林产化学工业研究所;生物质化学利用国家工程实验室;国家林业局林产化学工程重点开放性实验室;江苏省生物质能源与材料重点实验室, 江苏南京 210042;
2. 湖北省林业科学研究院, 湖北武汉 430075;
3. 中国林业科学研究院林业新技术研究所, 北京 100091

收稿日期:2013-01-28 修回日期:2014-03-14 出版日期:2014-08-25 发布日期:2015-08-18
作者简介:何源峰（1987-），男，湖北荆州人，硕士生，主要从事天然产物研究与应用
基金资助:
国际合作项目（S2012GR0138）；国家林业局948技术引进项目（2012-04-05）

The Preparation of Urushiol Acetal from Lacquer Sap and Its Hydrogenation Process Mechanism

HE Yuan-feng¹, LU li², WANG Cheng-zhang^1,3, YANG Zhi-bin², ZHOU Hao^1,3, CHEN Hong-xia¹, YE Jian-zhong^1,3

1. Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab. for Biomass Chemical Utilization; Key and Open Lab. of Forest Chemical Engineering, SFA;Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
2. Hubei Academy of Forestry, Wuhan 430075, China;
3. Research Institute of Forestry New Technology, CAF, Beijing 100091, China

Received:2013-01-28 Revised:2014-03-14 Online:2014-08-25 Published:2015-08-18
Contact: 王成章（1966-），研究员，博士生导师，研究领域为天然产物研究与应用；E-mail：wangczlhs@sina.com。 E-mail:wangczlhs@sina.com

摘要/Abstract

摘要： 以毛坝生漆为原料，经过丙酮浸提得到漆酚，漆酚通过缩醛反应、硅胶柱分离、常压加氢等方式制备和分离了不同饱和程度的漆酚缩醛；分别应用红外光谱和核磁对漆酚缩醛产物进行表征，采用HPLC实时分析了三不饱和漆酚缩醛的加氢历程。结果表明：经过正相硅胶分离得到 93.8% 的高纯度三不饱和漆酚缩醛，通过HPLC色谱分析，三不饱和漆酚缩醛衍生物加氢的历程为：三不饱和在前 90 min 主要先转换为二不饱和和单不饱和，经过 8 h 加氢反应二不饱和和单不饱和漆酚还原为纯度95.65%的饱和漆酚缩醛。红外光谱数据表明漆酚缩醛酚羟基的特征吸收3650~3100 cm^-1消失，同时观察到醚的红外特征吸收 1049 cm^-1；¹H NMR中δ 5.92为亚甲基醚的吸收。

关键词: 漆酚, 缩醛反应, 氢化历程

Abstract: Urushiol acetal was prepared from the acetone extracted lacquer sap by acetalation which decreased the polarity of urushiol. Thus it is easy to be separated from dimmer and oglimer of urushiol. The tri-unsaturated urushiol were obtained through silica gel column. The rushiol acetal products were analysed by IR and NMR. IR absorptance at 3100-3650 cm^-1 indicates phenol to disappear while ether 1049 cm^-1 was found after acetalation. The absorption of 5.92 in ¹H NMR represents methylene ether group in rushiol acetal. The tri-unsaturated urushiol acetal was hydrogenised. Its hydrogenation process was detected by HPLC. It was found that tri-unsaturated urushiol acetal gradually became di-unsaturate and mono-unsaturate, and turned into saturate state after 8 h.

Key words: urushiol, acetalation, hydrogenation mechanism

中图分类号:

TQ35
Q946.91

何源峰, 鲁黎, 王成章, 杨志斌, 周昊, 陈虹霞, 叶建中. 生漆制备漆酚缩醛及其加氢历程的研究[J]. 林产化学与工业, 2014, 34(4): 113-117.

HE Yuan-feng, LU li, WANG Cheng-zhang, YANG Zhi-bin, ZHOU Hao, CHEN Hong-xia, YE Jian-zhong. The Preparation of Urushiol Acetal from Lacquer Sap and Its Hydrogenation Process Mechanism[J]. Chemistry and Industry of Forest Products, 2014, 34(4): 113-117.

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生漆制备漆酚缩醛及其加氢历程的研究

The Preparation of Urushiol Acetal from Lacquer Sap and Its Hydrogenation Process Mechanism

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