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[1]舒 畅,曾天宇,杨海涛,等.仲十二醇的催化氢化法制备[J].武汉工程大学学报,2015,37(11):6-9.[doi:10. 3969/j. issn. 1674-2869. 2015. 11. 002]
 ,,et al.Synthesis of secondary dodecanol by catalytic hydrogenation[J].Journal of Wuhan Institute of Technology,2015,37(11):6-9.[doi:10. 3969/j. issn. 1674-2869. 2015. 11. 002]
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
37
期数:
2015年11期
页码:
6-9
栏目:
化学与化学工程
出版日期:
2015-12-30

文章信息/Info

Title:
Synthesis of secondary dodecanol by catalytic hydrogenation
文章编号:
1674-2869(2015)11-0006-04
作者:
舒 畅曾天宇杨海涛张志鹏奚 强*
武汉工程大学化学与环境工程学院,湖北 武汉 430074
Author(s):
SHU Chang ZENG Tian-yu YANG Hai-tao ZHANG Zhi-pengXI Qiang
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology ,Wuhan 430074,China
关键词:
催化氢化十二烷酮仲十二醇Ru催化剂
Keywords:
catalytic hydrogenationdodecanonesecondary dodecanolruthenium catalyst
分类号:
O623.4
DOI:
10. 3969/j. issn. 1674-2869. 2015. 11. 002
文献标志码:
A
摘要:
针对仲十二醇的工业生产中会产生大量的副产烷酮的问题,以混合十二烷酮为原料,Ru配合物为催化剂,经催化氢化制备仲十二醇. 研究了催化剂用量、碱、温度、氢气压力、反应时间对氢化反应的影响,确定了较佳的工艺参数:十二烷酮与催化剂物质的量比为50 000∶1,叔丁醇钾为十二烷酮摩尔量的1∶100,氢气压力3 MPa,反应温度80 ℃,反应时间10小时. 在此条件下,转化率可达99.3%,产物经由红外吸收光谱表征. 研究发现,催化剂在循环使用30次时仍具有较高活性,反应条件温和、环境友好,适合工业化生产.
Abstract:
Aimed at large amounts of by-product ketones generated in the industrial preparation process, the secondary dodecanol was synthesized by catalytic hydrogenation using n-dodecanone (n=2-6) as started material and ruthenium complex as catalyst. The effects of the amount of catalyst, base, temperature, hydrogen pressure and reaction time on the hydrogenation were investigated.The optimum parameters are obtained at the molar ratio of dodecanone and catalyst of 50 000∶1, the molar ratio of KOtBu and dodecanone of 1∶100, hydrogen pressure of 3 MPa, reaction temperature of 80 ℃ and reaction time of 10 h. At this condition, the conversion rate of hydrogenation is up to 99.3%. The product was characterized by infrared spectroscopy. The catalyst still maintain its activation after 30 times recycling, which demonstrated that the method is mild, environmentally-friendly and feasible to industrial production .

参考文献/References:

[1] 印祖伟. 国内脂肪醇市场现状与发展趋势(待续)[J]. 日用化学品科学, 2007, 30(5): 5-7.YIN Zu-wei. Market and development tr end of fatty alcohol in China[J]. Detergent & Cosmetics, 2007, 30(5):5-7.(in Chinese)[2] YAKABE S,HIRANO M, MORIMOTO T. Alumina-assisted reduction of carbonyl compounds with sodium borohydride in hexane[J]. Canadian Journal of Chemistry,76(12),1998:1916-1921.[3] NING Xiao-Shan,DONG Xue-Jiao,XIAO Zu-Feng, et al. Ion-Pair-Catalyzed sodium borohydride reduction in aprotic organic solvents[J]. Asian Journal of Organic Chemistry,2015, 4(4):333-336.[4] ZHOU Xiao-yu, WANG Duo-sheng, BAO Ming, et al. Palladium-catalyzed asymmetric hydrogenation of simple ketones activated by Bronsted acids[J]. Tetrahedron Letters, 2011, 52(22):2826-2829.[5] BARATTA W, BARBATO C, MAGNOLIA S, et al. Chiral and Nonchiral [OsX2(diphosphane)(diamine)] (X: Cl, OCH2CF3) complexes for fast hydrogenation of carbonyl compounds[J]. Chemistry-A European Journal,2010,16(10):3201-3206.[6] TAN Xue-feng, YAN Wang,LIU Yuan-hua,et al. Highly efficient tetradentate ruthenium catalyst for ester reduction: especially for hydrogenation of fatty acid esters[J]. Organic Letters, 2015, 17(3):454-457.[7] 张绪穆,谭雪锋. 含2-氨基吡啶基四齿配体的配合物及其应用:中国,103709196(A)[P]. 2014-04-09.ZHANG Xu-mu, TAN Xue-feng. Complex containing 2-aminopyridine tetradentate ligand and application thereof: CN,103709196(A)[P]. 2014-04-09. (in Chinese)

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备注/Memo

备注/Memo:
收稿日期:2015-09-21作者简介:舒畅(1990-),男,湖北汉川人,硕士研究生.研究方向:精细高分子尧手性合成与拆分.* 通信联系人
更新日期/Last Update: 2015-12-10