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[1]曾天宇,杨海涛,舒 畅,等.一种由2-辛烯制备正壬醇的工艺[J].武汉工程大学学报,2016,38(2):133-138.[doi:10. 3969/j. issn. 1674-2869. 2016. 01. 006]
 ZENG Tianyu,YANG Haitao,SHU Chang,et al.Preparation of N-Nonanol by 2-Octene[J].Journal of Wuhan Institute of Technology,2016,38(2):133-138.[doi:10. 3969/j. issn. 1674-2869. 2016. 01. 006]
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一种由2-辛烯制备正壬醇的工艺(/HTML)
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
38
期数:
2016年2期
页码:
133-138
栏目:
化学与化学工程
出版日期:
2016-04-30

文章信息/Info

Title:
Preparation of N-Nonanol by 2-Octene
作者:
曾天宇1杨海涛1舒 畅2张志鹏2奚 强2*
1. 武汉工程大学化工与制药学院,湖北 武汉 430074;
2. 武汉工程大学化学与环境工程学院,湖北 武汉 430074
Author(s):
ZENG Tianyu1 YANG Haitao1 SHU Chang2 ZHANG Zhipeng2 XI Qiang2*
1. School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430074, China;
2. School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, China
关键词:
2-辛烯合成气正壬醛正壬醇
Keywords:
2-octene synthetic gas N-nonanal N-nonanol
分类号:
0623.5
DOI:
10. 3969/j. issn. 1674-2869. 2016. 01. 006
文献标志码:
A
摘要:
以2-辛烯及合成气为原料,甲苯为溶剂,乙酰丙酮二羰基铑与三齿膦配体形成的络合物为催化剂,经氢甲酰化反应合成了中间产物正壬醛;正壬醛经兰尼镍氢化还原制得正壬醇. 确定了催化剂的用量、反应温度和反应压力等的最佳工艺条件. 结果表明:对于氢甲酰化反应,当底物质量分数为30%,催化剂(以铑计)用量为底物质量的0.2%,乙酰丙酮二羰基铑、三齿膦配体摩尔投料比为1∶4,合成气充入压力为1 MPa,反应温度为120 ℃时,2-辛烯转化率可达80%,产物中正壬醛比例可占98.3%;加氢还原反应中,催化剂的用量为底物质量的3.0%,氢气压力为4 MPa,120 ℃反应3 h,正壬醛转化率可达99.8%. 目标产物经核磁共振氢谱、碳谱进行了表征.
Abstract:
N-nonanol was synthesized by two reactions of hydroformylation and hydrogenation,using 2-octeneas the raw materials. The intermediate product N-nonanal was prepared with hydroformylation using 2-octeneand syngas as starting materials,toluene as solvent and the complex of dicarbonyl (2, 4-pentanedionato) rhodiumwith tridentate phsphorodiamidite ligand as catalyst. N-nonanal was reduced by Raney-Ni to get the final product N -nonanol. The effects of the amount of catalyst,reaction temperature and reaction pressure on the optimumreaction conditions were explored. In hydroformylation reaction,the conversion ratio of 2-octene is up to 80%and the ration of N-nonanal is 98. 3% at the concentration of substrate of 30%, mass ratio of catalyst (as rhodium)to substrate of 0. 2%,molar ratio of dicarbonyl(2, 4-pentanedionato)rhodium to tridentate phsphorodiamiditeligand of 1∶4,syngas pressure of 1MPa and reaction temperature of 120 ℃ ;In hydrogenation reaction,theconversion ratio of N-nonanal is 99. 8% at the mass ratio of catalyst to N-nonanal of 3.0%, hydrogen pressure of 4Mpa,reaction temperature of 120 ℃ and reaction time of 3 h. The final product was characterized by nuclearmagnetic resonance hydrogen spectrum and nuclear magnetic resonance carbon spectrum

参考文献/References:

[1] 李靖,刁琰琰,闫瑞一,等. 烯烃氢甲酰化反应研究进展[J]. 工程研究,2011,3(2):113-121.
LI J, DIAO Y Y, YAN R Y, et al. Progress in the research on olefin hydroformylation[J]. Journal of engineering studies,2011,3(2):113-121.
[2] 刘静雯,袁茂林,付海燕,等. 铑/双膦配体催化均相内烯烃氢甲酰化反应的研究进展[J]. 催化学报,2009,30(6):577-586.
LIU J W, YUAN M L, FU H Y, et al. Progress of Rhodium/Diphosphine-Catalyzed homo-geneous hydroformylation of internal olefins[J]. Chinese journal of catalysis, 2009,30(6):577-586.
[3] 赵建民. 高碳醇市场及其发展状况[J]. 化工科技市场,2001(8):9-13.
ZHAO J M.National production and market application of high alcohol[J]. Chemical technology market,2001(8):9-13.
[4] YAMATO Y, KOHEI T,YOSHIYUKI T, et al.Tandem Isomerization/Hydroformylation/Hydr-ogenation of internal alkenes to n-Alcohols using Rh/Ru Dual-or Ternary?Catelyst Systems[J]. Journal of the americal society,2013,135:17393-17400.
[5] WU L P, FLEISCHER I, JACKSTELL R, et al.Ruthenium-catelyzed hydroformylation/reduction of olefins to alcohols:extending the scope to internal alkenes[J]. Journal of the Americal society,2013,135:14306-14311.
[6] OLIVER D, CHRISTIAN M ,DIETER V. “On-Water” rhodium-catalysed hydroformylation for the production of linear alcohols[J]. Catalsis science and technology,2012(2):773-777.
[7] 张绪穆,陈才友.新型三齿膦配体及其在线性氢甲酰化及类似反应中的应用:中国,102875599A[P].2013-01-16.
[8] RAYMOND I, WILLIAM S.3-Methyl-1,5-pentanediol[J]. Organic syntheses, 1954,34:71-73.
[9] DEHPANDE R M, BHANAGE B M, DIVEKAR S S,et al.Solvent effects in hydroformylation of 1-octene using HRh(CO)(PPh3)3:effect of PPh3 addition on the rate of reaction[J]. Journal of molecular catalysis,1993,78:37-40.
[10] 张寿春,陈华,李瑞祥,等,铑-膦配位催化烯烃氢甲酰化反应研究[J]. 化学研究与应用,2001,13(3):273-276.
ZHANG S C, CHEN H, LI R X, et al.Hydroformylation of olefin catalyzed by rhodium-phosphine complexes[J]. Chemical research and application,2001,13(3):273-276.
[11] EVANS D, OSBORN J A, WILKINSON G. Hydroformylation of alkenes by use of rhodium complex catalysts[J]. Journal of the chemical society A,1968,12:3133-3142

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更新日期/Last Update: 2016-05-03