Citation: ZUO Tong-mei, LI Wei-min, ZHAO Qiang, XU Qing-rui, CHEN Cheng, CHEN Long. Synthesis of biodiesel through catalyzed by a novel transesterification alkaline ionic liquid[J]. Journal of Fuel Chemistry and Technology, ;2014, 42(2): 200-206. shu

Synthesis of biodiesel through catalyzed by a novel transesterification alkaline ionic liquid

1.
School of Petro Chemical Engineering, Changzhou University, Changzhou 213164, China

Corresponding author: LI Wei-min,
Received Date: 21 May 2013
Available Online: 19 August 2013
Fund Project: 江苏省科技支撑计划(BE2012822) (BE2012822)江苏省科技厅工程技术中心建设项目(BM2010095,BM2010132)。 (BM2010095,BM2010132)

A novel basic ionic liquid paired by 1-butyl-3-methyl-morpholine cation and morpholine anion (Im) was synthesized in two steps; the structure of ionic liquid intermediates was characterized by ¹H-NMR and FT-IR. The alkaline ionic liquid was obtained through anion exchange and used as catalyst in the synthesis of biodiesel by transesterification. The results showed that the alkaline ionic liquid Im is highly active as a catalyst in the transesterification; under the optimum reaction conditions of 60 ℃, Im amount of 3%, and methanol/oil mol ratio of 6.5:1.0, the content of fatty acid methyl ester (FAME) in the product reaches 95.80% after reaction for 2 h. Moreover, the alkaline ionic liquid exhibits high catalytic stability upon reusage; it remains highly active even after being reused for five times.
- ionic liquid,
- transesterification,
- biodiesel,
- catalytic activity
1. [1]
  [1] 王涛. 中国主要生物质燃料油木本能源植物资源概况与展望[J]. 科技导报, 2005, 23(5): 12-14. (WANG Tao. A survey of the woody plant resources for biomass fuel oil in China[J]. Science & Technology Review, 2005, 23(5): 12-14.)
2. [2]
  [2] EARLE M J, PLECHKOVA N V, SEDDON K R. Green synthesis of biodiesel using ionic liquids[J]. Pure Appl Chem, 2009, 81(11): 2045-2057.
3. [3]
  [3] DEMIRBAS A. Biodiesel fuels from vegetable oils via catalytic and non-catalytic supercritical alcohol transesterification and other methods: A survey[J]. Energy Convers Manage, 2003, 44: 2093-2109.
4. [4]
  [4] 鄢红玉, 史凯迎, 石洪波. 工业硫酸催化酯化合成生物柴油性能的研究[J]. 化学工业与工程技术, 2011, 32(5): 17-19. (YAN Hong-yu, SHI Kai-ying, SHI Hong-bo. Study on properties of biodiesel synthesized by catalytic esterification with sulfuric acid[J]. Journal of Chemical Industry & Engineering, 2011, 32(5): 17-19.)
5. [5]
  [5] 翟绍伟, 牛梅菊, 龚树文, 崔庆新, 房一. 负载固体酸催化豆油制备生物柴油的研究[J]. 天然气化工, 2012, 37(1): 21-25. (ZHAI Shao-wei, NIU Mei-ju, GONG Shu-wen. CUI Qing-xin. FANG Yi. Study on supported solid acid catalyst for preparation of biodiesel from soybean oil[J]. Natural Gas Chemical Industry, 2012, 37(1): 21-25.)
6. [6]
  [6] 陈立功, 周星, 杨鑫. 均相碱催化高动物油含量餐饮废油制备生物柴油[J]. 石油炼制与化工, 2010, 41(12): 52-55. (Chen Li-gong, Zhou Xing, Yang Xin. Preparation of biodiesel from waste edible oil with high animal oil content using alkali homogeneous catalyst[J]. Petroleum Processing and Petrochemicals, 2010, 41(12): 52-55.)
7. [7]
  [7] CHAKRABORTY R, BEPARI S, BANERJEE A. Transesterification of soybean oil catalyzed catalysts[J]. Chem Eng J, 2010, 165: 798-805.
8. [8]
  [8] 李为民, 郑晓林, 徐春明, 徐鸽, 邬国英. 固体碱法制备生物柴油及其性能[J]. 化工学报, 2005, 56(4): 711-716. (LI Wei-min, ZHENG Xiao-lin, XU Chun-ming, XU Ge, WU Guo-ying. Preparation and its properties of biodiesel by using solid base catalyst[J]. Journal of Chemical Industry and Engineering(China), 2005, 56(4): 711-716.)
9. [9]
  [9] 王卫刚, 蒋建新, 王堃, 孙亚东. 固定化酶及全细胞生物催化合成生物柴油的研究进展[J]. 生物质化学工程, 2006, 40(z1): 168-172. (WANG Wei-gang, JIANG Jian-xin, WANG Kun, SUN Ya-dong. Progress of study on production of biodiesel using immobilized lipase and whole cell biocatalyst[J]. Biomass Chemical Engineering, 2006, 40(z1): 168-172.)
10. [10]
  [10] 胡德荣, 张新位, 赵景芝. 离子液体简介[J]. 首都师范大学学报(自然科学版), 2005, 26(2): 40-44. (HU De-rong, ZHANG Xin-wei, ZHAO Jing-zhi. An introduction about ionic liquids[J]. Journal of Capital Normal University (Natural Sciences Edition), 2005, 26(2): 40-44.)
11. [11]
  [11] SEDDOM K R. Ionic liquids for clean technology[J]. Chem Biotechnol, 1997, 68(4): 351-356.
12. [12]
  [12] CLAUDIO A F M, FERREIRA A M, SHAHRIARI S, FREIRE M G, JOAO A P. Coutinho critical assessment of the formation of ionic-liquid-based aqueous two-phase systems in acidic media[J]. J Phys Chem B, 2011, 115(38): 11145-11153.
13. [13]
  [13] CHEN X W, LI X H, SONG H B, LV Y X, WAN F R, HU A X. Synthesis of a basic imidazolide ionic liquid and its application in catalyzing knoevenagel condensation[J]. Chinese Journal of Catalysis, 2008, 29(10): 957-959.
14. [14]
  [14] 胡玉林, 陆明, 葛秀涛, 李永红. 离子液体中有机反应的应用研究新进展[J]. 苏州大学学报(自然科学版), 2012, 28(4): 69-78. (HU Yu-lin, LU Ming, GE Xiu-tao, LI Yong-hong. New research progress of application for ionic liquid in unit reactions of organic synthesis[J]. Natural Science Edition, 2012, 28(4): 69-78.)
15. [15]
  [15] 陈志刚, 宗敏华, 顾振新. 离子液体毒性、生物降解性及绿色离子的设计与合成[J].有机化学, 2009, 29(5): 672-680.) (CHEN Zhi-gang, ZONG Min-hua, GU Zhen-xin. Toxicity, biodegradability and design and synthesis of green ionic liquids[J]. Chinese Journal of Organic Chemistry, 2009, 29(5): 672-680.)
16. [16]
  [16] 宋红兵. 碱性离子液的合成、表征及其在催化反应中的应用研究[D]. 广州: 华南理工大学化学与化工学院, 2012. (SONG Hong-bing. The study of basic ionic liquids: Synthesis, characterization and application in the catalytic reactions. Guangzhou: South China University of Technology, China, 2012.)
17. [17]
  [17] HAN S, LUO M, ZHOU X L, HE Z, XIONG L P. Synthesis of dipentyl carbonate by transesterification using basic ionic liquid OH catalyst[J]. Ind Eng Chem Res, 2012, 51(15): 5433-5437.
18. [18]
  [18] 李怀平, 汪全义, 兰先秋, 王欣, 宋航. 离子液体[Hmim]HSO₄催化菜籽油制备生物柴油[J]. 中国油脂, 2008, 33(4): 57-59. (LI Huai-ping, WANG Quan-yi, LAN Xian-qiu, WANG Xin, SONG Hang. Preparation of biodiesel from rapeseed oil catalyzed by ionic liquid [Hmim]HSO₄[J]. China Oils and Fats, 2008, 33(4): 57-59.)
19. [19]
  [19] 张爱华, 张玉军, 李昌珠, 李培旺, 陈金良, 肖志红. 新型碱性离子液体催化蓖麻油制备生物柴油[J]. 应用化工, 2009, 38(2): 168-177. (ZHANG Ai-hua, ZHANG Yu-jun, LI Chang-zhu, LI Pei-wang, CHEN Jin-liang, XIAO Zhi-hong. Synthesis of biodiesel using new basic ionic liquid as catalyst[J]. Applied Chemical Industry, 2009, 38(2): 168-177.)
20. [20]
  [20] 李雪菲, 王瑶, 赵辉, 李长虹. 新型碱性离子液体的合成及其在催化制备生物柴油中的应用[J]. 石油加工, 2012, 28(2): 201-206. (LI Xue-fei, WANG Yao, ZHAO Hui, LI Chang-hong. Synthesis of a new basic ionic liquid and its application in catalyzing preparation of biodiesel[J]. Petroleum Processing Section, 2012, 28(2): 201-206.)
21. [21]
  [21] 黄宝华, 黎子进, 史娜, 徐效陵, 张琨, 方岩雄. 吗啡啉功能化酸性离子液体的合成、表征及其催化酯化性能[J]. 有机化学, 2009, 29(5): 770-775. (HUANG Bao-hua, LI Zi-jin, SHI Na, XU Xiao-ling, ZHANG Kun, FANG Yan-xiong. Functionalized acidic ionic liquid with morpholinium cation: Synthesis, characterization and catalysis performance in esterification[J]. Chinese Journal of Organic Chemistry, 2009, 29(5): 770-775.)
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