Catalytic Performance of Cobalt-Schiff Base-Chitosan/attapulgite for Epoxidation of Styrene

doi:10.3724/SP.J.1095.2013.30126

Chinese Journal of Applied Chemistry

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Catalytic Performance of Cobalt-Schiff Base-Chitosan/attapulgite for Epoxidation of Styrene

FENG Huixia^*, GAO Xiaohong, CHEN Nali, DUAN Lingling, ZHANG Juan, LI Hanfeng

(College of Petrochemical Engineering，Lanzhou University of Technology，Lanzhou 730050,China)

Received:2013-03-14 Revised:2013-04-21 Published:2014-02-10 Online:2014-02-10

Abstract

Abstract: With the Schiff base of L-aspartic acid and salicylaldehyde as the ligands, the composite resin of chitosan/attapulgite(CS/ATP) produced by NaOH curing method as the carrier, the Schiff base metal complexes and the load-type Schiff base metal complexes of Co, Mn, Cu, Fe, Ni were synthesized. Their structural characterizations were determined by FT-IR. The catalytic performance of each catalyst for epoxidation of styrene was studied. Experiments show that the catalytic performance of Co-Schiff base is better in small molecule ligand Schiff base metal complexes. Therefore, Co-Schiff base was loaded in CS/ATP composite resin and the effects of the amount of Co-Schiff base-CS/ATP catalyst, reaction temperature and reaction time on the catalytic epoxidation of styrene were investigated. Finally the results show that the best reaction conditions are as follows:the temperature is 80 ℃ and the reaction time is 8 h, which results in a conversion rate of 93.1% for epoxidation of styrene.

Key words: Schiff base metal complexes, styrene, chitosan/attapulgite, catalysis of epoxy

CLC Number:

O643.3

FENG Huixia*, GAO Xiaohong, CHEN Nali, DUAN Lingling, ZHANG Juan, LI Hanfeng. Catalytic Performance of Cobalt-Schiff Base-Chitosan/attapulgite for Epoxidation of Styrene[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.30126.

References

[1] ZHAO Jiquan,HAN Jianping,ZHANG Yuecheng. Preparation of Anchored Mn(Ⅲ) Complex from Alanine and Salicylaldehyde and Its Catalytic Performance for Olefin Epoxidation[J]. Chinese J Catal,2005,26(7):571-576(in Chinese).

赵继全,韩建萍,张月成. 丙氨酸-水杨醛席夫碱锰配合物的制备及其对烯烃环氧化的催化性能[J]. 催化学报,2005,26(7):571-576.

[2] Kirm I Median,Rodriguez F X. Epoxidation of Styrene with Hydrogen Peroxide Using Hydrotalcites as Heterogeneous Catalysts[J]. Appl Catal A,2004,272:175-185.

[3] WANG Lirong,FANG Shanlun. Synthesis and Application of Styrene Oxides[J]. Nat Gas Chem Ind,2005,30(2):35-37(in Chinese).

王莉蓉,方善伦. 氧化苯乙烯的合成方法及其应用[J]. 天然气化工,2005,30(2):35-37.

[4] Yotsuhashi S,Yamada Y,Kishi T,et al. Dissociative Adsorption of O2 on Pt and Au Surfaces:Potential-energy Surfaces and Electronic States[J]. Phys Rev B,2008,77(11):115413-115416.

[5] FENG Huixia,ZHAO Yang,ZHANG Guohong,et al. Preparation and Catalytic Activity of Co-Phen-HAA/MMT and Its Kinetics[J]. Sci Technol Chem Ind,2008,6(5):2-15(in Chinese).

冯辉霞,赵阳，张国宏,等. Co-Phen-HAA/MMT催化分子氧氧化苯乙烯及其动力学研究[J]. 化工科技,2008,6(5):2-15.

[6] Boghaei D M,Askarizadeh E. Synthesis and Characterization of Water-soluble Zinc(Ⅱ) Schiff-base Complexes Derived from Amino Acids and 3-Formyl-4-hydroxybenzyl-triphenylphosphonium Chloride[J]. J Coord Chem,2008,61(12):1917-1926.

[7] Neelakantana M A，Rusalraj F，Dharmaraja J. Spectral Characterization, Cyclic Voltammetry, Morphology, Biological Activities and DNA Cleaving Studies of Amino Acid Schiff Base Metal(II) Complexes[J]. Spectrochim Acta Part A,2008,71(4):1599-1609.

[8] WANG Rongmin,PAN Sujuan,SHAO Dongxu,et al. Study on the Catalytic Oxidation Properties of the Heterometal Binuclear Complexes[J]. J Northwest Normal Univ(Nat Sci),2004,40(3):51-52(in Chinese).

王荣民,潘素娟,邵东旭,等. 水杨醛缩氨基酸希夫碱异双核配合物催化氧化烯烃性能的研究[J]. 西北师范大学学报(自然科学报),2004,40(3):51-52.

[9] Ciardelli F,Carlini C,Pertici P. Polymer Effect on Catalysis by Macromolecules/transition Metal Complexes[J]. J Macromol Sci Chem A,1989,26:327.

[10] XU Rongqing,ZHENG Mei,WANG Jingyu. Preliminary Stability Studies of Chitosan[J]. Strait Pharm,2000，12(4)：10-11(in Chinese).

徐榕青,郑梅,王净毓. 壳聚糖的初步稳定性研究[J]. 海峡药学，2000，12(4)：10-11.

[11] ZHANG Junli,WANG Hanxiong,YE Wenyu,et al. Preparation and Properties of Novel Chitosan/Nano-Silica Hybrid Material[J]. Petrochem Technol,2006,35(1):74-79(in Chinese).

张军丽,王汉雄,叶文玉,等. 新型壳聚糖/纳米二氧化硅杂化材料的制备与性能[J]. 石油化工,2006,35(1):74-79.

[12] MA Yong,WANG Ende,SHAO Hong,et al. Preparation of Chitosan Loaded Bentonite Absorbent[J]. Chinese J Appl Chem,2004,21(6):597-600(in Chinese).

马勇,王恩德,邵红,等. 膨润土负载壳聚糖制备吸附剂[J]. 应用化学,2004,21(6):597-600.

[13] SHI Weiliang,CHEN Deyu,WU Qingzhou. Synthesis and Characterization of Transition Metal Complexes with a Schiff Base Ligand Derived from Salicylidene and Aspartic Acid[J]. Chinese J Inorg Chem,1999,15(6):761-765(in Chinese).

史卫良,陈德余,吴清州. 水杨醛缩L-天冬氨酸过渡金属配合物的合成及表征[J]. 无机化学学报,1999,15(6):761-765.

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Catalytic Performance of Cobalt-Schiff Base-Chitosan/attapulgite for Epoxidation of Styrene

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