Synthesis and characterization of chitosan phosphopyridoxal Schiff base derivative in ionic liquid

doi:10.3969/j.issn.0438-1157.2013.04.052

CIESC Journal ›› 2013, Vol. 64 ›› Issue (4): 1499-1503.DOI: 10.3969/j.issn.0438-1157.2013.04.052

Synthesis and characterization of chitosan phosphopyridoxal Schiff base derivative in ionic liquid

LI Kerang¹, XU Min², ZHANG Shuai¹, LIU Pu¹

1. School of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, Henan, China;
2. Anyang Quality Technical Supervision Examination Test Center, Anyang 455001, Henan, China

Received:2012-07-12 Revised:2012-12-13 Online:2013-04-05 Published:2013-04-05
Supported by:
supported by the National Natural Science Foundation of China(20872134).

离子液体中壳聚糖磷酸吡哆醛席夫碱衍生物的合成与表征

李克让¹, 徐民², 张帅¹, 刘蒲¹

1. 郑州大学化学与分子工程学院,河南郑州 450001;
2. 安阳市质量技术监督检验测试中心,河南安阳 455001

通讯作者: 刘蒲
作者简介:李克让(1985—),男,硕士研究生。
基金资助:
国家自然科学基金项目(20872134)。

Abstract

Abstract: 5-Phosphate pyridoxal(PPL) is the active coenzyme form of vitamin B₆, acting as a coenzyme in a multitude of biochemical processes, therefore chitosan derivatives containing pyridoxal phosphate skeleton will provide an important material for the application of chitosan in the emerging biological function material.Chitosan phosphopyridoxal Schiff base derivative was synthesized by the condensation reaction of chitosan and 5-phosphate pyridoxal in an ionic liquid, 1-butyl-3-methylimidazolium chloride(BmimCl).The product was characterized by Fourier transform infrared(FT-IR), nuclear magnetic resonance(NMR), XRD and TGA.The results showed that phosphopyridoxal group was successfully introduced onto the chitosan chain.It was found that degree of substitution of modified chitosan could reach 16.3%.

Key words: chitosan, ionic liquid, 5-phosphate pyridoxal, Schiff base derivative

关键词: 壳聚糖, 离子液体, 磷酸吡哆醛, 席夫碱衍生物

CLC Number:

TQ316.6

LI Kerang, XU Min, ZHANG Shuai, LIU Pu. Synthesis and characterization of chitosan phosphopyridoxal Schiff base derivative in ionic liquid[J]. CIESC Journal, 2013, 64(4): 1499-1503.

李克让, 徐民, 张帅, 刘蒲. 离子液体中壳聚糖磷酸吡哆醛席夫碱衍生物的合成与表征[J]. 化工学报, 2013, 64(4): 1499-1503.

References 17

[1]	Rinaudo M.Chitin and chitosan:properties and applications[J].Prog.Polym.Sci., 2006, 31:603-632
[2]	Mourya V K, Inamdar N N.Chitosan-modifications and applications:opportunities galore[J].React. Funct. Polym., 2008, 68(6):1013-1051
[3]	Ravi Kumar M N V, Muzzarelli R A A, Muzzarelli C, Sashiwa H, Domb A J.Chitosan chemistry and pharmaceutical perspectives[J].Chem.Rev., 2004, 104:6017-6084
[4]	Friesen A D, Reimer D J.Treatment of tardive dyskinesia with pyridoxal 5'-phosphate[P]:WO, 2008144914. 2008-12-04
[5]	Guo Zhanhong(郭战宏).Pyridoxal phosphate is better than pyridoxine for controlling idiopathic intractable epilepsy[J].Digest of the World Latest Medical Joural·Pediatrics(China)(世界核心医学期刊文摘·儿科学), 2005, 1(10):12-13
[6]	Wang Tao(王涛), Wang Weichao(王为超), Wang Lianyong(王连永), Wei Di(魏迪), Wang Shenqi(王深琪), Yu Yaoting(俞耀庭), Kong Deling(孔德领).Phosphate based affinity adsorbents for the removal of low density lipoprotein:preparation and in vitro adsorption capability test[J].Chinese Journal of Biomedical Engineering(中国生物医学工程学报), 2008, 27(1):132-136
[7]	Wasserscheid P, Welton T.Ionic Liquids in Synthesis[M].Weinheim:Wiley Press,2003
[8]	Petkovic M, Seddon K R, Rebelo L P N, Pereira C S.Ionic liquids:a pathway to environmental acceptability[J].Chem.Soc.Rev., 2011, 40:1383-1403
[9]	Xie H B, Li S H, Zhang S B.Ionic liquids as novel solvents for the dissolution and blending of wool keratin fibers[J].Green Chem., 2005, 7:606-608
[10]	Mine S, Izawa H, Kaneko Y, Dadokawa J.Actylation of α-chitin in ionic liquid[J].Carbohyd.Res., 2009, 344:2263-2265
[11]	Stefanescu C, Daly W, Negulescu I.Reaction of chitosan with trityl chloride and phthalic anhydride in homogeneous ionic liquid solution[J].Polymer Preprints, 2008, 49(2):793-794
[12]	Stefanescu C, Daly W, Negulescu I.Catalyzed functionalization of chitosan in ionic liquid[J].Polymer Preprints, 2010, 51(1):391-392
[13]	Han Xiaojin(韩小进), Cheng Chunzu(程春祖), Zhu Qingsong(朱庆松), Wu Changcheng(武长城).Homogeneous graft copolymerization of chitosan in ionic liquid[J].CIESC Journal(化工学报), 2010, 61(11):3020-3024
[14]	Han Xiaojin(韩小进), Cheng Chunzu(程春祖), Zhu Qingsong(朱庆松), Wu Changcheng(武长城).Homogeneous synthesis and characterization of graft copolymer of chitosan/polycaprolactone[J].CIESC Journal(化工学报), 2011, 62(7):2055-2060
[15]	Huddleston J G, Visser A E, Reichert W M, Willauer H, Broker G A, Rogers R D.Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation[J].Green Chem., 2001, 3(4):156-164
[16]	Guinesi L S, Cavalheiro  T G.Influence of some reactional parameters on the substitution degree of biopolymeric Schiff bases prepared from chitosan and salicylaldehyde[J].Carbohyd.Polym., 2006, 65(4):557-561
[17]	Yuan Yanchao(袁彦超), Zhang Mingqiu(章明秋), Rong Minzhi(容敏智).Study on the adsorption behavior of crosslinked chitosan for Ni(Ⅱ)[J].Acta Chimica Sinica(化学学报), 2005, 68(18):1753-1758

Synthesis and characterization of chitosan phosphopyridoxal Schiff base derivative in ionic liquid

离子液体中壳聚糖磷酸吡哆醛席夫碱衍生物的合成与表征

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