Synthesis and fluorescence properties of Tb(III) complexes with pyridine-2,6-dicarboxylic acid derivatives

Rui-ren Tang , You-hu Zheng , Guo-liang Gu

Journal of Central South University ›› 2008, Vol. 15 ›› Issue (5) : 599 -605.

PDF
Journal of Central South University ›› 2008, Vol. 15 ›› Issue (5) : 599 -605. DOI: 10.1007/s11771-008-0112-x
Article

Synthesis and fluorescence properties of Tb(III) complexes with pyridine-2,6-dicarboxylic acid derivatives

Author information +
History +
PDF

Abstract

Two novel ligands named 4-styrylpyridine-2,6-dicarboxylic acid (4-SPDA) and 4-(4-(2-(2, 6-dicarboxypyridin-4-yl)-vinyl)styryl)pyridine-2,6-dicarboxylic acid(DSPDA) and their complexes with Tb(III) were synthesized and characterized by infrared spectrometry, 1H nuclear magnetic resonance, elemental analysis and gas chromatograph-mass spectrometry. The ligand synthetic route was optimized. The fluorescence properties of the complex in solid state, in different kind of solvents and in solutions with different pH values were investigated in detail. The results show that the yields of DSPDA and 4-SPDA reach over 78% by Wittig-Horner reaction and other eight pyridine-2, 6-dicarboxylic acid derivatives with different substituents on pyridine ring, and their complexes with Tb(III) are also obtained. The fluorescence intensities of the complexes with electron-donating groups are more intense than those of the complexes with electron-withdrawing groups on pyridine ring; fluorescence intensities of the complexes are the strongest in neutral solution (pH=7), and the less the dipole moment of solvent molecule is, the stronger the fluorescence intensity is. It is found that the two ligands (4-APDA and DSPDA) are the good sensitizers for Tb(III) ion.

Keywords

Tb(III) complexes / pyridine-2, 6-dicarboxylic acid derivatives / synthesis / fluorescence property

Cite this article

Download citation ▾
Rui-ren Tang, You-hu Zheng, Guo-liang Gu. Synthesis and fluorescence properties of Tb(III) complexes with pyridine-2,6-dicarboxylic acid derivatives. Journal of Central South University, 2008, 15(5): 599-605 DOI:10.1007/s11771-008-0112-x

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

WangZ.-x., ShuW.-y., ZhouZ.-c., LiuY.-n., ChenH.. Fluorescence properties and application of doping complexes Eul-XLX (TTA)3 phen as light conversion agents [J]. J Cent South Univ Technol, 2003, 10(4): 342-346

[2]

MukkalaV. M., TakaloH., LiittiP., HemmilaI.. Synthesis and luminescence properties of some Eu(III) and Tb(III) chelate labels having 2,2′:6′,2″-terpyridine as an energy absorbing part [J]. J Alloys Compd, 1995, 225(1): 507-510

[3]

RauD., MoritaM.. Chiral discrimination in circularly polarized luminescence of Tb(III)-Nd(III) complexes of (S)-and (R)-1,4,7,10-tetraazacyclododecane derivatives [J]. J Lumin, 2001, 94(2): 283-288

[4]

HaH. O., LimH., ChoW. J., HaC. S.. Improving the efficiency of organic electroluminescent devices by introducing an electron-accepting and thermally stable polymer [J]. Opt Mater, 2002, 21(1): 165-168

[5]

WangL.-j., ZhangC.-s., LiG.-s., LiangT.. Geochemical characteristics of rare earth elements in intertidal sediments of Tianjin coastal zone [J]. J Rare Earth, 2002, 20(6): 651-657

[6]

SokolnickiJ., LegendziewiczJ., MullerG., RiehlJ. P.. The luminescence, molecular and electronic structure, and excited state energetics of tris-complexes of 4-phenylethynyl-2,6-pyridinedicarboxylic acid with Eu(III) and Tb(III) prepared in sol-gel [J]. Opt Mater, 2005, 27(9): 1529-1536

[7]

MoritaM., RauD., HerrenM.. Circularly polarized luminescence and enantiomeric energy transfer discrimination of chiral Tb(III)-Nd(III) EDDS and related complexes [J]. J Alloys Compd, 2004, 380(1): 260-267

[8]

PaulN. W.. Synthesis and properties of a twistophane ion sensor: A new conjugated macrocyclic ligand for the spectroscopic detection of metal ions [J]. J Org Chem, 2001, 66(12): 4170-4179

[9]

TangR.-r., ZhengY.-h., ZhaoQ., YanZ.-er.. Synthesis of dimethyl 4-(hydroxylmethyl) pyridine-2,6-dicarboxylate [J]. Chem Reac Eng Technol, 2006, 22(1): 83-87

[10]

PUSKAS D R, IMRE W, SCHMITT E F. Process for the manufacture of 1,4-bis [2-(4′-carbomethoxystyr-enyl)] benzene: US, 514681 [P]. 1983-07-08.

[11]

YinX.-h., YangM.-y., ShiH.-h., GuL.-quan.. Synthesis of isoquinoline-1, 3-dicarboxylic acid [J]. Chin Chem Lett, 1999, 10(11): 907-910

[12]

TangR.-r., YanZ.-e., GuoC.-c., LuoL.-ming.. Synthesis of Eu(III) and Tb(III) complexes with novel pyridine-2,6-dicarboxylic acid derivatives and their fluorescence properties [J]. Chem J Chin Univ, 2006, 27(3): 472-477

[13]

MagyaraA. P., SilversmithaA. J., BrewerbK. S., BoyeD. M.. Fluorescence enhancement by chelation of Eu3+ and Tb3+ ions in sol-gels [J]. J Lumin, 2004, 108(3): 49-53

[14]

PanigrahiB. S.. Fluorimetric study of terbium, europium and dysprosium in aqueous solution using pyridine carboxylic acids as ligands [J]. J Alloys Compd, 2002, 334(2): 228-231

[15]

YinX.-h., YangM.-y., ShiH.-h., YangG., ChenX.-m., GuL.-quan.. Luminescence of terbium chelates with substituted pyridine-2, 6-dicarboxylic acid derivatives by synergistic effect of EDTA [J]. J Chin Rare Earth Soc, 2000, 18(3): 212-215

[16]

YaoY.-b., XieT., GaoY.-min.Physical chemistry manual [M], 1985, Shanghai, Shanghai Scientific and Technology Press: 102-103

[17]

SamyA. E.. Spectral, lifetime, fluorescence quenching, energy transfer and photodecomposition of N,N′-bis(2,6-dimethylphenyl)-3,4:9,10-perylentetracarboxylic diimide (DXP) [J]. Spectrochim Acta Part A, 1999, 55(1): 143-152

[18]

TurroN. J., YaoS.-ming.The modern molecule photo-chemistry [M], 1987, Beijing, Science Press: 68-69

AI Summary AI Mindmap
PDF

128

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/