화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Macromolecular Research, Vol.23, No.9, 830-837, September, 2015
DOI10.1007/s13233-015-3105-2  Export Citation
Preparation, characterization and luminescence properties of a novel 1,10-phenanthroline-functionalized polyimide and its europium(III) complexes
Zhiyong Chen, Xuping Li, Xuting Jin, Lijuan Shi, Miaoqing Liu, Zhilin Sun, and Jianjun Lu†
  • Key Laboratory of Coal Science and Technology, Taiyuan University of Technology, Ministry of Education and Shanxi Province, 79 Ying Ze West Street, Taiyuan, 030024, P. R. China
E-mail:
A novel 1,10-phenanthroline-functionalized polyimide (CMPI-Phen) was prepared as polymer matrix by the nucleophilic substitution reaction between chloromethylated polyimide (CMPI) and 5-amino-1,10-phenanthroline (NH2-Phen). Then, two kinds of luminescent materials of 1,10-phenanthroline-functionalized polyimide containing Eu(III) complexes, were obtained by two different methods. Their structures and properties were characterized by Fourier transform infrared (FTIR) spectroscopy, 1H nuclear magnetic resonance (NMR) spectroscopy, elemental analysis, inductively coupled plasma (ICP), gel permeation chromatography (GPC), thermogravimetric analysis (TGA), X-ray diffraction (XRD), luminescence spectrometry, and luminescence decay analysis. Investigations revealed that both the CMPI-Phen-Eu(III) and CMPI-Phen-Eu(TTA)3 display highly efficient red emissions, suggesting their potential application as luminescent materials. However, compared with CMPI-Phen-Eu(III), CMPI-Phen-Eu(TTA)3, where TTA stands for thenoyltrifluoroacetone, exhibits more excellent and stable fluorescence intensity and longer luminescence lifetime (134.30 μs). The weight-average molecular weights of CMPI-Phen-Eu(III) and CMPI-Phen-Eu(TTA)3 are 2.40×104 and 3.11×104, respectively. The Eu contents of CMPI-Phen-Eu(TTA)3 and CMPI-Phen-Eu(III) were measured by ICP to be 7.00% and 5.92%, respectively. TGA demonstrated that both CMPI-Phen-Eu(III) and CMPI-Phen-Eu(TTA)3 have high thermal stability and their 5% loss weight temperatures were 356 and 280 °C, respectively. Moreover, both CMPI-Phen-Eu(III) and CMPI-Phen-Eu(TTA)3 were soluble in polar solvents such as dimethylformamide (DMF), dimethylacetamide (DMAc), 1-methyl-2-pyrrolidone (NMP), and dimethylsulfoxide (DMSO) under heating conditions, and could be easily cast into tough thin films.
Keywords:polyimide;1,10-phenanthroline;europium(III) complexes;luminescence properties;high thermal stability
  1. Choi SK, Gal YS, Jin SH, Kim HK, Chem. Rev., 100(4), 1645 (2000)
  2. Guo L, Yan B, Liu JL, J. Chem. Soc.-Dalton Trans., 40, 4933 (2011)
  3. Liu D, Wang ZG, RSC Adv., 2, 10085 (2012)
  4. Chen PH, Shi JS, Zhang YL, Wang KM, Nie J, Eur. Polym. J., 58, 191 (2014)
  5. Ling QD, Kang ET, Neoh KG, Huang W, Macromolecules, 36(19), 6995 (2003)
  6. Yan B, Qiao XF, J. Phys. Chem. B, 111(43), 12362 (2007)
  7. Weissman SI, J. Chem. Phys., 10, 214 (1942)
  8. Melby LR, Rose NJ, Abramson E, Caris JC, J. Am. Chem. Soc., 86, 5117 (1964)
  9. Carlos LD, Ferreira RA, Rainho JP, Bermudez VD, Adv. Funct. Mater., 12(11-12), 819 (2002)
  10. Qiao XF, Yan B, J. Phys. Chem. B, 112(47), 14742 (2008)
  11. Whan RE, Crosby GA, J. Mol. Spectrosc., 8, 315 (1962)
  12. Crosby GA, Whan RE, Alire RM, J. Chem. Phys., 34, 743 (1961)
  13. Crosby GA, Whan RE, Freeman JJ, J. Phys. Chem., 66, 2493 (1962)
  14. Bekiari V, Lianos P, Adv. Mater., 10(17), 1455 (1998)
  15. Driesen K, V Deun R, Gorller-Walrand C, Binnemans K, Chem. Mater., 16, 1531 (2004)
  16. Ma Y, Wang Y, Coord. Chem. Rev., 254, 972 (2010)
  17. Li YJ, J. Chem. Soc.-Dalton Trans., 39, 2554 (2010)
  18. Kai J, Parra DF, Brito HF, J. Mater. Chem., 18, 4549 (2008)
  19. Liu XY, Hu YL, Wang BY, Su ZX, Synth. Met., 159, 1557 (2009)
  20. Liu D, Wang ZG, Yu H, You J, Eur. Polym. J., 45, 2260 (2009)
  21. Liu D, Yu H, Wang ZG, Nie QP, Polym. Int., 59, 937 (2010)
  22. Vigato PA, Peruzzo V, Tamburini S, Coord. Chem. Rev., 253, 1099 (2009)
  23. Forrest SR, Nature, 428, 911 (2004)
  24. Stanley JM, Holliday BJ, Coord. Chem. Rev., 256, 1520 (2012)
  25. Zhang H, Song HW, Yu HQ, Bai X, Li S, Pan GH, Dai QL, Wang T, Li WL, Lu SZ, Ren XG, Zhao HF, J. Phys. Chem. C, 111, 6527 (2007)
  26. Feng J, Zhang HJ, Chem. Soc. Rev., 42, 387 (2013)
  27. Wolf MO, Adv. Mater., 13(8), 545 (2001)
  28. Wolf MO, J. Inorg. Organomet. Polym., 16, 189 (2006)
  29. Balamurugan A, Reddy MLP, Jayakannan M, J. Phys. Chem. B, 113(43), 14128 (2009)
  30. Liu D, Wang ZG, Polymer, 49(23), 4960 (2008)
  31. Sroog CE, Prog. Polym. Sci, 16, 561 (1991)
  32. Wang DH, Lee KM, Yu ZN, Koerner H, Vaia RA, White TJ, Tan LS, Macromolecules, 44(10), 3840 (2011)
  33. Chan WK, Coord. Chem. Rev., 251, 2104 (2007)
  34. Zhang AQ, Li XD, Nah CW, Hwang KJ, Lee MH, J. Polym. Sci. A: Polym. Chem., 41(1), 22 (2003)
  35. Jin XT, Shi LJ, Li XP, Liu MQ, Lu JJ, Sun ZL, Mater. Lett., 145, 59 (2015)
  36. Jablonski Z, Rychlowska-Himmel I, Dyrek M, Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 35, 1297 (1979)
  37. Mo WL, Liu HT, Xiong H, Li M, Li GX, Appl. Catal. A: Gen., 333(2), 172 (2007)
  38. Bartl MH, Scott BJ, Huang HC, Wirnsberger G, Popitsch A, Chmelka BF, Stucky GD, Chem. Commun., 21, 2474 (2002)
  39. Tao XD, Zhang R, Gao ZG, Satoh T, Kakuchi T, Duan Q, J. Mater. Sci., 46(19), 6396 (2011)
  40. Cheng YX, Zou XW, Zhu D, Zhu TS, Liu Y, Zhang SW, Huang H, J. Polym. Sci. A: Polym. Chem., 45(4), 650 (2007)
  41. Binnemans K, Lenaerts P, Driesen K, Gorller-Walrand C, J. Mater. Chem., 14, 191 (2004)
  42. Nolasco MM, Vaz PD, Carlos LD, New J. Chem., 35, 2435 (2011)
  43. Hasegawa Y, Yamamuro M, Wada Y, Kanehisa N, Kai Y, Yanagida S, J. Phys. Chem. A, 107(11), 1697 (2003)
  44. Liu L, Lu YL, He L, Zhang W, Yang C, Liu YD, Zhang LQ, Jin RG, Adv. Funct. Mater., 15(2), 309 (2005)
  45. Ma D, Li X, Huo R, J. Mater. Chem. C, 2, 9073 (2014)
  46. Peng CY, Zhang HJ, Yu JB, Meng QG, Fu LS, Li HR, Sun LN, Guo XM, J. Phys. Chem. B, 109(32), 15278 (2005)
  47. Liu HG, Lee YI, Park SK, Jang K, Kim SS, J. Lumin., 110, 11 (2004)
  48. Li HR, Lin J, Zhang HJ, Fu LS, Meng QG, Wang SB, Chem. Mater., 14, 3651 (2002)
  49. Li Y, Yan B, Yang H, J. Phys. Chem. C, 112, 3959 (2008)