Skip to main content
Log in

Fluorogenic detection of Hg2+, Cd2+, Fe2+, Pb2+ cations in aqueous media by means of an acrylamide-acrylic acid copolymer chemosensor with pendant rhodamine-based dyes

  • Original Paper
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

Abstract

A monomer 1-acrolyl-2-rhodamine 6G hydrazide (AR6GH) was synthesized by the heterogeneous reaction of acryloyl chloride with rhodamine 6G hydrazide (R6GH) and characterized by 1H NMR, FTIR and elememtal analyses. Then it was micellar copolymerized with acrylamide (AM), acrylic acid (AA) to obtain a water-soluble fluorescent copolymers (poly(AM-AA-AR6GH)) which were characterized by the method of FTIR and 1H NMR. The viscosity average molecular weight M η of poly(AM-AA) and poly(AM-AA-AR6GH)s were 1.76 × 106, 8.58 × 104 and 7.68 × 104 g/mol, respectively. The fluorescent characteristic of the aqueous solutions of copolymers was investigated both in varied pH and in the presence of metal cations. The poly(AM-AA-AR6GH) was found to be a selective chemosensor for Hg2+, Cd2+, Fe2+, Pb2+ ions. Obvious fluorescence enhancement was due to the photophysical response of the copolymer to the presence of Hg2+, Cd2+, Fe2+, or Pb2+ ions. In addition, the ability of the copolymer to detect different metal cations (Ag+, Ba2+, Co2+, Cd2+, Cr3+, Cu2+, Fe2+, Fe3+, Hg2+, K+, Mg2+, Mn2+, Na+, Ni2+, Pb2+, Zn2+) in aqueous solution was studied. The results suggest that copolymer may offer potential application for sensors of Hg2+, Cd2+, Fe2+, or Pb2+ ions in aqueous solution.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Scheme 2
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Kim HN, Guo ZQ, Zhu WH, Yoon JY, Tian H (2011) Chem Soc Rev 40:79

    Article  CAS  Google Scholar 

  2. Gunnlaugsson T, Glynn M, Tocci GM, Kruger PE, Pfeffer FM (2006) Coord Chem Rev 250:3094

    Article  CAS  Google Scholar 

  3. Wang Y, Wu HQ, Luo J, Liu XY (2012) React Funct Polym 72:169

    Article  CAS  Google Scholar 

  4. Beija M, Afonso CAM, Martinho JMG (2009) Chem Soc Rev 38:2410

    Article  CAS  Google Scholar 

  5. Yang H, Zhou ZG, Huang KW, Yu MX, Li FY, Yi T, Huang CH (2007) Org Lett 9(23):4729

    Article  CAS  Google Scholar 

  6. Huang W, Wu DY, Wu GH, Wang ZQ (2012) Dalton Trans 41:2620

    Article  CAS  Google Scholar 

  7. Wu DY, Wang ZQ, Wu GH, Huang W (2012) Mater Chem Phys 137:428

    Article  CAS  Google Scholar 

  8. Huang W, Wu DY, Duan CY (2010) Inorg Chem Commun 13:294

    Article  CAS  Google Scholar 

  9. Wu GH, Wang DX, Wu DY, Gao Y, Wang ZQ (2009) J Chem Sci 121(4):543

    Article  CAS  Google Scholar 

  10. Huang W, Zhu X, Wu DY, He C, Hu XY, Duan CY (2009) Dalton Trans 10457

  11. Kaoutit HE, Estévez P, Ibeas S, García FC, Serna F, Benabdelouaha FB, García JM (2013) Dyes Pigments 96:414

    Article  Google Scholar 

  12. Luo J, Jiang S, Qin S, Wu H, Wang Y, Jiang J et al (2011) Sens Actuators B: Chem 160:1191

    Article  CAS  Google Scholar 

  13. Vallejos S, Estévez P, García FC, Serna F, Peña JL, García JM (2010) Chem Commun 46:7951

    Article  CAS  Google Scholar 

  14. Vallejos S, El Kaoutit H, Estévez P, García FC, Serna F, Peña JL et al (2011) Polym Chem 2:1129

    Article  CAS  Google Scholar 

  15. He F, Feng F, Wang S, Li Y, Zhu F (2007) J Mater Chem 17:3702

    Article  CAS  Google Scholar 

  16. Feng X, Liu L, Wang S, Zhu D (2010) Chem Soc Rev 39:2411

    Article  CAS  Google Scholar 

  17. Wang BY, Guan XL, Hu YL, Su ZX (2008) J Polym Res 15:427

    Article  CAS  Google Scholar 

  18. Liu YH, Meng LZ, Lu XJ, Zhang LF, He YB (2008) Polym Adv Technol 19:137

    Article  CAS  Google Scholar 

  19. Itaya T, Honda T, Kusumoto N, Matsumoto A, Inoue K (2003) Polym 44:2927

    Article  CAS  Google Scholar 

  20. Kalogianni A, Pefkianakis E, Stefopoulos A, Bokias G, Kallitsis JK (2010) J Polym Sci B Polym Phys 48:2078

    Article  CAS  Google Scholar 

  21. Shiraishi Y, Miyamoto R, Hira T (2008) J Photoch Photobio A 200:432

    Article  CAS  Google Scholar 

  22. Tiera MJ, Oliveira VAD, Burrows HDM, Miguel DG, Neumann MG (1998) Colloid Polym Sci 276:206

    Article  CAS  Google Scholar 

  23. Niamsa N, Kaewtong C, Srinonmuang W, Wanno B, Pulpokab B, Tuntulani T (2013) Polym Chem 4:3039

    Article  CAS  Google Scholar 

  24. Hill A, Candau F, Selb J (1993) Macromol 26:4521

    Article  CAS  Google Scholar 

  25. Geoffrey LS, McCormick CL (2001) Macromol 34:5579

    Article  Google Scholar 

  26. Geoffrey LS, McCormick CL (2001) Macromol 34:918

    Article  Google Scholar 

  27. Yang XF, Guo XQ, Zhao YB (2002) Talanta 57:883

    CAS  Google Scholar 

  28. Huang KW, Yang H, Zhou ZG et al (2008) Org Lett 10:2557

    Article  CAS  Google Scholar 

  29. Virginie D, Francis F, Anthony WC (1997) J Am Chem Soc 119:7386

    Article  Google Scholar 

  30. Gawdzik B, Kovtun O (2005) J Appl Polym Sci 98:2461

    Article  CAS  Google Scholar 

  31. Kim KN, Choi MG, Noh JH, Ahn S, Chang SK (2008) Bull Korean Chem Soc 29(3):571

    Article  Google Scholar 

  32. Zheng H, Qian ZH, Xu L, Yuan FF, Lan LD, Xu JG (2006) Org Lett 8(5):859

    Article  CAS  Google Scholar 

  33. Shang GQ, Gao X, Chen MX, Zheng H, Xu JG (2008) J Fluoresc 18:1187

    Article  CAS  Google Scholar 

  34. Yu MX, Shi M, Chen ZG, Li FY, Li XX, Gao YH, Xu J, Yang H, Zhou ZG, Yi T, Huang CH (2008) Chem Eur J 14(23):6892

    Article  CAS  Google Scholar 

  35. Zhou ZG, Yu MX, Yang H, Huang KW, Li FY, Yi T, Huang CH (2008) Chem Comm 29:3387

    Article  Google Scholar 

  36. Sikdar A, Panja SS, Biswas P, Roy S (2012) J Fluoresc 22:443

    Article  CAS  Google Scholar 

  37. Stephen AE, McCormick CL (1992) Macromol 25:1881

    Article  Google Scholar 

  38. Wei X, Hamley IW, Castelletto V et al (2004) Eur Polym J 40:47

    Article  Google Scholar 

  39. Smith GL, McCormick CL (1998) Polym Prepr 39(1):310

    CAS  Google Scholar 

  40. General Administration of Quality Supervision, Inspection and Quarantine of the People’s Republic of China (AQSIQ). The Quality Inspection Standard of the People’s Republic of China GB12005.1–1989

  41. Zhou P, Meng QT, He GJ, Wu HM, Duan CY, Quan X (2009) J Environ Monit 11:648

    Article  CAS  Google Scholar 

  42. Yan FY, Cao DL, Wang M, Yang N, Yu QH, Dai LF, Chen L (2012) J Fluoresc 22:1249

    Article  CAS  Google Scholar 

  43. Zhang D, Wang M, Chai MM, Che XP, Ye Y, Zhao YF (2012) Sens Actuators B: Chem 168:200

    Article  CAS  Google Scholar 

  44. Tang LJ, Li Y, Nandhakumar R, Qian JH (2010) Monatsh Chem 141:615

    Article  CAS  Google Scholar 

  45. Ma XI, Liu J, Du YG, Wei GH, Wei DB (2012) Scien China Chem 55(4):626

    Article  CAS  Google Scholar 

  46. Yang XF, Liu P, Wang LP, Zhao ML (2008) J Fluoresc 18:453

    Article  CAS  Google Scholar 

  47. Grabchev I, Dumas S, Chovelon JM (2008) Polym Adv Technol 19:316

    Article  CAS  Google Scholar 

  48. Li NJ, Xu QF, Xia XW, Wang LH, Lu JM, Wen XW (2009) Mater Chem Phys 114:339

    Article  CAS  Google Scholar 

  49. Grabchev I, Sali S, Betcheva R, Gregoriou V (2007) Eur Polym J 43:4297

    Article  CAS  Google Scholar 

  50. Kaya İ, Kama M (2012) J Fluoresc 23(1):115

    Article  Google Scholar 

  51. Wang BY, Liu XY, Ding SL, Su ZX (2011) J Polym Res 18:1315

    Article  CAS  Google Scholar 

  52. Jeon YM, Kim BH, Kim JG, Gong MS (2006) Macromol Res 14(6):663

    Article  CAS  Google Scholar 

  53. Luo J, Jiang SS, Qin SH, Wu HQ, Wang Y, Jiang JQ, Liu XY (2011) Sens Actuators B: Chem 160:1191

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are thankful for the financial support from National Natural Science Foundation of China (21001007, 21001008, 21171008).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Tong-Mou Geng or Da-Yu Wu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Geng, TM., Wu, DY., Huang, W. et al. Fluorogenic detection of Hg2+, Cd2+, Fe2+, Pb2+ cations in aqueous media by means of an acrylamide-acrylic acid copolymer chemosensor with pendant rhodamine-based dyes. J Polym Res 21, 354 (2014). https://doi.org/10.1007/s10965-013-0354-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-013-0354-7

Keywords

Navigation