Abstract
A series of inert and photo-stable Er(III)-encapsulated complexes based on β-extended dendritic anthracene ligands bearing G3-aryl-ether dendron ([G3-AnX]-CO2H), which retain different π-bridging systems, such as single (X= S), double (X= D) and triple (X= T) bonds was designed and synthesized to establish the structure-property relationship. The near infrared emission intensities of Er(III)-encapsulated complexes were enhanced dramatically by increasing the π-conjugated extension of anthracene ligands. The time-resolved luminescence spectra show monoexponential decays with a lifetime of 2.0∼2.4 ms for Er3+ ions in thin films, and calculated intrinsic quantum yields of Er3+ ions are in the range of 0.025∼0.03%. As a result, all Er(III)-encapsulated dendrimer complexes exhibit the near IR emission with the following order: Er3+-[G3-AnD]3(terpy) > Er3+-[G3-AnS]3(terpy) ≈ Er3+-[G3-AnT]3(terpy), because Er3+-[G3-AnD]3(terpy) has a higher relatively spectral overlap J value and energy transfer efficiency. In addition, the lack of detectable phosphorescence and no significant spectral dependence of the π-extended anthracene moieties on the solvent polarity support energy transfer from their singlet state to the central Er3+ ion taking place in Er3+-[G3-AnX]3(terpy).
Similar content being viewed by others
References
H. K. Kim, S.-G. Roh, K.-S. Hong, J.-W. Ka, N. S. Baek, J. B. Oh, M. K. Nah, Y. H. Cha, and J. Ko,Macromol. Res.,11, 133 (2003) and see references cited therein. (b) H. K. Kim, J. B. Oh, N. S. Baek, S.-G. Roh, M. K. Nah, and Y. H. Kim,Bull. Korean Chem. Soc.,26, 201 (2005).
K. Kuriki, Y. Koike, and Y. Okamoto,Chem. Rev.,102, 2347 (2002).
L. H. Sloff, A. van Blaaderen, A. Polman, G. A. Hebbink, S. I. Klink, F. C. J. M. Van Veggel, D. N. Reinhoudt, and J. W. Hofstraat,J. Appl. Phys.,91, 3955 (2002).
T. Oyamada, Y. Kawamura, T. Koyama, H. Sasabe, and C. Adachi,Adv. Mater.,16, 1082 (2004).
T.-S. Kang, B. S. Harrison, T. J. Foley, A. S. Knefely, J. M. Boncella, J. R. Reynolds, and K. S. Schanze,Adv. Mater.,15, 1093 (2003).
S. I. Klink, L. Grave, D. N. Reinhoudt, F. C. J. M. van Veggel, M. H. V. Werts, F. A. J. Geurts, and J. W. Hofstraat,J. Phys. Chem. A,104, 5457 (2000).
Y. H. Kim, N. S. Baek, J. B. Oh, N. K. Nah, S.-G. Roh, B. J. Song, and H. K. Kim,Macromol. Res.,15, 272 (2007).
M. Kawa and J. M. J. Fréchet,Chem. Mater.,10, 286 (1998). (b) Y. W. Chung, B. I. Lee, and B. K. Cho,Macromol. Res.,16, 113 (2008).
V. Balzani, S. Campagna, G. Denti, A. Juris, S. Serroni, and M. Venturi,Acc. Chem. Res.,31, 26 (1998).
D.-L. Jiang and T. Aida,J. Am. Chem. Soc.,120, 10895 (1998).
A. Adronov and J. M. J. Fréchet,Chem. Commun., 1701 (2000).
X. Zhou, D. S. Tyson, and F. N. Castellano,Angew. Chem. Int. Ed.,39, 4301 (2000).
(13) A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming,J. Am. Chem. Soc.,122, 1175 (2000).
V. Balzani, P. Ceroni, A. Juris, M. Venturi, S. Campagna, F. Puntoriero, and S. Serroni,Coord. Chem. Rev.,219, 545 (2001).
V. Vicinelli, P. Ceroni, M. Maestri, V. Balzani, M. Gorka, and F. Vögtle,J. Am. Chem. Soc.,124, 6461 (2002).
M. Kawaand T. Takahagi,Chem. Mater.,16, 2282 (2004). (b) C. Pitois, A. Hult, and M. Lindgren,J. Lumin.,111, 265 (2005).
J. B. Oh, Y. H. Kim, M.-K. Nah, and H. K. Kim,J. Lumin.,111, 255 (2005). (b) J. B. Oh, M.-K. Nah, Y. H. Kim, M. S. Kang, J.-W. Ka, and H. K. Kim,Adv. Funct. Mater.,17, 413 (2007).
N. S. Baek, Y. H. Kim, S.-G. Roh, B. K. Kwak, and H. K. Kim,Adv. Funct. Mater.,16, 1873 (2006). (b) N. S. Baek, Ph.D. thesis, Hannam University (2006).
C. J. Hawker and J. M. J. Fréchet,J. Am. Chem. Soc.,112, 7638 (1990).
Y.-J. Miao and G. C. Bazan,Macromolecules,30, 7414 (1997).
N. S. Baek, H. K. Kim, E. H. Chae, B. H. Kim, and J.-H. Lee,Macromolecules,35, 9282 (2002). (b) M. J Cho, T. W. Lee, H. S. Kim, J.-I. **, D. H. Choi, Y. M. Kim, and B.-K. Ju,Macromol. Res.,15, 595 (2007).
E. E. Nesterov, Z. Zhu, and T. M. Swager,J. Am. Chem. Soc.,127, 10083 (2005).
N. S. Baek, M. K. Nah, Y. H. Kim, S.-G. Roh, and H. K. Kim,Bull. Korean Chem. Soc.,25, 443 (2004). (b) H. K. Kim, S.-G. Roh, J.-W. Ka, Y. H. Kim, M. K. Nah, J. B. Oh, and N. S. Baek,International PCT WO 092185 A1 (2004).
J. B. Oh, K. L. Paik, J.-W. Ka, S.-G. Roh, M.-K. Nah, and H. K. Kim,Mat. Sci. Eng. C,24, 257 (2004). (b) S.-G. Roh, J. B. Oh, M. K. Nah, N. S. Baek, Y. Lee, and H. K. Kim,Bull. Korean Chem. Soc.,25, 1503 (2004).
S.-G. Roh, M. K. Nah, J. B. Oh, N. S. Baek, and H. K. Kim,Polyhedron,24, 137 (2005). (b) K. Nakamoto, inInfrared and Raman Spectra of Inorganic and Coordination Compounds. Part B: Application in Coordination, Organometallic and Bioinorganic Chemistry, 5th edn., John Wiley & Sons New York, 1997.
D. F. Eaton,Pure. Appl. Chem.,60, 1107 (1988).
B. M. Krasovitskii and B. M. Bolotin, inOrganic Luminescent Materials, VCH, Weinheim, 1988. (b) J. R. Lakowicz, inPrinciples of Fluorescence Spectroscopy, 2nd edn., Kluwer Adademic/Plenum, New York, 1999. (c) E. P. Kirby and R. F. Steiner,J. Phys. Chem.,74, 4480 (1970).
G. A. Hebbink, L. Grave, L. A. Worldering, D. N. Reinhoudt, and F. C. J. M. van Veggel,J. Phys. Chem. A,107, 2483 (2003).
Y. H. Kim, N. S. Baek, and H. K. Kim,Chem. Phys. Chem.,7, 213 (2006).
N. S. Baek, Y. H. Kim, and H. K. Kim,Bull. Korean Chem. Soc.,27, 1729 (2006).
S. W. Magennis, A. J. Ferguson, T. Bryden, T. S. Jones, A. Beeby, and I. D. W. Samual,Synth. Met.,138, 463 (2003). (b) M. Weber,J. Phys. Rev.,171, 283 (1968).
A. Polman,J. Appl. Phys.,82, 1 (1997).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Baek, N.S., Kim, Y.H., Roh, SG. et al. Novel Erbium(III)-encapsulated complexes based on π-extended anthracene ligands bearing G3-aryl-ether dendron: synthesis and photophysical studies. Macromol. Res. 17, 672–681 (2009). https://doi.org/10.1007/BF03218927
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF03218927