Macromolecular Research, Vol.17, No.2, 91-98, February, 2009
Synthesis and Characterization of Organic Light-Emitting Copolymers Containing Naphthalene
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Conjugated PPV-derived block copolymers containing 2-ethylhexyloxynaphthalene unit were synthesized and characterized in this study. The resulting polymers were soluble in common organic solvents and showed good thermal stabilities. The weight-average molecular weights (Mw) of the copolymers ranged from 246,000 to 475,000 with PDIs of 1.3~2.1. The optical properties of these polymers, measured both in a chloroform solution and on a film, showed a maximum absorption at 405~476 nm for Copolymers I~VIII. In the PL spectra, Copolymers
I~VIII showed maximum peaks at 510~566 nm. The HOMOs, LUMOs and band gaps of the PPV derivatives of Copolymers I~VIII were 5.30~5.77, 3.04~3.24, and 2.5~2.2 eV, respectively. The multi-layered, light-emitting diodes of ITO/PEDOT/copolymers/LiF/Al exhibited turn-on voltages of 6~2.5 V. Copolymer VIII exhibited the maximum brightness of 3,657 cd/m2. Particularly, Copolymer VII, with an identical composition of MEH-PPV and naphthalene-PPV, showed a maximum luminance efficiency and power efficiency of 2.63 cd/A and 1.06 lm/W, respectively.
- Burroughes JH, Bradley DDC, Brown AR, Marks RN, Mackay K, Friend RH, Holmes AB, et al., Nature, 347, 539 (1990)
- Brown AR, Bradley DDC, Burroughes JH, Friend RH, Greenham NC, Burn PL, Holmes AB, Kraft A, Appl. Phys. Lett., 7, 2 (1992)
- Yuan ZL, Yu ZQ, Tan ST, J. Mater. Sci., 41(18), 6103 (2006)
- Kim YH, Park SJ, Park JW, Kim JH, Kwon SK, Macromol. Res., 15(3), 216 (2007)
- Yang CH, Bhongale CJ, Chou CH, Yang SH, Lo CN, Chen TM, Hsu CS, Polymer, 48(1), 116 (2007)
- Kim YH, Shin DC, You H, Kwon SK, Polymer, 46(19), 7969 (2005)
- Kim YH, Jung SY, Jung SO, Park MH, Kwon SK, J. Polym. Sci. A: Polym. Chem., 44(16), 4923 (2006)
- Braun D, Heeer AJ, Appl. Phys. Lett., 58, 1982 (1991)
- Friend RH, Gymer RW, Holmes AB, Burroughes JH, Marks RN, Taliani C, Bradley DDC, Dos Santos DA, Bredas JL, Logdlund M, Salaneck WR, Nature, 397(6715), 121 (1999)
- Cao Y, Parker ID, Yu G, Zhang C, Heeger AJ, Nature, 397(6718), 414 (1999)
- Muller CD, Falcou A, Reckefuss N, Rojahn M, Wiederhirn V, Rudati P, Frohne H, et al., Nature, 421, 829 (2003)
- Kraft A, Grimsdale AC, Holmes AB, Angew. Chem. Int. Ed., 37, 402 (1998)
- Mitschke M, Bauerle P, J. Mater. Chem., 10, 1471 (2000)
- Bernius MT, Inbasekaran M, O'Brien J, Wu WS, Adv. Mater., 12(23), 1737 (2000)
- Lee NHS, Chen ZK, Huang W, Xu YS, Cao Y, J. Polym. Sci. A: Polym. Chem., 42(7), 1647 (2004)
- Gilch HG, Wheelwright WL, J. Polym. Sci. Part A: Polym. Chem., 4, 1337 (1966)
- Greenham NC, Moratti SC, Bradley DDC, Friend RH, Burn PL, Holmes AB, Nature, 365, 628 (1993)
- Strukelj M, Papadimitrakopoulos F, Miller TM, Rothberg LJ, Science, 267(5206), 1969 (1995)
- Kim YH, Lee HO, Lee KS, Kwon SK, Macromol. Res., 11(6), 471 (2003)
- JENEKHE SA, Adv. Mater., 7(3), 309 (1995)
- Cornil J, dos Santos DA, Crispin X, Silbey R, Bredas JL, J. Am. Chem. Soc., 120(6), 1289 (1998)
- Becker H, Spreitzer H, Ibrom K, Kreuder W, Macromolecules, 32(15), 4925 (1999)
- Shin DC, Kim YH, You H, Jin JG, Kwon SK, J. Polym. Sci. A: Polym. Chem., 42(22), 5636 (2004)
- Heo J, Park JC, Kang YJ, Kim YH, Kim JW, You H, Kwon SK, 30th PSK Fall Meeting (Korea), 28, 270 (2003)
- Onoda M, Uchida M, Ohmori Y, Yoshino K, Jpn. J. Appl. Phys., 32, 3895 (1993)
- TASCH S, GRAUPNER W, LEISING G, PU L, WAGNER MW, GRUBBS RH, Adv. Mater., 7(11), 903 (1995)
- Hanack M, Segura JL, Spreitzer H, Adv. Mater., 8(8), 663 (1996)
- Lee SJ, Ahn CH, Ko JH, Chae SY, Lee MH, Macromol. Res., 14(2), 129 (2006)
- Dottinger SE, Hohloch M, Segura JL, Steinhuber E, Hanack M, Tompert A, Oelkrug D, Adv. Mater., 9(3), 233 (1997)
- Martinez-Ruiz P, Behnisch B, Schweikart KH, Hanak M, Luer L, Oelkrug D, Chem. Eur. J., 6, 1294 (2000)
- Hirao A, Tsunoda Y, Matsuo A, Sugiyama K, Watanabe T, Macromol. Res., 14(3), 272 (2006)
- Kim YH, Shin DC, Kwon SK, Polymer, 46(13), 4647 (2005)
- Yu YJ, Lee SH, Choi DH, Jin JI, Tessler N, Macromol. Res., 15(2), 142 (2007)
- Kim YH, Shin DC, Kim HS, You H, Kwon SK, J. Polym. Sci. A: Polym. Chem., 43(24), 6515 (2005)
- Wudl F, Srdanov G, US Patent 5, 189, 136 (1993)
- Song SY, Kim KS, Lee YB, Kwak JS, Kim EK, Cho YK, Kwon SK, Zhao Q, Jung WI, Kim JJ, Kim YH, J. Appl. Polym. Sci., 110, 2009 (2008)
- Kim YH, Park JW, Shin DC, You H, Kwon SK, J. Polym. Sci. A: Polym. Chem., 45(5), 900 (2007)
- Zhao QH, Kim YH, Dang TTM, Shin DC, You H, Kwon SK, J. Polym. Sci. A: Polym. Chem., 45(3), 341 (2007)
- Kim YH, Kwon SK, J. Appl. Polym. Sci., 100(3), 2151 (2006)