Photophysical Properties of a Conjugated Poly(1-dodecyl-2,5-pyrrylene vinylene)

Chang-Shik Choi; In Tae Kim; Sang Woo Lee; Ha Hyeong Lee; Young Nam Lee; Ki-Seok Jeon; Ki-Hwan Lee; Nack-Do Sung; Mun-Jae Kil; Yong-Ill Lee

Macromolecular Research, Vol.12, No.3, 322-324, June, 2004

Chang-Shik Choi^†, In Tae Kim¹, Sang Woo Lee¹, Ha Hyeong Lee¹, Young Nam Lee¹, Ki-Seok Jeon², Ki-Hwan Lee², Nack-Do Sung³, Mun-Jae Kil³, and Yong-Ill Lee⁴

Research Institute for Basic Science, Kongju National University, Kongju 314-701, Korea
¹Department of Chemistry, Kwangwoon University, 447-1 Wolgye, Nowon Seoul 139-701, Korea
²Department of Chemistry, Kongju National University, Kongju 314-701, Korea
³Department of Agricultural Chemistry, Research Center for Transgenic Cloned Pig, Chungnam National University, Daejon 305-764, Korea
⁴Department of Chemistry, Changwon National University, Changwon 641-773, Korea

E-mail:

Poly(1-dodecyl-2,5-pyrrylene vinylene) (PDPV) has an extended π-conjugated structure and exhibits characteristic spectroscopic features. The PDPV we prepared has an absorption maximum at 510 nm and its long absorption tail at ca. 750 nm in methylene chloride is due to the long π-conjugated system connected to vinyl group. The large red-shift of emission was 625 nm upon excitation at 480 nm, which suggests the existence of a low emissive state. The emission of PDPV in less-polar solvents decreased markedly relative to that in the more-polar solvents; this observation was ascribed possibly to quenching by a strong vibrational mode of the dodecyl groups of PDPV in less-polar solvents. Furthermore, the emission from the high-energy side had a single decay component (0.1 ns, 49.96%), while that from the low-energy side had two components (0.6 ns, 27.1%; 2.7 ns, 22.87%). We characterized the redox properties of PDPV by cyclic voltammetry. Every redox peak showed irreversible behavior; the oxidation peaks appeared at 1.7, 0.8, and 0.6 V and the reduction peak at -0.5 V.

Keywords:PDPV;π-conjugated structure;absorption;emission;time-resolved emission spectroscopy;redox properties.

[References]

Skotheim TJ, Handbook of Conducting Polymer, Ed., Marcel Dekker, New York (1986)
Lee JY, Park DW, Lim JO, Macromol. Res., 11(6), 481 (2003)
Park JC, Kim JS, Jung DH, Macromol. Res., 10(4), 181 (2002)
Kittlesen GP, White HS, Wrighton MS, J. Am. Chem. Soc., 106, 7389 (1984)
Lee JY, Lee H, Korea Polym. J., 5(4), 207 (1997)
Kudoh Y, Tsuchiya S, Kojima T, Fukuyama M, Yoshimura S, Synth. Met., 41-43, 1133 (1991)
Krings LHM, Hyvinga EE, Donkers JJTM, Vork FTA, Synth. Met., 54, 453 (1993)
Smela E, Inganas O, Lundstrom I, Science, 268(5218), 1735 (1995)
Kunugi Y, Nigorikawa K, Harima Y, Yamashita K, J. Chem. Soc.-Chem. Commun., 873 (1994)
Charlestworth JM, Partridge AC, Carrard N, J. Phys. Chem., 97, 5418 (1993)
Baughman RH, Synth. Met., 78, 339 (1996)
Gao J, Heeger AJ, Lee JY, Kim CY, Synth. Met., 82, 221 (1996)
Kim IT, Elsenbaumer RL, Macromolecules, 33(17), 6407 (2000)
It is considered that the absorption band of PDPV shows at the longer wavelength in less polar solvent and the emission band of PDPV shows also at the longer wavelength as a symmetric pattern compared to absorption band because of the stabilizationof PDPV by hydrophobic interaction between PDPV with dodecyl long chain group and molecules of less polar solvent, although it can not be excluded that π-conjugated main chain of PDPV is more extended in good solvent and it shrinked in poor solvent.
Kim IT, Lee SW, Elsenbaumer RL, Synth. Met., in press (2004)

[Referenced By]

[1] Skotheim TJ, Handbook of Conducting Polymer, Ed., Marcel Dekker, New York (1986)

[2] Lee JY, Park DW, Lim JO, Macromol. Res., 11(6), 481 (2003)

[3] Park JC, Kim JS, Jung DH, Macromol. Res., 10(4), 181 (2002)

[4] Kittlesen GP, White HS, Wrighton MS, J. Am. Chem. Soc., 106, 7389 (1984)

[5] Lee JY, Lee H, Korea Polym. J., 5(4), 207 (1997)

[6] Kudoh Y, Tsuchiya S, Kojima T, Fukuyama M, Yoshimura S, Synth. Met., 41-43, 1133 (1991)

[7] Krings LHM, Hyvinga EE, Donkers JJTM, Vork FTA, Synth. Met., 54, 453 (1993)

[8] Smela E, Inganas O, Lundstrom I, Science, 268(5218), 1735 (1995)

[9] Kunugi Y, Nigorikawa K, Harima Y, Yamashita K, J. Chem. Soc.-Chem. Commun., 873 (1994)

[10] Charlestworth JM, Partridge AC, Carrard N, J. Phys. Chem., 97, 5418 (1993)

[11] Baughman RH, Synth. Met., 78, 339 (1996)

[12] Gao J, Heeger AJ, Lee JY, Kim CY, Synth. Met., 82, 221 (1996)

[13] Kim IT, Elsenbaumer RL, Macromolecules, 33(17), 6407 (2000)

[14] It is considered that the absorption band of PDPV shows at the longer wavelength in less polar solvent and the emission band of PDPV shows also at the longer wavelength as a symmetric pattern compared to absorption band because of the stabilizationof PDPV by hydrophobic interaction between PDPV with dodecyl long chain group and molecules of less polar solvent, although it can not be excluded that π-conjugated main chain of PDPV is more extended in good solvent and it shrinked in poor solvent.

[15] Kim IT, Lee SW, Elsenbaumer RL, Synth. Met., in press (2004)