Synthesis 2002(9): 1261-1267
DOI: 10.1055/s-2002-32528
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Optical Properties of Poly[(2-alkoxy-5-methyl-1,3-phenylene­ethynylene)-alt-(1,3-phenyleneethynylene)]s

Qinghui Chu, Yi Pang*
Department of Chemistry & Center for High Performance Polymers and Composites, Clark Atlanta University, Atlanta, Georgia 30314, U.S.A.
e-Mail: ypang@cau.edu;
Further Information

Publication History

Received 2 March 2002
Publication Date:
28 June 2002 (online)

Abstract

A few examples of poly(m-phenyleneethynylene)s 6 and 9 have been synthesized via Heck-coupling reaction. With the aid of the model compound, the optical band structures of the electronic absorption and emission spectra have been characterized by using UV-Vis and fluorescence spectroscopy at variable temperatures. While both polymers 6 and 9 are blue-emitting in the solid state, the solution quantum efficiency of the former (φfl ≈ 0.34) is about twice as higher as that of the latter (φfl ≈ 0.15).

    References

  • 1 Kraft A. Grimsdale AC. Holmes AB. Angew. Chem. Int. Ed.  1998,  37:  402 
  • 2 McQuade DT. Pullen AE. Swager TM. Chem. Rev.  2000,  100:  2537 
  • 3 McGehee MD. Heeger AJ. Adv. Mater.  2000,  12:  1655 
  • 4 Burroughes JH. Bradley DDC. Brown AR. Marks RN. Mackay K. Friend RH. Burn PL. Holmes AB. Nature  1990,  347:  539 
  • 5 Bunz UHF. Chem. Rev.  2000,  100:  1605 
  • Some recent reports are as follows:
  • 6a Schmitz C. Posch P. Thelakkat M. Schmidt H.-W. Montali A. Feldman K. Smith P. Weder C. Adv. Funct. Mater.  2001,  11:  41 
  • 6b Pschirer NG. Miteva T. Evans U. Roberts RS. Marshall AR. Neher D. Myrick ML. Bunz UHF. Chem. Mater.  2001,  13:  2691 
  • A few recent examples are as follow:
  • 7a Kang B. Kim D. Lim S. Kim J. Seo M. Bark K. Shin S. Nahm K. Macromolecules  1997,  30:  7196 
  • 7b Pang Y. Li J. Hu B. Karasz FE. Macromolecules  1998,  31:  6730 
  • 7c Miura Y. Ushitani Y. Macromolecules  1993,  26:  7079 
  • 7d Mangel T. Eberhardt A. Scherf U. Bunz UHF. Müllen K. Macromol. Rapid Commun.  1995,  16:  571 
  • 8 Prince RB. Saven JG. Wolynes PG. Moore JS. J. Am. Chem. Soc.  1999,  121:  3114 
  • 9 Trumbo DL. Marvel CS. J. Polym. Sci., Part A: Polym. Chem.  1986,  24:  2311 
  • 10 Liao L. Pang Y. Ding L. Karasz FE. Macromolecules  2001,  34:  7300 
  • 11 Wegner G. Müllen K. In Electronic Materials: The Oligomer Approach   Wiley-VCH; Weinheim: 1997. 
  • 12 Tsuiji J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis   John Wiley & Sons; New York: 1996.  p.168-178  
  • 13 Kasha M. Rawls HR. Photochem. Photobiol.  1968,  7:  561 
  • 14 Demas JN. Crosby GA. J. Phys. Chem.  1971,  75:  991 
  • 15a Perkampus H.-H. In UV-Vis Spectroscopy and Its Applications   Springer-Verlag; Berlin: 1992.  Chapter 8.
  • 15b Downs AJ. In Low Temperature Molecular Spectroscopy   Vol. 483:  NATO ASI Ser C. Kluwer Academic; Dordrecht: 1996.  Chapter 1.
  • 16 Lakowicz JR. In Principles of Fluorescence Spectroscopy   Kluwer Academic; New York: 1999.  2nd ed.. p.198 
  • 17 Hercules DM. Rogers LB. J. Phys. Chem.  1960,  64:  397 
  • 18 Burger A. Wilson EL. Brindley CO. Bernheim F. J. Am. Chem. Soc.  1945,  67:  1416 
  • 19 Kawase T. Ueda N. Darab HR. Oda M. Angew. Chem., Int. Ed. Engl.  1996,  35:  1556 
  • 20 Liao L. Pang Y. J. Mater. Chem.  2001,  11:  3078