FLUORESCENCE STUDIES OF POLY(P-PHENYLENEETHYNYLENE)S - THE EFFECT OF ANTHRACENE SUBSTITUTION

被引:302
作者
SWAGER, TM [1 ]
GIL, CJ [1 ]
WRIGHTON, MS [1 ]
机构
[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139
关键词
D O I
10.1021/j100014a003
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The poly(p-phenylezthynylene) molecules, PI-PIII, synthesized by a palladium-catalyzed cross-coupling reaction of diiodobenzene derivatives and derivatives of 1,4-diethynylbenzene, are highly luminescent materials. The polymers are soluble by virtue of the -OC16H33 groups introduced on the aromatic rings and by controlling their molecular weight. The fluorescent quantum yields are between 0.35 and 0.40 depending on the material. The excited-state Lifetimes of the polymers are 1-2 ns, slightly shorter than that of the model compound, 1,4-diphenylethynyl-2,5-dibutoxybenzene, which has a lifetime of 3 ns. Incorporation of anthracene, coupled at the 9,10-positions by using 9,10-bibromoanthracene, into the polymer backbone decreases the quantum yield to between 0.05 and 0.27 depending on the anthracene content. In addition, low-energy electronic transitions and longer wavelength emission bands associated with the anthracene group are produced. The polymers harvest optical energy and transfer it to the anthracene resulting in emission from this chromophore. In the case where only terminal anthracene units, introduced by using 9-bromo-10-phenylethynylanthracene, are present, the process is very efficient with >95% of the energy being transferred to the end groups.
引用
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页码:4886 / 4893
页数:8
相关论文
共 44 条
  • [1] ASKARI SH, 1989, POLYM PREPR, V30, P157
  • [2] SINGLET ENERGY-TRANSFER IN A 1-NAPHTHYL METHACRYLATE-9-VINYLANTHRACENE COPOLYMER
    ASPLER, JS
    HOYLE, CE
    GUILLET, JE
    [J]. MACROMOLECULES, 1978, 11 (05) : 925 - 929
  • [3] BALLAUFF M, 1986, MAKROMOL CHEM-RAPID, V7, P407
  • [4] RIGID ROD POLYMERS HAVING FLEXIBLE SIDE-CHAINS .3. STRUCTURAL INVESTIGATIONS ON A NOVEL LAYERED MESOPHASE FORMED BY THERMOTROPIC POLY(1,4-PHENYLENE-2,5-DIALKOXY TEREPHTHALATE)S
    BALLAUFF, M
    SCHMIDT, GF
    [J]. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1987, 147 : 163 - &
  • [5] Billmeyer F. W., 1984, TXB POLYM SCI
  • [6] LIGHT-EMITTING-DIODES BASED ON CONJUGATED POLYMERS
    BURROUGHES, JH
    BRADLEY, DDC
    BROWN, AR
    MARKS, RN
    MACKAY, K
    FRIEND, RH
    BURN, PL
    HOLMES, AB
    [J]. NATURE, 1990, 347 (6293) : 539 - 541
  • [7] SPECTROSCOPY AND ELECTROCHEMISTRY OF LANGMUIR-BLODGETT-FILMS FORMED FROM RIGID ROD OLIGOIMIDES
    CAMMARATA, V
    ATANASOSKA, L
    MILLER, LL
    KOLASKIE, CJ
    STALLMAN, BJ
    [J]. LANGMUIR, 1992, 8 (03) : 876 - 886
  • [8] SYNTHESIS OF A SOLUBLE NONACENETRIQUINONE VIA A BISISOBENZOFURAN
    CHRISTOPFEL, WC
    MILLER, LL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (22) : 4169 - 4175
  • [9] SOLUBLE OLIGOIMIDE MOLECULAR LINES WHICH HAVE PERSISTENT POLY(ANION RADICALS) AND POLY(DIANIONS)
    DIETZ, TM
    STALLMAN, BJ
    KWAN, WSV
    PENNEAU, JF
    MILLER, LL
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (05) : 367 - 369
  • [10] DURAN R, 1988, MACROMOLECULES, V21, P2879