Model compounds for light-emitting PPV's: Optical and structural data of substituted oligomers
Phenylene-vinylene oligomers are investigated as model compounds for the luminescent moiety of PPV-type homopolymers or copolymers having oligo(phenylenevinylene) units. Some of the rings carry substituents for improved solubility (as in PPV derivatives) and cyano groups have been substituted at var...
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Published in: | Synthetic metals Vol. 84; no. 1; pp. 637 - 638 |
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Format: | Journal Article Conference Proceeding |
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Elsevier B.V
1997
Amsterdam Elsevier Science New York, NY |
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Abstract | Phenylene-vinylene oligomers are investigated as model compounds for the luminescent moiety of PPV-type homopolymers or copolymers having oligo(phenylenevinylene) units. Some of the rings carry substituents for improved solubility (as in PPV derivatives) and cyano groups have been substituted at various positions on the vinylene linkages. For several compounds single crystals have been obtained and their structure has been resolved, which allows the spectral response to be related to molecular conformation and packing. Thin film spectra demonstrate that cyano substitution results in a considerable red shift of the emission: a more planar conformation, π-stacking and, possibly, dipolar interactions cooperate with the electronic effect of the cyano group. The use of a cyano-substituted five-ring compound in a multilayer LED was found to strongly increase the luminescence efficiency. |
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AbstractList | Phenylene-vinylene oligomers are investigated as model compounds for the luminescent moiety of PPV-type homopolymers or copolymers having oligo(phenylenevinylene) units. Some of the rings carry substituents for improved solubility (as in PPV derivatives) and cyano groups have been substituted at various positions on the vinylene linkages. For several compounds single crystals have been obtained and their structure has been resolved, which allows the spectral response to be related to molecular conformation and packing. Thin film spectra demonstrate that cyano substitution results in a considerable red shift of the emission: a more planar conformation, π-stacking and, possibly, dipolar interactions cooperate with the electronic effect of the cyano group. The use of a cyano-substituted five-ring compound in a multilayer LED was found to strongly increase the luminescence efficiency. |
Author | Gill, Richard E. Meetsma, Auke Berentschot, Geert Werts, Michel P.L. Hilberer, Alain Hadziioannou, Georges Wittmann, Jean-Claude van Hutten, Paul F. |
Author_xml | – sequence: 1 givenname: Richard E. surname: Gill fullname: Gill, Richard E. organization: Department of Polymer Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands – sequence: 2 givenname: Alain surname: Hilberer fullname: Hilberer, Alain organization: Department of Polymer Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands – sequence: 3 givenname: Paul F. surname: van Hutten fullname: van Hutten, Paul F. organization: Department of Polymer Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands – sequence: 4 givenname: Geert surname: Berentschot fullname: Berentschot, Geert organization: Department of Polymer Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands – sequence: 5 givenname: Michel P.L. surname: Werts fullname: Werts, Michel P.L. organization: Department of Polymer Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands – sequence: 6 givenname: Auke surname: Meetsma fullname: Meetsma, Auke organization: Department of Polymer Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands – sequence: 7 givenname: Jean-Claude surname: Wittmann fullname: Wittmann, Jean-Claude organization: CNRS-Institut Charles Sadron, 6 rue Boussingault, F67083 Strasbourg, France – sequence: 8 givenname: Georges surname: Hadziioannou fullname: Hadziioannou, Georges organization: Department of Polymer Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands |
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Cites_doi | 10.1002/polb.1986.090241214 10.1021/ma00117a022 10.1021/cm9601300 10.1016/0379-6779(93)91153-S 10.1016/0379-6779(93)90973-Z 10.1002/adma.19960080304 10.1016/0379-6779(90)90179-O 10.1021/ja00007a042 |
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Keywords | X-ray diffraction Electroluminescence Poly(phenylenevinylene) Photoluminescence Phenylene derivative copolymer Conjugated copolymer Optical properties Use Experimental study Oligomer Optical absorption Light emitting diode Crystalline structure |
Language | English |
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References | Gill, Meetsma, Hadziioannou (bib6) 1996; 8 Martens, Marseglia, Bradley, Friend, Burn, Holmes (bib2) 1993; 55–57 Granier, Thomas, Gagnon, Karasz, Lenz (bib1) 1986; 24 Yang, Geise, Mehbod, Debrue, Visser, Sonneveld, tDack, Gijbels (bib4) 1990; 39 Woo, Lhost, Graham, Bradley, Friend, Quattrocchi, Brédas, Schenk, Müllen (bib3) 1993; 59 Gill, Hutten, Meetsma, Hadziioannou (bib7) 1996; 8 Hilberer, Brouwer, van der Scheer, Wildeman, Hadziioannou (bib8) 1995; 28 Schenk, Gregorius, Meerholz, Heinze, Müllen (bib5) 1991; 113 Martens (10.1016/S0379-6779(96)04085-4_bib2) 1993; 55–57 Yang (10.1016/S0379-6779(96)04085-4_bib4) 1990; 39 Schenk (10.1016/S0379-6779(96)04085-4_bib5) 1991; 113 Granier (10.1016/S0379-6779(96)04085-4_bib1) 1986; 24 Hilberer (10.1016/S0379-6779(96)04085-4_bib8) 1995; 28 Gill (10.1016/S0379-6779(96)04085-4_bib7) 1996; 8 Gill (10.1016/S0379-6779(96)04085-4_bib6) 1996; 8 Woo (10.1016/S0379-6779(96)04085-4_bib3) 1993; 59 |
References_xml | – volume: 28 start-page: 4525 year: 1995 ident: bib8 publication-title: Macromolecules contributor: fullname: Hadziioannou – volume: 24 start-page: 2793 year: 1986 ident: bib1 publication-title: J. Polym. Sci., Polym. Phys. Ed. contributor: fullname: Lenz – volume: 55–57 start-page: 449 year: 1993 ident: bib2 publication-title: Synth. Met. contributor: fullname: Holmes – volume: 113 start-page: 2634 year: 1991 ident: bib5 publication-title: J. Am. Chem. Soc. contributor: fullname: Müllen – volume: 8 start-page: 1341 year: 1996 ident: bib7 publication-title: Chem. Mater. contributor: fullname: Hadziioannou – volume: 39 start-page: 137 year: 1990 ident: bib4 publication-title: Synth. Met. contributor: fullname: Gijbels – volume: 59 start-page: 13 year: 1993 ident: bib3 publication-title: Synth. Met. contributor: fullname: Müllen – volume: 8 start-page: 212 year: 1996 ident: bib6 publication-title: Adv. Mater. contributor: fullname: Hadziioannou – volume: 24 start-page: 2793 year: 1986 ident: 10.1016/S0379-6779(96)04085-4_bib1 publication-title: J. Polym. Sci., Polym. Phys. Ed. doi: 10.1002/polb.1986.090241214 contributor: fullname: Granier – volume: 28 start-page: 4525 year: 1995 ident: 10.1016/S0379-6779(96)04085-4_bib8 publication-title: Macromolecules doi: 10.1021/ma00117a022 contributor: fullname: Hilberer – volume: 8 start-page: 1341 year: 1996 ident: 10.1016/S0379-6779(96)04085-4_bib7 publication-title: Chem. Mater. doi: 10.1021/cm9601300 contributor: fullname: Gill – volume: 59 start-page: 13 year: 1993 ident: 10.1016/S0379-6779(96)04085-4_bib3 publication-title: Synth. Met. doi: 10.1016/0379-6779(93)91153-S contributor: fullname: Woo – volume: 55–57 start-page: 449 year: 1993 ident: 10.1016/S0379-6779(96)04085-4_bib2 publication-title: Synth. Met. doi: 10.1016/0379-6779(93)90973-Z contributor: fullname: Martens – volume: 8 start-page: 212 year: 1996 ident: 10.1016/S0379-6779(96)04085-4_bib6 publication-title: Adv. Mater. doi: 10.1002/adma.19960080304 contributor: fullname: Gill – volume: 39 start-page: 137 year: 1990 ident: 10.1016/S0379-6779(96)04085-4_bib4 publication-title: Synth. Met. doi: 10.1016/0379-6779(90)90179-O contributor: fullname: Yang – volume: 113 start-page: 2634 year: 1991 ident: 10.1016/S0379-6779(96)04085-4_bib5 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00007a042 contributor: fullname: Schenk |
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SubjectTerms | Applied sciences Electrical, magnetic and optical properties Electroluminescence Exact sciences and technology Organic polymers Photoluminescence Physicochemistry of polymers Poly(phenylenevinylene) Properties and characterization X-ray diffraction |
Title | Model compounds for light-emitting PPV's: Optical and structural data of substituted oligomers |
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