DOI: 10.1002/macp.200500068. Electroluminescent and Photovoltaic Properties of the Crosslinkable Poly(phenylene vinylene) Derivative with Side Chains Containing Vinyl Groups

Electroluminescent and Photovoltaic Properties of the Crosslinkable Poly(phenylene vinylene) Derivative with Side Chains Containing Vinyl Groups

10.1002/macp.200500068

Crossref journal-article

Wiley

Macromolecular Chemistry and Physics (311)

Abstract

AbstractSummary: The photoluminescence (PL), electroluminescence (EL), and photovoltaic properties of a poly(phenylene vinylene) derivative with its side chains containing vinyl groups, poly[(2,5‐bis‐allyloxyphenylene vinylene)‐co‐(2‐methoxy‐5‐(2′‐ethylhexyloxy)phenylene vinylene)] (A‐PPV) are reported. A‐PPV with the active vinyl units in the end of its side chains can be crosslinked either by UV light irradiation or heating. The crosslinking does not change the color of light emitted from the A‐PPV polymer light‐emitting diode (PLED). FTIR confirms that the photo/heating‐induced crosslinking does not damage the conjugation of polymer at all. However, the PL and EL efficiency of A‐PPV decreased upon photoirradiation due to the existence of residual radicals in the solid‐state film. The relatively stable radicals function as a trap that quenches the luminescence. The blend of A‐PPV and noncrosslinkable polymer, poly(2‐methyloxy‐5‐ethylhexyloxyl‐1,4‐phenylene vinylene) (MEH‐PPV) was employed in the fabrication of PLEDs, and the PLED shows improved performance with a luminous efficiency of >1 cd · A−1. The blend keeps the advantage of crosslinkability of the polymers and lessens the effects of the photo‐produced radicals. The photovoltaic cells comprised of A‐PPV and C60 were fabricated and the energy conversion efficiency of the devices with and without UV treatment was similar, both around 0.3%. The UV irradiation on the blend film with C60 seems resistant to the residual radicals.The I‐V, L‐V plot of PLEDs with A‐PPV treated by UV light.magnified imageThe I‐V, L‐V plot of PLEDs with A‐PPV treated by UV light.

Bibliography

Yang, C., Hou, J., Zhang, B., Zhang, S., He, C., Fang, H., Ding, Y., Ye, J., & Li, Y. (2005). Electroluminescent and Photovoltaic Properties of the Crosslinkable Poly(phenylene vinylene) Derivative with Side Chains Containing Vinyl Groups. Macromolecular Chemistry and Physics, 206(13), 1311â1318. Portico.

Authors 9

Chunhe Yang (first)
Jianhui Hou (additional)
Bin Zhang (additional)
Shaoqing Zhang (additional)
Chang He (additional)
Huan Fang (additional)
Yuqin Ding (additional)
Jianping Ye (additional)
Yongfang Li (additional)

References 32 Referenced 24

10.1038/16393
10.1038/scientificamerican0204-76
10.1038/nature02498
10.1063/1.122533
10.1002/(SICI)1521-3773(19980302)37:4<402::AID-ANIE402>3.0.CO;2-9
{'key': 'e_1_2_6_6_2', 'volume-title': 'Handbook of Organic Conductive Molecules and Polymers', 'author': 'Abdou M. S. A.', 'year': '1997'} / Handbook of Organic Conductive Molecules and Polymers by Abdou M. S. A. (1997)
10.1021/ma00117a035
10.1021/cm990027l
10.1038/nature01390
10.1002/1439-7641(20001215)1:4<207::AID-CPHC207>3.0.CO;2-Z
10.1021/ma034928y
10.1039/a804117b
10.1016/S0379-6779(00)01480-6
10.1002/(SICI)1097-4628(19990919)73:12<2535::AID-APP22>3.0.CO;2-7
10.1021/ja00075a030
10.1039/b110088m
10.1002/adma.200306442
10.1126/science.267.5206.1969
10.1002/adma.200305619
10.1002/(SICI)1099-1581(199807)9:7<390::AID-PAT795>3.0.CO;2-9
10.1103/PhysRevB.58.R13411
10.1016/S0379-6779(02)00206-0
10.1063/1.1638624
10.1063/1.1640470
10.1063/1.1630848
10.1038/17087
10.1002/adma.200306230
10.1002/adma.200305621
10.1002/adma.200305449
10.1126/science.1068153
10.1126/science.270.5243.1789
10.1038/376498a0

Dates

Type	When
Created	20 years, 2 months ago (June 23, 2005, 10:47 a.m.)
Deposited	1 year, 10 months ago (Oct. 16, 2023, 8:37 a.m.)
Indexed	1 year ago (Sept. 2, 2024, 2:29 p.m.)
Issued	20 years, 2 months ago (June 23, 2005)
Published	20 years, 2 months ago (June 23, 2005)
Published Online	20 years, 2 months ago (June 23, 2005)
Published Print	20 years, 1 month ago (July 5, 2005)

Funders 0

None

BibTeX

@article{Yang_2005, title={Electroluminescent and Photovoltaic Properties of the Crosslinkable Poly(phenylene vinylene) Derivative with Side Chains Containing Vinyl Groups}, volume={206}, ISSN={1521-3935}, url={http://dx.doi.org/10.1002/macp.200500068}, DOI={10.1002/macp.200500068}, number={13}, journal={Macromolecular Chemistry and Physics}, publisher={Wiley}, author={Yang, Chunhe and Hou, Jianhui and Zhang, Bin and Zhang, Shaoqing and He, Chang and Fang, Huan and Ding, Yuqin and Ye, Jianping and Li, Yongfang}, year={2005}, month=jun, pages={1311–1318} }

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  "abstract": "<jats:title>Abstract</jats:title><jats:p><jats:bold>Summary:</jats:bold> The photoluminescence (PL), electroluminescence (EL), and photovoltaic properties of a poly(phenylene vinylene) derivative with its side chains containing vinyl groups, poly[(2,5\u2010bis\u2010allyloxyphenylene vinylene)\u2010<jats:italic>co</jats:italic>\u2010(2\u2010methoxy\u20105\u2010(2\u2032\u2010ethylhexyloxy)phenylene vinylene)] (A\u2010PPV) are reported. A\u2010PPV with the active vinyl units in the end of its side chains can be crosslinked either by UV light irradiation or heating. The crosslinking does not change the color of light emitted from the A\u2010PPV polymer light\u2010emitting diode (PLED). FTIR confirms that the photo/heating\u2010induced crosslinking does not damage the conjugation of polymer at all. However, the PL and EL efficiency of A\u2010PPV decreased upon photoirradiation due to the existence of residual radicals in the solid\u2010state film. The relatively stable radicals function as a trap that quenches the luminescence. The blend of A\u2010PPV and noncrosslinkable polymer, poly(2\u2010methyloxy\u20105\u2010ethylhexyloxyl\u20101,4\u2010phenylene vinylene) (MEH\u2010PPV) was employed in the fabrication of PLEDs, and the PLED shows improved performance with a luminous efficiency of &gt;1 cd\u2009\u00b7\u2009A<jats:sup>\u22121</jats:sup>. The blend keeps the advantage of crosslinkability of the polymers and lessens the effects of the photo\u2010produced radicals. The photovoltaic cells comprised of A\u2010PPV and C<jats:sub>60</jats:sub> were fabricated and the energy conversion efficiency of the devices with and without UV treatment was similar, both around 0.3%. The UV irradiation on the blend film with C<jats:sub>60</jats:sub> seems resistant to the residual radicals.</jats:p><jats:p><jats:boxed-text content-type=\"graphic\" position=\"anchor\"><jats:caption><jats:p>The <jats:italic>I</jats:italic>\u2010<jats:italic>V</jats:italic>, <jats:italic>L</jats:italic>\u2010<jats:italic>V</jats:italic> plot of PLEDs with A\u2010PPV treated by UV light.</jats:p></jats:caption><jats:graphic xmlns:xlink=\"http://www.w3.org/1999/xlink\" mimetype=\"image/gif\" position=\"anchor\" specific-use=\"enlarged-web-image\" xlink:href=\"graphic/mgra001.gif\"><jats:alt-text>magnified image</jats:alt-text><jats:caption><jats:p>The <jats:italic>I</jats:italic>\u2010<jats:italic>V</jats:italic>, <jats:italic>L</jats:italic>\u2010<jats:italic>V</jats:italic> plot of PLEDs with A\u2010PPV treated by UV light.</jats:p></jats:caption></jats:graphic></jats:boxed-text>\n</jats:p>",
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