The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains

博士 === 國立成功大學 === 化學工程學系碩博士班 === 95 === In this investigation, we synthesized new polymeric electroluminescent (EL) materials, which can be divided into three parts: (1) poly(p-phenyleneviny1ene) (PPV) derivatives P1 and P2, containing hexyloxy side groups and 7-oxy-4-methylcoumarin (OMC) groups via...

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Main Authors: Cheng-Jang Tsai, 蔡成章
Other Authors: Yun Chen
Format: Others
Language:zh-TW
Published: 2007
Online Access:http://ndltd.ncl.edu.tw/handle/27112888737013570938
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spelling ndltd-TW-095NCKU50630062015-10-13T14:16:08Z http://ndltd.ncl.edu.tw/handle/27112888737013570938 The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains 側鏈含香豆素團基發光高分子的合成與光電性質 Cheng-Jang Tsai 蔡成章 博士 國立成功大學 化學工程學系碩博士班 95 In this investigation, we synthesized new polymeric electroluminescent (EL) materials, which can be divided into three parts: (1) poly(p-phenyleneviny1ene) (PPV) derivatives P1 and P2, containing hexyloxy side groups and 7-oxy-4-methylcoumarin (OMC) groups via hexyloxy spacer, respectively; (2) four copolyethers (P3-P6) consisting of two isolated emitting chromophores [2,5-dihexyloxy-1,4-distyrylbenzene (HODSB) and 2,5-dihexyloxy-1,4- di(4-methylenestyryl)benzene (HOMDSB) for P3 and P4, 2,5-dihexyl-1,4-distyrylbenzene (HDSB) and HOMDSB for P5 and P6 in the backbone, in which P4 and P6 further contain electron-transporting chromophores (OMC) in the side chain; (3) poly[2,5-dialkoxy-p-phenyleneethynylene-2,7-(9,9-dihexylfluorene ethynylene)]s (PPEF) consisting of conjugated emitting chromophores of the backbone and pendant hexyloxy groups (P7) or pendant OMC chromophores via flexible spacer (P8). The emissions of polymers (P2, P4, P6, and P8) and corresponding model polymers (P1, P3, P5, and P7) films are similar which is attributed to polymer backbone, respectively. Accordingly, efficient energy transfer from the OMC chromophores to polymer backbone occurred readily in P2, P4, P6, and P8. Double-layer EL devices revealed blue (P5 and P6), green (P1, P2, P3 and P4) and yellow (P7 and P8) electroluminescence, respectively. The electron affinity of P2, P4, P6, and P8 were enhanced by introducing electron-transporting OMC chromophores. Moreover, incorporation of OMC side groups effectively reduced turn-on electric field and enhanced luminance maxima of the EL devices due to increased electron affinity. However, P2 exhibited higher photo-crosslinking rated due to pendant 4-methylcoumarin chromophores. Patterned emission from PLED utilizing this effect was also demonstrated. Furthermore, seven polyoxadiazoles (PO5-PO10 and PO12) have been also synthesized. Corresponding model compounds (MO5-MO10 and MO12), consisting of two terminal mesogenic 2,5-bisphenyl-1,3,4-oxadiazole units and central polymethylene spacers, were also prepared for comparison. Both polymers and model compounds exhibit extraordinary odd-even effect, i.e. odd ones show higher transition emperatures (Tm, Ti). Moreover, oxadiazol groups effectively reduced turn-on electric field and enhanced luminance maxima of the EL devices (ITO/PEDOT/P7+PO7/Ca:Al) dued to increase electron affinity. Yun Chen 陳雲 2007 學位論文 ; thesis 173 zh-TW
collection NDLTD
language zh-TW
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description 博士 === 國立成功大學 === 化學工程學系碩博士班 === 95 === In this investigation, we synthesized new polymeric electroluminescent (EL) materials, which can be divided into three parts: (1) poly(p-phenyleneviny1ene) (PPV) derivatives P1 and P2, containing hexyloxy side groups and 7-oxy-4-methylcoumarin (OMC) groups via hexyloxy spacer, respectively; (2) four copolyethers (P3-P6) consisting of two isolated emitting chromophores [2,5-dihexyloxy-1,4-distyrylbenzene (HODSB) and 2,5-dihexyloxy-1,4- di(4-methylenestyryl)benzene (HOMDSB) for P3 and P4, 2,5-dihexyl-1,4-distyrylbenzene (HDSB) and HOMDSB for P5 and P6 in the backbone, in which P4 and P6 further contain electron-transporting chromophores (OMC) in the side chain; (3) poly[2,5-dialkoxy-p-phenyleneethynylene-2,7-(9,9-dihexylfluorene ethynylene)]s (PPEF) consisting of conjugated emitting chromophores of the backbone and pendant hexyloxy groups (P7) or pendant OMC chromophores via flexible spacer (P8). The emissions of polymers (P2, P4, P6, and P8) and corresponding model polymers (P1, P3, P5, and P7) films are similar which is attributed to polymer backbone, respectively. Accordingly, efficient energy transfer from the OMC chromophores to polymer backbone occurred readily in P2, P4, P6, and P8. Double-layer EL devices revealed blue (P5 and P6), green (P1, P2, P3 and P4) and yellow (P7 and P8) electroluminescence, respectively. The electron affinity of P2, P4, P6, and P8 were enhanced by introducing electron-transporting OMC chromophores. Moreover, incorporation of OMC side groups effectively reduced turn-on electric field and enhanced luminance maxima of the EL devices due to increased electron affinity. However, P2 exhibited higher photo-crosslinking rated due to pendant 4-methylcoumarin chromophores. Patterned emission from PLED utilizing this effect was also demonstrated. Furthermore, seven polyoxadiazoles (PO5-PO10 and PO12) have been also synthesized. Corresponding model compounds (MO5-MO10 and MO12), consisting of two terminal mesogenic 2,5-bisphenyl-1,3,4-oxadiazole units and central polymethylene spacers, were also prepared for comparison. Both polymers and model compounds exhibit extraordinary odd-even effect, i.e. odd ones show higher transition emperatures (Tm, Ti). Moreover, oxadiazol groups effectively reduced turn-on electric field and enhanced luminance maxima of the EL devices (ITO/PEDOT/P7+PO7/Ca:Al) dued to increase electron affinity.
author2 Yun Chen
author_facet Yun Chen
Cheng-Jang Tsai
蔡成章
author Cheng-Jang Tsai
蔡成章
spellingShingle Cheng-Jang Tsai
蔡成章
The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains
author_sort Cheng-Jang Tsai
title The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains
title_short The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains
title_full The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains
title_fullStr The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains
title_full_unstemmed The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Containing Coumarin Side Chains
title_sort synthesis and optoelectronic properties of electroluminescent polymers containing coumarin side chains
publishDate 2007
url http://ndltd.ncl.edu.tw/handle/27112888737013570938
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