Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications
碩士 === 國立臺灣科技大學 === 材料科學與工程系 === 105 === Two novel monomer, 3,8-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)tetraazapyrene (12), 3,8-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)benzo[c]cinnoline (14) were prepared via several synthetic steps from 2,6-dinitroanline、1,4-dibromo-2-nitrobenzene. Novel c...
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ndltd-TW-105NTUS55660092017-04-01T04:38:38Z http://ndltd.ncl.edu.tw/handle/13123772914551442042 Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications 新型含氮雜環單體與其共軛高分子之合成及在有機場效電晶體之應用 Shih-husan - Chien 簡士玹 碩士 國立臺灣科技大學 材料科學與工程系 105 Two novel monomer, 3,8-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)tetraazapyrene (12), 3,8-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)benzo[c]cinnoline (14) were prepared via several synthetic steps from 2,6-dinitroanline、1,4-dibromo-2-nitrobenzene. Novel conjugated polymer TAPTVT and BZCTVT were prepared from (E)-1,2-bis(5-(trimethylstannyl)thiophen-2-yl)ethene (16) and monomer (12) and (14) by using Stille coupling polymerization in microwave reactor. The structures of TAPTVT and BZCTVT were characterized by 1H-NMR and elemental analysis. The number molecular weight of TAPTVT and BZCTVT, measured in THF were 38.3 and 51.1 KDa, respectively. The decomposition temperature at 5 % weight loss (T d5 %) of TAPTVT and BZCTVT were 410 and 406 ℃, respectively, exhibiting outstanding thermal stabilities of TAPTVT and BZCTVT. The optical and electrochemical properties of TAPTVT and BZCTVT were investigated by UV-vis spectroscopy and cyclic voltammetry. For TAPTVT and BZCTVT, absorption peaks at 574 and 522 nm were observed. The cyclic voltammertric studies revealed that TAPTVT and BZCTVT exhibited low LUMO (-3.61 and -3.49 eV) and HOMO (-5.64 and -5.63 eV) energy levels. A bottom-gate, top-contact OFET based on TAPTVT and BZCTVT exhibited p-channel behavior with hole mobilities of 4.63 × 10-4 and 1.04 × 10-4 cm2 V-1 S-1 and on/off ratio greater than 104 after thermal annealing. Grazing incidence X-ray diffraction result suggest that thin film of TAPTVT and BZCTVT were prefered edge-on orientation and exhibited better crystallinity after thermal annealing. TAPTVT and BZCTVT based OFET exhibited p-channel semiconducting properties. To the best of our knowledge, it is the first tetraazapyrene moieties based OFET. Jyh-chien Chen 陳志堅 2016 學位論文 ; thesis 99 zh-TW |
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碩士 === 國立臺灣科技大學 === 材料科學與工程系 === 105 === Two novel monomer, 3,8-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)tetraazapyrene (12), 3,8-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)benzo[c]cinnoline (14) were prepared via several synthetic steps from 2,6-dinitroanline、1,4-dibromo-2-nitrobenzene. Novel conjugated polymer TAPTVT and BZCTVT were prepared from (E)-1,2-bis(5-(trimethylstannyl)thiophen-2-yl)ethene (16) and monomer (12) and (14) by using Stille coupling polymerization in microwave reactor. The structures of TAPTVT and BZCTVT were characterized by 1H-NMR and elemental analysis. The number molecular weight of TAPTVT and BZCTVT, measured in THF were 38.3 and 51.1 KDa, respectively. The decomposition temperature at 5 % weight loss (T d5 %) of TAPTVT and BZCTVT were 410 and 406 ℃, respectively, exhibiting outstanding thermal stabilities of TAPTVT and BZCTVT. The optical and electrochemical properties of TAPTVT and BZCTVT were investigated by UV-vis spectroscopy and cyclic voltammetry. For TAPTVT and BZCTVT, absorption peaks at 574 and 522 nm were observed. The cyclic voltammertric studies revealed that TAPTVT and BZCTVT exhibited low LUMO (-3.61 and -3.49 eV) and HOMO (-5.64 and -5.63 eV) energy levels. A bottom-gate, top-contact OFET based on TAPTVT and BZCTVT exhibited p-channel behavior with hole mobilities of 4.63 × 10-4 and 1.04 × 10-4 cm2 V-1 S-1 and on/off ratio greater than 104 after thermal annealing. Grazing incidence X-ray diffraction result suggest that thin film of TAPTVT and BZCTVT were prefered edge-on orientation and exhibited better crystallinity after thermal annealing. TAPTVT and BZCTVT based OFET exhibited p-channel semiconducting properties. To the best of our knowledge, it is the first tetraazapyrene moieties based OFET.
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author2 |
Jyh-chien Chen |
author_facet |
Jyh-chien Chen Shih-husan - Chien 簡士玹 |
author |
Shih-husan - Chien 簡士玹 |
spellingShingle |
Shih-husan - Chien 簡士玹 Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications |
author_sort |
Shih-husan - Chien |
title |
Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications |
title_short |
Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications |
title_full |
Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications |
title_fullStr |
Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications |
title_full_unstemmed |
Synthesis and Characterization of Novel Heterocyclic Monomer and their Conjugated Polymer for Organic Field-Effect Transistor Applications |
title_sort |
synthesis and characterization of novel heterocyclic monomer and their conjugated polymer for organic field-effect transistor applications |
publishDate |
2016 |
url |
http://ndltd.ncl.edu.tw/handle/13123772914551442042 |
work_keys_str_mv |
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