Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene
The chemical synthesis and physicochemical and luminescent characterizations of polymers based on 3-HT, EDOT, and 2,2′-(9,9-dioctyl-9H-fluorene-2,7-diyl) bisthiophene (fluorene) or (E)-2-(ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethyl 2-(thiophen-3-yl)acetate (TDR1) are reported. The fluorene u...
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Language: | English |
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2017-01-01
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Series: | International Journal of Polymer Science |
Online Access: | http://dx.doi.org/10.1155/2017/1918602 |
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author | Marco Antonio Ramírez-Gómez Karla Karina Guzmán-Rabadán Edgar González-Juárez Marisol Güizado-Rodríguez Gabriel Ramos-Ortiz Jorge Enrique Alba-Rosales Huehueteotl Panzo-Medrano Victor Barba Mario Rodríguez José Luis Maldonado Miguel Ángel Basurto-Pensado |
author_facet | Marco Antonio Ramírez-Gómez Karla Karina Guzmán-Rabadán Edgar González-Juárez Marisol Güizado-Rodríguez Gabriel Ramos-Ortiz Jorge Enrique Alba-Rosales Huehueteotl Panzo-Medrano Victor Barba Mario Rodríguez José Luis Maldonado Miguel Ángel Basurto-Pensado |
author_sort | Marco Antonio Ramírez-Gómez |
collection | DOAJ |
description | The chemical synthesis and physicochemical and luminescent characterizations of polymers based on 3-HT, EDOT, and 2,2′-(9,9-dioctyl-9H-fluorene-2,7-diyl) bisthiophene (fluorene) or (E)-2-(ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethyl 2-(thiophen-3-yl)acetate (TDR1) are reported. The fluorene unit was bound to the conjugate backbone, while the Disperse Red 1 (DR1) chromophore was present as a pendant group. Characterizations by 1H NMR, FT-IR, DSC-TGA, GPC, UV-vis, cyclic voltammetry, fluorescence quantum yield, excited state lifetime, and two-photon absorption cross-section were carried out. These polymers combined the physicochemical properties of EDOT and 3-HT, such as high electron density, high charge mobility, low oxidation potential, and good processability. The optical properties of these copolymers were highly dependent on the presence of EDOT, the molecular weight, and the regioregularity rather than the presence of the third component (fluorene or TDR1). The good nonlinear absorption and luminescent properties exhibited by these copolymers were exploited to fabricate nanoparticles used as fluorescent tags for the imaging of microstructures. |
format | Article |
id | doaj-art-f2b3849af8a344e18843800acfebce78 |
institution | Kabale University |
issn | 1687-9422 1687-9430 |
language | English |
publishDate | 2017-01-01 |
publisher | Wiley |
record_format | Article |
series | International Journal of Polymer Science |
spelling | doaj-art-f2b3849af8a344e18843800acfebce782025-02-03T01:24:35ZengWileyInternational Journal of Polymer Science1687-94221687-94302017-01-01201710.1155/2017/19186021918602Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-EthylenedioxythiopheneMarco Antonio Ramírez-Gómez0Karla Karina Guzmán-Rabadán1Edgar González-Juárez2Marisol Güizado-Rodríguez3Gabriel Ramos-Ortiz4Jorge Enrique Alba-Rosales5Huehueteotl Panzo-Medrano6Victor Barba7Mario Rodríguez8José Luis Maldonado9Miguel Ángel Basurto-Pensado10Centro de Investigación en Ingeniería y Ciencias Aplicadas (CIICAp)-IICBA, Universidad Autónoma del Estado de Morelos (UAEM), Av. Universidad No. 1001, Col. Chamilpa, 62209 Cuernavaca, MOR, MexicoCentro de Investigación en Ingeniería y Ciencias Aplicadas (CIICAp)-IICBA, Universidad Autónoma del Estado de Morelos (UAEM), Av. Universidad No. 1001, Col. Chamilpa, 62209 Cuernavaca, MOR, MexicoCentro de Investigación en Ingeniería y Ciencias Aplicadas (CIICAp)-IICBA, Universidad Autónoma del Estado de Morelos (UAEM), Av. Universidad No. 1001, Col. Chamilpa, 62209 Cuernavaca, MOR, MexicoCentro de Investigación en Ingeniería y Ciencias Aplicadas (CIICAp)-IICBA, Universidad Autónoma del Estado de Morelos (UAEM), Av. Universidad No. 1001, Col. Chamilpa, 62209 Cuernavaca, MOR, MexicoCentro de Investigaciones en Óptica A.C., Loma del Bosque No. 115, Col. Lomas del Campestre, 37150 León, GTO, MexicoCentro de Investigaciones en Óptica A.C., Loma del Bosque No. 115, Col. Lomas del Campestre, 37150 León, GTO, MexicoCentro de Investigaciones en Óptica A.C., Loma del Bosque No. 115, Col. Lomas del Campestre, 37150 León, GTO, MexicoCentro de Investigaciones Químicas (CIQ)-IICBA, Universidad Autónoma del Estado de Morelos (UAEM), Av. Universidad No. 1001, Col. Chamilpa, 62209 Cuernavaca, MOR, MexicoCentro de Investigaciones en Óptica A.C., Loma del Bosque No. 115, Col. Lomas del Campestre, 37150 León, GTO, MexicoCentro de Investigaciones en Óptica A.C., Loma del Bosque No. 115, Col. Lomas del Campestre, 37150 León, GTO, MexicoCentro de Investigación en Ingeniería y Ciencias Aplicadas (CIICAp)-IICBA, Universidad Autónoma del Estado de Morelos (UAEM), Av. Universidad No. 1001, Col. Chamilpa, 62209 Cuernavaca, MOR, MexicoThe chemical synthesis and physicochemical and luminescent characterizations of polymers based on 3-HT, EDOT, and 2,2′-(9,9-dioctyl-9H-fluorene-2,7-diyl) bisthiophene (fluorene) or (E)-2-(ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethyl 2-(thiophen-3-yl)acetate (TDR1) are reported. The fluorene unit was bound to the conjugate backbone, while the Disperse Red 1 (DR1) chromophore was present as a pendant group. Characterizations by 1H NMR, FT-IR, DSC-TGA, GPC, UV-vis, cyclic voltammetry, fluorescence quantum yield, excited state lifetime, and two-photon absorption cross-section were carried out. These polymers combined the physicochemical properties of EDOT and 3-HT, such as high electron density, high charge mobility, low oxidation potential, and good processability. The optical properties of these copolymers were highly dependent on the presence of EDOT, the molecular weight, and the regioregularity rather than the presence of the third component (fluorene or TDR1). The good nonlinear absorption and luminescent properties exhibited by these copolymers were exploited to fabricate nanoparticles used as fluorescent tags for the imaging of microstructures.http://dx.doi.org/10.1155/2017/1918602 |
spellingShingle | Marco Antonio Ramírez-Gómez Karla Karina Guzmán-Rabadán Edgar González-Juárez Marisol Güizado-Rodríguez Gabriel Ramos-Ortiz Jorge Enrique Alba-Rosales Huehueteotl Panzo-Medrano Victor Barba Mario Rodríguez José Luis Maldonado Miguel Ángel Basurto-Pensado Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene International Journal of Polymer Science |
title | Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene |
title_full | Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene |
title_fullStr | Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene |
title_full_unstemmed | Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene |
title_short | Physicochemical and Luminescent Properties of Copolymers Composed of Three Monomers: Polythiophenes Based on 3-Hexylthiophene and 3,4-Ethylenedioxythiophene |
title_sort | physicochemical and luminescent properties of copolymers composed of three monomers polythiophenes based on 3 hexylthiophene and 3 4 ethylenedioxythiophene |
url | http://dx.doi.org/10.1155/2017/1918602 |
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