Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene Oxide

A polypyrrole-carboxylic acid derivative (PPy-COOH) was covalently anchored on the surface of hexamethylene diisocyanate (HDI)-modified graphene oxide (GO) following two different esterification approaches: activation of the carboxylic acids of the polymer by carbodiimide, and conversion of the carb...

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Main Authors: José Antonio Luceño-Sánchez, Ana Maria Díez-Pascual
Format: Article
Language:English
Published: MDPI AG 2019-07-01
Series:Nanomaterials
Subjects:
Online Access:https://www.mdpi.com/2079-4991/9/8/1095
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spelling doaj-1a072bc820254edfa03e2e471e2e8e922020-11-25T01:57:18ZengMDPI AGNanomaterials2079-49912019-07-0198109510.3390/nano9081095nano9081095Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene OxideJosé Antonio Luceño-Sánchez0Ana Maria Díez-Pascual1Department of Analytical Chemistry, Physical Chemistry and Chemical Engineering, Faculty of Sciences, Alcalá University, 28805 Madrid, SpainDepartment of Analytical Chemistry, Physical Chemistry and Chemical Engineering, Faculty of Sciences, Alcalá University, 28805 Madrid, SpainA polypyrrole-carboxylic acid derivative (PPy-COOH) was covalently anchored on the surface of hexamethylene diisocyanate (HDI)-modified graphene oxide (GO) following two different esterification approaches: activation of the carboxylic acids of the polymer by carbodiimide, and conversion of the carboxylic groups to acyl chloride. Microscopic observations revealed a decrease in HDI-GO layer thickness for the sample prepared via the first strategy, and the heterogeneous nature of the grafted samples. Infrared and Raman spectroscopies corroborated the grafting success, demonstrating the emergence of a peak associated with the ester group. The yield of the grafting reactions (31% and 42%) was roughly calculated from thermogravimetric analysis, and it was higher for the sample synthesized via formation of the acyl chloride-functionalized PPy. The grafted samples showed higher thermal stability (~30 and 40 °C in the second decomposition stage) and sheet resistance than PPy-COOH. They also exhibited superior stiffness and strength both at 25 and 100 °C, and the reinforcing efficiency was approximately maintained at high temperatures. Improved mechanical performance was attained for the sample with higher grafting yield. The developed method is a valuable approach to covalently attach conductive polymers onto graphenic nanomaterials for application in flexible electronics, fuel cells, solar cells, and supercapacitors.https://www.mdpi.com/2079-4991/9/8/1095polypyrrolegraphene oxidehexamethylene diisocyanategrafting reactionmorphologythermal propertiestensile tests
collection DOAJ
language English
format Article
sources DOAJ
author José Antonio Luceño-Sánchez
Ana Maria Díez-Pascual
spellingShingle José Antonio Luceño-Sánchez
Ana Maria Díez-Pascual
Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene Oxide
Nanomaterials
polypyrrole
graphene oxide
hexamethylene diisocyanate
grafting reaction
morphology
thermal properties
tensile tests
author_facet José Antonio Luceño-Sánchez
Ana Maria Díez-Pascual
author_sort José Antonio Luceño-Sánchez
title Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene Oxide
title_short Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene Oxide
title_full Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene Oxide
title_fullStr Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene Oxide
title_full_unstemmed Grafting of Polypyrrole-3-carboxylic Acid to the Surface of Hexamethylene Diisocyanate-Functionalized Graphene Oxide
title_sort grafting of polypyrrole-3-carboxylic acid to the surface of hexamethylene diisocyanate-functionalized graphene oxide
publisher MDPI AG
series Nanomaterials
issn 2079-4991
publishDate 2019-07-01
description A polypyrrole-carboxylic acid derivative (PPy-COOH) was covalently anchored on the surface of hexamethylene diisocyanate (HDI)-modified graphene oxide (GO) following two different esterification approaches: activation of the carboxylic acids of the polymer by carbodiimide, and conversion of the carboxylic groups to acyl chloride. Microscopic observations revealed a decrease in HDI-GO layer thickness for the sample prepared via the first strategy, and the heterogeneous nature of the grafted samples. Infrared and Raman spectroscopies corroborated the grafting success, demonstrating the emergence of a peak associated with the ester group. The yield of the grafting reactions (31% and 42%) was roughly calculated from thermogravimetric analysis, and it was higher for the sample synthesized via formation of the acyl chloride-functionalized PPy. The grafted samples showed higher thermal stability (~30 and 40 °C in the second decomposition stage) and sheet resistance than PPy-COOH. They also exhibited superior stiffness and strength both at 25 and 100 °C, and the reinforcing efficiency was approximately maintained at high temperatures. Improved mechanical performance was attained for the sample with higher grafting yield. The developed method is a valuable approach to covalently attach conductive polymers onto graphenic nanomaterials for application in flexible electronics, fuel cells, solar cells, and supercapacitors.
topic polypyrrole
graphene oxide
hexamethylene diisocyanate
grafting reaction
morphology
thermal properties
tensile tests
url https://www.mdpi.com/2079-4991/9/8/1095
work_keys_str_mv AT joseantoniolucenosanchez graftingofpolypyrrole3carboxylicacidtothesurfaceofhexamethylenediisocyanatefunctionalizedgrapheneoxide
AT anamariadiezpascual graftingofpolypyrrole3carboxylicacidtothesurfaceofhexamethylenediisocyanatefunctionalizedgrapheneoxide
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