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4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory

Three diazafluorene derivatives triphenylamine (TPA)(PDAF)(n) (n = 1, 2, 3) serving as small molecular elements are designed and synthesized via concentrated sulfuric acid mediated Friedel–Crafts reaction. With highly nonplanar topological configuration, TPA(PDAF)(3) shows weaker intermolecular inte...

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Autores principales: Yu, Yang, Bian, Lin‐Yi, Chen, Jian‐Guo, Ma, Qi‐Hao, Li, Yin‐Xiang, Ling, Hai‐Feng, Feng, Quan‐You, Xie, Ling‐Hai, Yi, Ming‐Dong, Huang, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6299726/
https://www.ncbi.nlm.nih.gov/pubmed/30581695
http://dx.doi.org/10.1002/advs.201800747
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author Yu, Yang
Bian, Lin‐Yi
Chen, Jian‐Guo
Ma, Qi‐Hao
Li, Yin‐Xiang
Ling, Hai‐Feng
Feng, Quan‐You
Xie, Ling‐Hai
Yi, Ming‐Dong
Huang, Wei
author_facet Yu, Yang
Bian, Lin‐Yi
Chen, Jian‐Guo
Ma, Qi‐Hao
Li, Yin‐Xiang
Ling, Hai‐Feng
Feng, Quan‐You
Xie, Ling‐Hai
Yi, Ming‐Dong
Huang, Wei
author_sort Yu, Yang
collection PubMed
description Three diazafluorene derivatives triphenylamine (TPA)(PDAF)(n) (n = 1, 2, 3) serving as small molecular elements are designed and synthesized via concentrated sulfuric acid mediated Friedel–Crafts reaction. With highly nonplanar topological configuration, TPA(PDAF)(3) shows weaker intermolecular interaction in the solid states and thus exhibits single nanomolecular behavior, which is crucial for charge stored and retained in an organic field‐effect transistor (OFET) memory device. Furthermore, diazafluorene derivatives possess a completely separate highest occupied molecular orbital/lowest unoccupied molecular orbital, which offers ideal hole and electron trapping sites. As charge storage elements, triphenylamine groups provide the hole trapping sites, while diazafluorene units provide the electron trapping sites and act as a hole blocking group to restrain the leakage of stored holes trapped in triphenylamine. The pentacene‐based OFET memory device with solution‐processing TPA(PDAF)(3) shows a good hole‐trapping ability, high hole trapping density (4.55 × 10(12) cm(−2)), fast trapping speed (<20 ms), a large memory window (89 V), and a tunable ambipolar memory behavior. The optimized device shows a large ON/OFF current ratio (2.85 × 10(7)), good charge retention (>10(4) s), and reliable endurance properties. This study suggests that diazafluorene based donor–acceptor small molecular elements have great promise for high‐performance OFET memory.
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spelling pubmed-62997262018-12-21 4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory Yu, Yang Bian, Lin‐Yi Chen, Jian‐Guo Ma, Qi‐Hao Li, Yin‐Xiang Ling, Hai‐Feng Feng, Quan‐You Xie, Ling‐Hai Yi, Ming‐Dong Huang, Wei Adv Sci (Weinh) Full Papers Three diazafluorene derivatives triphenylamine (TPA)(PDAF)(n) (n = 1, 2, 3) serving as small molecular elements are designed and synthesized via concentrated sulfuric acid mediated Friedel–Crafts reaction. With highly nonplanar topological configuration, TPA(PDAF)(3) shows weaker intermolecular interaction in the solid states and thus exhibits single nanomolecular behavior, which is crucial for charge stored and retained in an organic field‐effect transistor (OFET) memory device. Furthermore, diazafluorene derivatives possess a completely separate highest occupied molecular orbital/lowest unoccupied molecular orbital, which offers ideal hole and electron trapping sites. As charge storage elements, triphenylamine groups provide the hole trapping sites, while diazafluorene units provide the electron trapping sites and act as a hole blocking group to restrain the leakage of stored holes trapped in triphenylamine. The pentacene‐based OFET memory device with solution‐processing TPA(PDAF)(3) shows a good hole‐trapping ability, high hole trapping density (4.55 × 10(12) cm(−2)), fast trapping speed (<20 ms), a large memory window (89 V), and a tunable ambipolar memory behavior. The optimized device shows a large ON/OFF current ratio (2.85 × 10(7)), good charge retention (>10(4) s), and reliable endurance properties. This study suggests that diazafluorene based donor–acceptor small molecular elements have great promise for high‐performance OFET memory. John Wiley and Sons Inc. 2018-09-06 /pmc/articles/PMC6299726/ /pubmed/30581695 http://dx.doi.org/10.1002/advs.201800747 Text en © 2018 The Authors. Published by WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Yu, Yang
Bian, Lin‐Yi
Chen, Jian‐Guo
Ma, Qi‐Hao
Li, Yin‐Xiang
Ling, Hai‐Feng
Feng, Quan‐You
Xie, Ling‐Hai
Yi, Ming‐Dong
Huang, Wei
4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory
title 4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory
title_full 4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory
title_fullStr 4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory
title_full_unstemmed 4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory
title_short 4,5‐Diazafluorene‐Based Donor–Acceptor Small Molecules as Charge Trapping Elements for Tunable Nonvolatile Organic Transistor Memory
title_sort 4,5‐diazafluorene‐based donor–acceptor small molecules as charge trapping elements for tunable nonvolatile organic transistor memory
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6299726/
https://www.ncbi.nlm.nih.gov/pubmed/30581695
http://dx.doi.org/10.1002/advs.201800747
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