A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries

Naphthoquinones exhibit significant potential as cathode materials in rechargeable organic lithium-ion batteries due to their customizable molecular structure and high theoretical specific capacities. However, their low utilization of redox-active sites and high solubility result in poor electrochem...

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التفاصيل البيبلوغرافية
المؤلف الرئيسي: Yun Zhao (48978) (author)
مؤلفون آخرون: Kai Feng (502124) (author), Jianze Zhang (15369546) (author), Yizhe Wang (2287393) (author), Liping Zheng (1611577) (author), Xuejin Wang (10979494) (author)
منشور في: 2024
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_version_ 1852025958384533504
author Yun Zhao (48978)
author2 Kai Feng (502124)
Jianze Zhang (15369546)
Yizhe Wang (2287393)
Liping Zheng (1611577)
Xuejin Wang (10979494)
author2_role author
author
author
author
author
author_facet Yun Zhao (48978)
Kai Feng (502124)
Jianze Zhang (15369546)
Yizhe Wang (2287393)
Liping Zheng (1611577)
Xuejin Wang (10979494)
author_role author
dc.creator.none.fl_str_mv Yun Zhao (48978)
Kai Feng (502124)
Jianze Zhang (15369546)
Yizhe Wang (2287393)
Liping Zheng (1611577)
Xuejin Wang (10979494)
dc.date.none.fl_str_mv 2024-10-14T23:49:33Z
dc.identifier.none.fl_str_mv 10.1021/acsaem.4c01116.s001
dc.relation.none.fl_str_mv https://figshare.com/articles/media/A_Trimeric-Imidazole_Ring-Containing_Naphthoquinone_Compound_with_Hydrogen_Bonds_for_High-Performance_Lithium-Ion_Batteries/27229461
dc.rights.none.fl_str_mv CC BY-NC 4.0
info:eu-repo/semantics/openAccess
dc.subject.none.fl_str_mv Biophysics
Biochemistry
Pharmacology
Evolutionary Biology
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
structural stability along
outstanding rate capability
customizable molecular structure
422 wh kg
poor electrochemical performance
outstanding electrochemical performance
high solubility result
high energy density
high current density
containing small molecule
containing naphthoquinone compound
96 mah g
79 mah g
reversible capacity remains
rechargeable organic lithium
naphtho -[ 2
ion batteries due
conjugated trimeric structure
active site utilization
reversible capacity
ion batteries
performance lithium
low utilization
active sites
∼ 90
tdmnq ),
results demonstrate
insoluble trimeric
imidazole ring
hydroxyl group
hydrogen bonds
hydrogen bonding
favorable efficacy
cathode materials
cathode exhibit
>]­ imidazole
2500 cycles
dc.title.none.fl_str_mv A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
dc.type.none.fl_str_mv Dataset
Media
info:eu-repo/semantics/publishedVersion
dataset
description Naphthoquinones exhibit significant potential as cathode materials in rechargeable organic lithium-ion batteries due to their customizable molecular structure and high theoretical specific capacities. However, their low utilization of redox-active sites and high solubility result in poor electrochemical performance. In response to this challenge, an insoluble trimeric-imidazole ring-containing small molecule with hydrogen bonding, 2,2′,2′′-(2,4,6-trihydroxybenzene-1,3,5-triyl)­tris­(1H-naphtho-[2,3-<i>d</i>]­imidazole-4,9-dione) (TDMNQ), was designed and synthesized. Benefiting from the π-conjugated trimeric structure, containing an imidazole ring and a hydroxyl group that forms intramolecular hydrogen bonds, TDMNQ exhibits excellent chemical/structural stability along with outstanding electrochemical performance. Lithium-ion batteries employing TDMNQ as the cathode exhibit an active site utilization of up to ∼90% at 0.1 A g<sup>–1</sup>, achieving a high energy density of 422 Wh kg<sup>–1</sup>, along with outstanding rate capability (at a high current density of 10 A g<sup>–1</sup>, the reversible capacity is 96 mAh g<sup>–1</sup>), and the reversible capacity remains at 79 mAh g<sup>–1</sup> after 2500 cycles at 5 A g<sup>–1</sup>. These results demonstrate the favorable efficacy of specially designed organic small molecule structures in lithium-ion batteries.
eu_rights_str_mv openAccess
id Manara_64a5fdb42e9080bb77ffd787e2415ce8
identifier_str_mv 10.1021/acsaem.4c01116.s001
network_acronym_str Manara
network_name_str ManaraRepo
oai_identifier_str oai:figshare.com:article/27229461
publishDate 2024
repository.mail.fl_str_mv
repository.name.fl_str_mv
repository_id_str
rights_invalid_str_mv CC BY-NC 4.0
spelling A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion BatteriesYun Zhao (48978)Kai Feng (502124)Jianze Zhang (15369546)Yizhe Wang (2287393)Liping Zheng (1611577)Xuejin Wang (10979494)BiophysicsBiochemistryPharmacologyEvolutionary BiologyBiological Sciences not elsewhere classifiedChemical Sciences not elsewhere classifiedstructural stability alongoutstanding rate capabilitycustomizable molecular structure422 wh kgpoor electrochemical performanceoutstanding electrochemical performancehigh solubility resulthigh energy densityhigh current densitycontaining small moleculecontaining naphthoquinone compound96 mah g79 mah greversible capacity remainsrechargeable organic lithiumnaphtho -[ 2ion batteries dueconjugated trimeric structureactive site utilizationreversible capacityion batteriesperformance lithiumlow utilizationactive sites∼ 90tdmnq ),results demonstrateinsoluble trimericimidazole ringhydroxyl grouphydrogen bondshydrogen bondingfavorable efficacycathode materialscathode exhibit>]­ imidazole2500 cyclesNaphthoquinones exhibit significant potential as cathode materials in rechargeable organic lithium-ion batteries due to their customizable molecular structure and high theoretical specific capacities. However, their low utilization of redox-active sites and high solubility result in poor electrochemical performance. In response to this challenge, an insoluble trimeric-imidazole ring-containing small molecule with hydrogen bonding, 2,2′,2′′-(2,4,6-trihydroxybenzene-1,3,5-triyl)­tris­(1H-naphtho-[2,3-<i>d</i>]­imidazole-4,9-dione) (TDMNQ), was designed and synthesized. Benefiting from the π-conjugated trimeric structure, containing an imidazole ring and a hydroxyl group that forms intramolecular hydrogen bonds, TDMNQ exhibits excellent chemical/structural stability along with outstanding electrochemical performance. Lithium-ion batteries employing TDMNQ as the cathode exhibit an active site utilization of up to ∼90% at 0.1 A g<sup>–1</sup>, achieving a high energy density of 422 Wh kg<sup>–1</sup>, along with outstanding rate capability (at a high current density of 10 A g<sup>–1</sup>, the reversible capacity is 96 mAh g<sup>–1</sup>), and the reversible capacity remains at 79 mAh g<sup>–1</sup> after 2500 cycles at 5 A g<sup>–1</sup>. These results demonstrate the favorable efficacy of specially designed organic small molecule structures in lithium-ion batteries.2024-10-14T23:49:33ZDatasetMediainfo:eu-repo/semantics/publishedVersiondataset10.1021/acsaem.4c01116.s001https://figshare.com/articles/media/A_Trimeric-Imidazole_Ring-Containing_Naphthoquinone_Compound_with_Hydrogen_Bonds_for_High-Performance_Lithium-Ion_Batteries/27229461CC BY-NC 4.0info:eu-repo/semantics/openAccessoai:figshare.com:article/272294612024-10-14T23:49:33Z
spellingShingle A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
Yun Zhao (48978)
Biophysics
Biochemistry
Pharmacology
Evolutionary Biology
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
structural stability along
outstanding rate capability
customizable molecular structure
422 wh kg
poor electrochemical performance
outstanding electrochemical performance
high solubility result
high energy density
high current density
containing small molecule
containing naphthoquinone compound
96 mah g
79 mah g
reversible capacity remains
rechargeable organic lithium
naphtho -[ 2
ion batteries due
conjugated trimeric structure
active site utilization
reversible capacity
ion batteries
performance lithium
low utilization
active sites
∼ 90
tdmnq ),
results demonstrate
insoluble trimeric
imidazole ring
hydroxyl group
hydrogen bonds
hydrogen bonding
favorable efficacy
cathode materials
cathode exhibit
>]­ imidazole
2500 cycles
status_str publishedVersion
title A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
title_full A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
title_fullStr A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
title_full_unstemmed A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
title_short A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
title_sort A Trimeric-Imidazole Ring-Containing Naphthoquinone Compound with Hydrogen Bonds for High-Performance Lithium-Ion Batteries
topic Biophysics
Biochemistry
Pharmacology
Evolutionary Biology
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
structural stability along
outstanding rate capability
customizable molecular structure
422 wh kg
poor electrochemical performance
outstanding electrochemical performance
high solubility result
high energy density
high current density
containing small molecule
containing naphthoquinone compound
96 mah g
79 mah g
reversible capacity remains
rechargeable organic lithium
naphtho -[ 2
ion batteries due
conjugated trimeric structure
active site utilization
reversible capacity
ion batteries
performance lithium
low utilization
active sites
∼ 90
tdmnq ),
results demonstrate
insoluble trimeric
imidazole ring
hydroxyl group
hydrogen bonds
hydrogen bonding
favorable efficacy
cathode materials
cathode exhibit
>]­ imidazole
2500 cycles