Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects
The acid dissociation constant of three benzimidazoles, namely 2,2′-bibenzo[d]imidazole, 2,5′-bibenzo[d]imidazole, and 5,5′-bibenzo[d]imidazole, have been investigated by means of density functional theory calculations in gas phase and in aqueous solution. The theoretical approach was validated by t...
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| Format: | Article |
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MDPI AG
2022-02-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/3/1064 |
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| author | Liudmil Antonov Susumu Kawauchi Kei Shirata |
| author_facet | Liudmil Antonov Susumu Kawauchi Kei Shirata |
| author_sort | Liudmil Antonov |
| collection | DOAJ |
| description | The acid dissociation constant of three benzimidazoles, namely 2,2′-bibenzo[d]imidazole, 2,5′-bibenzo[d]imidazole, and 5,5′-bibenzo[d]imidazole, have been investigated by means of density functional theory calculations in gas phase and in aqueous solution. The theoretical approach was validated by the comparing of predicted and experimentally determined p<i>K</i><sub>a</sub> values in imidazole, benzimidazole, and 2-phenylbenzimidazole. From the studied compounds, 2,2′-bibenzo[d]imidazole was found to be the most acidic, which made it a valuable candidate as a material for polymer electrolyte membrane fuel cells. |
| first_indexed | 2024-03-09T23:26:37Z |
| format | Article |
| id | doaj.art-a375902ad2a1439f98fb8bcc8234df2e |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T23:26:37Z |
| publishDate | 2022-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-a375902ad2a1439f98fb8bcc8234df2e2023-11-23T17:17:00ZengMDPI AGMolecules1420-30492022-02-01273106410.3390/molecules27031064Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration EffectsLiudmil Antonov0Susumu Kawauchi1Kei Shirata2Institute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, BulgariaTokyo Tech Academy for Convergence of Materials and Informatics (TAC-MI), Tokyo Institute of Technology, S6-23, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8550, JapanDepartment of Organic and Polymeric Materials, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8550, JapanThe acid dissociation constant of three benzimidazoles, namely 2,2′-bibenzo[d]imidazole, 2,5′-bibenzo[d]imidazole, and 5,5′-bibenzo[d]imidazole, have been investigated by means of density functional theory calculations in gas phase and in aqueous solution. The theoretical approach was validated by the comparing of predicted and experimentally determined p<i>K</i><sub>a</sub> values in imidazole, benzimidazole, and 2-phenylbenzimidazole. From the studied compounds, 2,2′-bibenzo[d]imidazole was found to be the most acidic, which made it a valuable candidate as a material for polymer electrolyte membrane fuel cells.https://www.mdpi.com/1420-3049/27/3/1064p<i>K</i><sub>a</sub>density functional theorybenzimidazolepolymer ionpolymer electrolyte membrane fuel cells |
| spellingShingle | Liudmil Antonov Susumu Kawauchi Kei Shirata Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects Molecules p<i>K</i><sub>a</sub> density functional theory benzimidazole polymer ion polymer electrolyte membrane fuel cells |
| title | Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects |
| title_full | Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects |
| title_fullStr | Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects |
| title_full_unstemmed | Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects |
| title_short | Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects |
| title_sort | acid dissociation constants of the benzimidazole unit in the polybenzimidazole chain configuration effects |
| topic | p<i>K</i><sub>a</sub> density functional theory benzimidazole polymer ion polymer electrolyte membrane fuel cells |
| url | https://www.mdpi.com/1420-3049/27/3/1064 |
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