Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics
Thieno[3,2-<i>b</i>]thiophene and isomeric thieno[2,3-<i>b</i>]thiophene represent fused, bicyclic and electron rich heterocycles. These small planar organic compounds belong to the remarkable family of annulated building blocks for various organic materials. The first part o...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-11-01
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| Series: | Organics |
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| Online Access: | https://www.mdpi.com/2673-401X/3/4/29 |
| _version_ | 1827637422151696384 |
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| author | Jan Podlesný Filip Bureš |
| author_facet | Jan Podlesný Filip Bureš |
| author_sort | Jan Podlesný |
| collection | DOAJ |
| description | Thieno[3,2-<i>b</i>]thiophene and isomeric thieno[2,3-<i>b</i>]thiophene represent fused, bicyclic and electron rich heterocycles. These small planar organic compounds belong to the remarkable family of annulated building blocks for various organic materials. The first part of this review focuses on the synthesis of the primary unsubstituted thienothiophene scaffolds. All synthetic pathways available in the literature, dating from the 19th century, are summarized. The second part is devoted to the applications of the thienothiophene-derived materials across (opto)electronics. Organic light emitting diodes, organic solar cells, organic field-effect transistors and nonlinear optics were identified as the most successful application areas of both thienothiophenes. The fundamental structure-property relationships were evaluated for each particular group of derivatives. |
| first_indexed | 2024-03-09T16:00:48Z |
| format | Article |
| id | doaj.art-e9d57111fa3d4cf6af36ccedb4590ae0 |
| institution | Directory Open Access Journal |
| issn | 2673-401X |
| language | English |
| last_indexed | 2024-03-09T16:00:48Z |
| publishDate | 2022-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Organics |
| spelling | doaj.art-e9d57111fa3d4cf6af36ccedb4590ae02023-11-24T17:11:21ZengMDPI AGOrganics2673-401X2022-11-013444646910.3390/org3040029Thienothiophene Scaffolds as Building Blocks for (Opto)ElectronicsJan Podlesný0Filip Bureš1Institute of Technology and Business in České Budějovice, Okružní 517/10, 37001 České Budějovice, Czech RepublicInstitute of Technology and Business in České Budějovice, Okružní 517/10, 37001 České Budějovice, Czech RepublicThieno[3,2-<i>b</i>]thiophene and isomeric thieno[2,3-<i>b</i>]thiophene represent fused, bicyclic and electron rich heterocycles. These small planar organic compounds belong to the remarkable family of annulated building blocks for various organic materials. The first part of this review focuses on the synthesis of the primary unsubstituted thienothiophene scaffolds. All synthetic pathways available in the literature, dating from the 19th century, are summarized. The second part is devoted to the applications of the thienothiophene-derived materials across (opto)electronics. Organic light emitting diodes, organic solar cells, organic field-effect transistors and nonlinear optics were identified as the most successful application areas of both thienothiophenes. The fundamental structure-property relationships were evaluated for each particular group of derivatives.https://www.mdpi.com/2673-401X/3/4/29thieno[3,2-<i>b</i>]thiophenethieno[2,3-<i>b</i>]thiophenesynthesispush–pull chromophoreorganic electronicsdiode |
| spellingShingle | Jan Podlesný Filip Bureš Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics Organics thieno[3,2-<i>b</i>]thiophene thieno[2,3-<i>b</i>]thiophene synthesis push–pull chromophore organic electronics diode |
| title | Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics |
| title_full | Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics |
| title_fullStr | Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics |
| title_full_unstemmed | Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics |
| title_short | Thienothiophene Scaffolds as Building Blocks for (Opto)Electronics |
| title_sort | thienothiophene scaffolds as building blocks for opto electronics |
| topic | thieno[3,2-<i>b</i>]thiophene thieno[2,3-<i>b</i>]thiophene synthesis push–pull chromophore organic electronics diode |
| url | https://www.mdpi.com/2673-401X/3/4/29 |
| work_keys_str_mv | AT janpodlesny thienothiophenescaffoldsasbuildingblocksforoptoelectronics AT filipbures thienothiophenescaffoldsasbuildingblocksforoptoelectronics |