Loading…
Exploring the Optoelectronic Properties of D-A and A-D-A 2,2'-bi[3,2- b ]thienothiophene Derivatives
The synthesis of some novel donor-acceptor and acceptor-donor-acceptor systems containing a 2,2'-bi[3,2- ]thienothiophene donor block and various electron-accepting units is described alongside their photophysical properties studied using electrochemistry, optical spectroscopy and theoretical c...
Saved in:
Published in: | Molecules (Basel, Switzerland) Switzerland), 2022-12, Vol.27 (23), p.8463 |
---|---|
Main Authors: | , , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-c499t-7a318663985a8096b9a9f5e252e230e4904724ee9ea3c3e84f7bbea2ec8e639e3 |
---|---|
cites | cdi_FETCH-LOGICAL-c499t-7a318663985a8096b9a9f5e252e230e4904724ee9ea3c3e84f7bbea2ec8e639e3 |
container_end_page | |
container_issue | 23 |
container_start_page | 8463 |
container_title | Molecules (Basel, Switzerland) |
container_volume | 27 |
creator | Gabrian, Levi Giurgi, Gavril-Ionel Stroia, Ioan Bogdan, Elena Crişan, Andreea Petronela Hădade, Niculina Daniela Grosu, Ion Terec, Anamaria |
description | The synthesis of some novel donor-acceptor and acceptor-donor-acceptor systems containing a 2,2'-bi[3,2-
]thienothiophene donor block and various electron-accepting units is described alongside their photophysical properties studied using electrochemistry, optical spectroscopy and theoretical calculations. The obtained results show that the energy levels can be modulated by changing the strength of the acceptor unit. Among the three investigated end-groups, 1,1-dicyanomethylene-3-indanone exhibited the largest bathochromic shift and the lowest band gap suggesting the strongest electron-withdrawing character. Moreover, the emissive properties of the investigated systems vary greatly with the nature of the terminal group and are generally lower compared to their precursor aldehyde derivatives. |
doi_str_mv | 10.3390/molecules27238463 |
format | article |
fullrecord | <record><control><sourceid>gale_doaj_</sourceid><recordid>TN_cdi_doaj_primary_oai_doaj_org_article_654fbe4e197746b6bfa0ba30658fa832</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A745960857</galeid><doaj_id>oai_doaj_org_article_654fbe4e197746b6bfa0ba30658fa832</doaj_id><sourcerecordid>A745960857</sourcerecordid><originalsourceid>FETCH-LOGICAL-c499t-7a318663985a8096b9a9f5e252e230e4904724ee9ea3c3e84f7bbea2ec8e639e3</originalsourceid><addsrcrecordid>eNplkkuLFDEUhQtRnIf-ADcScOFmakzlnY3QzEMHBsaFrkRCkrrpTlOdlKnqRv-9aXscZpBAcrm55-MeOE3zpsPnlGr8YZMH8NsBJiIJVUzQZ81xxwhuKWb6-aP6qDmZpjXGpGMdf9kcUcEx5oIfN_3Vr3HIJaYlmleA7sY5Q4XOJafo0ZeSRyhzhAnlgC7bBbKpR4t2X5Ez8r518Ts9Iy1y6Me8ipByvfO4ggToEkrc2TnuYHrVvAh2mOD1_XvafLu--nrxub29-3RzsbhtPdN6bqWlnRKCasWtwlo4bXXgQDgBQjEwjZkkDECDpZ6CYkE6B5aAV1BVQE-bmwO3z3ZtxhI3tvw22Ubzt5HL0tjqxg9gBGfBAYNOS8mEEy5Y7CzFgqtgFSWV9fHAGrduA72HNBc7PIE-_UlxZZZ5Z7SkWpI94N09oOSfW5hms87bkqp_QyRTnIvqs06dH6aWtm4VU8gV5uvpYRN9ThBi7S8k41pgxWUVdAeBL3maCoSHlTps9qkw_6Wiat4-9vKg-BcD-gc_kbPJ</addsrcrecordid><sourcetype>Open Website</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2748556985</pqid></control><display><type>article</type><title>Exploring the Optoelectronic Properties of D-A and A-D-A 2,2'-bi[3,2- b ]thienothiophene Derivatives</title><source>PubMed (Medline)</source><source>Publicly Available Content Database (Proquest) (PQ_SDU_P3)</source><creator>Gabrian, Levi ; Giurgi, Gavril-Ionel ; Stroia, Ioan ; Bogdan, Elena ; Crişan, Andreea Petronela ; Hădade, Niculina Daniela ; Grosu, Ion ; Terec, Anamaria</creator><creatorcontrib>Gabrian, Levi ; Giurgi, Gavril-Ionel ; Stroia, Ioan ; Bogdan, Elena ; Crişan, Andreea Petronela ; Hădade, Niculina Daniela ; Grosu, Ion ; Terec, Anamaria</creatorcontrib><description>The synthesis of some novel donor-acceptor and acceptor-donor-acceptor systems containing a 2,2'-bi[3,2-
]thienothiophene donor block and various electron-accepting units is described alongside their photophysical properties studied using electrochemistry, optical spectroscopy and theoretical calculations. The obtained results show that the energy levels can be modulated by changing the strength of the acceptor unit. Among the three investigated end-groups, 1,1-dicyanomethylene-3-indanone exhibited the largest bathochromic shift and the lowest band gap suggesting the strongest electron-withdrawing character. Moreover, the emissive properties of the investigated systems vary greatly with the nature of the terminal group and are generally lower compared to their precursor aldehyde derivatives.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules27238463</identifier><identifier>PMID: 36500565</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Aldehydes ; Analysis ; Computer software industry ; DFT calculations ; Electrochemical reactions ; Electrochemistry ; electron-acceptor groups ; Electrons ; Energy levels ; fluorescence ; Investigations ; Optical properties ; Optoelectronics ; Optoelectronics industry ; Spectroscopy ; thienothiophene ; Thin films ; π-conjugated systems</subject><ispartof>Molecules (Basel, Switzerland), 2022-12, Vol.27 (23), p.8463</ispartof><rights>COPYRIGHT 2022 MDPI AG</rights><rights>2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2022 by the authors. 2022</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c499t-7a318663985a8096b9a9f5e252e230e4904724ee9ea3c3e84f7bbea2ec8e639e3</citedby><cites>FETCH-LOGICAL-c499t-7a318663985a8096b9a9f5e252e230e4904724ee9ea3c3e84f7bbea2ec8e639e3</cites><orcidid>0000-0003-3754-854X ; 0000-0002-2754-9525 ; 0000-0002-8755-9258 ; 0000-0003-1346-7171</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/2748556985/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2748556985?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,44590,53791,53793,75126</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36500565$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Gabrian, Levi</creatorcontrib><creatorcontrib>Giurgi, Gavril-Ionel</creatorcontrib><creatorcontrib>Stroia, Ioan</creatorcontrib><creatorcontrib>Bogdan, Elena</creatorcontrib><creatorcontrib>Crişan, Andreea Petronela</creatorcontrib><creatorcontrib>Hădade, Niculina Daniela</creatorcontrib><creatorcontrib>Grosu, Ion</creatorcontrib><creatorcontrib>Terec, Anamaria</creatorcontrib><title>Exploring the Optoelectronic Properties of D-A and A-D-A 2,2'-bi[3,2- b ]thienothiophene Derivatives</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>The synthesis of some novel donor-acceptor and acceptor-donor-acceptor systems containing a 2,2'-bi[3,2-
]thienothiophene donor block and various electron-accepting units is described alongside their photophysical properties studied using electrochemistry, optical spectroscopy and theoretical calculations. The obtained results show that the energy levels can be modulated by changing the strength of the acceptor unit. Among the three investigated end-groups, 1,1-dicyanomethylene-3-indanone exhibited the largest bathochromic shift and the lowest band gap suggesting the strongest electron-withdrawing character. Moreover, the emissive properties of the investigated systems vary greatly with the nature of the terminal group and are generally lower compared to their precursor aldehyde derivatives.</description><subject>Aldehydes</subject><subject>Analysis</subject><subject>Computer software industry</subject><subject>DFT calculations</subject><subject>Electrochemical reactions</subject><subject>Electrochemistry</subject><subject>electron-acceptor groups</subject><subject>Electrons</subject><subject>Energy levels</subject><subject>fluorescence</subject><subject>Investigations</subject><subject>Optical properties</subject><subject>Optoelectronics</subject><subject>Optoelectronics industry</subject><subject>Spectroscopy</subject><subject>thienothiophene</subject><subject>Thin films</subject><subject>π-conjugated systems</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNplkkuLFDEUhQtRnIf-ADcScOFmakzlnY3QzEMHBsaFrkRCkrrpTlOdlKnqRv-9aXscZpBAcrm55-MeOE3zpsPnlGr8YZMH8NsBJiIJVUzQZ81xxwhuKWb6-aP6qDmZpjXGpGMdf9kcUcEx5oIfN_3Vr3HIJaYlmleA7sY5Q4XOJafo0ZeSRyhzhAnlgC7bBbKpR4t2X5Ez8r518Ts9Iy1y6Me8ipByvfO4ggToEkrc2TnuYHrVvAh2mOD1_XvafLu--nrxub29-3RzsbhtPdN6bqWlnRKCasWtwlo4bXXgQDgBQjEwjZkkDECDpZ6CYkE6B5aAV1BVQE-bmwO3z3ZtxhI3tvw22Ubzt5HL0tjqxg9gBGfBAYNOS8mEEy5Y7CzFgqtgFSWV9fHAGrduA72HNBc7PIE-_UlxZZZ5Z7SkWpI94N09oOSfW5hms87bkqp_QyRTnIvqs06dH6aWtm4VU8gV5uvpYRN9ThBi7S8k41pgxWUVdAeBL3maCoSHlTps9qkw_6Wiat4-9vKg-BcD-gc_kbPJ</recordid><startdate>20221201</startdate><enddate>20221201</enddate><creator>Gabrian, Levi</creator><creator>Giurgi, Gavril-Ionel</creator><creator>Stroia, Ioan</creator><creator>Bogdan, Elena</creator><creator>Crişan, Andreea Petronela</creator><creator>Hădade, Niculina Daniela</creator><creator>Grosu, Ion</creator><creator>Terec, Anamaria</creator><general>MDPI AG</general><general>MDPI</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0003-3754-854X</orcidid><orcidid>https://orcid.org/0000-0002-2754-9525</orcidid><orcidid>https://orcid.org/0000-0002-8755-9258</orcidid><orcidid>https://orcid.org/0000-0003-1346-7171</orcidid></search><sort><creationdate>20221201</creationdate><title>Exploring the Optoelectronic Properties of D-A and A-D-A 2,2'-bi[3,2- b ]thienothiophene Derivatives</title><author>Gabrian, Levi ; Giurgi, Gavril-Ionel ; Stroia, Ioan ; Bogdan, Elena ; Crişan, Andreea Petronela ; Hădade, Niculina Daniela ; Grosu, Ion ; Terec, Anamaria</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c499t-7a318663985a8096b9a9f5e252e230e4904724ee9ea3c3e84f7bbea2ec8e639e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Aldehydes</topic><topic>Analysis</topic><topic>Computer software industry</topic><topic>DFT calculations</topic><topic>Electrochemical reactions</topic><topic>Electrochemistry</topic><topic>electron-acceptor groups</topic><topic>Electrons</topic><topic>Energy levels</topic><topic>fluorescence</topic><topic>Investigations</topic><topic>Optical properties</topic><topic>Optoelectronics</topic><topic>Optoelectronics industry</topic><topic>Spectroscopy</topic><topic>thienothiophene</topic><topic>Thin films</topic><topic>π-conjugated systems</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gabrian, Levi</creatorcontrib><creatorcontrib>Giurgi, Gavril-Ionel</creatorcontrib><creatorcontrib>Stroia, Ioan</creatorcontrib><creatorcontrib>Bogdan, Elena</creatorcontrib><creatorcontrib>Crişan, Andreea Petronela</creatorcontrib><creatorcontrib>Hădade, Niculina Daniela</creatorcontrib><creatorcontrib>Grosu, Ion</creatorcontrib><creatorcontrib>Terec, Anamaria</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>ProQuest Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>AUTh Library subscriptions: ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>PML(ProQuest Medical Library)</collection><collection>Publicly Available Content Database (Proquest) (PQ_SDU_P3)</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>PubMed Central (Full Participant titles)</collection><collection>DOAJ Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gabrian, Levi</au><au>Giurgi, Gavril-Ionel</au><au>Stroia, Ioan</au><au>Bogdan, Elena</au><au>Crişan, Andreea Petronela</au><au>Hădade, Niculina Daniela</au><au>Grosu, Ion</au><au>Terec, Anamaria</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Exploring the Optoelectronic Properties of D-A and A-D-A 2,2'-bi[3,2- b ]thienothiophene Derivatives</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2022-12-01</date><risdate>2022</risdate><volume>27</volume><issue>23</issue><spage>8463</spage><pages>8463-</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>The synthesis of some novel donor-acceptor and acceptor-donor-acceptor systems containing a 2,2'-bi[3,2-
]thienothiophene donor block and various electron-accepting units is described alongside their photophysical properties studied using electrochemistry, optical spectroscopy and theoretical calculations. The obtained results show that the energy levels can be modulated by changing the strength of the acceptor unit. Among the three investigated end-groups, 1,1-dicyanomethylene-3-indanone exhibited the largest bathochromic shift and the lowest band gap suggesting the strongest electron-withdrawing character. Moreover, the emissive properties of the investigated systems vary greatly with the nature of the terminal group and are generally lower compared to their precursor aldehyde derivatives.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>36500565</pmid><doi>10.3390/molecules27238463</doi><orcidid>https://orcid.org/0000-0003-3754-854X</orcidid><orcidid>https://orcid.org/0000-0002-2754-9525</orcidid><orcidid>https://orcid.org/0000-0002-8755-9258</orcidid><orcidid>https://orcid.org/0000-0003-1346-7171</orcidid><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1420-3049 |
ispartof | Molecules (Basel, Switzerland), 2022-12, Vol.27 (23), p.8463 |
issn | 1420-3049 1420-3049 |
language | eng |
recordid | cdi_doaj_primary_oai_doaj_org_article_654fbe4e197746b6bfa0ba30658fa832 |
source | PubMed (Medline); Publicly Available Content Database (Proquest) (PQ_SDU_P3) |
subjects | Aldehydes Analysis Computer software industry DFT calculations Electrochemical reactions Electrochemistry electron-acceptor groups Electrons Energy levels fluorescence Investigations Optical properties Optoelectronics Optoelectronics industry Spectroscopy thienothiophene Thin films π-conjugated systems |
title | Exploring the Optoelectronic Properties of D-A and A-D-A 2,2'-bi[3,2- b ]thienothiophene Derivatives |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T14%3A26%3A26IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_doaj_&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Exploring%20the%20Optoelectronic%20Properties%20of%20D-A%20and%20A-D-A%202,2'-bi%5B3,2-%20b%20%5Dthienothiophene%20Derivatives&rft.jtitle=Molecules%20(Basel,%20Switzerland)&rft.au=Gabrian,%20Levi&rft.date=2022-12-01&rft.volume=27&rft.issue=23&rft.spage=8463&rft.pages=8463-&rft.issn=1420-3049&rft.eissn=1420-3049&rft_id=info:doi/10.3390/molecules27238463&rft_dat=%3Cgale_doaj_%3EA745960857%3C/gale_doaj_%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c499t-7a318663985a8096b9a9f5e252e230e4904724ee9ea3c3e84f7bbea2ec8e639e3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2748556985&rft_id=info:pmid/36500565&rft_galeid=A745960857&rfr_iscdi=true |