Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands

Luminescent organometallic platinum(II) compounds are of interest as phosphors for organic light emitting devices. Their emissive properties can be tuned by variation of the ligands or by specific electron-withdrawing or electron-donating substituents. Different ancillary ligands can have a profound...

Full description

Saved in:
Bibliographic Details
Published in:Beilstein journal of organic chemistry 2018-03, Vol.14 (1), p.664-671
Main Authors: Pittkowski, Rebecca, Strassner, Thomas
Format: Article
Language:English
Subjects:
ancillary ligand
Chemistry
Chromatography
Cold
Ethanol
Full Research Paper
Ligands
photoluminescence
Platinum
platinum(II) complex
quantum yield
β-diketonates
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-c472t-3748193fec675b3738ca9ddde1f292d3cc600fc109ce448cda01809cf36115ce3
cites cdi_FETCH-LOGICAL-c472t-3748193fec675b3738ca9ddde1f292d3cc600fc109ce448cda01809cf36115ce3
container_end_page 671
container_issue 1
container_start_page 664
container_title Beilstein journal of organic chemistry
container_volume 14
creator Pittkowski, Rebecca
Strassner, Thomas
description Luminescent organometallic platinum(II) compounds are of interest as phosphors for organic light emitting devices. Their emissive properties can be tuned by variation of the ligands or by specific electron-withdrawing or electron-donating substituents. Different ancillary ligands can have a profound impact on the emission color and emission efficiency of these complexes. We studied the influence of sterically hindered, aryl-substituted β-diketonates on the emission properties of C^C* cyclometalated complexes, employing the unsubstituted methyl-phenyl-imidazolium ligand. The quantum yield was significantly enhanced by changing the auxiliary ligand from acetylacetonate, where the corresponding platinum(II) complex shows only a very weak emission, to mesityl (mes) or duryl (dur) substituted acetylacetonates. The new complexes show very efficient emission with quantum yields >70% in the sky-blue spectral region (480 nm) and short decay times (
doi_str_mv 10.3762/bjoc.14.54
format article
fullrecord <record><control><sourceid>proquest_doaj_</sourceid><recordid>TN_cdi_doaj_primary_oai_doaj_org_article_e0f9a3bc40a04085b4d113043d4dd045</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><doaj_id>oai_doaj_org_article_e0f9a3bc40a04085b4d113043d4dd045</doaj_id><sourcerecordid>2022982491</sourcerecordid><originalsourceid>FETCH-LOGICAL-c472t-3748193fec675b3738ca9ddde1f292d3cc600fc109ce448cda01809cf36115ce3</originalsourceid><addsrcrecordid>eNpdks1qFTEUx4NY2lq78QFkwI0Ic83XZCYbQUrVQqEbXcdMcuY210zSJhnhvpYP0mdqrreW1lW-fufHn5OD0BuCV6wX9OO4iWZF-KrjL9AxGQRuOyb7l0_2R-hVzhuMORZYHKIjKgVlhMpj9PM8XOtgwDa3iw5lmZutA29zM26bXCA5o73fNhZmHawL60anrW_zMubiylJq3d2f1rpfUGLQBZrqct5XqPFuXUvya3QwaZ_h9GE9QT--nH8_-9ZeXn29OPt82Rre09Kyng9EsgmM6LuR9WwwWlprgUxUUsuMERhPhmBpgPPBWI3JUA8TE4R0BtgJuth7bdQbdZPcXEOoqJ36exHTWulUnPGgAE9Ss9FwrGtHhm7klhCGObPcWsy76vq0d90s4wzWQChJ-2fS5y_BXat1_K26oceEyyp4_yBI8XaBXNTssoHamABxyYpiSuVAuSQVffcfuolLCrVVlWJU9JyLXaIPe8qkmHOC6TEMwWo3BGo3BIpw1fEKv30a_xH99-vsHmi6r8w</addsrcrecordid><sourcetype>Open Website</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2032674465</pqid></control><display><type>article</type><title>Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands</title><source>Open Access: PubMed Central</source><source>Publicly Available Content Database</source><creator>Pittkowski, Rebecca ; Strassner, Thomas</creator><creatorcontrib>Pittkowski, Rebecca ; Strassner, Thomas</creatorcontrib><description>Luminescent organometallic platinum(II) compounds are of interest as phosphors for organic light emitting devices. Their emissive properties can be tuned by variation of the ligands or by specific electron-withdrawing or electron-donating substituents. Different ancillary ligands can have a profound impact on the emission color and emission efficiency of these complexes. We studied the influence of sterically hindered, aryl-substituted β-diketonates on the emission properties of C^C* cyclometalated complexes, employing the unsubstituted methyl-phenyl-imidazolium ligand. The quantum yield was significantly enhanced by changing the auxiliary ligand from acetylacetonate, where the corresponding platinum(II) complex shows only a very weak emission, to mesityl (mes) or duryl (dur) substituted acetylacetonates. The new complexes show very efficient emission with quantum yields &gt;70% in the sky-blue spectral region (480 nm) and short decay times (&lt;3 μs).</description><identifier>ISSN: 1860-5397</identifier><identifier>ISSN: 2195-951X</identifier><identifier>EISSN: 1860-5397</identifier><identifier>DOI: 10.3762/bjoc.14.54</identifier><identifier>PMID: 29623129</identifier><language>eng</language><publisher>Germany: Beilstein-Institut zur Föerderung der Chemischen Wissenschaften</publisher><subject>ancillary ligand ; Chemistry ; Chromatography ; Cold ; Ethanol ; Full Research Paper ; Ligands ; photoluminescence ; Platinum ; platinum(II) complex ; quantum yield ; β-diketonates</subject><ispartof>Beilstein journal of organic chemistry, 2018-03, Vol.14 (1), p.664-671</ispartof><rights>Copyright © 2018, Pittkowski and Strassner; licensee Beilstein-Institut. This work is licensed under the Creative Commons Attribution License ( https://creativecommons.org/licenses/by/3.0/ ) (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>Copyright © 2018, Pittkowski and Strassner 2018 Pittkowski and Strassner</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c472t-3748193fec675b3738ca9ddde1f292d3cc600fc109ce448cda01809cf36115ce3</citedby><cites>FETCH-LOGICAL-c472t-3748193fec675b3738ca9ddde1f292d3cc600fc109ce448cda01809cf36115ce3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/2032674465/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2032674465?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,37013,44590,53791,53793,75126</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29623129$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Pittkowski, Rebecca</creatorcontrib><creatorcontrib>Strassner, Thomas</creatorcontrib><title>Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands</title><title>Beilstein journal of organic chemistry</title><addtitle>Beilstein J Org Chem</addtitle><description>Luminescent organometallic platinum(II) compounds are of interest as phosphors for organic light emitting devices. Their emissive properties can be tuned by variation of the ligands or by specific electron-withdrawing or electron-donating substituents. Different ancillary ligands can have a profound impact on the emission color and emission efficiency of these complexes. We studied the influence of sterically hindered, aryl-substituted β-diketonates on the emission properties of C^C* cyclometalated complexes, employing the unsubstituted methyl-phenyl-imidazolium ligand. The quantum yield was significantly enhanced by changing the auxiliary ligand from acetylacetonate, where the corresponding platinum(II) complex shows only a very weak emission, to mesityl (mes) or duryl (dur) substituted acetylacetonates. The new complexes show very efficient emission with quantum yields &gt;70% in the sky-blue spectral region (480 nm) and short decay times (&lt;3 μs).</description><subject>ancillary ligand</subject><subject>Chemistry</subject><subject>Chromatography</subject><subject>Cold</subject><subject>Ethanol</subject><subject>Full Research Paper</subject><subject>Ligands</subject><subject>photoluminescence</subject><subject>Platinum</subject><subject>platinum(II) complex</subject><subject>quantum yield</subject><subject>β-diketonates</subject><issn>1860-5397</issn><issn>2195-951X</issn><issn>1860-5397</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNpdks1qFTEUx4NY2lq78QFkwI0Ic83XZCYbQUrVQqEbXcdMcuY210zSJhnhvpYP0mdqrreW1lW-fufHn5OD0BuCV6wX9OO4iWZF-KrjL9AxGQRuOyb7l0_2R-hVzhuMORZYHKIjKgVlhMpj9PM8XOtgwDa3iw5lmZutA29zM26bXCA5o73fNhZmHawL60anrW_zMubiylJq3d2f1rpfUGLQBZrqct5XqPFuXUvya3QwaZ_h9GE9QT--nH8_-9ZeXn29OPt82Rre09Kyng9EsgmM6LuR9WwwWlprgUxUUsuMERhPhmBpgPPBWI3JUA8TE4R0BtgJuth7bdQbdZPcXEOoqJ36exHTWulUnPGgAE9Ss9FwrGtHhm7klhCGObPcWsy76vq0d90s4wzWQChJ-2fS5y_BXat1_K26oceEyyp4_yBI8XaBXNTssoHamABxyYpiSuVAuSQVffcfuolLCrVVlWJU9JyLXaIPe8qkmHOC6TEMwWo3BGo3BIpw1fEKv30a_xH99-vsHmi6r8w</recordid><startdate>20180321</startdate><enddate>20180321</enddate><creator>Pittkowski, Rebecca</creator><creator>Strassner, Thomas</creator><general>Beilstein-Institut zur Föerderung der Chemischen Wissenschaften</general><general>Beilstein-Institut</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7XB</scope><scope>88I</scope><scope>8FE</scope><scope>8FH</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BFMQW</scope><scope>BHPHI</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>LK8</scope><scope>M2P</scope><scope>M7P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope></search><sort><creationdate>20180321</creationdate><title>Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands</title><author>Pittkowski, Rebecca ; Strassner, Thomas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c472t-3748193fec675b3738ca9ddde1f292d3cc600fc109ce448cda01809cf36115ce3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>ancillary ligand</topic><topic>Chemistry</topic><topic>Chromatography</topic><topic>Cold</topic><topic>Ethanol</topic><topic>Full Research Paper</topic><topic>Ligands</topic><topic>photoluminescence</topic><topic>Platinum</topic><topic>platinum(II) complex</topic><topic>quantum yield</topic><topic>β-diketonates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pittkowski, Rebecca</creatorcontrib><creatorcontrib>Strassner, Thomas</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</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>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Continental Europe Database</collection><collection>Natural Science Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>Biological Sciences</collection><collection>Science Database (ProQuest)</collection><collection>Biological Science Database</collection><collection>Publicly Available Content Database</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>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>Directory of Open Access Journals</collection><jtitle>Beilstein journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Pittkowski, Rebecca</au><au>Strassner, Thomas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands</atitle><jtitle>Beilstein journal of organic chemistry</jtitle><addtitle>Beilstein J Org Chem</addtitle><date>2018-03-21</date><risdate>2018</risdate><volume>14</volume><issue>1</issue><spage>664</spage><epage>671</epage><pages>664-671</pages><issn>1860-5397</issn><issn>2195-951X</issn><eissn>1860-5397</eissn><abstract>Luminescent organometallic platinum(II) compounds are of interest as phosphors for organic light emitting devices. Their emissive properties can be tuned by variation of the ligands or by specific electron-withdrawing or electron-donating substituents. Different ancillary ligands can have a profound impact on the emission color and emission efficiency of these complexes. We studied the influence of sterically hindered, aryl-substituted β-diketonates on the emission properties of C^C* cyclometalated complexes, employing the unsubstituted methyl-phenyl-imidazolium ligand. The quantum yield was significantly enhanced by changing the auxiliary ligand from acetylacetonate, where the corresponding platinum(II) complex shows only a very weak emission, to mesityl (mes) or duryl (dur) substituted acetylacetonates. The new complexes show very efficient emission with quantum yields &gt;70% in the sky-blue spectral region (480 nm) and short decay times (&lt;3 μs).</abstract><cop>Germany</cop><pub>Beilstein-Institut zur Föerderung der Chemischen Wissenschaften</pub><pmid>29623129</pmid><doi>10.3762/bjoc.14.54</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1860-5397
ispartof Beilstein journal of organic chemistry, 2018-03, Vol.14 (1), p.664-671
issn 1860-5397
2195-951X
1860-5397
language eng
recordid cdi_doaj_primary_oai_doaj_org_article_e0f9a3bc40a04085b4d113043d4dd045
source Open Access: PubMed Central; Publicly Available Content Database
subjects ancillary ligand
Chemistry
Chromatography
Cold
Ethanol
Full Research Paper
Ligands
photoluminescence
Platinum
platinum(II) complex
quantum yield
β-diketonates
title Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-23T19%3A01%3A25IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_doaj_&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Enhanced%20quantum%20yields%20by%20sterically%20demanding%20aryl-substituted%20%CE%B2-diketonate%20ancillary%20ligands&rft.jtitle=Beilstein%20journal%20of%20organic%20chemistry&rft.au=Pittkowski,%20Rebecca&rft.date=2018-03-21&rft.volume=14&rft.issue=1&rft.spage=664&rft.epage=671&rft.pages=664-671&rft.issn=1860-5397&rft.eissn=1860-5397&rft_id=info:doi/10.3762/bjoc.14.54&rft_dat=%3Cproquest_doaj_%3E2022982491%3C/proquest_doaj_%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c472t-3748193fec675b3738ca9ddde1f292d3cc600fc109ce448cda01809cf36115ce3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2032674465&rft_id=info:pmid/29623129&rfr_iscdi=true