Sulfur atom containing ligands induced rapid room temperature synthesis of red iridium() complexes with Ir-S-P-S structures for OLEDs

Two novel sulfur atom containing ligands (triethylamine salts of di- p -tolylphosphinodithioic acid (mess) and di(naphthalen-1-yl)phosphinodithioic acid (niss)) were first developed for red iridium( iii ) complexes (tfmpqz) 2 Ir(mess) and (tfmpqz) 2 Ir(niss) with Ir-S-P-S four membered ring structur...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:New journal of chemistry 2019-06, Vol.43 (22), p.8722-8727
Hauptverfasser: Su, Ning, Yang, Hui-Qing, Zheng, You-Xuan, Chen, Zhao-Xu
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 8727
container_issue 22
container_start_page 8722
container_title New journal of chemistry
container_volume 43
creator Su, Ning
Yang, Hui-Qing
Zheng, You-Xuan
Chen, Zhao-Xu
description Two novel sulfur atom containing ligands (triethylamine salts of di- p -tolylphosphinodithioic acid (mess) and di(naphthalen-1-yl)phosphinodithioic acid (niss)) were first developed for red iridium( iii ) complexes (tfmpqz) 2 Ir(mess) and (tfmpqz) 2 Ir(niss) with Ir-S-P-S four membered ring structures, in which 4-(4-(trifluoromethyl)phenyl)-quinazoline (tfmpqz) was used as a cyclometalated ligand. Both Ir( iii ) complexes were obtained rapidly at room temperature in 5 min in high yields due to the strong coordination ability of the S atom with the iridium atom, and the calculated Gibbs free energy changes of formation reactions of both complexes further prove that they are exothermic and thermodynamically beneficial processes. They show similar PL emissions at 623 and 619 nm with high phosphorescence quantum yields of 0.62 and 0.65, respectively. Using the two complexes as dopants, both organic light emitting devices (OLEDs) with the structure of ITO/HATCN (hexaazatriphenylene hexacarbonitrile, 5 nm)/TAPC (bis(4-( N , N -ditolylamino)phenyl)cyclohexane, 30 nm)/(tfmpqz) 2 Ir(mess) or (tfmpqz) 2 Ir(niss): 26DCzppy (2,6-bis-(3-(carbazol-9-yl)phenyl)pyridine) (12 wt%, 10 nm)/TmPyPB (1,3,5-tri((3-pyridyl)-phen-3-yl)benzene, 30 nm)/LiF (1 nm)/Al (100 nm) achieve good performances. In particular, the device using the (tfmpqz) 2 Ir(niss) complex exhibits better device performances with a maximum luminance of 43 643 cd m −2 , a maximum current efficiency of 31.32 cd A −1 , a maximum power efficiency of 22.35 lm W −1 and a maximum external quantum efficiency of 19.90%. Two red iridium( iii ) complexes containing a four-membered ring Ir-S-P-S backbone were synthesized at room temperature in 5 min, and their OLEDs exhibit an EQE max of 19.90%.
doi_str_mv 10.1039/c9nj01599j
format Article
fullrecord <record><control><sourceid>proquest_rsc_p</sourceid><recordid>TN_cdi_rsc_primary_c9nj01599j</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2234556182</sourcerecordid><originalsourceid>FETCH-LOGICAL-c281t-729f3919178da2b8e7ee823744931c7d99b3dcccc648ca138c256b2d23f6d8373</originalsourceid><addsrcrecordid>eNpFkU1LAzEQhoMoWKsX70LAiwqrm2Q3uzlKrR-lWKF6XtIk22bpbtZ8oP0B_m9TKzqHmTk8877wDgCnKL1GKWE3gnVNinLGmj0wQISyhGGK9uOOsixJ84wegiPnmjRFqKBoAL7mYV0HC7k3LRSm81x3ulvCtV7yTjqoOxmEktDyXsduIuVV2yvLfbAKuk3nV8ppB00NbeS01VKH9uIyirX9Wn0qBz-0X8Enm8yTl2QOnbdBbI8drI2Fs-n4zh2Dg5qvnTr5nUPwdj9-HT0m09nD0-h2mghcIp8UmNWEIYaKUnK8KFWhVIlJkWWMIFFIxhZEilg0KwVHpBQ4pwssMampLElBhuB8p9tb8x6U81Vjgu2iZYUxyfKcoqg3BFc7SljjnFV11VvdcrupUFptY65G7HnyE_Mkwmc72Drxx_2_gXwDACF69A</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2234556182</pqid></control><display><type>article</type><title>Sulfur atom containing ligands induced rapid room temperature synthesis of red iridium() complexes with Ir-S-P-S structures for OLEDs</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Su, Ning ; Yang, Hui-Qing ; Zheng, You-Xuan ; Chen, Zhao-Xu</creator><creatorcontrib>Su, Ning ; Yang, Hui-Qing ; Zheng, You-Xuan ; Chen, Zhao-Xu</creatorcontrib><description>Two novel sulfur atom containing ligands (triethylamine salts of di- p -tolylphosphinodithioic acid (mess) and di(naphthalen-1-yl)phosphinodithioic acid (niss)) were first developed for red iridium( iii ) complexes (tfmpqz) 2 Ir(mess) and (tfmpqz) 2 Ir(niss) with Ir-S-P-S four membered ring structures, in which 4-(4-(trifluoromethyl)phenyl)-quinazoline (tfmpqz) was used as a cyclometalated ligand. Both Ir( iii ) complexes were obtained rapidly at room temperature in 5 min in high yields due to the strong coordination ability of the S atom with the iridium atom, and the calculated Gibbs free energy changes of formation reactions of both complexes further prove that they are exothermic and thermodynamically beneficial processes. They show similar PL emissions at 623 and 619 nm with high phosphorescence quantum yields of 0.62 and 0.65, respectively. Using the two complexes as dopants, both organic light emitting devices (OLEDs) with the structure of ITO/HATCN (hexaazatriphenylene hexacarbonitrile, 5 nm)/TAPC (bis(4-( N , N -ditolylamino)phenyl)cyclohexane, 30 nm)/(tfmpqz) 2 Ir(mess) or (tfmpqz) 2 Ir(niss): 26DCzppy (2,6-bis-(3-(carbazol-9-yl)phenyl)pyridine) (12 wt%, 10 nm)/TmPyPB (1,3,5-tri((3-pyridyl)-phen-3-yl)benzene, 30 nm)/LiF (1 nm)/Al (100 nm) achieve good performances. In particular, the device using the (tfmpqz) 2 Ir(niss) complex exhibits better device performances with a maximum luminance of 43 643 cd m −2 , a maximum current efficiency of 31.32 cd A −1 , a maximum power efficiency of 22.35 lm W −1 and a maximum external quantum efficiency of 19.90%. Two red iridium( iii ) complexes containing a four-membered ring Ir-S-P-S backbone were synthesized at room temperature in 5 min, and their OLEDs exhibit an EQE max of 19.90%.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/c9nj01599j</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Benzene ; Coordination compounds ; Crystallography ; Current efficiency ; Cyclohexane ; Efficiency ; Exothermic reactions ; Gibbs free energy ; Iridium compounds ; Ligands ; Lithium fluoride ; Maximum power ; Organic light emitting diodes ; Phosphorescence ; Power efficiency ; Quantum efficiency ; Ring structures ; Room temperature ; Sulfur ; Triethylamine</subject><ispartof>New journal of chemistry, 2019-06, Vol.43 (22), p.8722-8727</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-729f3919178da2b8e7ee823744931c7d99b3dcccc648ca138c256b2d23f6d8373</citedby><cites>FETCH-LOGICAL-c281t-729f3919178da2b8e7ee823744931c7d99b3dcccc648ca138c256b2d23f6d8373</cites><orcidid>0000-0001-6351-8868 ; 0000-0002-1795-2492 ; 0000-0002-5444-776X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Su, Ning</creatorcontrib><creatorcontrib>Yang, Hui-Qing</creatorcontrib><creatorcontrib>Zheng, You-Xuan</creatorcontrib><creatorcontrib>Chen, Zhao-Xu</creatorcontrib><title>Sulfur atom containing ligands induced rapid room temperature synthesis of red iridium() complexes with Ir-S-P-S structures for OLEDs</title><title>New journal of chemistry</title><description>Two novel sulfur atom containing ligands (triethylamine salts of di- p -tolylphosphinodithioic acid (mess) and di(naphthalen-1-yl)phosphinodithioic acid (niss)) were first developed for red iridium( iii ) complexes (tfmpqz) 2 Ir(mess) and (tfmpqz) 2 Ir(niss) with Ir-S-P-S four membered ring structures, in which 4-(4-(trifluoromethyl)phenyl)-quinazoline (tfmpqz) was used as a cyclometalated ligand. Both Ir( iii ) complexes were obtained rapidly at room temperature in 5 min in high yields due to the strong coordination ability of the S atom with the iridium atom, and the calculated Gibbs free energy changes of formation reactions of both complexes further prove that they are exothermic and thermodynamically beneficial processes. They show similar PL emissions at 623 and 619 nm with high phosphorescence quantum yields of 0.62 and 0.65, respectively. Using the two complexes as dopants, both organic light emitting devices (OLEDs) with the structure of ITO/HATCN (hexaazatriphenylene hexacarbonitrile, 5 nm)/TAPC (bis(4-( N , N -ditolylamino)phenyl)cyclohexane, 30 nm)/(tfmpqz) 2 Ir(mess) or (tfmpqz) 2 Ir(niss): 26DCzppy (2,6-bis-(3-(carbazol-9-yl)phenyl)pyridine) (12 wt%, 10 nm)/TmPyPB (1,3,5-tri((3-pyridyl)-phen-3-yl)benzene, 30 nm)/LiF (1 nm)/Al (100 nm) achieve good performances. In particular, the device using the (tfmpqz) 2 Ir(niss) complex exhibits better device performances with a maximum luminance of 43 643 cd m −2 , a maximum current efficiency of 31.32 cd A −1 , a maximum power efficiency of 22.35 lm W −1 and a maximum external quantum efficiency of 19.90%. Two red iridium( iii ) complexes containing a four-membered ring Ir-S-P-S backbone were synthesized at room temperature in 5 min, and their OLEDs exhibit an EQE max of 19.90%.</description><subject>Benzene</subject><subject>Coordination compounds</subject><subject>Crystallography</subject><subject>Current efficiency</subject><subject>Cyclohexane</subject><subject>Efficiency</subject><subject>Exothermic reactions</subject><subject>Gibbs free energy</subject><subject>Iridium compounds</subject><subject>Ligands</subject><subject>Lithium fluoride</subject><subject>Maximum power</subject><subject>Organic light emitting diodes</subject><subject>Phosphorescence</subject><subject>Power efficiency</subject><subject>Quantum efficiency</subject><subject>Ring structures</subject><subject>Room temperature</subject><subject>Sulfur</subject><subject>Triethylamine</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpFkU1LAzEQhoMoWKsX70LAiwqrm2Q3uzlKrR-lWKF6XtIk22bpbtZ8oP0B_m9TKzqHmTk8877wDgCnKL1GKWE3gnVNinLGmj0wQISyhGGK9uOOsixJ84wegiPnmjRFqKBoAL7mYV0HC7k3LRSm81x3ulvCtV7yTjqoOxmEktDyXsduIuVV2yvLfbAKuk3nV8ppB00NbeS01VKH9uIyirX9Wn0qBz-0X8Enm8yTl2QOnbdBbI8drI2Fs-n4zh2Dg5qvnTr5nUPwdj9-HT0m09nD0-h2mghcIp8UmNWEIYaKUnK8KFWhVIlJkWWMIFFIxhZEilg0KwVHpBQ4pwssMampLElBhuB8p9tb8x6U81Vjgu2iZYUxyfKcoqg3BFc7SljjnFV11VvdcrupUFptY65G7HnyE_Mkwmc72Drxx_2_gXwDACF69A</recordid><startdate>20190604</startdate><enddate>20190604</enddate><creator>Su, Ning</creator><creator>Yang, Hui-Qing</creator><creator>Zheng, You-Xuan</creator><creator>Chen, Zhao-Xu</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0001-6351-8868</orcidid><orcidid>https://orcid.org/0000-0002-1795-2492</orcidid><orcidid>https://orcid.org/0000-0002-5444-776X</orcidid></search><sort><creationdate>20190604</creationdate><title>Sulfur atom containing ligands induced rapid room temperature synthesis of red iridium() complexes with Ir-S-P-S structures for OLEDs</title><author>Su, Ning ; Yang, Hui-Qing ; Zheng, You-Xuan ; Chen, Zhao-Xu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-729f3919178da2b8e7ee823744931c7d99b3dcccc648ca138c256b2d23f6d8373</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Benzene</topic><topic>Coordination compounds</topic><topic>Crystallography</topic><topic>Current efficiency</topic><topic>Cyclohexane</topic><topic>Efficiency</topic><topic>Exothermic reactions</topic><topic>Gibbs free energy</topic><topic>Iridium compounds</topic><topic>Ligands</topic><topic>Lithium fluoride</topic><topic>Maximum power</topic><topic>Organic light emitting diodes</topic><topic>Phosphorescence</topic><topic>Power efficiency</topic><topic>Quantum efficiency</topic><topic>Ring structures</topic><topic>Room temperature</topic><topic>Sulfur</topic><topic>Triethylamine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Su, Ning</creatorcontrib><creatorcontrib>Yang, Hui-Qing</creatorcontrib><creatorcontrib>Zheng, You-Xuan</creatorcontrib><creatorcontrib>Chen, Zhao-Xu</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Su, Ning</au><au>Yang, Hui-Qing</au><au>Zheng, You-Xuan</au><au>Chen, Zhao-Xu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sulfur atom containing ligands induced rapid room temperature synthesis of red iridium() complexes with Ir-S-P-S structures for OLEDs</atitle><jtitle>New journal of chemistry</jtitle><date>2019-06-04</date><risdate>2019</risdate><volume>43</volume><issue>22</issue><spage>8722</spage><epage>8727</epage><pages>8722-8727</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>Two novel sulfur atom containing ligands (triethylamine salts of di- p -tolylphosphinodithioic acid (mess) and di(naphthalen-1-yl)phosphinodithioic acid (niss)) were first developed for red iridium( iii ) complexes (tfmpqz) 2 Ir(mess) and (tfmpqz) 2 Ir(niss) with Ir-S-P-S four membered ring structures, in which 4-(4-(trifluoromethyl)phenyl)-quinazoline (tfmpqz) was used as a cyclometalated ligand. Both Ir( iii ) complexes were obtained rapidly at room temperature in 5 min in high yields due to the strong coordination ability of the S atom with the iridium atom, and the calculated Gibbs free energy changes of formation reactions of both complexes further prove that they are exothermic and thermodynamically beneficial processes. They show similar PL emissions at 623 and 619 nm with high phosphorescence quantum yields of 0.62 and 0.65, respectively. Using the two complexes as dopants, both organic light emitting devices (OLEDs) with the structure of ITO/HATCN (hexaazatriphenylene hexacarbonitrile, 5 nm)/TAPC (bis(4-( N , N -ditolylamino)phenyl)cyclohexane, 30 nm)/(tfmpqz) 2 Ir(mess) or (tfmpqz) 2 Ir(niss): 26DCzppy (2,6-bis-(3-(carbazol-9-yl)phenyl)pyridine) (12 wt%, 10 nm)/TmPyPB (1,3,5-tri((3-pyridyl)-phen-3-yl)benzene, 30 nm)/LiF (1 nm)/Al (100 nm) achieve good performances. In particular, the device using the (tfmpqz) 2 Ir(niss) complex exhibits better device performances with a maximum luminance of 43 643 cd m −2 , a maximum current efficiency of 31.32 cd A −1 , a maximum power efficiency of 22.35 lm W −1 and a maximum external quantum efficiency of 19.90%. Two red iridium( iii ) complexes containing a four-membered ring Ir-S-P-S backbone were synthesized at room temperature in 5 min, and their OLEDs exhibit an EQE max of 19.90%.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9nj01599j</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-6351-8868</orcidid><orcidid>https://orcid.org/0000-0002-1795-2492</orcidid><orcidid>https://orcid.org/0000-0002-5444-776X</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1144-0546
ispartof New journal of chemistry, 2019-06, Vol.43 (22), p.8722-8727
issn 1144-0546
1369-9261
language eng
recordid cdi_rsc_primary_c9nj01599j
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Benzene
Coordination compounds
Crystallography
Current efficiency
Cyclohexane
Efficiency
Exothermic reactions
Gibbs free energy
Iridium compounds
Ligands
Lithium fluoride
Maximum power
Organic light emitting diodes
Phosphorescence
Power efficiency
Quantum efficiency
Ring structures
Room temperature
Sulfur
Triethylamine
title Sulfur atom containing ligands induced rapid room temperature synthesis of red iridium() complexes with Ir-S-P-S structures for OLEDs
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-29T04%3A56%3A07IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_rsc_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Sulfur%20atom%20containing%20ligands%20induced%20rapid%20room%20temperature%20synthesis%20of%20red%20iridium()%20complexes%20with%20Ir-S-P-S%20structures%20for%20OLEDs&rft.jtitle=New%20journal%20of%20chemistry&rft.au=Su,%20Ning&rft.date=2019-06-04&rft.volume=43&rft.issue=22&rft.spage=8722&rft.epage=8727&rft.pages=8722-8727&rft.issn=1144-0546&rft.eissn=1369-9261&rft_id=info:doi/10.1039/c9nj01599j&rft_dat=%3Cproquest_rsc_p%3E2234556182%3C/proquest_rsc_p%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2234556182&rft_id=info:pmid/&rfr_iscdi=true