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...
Gespeichert in:
Veröffentlicht in: | New journal of chemistry 2019-06, Vol.43 (22), p.8722-8727 |
---|---|
Hauptverfasser: | , , , |
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 |