Structural and electrochemical studies of TiO2 complexes with (4,4′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivative bases towards organic devicesElectronic supplementary information (ESI) available. See DOI: 10.1039/c8dt01418c
Three (4,4′-((1 E ,1′ E )-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-( E )- N -(2,5-bis(octyloxy)benzylidene)) imine derivatives were synthesized via a condensation reaction with p -toluenesulfonic acid as a catalyst. The effects of the end groups and vinylene (-HC&z.dbd;CH-) moie...
Gespeichert in:
Hauptverfasser: | , , , , , , |
---|---|
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 7693 |
---|---|
container_issue | 23 |
container_start_page | 7682 |
container_title | |
container_volume | 47 |
creator | Rozycka, Anna Iwan, Agnieszka Bogdanowicz, Krzysztof Artur Filapek, Michal Górska, Natalia Hreniak, Agnieszka Marzec, Monika |
description | Three (4,4′-((1
E
,1′
E
)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(
E
)-
N
-(2,5-bis(octyloxy)benzylidene)) imine derivatives were synthesized
via
a condensation reaction with
p
-toluenesulfonic acid as a catalyst. The effects of the end groups and vinylene (-HC&z.dbd;CH-) moieties on the structural, thermal, optical, electrochemical and photovoltaic properties of imines were investigated to check the influence of TiO
2
on the imine properties. The thermal behavior of imines and their complexes with TiO
2
was widely investigated using FT-IR, XRD, DSC and POM methods in order to determine the order type in the imine structure. All imines present the highest occupied molecular orbital (HOMO) levels of about −5.39 eV (SAI1 and SAI2) and −5.27 eV (SAI3) and the lowest unoccupied molecular orbital (LUMO) levels at about −3.17 eV. The difference of the end groups in the imines in each case did not affect redox properties. Generally, both oxidation and reduction are easier after TiO
2
addition and it also changes the HOMO-LUMO levels of imines. Moreover, changes in the characteristic bands for imines in the region 1500-1700 cm
−1
observed as a drastic decrease of intensity or even disappearance of bands in the imine : TiO
2
mixture suggest the formation of a complex (C&z.dbd;N)-TiO
2
. Organic devices with the configuration of ITO/TiO
2
/SAIx (or SAIx : TiO
2
)/Au were fabricated and investigated in the presence and absence of visible light irradiation with an intensity of 93 mW cm
−2
. In all imines and complexes with TiO
2
, the generation of the photocurrent indicates their use as photodiodes and the best result was observed for SAI3 : TiO
2
complexes.
The structural, thermal, optical, electrochemical and photovoltaic properties were investigated to check the influence of TiO
2
on the imine properties. |
doi_str_mv | 10.1039/c8dt01418c |
format | Article |
fullrecord | <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_c8dt01418c</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c8dt01418c</sourcerecordid><originalsourceid>FETCH-rsc_primary_c8dt01418c3</originalsourceid><addsrcrecordid>eNqFUD1PwzAQDQgkysfCjmS2RIpL7KS0ZYUgusDQ7pVjX6iR40S2mzZM_CZ-Er8ERyAYQDDd3Xv3nt5dEJySZEiSdHrBJ8IlJCMTvhsMSDYe4ylNs72vnl4eBIfWPiUJpcmIDnbI3Jk1d2vDFGJaIFDAnan5CirJPWbdWkiwqC7RQj5QxOuqUbD1yEa6FQqzOHt7ecVhSPKY-C6PcEjjES6kDWvuOlVvuwiTOMPNCnSnQEPUc-D8CJjGBAvZqagHcejV97_oC9DPnZKiF0dIVlIDEmBky5xsARXM-jyu3jAjfFLzyLTkfqGVHGz-cVCP2HXjs1egHTMdkrqsTeUdao3CfD6LEGuZVKxQMERzAHTzMLtCPx97HOyXTFk4-axHwdltvri-w8byZWNk5c2X3-vp__z5X_yyEWX6DvRqmEM</addsrcrecordid><sourcetype>Enrichment Source</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Structural and electrochemical studies of TiO2 complexes with (4,4′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivative bases towards organic devicesElectronic supplementary information (ESI) available. See DOI: 10.1039/c8dt01418c</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Rozycka, Anna ; Iwan, Agnieszka ; Bogdanowicz, Krzysztof Artur ; Filapek, Michal ; Górska, Natalia ; Hreniak, Agnieszka ; Marzec, Monika</creator><creatorcontrib>Rozycka, Anna ; Iwan, Agnieszka ; Bogdanowicz, Krzysztof Artur ; Filapek, Michal ; Górska, Natalia ; Hreniak, Agnieszka ; Marzec, Monika</creatorcontrib><description>Three (4,4′-((1
E
,1′
E
)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(
E
)-
N
-(2,5-bis(octyloxy)benzylidene)) imine derivatives were synthesized
via
a condensation reaction with
p
-toluenesulfonic acid as a catalyst. The effects of the end groups and vinylene (-HC&z.dbd;CH-) moieties on the structural, thermal, optical, electrochemical and photovoltaic properties of imines were investigated to check the influence of TiO
2
on the imine properties. The thermal behavior of imines and their complexes with TiO
2
was widely investigated using FT-IR, XRD, DSC and POM methods in order to determine the order type in the imine structure. All imines present the highest occupied molecular orbital (HOMO) levels of about −5.39 eV (SAI1 and SAI2) and −5.27 eV (SAI3) and the lowest unoccupied molecular orbital (LUMO) levels at about −3.17 eV. The difference of the end groups in the imines in each case did not affect redox properties. Generally, both oxidation and reduction are easier after TiO
2
addition and it also changes the HOMO-LUMO levels of imines. Moreover, changes in the characteristic bands for imines in the region 1500-1700 cm
−1
observed as a drastic decrease of intensity or even disappearance of bands in the imine : TiO
2
mixture suggest the formation of a complex (C&z.dbd;N)-TiO
2
. Organic devices with the configuration of ITO/TiO
2
/SAIx (or SAIx : TiO
2
)/Au were fabricated and investigated in the presence and absence of visible light irradiation with an intensity of 93 mW cm
−2
. In all imines and complexes with TiO
2
, the generation of the photocurrent indicates their use as photodiodes and the best result was observed for SAI3 : TiO
2
complexes.
The structural, thermal, optical, electrochemical and photovoltaic properties were investigated to check the influence of TiO
2
on the imine properties.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/c8dt01418c</identifier><language>eng</language><creationdate>2018-06</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Rozycka, Anna</creatorcontrib><creatorcontrib>Iwan, Agnieszka</creatorcontrib><creatorcontrib>Bogdanowicz, Krzysztof Artur</creatorcontrib><creatorcontrib>Filapek, Michal</creatorcontrib><creatorcontrib>Górska, Natalia</creatorcontrib><creatorcontrib>Hreniak, Agnieszka</creatorcontrib><creatorcontrib>Marzec, Monika</creatorcontrib><title>Structural and electrochemical studies of TiO2 complexes with (4,4′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivative bases towards organic devicesElectronic supplementary information (ESI) available. See DOI: 10.1039/c8dt01418c</title><description>Three (4,4′-((1
E
,1′
E
)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(
E
)-
N
-(2,5-bis(octyloxy)benzylidene)) imine derivatives were synthesized
via
a condensation reaction with
p
-toluenesulfonic acid as a catalyst. The effects of the end groups and vinylene (-HC&z.dbd;CH-) moieties on the structural, thermal, optical, electrochemical and photovoltaic properties of imines were investigated to check the influence of TiO
2
on the imine properties. The thermal behavior of imines and their complexes with TiO
2
was widely investigated using FT-IR, XRD, DSC and POM methods in order to determine the order type in the imine structure. All imines present the highest occupied molecular orbital (HOMO) levels of about −5.39 eV (SAI1 and SAI2) and −5.27 eV (SAI3) and the lowest unoccupied molecular orbital (LUMO) levels at about −3.17 eV. The difference of the end groups in the imines in each case did not affect redox properties. Generally, both oxidation and reduction are easier after TiO
2
addition and it also changes the HOMO-LUMO levels of imines. Moreover, changes in the characteristic bands for imines in the region 1500-1700 cm
−1
observed as a drastic decrease of intensity or even disappearance of bands in the imine : TiO
2
mixture suggest the formation of a complex (C&z.dbd;N)-TiO
2
. Organic devices with the configuration of ITO/TiO
2
/SAIx (or SAIx : TiO
2
)/Au were fabricated and investigated in the presence and absence of visible light irradiation with an intensity of 93 mW cm
−2
. In all imines and complexes with TiO
2
, the generation of the photocurrent indicates their use as photodiodes and the best result was observed for SAI3 : TiO
2
complexes.
The structural, thermal, optical, electrochemical and photovoltaic properties were investigated to check the influence of TiO
2
on the imine properties.</description><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFUD1PwzAQDQgkysfCjmS2RIpL7KS0ZYUgusDQ7pVjX6iR40S2mzZM_CZ-Er8ERyAYQDDd3Xv3nt5dEJySZEiSdHrBJ8IlJCMTvhsMSDYe4ylNs72vnl4eBIfWPiUJpcmIDnbI3Jk1d2vDFGJaIFDAnan5CirJPWbdWkiwqC7RQj5QxOuqUbD1yEa6FQqzOHt7ecVhSPKY-C6PcEjjES6kDWvuOlVvuwiTOMPNCnSnQEPUc-D8CJjGBAvZqagHcejV97_oC9DPnZKiF0dIVlIDEmBky5xsARXM-jyu3jAjfFLzyLTkfqGVHGz-cVCP2HXjs1egHTMdkrqsTeUdao3CfD6LEGuZVKxQMERzAHTzMLtCPx97HOyXTFk4-axHwdltvri-w8byZWNk5c2X3-vp__z5X_yyEWX6DvRqmEM</recordid><startdate>20180612</startdate><enddate>20180612</enddate><creator>Rozycka, Anna</creator><creator>Iwan, Agnieszka</creator><creator>Bogdanowicz, Krzysztof Artur</creator><creator>Filapek, Michal</creator><creator>Górska, Natalia</creator><creator>Hreniak, Agnieszka</creator><creator>Marzec, Monika</creator><scope/></search><sort><creationdate>20180612</creationdate><title>Structural and electrochemical studies of TiO2 complexes with (4,4′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivative bases towards organic devicesElectronic supplementary information (ESI) available. See DOI: 10.1039/c8dt01418c</title><author>Rozycka, Anna ; Iwan, Agnieszka ; Bogdanowicz, Krzysztof Artur ; Filapek, Michal ; Górska, Natalia ; Hreniak, Agnieszka ; Marzec, Monika</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c8dt01418c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rozycka, Anna</creatorcontrib><creatorcontrib>Iwan, Agnieszka</creatorcontrib><creatorcontrib>Bogdanowicz, Krzysztof Artur</creatorcontrib><creatorcontrib>Filapek, Michal</creatorcontrib><creatorcontrib>Górska, Natalia</creatorcontrib><creatorcontrib>Hreniak, Agnieszka</creatorcontrib><creatorcontrib>Marzec, Monika</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rozycka, Anna</au><au>Iwan, Agnieszka</au><au>Bogdanowicz, Krzysztof Artur</au><au>Filapek, Michal</au><au>Górska, Natalia</au><au>Hreniak, Agnieszka</au><au>Marzec, Monika</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structural and electrochemical studies of TiO2 complexes with (4,4′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivative bases towards organic devicesElectronic supplementary information (ESI) available. See DOI: 10.1039/c8dt01418c</atitle><date>2018-06-12</date><risdate>2018</risdate><volume>47</volume><issue>23</issue><spage>7682</spage><epage>7693</epage><pages>7682-7693</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>Three (4,4′-((1
E
,1′
E
)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(
E
)-
N
-(2,5-bis(octyloxy)benzylidene)) imine derivatives were synthesized
via
a condensation reaction with
p
-toluenesulfonic acid as a catalyst. The effects of the end groups and vinylene (-HC&z.dbd;CH-) moieties on the structural, thermal, optical, electrochemical and photovoltaic properties of imines were investigated to check the influence of TiO
2
on the imine properties. The thermal behavior of imines and their complexes with TiO
2
was widely investigated using FT-IR, XRD, DSC and POM methods in order to determine the order type in the imine structure. All imines present the highest occupied molecular orbital (HOMO) levels of about −5.39 eV (SAI1 and SAI2) and −5.27 eV (SAI3) and the lowest unoccupied molecular orbital (LUMO) levels at about −3.17 eV. The difference of the end groups in the imines in each case did not affect redox properties. Generally, both oxidation and reduction are easier after TiO
2
addition and it also changes the HOMO-LUMO levels of imines. Moreover, changes in the characteristic bands for imines in the region 1500-1700 cm
−1
observed as a drastic decrease of intensity or even disappearance of bands in the imine : TiO
2
mixture suggest the formation of a complex (C&z.dbd;N)-TiO
2
. Organic devices with the configuration of ITO/TiO
2
/SAIx (or SAIx : TiO
2
)/Au were fabricated and investigated in the presence and absence of visible light irradiation with an intensity of 93 mW cm
−2
. In all imines and complexes with TiO
2
, the generation of the photocurrent indicates their use as photodiodes and the best result was observed for SAI3 : TiO
2
complexes.
The structural, thermal, optical, electrochemical and photovoltaic properties were investigated to check the influence of TiO
2
on the imine properties.</abstract><doi>10.1039/c8dt01418c</doi><tpages>12</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1477-9226 |
ispartof | |
issn | 1477-9226 1477-9234 |
language | eng |
recordid | cdi_rsc_primary_c8dt01418c |
source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
title | Structural and electrochemical studies of TiO2 complexes with (4,4′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivative bases towards organic devicesElectronic supplementary information (ESI) available. See DOI: 10.1039/c8dt01418c |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-04T22%3A31%3A14IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Structural%20and%20electrochemical%20studies%20of%20TiO2%20complexes%20with%20(4,4%E2%80%B2-((1E,1%E2%80%B2E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene))%20imine%20derivative%20bases%20towards%20organic%20devicesElectronic%20supplementary%20information%20(ESI)%20available.%20See%20DOI:%2010.1039/c8dt01418c&rft.au=Rozycka,%20Anna&rft.date=2018-06-12&rft.volume=47&rft.issue=23&rft.spage=7682&rft.epage=7693&rft.pages=7682-7693&rft.issn=1477-9226&rft.eissn=1477-9234&rft_id=info:doi/10.1039/c8dt01418c&rft_dat=%3Crsc%3Ec8dt01418c%3C/rsc%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |