Utilizing Diels-Alder “click” chemistry to functionalize the organic-organic interface of semiconducting polymers
Tuning the energy levels of organic semiconductors in a predictable and durable manner is a challenging, yet necessary task to obtain high performance electronic and optoelectronic devices. Thermal diffusion and drift of dopants used for energy level control in the mostly van der Waals-cohered solid...
Gespeichert in:
| Hauptverfasser: | , , , , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
27 Jan 2020
|
| In: |
Journal of materials chemistry. C, Materials for optical and electronic devices
Year: 2020, Jahrgang: 8, Heft: 10, Pages: 3302-3307 |
| ISSN: | 2050-7534 |
| DOI: | 10.1039/C9TC06180K |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/C9TC06180K Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2020/tc/c9tc06180k 
|
| Verfasserangaben: | David Burmeister, Lukas Ahrens, Andreas Opitz, Giovanni Ligorio, Felix Hermerschmidt, Daniel Jänsch, Jan Freudenberg, Uwe H.F. Bunz, Klaus Müllen and Emil J.W. List-Kratochvil |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1696293405 | ||
| 003 | DE-627 | ||
| 005 | 20230426182343.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 200428s2020 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1039/C9TC06180K |2 doi | |
| 035 | |a (DE-627)1696293405 | ||
| 035 | |a (DE-599)KXP1696293405 | ||
| 035 | |a (OCoLC)1341316797 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Burmeister, David |d 1991- |e VerfasserIn |0 (DE-588)1209142953 |0 (DE-627)1696295203 |4 aut | |
| 245 | 1 | 0 | |a Utilizing Diels-Alder “click” chemistry to functionalize the organic-organic interface of semiconducting polymers |c David Burmeister, Lukas Ahrens, Andreas Opitz, Giovanni Ligorio, Felix Hermerschmidt, Daniel Jänsch, Jan Freudenberg, Uwe H.F. Bunz, Klaus Müllen and Emil J.W. List-Kratochvil |
| 264 | 1 | |c 27 Jan 2020 | |
| 300 | |a 6 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Gesehen am 28.04.2020 | ||
| 520 | |a Tuning the energy levels of organic semiconductors in a predictable and durable manner is a challenging, yet necessary task to obtain high performance electronic and optoelectronic devices. Thermal diffusion and drift of dopants used for energy level control in the mostly van der Waals-cohered solids results in the degradation of the defined interfaces that all electronic and optoelectronic devices rely on. An important goal is therefore their spatial fixation in multilayer organic device stacks. This work aims at covalently functionalizing the interface of an immobilized organic semiconductor polymer. To achieve this goal, the side chains of a polyfluorene are equipped with biscyclopentadienyl moieties which undergo thermal fragmentation via retro-Diels-Alder reactions to yield cyclopentadienyl functions. Diels-Alder cycloadditions of these functional groups cross-link adjacent polymer chains. In a second step, unreacted cyclopentadienyl units at the interface are covalently functionalized with strong dienophiles through a Diels-Alder reaction from solution. This reaction sequence modifies the energetics and the work function at the interface. Transfer of our protocol to other conjugated polymers and/or reaction types paves the way to tunable energy levels at organic-organic interfaces and to universal introduction of functions at organic semiconductor interfaces after deposition from solution. | ||
| 700 | 1 | |a Ahrens, Lukas |d 1992- |e VerfasserIn |0 (DE-588)1173201718 |0 (DE-627)1042346194 |0 (DE-576)515087661 |4 aut | |
| 700 | 1 | |a Opitz, Andreas |e VerfasserIn |4 aut | |
| 700 | 1 | |a Ligorio, Giovanni |e VerfasserIn |4 aut | |
| 700 | 1 | |a Hermerschmidt, Felix |e VerfasserIn |4 aut | |
| 700 | 1 | |a Jänsch, Daniel |e VerfasserIn |0 (DE-588)1157022383 |0 (DE-627)1020019018 |0 (DE-576)50257531X |4 aut | |
| 700 | 1 | |a Freudenberg, Jan |d 1988- |e VerfasserIn |0 (DE-588)1093219564 |0 (DE-627)853188386 |0 (DE-576)462642615 |4 aut | |
| 700 | 1 | |a Bunz, Uwe H. F. |d 1963- |e VerfasserIn |0 (DE-588)1080488456 |0 (DE-627)844723223 |0 (DE-576)181112833 |4 aut | |
| 700 | 1 | |a Müllen, Klaus |e VerfasserIn |4 aut | |
| 700 | 1 | |a List-Kratochvil, Emil J. W. |e VerfasserIn |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Journal of materials chemistry. C, Materials for optical and electronic devices |d London [u.a.] : RSC, 2013 |g 8(2020), 10, Seite 3302-3307 |h Online-Ressource |w (DE-627)735630577 |w (DE-600)2702245-6 |w (DE-576)37872956X |x 2050-7534 |7 nnas |a Utilizing Diels-Alder “click” chemistry to functionalize the organic-organic interface of semiconducting polymers |
| 773 | 1 | 8 | |g volume:8 |g year:2020 |g number:10 |g pages:3302-3307 |g extent:6 |a Utilizing Diels-Alder “click” chemistry to functionalize the organic-organic interface of semiconducting polymers |
| 856 | 4 | 0 | |u https://doi.org/10.1039/C9TC06180K |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 856 | 4 | 0 | |u https://pubs.rsc.org/en/content/articlelanding/2020/tc/c9tc06180k |x Verlag |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20200428 | ||
| 993 | |a Article | ||
| 994 | |a 2020 | ||
| 998 | |g 1080488456 |a Bunz, Uwe H. F. |m 1080488456:Bunz, Uwe H. F. |d 120000 |d 120100 |e 120000PB1080488456 |e 120100PB1080488456 |k 0/120000/ |k 1/120000/120100/ |p 8 | ||
| 998 | |g 1093219564 |a Freudenberg, Jan |m 1093219564:Freudenberg, Jan |d 120000 |d 120100 |e 120000PF1093219564 |e 120100PF1093219564 |k 0/120000/ |k 1/120000/120100/ |p 7 | ||
| 998 | |g 1157022383 |a Jänsch, Daniel |m 1157022383:Jänsch, Daniel |p 6 | ||
| 998 | |g 1173201718 |a Ahrens, Lukas |m 1173201718:Ahrens, Lukas |d 120000 |d 120100 |e 120000PA1173201718 |e 120100PA1173201718 |k 0/120000/ |k 1/120000/120100/ |p 2 | ||
| 999 | |a KXP-PPN1696293405 |e 3639509617 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"note":["Gesehen am 28.04.2020"],"type":{"bibl":"article-journal","media":"Online-Ressource"},"language":["eng"],"recId":"1696293405","person":[{"given":"David","family":"Burmeister","role":"aut","roleDisplay":"VerfasserIn","display":"Burmeister, David"},{"given":"Lukas","family":"Ahrens","role":"aut","display":"Ahrens, Lukas","roleDisplay":"VerfasserIn"},{"role":"aut","display":"Opitz, Andreas","roleDisplay":"VerfasserIn","given":"Andreas","family":"Opitz"},{"role":"aut","roleDisplay":"VerfasserIn","display":"Ligorio, Giovanni","given":"Giovanni","family":"Ligorio"},{"roleDisplay":"VerfasserIn","display":"Hermerschmidt, Felix","role":"aut","family":"Hermerschmidt","given":"Felix"},{"given":"Daniel","family":"Jänsch","role":"aut","display":"Jänsch, Daniel","roleDisplay":"VerfasserIn"},{"role":"aut","display":"Freudenberg, Jan","roleDisplay":"VerfasserIn","given":"Jan","family":"Freudenberg"},{"family":"Bunz","given":"Uwe H. F.","display":"Bunz, Uwe H. F.","roleDisplay":"VerfasserIn","role":"aut"},{"family":"Müllen","given":"Klaus","display":"Müllen, Klaus","roleDisplay":"VerfasserIn","role":"aut"},{"display":"List-Kratochvil, Emil J. W.","roleDisplay":"VerfasserIn","role":"aut","family":"List-Kratochvil","given":"Emil J. W."}],"title":[{"title_sort":"Utilizing Diels-Alder “click” chemistry to functionalize the organic-organic interface of semiconducting polymers","title":"Utilizing Diels-Alder “click” chemistry to functionalize the organic-organic interface of semiconducting polymers"}],"physDesc":[{"extent":"6 S."}],"relHost":[{"physDesc":[{"extent":"Online-Ressource"}],"origin":[{"publisherPlace":"London [u.a.]","dateIssuedDisp":"2013-","dateIssuedKey":"2013","publisher":"RSC"}],"id":{"zdb":["2702245-6"],"eki":["735630577"],"issn":["2050-7534"]},"disp":"Utilizing Diels-Alder “click” chemistry to functionalize the organic-organic interface of semiconducting polymersJournal of materials chemistry. C, Materials for optical and electronic devices","type":{"bibl":"periodical","media":"Online-Ressource"},"note":["Gesehen am 31.03.14"],"language":["eng"],"corporate":[{"role":"isb","display":"Royal Society of Chemistry","roleDisplay":"Herausgebendes Organ"}],"recId":"735630577","pubHistory":["1.2013 -"],"titleAlt":[{"title":"Journal of materials chemistry / C"}],"part":{"year":"2020","issue":"10","pages":"3302-3307","text":"8(2020), 10, Seite 3302-3307","volume":"8","extent":"6"},"title":[{"title_sort":"Journal of materials chemistry","title":"Journal of materials chemistry","partname":"Materials for optical and electronic devices"}]}],"name":{"displayForm":["David Burmeister, Lukas Ahrens, Andreas Opitz, Giovanni Ligorio, Felix Hermerschmidt, Daniel Jänsch, Jan Freudenberg, Uwe H.F. Bunz, Klaus Müllen and Emil J.W. List-Kratochvil"]},"origin":[{"dateIssuedDisp":"27 Jan 2020","dateIssuedKey":"2020"}],"id":{"doi":["10.1039/C9TC06180K"],"eki":["1696293405"]}} | ||
| SRT | |a BURMEISTERUTILIZINGD2720 | ||