Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules
Nine new quadrupolar chromophores based on diketopyrrolopyrrole were designed and prepared by cross-coupling reactions. The property tuning has been achieved by structural variation of the peripheral substituents (donor) and enlargement of the π-system. Fundamental properties of target molecules wer...
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.13.235 |
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doaj-8a7c05fc83484faca7234c948d7bd7212021-02-02T01:57:28ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-11-011312374238410.3762/bjoc.13.2351860-5397-13-235Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D moleculesJan Podlesný0Lenka Dokládalová1Oldřich Pytela2Adam Urbanec3Milan Klikar4Numan Almonasy5Tomáš Mikysek6Jaroslav Jedryka7Iwan V. Kityk8Filip Bureš9Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210, Czech RepublicCentre of Organic Chemistry Ltd., Rybitví 296, Rybitví, 53354, Czech RepublicInstitute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210, Czech RepublicInstitute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210, Czech RepublicInstitute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210, Czech RepublicInstitute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210, Czech RepublicDepartment of Analytical Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210, Czech Republic,Institute of Optoelectronics and Measuring Systems, Faculty of Electrical Engineering, Czestochowa University of Technology, Armii Krajowej 17, Czestochowa, 42-200, PolandInstitute of Optoelectronics and Measuring Systems, Faculty of Electrical Engineering, Czestochowa University of Technology, Armii Krajowej 17, Czestochowa, 42-200, PolandInstitute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210, Czech RepublicNine new quadrupolar chromophores based on diketopyrrolopyrrole were designed and prepared by cross-coupling reactions. The property tuning has been achieved by structural variation of the peripheral substituents (donor) and enlargement of the π-system. Fundamental properties of target molecules were studied by differential scanning calorimetry, electrochemistry, and absorption and emission spectra. Nonlinear optical properties were studied by measuring the third harmonic generation. The experimental data were completed by quantum-chemical calculations and structure–property relationships were elucidated.https://doi.org/10.3762/bjoc.13.235calculationsdiketopyrrolopyrroleelectrochemistryelectronic spectrapush–pullthird-harmonic generation |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Jan Podlesný Lenka Dokládalová Oldřich Pytela Adam Urbanec Milan Klikar Numan Almonasy Tomáš Mikysek Jaroslav Jedryka Iwan V. Kityk Filip Bureš |
| spellingShingle |
Jan Podlesný Lenka Dokládalová Oldřich Pytela Adam Urbanec Milan Klikar Numan Almonasy Tomáš Mikysek Jaroslav Jedryka Iwan V. Kityk Filip Bureš Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules Beilstein Journal of Organic Chemistry calculations diketopyrrolopyrrole electrochemistry electronic spectra push–pull third-harmonic generation |
| author_facet |
Jan Podlesný Lenka Dokládalová Oldřich Pytela Adam Urbanec Milan Klikar Numan Almonasy Tomáš Mikysek Jaroslav Jedryka Iwan V. Kityk Filip Bureš |
| author_sort |
Jan Podlesný |
| title |
Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules |
| title_short |
Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules |
| title_full |
Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules |
| title_fullStr |
Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules |
| title_full_unstemmed |
Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules |
| title_sort |
structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based d–π–a–π–d molecules |
| publisher |
Beilstein-Institut |
| series |
Beilstein Journal of Organic Chemistry |
| issn |
1860-5397 |
| publishDate |
2017-11-01 |
| description |
Nine new quadrupolar chromophores based on diketopyrrolopyrrole were designed and prepared by cross-coupling reactions. The property tuning has been achieved by structural variation of the peripheral substituents (donor) and enlargement of the π-system. Fundamental properties of target molecules were studied by differential scanning calorimetry, electrochemistry, and absorption and emission spectra. Nonlinear optical properties were studied by measuring the third harmonic generation. The experimental data were completed by quantum-chemical calculations and structure–property relationships were elucidated. |
| topic |
calculations diketopyrrolopyrrole electrochemistry electronic spectra push–pull third-harmonic generation |
| url |
https://doi.org/10.3762/bjoc.13.235 |
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