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The compounds showed good emission properties with Photoluminescence Quantum Yields (PLQYs) higher than 80\u2009% in solution and 50\u2009% in solid state (thin film). The solvatochromism results revealed a pronounced vibronic emission in methylcyclohexane and toluene, characterized by two distinct sharp emission peaks and a small redshift in the following order: methylcyclohexane&gt;toluene&gt;dichloromethane&gt;tetrahydrofuran&gt;acetonitrile. Also, the compounds formed aggregates with redshifted emission, which can be attributed to excimer formation. This phenomenon was observed in solutions containing 90\u2009% water and with the concentration variation in methylcyclohexane (MCH). Compounds with a greater number of peripheral chains showed the capacity to keep hexagonal columnar organization in films after fast cooling from liquid state. OLEDs fabricated with these compounds showed turn\u2010on voltages lower than 4.0\u2005V, with luminance higher than 1400\u2005cd\u2009m<jats:sup>\u22122<\/jats:sup>, electroluminescence spectra with Full Width at Half Maximum lower than 70\u2005nm and maximum External Quantum Efficiency between 7.2\u2009% and 4.3\u2009%. Overall, this shows that the 1,4\u2010dihydropyrrolo[3,2\u2010b]pyrrole moiety is promising for applications where luminescence is paramount, as in organic light\u2010emitting devices.<\/jats:p>","DOI":"10.1002\/cplu.202300539","type":"journal-article","created":{"date-parts":[[2023,10,6]],"date-time":"2023-10-06T11:28:06Z","timestamp":1696591686000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Shedding Light on Highly Emissive 1,4\u2010Dihydropyrrolo[3,2\u2010b]pyrrole Derivatives: Synthesis and Aggregate\u2010Dependent Emission"],"prefix":"10.1002","volume":"88","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-9342-9575","authenticated-orcid":false,"given":"Priscila Pazini","family":"Abatti","sequence":"first","affiliation":[{"name":"Department of Chemistry Federal University of Santa Catarina  Campus Universit\u00e1rio Reitor Jo\u00e3o David Ferreira Lima CP 476, CEP 88040-900, Trindade Florian\u00f3polis\/SC Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8990-6305","authenticated-orcid":false,"given":"N\u00edcolas Oliveira","family":"Decarli","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry Silesian University of Technology  Ksi\u0119dza Marcina Strzody 9 44-100 Gliwice Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0358-3152","authenticated-orcid":false,"given":"Szymon","family":"Gogoc","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry Silesian University of Technology  Ksi\u0119dza Marcina Strzody 9 44-100 Gliwice Poland"},{"name":"Faculty of Materials Science and Ceramics AGH University of Krakow  al. 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