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These moieties are arranged in highly conjugated quadrupolar structures. The structure\u2013property relationships are investigated through a joint experimental time\u2013resolved spectroscopic and computational TD\u2013DFT study. The femtosecond transient absorption and fluorescence up\u2013conversion experiments reveal ultrafast photoinduced intramolecular charge transfer. This is likely the key factor leading to efficient spin\u2013orbit CT\u2013induced intersystem crossing for the TPA\u2013 and PTZ\u2013derivatives as well as to small singlet\u2013to\u2013triplet energy gap. Consequently, evidence for a delayed fluorescence component is found together with the main prompt emission in the fluorescence kinetics both in solution and in thin film. The weight of the Thermally Activated Delayed Fluorescence (TADF) is greatly enhanced when these fluorophores are used as guests in solid\u2013state host matrices. TADF is interestingly revealed in the orange\u2013red region of the visible. Such long wavelength emission is here observed with surprisingly large fluorescence quantum yields, thanks to the conjugation enhancement achieved in these newly synthesized structures relative to previous studies. Our findings may be thus promising for the future development of efficient third generation TADF\u2013based OLEDs.<\/jats:p>","DOI":"10.1002\/chem.202402294","type":"journal-article","created":{"date-parts":[[2024,8,5]],"date-time":"2024-08-05T10:25:45Z","timestamp":1722853545000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Boosting the Efficiency of Red Thermally Activated Delayed Fluorescence\n                    <i>via<\/i>\n                    Conjugation Enhancement in Push\u2010Pull Naphthalimide Derivatives"],"prefix":"10.1002","volume":"30","author":[{"given":"Chiara","family":"Montanari","sequence":"first","affiliation":[{"name":"Department of Chemistry, Biology and Biotechnology and CEMIN University of Perugia  via Elce di Sotto n.8 Perugia 06123 Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nikhil","family":"Ji Tiwari","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology Indore  Indore 453552 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rajneesh","family":"Misra","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology Indore  Indore 453552 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2980-2598","authenticated-orcid":false,"given":"Benedetta","family":"Carlotti","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Biology and Biotechnology and CEMIN University of Perugia  via Elce di Sotto n.8 Perugia 06123 Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,9,24]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/adfm.201802558"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature11687"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41566-019-0415-5"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1TC05696D"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202111172"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202016089"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202007724"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0TC04465B"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202106570"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202210687"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC02042K"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1038\/natrevmats.2018.20"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC07180G"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201605444"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.mtener.2021.100705"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/cm402428a"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201809945"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsami.1c02943"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.8b00174"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1088\/2050-6120\/aa537e"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1126\/sciadv.aao6910"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/adom.201801536"},{"key":"e_1_2_8_23_1","unstructured":"P. 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