{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T04:58:21Z","timestamp":1787029101955,"version":"build-2736575974"},"reference-count":47,"publisher":"MDPI AG","issue":"19","license":[{"start":{"date-parts":[[2023,9,23]],"date-time":"2023-09-23T00:00:00Z","timestamp":1695427200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"\u201cMinisterio de Ciencia e Innovaci\u00f3n\u201d (MCIN) of Spain and the European Regional Development Fund","award":["PID2020-119124RB-I00"],"award-info":[{"award-number":["PID2020-119124RB-I00"]}]},{"name":"\u201cMinisterio de Ciencia e Innovaci\u00f3n\u201d (MCIN) of Spain and the European Regional Development Fund","award":["AICO\/2021\/093"],"award-info":[{"award-number":["AICO\/2021\/093"]}]},{"name":"\u201cMinisterio de Ciencia e Innovaci\u00f3n\u201d (MCIN) of Spain and the European Regional Development Fund","award":["MFA\/2022\/045"],"award-info":[{"award-number":["MFA\/2022\/045"]}]},{"name":"\u201cMinisterio de Ciencia e Innovaci\u00f3n\u201d (MCIN) of Spain and the European Regional Development Fund","award":["PID2019-109200GB-I00"],"award-info":[{"award-number":["PID2019-109200GB-I00"]}]},{"DOI":"10.13039\/501100003359","name":"Generalitat Valenciana","doi-asserted-by":"publisher","award":["PID2020-119124RB-I00"],"award-info":[{"award-number":["PID2020-119124RB-I00"]}],"id":[{"id":"10.13039\/501100003359","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003359","name":"Generalitat Valenciana","doi-asserted-by":"publisher","award":["AICO\/2021\/093"],"award-info":[{"award-number":["AICO\/2021\/093"]}],"id":[{"id":"10.13039\/501100003359","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003359","name":"Generalitat Valenciana","doi-asserted-by":"publisher","award":["MFA\/2022\/045"],"award-info":[{"award-number":["MFA\/2022\/045"]}],"id":[{"id":"10.13039\/501100003359","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003359","name":"Generalitat Valenciana","doi-asserted-by":"publisher","award":["PID2019-109200GB-I00"],"award-info":[{"award-number":["PID2019-109200GB-I00"]}],"id":[{"id":"10.13039\/501100003359","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Spanish MCIN with funding from European Union NextGenerationEU and by Generalitat Valenciana","award":["PID2020-119124RB-I00"],"award-info":[{"award-number":["PID2020-119124RB-I00"]}]},{"name":"Spanish MCIN with funding from European Union NextGenerationEU and by Generalitat Valenciana","award":["AICO\/2021\/093"],"award-info":[{"award-number":["AICO\/2021\/093"]}]},{"name":"Spanish MCIN with funding from European Union NextGenerationEU and by Generalitat Valenciana","award":["MFA\/2022\/045"],"award-info":[{"award-number":["MFA\/2022\/045"]}]},{"name":"Spanish MCIN with funding from European Union NextGenerationEU and by Generalitat Valenciana","award":["PID2019-109200GB-I00"],"award-info":[{"award-number":["PID2019-109200GB-I00"]}]},{"name":"European Regional Development Fund \u201cA way to make Europe\u201d","award":["PID2020-119124RB-I00"],"award-info":[{"award-number":["PID2020-119124RB-I00"]}]},{"name":"European Regional Development Fund \u201cA way to make Europe\u201d","award":["AICO\/2021\/093"],"award-info":[{"award-number":["AICO\/2021\/093"]}]},{"name":"European Regional Development Fund \u201cA way to make Europe\u201d","award":["MFA\/2022\/045"],"award-info":[{"award-number":["MFA\/2022\/045"]}]},{"name":"European Regional Development Fund \u201cA way to make Europe\u201d","award":["PID2019-109200GB-I00"],"award-info":[{"award-number":["PID2019-109200GB-I00"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Perylenediimide (PDI) compounds are widely used as the active units of thin-film organic lasers. Lately, PDIs bearing two sterically hindering diphenylphenoxy groups at the 1,7-bay positions have received attention because they provide a way to red-shift the emission with respect to bay-unsubstituted PDIs, while maintaining a good amplified spontaneous emission (ASE) performance at high doping rates. Here, we report the synthesis of a series of six PDI derivatives with different aryloxy groups (PDI 6 to PDI 10) or ethoxy groups (PDI 11) at the 1,7 positions of the PDI core, together with a complete characterization of their optical properties, including absorption, photoluminescence, and ASE. We aim to stablish structure-property relationships that help designing compounds with optimized ASE performance. Film experiments were accomplished at low PDI concentrations in the film, to resemble the isolated molecule behaviour, and at a range of increasing doping rates, to investigate concentration quenching effects. Compounds PDI 10 and PDI 7, bearing substituents in the 2\u2032 positions of the benzene ring (the one contiguous to the linking oxygen atom) attached to the 1,7 positions of the PDI core, have shown a better threshold performance, which is attributed to conformational (steric) effects. Films containing PDI 11 show dual ASE.<\/jats:p>","DOI":"10.3390\/molecules28196776","type":"journal-article","created":{"date-parts":[[2023,9,24]],"date-time":"2023-09-24T10:48:31Z","timestamp":1695552511000},"page":"6776","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Effect of Different Substitutions at the 1,7-Bay Positions of Perylenediimide Dyes on Their Optical and Laser Properties"],"prefix":"10.3390","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3081-995X","authenticated-orcid":false,"given":"Nathalie","family":"Zink-Lorre","sequence":"first","affiliation":[{"name":"\u00c1rea de Qu\u00edmica Org\u00e1nica, Instituto de Bioingenier\u00eda, Universidad Miguel Hern\u00e1ndez de Elche, 03202 Elche, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Manuel G.","family":"Ram\u00edrez","sequence":"additional","affiliation":[{"name":"Instituto Universitario de F\u00edsica Aplicada a las Ciencias y Tecnolog\u00edas, Universidad de Alicante, 03080 Alicante, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sara","family":"Pla","sequence":"additional","affiliation":[{"name":"\u00c1rea de Qu\u00edmica Org\u00e1nica, Instituto de Bioingenier\u00eda, Universidad Miguel Hern\u00e1ndez de Elche, 03202 Elche, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pedro G.","family":"Boj","sequence":"additional","affiliation":[{"name":"Departamento de \u00d3ptica, Farmacolog\u00eda y Anatom\u00eda, and Instituto Universitario de Materiales (IUMA), Universidad de Alicante, 03080 Alicante, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jos\u00e9 A.","family":"Quintana","sequence":"additional","affiliation":[{"name":"Departamento de \u00d3ptica, Farmacolog\u00eda y Anatom\u00eda, and Instituto Universitario de Materiales (IUMA), Universidad de Alicante, 03080 Alicante, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jos\u00e9 M.","family":"Villalvilla","sequence":"additional","affiliation":[{"name":"Departamento de F\u00edsica Aplicada and Instituto Universitario de Materiales (IUMA), Universidad de Alicante, 03080 Alicante, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8835-2486","authenticated-orcid":false,"given":"\u00c1ngela","family":"Sastre-Santos","sequence":"additional","affiliation":[{"name":"\u00c1rea de Qu\u00edmica Org\u00e1nica, Instituto de Bioingenier\u00eda, Universidad Miguel Hern\u00e1ndez de Elche, 03202 Elche, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4598-6024","authenticated-orcid":false,"given":"Fernando","family":"Fern\u00e1ndez-L\u00e1zaro","sequence":"additional","affiliation":[{"name":"\u00c1rea de Qu\u00edmica Org\u00e1nica, Instituto de Bioingenier\u00eda, Universidad Miguel Hern\u00e1ndez de Elche, 03202 Elche, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7025-5699","authenticated-orcid":false,"given":"Mar\u00eda A.","family":"D\u00edaz-Garc\u00eda","sequence":"additional","affiliation":[{"name":"Departamento de F\u00edsica Aplicada and Instituto Universitario de Materiales (IUMA), Universidad de Alicante, 03080 Alicante, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,9,23]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Anni, M., and Lattante, S. 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