Additive-Assisted Crystallization of 9,10-Diphenylanthracene Научная публикация
| Журнал |
Crystals
ISSN: 2073-4352 |
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| Вых. Данные | Год: 2023, Том: 13, Номер: 6, Страницы: 861 Страниц : 1 DOI: 10.3390/cryst13060861 | ||||
| Ключевые слова | additive-assisted crystallization; polymorphism; conjugated small molecules; organic semiconductors; organic electronics | ||||
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| Организации |
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Информация о финансировании (1)
| 1 | Российский Научный Фонд | 21-73-00287 |
Реферат:
Crystallization control of organic conjugated small molecules is in high demand for the engineering of functional materials in organic optoelectronics. Here, we report solution additive-assisted crystallization of a model non-planar aromatic hydrocarbon derivative 9,10-diphenylanthracene. Among the studied series of related aromatic hydrocarbons comprising pyrene, perylene, anthracene, tetracene, and rubrene, only tetracene revealed clear reproducible effects allowing one to perform selective crystallization of metastable 9,10-diphenylanthracene polymorphs. Additionally, crystallization of 9,10-diphenylanthracene and pyrene produced a stoichiometric co-crystal (PYR–DPA) having a segregated layered molecular packing with alternating 9,10-diphenylanthracene and pyrene layers. Remarkably, the molecular packing of pyrene within the co-crystal is unique and represented by the herringbone motif, whereas the molecular packing in known pyrene polymorphs is represented by π-stacked molecules. The co-crystal also demonstrated a bright photoluminescence with a photoluminescence quantum yield of 51%. Considering the morphology of 9,10-diphenylanthracene crystals obtained and crystal structures of PYR–DPA co-crystal and tetracene, we have proposed the mechanism of additive-assisted polymorphism based on the inhibition of (111) facet of α-DPA and promoting of the layered structure crystallization corresponding to metastable polymorphs (β- and γ-DPA). We highlight the additive-assisted crystallization approach as a powerful tool for the crystal engineering of functional materials for organic optoelectronics.
Библиографическая ссылка:
Sonina A.A.
, Cheshkina D.S.
, Kazantsev M.S.
Additive-Assisted Crystallization of 9,10-Diphenylanthracene
Crystals. 2023. V.13. N6. P.861. DOI: 10.3390/cryst13060861 WOS РИНЦ
Additive-Assisted Crystallization of 9,10-Diphenylanthracene
Crystals. 2023. V.13. N6. P.861. DOI: 10.3390/cryst13060861 WOS РИНЦ
Даты:
| Поступила в редакцию: | 22 апр. 2023 г. |
| Принята к публикации: | 22 мая 2023 г. |
| Опубликована в печати: | 24 мая 2023 г. |
Идентификаторы:
| Web of science | WOS:001014305100001 |
| РИНЦ | 61585358 |
| OpenAlex | W4378223470 |