A computational study on a series of phenanthrene and phenanthroline based potential organic photovoltaics

Abstract

A series of phenanthrene and phenanthroline derivatives were considered computationally by the application of Density Functional Theory at the B3LYP/6-31++G(d,p) level to investigate their potential usage as organic solar cell components, thermally activated delayed fluorescence and nonlinear optic compounds. The structures were constructed as a D-π-A motif in order to increase the ability to achieve intramolecular charge transfer enabling them to act as organic semiconductors. The inter-frontier energy gap of all compounds was found to be in the range of semiconductors. The thermally activated delayed fluorescence (TADF) properties of the compounds were also discussed in relation to the results obtained by TD-DFT calculations. Some of them possessed very narrow triplet-singlet transition energy leading to future TADF applications. Moreover, the nonlinear optic characteristics of all compounds were investigated through calculations of the total molecular dipole moment (μ tot ), linear polarizability (α tot ) and hyperpolarizability (β tot ). The results indicate the potential nonlinear optic property of all of the systems.Keywords: phenanthrene; phenanthroline; TADF; organic solar cells; NLO ПРЕСМЕТКОВНО ИСТРАЖУВАЊЕ НА СЕРИЈА ПОТЕНЦИЈАЛНИ ОРГАНСКИ ФОТОВОЛТАИЦИ БАЗИРАНИ НА ФЕНАНТРЕН И ФЕНАТРОЛИНСерија деривати на фенантрен и фенатролин беа теориски разгледувани со примена на теоријата на густината на фунцкионалот на ниво на B3LYP/6-31++G(d,p) за да се испита нивната потенцијална употреба како органски компоненти на соларни ќелии, термички активирана одложена флуоресценција и нелинеарни оптички соединенија. Структурите беа разгледувани како D-π-A мотив со цел да се зголеми способноста да се постигне интрамолекулски пренос на полнеж, што ќе овозможи да се однесуваат како органски полуспроводници. Својствата на термички активираната одолжена флуоресценција (TADF) на соединенијата се дискутирани во однос на резултатите добиени со пресметки со TD-DFT. Некои од нив имаат многу блиска транзициска енергија на триплет-синглет преминот, што овозможува нивна идна примена за TADF. Исто така, беа испитани нелинеарните оптички карактеристики на сите соединенија преку пресметка на вкупниот молекулски диполен момент (μ tot ), линеарната поларизаблиност (α tot ) и хиперполаризабилноста (β tot ). Резултатите укажуваат на потенцијални нелинеарни оптички својства на сите испитани системи.

Investigation of Tadf Properties of Novel Donor-Acceptor Type Pyrazine Derivatives

“…The obtained results show that all of the compounds are good candidates of NLO materials. First order hyperpolarizability data for 1 was computed to be 12.17x10 -30 cm 5 /esu that of Phenanthroline was found to be 0.8x10 -30 cm 5 /esu [46]; thus, an increase in the conjugation path upon substitution of the π link and other groups resulted in an increase in first hyperpolarizability. Comparison of inter-frontier energy gap data with the hyperpolarizability values is a good indicator of nonlinear properties.…”

“…Anthracene (4) [40], pyrene (5) [41], quinolizine (6) [42], carbazole (7) [43], acridine (8) [44], pheoxazine (9) [45] and triphenylamine (10) [46] based OLED and TADF systems have been widely investigated in the literature. Therefore, combination of each of these donors with the parent compound may result in potential candidates for OLED and TADF compounds.…”

Molecular docking investigation of cytotoxic phenanthrene derivatives

“…In recent years, the DFT has become the most popular quantum chemical method for computing several molecular properties such as those exhibited by chemical, physical, and biological systems [5][6][7]. The reported quantum chemical calculations were performed at the B3LYP/6-31G(d,p) level of theory [8][9][10]. The geometry optimization in the gas phases was carried out using the Gaussian 09 suite of programs [11].…”