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Photophysical investigations of the organic compounds synthesised from waste poly(ethylene terephthalate)

Kotowicz Sonia, Korzec Mateusz, Kapkowski Maciej, Pająk Agnieszka Katarzyna

Ecological Chemistry and Engineering. S

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2024

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Vol. 31, nr 2

253--266

EN

This paper presents the photophysical investigations of two organic compounds synthesised directly by the aminolysis depolymerisation of the waste poly(ethylene terephthalate) (rPET) with aromatic amines, i.e., aniline and 3-amino-N-hexyl-1,8-naphthalimide without use of a catalyst. The chemical structure was confirmed by 1H-NMR and 13C-NMR, as well as FT-IR. The thermal, electrochemical and optical studies of the obtained derivatives were performed. The presented compounds were thermally stable up to 360 °C, and the glass transition temperature (Tg) occurred for the compound with the 1,8-naphthalimide units. The electrochemical investigations of the synthesised compounds have revealed one oxidation process and two reduction processes for the compound with the 1,8-naphthalimide fragments. The tested derivatives were characterised by a low-lying highest occupied molecular orbital (HOMO) level (below –6.09 eV) and an energy-band gap (Eg) below 3.10 eV. The obtained molecules were absorbed in the range of 204 nm - 445 nm and emitted light from a purple to a green spectral region deepened on the used solvent with low quantum yields. The blends with poly(3-hexylthiophene2,5-diyl) (P3HT), which is used as a donor in the bulk heterojunction solar cells (BHJ), and amide derivative with 1,8-naphthalimide fragments were made, and the emission quenching of poly(3-hexylthiophene-2,5-diyl) (P3HT) was recorded. The presented results of the photophysical investigations have opened new possibilities for obtaining functional materials from recycled poly(ethylene terephthalate) (rPET).

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Ogniwa hybrydowe - iminy tiofenowe jako HTM

Kotowicz Sonia, Pająk Agnieszka Katarzyna, Korzec Mateusz, Schab-Balcerzak Ewa

Przegląd Elektrotechniczny

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2022

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R. 98, nr 2

76--78

PL

W pracy przedstawiono wybrane właściwości fizykochemiczne imin tiofenowych z wolną grupą –NH2. Celem było określenie wpływu rodzaju podstawnika przy wiązaniu iminowym na właściwości termiczne, elektrochemiczne oraz optyczne. Przetestowano syntezowane związki jako materiały transportujące ładunki dodatnie w ogniwach perowskitowych o strukturze FTO/b-TiO2/m-TiO2/perowskit/imina/Au. Stwierdzono korzystny wpływ obecności pochodnej morfoliny oraz metylobenzenu w strukturze imin na wydajność ogniw.

EN

This article presents selected physicochemical properties of the thiophene imines with a free –NH2 group. The study was focused on investigations of impact of substituent in imine bond structure on thermal, electrochemical and optical properties. The synthesized compounds tested as hole transporting materials in perovskite cells with the structure FTO/b-TiO2/m-TiO /perovskite /imine/Au. The advantageous effect of the presence of morpholine derivative and methylbenzene unit in imines on cells efficiency was found.

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Symmetrical and asymmetrical imino-naphthalimides in perovskite solar cells

Korzec Mateusz, Kotowicz Sonia, Pająk Agnieszka Katarzyna, Schab-Balcerzak Ewa

Opto-Electronics Review

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2021

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Vol. 29, No. 4

175--180

EN

In perovskite solar cells, series of symmetrical and asymmetrical imino-naphthalimides were tested as hole-transporting materials. The compounds exhibited high thermal stability at the temperature of the beginning of thermal decomposition above 300 °C. Obtained imino-naphthalimides were electrochemically active and their adequate energy levels confirm the application possibility in the perovskite solar cells. Imino-naphthalimides were absorbed with the maximum wavelength in the range from 331 nm to 411 nm and emitted light from the blue spectral region in a chloroform solution. The presented materials were tested in the perovskite solar cells devices with a construction of FTO/b-TiO2/m-TiO2/perovskite/ HTM/Au. For comparison, the reference perovskite cells were also performed (without hole-transporting materials layer). Of all the proposed materials tested as hole-transporting materials, the bis-(imino-naphthalimide) containing in core the triphenylamine structure showed a power conversion efficiency at 1.10% with a short-circuit current at 1.86 mA and an open-circuit voltage at 581 mV.