Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives

Armands Ruduss; Kaspars Traskovskis; Raitis Grzibovskis; Valdis Kokars

doi:10.4028/www.scientific.net/KEM.800.280

Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives

Armands Ruduss^*
, Kaspars Traskovskis
, Raitis Grzibovskis
, Valdis Kokars

^*Šī darba korespondējošais autors

Organisko materiālu laboratorija, Cietvielu fizikas institūts

Riga Technical University

Zinātniskās darbības rezultāts: Nodaļa grāmatā/enciklopēdijā/konferences krājumā › Konferences zinātniskais raksts › Pētniecība › koleģiāli recenzēts

1 Atsauce (Scopus)

Kopsavilkums

A modular approach was used in the synthesis of the 3-(diphenylamino)carbazolyl-functionalized 2-(4-(dimethylamino)benzylidene)-1H-indene-1,3(2H)-dione (DMABI) derivatives. For this purpose, carboxyl functional group was introduced into the framework of DMABI molecule. Additionally, a regioselective method for substitution of carbonyl group of DMABI with dicyanomethylene group was investigated and verified using the heteronuclear multiple bond correlation NMR spectra. Steglich esterification method was used to connect the 3-(diphenylamino)carbazolyl moiety via an unconjugated spacer. The UV-Vis absorption spectra and molecular energy level data were obtained for the evaluation of the synthesized compounds as donor materials in bulk-heterojunction solar cells.

Oriģinālvaloda	Angļu
Publikācijas avota nosaukums	Materials Science and Applied Chemistry II
Redaktori	Maris Turks
Izdevējs	Trans Tech Publications Ltd
Lapas	280-285
Lapu skaits	6
ISBN (Drukātā versija)	9783035714074
DOIs	https://doi.org/10.4028/www.scientific.net/KEM.800.280
Publikācijas statuss	Publicēts - 2019
Pasākums	59th International Scientific Conference of Riga Technical University (RTU) Section of Materials Science and Applied Chemistry, MSAC 2018 - Riga, Latvija Ilgums: 26 okt. 2018 → 26 okt. 2018

Publikāciju sērijas

Nosaukums	Key Engineering Materials
Sējums	800 KEM
ISSN (Drukātā versija)	1013-9826
ISSN (Elektroniskā versija)	1662-9795

Konference

Konference	59th International Scientific Conference of Riga Technical University (RTU) Section of Materials Science and Applied Chemistry, MSAC 2018
Valsts/Teritorija	Latvija
Pilsēta	Riga
Periods	26/10/18 → 26/10/18

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Ruduss, A., Traskovskis, K., Grzibovskis, R., & Kokars, V. (2019). Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives. (gadā) M. Turks (Red.), Materials Science and Applied Chemistry II (lpp. 280-285). (Key Engineering Materials; Sēj. 800 KEM). Trans Tech Publications Ltd. https://doi.org/10.4028/www.scientific.net/KEM.800.280

@inproceedings{9fabc762398443f6a5e97fafbb18a80b,

title = "Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives",

abstract = "A modular approach was used in the synthesis of the 3-(diphenylamino)carbazolyl-functionalized 2-(4-(dimethylamino)benzylidene)-1H-indene-1,3(2H)-dione (DMABI) derivatives. For this purpose, carboxyl functional group was introduced into the framework of DMABI molecule. Additionally, a regioselective method for substitution of carbonyl group of DMABI with dicyanomethylene group was investigated and verified using the heteronuclear multiple bond correlation NMR spectra. Steglich esterification method was used to connect the 3-(diphenylamino)carbazolyl moiety via an unconjugated spacer. The UV-Vis absorption spectra and molecular energy level data were obtained for the evaluation of the synthesized compounds as donor materials in bulk-heterojunction solar cells.",

keywords = "Bulk-heterojunction, Carbazole, DMABI, Organic solar cells, Regioselectivity",

author = "Armands Ruduss and Kaspars Traskovskis and Raitis Grzibovskis and Valdis Kokars",

note = "Publisher Copyright: {\textcopyright} 2019 Trans Tech Publications, Switzerland; 59th International Scientific Conference of Riga Technical University (RTU) Section of Materials Science and Applied Chemistry, MSAC 2018 ; Conference date: 26-10-2018 Through 26-10-2018",

year = "2019",

doi = "10.4028/www.scientific.net/KEM.800.280",

language = "English",

isbn = "9783035714074",

series = "Key Engineering Materials",

publisher = "Trans Tech Publications Ltd",

pages = "280--285",

editor = "Maris Turks",

booktitle = "Materials Science and Applied Chemistry II",

address = "Switzerland",

}

Ruduss, A, Traskovskis, K , Grzibovskis, R & Kokars, V 2019, Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives. (kur) M Turks (red.), Materials Science and Applied Chemistry II. Key Engineering Materials, sēj. 800 KEM, Trans Tech Publications Ltd, lpp. 280-285, 59th International Scientific Conference of Riga Technical University (RTU) Section of Materials Science and Applied Chemistry, MSAC 2018, Riga, Latvija, 26/10/18. https://doi.org/10.4028/www.scientific.net/KEM.800.280

Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives. / Ruduss, Armands; Traskovskis, Kaspars ; Grzibovskis, Raitis u.c.
Materials Science and Applied Chemistry II. red. / Maris Turks. Trans Tech Publications Ltd, 2019. lpp. 280-285 (Key Engineering Materials; Sēj. 800 KEM).

Zinātniskās darbības rezultāts: Nodaļa grāmatā/enciklopēdijā/konferences krājumā › Konferences zinātniskais raksts › Pētniecība › koleģiāli recenzēts

TY - GEN

T1 - Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives

AU - Ruduss, Armands

AU - Traskovskis, Kaspars

AU - Grzibovskis, Raitis

AU - Kokars, Valdis

PY - 2019

Y1 - 2019

N2 - A modular approach was used in the synthesis of the 3-(diphenylamino)carbazolyl-functionalized 2-(4-(dimethylamino)benzylidene)-1H-indene-1,3(2H)-dione (DMABI) derivatives. For this purpose, carboxyl functional group was introduced into the framework of DMABI molecule. Additionally, a regioselective method for substitution of carbonyl group of DMABI with dicyanomethylene group was investigated and verified using the heteronuclear multiple bond correlation NMR spectra. Steglich esterification method was used to connect the 3-(diphenylamino)carbazolyl moiety via an unconjugated spacer. The UV-Vis absorption spectra and molecular energy level data were obtained for the evaluation of the synthesized compounds as donor materials in bulk-heterojunction solar cells.

AB - A modular approach was used in the synthesis of the 3-(diphenylamino)carbazolyl-functionalized 2-(4-(dimethylamino)benzylidene)-1H-indene-1,3(2H)-dione (DMABI) derivatives. For this purpose, carboxyl functional group was introduced into the framework of DMABI molecule. Additionally, a regioselective method for substitution of carbonyl group of DMABI with dicyanomethylene group was investigated and verified using the heteronuclear multiple bond correlation NMR spectra. Steglich esterification method was used to connect the 3-(diphenylamino)carbazolyl moiety via an unconjugated spacer. The UV-Vis absorption spectra and molecular energy level data were obtained for the evaluation of the synthesized compounds as donor materials in bulk-heterojunction solar cells.

KW - Bulk-heterojunction

KW - Carbazole

KW - DMABI

KW - Organic solar cells

KW - Regioselectivity

UR - https://www.scopus.com/pages/publications/85071023091

U2 - 10.4028/www.scientific.net/KEM.800.280

DO - 10.4028/www.scientific.net/KEM.800.280

M3 - Conference paper

AN - SCOPUS:85071023091

SN - 9783035714074

T3 - Key Engineering Materials

SP - 280

EP - 285

BT - Materials Science and Applied Chemistry II

A2 - Turks, Maris

PB - Trans Tech Publications Ltd

T2 - 59th International Scientific Conference of Riga Technical University (RTU) Section of Materials Science and Applied Chemistry, MSAC 2018

Y2 - 26 October 2018 through 26 October 2018

ER -

Synthesis and photoelectrical properties of 3-(diphenylamino)carbazolyl - Functionalized DMABI derivatives

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