856422-41-8Relevant academic research and scientific papers
Design and synthesis of new ruthenium complex for dye-sensitized solar cells
Murali,Wang, Xingzhu,Wang, Qing,Valiyaveettil, Suresh
, p. 57872 - 57879 (2016)
A series of ruthenium complexes (MC-1-MC-3), incorporated with carbazole, fluorene and phenothiazine units with dipyrido[3,2-a:2′,3′-c]phenazine are synthesized, characterized and their optical, electrochemical and photovoltaic properties are investigated. The observed differences in light-harvesting ability of the sensitizers are associated with the electron donor strength of the ancillary ligand used for preparing complexes. The dye-sensitized solar cell fabricated from complex MC-1 exhibited a power conversion efficiency of 6.18%. It is demonstrated that new molecular design and increase in molar absorption coefficient of the sensitizer improved the device performance.
Multinuclear 2-(Quinolin-2-yl)quinoxaline-Coordinated Iridium(III) Complexes Tethered by Carbazole Derivatives: Synthesis and Photophysics
Zhu, Xiaolin,Liu, Bingqing,Cui, Peng,Kilina, Svetlana,Sun, Wenfang
supporting information, p. 17096 - 17108 (2020/11/30)
Five mono/di/trinuclear iridium(III) complexes (1-5) bearing the carbazole-derivative-tethered 2-(quinolin-2-yl)quinoxaline (quqo) diimine (N^N) ligand were synthesized and characterized. The photophysical properties of these complexes and their corresponding diimine ligands were systematically studied via UV-vis absorption, emission, and transient absorption (TA) spectroscopy and simulated by time-dependent density functional theory. All complexes possessed strong well-resolved absorption bands at 400 nm that have predominant ligand-based 1π,π? transitions and broad structureless charge-transfer (1CT) absorption bands at 400-700 nm. The energies or intensities of these 1CT bands varied pronouncedly when the number of tethered Ir(quqo)(piq)2+ (piq refers to 1-phenylisoquinoline) units, πconjugation of the carbazole derivative linker, or attachment positions on the carbazole linker were altered. All complexes were emissive at room temperature, with 1-3 showing near-IR (NIR) 3MLCT (metal-to-ligand charge-transfer)/3LLCT (ligand-to-ligand charge-transfer) emission at ～710 nm and 4 and 5 exhibiting red or NIR 3ILCT (intraligand charge-transfer)/3LMCT (ligand-to-metal charge-transfer) emission in CH2Cl2. In CH3CN, 1-3 displayed an additional emission band at ca. 590 nm (3ILCT/3LMCT/3MLCT/3π,π? in nature) in addition to the 710 nm band. The different natures of the emitting states of 1-3 versus those of 4 and 5 also gave rise to different spectral features in their triplet TA spectra. It appears that the parentage and characteristics of the lowest triplet excited states in these complexes are mainly impacted by the πsystems of the bridging carbazole derivatives and essentially no interactions among the Ir(quqo)(piq)2+ units. In addition, all of the diimine ligands tethered by the carbazole derivatives displayed a dramatic solvatochromic effect in their emission due to the predominant intramolecular charge-transfer nature of their emitting states. Aggregation-enhanced emission was also observed from the mixed CH2Cl2/ethyl acetate or CH2Cl2/hexane solutions of these ligands.
NOVEL THIOPHENE DERIVATIVES, MANUFACTURING METHOD THEREOF AND ORGANIC SOLAR CELL CONTAINING THE SAME
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Paragraph 0076; 0079, (2017/04/21)
Provided are a novel thiophene derivative, a method for preparing the same, and an organic solar cell comprising the novel thiophene derivative. According to the present invention, the novel thiophene derivative that has a small band gap is prepared by copolymerizing an electron acceptor block and an electron donor block each consisting of thiophene units and vinylene units, and thus a highly efficient solar cell can be manufactured from the novel thiophene derivative. Furthermore, according to the present invention, an organic solar cell manufactured from the novel thiophene derivative having a small band gap has an improved performance and increased solubility, and can effectively absorb solar light.COPYRIGHT KIPO 2015
Structure-properties relationship of the derivatives of carbazole and 1,8-naphthalimide: Effects of the substitution and the linking topology
Gudeika, Dalius,Grazulevicius, Juozas Vidas,Volyniuk, Dmytro,Butkute, Rita,Juska, Gytis,Miasojedovas, Arunas,Gruodis, Alytis,Jursenas, Saulius
, p. 239 - 252 (2015/03/31)
Nine compounds having electron-accepting 1,8-naphthalimide and electron-donating carbazole moieties were synthesized employing palladium-catalyzed C-N and C-C coupling reactions and characterized by the thermal methods, absorption and emission spectrometry, electrochemical and photoelectrical tools. The synthesized compounds possess high thermal stability with the 5% weight loss temperatures being in the range of 351-476 °C. Most of the synthesized compounds are capable of glass formation with glass transition temperatures ranging from 30 to 87 °C. The cyclic voltammetry measurements showed that the solid state ionization potentials values of the carbazole and 1,8-naphthalimide derivatives range from 5.46 eV to 5.76 eV and the electron affinities values range from -3.04 eV to -2.92 eV. Dilute solutions of the 3- and 3,6-naphthalimide-substituted derivatives of carbazole in polar solvents were found to emit in the green region with quantum yields ranging from 0.66 to 0.83, while in the solid state fluorescence quantum yields were found to be in the range of 0.01-0.45. ((E)-9-(((N-(2-ethylhexyl)-1,8-naphthalimide)-4-yl)ethenyl)-9H-carbazole) exhibited efficient fluorescence in the solid state with quantum yield as high as 0.45. The effects of the linking topology of the chromophores and of the incorporated alkyl substituents on the thermal, optical, and photoelectrical properties of the synthesized donor-acceptor compounds are analyzed. The impact of the ground state intramolecular twisting of the carbazole and naphthalimide moieties induced by the substituents resulting in significant variation in the rates of radiative and nonradiative excitation deactivation is revealed.
Organic solution-processible electroluminescent molecular glasses for non-doped standard red OLEDs with electrically stable chromaticity
Bi, Xiaoman,Zuo, Weiwei,Liu, Yingliang,Zhang, Zhenru,Zeng, Cen,Xu, Shengang,Cao, Shaokui
, p. 865 - 875 (2015/06/30)
Abstract Organic light-emitting molecular glasses (OEMGs) are synthesized through the introduction of nonplanar donor and branched aliphatic chain into electroluminescent emitters. The target OEMGs are characterized by 1H NMR, 13C NMR, IR, UV-vis and fluorescent spectra as well as elemental analysis, TG and DSC. The results indicated that the optical, electrochemical and electroluminescent properties of OEMGs are adjusted successfully by the replacement of electron-donating group. The non-doped OLED device with a standard red electroluminescent emission is achieved by spin-coating the THF solution of OEMG with a triphenylamine moiety. This non-doped red OLED device takes on an electrically stable electroluminescent performance, including the stable maximum electroluminescent wavelength of 640 nm, the stable luminous efficiency of 2.4 cd/A and the stable CIE1931 coordinate of (x, y) = (0.64, 0.35), which is basically in accord with the CIE1931 coordinate (x, y) = (0.64, 0.33) of standard red light in PAL system.
Small band gap D-π-A-π-D benzothiadiazole derivatives with low-lying HOMO levels as potential donors for applications in organic photovoltaics: A combined experimental and theoretical investigation
Paramasivam, Mahalingavelar,Gupta, Akhil,Raynor, Aaron M.,Bhosale, Sheshanth V.,Bhanuprakash,Jayathirtha Rao
, p. 35318 - 35331 (2014/11/12)
In an attempt to develop small organic molecules with potential applications as donors in organic photovoltaic (OPV) devices, we have synthesized and characterized four novel benzothiadiazole (A) core structured D-π-A-π-D dyes featuring carbazole and benzocarbazole as donors (D) and fluorene and thiophene as spacers (π). The effects of the π-spacer units and variations in donor strength on the photophysical, electrochemical and thermal properties of the molecules have been investigated in detail. The replacement of fluorene by thiophene as a π-spacer promotes planarity, resulting in a larger bathochromic absorption shift, enhanced emission profiles and an enhanced intramolecular charge transfer (ICT) transition. The introduction of the benzocarbazole unit creates a low-lying HOMO level, as inferred from cyclic voltammetry studies. All the dyes exhibit remarkable thermal robustness. Theoretical calculations have been carried out to understand the structure-property relationships of the synthesized materials. The results obtained from the characterization methods reveal that the dyes with thiophene π-spacers show better optoelectronic properties compared to their fluorene counterparts. Solution-processable bulk-heterojunction devices with a structure of ITO/PEDOT:PSS (38 nm)/active layer/Ca (20 nm)/Al (100 nm) were fabricated using the materials investigated in this study as donors and (6,6)-phenyl C 61-butyric acid methyl ester (PC61BM) as an acceptor. A power conversion efficiency of 1.62% for the molecule with thiophene as a spacer and carbazole as donor/PC61BM was achieved for the preliminary photovoltaic devices under simulated AM 1.5 illumination (100 mW cm -2).
Bipolar iridium dendrimers containing carbazolyl dendron and 1,2,4-triazole unit for solution-processed saturated red electrophosphorescence
Liang, Bo,Hu, Sujun,Liu, Yanping,Fan, Zhiqiang,Wang, Xueye,Zhu, Weiguo,Wu, Hongbin,Cao, Yong
, p. 41 - 51 (2013/10/21)
Two solution-processable, carbazole-based iridium dendrimers (Ir-1 and Ir-2) were synthesized and characterized. The presence of carbazolyl substituent on the cyclometallated ligand resulted in improved solubility, good control over intermolecular interactions, and improved hole transport properties. The triazole ancillary ligand led to improved electron transport properties. When the dendrimers were employed as host-free light-emitting layers in the OLEDs, the devices exhibited a low turn-on voltage of 5.4 V. The maximal external quantum efficiencies and luminous efficiency of the devices obtained from Ir-1 and Ir-2 were 5.1% and 3.3 cd A-1 and 7.9% and 4.4 cd A-1, respectively, both with saturated red emission (CIE coordinates, 0.663, 0.332). The devices have a structure of indium tin oxide/poly(3,4- ethylenedioxythiophene)/dendrimer/1,3,5-tris(N-phenylbenzimiazole-2-yl)benzene/ cesium fluoride/aluminum. Given ease of synthesis and good device performance, these iridium dendrimers can be used to fully exploit the potential of low-cost OLEDs, leading to more applications in high-efficiency OLEDs.
