25934-47-8Relevant academic research and scientific papers
Design and synthesis of extended pyrene based discotic liquid crystalline dyes
Irla, Sivakumar,Kumar, Sandeep,Pruthvi, Mahesh,Raghunathan, V. A.
, (2021)
The past few years have witnessed tremendous progress towards the design of new liquid crystalline (LC) materials comprised of rigid π-conjugated molecules, particularly disc shape molecules with appropriate substitution as an active component for the ele
Thiadiazoloquinoxaline and benzodithiophene bearing polymers for electrochromic and organic photovoltaic applications
Hacioglu, Serife O.,Ataoglu, Emre,Hizalan, Gonul,Depci, Tolga,Cirpan, Ali,Toppare, Levent
, p. 937 - 946 (2019/03/11)
Two novel thiadiazoloquinoxaline and benzodithiophene (BDT) bearing copolymers were designed and synthesized. Different BDT units (alkoxy and thiophene substituted) were used as donor materials and the effect of alkoxy and thiophene substitution on the electrochemical, spectroelectrochemical and photovoltaic properties were investigated. Both polymers exhibited low oxidation potentials at around 0.90 V and low optical band gaps at around 1.00 eV due to the insertion of electron poor thiadiazoloquinoxaline unit into the polymer backbone. Both P1 (poly-6,7-bis(3,4-bis(decyloxy)phenyl)-4-(4,8-bis(nonan-3-yloxy)benzo[1,2-b:4,5-b']dithiophen-2-yl)-[1, 2, 5]thiadiazolo[3,4-g]quinoxaline) and P2 (poly- 4-(4,8-bis(5-(nonan-3-yl)thiophen-2-yl)benzo[1,2-b:4,5-b']dithiophen-2-yl)-6,7-bis(3,4-bis(decyloxy)phenyl)-[1, 2, 5]thiadiazolo[3,4-g]quinoxaline) exhibited multichromic behavior with different tones of greenish yellow and gray in the neutral and fully oxidized states, respectively. In addition, both polymers revealed very high optical contrasts (～87%) in the NIR region which make these promising polymers good candidates for NIR applications. Finally, in order to explore the organic photovoltaic performances, P1 and P2 were mixed with PC71BM in the active layer of organic solar cells (OSCs) by conventional device structure. As a result P1 and P2 based devices revealed power conversion efficiencies (PCEs) of 0.33% and 0.60% respectively. However, the additive treatment enhanced PCE from 0.49 to 0.73% for P2 based devices.
2,1,3-Benzothiadiazole-based fluorophores. Synthesis, electrochemical, thermal and photophysical characterization
Frizon, Tiago Elias Allievi,Valdivia Martínez, Julio César,Westrup, José Luiz,Duarte, Rodrigo da Costa,Zapp, Eduardo,Domiciano, Kelvin Guessi,Rodembusch, Fabiano Severo,Dal-Bó, Alexandre Gon?alves
, p. 26 - 35 (2016/09/07)
Three photoactive compounds with π-extended conjugation based on the 2,1,3-benzothiadiazole unit were synthesized and characterized. The compounds exhibited absorption in the violet-blue region with molar absorptivity coefficients and radiative rate constants arising from spin and symmetry allowed 1ππ* electronic transitions. An emission located in the green region with a large Stokes shift was observed, which was most likely due to a charge-transfer mechanism in the excited state. In spin-coated films a dependence on the fluorescence emission intensity with the size of the alkoxy chain could be observed, where an effective non-radiactive channel seems to be present to deactivate the excited state. The thermal properties were analyzed by differential scanning calorimetry (DSC), and all final compounds exhibited a similar behavior with a crystal-isotropic liquid transition during the heating scan and isotropic liquid-crystal transition during the cooling process. Thermogravimetric analysis indicated a main thermal event with an initial decomposition temperature that was higher than 340?°C. The electrochemical characterization indicate that the compounds exhibited a reversible peak at ?1.48?V and an irreversible oxidation process at 0.94?V versus Ag/Ag+. The electrochemical band gap was calculated to be approximately 2.30?eV versus NHE. The spectroelectrochemical measurements demonstrated changes in the absorption spectra due to changes in the electronic structure of the conjugated molecules under oxidative and reductive potentials.
Self-organization of star-shaped columnar liquid crystals with a coaxial nanophase segregation revealed by a combined experimental and simulation approach
Beltrán, Eduardo,Garzoni, Matteo,Feringán, Beatriz,Vancheri, Alberto,Barberá, Joaquín,Serrano, José Luis,Pavan, Giovanni M.,Giménez, Raquel,Sierra, Teresa
supporting information, p. 1811 - 1814 (2015/02/05)
Fully consistent X-ray data and molecular dynamics simulations on new star-shaped liquid crystals yield two nanosegregated architectures with a coaxial stacking of two functional discotic units: tris(triazolyl)triazine and triphenylene. Analysis of lattice order along the principal axes reveals preferential staggered arrangement of the stacked molecules in the columnar assembly.
Thermotropic properties and molecular packing of discotic tristriazolotriazines with rigid substituents
Rieth, Thorsten,Marszalek, Tomasz,Pisula, Wojciech,Detert, Heiner
supporting information, p. 5000 - 5006 (2014/05/06)
Tristriazolotriazines with a threefold dialkoxyaryl substitution have been prepared by Huisgen reaction of cyanuric chloride and the corresponding tetrazoles. Although these dyes show a negative or inverted solvatochromism of the UV/Vis absorption, their
Thieno[3,2-b]thiophene as π-bridge at different acceptor systems for electrochromic applications
Toksabay, Sinem,Hacioglu, Serife O.,Unlu, Naime A.,Cirpan, Ali,Toppare, Levent
, p. 3093 - 3099 (2014/06/24)
Benzoselenadiazole, quinoxaline and thieno[3,2-b]thiophene are the units preferred in conducting polymers due to their electrochemical properties. There are no reports in the literature on polymers containing both moieties. In this study, novel benzoselen
Columnar catenar bisoxazoles and bisthiazoles
Lin, Kuan-Ting,Kuo, Hsiu-Ming,Sheu, Hwo-Shuenn,Lai, Chung K.
, p. 6457 - 6466 (2015/03/30)
Three new series of catenar liquid crystals 1a-c derived from heterocyclic bisoxazoles and bisthiazoles exhibiting columnar phases were reported. All compounds 1a-c exhibited hexagonal columnar phases, which were confirmed by powder XRD diffractometer. Co
Effect of phthalimide in 2,1,3-benzooxadiazole based copolymer on the performances of solar cells
Do, Thu Trang,Ha, Ye Eun,Ahn, Byung-Hyun,Lee, Gun Dae,Kim, Joo Hyun
, p. 120 - 128 (2015/10/29)
Two newly designed donor-acceptor (D-A) conjugated polymers were prepared from the Stille coupling reactions by incorporating phthalimide derivative as a co-acceptor unit into 2,1,3-benzooxadiazole (BO) and thiophene with different ratios of 5 mol.% and 1
Effect of the number of thiophene rings in polymers with 2,1,3-benzooxadiazole core on the photovoltaic properties
Do, Thu Trang,Ha, Ye Eun,Kim, Joo Hyun
, p. 2673 - 2681 (2013/10/22)
A series of polymers, poly{5,6-bis(decyloxy)-4-(thiophen-2-yl)benzo[c][1,2, 5]oxadiazole} (1T-BO20), poly{4-(2,20-bithiophen-5-yl)-5,6-bis(decyloxy)benzo[c] [1,2,5]oxadiazole} (2T -BO20), poly{4-(2,20-bithiophen-5-yl)-5,6-bis(decyloxy)- 7-(thiophen-2-yl)b
Synthesis, characterization, and nonvolatile ternary memory behavior of a larger heteroacene with nine linearly fused rings and two different heteroatoms
Gu, Pei-Yang,Zhou, Feng,Gao, Junkuo,Li, Gang,Wang, Chengyuan,Xu, Qing-Feng,Zhang, Qichun,Lu, Jian-Mei
supporting information, p. 14086 - 14089 (2013/10/21)
To achieve ultrahigh density memory devices with the capacity of 3 n or larger, organic materials with multilevel stable states are highly desirable. Here, we reported a novel larger stable heteroacene, 2,3,13,14-tetradecyloxy-5,11,16,22-tetraa
