1484-08-8Relevant academic research and scientific papers
Synthesis of a novel methylene-bridged biscarbazole derivative and evaluation of its DNA and nucleotide binding properties
Li, Gang,Zhou, Xue,Yang, Peng,Jian, Yong,Deng, Tuo,Shen, Hongyan,Bao, Ying
, p. 7054 - 7059 (2014)
The synthesis of a novel methylene-bridged biscarbazole derivative 1 was described and the possible mechanism for its unexpectedly synthesized intermediate, compound A, was postulated. The binding properties of 1 to both Ct-DNA and nucleotides were investigated via fluorescent and UV-Vis spectra. The spectral investigations illustrated that this binary carbazole exhibited higher binding abilities to both Ct-DNA and nucleotides than its monomeric form, owing to the structurally flexible nature of double carbazole moieties fine-tuned by this non rigid methylene-linkage.
Synthesis and photovoltaic properties of functional dendritic oligothiophenes
Zhang, Weifeng,Ng, Ging Meng,Tam, Hoi Lam,Wong, Man Shing,Zhu, Furong
, p. 1865 - 1873 (2011)
Novel p-type and low bandgap functional dendritic oligothiophenes bearing hole-transporting carbazole as peripheral substituents and an electron-withdrawing dicyanovinyl core group, namely, DCT(n)-DCN, where n = 1 or 2 for solution-processable photovoltaic (PV) applications have been synthesized. With electron-donating carbazole surface-functionalized moieties conjugated with dicyanovinyl core group, the optical bandgap of these functional dendritic oligothiophene thin-films greatly reduces to 1.74 eV with a strong spectral broadening and a high ionization potential at ～5.5 eV as determined by UV photoelectron spectroscopy. The bulk heterojunction PV cells fabricated from these dendrimers blended with PC71BM as an acceptor showed a power conversion efficiency up to 1.64% with an open circuit voltage of (V oc) = 0.93 V in the annealed device. We have demonstrated that the desirable molecular and PV properties of dendritic oligothiophenes can be obtained/tuned by the incorporation of functional group(s) onto peripheral of the dendron and into the core. In addition, these functional dendritic oligothiophenes show superior functional properties even at low dendritic generation as compared to the unsubstituted higher generation dendritic oligothiophenes as a p-type, low-bandgap semiconductor for solution-processable bulk heterojunction PV cells.
A highly reactive (<1 min) ratiometric chemodosimeter for selective "naked eye" and fluorogenic detection of hydrazine
Goswami, Shyamaprosad,Paul, Sima,Manna, Abhishek
, p. 18872 - 18877 (2013)
Hydrazine is an important industrial chemical but also very toxic. Thus rapid detection of hydrazine is very important. We have judiciously designed and constructed a novel ICT-based ratiometric "naked eye" and fluorescence smart probe, carbazole based malononitrile (CBM), that rapidly (1 min) and selectively detects hydrazine in the presence of different metal ions, anions and other amines in aqueous medium. As a possible application of the probe, hydrazine sensing in tap water was tested. The probe also shows an excellent performance in the "dip stick" method. The Royal Society of Chemistry 2013.
A fast-responsed fluorescent probe for the selective detection hydrogen sulfide and tert- butoxy radical
Dong, Junyang,Hu, Jianfeng,Zhang, Hao
, (2020)
The fluorescent probe (1) for detecting hydrogen sulfide and tert-butoxy radical in aqueous environment and living cells was first developed. The probe 1 displayed excellent optical properties such as good selectivity, low detection limit (21 nM), quantitative detection (1–10 μM), and very fast response times (50 s) for monitor of hydrogen sulfide in aqueous environment. Furthermore, the color of the probe 1 solution changed from yellow to colorless when hydrogen sulfide added. More importantly, the probe 1 is successfully used to real-time imaging for hydrogen sulfide and tert-butoxy radical in Hela cells. These merits play a significant role in the process for hydrogen sulfide detection considering the rapid metabolism in organisms.
Synthesis of novel viscosity sensitive pyrrolo-quinaldine based styryl dyes: Photophysical properties, electrochemical and DFT study
Chaturvedi, Ankur,Jachak, Mahesh,Joglekar, Amruta,Khopkar, Sushil,Shankarling, Ganapati
, (2020)
We have synthesized two novel styryl dyes namely (E)-2-(2-(9-butyl-9H-carbazol-3-yl)vinyl)-3,3,8-trimethyl-3H-pyrrolo[3,2-h]quinoline (PQC) and (E)-10-butyl-3-(2-(3,3,8-trimethyl-3H-pyrrolo[3,2-h]quinolin-2-yl)vinyl)-10H-phenothiazine (PQPT). These dyes were characterized by FT-IR, HR-MS, 1H and 13C NMR spectroscopy techniques. Both dyes displayed absorption wavelength within the range of 399?427 nm. Ranging from non-polar solvents towards polar solvents, these dyes exhibited emission wavelength and Stokes shift from 487?605 nm and 85?180 nm respectively. The photophysical study of these dyes in seven solvents suggested that these dyes show positive emission solvatochromism which was investigated from Reichardt's ET (30) plot, Lippert-Mattaga graph and MacRae solvent polarity scale plots. In addition, these dyes show evidence of intramolecular charge transfer properties which were explained with the assist of Wellers, Rettig plots and ground-excited states dipole moment difference. The electrochemical properties of these dyes were investigated with the help of cyclic voltammetry and differential pulse voltammetry. Viscosity sensitivity studies were also performed on the synthesised dyes in the methanol and polyethylene glycol 400 system with varying viscosity of the solvent system. The thermal properties of these dyes were investigated using TGA and DSC analysis, which shows that dyes were thermally stable up to 200 °C. The theoretical photophysical properties of these dye molecules was explored by density functional theory (DFT) along with the time dependent density functional theory (TD-DFT).
Highly reactive (<1 min) ratiometric "naked eye" detection of hypochlorite with real application in tap water
Goswami, Shyamaprosad,Paul, Sima,Manna, Abhishek
, p. 10097 - 10101 (2013)
The de-diaminomaleonitrile reaction in a simple carbazole diaminomaleonitrile hybrid (CDH) was promoted by OCl- which disrupted the ICT mechanism by breaking the donor and acceptor linkage. This system utilized an irreversible OCl- promoted oxidation reaction and it responded instantaneously at room temperature. The chemosensor also showed excellent performance in tap water and the "dip-stick" method.
Preferential intermolecular interactions lead to chiral recognition: Enantioselective gel formation and collapse
Gambhir, Diksha,Kumar, Sunil,Dey, Gourab,Krishnan, Venkata,Koner, Rik Rani
, p. 11407 - 11410 (2018)
Interesting self-assembly of an amino acid based molecular material into a hydrogel in the presence of selective enantiomeric chiral amines leading to chiral recognition has been demonstrated. Moreover, collapse of a metallogel formed from the same material in the presence of selective enantiomers validated its enantioselective affinity. Importantly, in addition to relevant experimental techniques, DFT studies have been successfully explored to establish chiral recognition through enantioselective gelation.
Carbazole-benzimidazole based dyes for acid responsive ratiometric emissive switches
Aich, Krishnendu,Das, Sangita,Goswami, Shyamaprosad,Quah, Ching Kheng,Sarkar, Deblina,Mondal, Tapan Kumar,Fun, Hoong-Kun
, p. 6907 - 6915 (2016)
Three carbazole based benzimidazole derivatives exhibiting the effect of intramolecular charge transfer (ICT) caused by the donor-acceptor interaction between their carbazole and benzimidazole units were synthesized. Their photophysical properties were systematically investigated in various solvents with different polarities. Positive solvatofluorochromic effects were observed with the change of solvent from non-polar to polar for all of the three dyes. The synthesized compounds presented proton-induced absorption as well as ratiometric emission changes, indicating that these compounds might be used as proton sensors. The dyes in their solid state are also able to detect acid vapours. The optimized structures of the dyes and their protonated forms were calculated by density functional theory calculations.
A large dipole moment to promote gelation for 4-nitrophenylacrylonitrile derivatives with gelation-induced emission enhancement properties
Xue, Pengchong,Yao, Boqi,Zhang, Yuan,Chen, Peng,Li, Kechang,Liu, Baijun,Lu, Ran
, p. 7110 - 7118 (2014)
A series of 4-nitrophenylacrylonitrile and phenylacrylonitrile derivatives consisting of a carbazole moiety was synthesized. Some of these derivatives with longer alkyl chains and a nitro group could gelatinize some organic solvents, such as ethanol, n-butanol, ethyl acetate, and DMSO. By contrast, phenylacrylonitrile derivatives did not form gels in measured solvents. This result proved that the electron-withdrawing nitro moiety was important for gel formation because it conferred the molecules with large dipole moments, which enhanced the intermolecular interaction. Analyses by UV-vis absorption, X-ray diffraction, and scanning electron microscopy showed that the gelator molecules could self-assemble into one-dimensional nanofibers with layer packing, which further twisted into thicker fibers and formed three-dimensional networks in the gel phase. The single crystal structure of C4CNPA implied that the gelators might adopt an anti-parallel molecular stacking because of their larger ground-state dipole moment. Interestingly, the organogels had enhanced fluorescence relative to solutions at the same concentrations. This journal is the Partner Organisations 2014.
Synthesis and optical properties of some compounds based on carbazole and s-triazine
Diao, Lixiao,Cui, Yuezhi,Li, Tianduo,Zhou, Longlong,Liu, Wenxia
, p. 410 - 412 (2013)
A hyperbranched conjugated polymer (P), as well as its repeating units (M), have been synthesized based on 2,4,6- trimethyl-s-triazine and formylcarbazole. Compared with M, P exhibits much stronger fluorescence and a larger SternVolmer constant (KSV) in response to DNT, indicating a fluorescence signal amplification effect in the hyperbranched conjugated polymer P.
