- A wet- and dry-process feasible carbazole type host for highly efficient phosphorescent OLEDs
-
A wet- and dry-process feasible host material is crucial to realize, respectively, low cost roll-to-roll fabrication of large area and high performance organic light-emitting diodes (OLEDs) with precise deposition of organic layers. We demonstrate in this study high efficiency phosphorescent OLED devices by employing a newly synthesized carbazole based host material 1,6-bis[3-(2-methoxy-3-pyridinyl)carbazol-9-yl]hexane (compound 5). Moreover, two other carbazole hosts 1,6-bis[3-(6-methoxy-3-pyridinyl)carbazol-9-yl]hexane (compound 4) and 3,6-di(2-methoxy-3-pyridinyl)-9-ethylcarbazole (compound 6) are also synthesized for comparison. By doping a typical green emitter fac tris(2-phenylpyridine)iridium (Ir(ppy)3) in compound 5, for example, the resultant wet-processed device exhibits at 100 cd m-2 a current efficiency of 27 cd A-1 and a power efficiency of 16.1 lm W-1. The dry-processed device shows a current efficiency of 61 cd A-1 and a power efficiency of 62.8 lm W-1. The high efficiency may be attributed to the host possessing an effective host-to-guest energy transfer, effective carrier injection balance, and the device architecture enabling excitons to generate on both the host and the guest.
- Jou, Jwo-Huei,Sahoo, Snehasis,Kumar, Sudhir,Yu, Hui-Huan,Fang, Po-Hsun,Singh, Meenu,Krucaite, Gintare,Volyniuk, Dmytro,Grazulevicius, Juozas Vidas,Grigalevicius, Saulius
-
-
Read Online
- Monomers and oligomers with the pendent adducts of carbazole with 5H-dibenz(b,f)azepine and its 10,11-dihydro derivative
-
The synthesis of a series of carbazole-based monomers incorporating dibenzazepines at the 3 position is reported. Full characterization of their structures is presented. The monomers were subjected to cationic polymerization using BF3·O(C2H5)2 as an initiator. The synthesized low-molar-mass compounds and oligomers were examined by differential scanning calorimetry, UV spectrometry, electron photoemission and time of flight techniques. The electron photoemission spectra of the films of synthesized materials revealed the ionization potentials of 5.12-5.34 eV. Hole drift mobilities of low-molar-mass compounds molecularly dispersed in bisphenol Z polycarbonate range from 2.6 × 10-8 to 1.7 × 10-6 cm2/V s at high electric fields as it was established by xerographic time of flight technique.
- Tomkeviciene,Bartiuk,Bucinskas,Grazulevicius,Jankauskas
-
-
Read Online
- Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies
-
A series of carbazole-thiophene dimers, P1-P9, were synthesized using Suzuki-Miyaura and Ullmann coupling reactions. In P1-P9, carbazole-thiophenes were linked at the N-9 position for different core groups via biphenyl, dimethylbiphenyl, and phenyl. Electronic properties were evaluated by UV-Vis, cyclic voltammogram, and theoretical calculations. Particularly, the effects of conjugation connectivity on photophysical and electrochemical properties, as well as the correlation between carbazole-thiophene and the core, were studied. Carbazole connecting with thiophenes at the 3,6-positions and the phenyl group as a core group leads to increased stabilization of HOMO and LUMO energy levels where the bandgap (Δ E) is significantly reduced.
- Damit,Nordin,Ariffin,Sulaiman
-
-
Read Online
- A useful procedure for diiodination of carbazoles and subsequent efficient transformation to novel 3,6-bis(triethoxysilyl)carbazoles giving mesoporous materials
-
Bis(pyridine)iodonium tetrafluoroborate (IPy2BF4) was successfully used as a diiodination reagent for carbazole and its derivatives to give 3,6-diiodocarbazoles in excellent yield. Subsequent rhodium-catalyzed disilylation of 3,6-diiodocarbazoles with triethoxysilane gave the corresponding 3,6-bis(triethoxysilyl)carbazoles, which are precursors for sol-gel polymerization, in good yield.
- Maegawa, Yoshifumi,Goto, Yasutomo,Inagaki, Shinji,Shimada, Toyoshi
-
-
Read Online
- Synthesis and isolation of iodocarbazoles. Direct iodination of carbazoles by N-iodosuccinimide and N-iodosuccinimide-silica gel system
-
Carbazole (1) undergoes electrophilic aromatic substitution with various iodinating reagents. Although, 3-iodocarbazole (1b) and 3,6-diiodocarbazole (1d) obtained by iodination of carbazole were isolated and characterized sometime ago, 1-iodocarbazole (1a
- Bonesi,Erra-Balsells
-
-
Read Online
- Synthesis, photophysical, electrochemical and electrochemiluminescence properties of A2B2 zinc porphyrins: The effect of π-extended conjugation
-
The synthesis of two A2B2 porphyrins, {5,15-bis-[4-(octyloxy)phenyl]-porphyrinato}zinc(ii) (4) and {5,15-bis-(carbazol-3-yl-ethynyl)-10,20-bis-[4-(octyloxy)phenyl]-porphinato}-zinc(ii) (9), is reported. Their photophysical properties were studied by steady-state absorption and emission. Substituting the carbazolylethynyl moieties at two of the meso positions results in a large bathochromic shift of all the absorption bands, a notable increase in the absorption coefficient of the Q(0,0) band, and higher fluorescence quantum yield compared to porphyrin 4, with two unsubstituted meso positions. Cyclic voltammetry and digital simulation show that electrogenerated radical ions of 9 are more stable than those of 4. The lack of substituents at the meso positions of 4 leads to dimerization reactions of the radical cation. Despite this, the annihilation reaction of 4 and 9 produces very similar electrogenerated chemiluminescence (ECL) intensity. Spectroelectrochemical experiments demonstrate that the electroreduction of 9 leads to a strong absorption band that might quench the ECL.
- Galván-Miranda, Elizabeth K.,Castro-Cruz, Hiram M.,Arturo Arias-Orea,Iurlo, Matteo,Valenti, Giovanni,Marcaccio, Massimo,Macías-Ruvalcaba, Norma A.
-
-
Read Online
- A study of the properties, reactivity and anticancer activity of novel N-methylated-3-thiazolyl or 3-thienyl carbazoles and their Pd(II) and Pt(II) complexes
-
The synthesis and characterization of two hybrid N-methylated carbazole derivatives containing a thiazolyl or a thienyl ring is reported. The thiazolyl derivative has been also characterised by X-ray diffraction analysis. The study of its reactivity in front of [MCl2(dmso)2] (M = Pd or Pt) or Na2[PdCl4] in methanol has allowed us to isolate and characterize its complexes. However, for the thienyl analogue, the formation of any Pd(II) or Pt(II) complex was not detected, indicating that it is less prone to bind to the M(II) ions than its thiazolyl analogue. Density Functional Theory (DFT) and Time-Dependent Density Functional Theory (TD-DFT) calculations have also been carried out in order to rationalize the influence of the nature of the thiazolyl or thienyl group on the electronic delocalization. Molecular mechanics calculations show that the free rotation of the thiazolyl in relation to the carbazole requires a greater energy income than for its thienyl analogue. Studies of the cytotoxic activity of the new compounds on colon (HCT116) and breast (MDA-MB231 and MCF7) cancer cell lines show that the thiazolyl carbazole ligand and its Pt(II) complex are the most active agents of the series and in the MCF7 line their potency is higher than that of cisplatin. In the non-tumoral human skin fibroblast BJ cell line, all the compounds were less toxic than cisplatin. Their potential ability to modify the electrophoretic mobility of pBluescript SK+ plasmid DNA and to act as inhibitors of Topoisomerases I and IIα or cathepsin B has also been investigated.
- Reig, Marta,Bosque, Ramón,Font-Bardía, Mercè,Calvis, Carme,Messeguer, Ramon,Baldomà, Laura,Badía, Josefa,Velasco, Dolores,López, Concepción
-
-
Read Online
- Synthesis and properties of bipolar derivatives of 1,3,5-triazine and carbazole
-
Three new bipolar star-shaped derivatives of 2,4,6-triphenyl-1,3,5-triazine containing carbazolyl groups were designed, synthesized and characterized. All the materials possess high thermal stability and high glass transition temperatures ranging 97-226 °C. Photophysical study of the dilute solutions and neat films of the synthesized compounds was performed. Lippert-Mataga plots revealed linear dependence of Stokes shifts on the orientation polarizability for all the compounds. The dilute solutions of the triazine derivatives exhibited high photoluminescence quantum yields reaching 0.85, while for the neat films photoluminescence efficiency of 0.20-0.33 was observed. Ionization potentials of the solid layers of carbazole-triazine adducts estimated by photoelectron spectroscopy were found to be in the range of 5.49-5.97 eV. Hole drift mobility of the materials well exceeded the magnitude of 10-3 cm2 V-1 s-1 at an electric field of 6.4 · 105 V/cm. The selected compounds were tested as light emitting materials in organic light emitting diodes based on host-guest systems.
- Matulaitis,Kostiv,Grazulevicius,Peciulyte,Simokaitiene,Jankauskas,Luszczynska,Ulanski
-
-
Read Online
- A one-pot direct iodination of the Fischer-Borsche ring using molecular iodine and its utility in the synthesis of 6-oxygenated carbazole alkaloids
-
An efficient regioselective iodination of the Fischer-Borsche ring has been achieved using molecular iodine, in a one-pot synthesis. The acid-, metal-, and oxidant-free conditions of the present method are highly convenient and practical. Furthermore, the one-pot direct iodination process is extended to the concise synthesis of glycozoline, 3-formyl-6-methoxy-carbazole, and 6-methoxy-carbazole-3-methylcarboxylate natural alkaloids. This method has been proven to be tolerant to a broad range of functional groups, with good to excellent yields.
- Naykode, Mahavir S.,Humne, Vivek T.,Lokhande, Pradeep D.
-
-
Read Online
- Synthesis and properties of photocross-linkable carbazole dimers
-
New carbazole-based monomers with two reactive functional groups such as epoxypropyl, oxetanyl and vinyloxethyl were synthesized and their cationic photopolymerization was performed. The monomer containing epoxypropyl groups exhibited the highest conversion in photopolymerization (78%). The monomers and polymers exhibited ability of glass formation with the glass transition temperatures up to 98?°C for low-molecular-weight compounds and those observed for polymers ranging from 89 to 150?°C. The synthesized derivatives absorb electromagnetic irradiation in the range of 200–390?nm with the band gaps of 3.14–3.16?eV. The compounds exhibit blue photoluminescence with the intensity maxima at 400?nm. The compounds were found to have high triplet energies of ca. 2.78?eV. The electron photoemission spectra of the layers of the synthesized compounds revealed ionization potentials of 5.20–5.37?eV. The time-of-flight hole drift mobilities of the layers of the compounds exceed 10??5?cm2/V?×?s at high electric fields.
- Simkus,Tomkeviciene,Volyniuk,Kostjuk,Grazulevicius
-
-
Read Online
- Triazine-based aromatic amines as new glass-forming charge transport materials
-
Various diarylamino-substituted 1,3,5-triazine derivatives have been synthesized by Cu catalyzed Ullmann-type arylamino-aryl coupling reaction. Full characterization of the compounds structures by mass spectrometry, IR and electronic absorption, as well as 1H NMR spectroscopy is presented. Some of the compounds represent amorphous materials with glass transition temperatures exceeding 84C and with thermal decomposition starting at temperatures330C. The electron photoemission spectra of the materials were recorded and the ionisation potentials of ca. 5.3-5.8eV were established. Time-of-flight hole drift mobility of some diarylamino-substituted triazines molecularly dispersed in bisphenol Z polycarbonate approached 10-5cm2/Vs at high electric field.
- Vaitkeviciene,Grazulevicius,Peciuraite,Grigalevicius,Jankauskas
-
-
Read Online
- Study of photochemical cytosine to uracil transition via ultrafast photo-cross-linking using vinylcarbazole derivatives in duplex DNA
-
Gene therapies, including genome editing, RNAi, anti-sense technology and chemical DNA editing are becoming major methods for the treatment of genetic disorders. Techniques like CRISPR-Cas9, zinc finger nuclease (ZFN) and transcription activator-like effector-based nuclease (TALEN) are a few such enzymatic techniques. Most enzymatic genome editing techniques have their disadvantages. Thus, non-enzymatic and non-invasive technologies for nucleic acid editing has been reported in this study which might possess some advantages over the older methods of DNA manipulation. 3-cyanovinyl carbazole (CNVK) based nucleic acid editing takes advantage of photo-cross-linking between a target pyrimidine and the CNVK to afford deamination of cytosine and convert it to uracil. This method previously required the use of high temperatures but, in this study, it has been optimized to take place at physiological conditions. Different counter bases (inosine, guanine and cytosine) complementary to the target cytosine were used, along with derivatives ofCNVK (NH2VK andOHVK) to afford the deamination at physiological conditions.
- Sethi, Siddhant,Nakamura, Shigetaka,Fujimoto, Kenzo
-
-
Read Online
- Enantioselective recognition of tartaric acids with ethynylated carbazole-based chiral bisboronic acid chemosensors with improved response at acidic pH
-
Chiral bisboronic acid chemosensors based on ethynylated carbazole were prepared. The chiral chemosensors show red-shifted emission than the chemosensors with unsubstituted carbazole fluorophore. a-PET effect was found for the chemosensors, which is different from our previous observation of the d-PET effect for boronic acid chemosensors based on carbazole. Enantioselective recognition of tartaric acids was implicated with these chemosensors. Consecutive fluorescence emission enhancement/diminishment were observed with increasing the concentration of the tartaric acids, which is tentatively assigned to the transition of the binding stoichiometry from 1:1 binding to 1:2 binding. In particularly interesting is the improved fluorescence response at acidic pH for recognition of tartaric acids, which is rarely observed for a-PET chemosensors. We propose that the sensing is due to hybrid mechanism of a-PET/d-PET and conformational restriction upon binding. Our results will be useful for design of chiral boronic acid chemosensors with improved fluorescence response at acidic pH, which are rarely reported.
- Liu, Yifan,Zhang, Xin,Guo, Huimin,Wu, Yubo,Li, Qiuting,Liu, Liping,Zhao, Jianzhang
-
-
Read Online
- Generation of electrophilic iodine from iodine monochloride in neutral media. Iodination and protodeiodination of carbazole
-
In reaction of iodine monochloride with CF3COOAg, CH 3COONa or (CH3COO)2Pb in acetonitrile and acetic acid the chloride is bonded by metal cations, and electrophilic iodine is generated able to easily iodinate a
- Filimonov,Krasnokutskaya,Lesina
-
-
Read Online
- Solution-processable naphthalene and phenyl substituted carbazole core based hole transporting materials for efficient organic light-emitting diodes
-
Solution-processable molecular hole transporting materials (HTMs) are extremely crucial in order to realize low cost, high throughput, and roll-to-roll fabrication of large area organic light emitting diodes for display and lighting applications. In this report, a series of naphthalene and phenyl substituted carbazole core based HTMs, 3-(1-naphthyl)-9-(2-phenylvinyl)carbazole (NPVCz), 3,6-di-(1-naphthyl)-9-phenylvinylcarbazole (DNPVCz), and 3,6-diphenyl-9-(2-phenylvinyl)carbazole (DPPVCz) are successfully synthesized and characterized. The synthesized HTMs possess excellent solubility in common organic solvents. By using a fluorescent tris(8-hydroxyquinolinato)aluminium emitter, we demonstrate an enhancement of 135%, from 1.7 to 4.5 cd A-1, in the current efficiency of an organic light emitting diode (OLED) by replacing the conventional HTM, N,N′-di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4,4′-diamine (NPB), with the NPVCz counterpart. Moreover, the current efficiency of a conventional tris[2-phenylpyridinato-C2,N]iridium(iii) based phosphorescent green OLED device increases from 46.4 to 66.2 cd A-1 by substituting the NPB with NPVCz. These findings suggest that this type of solution-processable molecular HTM will be a promising contender for high efficiency OLED devices.
- Kumar, Sudhir,An, Chih-Chia,Sahoo, Snehasis,Griniene, Raimonda,Volyniuk, Dmytro,Grazulevicius, Juozas V.,Grigalevicius, Saulius,Jou, Jwo-Huei
-
-
Read Online
- Oligomers containing pyridinyl-substituted carbazole rings as host materials for phosphorescent OLEDs
-
Two oligoethers containing electroactive pendent pyridinyl-carbazole moieties have been synthesized by the multi-step synthetic route. Full characterization of their structures is presented. The oligomers represent derivatives of very high thermal stability with initial thermal degradation temperatures exceeding 400 °C. Glass transition temperatures of the amorphous materials were also very high and reached values of 124 °C and 145 °C, respectively. Bipolar chemical structure having oligomer, i.e. poly{3-(2-methoxy-3-pyridinyl)-9-(3-methyloxetan-3-yl)methyl-carbazole} was tested as host material for green phosphorescent organic light emitting diode using tris(2-phenylpyridine)iridium(III) as a triplet emitter. A green device containing 10 wt% of the green guest demonstrated among all the devices the best performance with current efficiency of 8.8 cd/A and power efficiency of 5.1 lm/W at 100 cd/m2. At higher brightness, such as 1000 cd/m2, used for illumination applications, this PhOLED showed enhanced efficiency of 11.7 cd/A (5.4 lm/W) with brightness exceeding 4000 cd/m2.
- Krucaite,Tavgeniene,Blazevicius,Baranauskyte,Zaleckas
-
-
Read Online
- Easy accessible blue luminescent carbazole-based materials for organic light-emitting diodes
-
The thermal, optical, electrochemical and charge transport properties of a series of nine straightforward carbazole-based compounds have been analysed and interpreted according to their molecular structure by means of the X-ray analysis of single crystals. A non-doped OLED device with low turn-on voltage and maximum luminance up to 1.4 × 104 cd m?2 was achieved. DFT calculations have been performed to explain the high efficiency of radiative exciton production.
- Reig, Marta,Gozálvez, Cristian,Bujaldón, Roger,Bagdziunas, Gintautas,Ivaniuk, Khrystyna,Kostiv, Nataliya,Volyniuk, Dmytro,Grazulevicius, Juozas V.,Velasco, Dolores
-
-
Read Online
- (Bi)phenyl substituted 9-(2,2-diphenylvinyl)carbazoles as low cost hole transporting materials for efficient red PhOLEDs
-
Two low-cost 9-(2,2-diphenylvinyl)carbazole-based derivatives with aryl substitutions were synthesized by simple procedure and then investigated. The respective glass transition temperatures of the materials were estimated to be higher than 90 °C, which can provide morphologically-stable amorphous films for applications in organic light emitting diodes. The compounds possess adequate ionization potentials and suitable triplet energies, which make them suitable hole transporting materials for use in red phosphorescent organic light-emitting diodes. The respective peak efficiencies of the red devices with the p-type dopants were recorded at 8.7% (5.6 cd/A and 3.9 lm/W) and at 8.7% (5.4 cd/A and 3.8 lm/W), correspondingly, demonstrating high potential of the material for applications in light emitting diodes. The characteristics indicated that the devices with the aryl substituted 9-(2,2-diphenylvinyl)carbazoles exhibit better performance than those of widely used hole transporting 1,1-bis[(di-4-tolylamino)phenyl]cyclohexane (TAPC) -based device.
- Grigalevicius, Saulius,Tavgeniene, Daiva,Krucaite, Gintare,Griniene, Raimonda,Wang, Yen-Po,Tsai, Shang-Ru,Chang, Chih-Hao
-
-
Read Online
- Dynamic Generation of G-Quadruplex DNA Ligands by Target-Guided Combinatorial Chemistry on a Magnetic Nanoplatform
-
Dynamic combinatorial chemistry (DCC) has emerged as a promising strategy for template-driven selection of high-affinity ligands for biological targets from equilibrating combinatorial libraries. However, only a few examples using disulfide-exchange-based DCC are reported for nucleic acid targets. Herein, we have demonstrated that gold-coated magnetic nanoparticle-conjugated DNA targets can be used as templates for dynamic selection of ligands from an imine-based combinatorial library. The implementation of DCC using DNA nanotemplates enables efficient identification of the lead compounds, from the dynamic combinatorial library via magnetic decantation. It further allows quick separation of DNA nanotemplates for reuse in DCC reactions. The identified lead compound exhibits significant quadruplex versus duplex DNA selectivity and suppresses promoter activity of c-MYC gene that contains G-quadruplex DNA forming sequence in the upstream promoter region. Further cellular experiments indicated that the lead compound is able to permeate into cell nuclei and trigger a DNA damage response in cancer cells.
- Jana, Snehasish,Panda, Deepanjan,Saha, Puja,Pantos, G. Dan,Dash, Jyotirmayee
-
-
Read Online
- Synthesis and properties of 1,3,5-tricarbazolylbenzenes with star-shaped architecture
-
A series of star-shaped carbazole derivatives were prepared via Suzuki-Miyaura and Stille coupling procedures. Received monomers were characterized by UV-Vis spectroscopy, fluorescence spectroscopy and cyclic voltammetry in order to estimate their basic spectral, electrochemical and electronic properties important for wide scale of applications in organic electronics and photovoltaics. Experimental results were supported by DFT calculations. Synthesised compounds were also used as monomers in the electrodeposition of conjugated polymers. Spectroelectrochemical EPR and UV-Vis-NIR measurements were carried out in order to study the influence of structure on charge carrier formation.
- Brzeczek, Alina,Ledwon, Przemyslaw,Data, Przemyslaw,Zassowski, Pawel,Golba, Sylwia,Walczak, Krzysztof,Lapkowski, Mieczyslaw
-
-
Read Online
- Efficient Hydro- and Organogelation by Minimalistic Diketopiperazines Containing a Highly Insoluble Aggregation-Induced, Blue-Shifted Emission Luminophore**
-
We report the synthesis, gelation abilities and aggregation-induced, blue-shifted emission (AIBSE) properties of two minimalistic diketopiperazine-based gelators. Despite containing a highly insoluble luminophore that makes up more than half of their respective molecular masses, efficient hydrogelation by multiple stimuli for one and efficient organogelation for the other compound are reported. Insights into the aggregation and gelation properties were gained through examination of the photophysical and material properties of selected gels, which are representative of the different modes of gelation. The synthesis of the gelators is highly modular and based on readily available amino acid building blocks, allowing the efficient and rapid diversification of these core structures and fine-tuning of gel properties.
- Molkenthin, Martin,Nachtsheim, Boris J.,Nau, Werner M.
-
supporting information
p. 16488 - 16497
(2021/10/25)
-
- Carbazole modified oligonucleotides: Synthesis, hybridization studies and fluorescence properties
-
Synthesis of the novel thiophenyl carbazole phosphoramidite DNA building block 5 was accomplished in four steps using a Suzuki-Miyaura cross-coupling reaction from the core carbazole and it was seamlessly accommodated into a 9-mer DNA-based oligonucleotide by incorporation at the flanking 5′-end in combination with a central insertion of an LNA-T nucleotide. The carbazole-containing oligonucleotide was combined in different duplex hybrids, which were characterized by thermal denaturation, circular dichroism and fluorescence studies. The carbazole monomer modulates the duplex stability in various ways. Thus, monomer Z increased the thermal stability of the 9-mer towards the complementary 9-mer/15-mer DNA duplex by 4.2 °C. Furthermore, indications of its intercalation into the duplex were obtained by modeling studies and robust decreases in fluorescence emission intensities upon duplex formation. In contrast, no clear intercalating tendency was corroborated for monomer Z within the DNA/RNA hybrid duplex as indicated by moderate quenching of the fluorescence and similar duplex thermal stabilities relative to the corresponding control duplex. The recognition efficiencies of the carbazole modified oligonucleotide toward single nucleotide mismatches were studied with two 15-mer model targets (DNA and RNA). For both systems, mismatches positioned at the juxtaposition of the carbazole monomer showed pronounced deceases in thermal denaturation temperature. Steady-state fluorescence emission studies of all mismatched duplexes with incorporation of Z monomer typically displayed efficient fluorescence quenching.
- Gouda, Alaa S.,J?rgensen, Per T.,Przypis, ?ukasz,Walczak, Krzysztof,Wengel, Jesper
-
p. 6935 - 6948
(2020/10/02)
-
- Synthesis and photophysical properties of fluorescent dyes based on triphenylamine, diphenylamine, diphenyl sulfone or triphenyltriazine derivatives containing an acetylene linkage group
-
In this study, ten fluorescent dyes were prepared based on three different kinds of central moiety, such as triphenylamine, diphenylsulfone or triphenyltriazine, which was coupled to either carbazole or naphthalimidinyl group via an acetylene linkage group. N-n-Butyl-carbazole, N-phenyl-carbazole or N-n-butyl-naphthalimide was coupled to the individual central moiety of triphenylamine, diphenyl sulfone, 2,4,6-triphenyl-1,3,5-trazine or diphenylamine using a Sonogashira coupling reaction in the final step. All dyes were confirmed their chemical structure by 1H NMR, GC-Mass and elemental analyses. The absorption properties and thermal stabilities of the fluorescent dyes were examined. Density Functional Theory (DFT) and Time-Dependent DFT calculations were carried out, in addition to geometry simulation, by using the Gaussian 09 program. In terms of fluorescence properties in this series, two dyes based on diphenyl sulfonyl and three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-carbazole exhibited a blue emission, whereas three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-naphthalimide were observed by a red emitter which can be attributable to both effects the bathochromic shifts in absorption maxima and larger Stokes shifts. In case of corresponding 2,4,6-triphenyl-1,3,5-trazine central moiety coupled to a carbazole ring, a green fluorescence was emitted. Results revealed that the fluorescence of the dyes is affected by the electron-donating strength of the acetylene linkages involved in the π-conjugation systems of the dyes.
- Ahn, Sung-Ok,Choi, Jae-Hong,Kim, Kyung-Won,Kwon, Su-Hyeon,Lee, Byung-Jun,Lee, Ju-Hong
-
-
- Long-Lived Triplet Excited State Accessed with Spin–Orbit Charge Transfer Intersystem Crossing in Red Light-Absorbing Phenoxazine-Styryl BODIPY Electron Donor/Acceptor Dyads
-
Orthogonal phenoxazine-styryl BODIPY compact electron donor/acceptor dyads were prepared as heavy atom-free triplet photosensitizers (PSs) with strong red light absorption (?=1.33×105 M?1 cm?1 at 630 nm), whereas the previously reported triplet photosensitizers based on the spin-orbit charge transfer intersystem crossing (SOCT-ISC) mechanism show absorption in a shorter wavelength range (T=333 μs) was observed for the new dyads. In comparison, the triplet state lifetime of the same chromophore accessed with the conventional heavy atom effect (HAE) is much shorter (τT=1.8 μs). Long triplet state lifetime is beneficial to enhance electron or energy transfer, the primary photophysical processes in the application of triplet PSs. Our approach is based on SOCT-ISC, without invoking of the HAE, which may shorten the triplet state lifetime. We used bisstyrylBodipy both as the electron acceptor and the visible light-harvesting chromophore, which shows red-light absorption. Femtosecond transient absorption spectra indicated the charge separation (109 ps) and SOCT-ISC (charge recombination, CR; 2.3 ns) for BDP-1. ISC efficiency of BDP-1 was determined as ΦT=25 % (in toluene). The dyad BDP-3 was used as triplet PS for triplet-triplet annihilation upconversion (upconversion quantum yield ΦUC=1.5 %; anti-Stokes shift is 5900 cm?1).
- Dick, Bernhard,Dong, Yu,Elmali, Ayhan,Karatay, Ahmet,Zhao, Jianzhang
-
-
- Combined KOH/BEt3Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores
-
The selective catalytic C-N bond cleavage of amides into value-added amine products is a desirable but challenging transformation. Molecules containing iminodibenzyl motifs are prevalent in pharmaceutical molecules and functional materials. Here we established a combined KOH/BEt3 catalyst for deaminative hydroboration of acyl-iminodibenzyl derivatives, including nonheterocyclic carboxamides, to the corresponding amines. This novel transition-metal-free methodology was also applied to the construction of Clomipramine and luminophores.
- Li, Jinshan,Wang, Jiali,Yang, Jianguo,Yao, Wubing,Zhong, Aiguo
-
supporting information
p. 8086 - 8090
(2020/11/03)
-
- A NaH-promoted N-detosylation reaction of diverse p-toluenesulfonamides
-
A NaH-mediated detosylation reaction of various Ts-protected indoles, azaheterocycles, anilines and dibenzylamine was reported. The method features cheap reagent, convenient operations, mild reaction conditions and broad substrate scope. Moreover, this study revealed that the loading of NaH in tosylation reactions of nitrogen-containing compounds with NaH as a base in DMA or DMF should be controlled due to the possibility of adverse detosylation.
- Sun, Wanwan,Chen, Xiaobei,Hu, Ying,Geng, Huihui,Jiang, Yuanrui,Zhou, Yuxin,Zhu, Wenjing,Hu, Min,Hu, Haohua,Wang, Xingyi,Wang, Xinli,Zhang, Shilei,Hu, Yanwei
-
supporting information
(2020/10/05)
-
- Copper(II)-Catalyzed Iodinations of Carbazoles: Access to Functionalized Carbazoles
-
A copper-catalyzed iodination of carbazoles has been developed. Barluenga's reagent IPy2BF4 is used to generate a soft electrophilic halonium species for the iodination of the carbazoles. This report represents the first concept of copper-catalyst-promoted electrophilic halogenation of carbazoles. We demonstrated numerous applications of this methodology synthesizing diverse carbazole derivatives, i.e., both electron-rich and electron-deficient systems.
- Przypis, Lukasz,Walczak, Krzysztof Zdzislaw
-
-
- Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols
-
An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.
- Satkar, Yuvraj,Yera-Ledesma, Luisa F.,Mali, Narendra,Patil, Dipak,Segura-Quezada, Luis A.,Ramírez-Morales, Perla I.,Solorio-Alvarado, César R.,Navarro-Santos, Pedro
-
p. 4149 - 4164
(2019/04/30)
-
- Visible-light-promoted intramolecular C-H amination in aqueous solution: Synthesis of carbazoles
-
An effective and operationally simple protocol is reported for the synthesis of versatile carbazoles. With water as a co-solvent, visible-light rather than various metals is used to facilitate the conversion of readily available 2-azidobiphenyls under mild conditions. Various functionalized bioactive natural alkaloids, such as glycoborine, clausine C, clausine L, clausine H and clauszoline K, were synthesized efficiently with nitrogen as a sole byproduct. The reaction could be performed in water, acidic or alkaline buffer solutions, showing its potential for applications in biochemistry.
- Yang, Lizheng,Zhang, Yipin,Zou, Xiaodong,Lu, Hongjian,Li, Guigen
-
p. 1362 - 1366
(2018/03/26)
-
- BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLE CARRYING TRIAZINE GROUPS FOR ORGANIC LIGHT EMITTING DIODES
-
Benzimidazolo[1,2-a]benzimidazole carrying triazine groups, an organic electronic device, comprising said benzimidazolo[1,2-a]benzimidazole carrying triazine groups, an electron transport layer, an electron injection layer, or an emitting layer comprising said benzimidazolo[1,2-a]benzimidazole carrying triazine groups, an apparatus selected from the group consisting of stationary visual display units; mobile visual display units; illumination units; keyboards; items of clothing; furniture; wallpaper, comprising comprising said benzimidazolo[1,2-a]benzimidazole carrying triazine groups, or said electron transport layer, said electron injection layer, or said emitting layer, the use of said benzimidazolo[1,2-a]benzimidazole carrying triazine groups, for organic electroluminescent devices, electrophotographic photoreceptors, photoelectric converters, organic solar cells, switching elements, organic light emitting field effect transistors, image sensors or dye lasers, and a process for the preparation of said benzimidazolo[1,2ajbenzimidazole carrying triazine groups.
- -
-
Page/Page column 279; 286
(2017/08/01)
-
- BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLE CARRYING BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLYL GROUPS, CARBAZOLYL GROUPS, BENZOFURANE GROUPS OR BENZOTHIOPHENE GROUPS FOR ORGANIC LIGHT EMITTING DIODES
-
Benzimidazolo[1,2-a]benzimidazole carrying benzimidazolo[1,2-a]benzimidazolylyl groups, carbazolyl groups, dibenzofurane groups, dibenzothiophene groups, fluorenyl groups or dibenzosilolyl groups, an organic electronic device, comprising said benzimidazolo[1,2- a]benzimidazole carrying groups, a charge transport layer, charge blocking layer, charge/exciton blocking layer, or an emitting layer comprising said benzimidazolo[1,2-a]benzimidazole carrying groups, an apparatus selected from the group consisting of stationary visual display units; mobile visual display units; illumination units; keyboards; items of clothing; furniture; wallpaper, comprising said organic electronic device, or said charge transport layer, said charge/exciton blocking layer, or said emitting layer, the use of said benzimidazolo[1,2-a]benzimidazole carrying groups for organic electroluminescent devices, electrophotographic photoreceptors, photoelectric converters, organic solar cells, switching elements, organic light emitting field effect transistors, image sensors or dye lasers, and a process for the preparation of said benzimidazolo[1,2-a]benzimidazole carrying groups.
- -
-
Page/Page column 282
(2017/08/01)
-
- Organic electroluminescent element and material for organic electroluminescent elements
-
An organic electroluminescence device includes: a cathode; an anode; and an organic thin-film layer having one or more layers and provided between the anode and the cathode, in which the organic layer includes an emitting layer. The emitting layer includes a first host material, a second host material and a phosphorescent dopant material. The first host material is a compound represented by a formula (1A). The second host material is a compound represented by a formula (2A).
- -
-
Page/Page column 221
(2017/08/08)
-
- Heat-activated delay fluorescent material, its synthetic method and using the heat-activated delay of the fluorescent materials of the OLED device (by machine translation)
-
The present invention provides a thermally activated delayed fluorescence material, a method of synthesizing the same and an OLED device using the same. The thermally activated delayed fluorescence material includes a structure formula 1 as wherein the group Ar1 is identical to or different from the group Ar2, and the group Ar1 and the group Ar2 are consisted of carbazole and/or phenothiazine. The thermally activated delayed fluorescence material has a higher glass transition temperature, high thermal stability and excellent luminous efficiency. The method of synthesizing the same has simplified steps, easily purified product, high yield, and luminous and thermal properties of the product can be adjusted by connecting to differentiated functional groups. The OLED device using the same has a light emitting layer of high fluorescence efficiency and long-term stability, so that luminous efficiency and service life of the OLED device can meet practical demand.
- -
-
Paragraph 0092-0095
(2016/10/17)
-
- PHOTORESPONSIVE NUCLEOTIDE ANALOGUE HAVING PHOTOCROSSLINKING ABILITY
-
The present invention provides a new photoreactive compound which can be used in technologies for photoreactions of nucleic acid, and also provides a photoreactive crosslinking agent comprising the above photoreactive compound. A photoreactive compound represented by the following formula I can be used.
- -
-
Paragraph 0177; 0178
(2016/02/22)
-
- 2,9-FUNCTIONALIZED BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLES AS HOSTS FOR ORGANIC LIGHT EMITTING DIODES (OLEDS)
-
The present invention relates to compounds of formula (I), a process for their production and their use in electronic devices, especially electroluminescent devices. When used as charge transport material and/or host material for phosphorescent emitters in electroluminescent devices, the compounds of formula (I) may provide improved efficiency and reduced driving voltage of electroluminescent devices.
- -
-
Page/Page column 92
(2016/04/05)
-
- METHOD OF SUPPRESSING FORMATION OF PHOTOCROSSLINK, AND PHOTOREACTIVE NUCLEIC ACID IN WHICH AUTO-CROSSLINK FORMATION IS SUPPRESSED
-
Provided is a means for preventing the inactivation of a photoresponsive nucleic acid probe by suppressing the formation of a photocrosslink between a photoresponsive base having a photocrosslinkable vinyl structure and a photocrosslinkable thymine (T) or uracil (U) base, by substituting with an R group (R being —CN or —CO—R1, where R1 is a saturated or unsaturated straight-chain or branched cyclic or non-cyclic C1-12 hydrocarbon group) the 5 position of a pyrimidine ring of the thymine (T) or uracil (U) base which is photocrosslinkable with the photoresponsive base having a photocrosslinkable vinyl structure.
- -
-
Paragraph 0122
(2016/11/28)
-
- BENZIMIDAZOLO[2,1-B][1,3]BENZOTHIAZOLES FOR ELECTRONIC APPLICATIONS
-
The present invention relates to compounds of formula (I), a process for their production and their use in electronic devices, especially electroluminescent devices. When used as charge transport material and/or host material for phosphorescent emitters in electroluminescent devices, the compounds of formula (I) may provide improved efficiency, stability, manufacturability and/or spectral characteristics of electroluminescent devices.
- -
-
Page/Page column 117
(2015/02/25)
-
- AZADIBENZOTHIOPHENES FOR ELECTRONIC APPLICATIONS
-
The present invention relates to compounds of formula (I), which are characterized in that they are substituted by benzimidazo[1,2-a]benzimidazo-5-yl and/or benzimidazo[1,2-a]benzimidazo-2,5- ylene groups and in that at least one of the substituents B1, B2, B3, B4, B5, B6, B7 and B8 represents N; a process for their production and their use in electronic devices, especially electroluminescent devices. When used as host material for phosphorescent emitters in electroluminescent devices, the compounds of formula (I) may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.
- -
-
Page/Page column 150
(2015/05/19)
-
- Development of Thermally Activated Delayed Fluorescence Materials with Shortened Emissive Lifetimes
-
We have prepared a thermally activated delayed fluorescence (TADF) capable molecular system carrying halogen substituents at the carbazole units. The attachment of the halogen atoms considerably decreases the half-life of the delayed fluorescence. The effect is significant. The heavier the halogen, the greater the effect. Our materials have the shortest reported emissive lifetimes for TADF achieved to date. Intersystem crossing (ISC) is improved through the heavy atom effect, yet high quantum yields are achieved both in solution as well as in thin doped films. The simple and efficient synthesis of our targets uses inexpensive and easily obtained starting materials.
- Kretzschmar, Andreas,Patze, Christian,Schwaebel, S. Thimon,Bunz, Uwe H. F.
-
p. 9126 - 9131
(2015/09/28)
-
- COMPOUNDS AND METHODS FOR TREATING CANCERS
-
Provided are carbazole and carbazole-like compounds (e.g., pyridoindole and pyrrolodipyridine) compounds, that can be used to selectively kill cancer cells, specifically androgen-receptor expressing prostate cancer cells. Also provided is a method of treating AR-positive prostate cancer in a subject diagnosed with or suspected of having AR positive or negative cancer, comprising administering an effective amount of a carbazole and carbazole-like compound to said subject.
- -
-
Paragraph 0166
(2014/10/04)
-
- BENZIMIDAZO[1,2-A]BENZIMIDAZOLE DERIVATIVES FOR ELECTRONIC APPLICATIONS
-
The present invention relates to compounds of formula (I), a process for their production and their use in electronic devices, especially electroluminescent devices. When used as host material for phosphorescent emitters in electroluminescent devices, the compounds of formula (I) may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.
- -
-
Page/Page column 59; 60
(2014/02/15)
-
- BIS-CARBAZOLE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
-
A biscarbazole derivative represented by formula (1): wherein A1, A2, L1, L2, R1 to R4, and a to d are as defined in the specification, is useful as a material for forming organic EL devices and the organic EL devices including the derivative is capable of driving at a low voltage and has a long lifetime.
- -
-
Paragraph 0129
(2014/02/15)
-
- Iodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: A combined experimental and computational investigation
-
A new protocol for the aromatization of tetrahydrocarbazoles has been achieved using a catalytic amount of iodine, giving high yields. The role of iodine in the aromatization has been explained by DFT, and its wide scope is extended to the total synthesis of glycozoline and murrayafoline A. This method has proven to be tolerant of a broad range of functional groups. This journal is the Partner Organisations 2014.
- Humne, Vivek,Dangat, Yuvraj,Vanka, Kumar,Lokhande, Pradeep
-
p. 4832 - 4836
(2014/07/07)
-
- Visible light-absorbing rhenium(i) tricarbonyl complexes as triplet photosensitizers in photooxidation and triplet-triplet annihilation upconversion
-
We prepared N^N Re(i) tricarbonyl chloride complexes (Re-1 and Re-2) that give very strong absorption of visible light. To this end, it is for the first time that boron dipyrimethane (Bodipy) was used to prepare Re(i) tricarbonyl chloride complexes. The π-conjugation linker between the π-conjugation framework of the antenna Bodipy and the Re(i) coordination centre ensures efficient intersystem crossing (ISC). Re-0 without visible light-harvesting ligand was prepared as a model complex in the photophysical studies. Re-1 (with Bodipy) and Re-2 (with carbazole-ethynyl Bodipy) show unprecedented strong absorption of visible light at 536 nm (ε = 91700 M-1 cm -1) and 574 nm (ε = 64600 M-1 cm-1), respectively. Interestingly, different from Re-0, Re-1 and Re-2 show fluorescence of the ligand, not the phosphorescence of the Re(i) coordination centre. However, long-lived triplet excited states were observed upon visible light excitation (τT = 104.0 μs for Re-1; τT = 127.2 μs for Re-2) vs. the short lifetime of Re-0 (τT = 26 ns). With nanosecond time-resolved transient absorption spectroscopy and DFT calculations, we proved that the triplet excited states of Re-1 and Re-2 are localized on the Bodipy ligands. The complexes were used as triplet photosensitizers for two triplet-triplet-energy-transfer (TTET) processes, i.e.1O2 mediated photooxidation and triplet-triplet annihilation (TTA) upconversion. With the strong visible light-harvesting ability, Re-1 proved to be a better 1O2 photosensitizer than the conventional triplet photosensitizer tetraphenylporphyrin (TPP). Significant upconversion was observed with Re-1 as the triplet photosensitizer. Our result is useful for preparation of Re(i) tricarbonyl chloride complexes that show strong absorption of visible light and long-lived triplet excited states and for the application of these complexes as triplet photosensitizers in photocatalysis, photodynamic therapy and TTA upconversion. The Royal Society of Chemistry 2013.
- Yi, Xiuyu,Zhao, Jianzhang,Sun, Jifu,Guo, Song,Zhang, Hongli
-
supporting information
p. 2062 - 2074
(2013/02/26)
-
- FULLERENE SEPARATION THROUGH USE OF ORGANIC CAGES
-
Provided herein are compositions useful in the separation of fullerenes from a mixture comprising fullerenes. Also provided herein are methods of making the compositions, as well as methods of using the compositions for fullerene separation.
- -
-
Page/Page column 30; 31
(2013/05/21)
-
- High-efficiency blue phosphorescent organic light-emitting diodes using a carbazole and carboline-based host material
-
A novel bipolar host 9-(4-(9H-pyrido[2,3-b]indol-9-yl)phenyl)-9H-3, 9′-bicarbazole (pBCb2Cz) was prepared for high efficiency blue phosphorescent organic light-emitting diodes (PhOLEDs), a high triplet energy (ET) material, employing electron-deficient α-carboline. pBCb2Cz (ET = 2.93 eV) was effective as a host material for FIrpic- and FCNIrpic-based blue PhOLEDs, and highest quantum efficiencies of 23.0 and 16.2%, respectively, were achieved.
- Kim, Sun Jae,Kim, Young Jae,Son, Young Hoon,Hur, Jung A.,Um, Hyun Ah,Shin, Jicheol,Lee, Tae Wan,Cho, Min Ju,Kim, Jung Keun,Joo, Sunghoon,Yang, Joong Hwan,Chae, Gee Sung,Choi, Kihang,Hyuk Kwon, Jang,Hoon Choi, Dong
-
supporting information
p. 6788 - 6790
(2013/07/26)
-
- BICARBAZOLE COMPOUNDS FOR OLEDS
-
Novel organic compounds comprising a bicarbazole core are provided. In particular, the compounds has a 3,3'-bicarbazole core substituted at the 9-position with a triazine or pyrimidine. The compounds may be used in organic light emitting devices to provide devices having improved efficiency and improved lifetime.
- -
-
Page/Page column 141
(2012/03/11)
-
- A C84 selective porphyrin macrocycle with an adaptable cavity constructed through alkyne metathesis
-
A bisporphyrin macrocycle was constructed from a porphyrin-based diyne monomer in one step through alkyne metathesis. The fullerene binding studies (C60, C70 and C84) showed the highest binding affinity of the macrocycle for C84, which is in great contrast to its bisporphyrin four-armed cage analogue that showed the strongest binding with C70.
- Zhang, Chenxi,Long, Hai,Zhang, Wei
-
experimental part
p. 6172 - 6174
(2012/07/28)
-
- A highly C70 selective shape-persistent rectangular prism constructed through one-step alkyne metathesis
-
Dynamic covalent chemistry (DCC) provides an intriguing and highly efficient approach for building molecules that are usually thermodynamically favored. However, the DCC methods that are efficient enough to construct large, complex molecules, particularly those with three-dimensional (3-D) architectures, are still very limited. Here, for the first time, we have successfully utilized alkyne metathesis, a highly efficient DCC approach, to construct the novel 3-D rectangular prismatic molecular cage COP-5 in one step from a readily accessible porphyrin-based precursor. COP-5 consists of rigid, aromatic porphyrin and carbazole moieties as well as linear ethynylene linkers, rendering its shape-persistent nature. Interestingly, COP-5 serves as an excellent receptor for fullerenes. It forms 1:1 complexes with C60 and C70 with association constants of 1.4 × 105 M-1 (C60) and 1.5 × 108 M-1 (C70) in toluene. This represents one of the highest binding affinities reported so far for purely organic fullerene receptors. COP-5 shows an unprecedented high selectivity in binding C70 over C60 (KC70/KC60 > 1000). Moreover, the binding between the cage and fullerene is fully reversible under the acid-base stimuli, thus allowing successful separation of C70 from a C60-enriched fullerene mixture (C60/C70, 10/1 mol/mol) through the "selective complexation-decomplexation" strategy.
- Zhang, Chenxi,Wang, Qi,Long, Hai,Zhang, Wei
-
supporting information; experimental part
p. 20995 - 21001
(2012/03/07)
-
- Highly efficient blue organic light-emitting diode with an oligomeric host having high triplet-energy and high electron mobility
-
We report a high-efficiency blue organic light-emitting diode (OLED) with a solution-processed emissive layer composed of an oligomeric host of poly[3-(carbazol-9-ylmethyl)-3-methyloxetane] (PCMO) that possesses high triplet-energy and high electron mobility. The device exhibited a current efficiency of 40.4 cd A-1 with an external quantum efficiency (EQE) of 21.6% and power efficiency of 28.2 lm W-1 at 230 cd m-2 or 24.7 cd A-1, 10.3%, and 15.5 lm W-1 at 1 000 cd m -2. The high efficiency may be attributed to the host possessing a high electron mobility and lower electron injection barrier, resulting in a more balanced carrier-injection. Moreover, the high electron-mobility favors the transport of electrons, resulting in a more balanced carrier-injection in the emissive layer. The device efficiency has been further enhanced to 42.6 cd A-1 (22.9%, 29.7 lm W-1) at 124 cd m-2 or 28.8 cd A-1 (15.4%, 17.8 lm W-1) at 1 000 cd m-2 by pre-heating the emissive solution at an elevated temperature before spin-coating.
- Jou, Jwo-Huei,Wang, Wei-Ben,Shen, Shih-Ming,Kumar, Sudhir,Lai, I-Ming,Shyue, Jing-Jong,Lengvinaite, Simona,Zostautiene, Rasa,Grazulevicius, Juozas V.,Grigalevicius, Saulius,Chen, Sun-Zen,Wu, Chung-Chih
-
scheme or table
p. 9546 - 9552
(2012/05/04)
-
- SEQUENCE-SPECIFIC NUCLEIC ACID PURIFICATION METHOD MANNER
-
Disclosed is a method for the purification and collection of a nucleic acid comprising a specific nucleotide sequence, which can be carried out within an extremely short period and can achieve both high sequence-specificity and a high collection rate. Specifically disclosed is a method for the purification of a target nucleic acid comprising a specific nucleotide sequence and contained in a nucleic acid mixture. The method comprises the steps of: hybridizing a photo-ligating nucleic acid having a group represented by formula (I) as abase moiety with the target nucleic acid to form a hybrid; irradiating the hybrid of the photo-ligating nucleic acid and the target nucleic acid with light to cause the photo-ligation of the hybrid; removing any un-photo-ligated nucleic acid by washing; and irradiating the hybrid of the photo-ligating nucleic acid and the target nucleic acid with light to cause the photo-cleavage of the hybrid.
- -
-
Page/Page column 9; 10
(2011/02/26)
-
- Enantioselective recognition of mandelic acid by a 3,6-dithiophen-2-yl-9 h -carbazole-based chiral fluorescent bisboronic acid sensor
-
We have prepared chiral fluorescent bisboronic acid sensors with 3,6-dithiophen-2-yl-9H-carbazole as the fluorophore. The thiophene moiety was used to extend the ?-conjugation framework of the fluorophore in order to red-shift the fluorescence emission and, at the same time, to enhance the novel process where the fluorophore serves as the electron donor of the photoinduced electron transfer process (d-PET) of the boronic acid sensors; i.e., the background fluorescence of the sensor 1 at acidic pH is weaker compared to that at neutral or basic pH, in stark contrast to the typical a-PET boronic acid sensors (where the fluorophore serves as the electron acceptor of the photoinduced electron transfer process). The benefit of the d-PET boronic acid sensors is that the recognition of the hydroxylic acids can be achieved at acidic pH. We found that the thiophene moiety is an efficient ?-conjugation linker and electron donor; as a result, the d-PET contrast ratio of the sensors upon variation of the pH is improved 10-fold when compared to the previously reported d-PET sensors without the thiophene moiety. Enantioselective recognition of tartaric acid was achieved at acid pH, and the enantioselectivity (total response KdIFd/KlI Fl) is 3.3. The fluorescence enhancement (I FSample/IFBlank) of sensor 1 upon binding with tartaric acid is 3.5-fold at pH 3.0. With the fluorescent bisboronic acid sensor 1, enantioselective recognition of mandelic acid was achieved for the first time. To the best of our knowledge, this is the first time that the mandelic acid has been enantioselectively recognized using a chiral fluorescent boronic acid sensor. Chiral monoboronic acid sensor 2 and bisboronic acid sensor 3 without the thiophene moiety failed to enantioselectively recognize mandelic acid. Our findings with the thiophene-incorporated boronic acid sensors will be important for the design of d-PET fluorescent sensors for the enantioselective recognition of α-hydroxylic acids such as mandelic acid, given that it is currently a challenge to recognize these analytes with boronic acid fluorescent molecular sensors.
- Wu, Yubo,Guo, Huimin,James, Tony D.,Zhao, Jianzhang
-
experimental part
p. 5685 - 5695
(2011/09/30)
-
- Functional derivatives of (bi)phenyl-substituted carbazoles as building blocks for electro-active polymers
-
(Bi)phenyl-substituted carbazoles containing reactive functional groups were synthesized by the multi-step synthetic rout. The monomers were examined by various techniques including thermogravimetry, differential scanning calorimetry, UV and fluorescence spectrometry as well as electron photoemission technique. These derivatives were also tested as hole transporting materials in bilayer OLEDs with Alq3 as the emitter. The devices exhibited promising overall performance with a turn-on voltage of ~3 V, a maximal photometric efficiency of 5.1 cd/A and maximum brightness of 12,200-15,600 cd/m2.
- Lengvinaite,Grazulevicius,Grigalevicius,Zhang,Xie
-
body text
p. 477 - 481
(2011/12/02)
-