- Synthesis of Novel D-π-A chromophores: Effect of structural manipulations on photophysical properties, viscosity and DFT study
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Four novel push-pull D-π-A type chromophores namely (E)-2-cyano-3-(4-(di(pyridin-2-yl)amino)phenyl)acrylic acid (BECA), (E)-2-(5-(4-(di(pyridin-2-yl)amino)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid (BERA), (E)-2-cyano-3-(5-(di(pyridin-2-yl)amino)thiophen-2-yl)acrylic acid (THCA) and (E)-2-(5-((5-(di(pyridin-2-yl)amino)thiophen-2-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid (THRA) were synthesized. The dyes synthesize were characterized by HR-MS, 1H NMR, and 13C NMR spectroscopies. The synthesized dyes show absorption and emission wavelength in the range of 362–499 nm and 471–557 nm respectively. The chromophores BECA and BERA show a large stroke shift (63–130 nm) as compared to chromophores THCA and THRA (38–62 nm). Oscillator strengths (f), transition dipole moments (μeg), and different solvent polarity plots have been investigated for understanding intramolecular charge transfer (ICT) characteristics from donor to the acceptor. Interestingly, the viscosity induced emission for all four chromophores were observed in ethanol: polyethylene - 400 solvent mixtures. The computational study of these chromophores was carried out by using density functional theory (DFT) along with time-dependent density functional theory (TD-DFT).
- Jachak, Mahesh,Khopkar, Sushil,Patel, Khushbu,Patil, Yogesh,Shankarling, Ganapati
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- Effect of structural manipulation in hetero-tri-aryl amine donor-based D-A′-π-A sensitizers in dye-sensitized solar cells
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The role of hetero-atom manipulation/hetero-aryl group insertion in the triarylamine to obtain hetero triarylamine as a donor in highly efficient photosensitizers was investigated to study the structure-efficiency relationship in dye-sensitized solar cells (DSSCs). A newly synthesized sensitizer was explored containing N-phenyl-N-(pyridin-2-yl) pyridine-2-amine (DPPA) and N-(pyridin-2-yl)-N-(thiophen-2-yl) pyridine-2-amine (DPTA) as the donor along with a strong electron-withdrawing cyano group (-CN) as the auxiliary acceptor group and cyanoacetic acid and rhodamine-3-acetic acid as anchoring groups. The triphenylamine donor was manipulated for the first time with the insertion of a nitrogen atom in the aryl ring for DSSCs. These hetero-aryl-based sensitizers showed a significant improvement in the photophysical as well as photovoltaic performance. The replacement of cyanoacetic acid by rhodanine-3-acetic acid as an anchoring unit resulted in a significant red-shift in absorption as well as emission maxima. The methylene group in rhodanine-3-acetic acid interrupted the LUMO delocalization on the anchoring group in sensitizers DP3 and DP4, as shown by DFT calculations. The presence of cyanoacetic acid in sensitizers DP1 and DP2 showed effective charge transfer from HOMO to LUMO and efficient electron injection from LUMO to the conduction band of the TiO2 semiconductor. The sensitizer DP2 showed a maximum efficiency of 4.7%, a short-circuit current Jsc = 11.78 mA cm-2, an open-circuit voltage Voc = 0.608 V and a fill factor FF = 0.62. The enhanced efficiency of sensitizer DP2 was attributed to the presence of the strong electron-withdrawing cyanoacetic acid anchoring group and the presence of the thiophene linker at the N-aryl core.
- Patil, Dinesh S.,Sonigara, Keval K.,Jadhav, Manoj M.,Avhad, Kiran C.,Sharma, Suryapratap,Soni, Saurabh S.,Sekar, Nagaiyan
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- Reductive acylamination of pyridine N-oxide with aminopyridines and their N-p-tolylsulfonyl derivatives
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Pyridine N-oxide reacts with 2- and 3-aminopyridines and their N-p-tolylsulfonyl derivatives in alkaline medium in the presence of p-toluenesulfonyl chloride to give N-p-tolylsulfonyl-2,2′- and 2,3′-dipyridylamines, respectively, as a result of reductive acylamination. In the reactions with 4-aminopyridine and 4-p-tolylsulfonyl- aminopyridine, their N-p-tolylsulfonyl- and N,N-bis(p-tolylsulfonyl) derivatives are formed, while reductive acylamination does not occur. 2005 Pleiades Publishing, Inc.
- Solekhova,Kurbatov
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- Hybrid organic-inorganic Cu(II) iminoisonicotine@TiO2@Fe3O4 heterostructure as efficient catalyst for cross-couplings
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Two novel mononuclear copper (II) complex catalysts were synthesized from a new tridentate iminoisonicotine ligand (HL) by coordination with Cu(II) ion, with (CuL@TiO2@Fe3O4) and without (CuL) immobilization on TiO2-coated nanoparticles of Fe3O4. The ester moiety on the back of the ligand was utilized for immobilization on nanoparticles of Fe3O4. Both ligand and CuL complex were fully characterized by using?alternative spectral techniques (nuclear magnetic resonance, infrared, ultraviolet-visible and mass spectroscopy, and elemental analyses). Different analytical techniques were used to identify the structural feature and morphology of the immobilized copper catalyst (CuL@TiO2@Fe3O4) shell-shell-core system. The structural analysis revealed that the catalyst system is composed of both agglomerated nanospheres and deformed nanorods. Both copper catalysts, immobilized CuL@TiO2@Fe3O4 and un-immobilized CuL were studied in heterogeneous and homogeneous catalysis, respectively, for Suzuki-Miyaura (C–C) and Buchwald-Hartwig (C–N) cross-coupling reactions of various heteroaryl halides. Both catalysts showed good catalytic potential under the controlled optimal reaction conditions. In contrast to the homogeneous catalyst (CuL), the heterogeneous catalyst (CuL@TiO2@Fe3O4) showed slightly better catalytic performance. The characteristic obtains supported the catalytic potential of the current samples. Reusability/recycling of both catalysts was also investigated in C–C cross-coupling reactions. It was found that the homogeneous catalyst (CuL) could be only recycled up to three times, whereas the heterogeneous one (CuL@TiO2@Fe3O4) could be reused up to seven times with good efficiency.
- Adam, Mohamed Shaker S.,Ullah, Farman,Makhlouf, Mohamed M.
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- Sequential amination of heteroaromatic halides with aminopyridine 1-oxides and their N-protected derivatives based on novel aza-Smiles rearrangement
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The SNAr and Pd-catalyzed amination of chloro derivatives of azines, diazines, and triazines with 2-aminopyridine 1-oxides and their N-protected derivatives was described.
- Wolinska, Ewa
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- Synthesis, characterization, and photoluminescent studies of three-coordinate Cu(i)-NHC complexes bearing unsymmetrically-substituted dipyridylamine ligands
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A series of heteroleptic three-coordinate Cu(i) complexes bearing monodentate N-heterocyclic carbene (NHC) ligands of the type 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr) and 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene (SIPr), and bidentate N-donor ligands of the type unsymmetrically-substituted dimethyl dipyridylamine (Me2Hdpa) and bis(mesityl)biazanaphthenequinone (mesBIAN) have been synthesized. The complexes [Cu(IPr)(3,4′-Me2Hdpa)]PF6, 1; [Cu(IPr)(3,5′-Me2Hdpa)]PF6, 2; [Cu(IPr)(3,6′-Me2Hdpa)]PF6, 3; [Cu(IPr)(mesBIAN)]PF6, 6; [Cu(SIPr)(3,4′-Me2Hdpa)]PF6, 7; [Cu(SIPr)(3,5′-Me2Hdpa)]PF6, 8; and [Cu(SIPr)(3,3′-Me2Hdpa)]PF6, 11 have been characterized by 1H and 13C NMR spectroscopies, elemental analysis, cyclic voltammetry, and photophysical studies in solid and solution phase. Single crystal X-ray structures were obtained for all complexes except 11. The crystallographic data reveal a mononuclear structure for all complexes with the copper atom ligated by one C and two N atoms. The UV-Vis absorption spectra of all dipyridylamine complexes in CH2Cl2 show a strong ligand-centered absorption band around 250 nm and a strong metal-to-ligand charge transfer (MLCT) band around 300 nm. When irradiated with UV light, the complexes exhibit strong emission maxima at 453-482 nm with photoluminescence quantum yields (PLQY) ranging from 0.21 to 0.87 in solid state. While the PLQY values are comparable to those of the symmetrical [Cu(IPr)(Me2Hdpa)]PF6 complexes, a stabilizing CH-π interaction has been reduced in the current systems. In particular, complex 3 lacks any strong CH-π interaction, but emits more efficiently than 1 and 2 wherein the interactions exist. Structural data analysis was performed to clarify the role of ligands' plane angle and the NH/CH?F interactions to the observed light interaction of unsymmetrical [Cu(NHC)(Me2Hdpa)]PF6 complexes. DFT calculations were performed to assist in the assignment of the electronic structure and excited state behavior of the complexes.
- Glinton, Kwame,Latifi, Reza,Cockrell, David S.,Bardeaux, Matthew,Nguyen, Bachkhoa,Tahsini, Laleh
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- Pd-catalyzed N-arylation of heteroarylamines
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(matrix presented) The palladium-catalyzed N-(hetero)arylation of a number of heteroarylamines including 2-aminopyridines, 2-aminothiazoles, and their analogues has been realized using Xantphos as the ligand. Weak bases such as Cs2CO3, Na2CO3, and K3PO4 were used in most cases to allow for the introduction of functional groups. Choice of the base and solvent was critical for the success of these reactions.
- Yin, Jingjun,Zhao, Matthew M.,Huffman, Mark A.,McNamara, James M.
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- Phosphine Evaluation on a New Series of Heteroleptic Copper(I) Photocatalysts with dpa Ligand [Cu(dpa)(P,P)]BF4
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Five new heteroleptic copper(I) complexes (C1-5) of the type [Cu(dpa)(P,P)]BF4 based on dipyridylamine (dpa) as N,N ligand and commercial diphosphines as P,P ancillary ligands have been synthesised through a simple methodology with high yields. All complexes were thoroughly characterised by spectroscopic and spectrometric techniques, as well by theoretical calculations. These showed Metal to Ligand Charge Transfer (MLCT) absorptions in the 300–370 nm region, and emission in the 450–520 nm region with quantum yields and lifetimes that depend on the nature of the P,P ligand. The photocatalytic performance of copper(I) complexes C1-5 was evaluated for their use as photoredox catalysts in ATRA reactions, decarboxylative coupling and an Appel-type reaction. The use of readily available dpa as N,N ligand constitutes an attractive alternative to the well-established phenanthroline ligands typically used in photocatalysis.
- Henriquez, Marco A.,Engl, Sebastian,Jaque, Pablo,Gonzalez, Ivan A.,Natali, Mirco,Reiser, Oliver,Cabrera, Alan R.
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supporting information
p. 4020 - 4029
(2021/09/09)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound capable of improving light emitting efficiency, stability and lifespan of an element, an organic electric element using the same, and an electronic device thereof.
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Paragraph 0166-0174
(2021/03/09)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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In the present invention, provided is a novel compound capable of improving luminance efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof. By using the compound of the present invention, high luminance efficiency, low driving voltages, and high heat resistance of the element can be achieved, and color purity and service life of the element can be greatly improved.
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Paragraph 0103; 0106-0109
(2021/06/22)
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- Towards rainbow photo/electro-luminescence in copper(i) complexes with the versatile bridged bis-pyridyl ancillary ligand
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The synthesis and characterization of a family of copper(i) complexes bearing a bridged bis-pyridyl ancillary ligand is reported, highlighting how the bridge nature impacts the photo- A nd electro-luminescent behaviours within the family. In particular, the phosphonium bridge led to copper(i) complexes featuring good electrochemical stability and high ionic conductivity, as well as a stark blue-to-orange luminescence shift compared to the others. This resulted in high performance light-emitting electrochemical cells reaching stabilities of 10 mJ at ca. 40 cd m-2 that are one order of magnitude higher than those of the other complexes. Overall, this work sheds light onto the crucial role of the bridge nature of the bis-pyridyl ancillary ligand on the photophysical features, film forming and, in turn, on the final device performances.
- Cabanillas-Gonzalez, Juan,Costa, Rubén D.,Di Nasso, Davide,Elie, Margaux,Fresta, Elisa,Gaillard, Sylvain,Linares, Mathieu,Lohier, Jean-Fran?ois,Mahoro, Gilbert Umuhire,Renaud, Jean-Luc,Wannemacher, Reinhold,Zhang, Qi
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p. 11049 - 11060
(2021/08/25)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound capable of improving light emitting efficiency, stability, and lifespan of an element, an organic electronic element using same, and an electronic device for the same. In one aspect, the present invention provides a compound represented by the following chemical formula 1. The compounds according to the present invention by utilizing a light emitting device of high efficiency, low driving voltage, high heat resistance can be achieved, and the color purity of the device can greatly improve the service life.
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Paragraph 0105-0109; 0111; 0112-0113
(2020/06/23)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound capable of improving luminance efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof. By using the compound of the present invention, high luminance efficiency, low driving voltage, and high heat resistance of the element can be achieved, and color purity and service life of the element can be greatly improved.
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Paragraph 0123; 0127-0131
(2020/06/24)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Discloses a novel compound capable of improving the luminous efficiency, stability and lifetime of an element, and an organic electronic element, or an electronic device using the same. (by machine translation)
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Paragraph 0115-0119; 0121-0123
(2020/06/24)
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- COMPOUND FOR AN ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound capable of improving light emitting efficiency, stability, and lifespan of an element, an organic electronic element using same, and an electronic device for the same. In one aspect, the present invention provides a compound represented by combination of chemical formula 1 and chemical formula 2. The compounds according to the present invention by utilizing a light emitting device of high efficiency, low driving voltage, high heat resistance can be achieved, and the color purity of the device can greatly improve the service life.
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Paragraph 0115-0122; 0124
(2020/07/28)
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- ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
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A compound of Formula X wherein ring A is absent, or present and selected from a 5-membered or 6-membered, carbocyclic or heterocyclic ring, which is optionally substituted; ring B is absent, or present and selected from a 5-membered or 6-membered, carbocyclic or heterocyclic ring, which is optionally substituted; and at least one of ring A or ring B is present, and the hash line represents ring A fused to ring N—W1—W2 and ring B fused to ring N—W3—W4; W1, W2, W3, W4, W5, and W6 are independently selected from CR1 or N; Z is selected from CRZ or N; and Y is selected from a group consisting of C(R2)2, B(R2)2, Al(R2)2, Si(R2)2, and Ge(R2)2. An optoelectronic device selected from the group consisting of a photovoltaic device, a photodetector device, a photosensitive device, and an OLED, the optoelectronic device including an organic layer that comprises a compound of Formula X. A consumer product that includes the optoelectronic device.
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Paragraph 0160
(2020/08/19)
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- ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
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A compound of Formula X wherein ring A is absent, or present and selected from a 5-membered or 6-membered, carbocyclic or heterocyclic ring, which is optionally substituted; ring B is absent, or present and selected from a 5-membered or 6-membered, carbocyclic or heterocyclic ring, which is optionally substituted; and at least one of ring A or ring B is present, and the hash line represents ring A fused to ring N—W1—W3 and ring B fused to ring N—W4—W6; W1, W2, W3, W4, W5, and W6 are independently selected from CR1 or N; Z is selected from CRZ or N; and Y is selected from a group consisting of C(R2)2, B(R2)2, Al(R2)2, Si(R2)2, and Ge(R2)2. An optoelectronic device selected from the group consisting of a photovoltaic device, a photodetector device, a photosensitive device, and an OLED, the optoelectronic device including an organic layer that comprises a compound of Formula X. A consumer product that includes the optoelectronic device.
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Paragraph 0163
(2020/08/19)
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- One-pot synthesis of symmetrical and asymmetrical diphenylamines from guanidines with aryl iodide using Cu/Cu2O nanocatalyst
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This work reports the selective one-pot synthesis of symmetrical and asymmetrical amines from guanidines as ammonia surrogate. The use of guanidine as ammonia source will eliminate the need of handling liquid ammonia. The reaction was performed using Cu/Cu2O nanocatalyst under ligand-free condition. The synthesized catalyst was characterized by a various technique like XRD, FEG-SEM, HRTEM and XPS. The different diphenylamines are produced in good to very good yields. Recyclability study of catalyst shows that up to five cycles there is no significant loss in its activity.
- Chaurasia, Shivkumar R.,Bhanage
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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PURPOSE: A compound containing bisindole for an organic electronic element is provided to improve light emitting efficiency, heat resistance, color purity, and lifetime and to lower driving voltage. CONSTITUTION: A compound for an organic electronic element contains compounds of chemical formulas 1 and 2. The organic electronic element contains one or more organic layers containing the compound. The organic layers are formed of the compounds by a solution process. The organic electronic element sequentially comprises a first electrode, the organic layers, and a second electrode. The organic layers are selected among a light emitting layer, a hole injection layer, a hole transport layer, an electron injection layer, and an electron transport layer. An electronic device comprises a display device containing the organic electronic element, and a control unit which drives the display device.
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Paragraph 0091; 0093; 0095-0097
(2019/03/30)
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- Palladium-Catalyzed Amination of Aryl Sulfides and Sulfoxides with Azaarylamines of Poor Nucleophilicity
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The amination of aryl sulfides and sulfoxides with azaarylamines is investigated using a palladium-N-heterocyclic carbene (NHC) complex. Because azaarylamines are less nucleophilic than anilines, more reactive diaryl sulfides and sulfoxides are found to be suitable coupling partners that liberate better leaving arenethiolate or arenesulfenate anions, instead of aryl methyl sulfides as reported previously.
- Pratap, Ramendra,Yorimitsu, Hideki
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p. 2705 - 2712
(2019/06/19)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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The present invention is to complete an element with low-voltage driving, high life expectancy, and high efficiency through development of a bisindole derivative compound for implementing an element with low-voltage driving, high life expectancy, and high efficiency, which are required characteristics of an organic electroluminescent element. A compound for an organic electronic element includes a compound of a chemical formula 1.COPYRIGHT KIPO 2018
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(2019/01/05)
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- Influence of the organic linker substituent on the catalytic activity of MIL-101(Cr) for the oxidative coupling of benzylamines to imines
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MIL-101(Cr) having substituents at the terephthalate linker (X = H, NO2, SO3H, Cl, CH3 and NH2) promotes the aerobic oxidation of benzylamines to the corresponding N-benzylidene benzylamines at different rates. MIL-101(Cr)-NO2 was the most active catalyst, about 6-fold more active than the parent MIL-101(Cr). MIL-101(Cr)-NO2 does not deactivate significantly upon five consecutive reuses, does not leach the metal to the solution and maintains its crystallinity. MIL-101(Cr)-NO2 is active for a wide range of benzylamines including para-substituted, heterocyclic benzylamines and di- and tribenzylamines.
- Santiago-Portillo, Andrea,Blandez, Juan F.,Navalón, Sergio,álvaro, Mercedes,García, Hermenegildo
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p. 1351 - 1362
(2017/05/05)
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- Pyridazines derivative, and preparation method and application thereof
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The invention provides a pyridazines derivative, and a preparation method and application thereof, and relates to the technical field of organic photoelectric materials. By optimizing the molecular structure design, the obtained pyridazines derivative has good hole transmission capability, and can be used for preparing organic electroluminescence devices; particularly, the pyridazines derivative shows the advantages of high efficiency, high brightness and long service life when being used as a hole transmission material in the organic electroluminescence device. The performance is better than that of the existing common use OLED (optical light emitting diode) device. The invention also provides the preparation method of the pyridazines derivative. The preparation method has the advantages that the method is simple; raw materials can be easily obtained.
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Paragraph 0051; 0054; 0056-0059; 0075
(2017/04/28)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Provided are a novel compound which enhances luminous efficiency, stability, and lifespan of an element; an organic electric element using the same; and an electronic device thereof. The compound of the present invention is represented by chemical formula (1). The organic electric element comprises: a first electrode; a second electrode; and an organic layer positioned between the first electrode and the second electrode.COPYRIGHT KIPO 2016
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Paragraph 0224; 0230
(2017/01/26)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound which can improve light emitting efficiency, stability, and life of an element, an organic electronic element using the same, and an electronic device thereof. The organic electronic element of the present invention comprises: a first electrode; a second electrode; and an organic matter layer located between the first electrode and the second electrode, wherein the organic matter layer consists of a light emitting auxiliary layer and a hole transport layer containing the compound of the present invention.
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Paragraph 0150; 0151; 0156
(2016/10/08)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound which can improve the light emitting efficiency, stability, and lifespan of an element; an organic electronic element using the same; and an electronic device thereof. The organic electronic element comprises: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, wherein the compound is included in the organic layer.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transporting layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2015
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Paragraph 0180; 0181; 0186
(2016/10/08)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Provided in the present invention are a novel compound which can improve light emitting efficiency, stability, and life, an organic electronic element using the same, and an electronic device thereof. The organic electronic element is characterized by comprising a first electrode; a second electrode; and an organic substance layer located between the first electrode and the second electrode, wherein the compound is contained in the organic substance layer. The organic electronic element is characterized by having the compound contained in at least one layer among a hole injection layer, a hole transfer layer, an light emitting auxiliary layer, or a light emitting layer of an organic substance layer.(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Auxiliary light emitting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrode(130) Hole injection layer(120) Positive electrode(110) SubstrateCOPYRIGHT KIPO 2015
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Paragraph 0175; 0183
(2016/10/08)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound which can improve light emitting efficiency, stability, and durability of an element, an organic electronic element, and an electronic device thereof. The organic electronic element comprises: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, wherein the compound is included in the organic layer.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2015
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Paragraph 0176; 0183-0184
(2016/10/09)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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The present invention provides a novel compound which can improve the light emitting efficiency, stability and lifetime of an element; an organic electronic element using the same; and an electronic device thereof. The organic electronic element comprises: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, wherein the compound is included in the organic layer.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transporting layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2015
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Paragraph 0187; 0188; 0193
(2017/01/02)
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- ORGANIC MOLECULES FOR TERAHERTZ TAGGING APPLICATIONS
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The present invention discloses substituted heterocyclic compounds and /or aromatic compounds containing amide and/or urea groups exhibiting resonance in the range of 0.1- 10 THz. The invention also discloses binary molecular complexes based on the substituted heterocyclic compounds and/or aromatic compounds containing amide and/or urea groups of the present invention. The compounds and binary molecular complexes of the present invention have varying molecular mass and hydrogen bond strengths demonstrating several resonances below 10 THz. The compounds and binary molecular complexes of the present invention are customizable for various applications, such as authentication of a product.
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Page/Page column 12-13
(2015/07/23)
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- Hypervalent iodine(III) promoted direct synthesis of imidazo[1,2-a] pyrimidines
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An efficient and mild synthesis of imidazo[1,2-a]pyrimidine derivatives has been developed from readily available pyrimidyl arylamines or enamines through a hypervalent iodine-promoted intramolecular C-H bond cycloamination reaction. This protocol allows for the facile construction of biologically active bicyclic imidazo[1,2-a]pyrimidine skeletons as well as other imidazo[1,2-a]-type fused heterocycles.
- Qian, Guangyin,Liu, Bingxin,Tan, Qitao,Zhang, Siwen,Xu, Bin
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supporting information
p. 4837 - 4843
(2014/08/05)
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- Palladium-loaded renewable polymer as a green heterogeneous catalyst for cross-coupling reactions under microwave irradiation
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A new palladium catalyst was prepared by immobilising ligand 2, 2'-dipyridylamine on the backbone of an acidic rosin polymer from gum rosin, on to which palladium(II) was bound via coordination. The catalyst at a low loading of 0.2 mol% was found to be highly effective for Suzuki-Miyaura coupling reactions of aryl halides and arylboronic acids under microwave irradiation in the presence of 1 equiv. of Na2CO3, affording excellent yields of the corresponding biaryls. Moreover, the catalyst exhibited very good recyclability over three cycles.
- Pan, Dan,Wu, Aiqun,Li, Pengfei,Xu, Haitang,Lei, Fuhou,Shen, Liqun
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p. 715 - 718
(2015/03/03)
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- NOVEL CATALYSTS
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The present invention provides novel compounds and ligands that are useful in transition metal catalyzed cross-coupling reactions. For example, the compounds and ligands of the present invention are useful in palladium or gold catalyzed cross-coupling reactions.
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Page/Page column 66
(2012/06/01)
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- General and mild preparation of 2-aminopyridines
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A general and facile one-pot amination procedure for the synthesis of 2-aminopyridines from the corresponding pyridine-N-oxides is presented as a mild alternative to SNAr chemistry. A variety of amines and heterocyclic-N-oxides participate effectively in this transformation which uses the phosphonium salt, PyBroP, as a means of substrate activation.
- Londregan, Allyn T.,Jennings, Sandra,Wei, Liuqing
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supporting information; experimental part
p. 5254 - 5257
(2011/02/24)
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- A highly versatile catalyst system for the cross-coupling of aryl chlorides and Amines
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The syntheses of 2-(di-tertbutylphosphino)-N,N-dimethylaniline (L1, 71%) and 2-(di-1-adamantylphosphino)-N,N-dimethylaniline (L2, 74%), and their application in BuchwaldHartwig amination, are reported. In combination with [Pd(allyl)Cl]2 or [Pd(cinnamyl)Cl]2, these structurally simple and air-stable P,N ligands enable the cross-coupling of aryl and heteroaryl chlorides, including those bearing as substituents enolizable ketones, ethers, esters, carboxylic acids, phenols, alcohols, olefins, amides, and halogens, to a diverse range of amine and related substrates that includes primary alkyl- and arylamines, cyclic and acyclic secondary amines, N-H imines, hydrazones, lithium amide, and ammonia. In many cases, the reactions can be performed at low catalyst loadings (0.5-0.02 mol % Pd) with excellent functional group tolerance and chemoselectivity. Examples of cross-coupling reactions involving 1,4-bromochlorobenzene and iodobenzene are also reported. Under similar conditions, inferior catalytic performance was achieved when using Pd(OAc)2, PdCl2, [PdCl2(cod)] (cod = 1,5-cyclooctadiene), [PdCl 2(MeCN)2], or [Pd2(dba)3] (dba = dibenzylideneacetone) in combination with L1 or L2, or by use of [Pd(allyl)Cl]2 or [Pd(cinnamyl)Cl]2 with variants of L1 and L2 bearing less basic or less sterically demanding substituents on phosphorus or lacking an ortto-dimethylamino fragment. Given current limitations associated with established ligand classes with regard to maintaining high activity across the diverse possible range of C-N coupling applications, L1 and L2 represent unusually versatile ligand systems for the cross-coupling of aryl chlorides and amines
- Lundgren, Rylan J.,Sappong-Kumankumah, Antonia,Stradiotto, Mark
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supporting information; experimental part
p. 1983 - 1991
(2010/07/03)
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- Pyrido-annulated 1,3-azaphospholes: Synthesis of 1,3-azaphospholo[5,4-b] pyridines and preliminary reactivity studies
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Pyrido-annulated σ2-phosphorus heterocycles, 1,3-azaphospholo[5,4-b]pyridines 4 and 5, were synthesized by reduction of diethyl 2-aminopyridme-3-phosphonates 1 with LiAlH4 and cyclocondensation of the resulting 2-amino-3-phosphanylpyridines 2 with dimethylformamide and dimethylacetamide dimethyl acetal, respectively, via intermediate phosphaalkenes 3. The P=C-N heterocycles are stable in the presence of OH and NH compounds but add tBuLi at the P=C bond. Reaction with one equivalent of M(CO)5(thf) leads to η1-P-coordinated (azaphospholo[5,4-b]pyridine)M(CO)5 complexes (M = Cr, Mo, W). Spectroscopic data are in accordance with the dominance of π-acceptor properties. X-ray crystal structure analyses reveal "base-pairing" of 2-amino3-phosphanylpyridine (2a) and NH-functional azaphospholopyridine 5a by N-H...N hydrogen bonds, and the competing formation of 1,3-diphosphetane 6c from the phosphaalkene intermediate.
- Adam, Mohamed Shaker S.,Jones, Peter G.,Heinicke, Joachim W.
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experimental part
p. 3307 - 3316
(2011/01/05)
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- LIGANDS FOR TRANSITION-METAL-CATALYZED CROSS-COUPLINGS, AND METHODS OF USE THEREOF
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Ligands for transition metals are disclosed herein, which may be used in various transition-metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The disclosed methods provide improvements in many features of the transition-metal-catalyzed reactions, including the range of suitable substrates, number of catalyst turnovers, reaction conditions, and efficiency. For example, improvements have been realized in transition-metal-catalyzed cross-coupling reactions.
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Page/Page column 117
(2009/07/17)
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- Design, synthesis, and biological activity of novel PPARγ ligands based on rosiglitazone and 15d-PGJ2
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To develop novel PPARγ ligands, we synthesized thirteen 3-{4-(2-aminoethoxy)phenyl}propanoic acid derivatives, which are designed based on the structures of rosiglitazone and 15d-PGJ2. Among these compounds, compound 9 was found to be as potent as rosiglitazone in a binding assay and a preadipocyte differentiation test. Molecular modeling suggested that the nonyl group of 9 interacted with hydrophobic amino acid residues constructing the hydrophobic region of PPARγ protein where the alkyl chain of 15d-PGJ2 is expected to be located.
- Usui, Shinya,Suzuki, Takayoshi,Hattori, Yoshifumi,Etoh, Kazuma,Fujieda, Hiroki,Nishizuka, Makoto,Imagawa, Masayoshi,Nakagawa, Hidehiko,Kohda, Kohfuku,Miyata, Naoki
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p. 1547 - 1551
(2007/10/03)
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- Imidazopyridinium and pyridopyrimidium bromides: Synthesis and hydrolysis
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The reactions of symmetrical and unsymmetrical 2,2′-dipyridylamines with 1,2-dibromoethane and 1,3-dibromopropane give imidazopyridinium and pyridopyrimidium bromides, respectively. These acetone/CH2Cl2 -insoluble, highly fluorescent quaternary ammonium salts undergo addition/ring opening upon treatment with methanolic KOH to give pyridin-2-one derivatives. A sequential N,N-dialkylation/ring-opening hydrolysis/N,N-dialkylation/ring-opening hydrolysis strategy was developed for the construction of unsymmetrical bis(pyridin-2-ones).
- Huang, Kevin S.,Haddadin, Makhluf J.,Kurth, Mark J.
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p. 2382 - 2385
(2007/10/03)
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- New ammonia equivalents for the Pd-catalyzed amination of aryl halides.
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[reaction: see text]. LiN(SiMe3)2, Ph3SiNH2, and LiNH2 can be be used as ammonia equivalents for the Pd-catalyzed coupling of aryl halides. Using these amine derivatives, simple anilines, including ortho-substituted ones, as well as di- and triarylamines can be readily prepared.
- Huang,Buchwald
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p. 3417 - 3419
(2007/10/03)
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- [Ru(II)(hedta)]- complexes of 2,2'-dipyridylamine (dpaH) and a bifunctional tethered analog, N,N,N',N'-tetrakis(2-pyridyl)adipamide (tpada)
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[Ru(II)(hedta)L]- complexes (hedta3- = N-hydroxyethylethylenediamine-N,N,N'-triacetate); L = dpaH (2,2'-dipyridylamine) and tpada (N,N,N',N'-tetrakis(2-pyridyl)adipamide)) have been studied by 1H NMR and electrochemical methods in aqueous solution. The bidentate rings of dpaH and tpada are differentiated as shown by NMR upon coordination to Ru(II) due to differences in the local environment. The dpa-R headgroup of each ligand binds 'in-plane' with the en backbone of hedta3- and with one pyridyl ring being nearer the amine of hedta3- having the pendant glycinato group (matching the known arrangement with bpy (2,2'-bipyridine)). Ru(II/III) E(1/2) values follow the order dpaH (0.32 V) a weaker π-acceptor ligand than bpy, and that the withdrawing carbonyl functionality enhances the π-acceptor capacity for the tpada ligand, approaching the stability imparted by bpy. Only the 1:1 [Ru(II)(hedta)(dpaH)]- complex forms even in the presence of excess dpaH. [Ru(II)(hedta)(dpaH)] has a pK(a) of the dipyridylamine proton of approximately 5.0 with [Ru(II)(hedta)(dpa-)] undergoing aquation (k(H2O)= 1.4 10-2 s-1) and OH--assisted dissociation (k(OH) = 1.33 104 M-1 s-1). The {[Ru(II)-(hedta)]2(tpada)}2- complex serves as a water-soluble model as to how {[ML']2(tpada)} complexes might act as an extended bridge between two metal binding sites, potentially those of metallo-derivatized DNA strands, or between one DNA strand and a protein crosslink. In this model M represents an appropriate metal for DNA derivatization such as Ru(II), Pt(II) or Pd(II) and L' represents the attachments to DNA nucleobase sites, aminocarboxylates/peptide coordination for antitumor purposes. (C) 2000 Elsevier Science S.A.
- Shepherd, Rex E.,Chen, Ya,Kortes, Richard A.,Ward, Matthew S.
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- Ring-Centered Heterocyclic Cations and the Direct Heteroarylation of Aromatic and Heterocyclic Compounds
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(matrix presented) The protonation of heterocyclic diazotates (attachment adjacent to a nitrogen atom) yields ring-centered heterocyclic carbocations that are highly reactive. The carbocations were found to alkylate aromatic and heterocyclic compounds, such as benzene, N-methylpyrrole, and 2-aminopyridine, in reactions that are synthetically useful. This carbocation involvement may serve as a paradigm for the cross-linking of DNA by nitrous acid and the anticancer activity of heterocyclic diazotates.
- Song, Fenhong,St. Hilaire, Valentine R.,White, Emil H.
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p. 1957 - 1959
(2008/02/11)
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- Cine substitution in reaction of unactivated 2-halopyridines with 2-aminopyridine 1-oxide. Formation of 3-(2-pyridylamino)-2(1H)-pyridone [1]
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Reaction of 2-aminopyridine 1-oxide 1a with2-fluoropyridine 5a in DMF at 140°C gave 2-(2-pyridylamino)pyridine 1-oxide 6 (41%) along with bis(2-pyridyl)amine 7 (5%). However, heating in melt of 1a with 2-chloropyridine 5b or 2-bromopyridine 5c in the presence of dry potassium carbonate at 175°C provided 3-(2-pyridylamino)-2(1H)-pyridone 9 as cine substitution product. Compound 9 results from the nucleophilic attack of the N-oxide on the carbon atom bearing halogen to give corresponding cation 17, which rearranges to cine substitution product 9 via anhydro-base 18.
- Rykowski,Pucko
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p. 2378 - 2383
(2007/10/03)
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- Kinetics and mechanism of dissociation of di-(2-pyridyl)amine complexes of copper (II), nickel (II) and cobalt (II) in aqueous acid media
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Kinetics of dissociation of ML2+2 (M=Cu(II), Ni(II) and CoL2+ complexes in acid media forming aqua-metal ions and the protonated ligand as the ultimate products have been studied by stopped-flow spectrophotometry.Dissociation of the bis-complexes occurs in two consecutive steps through formation of the mono complexes in the first step, which is faster than the second.For each of the steps of the different complexes the observed rate constant kx shows acid dependence.Arguments have been put forth in favour of chelate ring-opening as the rate-determining step.These complexes are much more labile to dissociation than the corresponding complexes of 2.2'-bipyridyl.
- Das, Asim K.,Banerjea, D.
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p. 347 - 349
(2007/10/02)
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- SYNTHESIS AND PROPERTIES OF DIHETERYLAMINES
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Methods are described for the preparation of secondary heterocyclic amines containing a pyridine nitrogen atom in the α position relative to the amino group.Compounds of this class were prepared: a) from α-hetaryl halides and α-hetarylamines in presence of barium oxide ( the process is accompanied by intramolecular cyclization, leading to the formation of condensed imidazoles); b) by the cyclization of heterylthioureas with a bromo acetal; c) by the reactions of 2-(methylthio)benzindole hydiodide with α-heterylamines.Secondary heterylamines containing a benzindole system exist in the imino form.
- Kaplan, G. M.,Frolov, A. N.,El'tsov, A. V.
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p. 177 - 182
(2007/10/02)
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- SYNTHESIS AND THERMAL DECOMPOSITION OF 3-(2-PYRIDYL)-3H-1,2,3-TRIAZOLO AND PYRIDINES AND THEIR N-OXIDES
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3-(2-Pyridyl)-3H-1,2,3-triazolopyridine (8) upon heating in paraffin oil or polyphosphoric acid, does not give 1,8-diazacarbazole (14), but yields instead bis(2-pyridyl)amine (15) and 2-(2-pyridylamino)-3-hydroxypyridine phosphate (16), respectively; the latter compound is also obtained by treating 3-(1-oxide-2-pyridyl)-3H-1,2,3-triazolopyridine (10) with polyphosphoric acid.However, 3-(4-pyridyl)-3H-1,2,3-triazolopyridine (20) is converted by polyphosphoric acid into 3,6-diazacarbazole (23) and 4-(4-pyridylamino)-3-hydroxypyridine (24).
- Kalinowski, Jerzy,Rykowski, Andrzej,Nantka-Namirski, Pawel
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p. 125 - 134
(2007/10/02)
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- Preparation of esters of phosphorus acids
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Esters of phosphorus acids are prepared by an improved process whereby aromatic alcohols and phosphorus halides are reacted at specified temperatures in the presence of amine catalysts thereby providing high yields of substantially pure esters and allowing preparation of selected halogen-containing mono- and di-esters of phosphorus acids wherein halogen is directly bonded to phosphorus having substantially no side reactant contamination. The phosphorus esters are useful as intermediates in the preparation of plasticizers, oil additives and functional fluids.
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