- Modification of an ITO anode with a hole-transporting SAM for improved OLED device characteristics
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Modification of inorganic electrodes has attracted much attention in the study of organic semiconductor devices. An ethoxysilane functionalized hole-transporting triphenylamine (TPA-CONH-silane) was synthesized and was self-assembled to form a monolayer o
- Lee, Jaemin,Jung, Byung-Jun,Lee, Jeong-Ik,Chu, Hye Yong,Do, Lee-Mi,Shim, Hong-Ku
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Read Online
- Carbazole organic dye, preparation method of carbazole organic dye, dye-sensitized titanium dioxide composite catalyst, and preparation method and application of dye-sensitized titanium dioxide composite catalyst
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The invention belongs to the technical field of photocatalytic wastewater treatment, and particularly relates to a carbazole organic dye and a preparation method thereof, and a dye-sensitized titanium dioxide composite catalyst, a preparation method and a
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Paragraph 0120-0122; 0126
(2021/06/06)
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- Green-, Red-, and Infrared-Emitting Polymorphs of Sterically Hindered Push–Pull Substituted Stilbenes
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The synthesis, XRD single-crystal structure, powder XRD, and solid-state fluorescence of two new DPA-DPS-EWG derivatives (DPA=diphenylamino, DPS=2,5-diphenyl-stilbene, EWG=electron-withdrawing group, that is, carbaldehyde or dicyanovinylene, DCV) are described. Absorption and fluorescence maxima in solvents of various polarity show bathochromic shifts with respect to the parent DPA-stilbene-EWGs. The electronic coupling in dimers and potential twist elasticity of monomers were studied by density functional theory. Both polymorphs of the CHO derivative emit green fluorescence (527 and 550 nm) of moderate intensity (10 % and 5 %) in polycrystalline powder form. Moderate (5 %) red (672 nm) monomer-like emission was also observed for the first polymorph of the DCV derivative, whereas more intense (32 %) infrared (733 nm) emission of the second polymorph was ascribed to the excimer fluorescence.
- Pauk, Karel,Luňák, Stanislav,R??i?ka, Ale?,Marková, Aneta,Mausová, Anna,Kratochvíl, Matou?,Melánová, Klára,Weiter, Martin,Imramovsky, Ale?,Vala, Martin
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supporting information
p. 4341 - 4348
(2020/12/31)
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- Photosensitive dye taking carbazole and triphenylamine as D-D-π-A structure of two-stage electron donor as well as preparation method and application thereof (by machine translation)
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The invention belongs to the field of solar cells and discloses a photosensitive dye taking carbazole and triphenylamine as a two-stage electron donor and D-D-π-A structure as well as a preparation method and application of the photosensitive dye as a π conjugated bridge. The preparation method is simple, the process is easy to control, the raw material source is wide, the price is low, the prepared photosensitive dye is high in purity, high in yield and suitable for industrial production. The photosensitive dye is used for preparing a photo-sensitized solar cell. (by machine translation)
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Paragraph 0091; 0092; 0116-0120; 0153-0156; 0159; 0160
(2020/09/01)
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- Guest Inclusion Modulates Concentration and Persistence of Photogenerated Radicals in Assembled Triphenylamine Macrocycles
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Substituted triphenylamine (TPA) radical cations show great potential as oxidants and as spin-containing units in polymer magnets. Their properties can be further tuned by supramolecular assembly. Here, we examine how the properties of photogenerated radical cations, intrinsic to TPA macrocycles, are altered upon their self-assembly into one-dimensional columns. These macrocycles consist of two TPAs and two methylene ureas, which drive the assembly into porous organic materials. Advantageously, upon activation the crystals can undergo guest exchange in a single-crystal-to-single-crystal transformation generating a series of isoskeletal host-guest complexes whose properties can be directly compared. Photoinduced electron transfer, initiated using 365 nm light-emitting diodes, affords radicals at room temperature as observed by electron paramagnetic resonance (EPR) spectroscopy. The line shape of the EPR spectra and the quantity of radicals can be modulated by both polarity and heavy atom inclusion of the encapsulated guest. These photogenerated radicals are persistent, with half-lives between 1 and 7 d and display no degradation upon radical decay. Re-irradiation of the samples can restore the radical concentration back to a similar maximum concentration, a feature that is reproducible over several cycles. EPR simulations of a representative spectrum indicate two species, one containing two N hyperfine interactions and an additional broad signal with no resolvable hyperfine interaction. Intriguingly, TPA analogues without bromine substitution also exhibit similar quantities of photogenerated radicals, suggesting that supramolecular strategies can enable more flexibility in stable TPA radical structures. These studies will help guide the development of new photoactive materials.
- Sindt, Ammon J.,Dehaven, Baillie A.,Goodlett, Dustin W.,Hartel, Johannes O.,Ayare, Pooja J.,Du, Yong,Smith, Mark D.,Mehta, Anil K.,Brugh, Alexander M.,Forbes, Malcolm D. E.,Bowers, Clifford R.,Vannucci, Aaron K.,Shimizu, Linda S.
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supporting information
p. 502 - 511
(2020/01/03)
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- New ferrocenyl-containing organic hole-transporting materials for perovskite solar cells in regular (n-i-p) and inverted (p-i-n) architectures
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Three triphenylamine derivatives containing ferrocenyl groups (JW6, JW7 and JW8) were synthesized by facile syntheses. Their HOMO levels match the valence band energy of CH3NH3PbI3. The introduction of ferrocenyl was aimed to obtain hole transporting materials with high mobility for perovskite solar cells. JW7 shows higher hole mobility (4.2 × 10?4 cm2 V?1 s?1) than JW6 (1.3 × 10?4 cm2 V?1 s?1) and JW8 (1.5 × 10?4 cm2 V?1 s?1). Their film-forming properties are affected by their molecule structures. The methoxyl and N,N-dimethyl terminal substituents of JW7 and JW8 are beneficial for having better solubility than JW6. The regular mesoporous TiO2-based perovskite solar cells (n-i-p) and the inverted planar heterojunction perovskite solar cells (p-i-n) fabricated using JW7 show the highest power conversion efficiency of 9.36% and 11.43% under 100 mW cm?2 AM1.5G solar illumination. For p-i-n cells, the standard HTM PEDOT-based cell reaches an efficiency of 12.86% under the same conditions.
- Jia, Jingwen,Duan, Liangsheng,Chen, Yu,Zong, Xueping,Sun, Zhe,Wu, Quanping,Xue, Song
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p. 216 - 223
(2019/01/16)
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- Two-photon fluorescent probe for secondarily recognizing copper ions and Hcy and preparation method of two-photon fluorescent probe
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The invention discloses a two-photon fluorescent probe for secondarily recognizing copper ions and Hcy and a preparation method of the two-photon fluorescent probe. The preparation method comprises the following steps of by taking triphenylamine as a matr
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Paragraph 0035; 0043; 0044; 0064
(2018/09/11)
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- Antibacterial activities of mono-, di- and tri-substituted triphenylamine-based phosphonium ionic liquids
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We report the synthesis of new mono, di and tri phosphonium ionic liquids and the evaluation of their antibacterial activities on both Gram-positive and Gram-negative bacteria from the ESKAPE-group. Among the molecules synthesized some of them reveal a st
- Brunel, Frédéric,Lautard, Christelle,di Giorgio, Carole,Garzino, Frédéric,Raimundo, Jean-Manuel,Bolla, Jean-Michel,Camplo, Michel
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supporting information
p. 926 - 929
(2018/03/06)
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- D-D-pi-A structured photosensitive dye using carbazole and triphenylamine as two-stage electron donors, and preparation method and application thereof
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The invention discloses a D-D-pi-A structured photosensitive dye using carbazole and triphenylamine as two-stage electron donors. The photosensitive dye uses triphenylamine and carbazole as electron donors, 3,4-ethylenedioxythiophene or thiophene as a pi conjugated bridge and cyanoacetic acid as an electron acceptor. The invention also provides a preparation method of the photosensitive dye, and an application of the photosensitive dye in dye-sensitized solar cells. The photosensitive dye has various structures, and has a photoelectric conversion efficiency reaching up to 6%, and the preparation method has the advantages of simplicity, easiness in process control, low cost, and friendliness to the environment. The preparation method is suitable for preparing the D-D-pi-A structured photosensitive dye using carbazole and triphenylamine as two-stage electron donors, and the prepared photosensitive dye is suitable for being applied to the dye-sensitized solar cells.
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Paragraph 0163; 0166; 0171; 0172
(2018/11/03)
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- Catalytic carbonyl hydrosilylations: Via a titanocene borohydride-PMHS reagent system
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Reduction of a wide range of aldehydes and ketones with catalytic amounts of titanocene borohydride in concert with a stoichiometric poly(methylhydrosiloxane) (PMHS) reductant is reported. Preliminary mechanistic studies demonstrate that the reaction is mediated by a reactive titanocene(iii) complex, whose oxidation state remains constant throughout the reaction.
- Fianu, Godfred D.,Schipper, Kyle C.,Flowers, Robert A.
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p. 3469 - 3473
(2017/08/21)
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- Novel preparation method of sulfonium salt derivatives with stilbene as conjugated system
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The invention provides a novel preparation method of sulfonium salt derivatives with stilbene as a conjugated system. The method comprises steps as follows: firstly, benzyl halides (Hal denotes halogen atom) substituted with different groups react with organic phosphate, a product reacts with benzaldehyde substituted with different sulfydryl under the alkaline condition, a high-yield disubstituted stilbene intermediate shown in (I)-a is prepared, and finally, the intermediate shown in (I)-a produces final sulfonium salt under the action of silver salt and alkyl halide or silver salt and alkyl acid ester; when different negative ions are required to be replaced, a salt exchange method is adopted to realize replacement. The provided scheme has the benefits, as examples but not confined, as follows: no noble metal catalyst is required, the raw materials are easy to obtain, and the cost is low; the reaction is performed at the room temperature, operation is simple and purification is convenient; favorable conditions are provided for large-scale industrial production of the sulfonium salt derivatives with stilbene as the conjugated system.
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Paragraph 0084-0086; 0091; 0092
(2018/09/21)
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- Copper ion biological probe capable of detecting living cell mitochondria and preparation method thereof
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The invention discloses a copper ion biological probe capable of detecting living cell mitochondria and a preparation method thereof; the probe structural formula is shown as below: FORMULA; the copper ion biological probe capable of detecting living cell
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Paragraph 0072; 0073
(2017/07/01)
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- Antibacterial activities of fluorescent nano assembled triphenylamine phosphonium ionic liquids
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Staphylococcus aureus, a Gram positive coccal bacterium is a major cause of nosocomial infection. We report the synthesis of new triphenylamine phosphonium ionic liquids which are able to self-assemble into multiwall nanoassemblies and to reveal a strong
- Brunel, Frédéric,Lautard, Christelle,Garzino, Frédéric,Giorgio, Suzanne,Raimundo, Jean M.,Bolla, Jean M.,Camplo, Michel
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supporting information
p. 3770 - 3773
(2016/07/21)
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- Optical and electrical properties of electrochromic devices depending on electrolyte concentrations and cell gaps
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The optical and electrical properties of electrochromic devices (ECDs) have been studied as a function of the electrolyte concentration and the cell gap. During tests, the electrolyte concentration was adjusted from 0.01 to 1 M LiClO4, and the cell gaps between the positive and negative electrodes were set at 25, 60, and 100 μm. By varying the electrolyte concentrations and the cell gap, various parameters such as the transmittance, response time, charge consumption, coloration efficiency, and bistability of ECD were comparatively analyzed. Viologen (VO) was used as the reduction electrochromic material, and triarylamine (TAA) was used as the oxidation material.
- Ah, Chil Seong,Song, Juhee,Cho, Seong Mok,Kim, Tae-Youb,Ryu, Hojun,Cheon, Sanghoon,Kim, Joo Yeon,Hwang, Chi-Sun,Kim, Yong-Hae
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supporting information
p. 1812 - 1819
(2016/11/17)
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- From N,N-diphenyl-N-naphtho[2,1-b]thieno[2,3-b:3′,2′-d] dithiophene-5-yl-amine to propeller-shaped N,N,N-tri(naphtho[2,1-b]thieno[2,3-b: 3′,2′-d]dithiophene-5-yl)-amine: Syntheses and structures
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Three unique propeller-shaped helicenyl amines compounds: N,N-diphenyl-N-naphtho[2,1-b]thieno[2,3-b:3′,2′-d] dithiophene-5-yl-amine (1), N-phenyl-N,N-di(naphtho[2,1-b]thieno[2,3-b:3′, 2′-d]dithiophene-5-yl)amine (2), and N,N,N-tri(naphtho[2,1-b]thieno[2,3-b: 3′,2′-d]dithiophene-5-yl)amine (3) were efficiently synthesized by Wittig reaction and oxidative photocyclization. The crystal structures of 1, 2 and molecular configuration optimization (DFT-B3LYP/6-31+G(d)) of 3 reveal that the steric hindrance from the moiety of trithia[5]helicene effectively forces the nitrogen atom and the three bonded carbon atoms to coplanar and the interplanar angles of the facing terminal thiophene ring and benzene ring becoming larger when the helical arm increased from 1 to 3. Electrochemical properties and UV-vis absorption behaviors of 1, 2, 3 were primarily determined by the moiety of trithia[5]helicene.
- Li, Chunli,Zhang, Yongqing,Zhang, Sheng,Shi, Jianwu,Kan, Yuhe,Wang, Hua
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p. 3909 - 3914
(2014/06/09)
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- Triphenylamine photoconductive polymers for high performance photorefractive devices
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Photorefractive performances of the composites using two kinds of photoconductive triphenylamine-based polymer have been compared and investigated. One polymer is poly(4-(diphenylamino)benzyl acrylate) (PDAA). The other is newly synthesized one of photoco
- Giang, Ha Ngoc,Kinashi, Kenji,Sakai, Wataru,Tsutsumi, Naoto
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- Metal-free, visible-light photoredox catalysis: Transformation of arylmethyl bromides to alcohols and aldehydes
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A mild, simple, and controllable metal-free photocatalytic system for the transformation of arylmethyl bromides to corresponding alcohols and aldehydes in high yields with visible-light irradiation has been achieved. Eosin Y was found to be an efficient promoter for this oxidative dehalogenation reaction under photo irradiation conditions.
- Li, Jian,Wang, Hongni,Liu, Li,Sun, Jiangtao
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p. 49974 - 49978
(2014/12/10)
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- Tuning band structures of dyes for dye-sensitized solar cells: Effect of different π-bridges on the performance of cells
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Three organic dyes (LJ101, LJ102, and LJ103) with different π-bridges such as thiophene, 3-hexylthiophene and 3, 4-ethyldioxythiophene, were prepared and applied for the dye-sensitized solar cells (DSSCs). The effect of the different π-bridges on the phot
- Liu, Jing,Yang, Xichuan,Zhao, Jinxia,Sun, Licheng
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p. 15734 - 15743
(2013/09/12)
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- Photophysical properties of octupolar chromophore based on triazine core and fluorene divinylene conjugated bridge
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A novel octupolar chromophore with 1,3,5-triazine as core, 2,7-divinylene-9,9-dimethylfluorene as extended π-conjugated bridge, triarylamine as the electron-donating end-groups was successfully synthesized and characterized. Their linear photophysical and two-photon absorption (TPA) properties were investigated by UV absorption, excited fluorescence (SPEF) spectra and nonlinear transmission method, respectively. The absorption cut-off of the chromophore is below 520 nm and it has stronger fluorescence emission in a nonpolar solvent. In addition, the chromophore exhibits larger TPA cross-section (226.0 GM) in the femtosecond regime at 800 nm.
- Wei, Li,Shi, Jie Ping,Zhou, Zhi Qiang,Cui, Yi Ping,Hu, Hong Wen,Lu, Guo Yuan
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scheme or table
p. 867 - 870
(2012/08/13)
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- Mild chemical and biological synthesis of donor-acceptor flanked reporter stilbenes: Demonstration of a physiological wittig olefination reaction
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Unprecedented chemoselectivity is reported for the Wittig olefination reaction leading to the formation of reporter stilbenes under physiological conditions.
- McLeod, David,McNulty, James
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supporting information
p. 6127 - 6131,5
(2020/09/16)
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- Phenylene vinylene platinum(II) acetylides with prodigious two-photon absorption
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The linear and nonlinear optical properties of a series of linear and cross-conjugated platinum(II) acetylide complexes that contain extended p-(phenylene vinylene) chromophores are reported. The complexes exhibit very high femtosecond two-photon absorption (2PA) cross section values (σ2 up to 10 000 GM), as measured by nonlinear transmission (NLT) and two-photon excited fluorescence (2PEF) methods. The large 2PA cross sections span a broad range of wavelengths, 570-810 nm, and they overlap with the triplet excited state absorption. Spectral coincidence of high cross section 2PA and triplet absorption is a key feature giving rise to efficient dual-mode optical power limiting (OPL).
- Dubinina, Galyna G.,Price, Randi S.,Abboud, Khalil A.,Wicks, Geoffrey,Wnuk, Pawel,Stepanenko, Yuriy,Drobizhev, Mikhail,Rebane, Aleksander,Schanze, Kirk S.
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supporting information
p. 19346 - 19349
(2013/02/21)
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- An iterative approach toward the synthesis of discrete oligomeric p-phenylene vinylene organic dyes employing aqueous Wittig chemistry
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Photovoltaic research has become increasingly prominent as the search for alternatives to fossil fuels are actively sought. A novel process for the iterative synthesis of discrete donor/acceptor-flanked oligostilbenes, key constituents in dye-sensitized solar cells, is described. The aqueous Wittig process is high yielding, proceeds with high (E)-stereoselectivity and allows facile product purification.
- McNulty, James,McLeod, David
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supporting information; experimental part
p. 5467 - 5470
(2011/11/01)
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- Conjugated polymer as host for high efficiency blue and white electrophosphorescence
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We demonstrate that conjugated polymers are able to efficiently host blue and white electrophosphorescence if the conjugated polymer has both high triplet energy level (ET) and high-lying HOMO energy level. A novel conjugated polymer host (PmPTPA) is developed by attaching triphenylamine unit to poly(m-phenylene) backbone. The poly(m-phenylene) backbone endows PmPTPA an ET as high as 2.65 eV, which is sufficiently high to prevent triplet energy back transfer. The tethering triphenylamine unit leads to the HOMO energy level of -5.35 eV for PmPTPA and facilitates hole injection. As the result, blue phosphorescent polymer light-emitting diodes (PPLEDs) based on PmPTPA exhibit the luminance efficiency of 17.9 cd/A and external quantum efficiency of 9.3%. White PPLEDs with blue, green and red phosphorescent dopants dispersed in PmPTPA show the luminance efficiency of 22.1 cd/A and external quantum efficiency of 10.6%. For both the blue and white PPLEDs based on the conjugated polymer host PmPTPA, the EL performance are fairly comparable to those of the state-of-the-art nonconjugated polymer host, poly(vinyl-carbazole) (PVK). These results indicate that conjugated polymers are suitable host materials for PPLEDs with all emission colors.
- Liu, Jun,Li, Lu,Pei, Qibing
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experimental part
p. 2451 - 2456
(2012/03/26)
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- NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
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Disclosed are novel organic electroluminescent compounds and organic electroluminescent devices including the same. Since the organic electroluminescent compounds according to the present invention exhibit high luminescence efficiency and excellent color purity and life property, they may be used to manufacture OLEDs with very good operation life.
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Page/Page column 15
(2010/11/17)
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- ASYMMETRIC ONE- AND TWO-PHOTON FLUOROPHORES FOR SIMULTANEOUS DETECTION OF MULTIPLE ANALYTES USING A COMMON EXCITATION SOURCE
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A family of one- and two-photon dyes that have overlapping fluorescence excitation maxima between 365 nm and 425 nm and that are specifically functionalized for coupling to biomolecules. The dyes have defined Stokes shifts such that they produce a continuum of emission wavelengths. The dyes are asymmetrical bis stilbenes. The asymmetry of these dyes facilitates functionalization of the dyes with carboxyl, thiol, aldehyde-reactive or amine-reactive groups, which in turn facilitates coupling with macromolecules. Furthermore, the dyes of the present invention are photostable and have high quantum yields (fluorescence intensity).
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Page/Page column sheet 5; 11-12
(2009/03/07)
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- Compounds capable of transporting/injecting hole and organic electroluminescent device having self-assembled monolayer comprising the same
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Provided are compounds having molecular components capable of transporting/injecting hole and an organic EL device having a self-assembled monolayer comprising the same. The compound has the following formula: Ar—R—SiX3 wherein Ar is a functional group having hole transporting or injecting capability, R is a C1 to C22 alkyl group, and X is an alkoxy group or halogen.
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- Porphyrins with enhanced multi-photon absorption cross-sections for photodynamic therapy
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A method of increasing the multi-photon absorption cross-section of a porphyrin-based photosensitizer by attaching at least one TPA-chromophore at the meso- or beta-positions of a porphyrin structure of the porphyrin-based photosensitizer, and at least on
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