Category: 239075-02-6

McCulloch, Iain published the artcilePolymerizable liquid crystalline organic semiconductors and their fabrication in organic field effect transistors, Computed Properties of 239075-02-6, the publication is Journal of Materials Chemistry (2003), 13(10), 2436-2444, database is CAplus.

The performance of the semiconducting component in organic field effect transistors (OFETs) is a key parameter in the advancement of organic electronic devices. New semiconductors are required, which can be solution processed, possess high mobility and current modulation, and are stable in ambient conditions. This work provides the first demonstration of working field effect transistor devices fabricated from novel solution processible, polymerizable, small mol. liquid crystalline semiconductors, referred to as reactive mesogens. The design, synthesis, and performance of these materials in transistor devices are reported. The relationship between liquid crystal mol. structure, its corresponding phase behavior and elec. performance is examined Mol. design methodol. was employed to control the liquid crystalline morphol., in an attempt to optimize organization and packing. Alignment of the mols. in large homeotropic domains was achieved through surface treatment techniques, and the highly ordered mesophase was preserved by polymerization of the reactive end groups, creating a crosslinked network.

Journal of Materials Chemistry published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Computed Properties of 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wakioka, Masayuki published the artcileSynthesis of a 1,2-dithienylethene-containing donor-acceptor polymer via palladium-catalyzed direct arylation polymerization (DArP), Product Details of C20H28B2O4S2, the publication is Molecules (2018), 23(4), 981/1-981/10, database is CAplus and MEDLINE.

This paper reports the synthesis of D-A polymers containing 1,2-dithienylethene (DTE) units via palladium-catalyzed direct arylation polymerization (DArP). The reaction of dibromoisoindigo (1-Br) and DTE (2-H), in the presence of Pd₂(dba)₃·CHCl₃ (0.5 mol%), P(2-MeOC₆H₄)₃ (L1) (2 mol%), pivalic acid (1 equiv) as catalyst precursors, and Cs₂CO₃ (3 equiv) as a base affords poly(1-alt-2) with a high mol. weight (M_n up to 44,900). Although, it has been known that monomers, with plural C-H bonds, tend to form insoluble materials via direct arylation at undesirable C-H positions; the reaction of 1-Br and 2-H cleanly proceeds without insolubilization. The resulting polymer has a well-controlled structure and exhibits good charge transfer characteristics in an organic field-effect transistor (OFET), compared to the polymer produced by Migita-Kosugi-Stille cross-coupling polymerization The DArP product displays an ideal linear relationship in the current-voltage curve, whereas the Migita-Kosugi-Stille product shows a V_G-dependent change in the charge mobility.

Molecules published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C8H6ClF3, Product Details of C20H28B2O4S2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kanakubo, Masashi published the artcileRoom-Temperature Phosphorescence of Thiophene Boronate Ester-Cross Linked Polyvinyl Alcohol; A Triplet-to-Singlet FRET-Induced Multi-Color Afterglow Luminescence with Sulforhodamine B, Computed Properties of 239075-02-6, the publication is Bulletin of the Chemical Society of Japan (2021), 94(4), 1204-1209, database is CAplus.

A thiophene-derived boronate ester-crosslinked polyvinyl alc., 1-PVA, has been prepared, which was found to exhibit room-temperature phosphorescence (RTP) at 475 nm upon UV irradiation (λem = 254 nm). The quantum yield (Fp) was determined to be 6.3% with a phosphorescence lifetime of 256 ms, the cyanish afterglow being visually detected after switching the UV lamp off. The emission properties were rationalized by El-Sayed’s rule, where introduction of a sulfur atom brings about n → π* transition in the T2 state to promote an ISC channel. Given that the phosphorescence spectrum at 77 K was consistent with that in the PVA film, the rigid environment of PVA-based matrix may stabilize the triplet state. In addition, the delayed emissive color was tuned by doping various amounts of sulforhodamine B (SRhoB) in the film; a triplet-to-singlet Forster-type resonance energy transfer process occurred from crosslinked thiophene boronate to SRhoB acceptor which modified the emission to a white-light afterglow. Given water-sensitivity of the resultant film, high-contrast water writing on the film was achieved, which would be profitable for a low-cost security film.

Bulletin of the Chemical Society of Japan published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Computed Properties of 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Yaowen published the artcileEnergy level and molecular structure engineering of conjugated donor-acceptor copolymers for photovoltaic applications, Related Products of alcohols-buliding-blocks, the publication is Macromolecules (Washington, DC, United States) (2009), 42(13), 4491-4499, database is CAplus.

A series of novel soluble conjugated copolymers consisting of coplanar donor (bithiophenevinyl)-acceptor (2-pyran-4-ylidenemalononitrile) (TVM)-based unit coupled to different electron-donating ability moieties were synthesized by Suzuki coupling polymerization The structures of the copolymers were characterized, and their phys. properties were studied. High mol. weight (M_n up to 43.8 kg/mol) and thermostable copolymers were obtained. The combination of TVM unit building block with gradually increased electron-donating ability moieties results in enhanced π-π stacking in solid state and intramol. charge transfer (ICT) transition bands, which lead to an extension of their absorption spectral range. Cyclic voltammetry measurement displayed that the HOMO and LUMO energy levels of the copolymers can be fine-tuned. The resulting copolymers possessed relatively low HOMO energy levels promising good air stability and high open-circuit voltage (V_oc) for photovoltaic application. Bulk heterojunction photovoltaic devices were fabricated by using the copolymers as donors and (6,6)-Ph C₆₁-butyric acid Me ester (PCBM) as acceptor. The V_oc reached 0.90 V, and the power conversion efficiencies (PCE) of the devices were measured between 0.04% and 0.99% under simulated AM 1.5 solar irradiation of 100 mW/cm². The significant improvement of PCE indicates a novel concept for developing TVM-based donor-acceptor (D-A) conjugated copolymers with high photovoltaic performance by adjusting electron-donating ability and coplanarity.

Macromolecules (Washington, DC, United States) published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Weber, Lothar published the artcileSynthetic, structural, photophysical and computational studies of π-conjugated bis- and tris-1,3,2-benzodiazaboroles and related bis(boryl) dithiophenes, Safety of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Dalton Transactions (2009), 1339-1351, database is CAplus and MEDLINE.

π-Conjugated systems with two and three 1,3-diethyl-1,3,2-benzodiazaborolyl end-groups were synthesized in 58-91% yields using established 1,3,2-diazaborole methodologies. The bis(diazaborolyl) compounds contain thiophene -2,5-C₄H₂S- (2a), dithiophene -5,5′-(2,2′-C₄H₂S)₂– (2b), phenylene -1,4-C₆H₄– (2c), biphenylene -4,4′-(1,1′-(C₆H₄)₂)- (2d) and dioctylfluorene -2,7-(9,9-(C₈H₇)₂C₁₁H₆)- (2e) bridges. The three-way linkers in the tris(diazaborolyl) assemblies contain a central phenylene unit -1,3,5-C₆H₃– linked to the borolyl end groups via thiophene -2,5-C₄H₂S- (3a), directly bonded (3b) or via phenylene -1,4-C₆H₄– (3c) units. Mol. structures of 2a, 2b, 2c, 3a, 3b and 3c were determined by x-ray crystallog. studies. These borolylated systems show intense blue/violet luminescence with Stokes shifts of 6200-9500 cm^-1 and quantum yields of 0.33 to 0.98. The absorption maxima (296-351 nm) of these assemblies are reproduced well by TD-DFT computations (B3LYP/6-31G^*), and arise from strong, low energy HOMO-LUMO transitions. From MO computations on optimized geometries of these diazaborolyl systems, the LUMO is located mainly on the thiophene/benzene bridge (66-92%) while the HOMO is largely benzodiazaborolyl in character (53-83%). The S₁←S₀ absorption bands are thus assigned to π(diazaborolyl)-π^*(thiophene/benzene) transitions. Computations on related bis(boryl) dithiophenes [with diarylboryl e.g. Ph₂B, Mes₂B, (C₆F₅)₂B and FMes₂B (Mes = 2,4,6-Me₃C₆H₂; FMes = 2,4,6-(CF₃)₃C₆H₂), dioxaborolyl and other diazaborolyl groups] reveal strong, low energy UV-visible absorption bands arising from π(thiophene)-π^*(thiophene) transitions, with increasing B participation in the LUMO of the diarylboryl and especially the highly fluorinated systems.

Dalton Transactions published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C5H9IO2, Safety of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Montes, Victor A. published the artcileUltrafast Dynamics of Triplet Excitons in Alq₃-Bridge-Pt(II)porphyrin Electroluminescent Materials, Formula: C20H28B2O4S2, the publication is Journal of the American Chemical Society (2007), 129(42), 12598-12599, database is CAplus and MEDLINE.

Excited-state dynamics are crucial for maximizing the performance of organic light-emitting diodes (OLEDs). Because electron-hole recombination yields singlet and triplet excited states in a 3:1 ratio, it is important to harvest the energy of triplets in light-emitting processes. Self-assembled multichromophore electroluminescent materials consisting of a trisquinolinolate Al(III) (Alq₃) donor, fluorene-based conjugated oligomers as a bridge, and Pt(II) tetraphenylporphyrin as an acceptor and phosphorescent emitter are described. In these materials, the energy of singlet as well as triplet states is harvested and emitted as red phosphorescence from the porphyrin acceptor. Attention was devoted to the triplet exciton dynamics, which was studied by ultrafast transient spectroscopy, and the observations are compared with phosphorescence in thin films and with electroluminescence from OLEDs. Exothermicity of the forward Alq₃-to-fluorene bridge triplet transfer appears to be a less stringent requirement for triplet transfer electroluminescence. In contradistinction, the energy alignment between the bridge and Pt(II)porphyrin emitter is of crucial importance. The triplet exciton dynamics has a dominant effect on the electroluminescence properties of conjugated donor-bridge-acceptor materials. The triplet-energy transfer operates on an ultrafast time scale (k_TTET = (4-6) × 10¹⁰ s^-1) and requires careful energy alignment of the components (³ΔE_D-B ≈ ³ΔE_B-A ≥ 0.1 eV) to prevent endothermic energy transfer and severe quenching of the electroluminescence. This is the 1st time triplet dynamics was directly observed in donor-acceptor electroluminescent materials and direct connection to device efficiency was established.

Journal of the American Chemical Society published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Formula: C20H28B2O4S2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bolis, Serena published the artcileA core copolymer approach to improve the gain properties of a red-emitting molecule, Application of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(100), 11761-11763, database is CAplus and MEDLINE.

The authors report a new approach to improve the gain characteristics of a red-emitting based mol. The insertion of the active dye between two polymeric arms prevents the inter-mol. interactions deleterious for the gain. By the ultra-fast pump-probe technique the authors found an efficient energy transfer between the polymer and dye. High gain in the nanosecond timescale regime was proved.

Chemical Communications (Cambridge, United Kingdom) published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Application of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bolis, Serena published the artcileUltrafast study of inter- and intrachain energy transfer in a core-polymer, Formula: C20H28B2O4S2, the publication is Journal of Polymer Science, Part B: Polymer Physics (2018), 56(13), 965-969, database is CAplus.

Interchain interactions can play a pos. role in reaching amplified spontaneous emission in an interesting core-polymer system where the donor (side chains) and the acceptor (core) are chem. linked together. Different degree of interchain interactions modifies the photophys. characteristics of the polymer. By means of transient absorption spectroscopy we show that the stimulated emission from the core decreases passing from solid state to concentrated solution and it is almost absent in the diluted solution The conformational rearrangements of the core-polymer chain in solution limits the efficiency of the intrachain Foerster energy transfer mechanism. The free chain rotations decrease the exciton hopping along the conjugated chains, the ratio between donor and acceptor moieties in the polymer, and change the relative orientation of the transition dipoles of the donor and acceptor causing a strong decrease of energy transfer efficiency and subsequently of the gain. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part B: Polym. Phys. 2018.

Journal of Polymer Science, Part B: Polymer Physics published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Formula: C20H28B2O4S2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Liu, Yao published the artcileFinely Tuned Polymer Interlayers Enhance Solar Cell Efficiency, Name: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Angewandte Chemie, International Edition (2015), 54(39), 11485-11489, database is CAplus and MEDLINE.

Three conjugated polymer zwitterions (CPZs), containing thiophene-, diketopyrrolopyrrole- (DPP), and naphthalene diimide (NDI) backbones, were synthesized with pendant zwitterions, specifically sulfobetaine groups. Diboronate-ester-functionalized bithiophene and benzothiadiazole monomers were copolymerized with zwitterion-substituted dibromothiophene, DPP, and NDI monomers by A₂+B₂ Suzuki polymerization The CPZs were incorporated into polymer solar cells (PSCs) as interlayers between the photoactive layer and Ag cathode. The thiophene-based CPZs gave power conversion efficiencies (PCEs) of about 5 %, while the narrow-energy-gap DPP- and NDI-based CPZs performed exceptionally well, giving PCEs of 9.49 % and 10.19 %, resp. The interlayer thickness had only a minor impact on the device performance for the DPP- and NDI-CPZs, a finding attributed to their electron-transport properties. UV photoelectron and reflectance spectroscopies, combined with external quantum efficiency measurements, provided structure-property relationships that lend insight into the function of CPZ interlayers in PSCs. NDI-based CPZ interlayers provide some of the best performing organic solar cells reported to date, and prove useful in conjunction with high-performing polymer-active layers and stable, high-work-function, metal cathodes.

Angewandte Chemie, International Edition published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Name: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Michinobu, Tsuyoshi published the artcileSynthesis and properties of 1,8-carbazole-based conjugated copolymers, Name: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Polymers (Basel, Switzerland) (2010), 2(3), 159-173, database is CAplus.

A new series of conjugated carbazole polymers based on the 1,8-carbazolylene unit was synthesized by the Pd-catalyzed polycondensation between the 1,8-diiodocarbazole derivative and various bifunctional counter comonomers. An alkyne spacer was found to be a key to increasing the mol. weight of the resulting polymers. All the obtained polymers showed good solubilities in the common organic solvents, and they were fully characterized by Gel permeation chromatog. (GPC), and ¹H NMR and IR spectroscopies. The UV-vis absorption and fluorescence spectra revealed the relationship between the chem. structure and effective conjugation length. The efficiency order of the carbazole connectivity was 2,7-carbazolylene > 1,8-carbazolylene > 3,6-carbazolylene. The electrochem. properties of these polymers suggested the relatively facile oxidation at ca. +0.5-0.7 V vs. Fc/Fc⁺ or a high potential as p-type semiconductors. The combination of the electrochem. oxidation potentials and the optical band gaps allowed us to estimate the HOMO and LUMO levels of the polymers. It was shown that the energy levels of the 1,8-carbazole-based conjugated polymers can be tunable by selecting the appropriate comonomer structures.

Polymers (Basel, Switzerland) published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Name: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts