Category: 239075-02-6

Tang, Weihua published the artcileIncorporating Perylene Moiety into Poly(phenothiazine-co-bithiophene) Backbone for Higher Charge Transport, SDS of cas: 239075-02-6, the publication is Journal of Physical Chemistry B (2008), 112(12), 3590-3596, database is CAplus and MEDLINE.

Low band gap π-conjugated polymers composed of phenothiazine, bithiophene, and perylene moieties were prepared in high yields by palladium-catalyzed Suzuki coupling reaction. The polymers were characterized by NMR, gel permeation chromatog., and elemental anal. The characterizations revealed that high-mol. weight (weight-average mol. weight up to 42 400 g/mol) polymers were thermally stable with a decomposition temperature at 338-354° and glass transition temperature (T_g) 124-136°. All polymers demonstrated broad optical absorption in the region of 300-550 nm with efficient blue-green light emission. The absorption was broadened further (for ca. 50 nm) when the perylene moiety was incorporated. Cyclic voltammograms displayed that the p- and n-doping processes of all the polymers were partially reversible and that electrochem. band gaps were as low as -2.30 eV with the incorporation of a perylene moiety. The hole mobility of polymers was evaluated by using the space-charge-limited current model with a PLED device structure of ITO/PEDOT:PSS/polymer/Ca. The incorporation of perylene is beneficial for improving the hole mobility of the conjugated polymers.

Journal of Physical Chemistry B 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 C8H7NaO4S, SDS of cas: 239075-02-6.

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

Ito, Motoki published the artcileSynthesis of Boron-Substituted Diaryliodonium Salts and Selective Transformation into Functionalized Aryl Boronates, Recommanded Product: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Angewandte Chemie, International Edition (2012), 51(50), 12555-12558, database is CAplus and MEDLINE.

Diaryliodonium salts were synthesized from aryl boronate derivatives according to two alternative general methods with hypervalent iodine(III) reagents and fluoroalc. solvents: transformation of an aryl C-H bond and boron-iodine(III) exchange. The salts could be functionalized by both catalyst-free and metal-catalyzed reactions without loss of the boron functionality.

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, Recommanded Product: 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

Maegawa, Yoshifumi published the artcileIridium-bipyridine periodic mesoporous organosilica catalyzed direct C-H borylation using a pinacolborane, Name: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Dalton Transactions (2015), 44(29), 13007-13016, database is CAplus and MEDLINE.

Heterogeneous catalysis for direct C-H borylation of arenes and heteroarenes in the combination of iridium (Ir) complex fixed on periodic mesoporous organosilica containing bipyridine ligands within the framework (Ir-BPy-PMO) and pinacolborane (HBpin) is reported. Ir-BPy-PMO showed higher catalytic activity toward the borylation of benzene with inexpensive HBpin compared to expensive bis(pinacolato)diboron (B₂pin₂). The precatalyst could be handled without the use of a glove box. The catalyst was easily recovered from reaction mixtures by simple filtration under air. The recovered catalyst still showed good catalytic activity for at least three more times for the borylation of benzene. A variety of arenes and heteroarenes were successfully borylated with high boron efficiency by Ir-BPy-PMO using HBpin, whereas almost no activity was observed for borylation of some heteroarenes with B₂pin₂. The system using Ir-BPy-PMO and HBpin was also utilized in syntheses of multi-boronated thiophene-based building blocks containing ladder-, acenefused-, and fused-thiophene skeletons. The combination of a stable and reusable solid catalyst and inexpensive HBpin is expected to be superior to conventional approaches for the development of industrial applications.

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 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

Watanabe, Jun-ichi published the artcileFolded H-Stacking Polymers by Conformational Control with 2-Substituted Trimethylene Tethers, Synthetic Route of 239075-02-6, the publication is Macromolecules (Washington, DC, United States) (2010), 43(16), 6562-6569, database is CAplus.

Oligomers and polymers of type [-CH₂CHRCH₂-(π)-]_n comprising aryl units tethered by 2-substituted trimethylene were found to exist as a folding H-stacking structure in polar solvents such as CH₃CN and in film, which was evidenced by their blue-shifted UV absorption compared to that of the parent aryl compounds, and exhibited predominantly excimer-like emission. In addition, annealing of the films resulted in a unique layered structure, which may arise from the folded polymer form.

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 C8H10S, Synthetic Route of 239075-02-6.

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

Chang, Gung-Pei published the artcileHigh-performance semiconductors based on oligocarbazole-thiophene derivatives for solution-fabricated organic field-effect transistors, Recommanded Product: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Thin Solid Films (2013), 291-298, database is CAplus.

Oligocarbazole-thiophenes based on a constant conjugate backbone (carbazole-bithiophene-carbazole) with various n-alkyl chain lengths were prepared for application to organic field-effect transistors (OFETs). The lengths of the n-alkyl substitutions attached on 9-position of carbazole moieties were Me (CCzT2), hexyl (C6CzT2), dodecyl (C12CzT2), and octadecyl (C18CzT2), called CxCzT2. Variations of n-alkyl chain lengths probably figure out the optimization of OFET performance via solution fabrication of the active layer. Before fabricating OFET devices, the thermal, optical, and electrochem. properties of CxCzT2 were fully characterized with TGA, DSC, UV-visible spectroscopy, and cyclic voltammetry to realize the relations of the structure to the properties. After fabricating CxCzT2 on Si/SiO₂ substrates via solution casting, the thin film morphologies were also studied with polarizing optical microscopy, at. force microscopy, and x-ray diffraction to study the structural relation to OFET performance. A higher hole mobility was observed with C12CzT2 (3.6 × 10^-2 cm² V^-1 s^-1) due to its liquid crystal properties, and the hole mobility could be further improved to 1.2 × 10^-1 cm² V^-1 s^-1 by the introduction of a phenyl-self-assembled monolayer on the Si/SiO₂ substrates. The excellent OFET performances of C12CzT2 by solution-fabrication could be considered as a promising candidate for high-end OFET application.

Thin Solid Films 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, Recommanded Product: 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

Del Grosso, Alessandro published the artcileSimple inexpensive boron electrophiles for direct arene borylation, Computed Properties of 239075-02-6, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(46), 12459-12461, database is CAplus and MEDLINE.

Borenium ions, stabilized by coordination of hindered aromatic amines, were shown to act as reactive electrophiles for direct borylation of activated arenes and heterocyclic compounds, such as indoles and thiophenes. 2,6-Lutidine complex of dichloroborenium, [2,6-Me₂C₅H₃N·BCl₂][AlCl₄] was isolated and characterized by single-crystal x-ray diffraction, featuring low degree of π-bonding and high electrophilicity. Friedel-Crafts-type reaction of ArH with BCl₃, catalyzed by AlCl₃ in the presence of N,N-dimethyltoluidine or 2,6-lutidine as borenium stabilizing agents, followed by esterification with 2.2-3 equiv of pinacol, gave pinacolboronates ArBpin (Ar = 1-TIPS-3-pyrrolyl, 1-methyl-3-indolyl, 2,2′-bithiophen-5-yl, thieno[3,2-b]thien-2-yl, 4-(phenyl)(p-tolyl)aminophenyl, etc.). Electrophilic direct borylation is facilitated, and arene substrate scope enhanced, by using electrophiles derived from inexpensive reagents; specifically an amine, BCl₃ and AlCl₃.

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, Computed Properties of 239075-02-6.

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

Remonen, Tommi published the artcileEthylenedithio end-capped oligothiophenes (bEDTnT); dimer, trimer and tetramer, Recommanded Product: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Synthetic Metals (1999), 101(1-3), 107-108, database is CAplus.

Two new ethylenedithio substituted thiophenes (I; R = H, Br) have been synthesized. Starting from I (R = Br), oligomers II (n = 0, 1, 2) were synthesized. Their cyclic voltammetric behavior and electronic structure (by UV-Vis) have been recorded. Low oxidation potentials and small differences between first and second oxidation potential were found. In the UV-Vis spectra large red shifts compared to other end-capped oligomers were observed

Synthetic Metals 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, Recommanded Product: 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

Peay, Miya A. published the artcileRed-Shifts upon Metal Binding: A Di-Gold(I)-Substituted Bithiophene, Related Products of alcohols-buliding-blocks, the publication is Organometallics (2011), 30(18), 5071-5074, database is CAplus.

5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene was metalated with (triphenylphosphine)gold(I) at the 5,5′-positions to yield a di-gold(I)-substituted bithiophene. The resulting complex was characterized by X-ray diffraction crystallog., optical spectroscopy, and elemental anal. The digold bithiophene complex emits green, structured luminescence in chloroform. Its absorption profile is red-shifted from those of 2,2′-bithiophene or the boronate ester starting material. D.-functional theory (DFT) calculations indicate that the frontier orbitals of the digold complex concentrate on the bithienyl bridge. Time-dependent DFT calculations find that the LUMO-HOMO promotion mostly accounts for the absorption onset in all three compounds and that CI with vacant orbitals on gold modulates this transition. This interaction contributes to red-shifted absorption profiles of σ-aurated gold(I) organometallics.

Organometallics 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

Lee, Junghoon published the artcileSiloxane-Based Hybrid Semiconducting Polymers Prepared by Fluoride-Mediated Suzuki Polymerization, Computed Properties of 239075-02-6, the publication is Angewandte Chemie, International Edition (2015), 54(15), 4657-4660, database is CAplus and MEDLINE.

Siloxane-containing materials are a large and important class of organic-inorganic hybrids. In this report, a practical variation of the Suzuki polymerization to generate semiconducting polymeric hybrids based on siloxane units, which proceeds under essentially nonbasic conditions, is presented. This method generates solution-processable poly(diketopyrrolopyrrole-alt-benzothiadiazole) (PDPPBT-Si) consisting of the hybrid siloxane substituents, which could not be made using conventional methods. PDPPBT-Si exhibits excellent ambipolar transistor performance with well-balanced hole and electron FET mobilities. The siloxane-containing DPP-thiophene polymer classes (PDPP3T-Si and PDPP4T-Si), synthesized by this method, exhibit high hole mobility of up to 1.29 cm² V^-1 s^-1. This synthetic approach should provide access to a variety of novel siloxane-containing conjugated semiconductor classes by using a variety of aryldihalides and aryldiboronic acids/esters.

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, Computed Properties of 239075-02-6.

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

Panther, Lydia A. published the artcileSolvent-Free Synthesis of Core-Functionalised Naphthalene Diimides by Using a Vibratory Ball Mill: Suzuki, Sonogashira and Buchwald-Hartwig Reactions, Category: alcohols-buliding-blocks, the publication is Chemistry – A European Journal (2022), 28(49), e202201444, database is CAplus and MEDLINE.

Herein, the core functionalisation of N,N’-bis(2-ethylhexyl)-2,6-dibromo-1,4,5,8-naphthalenetetracarboxylic acid by using Suzuki, Sonogashira and Buchwald-Hartwig coupling reactions were reported. The products of these reactions are important building blocks in many areas of organic electronics including organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs) and organic photovoltaic cells (OPVCs). The reactions proceed in as little as 1 h, use com. available palladium sources (frequently Pd(OAc)₂) and were tolerant to air and atm. moisture. Furthermore, the real-world potential of this green VBM protocol was demonstrated by the double Suzuki coupling of a monobromo(NDI) residue to a bis(thiophene) pinacol ester. The resulting dimeric NDI species has been demonstrated to behave as an electron acceptor in functioning OPVCs.

Chemistry – A European Journal 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, Category: alcohols-buliding-blocks.

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