Tag: M.W=300-350

Zhou, Yi published the artcileBinaphthyl-containing green- and red-emitting molecules for solution-processable organic light-emitting diodes, HPLC of Formula: 2960-93-2, the publication is Advanced Functional Materials (2008), 18(20), 3299-3306, database is CAplus.

Strong intermol. interactions usually result in decreases in solubility and fluorescence efficiency of organic mols. Therefore, amorphous materials are highly pursued when designing solution-processable, electroluminescent organic mols. A nonplanar binaphthyl moiety is presented as a way of reducing intermol. interactions and four binaphthyl-containing mols. (BNCMs): green-emitting BBB and TBT as well as red-emitting BTBTB and TBBBT, are designed and synthesized. The photophys. and electrochem. properties of the mols. are systematically studied and TBT, TBBBT, and BTBTB solutions show high photoluminescence (PL) quantum efficiencies of 0.41, 0.54, and 0.48, resp. Based on the good solubility and amorphous film-forming ability of the synthesized BNCMs, double-layer structured organic light-emitting diodes (OLEDs) with BNCMs as emitting layer and poly(N-vinylcarbazole) (PVK) or a blend of poly[N,N’-bis(4-butylphenyl)-N,N’-bis(phenyl)benzidine] and PVK as hole-transporting layer are fabricated by a simple solution spin-coating procedure. Amongst those, the BTBTB based OLED, for example, reaches a high maximum luminance of 8315 cd m^-2 and a maximum luminous efficiency of 1.95 cd A^-1 at a low turn-on voltage of 2.2 V. This is one of the best performances of a spin-coated OLED reported so far. By doping the green and red BNCMs into a blue-emitting host material poly(9,9-dioctylfluorene-2,7-diyl) high performance white light-emitting diodes with pure white light emission and a maximum luminance of 4000 cd m^-2 are realized.

Advanced Functional Materials published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C51H42ClNOP2Pd, HPLC of Formula: 2960-93-2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Buter, Jeffrey published the artcilePalladium-Catalyzed, tert-Butyllithium-Mediated Dimerization of Aryl Halides and Its Application in the Atropselective Total Synthesis of Mastigophorene A, Recommanded Product: 2,2′-Dimethoxy-1,1′-binaphthalene, the publication is Angewandte Chemie, International Edition (2016), 55(11), 3620-3624, database is CAplus and MEDLINE.

A palladium-catalyzed direct synthesis of sym. biaryl compounds, e.g., 2,2′-dimethoxy-1,1′-biphenyl and 2,2′-dimethoxy-3,3′-bipyridine, from the corresponding aryl halides in the presence of tert-BuLi is described. In situ lithium-halogen exchange generates the corresponding aryl lithium reagent, which undergoes a homocoupling reaction with a second mol. of the aryl halide in the presence of the palladium catalyst (1 mol %). The reaction takes place at room temperature, is fast (1 h), and affords the corresponding biaryl compounds in good to excellent yields. The application of the method is demonstrated in an efficient asym. total synthesis of mastigophorene A (I). The chiral biaryl axis is constructed with an atropselectivity of 9:1 owing to catalyst-induced remote point-to-axial chirality transfer.

Angewandte Chemie, International Edition published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, Recommanded Product: 2,2′-Dimethoxy-1,1′-binaphthalene.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Eisenhofer, Anna published the artcilePhotocatalytic Phenol-Arene C-C and C-O Cross-Dehydrogenative Coupling, Related Products of naphthyridine, the publication is European Journal of Organic Chemistry (2017), 2017(15), 2194-2204, database is CAplus.

In the presence of a rutheniumtris(bipyrazine) bis(hexafluorophosphate), phenols and aryl ethers underwent chemoselective and regioselective photochem. oxidative coupling in MeCN (rather than in the fluorinated alc. solvents required in other methods) mediated by potassium persulfate to yield unsym. biphenylols and biaryl ethers. The selectivity for the formation of nonsym. biaryls is rationalized on the basis of the nucleophilicities and oxidation potentials of the aryl ethers.

European Journal of Organic Chemistry published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Bergbreiter, David E. published the artcileSynthesis of aryl-substituted polyisobutylenes as precursors for ligands for greener, phase-selectively soluble catalysts, Application In Synthesis of 2960-93-2, the publication is Pure and Applied Chemistry (2009), 81(11), 1981-1990, database is CAplus.

General synthetic approaches to functional derivatives of polyisobutylene (PIB) that contain arene groups that can be used as catalysts or as precursors to catalyst ligands are discussed. The emphasis is on reactions that use com. available terminally functionalized PIB derivatives as starting materials. Both successful and unsuccessful electrophilic aromatic substitution processes are described, and potential problems of this process and ways to circumvent the problem of depolymerization of the intermediate polyisobutyl cation in substitutions of less reactive arenes are detailed. Examples that lead to polyisobutyl-containing arenes that are known and potentially useful as ligands or ligand precursors for greener homogeneous catalysts that are phase-selectively soluble and recoverable in heptane are emphasized.

Pure and Applied Chemistry published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, Application In Synthesis of 2960-93-2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Hua, Si-Kai published the artcileDilithium tetrachlorocuprate(II) catalyzed oxidative homocoupling of functionalized Grignard reagents, COA of Formula: C22H18O2, the publication is Synthesis (2013), 45(4), 518-526, database is CAplus.

An efficient procedure is described for the oxidative homocoupling of functionalized Grignard reagents using a catalytic amount of dilithium tetrachlorocuprate(II) (CuLi₂Cl₄) in the presence of pure oxygen gas. This method is applied successfully to a variety of aryl, heteroaryl, alkyl, alkenyl and alkynyl halides, which are converted into the corresponding homocoupled products in good to excellent yields.

Synthesis published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, COA of Formula: C22H18O2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Clarkson, R. G. published the artcileSpirans with four aromatic radicals on the spiro carbon atom, Product Details of C25H16O, the publication is Journal of the American Chemical Society (1930), 2881-91, database is CAplus.

2-NCC₆H₄Ph, b₄₃ 202-4°, m. 35-6°, with PhMgBr gives 76% of 2-PhC₆H₄Bz, reduced by Mg-MgI₂ to 9-phenyl-fluorene (25% yield) and gives with PhMgBr 63% of 2-phenyltriphenylcarbinol, m. 87-8°; it can be distilled with steam only if every trace of acid is previously removed. Attempts to prepare the chloride, even with AcCl at 0°, gives 9,9-diphenylfluorene. 2,3′,3”-Triphenyltriphenylcarbinol, from 3-BrC₆H₄Ph and 2-PhC₆H₄CO₂Et, could not be crystallized; heating with AcOH containing a little concentrated H₂SO₄ gives 9,9-di[3-biphenyl]-fluorene, m. 190-1°. 2-IMgC₆H₄Ph and fluorenone give 70% of 9-[2-biphenyl]-9-fluorenol, m. 160-70°, crystallizes unchanged from; AcOH; AcOH containing a trace of HCl or I gives 9,9′-spirobifluorene, C₂₆H₁₆, m. AcCl in C₆H₆ gives the same compound; it is not affected by Zn in AcOH and does not add Br. 2-Iododiphenyl ether, from the 2-NO₂ derivative by reduction and the Sandmeyer reaction, b₂₂ 198-202°. m. 54-6°; the Grignard reagent with fluorenone gives 9-[2-phenoxyphenyl]-9-fluorenol, slightly brown, m. 154°; with AcCl in AcOH this yields spiro-9-fluorene-9′-xanthene (I), m. 212-3°. A definite proof of the course of the condensation reaction is afforded by the synthesis of I from xanthone. 2-IMgC₆H₄Ph and xanthone give 9-[2-biphenyl-9-xanthenol, isolated as the mol. compound with xanthone; warming this with AcOH gives I. 2-Iodo-4′-methyldiphenyl ether, b₃₄, 210-5°, m. 41° (74% yield from the NO₂ derivative); the Grignard reagent with 2-bromofluorenone gives 9-[2-phenyl p-tolyl ether)-6-bromo-9-fluorenol, pale yellow, m. 175°; heating with glacial AcOH containing a little HCl gives spiro-9-[2-bromofluorene]-9′[-[2′-methylxanthene], m. 201°; the Me group could not be oxidized without destroying the spiran linkage. 2-lMgC₆H₄Ph and xanthone give 9-[2-phenoxyphenyl]-9-xanthenol, m. 136-7°; heating with AcOH 3 hrs. gives 9,9′-spirobixanthene, m. 283-4°; no evidence of salt formation was observed with dry HBr or HClO₄. Reduction of 2-BrC₆H₄Bz with Zn-Hg gives 50% of 2-bromodiphenylmethane (II), b₂₂ 192-8°, does not solidify at 0°; the Grignard reagent with fluorenone gives 9-[2-benzylphenyl]-9-fluorenol, m. 132-3°; AcOH-HCl gives spiro-9-fluorene-9′-[9,10-dihydroanthracene, m. 207°. II and xanthone give 9-[2-benzylphenyl]-9-xanthenol, m. 146°; AcCl and AcOH give spiro-9-xanthene-9′-[9,10-dihydroanthracene], m. 257-9° (corrected). 2-BrC₆H₄CHPh₂ yields a Grignard reagent after 24 hrs. boiling in Et₂O-PhMe which gives with fluorenone 51% of 9-[2-benzohydrylphenyl]-9-fluorenol, m. 192°; AcOH-HCl transforms this into spiro-9-fluorene-9′-[10-Phenyl-9,10-dihydroanthracene), m. 267-8° (corrected), 9-[2-Benzohydrylphenyl]-9-xanthenol forms a mol. complex with xanthone, m. 200-5° decompn,); AcOH-HCl gives spiro-9-xanthene-9′-[10-phenyl-9,10-dihydroanthracene], m. 334-5° (corrected). [2-IMg-C₆H₄Ph and 10,10′-diphenylanthrone gives 55% of 9-[2-biphenyl]-10,10 diphenyl 9,10-dihydro-9-anthranol slightly yellow, m. 231-4° (decomposition); boiling AcOH gives quant. spiro-9-fluorene-9′-[10,10-diphenyl-9,10-dihydroanthracene), m. 363-4° (corrected). 2-IMg-C₆H₄OPh and diphenylanthrone give 74% of 9-[2-phenoxyphenyl]-10,10-diphenyl-9,10-dihydro-9-anthranol, m. 270-8° (corrected); AcOH gives quant. spiro-9-xanthene-9′-[10,10-diphenyl-9,10-dihydroanthracene], m. 377-80° (corrected). 2-IMgC₆H₄Ph and anthraquinone gives 25% of 9,10-di-[2-biphenyl]anthraquinol, m. 353-5° (corrected, decomposition); heating with AcOH-AcCl 4 hrs. gives quant. dispiro-9,9′-difluorene-9”,9”’-[9,10-di-hydroanthracene], m. 471-4° (corrected). 9,10-Di[2-phenoxyphenyl]anthraquinol, m. 351-3° (corrected, decomposition) (47% yield; heating with AcOH-H₂SO₄ 8 hrs. on the steam bath gives 70% of dispiro-9,9′-dixanthene-9”,9”’-(9,10-dihydroanthracene), m. 487-90° (corrected). 2-IMgC₆H₄Ph and acenaphthoquinone give 32% of 7,8-di[2-biphenyl]acenaphthodiol, slightly yellow, m. 168°; AcOH-HCl does not give the expected dispiran but the pinacolin, C₃₆H₂₄O, m. 265-7° (corrected); hydrolysis of the latter with EtOH-KOH gives an acid, m. 252-4°(corrected). All the spirans are characterized by unusually high m. ps. and by extremely low insolubility

Journal of the American Chemical Society published new progress about 159-62-6. 159-62-6 belongs to naphthyridine, auxiliary class Other Aromatic Heterocyclic,Spiro, name is Spiro[fluorene-9,9′-xanthene], and the molecular formula is C25H16O, Product Details of C25H16O.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Zhou, Shengyang published the artcileSynthesis of Fluorinated Poly(phenyl-alkane)s of Intrinsic Microporosity by Regioselective Aldehyde (A₂) + Aromatics (B₂) Friedel-Crafts Polycondensation, Application In Synthesis of 2960-93-2, the publication is Macromolecules (Washington, DC, United States) (2021), 54(13), 6543-6551, database is CAplus.

The design of functionalized porous materials is an important research direction in material science, especially for fluorine-containing materials with enhanced thermal/oxidative stability, lower dielec. constants, and better gas-selective permeation. In this work, a series of poly(phenyl-alkane)s of intrinsic microporosity (PIM-xR) were synthesized by the methanesulfonic acid-catalyzed Friedel-Crafts hydroxyalkylation polycondensation of contorted and rigid multibenzene and benzaldehyde derivatives The PIM-xR exhibited good thermal stability, excellent solution processability, and high Brunauer-Emmett-Teller (BET) surface areas (400-1200 m² g^-1). The physicochem. properties and applications of PIM-xR could be tuned by the type, quantity, distribution, and postmodification of substituents on the benzaldehyde derivatives Unlike other contorted and rigid multibenzene derivatives, only electron-rich spirobiindane derivatives directly produced soluble, linear, high-mol.-weight polymers without crosslinking because spirobisindane possesses three t-butyl-like structural units that provide large steric hindrance at potential reactive sites. Subsequently, a series of fluorinated PIMs (PIM-xF) with different fluorine contents and distributions were explored, and the relationship between the microporosity of PIM-xR and degrees of rotational freedom of the polymer chains was analyzed using these PIM-xF. Flexible and transparent PIM-xF membranes were easily obtained by solution processing and exhibited high gas permeabilities and moderate permeability selectivity. In particular, the CO₂/N₂ separation performance of the PIM-5F membrane exceeded the 2008 Robeson’s upper bound (P_CO2 = 3240 barrer and α_(CO2_/N2₎ = 27.9). This work provides a facile method for the precise design and preparation of fluorinated or other functionalized porous materials for environmental and energy applications.

Macromolecules (Washington, DC, United States) published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C40H35N7O8, Application In Synthesis of 2960-93-2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Garces, Jordi published the artcileMixed cellulose-derived benzoates bonded on allylsilica gel as HPLC chiral stationary phases: influence of the introduction of an aromatic moiety in the fixation substituent, Synthetic Route of 2960-93-2, the publication is Tetrahedron: Asymmetry (2003), 14(9), 1179-1185, database is CAplus.

Several mixed alkenoxybenzoyl/benzoates and 10-undecenoyl/benzoates of cellulose were fixed onto allylsilica gel by the radical coupling of double bonds. The introduction of an aromatic group in the fixation substituent modifies the chiral recognition ability of the resulting chiral stationary phases (CSPs) in comparison with the 10-undecenoate/benzoate cellulose derivatives Better enantioselectivity values are achieved when the electronic and geometric characteristics of both substituents, fixating and derivatizing, are similar.

Tetrahedron: Asymmetry published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, Synthetic Route of 2960-93-2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Mirruzzo, Valentina published the artcileLow-Cost Synthesis of Hole Transporting Materials for Efficient Perovskite Solar Cells, Related Products of naphthyridine, the publication is Chem (2017), 2(5), 612-613, database is CAplus.

Given their high efficiency and easy fabrication procedures, perovskite solar cells are one of the most promising third-generation photovoltaic technologies. In this issue of Chem, Sun and colleagues identify a smart synthetic strategy for achieving efficient and low-cost hole transporting materials, a step forward for the success of this technol.

Chem published new progress about 159-62-6. 159-62-6 belongs to naphthyridine, auxiliary class Other Aromatic Heterocyclic,Spiro, name is Spiro[fluorene-9,9′-xanthene], and the molecular formula is C25H16O, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Li, Jing published the artcileA Significantly Twisted Spirocyclic Phosphine Oxide as a Universal Host for High-Efficiency Full-Color Thermally Activated Delayed Fluorescence Diodes, COA of Formula: C25H16O, the publication is Advanced Materials (Weinheim, Germany) (2016), 28(16), 3122-3130, database is CAplus and MEDLINE.

A novel spirocyclic phosphine oxide host 4′-diphenylphosphinoylspiro[fluorene-9,9′-xanthene] (SFXSPO) was constructed, from a short-axis linkage strategy. The amplified steric bulk of its Ph₂PO at the ortho-position effectively distorts the spiro[fluorene-9,9′-xanthene] (SFX) core, giving rise to the nonplanar xanthene and oblique fluorene. The extremely twisted, rigid, and asym. conformation of SFXSPO renders the highly disordered, mol. packing in its solid states, effectively mitigating intermol. interactions and facilitating uniform dispersion of the thermally-activated delayed fluorescence (TADF) dyes in its amorphous films. With the superiority in effectively suppressing the quenching effects induced by structural relaxation and dopant-dopant and host-dopant interactions, SFXSPO provided state-of the-art performance to its full-color devices, e.g., the record η_ext of 22.5% and 19.1% and η_int of 100% for its yellow TADF diodes and single-host full-TADF complementary nearly white devices, resp., manifesting SFXSPO as the best universal TADF host reported so far. The efficiency stability of its blue and nearly white TADF diodes, as well as spectral stability of its white organic LEDs, can be further improved when more efficient and stable blue TADF dyes are available, which leaves the space for further device optimization.

Advanced Materials (Weinheim, Germany) published new progress about 159-62-6. 159-62-6 belongs to naphthyridine, auxiliary class Other Aromatic Heterocyclic,Spiro, name is Spiro[fluorene-9,9′-xanthene], and the molecular formula is C25H16O, COA of Formula: C25H16O.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem