349666-24-6

Usage

Uses

Used in Analytical Chemistry:
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-pyrenyl)is used as a reagent for various analytical purposes, given its ability to participate in chemical reactions that facilitate the identification and quantification of substances. Its functional groups enable it to interact with a range of analytes, making it a valuable tool in analytical processes.
Used in Organic Chemistry:
In the realm of organic chemistry, 1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-(1-pyrenyl)is employed as a synthetic intermediate or a catalyst in the synthesis of more complex organic molecules. Its unique structure allows it to be involved in reactions that lead to the formation of new compounds, contributing to the advancement of organic synthesis techniques.
Used in Research and Development:
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-pyrenyl)is also used as a research compound in academic and industrial settings. Its properties and reactivity are studied to understand its potential applications in new chemical processes or as a component in the development of novel materials and pharmaceuticals.

InChI:InChI=1/C22H21BO2/c1-21(2)22(3,4)25-23(24-21)18-13-11-16-9-8-14-6-5-7-15-10-12-17(18)20(16)19(14)15/h5-13H,1-4H3

Upstream product

• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1714-29-0 1-bromopyrene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 34244-14-9 1-chloropyrene 
• 73183-34-3 bis(pinacol)diborane 
• 76347-13-2 2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 129-00-0 pyrene 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 164461-18-1 1-pyrenylboronic acid 

Downstream Products

• 345924-29-0 1-(4-Bromophenyl)pyrene 
• 5101-27-9 1-phenyl pyrene 
• 1104951-18-9 C₈₀H₈₀N₄O₄ 
• 1264004-32-1 9-hexyl-3,6-di(pyren-1-yl)carbazole 
• 1366181-26-1 2,7-di(pyren-1-yl)-9,9-dihexylfluorene 
• 1246450-05-4 [10,20-bis(3,5-di-tert-butylphenyl)-5-(1-pyrenyl)porphyrinato-(2-κN21,κN22,κN23,κN24)]zinc(II) 
• 1246450-10-1 [10,20-bis(3,5-di-tert-butylphenyl)-5,15-bis(1-pyrenyl)porphyrinato-(2-κN21,κN22,κN23,κN24)]zinc(II) 
• 124593-14-2 [5,10,15,20-tetrakis-(1-pyrenyl)porphyrinato]zinc(II) 
• 1361507-35-8 tert-butyl 3-(4-(pyren-6-yl)phenoxy)propyl-carbamate 
• 1361507-36-9 C₂₅H₂₁NO*ClH 
• 1361507-37-0 BrH*C₂₅H₂₁NO 
• 1439436-57-3 12-(3-(pyren-1-yl)-9H-carbazol-9-yl)dodecan-1-ol 
• 1439436-58-4 12-(3-(pyren-1-yl)-9H-carbazol-9-yl)dodecyl methacrylate 

Relevant academic research and scientific papers

High-efficiency blue OLEDs based on dendritic dinuclear iridium (III) complexes grafted with fluorene core and blue fluorescence chromospheres

Two novel dendrimer-like blue-emitting dinuclear cyclometalated iridium (III) complexes, namely (DNaTPA)2DBF(FIrpic)2 and (DPyTPA)2DBF(FIrpic)2, have been successfully synthesized and characterized. In which FIrpic is an iridium (III) bis[(4,6-difluorophenyl)pyridinato-N,C2′]picolate blue-emitting phosphorescent chromophore core, DBF is a 2,7-diphenyl-9H-fluorene bridging core, DNaTPA and DPyTPA are deep blue-emitting fluorescent chromophores composed by rigid high-triplet-energy dendrons of triphenylamine-functionalized naphthalene or pyrene units, and the peripheral dendrons are connected with the ancillary ligand of the emitting core through nonconjugated ether linkage. Their photophysical, thermal, electrochemical, as well as electrophosphorescent properties were primarily studied. Both iridium (III) complexes exhibit high efficient blue emission in solution (38.5% and 19.2%) and a typical FIrpic emission in 1,3-bis(N-carbzolyl)benzene (mCP) matrix (27.0% and 24.1%). Simple bilayer phosphorescent organic light-emitting diodes (PHOLEDs) with a configuration of ITO/PEDOT:PSS/mCP:dopants/TmPyPB/Liq/Al achieved high efficiencies of 12.96 cd/A for current efficiency (CE), 6162 cd/m2 for brightness, 6.22% for external quantum efficiency (EQE), and 3.13 lm/W for power efficiency (PE) with Commission International de L'Eclairage (CIE) coordinates of (0.19 ± 0.01, 0.35 ± 0.02) at only 2 wt% blend of (DNaTPA)2DBF(FIrpic)2. (DPyTPA)2DBF(FIrpic)2-doped devices also reach efficiencies of (9.14 cd/A, 7167 cd/m2, 4.41%, 2.61 lm/W) at the same doping concentration. The results demonstrate that the introduction of dendritic blue-emitting fluorescent chromophore grafted into the blue phosphorescent chromosphere core through nonconjugated linkage is an efficient way to achieve high-efficiency sky-blue emission.

Sodium-Promoted Borylation of Polycyclic Aromatic Hydrocarbons

Sodium dispersion promotes the reductive borylation of polycyclic aromatic hydrocarbons (PAHs) with MeOBpin. Anthracenes and phenanthrenes are converted to the corresponding dearomatized diborylated products. The reductive diborylation of naphthalene-based small π-systems yields similar yet unstable products that are oxidized into formal C-H borylation products with unique regioselectivity. Pyrene is converted to 1-borylpyrene without the addition of an oxidant. The latter two reactions represent a new route to useful borylated PAHs that rivals C-X borylation and catalytic C-H borylation.

Pyrene-Capped Conjugated Amorphous Starbursts: Synthesis, Characterization, and Stable Lasing Properties in Ambient Atmosphere

A family of trigonal starburst conjugated molecules (TrFPy, TrFPy, and TrF2Py) composed of a truxene core and pyrene cappers with various bridge lengths is synthesized and characterized. The incorporation of pyrene cappers successfully depress the crystallization tendency, resulting in enhanced glassy temperature and improved morphological stability of the thin films. The high photoluminescence yield in neat films and excellent thermal stability render these pyrene-capped starbursts promising lasing optical gain media. Low amplified spontaneous emission (ASE) thresholds (EthASE) of 180 nJ pulse-1 and 101 nJ pulse-1 were recorded for TrFPy and TrF2Py, respectively. One dimensional distributed feedback (1D DFB) lasers demonstrated lasing threshold of 9.3 kW/cm2 and 7.3 kW/cm2 for TrFPy (at 457 nm) and TrF2Py lasers (at 451 nm), respectively. The ASE performance of TrFPy and TrF2Py in an ambient condition was recorded with various annealing temperature (from 80 to 250 °C, 10 min). Surprisingly, TrFPy exhibited excellent ASE stability in an ambient condition, which is still detectable even after annealing at 250 °C for 10 min. The results suggest the pyrene-capped molecular design strategy is positive on improving the optical gain stability and meanwhile maintaining excellent lasing properties. Well-defined starburst conjugated macromolecules with pyrene moieties as end-capped groups are explored as the optical gain media for organic semiconductor lasers. The length of oligofluorene bridges between the truxene core and pyrene cappers is carefully tuned. The relationships between their morphology, thermal stability, and amplified spontaneous emission stability in an ambient condition are systematically investigated, suggesting that the pyrene-capped molecular design improves the optical gain stability.

Synthesis, Characterization and Luminescent Properties of Anthracen- or Pyrene-Based Coumarin Derivatives

Three anthracen- or pyrene-based coumarin derivatives have been successfully synthesized and characterized by EA, IR and 1H NMR. The photophysical properties of all derivatives were investigated by UV-Vis and photoluminescence spectroscopic analysis. Their thermal stabilities were demonstrated by TGA. These compounds exhibit strong blue mission under ultraviolet light excitation and have potential possible to explore organic electroluminescent materials. The vacuum-processed doped devices with a configuration of ITO/TAPC (20?nm)/TBADN: b1 (x wt%, 30?nm)/TPBi (50?nm)/Liq (2?nm)/Al (150?nm) was fabricated, in which the devices based on b1 exhibited the best electroluminescence performance with a maximum brightness of 8165?cd/m2 and a maximum luminous efficiencies of 6.13?cd/A and a maximum external quantum efficiency (EQE) of 2.75%.

Synergistic Effect of Tetraaryl Porphyrins Containing Corannulene and Other Polycyclic Aromatic Fragments as Hosts for Fullerenes. Impact of C60 in a Statistically Distributed Mixture of Atropisomers

Symmetric meso-tetraarylporphyrins bearing phenanthrene, pyrene, and corannulene moieties in meta positions have been synthesized in a straightforward procedure under microwave irradiation by quadruple Suzuki-Miyaura reactions. Their 1H NMR spectra showed the typical pattern of four atropisomers distributed according to their statistical ratio not properly separable due to their fast isomerization. Their ability to bind buckminsterfullerene has been tested with the whole mixture, and different behaviors have been found, α4 isomer corannulene-substituted porphyrins being the best hosts in the family.

Synergy of Electrostatic and π–π Interactions in the Realization of Nanoscale Artificial Photosynthetic Model Systems

In the scientific race to build up photoactive electron donor-acceptor systems with increasing efficiencies, little is known about the interplay of their building blocks when integrated into supramolecular nanoscale arrays, particularly in aqueous environments. Here, we describe an aqueous donor-acceptor ensemble whose emergence as a nanoscale material renders it remarkably stable and efficient. We have focused on a tetracationic zinc phthalocyanine (ZnPc) featuring pyrenes, which shows an unprecedented mode of aggregation, driven by subtle cooperation between electrostatic and π–π interactions. Our studies demonstrate monocrystalline growth in solution and a symmetry-breaking intermolecular charge transfer between adjacent ZnPcs upon photoexcitation. Immobilizing a negatively charged fullerene (C60) as electron acceptor onto the monocrystalline ZnPc assemblies was found to enhance the overall stability, and to suppress the energy-wasting charge recombination found in the absence of C60. Overall, the resulting artificial photosynthetic model system exhibits a high degree of preorganization, which facilitates efficient charge separation and subsequent charge transport.

Phosphoric acid delayed-fluorescence material and preparation method thereof

The invention relates to the technical field of electroluminescence, in particular to a phosphoric acid delayed-fluorescence material and a preparation method thereof. The phosphoric acid delayed-fluorescent material provided by the invention has a structural formula as shown in a formula (I) which is described in the specification. The invention also provides a preparation method of the phosphoric acid delayed-fluorescence material. The preparation method comprises the following step: subjecting a compound as shown in a formula (II) to reacting with a compound as shown in the formula (III) to prepare the compound as shown in the formula (I). The phosphoric acid delayed-fluorescent material and a preparation method thereof provided by the invention solve the technical problems that existing red TADF materials are relatively difficult to synthesize and device efficiency is not high.

Delayed fluorescent material for white light device and preparation method thereof

The invention belongs to the technical field of photoelectric display devices, and particularly relates to a delayed fluorescent material for a white light device and a preparation method thereof. The invention provides a delay fluorescent material for a white light device, which has a structure as shown in a formula (I). The preparation method comprises the following steps: preparing a compound represented by the formula (III) and a compound represented by formula (II) through a reaction; and preparing the compound as shown in the formula (I). The invention provides a delayed fluorescent material for a white light device and a preparation method thereof, and solves the technical problem that an existing white phosphorescent electroluminescent device is low in efficiency.

Heat-activated delayed fluorescent molecule and preparation method thereof

The invention belongs to the technical field of photoelectric display devices, and particularly relates to a heat-activated delayed fluorescence molecule and a preparation method thereof. The invention provides a heat-activated delayed fluorescent molecule which comprises a compound represented by formula (II) and a compound represented by formula (Suzuki) through I coupling reaction. The invention provides a thermal activation delayed fluorescent molecule and a preparation method thereof, and solves the technical defect of low efficiency of an existing TADF small molecule red light material and an electroluminescent device thereof.

Efficient red delayed fluorescent material and preparation method thereof

The invention belongs to the technical field of photoelectric display devices, and particularly relates to an efficient red delayed fluorescent material and a preparation method thereof. The invention provides an efficient red delayed fluorescent material. The structural formula of the efficient red delayed fluorescent material is shown as a formula (I). The invention also provides a preparation method of the efficient red delayed fluorescent material. The preparation method comprises the step of reacting tris (4-aminophenyl) amine with a compound shown in the formula (II) to prepare a compound shown in the formula (I). The invention provides the efficient red delayed fluorescent material and the preparation method thereof, and solves the technical problem of low efficiency of the existing TADF micromolecular red light material.