1241891-64-4

Basic information

• Product Name: 2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene]
• Synonyms: 2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene]
• CAS NO: 1241891-64-4
• Molecular Formula: C₃₁H₂₀BrN
• Molecular Weight: 486.4012
• Mol File: 1241891-64-4.mol

Chemical Properties

• Boiling Point: 588.4±39.0 °C(Predicted)
• Appearance: /
• Density: 1.49±0.1 g/cm3(Predicted)
• PKA: -3.18±0.20(Predicted)
• CAS DataBase Reference: 2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene](CAS DataBase Reference)
• NIST Chemistry Reference: 2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene](1241891-64-4)
• EPA Substance Registry System: 2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene](1241891-64-4)

Safety Data

• Hazardous Substances Data: 1241891-64-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene] serves as a valuable building block in organic synthesis, providing a foundation for the creation of more complex molecules and compounds. Its unique structural features enable it to be a versatile component in the synthesis of various organic compounds.
Used in Coordination Chemistry:
In coordination chemistry, 2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene] can act as a ligand, interacting with metal ions to form coordination complexes. This property allows it to be utilized in the development of new materials with specific properties, such as catalysts or sensors.
Used in Pharmaceutical Research:
2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene]'s distinct molecular structure and potential reactivity make it an interesting target for pharmaceutical research. It may contribute to the discovery of new drugs or drug candidates, particularly in the areas of medicinal chemistry and drug design.
Used in Material Science:
2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene] has the potential to be incorporated into the development of advanced materials with unique properties. Its structural features and reactivity can be harnessed to create materials with applications in various industries, such as electronics, energy, or nanotechnology.
Used in Biological Imaging Studies:
As a fluorescent probe, 2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene] may find use in biological imaging studies. Its fluorescence properties can be exploited to visualize and track biological processes, providing valuable insights into cellular and molecular mechanisms.

Upstream product

• 3096-56-8 2-bromofluoren-9-one 
• 78600-31-4 N-(2-bromophenyl)-N-phenylbenzenamine 
• 122-39-4 diphenylamine 
• 583-55-1 1-Bromo-2-iodobenzene 
• 171408-76-7 2-bromo-9,9'-spirobifluorene 

Downstream Products

• 1454372-37-2 10-phenyl-2'-(triphenylsilyl)-10H-spiro[acridine-9,9'-fluorene] 
• 1241891-65-5 (10-phenyl-2'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-10H-spiro[acridine-9,9'-fluorene]) 

Relevant articles and documents

Multiple photoluminescence of spiro[acridine-fluorene]-based: O -carboranyl compounds with potential as a visual sensory material

Two spiro[acridine-9,9′-fluorene]-based closo-o-carboranyl compounds, namely p-SAC and o-SAC, were prepared and fully characterized. p-SAC exhibited a weak high energy emission trace only in tetrahydrofuran (THF) at 298 K, while the photoluminescence (PL) spectra at 77 K exhibited intense emission in the low energy region. However, o-SAC exhibited an excellent dual-emissive pattern in THF at both 298 and 77 K. The electronic transition in each excited state (S1) was calculated, which confirmed that the high and low energy emission originated from locally excited (LE) states on the fluorene moieties and intramolecular charge-transfer (ICT) transitions corresponding to o-carboranes, respectively. All these characteristics indicated that ICT-based radiative decay was only favored in the rigid state, where structural fluctuations were restricted. Energy barriers were calculated based on relative energies at various dihedral angles around the o-carborane cages in p-SAC and o-SAC. The rotational motion of the o-carborane cage was less restricted in p-SAC when compared to o-SAC, resulting in suppression of the ICT-based emission when p-SAC was in solution. The PL experiments in the THF/water mixtures indicated that these features were caused by the aggregation-induced emission (AIE) effect. An acetonitrile solution containing relatively high concentrations of o-SAC (ca. 10-3 M) exhibited a dramatic emission color change from deep red to sky blue when the temperature was increased. The higher temperature caused a natural conversion from a colloidal state (slightly aggregated) to a clear solution. Consequently, the photophysical features of p-SAC and o-SAC demonstrated the application potential of π-aromatic conjugated o-carboranyl compounds as visual sensory materials. This journal is

Spirotriphenylamine based star-shaped D-A molecules meeting AIE chromophore for both efficient solution-processed doped and nondoped blue organic light-emitting diodes

To explore the structure-property of donor-acceptor (D-A) type blue emitter, in this contribution, four star-shaped compounds of p-TPA, m-TPA, p-TPA-TPE and m-TPA-TPE using spirotriphenylamine as the donor unit and triazine as the acceptor core were designed and prepared. The tetraphenylethene (TPE) unit was introduced into the D-A molecules to enhance the emission efficiency in solid state. The photophysical properties of all compounds were comparatively studied through experimental and theoretical methods. All these D-A compounds displayed blue emission (443–487?nm) both in solution and neat film. Compared to p-TPA and m-TPA, p-TPA-TPE and m-TPA-TPE possessed clear aggregated-induced emission (AIE) property and higher emission efficiency in the solid state. Both the doped and non-doped organic light-emitting diodes (OLEDs) based on m-TPA and m-TPA-TPE were fabricated by solution-processable approach. The m-TPA-TPE based non-doped device showed a satisfying performance with a high current efficiency of 4.2?cd/A and an external quantum efficiency of 1.8% in the bluish-green region. This research demonstrates that integrating AIE unit into D-A molecule is an effective strategy for design high efficient blue emitter in non-doped OLEDs.

The Control of Conjugation Lengths and Steric Hindrance to Modulate Aggregation-Induced Emission with High Electroluminescence Properties and Interesting Optical Properties

A series of novel AIE-active (aggregation-induced emission) molecules, named SAF-2-TriPE, SAF-3-TriPE, and SAF-4-TriPE, were designed and synthesized through facile reaction procedures. We found that incorporation of the spiro-acridine-fluorene (SAF) group, which is famous for its excellent hole-transporting ability and rigid structure, at different substitution positions on the phenyl ring affected the conjugation lengths of these compounds. Consequently, we have obtained molecules with different emission colors and properties without sacrificing good EL (electroluminescence) characteristics. Accordingly, a device that was based on compound SAF-2-TriPE displayed superior EL characteristics: it emitted green light with ηc, max=10.5 cd A-1 and ηext, max=4.22 %, whereas a device that was based on compound SAF-3-TriPE emitted blue-green light with ηc, max=3.9 cd A-1 and ηext, max= 1.71 %. These compounds also displayed different AIE performances: when the fraction of water in the THF solutions of these compounds was increased, we observed a significant improvement in the ΦF of compounds SAF-2-TriPE and SAF-3-TriPE; in contrast, compound SAF-4-TriPE showed an abnormal phenomenon, in that it emitted a strong fluorescence in both pure THF solution and in the aggregated state without a significant change in ΦF. Overall, this systematic study confirmed a relationship between the regioisomerism of the luminophore structure and its AIE activity and the resulting electroluminescent performance in non-doped devices. Luminophores for organic LEDs: A series of new molecules, named SAF-2-TriPE, SAF-3-TriPE, and SAF-4-TriPE, that contain a quasi-TPE (tetraphenylethene) subunit, were developed (see figure). These compounds displayed typical aggregation-induced emission (AIE) properties, with the exception of the more weakly emitting SAF-4-TriPE. Additionally, non-doped devices based on luminogens SAF-2-TriPE, SAF-3-TriPE, and SAF-4-TriPE were fabricated, and they displayed different electroluminescence properties with quantum efficiencies of 4.22, 1.71, and 1.42 %, respectively.

Novel compound and organic light emitting device comprising the same

The present invention provides a novel compound and an organic light emitting device using the same. The present invention provides a compound represented by chemical formula 1. The compound represented by the chemical formula 1 can be used as a material for an organic layer of the organic light emitting device, and can improve efficiency, lower driving voltage, and/or improve lifespan characteristics in the organic light emitting device.

Novel compound and organic light emitting device comprising the same

The present invention provides a novel compound and an organic light emitting device using the same. A compound represented by chemical formula 1 can be used as a material for an organic layer of the organic light emitting device, and can improve efficiency, lower driving voltage, and/or improve lifespan characteristics in the organic light emitting device.

ORGANIC LIGHT-EMITTING DIODE

Provided is an organic light-emitting diode comprising: a positive electrode; a negative electrode provided to face the positive electrode; a light-emitting layer provided between the positive electrode and the negative electrode; a hole adjusting layer having one or more layers provided between the positive electrode and the light-emitting layer, in which one or more layers of the hole adjusting layers includes at least one compound of Formulae 1 or Formula 2, and the light-emitting layer includes a compound of Formula 3: wherein: G1 to G4 are each independently a substituted or unsubstituted alkyl or aryl group; L1 to L7 are each independently a direct bond, or a substituted or unsubstituted arylene or heteroarylene group; at least one of X1 to X3 is N, and any remaining is each CR8; and Ar1 to Ar6 are each independently a substituted or unsubstituted aryl or heteroaryl group, or Ar2 and Ar3 together form a substituted or unsubstituted hetero ring.

COMPOUND, MATERIAL FOR ORGANIC ELECTROLUMINESCENCE DEVICES, ORGANIC ELECTROLUMINESCENCE DEVICE, AND ELECTRONIC DEVICE

A compound represented by formula (1): wherein each symbol is as defined in the specification, provides a high performance organic electroluminescence device which comprises a cathode, an anode and an organic layer between the cathode and the anode, wherein the organic layer comprises a light emitting layer and at least one layer of the organic layer comprises the compound.

ORGANIC ELECTROLUMINESCENCE DEVICE AND ELECTRONIC DEVICE

A compound represented by formula (1): wherein R1 to R8, R12 to R18, R21 to R25, R31 to R48, L1 to L3, and Ar are as defined in the specification, provides a high performance organic electroluminescence device which comprises a cathode, an anode and an organic layer between the cathode and the anode, wherein the organic layer comprises a light emitting layer and at least one layer of the organic layer comprises the compound.

COMPOUND, MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENT, ORGANIC ELECTROLUMINESCENT ELEMENT, AND ELECTRONIC APPARATUS

PROBLEM TO BE SOLVED: To provide a compound that creates an organic EL element showing excellent organic EL performance, an organic EL element containing the compound and showing excellent organic EL performance, and an electronic apparatus containing the organic EL element. SOLUTION: The present invention provides an organic EL element containing, for example, compound 1, and an electronic apparatus containing the organic EL element. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

Organic compound, and Organic light emitting diode and Organic light emitting diode display device including the same

Provided is an organic compound which has a core with a heterocyclic structure including at least two nitrogen, and also ensures high luminous efficiency. The organic compound can be used as a common host for light-emitting material layers, electron transfer layers, and an electrode injection layers, thereby simplifying production processes for organic light-emitting diodes and organic light-emitting diode devices, and ensuring high luminous efficiency with low driving voltage.COPYRIGHT KIPO 2017