1598410-12-8

Basic information

• Product Name: 4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene]
• Synonyms: 4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene]
• CAS NO: 1598410-12-8
• Molecular Formula: C31H20BrN
• Molecular Weight: 486.4012
• Mol File: 1598410-12-8.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: 4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene](CAS DataBase Reference)
• NIST Chemistry Reference: 4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene](1598410-12-8)
• EPA Substance Registry System: 4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene](1598410-12-8)

Safety Data

• Hazardous Substances Data: 1598410-12-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronics:
4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene] is used as a component in organic electronics for its potential to contribute to the development of new materials and devices. Its unique structure and functional groups may offer specific advantages in the performance and properties of electronic devices.
Used in Research and Development:
4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene] is used as a research compound for studying new materials and reactions. Its complex structure and the presence of bromine and phenyl groups make it an interesting subject for exploring chemical reactivity, stability, and potential applications in various fields.

Upstream product

• 4269-17-4 4-bromo-9H-fluorene-9-one 
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Relevant articles and documents

High efficiency blue PhOLEDs using spiro-annulated triphenylamine/fluorene hybrids as host materials with high triplet energy, high HOMO level and high Tg

Two spiro-annulated triphenylamine/fluorene oligomers, namely 4′-(9,9′-spirobifluoren-4-yl)-10-phenyl-10H-spiro[acridine-9,9′-fluorene] (NSF-SF), and 4,4′-di(spiro(triphenylamine-9,9′-fluorene)-2-yl)-spiro(triphenylamine-9,9′-fluorene) (NSF-NSF), are designed and synthesized. Their thermal, electrochemical and photophysical properties were investigated. The introduction of spiro-annulated triphenylamine moieties assurances the high HOMO energy levels of NSF-NSF and NSF-SF at -5.31 eV and -5.33 eV, respectively, which accordingly facilitates the hole injection from nearby hole-transporting layer. Meanwhile, the perpendicular arrangement of the spiro-conformation and the full ortho-linkage effectively prevents the extension of the π-conjugation and consequently guarantees their high triplet energies of 2.83 eV. Phosphorescent organic light-emitting devices (PhOLEDs) with the configurations of ITO/MoO3/TAPC/EML/TmPyPB/LiF/Al were fabricated by using the two compounds as host materials and bis[2-(4′,6′-difluorophenyl)pyridinato-N,C2′]iridium(III) picolate (FIrpic) as the dopant. The turn-on voltage of the device B based on NSF-NSF was 2.8 V. Simultaneously, the device exhibited excellent performance with the maximum current efficiency of 41 cd A-1, the maximum power efficiency of 42 lm W-1 and the maximum external quantum efficiency (EQE) of 19.1%. At a high brightness of 1000 cd m-2, the device remained EQE of 16.2% and the roll-off value of external quantum efficiency is 15%.

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.

Compound for organic electroluminescent device, and application thereof

The invention relates to a compound for an organic electroluminescent device. The structure of the compound is shown as a formula (I), in the formula, R1-R6 are respectively and independently selected from a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group and a substituted or unsubstituted heteroaryl group. The compound disclosed by the invention is of a boron main body structure, and the boron element is easier to form a structure with an electronic defect characteristic than the carbon element, so that the derivative of the compound has relatively good electron withdrawing capability. In addition, a spirofluorene unit with the characteristic of good thermal stability is introduced into a boron structural unit, so that the bipolar boron compound with high triplet energy can be obtained; besides, the compound contains a stable multi-element ring structure, so that the stability of the material is greatly improved, the molecular weight is relatively large, and the glass-transition temperature of the material is increased, thereby ensuring that the material is not decomposed after being evaporated for a long time.

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.

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

Based on 4,4 the structure of the- [...][...] 9, the 9-bit [...] a main body material and its application (by machine translation)

Based on 4,4 the structure of the- [...][...] 9, the 9-bit [...] a main body material and its application, the present invention discloses a kind HOMO line condition and at the same time has a high level and the main material with excellent performance, its to 4, the 4-bit connected [...][...] as the molecule skeleton structure, in its 9,9 the connecting substituent [...] -position, which can be connected with transmission performance of the cavity diphenylammonium unit Dn, but also can be connected with electronic transmission performance unit An: phosphorusoxychloride unit, sulfur and oxygen unit, in addition to the two special spiral ring-like structure can be formed. The main body material of the present invention synthetic method is simple and easy to operate, which is suitable to be widely used. Main body material by the present invention of the organic electroluminescent light-emitting device is phosphorescent blue light, has high efficiency, high brightness, low efficiency low starting voltage attenuation and electroluminescent performance, can be widely applied to the organic electroluminescent field. (by machine translation)

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.