380600-91-9

Basic information

• Product Name: 9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde
• Synonyms: 9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde;9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde;IN1909, 9,9-Dioctyl-9H-fluorene-2,7-dicarbaldehyde
• CAS NO: 380600-91-9
• Molecular Formula: C₃₁H₄₂O₂
• Molecular Weight: 446.66398
• EINECS: -0
• Mol File: 380600-91-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 52.0 to 56.0 °C
• Boiling Point: 582.6±43.0 °C(Predicted)
• Appearance: /
• Density: 1.007±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde(380600-91-9)
• EPA Substance Registry System: 9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde(380600-91-9)

Safety Data

• Hazardous Substances Data: 380600-91-9(Hazardous Substances Data)

Usage

General Description

9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde is a chemical compound consisting of a fluorene core with two octyl chains and two aldehyde groups. It is primarily used as a building block in the synthesis of organic semiconductors and light-emitting materials for electronic devices such as organic light-emitting diodes (OLEDs) and field-effect transistors. 9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde possesses good solubility and thermal stability, making it a valuable component in the development of advanced materials for electronic applications. Its unique chemical structure and properties make it a promising candidate for use in the field of organic electronics and optoelectronics.

Upstream product

• 111-83-1 1-bromo-octane 
• 86-73-7 9H-fluorene 
• 16433-88-8 2,7-dibromo-9H-fluorene 
• 222159-97-9 (9,9-dioctyl-9H-fluorene-2,7-diyl)dimethanol 
• 198964-46-4 2,7-dibromo-9,9-dioctylfluorene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1334306-18-1 (E)-7-(4-(diphenylamino)styryl)-9,9-dioctyl-9H-fluorene-2-carbaldehyde 

Relevant articles and documents

Synthesis and characterization of poly(9,9-dialkylfluorenevinylene benzobisoxazoles): New solution-processable electron-accepting conjugated polymers

We present the synthesis of four new solution-processable, fluorescent poly(arylenevinylene)s containing benzobisoxazole and fluorene moieties. Two different moieties (cis- and trans-benzobisoxazole) and two different alkyl substituents (octyl and 3,7-dimethyloctyl) were used to study the impact of the structure on the electronic, optical, and thermal properties of these polymers. The polymers were characterized using UV - visible and fluorescence spectroscopy, cyclic voltammetry, thermal gravimetric analysis (TGA), and differential scanning calorimetry (DSC). All of the polymers possess moderate molecular weights, good solubility in aprotic organic solvents, high fluorescence quantum efficiencies in dilute solutions, and high electron affinities. Cyclic voltammetry revealed quasi-reversible reduction for these polymers. Solution-processed light-emitting diodes using dilute blends of the polymer in a poly(N-vinyl carbazole) matrix gave blue emission with luminous efficiencies of up to 1 Cd/A at ～470 nm which is very promising for deep blue-emitting polymer LEDs.

Quinoid compounds and preparation method and applications thereof

Quinoid compounds and a preparation method and applications thereof are disclosed. The general structure of the compounds is shown in the description. The structures of the compounds can be easily modified, and the compounds have characteristics of good molecular skeleton planarity, high self-assembling capability, low energy level of the highest unoccupied orbit (LUMO), narrow band gaps, and insensitivity to water and oxygen, and therefore the compounds as organic semiconductor materials can greatly improve hole and electron transmission capability so that the compounds are applied as n type(electron transmitting) materials and bipolar materials (capable of transmitting holes and electrons) into organic field effect transistors, organic solar cells, perovskite solar cells, organic thermoelectric and organic light-emitting devices, and the like.

Synthesis and ring opening reaction of octaoctyl substituted [2.2.2.2](2,7)-fluorenophanetetraene by photooxidation

Octaoctyl substituted fluorenophanetetraene has been synthesized from its corresponding octaoctyl substituted tetrathia[3.3.3.3]fluorenophane followed by benzyne Stevens rearrangement, oxidation and thermal elimination. The solid-state structure of octaoctyl substituted [2.2.2.2](2,7)-fluorenophanetetraene reveals that fluorene units are connected by cis vinylenes and alkyl chains are located inside and outside the rings. The photooxidation reaction of the fluorenophanetetraene was carried out in a dilute solution under UV light irradiation to give all trans linear fluorenevinylene with aldehyde end groups. The optical properties of the fluorenophanetetraene and its linear compound generated by photooxidation have been investigated and compared. The fluorescence quantum yield of the fluorenophanetetraene in solution is much lower than that of its linear compound generated by photooxidation due to shorter effective conjugation lengths; however, the fluorescence intensity of the fluorenophanetetraene in the solid state is much higher than that of its linear compound generated by photooxidation possibly due to weak intermolecular interaction.