15499-84-0

Basic information

• Product Name: 4,4'-(9-Fluorenylidene)dianiline
• Synonyms: AKOS BBB/416;9,9'-BIS (4-AMINOPHENYL) FLUORENE;9,9-BIS(4-AMINOPHENYL)FLUORENE;4,4'-(9-FLUORENYLIDENE)DIANILINE;9,9-Bis(4-aMinophenyl)fluorene (BAFL);BenzenaMine,4,4'-(9H-fluoren-9-ylidene)bis-;4,4'-(9-Fluorenylidene)dianiline 99%;9,9-Bis(4-aminophenyl)fluorene(FDA)
• CAS NO: 15499-84-0
• Molecular Formula: C₂₅H₂₀N₂
• Molecular Weight: 348.44
• EINECS: 1312995-182-4
• Product Categories: Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Electronic Chemicals;Electroluminescence;Fluorenes;Fluorenes & Fluorenones;Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research;Nitrogen Compounds;Organic Building Blocks;Polyamines
• Mol File: 15499-84-0.mol

Chemical Properties

• Melting Point: 237-239 °C(lit.)
• Boiling Point: 535.2 °C at 760 mmHg
• Flash Point: 334.1 °C
• Appearance: /
• Density: 1.245 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.92±0.10(Predicted)
• Water Solubility: Insoluble in water
• CAS DataBase Reference: 4,4'-(9-Fluorenylidene)dianiline(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-(9-Fluorenylidene)dianiline(15499-84-0)
• EPA Substance Registry System: 4,4'-(9-Fluorenylidene)dianiline(15499-84-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 15499-84-0(Hazardous Substances Data)

Usage

Uses

Used in High-Strength Material Industry:
4,4'-(9-Fluorenylidene)dianiline is used as a precursor for the synthesis of high-strength materials. Its unique chemical structure contributes to the development of materials with enhanced mechanical properties, making it suitable for applications requiring robust and durable components.
Used in High-Temperature Polymer Industry:
4,4'-(9-Fluorenylidene)dianiline is also used as a monomer in the production of high-temperature polymers. These polymers exhibit excellent thermal stability and resistance to degradation, making them ideal for use in environments with extreme temperature conditions, such as aerospace, automotive, and electronics industries.

Upstream product

• 486-25-9 9-fluorenone 
• 62-53-3 aniline 
• 76123-68-7 C₂₉H₂₄N₂O₂ 
• 103-84-4 Acetanilid 
• 142-04-1 aniline hydrochloride 
• 36663-09-9 aniline hydrochloride 

Downstream Products

• 128406-10-0 9,9-bis(4-bromophenyl)-9H-fluorene 
• 474115-76-9 9,9-bis(4-iodophenyl)-9H-fluorene 
• 959706-82-2 9,9-bis[4'-(5''-methylene-8''-hydroxyquinoline)phenyl]-fluorene 
• 954497-15-5 9,9-bis[4-(3,6-di-tert-butyl-9-carbazolyl)phenyl]fluorene 

Relevant articles and documents

A soluble porous organic polymer for highly efficient organic-aqueous biphasic catalysis and convenient reuse of catalysts

Functional porous organic polymers (POPs) such as PIM-1 with good solubility have been used for the homogenization of heterogeneous catalysts very recently, in addition to the traditional gas/liquid adsorption and separation. As emerging functional POPs, Azo-POPs have been studied broadly, although they are usually insoluble. This paper reports a novel soluble Azo-POP (named Azo-POP-7) with a fluorene-derived β-hydroxy-azobenzene subunit in the polymer main chain for the first time via a facile azo-coupling polymerization of contorted monomers. The resultant polymers exhibited a Brunauer-Emmett-Teller (BET) specific surface area of 364 m2 g-1 and good solubility in most organic solvents. Moreover, the soluble catalyst Pd@Azo-POP-7 showed the highest efficiency (kapp = 4.95 × 10-2 s-1) for the organic-aqueous biphasic reduction reaction of 4-nitrophenol with good recyclability (12 cycles). This work introduces a novel strategy for designing novel functional POPs for organic/aqueous biphasic catalysis.

Novel multifunctional fluorene-phenanthroimidazole hybrid materials: Non-doped near-ultraviolet fluorescent emitter and host for green phosphorescent OLEDs

Deep-blue-emissive host materials are crucial to achievement of high-performance full-color organic light-emitting diodes (OLEDs), simplifying the manufacturing process and reducing production costs. To develop efficient deep-blue-emissive host materials is still challenging. By incorporating 9,9-diphenylfluorene moiety into phenanthroimidazole via the insulating N1 position of imidazole, two fluorene-phenanthroimidazole hybrid near-ultraviolet-emitting materials FL-PI and FL-BPI were designed and synthesized. The photophysical property, thermal and amorphous ability, electrochemical property and electron structure could be effectively regulated by molecular design strategy. Both FL-PI and FL-BPI exhibited moderate near-ultraviolet emission (0.50/0.63), high triplet energy level (2.58/2.57eV), high thermostability (Td: 371/542 °C; Tg: 134/210 °C) and carrier-transporting nature. Non-doped near-ultraviolet OLEDs adopting FL-BPI emitter showed the maximum efficiencies of 5.4%, 3.8 cd A?1 and 2.8 lm W?1 with the CIE coordinates of (0.15, 0.05). In addition, FL-PI/FL-BPI-hosted green phosphorescent OLEDs demonstrated the maximum efficiencies of 16.3%, 28.8 cd A?1, 21.1 lm W?1 and 21.1%, 75.3 cd A?1, 27.8 lmW?1, respectively. Moreover, the external quantum efficiencies of FL-PI/FL-BPI-hosted green phosphorescent devices remained as high as 16.1% and 21.0% at 1000 cd m?2. This work demonstrates that the strategy for the development of near-ultraviolet high-emissive host materials is feasible.

Synthesis method of 9,9-bis(4-aminophenyl)fluorene derivative

The invention relates to a synthesis method of a 9,9-bis(4-aminophenyl)fluorene derivative. The synthesis method comprises the following steps: sequentially adding 9-fluorenone, aniline, a catalyst and a solvent into a three-neck flask provided with a stirrer, a thermometer and a water segregator; introducing N2 is into the three-neck flask for protection, starting the stirrer, performing heatingreflux; after the reaction is finished, cooling, filtering, washing a filter cake with a small amount of solvent to obtain a catalyst, distilling filtrate under reduced pressure to sequentially distill out the solvent and a small amount of unreacted aniline; wherein the residue obtained after distillation is a crude product, and re-crystallizing to obtain a pure product, namely the required 9,9-bis(4-aminophenyl)fluorene product. The method has the advantages that the green solid acid montmorillonite K10 is used as a catalyst and can be reused for 2-3 times, three wastes generated by neutralization are reduced, the use amount of aniline is also reduced, aniline can be recycled, the reaction conditions are mild, the operation is simple and convenient, and the method is an economical and feasible clean production process and can be easily applied to large-scale production.

Preparation method for 9,9-bis(4-aminophenyl)fluorene

The invention belongs to the field of fine chemical industry, and specifically relates to a preparation method for 9,9-bis(4-aminophenyl)fluorene with excellent hue and high purity. The preparation method comprises the following steps: with 9-fluorenone, aniline, aniline hydrochloride, sodium hydrogen sulfite and toluene as raw materials, carrying out a reaction so as to obtain a crude 9,9-bis(4-aminophenyl)fluorene product; then carrying out pulping with a pulping solvent so as to obtain high-purity 9,9-bis(4-aminophenyl)fluorene; and adding the above-mentioned obtained 9,9-bis(4-aminophenyl)fluorene into deionized water, adding hydrochloric acid and active carbon, carrying out heating to 60 to 100 DEG C, carrying out decolorizing for 2 to 6 hours, then carrying out hot filtration at 60 to 100 DEG C, after completion of hot filtration, dropwise adding ammonia water with a concentration of 10 to 25% at 60 to 80 DEG C so as to neutralize a pH value of a filtrate to 9 to 10, after the pHvalue is adjusted, carrying out full stirring, then carrying out cooling to 20 to 30 DEG C, and carrying out filtering so as to obtain the 9,9-bis(4-aminophenyl)fluorene with excellent hue and high purity. The preparation method has simple process route; meanwhile, by adoption of an after-treatment method and a decolorizing method, the 9,9-bis(4-aminophenyl)fluorene prepared by using the preparation method provided by the invention has excellent hue and high purity.

Application of supported heteropoly acid catalyst in preparation of 9,9-bi(4-amido aryl) fluorene type compound

The invention provides application of a supported heteropoly acid catalyst in preparation of a 9,9-bi(4-amido aryl) fluorene type compound. The supported heteropoly acid catalyst is prepared from heteropoly acid and a solid carrier, wherein the solid heteropoly acid is one or two kinds of materials from heteropoly acid such as phosphotungstic acid, phosphomolybdic acid, silicotungstic acid, silicomolybdic acid, germanotungtic acid or germanium molybdic acid; the carrier is one of materials from white clay, bentonite, kieselguhr, natural clay, silicon dioxide, aluminum oxide, molecular sieves,kaolin or active carbon. The application has the beneficial effects that the operation is simple and convenient; the reaction time is short; the yield is high; the catalyst can be repeatedly used formany times; the catalytic efficiency is improved; the production cost is also reduced; the environment pollution and the equipment corrosion are reduced; the application is applicable to industrial sustainable production.

Fluorene-based phosphine oxide host materials for blue electrophosphorescence: An effective strategy for a high triplet energy level

A bolt from the blue! Two novel host materials for blue electrophosphorescence were designed and synthesized by modification of fluorene at the 9-position with diphenylphosphine oxide to give high triplet energy levels of 2.99 eV (see scheme), achieved through an indirect linkage of the chromophore and the phosphine oxide moieties. These host materials were also found to exhibit high thermal and morphological stabilities and efficient energy transfer.

Functionalized Photoreactive Compounds

The present invention concerns functionalized photoreactive compounds of formula (I), that are particularly useful in materials for the alignment of liquid crystals. Due to the adjunction of an electron withdrawing group to specific molecular systems bearing an unsaturation directly attached to two unsaturated ring systems, exceptionally high photosensitivities, excellent alignment properties as well as good mechanical robustness could be achieved in materials comprising said functionalized photoreactive compounds of the invention.

Epoxy resin curing agent, curing process and composition containing it

Epoxy resin compositions which on curing yield cured resins having a high glass transition temperature, high ductility, and low moisture pick-up sed. To obtain such cured resins, 9,9--bis(aminophenyl)fluorenes are used as cured agents.