4569-45-3

Basic information

• Product Name: 9,9-Dimethyl-9H-fluorene
• Synonyms: 9,9-DIMETHYLFLUORENE;9,9-Dimethyl-9H-fluorene;9,9-dimethyl-fluororene;9,9-Dimethylfluorene (purified by sublimation);9,9'-Dimethylfluorenee;9,9-Dimethyl-9H-fluo;9,9-DiMethylfluorene, 9,9-DiMethyl-9H-fluorene;9,9- two Methylfluorene
• CAS NO: 4569-45-3
• Molecular Formula: C₁₅H₁₄
• Molecular Weight: 194.27
• EINECS: 1312995-182-4
• Product Categories: Fluorene Derivatives;Electronic Chemicals;Fluorenes;Fluorenes & Fluorenones;Fluorene Series;Halogenated Heterocycles ,Thiophenes ,Thiazolines/Thiazolidines
• Mol File: 4569-45-3.mol

Chemical Properties

• Melting Point: 96°C
• Boiling Point: 287 °C
• Flash Point: 138.7 °C
• Appearance: /
• Density: 1.04 g/cm³
• Vapor Pressure: 0.00196mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 9,9-Dimethyl-9H-fluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,9-Dimethyl-9H-fluorene(4569-45-3)
• EPA Substance Registry System: 9,9-Dimethyl-9H-fluorene(4569-45-3)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 4569-45-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14/c1-15(2)13-9-5-3-7-11(13)12-8-4-6-10-14(12)15/h3-10H,1-2H3

Upstream product

• 4635-81-8 2-(biphenyl-2-yl)propan-2-ol 
• 86-73-7 9H-fluorene 
• 67-68-5 dimethyl sulfoxide 
• 74-83-9 methyl bromide 
• 2523-37-7 9-methylfluorene 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 362-59-4 2-trifluoromethyl-biphenyl 
• 75-24-1 trimethylaluminum 
• 19099-54-8 2-isopropyliodobenzene 
• 1993-03-9 o-fluorophenylboronic acid 
• 616-38-6 carbonic acid dimethyl ester 
• 74-96-4 ethyl bromide 

Downstream Products

• 59247-39-1 4a,9,9-Trimethyl-2,4a-dihydrofluoren 
• 59247-40-4 1,9,9-Trimethyl-1,4-dihydrofluoren 
• 59247-38-0 9,9-Dimethyl-1,4-dihydrofluoren 
• 358626-87-6 9,9-dimethyl-γ-oxo-9H-fluorene-2-butanoic acid methyl ester 
• 897671-69-1 N?(biphenyl?4?yl)?9,9?dimethyl?9H?fluorene?2?amine 
• 59985-40-9 1-(4-tert-butylbenzyldisulfanyl)-4-tert-butylbenzene-1-methane 
• 15446-31-8 ditrityl disulfide 
• 34895-45-9 di(adamantan-1-yl) disulfide 

Relevant articles and documents

Metal-selective coordination and enhanced fluorescence of a self-assembling ligand scaffold

A fluorescent hydroxyiminonicotinonitile (HINT) coordinating group can be incorporated into self-assembling ligand scaffolds, and shows metal-selective assembly and enhanced fluorescence. The assembly process is dependent on ligand coordination angle, and coordination only occurs for oxophilic first row transition metal ions, with affinity enhanced by the supramolecular assembly process. The ligands are weakly emissive, and show strong enhancement in fluorescence upon Zn2+ coordination, whereas Co2+ or Fe2+ cause complete quenching.

Efficient luminescence from fluorene- and spirobifluorene-based lanthanide complexes upon near-visible irradiation

We describe herein the synthesis and photophysical characterization of new lanthanide complexes that consist of a (9,9-dimethylfluoren-2-yl)-2-oxoethyl or a (9,9-spirobifluoren-2-yl)-2-oxoethyl unit as the antenna, covalently linked to a 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (DO3A) unit as the Ln3+ (Gd3+, Eu3+, Sm3+, Tb 3+, Dy3+) coordination site. We were able to translate the spectroscopic properties of the innovative bipartite ligands into the formation of highly luminescent europium complexes that exhibit efficient emission (φse>0.1) upon sensitization in the near-visible region, that is, with an excitation wavelength above 350 nm. The luminescence of the Eu 3+complexes is clearly detectable at concentrations as low as 10 pM. Furthermore, the structural organization of these bipartite ligands makes the complexes highly soluble in aqueous solutions and chemically stable over time. Lighting up: Innovative fluorene- and spirobifluorene-based lanthanide complexes show efficient luminescence upon sensitization in the near-visible region. Lanthanide emission is detectable at concentration as low as 10 pM in aqueous solution (see figure).

Solid-state construction of zigzag periphery: Via intramolecular C-H insertion induced by alumina-mediated C-F activation

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Fluorene-containing diamine monomer, polyimide film and preparation method and application thereof

The invention relates to the technical field of organic photoelectric polymers, and particularly relates to a fluorene-containing diamine monomer, a polyimide film and a preparation method and application thereof. The fluorene-containing diamine monomer provided by the invention has a structure as shown in a formula I defined in the description. The fluorene-containing diamine monomer provided by the invention is polymerized with a dianhydride monomer, so that the heat resistance of a polyimide film can be greatly improved, and the thermal expansion coefficient of the film can be reduced.

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New synthesis method of 9,9-dimethyl fluorene

The invention belongs to the technical field of synthesis of a chemical display material, relates to a new synthesis process of an OLED material intermediate and particularly relates to a new synthesis method of 9,9-dimethyl fluorene. According to the method, the 9,9-dimethyl fluorene is prepared by performing reaction on dimethyl carbonate serving as a methylating reagent and fluorene in an organic solvent system within a certain temperature range and under the condition of alkaline substances. The dimethyl carbonate serves as the methylating reagent, so that the reaction process is stabilized and the economic property is greatly improved; meanwhile, due to use of the dimethyl carbonate, use of low-boiling-point highly toxic products such as methyl iodide and methyl bromide is avoided andenvironmental friendliness is realized; furthermore, the generated wastewater is single in component and convenient to treat.

Preparation method of 2-(4-biphenyl)amino-9,9-dimethylfluorene

The invention belongs to the field of organic synthesis and provides a preparation method of a novel liquid crystal material 2-(4-biphenyl)amino-9,9-dimethylfluorene. The preparation method is characterized in that fluorene is subjected to methylation with methyl iodide to obtain 9,9-dimethylfluorene, 9,9-dimethylfluorene is subjected to nitration with nitric acid to obtain 2-nitro-9,9-dimethylfluorene, 2-nitro-9,9-dimethylfluorene is subjected to hydrazine hydrate reduction to obtain 2-amino-9,9-dimethylfluorene, and 2-amino-9,9-dimethylfluorene is subjected to reaction with bromobiphenyl toobtain 2-(4-biphenyl)-amino-9,9-dimethylfluorene; the structure of the 2-(4-biphenyl)-amino-9,9-dimethylfluorene is characterized via 1H-NMR, 13C-NMR, IR and MS. The 2-(4-biphenyl)-amino-9,9-dimethylfluorene has good thermostability and high glass transition temperature and is applicable to hole transport materials in organic light-emitting devices.

Compound containing aza-5-membered ring and application thereof in organic electroluminescent devices

The invention discloses a compound containing an aza-5-membered ring and an application thereof in organic electroluminescent devices. The compound is composed of the aza-5-membered ring, has deep HOMO energy level and high hole mobility rate, and is suitable for electronic barrier materials. In addition, the compound has strong group rigidity, has molecules difficult to crystallize and gather, and has good film-forming property. After the compound as an organic electroluminescent functional layer material is applied in OLED devices, the current efficiency, power efficiency and external quantum efficiency of the devices are greatly improved, and the lifetime of the devices is significantly prolonged.

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Air-Stable Pd Catalytic Systems for Sequential One-Pot Synthesis of Challenging Unsymmetrical Aminoaromatics

The selective functionalization of dibromoaromatic scaffolds using air-stable palladium catalytic systems was carried out. This methodology involved rapid mono and diselective Buchwald-Hartwig aminations via microwave irradiation. The conditions were optimized to couple sequentially different moieties in one pot. Couplings with a wide scope of amines allowed accessing a new library of symmetrical and unsymmetrical derivatives (35 examples). Using this versatile method, a near-IR push-pull sensor was prepared installing the electron-donating and -withdrawing groups through a multicomponent reaction. These conditions revealed to be gram-scalable and adaptable to various groups; hence, promoting facile use in synthetic chemistry.