357219-41-1

Usage

Uses

Used in Electronics Industry:
9,9-Bis(2-ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluorene is used as a hole-transporting material in organic light-emitting diodes (OLEDs) for its efficient charge transport and stability. Its unique molecular structure allows for improved device performance and reliability.
Used in Organic Light-Emitting Diodes (OLEDs):
In the OLED industry, 9,9-Bis(2-ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluorene serves as a crucial component, enhancing the efficiency and stability of the devices. Its role as a hole-transporting material contributes to the overall performance and longevity of OLEDs, making it an essential part of their design and fabrication process.

Upstream product

• 18908-66-2 3-bromomethylheptane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 188200-93-3 2,7-dibromo-9,9-di(2-ethylhexyl)fluorene 
• 16433-88-8 2,7-dibromo-9H-fluorene 
• 73183-34-3 bis(pinacol)diborane 

Relevant academic research and scientific papers

A simple fluorene core-based non-fullerene acceptor for high performance organic solar cells

A small molecule non-fullerene acceptor based on a fluorene core having a furan π-spacer and end capped with rhodanine (FRd2) is developed for solution processable bulk heterojunction organic solar cells (OSCs). The simplistic synthetic protocol reduces several reaction steps and hence production cost. Extended π-conjugation via furan units and the presence of electronegative rhodanine groups result in a power conversion efficiency of 9.4% in OSCs, which is the highest so far among these categories of molecules.

D–π–A polysulfones for blue electroluminescence

Donor–π–acceptor type fluorene-based copolymers with a sulfone unit were designed and synthesized for application in efficient pure-blue light emitting. The electroluminescence behaviors of these copolymers were investigated by fabricating light-emitting diodes and electrochemical cell devices. The former device little functioned but the latter worked well. The electrochemical cell devices having a configuration of ITO/PEDOT:PSS/copolymer:ionic liquid/Al exhibited purplish blue electroluminescence with an emission maximum at 434 nm (CIE coordinates (x, y) = (0.17, 0.10)) measured at 7 V. The initial positive scan of the D–π–A polysulfone based light emitting electrochemical cell with a sweep rate of 0.1 V s?1 afforded a maximum luminance of 1080 cd m?2 with a current efficiency of 1.96 cd A?1 at an operating voltage of 12.5 V.

Synthesis, optical, and electrochemical properties of 4-fluorophenyl end-capped oligofluorenes

This paper presents a series of oligofluorenes mainly based on 9,9-bis(2-ethylhexyl)fluorene units whose rigid core has been extended with 4-fluorobenzene termini. Thermogravimetric analysis, differential scanning calorimetry, absorption spectra, photolum

Indan-1,3-dione electron-acceptor small molecules for solution-processable solar cells: A structure-property correlation

A structure-device performance correlation in bulk heterojunction solar cells for new indandione-derived small molecule electron acceptors, FEHIDT and F8IDT, is presented. Devices based on the former exhibit higher power conversion efficiency (2.4%) and higher open circuit voltage, a finding consistent with reduced intermolecular interactions.

Indan-1,3-dione electron-acceptor small molecules for solution-processable solar cells: A structure-property correlation

A structure-device performance correlation in bulk heterojunction solar cells for new indandione-derived small molecule electron acceptors, FEHIDT and F8IDT, is presented. Devices based on the former exhibit higher power conversion efficiency (2.4%) and higher open circuit voltage, a finding consistent with reduced intermolecular interactions.

Electron-transporting naphthalimide-substituted derivatives of fluorene

Naphthalimide-substituted derivatives of fluorene were synthesized by Suzuki-Miyaura coupling reactions. Most of the synthesized materials were found to constitute glasses with glass transition temperatures ranging from 30 to 76 C as characterized by differential scanning calorimetry. Their initial weight loss temperatures range from 315 to 466 C. Dilute solutions of the naphthalimide-substituted derivatives of fluorene in nonpolar solvents were found to emit in the blue region with high quantum yield ranging from 0.47 to 0.69, while in the solid state fluorescence quantum yields were found to be in the range of 0.06-0.25. Fluorenes possessing two naphthalimide moieties exhibited higher values of the fluorescence quantum yield due to enhanced oscillator strength of the transition. The derivatives of fluorene containing naphthalimide moieties exhibited pronounced positive solvatochromic behaviour in polar solvents indicating on charge-transfer character of the lowest excited states. Fluorescence red shift in dimethylsulfoxide is found of 94 nm, while the fluorescence quantum yield is increasing with polarity from 0.47 in cyclohexane to 0.84 in dimethylsulfoxide. Such untypical enhancement of fluorescence quantum yield is accounted to reduced intersystem crossing in polar solvents, which is proved by almost 10 fold increase in the values of nonradiative decay rate for compounds dissolved in polar solvents. Time-of-flight electron drift mobilities of the layer of 2,7-di((N-octyl-1,8-naphthalimide)-4-yl)-9,9-dioctyl- 9H-fluorene in air at 25 C appproach 1.2 × 10-3 cm2 V-1 s-1 at an eletric field of 6.4 × 105 Vcm-1.

Synthesis and characterization of monodisperse oligofluorenes

An efficient synthesis of 9,9-bis(2-ethylhexyl)fluorene oligomers up to the heptamer is reported, with repetitive Suzuki and Yamamoto coupling reactions employed in the synthesis. The key steps for preparation of the essential intermediates include Pd-catalyzed transformation of aryl bromides to aryl boronic esters (Miyaura reaction) and the application of the much higher reactivity of aryl boronic esters over aryl bromides in the Pd-catalyzed cross-coupling reaction with aryl diazonium salts. Variation of the UV/Vis absorption and photoluminescence characteristics with chain length is reported. Moreover, glass transition and liquid-crystal characteristics of the oligomers are described and compared with those of the polymer.