749900-93-4

Usage

Uses

Used in Organic Electronics Industry:
2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-didodecylfluorene is used as a key material in the fabrication of organic light-emitting diodes (OLEDs) for its efficient charge transport and light emission capabilities. Its incorporation in OLEDs contributes to the development of high-performance devices with improved luminance and efficiency.
Additionally, the compound is utilized in the construction of organic photovoltaic (OPV) devices, where its charge transport properties play a crucial role in enhancing the overall performance and energy conversion efficiency of the solar cells.
2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-didodecylfluorene's chemical stability, thermal stability, and high glass transition temperature also make it a valuable component in the design and construction of durable and efficient electronic devices, ensuring their long-term performance and reliability in various applications.

Upstream product

• 286438-45-7 2,7-dibromo-9,9-di-n-dodecylfluorene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 480424-86-0 9,9-didodecylfluorene-2,7-diboronic acid 
• 86-73-7 9H-fluorene 

Downstream Products

• 1016264-04-2 dimethyl 6,6'-(9,9-didodecylfluorene-2,7-diyl)bis(3-bromobenzoate) 
• 1147040-11-6 C₅₃H₇₀O₄ 

Relevant academic research and scientific papers

Conjugated bis and poly(dioxaborole)s for optical sensing of Lewis bases based on main-chain perturbations

Fluorene-based bis(dioxaborole)s and a poly(dioxaborole) were used to optically detect Lewis bases. Studies of the binding mechanism and signal transduction indicated that the response from these dioxaboroles was sensitive, reversible and cross-reactive. The polymer exhibited enhanced response due to extended conjugation through the dioxaboroles.

Catalytic Azoarene Synthesis from Aryl Azides Enabled by a Dinuclear Ni Complex

Azoarenes are valuable chromophores that have been extensively incorporated as photoswitchable elements in molecular machines and biologically active compounds. Here, we report a catalytic nitrene dimerization reaction that provides access to structurally and electronically diverse azoarenes. The reaction utilizes aryl azides as nitrene precursors and generates only gaseous N2 as a byproduct. By circumventing the use of a stoichiometric redox reagent, a broad range of organic functional groups are tolerated, and common byproducts of current methods are avoided. A catalyst featuring a Ni - Ni bond is found to be uniquely effective relative to those containing only a single Ni center. The mechanistic origins of this nuclearity effect are described.

Influence of Polymer Electronics on Selective Dispersion of Single-Walled Carbon Nanotubes

The separation and isolation of semiconducting and metallic single-walled carbon nanotubes (SWNTs) on a large scale remains a barrier to many commercial applications. Selective extraction of semiconducting SWNTs by wrapping and dispersion with conjugated polymers has been demonstrated to be effective, but the structural parameters of conjugated polymers that dictate selectivity are poorly understood. Here, we report nanotube dispersions with a poly(fluorene-co-pyridine) copolymer and its cationic methylated derivative, and show that electron-deficient conjugated π-systems bias the dispersion selectivity toward metallic SWNTs. Differentiation of semiconducting and metallic SWNT populations was carried out by a combination of UV/Vis-NIR absorption spectroscopy, Raman spectroscopy, fluorescence spectroscopy, and electrical conductivity measurements. These results provide new insight into the rational design of conjugated polymers for the selective dispersion of metallic SWNTs.

Effect of Induction on the Dispersion of Semiconducting and Metallic Single-Walled Carbon Nanotubes Using Conjugated Polymers

Despite significant advances in single-walled carbon nanotube (SWNT) synthesis and purification strategies, the separation of metallic and semiconducting SWNTs on a large scale remains a barrier to the realization of many commercial applications. Selective extraction of specific SWNT types by wrapping and dispersion with conjugated polymers has been found effective for semiconducting SWNTs, but structural parameters that dictate selectivity are poorly understood. Here, we report nanotube dispersions with two structurally similar conjugated copolymers, both being poly(fluorene-co-phenylene) derivatives, having comparable degrees of polymerization but differing in the extent of electron donation from functional groups on the phenylene comonomers. It is found that copolymers decorated with electron donating methoxy functionalities lead to predominant dispersion of semiconducting SWNTs, while copolymers decorated with electron withdrawing nitro functionalities bias the dispersion toward metallic SWNTs. Differentiation of semiconducting and metallic SWNT populations was carried out by a combination of UV-vis-NIR absorption spectroscopy, Raman spectroscopy using multiple excitation wavelengths, and fluorescence spectroscopy. These results provide new insight into polymer design features that dictate preferential dispersion of specific SWNT types.

ORGANIC SEMICONDUCTOR MATERIAL, PREPARATION METHODS AND USES THEREOF

Disclosed are organic semiconductor material, preparation methods and uses thereof. The organic semiconductor material is shown as the following formula (P), in which R1, R2, R3, m, n, x and y are defined as the description. The said organic semiconductor material can be used in organic solar cell, organic field effect transistor, organic electroluminescence element, organic optical storage, organic non-linear material or organic laser element.

Polymer library comprising fluorene and carbazole homo- and copolymers for selective single-walled carbon nanotubes extraction

To date, (n, m) single-walled carbon nanotubes (SWNTs) cannot be selectively synthesized. Therefore, postprocessing of SWNTs including solubilization and sorting is necessary for further applications. Toward this goal, we have synthesized a polymer library consisting of fluorene- and carbazole-based homo- and copolymers. Variations of the connection of these aromatics together with the incorporation of further conjugated monomers give access to a broad diversity of polymers. Their ability to selectively wrap specific (n, m) species is investigated toward HiPco SWNTs raw material which contains more than 40 (n, m) species. Absorption and fluorescence spectroscopies were used to analyze SWNTs/polymer suspensions. These results provide evidence for selective SWNTs/polymer interactions and allow a more detailed assessment of polymer structure-property relationships, thus paving the way toward custom synthesis of polymers for single (n, m) SWNTs extraction.

Copolymer-controlled diameter-selective dispersion of semiconducting single-walled carbon nanotubes

The ability of a series of strictly alternating copolymers to selectively enwrap single-walled carbon nanotubes (SWNTs) is investigated. Seven copolymers comprising either fluorene or carbazole subunits separated by naphthalene, anthracene, and anthraquin

Debundling, selection and release of SWNTs using fluorene-based photocleavable polymers

Photocleavable polymers based on 9,9-dialkylfluorene backbone and o-nitrobenzylether were designed and synthesized to obtain stable (n,m) enriched suspensions of semiconducting SWNTs in toluene. Photoirradiation of the suspensions triggered the precipitat

Electrochromic devices and thin film transistors from a new family of ethylenedioxythiophene based conjugated polymers

New electrochromic conjugated polymers and their corresponding devices based on EDOT (ethylenedioxythiophene) are described. The best of these polymers display response times on the order of 1s and high switchable contrast in the visible and near-infrared

Design, synthesis, and characterization of ladder-type molecules and polymers. air-stable, solution-processable n-channel and ambipolar semiconductors for thin-film transistors via experiment and theory

The design, synthesis, and characterization of new high-performance n-channel molecular/ polymeric semiconductors that are solution-processable and air-stable is of great interest for the development of p - n junctions, bipolar transistors, and organic co