88223-35-2

Usage

Uses

Used in Organic Synthesis:
2-Bromo-9,9-di-n-butylfluoren is used as a building block in organic synthesis for the production of materials and organic electronic devices. Its unique molecular structure and properties contribute to the development of advanced materials with specific characteristics.
Used in Organic Photovoltaics:
In the field of organic photovoltaics, 2-Bromo-9,9-di-n-butylfluoren is utilized as a component in the design and fabrication of solar cells. Its photochemical reactivity and stability enhance the performance and durability of these devices, contributing to more efficient energy conversion.
Used in Light-Emitting Diodes (LEDs):
2-Bromo-9,9-di-n-butylfluoren is also employed in the development of light-emitting diodes due to its favorable properties. It plays a role in improving the efficiency and stability of LEDs, leading to better performance in various applications such as displays and lighting.
Used as an Intermediate in Industrial and Research Synthesis:
Furthermore, 2-Bromo-9,9-di-n-butylfluoren serves as a useful intermediate in the synthesis of other organic compounds for various industrial and research purposes. Its versatility and reactivity make it a valuable component in the creation of new chemical entities with potential applications in different sectors.

Upstream product

• 15069-42-8 9,9-bis(n-butyl)fluorene 
• 109-65-9 1-bromo-butane 
• 1133-80-8 2-bromo-9H-fluorene 
• 542-69-8 1-iodo-butane 
• 86-73-7 9H-fluorene 
• 88223-13-6 C₁₃H₈BrCs 

Downstream Products

• 150334-34-2 9,9-dibutyl-N,N-di-p-tolyl-9H-fluoren-2-amine 
• 400607-56-9 (9,9-dibutyl-9H-fluoren-2-yl)boronic acid 

Relevant academic research and scientific papers

Phthalocyanine-cored fluorophores with fluorene-containing peripheral two-photon antennae as photosensitizers for singlet oxygen generation

A series of free base and Zn(II) phthalocyanines featuring fluorenyl antennae linked by methoxy or oxo bridges to the phthalocyanine core (Pc) were synthesized and characterized. Selected linear and nonlinear (two-photon absorption) optical properties of these new compounds were subsequently studied. As previously observed for related porphyrin dendrimers bearing 2-fluorenyl peripheral dendrons, an efficient energy transfer occurs from the peripheral antennae to the central phthalocyanine core following excitation in the fluorenyl-based π–π* absorption band of these chromophores. Once excited, these compounds relax to the ground state, mostly by emitting intense red light or by undergoing intersystem crossing. As a result, the tetrafunctionalized Zn(II) phthalocyanines are fluorescent, but can also efficiently photosensitize molecular oxygen in tetrahydrofurane (THF), forming singlet oxygen with nearly comparable yields to bare Zn(II) phthalocyanine (ZnPc). In comparison with the latter complex, the positive role of the fluorenyl-containing antennae on one- and two-photon brightness (2PA) is presently demonstrated when appended in peripheral (β) position to the phthalocyanine core. Furthermore, when compared to known porphyrin analogues, the interest in replacing the porphyrin by a phthalocyanine as the central core to obtain more fluorescent two-photon oxygen photosensitizers is clearly established. As such, this contribution paves the way for the future development of innovative biphotonic photosensitizers usable in theranostics.

New meso-Tetrafluorenylethynyl porphyrin platform

To improve conjugation between a central porphyrin core and its peripheral fluorenyl antennae, we have introduced in the meso-Tetrafluorenyl porphyrin (TFP-Bu) unit an ethynyl spacer at the meso positions. By this means, we have synthesized and characterized a new meso-Alkynyl fluorenyl porphyrin (TAFlP). We discuss the effect of this extra extension of the I manifold on the optical properties. This enlarged porphyrin core, TAFlP, is foreseen as a key building block for the design of new dendrimers for theranostic applications. The constant improvement of porphyrin-based dendrimers featuring conjugated fluorenyl dendrons is recalled herein and demonstrates the important role of the central core structure in determining linear and nonlinear optical properties. Further improvement of these properties seems possible with TAFlP-like structures based on observations made for dendrimers recently obtained. This makes the exploration of such new molecular architectures appealing for photodynamic therapy (PDT) and related applications.

Two-Photon Absorption and Cell Imaging of Fluorene-Functionalized Epicocconone Analogues

Epicocconone 1 is a natural chromophore isolated from the fungus Epicoccum nigrum that has shown applications in proteomics and fluorescent microscopy thanks to its unique pro-fluorescence properties. The modification of the skeleton of the natural produc

Triindolo-Truxene Derivatives: Design, Synthesis, and Fine-Tuning of Electronic Properties and Molecular Assembly through Molecular Engineering

Triindolo-truxene, a C3-symmetric molecule with a large π-conjugated plane, has six methylene carbon atoms and three aromatic carbon atoms that can be facilely functionalized. Herein, butyl, carbonyl, cyano, and/or malononitrile groups were int

Novel hole transport material applied to solid-state dye-sensitized solar cell

According to the design of the invention, a trifluorene ammonia compound is applied as a hole transport material to a solid-state dye-sensitized solar cell. Compared with common Spiro-OMeTAD, the compound has the characteristics that the molecular structure is simple, the solubility in an organic solvent is good, the compound and cations do not generate spectral competition with a photosensitizerand the like. The compound has a proper HOMO energy level and can be used as a hole transport material to be applied to a solid-state dye-sensitized solar cell.

Tacticity effects in side-chain photoluminescent polymers

Stereoregular side-chain photoluminescent (PL) polymers were synthesized via the stereospecific polymerization of 9,9-dibutyl-2-(4-vinylphenyl)-9H-fluorene. The resulting isotactic, syndiotactic and atactic poly(9,9-dibutyl-2-(4-vinylphenyl)-9H-fluorene)

Fluorenylethynylpyrene derivatives with strong two-photon absorption: Influence of substituents on optical properties

The one- and two-photon absorption properties of five newly synthesized pyrene-based chromophores with donor-π-acceptor, donor-π-acceptor-π-donor and acceptor-π-donor-π-acceptor structural motifs and with mono-, di- and tetra-branched fluorenyl groups linked to pyrene through an acetylene π-bridge are systematically studied both experimentally and theoretically. Analysis of the photophysical properties of the materials has been performed to derive structure-property relationships and to formulate guidelines for both spectral tuning and enhancement of molecular two-photon absorption cross-sections in the near-infrared spectral range. The influence of donor/acceptor strength, π-conjugation length, and molecular symmetry on the cross-sections of these new molecules has been studied. These dyes have high fluorescence quantum yields with good two-photon cross-sections ranging between 250 and 2500 GM. All of the tetra-substituted chromophores showed relatively strong two-photon absorption in the NIR region with cross-sections in the range of 1500-2500 GM at excitation wavelengths between 700 and 900 nm. Cross-sections as high as 9000 GM can be accessed at shorter wavelengths. The calculated two-photon absorption cross-section values and trends are in good agreement with the experimental results. It was found that the presence of donor or acceptor groups increases the 2PA cross-sections relative to molecules with simple aryl substituents. Increasing the donor strength is conducive to attain large two-photon cross-sections. Moreover, the combination of large two-photon absorption cross-sections and high fluorescence quantum yields makes these dyes good two-photon chromophores for a variety of applications.

A study of two thermostable NLO chromophores with different π-electron bridges using fluorene as the donor

Two chromophores C1 and C2 based on a fluorene electron donor with different π-electron bridges and the same electron acceptor have been synthesized and systematically characterized using NMR, MS and UV-vis absorption spectra. The energy gap between the ground state and the excited state and molecular nonlinearity were studied using UV-vis absorption spectroscopy, Density Functional Theory calculations and cyclic voltammetry measurements. The different properties between C1 and C2 were systematically compared. The results showed that C2 had a better performance than C1. The electrooptic coefficient of a poled film containing 25 wt% of C2 doped in amorphous polycarbonate afforded a value of 40 pm V-1 at 1310 nm. In addition, the excellent thermostability of C2 made itself a favourable candidate for practical application.

Photoinitiators with fluorene structure and reactive liquid crystal compositions, and photoresist compositions comprising the same

The present invention refers to fluorene novel photoinitiators and including reactive liquid crystal composition containing the polymer, and photosensitive composition, for forming a long wavelength UV curing an inner high absorptivity is excellent reactivity in which the, having excellent photo sensitivity reactive reaction prevention in and photosensitive composition liquid crystal composition having excellent compatibility fluorene novel photoinitiators and including reactive liquid crystal composition containing the polymer, and photosensitive composition is disclosed with a. [...] flue of the present invention to novel photoinitiators having represented by [general formula] is characterised in that it has a. [General formula] [General formula] in said R 1, R 2 each independently a hydrogen (the, R 1 and R 2 is is nothydrogen both.), for [formula 1] to [formula 9] in one from in groupit is indicatedstorehouse commencementit is selected, , R3, R 4 each independently a hydrogen, fluorine, carbon atoms is alkyl or branched hydridosiloxane and a linear in 1-6. (by machine translation)

New bithiazole-functionalized organic photosensitizers for dye-sensitized solar cells

Five bithiazole-based organic dyes D1-D5 containing different electron donor moieties (thiophene, uorene, carbazole, and triarylamine) in the molecular frameworks were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). The effects of electron-donating moieties of the organic dyes on their photophysical, electrochemical, and photovoltaic properties have been investigated in detail. These dyes exhibit strong charge transfer absorption bands in the visible region. Their redox potential levels were estimated by cyclic voltammetry and found to match well with the charge flow in DSSCs. The combination of broad absorption bands with fairly high extinction coefficients and appropriate redox properties makes these bithiazole-based molecules promising dyes for DSSCs. For solar cell device based on D4, the maximal monochromatic incident photon-to-current conversion efficiency (IPCE) can reach up to 68.5%, with a short-circuit photocurrent density (Jsc) of 9.61 mA cm-2, an open-circuit photovoltage (Voc) of 0.70 V and a fill factor (FF) of 0.70, which results in a power conversion efficiency (PCE) of 4.65% under illumination of an AM 1.5 solar cell simulator.