851775-62-7

Usage

Uses

Used in Organic Synthesis:
1,3,2-Dioxaborolane, 2,2'-[9,9-bis(6-bromohexyl)-9H-fluorene-2,7-diyl]bis[4,4,5,5-tetramethylis used as a reagent in organic synthesis for the preparation of various boron-containing compounds. Its stability and ability to participate in different reactions make it a valuable component in the synthesis of complex organic molecules.
Used in Polymer Production:
Due to its unique structure and functional groups, 1,3,2-dioxaborolane, 2,2'-[9,9-bis(6-bromohexyl)-9H-fluorene-2,7-diyl]bis[4,4,5,5-tetramethylmay be used in the production of polymers with specific electrical or chemical properties. Its incorporation into polymers can potentially enhance their performance in various applications.
Used in Material Science:
1,3,2-Dioxaborolane, 2,2'-[9,9-bis(6-bromohexyl)-9H-fluorene-2,7-diyl]bis[4,4,5,5-tetramethylcan be employed in the development of materials with tailored properties for specific applications. Its fluorine-containing and boron-containing components may contribute to the creation of materials with improved thermal stability, electrical conductivity, or chemical resistance.
Used in Research:
The unique structure and properties of 1,3,2-dioxaborolane, 2,2'-[9,9-bis(6-bromohexyl)-9H-fluorene-2,7-diyl]bis[4,4,5,5-tetramethylmake it an interesting subject for research in various fields, such as chemistry, materials science, and polymer science. It can be studied for its potential applications in the development of new materials, catalysts, or other chemical processes.

Upstream product

• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 570414-33-4 2,7-dibromo-9,9-bis(6-bromohexyl)fluorene 
• 73183-34-3 bis(pinacol)diborane 
• 86-73-7 9H-fluorene 
• 629-03-8 1 ,6-dibromohexane 
• 16433-88-8 2,7-dibromo-9H-fluorene 

Relevant academic research and scientific papers

Synthesis, characterization, and application of cationic water-soluble oligofluorenes in DNA-hybridization detection

A simple and efficient approach was developed for the synthesis of a series of cationic water-soluble oligofluorenes up to a chain length of a heptamer. Bromoalkyl-substituted fluorenyl boronic esters as the key intermediates were synthesized by using a modified Miyaura reaction. With an increasing number of repeat units (trimer to hexamer), the size-specific oligomers have shown redshifts in both the absorption and emission maxima. The emission maximum reaches the limit for the hexamer in both water and buffer solution. The quantum yields of the oligomers decreased with increased oligomer size in water. Both fluorescence quenching of the oligomers by 9,10-anthraquinone-2,6-disulfonate and the fluorescence resonance energy transfer experiments with the oligomers as the donor and fluorescein (Fl)-labeled double-stranded DNA (dsDNA-Fl) as the acceptor revealed the chain-length-dependent behavior. The Stern-Volmer quenching constant increased with the molecular size, whereas the highest donor-sensitized Fl emission was observed for the hexamer. These size-specific oligomers also served as a model to study the structure-property relationships for cationic polyfluorenes.

Optimization of the molecular orbital energies of conjugated polymers for optical amplification of fluorescent sensors

Cationic water-soluble poly(fluorene-co-phenylene)s with electron withdrawing or donating substituents on the conjugated backbone were designed and synthesized. Fluorescence resonance energy transfer (FRET) experiments between these conjugated polymers and dye-labeled single-stranded DNA (ssDNA-C*) reveal the importance of matching donor and acceptor orbital energy levels to improve the sensitization of C* emission. Quenching of polymer fluorescence with ssDNA-C* and differences in C* emission suggest involvement of photoinduced charge transfer (PCT) as an energy wasting mechanism. The HOMO and LUMO energy levels of the conjugated polymers and C* serve as a preliminary basis to understand the competition between FRET and PCT. Dilution of C* in polymer/ssDNA-C* complexes by addition of ssDNA yields insight into C*...C* self-quenching. Under optimized conditions, where there is no probe self-quenching and minimum PCT, efficient signal amplification is demonstrated despite poor spectral overlap between polymer and C*.

An ultra-highly sensitive and selective self-enhanced AIECL sensor for public security early warning in a nuclear emergencyviaa co-reactive group poisoning mechanism

The worldwide application of nuclear power has created the potential risk of a nuclear accident, which has been a challenge to public security. In nuclear leakages, I2radioisotopes would cause rapid, global pollution. Therefore, highly sensitive and selective I2sensors exhibit their significance in nuclear accident early warnings and treatments. Herein, a conjugated polymer was developed for I2vapor monitoring with an ultra-low limit of detection (LOD). This polymer, modified with a tertiary amine as a co-reactive group, exhibits aggregation-induced electrochemiluminescence (AIECL) and self-enhanced ECL behaviors. It is noteworthy that the tertiary amine also acts as I2vapor capturing and sensing groups to give a LOD of 0.13 ppt. Excellent selectivity was obtained in various interfering atmospheres. A new mechanism was discovered for designing vapor sensors, which is summarized as co-reactive group poisoning (CGP). To meet the high efficiency requirement of nuclear emergency monitoring, an I2sensor modified screen printed carbon electrode was used due to its low cost, lack of need for pretreatment and suitability for mass production. A matching upwardly photosensitive ECL dark box was further designed. This study reports ECL vapor monitoring for the first time and provides a novel strategy for early warning of a nuclear emergency, suggesting its significance in environmental and public security fields.

Nanoparticle releasing H2S under hypoxic condition as well as preparation method and application of nanoparticle

The invention discloses a nanoparticle releasing H2S under a hypoxic condition as well as a preparation method and application of the nanoparticle. The nanoparticle has uniform size, good stability and good dispersity in water. The nanoparticle contains a water-soluble H2S donor, a conjugated polymer with a hypoxia response effect, an aza-BODIPY dye with a photothermal effect and a coating material coating the three materials to form the nanoparticle. The nanoparticle has uniform size and good dispersity in water, can release the H2S in the hypoxic environment and solves the problems of poor solubility, low release rate of a traditional H2S donor and the like, so that the H2S has wider application in biological diagnosis and treatment of diseases.

A multifunctional amphiphilic conjugated molecule material, a preparing method thereof and applications of the material

A multifunctional amphiphilic conjugated molecule material, a preparing method thereof and applications of the material are disclosed. The material consists of fluorene and pyrene compounds efficiently emitting luminescence. Phosphonate is adopted as a polar side group. Linear molecule compounds having different alkyl chains are adopted. The general structure formula of the linear molecule compounds is shown as following, wherein R is one of C1-C30 alkyl, alkoxy, alkylphenyl, alkylphenoxy and aryl. The material has advantages of a simple chemical structure, a low synthesis cost, and the like, has good solution processing performance, film forming performance and multifunctional photoelectric characteristics, and can be adopted as a multifunctional material and achieve high-brightness blue light emission and cathode interface modification. An organic light-emitting diode adopting the material as a light emitting layer and an interface layer can achieve excellent photoelectric characteristics by adopting a simplified device structure through a solution process or an ink printing manner, thus overcoming an obstacle in conventional multi-layer device manufacturing.

Multifunctional Probe Based on Cationic Conjugated Polymers for Nitroreductase-Related Analysis: Sensing, Hypoxia Diagnosis, and Imaging

Nitroreductase (NTR) is overexpressed in hypoxic tumors. Moreover, hypoxia is usually considered as the most important feature of various diseases. Thus, it is important to build a sensitive and selective method for NTR detection and hypoxia diagnosis. He

Widowed gathers wuwu the kind compound and its preparation method

The invention discloses an oligofluorene compound and a preparation method thereof. The oligofluorene compound provided by the invention has a structural formula as shown in a formula II described in the specification, wherein R2 is selected from any one of the following groups: -Br, -NHBoc, -NH3Cl and -NHC=NHNH2. Oligofluorene provided by the invention has the advantages of excellent sterilization performance, high luminous efficiency, good stability, capability of being very easily regulated through a main chain or a side chain in structure and the like, thereby having an important application value.

Aggregation-Induced FRET via Polymer-Surfactant Complexation: A New Strategy for the Detection of Spermine

A new water-soluble cationic conjugated polymer [9,9-bis(6′-methyl imidazolium bromide)hexyl)fluorene-co-4,7-(2,1,3-benzothiadiazole)] (PFBT-MI) was designed and synthesized via Suzuki cross-coupling polymerization in good yields without any tedious purification steps. PFBT-MI showed excellent photophysical responses toward SDS and SDBS with a detection limit of 0.12 μM/(34 ppb) and 0.13 μM/(45 ppb), respectively. Furthermore, occurrence of FRET from the donor (fluorene) to acceptor (BT units), via surfactant-induced aggregation, results in naked-eye detection of these common anionic surfactants (SDS/SDBS) as the color changes from blue to yellowish green in aqueous solution. The polymer-surfactant nanoaggregates thus formed via electrostatic as well as hydrophobic interactions have been explored for the sensitive detection of spermine (considered as an excellent biomarker for early cancer diagnosis) with a detection limit of 66 ppb (0.33 μM), which is much below the range 1-10 μM pertinent for the early diagnosis of cancer in urinary samples. This highly sensitive technique would facilitate the direct and noninvasive detection of spermine from urine rapidly and is likely to have great significance in early cancer diagnosis.

A New Polymer Nanoprobe Based on Chemiluminescence Resonance Energy Transfer for Ultrasensitive Imaging of Intrinsic Superoxide Anion in Mice

Despite significant developments in optical imaging of superoxide anion (O2?-) as the preliminary reactive oxygen species, novel visualizing strategies that offer ultrahigh sensitivity are still imperative. This is mainly because int

Enhanced performance in bulk heterojunction polymer solar cell using water soluble conjugated polymer

We have synthesized water-soluble polymer, poly[(9,9-bis((6a?2-(N,N,N-trimethylammonium) hexyl)-2,7-fluorene))-alt-bisphenylfumaronitrile]dibromide (AHF-alt-PFN), the polymer typically obtained by the Suzuki type of polymerization reaction and shows good solubility in methanol. Bulk heterojunction polymer solar cells (BHJ-PSCs) fabricated by using water soluble conjugated polymer and positive (Cs+) and negative (F-, CO2-3) charge ions doping as an interfacial layer for poly(3-hexylthiophene):phenyl-C61 butyric acid methyl ester (P3HT: PCBM). We have achieved an enhancement of the short circuit density and power conversion efficiency in solar cell by introducing poly(AHF-alt-PFN) layer between the active layer and the cathode metal. The device with poly(AHF-alt-PRN) layer containing F-, CO23- showed a short circuit current density more 1.3, 2.3 times higher than those of the device without poly (AHF-alt-PFN) + ion layer. We explain the better performance in solar cell with poly (AHF-alt-PFN) + ion layer was due not only to the increase of electron mobility in poly (AHF-alt-PFN) layer but also to the decrease of the electron barrier near cathode by the addition of the negative ions.