570414-33-4

Basic information

• Product Name: 2,7-DIBROMO-9,9-BIS(6-BROMOHEXYL)FLUORENE,99%
• Synonyms: 2,7-DIBROMO-9,9-BIS(6-BROMOHEXYL)FLUORENE,99%;9,9-Bis(6-bromohexyl)-2,7-dibromofluorene;2,7-DIBROMO-9,9-BIS(6-BROMOHEXYL)FLUORENE;2,7-dibromo-9,9-bis(6-bromohexyl)-9H-fluorene
• CAS NO: 570414-33-4
• Molecular Formula: C₂₅H₃₀Br₄
• Molecular Weight: 650.12
• Mol File: 570414-33-4.mol
• Article Data: 49

Chemical Properties

• Melting Point: 70.0 to 74.0 °C
• Boiling Point: 612.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.575±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 2,7-DIBROMO-9,9-BIS(6-BROMOHEXYL)FLUORENE,99%(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-DIBROMO-9,9-BIS(6-BROMOHEXYL)FLUORENE,99%(570414-33-4)
• EPA Substance Registry System: 2,7-DIBROMO-9,9-BIS(6-BROMOHEXYL)FLUORENE,99%(570414-33-4)

Safety Data

• Hazardous Substances Data: 570414-33-4(Hazardous Substances Data)

Usage

Uses

2,7-Dibromo-9,9-bis(6-bromohexyl)fluorene (CAS# 570414-33-4) is a versatile reactant used in the preparation of electron transport materials for organic solar cells, the cross-coupling synthesis of cationic tetraarylethene oligoelectrolytes, and in the preparation of π-conjugated polymers with pendant coumarins.

Upstream product

• 629-03-8 1 ,6-dibromohexane 
• 16433-88-8 2,7-dibromo-9H-fluorene 
• 86-73-7 9H-fluorene 

Downstream Products

• 851775-62-7 2,2′-(9,9-bis(6-bromohexyl)-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxoborolane) 
• 1282537-61-4 2,7-dibromo-9,9-bis(6-phenoxyhexyl)-9H-fluorene 
• 1621070-12-9 C₆₅H₆₀N₂O₄ 
• 1414787-64-6 C₁₁₃H₈₈Br₂N₈O₂ 
• 1351954-77-2 4,4'-(9,9-bis(6-bromohexyl)-9H-fluorene-2,7-diyl)diphenol 
• 1256244-39-9 2,7-di(4'-phenylmethanol)-9,9-bis(6'-bromohexanyl)fluorene 
• 1226773-96-1 C₃₉H₄₉Br₂NO₆ 
• 1226773-95-0 C₃₁H₃₇Br₂NO₂ 
• 1226773-99-4 C₆₅H₉₇Br₂N₅O₁₁ 
• 1226773-98-3 C₄₇H₆₇Br₂N₅O₅ 
• 1226773-97-2 C₃₉H₄₈Br₃NO₅ 

Relevant articles and documents

Two-photon fluorescence imaging of sialylated glycans: In vivo based on a sialic acid imprinted conjugated polymer nanoprobe

We have designed and synthesized a sialic acid (SA)-imprinted conjugated polymer nanoprobe with two-photon fluorescence properties, which exhibits specific recognition ability to the target SA and has been used for monitoring sialylated glycan levels selectively in vivo.

Conjugated polyfluorene-based reversible fluorescent sensor for Cu(II) and cyanide ions in aqueous medium

A blue emissive polyfluorene bearing sulfate functionality in the side chain (PFS), as a sensory polymer to selectively report the presence of Cu 2+ (detection limit down to 2.5 μM) based on the fluorescence turn-off. Surprisingly, the quenched luminescence of PFS by Cu 2+ could be turned on after the addition of CN- (detection limit down to 6 μM), making PFS a sensitive, selective, and reversible cyanide probe.

Polyfluorenes with phosphonate groups in the side chains as chemosensors and electroluminescent materials

Polyfluorenes (P1 and P2) with phosphonate groups in the side chains were designed and synthesized. Their absorption and photoluminescence spectra in solutions are solvent dependent and exhibit a red shift up to 14 and 6 nm, respectively, with increasing solvent polarity. The polymers are highly soluble in ethanol with a solution photoluminescence quantum yield of 0.74. Polymer P2 in thin film cast from ethanol shows high intrachain order as revealed by red-shifted absorption spectrum and emission spectrum along with well-resolved vibronic structure. Both P1 and P2 are highly sensitive and selective Fe 3+ sensory materials, and the sensitivity is much higher than that of model compounds 3 and 4. The highest sensitivity was observed with polymer P1, and a 210-fold fluorescence quenching in dichloromethane was achieved. Polymer light-emitting diodes (PLEDs) were also fabricated to investigate the electroluminescent properties. A luminous efficiency of 1.49 cd/A with Commission Internationale de L'Eclairage (CIE) coordinates of (0.171, 0.131) at 100 cd/m2 and a maximum brightness of 1750 cd/m2 have been demonstrated.

Synthesis and photophysical characterization of an ionic fluorene derivative for blue light-emitting electrochemical cells

Abstract A highly fluorescent an ionic fluorene derivative 1 was synthesized and its photophysical, electrochemical and electroluminescence characteristics were investigated. Deep blue emissions were observed for compound 1 in solid as well as in dilute solutions. The synthesized compound shows high fluorescence quantum yield around 77% indicates that compound 1 can perform its role as efficient ionic emitter in LEC devices. Light-emitting electrochemical cell (LEC) devices were fabricated incorporating compound 1 without (device I) and with (device II) ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate (BMIM·PF6). Devices I and II exhibited blue electroluminescence maximum centered at 455 and 454 nm with CIE coordinates of (0.15, 0.21) and (0.16, 0.22), respectively. Maximum luminance and current efficiency of 1105 cd m-2 and 0.14 cd A-1 respectively, has achieved for device I while that of device II resulted in 1247 cd m-2 and 0.14 cd A-1 respectively.

Quenching effects of gold nanoparticles in nanocomposites formed in watersoluble conjugated polymer nanoreactors

In this paper we describe the first example of the in situ synthesis of gold nanoparticles (AuNPs) in the presence of a water-soluble conjugated polyfluorene (NPF) presenting pendent ammonium groups, with the polymer acting as an aqueous surfactant and providing fluorescent nanoreactors. Using this approach, we produced well-dispersed NPF-AuNP nanocomposites without the need for any additional reducing agents. The photoluminescence emission intensity of NPF-AuNP nanocomposite solution was quenched to a greater extent upon increasing the concentration of AuNPs, presumably through energy transfer or electron transfer from the fluorescent polymer to the metal nanoparticles. Through variations in the degrees of protonation and deprotonation of the amino groups of NPF at different values of pH, we found that the extent of quenching of AuNPs in NPF-AuNP nanocomposite solutions was directly related to the adsorption and desorption behavior of NPF on the metal surfaces. Transmission electron microscopy revealed that the greatest aggregation of AuNPs in the nanocomposite solution occurred at pH 3, suggesting that the ammonium groups (RNMe2 at pH 8.5; RNMe2H at pH 3) of the polymer side chains adsorbed onto the AuNP surfaces under these conditions. Distinct time-resolved fluorescence signals of the AuNP-quenched NPF polymers at different values of pH confirmed the interactions between these species.

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.

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.

Switchable control of hydrophilicity and hydrophobicity in conjugated polymer nanoparticles by carbon dioxide

We synthesized yellow-emissive, fluorine-based conjugated polymer to fabricate CO2-responsive conjugated polymer nanoparticles (CPNPs). The CPNPs were functionalized with tertiary amine to have responsiveness to CO2. The amine-functi

Cucurbit[7]uril-threaded fluorene-thiophene-based conjugated polyrotaxanes

Here we investigate the effect of cucurbit[7]uril (CB7) on the thermal and optical properties of fluorene-thiophene based conjugated polyelectrolytes. For this purpose, poly(9,9′-bis(6′′-(N,N,N-trimethylammonium)hexyl)fluorene-alt-co-thiophenelene) P1 and

Excimer formation by electric field induction and side chain motion assistance in polyfluorenes

For poly(9,9-di(6-(2-(3-oxetanyl)butoxyl)hexyl)-2,7-fluorene) (POBOHF), measurements on field induction-thermally stimulated current (FI-TSC) and electroluminescence (EL) under a wide temperature range demonstrate that electric field induction (FI) accompanied by side chain motion can lead to a formation of excimers, which contribute to a growth of a green component in the EL spectrum. This phenomenon also happens to poly(9,9-di-n-octyl-2,7-fluorene) (PFO), especially under long-term operations with higher electric fields (1 × 106 V/cm), copolymers of OBOHF and FO (PF-1/1 and PF-1/3), and even cross-linked POBOHF. The higher polarity of the side chain in the polyfluorenes (PFs) can cause a more pronounced FI effect. For POBOHF, the green component can even dominate after a few cycles of device operation. Lowering the content of cross-linkable commoner in the copolymers from 50 to 25 mol % only moderately suppresses the formation of FI excimers.

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.

Method for inhibiting and/or destroying biomembrane

The invention relates to the field of biological membranes, and discloses a method for inhibiting and/or damaging a biological membrane. The method comprises the step of contacting a compound as shown in a formula (I) and a sample, wherein the sample is a sample containing the biological membrane and/or a sample capable of forming but not forming the biological membrane. By adopting the method provided by the invention, the formation of the biological membrane can be inhibited, and the mature biological membrane can be damaged. The formula (I) is shown in the description, wherein R1#, R2#, R3#, R4#, R1*, R2*, R3* and R4* are independently alkyl groups of C1 to C12; X# and X* independently express halogen; n is an integer ranging from 8 to 15; the number-average molecular weight of the compound as shown in the formula (I) ranges from 5000 to 10000.