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Phenol, 4,4'-(2,7-dibromo-9H-fluoren-9-ylidene)bisis a chemical compound characterized by the molecular formula C34H18Br4O. It is a phenol derivative that incorporates two bromine atoms and a fluorene group, which contribute to its unique chemical properties and applications.

169169-89-5

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169169-89-5 Usage

Uses

Used in Chemical Intermediates:
Phenol, 4,4'-(2,7-dibromo-9H-fluoren-9-ylidene)bisis utilized as a chemical intermediate in the production of various dyes, pharmaceuticals, and agrochemicals. Its unique structure allows it to serve as a key component in the synthesis of these compounds.
Used in Organic Synthesis:
Phenol, 4,4'-(2,7-dibromo-9H-fluoren-9-ylidene)bisis employed as a catalyst in organic synthesis reactions, facilitating the formation of desired products and improving the efficiency of chemical processes.
Used in Electronic Devices:
Phenol, 4,4'-(2,7-dibromo-9H-fluoren-9-ylidene)bishas been studied for its potential use in organic light-emitting diodes (OLEDs) and other electronic devices, where its electronic properties may contribute to improved performance or novel functionalities.
Used in Research and Development:
Due to its unique structure and properties, Phenol, 4,4'-(2,7-dibromo-9H-fluoren-9-ylidene)bis- is also used in research and development settings to explore new applications and understand its behavior in different chemical environments.
Safety Considerations:
It is crucial to handle Phenol, 4,4'-(2,7-dibromo-9H-fluoren-9-ylidene)biswith care, as it can be harmful if ingested or if it comes into contact with the skin or eyes. Proper safety measures should be taken during its use to minimize potential health risks.

Check Digit Verification of cas no

The CAS Registry Mumber 169169-89-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,9,1,6 and 9 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 169169-89:
(8*1)+(7*6)+(6*9)+(5*1)+(4*6)+(3*9)+(2*8)+(1*9)=185
185 % 10 = 5
So 169169-89-5 is a valid CAS Registry Number.

169169-89-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-[2,7-dibromo-9-(4-hydroxyphenyl)fluoren-9-yl]phenol

1.2 Other means of identification

Product number -
Other names Phenol,4,4'-(2,7-dibromo-9H-fluoren-9-ylidene)bis

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:169169-89-5 SDS

169169-89-5Relevant academic research and scientific papers

Synthesis, properties, and fuel cell performance of perfluorosulfonated poly(arylene ether)s

Shimura, Takuya,Miyatake, Kenji,Watanabe, Masahiro

, p. 960 - 968 (2010)

Poly(arylene ether)s containing superacid groups (FSPEs) were synthesized as proton conducting membranes for fuel cell applications. To obtain the title ionomers, a series of brominated poly(arylene ether)s were synthesized and perfluorosulfonated via Ullmann coupling. The chemical structure and the ion exchange capacity (IEC) of the FSPEs were characterized by 1H and 19FNMR spectra. Tough, flexible, and transparent membranes with the IEC ranging from 0.34 to 1.29 mequivg-1 were obtained by solution casting. The FSPE membranes did not show obvious glass transition behavior up to the decomposition temperature (180 °C). Microscopic analyses revealed homogeneous and well-connected ionic clusters for the high IEC membrane. Compared to conventional sulfonated poly(arylene ether) membranes, the FSPE membranes showed much higher proton conductivity. The highest proton conductivity of 0.07 S cm-1 was achieved at 80 °C and 86% relative humidity (RH) with the IEC = 1.29 mequivg-1 membrane. A fuel cell using the FSPE membrane showed comparable performance to that of a Nafion cell at 78% RH and 80 °C.

Dithienopyrrole-/Benzodithiophene-Based Donor-Acceptor Polymers for Memristor

Wang, Cheng,Liu, Gang,Chen, Yu,Liu, Shanshan,Chen, Qibin,Li, Runwei,Zhang, Bin

, p. 1263 - 1270 (2014)

Two new donor (D)-acceptor (A) copolymers, poly({4,4′-[4,4′-(9H-fluorene-9,9-diyl)bis(4,1-phenylene)]bis(oxy)diphthalonitrile}-alt-[dithieno [3,2-b:2′,3′-d]pyrrole]) (P1) and poly({4,4′-[4,4′-(9H-fluorene-9,9-diyl)bis(4,1-phenylene)]bis(oxy)diphthalonitrile}-alt-([1,2-b:4,5-b′]dithiophene)) (P2), have been designed and synthesized by the Stille coupling reaction. The dipole moment of P1 (10.71 Debye) is larger than that of P2 (6.59 Debye). A strong dipole moment helps to sustain the conductive charge-transfer state. To evaluate the nonvolatile memristive performance of P1 and P2, the corresponding memory device can be fabricated with the configuration of platinum (50 nm)/polymer (100 nm)/platinum (150 nm)/silicon. In contrast with the P2-based device with almost negligible switching and memristive behavior, the P1-based memristor exhibits a maximum ILRS/IHRS ratio of about 10 (ILRS and IHRS are the current values in the low-resistance state (LRS) and high-resistance state (HRS), respectively) at ±2.0 V. Distinguishable from the bistable resistive switching, showing abrupt resistance or conductance jumps, the electrical transition observed in the memristor demonstrates a smoother tuning of the sample conductance during the voltage sweeping processes. In addition, changes in the surface morphology of P1 and P2 are also observed under an applied bias voltage of 100 mV.

Synthesis of a novel fluorene-based conjugated polymer with pendent bulky caged adamantane moieties and its application in the detection of trace DNT explosives

Leng, Hongfei,Wu, Wenhui

, p. 206 - 211 (2012)

A novel fluorene-based conjugated polymer with phenylene spacers and steric bulky adamantane moieties in side chains has been synthesized by palladium-catalyzed Suzuki coupling reactions. This design strategy offers several advantages for the detection of trace 2,4-dinitrotoluene (DNT) vapor. The incorporation of the two groups into polymer side chains could retain an effective conjugation length and prevent the π-stacking of polymer chains. The detection of DNT vapor indicated that the polymer displayed higher fluorescence quenching sensitivity toward the explosives in films compared to reference polymers. The fluorescence quenching efficiency of the fluorescent polymer achieved 33.3% in 10 s and 71.1% in 60 s. The pathways or cavities generated by the two spacers are beneficial for the rapid diffusion of explosive vapor into the film interiors and increase the fluorescence quenching efficiency of the film.

Alkoxyphenyl-substituted polyfluorene: A stable blue-light-emitting polymer with good solution processability

Lee, Ji-Hoon,Hwang, Do-Hoon

, p. 2836 - 2837 (2003)

A new alkoxyphenyl-substituted poly(fluorene) was synthesized to suppress the emission of long-wavelength radiation. The polymer emitted pure blue light, the characteristics of which did not change upon thermal annealing or normal operation of the EL device.

Blue organic light emitting devices with improved colour purity and efficiency through blending of poly(9,9-dioctyl-2,7-fluorene) with an electron transporting material

Ahn, Jin H.,Wang, Changsheng,Perepichka, Igor F.,Bryce, Martin R.,Petty, Michael C.

, p. 2996 - 3001 (2007)

Organic light emitting devices (OLEDs) containing a single blended layer of poly(9,9-dioctyl-2,7-fluorene) (PFO) or poly[9,9-bis(4-octyloxyphenyl)-2,7- fluorene] (PFOPh) and an electron transporting material 2,7-bis[2-(4-tert- butylphenyl)-1,3,4-oxadiazol-5-yl]-9,9-dihexylfluorene (DFD) have been fabricated. The long-wavelength emission (>480 nm) observed for pure PFO and PFOPh structures was reduced significantly and a pure blue emission, with Commission Internationale de l'Eclairage (CIE) colour coordinates (0.157, 0.037), could be achieved. The blended-layer devices also possessed considerably higher efficiencies than the pure PFO, pure PFOPh or the pure DFD structures. It is suggested that the presence of DFD results in an improved balance of charge carriers and provides a micro-encapsulation environment for the polymer chains, hindering the formation of fluorenone defects and their red-shifted emission. The Royal Society of Chemistry.

Benzocyclobutene resin with fluorene backbone: A novel thermosetting material with high thermostability and low dielectric constant

Wang, Yuanqiang,Sun, Jing,Jin, Kaikai,Wang, Jiajia,Yuan, Chao,Tong, Jiawei,Diao, Shen,He, Fengkai,Fang, Qiang

, p. 39884 - 39888 (2014)

A fluorene-based monomer (FB) with thermally cross-linkable benzocyclobutene groups is reported here. This monomer showed good solubility in the common organic solvents and had a low melting point (128 °C). When being treated at high temperature (>200 °C), the monomer was converted to a cross-linked network structure (PFB). TGA data exhibited that PFB had high thermostability with a 5% weight loss temperature of 437 °C and 372 °C in N2and air, respectively. Moreover, PFB showed a char yield of 47.6% at 1000 °C in N2. With regard to the electrical properties, PFB indicated an average of dielectric constants of about 2.7 ranging from 0.15 MHz to 30 MHz. All these results suggest that FB could be used as the varnish for insulating enameled wire in the electrical industry, and as encapsulation resins in the microelectronics industry. This journal is

Fluorescent diphenylfluorene-pyrenyl copolymer with dibenzothiophene-S,S-dioxide and adamantane units for explosive vapor detection

Wang, Yuerong,Gao, Yixun,Chen, Lei,Fu, Yanyan,Zhu, Defeng,He, Qingguo,Cao, Huimin,Cheng, Jiangong,Zhang, Runsheng,Zheng, Shuiqing,Yan, Songmao

, p. 4853 - 4860 (2015)

A fluorescent diphenylfluorene-pyrenyl copolymer with dibenzothiophene-S,S-dioxide (SO) and adamantane units has been successfully synthesized via a Suzuki-Miyaura cross-coupling reaction. After studying the sensing properties of a series of diphenylfluorene-pyrenyl materials towards TNT vapor, it was found that the dibenzothiophene-S,S-dioxide (SO) units introduced into the diphenylfluorenepyrenyl copolymers can simultaneously enhance the photostability and sensing performance of the fluorescent sensing materials. This simple strategy can be used as a promising approach for the development of fluorescent conjugated sensing materials.

Star-shaped amphipathic conjugated molecular material as well as preparation method and application thereof

-

Paragraph 0080-0084, (2020/07/23)

The invention relates to a star-like amphiphilic conjugated molecule material, and a preparation method and application thereof. The material adopts a fluorene structure as a skeleton, pyrene as a capping group and phosphonate as a polar side group and selects different alkyl chains, and the obtained star-like amphiphilic conjugated molecule compound has a structural general formula as shown in the following formula I: (the formula I is as shown in the specification), wherein R is one of alkyl, alkoxy, alkylphenyl and alkyl phenyl with phosphate; Ar is one of benzene, triphenylamine and tri-indene. The material has the advantages of simple chemical structure, low synthesis cost and the like, has high solution processability, film-forming property and multifunctional optical-electrical characteristic, and can realize high-brightness blue light emitting and efficient cathode interface modification functions simultaneously. An organic light-emitting diode which takes the material as a light-emitting layer and an interface modification layer simultaneously can realize excellent optical-electric characteristic through a simplified device structure and solves the technical problem that high-performance multi-layer devices are processed and manufactured by the solution.

A General and Air-tolerant Strategy to Conjugated Polymers within Seconds under Palladium(I) Dimer Catalysis

Magnin, Guillaume,Clifton, Jamie,Schoenebeck, Franziska

supporting information, p. 10179 - 10183 (2019/06/25)

While current M0/MII based polymerization strategies largely focus on fine-tuning the catalyst, reagents and conditions for each and every monomer, this report discloses a single method that allows access to a variety of different conjugated polymers within seconds at room temperature. Key to this privileged reactivity is an air- and moisture stable dinuclear PdI catalyst. The method is operationally simple, robust and tolerant to air.

A [...] derivative and its ether preparation, planar heterojunction device and application (by machine translation)

-

Paragraph 0032; 0033; 0034, (2018/07/30)

The invention belongs to the field of organic photoelectric technology, discloses a [...] derivative and its ether preparation, planar heterojunction device and in the organic semiconductor component in the application. The invention [...] derivatives in the structural formula (1) unit, and the formula (1) unit accounts for the content of said derivatives of the overall relative molecular mass ≥ 50%: L is a possible connection site; X are the same or different selected from the group of C - H, C - O - R or C - R; R independently is a substituted or not substituted with 1 - 40 carbon atoms of the aliphatic, aromatic or heteroaromatic organic group. The invention of [...] derivatives in the ether solvent has good solubility, can be made into ether preparation, and has excellent semiconductor performance, and applied to the organic semiconductor devices and components, can be used for the solution method prepares the surface heterojunction device structure, by means of a heterojunction unique energy level structure, a single semiconductor can not realize the excellent function. (by machine translation)

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