203-64-5

Usage

Uses

Used in Polymer Synthesis:
4H-Cyclopenta[def]phenanthrene is used as an indicator in the synthesis of homopolymers and block copolymers of styrene and dienes with variable 1,2-polydiene content. Its role in this application is crucial for monitoring the progress and quality of the polymerization process, ensuring the production of polymers with desired properties and characteristics.
In the Chemical Industry:
The unique structure and chemical properties of 4H-Cyclopenta[def]phenanthrene make it a valuable compound for use in the chemical industry. It can be employed as a starting material or intermediate in the synthesis of various complex organic molecules, including pharmaceuticals, dyes, and other specialty chemicals.
In the Research and Development Sector:
Due to its unique structure and properties, 4H-Cyclopenta[def]phenanthrene can be utilized in research and development for the exploration of new chemical reactions, mechanisms, and applications. It can serve as a model compound for studying the reactivity and behavior of PAHs and their derivatives, contributing to the advancement of scientific knowledge in the field of organic chemistry.
In the Environmental Monitoring Field:
As a polycyclic aromatic hydrocarbon, 4H-Cyclopenta[def]phenanthrene can be used as a reference compound for environmental monitoring and assessment. It can help in the identification and quantification of PAHs in various environmental samples, such as air, water, and soil, providing valuable information on pollution levels and potential health risks.
In the Material Science Field:
The unique structure and properties of 4H-Cyclopenta[def]phenanthrene can also be exploited in the development of new materials with specific characteristics, such as high thermal stability, electrical conductivity, or optical properties. It can be used as a building block or dopant in the synthesis of advanced materials for various applications, including electronics, energy storage, and sensing devices.

InChI:InChI=1/C15H10/c1-3-10-7-8-11-4-2-6-13-9-12(5-1)14(10)15(11)13/h1-8H,9H2

Upstream product

• 5737-13-3 cyclopenta[def]phenanthren-4-one 
• 855615-39-3 4-methyl-phenanthrene-1,2-dicarboxylic acid-anhydride 
• 854406-34-1 1-hydroxy-2.3.3a.4-tetrahydro-1H-cyclopenta[def]phenanthrene 
• 27410-55-5 8,9-dihydro-4H-cyclopenta[def]phenanthrene 
• 60047-84-9 1,2:3,4-Fluorenobicyclo<4.2.0>octatriene 
• 832-64-4 4-methylphenanthrene 
• 6141-56-6 5-diazo-5H-dibenzocycloheptene 
• 87061-31-2 4-fluoreneacetyl chloride 
• 157729-37-8 3-(4H-cyclopentaphenanthrylidene)-1,5-bis(trimethylsilyl)-1,4-pentadiyne 
• 117139-25-0 2,6-di-t-butyl-4H-cyclopentaphenanthren-8-ol 
• 31771-63-8 5-Amino-4-methylphenanthren 
• 243-17-4 2,3-benzofluorene 
• 719-36-8 4,5-methylenephenanthrene cesium salt 
• 3112-88-7 Benzyl phenyl sulfone 

Downstream Products

• 30436-35-2 9-Benzoyl-cyclopentaphenanthren 
• 143255-79-2 2-phthaloyl-8,9-dihydrocyclopentaphenanthrene 
• 104398-23-4 p-(dimethylaminophenyl)benzyl methyl sulfone 
• 73177-80-7 4H-Cyclopentaphenanthrene-8-carboxylic acid 
• 73177-77-2 8,9-Dihydro-4H-cyclopentaphenanthrene-8-carboxylic acid 
• 101-61-1 4,4'-methylene-bis(N,N-dimethylaniline) 
• 117416-72-5 8,9-dihydro-4H-cyclopentaphenanthrene-2-carboxylic acid 
• 5737-13-3 cyclopenta[def]phenanthren-4-one 
• 27018-91-3 4H-cyclopentaphenanthrene-8,9-dione 
• 75304-90-4 1,7-diiodo-4H-cyclopentaphenanthrene 
• 143924-58-7 4-Hydroxy-4,4'-bi-4H-cyclopentaphenanthryl 
• 70659-38-0 8-bromo-4H-cyclopentaphenanthrene 
• 70659-40-4 4-bromo-4H-cyclopentaphenanthrene 
• 64884-42-0 4H-cyclopentaphenanthren-4-ol 

Related news

Novel efficient blue materials with 4H-cyclopenta[def]phenanthrene for OLEDs09/28/2019

Novel blue emitters, 2-[10-(4,4-dioctyl-4H-cyclopenta[def]phenanthrene-2-yl)-9-anthryl]-4,4-dioctyl-4H-cyclopenta[def]phenanthrene (OCPA) and 4,4,4′,4′,4″,4″-hexaoctyl-2,6′:2′,6″-tercyclopenta[def]phenanthrene (TerCPP) have been synthesized and characterized. The introduction of cyclopent...detailed

Relevant academic research and scientific papers

Synthesis of 4H-Cyclopentaphenanthrene from Fluorene Skeleton

4-Fluoreneacetic acid was prepared and its chloride was cyclized with AlCl3 to give 4H-cyclopentaphenanthren-8-ol accompanied by the 8,9-dione.These were both reduced to 4H-cyclopentaphenanthrene: the overall yield was 40-50percent from diphenic acid.The phenol was converted to acetoxy and amino substrates.

A Facile Synthesis of 4H-Cyclopentaphenanthrene

A facile and cheap method for synthesis of 4H-cyclopentaphenanthrene was achieved from fluorene as the starting material via di-t-butylfluorene.

Flash Vacuum Pyrolysis of 5-Diazodibenzocycloheptene. Some Insights into Aromatic Carbene-Arylcarbene Rearrangement

Flash vacuum pyrolysis of the title diazo compound gives 4H-cyclopentaphenanthrene, which is interpreted as indicating that dibenzocycloheptatrienylidene (13) undergoes the carbene-carbene rearrangement to generate 4-phenanthrylcarbene.The reactivities of 13 are compared with those of other benzoannulated cycloheptatrienylidenes and discussed in terms of the effect of the benzo ring to the activation energy for the rearrangement.

A Three-Step Synthesis of 4H-Cyclopenta[def]phenanthrene from Pyrene

4H-Cyclopenta[def]phenanthrene (CPP) is a valuable building block in the production of photoactive polymers, which find use in a wide range of organic electronic applications. Of particular importance is their use in the development of blue-colored, organic light-emitting diodes (OLEDs), which remains a challenge in the field. Unfortunately, commercial sources and synthetic procedures known in the literature are unable to provide enough CPP for large scale implementation. Herein, we report on the development of a novel, gram-scale synthesis of CPP in three steps, starting from pyrene. The key steps in our methodology are the ring contraction of pyrene-4,5-dione to oxoCPP in a single step, as well as the direct reduction of oxoCPP to CPP. Apart from the small number of synthetic steps, our methodology benefits from the use of relatively non-hazardous reagents, together with optimized purification procedures, making CPP accessible in useful quantities.

Synthesis of 4H-cyclopenta[def]phenanthrene from 1-naphthylacetic acid

4H-cyclopenta[def ]phenanthrene (CPP) was prepared from 1-naphthylacetic acid in six steps with an overall yield of 36%. From easily available ethyl 1-naphthaleneacetate, the Michael addition and Lewis acid catalyzed dicyclization provided the diketone, which was reduced and dehydrated to give CPP. Copyright

Condensed compound and organic light emitting diode comprising the same

Provided are a condensed cyclic compound represented by chemical formula 1 and an organic electroluminescent device comprising the same. In the chemical formula 1, X, and R1 to R10 refer to the detailed description of the present invention. An organic light emitting device having an organic layer comprising the condensed cyclic compound has properties of low driving voltage, high light emitting efficiency and long lifespan.COPYRIGHT KIPO 2016

DEGRADATION OF POLYCYCLIC AROMATIC HYDROCARBONS TO RENDER THEM AVAILABLE FOR BIODEGRADATION

A method for the degradation of polycyclic aromatic compounds is disclosed that involves dissolving ozone in a bipolar solvent comprising a non-polar solvent in which is of sufficiently non-polar character to solubilized the polycyclic aromatic compounds, and a polar-water-compatible solvent which is fully miscible with the non-polar solvent to form a single phase with the non-polar solvent. The bipolar solvent with dissolved ozone is contacted with the polycyclic aromatic compounds to solubilize the polycyclic aromatic compounds and react the dissolved polycyclic aromatic compounds with the ozone to degrade the dissolved polycyclic aromatic compounds to oxygenated intermediates. The bipolar solvent is then mixed with sufficient water to form separate non-polar and polar phases, the non-polar phase comprising the non-polar solvent and the polar phase comprising the non-polar solvent and the oxygenated intermediates. The polar phase is then diluted and incubated with bacteria to biodegrade the oxygenated intermediates.

Emission factors and importance of PCDD/Fs, PCBs, PCNs, PAHs and PM 10 from the domestic burning of coal and wood in the U.K.

This paper presents emission factors (EFs) derived for a range of persistent organic pollutants (POPs) when coal and wood were subject to controlled burning experiments, designed to simulate domestic burning for space heating. A wide range of POPs were emitted, with emissions from coal being higher than those from wood. Highest EFs were obtained for particulate matter, PM10, (～ 10 g/kg fuel) and polycyclic aromatic hydrocarbons (～ 100 mg/ kg fuel for ΣPAHs). For chlorinated compounds, EFs were highest for polychlorinated biphenyls (PCBs), with polychlorinated naphthalenes (PCNs), dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) being less abundant. EFs were on the order of 1000 ng/kg fuel for ΣPCBs, 100s ng/ kg fuel for ΣPCNs and 100 ng/kg fuel for ΣPCDD/Fs. The study confirmed that mono- to trichlorinated dibenzofurans, Cl1,2,3DFs, were strong indicators of low temperature combustion processes, such as the domestic burning of coal and wood. It is concluded that numerous PCB and PCN congeners are routinely formed during the combustion of solid fuels. However, their combined emissions from the domestic burning of coal and wood would contribute only a few percent to annual U.K. emission estimates. Emissions of PAHs and PM 10 were major contributors to U.K. national emission inventories. Major emissions were found from the domestic burning for Cl1,2,3DFs, while the contribution of PCDD/F-ΣTEQ to total U.K. emissions was minor.

Semivolatile and volatile compounds in combustion of polyethylene

The evolution of semivolatile and volatile compounds in the combustion of polyethylene (PE) was studied at different operating conditions in a horizontal quartz reactor. Four combustion runs at 500 and 850°C with two different sample mass/air flow ratios and two pyrolytic runs at the same temperatures were carried out. Thermal behavior of different compounds was analyzed and the data obtained were compared with those of literature. It was observed that α,ω-olefins, α-olefins and n-paraffins were formed from the pyrolytic decomposition at low temperatures. On the other hand, oxygenated compounds such as aldehydes were also formed in the presence of oxygen. High yields were obtained of carbon oxides and light hydrocarbons, too. At high temperatures, the formation of polycyclic aromatic hydrocarbons (PAHs) took place. These compounds are harmful and their presence in the combustion processes is related with the evolution of pyrolytic puffs inside the combustion chamber with a poor mixture of semivolatile compounds evolved with oxygen. Altogether, the yields of more than 200 compounds were determined. The collection of the semivolatile compounds was carried out with XAD-2 adsorbent and were analyzed by GC-MS, whereas volatile compounds and gases were collected in a Tedlar bag and analyzed by GC with thermal conductivity and flame ionization detectors.

Semi-volatile and particulate emissions from the combustion of alternative diesel fuels

Motor vehicle emissions are a major anthropogenic source of air pollution and contribute to the deterioration of urban air quality. In this paper, we report results of a laboratory investigation of particle formation from four different alternative diesel fuels, namely, compressed natural gas (CNG), dimethyl ether (DME), biodiesel, and diesel, under fuelrich conditions in the temperature range of 800-1200°C at pressures of approximately 24 atm. A single pulse shock tube was used to simulate compression ignition (CI) combustion conditions. Gaseous fuels (CNG and DME) were exposed premixed in air while liquid fuels (diesel and biodiesel) were injected using a high-pressure liquid injector. The results of surface analysis using a scanning electron microscope showed that the particles formed from combustion of all four of the above-mentioned fuels had a mean diameter less than 0.1 μm. From results of gravimetric analysis and fuel injection size it was found that under the test conditions described above the relative particulate yields from CNG, DME, biodiesel, and diesel were 0.30%, 0.026%, 0.52%, and 0.51%, respectively. Chemical analysis of particles showed that DME combustion particles had the highest soluble organic fraction (SOF) at 71%, followed by biodiesel (66%), CNG (38%) and diesel (20%). This illustrates that in case of both gaseous and liquid fuels, oxygenated fuels have a higher SOF than non-oxygenated fuels. Motor vehicle emissions are a major anthropogenic source of air pollution and contribute to the deterioration of urban air quality. In this paper, we report results of a laboratory investigation of particle formation from four different alternative diesel fuels, namely, compressed natural gas (CNG), dimethyl ether (DME), biodiesel, and diesel, under fuelrich conditions in the temperature range of 800-1200°C at pressures of approximately 24 atm. A single pulse shock tube was used to simulate compression ignition (CI) combustion conditions. Gaseous fuels (CNG and DME) were exposed premixed in air while liquid fuels (diesel and biodiesel) were injected using a high-pressure liquid injector. The results of surface analysis using a scanning electron microscope showed that the particles formed from combustion of all four of the above-mentioned fuels had a mean diameter less than 0.1 μm. From results of gravimetric analysis and fuel injection size it was found that under the test conditions described above the relative particulate yields from CNG, DME, biodiesel, and diesel were 0.30%, 0.026%, 0.52%, and 0.51%, respectively. Chemical analysis of particles showed that DME combustion particles had the highest soluble organic fraction (SOF) at 71%, followed by biodiesel (66%), CNG (38%) and diesel (20%). This illustrates that in case of both gaseous and liquid fuels, oxygenated fuels have a higher SOF than non-oxygenated fuels.