165261-25-6

Usage

General Description

The chemical "1H-Perylo[3,4-cd]pyridine-1,3(2H)-dione, 2-[2,5-bis(1,1-diMethylethyl)phenyl]-" is a complex organic compound with the molecular formula C40H34N2O2. It contains a perylene backbone and a pyridine-1,3-dione moiety, along with two 2,5-bis(1,1-dimethylethyl)phenyl groups. This chemical is utilized in various applications, including as a building block in the synthesis of organic electronic materials. It may also have potential uses in semiconductor devices and organic photovoltaics due to its unique chemical structure and properties.

Upstream product

• 21860-03-7 2,5-di-tert-butylaniline 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 117364-74-6 perylene-3,4-dicarboxylicacid anhydride 
• 22503-23-7 4-bromo-2,5-di-tert-butyl-aniline 

Downstream Products

• 165261-41-6 N-(2,5-Di-tert-butylphenyl)-1-nitroperylene-3,4-dicarboximide 
• 117364-74-6 perylene-3,4-dicarboxylicacid anhydride 
• 1422351-54-9 C₅₀H₄₀N₂O₂ 
• 488729-90-4 9-Dioctylamino-N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide 
• 1352541-93-5 9-(N,N-bis(1H,1H,2H,2H-perfluorooctyl)amino)-N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide 
• 1307916-84-2 N-(carboxymethyl)-1-(N-pyrrolidino)-6,9-di(tert-butoxyphenoxy)perylene-3,4-dicarboximide 
• 1307916-82-0 N-(tert-butoxycarbonylmethylene)-1-(N-pyrrolidino)-6,9-di(tert-butoxyphenoxy)perylene-3,4-dicarboximide 
• 1307916-81-9 1-(N-pyrrolidino)-6,9-di(tert-butoxyphenoxy)perylene-3,4-dicarboxylic anhydride 
• 1307916-80-8 1-(N-pyrrolidino)-6,9-di(tert-butoxyphenoxy)-N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide 
• 358762-71-7 N-(2,5-di-tert-butyl-phenyl)-1,6-bis-(3,5-di-tert-butylphenoxy)-9-bromoperylene-3,4-dicarboximide 
• 358762-73-9 N-(amino)-1,6-bis-(3,5-di-tert-butylphenoxy)-9-(N-pyrrolidinyl)perylene-3,4-dicarboximide 

Relevant academic research and scientific papers

New perylenes for dye sensitization of TiO2

We describe a new generation of perylene photosensitizers based upon N-(2,5-di-tert-butylphenyl)perylene-3,4- dicarboximide. The new sensitizers have more favorable energetics for electron injection into TiO2 and better light absorption properties for solar conversion than previous sensitizers based upon perylene tetracarboxylic acid dianhydride. Syntheses, absorption properties, and electrochemical potentials for the new perylenes are reported. We compare the solar conversion efficiencies of the dyes in the dye sensitized solar cell (DSSC) and discuss trends in terms of energetics and structural differences that may affect the injection and recombination processes. These are the highest efficiencies yet reported for perylene sensitizers in the DSSC.

Dipolar Photosystems: Engineering Oriented Push–Pull Components into Double- and Triple-Channel Surface Architectures

Push–pull aromatics are not popular as optoelectronic materials because their supramolecular organization is difficult to control. However, recent progress with synthetic methods has suggested that the directional integration of push–pull components into multicomponent photosystems should become possible. In this study, we report the design, synthesis, and evaluation of double- or triple-channel architectures that contain π stacks with push–pull components in parallel or mixed orientation. Moreover, the parallel push–pull stacks were uniformly oriented with regard to co-axial stacks, either with inward or outward oriented push–pull dipoles. Hole-transporting (p) aminoperylenemonoimides (APIs) and aminonaphthalimides (ANIs) are explored for ordered push–pull stacks. For the co-axial electron-transporting (n) stacks, naphthalenediimides (NDIs) are used. In double-channel photosystems, mixed push–pull stacks are overall less active than parallel push–pull stacks. The orientation of the parallel push–pull stacks with regard to the co-axial NDI stacks has little influence on activity. In triple-channel photosystems, outward-directed dipoles in bridging stacks between peripheral p and central n channels show higher activity than inward-directed dipolar stacks. Higher activities in response to direct irradiation of outward-directed parallel stacks reveal the occurrence of quite remarkable optical gating.

Supramolecular compound nano-carrier as well as preparation method and application thereof

The invention discloses a supramolecular compound nano-carrier as well as a preparation method and application thereof, and relates to the technical field of polymer chemistry and biological detection engineering. According to the supramolecular compound nano-carrier disclosed by the invention, a two-dimensional nanosheet supramolecular structure system generated by self-assembly is driven by an anion induction effect, and a supramolecular compound nano-carrier is of a single-layer nanosheet supramolecular structure constructed by a highly-oriented one-dimensional nanorod. A hydrophobic perylene group part is used as a skeleton part for constructing the highly-oriented one-dimensional nanorod, and the charge density of a single-layer nanosheet can be regulated and controlled. The surface of the water-soluble multivalent hydrophilic part can be loaded with DNAzyme deoxyribozyme for specific detection of heavy metal ions through electrostatic interaction, and the water-soluble multivalent supramolecular compound nano sensor is constructed. Based on a fluorescence change mechanism caused by specific cutting of heavy metal ions, The fluorescence detection of the heavy metal ions in food and biological tissues is realized, and the detection effect of the heavy metal ions is greatly enhanced.

Long-lived triplet excited state in a platinum(ii) perylene monoimide complex

We report the synthesis and solution based photophysical properties of a new Pt(ii)-terpyridine complex coupled to a perylene monoimide (PMI) chromophoric unit through an acetylene linkage. This structural arrangement resulted in quantitative quenching of the highly fluorescent PMI chromophore by introducing metal character into the lowest energy singlet state, thereby leading to the formation of a long-lived PMI-ligand localized triplet excited state (τ = 8.4 μs). Even though the phosphorescence from this triplet state was not observed, highly efficient quenching of this excited state by dissolved oxygen and the observation of singlet oxygen photoluminescence in the near-IR at 1270 nm initially pointed towards triplet excited state character. Additionally, the coincidence of the excited state absorbance difference spectra from the sensitized PMI ligand using a triplet donor and the Pt-PMI complex provided strong evidence for this triplet state assignment, which was further supported by TD-DFT calculations.

Molecular Control of Internal Crystallization and Photocatalytic Function in Supramolecular Nanostructures

Supramolecular light-absorbing nanostructures are useful building blocks for the design of next-generation artificial photosynthetic systems. Development of such systems requires a detailed understanding of how molecular packing influences the material's

Stokes shift/emission efficiency trade-off in donor-acceptor perylenemonoimides for luminescent solar concentrators

Perylenediimides (PDIs) are among the best performing organic luminescent materials, both in terms of emission efficiency and chemical and photochemical stability because of their rigid, symmetric and planar structure; however, they exhibit very small Sto

High Stokes shift perylene dyes for luminescent solar concentrators

Highly efficient plastic based single layer Luminescent Solar Concentrators (LSCs) require the design of luminophores having complete spectral separation between absorption and emission spectra (large Stokes shift). We describe the design, synthesis and characterization of a new perylene dye possessing Stokes shift as high as 300 meV, fluorescent quantum yield in the LSC slab of 70% and high chemical and photochemical stability. The Royal Society of Chemistry 2013.

Supercritical carbon dioxide as a solvent for deposition of a tailored dye in dye sensitized solar cells

We report a new technique whereby dyes can be deposited onto metal oxide surfaces using supercritical carbon dioxide (scCO2) for use in solar cell applications. This process eliminates the need for hazardous organic solvents and waste solvents generated during the dyeing process. The solubility of a perylene anhydride dye in scCO2 is enhanced by the incorporation of fluorinated alkyl subsituents and the use of masked carboxylic binding groups. This allows fast deposition of the dye onto the TiO2 photoanode, resulting in efficient photovoltaic performance. The unreacted dye is then easily recovered in a solid form after the deposition process by venting the carbon dioxide.

SYNTHESIS OF PERYLENE-PORPHYRIN BUILDING BLOCKS AND POLYMERS THEREOF FOR THE PRODUCTION OF LIGHT-HARVESTING ARRAYS

The present invention provides methods, compounds, and compositions for the synthesis of light harvesting arrays, such arrays comprising: (a) a first substrate comprising a first electrode; and (b) a layer of light harvesting rods electrically coupled to said first electrode, each of said light harvesting rods comprising a polymer of Formula (I): wherein m is at least 1; X1 is a charge separation group, and X2 through Xm+1 are chromophores. At least one of X2 through Xm+1 has at least one perylene group coupled thereto.

Practical synthesis of perylene-monoimide building blocks that possess features appropriate for use in porphyrin-based light-harvesting arrays

Perylene-monoimide dyes with solubilizing aryloxy substituents at the perylene perimeter and a synthetic handle on the N-aryl group are valuable building blocks for incorporation as accessory pigments in porphyrin-based light-harvesting arrays. A family of such dyes has been prepared by reaction of 1,6,9-tris(4-tert-butylphenoxy)perylene-3,4-dicarboxylic anhydride with a set of 4-iodo/ethynyl anilines (with or without 2,6-diisopropyl substituents) in the presence of Zn(OAc)2·2H2O in imidazole/mesitylene at 130°C. The workup procedures throughout the synthesis have been streamlined for scale-up purposes, minimizing chromatography. Two bis(perylene)porphyrin building blocks were prepared in a rational manner and examined in Sonogashira and Glaser polymerizations. The two isopropyl groups on the N-aryl group and the three 4-tert-butylphenoxy groups at the perylene perimeter are essential for high solubility of the bis(perylene)porphyrins and corresponding oligomers in organic solvents.