81-33-4

Usage

Uses

Used in Chemical Research:
3,4,9,10-Perylenetetracarboxylic diimide is used as a research compound for various chemical studies.
Used in Industrial Pigments:
PTCDI is used extensively as an industrial pigment due to its reddish shade and high tinting strength of 100-105%.
Used as Tunable Laser Dye:
3,4,9,10-Perylenetetracarboxylic diimide is used as a tunable laser dye in various applications.
Used as Light-Harvesting Material:
PTCDI is used as a light-harvesting material in solar energy applications.
Used in Transistors:
3,4,9,10-Perylenetetracarboxylic diimide is used in the development of transistors.
Used as Molecular Switches:
PTCDI is used in the design of molecular switches for various applications.
Used in Solar Cells:
3,4,9,10-Perylenetetracarboxylic diimide is used in the development of solar cells.
Used in Optoelectronic Devices:
PTCDI is used in the creation of optoelectronic devices.
Used in DNA Triplex Formation:
Planar peryleneand naphthalene-based diimide linkers, such as PTCDI, can be employed to tether the Watson-Crick and Hoogsteen strands of a DNA triplex, providing conjugates capable of targeting single-stranded nucleic acids with the formation of hairpin triplexes.

Flammability and Explosibility

Notclassified

TEST ITEMS

SPECIFICATION

HEAT RESISTANCE

300 °C min

LIGHT FASTNESS

8

ACID RESISTANCE

5

ALKALI RESISTANCE

5

FASTNESS TO BLEEDING

5

SPECIFIC SURFACE

28 m 2 /g

DENSITY

1.60 g/cm 3

RESIDUE ON 80 MESH

5.0% max

VOLATITE 105 °C

1.0% max

InChI:InChI=1/C25H18N6O4/c26-21(27)11-4-1-9-8-2-5-12(23(30)32)19-13(24(31)33)6-3-10(16(8)19)17-15(25(34)35)7-14(22(28)29)18(11)20(9)17/h1-7H,(H3,26,27)(H3,28,29)(H2,30,32)(H2,31,33)(H,34,35)

Upstream product

• 81-83-4 1,8-Naphthalimide 
• 81-32-3 perylene-3,4,9,10-tetracarboxylic acid 
• 52534-87-9 1,3,1',3'-Tetraoxo-2,3,2',3'-tetrahydro-1H,1'H-[6,6']bi[benzo[de]isoquinolinyl]-7,7'-dicarboxylic acid 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 208-96-8 acenaphthylene 
• 81-84-5 1,8-Naphthalic anhydride 
• 83-32-9 acenaphthene 
• 64-17-5 ethanol 

Downstream Products

• 81-32-3 perylene-3,4,9,10-tetracarboxylic acid 
• 41572-86-5 N,N'-bis(cyclohexyl)perylene-3,4,9,10-tetracarboxylic acid diimide 
• 215297-21-5 N-2-[(2-O-4,4′-dimethoxytritylethoxy)ethyl]-N′-2-(2-hydroxyethoxy)ethyl-3,4,9,10-perylenetetracarboxylic diimide 
• 112100-07-9 bis(2,6-diisopropylphenyl)-5,6,12,13-tetraphenoxyanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H, 9H)-tetraone 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 6364-19-8 3,9-perylene dicarboxylic acid 

Relevant academic research and scientific papers

High-performance black color paste and preparation method thereof

The invention relates to the technical field of black pigments, in particular to a high-performance black color paste and a preparation method thereof. The preparation process does not need to be subjected to grinding treatment, can be highly dispersed in the low-melting-point amphiphilic solid, can effectively improve the workability and repeatability, and reduces the chromatic aberration 10% - 1000%. The preparation method disclosed by the invention causes the components to react and discolor in the kneading machine, finally obtains the black color paste, and is simple in preparation step, easy and convenient to operate, easy to prepare and good in application prospect.

A perylene pigment preparation method

The present invention provides a perylene pigment preparation method, is to adopt the N - substituted - 1, 8 - naphthalene imide as the starting material, in order to N - methyl imidazole with DBU or DBN N - methyl imidazole with the mixed solvent as reaction medium, sodium alcoholate or polysiloxane as catalyst, through 130 - 170 °C reaction 3 - 10 hours, after the reaction, the reaction system cooling, concentrated under reduced pressure, recycling the reaction solvent, collects the product make the perylene pigment. Preparation of perylene pigment coloring high, bright color, good dispersibility, and this process is simple, time consuming and short, the reaction temperature is low, to reduce the use of strong alkali and concentrated sulfuric acid, the production cost is reduced, the reduction of the waste water and the solid waste discharge.

A 3, 9 - perylene dicarboxylic acid preparation method

The invention discloses a 3, 9 - perylene dicarboxylic acid of preparation method, specific step is ice-acetic acid in a solvent, in the dihydro e is obtained under the action of the sodium dichromate of 1, 8 - naphthalenedicarboxylic anhydride; 1, 8 - naphthalenedicarboxylic anhydride in saturated ammonia under the action of the acylation to obtain the 1, 8 - naphthalene asia amide; 1, 8 - naphthalene asia amide in potassium hydroxide and anhydrous sodium acetate manufacturing of the alkaline environment in the alkaline environment in C - C under high-temperature conditions obtained by coupling the 3, 4, 9, 10 - perylenetetracarboxylic acid diimide; 3, 4, 9, 10 - perylenetetracarboxylic acid diimide in under the action of the strong acid is converted into the 3, 4, 9, 10 - [...]; 3, 4, 9, 10 - [...] in microwave reactor in alkaline hydrolysis by the decarboxylation of 3, 9 - perylene dicarboxylic acid. The invention synthetic process more economic, environmental protection, high-efficient and simple.

Preparation method and application of novel perylene drug molecule with biological activity

The invention discloses a preparation method and application of a novel perylene drug molecule with the biological activity, and belongs to the technical field of medicine synthesis. According to thekey points of the technical scheme of the preparation method and application of the novel perylene drug molecule, the structural formula of the perylene drug molecule with the biological activity is as shown in the specification, wherein R is O or S. The invention further relates to the preparation method for the novel perylene drug molecule with the biological activity. The perylene drug moleculeprepared through the preparation method has good inhibitory activity on human cervical cancer hHela cells, human breast cancer MDA-MB-231 cells and human liver cancer HepG2 cells, is relatively low in toxicity on human normal cells and has the potential of becoming an anti-tumor drug.

Preparation method and application of novel perylene acid medicinal molecule with antineoplastic activity

The invention discloses a preparation method and application of a novel perylene acid medicinal molecule with antineoplastic activity, and belongs to the technical field of pharmaceutical synthesis. The novel perylene acid medicinal molecule with antineoplastic activity is characterized by having the structural formula as shown in the description. The invention also provides a preparation method of the novel perylene medicinal molecule with the antineoplastic activity. The prepared perylene medicinal molecule has higher inhibiting activity for human cervical carcinoma Hela cells, human breastcancer MDA-MB-231 cells and human liver cancer HepG2 cells, and has the potential of becoming an antineoplastic medicament.

Perylene imide quaternary ammonium salt compound and application thereof in electroplating

The invention relates to the field of organic synthesis, and in particular relates to a perylene imide quaternary ammonium salt compound and an application thereof. The perylene imide quaternary ammonium salt compound has a structure as shown in a formula I. The perylene imide quaternary ammonium salt compound provided by the invention can be used as an electroplating leveling agent to be applied in electroplating of acidic copper sulfate. The formula of the perylene imide quaternary ammonium salt compound is as shown in the specification.

Synthesis, electrochemical, and spectroscopic properties of soluble perylene monoimide diesters

Perylene derivatives are an important class of n-type semiconductors. With the exceptions of bay-substituted and N-swallow-tail alkyl/tert-butyl substituted derivatives, most perylene diimides are insoluble. The recently reported perylene tetraesters are highly soluble, but are less electron-deficient. In this paper, a series of perylene monoimide diesters have been synthesized, which have good solubility and acceptable electron-accepting property due to the introducing of imide and ester groups in one perylene molecule. Their electrochemical properties and structural ordering were examined by cyclovoltammetry and X-ray diffraction technique, respectively. Their absorption and emission spectra are reported and discussed.

A "green" route to perylene dyes: Direct coupling reactions of 1,8-naphthalimide and related compounds under mild conditions using a "new" base complex reagent, t-BuOK/DBN

The direct coupling reactions of 1,8-naphthalimide compounds efficiently occurred at 130 or 170 °C without the intervention of the leuco form dyes in the presence of base complex reagent, t-BuOK/1,5-diazabicyclo[4.3.0]non-5-ene (DBN), to give the corresponding perylene dyes in good yields with >95% purities. A possible mechanistic speculation for these oxidative coupling reactions is briefly discussed.

Process for preparing perylene-3,4,9,10-tetracarboxylic diimide in transparent pigment form

The present invention provides a process for preparing transparent perylimide pigments of the formula (I) in which u is a number from 0 to 8 and, if u>0, E is a chlorine or bromine atom and, where u>1, may be a combination thereof, which comprises wet-grinding a crude perylimide pigment in a liquid medium in a stirred ballmill operated at a power density of from 1.0 kW per liter of milling space and at a stirrer tip speed of more than 12 m/s under the action of grinding media having a diameter of less than or equal to 0.9 mm, and isolating the resulting pigment.

Photoconductivity studies of perylene tetracarbonyl-diimides

Photoconductivity of a series of perylene tetracarboxyl-diimides has been studied by delayed-collection-field and electric field induced fluorescence quenching techniques.It has been shown that these materials exhibit both extrinsic (impurity controlled) and intrinsic carrier generation originating from the first excited singlet state.Perylene tetracarboxyl-diimides are photoactive in the visible spectral range and their carrier generation efficiencies compare well with generation efficiencies in the best known organic photoconductors.This makes them suitable for xerographic application using visible light.