5521-31-3

Basic information

• Product Name: Pigment Red 179
• Synonyms: N,N'-DIMETHYL-PERYLENE-TETRACARBONIC ACID - DIAMIDE;pigment red 179;1,9-def:6,5,10-d’e’f’)diisoquinoline-1,3,8,10(2h,9h)-tetrone,2,9-dimethyl-anthra(;1,9-def:6,5,10-d’e’f’]diisoquinoline-1,3,8,10(2H,9H)-tetrone,2,9-dimethyl-Anthra[2;2,9-dimethylanthra(2,1,9-def:6,5,10-d’e’f’)diisoquinoline-1,3,8,10(2h,9h)-te;4:9,10-diimide,n,n’-dimethyl-perylenetetracarboxylic;anthra(2,1,9-def:6,5,10-d’e’f’)diisoquinoline-1,3,8,10(2h,9h)-tetrone,2,9-dime;anthra[2,1,9-def:6,5,10-d’e’f’]diisoquinoline-1,3,8,10(2h,9h)-tetrone,2,9-dime
• CAS NO: 5521-31-3
• Molecular Formula: C₂₆H₁₄N₂O₄
• Molecular Weight: 418.4
• EINECS: 226-866-1
• Product Categories: Organics
• Mol File: 5521-31-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: >400°C
• Boiling Point: 694.846 °C at 760 mmHg
• Flash Point: 341.089 °C
• Appearance: /
• Density: 1.594 g/cm³
• Vapor Pressure: 3.72E-19mmHg at 25°C
• Refractive Index: 1.904
• PKA: -2.29±0.20(Predicted)
• Water Solubility: 5.5μg/L at 23℃
• CAS DataBase Reference: Pigment Red 179(CAS DataBase Reference)
• NIST Chemistry Reference: Pigment Red 179(5521-31-3)
• EPA Substance Registry System: Pigment Red 179(5521-31-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• RTECS: CB1590000
• Hazardous Substances Data: 5521-31-3(Hazardous Substances Data)

Usage

Description

Pigment Red 179, also known as N,N′-Dimethyl-3,4,9,10-perylenedicarboximide (Me-PTCDI), is a perylene derivative that is used as a thermally stable material in the development of n-type semiconductor devices. It is characterized by its red powder appearance and has a bluish shade. The pigment has a tinging strength of 100-105% and exhibits good heat resistance of at least 300°C, light fastness of 7-8, and moderate acid and alkali resistance of 5. It also has a fastness to bleeding of 5 and an oil absorption of 35-50%. The specific surface area of Pigment Red 179 is 28 m2/g, and its density is 1.60 g/cm3. The pigment has a maximum water solubility of 1.0% and a maximum residue on 80 mesh of 5.0%.

Uses

Used in Electronics Industry:
Pigment Red 179 is used as a thermally stable material for the development of n-type semiconductor devices. Its ordered growth on a variety of substrates and increasing conductivity with respect to frequency at different temperatures make it a promising candidate for this application.
Used in Pigment Industry:
Pigment Red 179 is used as a red pigment in various applications due to its high tinging strength, bluish shade, and good heat and light resistance. Its moderate acid and alkali resistance, as well as fastness to bleeding, make it suitable for use in a range of products.
Used in Perovskite Photovoltaic Cells:
Pigment Red 179 can be used in the preparation of hole transporting layers (HTLs), which can further be utilized in the fabrication of perovskite photovoltaic (PPV) cells. Its thermal stability and electrical properties make it a valuable component in the development of efficient and durable solar cells.

Flammability and Explosibility

Notclassified

TEST ITEMS

SPECIFICATION

HEAT RESISTANCE

300 °C min

LIGHT FASTNESS

7-8

ACID RESISTANCE

5

ALKALI RESISTANCE

5

FASTNESS TO BLEEDING

5

DENSITY

1.60 g/cm 3

RESIDUE ON 80 MESH

5.0% max

VOLATITE 105 °C

1.0% max

InChI:InChI=1/C26H14N2O4/c1-27-23(29)15-7-3-11-13-5-9-17-22-18(26(32)28(2)25(17)31)10-6-14(20(13)22)12-4-8-16(24(27)30)21(15)19(11)12/h3-10H,1-2H3

Upstream product

• 2382-08-3 N-methylnaphthalimide 
• 1865-45-8 sodium anilide 
• 62-53-3 aniline 
• 81-32-3 perylene-3,4,9,10-tetracarboxylic acid 
• 593-51-1 methylamine hydrochloride 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 74-89-5 methylamine 
• 77-78-1 dimethyl sulfate 
• 4116-90-9 4-bromo-N-methyl-1,8-naphthalimide 

Downstream Products

• 70654-96-5 N-methyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant articles and documents

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.

Organic photoelectric device and image sensor including the same

An organic photoelectric device may include an anode and a cathode facing each other and the active layer between the anode and cathode, wherein the active layer includes a compound represented by Chemical Formula 1 and a compound represented by Chemical Formula 2. Chemical Formula 1 and Chemical Formula 2 are the same as in the detailed description.

Perylene derivatives formation in reaction of 3-bromobenzanthrone and 4-bromonaphthalic acid derivatives with a reduction system NiCl2 - 2,2′bipyridyl (or 1,10-phenathroline) - Zn

The reaction of 3-bromobenzanthrone and 4-bromonaphthalic acid derivatives with a reduction system NiCl2-2,2′bipyridyl (or 1,10-phenathroline)-Zn gives rise to compounds containing perylene fragment. Under similar conditions was established a possibility to transform substituted 1,1′-binaphthyls into the corresponding perylene derivatives.