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

Uses

Me-PTCDI can be used in the preparation of the hole transporting layers (HTLs), which can further be utilized in the fabrication of perovskite photovoltaic (PPV) cells.

General Description

N,?N′-Dimethyl-3,4,9,10-perylenedicarboximide (Me-PTCDI) is a perylene derivative that can be used as a thermally stable material in the development of an n-type semiconductor device. It has the capacity to have an ordered growth on a variety of substrates. Its conductivity with respect to the frequency tends to increase at different temperatures.

Flammability and Explosibility

Notclassified

Properties and Applications

TEST ITEMS SPECIFICATION APPEARANCE RED POWDER SHADE BLUISH HEAT RESISTANCE 300 °C min LIGHT FASTNESS 7-8 ACID RESISTANCE 5 ALKALI RESISTANCE 5 FASTNESS TO BLEEDING 5 OIL ABSORPTION 35-50% SPECIFIC SURFACE 28m 2 /g DENSITY 1.60 g/cm 3 RESIDUE ON 80 MESH 5.0% max WATER SOLUBLE 1.0% max VOLATITE 105 °C 1.0% max TINTING STRENGTH 100-105 %

TEST ITEMS

SPECIFICATION

APPEARANCE

RED POWDER

SHADE

BLUISH

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

WATER SOLUBLE

1.0% max

VOLATITE 105 °C

1.0% max

TINTING STRENGTH

100-105 %

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 
• 77-78-1 dimethyl sulfate 
• 4116-90-9 4-bromo-N-methyl-1,8-naphthalimide 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 74-89-5 methylamine 
• 81-32-3 perylene-3,4,9,10-tetracarboxylic acid 
• 593-51-1 methylamine hydrochloride 

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.

Method for preparing C.I. pigment red 179

The invention relates to a method for preparing N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide (C.I. pigment red 179). A reaction is conducted on N-methyl-1,8-naphthalimide in a system composed of a mixed base composed of caesium hydroxide or hydrate thereof and DBU and polar aryl halide at 140 DEG C-190 DEG C, and N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide can be obtained. After pigment-based processing is conducted on N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide, the crystal form of N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide is the same as that of a C.I. pigment red 179 product.

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.