24108-89-2

Basic information

• Product Name: Pigment Red 123
• Synonyms: c.i. 71145;2,9-Bis(4-ethoxyphenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone;PIGMENT RED 123;PR123 PERYLENE VERMILLION;Anthra2,1,9-def:6,5,10-defdiisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(4-ethoxyphenyl)-;Pigment red 123 (C.I. 71145);C.I. Pigment Red 123;N,N'-Bis(4-ethoxyphenyl)perylene-3,4:9,10-bis(dicarbimide)
• CAS NO: 24108-89-2
• Molecular Formula: C₄₀H₂₆N₂O₆
• Molecular Weight: 630.653
• EINECS: 246-018-4
• Product Categories: Organics
• Mol File: 24108-89-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.461 g/cm³
• Refractive Index: 1.8
• PKA: 3.55±0.20(Predicted)
• CAS DataBase Reference: Pigment Red 123(CAS DataBase Reference)
• NIST Chemistry Reference: Pigment Red 123(24108-89-2)
• EPA Substance Registry System: Pigment Red 123(24108-89-2)

Safety Data

• Hazardous Substances Data: 24108-89-2(Hazardous Substances Data)

Usage

Description

Pigment Red 123 is a perylenediimide dye characterized by its reddish appearance and bluish shade. It possesses redox-active carbonyl/hydroxyl groups, which enable the reversible uptake of Li ions, making it a suitable candidate for use as a lithium ion battery cathode. Additionally, it exhibits strong tinting strength, heat resistance up to 300°C, and good light fastness with a rating of 7-8. It also demonstrates moderate resistance to acids and alkalis, as well as fastness to bleeding.

Uses

Used in Lithium-ion Battery Cathodes:
Pigment Red 123 is used as a cathode material for lithium-ion batteries due to its redox-active carbonyl/hydroxyl groups, which allow for the reversible uptake of Li ions, enhancing the battery's performance and efficiency.
Used in Colorant Applications:
Pigment Red 123 is used as a colorant in various industries, such as plastics, coatings, inks, and rubber, for its strong tinting strength, bluish shade, and good heat and light resistance properties. Its moderate resistance to acids and alkalis, as well as fastness to bleeding, make it a reliable choice for these applications.
Used in the Plastics Industry:
Pigment Red 123 is used as a colorant in the plastics industry for its strong tinting strength and bluish shade, providing vibrant and long-lasting color to plastic products.
Used in the Coatings Industry:
Pigment Red 123 is used as a colorant in the coatings industry, offering good heat and light resistance, as well as resistance to acids and alkalis, making it suitable for various coating applications.
Used in the Inks Industry:
Pigment Red 123 is used as a colorant in the inks industry, providing a strong tinting strength and bluish shade, along with good light fastness and resistance to acids and alkalis.
Used in the Rubber Industry:
Pigment Red 123 is used as a colorant in the rubber industry, offering a strong tinting strength and bluish shade, as well as good heat resistance and resistance to acids and alkalis, making it suitable for various rubber products.

TEST ITEMS

SPECIFICATION

HEAT RESISTANCE

300 °C min

LIGHT FASTNESS

7-8

ACID RESISTANCE

5

ALKALI RESISTANCE

5

FASTNESS TO BLEEDING

5

OIL ABSORPTION

35-40%

SPECIFIC SURFACE

28m 2 /g

DENSITY

1.50 g/cm 3

RESIDUE ON 80 MESH

5.0% max

VOLATITE 105 °C

1.0% max

InChI:InChI=1/C40H26N2O6/c1-3-47-23-9-5-21(6-10-23)41-37(43)29-17-13-25-27-15-19-31-36-32(40(46)42(39(31)45)22-7-11-24(12-8-22)48-4-2)20-16-28(34(27)36)26-14-18-30(38(41)44)35(29)33(25)26/h5-20H,3-4H2,1-2H3

Upstream product

• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 156-43-4 4-Ethoxyaniline 

Relevant articles and documents

Greener Dye Synthesis: Continuous, Solvent-Free Synthesis of Commodity Perylene Diimides by Twin-Screw Extrusion

A continuous, scalable, and solvent-free method for the synthesis of various naphthalic imides and perylene diimides (PDIs) using twin-screw extrusion (TSE) is reported. Using TSE, naphthalic imides were obtained quantitatively without the need for excess amine reactant or product purification. With good functional-group tolerance, alkyl and benzyl amine derived PDIs (incl. commercial dyes) were obtained in 50–99 % yield. Use of K2CO3, enabled synthesis of more difficult aniline-derived PDIs. Furthermore, an automated continuous TSE process for Pigments Black 31 and 32 is demonstrated, with a throughput rate of about 1500 g day?1, corresponding to a space time yield of about 30×103 kg m?3 day?1, which is 1–2 orders of magnitude greater than for solvent-based batch methods. These methods provide substantial waste reductions and improved efficiency compared to conventional solvent-based methods.

Synthesis of colorants in mixing apparatus

A process for preparing colorants of the general formula (Ia), (Ib) or (Ic) or mixtures thereof, comprises reacting (a) tetracarboxylic acids or their functional derivatives with(b) at least one compound selected from i. aliphatic amines,ii. aromatic amines,iii. aliphatic diamines,iv. aromatic diamines,(c) optionally in the presence of further additives,(d) optionally in the presence of wetting agents in a mixing apparatus. These colorants are useful for coloration of macromolecular organic and inorganic materials of natural and synthetic origin.