6424-77-7

Usage

Uses

N,N''-Bis(4-methoxyphenyl)-3,4,9,10-perylenetetracarboxylic diimide (CAS# 6424-77-7) is a redox-active perylenediimide dye, and has been proposed for use as a cathode for lithium ion batteries due to its affinity for Li+ uptake and release.

Properties and Applications

TEST ITEMS SPECIFICATION APPEARANCE RED POWDER SHADE YELLOWISH 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

YELLOWISH

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/C38H22N2O6/c1-45-21-7-3-19(4-8-21)39-35(41)27-15-11-23-25-13-17-29-34-30(38(44)40(37(29)43)20-5-9-22(46-2)10-6-20)18-14-26(32(25)34)24-12-16-28(36(39)42)33(27)31(23)24/h3-18H,1-2H3

Upstream product

• 42340-32-9 2-(4-methoxyphenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 104-94-9 4-methoxy-aniline 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant academic research and scientific papers

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.

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 "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.