2744-50-5

Basic information

• Product Name: Solvent Green 5
• Synonyms: PERYLENEDICARBOXYLIC ACID DIISOBUTYL ESTER;3,9-Perylenedicarboxylicacid,bis(2-methylpropyl)ester;DIISOBUTYL PERYLENEDICARBOXYLATE;FLUOROL GREEN GOLD 084;3,9-PERYLENEDICARBOXYLIC ACID DIISOBUTYL ESTER;Fluorescent Yellow 8g;diisobutyl 3,9-perylenedicarboxylate;C.I. SOLVENT GREEN 5)
• CAS NO: 2744-50-5
• Molecular Formula: C₃₀H₂₈O₄
• Molecular Weight: 452.54
• EINECS: 220-379-8
• Product Categories: Dyes and Pigments;Organics;Solvent Dyestuff
• Mol File: 2744-50-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 614.3 °C at 760 mmHg
• Flash Point: 311.5 °C
• Appearance: /
• Density: 1.217 g/cm³
• Vapor Pressure: 5.05E-15mmHg at 25°C
• Refractive Index: 1.686
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: slightly sol. in Toluene
• CAS DataBase Reference: Solvent Green 5(CAS DataBase Reference)
• NIST Chemistry Reference: Solvent Green 5(2744-50-5)
• EPA Substance Registry System: Solvent Green 5(2744-50-5)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 2744-50-5(Hazardous Substances Data)

Usage

General Description

Solvent Green 5, also known as C.I. 61525, is a synthetic organic dye that is commonly used as a solvent dye in various industrial applications. It belongs to the family of triarylmethane dyes, which are characterized by their vibrant green color. Solvent Green 5 is a highly soluble dye that is often used to color non-aqueous solvents like hydrocarbons, oils, and waxes. It is also used in the manufacturing of plastics, inks, and other industrial products. Although Solvent Green 5 is not commonly used in consumer products, it is important to handle it with care as it may pose potential risks to human health or the environment if not used properly.

InChI:InChI=1/C30H28O4/c1-17(2)15-33-29(31)25-13-11-23-20-8-6-10-22-26(30(32)34-16-18(3)4)14-12-24(28(20)22)19-7-5-9-21(25)27(19)23/h5-14,17-18H,15-16H2,1-4H3

Synthetic route

2-methyl-propan-1-ol (78-83-1) + Perylene-3,9-dicarbonyl dibromide → perylene-3,9-dicarboxylic acid diisobutyl ester (2744-50-5)

2-methyl-propan-1-ol (78-83-1) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → diisobutyl 3,10-perylenedicarboxylate + perylene-3,9-dicarboxylic acid diisobutyl ester (2744-50-5)

Conditions	Yield
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide at 198℃; under 15001.5 Torr; for 36h; Stage #2: With potassium carbonate In chlorobenzene at 42 - 70℃; pH=6 - 7; Stage #3: 2-methyl-propan-1-ol In chlorobenzene at 30℃; Reflux;

perylene-3,9-dicarboxylic acid diisobutyl ester (2744-50-5) → Potassium 3,9-perylene dicarboxylate

Conditions	Yield
With potassium hydroxide In ethanol for 72h; Reflux;	93%
With potassium hydroxide In ethanol

perylene-3,9-dicarboxylic acid diisobutyl ester (2744-50-5) + propan-1-ol-3-amine (156-87-6) → N3,N9-bis(3-hydroxypropyl)perylene-3,9-dicarboxamide

Conditions	Yield
With sodium azide In tetrahydrofuran for 60h; Heating;	74%

perylene-3,9-dicarboxylic acid diisobutyl ester (2744-50-5) → butyl (6-hydroxyhexyl) perylene-3,9-dicarboxylate

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / 72 h / Reflux 2: potassium carbonate; tetrabutylammomium bromide; potassium iodide / water / 12 h / Reflux View Scheme

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant articles and documents

Solvent-based green 5 isomer of the solvent-based dye

The invention discloses a solvent dye composition for solving the problems of poor high-temperature resistance and limited application range of solvent green 5 in the prior art. The solvent dye composition is composed of the following components in percentage by mass: 85-88% of 3, 9-perylenedicarboxylic acid bis(2-methylpropyl) ester and 12-15% of 3, 10-perylenedicarboxylic acid bis(2-methylpropyl) ester. The solvent dye composition disclosed by the invention is simple and reasonable in component ratio, good in high-temperature resistance and capable of completely replacing a solvent green 5; the melting point of the solvent dye composition can be up to 328-330 DEG C. The invention also discloses a preparation method of the solvent dye composition. The preparation method comprises the following steps: (1) preparing 3, 9-perylenedicarboxylic acid and 3, 10-perylenedicarboxylic acid; (2) preparing 3, 9-perylenedicarboxylic acid bis(2-methylpropyl) ester and 3, 10-perylenedicarboxylic acid bis(2-methylpropyl) ester; (3) compounding. The preparation method disclosed by the invention is simple in process step, strong in operability, low in cost and suitable for industrial production.