2744-50-5

Usage

Uses

Used in Industrial Applications:
Solvent Green 5 is used as a coloring agent for non-aqueous solvents, including hydrocarbons, oils, and waxes, due to its high solubility and vibrant green color.
Used in Manufacturing Industry:
Solvent Green 5 is used as a pigment in the production of plastics, inks, and other industrial products, enhancing their visual appeal and color characteristics.

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 academic research and scientific papers

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.

NEW YELLOW DYES FOR GUEST-HOST APPLICATIONS

A study is presented of the optical order parameters and spectroscopic properties of 3'-hydroxyquinophthalone and 3,9-disubstituted perylene dyes in nematic liquid crystalline mixtures.The results of this study are discussed in terms of the effects of the dye structure on the order parameters.From the systematic variation in structure, it is found that a thioester group and a short flexible chain such as an n-butyl group play a significant role in increasing the order parameters.In addition, preliminary data on the solubility and photostability of the dyes are reported.Keywords: guest-host, dichroic dye, liquid crystal, quinophthalone, perylene, order parameter