1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride

Base Information

• Chemical Name: 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride
• CAS No.: 156028-26-1
• Molecular Formula: C24H4Cl4O6
• Molecular Weight: 530.104
• Mol file: 156028-26-1.mol

Synonyms:1,6,7,12-Tetrachloro-3,4:9,10-perylenetetracarboxylicdianhydride;1,6,7,12-Tetrachloroperylene-3,4:9,10-tetracarboxylic aciddianhydride;1,6,7,12-Tetrachloroperylene-3,4:9,10-tetracarboxylic dianhydride;5,6,12,13-Tetrachloroperylenetetracarboxylic dianhydride;Perylo[3,4-cd:9,10-c'd']dipyran-1,3,8,10-tetrone,5,6,12,13-tetrachloro-;

Chemical Property of 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride

Chemical Property:

• Refractive Index: 1.727
• Boiling Point: 757.1 °C at 760 mmHg
• Flash Point: 287.5 °C
• PSA: 86.74000
• Density: 1.962 g/cm³
• LogP: 6.97200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

1,6,7,12-TetrachloroperyleneTetracarboxylicAcidDianhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride is a perylene derivative used in the preparation of fluorofluorescent perylene bisimides for use in perfluorinated liquids. The fluorescence of 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride has made it a viable target for use as fluorescent liquid crystals.

Technology Process of 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride

There total 6 articles about 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → 1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride (156028-26-1)

Guidance literature:

With sulfuric acid; chlorine; at 120 ℃;

DOI:10.1021/ja7111959

Reference yield: 87.0%

tetrabutyl 1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylate → 1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride (156028-26-1)

Guidance literature:

With toluene-4-sulfonic acid; In chlorobenzene; for 48h; Reflux;

DOI:10.1021/acs.orglett.5b00562

Reference yield:

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → 1,2,6,7,12-pentachloroperylene-3,4,9,10-tetracarboxylic acid bisanhydride + 1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride (156028-26-1)

Guidance literature:

With chlorosulfonic acid; iodine; at 70 ℃; for 10h;

DOI:10.1016/j.tet.2011.10.096

upstream raw materials:

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

Downstream raw materials:

N,N'-bis-(4-methoxymethyl-phenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylene-diimide

5,6,12,13-tetrachloro-2,9-bis(3-(4-(4-((4,6-diamino-1,3,5-triazin-2-yl)methyl)phenyl)-1H-1,2,3-triazol-1-yl)propyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone

N-4’-acetylphenyl-N’-dodecyl-1,6,7,12-tetrachloroperylene-3,4,9,10-bis(dicarboximide)

C₄₀H₁₈Cl₄N₂O₆

Refernces

• 1、 Liu, Ying,Ji, Ding-Kun,Dong, Lei,Galanos, Nicolas,Zang, Yi,Li, Jia,Vidal, Sébastien,He, Xiao-Peng. "Supramolecular assembly of fluorogenic glyco-dots from perylenediimide-based glycoclusters for targeted imaging of cancer cells". . p. 11937 - 11940. Retrieved 2017.
• 2、 Partridge, Benjamin E.,Leowanawat, Pawaret,Aqad, Emad,Imam, Mohammad R.,Sun, Hao-Jan,Peterca, Mihai,Heiney, Paul A.,Graf, Robert,Spiess, Hans W.,Zeng, Xiangbing,Ungar, Goran,Percec, Virgil. "Increasing 3D supramolecular order by decreasing molecular order. A comparative study of helical assemblies of dendronized nonchlorinated and tetrachlorinated perylene bisimides". . p. 5210 - 5224. Retrieved 2015.
• 3、 -. "Colored composition, and a color filter comprising a color conversion". Paragraph 0024; 0064; 0068. . Retrieved 2021/10/08.
• 4、 Choi, Sol,Cho, Kwan Hyun,Namgoong, Jin Woong,Kim, Jeong Yun,Yoo, Eui Sang,Lee, Woosung,Jung, Jae Woong,Choi, Jun. "The synthesis and characterisation of the perylene acid dye inks for digital textile printing". . p. 381 - 392. Retrieved 2019/01/03.