59950-04-8

Basic information

• Product Name: 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester
• Synonyms: 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester;1,5-Dibromo-2,6-naph;Dimethyl 1,5-dibromonaphthalene-2,6-dicarboxylate;1,5-Dibromo-2,6-phthalenedicarboxylic acid dimethyl ester;AYNJKLGLVWJRJK-UHFFFAOYSA-N
• CAS NO: 59950-04-8
• Molecular Formula: C14H10Br2O4
• Molecular Weight: 402.03
• Mol File: 59950-04-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 447 °C at 760 mmHg
• Flash Point: 224.1 °C
• Appearance: /
• Density: 1.735
• Refractive Index: 1.635
• CAS DataBase Reference: 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester(59950-04-8)
• EPA Substance Registry System: 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester(59950-04-8)

Safety Data

• Hazardous Substances Data: 59950-04-8(Hazardous Substances Data)

Usage

General Description

1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester is a chemical compound used primarily as a polymer additive and as a building block in the synthesis of more complex organic compounds. This chemical is a dimethyl ester of 1,5-dibromo-2,6-naphthalenedicarboxylic acid, which gives it the ability to react with a variety of other chemicals to form different types of polymers. It is commonly used as a flame retardant in a range of plastics and synthetic materials and is also used in the production of pharmaceuticals, dyes, and other organic compounds. However, it is important to handle and store this chemical with care due to its toxic and potentially hazardous nature.

InChI:InChI=1/C14H10Br2O4/c1-19-13(17)9-5-3-8-7(11(9)15)4-6-10(12(8)16)14(18)20-2/h3-6H,1-2H3

Upstream product

• 20027-95-6 1,5-Dibromo-2,6-dimethylnaphthalene 
• 67-56-1 methanol 
• 637739-45-8 1,5-dibromonaphthalene-2,6-dicarbaldehyde 

Relevant articles and documents

Improving the photovoltaic performance of ladder-type dithienonaphthalene- containing copolymers through structural isomerization

A ladder-type angular-shaped dithienonaphthalene (aDTN), an isomer of ladder-type linear-shaped dithienonaphthalene (DTN), was designed and synthesized as an electron-rich unit to construct donor-acceptor copolymers with deep-lying highest occupied molecular orbital (HOMO) energy levels. Benzo[c][1,2,5]thiadiazole (BT) with various substituents were used as electron deficient units for synthesizing the target copolymers (PaDTNBTO, PaDTNBTH, and PaDTNBTF) via the Stille coupling reaction. Incorporating different substituents onto the BT moiety has significant effects on the photophysical and electrochemical properties of the copolymers, as well as on the roughness of the polymer/PC71BM blends. With four solubilizing alkyl chains on the aDTN unit, all its three copolymers have good solubility in common solvents. The synthesized copolymers exhibit deep-lying HOMO energy levels, leading to high open circuit voltages (Voc ≥ 0.90 V) of the resulting polymer solar cells. The bulk heterojunction solar cell based on the aDTN-containing copolymers (PaDTNBTO) shows an improved efficiency of 6.44% and an increased Voc of 0.92 V compared to that based on the linear-shaped DTN containing counterpart (efficiency = 4.78%, Voc = 0.86 V). Whereas, under the same device fabrication conditions, PaDTNBTH- and PaDTNBTF-based devices exhibit efficiencies of 5.22% and 1.73%, respectively. Our results demonstrate that aDTN is a better building block in constructing p-type copolymers for high open circuit voltage devices compared to the linear-shaped DTN. This journal is the Partner Organisations 2014.