6159-05-3

Basic information

• Product Name: 1,1'-DI-N-HEPTYL-4,4'-BIPYRIDINIUM DIBROMIDE
• Synonyms: 1,1'-Diheptyl-[4,4'-bipyridine]-1,1'-diium bromide;1,1'-Diheptyl-4,4'-bipyridinium dibromide 97%;DIHEPTYLVIOLOGEN DIBROMIDE;DHBP DIBROMIDE;1,1'-DI-N-HEPTYL-4,4'-BIPYRIDINIUM DIBROMIDE;1,1'-DIHEPTYL-4,4'-BIPYRIDINIUM DIBROMIDE;N,N'-DIHEPTYL-4,4'-BIPYRIDINIUM DIBROMIDE;forelectrochromicmaterial
• CAS NO: 6159-05-3
• Molecular Formula: 2Br*C₂₄H₃₈N₂
• Molecular Weight: 514.38
• EINECS: 228-178-7
• Product Categories: Functional Materials;Photochromic Compounds;Pyridinium Compounds;Viologens (Photochromic, Related Compounds);Photochromic and Thermochromic Dyes;Organic Electronics and Photonics;Photonic and Optical Materials;InsP3/Ryanodine receptor
• Mol File: 6159-05-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 285 °C (dec.)(lit.)
• Appearance: /
• Density: 1.2527 (rough estimate)
• Refractive Index: 1.6800 (estimate)
• Storage Temp.: Store at RT
• Water Solubility: Soluble in water
• CAS DataBase Reference: 1,1'-DI-N-HEPTYL-4,4'-BIPYRIDINIUM DIBROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-DI-N-HEPTYL-4,4'-BIPYRIDINIUM DIBROMIDE(6159-05-3)
• EPA Substance Registry System: 1,1'-DI-N-HEPTYL-4,4'-BIPYRIDINIUM DIBROMIDE(6159-05-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 6159-05-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow to yellow-green powder or flakes

Uses

DHBP is an EC material which can be used in the fabrication of electronic devices such as organic light emitting diodes (OLED), supercapacitors, and liquid crystal displays (LCDs).

General Description

1,1′-Diheptyl-4,4′-bipyridinium dibromide (DHBP) is a heptyl viologen that can be used as an electrochromic (EC) material. It forms a highly efficient quenching system for conjugated polyelectrolyte for the development of organic electronics. It also acts as a redox active electrolyte for electrochemical devices (ECDs).

Biological Activity

Blocks calcium release from sarcoplasmic reticulum by direct interaction with the ryanodine receptor.

Upstream product

• 553-26-4 4,4'-bipyridine 
• 629-04-9 1-Bromoheptane 

Downstream Products

• 359867-42-8 3-amino-4-bromobenzaldehyde 

Relevant articles and documents

The Host-Guest Properties Observed between the Viologens and Cyclopentanocucurbit[6]uril

The interactions between cyclopentanocucurbit[6]uril (abbreviated as CyP6Q[6]) and a series of dialkyl-4,4′-bipyridinium and diaryl-4,4′-bipyridinium dicationic guest molecules, where the alkyl group is CH3(CH2)n with n = 0-6 (expressed as G1 to G7) and the aryl group is phenylene (G8) and xylene (G9), have been investigated in aqueous solution using 1H NMR spectroscopy, isothermal titration calorimetry (ITC), and electronic absorption spectroscopy. Our results show that G1 and G2 form 1: 1 host-guest inclusion complexes with CyP6Q[6], in which the bipyridinium core is partially embedded in the cavity of CyP6Q[6]. G3-G9 form 2: 1 dumbbell-type host-guest inclusion complexes, in which the substituents are encapsulated by CyP6Q[6]. At the same time, CyP6Q[6] was compared with several other cucurbit[n]urils (Q[n]s) and their derivatives, such as Q[6], Q[7], and TMeQ[6], which have been reported to interact with this type of guest molecule. In its binding mode, CyP6Q[6] shows many interesting and different properties, and this difference was mainly reflected with G1 and G2.

Cathodic electrochromic compound used in electrochromic device, and preparation method thereof

The structural formula of a cathodic electrochromic compound is shown in the description, a pyridine ring in the middle of the cathodic electrochromic compound is connected to any carbon atom in pyridine rings at two sides through a C-C bond; and in the formula, R1 is selected from C2-20 alkyl groups, R2 to R12 are substituent groups on carbon atoms and are respectively independently selected from H, C1-50 alkyl groups, cycloalkyl groups, polycycloalkyl groups, aryl groups, heterocycloalkyl groups, aralkyl groups and alkaryl groups which are free from or contain halogen, N, O, S, Si, P or an unsaturated bond, and X is selected from a methylbenzenesulfonate anion, a tetrafluoroborate anion, a hexafluoroborate anion, a perchlorate anion, a bisoxalatoborate anion, an oxalyldifluroborate anion, a bis(trifluoromethanesulphonyl)imide anion and a tris(trifluoromethanesulfonyl)methyl anion. An electrochromic device using the compound has a long service life and a deep color, and can greatly reduce the visible light transmittance in the power-up state.

The Synthesis and Electrochemical Study of New Electrochromic Viologen-based Materials

A range of diquaternary salts of 4,4'-bipyridine and 3,8-phenanthroline were prepared and subsequently screened using electrochemical and spectroscopic techniques.It was determined that the stability of the radical film deposited on cathodic reduction of aqueous solutions of these salts may be strongly influenced by symmetry, steric, and electronic factors.From this basis, it was possible to design a viologen, 1,1'-bis-(2-methylbenzyl)-2-methyl-4,4'-bipyridinium dibromide (9), having electrochromic properties for electronic display applications superior to those already in existence.A radical film of mixed composition was found to be less susceptible to ageing effects than films generated from the individual dicationic salts.