25462-67-3

Upstream product

• 25462-66-2 N-(2,5-dibromophenyl)acetamide 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 
• 106-37-6 1.4-dibromobenzene 
• 3638-73-1 2,5-dibromoaniline 

Downstream Products

• 25462-61-7 2,5-dibromo-1,4-phenylenediamine 
• 349544-03-2 2-amino-4-(4'-ethynylpyridyl)-5-nitrobromobenzene 
• 946621-29-0 4-nitro-2,5-bis(trimethylsilanylethynyl)phenylamine 
• 349544-01-0 2,5-bis(trimethylsilylethynyl)-4-nitro-N-acetylaniline 
• 18908-08-2 1,4-dibromo-2,5-dinitro-benzene 
• 664330-13-6 4-bromo-6-nitro-4'-phenylethynyl-biphenyl-3-ylamine 
• 664330-15-8 4-bromo-2,5-dinitro-4'-phenylethynyl-biphenyl 
• 664330-21-6 4''-ethynyl-2',5'-dinitro-4-phenylethynyl-[1,1';4',1'']terphenyl 
• 664330-19-2 (2',5'-dinitro-4-phenylethynyl-[1,1';4',1'']terphenyl-4''-ylethynyl)-trimethyl-silane 
• 664330-26-1 N-[4-(2',5'-dinitro-4''-phenylethynyl-[1,1';4',1'']terphenyl-4-ylethynyl)-phenyl]-formamide 
• 1141727-54-9 2,5-diethynyl-1,4-phenylenediamine 
• 1574359-45-7 2,5-di-(2-thienyl)-4-nitroaniline 
• 1574359-46-8 2,5-di-(2-thienyl)-N,N-bis(pyridine-2-ylmethylene)benzene-1,4-diamine 
• 1574359-42-4 2,5-dibromo-N,N-bis(pyridine-2-ylmethylene)benzene-1,4-diamine 

Relevant academic research and scientific papers

Synthetic method of 2,5-dibromo-p-phenylenediamine

The invention discloses a synthetic method of 2,5-dibromo-p-phenylenediamine. According to the method, the 2,5-dibromo-p-phenylenediamine is synthesized from a compound shown as I, namely, p-dibromobenzene serving as a starting material. By adopting the synthetic method of the 2,5-dibromo-p-phenylenediamine disclosed by the invention, the 2,5-dibromo-p-phenylenediamine can be effectively synthesized. Moreover, the synthetic method has the advantages of high synthesis efficiency, safe production, simple process operation, short production period and the like, so that the method is more suitablefor large-scale and industrialized production of the 2,5-dibromo-p-phenylenediamine.

Benzodipyrrole-based Donor–Acceptor-type Boron Complexes as Tunable Near-infrared-Absorbing Materials

Benzodipyrrole-based donor–acceptor boron complexes were designed and synthesized as near-infrared-absorbing materials. The electron-rich organic framework combined with the Lewis acidic boron co-ordination enabled us to tune the LUMO energy level and the HOMO–LUMO gap (i.e.,the absorption wavelength) by changing the organic acceptor units, the number of boron atoms, and the substituents on the boron atoms.

Synthesis of bromine- or aryl-substituted ditopic Schiff base ligands and their bimetallic iron(II) complexes: Electronic and magnetic properties

Syntheses of three new ditopic Schiff base ligands bearing bromine, phenyl or 2-thienyl substituents are described. Bimetallic iron(II) complexes were prepared from these ligands and were characterized. Electrochemical measurements suggest no measurable electronic coupling between the metal ions in each complex. Variable temperature magnetic susceptibility measurements indicate gradual spin-crossover is operative in the complexes studied, with the low-spin state as the ground state in all cases. Density functional theory calculations corroborate these experimental observations. Attempts to electropolymerize the 2-thienyl-substituted complexes were not successful.

Synthesis of terphenyl oligomers as molecular electronic device candidates

Six functionalized bis(phenylene ethynylene)-p,p-terphenyls (BPETs) have been synthesized as potential molecular electronic devices. The molecules containing mono- and dinitro terphenyl cores, were rationally designed based on the electronic properties recently found in oligo(phenylene ethynylene)s (OPEs). From our understanding of the conductance properties in OPEs, improvement of electronic properties may be possible by using BPETs due to a higher rotational barrier between the central aromatic rings of the compounds prepared here. BPETs cores were functionalized with nitro groups and with different metallic adhesion moieties (alligator clips) to provide new compounds for testing in the nanopore and planar testbed structures.

An improved synthesis and structural characterisation of 2-(4-acetylthiophenylethynyl)-4-nitro-5-phenylethynylaniline: The molecule showing high negative differential resistance (NDR)

2-(4-Acetylthiophenylethynyl)-4-nitro-5-phenyl-ethynylaniline (11) has been synthesised by an improved route, which has many advantages over the literature procedure. A key intermediate is 2-ethynyl-4-nitro-5-phenylethynylaniline (6) which is obtained fro

Molecular electronics - Integration of single molecules in electronic circuits

Electronic devices made with organic molecules may one day play an important role in integrated circuits. However, the research is still in its infancy. The mechanically controlled break-junction technique allows the measurement of the current through a s

Phenylene ethynylene diazonium salts as potential self-assembling molecular devices

(matrix presented) Functionalized diazonium salts for molecular electronic devices are prepared by the reaction of the corresponding anilines with NOBF4 in sulfolane-acetonitrile solvent.

Synthesis and preliminary testing of molecular wires and devices

Presented here are several convergent synthetic routes to conjugated oligo(phenylene ethynylene)s. Some of these oligomers are free of functional groups, while others possess donor groups, acceptor groups, porphyrin interiors, and other heterocyclic interiors for various potential transmission and digital device applications. The syntheses of oligo(phenylene ethynylene)s with a variety of end groups for attachment to numerous metal probes and surfaces are presented. Some of the functionalized molecular systems showed linear, wire-like, current versus voltage (I(V)) responses, while others exhibited nonlinear I(V) curves for negative differential resistance (NDR) and molecular random access memory effects. Finally, the syntheses of functionalized oligomers are described that can form self-assembled monolayers on metallic electrodes that reduce the Schottky barriers. Information from the Schottky barrier studies can provide useful insight into molecular alligator clip optimizations for molecuar electronics.

Imine-bridged planar poly(p-phenylene) derivatives for maximization of extended π-conjugation. The common intermediate approach

Described are two approaches to planar conjugated poly(p-phenylene) (PPP) derivatives. The first approach, involving lactam bridges, was unsuccessful due to the insolubility of the 6(5H)-phenanthridinonyl moieties. The second approach, which utilized imine bridges, worked excellently since the compounds were generally soluble and the bridge formations were highly efficient. The main PPP backbone was synthesized via Pd(0)-catalyzed coupling of an arylbis(boronic ester) with an aryl dibromide. Imine bridges, which are formed by exposure of the polymer to trifluoroacetic acid or HCl, force the consecutive units into planarity. The bridging units are sp2 hybridized, thus allowing for greater π-electron flow between the consecutive phenyl units. The polymers, upon planarization, exhibit enormous bathochromic shifts of 210-240 nm. The optical spectra of the planar systems are compared to that of the parent nonplanarized polymers, oligo(p-phenylenes), and PPP. When the bridges were n-dodecyl- or n-octylphenyl-substituted, the fully planar structures could be made into flexible free-standing films. Additionally, an improved method is described in which a common intermediate, an aryl dibromo diacyl halide, could be used to prepare both the A and B units for the AB-type step growth polymerization. In one case, a selective alkylation or arylation of the acyl portions was accomplished using lower order cyanocuprates or Pd(0)-catalyzed ketone formation. For the second monomer, a bis-Curtius rearrangement, in the presence of tert-butyl alcohol, converted both carbonyl moieties to BOC protected amines.