15220-29-8

Usage

InChI:InChI=1/C19H12N2O2/c1-23-12-8-9-15-16(10-12)21-18(20-15)13-6-2-4-11-5-3-7-14(17(11)13)19(21)22/h2-10H,1H3

Upstream product

• 16133-49-6 5-methoxy-2-nitroaniline 
• 81-84-5 1,8-Naphthalic anhydride 
• 102-51-2 4-methoxy-1,2-phenylenediamine 
• 1332524-10-3 2-(2-acetamino-5-methoxyphenyl)benzo[de]isoquinoline-1,3-dione 
• 29547-99-7 2-(5-methoxy-2-nitro-phenyl)-benz[de]isoquinoline-1,3-dione 

Relevant academic research and scientific papers

One-step synthesis, characterization and X-ray analysis of benzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-ones

Two isomeric compounds of methoxy substituted benzo[de]benzo[4,5]imidazo[2, 1-a] -isoquinolin-7-one were obtained from the one-step ring closure reaction of 2-(2-acetamino-5-methoxyphenyl)benzo[de]isoquinoline-1,3-dione under acidic condition. Their structures were characterized by using HRMS, NMR spectra analyses together with single crystal X-ray diffraction. Compound 2 crystallizes in the monoclinic P2 (1)/n space group with the crystal cell parameters a = 8.3311(11) A, b = 7.6646(10) A, c = 21.201(2) A, α = 90.00°, β = 95.7380(10)°, γ = 90.00°, V = 1347.0(3) A3 and Z = 4. Compound 3 crystallizes in the monoclinic space group P2 (1)/c with the crystal cell parameters a = 3.8270(3) A, b = 15.8361(14) A, c = 28.559(3) A, α = 90.00°, β = 94.1090(10)°, γ = 90.00°, V = 1726.4(3) A3 and Z = 4. X-ray results indicated that it exist non-classically intermolecular interactions in the molecules of the two compounds. The substitution position of methoxy group has no obvious influence on the whole molecular planarity, but results in great different formation modes of their intermolecular interactions and structural stabilization.

Benzimidazole derivatives: Synthesis, physical properties, and n-type semiconducting properties

A series of new benzimidazole derivatives were synthesized by the solid-state condensation and direct sublimation (SSC-DS) method and their physical properties were investigated. The reaction yields and product stability were significantly affected by the identity of the diamine and anhydride substituents. On the other hand, the substituents of the benzimidazole ring allowed fine tuning of the emission maxima, fluorescence quantum yields, and redox potentials. The HOMO-LUMO levels were estimated by cyclic voltammetry in film on indium tin oxide (ITO) and compared with values obtained by other methods. The described benzimidazoles showed high crystallinity, which is attributed to a high planarity and interactions between carbon and heteroatoms. These compounds showed n-type semiconducting behavior in organic field-effect transistors (OFETs). Optimized devices for fluorinated NTCBI (naphthalene tetracarboxylic bisbenzimidazole) showed respectable electron mobilities of ～10-2cm2V-1s-1.