J-aggregate-Like Structure and its Influence on the Electronic Spectra in 1,4-diketo-3,6-bis(4-biphenylyl)pyrrolo[3,4-c]pyrrole
Abstract:The title compound (BP-DPP), an industrially important red pigment, is characterized by an extremely large bathochromic shift upon crystallization as compared with other DPP analogues. The electronic structure of BP-DPP has therefore been investigated from the standpoint of crystal structure and exciton coupling effects. BP-DPP is found to crystallize in a fashion “bricks in a brick wall”, just like J-aggregates in cyanine dyestuffs. On the molecular plane of BP-DPP, there are chains of intermolecular hydrogen bonds between the NH group of one molecule and the O atom of the neighboring one. The hydrogen bond aligns the transition dipoles in a fashion “head-to-tail”, leading to a bathochromic displacement. Additionally, there are diagonal pairs of the brick wall structure whose exciton coupling again induces a bathochromic shift. Both the hydrogen bond on the molecular plane and the brick wall structure along the molecular stack are found to significantly displace the absorption band toward longer wavelengths on going from solution to the solid state.
Document Type: Research Article
Publication date: January 1, 2001
For more than 25 years, NIP has been the leading forum for discussion of advances and new directions in non-impact and digital printing technologies. A comprehensive, industry-wide conference, this meeting includes all aspects of the hardware, materials, software, images, and applications associated with digital printing systems, including drop-on-demand ink jet, wide format ink jet, desktop and continuous ink jet, toner-based electrophotographic printers, production digital printing systems, and thermal printing systems, as well as the engineering capability, optimization, and science involved in these fields.
Since 2005, NIP has been held in conjunction with the Digital Fabrication Conference.
- Information for Authors
- Submit a Paper
- Subscribe to this Title
- Membership Information
- Terms & Conditions
- Ingenta Connect is not responsible for the content or availability of external websites