Title:
Cruciform pi-systems: novel two-dimensional cross-conjugated chromophores possessing spatially separated frontier molecular orbitals

Thumbnail Image
Authors
Zucchero, Anthony Joseph
Authors
Advisors
Bunz, Uwe H. F.
Advisors
Associated Organizations
Organizational Unit
Organizational Unit
Series
Supplementary to
Abstract
The design of chromophores targets materials with optoelectronic properties necessary for advanced applications. Organic materials possess properties which emerge from the collective impact of the constituent backbone and substituents as well as their connectivity (i.e. molecular architecture), necessitating the exploration of novel conjugated architectures. This thesis chronicles our examination of 1,4-distyryl-2,5-bis(arylethynyl)benzenes (cruciforms, XFs). Electronic substitution of this 'X-shaped' cross-conjugated scaffold tunes both the energy levels and the spatial distribution of the frontier molecular orbitals (FMOs) in XFs. The resulting fluorophores exhibit FMO separation, imbuing XFs with desirable properties for sensory applications. Using model analytes, we examine how the underlying FMO arrangement and the nature of analyte interaction elicit observable responses. These studies provide a foundation for future access of functional responsive ratiometric cores. This case study demonstrates the importance and unique potential of FMO-separated fluorophores.
Sponsor
Date Issued
2010-08-30
Extent
Resource Type
Text
Resource Subtype
Dissertation
Rights Statement
Rights URI