Synthesis and ion-binding properties of polymeric pseudocrown ethers II: Template ion induced cyclization of oligomeric ethylene glycol diacrylates
- Michigan State Univ., East Lansing, MI (United States)
Inexpensive polymeric pseudocrown ethers have been synthesized based upon a {open_quotes}template ion{close_quotes} effect in which oligomeric ethylene glycol diacrylates are induced to assume a circular conformation in which the unsaturated end-groups are in proximity. This synthetic scheme has considerable potential for the development of inexpensive materials for binding of target cations. In this contribution, the authors report a spectroscopic study of the induced cyclization caused by ion-dipole interactions between the templating cation and the electron lone pairs of the ethylene glycol ether linkages. Fluorescence spectroscopy was used to provide insight into the templatization process by examining excimer formation in pyrene end-labeled oligomeric ethylene glycol both in the absence and in the presence of the templating ion. Pyrene end-labeled tetraethylene glycol and pentaethylene glycol were synthesized and excimer fluorescence enhancement was studied with the introduction of cations such as nickel, chromium and tin in solvents such as tetrahydrofuran and chloroform. An increase in excimer fluorescence indicated enhanced excimer formation due to the templating effect of the cation which results in the end groups being close to each other. Molecular dynamics simulations of pyrene end-labeled ligands were performed to elucidate the effect of the large fluorescent chromophores on the chain conformations.
- Sponsoring Organization:
- USDOE
- OSTI ID:
- 471748
- Report Number(s):
- CONF-951057--; CNN: Grant CTS-9216939; Grant CTS-123534
- Journal Information:
- Separation Science and Technology, Journal Name: Separation Science and Technology Journal Issue: 1-4 Vol. 32; ISSN 0149-6395; ISSN SSTEDS
- Country of Publication:
- United States
- Language:
- English
Similar Records
Chemical destruction of halogenated aliphatic hydrocarbons
Liquid densities, kinematic viscosities, and heat capacities of some ethylene glycol dimethyl ethers at temperatures from 283.15 to 423.15 K