Nonporous Organic Solids Capable of Dynamically Resolving Mixtures of Diiodoperfluoroalkanes
Abstract
Halogen bonding has increasingly facilitated the assembly of diverse host-guest solids. Here, we show that a well-known class of organic salts, bis(trimethylammonium) alkane diiodides, can reversibly encapsulate α,ω-diiodoperfluoroalkanes (DIPFAs) through intermolecular interactions between the host's I – anions and the guest's terminal iodine substituents. The process is highly selective for the fluorocarbon that forms an I – ···I(CF 2 ) m I···I – superanion that is matched in length to the chosen dication. DIPFAs that are 2 to 12 carbons in length (common industrial intermediates) can thereby be isolated from mixtures by means of crystallization from solution upon addition of the dissolved size-matched ionic salt. The solid-state salts can also selectively capture the DIPFAs from the vapor phase, yielding the same product formed from solution despite a lack of porosity of the starting lattice structure. Heating liberates the DIPFAs and regenerates the original salt lattice, highlighting the practical potential for the system in separation applications.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Mar 13, 2009
- Source ID
- 10.1126/science.1168679
Entities
People
- Ashwani Vij
- Giuseppe Resnati
- Kari Rissanen
- Manu Lahtinen
- Pierangelo Metrangolo
- Tullio Pilati
- Yvan Carcenac
Organizations
- Air Force Research Laboratory
- Polytechnic University of Milan
- University of Jyväskylä
- University of Milan