Room-temperature carbonization of poly(diiododiacetylene) by reaction with Lewis bases.
Poly(diiododiacetylene) (PIDA) is a conjugated polymer containing an all-carbon backbone and only iodine atom substituents. Adding a Lewis base to the blue PIDA suspension at room temperature leads first to rapid disappearance of the absorption peaks attributed to PIDA, followed more slowly by release of free iodine. The resulting solid material gives a Raman scattering spectrum consistent with graphitic carbon, and it has a much higher conductivity than PIDA itself. Further investigation has led to the discovery of a previously unreported transformation, the reaction of a Lewis base such as pyrrolidine with a trans-diiodoalkene to form the corresponding alkyne. The generality of this iodine elimination further suggests that reaction of PIDA with Lewis bases dehalogenates the polymer, presenting a new method to prepare carbon nanomaterials at room temperature under very mild conditions.
Department of Chemistry, State University of New York, Stony Brook, New York 11794, USA.
Liang
L
Luo
Daniel
D
Resch
Christopher
C
Wilhelm
Christopher N
CN
Young
Gary P
GP
Halada
Richard J
RJ
Gambino
Clare P
CP
Grey
Nancy S
NS
Goroff