54290-45-8Relevant articles and documents
Soluble polyacetylene derivatives by chain-growth polymerization of dienes
Luo, Kai,Kim, Sung Jin,Cartwright, Alexander N.,Rzayev, Javid
, p. 4665 - 4671 (2012/05/20)
A new method for the fabrication of soluble polyacetylene derivatives was developed based on bromination-dehydrobromination of bicyclic diene polymers. High molecular weight polymer precursors were synthesized by radical 1,4-polymerization of the corresponding dienes, which contained a bicyclo[2.2.2]octane skeleton. Polymer precursors with narrow molecular distributions were prepared by nitroxide-mediated polymerization of the bicyclic diene monomers. Regioselective elimination from the brominated polymer afforded a polyacetylene derivative contaning bicyclic substituents, which was readily soluble in common organic solvents. The polymer electronic bandgap, obtained by optical and electrochemical measurements, was in the range 1.4-1.7 eV. Low bandgap values were attributed to the conformational inflexibility of the bicyclic substituent forcing coplanar orientation of the backbone double bonds. Solid-state conductivity of the produced polymer in the undoped form was measured to be 1.5 × 10-5 S/m. This new synthetic method allows for the chain-growth production of polyacetylene derivatives that possess favorable electronic properties and superior solubility characteristics to pristine polyacetylene.
Deuterium Kinetic Isotope Effects in the 1,4-Dimethylenecyclohexane Boat Cope Rearrangement
Gajewski, Joseph J.,Jimenez, Jose Leonardo
, p. 468 - 474 (2007/10/02)
In order to examine the extent of bond making in the boat-like 3,3-sigmatropic shift transition states, trans-2,3-dimethyl-1,4-dimethylenecyclohexane (T) and its exomethylene tetradeuteria derivative (TXD) were prepared.The 3,3-shift of TXD at 305 deg C r
