Alkyne-Bridged Carbazole Polymers by Alkyne Metathesis

Alkyne Metathesis: Catalysts and Synthetic Applications

“…[94] These polymers show a blue shift in their fluorescence upon addition of a poor solvent. Copolymerization of monomer 100b and 96b was also conducted and the degree of polymerization increased with decreasing carbazole content, possibly because heteroatom-containing monomers react relatively sluggishly in ADIMET as compared with pure hydrocarbon monomers when the Mortreux catalytic system is utilized.…”

Poly(aryleneethynylene)s

“…Polymers 38a-e were obtained in excellent yields, but the DP was strongly dependent on the identity of the side chains with heteroatom-containing chains giving the lowest results. Bunz also reported the ADIMET polymerization of carbazole-based monomers and found that the DP of copolymers increased with decreasing carbazole content [94]. Thus, functional group restrictions and high-temperature requirements make this system best suitable for alkyl-substituted PAEs, and bis-propynyl monomers…”

The ADIMET Reaction: Synthesis and Properties of Poly(dialkyl para phenyleneethynylene)s

“…Fortunately, this is not the case, and a series of different propynylated aromatics underwent ADIMET to give the polymers 48, 49, and 51-53 in good to excellent yields with respectable P n values [32][33][34][35]. Most of these polymers were not known (49,52,53) or had never been appropriately characterized (48,51).…”

“…Heteroatoms are tolerated in these polymerization reactions as long as they are spatially separated from the reacting propyne groups. An excellent example is the poly(carbazyleneethynylene) 51, which is made by ADIMET from N-alkyldipropynylcarbazoles [32]. The presence of oxygen functionalities is likewise tolerated, but the formation of dialkoxy-PPE 50 gives polymers of relatively low molecular weight, even though it proceeds in high yields.…”