Title

Synthesis and Optical Properties of Chiral Polydiacetylenes

ACS Citation

Deb, P.; Yuan, Z.; Ramsey, L.; Hanks, T. W. Synthesis and Optical Properties of Chiral Polydiacetylenes. Macromolecules 2007, 40, 3533-3537.

Abstract

Chiral diacetylenes featuring ester and urethane groups are readily prepared from amino acids and diynediols. The ability of the butadiyne moiety to undergo topotactic polymerization is dependent on both the length of the chain to the urethane group and the size of the amino acid. In some cases, the polymerization proceeds as well as the well-studied achiral parent compound, 4BCMU. The polymers form yellow solutions in good solvents where the chains adopt a random-coil configuration. Addition of a nonsolvent changes the solution color to red as the chains adopt a helical conformation. Chiral diacetylenes featuring ester and urethane groups are readily prepared from amino acids and diynediols. The ability of the butadiyne moiety to undergo topotactic polymerization is dependent on both the length of the chain to the urethane group and the size of the amino acid. In some cases, the polymerization proceeds as well as the well-studied achiral parent compound, 4BCMU. The polymers form yellow solutions in good solvents where the chains adopt a random-coil configuration. Addition of a nonsolvent changes the solution color to red as the chains adopt a helical conformation.

Source Name

Macromolecules

Publication Date

1-1-2007

Volume

40

Issue

10

Page(s)

311-314

Document Type

Citation

Citation Type

Article