Tubular and lamellar hydrogen-bonding molecular assemblies of isophthalic acid derivatives bearing a -CONHC _n H_2n+1 chain.

ABSTRACT: Isophthalic acid derivatives (CnIP), bearing alkylamide chains (-CONHC _n H_2n+1: n = 6, 10, 14, and 18) at the 5-position that can participate in hydrogen bonding, were prepared and evaluated for their hydrogen-bonding molecular assembly structures for organogelation and liquid crystal formation. The hydrogen-bonding carboxylic acid (-COOH) groups form a ring-shaped (CnIP)₆ hexamer or a one-dimensional (1D) zig-zag (CnIP)_∞ chain. Although neither organogelation nor liquid crystal formation was observed in the isophthalic acid derivative bearing an alkoxy (-OC₁₄H₂₉) chain, C14IP and C18IP derivatives could form both organogel and liquid crystal states through intermolecular N-H⋯O = amide-type hydrogen-bond

SUBMITTER: Lv C 

PROVIDER: S-EPMC9081117 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature