106510-41-2Relevant academic research and scientific papers
Self-assembled nanotubes and helical tapes from diacetylene nonionic amphiphiles. Structural studies before and after polymerization
Perino, Aurelia,Schmutz, Marc,Meunier, Stephane,Mesini, Philippe J.,Wagner, Alain
, p. 12149 - 12155 (2011)
We synthesized new amphiphiles comprised of a single diacetylenic chain and an oligoethylenoxide polar chain linked by an amide bond. In aqueous medium, they are not soluble at room temperature but form weak gels. Electron microscopy studies have shown that they self-assemble into helical tapes or nanotubes with lengths of several micrometers, and inner and outer diameters of 50 ± 1 and 59 ± 1 nm, respectively. The wall has a thickness of 10 ± 1 nm for both kinds of objects and has an amphiphile bilayer structure. The hydrophobic chains are ordered, and the amide groups are linked with each other by H-bonds. The dissociation of the tubes is a first-order transition with an enthalpy of ca. 40 kJ mol-1. The nanotubes were photopolymerized to yield purple solutions consisting of helical tapes and almost flat ribbons. The polymers exhibit irreversible thermochromism upon heating.
Self-Assembly Behavior of Diacetylenic Acid Molecules upon Vapor Deposition: Odd–Even Effect on the Film Morphology
Tseng, Chiao-Wei,Huang, Ding-Chi,Yang, Han-Li,Lin, Hsieh-Cheng,Li, Fang-Cheng,Pao, Chun-Wei,Tao, Yu-Tai
, p. 13948 - 13956 (2020)
A series of linear carboxylic acids containing diacetylenic units at different positions along the chain (C12H25(C≡C)2(CH2)nCOOH, n=7–11) were vacuum-deposited on clean silica substrates. The morphologies of the initial films after UV irradiation were studied. A clear odd–even effect on the morphology of the initial film was observed in that, depending on the spacer length between the diacetylenic unit and carboxyl head group, rings or dendrites of acid dimer layers were obtained. A molecular dynamic simulation of the aggregation process suggests that two competing intermolecular interactions and thus aggregation directions are involved and modulated by the odd or even carbon chain length. Further modulation of the interaction by substitution of a phenyl group at the terminus of the chain or by changing the carboxyl head group to an amidobenzoic acid head group led to a similar odd–even effect but with different dimensions or trends, which can be rationalized similarly. These results give the opportunity to create aligned conjugated polymer chains of different dimensions through self-assembly for applications in molecular/organic electronics.
A GENERAL METHOD FOR THE SYNTHESIS OF DIACETYLENIC ACIDS
Singh, Alok,Schnur, Joel M.
, p. 847 - 852 (2007/10/02)
A simple and convenient method for the synthesis of twelve novel alkadiynoic acids, HOOC(CH2)mCC-C-CC(CH2)n-CH3, is reported.
