Syntheses and interfacial hydrogen-bonded network of hexaalkyl tris(melamine) amphiphiles

Hiroshi Koyano, Philippe Bissel, Kanami Yoshihara, Katsuhiko Ariga, Toyoki Kunitake

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

At the air-water interface N,N′-dialkylmelamine amphiphiles bind barbituric acid (BA) in the aqueous phase and produce a linearly extended supramolecular network (sometimes referred as supramolecular strand, ribbon, or tape) linked through complementary hydrogen bonds. An amphiphile with more than two hydrogen-bonding sites may produce cross-linked hydrogen-bonded networks on water with the aid of an appropriate aqueous binding counterpart. Thus, we synthesized new amphiphilic molecules, Δ(m,n), that bear three melamine (2,4,6-triamino-1,3,5-triazine) rings and six alkyl chains. The lengths of the inside three alkyl chains (CmH2m+1) and the outside three alkyl chains (CnH2n+1) were varied. The influence of alkyl chain length on the monolayer properties and the binding behavior to aqueous BA was examined for Δ(12,10), Δ(12,12), Δ(12,14), Δ(12,18), and Δ(18,12). From FT-IR and X-ray photoelectron spectroscopic measurements of Δ(m,n) LB films, BA was found to bind to one melamine moiety each of Δ(m,n) in a 1:1 ratio through complementary hydrogen bonds. Plausible network models were proposed on the basis of binding stoichiometry and conformational consideration of the tris(melamine) amphiphile.

Original languageEnglish
Pages (from-to)5426-5432
Number of pages7
JournalLangmuir
Volume13
Issue number20
Publication statusPublished - Oct 1 1997

Fingerprint

melamine
Amphiphiles
Melamine
Hydrogen
Hydrogen bonds
acids
Acids
hydrogen
synthesis
hydrogen bonds
Triazines
Water
Langmuir Blodgett films
Photoelectrons
bears
Chain length
Stoichiometry
strands
Tapes
water

All Science Journal Classification (ASJC) codes

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

Cite this

Koyano, H., Bissel, P., Yoshihara, K., Ariga, K., & Kunitake, T. (1997). Syntheses and interfacial hydrogen-bonded network of hexaalkyl tris(melamine) amphiphiles. Langmuir, 13(20), 5426-5432.

Syntheses and interfacial hydrogen-bonded network of hexaalkyl tris(melamine) amphiphiles. / Koyano, Hiroshi; Bissel, Philippe; Yoshihara, Kanami; Ariga, Katsuhiko; Kunitake, Toyoki.

In: Langmuir, Vol. 13, No. 20, 01.10.1997, p. 5426-5432.

Research output: Contribution to journalArticle

Koyano, H, Bissel, P, Yoshihara, K, Ariga, K & Kunitake, T 1997, 'Syntheses and interfacial hydrogen-bonded network of hexaalkyl tris(melamine) amphiphiles', Langmuir, vol. 13, no. 20, pp. 5426-5432.
Koyano H, Bissel P, Yoshihara K, Ariga K, Kunitake T. Syntheses and interfacial hydrogen-bonded network of hexaalkyl tris(melamine) amphiphiles. Langmuir. 1997 Oct 1;13(20):5426-5432.
Koyano, Hiroshi ; Bissel, Philippe ; Yoshihara, Kanami ; Ariga, Katsuhiko ; Kunitake, Toyoki. / Syntheses and interfacial hydrogen-bonded network of hexaalkyl tris(melamine) amphiphiles. In: Langmuir. 1997 ; Vol. 13, No. 20. pp. 5426-5432.
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