Vapor phase self-assembly of electrooptic thin films via triple hydrogen bonds

Peiwang Zhu, Hu Kang, Antonio Facchetti, Guennadi Evmenenko, Pulak Dutta, Tobin J. Marks*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

64 Scopus citations

Abstract

The donor-acceptor π-electron chromophore 5-{4-[2-(4,6-diamino-[1,3,5]triazin-2-yl)-vinyl]-benzylidene}-pyrimidine-2,4,6-trione (DTPT) was designed and synthesized. Triple H-bonding interactions between neighboring molecules direct self-assembled chromophore alignment in a head-to-tail orientation using a straightforward vapor phase deposition process. Angle-dependent SHG interference patterns and the quadratic dependence of the 532 nm light output intensity on the thickness of the DTPT films for glass substrates coated on both sides demonstrate high, reproducible film quality and uniformity. XRD also demonstrates long-range order in the film and yields a molecular tilt angle in good agreement with polarized SHG data, clearly showing that out-of-plane ordering of chromophore molecules has been achieved.

Original languageEnglish (US)
Pages (from-to)11496-11497
Number of pages2
JournalJournal of the American Chemical Society
Volume125
Issue number38
DOIs
StatePublished - Sep 24 2003

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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