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

Research output: Contribution to journalArticle

63 Citations (Scopus)

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
Pages (from-to)11496-11497
Number of pages2
JournalJournal of the American Chemical Society
Volume125
Issue number38
DOIs
Publication statusPublished - Sep 24 2003

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Chromophores
Electrooptical effects
Self assembly
Glass
Hydrogen
Hydrogen bonds
Vapors
Electrons
Light
Thin films
Molecules
Substrates
pyrimidine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Vapor phase self-assembly of electrooptic thin films via triple hydrogen bonds. / Zhu, Peiwang; Kang, Hu; Facchetti, Antonio; Evmenenko, Guennadi; Dutta, Pulak; Marks, Tobin J.

In: Journal of the American Chemical Society, Vol. 125, No. 38, 24.09.2003, p. 11496-11497.

Research output: Contribution to journalArticle

Zhu, Peiwang ; Kang, Hu ; Facchetti, Antonio ; Evmenenko, Guennadi ; Dutta, Pulak ; Marks, Tobin J. / Vapor phase self-assembly of electrooptic thin films via triple hydrogen bonds. In: Journal of the American Chemical Society. 2003 ; Vol. 125, No. 38. pp. 11496-11497.
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