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Title: Synthesis, characterization, and NLO properties of a phenothiazine-stilbazole monolayer

Abstract

Engineering highly nonlinear optically (NLO) active assemblies can lead to thin films with potentially useful properties. For instance, materials with electron donor and acceptor groups bridged by a conjugated system have potential application as molecular wires, where electrons can tunnel or hop through the conjugated bridge. Phenothiazine and its derivatives are of widespread chemical interest. For example, they have useful pharmacological properties and can potentially be used in solar energy conversion. There is also interest in these systems as charge-transfer complexes with several acceptors due to their low ionization potentials. 4-(trans-4-(4-(10-phenothiazinyl)butyramido)styryl)pyridine (PBSP) has been synthesized and covalently bound to a coupling layer of (p-(chloromethyl)phenyl)trichlorosilane (CPTS) on a quartz substrate to produce a polar-ordered thin film. The addition of the PBSP molecules on the coupling layer was monitored by FTIR spectroscopy, UV--visible spectroscopy, AFM, and second harmonic generation (SHG). The observation of an amine band and strong methylene bands in the infrared spectra indicates the presence of the PBSP layer. The UV-visible spectrum shows a red shift in the charge-transfer band, consistent with the addition of the PBSP layer on the coupling layer. The nonlinear optical properties of the PBSP monolayers were measured by SHG. The second harmonic (SH) signal increasedmore » by 1 order of magnitude after the addition of the PBSP chromophore layer. The dependence of the SH intensity on incident angle and input polarization was modeled. The average molecular orientation angle of the chromophore was determined to be 55{degree}, and a value of {chi}{sub zzz}= {chi}{sub zxx} = 2.8 x 10 {sup {minus}8} esu was calculated.« less

Authors:
; ;  [1]
  1. and others
Publication Date:
Research Org.:
New Mexico Highlands Univ., Las Vegas, NV (US)
OSTI Identifier:
20000010
Resource Type:
Journal Article
Journal Name:
Langmuir
Additional Journal Information:
Journal Volume: 15; Journal Issue: 19; Other Information: PBD: 14 Sep 1999; Journal ID: ISSN 0743-7463
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; 14 SOLAR ENERGY; NONLINEAR OPTICS; PHENOTHIAZINES; PYRIDINES; THIN FILMS; IONIZATION POTENTIAL; OPTICAL PROPERTIES; MORPHOLOGY

Citation Formats

Huang, W., Helvenston, M., and Casson, J.L. Synthesis, characterization, and NLO properties of a phenothiazine-stilbazole monolayer. United States: N. p., 1999. Web. doi:10.1021/la990237c.
Huang, W., Helvenston, M., & Casson, J.L. Synthesis, characterization, and NLO properties of a phenothiazine-stilbazole monolayer. United States. doi:10.1021/la990237c.
Huang, W., Helvenston, M., and Casson, J.L. Tue . "Synthesis, characterization, and NLO properties of a phenothiazine-stilbazole monolayer". United States. doi:10.1021/la990237c.
@article{osti_20000010,
title = {Synthesis, characterization, and NLO properties of a phenothiazine-stilbazole monolayer},
author = {Huang, W. and Helvenston, M. and Casson, J.L.},
abstractNote = {Engineering highly nonlinear optically (NLO) active assemblies can lead to thin films with potentially useful properties. For instance, materials with electron donor and acceptor groups bridged by a conjugated system have potential application as molecular wires, where electrons can tunnel or hop through the conjugated bridge. Phenothiazine and its derivatives are of widespread chemical interest. For example, they have useful pharmacological properties and can potentially be used in solar energy conversion. There is also interest in these systems as charge-transfer complexes with several acceptors due to their low ionization potentials. 4-(trans-4-(4-(10-phenothiazinyl)butyramido)styryl)pyridine (PBSP) has been synthesized and covalently bound to a coupling layer of (p-(chloromethyl)phenyl)trichlorosilane (CPTS) on a quartz substrate to produce a polar-ordered thin film. The addition of the PBSP molecules on the coupling layer was monitored by FTIR spectroscopy, UV--visible spectroscopy, AFM, and second harmonic generation (SHG). The observation of an amine band and strong methylene bands in the infrared spectra indicates the presence of the PBSP layer. The UV-visible spectrum shows a red shift in the charge-transfer band, consistent with the addition of the PBSP layer on the coupling layer. The nonlinear optical properties of the PBSP monolayers were measured by SHG. The second harmonic (SH) signal increased by 1 order of magnitude after the addition of the PBSP chromophore layer. The dependence of the SH intensity on incident angle and input polarization was modeled. The average molecular orientation angle of the chromophore was determined to be 55{degree}, and a value of {chi}{sub zzz}= {chi}{sub zxx} = 2.8 x 10 {sup {minus}8} esu was calculated.},
doi = {10.1021/la990237c},
journal = {Langmuir},
issn = {0743-7463},
number = 19,
volume = 15,
place = {United States},
year = {1999},
month = {9}
}