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Browse Prior Art Database

Non Linear Optical Chromophores with Fluorine or Perfluoroalkyl Acceptor Groups

IP.com Disclosure Number: IPCOM000112411D
Original Publication Date: 1994-May-01
Included in the Prior Art Database: 2005-Mar-27
Document File: 2 page(s) / 45K

Publishing Venue

IBM

Related People

Miller, RD: AUTHOR [+4]

Abstract

A persistent difficulty with organic nonlinear optical (NLO) materials is the tradeoff between nonlinearity and transparency. Although organic materials are superior to crystalline inorganics in almost every way, their largest nonlinearities appear at wavelengths where the chromophores start absorbing. Molecular modifications that can increase hyperpolarizabilities without significantly increasing maximum absorption wavelengths are constantly being sought for use in this field.

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Non Linear Optical Chromophores with Fluorine or Perfluoroalkyl Acceptor
Groups

      A persistent difficulty with organic nonlinear optical (NLO)
materials is the tradeoff between nonlinearity and transparency.
Although organic materials are superior to crystalline inorganics in
almost every way, their largest nonlinearities appear at wavelengths
where the chromophores start absorbing.  Molecular modifications that
can increase hyperpolarizabilities without significantly increasing
maximum absorption wavelengths are constantly being sought for use in
this field.

      The modification described here is substitution of a fluoro- or
perfluoroalkyl moiety at the acceptor end of a donor-acceptor
nonlinear chromophore.  We have found fourteen different such
substitutions for the parent compound 4-methoxystilbene which
increase the molecular hyperpolarizability &beta.&sub0.  without
producing a significant red shift in the compound's absorption
maximum.

      Molecular hyperpolarizabilities were measured by the electric
field-induced second harmonic generation technique.  The parent
stilbene exhibited a &beta.&sub0.  of 3.5 x 10(-30)  esu with an
absorption maximum wavelength of 320 nm.  (The uncertainty in our
wavelength measurements is 2 nm.)  Seven compounds with varying
patterns of fluorine substitution on the acceptor ring showed
increases in hyperpolarizability with no increase in absorption
maximum within experimental error.  The perfluorinated deri...