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Non-Linear Crystalline Compounds

IP.com Disclosure Number: IPCOM000046504D
Original Publication Date: 1983-Jul-01
Included in the Prior Art Database: 2005-Feb-07
Document File: 2 page(s) / 24K

Publishing Venue

IBM

Related People

Azema, A: AUTHOR [+4]

Abstract

It has been found that commercially available 1-furo-2-amino-4-nitrobenzene is easily converted in two or three steps into a group of compounds of which many are strongly non-linear in crystalline form. In a typical preparation the 2-amino group is first derivatized to facilitate subsequent nucleophilic displacement of fluorine. The new 2-substituents which result include acetamide, propionamide, trifluoroacetamide, formamide, t-butoxycarbonylamino, ureido, sulfonamide, and the like. The 1-fluoro group in these derivatives is then replaced by some nucleophile, usually an amine. If desired, the original 2-amino group may be regenerated from these 1-donor substituted materials by hydrolysis.

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Non-Linear Crystalline Compounds

It has been found that commercially available 1-furo-2-amino-4-nitrobenzene is easily converted in two or three steps into a group of compounds of which many are strongly non-linear in crystalline form. In a typical preparation the 2- amino group is first derivatized to facilitate subsequent nucleophilic displacement of fluorine. The new 2-substituents which result include acetamide, propionamide, trifluoroacetamide, formamide, t-butoxycarbonylamino, ureido, sulfonamide, and the like. The 1-fluoro group in these derivatives is then replaced by some nucleophile, usually an amine. If desired, the original 2-amino group may be regenerated from these 1-donor substituted materials by hydrolysis.

Some examples of non-linear materials prepared in this fashion include:

(Image Omitted)

The compounds in this new group are of potential utility as single crystals, waveguides, crystals dispersed in a polymer medium and a variety of other configurations in which macroscopic order can be obtained. SHG Eff refers to effectiveness in second harmonic generation, compared to the standard of unity for urea.

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