SQUARYLIUM DYESTUFFS AND COMPOSITIONS CONTAINING SAME

Assignee

GENTEX OPTICS, INC.

Filed

Nov 30, 1989

Granted

Aug 6, 1996

Location

Dayton OH (Wright-Patterson AFB)

Abstract

Novel squarylium dyestuffs are formed by condensing one molecular equivalent of squaric acid with two molecular equivalents of a heterocyclic intermediate of the formula <IMAGE> in which X is an optionally substituted ethylene or o-phenylene group; Y is an optionally substituted methylene or imino group, oxygen, sulfur, selenium or (if X is ethylene) a direct bond; and R1 through R5 are various substituents or (except for R2 and R5) hydrogen. A preferred class of dyestuffs are those formed from intermediates in which Y is methylene or a direct bond, the former including 7-acylaminotetrahydroquinolines and the latter including 6-acylaminoindolines. Thus, two molecular equivalents of each of 1-methyl-7-acetamido-1,2,3,4-tetrahydroquinoline and 6-acetamido-1,2,3, 3-tetramethylindoline were condensed with one molecular equivalent of squaric acid to produce respective dyes each having an absorption maximum substantially coincident with the ruby-laser wavelength of 694 nm. The dyes may be incorporated into suitable transparent plastics such as polycarbonate for use in optical filters.

Source: Google Patents