Squarylium dyestuffs and compostions containing same

Details Squarylium dyestuffs and compostions containing same Squarylium dyestuffs and compostions containing same

1989-11-30

1996-08-06

Lovering, Richard D.

Compositions

Light transmission modifying compositions

252587, 548458, 359358, 359886, 430944, 544 73, 544 99, C09B 702, G02B 522, F21V 900, F21V 904

Patent

active

055430864

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 ##STR1## 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 R.sub.1 through R.sub.5 are various substituents or (except for R.sub.2 and R.sub.5) 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.

REFERENCES:
patent: 4175956 (1979-11-01), Haley et al.
patent: 4500621 (1985-02-01), Wurster
patent: 4622174 (1986-11-01), McKoy et al.
patent: 4935166 (1990-06-01), Lee et al.
patent: 5211885 (1993-05-01), Zepp
Fieser et al.: "Organic Chemistry" , D.C. Heath and Co. Boston (1944), pp. 827-832.

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