Novel benzofuran dyes

• US 4,948,893 A
• Filed: 08/17/1989
• Issued: 08/14/1990
• Est. Priority Date: 05/09/1988
• Status: Expired due to Fees

• Current Assignee: Eastman Kodak Company
• Original Assignee: Eastman Kodak Company
• Inventors: Fox, John L., Chen, Chin H.
• Primary Examiner(s): Shah, Mukund J.
• Assistant Examiner(s): Rozycki, Andrew G.
• Application Number:
  US07/394,893
• Time in Patent Office: 362 Days
• Field of Search: 546/66
• US Class Current: 546/66
• CPC Class Codes: C09B 23/04 one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
• CPC Class Codes: C09B 23/06 three >CH- groups, e.g. carbocyanines
• CPC Class Codes: C09B 23/105 two >CH- groups
• CPC Class Codes: G03F 7/031 Organic compounds not covered by group G03F7/029

Abstract

A 6-tertiary amino-2-(Z═CH--)benzofuran dye is disclosed, where Z represents the atoms providing an electron withdrawing group and a conjugated methine linkage completing a resonant dye chromophore including the 6-tertiary amino group as an electron donor and the electron withdrawing group as an electron acceptor. The dyes are formed by condensing a 6-tertiary amino-2-formylbenzofuran with an electron withdrawing dye nucleus precursor containing an active methyl or methylene site. The dyes exhibit bathochromically shifted absorption peaks.

Claims

1. A dye which satisfies the formula:

##STR34## wherein R¹, R², R³, and R⁴ together complete a julolidene ring;

R⁵ is hydrogen, methyl, ethyl, propyl, or phenyl; and

R¹² is phenyl.

2. 3-Cyano-4-phenyl-5-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]furano[3,2-g]quinolizin-9-yl-methylene) -2-furanone.

3. 3-Cyano-4-phenyl-5-[8-(p-methoxyphenyl)2,3,6,7-tetrahydro -1H,5H-benzo[i,j]furano[3,2-g]quinolizin-9-yl -methylene]2-furanone.

4. 3-Cyano-4-phenyl-5-(8-phenyl2,3,6,7-tetrahydro-1H,5H-benzo[i,j]furano[3,2-g]quinolizin-9-yl-methylene)-2-furanone.

5. 3-Cyano-4-phenyl-5-{3-[8-(p-methoxyphenyl)2,3,6,7-tetrahydro1 H,5H-benzo[i,j]furano[3,2-g]-quinolizin-9-yl]-2-propenylidene}-2-furanone.