Photographic element with near-infrared antihalation layer

Abstract

Disclosed is a photographic element comprising an antihalation dye of formula: ##STR1## wherein X 1 . .,.!. .Iadd.and .Iaddend.X 2 independently represent. .s.!. --CR 8 R 9 --, --S--, --Se--, --NR 10 --, --CH═CH-- or --O--; n is an integer of 2 or 3; R 1 and R 2 independently represent alkyl of 1 to 10 carbons or substituted alkyl of 1 to 10 carbons; R 3 represents . .a ring chosen from the set consisting of aryl, substituted aryl, and.!. a heterocyclic ring; R 4 , R 5 , R 6 and R 7 independently represent hydrogen, alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons. .,.!..Iadd.; or .Iaddend.R 4 and R 5 taken together or R 6 and R 7 taken together . .may.!. represent the atoms necessary to form a 5 or 6-membered aliphatic ring, an aromatic six-membered ring, an aromatic 10-membered ring, a substituted aromatic . .six-member.!. .Iadd.six-membered .Iaddend.ring or a substituted aromatic . .10-member.!. .Iadd.10-membered .Iaddend.ring; R 8 . .,.!. .Iadd.and .Iaddend.R 9 independently represent alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, substituted aryl of 6-10 carbons; R 10 represents an alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, substituted aryl of 6-10 carbons.Iadd.; and Z represents CF 3 SO 3 - , Et 3 NH + , Na + , or K + .Iaddend..

. .I.!. .Iadd.We .Iaddend.claim: 
     
       1. A photographic element comprising .Iadd.a photosensitive silver halide emulsion layer and .Iaddend.an absorbing amount of the antihalation dye: wherein   X 1  . .,.!. .Iadd.and .Iaddend.X 2  independently represent. .s.!. --CR 8  R 9  --, --S--, --Se--, --NR 10  --, --CH═CH-- or --O--;   n is an integer of 2 or 3;   R 1  and R 2  independently represent alkyl of 1 to 10 carbons or substituted alkyl of 1 to 10 carbons;   R 3  represents . .a ring chosen from the set consisting of aryl, substituted aryl, and.!. a heterocyclic ring.Iadd., said heterocyclic ring being a substituted or unsubstituted 5- or 6-membered heterocyclic ring containing hetero atoms selected from the group consisting of nitrogen, oxygen, sulfur, and selenium.Iaddend.;   R 4 , R 5 , R 6  and R 7  independently represent hydrogen, alkyl of 1-10 carbons, .Iadd.or .Iaddend.substituted alkyl of 1-10 carbons. .,.!..Iadd.; or .Iaddend.R 4  and R 5  taken together or R 6  and R 7  taken together . .may.!. represent the atoms necessary to form a 5 or 6-membered aliphatic ring, an aromatic six-membered ring, an aromatic 10-membered ring, a substituted aromatic . .six-member.!. .Iadd.six-membered .Iaddend.ring or a substituted aromatic . .10-member.!. .Iadd.10-membered .Iaddend.ring;   R 8  . .,.!. .Iadd.and .Iaddend.R 9  independently represent alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, .Iadd.or .Iaddend.substituted aryl of 6-10 carbons;   R 10  represents an alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, .Iadd.or .Iaddend.substituted aryl of 6-10 carbons.Iadd.; and   Z represents CF 3  SO 3   - , Et 3  NH + , Na + , or K +  .Iaddend..   
     
     
       2. The photographic element recited in claim 1 wherein . .R 3  is.!. .Iadd.X 1  or X 2  represent .Iaddend.CR 8  R 9  ; R 8  and R 9  independently represent alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, substituted aryl of 6-10 carbons. 
     
     
       3. The photographic element recited in claim 1 wherein at least one of R 1  and R 2  is an alkyl of 1 to 10 carbon atoms substituted with sulfonate or . .carbonate.!. .Iadd.carboxylate.Iaddend.. 
     
     
       4. The photographic element recited in claim 1 wherein R 4  and R 5  or R 6  and R 7  are taken together to form a six-membered aromatic ring or a 10-membered aromatic ring. 
     
     
       5. The photographic element recited in claim 4 wherein said six-membered aromatic ring or said 10-membered aromatic ring is substituted with sulfonate or carboxylate. 
     
     
       6. The photographic element recited in claim 1 wherein R 1  or R 2  is an alkyl of 1-10 carbon atoms substituted with a sulfonate or carboxylate and at least one combination of R 4  and R 5  or R 6  and R 7  are taken together to form a six-membered aromatic ring or a 10-membered aromatic ring wherein said six-membered aromatic ring or said 10-membered aromatic ring is substituted with a sulfonate or a carboxylate. 
     
     
       7. The photographic element recited in claim 6 wherein said R 1  or R 2  is alkyl of 1-5 carbon. .s.!. atoms. 
     
     
       8. The photographic element recited in claim 1 wherein said R 3  is chosen from the . .set.!. .Iadd.group .Iaddend.consisting of pyrimidine, benzoxazole, phenyltetrazole, and methyltriazole. 
     
     
       9. A photographic element comprising .Iadd.a photosensitive silver halide emulsion layer and .Iaddend.a dye of formula: ##STR13## wherein X 1  . .,.!. .Iadd.and .Iaddend.X 2  independently represent. .s.!. --CR 8  R 9  --, --S--, --Se--, --NR 10  --, --CH═C-- or --O--;   n is 2;   R 1  and R 2  independently represent alkyl of 1 to 10 carbons or substituted alkyl of 1 to 10 carbons;   R 3  represents . .a ring chosen from the set consisting of aryl, substituted aryl, and.!. a heterocyclic ring.Iadd., said heterocyclic ring being a substituted or unsubstituted 5- or 6-membered heterocyclic ring containing hetero atoms selected from the group consisting of nitrogen, oxygen, sulfur, and selenium.Iaddend.;   R 4 , R 5 , R 6  and R 7  independently represent hydrogen, alkyl of 1-10 carbons, .Iadd.or .Iaddend.substituted alkyl of 1-10 carbons. .,.!..Iadd.; or .Iaddend.R 4  and R 5  taken together or R 6  and R 7  taken together . .may.!. represent the atoms necessary to form a 5 or 6-membered aliphatic ring, an aromatic six-membered ring, an aromatic 10-membered ring, a substituted aromatic . .six-member.!. .Iadd.six-membered .Iaddend.ring or a substituted aromatic . .10-member.!. .Iadd.10-membered .Iaddend.ring;   R 8  . .,.!. .Iadd.and .Iaddend.R 9  independently represent alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, .Iadd.or .Iaddend.substituted aryl of 6-10 carbons;   R 10  represents an alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, .Iadd.or .Iaddend.substituted aryl of 6-10 carbons.Iadd.; and   Z represents CF 3  SO 3   - , Et 3  NH + , Na + , or K +  .Iaddend..   
     
     
       10. A photographic element comprising .Iadd.a photosensitive silver halide emulsion layer and .Iaddend.a dye of formula: ##STR14## wherein X 1  . .,.!. .Iadd.and .Iaddend.X 2  independently represent. .s.!. --CR 8  R 9  --, --S--, --Se--, --NR 10  --, --CH═CH-- or --O--;   n is 3;   R 1  and R 2  independently represent alkyl of 1 to 10 carbons or substituted alkyl of 1 to 10 carbons;   R 3  represents . .a ring chosen from the set consisting of aryl, substituted aryl, and.!. a heterocyclic ring.Iadd., said heterocyclic ring being a substituted or unsubstituted 5- or 6-membered heterocyclic ring containing hetero atoms selected from the group consisting of nitrogen, oxygen, sulfur, and selenium.Iaddend.;   R 4 , R 5 , R 6  and R 7  independently represent hydrogen, alkyl of 1-10 carbons, .Iadd.or .Iaddend.substituted alkyl of 1-10 carbons. .,.!..Iadd.; or .Iaddend.R 4  and R 5  taken together or R 6  and R 7  taken together . .may.!. represent the atoms necessary to form a 5 or 6-membered aliphatic ring, an aromatic six-membered ring, an aromatic 10-membered ring, a substituted aromatic . .six-member.!. .Iadd.six-membered .Iaddend.ring or a substituted aromatic . .10-member.!. .Iadd.10-membered .Iaddend.ring;   R 8  . .,.!. .Iadd.and .Iaddend.R 9  independently represent alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, .Iadd.or .Iaddend.substituted aryl of 6-10 carbons;   R 10  represents an alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aryl of 6-10 carbons, .Iadd.or .Iaddend.substituted aryl of 6-10 carbons.Iadd.; and   Z represents CF 3  SO 3   - , Et 3  NH + , Na + , or K +  .Iaddend.. .Iadd.   
     
     
       11.  The photographic element recited in claim 7 wherein said X 1  and X 2  are the same..Iaddend..Iadd.12. The photographic element recited in claim 1 wherein X 1  and X 2  are chosen from the group consisting of --CR 8  R 9  --, S, and NR 10 ..Iaddend..Iadd.13. The photographic element recited in claim 3 wherein said X 1  and X 2  are the same..Iaddend..Iadd.14. The photographic element recited in claim 13 wherein said heterocyclic ring is selected from the group consisting of thiazole, benzothiazole, benzoxazole, benzimidazole, 
     
     
        tetrazole, triazole, pyrimidine, and thiadiazole..Iaddend..Iadd.15.  The photographic element recited in claim 14 wherein R 1  or R 2  is an alkyl of 1-5 carbon atoms substituted with sulfonate or carboxylate and at least one combination of R 4  and R 5  or R 6  and R 7  are taken together to form a six-membered or 10-membered aromatic ring wherein said six-membered or 10-membered aromatic ring is substituted with a sulfonate or a carboxylate..Iaddend..Iadd.16. The photographic element recited in claim 1 wherein said heterocyclic ring is selected from the group consisting of thiazole, benzothiazole, naphthothiazole, thianaphtheno-7',6',4,5-thiazole, oxazole, benzoxazole, naphthoxazole, selenazole, benzoselenazole, naphthoselenazole, thiazoline, 2-quinoline, 4-quinoline, 1-isoquinoline, 3-isoquinoline, benzimidazole, 3,3-dialkylindolenine, 2-pyridine, 3,3-dialkylbenzindole, tetrazole, triazole, pyrimidine, and thiadiazole..Iaddend..Iadd.17. The photographic element recited in claim 16 wherein said X 1  and X 2  are the same..Iaddend..Iadd.18. The photographic element recited in claim 17 wherein R 1  or R 2  is an alkyl of 1-5 carbon atoms substituted with sulfonate or carboxylate and at least one combination of R 4  and R 5  or R 6  and R 7  are taken together to form a six-membered or 10-membered aromatic ring wherein said six-membered or 10-membered aromatic ring is substituted with a sulfonate or a 
     
     
        carboxylate..Iaddend..Iadd.19.  The photographic element recited in claim 9 wherein X 1  and X 2  are chosen from the group consisting of --CR 8  R 9  --, S, and NR 10 ..Iaddend..Iadd.20. The photographic element recited in claim 19 wherein said X 1  and X 2  are the same..Iaddend..Iadd.21. The photographic element recited in claim 20 wherein said heterocyclic ring is selected from the group consisting of thiazole, benzothiazole, benzoxazole, benzimidazole, tetrazole, triazole, pyrimidine, and thiadiazole..Iaddend..Iadd.22. The photographic element recited in claim 9 wherein said heterocyclic ring is selected from the group consisting of thiazole, benzothiazole, naphthothiazole, thianaphtheno-7',6',4,5-thiazole, oxazole, benzoxazole, naphthoxazole, selenazole, benzoselenazole, naphthoselenazole, thiazoline, 2-quinoline, 4-quinoline, 1-isoquinoline, 3-isoquinoline, benzimidazole, 3,3-dialkylindolenine, 2-pyridine, 3,3-dialkylbenzindole, tetrazole, triazole, pyrimidine, and thiadiazole..Iaddend..Iadd.23. The photographic element recited in claim 22 wherein said X 1  and X 2  are the 
     
     
        same..Iaddend..Iadd.24.  The photographic element recited in claim 1 wherein said X 1  and X 2  are the same..Iaddend..Iadd.25. The photographic element recited in claim 10 wherein X 1  and X 2  are chosen from the group consisting of --CR 8  R 9  --, S, and NR 10 ..Iaddend..Iadd.26. The photographic element recited in claim 25 wherein said X 1  and X 2  are the same..Iaddend..Iadd.27. The photographic element recited in claim 26 wherein said heterocyclic ring is selected from the group consisting of thiazole, benzothiazole, benzoxazole, benzimidazole, tetrazole, triazole, pyrimidine, and thiadiazole..Iaddend..Iadd.28. The photographic element recited in claim 10 wherein said heterocyclic ring is selected from the group consisting of thiazole, benzothiazole, naphthothiazole, thianaphtheno-7',6',4,5-thiazole, oxazole, benzoxazole, naphthoxazole, selenazole, benzoselenazole, naphthoselenazole, thiazoline, 2-quinoline, 4-quinoline, 1-isoquinoline, 3-isoquinoline, benzimidazole, 3,3-dialkylindolenine, 2-pyridine, 3,3-dialkylbenzindole, tetrazole, triazole, pyrimidine, and thiadiazole..Iaddend..Iadd.29. The photographic element recited in claim 28 wherein said X 1  and X 2  are the same..Iaddend.