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US3854956A Expired / Lapsed US ⏱️ 0.0 years remaining

Dyestuffs and spectral sensitizers for silver halide

Assignee: Eastman Kodak Co
•
Filing: 1970-10-30
•
Granted: 1974-12-17
•
Expires: 1990-10-30
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Abstract

Abstract Polymethine dyes, including cyanine, carbocyanine, dicarbocyanine, merocyanine and styryl dyes, are useful as photographic silver halide sensitizing dyes and are prepared from reactive heterocyclic quaternary salts, such as 2-methyl-3formylethyl benzothiazolium iodide, by dye condensation techniques. These dyes are N-substituted with groups including an N, Alpha -alkenylene bridge and alkyl groups whose terminal carbon atom is additionally substituted with acyl, sulfo, 1hydroxy-1-sulfoalkyl, acetal and thioacetal groups including cyclic species and 1-hydrazonoalkyl groups. The dyes containing reactive hydrazonoalkyl substituents are advantageous when used in conjunction with internal image emulsions, such as in the preparation of direct-print photographic elements.

Inventors

  • 👤 L Lincoln
  • 👤 D Heseltine

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 16:24
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/08; G03C1/10; G03C1/12

Claims Analysis

Total Claims: 269
Claim 1
Independent Claim 102 words
A LIGHT-SENSITIVE PHOTOGRAPHIC SILVER HALIDE EMULSION COMPRISING A HYDROPHILIC COLLOID, SILVER HALIDE GRAINS AND A SENSITIZING AMOUNT OF A POLYMETHINE DYE COMPRISING TWO TERMINAL NUCLEI INCLUDING AT LEAST ONE HETEROCYCLIC NUCLEUS HAVING IN SAID NUCLEUS AT LEAST ONE NITROGEN ATOM AND OPTIONALLY CONTAINING ANOTHER ATOM SELECTED FROM THE GROUP CONSISTING OF OXYGEN, SULFUR AND SELENIUM, AND HAVING THE NITROGEN ATOM JOINED TO A POLYMETHINE CHAIN INTERVENING SAID TERMINAL NUCLEI AND INCLUDING AT LEAST ONE NUCLEAR CARBON OF SAID HETEROCYCLIC NUELEUS, SAID NITROGEN ATOM HAVING SUBSTITUTED THEREON A NUMBER SELECTED FROM THE GROUP CONSISTING OF (A) A MEMBER HAVING THE FORMULA -(CH2)N-R WHEREIN:
Claim 2
Dependent Claim 102 words
A LIGHT-SENSITIVE PHOTOGRAPHIC SILVER HALIDE EMULSION COMPRISING A HYDROPHILIC COLLOID, SILVER HALIDE GRAINS AND A SENSITIZING AMOUNT OF A POLYMETHINE DYE COMPRISING TWO TERMINAL NUCLEI INCLUDING AT LEAST ONE HETEROCYCLIC NUCLEUS HAVING IN SAID NUCLEUS AT LEAST ONE NITROGEN ATOM AND OPTIONALLY CONTAINING ANOTHER ATOM SELECTED FROM THE GROUP CONSISTING OF OXYGEN, SULFUR AND SELENIUM, AND HAVING THE NITROGEN ATOM JOINED TO A POLYMETHINE CHAIN INTERVENING SAID TERMINAL NUCLEI AND INCLUDING AT LEAST ONE NUCLEAR CARBON OF SAID HETEROCYCLIC NUELEUS, SAID NITROGEN ATOM HAVING SUBSTITUTED THEREON A NUMBER SELECTED FROM THE GROUP CONSISTING OF (A) A MEMBER HAVING THE FORMULA -(CH2)N-R WHEREIN:
Claim 3
Dependent Claim 11 words
N REPRESENTS A POSITIVE INTEGER OF FROM 2 TO 6 AND
Claim 4
Dependent Claim 11 words
N REPRESENTS A POSITIVE INTEGER OF FROM 2 TO 6 AND
Claim 5
Dependent Claim 20 words
R REPRESENTS A MEMBER SELECTED FROM THE GROUP CONSISTING OF: A. AN ACYL RADICAL, B. A RADICAL HAVING THE FORMULA
Claim 6
Dependent Claim 20 words
R REPRESENTS A MEMBER SELECTED FROM THE GROUP CONSISTING OF: A. AN ACYL RADICAL, B. A RADICAL HAVING THE FORMULA
Claim 7
Dependent Claim 5 words
a radical having the formula
Claim 8
Dependent Claim 5 words
a radical having the formula
Claim 9
Dependent Claim 20 words
R represents a member selected from the group consisting of: a. an acyl radical, b. a radical having the formula
Claim 10
Dependent Claim 20 words
R represents a member selected from the group consisting of: a. an acyl radical, b. a radical having the formula
Claim 11
Dependent Claim 3 words
a hydroxyl radical,
Claim 12
Dependent Claim 3 words
a hydroxyl radical,
Claim 13
Dependent Claim 5 words
a radical having the formula
Claim 14
Dependent Claim 5 words
a radical having the formula
Claim 15
Dependent Claim 5 words
a radical having the formula
Claim 16
Dependent Claim 5 words
a radical having the formula
Claim 17
Dependent Claim 3 words
a p-tolylhydrazonomethyl radical,
Claim 18
Dependent Claim 3 words
a p-tolylhydrazonomethyl radical,
Claim 19
Dependent Claim 5 words
a radical having the formula
Claim 20
Dependent Claim 5 words
a radical having the formula
Claim 21
Dependent Claim 3 words
a hydroxyl radical,
Claim 22
Dependent Claim 3 words
a hydroxyl radical,
Claim 23
Dependent Claim 40 words
a heterocyclylidenemethyl radical having in the heterocyclic nucleus the non-metallic atoms, including the carbon atom of a keto group, necessary to complete a heterocyclic nucleus, f. each of R5 and R1 represents a member selected from the group consisting of:
Claim 24
Dependent Claim 40 words
a heterocyclylidenemethyl radical having in the heterocyclic nucleus the non-metallic atoms, including the carbon atom of a keto group, necessary to complete a heterocyclic nucleus, f. each of R5 and R1 represents a member selected from the group consisting of:
Claim 25
Dependent Claim 30 words
A light-sensitive photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of those having the formulas:
Claim 26
Dependent Claim 30 words
A light-sensitive photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of those having the formulas:
Claim 27
Dependent Claim 40 words
a heterocyclylidenemethyl radical having in the heterocyclic nucleus the non-metallic atoms, including the carbon atom of a keto group necessary to complete a heterocyclic nucleus, f. each of R and R5 represents a member selected from the group consisting of:
Claim 28
Dependent Claim 40 words
a heterocyclylidenemethyl radical having in the heterocyclic nucleus the non-metallic atoms, including the carbon atom of a keto group necessary to complete a heterocyclic nucleus, f. each of R and R5 represents a member selected from the group consisting of:
Claim 29
Dependent Claim 3 words
a hydroxyl radical,
Claim 30
Dependent Claim 3 words
a hydroxyl radical,
Claim 31
Dependent Claim 3 words
a hydroxyl radical,
Claim 32
Dependent Claim 3 words
a hydroxyl radical,
Claim 33
Dependent Claim 5 words
a radical having the formula
Claim 34
Dependent Claim 5 words
a radical having the formula
Claim 35
Dependent Claim 3 words
a p-tolylhydrazonomethyl radical,
Claim 36
Dependent Claim 3 words
a p-tolylhydrazonomethyl radical,
Claim 37
Dependent Claim 3 words
a p-tolylhydrazonomethyl radical,
Claim 38
Dependent Claim 3 words
a p-tolylhydrazonomethyl radical,
Claim 39
Dependent Claim 3 words
a p-sulfophenylhydrazonomethyl radical,
Claim 40
Dependent Claim 3 words
a p-sulfophenylhydrazonomethyl radical,
Claim 41
Dependent Claim 3 words
a p-sulfophenylhydrazonomethyl radical,
Claim 42
Dependent Claim 3 words
a p-sulfophenylhydrazonomethyl radical,
Claim 43
Dependent Claim 4 words
a. 1-hydroxy-1-sulfoalkyl radical, and
Claim 44
Dependent Claim 4 words
a. 1-hydroxy-1-sulfoalkyl radical, and
Claim 45
Dependent Claim 3 words
a carboxyl radical,
Claim 46
Dependent Claim 3 words
a carboxyl radical,
Claim 47
Dependent Claim 3 words
a carboxyl radical,
Claim 48
Dependent Claim 3 words
a carboxyl radical,
Claim 49
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 50
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 51
Dependent Claim 3 words
a carboxyl radical,
Claim 52
Dependent Claim 3 words
a carboxyl radical,
Claim 53
Dependent Claim 3 words
a p-sulfophenylhydrazonomethyl radical,
Claim 54
Dependent Claim 3 words
a p-sulfophenylhydrazonomethyl radical,
Claim 55
Dependent Claim 13 words
a 1-hydroxy-1-sulfoalkyl radical selected from the group consisting of 1-hydroxy-1-sulfomethyl and 1-hydroxy-1-sulfoethyl, and
Claim 56
Dependent Claim 13 words
a 1-hydroxy-1-sulfoalkyl radical selected from the group consisting of 1-hydroxy-1-sulfomethyl and 1-hydroxy-1-sulfoethyl, and
Claim 57
Dependent Claim 3 words
a 1-hydroxy-1-sulfoalkyl radical,
Claim 58
Dependent Claim 3 words
a 1-hydroxy-1-sulfoalkyl radical,
Claim 59
Dependent Claim 28 words
A light-sensitive photographic silver halide emulsion as described in claim 2, wherein in the dye structures I and II, T represents a radical having a formula selected from:
Claim 60
Dependent Claim 3 words
a carboxyl radical,
Claim 61
Dependent Claim 3 words
a carboxyl radical,
Claim 62
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 63
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 64
Dependent Claim 104 words
a 1-hydrazonalkyl radical; e. Z1 represents the non-metallic atoms necessary to complete a heterocyclic nucleus having in said nucleus at least one atom selected from the group consisting of nitrogen, oxygen, sulfur and selenium; f. Q represents the non-metallic atoms necessary to complete a heterocyclic nucleus containing from 5 to 6 atoms in the heterocyclic ring, three or four of said atoms being selected from the group consisting of nitrogen, oxygen and sulfur, at least one of said two atoms being nitrogen; and g. R6 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical.
Claim 65
Dependent Claim 104 words
a 1-hydrazonalkyl radical; e. Z1 represents the non-metallic atoms necessary to complete a heterocyclic nucleus having in said nucleus at least one atom selected from the group consisting of nitrogen, oxygen, sulfur and selenium; f. Q represents the non-metallic atoms necessary to complete a heterocyclic nucleus containing from 5 to 6 atoms in the heterocyclic ring, three or four of said atoms being selected from the group consisting of nitrogen, oxygen and sulfur, at least one of said two atoms being nitrogen; and g. R6 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical.
Claim 66
Dependent Claim 25 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains, and a sensitizing amount of a dye having a formula selected from:
Claim 67
Dependent Claim 25 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains, and a sensitizing amount of a dye having a formula selected from:
Claim 68
Dependent Claim 3 words
a cyano radical,
Claim 69
Dependent Claim 3 words
a cyano radical,
Claim 70
Dependent Claim 29 words
a 1-hydrazonoalkyl radical, selected from the group above, and R2 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical.
Claim 71
Dependent Claim 29 words
a 1-hydrazonoalkyl radical, selected from the group above, and R2 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical.
Claim 72
Dependent Claim 89 words
a 1-hydrazonoalkyl radical selected from the group consisting of a. a phenylhydrazonomethyl radical, b. a p-tolylhydrazonomethyl radical, c. a p-sulfophenylhydrazonomethyl radical, d. a thiosemicarbazonomethyl radical, e. a 2-benzothiazolylhydrazonomethyl radical, f. a p-carboxyphenylhydrazonomethyl radical, g. a p-tolylsulfohydrazonomethyl radical, h. a p-chlorophenylhydrazonomethyl radical, i. a p-nitrophenylhydrazonomethyl radical, j. an N-phenylcarbamoylhydrazonomethyl radical, k. a 2,4-bis(methylsulfonylphenylhydrazonomethyl)radical, l. a 2,4-dinitrophenylhydrazonomethyl radical, m. a 3-quinolylhydrazonomethyl radical, n. a 1-(phenylhydrazono)ethyl radical, o. a 1-(phenylhydrazono)propyl radicaL, p. a 1-(p-tolylhydrazono)ethyl radical, q. a 1-(2-benzothiazolylhydrazono)propyl radical, r. a 1-(N-phenylcarbamoylhydrazono)butyl radical, s. a 1-(p-toluenesulfonylhydrazono)ethyl radical, and t. a 1-(p-sulfophenylhydrazono)propyl radical.
Claim 73
Dependent Claim 89 words
a 1-hydrazonoalkyl radical selected from the group consisting of a. a phenylhydrazonomethyl radical, b. a p-tolylhydrazonomethyl radical, c. a p-sulfophenylhydrazonomethyl radical, d. a thiosemicarbazonomethyl radical, e. a 2-benzothiazolylhydrazonomethyl radical, f. a p-carboxyphenylhydrazonomethyl radical, g. a p-tolylsulfohydrazonomethyl radical, h. a p-chlorophenylhydrazonomethyl radical, i. a p-nitrophenylhydrazonomethyl radical, j. an N-phenylcarbamoylhydrazonomethyl radical, k. a 2,4-bis(methylsulfonylphenylhydrazonomethyl)radical, l. a 2,4-dinitrophenylhydrazonomethyl radical, m. a 3-quinolylhydrazonomethyl radical, n. a 1-(phenylhydrazono)ethyl radical, o. a 1-(phenylhydrazono)propyl radicaL, p. a 1-(p-tolylhydrazono)ethyl radical, q. a 1-(2-benzothiazolylhydrazono)propyl radical, r. a 1-(N-phenylcarbamoylhydrazono)butyl radical, s. a 1-(p-toluenesulfonylhydrazono)ethyl radical, and t. a 1-(p-sulfophenylhydrazono)propyl radical.
Claim 74
Dependent Claim 3 words
a thiosemicabazonomethyl radical,
Claim 75
Dependent Claim 3 words
a thiosemicabazonomethyl radical,
Claim 76
Dependent Claim 3 words
a cyano radical,
Claim 77
Dependent Claim 3 words
a cyano radical,
Claim 78
Dependent Claim 3 words
a cyano radical,
Claim 79
Dependent Claim 3 words
a cyano radical,
Claim 80
Dependent Claim 3 words
a cyano radical,
Claim 81
Dependent Claim 3 words
a cyano radical,
Claim 82
Dependent Claim 141 words
a 1-hydrazonoalkyl radical, selected from the group consisting of: a 1-(thiosemicarbazono)alkyl radical, a 1-(heterocyclylhydrazono)alkyl radical, a 1-(phenylhydrazono)alkyl radical, a 1-(N-arylcarbamoylhydrazono)alkyl radical, and a 1-(arylsulfonylhydrazono)alkyl radical, and e. each of R2 and R6 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical, and f. Q represents the non-metallic atoms necessary to complete a heterocyclic nucleus containing from 5 to 6 atoms in the heterocyclic ring of said nucleus which is selected from the group consisting of a 2-thiazolin-4-one nucleus, a 2-thio-2,4-thiazolidenedione nucleus, a 2-thio-2,5-thiazolidinedione nucleus, a 2-alkylmercapto-2-thiazolin-4-one nucleus, a 4-thiazolidinone nucleus, a 2-alkylphenylamino-2-thiazolin-4-one nucleus, a 2-diphenylamino-2-thiazolin-4-one nucleus, a 2-thiazolin-5-one nucleus, a 2-thio-1,4-oxazolidinedione nucleus, a 2-oxazolin-5-one nucleus, a hydantoin nucleus, a 2-thiohydantoin nucleus, a 2-alkylmercapto-2-imidazolin-5-one nucleus, a thionaphthenone nucleus, a 2-pyrazolin-5-one nucleus, a oxindole nucleus, a barbituric acid and a 2-thiobarbituric acid nucleus.
Claim 83
Dependent Claim 141 words
a 1-hydrazonoalkyl radical, selected from the group consisting of: a 1-(thiosemicarbazono)alkyl radical, a 1-(heterocyclylhydrazono)alkyl radical, a 1-(phenylhydrazono)alkyl radical, a 1-(N-arylcarbamoylhydrazono)alkyl radical, and a 1-(arylsulfonylhydrazono)alkyl radical, and e. each of R2 and R6 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical, and f. Q represents the non-metallic atoms necessary to complete a heterocyclic nucleus containing from 5 to 6 atoms in the heterocyclic ring of said nucleus which is selected from the group consisting of a 2-thiazolin-4-one nucleus, a 2-thio-2,4-thiazolidenedione nucleus, a 2-thio-2,5-thiazolidinedione nucleus, a 2-alkylmercapto-2-thiazolin-4-one nucleus, a 4-thiazolidinone nucleus, a 2-alkylphenylamino-2-thiazolin-4-one nucleus, a 2-diphenylamino-2-thiazolin-4-one nucleus, a 2-thiazolin-5-one nucleus, a 2-thio-1,4-oxazolidinedione nucleus, a 2-oxazolin-5-one nucleus, a hydantoin nucleus, a 2-thiohydantoin nucleus, a 2-alkylmercapto-2-imidazolin-5-one nucleus, a thionaphthenone nucleus, a 2-pyrazolin-5-one nucleus, a oxindole nucleus, a barbituric acid and a 2-thiobarbituric acid nucleus.
Claim 84
Dependent Claim 50 words
a 1-hydrazonalkyl radical selected from group consisting of: a 1-(thiosemicarbazono)alkyl radical, a 1-(heterocyclylhydrazono)alkyl radical, a 1-(phenylhydrazono)alkyl radical, a 1-(N-arylcarbamoylhydrazono)alkyl radical and a 1-(arylsulfonylhydrazono)alkyl radical, and g. each of R3 and R4 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical.
Claim 85
Dependent Claim 50 words
a 1-hydrazonalkyl radical selected from group consisting of: a 1-(thiosemicarbazono)alkyl radical, a 1-(heterocyclylhydrazono)alkyl radical, a 1-(phenylhydrazono)alkyl radical, a 1-(N-arylcarbamoylhydrazono)alkyl radical and a 1-(arylsulfonylhydrazono)alkyl radical, and g. each of R3 and R4 represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical.
Claim 86
Dependent Claim 3 words
a thiosemicarbazonomethyl radical,
Claim 87
Dependent Claim 3 words
a thiosemicarbazonomethyl radical,
Claim 88
Dependent Claim 3 words
a thiosemicarbazonomethyl radical,
Claim 89
Dependent Claim 3 words
a thiosemicarbazonomethyl radical,
Claim 90
Dependent Claim 3 words
a 2-benzothiazolylhydrazonomethyl radical,
Claim 91
Dependent Claim 3 words
a 2-benzothiazolylhydrazonomethyl radical,
Claim 92
Dependent Claim 3 words
a 2-benzothiazolylhydrazonomethyl radical,
Claim 93
Dependent Claim 3 words
a 2-benzothiazolylhydrazonomethyl radical,
Claim 94
Dependent Claim 3 words
an acyl radical,
Claim 95
Dependent Claim 3 words
an acyl radical,
Claim 96
Dependent Claim 3 words
an acyl radical,
Claim 97
Dependent Claim 3 words
an acyl radical,
Claim 98
Dependent Claim 3 words
an acyl radical,
Claim 99
Dependent Claim 3 words
an acyl radical,
Claim 100
Dependent Claim 3 words
a 2-benzothiazolylhydrazonomethyl radical,
Claim 101
Dependent Claim 3 words
a 2-benzothiazolylhydrazonomethyl radical,
Claim 102
Dependent Claim 91 words
A light-sensitive photographic silver halide emulsion as described in claim 4 wherein: a. each of Z and Z1 represents the non-metallic atoms necessary to complete a heterocyclic nucleus selected from the group consisting of an indole nucleus, an imidazole nucleus, an an oxazole nucleus, a thiazole nucleus, a selenazole nucleus and a quinoline nucleus, b. n has a value of 2, and c. when the dye molecule is free from an N, Alpha -alkylene bridge at least one of R1 and R5 represents a member selected from the group consisting of:
Claim 103
Dependent Claim 3 words
an acyl radical,
Claim 104
Dependent Claim 3 words
an acyl radical,
Claim 105
Dependent Claim 3 words
an acyloxy radical,
Claim 106
Dependent Claim 3 words
an acyloxy radical,
Claim 107
Dependent Claim 64 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of dye selected from the group consisting of 3-ethyl-3''-(2-formylethyl)oxathiacarbocyanine iodide, 3-ethyl-3''-(2-formylethyl)thiacarbocyanine iodide, 3-(2-acetylethyl)-3''-ethyl-9-methylselenathiacarbocyanine bromide 3-ethyl-3'',10-(1,3-propenylene)oxathiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)-9-ethyloxaselenacarbocyanine iodide, 3-ethyl-3'',10-(1,3-propenylene)thiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)selenadicarbocyanine bromide, 3''-ethyl-3,8-(1,3-propenylene)-5'',6''-benzothiacarbocyanine iodide 3-(2-acetylethyl)-3''-ethylselenathiacyanine iodide, 3,3''-bis(3,3-diethoxypropyl)thiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)selenacarbocyanine bromide, 3,3''-bis(3,3-diethoxypropyl)thiadicarbocyanine perchlorate, 3,3''-bis(2-acetylethyl)thiadicarbocyanine bromide, 3-ethyl-3''-(3,3-diethoxypropyl)-5,6-benzothiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)thiacarbocyanine bromide, anhydro-3,3''-bis(3-hydroxy-3-sulfopropyl)thiacarbocyanine hydroxide, monosodium salt, anhydro-3-ethyl-3''-(3-hydroxy-3-sulfopropyl)thiacyanine hydroxide, and anhydro-3-ethyl-3''-(3-hydroxy-3-sulfopropyl)oxathiacarbocyanine hydroxide.
Claim 108
Dependent Claim 64 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of dye selected from the group consisting of 3-ethyl-3''-(2-formylethyl)oxathiacarbocyanine iodide, 3-ethyl-3''-(2-formylethyl)thiacarbocyanine iodide, 3-(2-acetylethyl)-3''-ethyl-9-methylselenathiacarbocyanine bromide 3-ethyl-3'',10-(1,3-propenylene)oxathiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)-9-ethyloxaselenacarbocyanine iodide, 3-ethyl-3'',10-(1,3-propenylene)thiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)selenadicarbocyanine bromide, 3''-ethyl-3,8-(1,3-propenylene)-5'',6''-benzothiacarbocyanine iodide 3-(2-acetylethyl)-3''-ethylselenathiacyanine iodide, 3,3''-bis(3,3-diethoxypropyl)thiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)selenacarbocyanine bromide, 3,3''-bis(3,3-diethoxypropyl)thiadicarbocyanine perchlorate, 3,3''-bis(2-acetylethyl)thiadicarbocyanine bromide, 3-ethyl-3''-(3,3-diethoxypropyl)-5,6-benzothiacarbocyanine iodide, 3,3''-bis(2-acetylethyl)thiacarbocyanine bromide, anhydro-3,3''-bis(3-hydroxy-3-sulfopropyl)thiacarbocyanine hydroxide, monosodium salt, anhydro-3-ethyl-3''-(3-hydroxy-3-sulfopropyl)thiacyanine hydroxide, and anhydro-3-ethyl-3''-(3-hydroxy-3-sulfopropyl)oxathiacarbocyanine hydroxide.
Claim 109
Dependent Claim 3 words
a p-carboxyphenylhydrazonomethyl radical,
Claim 110
Dependent Claim 3 words
a p-carboxyphenylhydrazonomethyl radical,
Claim 111
Dependent Claim 3 words
an acyloxy radical,
Claim 112
Dependent Claim 3 words
an acyloxy radical,
Claim 113
Dependent Claim 3 words
an acyloxy radical,
Claim 114
Dependent Claim 3 words
an acyloxy radical,
Claim 115
Dependent Claim 3 words
a p-carboxyphenylhydrazonomethyl radical,
Claim 116
Dependent Claim 3 words
a p-carboxyphenylhydrazonomethyl radical,
Claim 117
Dependent Claim 3 words
an acyloxy radical,
Claim 118
Dependent Claim 3 words
an acyloxy radical,
Claim 119
Dependent Claim 3 words
a p-carboxyphenylhydrazonomethyl radical,
Claim 120
Dependent Claim 3 words
a p-carboxyphenylhydrazonomethyl radical,
Claim 121
Dependent Claim 3 words
a p-tolylsulfohydrazonomethyl radical,
Claim 122
Dependent Claim 3 words
a p-tolylsulfohydrazonomethyl radical,
Claim 123
Dependent Claim 3 words
an alkoxy radical,
Claim 124
Dependent Claim 3 words
an alkoxy radical,
Claim 125
Dependent Claim 3 words
a p-tolylsulfohydrazonomethyl radical,
Claim 126
Dependent Claim 3 words
a p-tolylsulfohydrazonomethyl radical,
Claim 127
Dependent Claim 3 words
an alkoxy radical,
Claim 128
Dependent Claim 3 words
an alkoxy radical,
Claim 129
Dependent Claim 3 words
an alkoxy radical,
Claim 130
Dependent Claim 3 words
an alkoxy radical,
Claim 131
Dependent Claim 3 words
a p-tolylsulfohydrazonomethyl radical,
Claim 132
Dependent Claim 3 words
a p-tolylsulfohydrazonomethyl radical,
Claim 133
Dependent Claim 60 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of: 3,3''-bis(3-phenylhydrozonopropyl)thiacarbocyanine bromide, 3,3''-bis(3-phenylhydrazonopropyl)thiadicarbocyanine bromide, 3-ethyl-3''-(3-phenylhydrazonopropyl)oxathiacarbocyanine iodide, 3-ethyl-9-methyl-3''-(3-phenylhydrazonopropyl)thiacarbocyanine bromide, 3-ethyl-3''-(3-thiosemicarbazonopropyl)thiacyanine bromide, 1''-ethyl-3-(3-thiosemicarbazonopropyl)thia-2''-cyanine bromide, 3-ethyl-3''-(3-thiosemicarbazonopropyl)thiacarbocyanine iodide, 3-ethyl-3''-(3-thiosemicarbazonopropyl)oxathiacarbocyanine iodide, 3-ethyl-9-methyl-3''-(3-thiosemicarbazonopropyl)thiacarbocyanine bromide, 3,3''-bis(3-(2-benzothiazolylhydrazono)propyl)thiacarbocyanine bromide, 3,9-diphenyl-3''-(3-(2,4-dinitrophenylhydrazono)propyl)-selenacarbocyanine bromide, 3,3''-bis(3-(phenylcarbamoylhydrazono)butyl)thiacarbocyanine iodide, 3,3''-bis(3-phenylhydrazonopentyl)benz(e)indolo carbocyanine iodide, 3,3''-bis(3-(quinolylhydrazono)propyl)oxathiacarbocyanine bromide, 3-ethyl-3''-(3-(p-chlorophenylhydrazono)butyl)-1,1''-dimethylnaphth(1,2 -d)imidazolocarbocyanine bromide, 1''-ethyl-4''-methyl-3-(3-(p-toluenesulfonylhydrazono)-butyl)thia-2''-cyanine bromide.
Claim 134
Dependent Claim 60 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of: 3,3''-bis(3-phenylhydrozonopropyl)thiacarbocyanine bromide, 3,3''-bis(3-phenylhydrazonopropyl)thiadicarbocyanine bromide, 3-ethyl-3''-(3-phenylhydrazonopropyl)oxathiacarbocyanine iodide, 3-ethyl-9-methyl-3''-(3-phenylhydrazonopropyl)thiacarbocyanine bromide, 3-ethyl-3''-(3-thiosemicarbazonopropyl)thiacyanine bromide, 1''-ethyl-3-(3-thiosemicarbazonopropyl)thia-2''-cyanine bromide, 3-ethyl-3''-(3-thiosemicarbazonopropyl)thiacarbocyanine iodide, 3-ethyl-3''-(3-thiosemicarbazonopropyl)oxathiacarbocyanine iodide, 3-ethyl-9-methyl-3''-(3-thiosemicarbazonopropyl)thiacarbocyanine bromide, 3,3''-bis(3-(2-benzothiazolylhydrazono)propyl)thiacarbocyanine bromide, 3,9-diphenyl-3''-(3-(2,4-dinitrophenylhydrazono)propyl)-selenacarbocyanine bromide, 3,3''-bis(3-(phenylcarbamoylhydrazono)butyl)thiacarbocyanine iodide, 3,3''-bis(3-phenylhydrazonopentyl)benz(e)indolo carbocyanine iodide, 3,3''-bis(3-(quinolylhydrazono)propyl)oxathiacarbocyanine bromide, 3-ethyl-3''-(3-(p-chlorophenylhydrazono)butyl)-1,1''-dimethylnaphth(1,2 -d)imidazolocarbocyanine bromide, 1''-ethyl-4''-methyl-3-(3-(p-toluenesulfonylhydrazono)-butyl)thia-2''-cyanine bromide.
Claim 135
Dependent Claim 3 words
an alkoxy radical,
Claim 136
Dependent Claim 3 words
an alkoxy radical,
Claim 137
Dependent Claim 5 words
a radical having the formula
Claim 138
Dependent Claim 5 words
a radical having the formula
Claim 139
Dependent Claim 25 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye having a formula selected from:
Claim 140
Dependent Claim 25 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye having a formula selected from:
Claim 141
Dependent Claim 5 words
a radical having the formula
Claim 142
Dependent Claim 5 words
a radical having the formula
Claim 143
Dependent Claim 3 words
a p-chlorophenylhydrazonomethyl radical,
Claim 144
Dependent Claim 3 words
a p-chlorophenylhydrazonomethyl radical,
Claim 145
Dependent Claim 5 words
a radical having the formula
Claim 146
Dependent Claim 5 words
a radical having the formula
Claim 147
Dependent Claim 3 words
a p-chlorophenylhydrazonomethyl radical,
Claim 148
Dependent Claim 3 words
a p-chlorophenylhydrazonomethyl radical,
Claim 149
Dependent Claim 5 words
a radical haviNg the formula
Claim 150
Dependent Claim 5 words
a radical haviNg the formula
Claim 151
Dependent Claim 3 words
a p-chlorophenylhydrazonomethyl radical,
Claim 152
Dependent Claim 3 words
a p-chlorophenylhydrazonomethyl radical,
Claim 153
Dependent Claim 3 words
a p-nitrophenylhydrazonomethyl radical,
Claim 154
Dependent Claim 3 words
a p-nitrophenylhydrazonomethyl radical,
Claim 155
Dependent Claim 3 words
a sulfo radical,
Claim 156
Dependent Claim 3 words
a sulfo radical,
Claim 157
Dependent Claim 100 words
A silver halide emulsion as described in claim 8 wherein, in the dye: a. Z represents the non-metallic atoms necessary to complete a heterocyclic nucleus selected from the group consisting of an indole nucleus, an imidazole nucleus, an oxazole, nucleus, a thiazole nucleus, a selenazole nucleus and a quinoline nucleus, b. n has a value of 2, c. T1 and T2, when taken together, represent the atoms necessary to complete a cyclic acetal radical selected from the group consisting of 1,3-dithiolan-2-yl, 1,3-dioxolan-2-yl, 1,3-dithian-2-yl and 1,3-dioxan-2-yl, and d. the hydrazonoalkyl radical represented by R is selected from the group consisting of:
Claim 158
Dependent Claim 3 words
a p-nitrophenylhydrazonomethyl radical,
Claim 159
Dependent Claim 3 words
a p-nitrophenylhydrazonomethyl radical,
Claim 160
Dependent Claim 3 words
a sulfo radical,
Claim 161
Dependent Claim 3 words
a sulfo radical,
Claim 162
Dependent Claim 3 words
a p-nitrophenylhydrazonomethyl radical,
Claim 163
Dependent Claim 3 words
a p-nitrophenylhydrazonomethyl radical,
Claim 164
Dependent Claim 3 words
a sulfo radical,
Claim 165
Dependent Claim 3 words
a sulfo radical,
Claim 166
Dependent Claim 3 words
a sulfo radical,
Claim 167
Dependent Claim 3 words
a sulfo radical,
Claim 168
Dependent Claim 3 words
an aryl radical,
Claim 169
Dependent Claim 3 words
an aryl radical,
Claim 170
Dependent Claim 3 words
an aryl radical,
Claim 171
Dependent Claim 3 words
an aryl radical,
Claim 172
Dependent Claim 3 words
an N-phenylcarbamoylhydrazonomethyl radical,
Claim 173
Dependent Claim 3 words
an N-phenylcarbamoylhydrazonomethyl radical,
Claim 174
Dependent Claim 3 words
an aryl radical,
Claim 175
Dependent Claim 3 words
an aryl radical,
Claim 176
Dependent Claim 52 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of: a. 5-((3-(3,3-diethoxypropyl)-2-benzothiazolinylidene)ethylidene)-3 -ethylrhodanine, b. 5-((3-(2-acetylethyl)-2-benzothiazolinylidene) -ethylidene)-3-ethylrhodanine, c. 5-((3-(2-acetylethyl)-2-benzoselenazolinylidene)ethylidene)-3 -ethylrhodanine, d. 3-ethyl-5-((3-(3-thiosemicarbazonopropyl)-2-benzothiazolinylidene) -ethylidene)-rhodanine, e. 3-ethyl-5-(3-(3-phenylhydrazonopropyl)benzothiazolinylidene)ethylidene rhodanine, f. 3-ethyl-5-(3-(2-formylethyl)-2-benzoselenazolidene)rhodanine, g. 5-(3-(3,3-dimethoxypropyl)-2-benzothiazolinylidene)-3-ethyl-1-phenyl-2 -thiohydantoin, h. 1,3-diethyl-5-(3-(3-p-sulfophenylhydrazonopropyl)-2-benzothiazolinylidene)-2-thiobarbituric acid, and i. 5-(3-(3-hydroxy-3-sulfopropyl)-2-benzothiazolinylidene)-3-phenylrhodanine.
Claim 177
Dependent Claim 52 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of: a. 5-((3-(3,3-diethoxypropyl)-2-benzothiazolinylidene)ethylidene)-3 -ethylrhodanine, b. 5-((3-(2-acetylethyl)-2-benzothiazolinylidene) -ethylidene)-3-ethylrhodanine, c. 5-((3-(2-acetylethyl)-2-benzoselenazolinylidene)ethylidene)-3 -ethylrhodanine, d. 3-ethyl-5-((3-(3-thiosemicarbazonopropyl)-2-benzothiazolinylidene) -ethylidene)-rhodanine, e. 3-ethyl-5-(3-(3-phenylhydrazonopropyl)benzothiazolinylidene)ethylidene rhodanine, f. 3-ethyl-5-(3-(2-formylethyl)-2-benzoselenazolidene)rhodanine, g. 5-(3-(3,3-dimethoxypropyl)-2-benzothiazolinylidene)-3-ethyl-1-phenyl-2 -thiohydantoin, h. 1,3-diethyl-5-(3-(3-p-sulfophenylhydrazonopropyl)-2-benzothiazolinylidene)-2-thiobarbituric acid, and i. 5-(3-(3-hydroxy-3-sulfopropyl)-2-benzothiazolinylidene)-3-phenylrhodanine.
Claim 178
Dependent Claim 3 words
an aryl radical,
Claim 179
Dependent Claim 3 words
an aryl radical,
Claim 180
Dependent Claim 3 words
an N-phenylcarbamoylhydrazonomethyl radical,
Claim 181
Dependent Claim 3 words
an N-phenylcarbamoylhydrazonomethyl radical,
Claim 182
Dependent Claim 3 words
an N-phenylcarbamoylhydrazonomethyl radical,
Claim 183
Dependent Claim 3 words
an N-phenylcarbamoylhydrazonomethyl radical,
Claim 184
Dependent Claim 3 words
a 2,4-bis(methylsulfonyl)phenylhydrazonomethyl radical,
Claim 185
Dependent Claim 3 words
a 2,4-bis(methylsulfonyl)phenylhydrazonomethyl radical,
Claim 186
Dependent Claim 3 words
a 2,4-bis(methylsulfonyl)phenylhydrazonomethyl radical,
Claim 187
Dependent Claim 3 words
a 2,4-bis(methylsulfonyl)phenylhydrazonomethyl radical,
Claim 188
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 189
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 190
Dependent Claim 25 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye having a formula selected from:
Claim 191
Dependent Claim 25 words
A light-sensitive, photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye having a formula selected from:
Claim 192
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 193
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 194
Dependent Claim 3 words
a 2,4-bis(methylsulfonyl)phenylhydrazonomethyl radical,
Claim 195
Dependent Claim 3 words
a 2,4-bis(methylsulfonyl)phenylhydrazonomethyl radical,
Claim 196
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 197
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 198
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 199
Dependent Claim 4 words
a 1-hydroxy-1-sulfoalkyl radical, and
Claim 200
Dependent Claim 35 words
a 1-hydrazonalkyl radical, when the dye molecule contains an N, Alpha -alkenylene bridge; when the dye molecule is free from an N, Alpha -alkenylene bridge, R5 represents a member selected from the group consisting of:
Claim 201
Dependent Claim 35 words
a 1-hydrazonalkyl radical, when the dye molecule contains an N, Alpha -alkenylene bridge; when the dye molecule is free from an N, Alpha -alkenylene bridge, R5 represents a member selected from the group consisting of:
Claim 202
Dependent Claim 54 words
a 1-hydrazonoalkyl radical selected from the group consisting of: a 1-(thiosemicarbazono)alkyl radical, a 1-(heterocyclylhydrazono)alkyl radical, a 1-(phenylhydrazono)alkyl radical, a 1-(N-arylcarbamoylhydrazono)alkyl radical and a 1-(arylsulfonylhydrazono)alkyl radical, and when the dye molecule is free from an N, Alpha -alkenylene bridge, at least one of R1 and R5 represents a member selected from the group consisting of:
Claim 203
Dependent Claim 54 words
a 1-hydrazonoalkyl radical selected from the group consisting of: a 1-(thiosemicarbazono)alkyl radical, a 1-(heterocyclylhydrazono)alkyl radical, a 1-(phenylhydrazono)alkyl radical, a 1-(N-arylcarbamoylhydrazono)alkyl radical and a 1-(arylsulfonylhydrazono)alkyl radical, and when the dye molecule is free from an N, Alpha -alkenylene bridge, at least one of R1 and R5 represents a member selected from the group consisting of:
Claim 204
Dependent Claim 3 words
a 2,4-dinitrophenylhydrazonomethyl radical,
Claim 205
Dependent Claim 3 words
a 2,4-dinitrophenylhydrazonomethyl radical,
Claim 206
Dependent Claim 42 words
a 1-hydrazonalkyl radical, and when the dye molecule is free from an N, Alpha -alkenylene bridge, at least one of R5 and R1 represents a member selected from the group consisting of: a. an acyl radical, b. a radical having the formula
Claim 207
Dependent Claim 42 words
a 1-hydrazonalkyl radical, and when the dye molecule is free from an N, Alpha -alkenylene bridge, at least one of R5 and R1 represents a member selected from the group consisting of: a. an acyl radical, b. a radical having the formula
Claim 208
Dependent Claim 3 words
a 2,4-dinitrophenylhydrazonomethyl radical,
Claim 209
Dependent Claim 3 words
a 2,4-dinitrophenylhydrazonomethyl radical,
Claim 210
Dependent Claim 100 words
A photographic emulsion as described in claim 11 wherein, in the dye: a. Z represents the non-metallic atoms necessary to complete a heterocyclic nucleus selected from the group consisting of an indole nucleus, an imidazole nucleus, an oxazole nucleus, a thiazole nucleus, a selenazole nucleus and a quinoline nucleus, b. n has a value of 2, and c. T1 anD T2, when taken together, represent the atoms necessary to complete a cyclic acetal radical selected from the group consisting of 1,3-dithiolan-2-yl, 1,3-dioxolan-2-yl, 1,3-dithian-2-yl, and 1,3-dioxan-2-yl, and d. the 1-hydrazonoalkyl radical represented by R is selected from the group consisting of:
Claim 211
Dependent Claim 3 words
a 2,4-dinitrophenylhydrazonomethyl radical,
Claim 212
Dependent Claim 3 words
a 2,4-dinitrophenylhydrazonomethyl radical,
Claim 213
Dependent Claim 115 words
a 1-hydrazonoalkyl radical, and at least one of R and R5 represents a 1-hydrazonoalkyl radical, g. R2, R3 and R4 each represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical, h. R8 represents a 1-hydrazonoalkyl radical, i. X represents an anion, j. Q represents the non-metallic atoms necessary to complete a heterocyclic nucleus containing from 5 to 6 atoms in the heterocyclic ring, three or four of said atoms being carbon, and two of said atoms being selected from the group consisting of nitrogen, oxygen and sulfur, at least one of said two atoms being nitrogen, and k. T3 represents a radical having the formula:
Claim 214
Dependent Claim 115 words
a 1-hydrazonoalkyl radical, and at least one of R and R5 represents a 1-hydrazonoalkyl radical, g. R2, R3 and R4 each represents a member selected from the group consisting of a hydrogen atom, an alkyl radical and an aryl radical, h. R8 represents a 1-hydrazonoalkyl radical, i. X represents an anion, j. Q represents the non-metallic atoms necessary to complete a heterocyclic nucleus containing from 5 to 6 atoms in the heterocyclic ring, three or four of said atoms being carbon, and two of said atoms being selected from the group consisting of nitrogen, oxygen and sulfur, at least one of said two atoms being nitrogen, and k. T3 represents a radical having the formula:
Claim 215
Dependent Claim 3 words
a 3-quinolylhydrazonomethyl radical,
Claim 216
Dependent Claim 3 words
a 3-quinolylhydrazonomethyl radical,
Claim 217
Dependent Claim 55 words
A light-sensitive photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of: a. a 3-(3,3-diethoxypropyl)-2-p-dimethylaminostyrylbenzothiazolium salt, b. a 3-(2-acetylethyl)-2-p-dimethylaminostyrylbenzothiazolium salt, c. an anhydro-3-(3-hydroxy-3-sulfopropyl)-2-p-dimethylaminostyrylbenzothiazolium salt, d. an anhydro-2-p-dimethylaminostyryl-3-(3-hydroxy-3-sulfopropyl)benzothiazolium salt, e. a 3-(2-acetylethyl)-2-p-dimethylaminostyrylbenzoselenazolium salt, f. a 2-p-dimethylaminostyryl-3-(3-thiosemicarbazonopropyl)benzothiazolium salt, and g. a 2-p-dimethylaminostyryl-3-(3-phenylhydrazono)-benzothiazolium salt.
Claim 218
Dependent Claim 55 words
A light-sensitive photographic silver halide emulsion comprising a hydrophilic colloid, silver halide grains and a sensitizing amount of a dye selected from the group consisting of: a. a 3-(3,3-diethoxypropyl)-2-p-dimethylaminostyrylbenzothiazolium salt, b. a 3-(2-acetylethyl)-2-p-dimethylaminostyrylbenzothiazolium salt, c. an anhydro-3-(3-hydroxy-3-sulfopropyl)-2-p-dimethylaminostyrylbenzothiazolium salt, d. an anhydro-2-p-dimethylaminostyryl-3-(3-hydroxy-3-sulfopropyl)benzothiazolium salt, e. a 3-(2-acetylethyl)-2-p-dimethylaminostyrylbenzoselenazolium salt, f. a 2-p-dimethylaminostyryl-3-(3-thiosemicarbazonopropyl)benzothiazolium salt, and g. a 2-p-dimethylaminostyryl-3-(3-phenylhydrazono)-benzothiazolium salt.
Claim 219
Dependent Claim 3 words
a 3-quinolylhydrazonomethyl radical,
Claim 220
Dependent Claim 3 words
a 3-quinolylhydrazonomethyl radical,
Claim 221
Dependent Claim 3 words
a 3-quinolylhydrazonomethyl radical,
Claim 222
Dependent Claim 3 words
a 3-quinolylhydrazonomethyl radical,
Claim 223
Dependent Claim 3 words
a 1-(phenylhydrazoNo)ethyl radical,
Claim 224
Dependent Claim 3 words
a 1-(phenylhydrazoNo)ethyl radical,
Claim 225
Dependent Claim 3 words
a 1-(phenylhydrazono)ethyl radical,
Claim 226
Dependent Claim 3 words
a 1-(phenylhydrazono)ethyl radical,
Claim 227
Dependent Claim 49 words
A light-sensitive silver halide emulsion comprising silver halide grains having a predominant amount of radiation sensitivity in the internal portion of said grains and from 50 to 400 mg. per mole of silver based on said silver halide of a composite sensitizing dye-halogen acceptor having a formula selected from:
Claim 228
Dependent Claim 49 words
A light-sensitive silver halide emulsion comprising silver halide grains having a predominant amount of radiation sensitivity in the internal portion of said grains and from 50 to 400 mg. per mole of silver based on said silver halide of a composite sensitizing dye-halogen acceptor having a formula selected from:
Claim 229
Dependent Claim 3 words
a 1-(phenylhydrazono)ethyl radical,
Claim 230
Dependent Claim 3 words
a 1-(phenylhydrazono)ethyl radical,
Claim 231
Dependent Claim 3 words
a 1-(phenylhydrazono)propyl radical,
Claim 232
Dependent Claim 3 words
a 1-(phenylhydrazono)propyl radical,
Claim 233
Dependent Claim 17 words
A light-sensitive emulsion as described in claim 14 wherein the emulsion is a light-developable, direct print emulsion.
Claim 234
Dependent Claim 3 words
a 1-(phenylhydrazono)propyl radical,
Claim 235
Dependent Claim 3 words
a 1-(phenylhydrazono)propyl radical,
Claim 236
Dependent Claim 3 words
a 1-(phenylhydrazono)propyl radical,
Claim 237
Dependent Claim 3 words
a 1-(phenylhydrazono)propyl radical,
Claim 238
Dependent Claim 3 words
a 1-(p-tolylhydrazono)ethyl radical,
Claim 239
Dependent Claim 3 words
a 1-(p-tolylhydrazono)ethyl radical,
Claim 240
Dependent Claim 3 words
a 1-(p-tolylhydrazono)ethyl radical,
Claim 241
Dependent Claim 3 words
a 1-(p-tolylhydrazono)ethyl radical,
Claim 242
Dependent Claim 38 words
A light-developable, direct-print, radiation-sensitive silver halide emulsion as described in claim 15, wherein the 1-hydrazonoalkyl radical is selected from the group consisting of: a 1-(thiosemicarbazono)alkyl radical, a 1-(heterocyclylhydrazono)alkyl radical, a 1-(phenylhydrazono)radical, a 1-(N-arylcarbamoylhydrazono)alkyl radical and a 1-(arylsulfonylhydrazono)alkyl radical.
Claim 243
Dependent Claim 3 words
a 1(p-tolylhydrazono)ethyl radical,
Claim 244
Dependent Claim 3 words
a 1(p-tolylhydrazono)ethyl radical,
Claim 245
Dependent Claim 3 words
a 1-(2-benzothiazolylhydrazono)propyl radical,
Claim 246
Dependent Claim 3 words
a 1-(2-benzothiazolylhydrazono)propyl radical,
Claim 247
Dependent Claim 25 words
A light-developable, direct print, radiation sensitive silver halide emulsion as described in claim 16 wherein the 1-hydrazonoalkyl radical is selected from the group consisting of:
Claim 248
Dependent Claim 3 words
a 1-(2-benzothiazolylhydrazono)propyl radical,
Claim 249
Dependent Claim 3 words
a 1-(2-benzothiazolylhydrazono)propyl radical,
Claim 250
Dependent Claim 3 words
a 1-(2-benzothiazolylhydrazono)propyl radical,
Claim 251
Dependent Claim 3 words
a 1-(2-benzothiazolylhydrazono)propyl radical,
Claim 252
Dependent Claim 3 words
a 1-(N-phenylcarbamoylhydrazono)butyl radical,
Claim 253
Dependent Claim 3 words
a 1-(N-phenylcarbamoylhydrazono)butyl radical,
Claim 254
Dependent Claim 3 words
a 1-(N-phenylcarbamoylhydrazono)butyl radical,
Claim 255
Dependent Claim 3 words
a 1-(N-phenylcarbamoylhydrazono)butyl radical,
Claim 256
Dependent Claim 3 words
a 1-(N-phenylcarbamoylhydrazono)butyl radical,
Claim 257
Dependent Claim 3 words
a 1-(N-phenylcarbamoylhydrazono)butyl radical,
Claim 258
Dependent Claim 4 words
a 1-(p-toluenesulfonylhydrazono)ethyl radical, and
Claim 259
Dependent Claim 4 words
a 1-(p-toluenesulfonylhydrazono)ethyl radical, and
Claim 260
Dependent Claim 4 words
a 1-(p-toluenesulfonylhydrazono)ethyl radical, and
Claim 261
Dependent Claim 4 words
a 1-(p-toluenesulfonylhydrazono)ethyl radical, and
Claim 262
Dependent Claim 4 words
a 1-(p-toluenesulfonylhydrazono)ethyl radical, and
Claim 263
Dependent Claim 4 words
a 1-(p-toluenesulfonylhydrazono)ethyl radical, and
Claim 264
Dependent Claim 3 words
a 1-(p-sulfophenylhydrazono)propyl radical.
Claim 265
Dependent Claim 3 words
a 1-(p-sulfophenylhydrazono)propyl radical.
Claim 266
Dependent Claim 3 words
a 1-(p-sulfophenylhydrazono)propyl radical.
Claim 267
Dependent Claim 3 words
a 1-(p-sulfophenylhydrazono)propyl radical.
Claim 268
Dependent Claim 3 words
a 1-(p-sulfophenylhydrazono)propyl radical.
Claim 269
Dependent Claim 3 words
a 1-(p-sulfophenylhydrazono)propyl radical.

References Cited (Backward Citations)

US2776280A Cited
US2921067A Cited
US3501309A Cited

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