US4599410A
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Oxachalcogenazole dyes and processes for their preparation
Assignee: Eastman Kodak Co
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Filing: 1985-02-19
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Granted: 1986-07-08
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Expires: 2005-02-19
Abstract
Abstract Methine dyes are disclosed which contain a 2-halo or pseudohalo substituted 1,2,5-oxatellurazole ring fused with an aromatic nucleus, the aromatic nucleus being substituted with a methine linkage terminating in an auxochrome providing a conjugated resonance chromophore. The dyes can be formed by condensing a methine linkage precursor with a compound containing an oxatellurazole ring fused with an aromatic nucleus. The dyes are useful in optical recording elements and in photographic elements.
Inventors
- 👤 Wolfgang H. H. Gunther
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 05:19
CPC Classifications
G; G11; G11B; G11B7/00; G11B7/24; G11B7/241; G11B7/242; G11B7/244; G11B7/246; G11B7/247; C; C09; C09B; C09B23/00; C09B23/02; C09B23/10; C09B23/102; C09B23/105; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/36; G03C1/76; G03C1/825; G03C1/83; G03C1/832; G11B7/249; G11B7/2492; G11B7/2498
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
63 words
A methine dye represented in alternate resonance forms by the formulae: ##STR24## wherein E represents an auxochrome; L represents a methine linkage completing a conjugated resonance chromophore extending from said auxochrome to the tellurium atom of said formulae; M represents a charge balancing counterion; m is zero or 1; X represents halogen or pseudohalogen; and Z represents the atoms completing an aromatic nucleus.
Claim 2
Dependent Claim
63 words
A methine dye represented in alternate resonance forms by the formulae: ##STR24## wherein E represents an auxochrome; L represents a methine linkage completing a conjugated resonance chromophore extending from said auxochrome to the tellurium atom of said formulae; M represents a charge balancing counterion; m is zero or 1; X represents halogen or pseudohalogen; and Z represents the atoms completing an aromatic nucleus.
Claim 3
Dependent Claim
58 words
A methine dye according to claim 1 in which said auxochrome in alternate resonance forms can be represented by the formulae: ##STR25## wherein R is a quaternizing substituent and Q is a quaternizing substituent which (i) is an independent quaternizing substituent, (ii) completes with the methine linkage a heterocyclic ring, or (iii) completes with R a heterocyclic ring.
Claim 4
Dependent Claim
39 words
A methine dye according to claim 2 in which said auxochrome in alternative resonance forms can be represented by the formulae: ##STR26## wherein R and R 1 are quaternizing substituents which are independent or together form a heterocyclic ring.
Claim 5
Dependent Claim
91 words
A methine dye according to claim 2 in which said dye in alternate resonance forms can be represented by the formulae: ##STR27## wherein L 1 , L 2 , L 3 , L 4 , and L 5 are methine groups; M represents a charge balancing counterion; m is zero or 1; n is zero or 1; p is zero, 1, 2, or 3; Q represents the atoms completing a heterocyclic ring; R is a quaternizing substituent; X represents halogen or pseudohalogen; and Z represents the atoms completing an aromatic nucleus.
Claim 6
Dependent Claim
91 words
A methine dye according to claim 2 in which said dye in alternate resonance forms can be represented by the formulae: ##STR28## wherein L 1 , L 2 , L 3 , L 4 , and L 5 are methine groups; M represents a charge balancing counterion; m is zero or 1; n is zero or 1; p is zero, 1, 2, or 3; Q represents the atoms completing a heterocyclic ring; R is a quaternizing substituent; X represents halogen or pseudohalogen; and Z represents the atoms completing an aromatic nucleus.
Claim 7
Dependent Claim
69 words
A methine dye according to claim 1 in which E═L-- and E--L═ in alternate resonance forms can be represented by the formulae: ##STR29## wherein D and D' are independent groups with D being a cyano, sulfo, or carbonyl group and D'0 being a methine substituent or D and D' together form a heterocyclic ring; L 1 , L 2 , L 3 , and L 4 are methine groups;
Claim 8
Dependent Claim
13 words
n is zero or 1; and p is zero, 1, 2, or 3.
Claim 9
Dependent Claim
13 words
n is zero or 1; and p is zero, 1, 2, or 3.
Claim 10
Dependent Claim
14 words
A methine dye according to claim 1 in which X is chlorine or bromine.
Claim 11
Dependent Claim
15 words
A methine dye according to claim 1 in which Z completes a carbocyclic aromatic nucleus.
Claim 12
Dependent Claim
22 words
A methine dye according to claim 8 in which said carbocyclic aromatic nucleus and said oxatellurazole ring together form a naphth[2,1-c]-1,2,5-oxatellurazole nucleus.
Claim 13
Dependent Claim
38 words
A methine dye according to claim 9 in which said naphth[2,1-c]-1,2,5-oxatellurazole nucleus in alternate resonance extremes can be represented by the formulae: ##STR30## wherein R 3 is selected from the group consisting of hydrogen, halogen, alkyl, and alkoxy.
Claim 14
Dependent Claim
59 words
A methine dye according to claim 10 in which said dye in alternate resonance forms can be represented by the formulae: ##STR31## wherein R and R 1 are quaternizing substituents which are independent or together form a heterocyclic ring; R 3 is selected from the group consisting of hydrogen, halogen, alkyl, and alkoxy; and X is halogen or pseudohalogen.
Claim 15
Dependent Claim
31 words
A methine dye according to claim 11 in which R and R 1 together form a heterocyclic ring of atoms selected from the group consisting of carbon, nitrogen, and chalcogen atoms.
Claim 16
Dependent Claim
37 words
A methine dye according to claim 11 in which R and R 1 are independently selected from the group consisting of alkyl including substituted alkyl, aryl including substituted aryl, cyano, and oxy, thio, ester, or thioester groups.
Claim 17
Dependent Claim
23 words
A methine dye according to claim 13 in which R and R 1 are each ethyl groups and X is bromine or chlorine.
Claim 18
Dependent Claim
61 words
A methine dye according to claim 10 in which said dye in alternate resonance forms can be represented by the formulae: ##STR32## wherein R is a quaternizing substituent; R 3 is selected from the group consisting of hydrogen, halogen, alkyl, and alkoxy; p is zero or 1; Q represents the atoms completing a heterocyclic ring; and X is halogen or pseudohalogen.
Claim 19
Dependent Claim
14 words
A methine dye according to claim 15 in which X is bromine or chlorine.
Claim 20
Dependent Claim
88 words
A methine dye according to claim 10 in which said dye in alternate resonance forms can be represented by the formulae: ##STR33## wherein D and D' are independent groups with D being a cyano, sulfo, or carbonyl group and D' being a methine substituent or D and D' together form a heterocyclic ring; M represents a charge balancing counterion; m, n, and p are independently zero or 1; R 3 is selected from the group consisting of hydrogen, halogen, alkyl, and alkoxy; and X represents halogen or pseudohalogen.
Claim 21
Dependent Claim
14 words
A methine dye according to claim 17 in which X is bromine or chlorine.
Claim 22
Dependent Claim
90 words
A process of preparing a methine dye which in one resonance form can be represented by the formulae: ##STR34## comprising condensing a 2-halo or pseudohalo-1,2,5-oxatellurazole of the formula: ##STR35## with a chromophore completing compound of the formula: E--L' wherein H* is an activated hydrogen atom; E represents an auxochrome; L represents a methine linkage; L' represents a methine linkage precursor; M represents a charge balancing counterion; m is zero or 1; q is zero or 1; X is halogen or pseudohalogen; and Z represents the atoms completing an aromatic nucleus.
Claim 23
Dependent Claim
90 words
A process of preparing a methine dye which in one resonance form can be represented by the formulae: ##STR34## comprising condensing a 2-halo or pseudohalo-1,2,5-oxatellurazole of the formula: ##STR35## with a chromophore completing compound of the formula: E--L' wherein H* is an activated hydrogen atom; E represents an auxochrome; L represents a methine linkage; L' represents a methine linkage precursor; M represents a charge balancing counterion; m is zero or 1; q is zero or 1; X is halogen or pseudohalogen; and Z represents the atoms completing an aromatic nucleus.
Claim 24
Dependent Claim
83 words
A process of preparing a methine dye according to claim 19 in which said dye in alternate resonance forms can be represented by the formulae: ##STR36## comprising condensing a 2-halo-1,2,5-oxatellurazole which in one resonance form can be represented by the formula: ##STR37## with a tertiary ethylamine, wherein R and R 1 are quaternizing substituents which are independent or together form a heterocyclic ring; R 3 is selected from the group consisting of hydrogen, halogen, alkyl, or alkoxy; and X is chlorine or bromine.
Claim 25
Dependent Claim
33 words
A process according to claim 20 in which condensation is undertaken at a temperature of at least 60° C. in the presence of a stoichiometrically equal or greater amount of said tertiary ethylamine.
Claim 26
Dependent Claim
23 words
A process according to claim 21 in which condensation is undertaken at a temperature in the range of from 80° to 100° C.
Claim 27
Dependent Claim
16 words
A process according to claim 20, 21, or 22 in which said tertiary ethylamine is triethylamine.
References Cited (Backward Citations)
US4446223A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1989-07-07 | 1990-01-06 | 1990-07-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-07-07 | 1994-01-06 | 1994-07-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-07-07 | 1998-01-06 | 1998-07-08 | $7700.00 | Window Closed / Lapsed |