US3652289A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Silver halide emulsions and elements comprising trimethine hemioxonal dyes
Assignee: Eastman Kodak Co
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Filing: 1970-07-20
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Granted: 1972-03-28
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Expires: 1990-07-20
Abstract
Abstract Novel trimethine hemioxonol dyes are provided in which the polymethine chain of the dye includes the 1, 2 and 3 carbon atoms of a 1-cyclohexen-3-ylidene nucleus, the 1-carbon atom of said 1cyclohexen-3-ylidene nucleus having the nitrogen atom of a tertiary amino group attached thereto. Photographic emulsions and elements are also provided featuring the trimethine hemioxonol dyes of the invention as spectral sensitizers or as filter material. A method for preparing the trimethine hemioxonol dyes is also provided which comprises heating a quaternary salt of a 3-chlorocyclohex-2-en-1-ylidene compound having substituted on the 1-carbon atom thereof the nitrogen atom of a tertiary amino group, with an acidic compound having an active methylene group of the type used in the preparation of hemioxonol dyes, in the presence of a basic condensing agent.
Inventors
- 👤 Leslie G S Brooker
- 👤 Arthur Fumia Jr
- 👤 Donald W Heseltine
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 11:23
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/155; G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/08; G03C1/10; G03C1/12; G03C1/14; G03C1/18; G03C1/76; G03C1/825; G03C1/83; G03C1/832
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
65 words
A photographiC silver halide emulsion containing a trimethine hemioxonol dye in which the polymethine chain of the dye includes the one, two and three carbon atoms of a 1-cyclohexen-3-ylidene nucleus, the 1 carbon atom of said 1-cyclohexen-3-ylidene nucleus having attached thereto a member selected from the group consisting of a pyrrolidyl group, a 4-alkyl-1-piper-azinyl group, a 4-alkoxycarbonyl-1-piperazinyl group, a piperidyl group and a morpholinyl group.
Claim 2
Dependent Claim
19 words
A photographic silver halide emulsion containing a trimethine hemioxonol dye selected from those having one of the following formulas:
Claim 3
Dependent Claim
13 words
A photographic silver halide emulsion containing a trimethine dye having the following formulas:
Claim 4
Dependent Claim
13 words
A photographic silver halide emulsion containing a trimethine dye having the following formula:
Claim 5
Dependent Claim
15 words
A photographic emulsion in accordance with claim 1 wherein said trimethine hemioxonol dye is 3-ethyl-5-(5,5-dimethyl-1-(1-pyrrolidinyl)-1-cyclohexen-3-ylidene)rhodanine.
Claim 6
Dependent Claim
17 words
A photographic emulsion in accordance with claim 1 wherein said trimethine hemioxonol dye is 1,3-diethyl-5-(5,5-dimethyl-1-(1-pyrrolidinyl)-1-cyclohexen-3-ylidene)-2 -thiobarbituric acid.
Claim 7
Dependent Claim
21 words
A photoGraphic element comprising a support having thereon at least one layer containing a photographic silver halide emulsion of claim 1.
Claim 8
Dependent Claim
21 words
A photographic element comprising a support having thereon at least one layer containing a photographic silver halide emulsion of claim 2.
Claim 9
Dependent Claim
21 words
A photographic element comprising a support having thereon at least one layer containing a photographic silver halide emulsion of claim 3.
Claim 10
Dependent Claim
31 words
A photographic element comprising a support having thereon at least one light-sensitive silver halide emulsion layer and at least one non-sensitive layer containing a trimethine hemioxonol dye having the following formula:
Claim 11
Dependent Claim
40 words
A photographic element comprising a support having thereon at least one light-sensitive silver halide emulsion layer and at least one non-sensitive layer containing a trimethine hemioxonol dye selected from the group consisting of (5,5-dimethyl-1-(1-pyrrolidinyl)-1-cyclohexen-3-ylidene)-malononitrile; decyl-(5,5-dimethyl-1-(1-pyrrolidinyl)-1-cyclo-hexen-3-ylidene)cyanoacetate; -(1-pyrrolidinyl)-1-cyclohexen-3-ylidene) (methylsulfonyl)acetonitrile; and (5,5-dimethyl-1-(1-pyrrolidinyl)-1-cyclohexene-3-ylidene) (dodecyl-sulfonyl)acetonitrile.
References Cited (Backward Citations)
US3468661A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-03-28 | 1975-09-27 | 1976-03-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-03-28 | 1979-09-27 | 1980-03-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-03-28 | 1983-09-27 | 1984-03-28 | $7700.00 | Window Closed / Lapsed |