US4233389A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Fluorinated 1-hydroxy-2-naphthamide coupler compositions and photographic elements suited to forming integral sound tracks
Assignee: Eastman Kodak Co
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Filing: 1979-07-23
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Granted: 1980-11-11
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Expires: 1999-07-23
Abstract
Abstract Fluorinated 1-hydroxy-2-naphthamide couplers which are N-substituted with a lower alkylphenoxybutyl ballasting group are disclosed as well as compositions and photographic elements containing these couplers in coupler solvent particles. The coupler solvent particles are comprised of a combination of a coupler solvent and the coupler capable of permitting the formation of a microcrystalline dye. Surprisingly these microcrystalline dyes exhibit a broadened absorption characteristic in the 750 to 850 nm region of the spectrum. Dye images having such absorption characteristics are particularly suited to forming integral infrared absorbing sound tracks in photographic elements, such as motion picture projection films.
Inventors
- 👤 Jose M. Fernandez
- 👤 Robert G. Cameron
- 👤 Edward J. Walsh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 02:08
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/30; G03C7/388; G03C7/22; G03C7/24; G03C7/32; G03C7/34; G03C7/344
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
98 words
In a silver halide photographic element comprising a support and, coated thereon, at least one layer unit which comprises a photographic silver halide emulsion layer and coupler solvent particles dispersed in a photographically useful amount in said emulsion layer or in an adjacent hydrophilic colloid layer, the improvement wherein said coupler solvent particles are comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler solvent and a coupler of the formula ##STR8## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms.
Claim 2
Dependent Claim
98 words
In a silver halide photographic element comprising a support and, coated thereon, at least one layer unit which comprises a photographic silver halide emulsion layer and coupler solvent particles dispersed in a photographically useful amount in said emulsion layer or in an adjacent hydrophilic colloid layer, the improvement wherein said coupler solvent particles are comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler solvent and a coupler of the formula ##STR8## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms.
Claim 3
Dependent Claim
134 words
In a silver halide photographic element comprising a support and, coated thereon, at least one layer unit which comprises a photographic silver halide emulsion layer and coupler solvent particles dispersed in a photographically useful amount in said emulsion layer or in an adjacent hydrophilic colloid layer, the improvement wherein said coupler solvent particles are comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler of the formula ##STR9## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms, and a coupler solvent which is a lower alkyl ester of phthalic acid, wherein lower alkyl is from 1 to 6 carbon atoms, said coupler and said coupler solvent being present in a weight ratio of from 5:1 to 1:2.
Claim 4
Dependent Claim
134 words
In a silver halide photographic element comprising a support and, coated thereon, at least one layer unit which comprises a photographic silver halide emulsion layer and coupler solvent particles dispersed in a photographically useful amount in said emulsion layer or in an adjacent hydrophilic colloid layer, the improvement wherein said coupler solvent particles are comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler of the formula ##STR9## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms, and a coupler solvent which is a lower alkyl ester of phthalic acid, wherein lower alkyl is from 1 to 6 carbon atoms, said coupler and said coupler solvent being present in a weight ratio of from 5:1 to 1:2.
Claim 5
Dependent Claim
14 words
An improved photographic element according to claim 2 wherein the coupling-off group is hydrogen.
Claim 6
Dependent Claim
19 words
An improved photographic element according to claim 2 wherein R 1 is in each occurrence the same alkyl group.
Claim 7
Dependent Claim
15 words
An improved photographic element according to claim 2 wherein R 1 is an amyl group.
Claim 8
Dependent Claim
20 words
An improved photographic element according to claim 2 wherein said coupler solvent is a lower alkyl diester of phthalic acid.
Claim 9
Dependent Claim
15 words
An improved photographic element according to claim 2 wherein said coupler solvent is dibutyl phthalate.
Claim 10
Dependent Claim
26 words
An improved photographic element according to claim 2 wherein said coupler and said coupler solvent are present in a weight ratio of from 4:1 to 1:1.
Claim 11
Dependent Claim
66 words
An improved photographic element according to claim 2 wherein said element includes at least three layer units, one spectrally responsive to the blue region of the spectrum and containing a yellow dye-forming coupler, one spectrally responsive to the green region of the spectrum and containing a magenta dye-forming coupler and one spectrally responsive to the red region of the spectrum and containing a cyan dye-forming coupler.
Claim 12
Dependent Claim
35 words
An improved photographic element according to claim 2 wherein said coupler is present in a concentration sufficient to yield a maximum dye density of at least 1 at the 800 nm region of the spectrum.
Claim 13
Dependent Claim
25 words
An improved photographic element according to claim 2 wherein said coupler is present in a concentration of from 0.40 to 1.30 grams per square meter.
Claim 14
Dependent Claim
87 words
A photographic element adapted to form an integral infrared absorbing dye sound track capable of producing a maximum density in excess of 1 throughout the spectral region of from 750 to 850 nm comprising a transparent film support and a layer unit coated on said film support comprising a gelatino-silver halide emulsion layer containing coupler solvent particles comprised of N-(2,4-diamylphenoxybutyl)-5,6,7,8-tetrafluoro-1-hydroxy-2-naphthamide infrared absorbing dye-forming coupler and a dibutyl phthalate coupler solvent, said coupler and said coupler solvent being present in a weight ratio of from 4:1 to 1:1.
Claim 15
Dependent Claim
87 words
A photographic element adapted to form an integral infrared absorbing dye sound track capable of producing a maximum density in excess of 1 throughout the spectral region of from 750 to 850 nm comprising a transparent film support and a layer unit coated on said film support comprising a gelatino-silver halide emulsion layer containing coupler solvent particles comprised of N-(2,4-diamylphenoxybutyl)-5,6,7,8-tetrafluoro-1-hydroxy-2-naphthamide infrared absorbing dye-forming coupler and a dibutyl phthalate coupler solvent, said coupler and said coupler solvent being present in a weight ratio of from 4:1 to 1:1.
Claim 16
Dependent Claim
25 words
A photographic element according to claim 12 wherein said coupler and said coupler solvent are present in a weight ratio of from 2.5:1 to 1.5:1.
Claim 17
Dependent Claim
73 words
A composition which can be coated to form a layer of a photographic element comprising a hydrophilic colloid and coupler solvent particles dispersed therein in a photographically useful amount comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler solvent and a coupler of the formula ##STR10## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms.
Claim 18
Dependent Claim
73 words
A composition which can be coated to form a layer of a photographic element comprising a hydrophilic colloid and coupler solvent particles dispersed therein in a photographically useful amount comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler solvent and a coupler of the formula ##STR10## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms.
Claim 19
Dependent Claim
108 words
A composition which can be coated to form a layer of a photographic element comprising a hydrophilic colloid and coupler solvent particles dispersed therein a photographically useful amount comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler of the formula ##STR11## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms and a coupler solvent which is a lower alkyl ester of phthalic acid, wherein lower alkyl is from 1 to 6 carbon atoms, said coupler and said coupler solvent being present in a weight ratio of from 5:1 to 1:2.
Claim 20
Dependent Claim
108 words
A composition which can be coated to form a layer of a photographic element comprising a hydrophilic colloid and coupler solvent particles dispersed therein a photographically useful amount comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler of the formula ##STR11## wherein R is a coupling-off group and R 1 is an alkyl group of from 1 to 6 carbon atoms and a coupler solvent which is a lower alkyl ester of phthalic acid, wherein lower alkyl is from 1 to 6 carbon atoms, said coupler and said coupler solvent being present in a weight ratio of from 5:1 to 1:2.
Claim 21
Dependent Claim
91 words
A gelatino-silver halide emulsion which can be coated to form a layer of a photographic element comprising coupler solvent particles dispersed therein in a photographically useful amount comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler of the formula ##STR12## wherein R 1 is an alkyl group of from 1 to 6 carbon atoms and a coupler solvent which is a lower alkyl diester of phthalic acid, said coupler and said coupler solvent being present in a weight ratio of from 4:1 to 1:1.
Claim 22
Dependent Claim
91 words
A gelatino-silver halide emulsion which can be coated to form a layer of a photographic element comprising coupler solvent particles dispersed therein in a photographically useful amount comprised of a combination, capable of permitting the formation of a microcrystalline dye, of a coupler of the formula ##STR12## wherein R 1 is an alkyl group of from 1 to 6 carbon atoms and a coupler solvent which is a lower alkyl diester of phthalic acid, said coupler and said coupler solvent being present in a weight ratio of from 4:1 to 1:1.
Claim 23
Dependent Claim
42 words
A gelatino-silver halide emulsion which can be coated to form a layer of a photographic element comprising coupler solvent particles dispersed therein in a photographically useful amount comprised of N-(2,4-diamylphenoxybutyl)-5,6,7,8-tetrafluoro-1-hydroxy-2-naphthamide and dibutyl phthalate in a weight ratio of from 2.5:1 to 1.5:1.
Claim 24
Dependent Claim
42 words
A gelatino-silver halide emulsion which can be coated to form a layer of a photographic element comprising coupler solvent particles dispersed therein in a photographically useful amount comprised of N-(2,4-diamylphenoxybutyl)-5,6,7,8-tetrafluoro-1-hydroxy-2-naphthamide and dibutyl phthalate in a weight ratio of from 2.5:1 to 1.5:1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-11-11 | 1984-05-12 | 1984-11-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-11 | 1988-05-12 | 1988-11-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-11 | 1992-05-12 | 1992-11-11 | $7700.00 | Window Closed / Lapsed |