US2326057A - Antihalation film - Google Patents
Antihalation film Download PDFInfo
- Publication number
- US2326057A US2326057A US426738A US42673842A US2326057A US 2326057 A US2326057 A US 2326057A US 426738 A US426738 A US 426738A US 42673842 A US42673842 A US 42673842A US 2326057 A US2326057 A US 2326057A
- Authority
- US
- United States
- Prior art keywords
- dye
- acid
- cellulose
- amine
- acyl groups
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- -1 amine salts Chemical class 0.000 description 20
- 239000000975 dye Substances 0.000 description 19
- 229920002678 cellulose Polymers 0.000 description 17
- 239000001913 cellulose Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 14
- 125000002252 acyl group Chemical group 0.000 description 11
- 125000001931 aliphatic group Chemical group 0.000 description 11
- 150000001412 amines Chemical class 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 7
- 239000000980 acid dye Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 229920000623 Cellulose acetate phthalate Polymers 0.000 description 2
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 229940081734 cellulose acetate phthalate Drugs 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000001142 dicarboxylic acid group Chemical group 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- UMEWSJNRBXKWKZ-UHFFFAOYSA-M sodium;1,4-dioxo-1,4-dipentoxybutane-2-sulfonate Chemical compound [Na+].CCCCCOC(=O)CC(S([O-])(=O)=O)C(=O)OCCCCC UMEWSJNRBXKWKZ-UHFFFAOYSA-M 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- RZUBARUFLYGOGC-MTHOTQAESA-L acid fuchsin Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=C(N)C(C)=CC(C(=C\2C=C(C(=[NH2+])C=C/2)S([O-])(=O)=O)\C=2C=C(C(N)=CC=2)S([O-])(=O)=O)=C1 RZUBARUFLYGOGC-MTHOTQAESA-L 0.000 description 1
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- HGCLWNKJZWZTRX-UHFFFAOYSA-N butanedioic acid;octanoic acid Chemical compound OC(=O)CCC(O)=O.CCCCCCCC(O)=O HGCLWNKJZWZTRX-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000001046 green dye Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical class [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- JACMPVXHEARCBO-UHFFFAOYSA-N n-pentylpentan-1-amine Chemical compound CCCCCNCCCCC JACMPVXHEARCBO-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- ORSVMDMALMFAMQ-UHFFFAOYSA-N pentanoic acid phthalic acid Chemical compound C(CCCC)(=O)O.C(C=1C(C(=O)O)=CC=CC1)(=O)O ORSVMDMALMFAMQ-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
- G03C1/835—Macromolecular substances therefor, e.g. mordants
Definitions
- This invention relates to photographic film, and more particularly to photographic film protected against halation.
- Antihalation coatings for the protection of sensitive photographic film against halation, of the type removable in photographic processing solutions are well known.
- acyl groups per C24 cellulose unit of which not more than one is a dicarboxylic acid acyl group and the remainder are aliphatic monobasic acid acyl groups of less than five carbon atoms, and an amine salt of an acid dye.
- cellulose mixed organic acid dicarboxylic acid esters may be used, such as those containing substantially four to eight acyl groups. per C24 cellulose unit, of which not more than one is a dicarboxylic acid acyl group and the remuch decreased, if not eliminated altogether.
- the amine salt of the dye possesses an additional advantage in that it is usually much more solvent-soluble than the free acid form of the dye.
- thesupport I 0 of a cellulose ester or other material such as a synthetic resin As shown therein thesupport I 0 of a cellulose ester or other material such as a synthetic resin,
- a sensitive emulsion mainder are aliphatic monobasic acid acyl groups, e. g. cellulose valerate phthalate, caprylate succinate, etc.
- Example 1 aw 2 v Supports of the type described in Example 1 may be coated with an amine salt of a cellulose dicarboxylic'acid ester from a solution of the following composition:
- the dye designated as "A dye in solutions A, Band C, may be a sulfonated Malachite Green dye, and 3" dye may be Acid Magenta.
- amines in addition to the amines shown in the above formulas we may use many other organic amines such as dioctyl amine, tributyi amine, diamyl amine, guanidine, etc. purpose of our invention whfle all amines appear to be eifective to a certain extent in accomplishing the objects of the invention, the amines chosen. should transform the antihalation dye and carrier material to compounds possessing reduced moisture susceptibility. It is for this reason that amines possessing a minimum solubility in water are particularly useful.
- a photographic film free from halation which comprises a support provided on one side thereof with a light sensitive emulsion layer, and
- cellulose mixed organic acid dicarboxylic acid ester containing substantially four to eight aliphatic monobasic organic acid acyl and dicarboxylic acid acyl groups per C24 cellulose unit of which not more than one is a dicarboxylic acid group and the remainder are aliphatic monobasic acid acyl groups, and a mixture of an organic amine and an acid dye.
- a photographic film free from halation which comprises a support provided on one side thereof with a light sensitive emulsion layer, and on the opposite side with a layer containing an amine salt of a cellulose mixed organic acid dicaiborwlic acid ester containing substantially four to eight aliphatic monobasic organic acid acyl and dicarboxylic acid acyl groups per C24 cellulose unit of which not more than one is a dicarboxylic acid group and the remainder are aliphatic monobasic acid acyl groups, and an amine salt of an acid dye.
- a photographic film free from halation which comprises a support provided on one side thereof with a light sensitive emulsion layer, and on the opposite side with a layer containing a cellulose mixed organic acid dicarboxylic acid ester cotaining substantially four aliphatic monobasic organic acid acyl and dicarboxylic acid acyl groups per C24 cellulose unit of which not more than one is a dicarboxylic acid acyl group and the remainder are aliphatic monobasic acid acyl groups, and an amine salt of an acid dye.
- a photographic film free from halation which comprises a support provided on one side thereof with a light sensitive emulsion layer, and on the opposite side with a layer containing an amine salt of a cellulose mixed organic acid dicarboxylic acid ester containing substantially eight aliphatic monobasic organic acid acyl and dicarboxylic acid acyl groups per C24 cellulose unit of which not more than one is a dicarboxyiic acid acyl group and the remainder are aliphatic monobasic acid acyl groups, and an amine salt of an acid dye.
- a photographic film free from halation which comprises a support provided on one side thereof with a light sensitive emulsion layer, and on the opposite side with a layer containing an amine salt of a cellulose mixed organic acid dicarboxylic acid ester containing substantially four to eight acyl groups per C24 cellulose unit of which one is a dicarboxylic acid acyl group and the remainder are aliphatic monobasic acid acyl groups, and an amine salt of an acid dye.
- GALE F NAlDEAU. ALFRED D. SLACK.
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR956702D FR956702A (en(2012)) | 1942-01-14 | ||
US426738A US2326057A (en) | 1942-01-14 | 1942-01-14 | Antihalation film |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US426738A US2326057A (en) | 1942-01-14 | 1942-01-14 | Antihalation film |
Publications (1)
Publication Number | Publication Date |
---|---|
US2326057A true US2326057A (en) | 1943-08-03 |
Family
ID=23692008
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US426738A Expired - Lifetime US2326057A (en) | 1942-01-14 | 1942-01-14 | Antihalation film |
Country Status (2)
Country | Link |
---|---|
US (1) | US2326057A (en(2012)) |
FR (1) | FR956702A (en(2012)) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0200502A2 (en) | 1985-04-30 | 1986-11-05 | Konica Corporation | Light-sensitive silver halide color photographic material |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL274563A (en(2012)) * | 1961-02-08 |
-
0
- FR FR956702D patent/FR956702A/fr not_active Expired
-
1942
- 1942-01-14 US US426738A patent/US2326057A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0200502A2 (en) | 1985-04-30 | 1986-11-05 | Konica Corporation | Light-sensitive silver halide color photographic material |
Also Published As
Publication number | Publication date |
---|---|
FR956702A (en(2012)) | 1950-02-06 |
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