US2080050A - Sensitization of photographic emulsions - Google Patents
Sensitization of photographic emulsions Download PDFInfo
- Publication number
- US2080050A US2080050A US99965A US9996536A US2080050A US 2080050 A US2080050 A US 2080050A US 99965 A US99965 A US 99965A US 9996536 A US9996536 A US 9996536A US 2080050 A US2080050 A US 2080050A
- Authority
- US
- United States
- Prior art keywords
- iodide
- silver chloride
- sensitivity
- dimethyl
- emulsion
- 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
- 239000000839 emulsion Substances 0.000 title description 37
- 206010070834 Sensitisation Diseases 0.000 title description 3
- 230000008313 sensitization Effects 0.000 title description 3
- 229910021607 Silver chloride Inorganic materials 0.000 description 22
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 22
- 230000035945 sensitivity Effects 0.000 description 20
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 18
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 13
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 125000004433 nitrogen atom Chemical group N* 0.000 description 10
- 231100000489 sensitizer Toxicity 0.000 description 9
- 239000004332 silver Substances 0.000 description 9
- 229910052709 silver Inorganic materials 0.000 description 9
- 239000000975 dye Substances 0.000 description 8
- 125000000623 heterocyclic group Chemical group 0.000 description 7
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- -1 silver halide Chemical class 0.000 description 6
- 230000003595 spectral effect Effects 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 5
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- GCMNJUJAKQGROZ-UHFFFAOYSA-N 1,2-Dihydroquinolin-2-imine Chemical compound C1=CC=CC2=NC(N)=CC=C21 GCMNJUJAKQGROZ-UHFFFAOYSA-N 0.000 description 2
- FQYRLEXKXQRZDH-UHFFFAOYSA-N 4-aminoquinoline Chemical compound C1=CC=C2C(N)=CC=NC2=C1 FQYRLEXKXQRZDH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine group Chemical group N1=CCC2=CC=CC=C12 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 2
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 2
- 230000001235 sensitizing effect Effects 0.000 description 2
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 2
- NINCMKJQHKDMPH-UHFFFAOYSA-N 2-methylsulfanylquinoline Chemical compound C1=CC=CC2=NC(SC)=CC=C21 NINCMKJQHKDMPH-UHFFFAOYSA-N 0.000 description 1
- HBBHAQPZLCVFNS-UHFFFAOYSA-N COS(=O)(=O)C1=CC=C(C=C1)C.CSC1=NC2=CC=CC=C2C=C1 Chemical compound COS(=O)(=O)C1=CC=C(C=C1)C.CSC1=NC2=CC=CC=C2C=C1 HBBHAQPZLCVFNS-UHFFFAOYSA-N 0.000 description 1
- LSKJNAVRTXHEMW-UHFFFAOYSA-N CS[S+]1C(C=CC=C2)=C2N=C1 Chemical compound CS[S+]1C(C=CC=C2)=C2N=C1 LSKJNAVRTXHEMW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241001061127 Thione Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- CBEQRNSPHCCXSH-UHFFFAOYSA-N iodine monobromide Chemical compound IBr CBEQRNSPHCCXSH-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 231100000942 weak sensitizer Toxicity 0.000 description 1
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
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/08—Sensitivity-increasing substances
- G03C1/10—Organic substances
- G03C1/12—Methine and polymethine dyes
- G03C1/122—Azacyanines
Definitions
- This invention relates to the sensitization of photographic silver halide emulsions by incorporating in the emulsion a dye or dyes which have the property of extending the range of spectral sensitivity of the emulsion.
- cyanine dyes that is dyes comprising two heterocyclic nitrogen is nuclei joined by a methine or polymethine chain, modify the spectral sensitivity of silver halide emulsions.
- Dr. Hamer describes the preparation of l: 1-dimethyl-2:2'-azocyanine idodide and states that a solution of this compound is pale yellow with a blue fluorescence and is unlike the cyanines in that it is not decolorized by acids whilst it has no action on a photographic plate.
- l 1 -dimethyl-2 2'-azocyanine iodide is a powerful sensitizer for silver halide emulsions, particularly for silver chloride emulsions and it extends the sensitivity of a silver chloride emulsion to A 4500 A. with sharp maxima at about A disc A. and i 4400 A.
- This compound is one of the class of compounds which I havenow found to have sensitizing properties and I include its use as a sen'sitizer in the appended claims. 4
- the invention also includes a photographic 5 silver halide emulsion containing one of the above-mentioned compounds.
- the sensitizing action-of the dyes which may be used in accordance with the present invention is illustrated by the following typical examples of compounds which may be employed. These examplesare merely given as an illustration of the type of compound which may be em- 'ployed.
- (1) 2: 1 -dimethy1- 1 :2 -thioquinocyazine iodide (prepared by fusing together l-amino-benzthiazole, 2-methylmercapto-quinoline and methylp-toluene sulphonate, extracting with pyridine and pouring into aqueous solution of potassium iodide) extends the spectral sensitivity of a silver chloride emulsion to about A 4700 A. with a maximum at about A 4350 A.
- 1:1'-dimethyl-2:2'-quinocyazine iodide isa powerful sensitizer for silver chloride emulsions
- thione methyl-p-toluene sulphonate with 4-aminoquinoline-methiodide in the presence of sodium ethylate extends the sensitivity of a silver chloride emulsion to about A 5000 A. with a sharp maximum at about A 4550 A. and a less marked maximum at about A. 4825 A.
- -Cyadiazine an allzyl salt containing two heterocyclic rings containing a ring nitrogen.
- a photographic silver chloride emulsion in' which is incorporated as a sensitizer 1:1'-dimethyl-2:2'-quinocyazine iodide.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Description
Patented May 11, 1937 v UNITED STATES PATENT OFFICE SENSITIZATION F PHOTOGRAPHIO EMULSIONS John David Kendall, Ili'ord, England, assignor to Ilford Limited, Ilford, England, a British com- Britain August 3, 1934 '7 Claims.
This application corresponds to the applica-' tions of John David Kendall, Serial No. 22,727/34, filed 3rd August, 1934 and divisional application Serial No. 6314/36, dated 3rd August,
1934, which were both filed in Great Britain, and is a divisional of United States application Serial No. 76,703, filed 27th April, 1936.
This invention relates to the sensitization of photographic silver halide emulsions by incorporating in the emulsion a dye or dyes which have the property of extending the range of spectral sensitivity of the emulsion.
It is well known that the cyanine dyes, that is dyes comprising two heterocyclic nitrogen is nuclei joined by a methine or polymethine chain, modify the spectral sensitivity of silver halide emulsions.
In the specification of my co-pending application No. 76,703' filed 27th April, 1936 (from which this application is divided) I have described the preparation of dyes having a structure similar to that of the cyanine dyes but containing one or two nitrogen atoms in the linking chain between the two heterocyclic nuclei. 1 have found that when such dyes are alkyl salts, and so contain a quinquevalent nitrogen atom linked to a trivalent nitrogen atom by a completely conjugate chain. they have the property of extending the spectral sensitivity of silver halide emulsions.
In a paper in J. C. S. volume l25, (1924) page 1348, Dr. Hamer describes the preparation of l: 1-dimethyl-2:2'-azocyanine idodide and states that a solution of this compound is pale yellow with a blue fluorescence and is unlike the cyanines in that it is not decolorized by acids whilst it has no action on a photographic plate. I have found that l 1 -dimethyl-2 2'-azocyanine iodide is a powerful sensitizer for silver halide emulsions, particularly for silver chloride emulsions and it extends the sensitivity of a silver chloride emulsion to A 4500 A. with sharp maxima at about A disc A. and i 4400 A. This compound is one of the class of compounds which I havenow found to have sensitizing properties and I include its use as a sen'sitizer in the appended claims. 4
' According to my invention a method of extending the spectral sensitivity of photographic silver halide emulsions (particularly silver chloi ride'einulsions) comprisestreating the emulsion 5 with "a compound containing two heterocyclic nitrogen nuclei (one of which contains a trii valent and .the other a quinquevalent nitrogen atom). which are'lin in the a or 7 positions all to the nitrogen atoms by a linkage selected from the group consisting of N=, -CH=CH--N=, N=CHN= or N=CXN= (X representing a hydrocarbon group).
The invention also includes a photographic 5 silver halide emulsion containing one of the above-mentioned compounds.
In carrying out my invention I find that it is preferable to use the compounds containing the chain --CH=CHN= when it is desired to 10 extend the spectral sensitivity of a silver bromide or iodobromide emulsion.
The class of compounds which may be employed in accordance with the invention is illustrated by the following typical examples; 15
S h t a N/ N v and other heterocyclic ring compounds containing two nitrogen atoms in the same ring, as described in British Patent No. 425,609) and their homologues in the benzene, naphthalene and homologous series, and the nuclei attached to 5 the ends of the; chain may be different from one another, but in the case of the compounds having the linkage -N=CHN= the nuclei will normally be. the same.
The sensitizing action-of the dyes which may be used in accordance with the present invention is illustrated by the following typical examples of compounds which may be employed. These examplesare merely given as an illustration of the type of compound which may be em- 'ployed. I
(1) 2: 1 -dimethy1- 1 :2 -thioquinocyazine iodide (prepared by fusing together l-amino-benzthiazole, 2-methylmercapto-quinoline and methylp-toluene sulphonate, extracting with pyridine and pouring into aqueous solution of potassium iodide) extends the spectral sensitivity of a silver chloride emulsion to about A 4700 A. with a maximum at about A 4350 A.
(2) 2:2'-dimethyl-thio-oxacyazine iodide (prepared in a manner similar to that of (1) except that 1-methylmercapto-benzoxazole is employed) extends the sensitivity of asilver chloride emulsion to about i. 4100 A. with a maximum at about A 3780 A.
(3) 2:2'-dimethyloxacyazine iodide (prepared by fusing together l-amino-benzoxazole methylp-toluene sulphonate and l-methylmercaptobenzoxazole methyl-p-toluene sulphonate, and pouring a solution into an aqueous solution of potassium iodide) is a weak sensitizer for silver sensitivityof'silver chloride emulsions to about A 4200 A. with a maximum at about a 4000 A.
(6) 2 :2 -dimethyl- G-benzthiocyazine iodide (prepared by fusing together l-amino ot-naphtha thiazole, l-methylmercapto" benzthiazole and methyl-p-toluene sulphonate, extracting with pyridine and pouring into an aqueous solution of potassium; iodide) extends the sensitivity of 'silver' chloride emulsions to about i. 4300 A. with a maximum at about A 4150 A.
(7) 2: 1' -dimethyl-1z4'-thioquino-cyazine iodide (prepared by-fusing together l-ethyl-quinoline-4-thione, l-amino-benzthiazole and methylp-toluene sulphonate, extracting with pyridine and pouring into an aqueous solution of potassium iodide) extends the sensitivity of silver chloride emulsions to about A 4800 A. with a maximum at about A 4500 A.
1 (8) 1:1'-dimethyl-2:2'-quinocyazine iodide isa powerful sensitizer for silver chloride emulsions,
extending the sensitivity to about A 4600 A. with sharp-maxima at about A 4150 A. and A 4400 A.
(9) 1: 1-dimethyl 2 :4 e quinocyazine iodide (prepared by condensing 2-methylmercapto-quinoline methyl-p-toluene sulphonate with -aminoquinoline methiodide in the presence of sodium ethylate) extends the sensitivity of a silver chloride emulsion to about A 4800 A. with sharp max- .ma at about i 4250 A. and 4550 A.
(10) l:1'-dimethylAW-quinocyazine iodide (prepared by condensing N-methyl-quinoline-tand.
thione methyl-p-toluene sulphonate with 4-aminoquinoline-methiodide in the presence of sodium ethylate) extends the sensitivity of a silver chloride emulsion to about A 5000 A. with a sharp maximum at about A 4550 A. and a less marked maximum at about A. 4825 A.
11) 2: 1'-dimethyl-1:2'-thiopyridocyazine iodide increases the normal sensitivity of a silver chloride emulsion and extends the range to about a 4200 A. with a maximum at about A 3025 A.
(12) 1: 1'-dimethyl-2 2'-pyridoquinocyazine iodide increases the normal sensitivity of silver chloride emulsions and extendsvthe range to about A 4300 A. with an indeterminate maximum at about i 4150 A.
, 13) 2 :2 -dimethyl-4' 5' -methylenedioxy-thioselenocyazine-p-toluene sulphonate extends the sensitivity of silver chloride emulsions to about A 4500 A. with indeterminate maxima at about A 4150 A. and i. 4300 A. i
(14) 2:3'-dimethyl-2'-methylthiol 1:4 thicpyrimidocyazine iodide increases the normal sensitivity. of silver chloride emulsions and extends the range to about a 4200 A. P
(15) 2:3'-dimethyl-1:4'-thioquinazolinocyazine N benzthiazole methiodidein pyridine solution) extendsthe sensitivity of silver chloride emulsions to about A 5200 A. with maxima at about A 4600 A.
and a 4900 A.
(1'7) 1 3 3 1'-tetramethyl-2 d' -indocarboquin- 'thiazole ethobromide and l-w-acetaniliclovinyl I ocyazine iodide (prepared by 'condensationof '4- amino quinoline methiodide and 1:3:3-trimethyl- 2-w-acetanilidovinyl indolenine iodide in the presence of sodium ethylate) extends the sensitiviiy of a silver bromide emulsion to about A 6200 with a maximum at about i. 5750 A.
(18) 1 :3 3- trlmethyl-1'- .ethyl-1:2'-indocarb0- quinocyazine-iodide (prepared in a manner simi-' lar to that of (1'7) except that 2-amino-quinoline ethiodide is employed) extends the sensitivity of a silver chloride emulsion to about A 5200 A. with maxima at about A 4950 A. and a 4550 A.
(19) 2:2'udimethylthiocyazine iodide (prepared by fusing together l-amino-benzthiazole, 1- methylmercapto-benzthiazole and methyl-p toluene sulphonate, extracting with pyridine and pouring into an aqueous solution of potassium iodide) extends the sensitivity of a silver chloride emulsion to about A 4100 A. with a maximum at about .,3050 A.
The nomenclature which I have adopted in this specification and claims may be explained as follows:
Cyazine=an alkyl salt containing two heterocyclic-rings containing a ring nitrogen atom linked by a single nitrogen atom ('N'=) in the alpha or gamma position after the manner shown in the above formulae.
-Cyadiazine=an allzyl salt containing two heterocyclic rings containing a ring nitrogen. atom linked by the chain N=CH-N= in the alpha or gamma position after the manner shown in the above formulae. s
Garbocyazine=an alkylv salt containing two heterocyclic rings containing a ring nitrogen atom linked by the chain CH=CHN= in the alpha or gamnm position after the manner shown in l the nucleus attached tothe nitrogenatom precedes the term "cyazine.
I claim:
1 A photographic silver chloride emulsion in which is incorporated as a sensitizer. a salt of the class consisting of cyazine, cyadiazine and carbo'cyazine.
2. A photographic silver chloride emulsion in which is incorporated as a sensitizer a cyazine 5 salt.
3. A photographic silver chloride emulsion in which is incorporated as a sensitizer a carbocyazine salt.
4. A photographic silver chloride emulsion in which is incorporated as a sensitizer 2:1'-dimethyl-1:2'-thioquinocyazine iodide.
5. A photographic silver chloride emulsion in' which is incorporated as a sensitizer 1:1'-dimethyl-2:2'-quinocyazine iodide.
6. A photographic silver chloride emulsion in which is incorporated as a sensitizer 1:3:3-trimethyl-1'-ethyl -1:2'-indocarboquinocyazine iodide.
7. A photographic silver chloride emulsion in which is incorporated as a sensitizer a quinccyazine salt.
' JOHN DAVID KENDALL.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US99965A US2080050A (en) | 1934-08-03 | 1936-09-09 | Sensitization of photographic emulsions |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB631436A GB447109A (en) | 1934-08-03 | 1934-08-03 | Improvements in or relating to the sensitisation of photographic emulsions |
US76703A US2080049A (en) | 1934-08-03 | 1936-04-27 | Production of dyes of the cyanine type |
US99965A US2080050A (en) | 1934-08-03 | 1936-09-09 | Sensitization of photographic emulsions |
Publications (1)
Publication Number | Publication Date |
---|---|
US2080050A true US2080050A (en) | 1937-05-11 |
Family
ID=31998556
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US99965A Expired - Lifetime US2080050A (en) | 1934-08-03 | 1936-09-09 | Sensitization of photographic emulsions |
Country Status (1)
Country | Link |
---|---|
US (1) | US2080050A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2572961A (en) * | 1946-07-16 | 1951-10-30 | Gen Aniline & Film Corp | Photographic silver-halide emulsions sensitized with azamerocyanine dyes |
US3100703A (en) * | 1961-03-13 | 1963-08-13 | Horizons Inc | Photographic process utilizing cyanine dye bases |
US3850645A (en) * | 1973-08-14 | 1974-11-26 | Eastman Kodak Co | Non-polymeric peptizers for silver halide suspensions |
EP0890873A1 (en) * | 1997-07-11 | 1999-01-13 | Agfa-Gevaert N.V. | Radiographic UV/Blue intensifying screen-film combination |
US5989799A (en) * | 1997-07-11 | 1999-11-23 | Agfa-Gevaert. N.V. | Radiographic UV/blue intensifying screen-film combination |
EP1045283A1 (en) * | 1999-04-16 | 2000-10-18 | Agfa-Gevaert N.V. | Radiation-sensitive emulsion, light-sensitive silver halide photographic film material and radiographic intensifying screen-film combination |
US6200743B1 (en) | 1999-04-16 | 2001-03-13 | Agfa-Gevaert, N.V. | Radiation-sensitive emulsion, light-sensitive silver halide photographic film material and radiographic intensifying screen-film combination |
-
1936
- 1936-09-09 US US99965A patent/US2080050A/en not_active Expired - Lifetime
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2572961A (en) * | 1946-07-16 | 1951-10-30 | Gen Aniline & Film Corp | Photographic silver-halide emulsions sensitized with azamerocyanine dyes |
US3100703A (en) * | 1961-03-13 | 1963-08-13 | Horizons Inc | Photographic process utilizing cyanine dye bases |
US3850645A (en) * | 1973-08-14 | 1974-11-26 | Eastman Kodak Co | Non-polymeric peptizers for silver halide suspensions |
EP0890873A1 (en) * | 1997-07-11 | 1999-01-13 | Agfa-Gevaert N.V. | Radiographic UV/Blue intensifying screen-film combination |
US5989799A (en) * | 1997-07-11 | 1999-11-23 | Agfa-Gevaert. N.V. | Radiographic UV/blue intensifying screen-film combination |
EP1045283A1 (en) * | 1999-04-16 | 2000-10-18 | Agfa-Gevaert N.V. | Radiation-sensitive emulsion, light-sensitive silver halide photographic film material and radiographic intensifying screen-film combination |
US6200743B1 (en) | 1999-04-16 | 2001-03-13 | Agfa-Gevaert, N.V. | Radiation-sensitive emulsion, light-sensitive silver halide photographic film material and radiographic intensifying screen-film combination |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2304981A (en) | Sensitizing of photographic silver chloride, chloro-bromide, and chloro-bromo-iodideemulsions | |
GB1184496A (en) | Tricarbocyanine Dyes, process for making them and Photographic Materials containing them | |
US2078233A (en) | Photographic emulsion | |
GB557178A (en) | Improvements in and relating to photographic sensitive emulsions | |
GB1293862A (en) | Supersensitized silver halide photographic emulsion | |
US2080050A (en) | Sensitization of photographic emulsions | |
GB1344281A (en) | Spectrally supersensitized silver halide photographic emulsions | |
US2961318A (en) | Supersensitization of photographic emulsions containing planar cyanines | |
US2153928A (en) | Sensitized photographic emulsions | |
US2313922A (en) | Photographic emulsion | |
US2298732A (en) | Polymethine base | |
US3617295A (en) | Photographic silver halide emulsion | |
US2334864A (en) | Photographic emulsion | |
GB1312101A (en) | Super-sensitized silver halide photographic emulsion | |
GB1283234A (en) | Photographic direct-positive silver halide emulsions | |
US3702767A (en) | Spectrally sensitized light sensitive material | |
US3567456A (en) | Photographic direct-reversal emulsions | |
US2226158A (en) | Photographic emulsion | |
US2148979A (en) | Color photography | |
US2514649A (en) | Methine dyes containing a pyrimidazolone group | |
US3592657A (en) | Optically sensitized silver halide light-sensitive material | |
US2295276A (en) | Photographic emulsion | |
US3431110A (en) | Super-sensitized photographic silver halide light-sensitive materials | |
GB1478397A (en) | Supersensitized silver halide photographic emulsion | |
GB1218019A (en) | Spectrally sensitised photographic silver halide material |