US3779773A - Static charge-prevented photographic light sensitive element - Google Patents
Static charge-prevented photographic light sensitive element Download PDFInfo
- Publication number
- US3779773A US3779773A US00224598A US3779773DA US3779773A US 3779773 A US3779773 A US 3779773A US 00224598 A US00224598 A US 00224598A US 3779773D A US3779773D A US 3779773DA US 3779773 A US3779773 A US 3779773A
- Authority
- US
- United States
- Prior art keywords
- static charge
- antistatic agent
- photographic light
- sensitive element
- prevented
- 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
- 230000003068 static effect Effects 0.000 title claims abstract description 33
- 239000002216 antistatic agent Substances 0.000 claims abstract description 36
- FKWDCHCYORPUQD-UHFFFAOYSA-N 1,2-dichloro-4-(3,4-dichloro-2-phenylphenyl)sulfonyl-3-phenylbenzene Chemical compound ClC=1C(Cl)=CC=C(S(=O)(=O)C=2C(=C(Cl)C(Cl)=CC=2)C=2C=CC=CC=2)C=1C1=CC=CC=C1 FKWDCHCYORPUQD-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims description 10
- ZTXYIIVPVJQVTD-UHFFFAOYSA-N 1,4-dichloro-2-[2-[2-(2,5-dichlorophenyl)phenyl]sulfonylphenyl]benzene Chemical group ClC1=C(C=C(C=C1)Cl)C1=C(C=CC=C1)S(=O)(=O)C1=C(C=CC=C1)C1=C(C=CC(=C1)Cl)Cl ZTXYIIVPVJQVTD-UHFFFAOYSA-N 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- -1 polyethylene terephthalate Polymers 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 2
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 2
- AFLDTIZYOBFWOP-UHFFFAOYSA-N ClC=1C=C(C=CC1Cl)C1=C(C=CC=C1)S(=O)(=O)C1=C(C=CC=C1)C1=CC(=C(C=C1)Cl)Cl Chemical class ClC=1C=C(C=CC1Cl)C1=C(C=CC=C1)S(=O)(=O)C1=C(C=CC=C1)C1=CC(=C(C=C1)Cl)Cl AFLDTIZYOBFWOP-UHFFFAOYSA-N 0.000 claims 1
- 239000004793 Polystyrene Substances 0.000 claims 1
- 229920002223 polystyrene Polymers 0.000 claims 1
- 238000000034 method Methods 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000002542 deteriorative effect Effects 0.000 description 3
- 230000003405 preventing effect Effects 0.000 description 3
- ZJCAPFUTIZDMBS-UHFFFAOYSA-N 4-(benzenesulfonyl)-1,2-dichlorobenzene Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)C1=CC=CC=C1 ZJCAPFUTIZDMBS-UHFFFAOYSA-N 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 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- PQODWTNHDKDHIW-UHFFFAOYSA-N 2,3-dichlorobenzenesulfonyl chloride Chemical compound ClC1=CC=CC(S(Cl)(=O)=O)=C1Cl PQODWTNHDKDHIW-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- HVTLISLGJHVKCG-UHFFFAOYSA-N ClC1=C(C=CC(=C1)Cl)C1=C(C=CC=C1)S(=O)(=O)C1=C(C=CC=C1)C1=C(C=C(C=C1)Cl)Cl Chemical compound ClC1=C(C=CC(=C1)Cl)C1=C(C=CC=C1)S(=O)(=O)C1=C(C=CC=C1)C1=C(C=C(C=C1)Cl)Cl HVTLISLGJHVKCG-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 241001591024 Samea Species 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- WGLUMOCWFMKWIL-UHFFFAOYSA-N dichloromethane;methanol Chemical compound OC.ClCCl WGLUMOCWFMKWIL-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000004807 phenyl sulfones Chemical class 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 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
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/85—Photosensitive materials characterised by the base or auxiliary layers characterised by antistatic additives or coatings
Definitions
- ABSTRACT A static charge-prevented photographic light sensitive element using an antistatic agent in combination with a dichlorophenylphenylsulfone.
- the combination can reduce the surface resistivity very' more than in the case where the antistatic agent is used alone.
- antistatic agents of varied types have been used heretofore. It is known that the higher the concentration of the antistatic agent is, the lower the surface resistivity becomes. Therefore, the antistatic agent is used in such an amount that the surface resistivity may become approximately from 10" to l ohms. However, when an excessive amount of an antistatic agent is used, the photographic emulsion undergoes a deteriorating influence or adhesion interference, the application of such an excessive amount of the antistatic agent being impractical in most cases.
- the dichlorophenylphenylsulfones used according to the present invention may be represented by the following general formula Examples of such compounds include 2,4- dichlorophenylphenylsulfone, 2,5-dichlorophenylphenylsulfone, 3,4-dichlorophenylphenylsulfone, and the like.
- the ci ichlorophenylphenylsulfones used according to the invention can be easily prepared by the Friedel- Craft reaction of the corresponding dichlorobenzenesulfonylchloride with benzene in the presence of iron chloride.
- the melting points of some dichlorophenylphenylsulfones are as follows.
- both of the two components of the invention may be coated on its surface by spraying with the aid of an organic solvent or by dipping the surface in a solution of the components in the organic solvent, followed, in either case, by drying.
- the two components of the invention may also be used together with a binder such as gelatin, polyvinyl alcohol, polycarbonate or cellulose acetate.
- Electrodes was made of stainless steel) and reading 1- minute value of an insulation tester (Type M V, provided by Takeda Riken Ind. Co., Ltd.).
- the static charge generation test was conducted by the method in which an unexposed film is placed with the back surface below on a rubber sheet, and the stack adhered by pressuring with a rubber roller and thereafter stripped to generate static marks.
- the temperature-humidity conditions used for the measurement was 23 C 65 percent RH. or 23 C 25 percent R.H.
- test pieces The moisture adjustment of test pieces was carried out under the above described conditions for about a half day.
- the surface resistivity is shown in Table 1.
- EXAMPLE 2 The procedure as described in Example 1 was followed using an antistatic solution of the same formula- 5 6 tion as in Example 1 but using sodium 4. A static charge-prevented photographic light sennonylphenoxypropanesulfonate as the antistatic agent.
- sitive element as claimed in claim 1 wherein the sup- The surface resistivity at 25 percent R.l-l. is shown in port in the element is made of a cellulose ester, polysty- Table 2. rene, or polycarbonate.
- the ratio in percent of the active ingredient to the binder is the ratio in percent of the active ingredient to the binder.
- a static charge-prevented photographic lighttistatic agent is used alone, thereby showing a ignifisensitive element as claimed in claim 1 wherein Said ancant static charge-preventing effect.
- 1 tistatic agent is a cationic antistatic agent.
- a static charge-prevented photographic light seng H sitive element which comprises a support having coated thereon, a silver halide light-sensitive emulsion (Iv) layer which is characterized by using an antistatic agent CHHQSC ⁇ L 31 in combination with a dichlorophenylphenylsulfone represented by the following general formula CH 01 Y mcmon C1 8.
- a static charge-prevented photographic light senanionic antistfltic agent is a member E from the group consisting of those compounds listed below havsitive element as claimed in claim 1 wherein said dichlorophenylphenylsulfone is selected from the mg mg fp-Emglai-(y) or (XL group consisting of 2,4-, 2,5- and 3,4-dichlorophenyl- (V) phenylsulfones.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Elimination Of Static Electricity (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP46005062A JPS519578B1 (enrdf_load_stackoverflow) | 1971-02-08 | 1971-02-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3779773A true US3779773A (en) | 1973-12-18 |
Family
ID=11600896
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US00224598A Expired - Lifetime US3779773A (en) | 1971-02-08 | 1972-02-08 | Static charge-prevented photographic light sensitive element |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3779773A (enrdf_load_stackoverflow) |
| JP (1) | JPS519578B1 (enrdf_load_stackoverflow) |
| DE (1) | DE2205874A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1375061A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4324851A (en) * | 1979-12-20 | 1982-04-13 | Xerox Corporation | Positive color toners |
| US5238706A (en) * | 1992-06-26 | 1993-08-24 | Minnesota Mining And Manufacturing Company | Antistatic film bases and their process of manufacturing |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS589408B2 (ja) * | 1974-02-13 | 1983-02-21 | 富士写真フイルム株式会社 | 写真感光材料 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2461474A (en) * | 1946-12-17 | 1949-02-08 | Gen Aniline & Film Corp | Gelatin subbing compositions having antistatic properties |
| US3457076A (en) * | 1963-01-30 | 1969-07-22 | Fuji Photo Film Co Ltd | Antistatically finished photographic film |
-
1971
- 1971-02-08 JP JP46005062A patent/JPS519578B1/ja active Pending
-
1972
- 1972-02-07 GB GB566472A patent/GB1375061A/en not_active Expired
- 1972-02-08 DE DE19722205874 patent/DE2205874A1/de not_active Withdrawn
- 1972-02-08 US US00224598A patent/US3779773A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2461474A (en) * | 1946-12-17 | 1949-02-08 | Gen Aniline & Film Corp | Gelatin subbing compositions having antistatic properties |
| US3457076A (en) * | 1963-01-30 | 1969-07-22 | Fuji Photo Film Co Ltd | Antistatically finished photographic film |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4324851A (en) * | 1979-12-20 | 1982-04-13 | Xerox Corporation | Positive color toners |
| US5238706A (en) * | 1992-06-26 | 1993-08-24 | Minnesota Mining And Manufacturing Company | Antistatic film bases and their process of manufacturing |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2205874A1 (de) | 1972-08-17 |
| GB1375061A (enrdf_load_stackoverflow) | 1974-11-27 |
| JPS519578B1 (enrdf_load_stackoverflow) | 1976-03-27 |
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