US3660142A - Method of making a photographic base material - Google Patents
Method of making a photographic base material Download PDFInfo
- Publication number
- US3660142A US3660142A US44872A US3660142DA US3660142A US 3660142 A US3660142 A US 3660142A US 44872 A US44872 A US 44872A US 3660142D A US3660142D A US 3660142DA US 3660142 A US3660142 A US 3660142A
- Authority
- US
- United States
- Prior art keywords
- base material
- polyethylene
- making
- photographic base
- compound
- 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
- 239000000463 material Substances 0.000 title claims description 39
- 238000004519 manufacturing process Methods 0.000 title claims description 19
- -1 polyethylene Polymers 0.000 claims description 36
- 239000004698 Polyethylene Substances 0.000 claims description 35
- 229920000573 polyethylene Polymers 0.000 claims description 35
- 150000001875 compounds Chemical class 0.000 claims description 21
- 239000000839 emulsion Substances 0.000 description 12
- 239000000123 paper Substances 0.000 description 11
- 208000028659 discharge Diseases 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 238000003851 corona treatment Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 3
- 108010010803 Gelatin Proteins 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 2
- 229910001626 barium chloride Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 229910052718 tin Inorganic materials 0.000 description 2
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000006309 butyl amino group Chemical group 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 230000008313 sensitization 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
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- G03C1/91—Photosensitive materials characterised by the base or auxiliary layers characterised by subbing layers or subbing means
-
- 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
- G03C1/795—Photosensitive materials characterised by the base or auxiliary layers the base being of macromolecular substances
Definitions
- the principal object of this invention is to improve the wettability of a photographic base material, such as polyethylene film or polyethylene laminated paper, by undercoating solutions and light-sensitive emulsions.
- British Pat. No. 971,058 discloses that the contact angle of water to the polyethylene surface is reduced by electron radiation.
- the reductionof the contact angle which can be obtained by this vmethod is limited and it is very difficult to reduce the contact angle to less than 50.
- cmooo x (I) in which R is a hydrocarbon group, preferably an alkyl group of eight to 22 carbon atoms, R is hydrogen or a lower alkyl group, M is an organic amino group or a metal, p and q are integers, preferably from one to five, x is preferably from one to three, y is preferably one, or, when M is a metal, x and y are numbers determined by its valence, followed by the preparation of a base material having a surface comprising this mixture, such as a film or laminated paper, and subjecting such surface to a corona discharge treatment.
- alkyl amino groups such as diethylamino and butylamino
- alkanolamino groups such as diethanolamino and propanolamino and the like.
- metals represented by R in the above formula there may be mentioned such metals as calcium, magnesium, aluminum, tin, zinc, iron, copper, lead, barium and the like.
- the above mentioned material (I) has the effect of improving the wettability of polyethylene, the addition of larger amounts of such compounds to polyethylene tends to result in a deterioration of the adhesiveness of the polyethylene to light-sensitive emulsion or undercoating layers. Therefore, the amount thereof to be added is limited.
- Material in accordance with the foregoing structural formula (I) can be synthesized by reacting a higher alkylamine with ethylene oxide of propylene oxide, reacting the product with monochloroacetic acid or its sodium salt and subjecting the resulting reaction product to neutralization with an organic amine, or to double decomposition, to thus obtain the corresponding salt.
- the following reaction schema illustrates this process.
- any of these compounds may be blended in polyethylene in accordance with this invention.
- a very small amount of these compounds is sufficient to achieve the object of the invention.
- Preferred amounts to be incorporated are 0.3 to 0.5% by weight based on the weight of the polyethylene.
- a polyethylene laminated paper it has been found that the addition of more than l% by weight results in gradual deterioration in the adhesiveness between the polyethylene and the paper, although wetting by an emulsion or undercoating agent coated thereon is improved.
- the advantages of this invention can be realized, however, even at proportions exceeding 1%, to some extent. Moreover, the lower limit may be extended, for example, to about 0.1%.
- Addition of the compound may, as occasion demands, be carried out after it is dispersed or dissolved in a high boiling organic solvent.
- the compound, after being added to the polyethylene, is kneaded therewith in an extruder such as those used in film making or film applying.
- the photographic base material of the present invention is a base material, the surface of which, at least, comprises polyethylene containing the foregoing compound.
- polyethylene containing the foregoing compound examples may be mentioned polyethylene film and polyethylene-coated paper, cloth, wood and metal.
- this base material is subjected to a corona discharge, whereby the wettability of the polyethylene surface by light-sensitive emulsions and aqueous undercoating solutions is improved.
- EXAMPLE 1 0.3 Part by weight of material A, represented by the formula was mixed with 100 parts of polyethylene resin pellets manufactured by Nippon Unicar Co., Ltd. (NUC-8008, having a density [ASTM-D-l505-60T] of 0.918 and amelt index [ASTM D-l23857T] of 5.0) and extruded and applied at LII 30C. to a raw base paper of 180 g/m so as to provide a film thickness of about 30 microns, by the use of a T-die extruder.
- a laminated paper was prepared using the polyethylene free from material A. The contact angle with water was measured for both the samples, before and after being subjected to corona discharge treatment.
- the corona discharge treatment was carried out at a discharge power of 35 W, 70 W and 180 W by means of a discharge apparatus made by Lepel Highfrequency Laboratories, Inc. while moving polyethylene laminated paper of 30 cm in width at a rate of 10 m/min through an air gap of 0.8 mm.
- EXAMPLE 2 (CHzCHzOhlI CHILD-N (G1I2ClIzO)21I O [I GU20 O O 3 were mixed, respectively, with parts of high density polyethylene resin pellets manufactured by Showa Denko Co., Ltd. (Sholex 6050, having a density [ASTM-Dl505-6OT] 0.960 and a melt index [ASTM-D-l238-57T] of 5.0) and then formed into films of about 0.1 mm in thickness by the use of a T-die type extruder of 65 mm. Similarly, a material B- free film was prepared for comparison.
- the contact angle was measured for the resulting samples, before and after being subjected to discharge treatment at W by the same apparatus as that of Example 1, to obtain the results tabulated below.
- Sample No discharge Discharge treatment treatment No materialB l5g/1O mm 53 g/lO mm 0.15 part of material B (to 100 parts of polyethylene) 14 66 0.3 part of material B (to 100 parts of polyethylene) 5 l no adhesion
- the photographic light-sensitive emulsion employed above was prepared from a mixture of 70 g of gelatin,-62 g of a silver halide (65 mol.% AgCl, 35 mol %'AgBr) having an average particle size of 0.1 micron and sufficient water to make 1000 cc.
- the method of preparing the emulsion was conventional and included sensitization with sulphur and a gold salt and the incorporation of saponin as a wetting agent and formaldehyde as a hardening agent, as is well known in the art.
- the pH of the prepared emulsion was 6.0.
- a method of making a photographic base material comprising subjecting to corona discharge treatment a base material, the surface of which comprises polyethylene containing a compound represented by the general formula,
- R is a hydrocarbon group of eight to 22 carbon atoms
- R is hydrogen or a lower alkyl group
- M is an organic amino group or a metal
- p and q are integers
- x and y are numbers and, where M is a metal, numbers determined by its valence.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Paper (AREA)
- Medicinal Preparation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP44045271A JPS4937531B1 (enrdf_load_stackoverflow) | 1969-06-09 | 1969-06-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3660142A true US3660142A (en) | 1972-05-02 |
Family
ID=12714634
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US44872A Expired - Lifetime US3660142A (en) | 1969-06-09 | 1970-06-09 | Method of making a photographic base material |
Country Status (5)
Country | Link |
---|---|
US (1) | US3660142A (enrdf_load_stackoverflow) |
JP (1) | JPS4937531B1 (enrdf_load_stackoverflow) |
DE (1) | DE2028380A1 (enrdf_load_stackoverflow) |
FR (1) | FR2048361A5 (enrdf_load_stackoverflow) |
GB (1) | GB1286907A (enrdf_load_stackoverflow) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4076743A (en) * | 1976-01-10 | 1978-02-28 | Henkel Kgaa | Novel betaines, processes for the preparation thereof and recovery of underground petroleum therewith |
US4760176A (en) * | 1985-12-20 | 1988-07-26 | Borg-Warner Chemicals, Inc. | Aminocarboxylic acid-terminated polyoxy-alkylenes and process for the preparation thereof |
US5192656A (en) * | 1987-04-15 | 1993-03-09 | Fuji Photo Film Co., Ltd. | Silver halide color photographic light-sensitive material |
US20030148684A1 (en) * | 2002-01-30 | 2003-08-07 | The Procter & Gamble Company | Method for hydrophilizing materials using charged particles |
US6863933B2 (en) * | 2001-01-30 | 2005-03-08 | The Procter And Gamble Company | Method of hydrophilizing materials |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3061882A (en) * | 1956-06-20 | 1962-11-06 | Du Pont | Process for producing a heat-sealable printable polyethylene structure |
US3448128A (en) * | 1966-11-28 | 1969-06-03 | Lion Fat Oil Co Ltd | Preparation of metal salts of amphoteric surface active agent |
US3555079A (en) * | 1969-08-18 | 1971-01-12 | Lion Fat Oil Co Ltd | Preparation of amphoteric surface active agents |
-
1969
- 1969-06-09 JP JP44045271A patent/JPS4937531B1/ja active Pending
-
1970
- 1970-03-12 FR FR7008820A patent/FR2048361A5/fr not_active Expired
- 1970-04-27 GB GB02266/70A patent/GB1286907A/en not_active Expired
- 1970-06-09 DE DE19702028380 patent/DE2028380A1/de active Pending
- 1970-06-09 US US44872A patent/US3660142A/en not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3061882A (en) * | 1956-06-20 | 1962-11-06 | Du Pont | Process for producing a heat-sealable printable polyethylene structure |
US3448128A (en) * | 1966-11-28 | 1969-06-03 | Lion Fat Oil Co Ltd | Preparation of metal salts of amphoteric surface active agent |
US3555079A (en) * | 1969-08-18 | 1971-01-12 | Lion Fat Oil Co Ltd | Preparation of amphoteric surface active agents |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4076743A (en) * | 1976-01-10 | 1978-02-28 | Henkel Kgaa | Novel betaines, processes for the preparation thereof and recovery of underground petroleum therewith |
US4760176A (en) * | 1985-12-20 | 1988-07-26 | Borg-Warner Chemicals, Inc. | Aminocarboxylic acid-terminated polyoxy-alkylenes and process for the preparation thereof |
US5192656A (en) * | 1987-04-15 | 1993-03-09 | Fuji Photo Film Co., Ltd. | Silver halide color photographic light-sensitive material |
US6863933B2 (en) * | 2001-01-30 | 2005-03-08 | The Procter And Gamble Company | Method of hydrophilizing materials |
US20030148684A1 (en) * | 2002-01-30 | 2003-08-07 | The Procter & Gamble Company | Method for hydrophilizing materials using charged particles |
Also Published As
Publication number | Publication date |
---|---|
DE2028380A1 (de) | 1970-12-17 |
JPS4937531B1 (enrdf_load_stackoverflow) | 1974-10-09 |
GB1286907A (en) | 1972-08-31 |
FR2048361A5 (enrdf_load_stackoverflow) | 1971-03-19 |
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