US1857920A - Light sensitive papers and other bases and light sensitive layers therefore - Google Patents
Light sensitive papers and other bases and light sensitive layers therefore Download PDFInfo
- Publication number
- US1857920A US1857920A US425343A US42534330A US1857920A US 1857920 A US1857920 A US 1857920A US 425343 A US425343 A US 425343A US 42534330 A US42534330 A US 42534330A US 1857920 A US1857920 A US 1857920A
- Authority
- US
- United States
- Prior art keywords
- light sensitive
- acid
- diazo
- parts
- 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
- 239000002585 base Substances 0.000 description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- 150000008049 diazo compounds Chemical class 0.000 description 15
- 238000005859 coupling reaction Methods 0.000 description 14
- 239000002253 acid Substances 0.000 description 12
- 230000008878 coupling Effects 0.000 description 12
- 238000010168 coupling process Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 229910021653 sulphate ion Inorganic materials 0.000 description 6
- VNWVMZDJPMCAKD-UHFFFAOYSA-N 3-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(N)=CC2=C1O VNWVMZDJPMCAKD-UHFFFAOYSA-N 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 5
- ICNFHJVPAJKPHW-UHFFFAOYSA-N 4,4'-Thiodianiline Chemical compound C1=CC(N)=CC=C1SC1=CC=C(N)C=C1 ICNFHJVPAJKPHW-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 238000000034 method Methods 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 150000008053 sultones Chemical class 0.000 description 4
- HYLOSPCJTPLXSF-UHFFFAOYSA-N 5-amino-2-anilinobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1NC1=CC=CC=C1 HYLOSPCJTPLXSF-UHFFFAOYSA-N 0.000 description 3
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 239000012670 alkaline solution Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- -1 naphthalene sultones Chemical class 0.000 description 3
- 230000002028 premature Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 2
- 229960001553 phloroglucinol Drugs 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- BCTILSWHJRTUIE-UHFFFAOYSA-N azanium;4-[4-[bis[4-(dimethylamino)phenyl]-hydroxymethyl]-3-methyl-5-oxo-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [NH4+].C1=CC(N(C)C)=CC=C1C(O)(C=1C=CC(=CC=1)N(C)C)C1C(=O)N(C=2C=CC(=CC=2)S([O-])(=O)=O)N=C1C BCTILSWHJRTUIE-UHFFFAOYSA-N 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000001808 coupling effect Effects 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- G03C1/52—Compositions containing diazo compounds as photosensitive substances
- G03C1/58—Coupling substances therefor
Definitions
- This invention relates to the art-of making light sensitive layers and the production of I tive, the portions of the diazo-compound which are not protected by the dark portions of the picture will be destroyed and there remains a positive picture formed by the portions of the diazo-compound vthat have not been attacked.
- the picture may be visible or not, depending on whether the diazo-compound be. coloured or not-coloured.
- Theslightly coloured picture which is unstable when exposed to light may be transformed into a coloured and stable picture by treat ment with'a suitable compound, such as a phenol or an amine, under such conditions that the coupling reaction of the diazo-compound with the other component can take place.
- This coupling reaction of the diazo compound may be produced, for example by treating the latent picture with an alkaline solution ofa phenol.
- layers sensitive to light, or papers or other suitable bases provided'with such layer, and which can be developed by the simple action of an alkaline developer are produced by mixing with the diazo-compound in the sensitive layer,'no t a coupling component (phenol or aminefor example) itself, but a substance which will with the diazo-compound, few, if any, precau-.
- a coupling component phenol or aminefor example
- sultones may be obtained by heatingthe diazo-compoundof a 1-8-naphthylaminc-sulphonic acid whether substituted or not. Under certain conditions therefore, it ma be advantageous to a ply a diazo compoun ,of this character to t e paper or other base and to convert it into a sultone by suitably heating said paper or other base before exposure. If the sensitive diazo-' compound used be stable at the temperature at which the diazo-compound of the 1-8- naphthylamine-sulphonic acid is converted into sultone, the heating may be carried out after both the 'diazo-com ounds have bee applied to the paper or oter base.
- a solution 'containin 6.2 parts of naphthalene-l-8-sultone- 4-su phonate of sodium obtained ,by heating 1-naphthylamine-4-8-disulphonic acid
- the volume having been brought to 300 parts, the paper-or other suitable base is covered with the liquid and dried. After exposure to light and on developing with an a ueous solution of an alkali for example so ium carbonate, a red prooi will be obtained; development in an ammoniacal atmosphere gives amore bluish tint.
- TlhEphotographicpaper obtained with this solution is dried in an oven at.80 C. until a test proof obtained in the same manner, but without the addition of the diphenyldiazonium salt and placed in the oven at the same time with the other, shows no signs of coupling with an alkaline solution of .Betanaphthol.
- Example 5 A sensitive paper or other base obtained with a weak (100 cc.) hydrochloric acid solution of the diazo-compound of thioaniline alone (obtained from 1.6 grams of sulphate of thio'aniline) is develo ed with an alkaline solution of Schaeifer sa t (sodium salt of 2- naphthol-6-sulphonic acid) the proofobtained is red,
- E'abdmple 6 The same mode of operation as in Example 4 is followed, but the sultone is replaced by 2.3 parts of naphthol-G-sulphonate of'sodium and 9 parts of oxalic acid are added. Upon developing in sodium carbonate or with layers.
- Process for making light sensitive layers or a paper or other suitable base provided with such layer which comprises mixing with a suitable light sensitive diazocompound, a naphthalene sultone adapted to form-a coupling component for said diazocollinpound when subjected -to the action of an al ali.
- a light'sensitive layer, or apaper or other suitable base provided with such layer which comprises a mixture of a light sen- -action of an al 'sitive di'azo-compound and a naphthalene s ultone to form a'coupling component for said diam-compoundwhen subjected to the ali. 6.
- a light sensitive layer or a paper or other suitable base provided with such layer which comprises amixture of about 1.9 parts of 'naphthalene-1-8-sultone-3 sulphonic acid with about 1.6 parts of 4-aminodiphenylamine-2-sulphonic acid diazotized in the presence of hydrochloric acid.
- a light sensitive layer or a paper orother suitable base provided with such layer, which comprises about 3.2 parts of a sodium salt of naphtho-sultone-l-8-4-sulphonic acid with about 3.2 parts of aminonaphtholdisulphonic RR acid applied in a weak hydrochloric acid solution.
- Process for making light sensitive laycr's. or a paper or other. suitable base provided with such layer which'comprises mixing with a weak hydrochloric acid solution of a diazo-compound obtained from about 3.2 parts of aminonaphtholdisulphonic RR acid, a solution of about 3.2 parts of thesodium salt of naphthosultone-sulphonic 1-8-3 acid.
- a light sensitive layer or apaper or other suitable base provided with such layer, which comprises about 3.2 parts of a sodium salt of naphtho-sultone-sul honic-1- 8-3 -.acid with about 3.2 parts 0 aminonaphtholdisulphonic. RR acid applied in a weak hydrochloric acid solution.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR684881T | 1929-02-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1857920A true US1857920A (en) | 1932-05-10 |
Family
ID=9024671
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US425343A Expired - Lifetime US1857920A (en) | 1929-02-09 | 1930-02-01 | Light sensitive papers and other bases and light sensitive layers therefore |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US1857920A (enrdf_load_html_response) |
| BE (1) | BE367501A (enrdf_load_html_response) |
| FR (1) | FR684881A (enrdf_load_html_response) |
| GB (1) | GB340166A (enrdf_load_html_response) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2537098A (en) * | 1946-04-12 | 1951-01-09 | Gen Aniline & Film Corp | Sulfonamide azo coupling components used in diazo types |
| US3406071A (en) * | 1963-09-14 | 1968-10-15 | Keuffel & Esser Co | Naphthol sulfonamides as coupling components for light-sensitive diazotype materials |
| US3420665A (en) * | 1965-08-30 | 1969-01-07 | Addressograph Multigraph | Heat-sensitive diazotype materials |
| US3493378A (en) * | 1966-11-10 | 1970-02-03 | Keuffel & Esser Co | Two-component diazotype material |
| US3645741A (en) * | 1969-01-09 | 1972-02-29 | Ricoh Kk | Diazotype light-sensitive material for intermediate original |
-
0
- BE BE367501D patent/BE367501A/xx unknown
-
1929
- 1929-02-09 FR FR684881D patent/FR684881A/fr not_active Expired
-
1930
- 1930-02-01 US US425343A patent/US1857920A/en not_active Expired - Lifetime
- 1930-02-10 GB GB4521/30A patent/GB340166A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2537098A (en) * | 1946-04-12 | 1951-01-09 | Gen Aniline & Film Corp | Sulfonamide azo coupling components used in diazo types |
| US3406071A (en) * | 1963-09-14 | 1968-10-15 | Keuffel & Esser Co | Naphthol sulfonamides as coupling components for light-sensitive diazotype materials |
| US3420665A (en) * | 1965-08-30 | 1969-01-07 | Addressograph Multigraph | Heat-sensitive diazotype materials |
| US3493378A (en) * | 1966-11-10 | 1970-02-03 | Keuffel & Esser Co | Two-component diazotype material |
| US3645741A (en) * | 1969-01-09 | 1972-02-29 | Ricoh Kk | Diazotype light-sensitive material for intermediate original |
Also Published As
| Publication number | Publication date |
|---|---|
| BE367501A (enrdf_load_html_response) | |
| GB340166A (en) | 1930-12-24 |
| FR684881A (fr) | 1930-07-02 |
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