US1816989A - Light-sensitive layer - Google Patents
Light-sensitive layer Download PDFInfo
- Publication number
- US1816989A US1816989A US438648A US43864830A US1816989A US 1816989 A US1816989 A US 1816989A US 438648 A US438648 A US 438648A US 43864830 A US43864830 A US 43864830A US 1816989 A US1816989 A US 1816989A
- Authority
- US
- United States
- Prior art keywords
- light
- parts
- aryl
- diazo
- residue
- 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
- 125000003118 aryl group Chemical group 0.000 description 19
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 12
- 239000002585 base Substances 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 11
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- 150000008049 diazo compounds Chemical class 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical group [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 7
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 235000002906 tartaric acid Nutrition 0.000 description 5
- 239000011975 tartaric acid Substances 0.000 description 5
- 229910021538 borax Inorganic materials 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000004328 sodium tetraborate Substances 0.000 description 4
- 235000010339 sodium tetraborate Nutrition 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid 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
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 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
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- KDWDNLNSGQPYRP-UHFFFAOYSA-N 1,3-diamino-1-phenyl-3-(2,3,4,5-tetramethoxyphenyl)urea Chemical compound NN(C(N(C1=CC=CC=C1)N)=O)C1=C(C(=C(C(=C1)OC)OC)OC)OC KDWDNLNSGQPYRP-UHFFFAOYSA-N 0.000 description 1
- KTCBLMXNWYGCRT-UHFFFAOYSA-N 1-[2-(1h-indol-3-yl)ethyl]-3-methylthiourea Chemical group C1=CC=C2C(CCNC(=S)NC)=CNC2=C1 KTCBLMXNWYGCRT-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 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
- 241000218652 Larix Species 0.000 description 1
- 235000005590 Larix decidua Nutrition 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- HDFRDWFLWVCOGP-UHFFFAOYSA-N carbonothioic O,S-acid Chemical group OC(S)=O HDFRDWFLWVCOGP-UHFFFAOYSA-N 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- CNXZLZNEIYFZGU-UHFFFAOYSA-N n-(4-amino-2,5-diethoxyphenyl)benzamide Chemical compound C1=C(N)C(OCC)=CC(NC(=O)C=2C=CC=CC=2)=C1OCC CNXZLZNEIYFZGU-UHFFFAOYSA-N 0.000 description 1
- 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- 229960001755 resorcinol Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 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
- G03C1/54—Diazonium salts or diazo anhydrides
Definitions
- the present invention relates to lightsensitive layers on a suitable base containing diazo compounds of aromatic aminoacylamines, more particularly the diazo 5 compound from l-amino-2.5-diethoxy-4-benzoylaminobenzene.
- diazo com ounds are suitable for the preparation of photographic pictures.
- light-sensitive layers are used which contain the diazo component as well as the azo component.
- the latter process has the advantage that the copies can be developed in a dry manner (by means-of ammonia gas), so that pictures of a right measure are formed.
- the first process is quite different, or when treating with the solution of the azo component the lines very easily rum-which, however, can be more or less avoided by addition of salts.
- diazo compounds are particu- 30 larly well suitable which contain in the aromatic nucleus besides the diazo group also an acylamino-gr'oup; it is of no consequence whether the diazo compound is applied together with the azo component and then developedv with an alkaline bath, or whether the diazo compound is applied alone and developed after the exposure to light with an alkaline solution which simultaneously contains an azo component.
- 40 compounds have not only a very good sta- I bility and sensitiveness to light, but they yield dyestufiictures which are especially fast to light.
- acyl residue may for instance be an acetyl grou a benzoyl group I or a naphthoyl group. we amino groups thiourea are suitable.
- borax instead of grams of borax there can be used other .alkalies, for instance a mixture of 25 grams of borax, 15 grams of disodium l0 moist manner.
- X stands for a diazonium residue
- Ar for an aryl residue substituted or not
- Y for hydro en, alkyl, aryl or aralkyl
- X stands for a diazonium residue, Ar for an aryl residue substituted or not and R for alkyl or aryl.
- X stands for a diazonium residue
- Ar for an aryl residue substituted by ethoxy groups
- R for alkyl or aryl.
- MAXIMILIAN PAUL SCHMIDT WILHELM N EUGEBAUER. ROBERT FRANKE.
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEK0114139 | 1929-03-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
US1816989A true US1816989A (en) | 1931-08-04 |
Family
ID=7242946
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US438648A Expired - Lifetime US1816989A (en) | 1929-03-30 | 1930-03-24 | Light-sensitive layer |
Country Status (5)
Country | Link |
---|---|
US (1) | US1816989A (da) |
BE (1) | BE369000A (da) |
ES (1) | ES117245A1 (da) |
FR (1) | FR693032A (da) |
GB (1) | GB347430A (da) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2456514A (en) * | 1945-09-07 | 1948-12-14 | Bruning Charles Co Inc | Diazotype light-sensitive materials |
US2487034A (en) * | 1946-03-20 | 1949-11-01 | Gen Aniline & Film Corp | 2.8-dihydroxynaphthalene-6-sulfonic acid as the azo component for diazotype prints |
US2537919A (en) * | 1948-05-05 | 1951-01-09 | Gen Aniline & Film Corp | Diazotype layer containing three coupling components for neutral black shades |
US2657141A (en) * | 1947-07-14 | 1953-10-27 | Grinten Chem L V D | Diazotype developer composition containing a potassium borate and process of using same |
-
0
- BE BE369000D patent/BE369000A/xx unknown
-
1930
- 1930-03-12 ES ES0117245A patent/ES117245A1/es not_active Expired
- 1930-03-24 US US438648A patent/US1816989A/en not_active Expired - Lifetime
- 1930-03-28 GB GB10012/30A patent/GB347430A/en not_active Expired
- 1930-03-29 FR FR693032D patent/FR693032A/fr not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2456514A (en) * | 1945-09-07 | 1948-12-14 | Bruning Charles Co Inc | Diazotype light-sensitive materials |
US2487034A (en) * | 1946-03-20 | 1949-11-01 | Gen Aniline & Film Corp | 2.8-dihydroxynaphthalene-6-sulfonic acid as the azo component for diazotype prints |
US2657141A (en) * | 1947-07-14 | 1953-10-27 | Grinten Chem L V D | Diazotype developer composition containing a potassium borate and process of using same |
US2537919A (en) * | 1948-05-05 | 1951-01-09 | Gen Aniline & Film Corp | Diazotype layer containing three coupling components for neutral black shades |
Also Published As
Publication number | Publication date |
---|---|
GB347430A (da) | 1931-04-30 |
ES117245A1 (es) | 1930-04-16 |
BE369000A (da) | |
FR693032A (fr) | 1930-11-14 |
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