US3102812A - Stabilizers for one-component diazotype materials - Google Patents
Stabilizers for one-component diazotype materials Download PDFInfo
- Publication number
- US3102812A US3102812A US69552A US6955260A US3102812A US 3102812 A US3102812 A US 3102812A US 69552 A US69552 A US 69552A US 6955260 A US6955260 A US 6955260A US 3102812 A US3102812 A US 3102812A
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- US
- United States
- Prior art keywords
- component
- stabilizers
- light
- diazotype materials
- acid
- 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.)
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- 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
- G03C1/61—Compositions containing diazo compounds as photosensitive substances with non-macromolecular additives
Definitions
- the present invention relates to one-component diazotype materials and, in particular, to such materials containing a compound having the ability to stabilize and thus increase the shelf life of the diazotype material, and to insure the formation of clean backgrounds.
- Light-sensitive diazotype materials are constituted by a base to which is im-bided a light-sensitive diazonium compound. Such materials are processed to dye images by exposure under a pattern and development with an alkali in the presence of an azo dye coupling component. In the areas which are exposed to light, the diazo compound is destroyed. In the unexposed areas, the diazo couples with the coupling component to produce the dye image.
- Diazotype materials are of two classes, to wit, oneand two-component types. The one-component type contains only the light-sensitive diazo compound and the two-component type contains both the diazo compound and a coupler. In the latter type, precoupling is prevented by the use of acids. In the one-component type, the sensitized material is brought into contact with the coupler in an alkaline solution.
- shelf life may be a severe problem, despite the absence of couplers, due to deterioration of the light-sensitive diazonium compound which gives rise to colored decomposition products.
- stabilizers To offset such tendency to deterioration, it has been proposed to use stabilizers; and, to this end, l,3,6-naphthalenetrisulfonic acid and its water-soluble salts are generally employed. While these materials are eifective stabilizers, they cause a yellowish background when used with certain diazos and increase background deterioration of printed materials.
- One-component diazotype materials containing such monoand disulfonic acid compounds as stabilizers constitute the purpose and object of the present invention.
- the stabilizers contemplated herein are naphthalene monoor disulfonic acids or their alkali metal salts, particularly the sodium salts.
- the molecule of these compounds, excepting for the sulfonic acid group(s), should be unsubstituted. Examples of compounds which I have found to be particularly effective are:
- the stabilizer may be applied to the base in the sensitizing solution or as a precoat component.
- the base may be precoated with a solution of sodium caseinate and the stabilizer-aluminum silicate, a binder such as sodium caseinate, polyvinyl acetate or the like, and the stabilizer.
- the quantity of the stabilizer used will vary from about one to three parts of stabilizer to one part of diazonium compound.
- the diazos which are employed are those usual in onecomponent diazotype materials and may be, for example, diazos from p-phenylene diamines in which one nitrogen atom is substituted by an alkyl, aryl or aralkyl group.
- I have used the diazo from p-(N-ethyl-N-benzyl) -aminoaniline; p-(N-diethyl -arnino-n-chloroaniline p- N-di-n-hexyl -aminoaniline; p- N-di-isoamyl -amino aniline; and the like.
- the diazos are employed in the form of double salts with zinc chloride, stannic chloride, or the like.
- the coupling components are of the type used in the one-component system and may be phloroglucinol, resorcinol, acetoacetanilide, or the like. Neither the diazos nor the couplers are critical to the invention.
- Example I A sensitizing solution is prepared as follows:
- Citric acid g 0.5 Aluminum sulfate g 0.5 2,6-naphthalenedisulfonic acid g 2.0 4-N-ethyl-N-benzylaminobenzenediazonium chlorozincate g 1.5
- Borax 40 Sodium carbonate 30 Thiourea 20 Phloroglucinol 8 Resorcinol 8 Sodium salt of isopropylnaphthalenesulfonic acid 2 Water to make 1000 cc.
- Prints made from this sensitizing solution show a cleaner background and discolor less upon aging than a similar solution using l,3,6-naphthalenetrisulfonic acid.
- the shelf life of the 2,6-naphthalenedisulfonic acid material is as good as that using 1,3,6-naphthalenetrisulfonic acid.
- Borax 40 Sodium carbonate 30 Thiourea 20 Phloroglucinol 8 Resorcinol 8 Sodium salt of isopropylnaphthalenesulfonic acid 2 Water to make 1000 cc.
- One-component, light-sensitive diazotype materials comprising a base having imbibed thereto a light-sensitive diazonium compound and as a stabilizer, a compound se- 4 lected from the class consisting of the monoand disulfonic acids of naphthalene and their alkali metal salts.
- One-component, light-sensitive diazotype materials comprising a base precoated with a binder, a stabilizer selected from the class consisting of the monoand disulfonic acids of naphthalene and their alkali metal salts, said precoat having imbibed thereto a light-sensitive diazonium compound.
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- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Description
United States Patent M 3,102,812 STABILIZERS FOR ONE-COMPONENT DIAZOTYPE MATERIALS Walter J. Welch, Port Dickinson, N.Y., assignor to General Aniline & Film Corporation, New York, N.Y., a
corporation of Delaware No Drawing. Filed Nov. 16, 1960, Ser. No. 69,552
4 Claims. (CI. 96-75) The present invention relates to one-component diazotype materials and, in particular, to such materials containing a compound having the ability to stabilize and thus increase the shelf life of the diazotype material, and to insure the formation of clean backgrounds.
Light-sensitive diazotype materials are constituted by a base to which is im-bided a light-sensitive diazonium compound. Such materials are processed to dye images by exposure under a pattern and development with an alkali in the presence of an azo dye coupling component. In the areas which are exposed to light, the diazo compound is destroyed. In the unexposed areas, the diazo couples with the coupling component to produce the dye image. Diazotype materials are of two classes, to wit, oneand two-component types. The one-component type contains only the light-sensitive diazo compound and the two-component type contains both the diazo compound and a coupler. In the latter type, precoupling is prevented by the use of acids. In the one-component type, the sensitized material is brought into contact with the coupler in an alkaline solution.
In one-component type materials, shelf life may be a severe problem, despite the absence of couplers, due to deterioration of the light-sensitive diazonium compound which gives rise to colored decomposition products. To offset such tendency to deterioration, it has been proposed to use stabilizers; and, to this end, l,3,6-naphthalenetrisulfonic acid and its water-soluble salts are generally employed. While these materials are eifective stabilizers, they cause a yellowish background when used with certain diazos and increase background deterioration of printed materials.
It has now been discovered that these objections to the l,3,6-naphthalenetrisulfonic acid stabilizers can be overcome by replacing the same with naphthalene rnonoor disulfonic acids or their alkali metal salts, such as the sodium salt, potassium salt, lithium salt or the like. Not only do these monoand disulfonic acid compounds function as stabilizers, but they yield clean backgrounds and show vastly reduced print yellowing.
One-component diazotype materials containing such monoand disulfonic acid compounds as stabilizers constitute the purpose and object of the present invention.
The stabilizers contemplated herein are naphthalene monoor disulfonic acids or their alkali metal salts, particularly the sodium salts. The molecule of these compounds, excepting for the sulfonic acid group(s), should be unsubstituted. Examples of compounds which I have found to be particularly effective are:
2,7-naphthalenedisulfonic acid and its disodium salt 2,6-naphthalenedisulfonic acid and its disodium salt 1,5-naphthalenedisulfonic acid and its disodium salt Sodiu-m-l-naphthalenesulfonate and the free acid Sodium-Z-naphthalenesul-fonate and the free acid These compounds are known and, in fact, may be purchased on the open market.
The stabilizer may be applied to the base in the sensitizing solution or as a precoat component. In the latter 3,102,812 Patented Sept. 3, 1963 case, the base may be precoated with a solution of sodium caseinate and the stabilizer-aluminum silicate, a binder such as sodium caseinate, polyvinyl acetate or the like, and the stabilizer. Generally, the quantity of the stabilizer used will vary from about one to three parts of stabilizer to one part of diazonium compound.
The diazos which are employed are those usual in onecomponent diazotype materials and may be, for example, diazos from p-phenylene diamines in which one nitrogen atom is substituted by an alkyl, aryl or aralkyl group. Typically, I have used the diazo from p-(N-ethyl-N-benzyl) -aminoaniline; p-(N-diethyl -arnino-n-chloroaniline p- N-di-n-hexyl -aminoaniline; p- N-di-isoamyl -amino aniline; and the like. The diazos are employed in the form of double salts with zinc chloride, stannic chloride, or the like.
Similarly, the coupling components are of the type used in the one-component system and may be phloroglucinol, resorcinol, acetoacetanilide, or the like. Neither the diazos nor the couplers are critical to the invention.
The invention will be further illustrated by the following examples, although it is to be understood that the invention is not restricted thereto.
Example I A sensitizing solution is prepared as follows:
Water cc Citric acid g 0.5 Aluminum sulfate g 0.5 2,6-naphthalenedisulfonic acid g 2.0 4-N-ethyl-N-benzylaminobenzenediazonium chlorozincate g 1.5
This solution is applied to a starch sized direct process paper, dried and printed under a mercury vapor lamp. Development is obtained by applying the following alkaline solution:
G. Borax 40 Sodium carbonate 30 Thiourea 20 Phloroglucinol 8 Resorcinol 8 Sodium salt of isopropylnaphthalenesulfonic acid 2 Water to make 1000 cc.
Prints made from this sensitizing solution show a cleaner background and discolor less upon aging than a similar solution using l,3,6-naphthalenetrisulfonic acid. The shelf life of the 2,6-naphthalenedisulfonic acid material is as good as that using 1,3,6-naphthalenetrisulfonic acid.
When dried and printed under a mercury vapor lamp,
development is obtained with the following alkaline solution:
Borax 40 Sodium carbonate 30 Thiourea 20 Phloroglucinol 8 Resorcinol 8 Sodium salt of isopropylnaphthalenesulfonic acid 2 Water to make 1000 cc.
I specified, any of the rnonoor disulfonic acid compounds previously mentioned. I, therefore, do not intend to be limited in the patent granted except as necessitated by the appended claims.
I claim:
1. One-component, light-sensitive diazotype materials comprising a base having imbibed thereto a light-sensitive diazonium compound and as a stabilizer, a compound se- 4 lected from the class consisting of the monoand disulfonic acids of naphthalene and their alkali metal salts.
2. One-component, light-sensitive diazotype materials as defined in claim 1 wherein the stabilizer is used in an amount of from one to three parts to each part by weight of the diazoniu-m compound.
3. One-component, light-sensitive diazotype materials as defined in claim 1 wherein the stabilizer is the disodium salt of 2,6-naphthalenedisulfonic acid.
4. One-component, light-sensitive diazotype materials comprising a base precoated with a binder, a stabilizer selected from the class consisting of the monoand disulfonic acids of naphthalene and their alkali metal salts, said precoat having imbibed thereto a light-sensitive diazonium compound.
References Cited in the file of this patent UNITED STATES PATENTS 2,184,289 D angelmajer Dec. 26, 1939 2,529,029 Lantz et a1 'Nov. 7, 1950 2,655,448 Slifkin Oct. 13, 1953 2,780,547 Ferzola et al. Feb. 5, 1957 2,805,159 Unkauf Sept. 3, 1957 2,807,544 Frederick Sept. 24, 1957 2,807,545 Frederick Sept. 24, 1957
Claims (1)
1. ONE-COMPONENT, LIGHT-SENSITIVE DIAZOTYPE MATERIALS COMPRISING A BASE HAVING IMBIDED THERETO A LIGHT-SENSITIVE DIAZONIUM COMPOUND AND AS A STABILIZER, A COMPOUND SELECTED FROM THE CLASS CONSISTING OF THE MONO- AND DISULFONIC ACIDS OF NAPHTHALENE AND THEIR ALKALI METAL SALTS.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US69552A US3102812A (en) | 1960-11-16 | 1960-11-16 | Stabilizers for one-component diazotype materials |
GB34076/61A GB935922A (en) | 1960-11-16 | 1961-09-22 | Stabilizers for one-component diazotype materials |
BE609739A BE609739A (en) | 1960-11-16 | 1961-10-30 | Stabilizers for one-component disazo-type products |
FR878353A FR1305116A (en) | 1960-11-16 | 1961-11-08 | One-component diazo-type stabilizers |
DEG33573A DE1221899B (en) | 1960-11-16 | 1961-11-14 | One-component light-sensitive diazotype material |
CH1324861A CH412565A (en) | 1960-11-16 | 1961-11-15 | One-component light-sensitive diazotype material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US69552A US3102812A (en) | 1960-11-16 | 1960-11-16 | Stabilizers for one-component diazotype materials |
Publications (1)
Publication Number | Publication Date |
---|---|
US3102812A true US3102812A (en) | 1963-09-03 |
Family
ID=22089747
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US69552A Expired - Lifetime US3102812A (en) | 1960-11-16 | 1960-11-16 | Stabilizers for one-component diazotype materials |
Country Status (5)
Country | Link |
---|---|
US (1) | US3102812A (en) |
BE (1) | BE609739A (en) |
CH (1) | CH412565A (en) |
DE (1) | DE1221899B (en) |
GB (1) | GB935922A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3220859A (en) * | 1960-11-21 | 1965-11-30 | Itek Corp | Data processing materials |
US3298834A (en) * | 1963-05-31 | 1967-01-17 | Gen Aniline & Film Corp | Diazotype photoprinting material susceptible to thermal development |
US3353984A (en) * | 1963-04-18 | 1967-11-21 | Landau Raphael | Method for the preparation of lightsensitive diazotype materials and improved materials prepared by such method |
US3389996A (en) * | 1964-10-15 | 1968-06-25 | Gen Aniline & Film Corp | Two-component heat developable diazotypes |
US3650750A (en) * | 1968-12-28 | 1972-03-21 | Ricoh Kk | Heat-developable diazo-type light-sensitive material |
US4478926A (en) * | 1981-12-28 | 1984-10-23 | Andrews Paper & Chemical Co., Inc. | Zinc sulfonates and their use in diazotypy |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2184289A (en) * | 1937-06-16 | 1939-12-26 | Du Pont | Photographic and printing media |
US2529029A (en) * | 1946-04-24 | 1950-11-07 | Francolor Sa | Diazotypes containing diazosulfonates |
US2655448A (en) * | 1949-03-08 | 1953-10-13 | Gen Aniline & Film Corp | Diazotype photoprinting process |
US2780547A (en) * | 1954-06-30 | 1957-02-05 | Bruning Charles Co Inc | Diazotype photoprinting materials and processes for preparing same |
US2805159A (en) * | 1953-03-02 | 1957-09-03 | Methods for the production of diazotype | |
US2807545A (en) * | 1952-07-18 | 1957-09-24 | Dick Co Ab | Process of applying a diazotype photoprinting material to a base and the resultant article |
US2807544A (en) * | 1953-12-22 | 1957-09-24 | Gen Aniline & Film Corp | Light sensitive diazotype compositions containing alumina pigments |
-
1960
- 1960-11-16 US US69552A patent/US3102812A/en not_active Expired - Lifetime
-
1961
- 1961-09-22 GB GB34076/61A patent/GB935922A/en not_active Expired
- 1961-10-30 BE BE609739A patent/BE609739A/en unknown
- 1961-11-14 DE DEG33573A patent/DE1221899B/en active Pending
- 1961-11-15 CH CH1324861A patent/CH412565A/en unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2184289A (en) * | 1937-06-16 | 1939-12-26 | Du Pont | Photographic and printing media |
US2529029A (en) * | 1946-04-24 | 1950-11-07 | Francolor Sa | Diazotypes containing diazosulfonates |
US2655448A (en) * | 1949-03-08 | 1953-10-13 | Gen Aniline & Film Corp | Diazotype photoprinting process |
US2807545A (en) * | 1952-07-18 | 1957-09-24 | Dick Co Ab | Process of applying a diazotype photoprinting material to a base and the resultant article |
US2805159A (en) * | 1953-03-02 | 1957-09-03 | Methods for the production of diazotype | |
US2807544A (en) * | 1953-12-22 | 1957-09-24 | Gen Aniline & Film Corp | Light sensitive diazotype compositions containing alumina pigments |
US2780547A (en) * | 1954-06-30 | 1957-02-05 | Bruning Charles Co Inc | Diazotype photoprinting materials and processes for preparing same |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3220859A (en) * | 1960-11-21 | 1965-11-30 | Itek Corp | Data processing materials |
US3353984A (en) * | 1963-04-18 | 1967-11-21 | Landau Raphael | Method for the preparation of lightsensitive diazotype materials and improved materials prepared by such method |
US3298834A (en) * | 1963-05-31 | 1967-01-17 | Gen Aniline & Film Corp | Diazotype photoprinting material susceptible to thermal development |
US3389996A (en) * | 1964-10-15 | 1968-06-25 | Gen Aniline & Film Corp | Two-component heat developable diazotypes |
US3650750A (en) * | 1968-12-28 | 1972-03-21 | Ricoh Kk | Heat-developable diazo-type light-sensitive material |
US4478926A (en) * | 1981-12-28 | 1984-10-23 | Andrews Paper & Chemical Co., Inc. | Zinc sulfonates and their use in diazotypy |
Also Published As
Publication number | Publication date |
---|---|
CH412565A (en) | 1966-04-30 |
GB935922A (en) | 1963-09-04 |
DE1221899B (en) | 1966-07-28 |
BE609739A (en) | 1962-02-15 |
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