US3661591A - Diazotype materials - Google Patents

Diazotype materials Download PDF

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Publication number
US3661591A
US3661591A US22391A US3661591DA US3661591A US 3661591 A US3661591 A US 3661591A US 22391 A US22391 A US 22391A US 3661591D A US3661591D A US 3661591DA US 3661591 A US3661591 A US 3661591A
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benzene
diazo
fluoroborate
diazotype
light
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US22391A
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Peter William Maurice Reed
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Ozalid Co Ltd
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Ozalid Co Ltd
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/52Compositions containing diazo compounds as photosensitive substances
    • G03C1/61Compositions containing diazo compounds as photosensitive substances with non-macromolecular additives
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/76Photosensitive materials characterised by the base or auxiliary layers
    • G03C1/815Photosensitive materials characterised by the base or auxiliary layers characterised by means for filtering or absorbing ultraviolet light, e.g. optical bleaching
    • G03C1/8155Organic compounds therefor
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/167X-ray
    • Y10S430/168X-ray exposure process

Definitions

  • ABSTRACT A diazotype material for use in making copies of X-ray films which comprises a support carrying a light-sensitive layer containing at least one diazonium compound, a coupler and a non-light-sensitive ultra-violet absorber, the ultra-violet absorber being effective in screening out radiation in the range of 3,400 to 4,000 A, being transparent to all radiation at or above 4,300 A and being present in an amount such as to give a background absorbance of at least 0.9 at 4,000 A.
  • the present invention is based upon the discovery that it is possible to produce copies of X-ray films acceptable to the medical profession by using a two-component diazotype material which comprises a support carrying a light-sensitive layer containing at least one diazonium compound, a coupler and a non-light sensitive ultra-violet absorber, the ultra-violet absorber being effective in screening out radiation in the range of 3,400 to 4,000 A, being transparent to all radiation at or above 4,300 A and being present in an amount such as to give a background absorbance of at least 0.9 at 4,000 A.
  • a two component diazotype material for use in making from microfilms copies from which further copies can be made has been proposed in British Specification No. 1094374.
  • This material contains an ultra-violet absorber which is effective in screening out radiation having a wave length in the range of 3,400 3,900 A, is transparent to radiation of wave length at and above 4,000 A, and is present in an amount giving a maximum background absorbance of 0.6 at 4,000 A.
  • U.V. absorber which can be utilized in the diazotype material according to the invention is 7-diethylamino-4- methyl-coumarin which is on sale as an optical whitening agent under the Registered Trade Mark Coumalux.
  • Diazotype material containing this U.V. absorber and with the lightsensitive layer supported on a transparent film backing has been found to have, in the bleached and developed condition, an absorbance of 1.52 at 3,400 A, a peak absorbance of 1.9 at 3,720 A, an absorbance of 1.18 at 4,000 A, an absorbance of 0.08 at 4,300 A and an absorbance of0.06 at 4,400 A.
  • U.V. absorber Another example of U.V. absorber which can be used is the coumarin derivative sold by ClBA under the Trade Mark U- VlTEX SWR."
  • Diazotype material containing this U.V. absorber in its light-sensitive layer has, in the bleached and developed condition, an absorbance considerably in excess of 2 in the range 3,400-4,000 A, an absorbance of 0.2 at 4,300 A and an absorbance of 0. 16 at 4,400 A.
  • the light-sensitive layer of the diazotype material according to the invention may be transparent to radiation of wavelength 4,400 A or more. It will normally include in its light-sensitive layer two or more diazonium compounds having overlapping absorption curves. Preferably the background absorbance of the light-sensitive layer does not exceed 2.0.
  • the support may normally be a transparent film of, for example, a polyester, such as Melinex (Registered Trade Mark) or cellulose acetate because the medical profession prefers to examine X-ray photographs as transparencies. Adequate copies of X-ray films can, however, be produced on diazotype material having a paper support.
  • Suitable couplers are: 2,3-naphthalenediol; naphthalene 2,3-dihydroxy-6-sulphinic acid; resorcinol; 4,4'-diresorcinol, acetoacetanilide; acetoacet-o-toluidide; chlororesorcinol; N,N-bis-B-hydroxyethyl-2-hydroxy-3-naphthoamide; N-( 2 '-methylphenyl )-2- hydroxy-3-naphthoamide; N-y-morpholino-n-propyl-Z- hydroxy-3-naphthoamide and N,N-bis-B-hydroxyethyl-2- hydroxy-3-naphthoamide.
  • the coating weight of the sensitizer was adjusted to give a maximum optical transmission density of 1.5.
  • the background absorbance of the material was approximately 1.06.
  • This diazotype material gives good reproduction of X-ray films of the silver type.
  • Example 2 The procedure of Example l was repeated except that an equivalent amount of cellulose acetate propionate was utilised in the lacquer in place of the cellulose acetate butyrate.
  • the background absorbance of the diazotype material was 1-diazo-4-(N,N-dimethylamino)-benzene i l 1 ()6 fluoroborate borate 0.6 appto y ldiazo-3-methyl-4-ethylamino-benzene fluoroborate EXAMPLE 3 l-diazo-2,5-diethoxy-4-morpholino-benzene
  • the lacquer and the sensitizer set out in Example 1 were 5 lfgafig 3:3: mixed together in the ratio of l l by volume and coated on the polyester film. After drying at approximately 120 C.,'the coating had a thickness of approximately 0.0003 inch.
  • the EXAMPLE9 background absorbance was greater than 0.9. l
  • l diazo 4 N hydmxyethypwethylamino benzene lapping absorption curves a coupler and a nonlight sensitive fluoroborate 0.6 g ultra-vlolet absorber consisting essentially of 7-diethylaminoyy y y 4-methyl coumarin, said light-sensitive layer having a bFnzemi ""P 5 background absorbance of at least 0.9 at 4,000 A. l-diazo-2,5-drmethoxy-4-morpholino-benzene fluombome 03 g 2.

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)

Abstract

A diazotype material for use in making copies of X-ray films which comprises a support carrying a light-sensitive layer containing at least one diazonium compound, a coupler and a nonlight-sensitive ultra-violet absorber, the ultra-violet absorber being effective in screening out radiation in the range of 3,400 to 4,000 A, being transparent to all radiation at or above 4,300 A and being present in an amount such as to give a background absorbance of at least 0.9 at 4,000 A.

Description

I United States Patent [151 3,661,591 Reed [45] May 9, 1972 4] DIAZOTYPE MATERIALS 1 f ren Ci ed [72] lnventor: Peter William Maurice Reed, Hockley, En- UNITED STATES PATENTS gland 3,525,618 8/1970 Keller et al. ..96/75 {73] Assigneei on Company Limited, Loughon 2,378,583 6/1945 Schmidt ..96/9l England Primary Examiner-Norman G. Torchin [22] Filed: Mar. 24, 1970 Assistant Examiner-John L. Goodrow Appl. No.: 22,391
US. Cl ..96/91, 96/75 Field of Search ..96/9 1 75 Attorney-Cushman, Darby & Cushman [5 7] ABSTRACT A diazotype material for use in making copies of X-ray films which comprises a support carrying a light-sensitive layer containing at least one diazonium compound, a coupler and a non-light-sensitive ultra-violet absorber, the ultra-violet absorber being effective in screening out radiation in the range of 3,400 to 4,000 A, being transparent to all radiation at or above 4,300 A and being present in an amount such as to give a background absorbance of at least 0.9 at 4,000 A.
4 Claims, No Drawings DIAZOTYPE MATERIALS It is highly desirable to provide duplicates of silver type X- ray films for the use of those who have to attend the patient and it is essential that such duplicates should show hair line cracks and other fine detail in the original. Hitherto it has only been possible to obtain acceptable duplicates by silver photography and duplicates made in this way are expensive.
Diazotype materials are primarily used for making copies of documents and for such use the primary requirement is high contrast between the bleached and colored areas of the copy. it is possible, however, to obtain some degree of tonal gradation in diazotype copies by inclusion in the light-sensitive layer of a plurality of diazonium compounds having overlapping absorption curves for the radiation to which the material is exposed when making a copy.
The present invention is based upon the discovery that it is possible to produce copies of X-ray films acceptable to the medical profession by using a two-component diazotype material which comprises a support carrying a light-sensitive layer containing at least one diazonium compound, a coupler and a non-light sensitive ultra-violet absorber, the ultra-violet absorber being effective in screening out radiation in the range of 3,400 to 4,000 A, being transparent to all radiation at or above 4,300 A and being present in an amount such as to give a background absorbance of at least 0.9 at 4,000 A.
A two component diazotype material for use in making from microfilms copies from which further copies can be made has been proposed in British Specification No. 1094374. This material contains an ultra-violet absorber which is effective in screening out radiation having a wave length in the range of 3,400 3,900 A, is transparent to radiation of wave length at and above 4,000 A, and is present in an amount giving a maximum background absorbance of 0.6 at 4,000 A.
Experiment has shown that this material produces copies of X-ray photographs which are wholly unacceptable since the required fine detail is totally invisible. The material according to the invention, on the other hand, produces copies which are unsuitable for generating further copies because of the high background absorbance.
One U.V. absorber which can be utilized in the diazotype material according to the invention is 7-diethylamino-4- methyl-coumarin which is on sale as an optical whitening agent under the Registered Trade Mark Coumalux. Diazotype material containing this U.V. absorber and with the lightsensitive layer supported on a transparent film backing has been found to have, in the bleached and developed condition, an absorbance of 1.52 at 3,400 A, a peak absorbance of 1.9 at 3,720 A, an absorbance of 1.18 at 4,000 A, an absorbance of 0.08 at 4,300 A and an absorbance of0.06 at 4,400 A.
Another example of U.V. absorber which can be used is the coumarin derivative sold by ClBA under the Trade Mark U- VlTEX SWR." Diazotype material containing this U.V. absorber in its light-sensitive layer has, in the bleached and developed condition, an absorbance considerably in excess of 2 in the range 3,400-4,000 A, an absorbance of 0.2 at 4,300 A and an absorbance of 0. 16 at 4,400 A.
If desired, the light-sensitive layer of the diazotype material according to the invention may be transparent to radiation of wavelength 4,400 A or more. It will normally include in its light-sensitive layer two or more diazonium compounds having overlapping absorption curves. Preferably the background absorbance of the light-sensitive layer does not exceed 2.0.
The support may normally be a transparent film of, for example, a polyester, such as Melinex (Registered Trade Mark) or cellulose acetate because the medical profession prefers to examine X-ray photographs as transparencies. Adequate copies of X-ray films can, however, be produced on diazotype material having a paper support.
The support may, if desired, be pre-treated to facilitate adhesion of the light-sensitive layer. It may also be given a coating of lacquer before application of the light-sensitive layer. Alternatively lacquer may be incorporated in the light-sensitive layer.
Examples of suitable lacquers are cellulose acetate, cellulose acetate propionate, cellulose acetate butyrate, polyvinyl acetate and polyvinyl formal. Fillers, such as finely divided silica, may be added to the lacquer.
Examples of suitable compounds which may be employed are:
p-diethylamino-2-ethoxybenzenediazonium fluoroborate;
2,5-diethoxy-4-morpholinobenzenediazonium fluoroborate;
p-diethylaminobenzenediazonium fluoroborate;
1-diazo-4-(N-hydroxyethyl-N-ethylamino )-benzene fluoroborate;
l-diazo-2-ethoxy-4-(N,N-diethylamino)-benzene fluoroborate;
1,diazo-2,5-dimethoxy-4-morpholino-benzene fluoroborate;
l-diazo-4-( N,N-dimethylamino )-benzene fluoroborate;
l-diazo-3-methyl-4-ethylamino-benzene fluoroborate;
l-diazo-2,5-diethoxy-4-morpholino-benzene fluoroborate and l-diazo-4-(N,N-diethylamino)-benzene fluoroborate Examples of suitable couplers are: 2,3-naphthalenediol; naphthalene 2,3-dihydroxy-6-sulphinic acid; resorcinol; 4,4'-diresorcinol, acetoacetanilide; acetoacet-o-toluidide; chlororesorcinol; N,N-bis-B-hydroxyethyl-2-hydroxy-3-naphthoamide; N-( 2 '-methylphenyl )-2- hydroxy-3-naphthoamide; N-y-morpholino-n-propyl-Z- hydroxy-3-naphthoamide and N,N-bis-B-hydroxyethyl-2- hydroxy-3-naphthoamide.
The invention will be further illustrated with reference to the following examples:
EXAMPLE 1 A polyester film (Melinex S Grade) of 0.003 inch thickness was treated with trichloroacetic acid and silica and was then coated with a lacquer which consisted of:
9% second viscosity Cellulose Acetate Butyrate 20.25 g Polyvinyl Acetate/Polyvinyl Alcohol copolymer dissolved in a mixture of: 1.08 g Toluol 49.16 ml 74 overproof Industrial Methylated Spirit 1 1.4 ml Acetone 39.0 ml
together with 0.8 grams of finely divided silica (average particle size l0,u.).
The lacquer was coated on the polyester film and then dried at approximately C. The coating thickness of the dried lacquer was approximately 0.0003 inch.
The lacquered film was then coated with a layer of light-sensitive material which consisted of:
Tartaric Acid 2.0 g Resorcinol 0.3 g N-(2-methylphenyl)-2-hydroxy-3-naphthoamide 0.4 g N,N-bis-fi-hydroxyethyl-2-hydroxy-3-naphthoamide 0.5 g l-diazo-4-(N,N-diethylamino)-benzene flororate 0.6 g l-diazo-2-ethoxy-4-(N,N-diethylamino) benzene fluoroborate 0.6 g l-diazo-2,5-diethoxy-4-morpholino benzene fluoroborate 0.3 g Coumalux" 1.2 g dissolved in:
Methyl ethyl ketone 50 ml 74 overproof Industrial Methylated Spirit 50 ml and then dried at about 1 10 C. The coating weight of the sensitizer was adjusted to give a maximum optical transmission density of 1.5. The background absorbance of the material was approximately 1.06.
This diazotype material gives good reproduction of X-ray films of the silver type.
EXAMPLE 2 The procedure of Example l was repeated except that an equivalent amount of cellulose acetate propionate was utilised in the lacquer in place of the cellulose acetate butyrate.
The background absorbance of the diazotype material was 1-diazo-4-(N,N-dimethylamino)-benzene i l 1 ()6 fluoroborate borate 0.6 appto y ldiazo-3-methyl-4-ethylamino-benzene fluoroborate EXAMPLE 3 l-diazo-2,5-diethoxy-4-morpholino-benzene The lacquer and the sensitizer set out in Example 1 were 5 lfgafig 3:3: mixed together in the ratio of l l by volume and coated on the polyester film. After drying at approximately 120 C.,'the coating had a thickness of approximately 0.0003 inch. The EXAMPLE9 background absorbance was greater than 0.9. l
EXAMPLES 4 6 Methyl ethyl Ketone 50.5 mls ldt'lMthltdS"t 50.0! The procedure set out in Examples 1 to 3 were repeated ZQ'ZJLZJ y a e pm 2.0 a s with the ucou l eplaced by the ultra-violet absorbing fiefgrcinoll I h I) 2 h d 3 hm d 8.3 g u -met yp eny y roxy- -nap oami e .4g composition sold by CIBA under the Trade Mark UVITEX l N,N bis p hydmxyethyl LhYdwwJmaPhthoamide 0.5 g l-diazo-4-(N,N-diethylamino)-benzene Good copies of X-ray films of the silver type were again obfluoroborate 0.6 g mined l diazo-2-ethoxy-4-(N,N-diethylamino)-benzene fluoroborate 0.6 g In the followmg ff j P 1 repeated l-diazo-2,5-diethoxy-4-morpholino-benzene using the following llght-sensitive compositions dissolved in fluoroborate 0.3 g the above stated solvent mixture: Cwmalux 8 EXAMPLE 7 What I claim as my invention and desire to secure by Letters Patent is: Tartaric acid 2.0 g l. A diazotype copying material for use in making Resorl'aclnolh d h 2 h 3 8 duplicates of silver halide X-ray films, said material compris- 'sg 'g i gg ydmxy' 0 4 8 ing a support and, carried upon said support, a light-sensitive N-(2'-methylphenyl)-2-hydroxy-3-naphthoamide 0.5 g layer: comammg hree dlazomum .compounds .havmg y? l diazo 4 (N hydmxyethypwethylamino) benzene lapping absorption curves a coupler and a nonlight sensitive fluoroborate 0.6 g ultra-vlolet absorber consisting essentially of 7-diethylaminoyy y y 4-methyl coumarin, said light-sensitive layer having a bFnzemi ""P 5 background absorbance of at least 0.9 at 4,000 A. l-diazo-2,5-drmethoxy-4-morpholino-benzene fluombome 03 g 2. A diazotype copying material as claimed 1n claim 1, "Coumalux 1,2 g wherein the background absorbance at 4,000 A of the lightsensitive layer does not exceed 2.0.
3. A diazotype copying material as claimed in claim 1, EXAMPLE 8 wherein the support is a transparent film.
4. A copying material as claimed in claim 1, wherein the 40 diazonium compounds are l-diazo-4-(N,N-diethylamino) Citric acid 2,0 g benzene fluoroborate, l-diazo-2-ethoxy-4-(N,N- Resorcinol 0.3 g diethylamino) benzene fluoroborate and l-diazo-2,5-diethox- N-(2'-methylphenyl)-2-hydroxy-3-naphthoamrde 0.5 g y 4 morpholino benzene fluroborate N--y-morpholino-n-propyl-2-hydroxy-3- naphthoamide 0.4 g

Claims (3)

  1. 2. A diazotype copying material as claimed in claim 1, wherein the background absorbance at 4,000 A of the light-sensitive layer does not exceed 2.0.
  2. 3. A diazotype copying material as claimed in claim 1, wherein the support is a transparent film.
  3. 4. A copying material as claimed in claim 1, wherein the diazonium compounds are 1-diazo-4-(N,N-diethylamino) benzene fluoroborate, 1-diazo-2-ethoxy-4-(N,N-diethylamino) benzene fluoroborate and 1-diazo-2,5-diethoxy-4-morpholino benzene fluoroborate.
US22391A 1969-03-28 1970-03-24 Diazotype materials Expired - Lifetime US3661591A (en)

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CA (1) CA926685A (en)
CH (1) CH533318A (en)
DE (1) DE2014775A1 (en)
FR (1) FR2040051A5 (en)
GB (1) GB1250252A (en)
NL (1) NL7004394A (en)
SE (1) SE356138B (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3881928A (en) * 1970-10-02 1975-05-06 Philips Corp Method of manufacturing a luminescent screen for a colour television tube
US4080208A (en) * 1975-01-13 1978-03-21 Addressograph Multigraph Corporation Photosensitive diazomicrofilm adapted to be readable but nonreproducible upon processing
FR2394834A1 (en) * 1977-06-13 1979-01-12 Trans World Techn Labor Inc DIAZOTYPIC SYSTEMS FOR HALF-SHADES
US4147552A (en) * 1976-05-21 1979-04-03 Eastman Kodak Company Light-sensitive compositions with 3-substituted coumarin compounds as spectral sensitizers
US4152156A (en) * 1974-10-15 1979-05-01 Xidex Corporation Duplication-proof photographic film
US4224397A (en) * 1979-01-26 1980-09-23 Trans World Technology Laboratories Inc. (Twt Labs, Inc.) Continuous tone diazo material
US4317875A (en) * 1979-10-29 1982-03-02 Hoechst Aktiengesellschaft Recording material containing diazo compounds and process for the manufacture thereof
US4486518A (en) * 1981-02-20 1984-12-04 Polychrome Corporation Duplicating film mask with radiation absorbing benzophenone in processed positive-working radiation sensitive layer on transparent substrate
US4540648A (en) * 1983-03-02 1985-09-10 Hoechst Aktiengesellschaft Two-component diazotype material with ultraviolet light-absorbing dye salt of a benzothiazole
US4571373A (en) * 1984-06-11 1986-02-18 Minnesota Mining And Manufacturing Company Exposure latitude improvement in printing positive-acting color pre-press proofs

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD154402A1 (en) * 1980-12-15 1982-03-17 Fred Walkow DIAZONIUM SALT CONTAINING DIAZOTYPE MATERIAL

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2378583A (en) * 1939-12-27 1945-06-19 Schmidt Maximilian Paul Photographic printing material
US3525618A (en) * 1964-12-04 1970-08-25 Geigy Ag J R Diazotype film materials

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2378583A (en) * 1939-12-27 1945-06-19 Schmidt Maximilian Paul Photographic printing material
US3525618A (en) * 1964-12-04 1970-08-25 Geigy Ag J R Diazotype film materials

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3881928A (en) * 1970-10-02 1975-05-06 Philips Corp Method of manufacturing a luminescent screen for a colour television tube
US4152156A (en) * 1974-10-15 1979-05-01 Xidex Corporation Duplication-proof photographic film
US4080208A (en) * 1975-01-13 1978-03-21 Addressograph Multigraph Corporation Photosensitive diazomicrofilm adapted to be readable but nonreproducible upon processing
US4147552A (en) * 1976-05-21 1979-04-03 Eastman Kodak Company Light-sensitive compositions with 3-substituted coumarin compounds as spectral sensitizers
FR2394834A1 (en) * 1977-06-13 1979-01-12 Trans World Techn Labor Inc DIAZOTYPIC SYSTEMS FOR HALF-SHADES
US4148646A (en) * 1977-06-13 1979-04-10 Trans World Technology Laboratories, Inc. Continuous tone diazotype process
US4224397A (en) * 1979-01-26 1980-09-23 Trans World Technology Laboratories Inc. (Twt Labs, Inc.) Continuous tone diazo material
US4317875A (en) * 1979-10-29 1982-03-02 Hoechst Aktiengesellschaft Recording material containing diazo compounds and process for the manufacture thereof
US4486518A (en) * 1981-02-20 1984-12-04 Polychrome Corporation Duplicating film mask with radiation absorbing benzophenone in processed positive-working radiation sensitive layer on transparent substrate
US4540648A (en) * 1983-03-02 1985-09-10 Hoechst Aktiengesellschaft Two-component diazotype material with ultraviolet light-absorbing dye salt of a benzothiazole
US4571373A (en) * 1984-06-11 1986-02-18 Minnesota Mining And Manufacturing Company Exposure latitude improvement in printing positive-acting color pre-press proofs

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SE356138B (en) 1973-05-14
GB1250252A (en) 1971-10-20
NL7004394A (en) 1970-09-30
CA926685A (en) 1973-05-22
BE748025A (en) 1970-08-31
DE2014775A1 (en) 1971-01-21
FR2040051A5 (en) 1971-01-15
CH533318A (en) 1973-01-31

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