US1973788A - Method of obtaining photographic contrasts by means of diazonium compounds - Google Patents
Method of obtaining photographic contrasts by means of diazonium compounds Download PDFInfo
- Publication number
- US1973788A US1973788A US642124A US64212432A US1973788A US 1973788 A US1973788 A US 1973788A US 642124 A US642124 A US 642124A US 64212432 A US64212432 A US 64212432A US 1973788 A US1973788 A US 1973788A
- Authority
- US
- United States
- Prior art keywords
- light
- paper
- moisture
- diazonium compound
- diazonium
- 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
- 150000001989 diazonium salts Chemical class 0.000 title description 42
- 238000000034 method Methods 0.000 title description 20
- 239000000463 material Substances 0.000 description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 238000001035 drying Methods 0.000 description 9
- 238000007254 oxidation reaction Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 3
- 230000008014 freezing Effects 0.000 description 3
- 238000007710 freezing Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical group [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 2
- 238000010981 drying operation Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000011010 flushing procedure Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 206010034960 Photophobia Diseases 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- CLRSZXHOSMKUIB-UHFFFAOYSA-M benzenediazonium chloride Chemical compound [Cl-].N#[N+]C1=CC=CC=C1 CLRSZXHOSMKUIB-UHFFFAOYSA-M 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- -1 for instance Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001433 inducive effect Effects 0.000 description 1
- 208000013469 light sensitivity Diseases 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000012173 sealing wax Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000011282 treatment Methods 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
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/14—Dimensionally stable material
Definitions
- the present invention relates to improvements in the method of obtaining photographic contrasts by means of diazonium compounds described in the co-pending application Ser. No. 612,364 filed May 19, 1932 of de Boer, Dlppel and Alink.
- a carrier is provided with a light sensitive substance which consists of one or more diazonium compounds of which compounds at least one, upon exposure to actinic light in the presence of water, forms a phenol so substituted in .the benzene nucleus, that the phenol can be oxidized either by the non-decomposed portion of that particular diazonium compound or by some other diazonium compound provided on the carrier.
- a colored compound is thus formed without the addition of an azo component, whereby the diazonium compound oxidizes the phenol produced during the exposure much more rapidly than it would couple therewith to form an azo dye.
- a suitable compound for printing paper is parahydroxy benzene diazoniumchloride, upon exposure of which hydroquinone, nitrogen and hydrochloric acid are formed.
- the process of making heliographic prints by means of a carrier provided with a light sensitive diazonium compound described in the above application consists in locally exposing such car- 'rier to a light having a strongly actinic efiect on the light sensitive substance, after which the whole carrier is subjected to a second exposure, this time to a light which is only slightly actinic with regard to the light sensitive substance of the "carrier, so that part of the diazonium compound is converted into a phenol and this phenol is caused to be oxidized by the non-converted portions of the diazonium compound to form a colored oxidation product.
- the oxidization may be accelerated by moderate heating to about 80 C.
- contrasts can be greatly promoted by the addition of copper salts, such as copper nitrate.
- Excellent contrasts are obtained on a positive print made from a positive, for instance from a drawing, if the paper serving as carrier is soaked in a 0.25% alcoholic solution of -1-hydroxy-2-diazo-4-benzene-sulphonic acid, to which 0.55% of copper nitrate is added. After the paper is dried, the print is made by exposing the so treated carrier under the drawing to the light of a suitable highly actinic light source, for
- the present invention relates to an improvement in the method of the'above application.
- light sensitive carriers for instance, printing paper
- printing paper are generally stored for a considerable time prior to their use they are generally kept in closed containers to prevent access of light. It has been found however that a light sensitive carrier, for instance, printing paper made according to the prior invention, when subjected to prolonged storage in such containers decreased in light-sensitiveness and after several months the paper'loses practically all of its light-sensitiveness.
- the present invention therefore, relates to a method of drying a light-sensitive material, for instance, heliographic printing paper, made accordingto the invention of the prior application, to remove from it the moisture to such extent that chemical reactions inducive to the deterioration of the light sensitive properties of the material be prevented and to maintain said material in such a dry state during its storage.
- a light-sensitive material for instance, heliographic printing paper
- the light sensitive material, made according to the invention of the prior applicatiompermanently deteriorates in the presence of even a small amount of mo1sture and to maintain its initial and maximum .light sensitivity it has to be dried and kept dry tained during its storage in such dry condition whereby the decomposition of the diazonium compound is altogether prevented and the light sensitiveness of the material made according to the invention of the prior application can be maintained to its full extent.
- a suitable paper after being sensitized by means of an alcoholic solution of a diazonium compound of the nature above described, is dried under vacuum until its moisture content has been reduced to the above extent.
- Another method provides for the drying of such a sensitized paper in an enclosure which has an atmosphere maintained perfectly dry by a powerful drying agent, for instance, by phosphorus-pentoxide.
- tized paper is placed in a container and flushed with a gas, for instance, nitrogen or air, from which all moisture has been extracted either by means of a powerful drying medium, for instance, phosphorus-pentoxide, or by freezing the moisture out at a very low temperature. For instance, from air moisture can be completely frozen out at about 180 C.
- a gas for instance, nitrogen or air
- containers for instance glass receptacles which are sealed by a moisture-proof compound, for instance, a suitable sealing wax, and which container does not comprise moisture at all or the moisture content of which is so low that the paper can absorb no such quantities of moisture which would increase its moisture content above 1%.
- a moisture-proof compound for instance, a suitable sealing wax
- the dried light sensitive material may be stored in hermetically-sealed metal boxes or containers consisting of thin metal plates, the edges of which are welded or soldered together, and which have been freed from moisture.
- the generally used wrapping means for instance, cardboard containers or paraflin impregnated paper wrappers, which are entirelysuitable containers for other light sensitive materials, are deficient as containers or wrappers for light sensitive material according to the prior application, and even if such light sensitivematerial has been sharply dried by one of the previously described methods, sufiicient moisture will gain access to it and gradually destroy its light sensitive properties.
- the light sensitive material when placed in the container is provided with a protective wrapping of ordinary paper or similar material, such wrapping paper has also to be dried to a similar extent as the light sensitive material.
- a light-sensitive material comprising a diazonium compound which upon exposure to actinic light in the presence of water forms a phenol which is oxidized by the unconverted portions of a diazonium compound and forms a colored compound without the addition of an azo-component, comprising the steps 01' providing a carrier with said diazonium compound and removing from said material the moisture so that it forms less than 1% of the weight of the material.
- a light-sensitive material comprising a diazonium compound which upon exposure to actinic light in the presence oi water forms a phenol which is oxidized by the unconverted portions of a diazonium compound and forms a colored compound without the addition or an azo-component, comprising the steps of providing a carrier with -said diazonium compound andremoving from said material the moisture so that it forms less than 1% of the weight the material and enclosing said material in an air tightly sealed container having a substantially moisture-tree atmosphere.
- the method 01 producing a light-sensitive material comprising a diazonium compound which upon exposure to actinic light in the presence of water forms a phenol which is oxidized by the unconverted portions of a diazonium compound and forms a colored compound without the addition of an azo-component; comprising the steps of providing a carrier with said diazonium compound and placing said material in a closed container, evac said container to remove from said material e moisture so that it; forms less than 1% o! the weight of the marial.
- a light-sensitive material comprising a carrier such as paper provided with a light-sensitive layer, in which the light sensitive substance comprises a diazonium compound which upon exposure to actinic light in the presence oi water forms primarily a phenol so substituted in the benzene subjecting said material.
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)
- Packages (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL59082 | 1931-11-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
US1973788A true US1973788A (en) | 1934-09-18 |
Family
ID=19750216
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US642124A Expired - Lifetime US1973788A (en) | 1931-11-10 | 1932-11-10 | Method of obtaining photographic contrasts by means of diazonium compounds |
Country Status (5)
Country | Link |
---|---|
US (1) | US1973788A (en(2012)) |
BE (1) | BE392172A (en(2012)) |
FR (1) | FR745438A (en(2012)) |
GB (1) | GB391052A (en(2012)) |
NL (1) | NL38022C (en(2012)) |
-
0
- BE BE392172D patent/BE392172A/xx unknown
- NL NL38022D patent/NL38022C/xx active
- FR FR745438D patent/FR745438A/fr not_active Expired
-
1932
- 1932-11-03 GB GB31026/32A patent/GB391052A/en not_active Expired
- 1932-11-10 US US642124A patent/US1973788A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
FR745438A (en(2012)) | 1933-05-10 |
BE392172A (en(2012)) | |
NL38022C (en(2012)) | |
GB391052A (en) | 1933-04-20 |
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