US2772974A - Light sensitive diazotype materials - Google Patents
Light sensitive diazotype materials Download PDFInfo
- Publication number
- US2772974A US2772974A US409523A US40952354A US2772974A US 2772974 A US2772974 A US 2772974A US 409523 A US409523 A US 409523A US 40952354 A US40952354 A US 40952354A US 2772974 A US2772974 A US 2772974A
- Authority
- US
- United States
- Prior art keywords
- light sensitive
- alumina
- acid
- water
- polymeric material
- 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
- 239000000463 material Substances 0.000 title claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 19
- 239000011230 binding agent Substances 0.000 claims description 15
- 229920002472 Starch Polymers 0.000 claims description 14
- 235000019698 starch Nutrition 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 11
- 239000006185 dispersion Substances 0.000 claims description 9
- 150000001989 diazonium salts Chemical class 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 6
- 230000008878 coupling Effects 0.000 claims description 6
- 238000010168 coupling process Methods 0.000 claims description 6
- 238000005859 coupling reaction Methods 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 29
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 20
- 238000000034 method Methods 0.000 description 19
- 238000000576 coating method Methods 0.000 description 17
- 239000011248 coating agent Substances 0.000 description 14
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 13
- 230000001235 sensitizing effect Effects 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- 239000008107 starch Substances 0.000 description 8
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 7
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- -1 N,N-disubstituted p-phenylenediamines Chemical class 0.000 description 4
- 238000013459 approach Methods 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- 239000011592 zinc chloride Substances 0.000 description 4
- 235000005074 zinc chloride Nutrition 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- 206010034960 Photophobia Diseases 0.000 description 3
- 229920001807 Urea-formaldehyde Polymers 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 208000013469 light sensitivity Diseases 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- NKTOLZVEWDHZMU-UHFFFAOYSA-N 2,5-xylenol Chemical compound CC1=CC=C(C)C(O)=C1 NKTOLZVEWDHZMU-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920002261 Corn starch Polymers 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- HTKFORQRBXIQHD-UHFFFAOYSA-N allylthiourea Chemical compound NC(=S)NCC=C HTKFORQRBXIQHD-UHFFFAOYSA-N 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 239000008120 corn starch Substances 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- OENHRRVNRZBNNS-UHFFFAOYSA-N naphthalene-1,8-diol Chemical compound C1=CC(O)=C2C(O)=CC=CC2=C1 OENHRRVNRZBNNS-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 1
- AHCDXLAGLYNTIA-UHFFFAOYSA-N 1-n-ethyl-2-methylbenzene-1,4-diamine Chemical compound CCNC1=CC=C(N)C=C1C AHCDXLAGLYNTIA-UHFFFAOYSA-N 0.000 description 1
- WUDPYTUCYMDYKB-UHFFFAOYSA-N 2-(2,6-dihydroxyphenyl)sulfinylbenzene-1,3-diol Chemical compound OC1=CC=CC(O)=C1S(=O)C1=C(O)C=CC=C1O WUDPYTUCYMDYKB-UHFFFAOYSA-N 0.000 description 1
- YCIYKQSGEUKDSZ-UHFFFAOYSA-N 2-(4-methylphenyl)-1h-pyrazol-5-one Chemical compound C1=CC(C)=CC=C1N1N=C(O)C=C1 YCIYKQSGEUKDSZ-UHFFFAOYSA-N 0.000 description 1
- POEULUASRUJPFD-UHFFFAOYSA-N 2-[4-(methylamino)anilino]ethanol Chemical compound CNC1=CC=C(NCCO)C=C1 POEULUASRUJPFD-UHFFFAOYSA-N 0.000 description 1
- HHSCZZZCAYSVRK-UHFFFAOYSA-N 2-octylbenzene-1,3-diol Chemical compound CCCCCCCCC1=C(O)C=CC=C1O HHSCZZZCAYSVRK-UHFFFAOYSA-N 0.000 description 1
- USWINTIHFQKJTR-UHFFFAOYSA-N 3-hydroxynaphthalene-2,7-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(O)=CC2=C1 USWINTIHFQKJTR-UHFFFAOYSA-N 0.000 description 1
- QNGVNLMMEQUVQK-UHFFFAOYSA-N 4-n,4-n-diethylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C=C1 QNGVNLMMEQUVQK-UHFFFAOYSA-N 0.000 description 1
- NDFBOKSIVYNZSI-UHFFFAOYSA-N 4-n-benzyl-4-n-ethylbenzene-1,4-diamine Chemical compound C=1C=C(N)C=CC=1N(CC)CC1=CC=CC=C1 NDFBOKSIVYNZSI-UHFFFAOYSA-N 0.000 description 1
- DKJVSIITPZVTRO-UHFFFAOYSA-N 6,7-dihydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(O)C(O)=CC2=C1 DKJVSIITPZVTRO-UHFFFAOYSA-N 0.000 description 1
- PTKWYSNDTXDBIZ-UHFFFAOYSA-N 9,10-dioxoanthracene-1,2-disulfonic acid Chemical compound C1=CC=C2C(=O)C3=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C3C(=O)C2=C1 PTKWYSNDTXDBIZ-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 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
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 description 1
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 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 1
- DYRDKSSFIWVSNM-UHFFFAOYSA-N acetoacetanilide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1 DYRDKSSFIWVSNM-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229960001748 allylthiourea Drugs 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 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
- 239000007864 aqueous solution Substances 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylphenylamine Natural products CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000003230 hygroscopic agent Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- GPUMPJNVOBTUFM-UHFFFAOYSA-N naphthalene-1,2,3-trisulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC2=C1 GPUMPJNVOBTUFM-UHFFFAOYSA-N 0.000 description 1
- JRNGUTKWMSBIBF-UHFFFAOYSA-N naphthalene-2,3-diol Chemical compound C1=CC=C2C=C(O)C(O)=CC2=C1 JRNGUTKWMSBIBF-UHFFFAOYSA-N 0.000 description 1
- LGQLOGILCSXPEA-UHFFFAOYSA-L nickel sulfate Chemical compound [Ni+2].[O-]S([O-])(=O)=O LGQLOGILCSXPEA-UHFFFAOYSA-L 0.000 description 1
- 229910000363 nickel(II) sulfate Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 229960001553 phloroglucinol Drugs 0.000 description 1
- 230000037074 physically active Effects 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000011775 sodium fluoride Substances 0.000 description 1
- 235000013024 sodium fluoride Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- QPILZZVXGUNELN-UHFFFAOYSA-M sodium;4-amino-5-hydroxynaphthalene-2,7-disulfonate;hydron Chemical compound [Na+].OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S([O-])(=O)=O)=CC2=C1 QPILZZVXGUNELN-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229940100445 wheat starch Drugs 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
- G03C1/61—Compositions containing diazo compounds as photosensitive substances with non-macromolecular additives
Definitions
- the present invention pertains to light sensitive diazotypeimaterials having fast printing speed and being capable of yielding images of high density, and more particulafrly to such materials in which the light sensitive component is located on the base in a layer comprising a water soluble to Water dispersible polymeric material having finely divided alumina dispersed therethrough.
- diazonium compound having such a high light sensitivity that it may be used in a concentration which will give the required image density while still permitting complete burn-out in the whites in the desired period of time.
- diazos of widely varied chemical structures have been proposed, synthesized and tested in the diazotype process.
- the stabilized diazos derived from N,N-disubstituted p-phenylenediamines appear to offer the best compromise between high light sensitivity and greater dye density, on the one hand, and the other requisite features such as water solubility in coating solutions, stability to decomposition and/ or precoupling, fastness properties and the like, on the other hand.
- 2,566,709 proposes to produce the same improvement in the diazotype system of photo reproduction by the incorporation of colloidal silica in a dispersed state in a diazotype sensitizing solution.
- the latter procedure has the very important added economic advantage of eliminating a separate coating step.
- Rub-off or powdering-off, as the name implies, involves the tendency of the silica particles to be removed during manufacture and end use of the diazotype materials. This action is not only very annoying but in addition may present potential health hazards.
- the silica layer acts as a chromatographic separator toward the several ingredients present in a typical diazo coating solution. This results in poorer stability, poorer fade resistance, and in the case of the black line (which uses a multiplicity of coupling components) off-colored blacks.
- silica particles of 1 to 5 micron size gave appreciably greater density enhancement than the smaller particles recommended in the aforesaid patents.
- particles above 10 micron size were avoided since they were difiicult to maintain in suspension in the precoating bath and produced undesirable surface roughness in the dried coating.
- Sensitizing solutions containing said polymeric material as the binder along with finely divided alumina, light sensitive diazotype materials prepared from such compositions and the processing of such diazotype materials constitute the purposes and objects of the present invention.
- the polymeric material may be a natural p'roductsuch as gelatin or a starch, i. e., corn starch, wheat starch, potato starch or the like, or it may be a synthetic product such as methyl cellulose, polyvinyl alcohol, sodium cellulose sulfate, polymethacrylic acid, polyarcrylic acid, hydroxyethyl cellulose, urea formaldehyde resins, melamine formaldehyde resins, methylated starch, chlorinated starch, carboxylated starch or the like. All of these materials are well known in the industry and the preparation of the synthetic products has been described in the literature.
- the listed products are water soluble. This means, of course, that the urea formaldehyde and melamine formaldehyde resins are of a low stage of condensation. Dissolution of the melamine formaldehyde oondensation product may be facilitated according to customary practice by acidifying with a small amount of a weak acid such as citric acid.
- the starches are water dispersible and Such colloidal solutions, like the water solutions of the other binders previously mentioned, are compatible with the components of the sensitizing solutions and do not cause premature precipitation thereof.
- the water solutions or dispersions of the polymeric materials contain the polymeric material in a quantity of about 45 to 55% by weight.
- the alumina which we use in our dispersions may be either colloidal in character or may be of a coarser grade, i. e., ranging from 1 to 5 microns in size. We find that we obtain best results with the coarser particles and so prefer their use.
- diazos examples are those derived from N,N-diethyl-p-phenylenediamine; N-benzyl- N ethyl p phenylenediamine; N ethyl p phenylenediarnine; N phenyl p phenylenediamine; N,N- diethyl 2' ethoxy p phenylenediarnine; N ethyl-2- methyl p phenylenediamine; N,N bis(,8 hydroxyethyl) p phenylenediamine; N B hydroxyethyl-N- methyl-p-phenylenediamine and the like. According to customary procedure, these diazos are used in the form of salts stabilized with zinc chloride, tin chloride, cadmium chloride and the like.
- any of the usual coupling components are satisfactory for our purpose.
- couplers are 2,5- Xylenol; 2,3-dihydroxynaphthalene; 1,8-dihydroxynaphthalene; resorcinol, octyl resorcinol; p-methyl-N-phenyl pyrazolone; the amide of aesorcylic acid; 2-hydroxynaphthalene-3,6-disulfonic acid; H acid; acetyl acetanilide; 2,341ih-ydroxynaphthalene-6-sultonic acid and the like.
- Other couplers are mentioned in the Van der Grinten article supra. I
- the coating solution in addition to the polymeric material, alumina and light sensitive diazo may contain the various adiuncts usual in the manufacture of light sensitive diazotype materials. These include metal salts for intensification of the dyestuff image, such as ammonium sulfate, nickel sulfate, zinc chloride and the like; stabilizing agents such as thiourea, thiosinamine, naphthalene trisulfonic acid and the like; acids acting to retard precoupling such as acetic acid, boric acid, tartaric acid and the like; hygroscopic agents such as glycol, glycerin and the like; and wetting agents such as saponin, lauryl sulfonate, keryl benzene sulfonate, the oleic acid amide of N-methyl taurine and the like.
- metal salts for intensification of the dyestuff image such as ammonium sulfate, nickel sulfate, zinc chloride and
- agents which have the property of accelerating the rate of azo dye color development, particularly under conditions of low ammonia concentration.
- thiourea derivatives and particularly those in which either one or both nitrogen atoms are substituted by an aliphatic radical. Examples of such compounds are 1-alIyl-3-,6-hydroxyethyl-Z-thiourea; 1-allyl-2-thiourea and the like.
- the ratio of alumina to binder is not as critical in our procedure as in the procedure of U. S. P. 2,662,013.
- the quantity of binder may range from A5 to 1 part by weight for each part by weight of alumina.
- the quantity of alumina on the other hand, based on the Weight of the light sensitive diazonium compound is about 1 part of the diazonium compound to 1 to 4 parts of alumina.
- the base to which our coating solution is applied may be any of the bases which have been previously suggested for use in the diazotype field.
- bases are high grade all-sulfite bond paper, rayon or cotton cloth, starch filled cloth, partially hydrolyzed cellulose acetate filmbase, regenerated cellulose acetate and the like.
- Example I High grade all-sulfite bond paper is coated with a sensitizing solution of the following composition:
- Prints made from these coatings show a considerable enhancement in density when compared to prints made on paper similarly treated with coating solution containing no alumina binder.
- the former Inf had appreciably greater dye density and brightness and showed no tendency for the alumina pigment to rub off, while the latter were markedly inferior in all three respects.
- Example II High grade all-sulfite bond paper is coated with a sensitizing solution of the following composition:
- Example III A high grade, well-sized bond paper is coated with Water to 100 cc.
- Example IV The procedure is the same as in Example I excepting that the polyvinyl alcohol is replaced by 3 cc. of a 50% solution of methyl cellulose.
- Example V The procedure is the same as in Example II excepting that the starch is replaced by 3 cc. of a 50% solution of a urea formaldehyde condensation product.
- a light sensitive composition for diazotype materials comprising a compatible aqueous dispersion of a light sensitive diazonium compound, coupling component, a polymeric binder material selected from the classconsisting of water soluble to water dispersible starches and water soluble polyvinyl compounds and'finely divided alumina.
- composition as defined in claim 1 in which the polymeric material is a water soluble synthetic polyvinyl resin.
- composition as defined in claim 1 wherein the polymeric material is a starch.
- composition as defined in claim 1 wherein the polymeric material is a polyvinyl alcohol.
- composition as defined in claim 1 wherein the polymeric material is polyacrylic acid.
- composition as defined in claim 1 wherein the alumina has a particle size ranging from 1 to 5 microns.
- a water receptive base impregnated with a light sensitive composition comprising a compatible aqueous dispersion of a light sensitive diazonium compound, coupling component, a polymeric binder material selected from the class consisting of water soluble to water dispersible starches and water soluble polyvinyl compounds and finely divided alumina.
- alumina has a particle size ranging from 1 to 5 microns.
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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)
- Photosensitive Polymer And Photoresist Processing (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NLAANVRAGE8204120,A NL186623B (nl) | 1954-02-10 | Fraudebestendig document met een waarborgmerkteken en werkwijze voor het onderzoeken van de echtheid van het document. | |
| BE528363D BE528363A (enrdf_load_stackoverflow) | 1954-02-10 | ||
| US409523A US2772974A (en) | 1954-02-10 | 1954-02-10 | Light sensitive diazotype materials |
| GB9352/54A GB752002A (en) | 1954-02-10 | 1954-03-30 | Light sensitive diazotype materials |
| FR1103563D FR1103563A (fr) | 1954-02-10 | 1954-04-22 | Matériel diazotype photo-sensible, support pour ledit matériel et production d'images à partir de ce matériel |
| DEG14815A DE954309C (de) | 1954-02-10 | 1954-07-07 | Lichtempfindliche Mischung fuer die Herstellung von Diazotypiematerialien |
| CH335939D CH335939A (de) | 1954-02-10 | 1954-08-04 | Sensibilisiergemisch für Diazotypiematerialien |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US409523A US2772974A (en) | 1954-02-10 | 1954-02-10 | Light sensitive diazotype materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2772974A true US2772974A (en) | 1956-12-04 |
Family
ID=23620868
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US409523A Expired - Lifetime US2772974A (en) | 1954-02-10 | 1954-02-10 | Light sensitive diazotype materials |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US2772974A (enrdf_load_stackoverflow) |
| BE (1) | BE528363A (enrdf_load_stackoverflow) |
| CH (1) | CH335939A (enrdf_load_stackoverflow) |
| DE (1) | DE954309C (enrdf_load_stackoverflow) |
| FR (1) | FR1103563A (enrdf_load_stackoverflow) |
| GB (1) | GB752002A (enrdf_load_stackoverflow) |
| NL (1) | NL186623B (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2996381A (en) * | 1957-07-02 | 1961-08-15 | Kalvar Corp | Photographic materials and procedures for using same |
| US3061429A (en) * | 1956-12-28 | 1962-10-30 | Azoplate Corp | Diazo printing plates and method for the production thereof |
| US3155511A (en) * | 1960-08-26 | 1964-11-03 | Andrews Paper & Chem Co Inc | Precoated diazo reproduction paper |
| US3420666A (en) * | 1964-10-15 | 1969-01-07 | Gaf Corp | Two-component heat developing diazotypes |
| US3460943A (en) * | 1962-07-06 | 1969-08-12 | Gaf Corp | Diazotype materials containing modified starch |
| US4149888A (en) * | 1972-06-26 | 1979-04-17 | Gaf Corporation | Transparent photographic masks |
| US4275137A (en) * | 1974-09-13 | 1981-06-23 | Oce-Van Der Grinten N.V. | Light-sensitive diazotype material |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB874911A (en) * | 1956-11-20 | 1961-08-16 | Pictograph Ltd | Improvements relating to light sensitive materials |
| US3793030A (en) * | 1971-09-02 | 1974-02-19 | Ricoh Kk | Process for producing diazotype light-sensitive material |
| US5650866A (en) * | 1992-04-10 | 1997-07-22 | Sharp Plastics Manufacturing Ltd. | Eye goggles |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2205991A (en) * | 1935-12-28 | 1940-06-25 | Kalle & Co Ag | Diazotype process |
| US2239704A (en) * | 1938-02-10 | 1941-04-29 | Hartford Nat Bank & Trust Co | Light-sensitive layer and method of making the same |
| US2545057A (en) * | 1946-06-12 | 1951-03-13 | Gen Aniline & Film Corp | Diazotypes containing resorcinol sulfonic acids as coupling components |
| US2616803A (en) * | 1948-03-11 | 1952-11-04 | Leonard E Ravich | Diazotype dyeing and printing of web or sheet material |
| GB702294A (en) * | 1951-09-11 | 1954-01-13 | Ozalid Co Ltd | Photographic diazotype layers |
-
0
- BE BE528363D patent/BE528363A/xx unknown
- NL NLAANVRAGE8204120,A patent/NL186623B/xx unknown
-
1954
- 1954-02-10 US US409523A patent/US2772974A/en not_active Expired - Lifetime
- 1954-03-30 GB GB9352/54A patent/GB752002A/en not_active Expired
- 1954-04-22 FR FR1103563D patent/FR1103563A/fr not_active Expired
- 1954-07-07 DE DEG14815A patent/DE954309C/de not_active Expired
- 1954-08-04 CH CH335939D patent/CH335939A/de unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2205991A (en) * | 1935-12-28 | 1940-06-25 | Kalle & Co Ag | Diazotype process |
| US2239704A (en) * | 1938-02-10 | 1941-04-29 | Hartford Nat Bank & Trust Co | Light-sensitive layer and method of making the same |
| US2545057A (en) * | 1946-06-12 | 1951-03-13 | Gen Aniline & Film Corp | Diazotypes containing resorcinol sulfonic acids as coupling components |
| US2616803A (en) * | 1948-03-11 | 1952-11-04 | Leonard E Ravich | Diazotype dyeing and printing of web or sheet material |
| GB702294A (en) * | 1951-09-11 | 1954-01-13 | Ozalid Co Ltd | Photographic diazotype layers |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3061429A (en) * | 1956-12-28 | 1962-10-30 | Azoplate Corp | Diazo printing plates and method for the production thereof |
| US3062644A (en) * | 1956-12-28 | 1962-11-06 | Azoplate Corp | Diazo printing plates and method for the production thereof |
| US2996381A (en) * | 1957-07-02 | 1961-08-15 | Kalvar Corp | Photographic materials and procedures for using same |
| US3155511A (en) * | 1960-08-26 | 1964-11-03 | Andrews Paper & Chem Co Inc | Precoated diazo reproduction paper |
| US3460943A (en) * | 1962-07-06 | 1969-08-12 | Gaf Corp | Diazotype materials containing modified starch |
| US3420666A (en) * | 1964-10-15 | 1969-01-07 | Gaf Corp | Two-component heat developing diazotypes |
| US4149888A (en) * | 1972-06-26 | 1979-04-17 | Gaf Corporation | Transparent photographic masks |
| US4275137A (en) * | 1974-09-13 | 1981-06-23 | Oce-Van Der Grinten N.V. | Light-sensitive diazotype material |
Also Published As
| Publication number | Publication date |
|---|---|
| DE954309C (de) | 1956-12-13 |
| BE528363A (enrdf_load_stackoverflow) | |
| NL186623B (nl) | |
| CH335939A (de) | 1959-01-31 |
| GB752002A (en) | 1956-07-04 |
| FR1103563A (fr) | 1955-11-04 |
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