DE2439551C2 - Verfahren zur Härtung photographischer Schichten - Google Patents
Verfahren zur Härtung photographischer SchichtenInfo
- Publication number
- DE2439551C2 DE2439551C2 DE2439551A DE2439551A DE2439551C2 DE 2439551 C2 DE2439551 C2 DE 2439551C2 DE 2439551 A DE2439551 A DE 2439551A DE 2439551 A DE2439551 A DE 2439551A DE 2439551 C2 DE2439551 C2 DE 2439551C2
- Authority
- DE
- Germany
- Prior art keywords
- compounds
- hardening
- layers
- layer
- photographic
- 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
Links
- 238000000034 method Methods 0.000 title claims description 21
- 230000008569 process Effects 0.000 title claims description 10
- 229920000159 gelatin Polymers 0.000 claims description 31
- 235000019322 gelatine Nutrition 0.000 claims description 31
- -1 Carbamoylpyridinium compound Chemical class 0.000 claims description 20
- 239000001828 Gelatine Substances 0.000 claims description 5
- 229920002494 Zein Polymers 0.000 claims description 3
- 239000005018 casein Substances 0.000 claims description 3
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 claims description 3
- 235000021240 caseins Nutrition 0.000 claims description 3
- 239000005019 zein Substances 0.000 claims description 3
- 229940093612 zein Drugs 0.000 claims description 3
- 239000010410 layer Substances 0.000 description 88
- 150000001875 compounds Chemical class 0.000 description 65
- 239000000243 solution Substances 0.000 description 30
- 108010010803 Gelatin Proteins 0.000 description 26
- 239000008273 gelatin Substances 0.000 description 26
- 235000011852 gelatine desserts Nutrition 0.000 description 26
- 239000011734 sodium Substances 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 239000000839 emulsion Substances 0.000 description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- 239000000463 material Substances 0.000 description 17
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 16
- 238000002844 melting Methods 0.000 description 16
- 230000008018 melting Effects 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 239000000203 mixture Substances 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 13
- 239000004848 polyfunctional curative Substances 0.000 description 13
- 238000001035 drying Methods 0.000 description 12
- 238000005266 casting Methods 0.000 description 11
- 238000003860 storage Methods 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 235000018102 proteins Nutrition 0.000 description 9
- 108090000623 proteins and genes Proteins 0.000 description 9
- 102000004169 proteins and genes Human genes 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 238000011161 development Methods 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 229910052709 silver Inorganic materials 0.000 description 7
- 239000004332 silver Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000009965 odorless effect Effects 0.000 description 5
- 229920002284 Cellulose triacetate Polymers 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical class C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- LUMLZKVIXLWTCI-NSCUHMNNSA-N (e)-2,3-dichloro-4-oxobut-2-enoic acid Chemical compound OC(=O)C(\Cl)=C(/Cl)C=O LUMLZKVIXLWTCI-NSCUHMNNSA-N 0.000 description 3
- 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 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 230000001476 alcoholic effect Effects 0.000 description 3
- 239000000783 alginic acid Substances 0.000 description 3
- 235000010443 alginic acid Nutrition 0.000 description 3
- 229920000615 alginic acid Polymers 0.000 description 3
- 229960001126 alginic acid Drugs 0.000 description 3
- 150000004781 alginic acids Chemical class 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 229940125898 compound 5 Drugs 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical class C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- XMWFMEYDRNJSOO-UHFFFAOYSA-N morpholine-4-carbonyl chloride Chemical compound ClC(=O)N1CCOCC1 XMWFMEYDRNJSOO-UHFFFAOYSA-N 0.000 description 3
- ZAKLKBFCSHJIRI-UHFFFAOYSA-N mucochloric acid Natural products OC1OC(=O)C(Cl)=C1Cl ZAKLKBFCSHJIRI-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- KZVLNAGYSAKYMG-UHFFFAOYSA-N pyridine-2-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=N1 KZVLNAGYSAKYMG-UHFFFAOYSA-N 0.000 description 3
- 150000003222 pyridines Chemical class 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical group C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000032798 delamination Effects 0.000 description 2
- 229910052736 halogen Chemical group 0.000 description 2
- 150000002367 halogens Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 238000011417 postcuring Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- DVECLMOWYVDJRM-UHFFFAOYSA-N pyridine-3-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=CN=C1 DVECLMOWYVDJRM-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- FYBFGAFWCBMEDG-UHFFFAOYSA-N 1-[3,5-di(prop-2-enoyl)-1,3,5-triazinan-1-yl]prop-2-en-1-one Chemical compound C=CC(=O)N1CN(C(=O)C=C)CN(C(=O)C=C)C1 FYBFGAFWCBMEDG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- JQPFYXFVUKHERX-UHFFFAOYSA-N 2-hydroxy-2-cyclohexen-1-one Natural products OC1=CCCCC1=O JQPFYXFVUKHERX-UHFFFAOYSA-N 0.000 description 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 description 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 description 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical class NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- UQMRAFJOBWOFNS-UHFFFAOYSA-N butyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CCCCOC(=O)COC1=CC=C(Cl)C=C1Cl UQMRAFJOBWOFNS-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000006103 coloring component Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 229940125758 compound 15 Drugs 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical compound O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 description 1
- 230000000254 damaging effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229940052303 ethers for general anesthesia Drugs 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- GLHHEOGXHDJORJ-UHFFFAOYSA-N methanedisulfonamide Chemical compound NS(=O)(=O)CS(N)(=O)=O GLHHEOGXHDJORJ-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- RMHJJUOPOWPRBP-UHFFFAOYSA-N naphthalene-1-carboxamide Chemical compound C1=CC=C2C(C(=O)N)=CC=CC2=C1 RMHJJUOPOWPRBP-UHFFFAOYSA-N 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- BIFDXOOJPDHKJH-UHFFFAOYSA-N piperidine-1-carbonyl chloride Chemical compound ClC(=O)N1CCCCC1 BIFDXOOJPDHKJH-UHFFFAOYSA-N 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000008786 sensory perception of smell Effects 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 229960000943 tartrazine Drugs 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- 231100000627 threshold limit value Toxicity 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
- C07D213/71—Sulfur atoms to which a second hetero atom is attached
-
- 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
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/30—Hardeners
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Pyridine Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2439551A DE2439551C2 (de) | 1974-08-17 | 1974-08-17 | Verfahren zur Härtung photographischer Schichten |
| BE1006717A BE829895A (nl) | 1974-08-17 | 1975-06-05 | Werkwijze voor het verharden van fotografische lagen |
| US05/604,010 US4063952A (en) | 1974-08-17 | 1975-08-12 | Process for hardening silver halide containing photographic layers with sulpho- or sulphoalkyl-substituted carbamoyl pyridinium compounds |
| IT50924/75A IT1041222B (it) | 1974-08-17 | 1975-08-12 | Procedimento per indurire strati fotograici |
| FR7525380A FR2282125A1 (fr) | 1974-08-17 | 1975-08-14 | Procede pour le durcissement de couches photographiques |
| CA233,572A CA1067327A (en) | 1974-08-17 | 1975-08-15 | Hardening photographic layers containing protein with a carbamoyl pyridinium compound |
| CH1068775A CH598618A5 (en, 2012) | 1974-08-17 | 1975-08-15 | |
| JP50098664A JPS5832699B2 (ja) | 1974-08-17 | 1975-08-15 | シヤシンソウノコウマクカホウホウ |
| GB34045/75A GB1510834A (en) | 1974-08-17 | 1975-08-15 | Process for hardening photographic layers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2439551A DE2439551C2 (de) | 1974-08-17 | 1974-08-17 | Verfahren zur Härtung photographischer Schichten |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2439551A1 DE2439551A1 (de) | 1976-02-26 |
| DE2439551C2 true DE2439551C2 (de) | 1985-11-21 |
Family
ID=5923462
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2439551A Expired DE2439551C2 (de) | 1974-08-17 | 1974-08-17 | Verfahren zur Härtung photographischer Schichten |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4063952A (en, 2012) |
| JP (1) | JPS5832699B2 (en, 2012) |
| BE (1) | BE829895A (en, 2012) |
| CA (1) | CA1067327A (en, 2012) |
| CH (1) | CH598618A5 (en, 2012) |
| DE (1) | DE2439551C2 (en, 2012) |
| FR (1) | FR2282125A1 (en, 2012) |
| GB (1) | GB1510834A (en, 2012) |
| IT (1) | IT1041222B (en, 2012) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2924035A1 (de) * | 1979-06-13 | 1981-01-08 | Agfa Gevaert Ag | Verfahren zur kettenverlaengerung von gelatine durch partielle haertung |
| DE3037912A1 (de) * | 1980-10-08 | 1982-05-27 | Agfa-Gevaert Ag, 5090 Leverkusen | Lichtempfindliches fotografisches silberhalogenid-aufzeichnungsmaterial |
| JPS60237445A (ja) * | 1984-05-10 | 1985-11-26 | Fuji Photo Film Co Ltd | ハロゲン化銀カラ−写真感光材料 |
| JPS61100743A (ja) * | 1984-10-24 | 1986-05-19 | Fuji Photo Film Co Ltd | ゼラチンの硬化方法 |
| JPS61128241A (ja) * | 1984-11-28 | 1986-06-16 | Fuji Photo Film Co Ltd | ゼラチンの硬化方法 |
| JPS61217377A (ja) * | 1985-03-08 | 1986-09-26 | 信越ポリマ−株式会社 | 電子部品収納トレ− |
| JPH0612408B2 (ja) * | 1986-05-09 | 1994-02-16 | 富士写真フイルム株式会社 | ゼラチンの硬化方法 |
| DE3626221A1 (de) * | 1986-08-02 | 1988-02-04 | Agfa Gevaert Ag | Farbfotografisches aufzeichnungsmaterial zur herstellung farbiger aufsichtsbilder |
| DE3629388A1 (de) * | 1986-08-29 | 1988-03-03 | Agfa Gevaert Ag | Verfahren zur haertung proteinartige bindemittel enthaltender schichten |
| DE3638638A1 (de) * | 1986-11-12 | 1988-05-19 | Agfa Gevaert Ag | Farbfotografisches aufzeichnungsmaterial |
| JPH0687124B2 (ja) * | 1987-02-26 | 1994-11-02 | アグフアーゲヴエルト・アクチエンゲゼルシヤフト | 写真記録材料 |
| DE3819082A1 (de) * | 1988-06-04 | 1989-12-14 | Agfa Gevaert Ag | Farbfotografisches silberhalogenidmaterial |
| DE3819469A1 (de) * | 1988-06-08 | 1989-12-14 | Agfa Gevaert Ag | Fotografisches aufzeichnungsmaterial |
| DE4119982C2 (de) * | 1991-06-18 | 1993-09-30 | Du Pont Deutschland | 1,3-Bis-carbamoylimidazoliumverbindungen und Verfahren zum Härten von Gelatine enthaltenden Schichten |
| US5601971A (en) * | 1991-06-18 | 1997-02-11 | Sterling Diagnsotic Imaging, Inc. | Hardening of hydrophilic colloids with imidazolium and triazine combinations |
| US5236822A (en) * | 1991-10-03 | 1993-08-17 | Eastman Kodak Company | Method and composition for hardening gelatin |
| US5547832A (en) * | 1992-07-07 | 1996-08-20 | Eastman Kodak Company | Method for hardening photographic materials |
| US5378842A (en) * | 1993-12-21 | 1995-01-03 | E. I. Du Pont De Nemours And Company | Imidazolium hardeners for proteinaceous materials |
| US5411856A (en) * | 1994-01-10 | 1995-05-02 | Eastman Kodak Company | Carbamyl-substituted bis(vinylsulfonyl) methane hardeners |
| EP0674227B1 (en) | 1994-03-22 | 1996-06-12 | Agfa-Gevaert N.V. | Imaging element and method for making a printing plate according to the silver salt diffusion transfer process |
| EP0692473A1 (en) * | 1994-07-12 | 1996-01-17 | Minnesota Mining And Manufacturing Company | Process for preparing carbamoyl pyridinium compounds |
| EP0698822B1 (en) | 1994-08-22 | 1999-03-17 | Agfa-Gevaert N.V. | Lithographic printing plate precursor with a flexible support and method for making a lithographic printing plate therewith |
| DE69423620T2 (de) * | 1994-10-31 | 2000-08-10 | Tulalip Consultoria Comercial Sociedade Unipessoal S.A., Funchal | Pyridiumcarbamoyl Härtemittel enthaltendes photographisches Silberhalogenidmaterial |
| EP0717312A1 (en) * | 1994-12-16 | 1996-06-19 | Minnesota Mining And Manufacturing Company | Hardened silver halide photographic elements |
| EP0722116A1 (en) * | 1995-01-12 | 1996-07-17 | Minnesota Mining And Manufacturing Company | Antistatic film bases and photographic elements comprising said antistatic film bases |
| EP0745901B1 (en) | 1995-05-31 | 1999-03-17 | Agfa-Gevaert N.V. | A concentrated dampening solution with an improved shelf life for printing with a lithographic printing plate obtained according to the silver salt diffusion transfer process |
| EP0754971A1 (en) | 1995-07-18 | 1997-01-22 | Agfa-Gevaert N.V. | Material for industrial radiography and development method thereof |
| DE19526468A1 (de) * | 1995-07-20 | 1997-01-23 | Agfa Gevaert Ag | Härtungsmittel für fotografische Materialien |
| EP0774693B1 (en) | 1995-11-16 | 2000-05-24 | Agfa-Gevaert N.V. | A method for making by phototypesetting a lithographic printing plate according to the silver salt diffusion transfer process |
| EP0779554A1 (en) | 1995-12-14 | 1997-06-18 | Agfa-Gevaert N.V. | A correcting liquid for a silver imaged lithographic printing plate |
| CA2193040A1 (en) | 1996-01-19 | 1997-07-20 | Jeremy M. Grace | Molecular grafting of carboxyl reactive hardeners to energetically treated polyesters to promote adhesion of layers |
| EP0790532B1 (en) | 1996-02-14 | 2000-07-05 | Agfa-Gevaert N.V. | A method for making a lithographic printing plate according to the silver salt diffusion transfer process |
| EP0791858B1 (en) | 1996-02-26 | 2000-10-11 | Agfa-Gevaert N.V. | A method for making by phototypesetting a lithographic printing plate according to the silver salt diffusion transfer process |
| US6500527B2 (en) * | 2001-02-01 | 2002-12-31 | 3M Innovative Properties Company | Image receptor sheet |
| US6468339B1 (en) | 2001-08-23 | 2002-10-22 | Eastman Kodak Company | Alumina filled gelatin |
| US6933024B2 (en) * | 2002-07-18 | 2005-08-23 | Hewlett-Packard Development Company, L.P. | Water soluble polymers as inkjet recording materials |
| JP2006508826A (ja) * | 2002-12-04 | 2006-03-16 | フジ フォト フィルム ビー．ブイ． | インクジェット記録媒体 |
| WO2004110774A1 (en) * | 2003-06-18 | 2004-12-23 | Fuji Photo Film B.V. | Ink-jet recording medium |
| JP2007502220A (ja) * | 2003-08-13 | 2007-02-08 | フジ フォト フィルム ビー．ブイ． | インクジェット記録媒体 |
| EP1677989B1 (en) * | 2003-10-03 | 2008-01-30 | FUJIFILM Manufacturing Europe B.V. | Recording medium |
| WO2005032837A1 (en) * | 2003-10-03 | 2005-04-14 | Fuji Photo Film B.V. | Recording medium |
| JP2011518782A (ja) | 2008-04-10 | 2011-06-30 | フジフィルム・マニュファクチュアリング・ヨーロッパ・ベスローテン・フエンノートシャップ | ヘパリン結合部位および／またはヘパラン硫酸結合部位を富化した組換えタンパク質 |
| WO2010001149A2 (en) * | 2008-07-04 | 2010-01-07 | Fujifilm Manufacturing Europe Bv | Coating method for medical devices |
| EP2344593A2 (en) * | 2008-10-02 | 2011-07-20 | Fujifilm Manufacturing Europe BV | Antimicrobial coating |
| GB0921460D0 (en) | 2009-12-08 | 2010-01-20 | Fujifilm Mfg Europe Bv | Anti-fibrotic hydrogel compositions |
| GB201014388D0 (en) | 2010-08-31 | 2010-10-13 | Fujifilm Mfg Europe Bv | Biocompatible compositions for tissue augmentation |
| GB201119182D0 (en) | 2011-11-07 | 2011-12-21 | Fujifilm Mfg Europe Bv | Porous tissue scaffolds |
| GB201119173D0 (en) | 2011-11-07 | 2011-12-21 | Fujifilm Mfg Europe Bv | Porous tissue scaffolds |
| EP3181358A1 (en) | 2015-12-15 | 2017-06-21 | Agfa Graphics NV | Processless lithographic printing plate |
| EP3322008A1 (en) | 2016-11-11 | 2018-05-16 | Oxis Energy Limited | Electrode for lithium sulphur cell |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1296513B (de) * | 1965-12-30 | 1969-05-29 | Adox Du Pont Fotowerke | Verfahren zum Haerten von gelatinehaltigen photographischen Schichten, insbesondere Halogensilberemulsionsschichten |
| US3645743A (en) * | 1968-08-27 | 1972-02-29 | Agfa Gevaert Ag | Process for hardening protein layers |
| BE754789A (nl) * | 1969-08-21 | 1971-02-15 | Agfa Gevaert Nv | Werkwijze voor het verharden van fotografische lagen |
| DE2225230C2 (de) * | 1972-05-24 | 1984-12-06 | Agfa-Gevaert Ag, 5090 Leverkusen | Verfahren zur Härtung photographischer Schichten |
| US3880665A (en) * | 1972-05-24 | 1975-04-29 | Agfa Gevaert Ag | Hardening with a heterocyclic carbamoyl ammonium compound of a photographic material containing a silver halide layer |
-
1974
- 1974-08-17 DE DE2439551A patent/DE2439551C2/de not_active Expired
-
1975
- 1975-06-05 BE BE1006717A patent/BE829895A/xx not_active IP Right Cessation
- 1975-08-12 IT IT50924/75A patent/IT1041222B/it active
- 1975-08-12 US US05/604,010 patent/US4063952A/en not_active Expired - Lifetime
- 1975-08-14 FR FR7525380A patent/FR2282125A1/fr active Granted
- 1975-08-15 CA CA233,572A patent/CA1067327A/en not_active Expired
- 1975-08-15 CH CH1068775A patent/CH598618A5/xx not_active IP Right Cessation
- 1975-08-15 GB GB34045/75A patent/GB1510834A/en not_active Expired
- 1975-08-15 JP JP50098664A patent/JPS5832699B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1510834A (en) | 1978-05-17 |
| JPS5159625A (en) | 1976-05-24 |
| IT1041222B (it) | 1980-01-10 |
| JPS5832699B2 (ja) | 1983-07-14 |
| CA1067327A (en) | 1979-12-04 |
| FR2282125A1 (fr) | 1976-03-12 |
| FR2282125B1 (en, 2012) | 1978-10-27 |
| US4063952A (en) | 1977-12-20 |
| BE829895A (nl) | 1975-12-05 |
| DE2439551A1 (de) | 1976-02-26 |
| CH598618A5 (en, 2012) | 1978-05-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2439551C2 (de) | Verfahren zur Härtung photographischer Schichten | |
| DE1447632B2 (de) | Photographisches Aufzeichnungsmaterial | |
| DE2502820A1 (de) | Verfahren zur herstellung von cyanbildern | |
| DE2215720A1 (de) | Verfahren zum Vernetzen hydrophiler Kolloide | |
| DE2625026A1 (de) | Verfahren zur haertung photographischer gelatinehaltiger schichten | |
| DE1522378A1 (de) | Verfahren zur Haertung von photographischen,gelatinehaltigen Schichten | |
| DE2547589A1 (de) | Haertung photographischer schichten | |
| DE2411820C2 (de) | Verfahren zum Härten von Gelatine | |
| DE2545755A1 (de) | Verfahren zur haertung photographischer schichten | |
| DE2422069A1 (de) | Tetrazolium-c-oxybetainverbindungen und ihre verwendung als schleierverhuetungsmittel | |
| EP0098454B1 (de) | Verfahren zur Härtung photographischer Gelatine mit Sulfonyl-ethyl-sulfatgruppenhaltigen Vinylsulfonen | |
| DE1285882B (de) | Verfahren zum Schutze von photographischem Material vor der Einwirkung ultravioletter Strahlung | |
| CH626902A5 (en, 2012) | ||
| DE2439553A1 (de) | Verfahren zur haertung photographischer schichten | |
| DE2943806A1 (de) | Lichtempfindliches photographisches silberhalogenidmaterial | |
| DE2943807A1 (de) | Verfahren zur haertung eines photographischen materials | |
| DE2408814C2 (de) | Verfahren zur Härtung gelatinehaltiger photographischer Schichten | |
| DE2616376A1 (de) | Verfahren zur haertung photographischer schichten | |
| DE2332317A1 (de) | Verfahren zur haertung photographischer schichten | |
| DE2225230C2 (de) | Verfahren zur Härtung photographischer Schichten | |
| DE2553915C2 (de) | Verfahren zum Vernetzen von Polyvinylalkohol, Gelatine oder einem Gelatinederivat | |
| DE1770074C3 (en, 2012) | ||
| EP0031959A1 (de) | Verfahren zur Härtung photographischer Gelatineschichten | |
| DE2317677C2 (de) | Verfahren zur Härtung photographischer Schichten | |
| DE1917813A1 (de) | Photographische Nitroverbindungen enthaltendes Material fuer das Silberfarbbleichverfahren |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8120 | Willingness to grant licences paragraph 23 | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition |