US3023101A - Photographic film - Google Patents
Photographic film Download PDFInfo
- Publication number
- US3023101A US3023101A US705499A US70549957A US3023101A US 3023101 A US3023101 A US 3023101A US 705499 A US705499 A US 705499A US 70549957 A US70549957 A US 70549957A US 3023101 A US3023101 A US 3023101A
- Authority
- US
- United States
- Prior art keywords
- dihydroxy
- film
- vinyl
- polycarbonates
- polycarbonate
- 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
- 229920000515 polycarbonate Polymers 0.000 claims description 40
- 239000004417 polycarbonate Substances 0.000 claims description 40
- -1 SILVER HALIDE Chemical class 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 13
- 239000000839 emulsion Substances 0.000 claims description 9
- 229910052709 silver Inorganic materials 0.000 claims description 6
- 239000004332 silver Substances 0.000 claims description 6
- 229920001169 thermoplastic Polymers 0.000 claims description 3
- 239000004416 thermosoftening plastic Substances 0.000 claims description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 48
- 239000010410 layer Substances 0.000 description 40
- 150000001875 compounds Chemical class 0.000 description 22
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 18
- 239000000203 mixture Substances 0.000 description 18
- 229920001577 copolymer Polymers 0.000 description 17
- 238000000034 method Methods 0.000 description 15
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 229920000159 gelatin Polymers 0.000 description 12
- 235000019322 gelatine Nutrition 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 12
- 239000001828 Gelatine Substances 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 9
- 229940117958 vinyl acetate Drugs 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 229920002678 cellulose Polymers 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000001299 aldehydes Chemical class 0.000 description 7
- 230000008859 change Effects 0.000 description 7
- 239000011888 foil Substances 0.000 description 7
- 229920001567 vinyl ester resin Polymers 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical class ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 150000001241 acetals Chemical class 0.000 description 6
- 239000000084 colloidal system Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000000020 Nitrocellulose Substances 0.000 description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 229920001220 nitrocellulos Polymers 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 125000001174 sulfone group Chemical group 0.000 description 5
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 4
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 239000001294 propane Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000003934 aromatic aldehydes Chemical class 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 239000012442 inert solvent Substances 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- 150000003568 thioethers Chemical class 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 2
- OKVJCVWFVRATSG-UHFFFAOYSA-N 3-hydroxybenzyl alcohol Chemical compound OCC1=CC=CC(O)=C1 OKVJCVWFVRATSG-UHFFFAOYSA-N 0.000 description 2
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 2
- 238000006359 acetalization reaction Methods 0.000 description 2
- 229940081735 acetylcellulose Drugs 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 150000004833 diarylthioethers Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 229940015043 glyoxal Drugs 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- NXPPAOGUKPJVDI-UHFFFAOYSA-N naphthalene-1,2-diol Chemical compound C1=CC=CC2=C(O)C(O)=CC=C21 NXPPAOGUKPJVDI-UHFFFAOYSA-N 0.000 description 2
- FZZQNEVOYIYFPF-UHFFFAOYSA-N naphthalene-1,6-diol Chemical compound OC1=CC=CC2=CC(O)=CC=C21 FZZQNEVOYIYFPF-UHFFFAOYSA-N 0.000 description 2
- MNZMMCVIXORAQL-UHFFFAOYSA-N naphthalene-2,6-diol Chemical compound C1=C(O)C=CC2=CC(O)=CC=C21 MNZMMCVIXORAQL-UHFFFAOYSA-N 0.000 description 2
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 2
- BVJSUAQZOZWCKN-UHFFFAOYSA-N p-hydroxybenzyl alcohol Chemical compound OCC1=CC=C(O)C=C1 BVJSUAQZOZWCKN-UHFFFAOYSA-N 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- OIXGILBUABDWRY-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-diol Chemical compound C1C(O)CCC2CC(O)CCC21 OIXGILBUABDWRY-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- IVSZLXZYQVIEFR-UHFFFAOYSA-N 1,3-Dimethylbenzene Natural products CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 1
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-dioxonaphthalene Natural products C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 1
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 description 1
- SNMRZPACMQWBAE-UHFFFAOYSA-N 1-hydroxy-2H-quinolin-4-ol Chemical compound C1=CC=C2N(O)CC=C(O)C2=C1 SNMRZPACMQWBAE-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-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
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- BIWVHGWGBMHTTP-UHFFFAOYSA-N 2-methylbutane-1,1-diol Chemical compound CCC(C)C(O)O BIWVHGWGBMHTTP-UHFFFAOYSA-N 0.000 description 1
- RKSBPFMNOJWYSB-UHFFFAOYSA-N 3,3-Bis(4-hydroxyphenyl)pentane Chemical compound C=1C=C(O)C=CC=1C(CC)(CC)C1=CC=C(O)C=C1 RKSBPFMNOJWYSB-UHFFFAOYSA-N 0.000 description 1
- YGCZTXZTJXYWCO-UHFFFAOYSA-N 3-phenylpropanal Chemical compound O=CCCC1=CC=CC=C1 YGCZTXZTJXYWCO-UHFFFAOYSA-N 0.000 description 1
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
- AWPROQFCCQOROZ-UHFFFAOYSA-N 4-(4-methylpentyl)phenol Chemical compound CC(C)CCCC1=CC=C(O)C=C1 AWPROQFCCQOROZ-UHFFFAOYSA-N 0.000 description 1
- SVOBELCYOCEECO-UHFFFAOYSA-N 4-[1-(4-hydroxy-3-methylphenyl)cyclohexyl]-2-methylphenol Chemical compound C1=C(O)C(C)=CC(C2(CCCCC2)C=2C=C(C)C(O)=CC=2)=C1 SVOBELCYOCEECO-UHFFFAOYSA-N 0.000 description 1
- XHQYAMKBTLODDV-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)heptan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(CCCCC)C1=CC=C(O)C=C1 XHQYAMKBTLODDV-UHFFFAOYSA-N 0.000 description 1
- WZBHALGYPYRUNN-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)tridecan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(CCCCCCCCCCC)C1=CC=C(O)C=C1 WZBHALGYPYRUNN-UHFFFAOYSA-N 0.000 description 1
- AVPYQKSLYISFPO-UHFFFAOYSA-N 4-chlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C=C1 AVPYQKSLYISFPO-UHFFFAOYSA-N 0.000 description 1
- QEIQEORTEYHSJH-UHFFFAOYSA-N Armin Natural products C1=CC(=O)OC2=C(O)C(OCC(CCO)C)=CC=C21 QEIQEORTEYHSJH-UHFFFAOYSA-N 0.000 description 1
- VOWWYDCFAISREI-UHFFFAOYSA-N Bisphenol AP Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=CC=C1 VOWWYDCFAISREI-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- AGTBKJDELLDEOQ-UHFFFAOYSA-N anthracene-1,5-diol Chemical compound C1=CC=C2C=C3C(O)=CC=CC3=CC2=C1O AGTBKJDELLDEOQ-UHFFFAOYSA-N 0.000 description 1
- YNKMHABLMGIIFX-UHFFFAOYSA-N benzaldehyde;methane Chemical compound C.O=CC1=CC=CC=C1 YNKMHABLMGIIFX-UHFFFAOYSA-N 0.000 description 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N beta-hydroxynaphthyl Natural products C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- IMHDGJOMLMDPJN-UHFFFAOYSA-N biphenyl-2,2'-diol Chemical group OC1=CC=CC=C1C1=CC=CC=C1O IMHDGJOMLMDPJN-UHFFFAOYSA-N 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- KYNFOMQIXZUKRK-UHFFFAOYSA-N bishydroxyethyldisulfide Natural products OCCSSCCO KYNFOMQIXZUKRK-UHFFFAOYSA-N 0.000 description 1
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000001987 diarylethers Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- PBBGSZCBWVPOOL-UHFFFAOYSA-N hexestrol Chemical compound C=1C=C(O)C=CC=1C(CC)C(CC)C1=CC=C(O)C=C1 PBBGSZCBWVPOOL-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- WPHGSKGZRAQSGP-UHFFFAOYSA-N methylenecyclohexane Natural products C1CCCC2CC21 WPHGSKGZRAQSGP-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- PCILLCXFKWDRMK-UHFFFAOYSA-N naphthalene-1,4-diol Chemical compound C1=CC=C2C(O)=CC=C(O)C2=C1 PCILLCXFKWDRMK-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002895 organic esters Chemical group 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- ARENMZZMCSLORU-UHFFFAOYSA-N propan-2-yl naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)OC(C)C)=CC=CC2=C1 ARENMZZMCSLORU-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- AZXQLMRILCCVDW-UHFFFAOYSA-M sodium;5-propan-2-ylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(C(C)C)=CC=CC2=C1S([O-])(=O)=O AZXQLMRILCCVDW-UHFFFAOYSA-M 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 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
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/91—Photosensitive materials characterised by the base or auxiliary layers characterised by subbing layers or subbing means
- G03C1/93—Macromolecular substances therefor
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/04—Aromatic polycarbonates
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- 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
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/795—Photosensitive materials characterised by the base or auxiliary layers the base being of macromolecular substances
Definitions
- photographic films with valuable properties are obtained by replacing the aforementioned polycarbonate in the film support at least partially by further linear high-molecular polycarbonates.
- thermoplastic polycarbonates of high molecular weight can be obtained by reacting dihydroxy diaryl sulphones or mixtures of dihydroxy diaryl sulphones with other biiunctional dihydroxy compounds according to German patent application No. F 17,168 Ive/39c (D.A.S. 1,007,996, published May 9, 1957) and from dihydroxy diaryl ethers or dihydroxy diaryl thioethers or from mixtures of the said compounds with other dihydroxy compounds according to German patent application Nos. F 21,459 IVb/39c and F 21,662 IVc/39c.
- vFurther suitable polycarbonates are those which are derived from mixtures of aliphatic and/ or cycloaliphatic dihydroxy compounds with at least one aromatic dihydroxy compound other than the above cited aromatic dihydroxy compounds.
- the aryl residues can be the same or different.
- the aryl residues can furthermore carry hydrogen atoms or substituents which are incapable of taking part in the reaction to polycarbonates, e.g. the halogens and alkyl groups such as ethyl, methyl, propyl or tertiary butyl.
- dihydroxydiaryl sulphones of the specified type the following may be mentioned:
- Di-monohydroxyarylalkanes as disclosed in copending application Serial No. 577,362, filed April 4, 1956, and in British specification No. 772,627, such as di-(p-hydroxyphenyl)-methane, 2,2- di-( p-hydroxyphenyl) -propane, 1, l -di-(p-hydroxyphenyl) cyclohexane, 1,1-di-(p-hydroxy-m-methylphenyl) cyclohexane, 2,2-di (o-hydroxy-p-tert.-butylphenyl) propane and 3,4-di-(p-hydroxy-phenyl)-hexane and 1,1-di-(p-hydroxy-phenyl)-1-phenyl-ethane, furthermore methane derivatives which carry besides two hydroxylaryl groups, a further alkyl residue with at least two, and a second alkyl residue with one or more carbon atoms, e.g.
- the polycarbonates may be produced if, for example, bis-chloro-carbonates of dihydroxy diaryl sulphones or mixture thereof with the aforementioned dihydroxy compounds, are condensed with dihydroxy diaryl sulphones, or mixtures thereof with other dihydroxy compounds. These condensations are suitably brought about in the presence of inert solvents and acid binding agents such as tertiary amines as described for analogous processes in British specification No. 772,627.
- a further method of carrying out the process consists in passing phosgene either into an aqueous alkali solution or suspension of the dihydroxy diaryl sulphone, optionally in the presence of other dihydroxy compounds and inert solvents, or into a solution or suspension of these materials in an inert solvent optionally in the presence of.
- acid-binding agents such as tertiary amines also as described for analogous processes in British specification No. 772,627.
- the polycarbonates by inter-esteriiying dihydroxy diaryl sulphones, optionally mixed with the aforementioned dihydroxy compounds and suitably in the presence of acidic or basic catalysts, with dialkyl or diaryl carbonates.
- the basic catalysts preferably used are suitably neutralised in the course of, or at the end of, the polycondensation by adding basebinding substances are especially suitable since an excess thereof can be removed, by evaporation or sublimation from the melt.
- diphenyl ethers and/or -thioethers may be used in which the two aryl radicals are the same or diiferent.
- the aryl radicals may further carry substituents which are incapable of reacting during the conversion into the polycarbonates such as halogen, or alkyl groups such as the methyl-, ethyl-, propylor the tert. butyl group.
- Suitable dihydroxy-diaryl ethers or -thioethers are, for example:
- the further dihydroxy compound which may be used in combination with the said ethers and thioethers may be the same as those disclosed above in connection with the production of polycarbonates derived from diaryl sulfones.
- the polycarbonates produced from the above ethers and thioethers or mixtures of said compounds with further dihydroxy compounds may be produced by the same methods as the polycar'bonates derived from diarylsulphones and mixtures of said sulphones with further dihydro compounds.
- aromatic dihydroxy compounds derived from mixtures of aliphatic and/or cycloaliphatic dihydroxy compounds with aromatic dihydroxy compounds other than the above dihydroxy diarylalkanes, dihydroxydiarylsulfones, and dihydroxydiarylethers and -thioethers there may be used the following aromatic dihydroxy compounds:
- l-Iydroquinone resorcinol, pyrocatechol, 4,4'-dihydroxydiphenyl, 2,2-dihydroxydiphenyl, 1,4-dihydroxynaphthalene, 1,6-dihydroxynaphthalene, 2,6-dihydroxynaphthalene, 1,2. dihydroxynaphthalene, 1,5 dihydroxynaphthalene, 1,4-dihydroxyquinoline, 2,2-dihydroxydinaphthyl-1,1 and mor phydroxybenzyl alcohol.
- aliphatic or cycloaliphatic dihydroxy compounds to be used according to the invention there may be named: ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, thiodiglycol, ethylene dithiodiglycol, propanediol-1,2, propanediol-l,3, butanediol-1,3, butanediol-l,4, 2-methylpropanediol-L3, pentanediol-1,5, 2-ethylpropanediol-l,3, hexanediol 1,6, octanediol 1,8, 2-ethylhexanediol 1,3, decanediol-l,l0, cyclohexanediol-1,4, cyclohexanediol-l,2, o-, mor p-xylylene glycol, 2,2-(4,4'-dihydroxydichlor0- heXyD
- polycarbonatcs derived from the disclosed sulphones, ethers and thioethers may be represented by way of example by the following formula:
- R stands for one of the following bivalent radithe phenyl radicals of which may be substituted and It stands for a whole member preferably greater than 10.
- the mixed polycarbonates may contain the following in which R stands for the same radicals as R and for a substituted or unsubstituted phenylene radical and R" stands for any bivalent organic radical which is different from R whereby R" cannot be a diarylalkane radical in case that R is a phenylene radical, the total number of said units being preferably at least and the relative proportions of said units varying between about 1:30 and 30:1.
- the foils can be manufactured by the conventional casting method on a band or drum machine, the advantages of this process, namely the production of a uniform thickness and optical clarity in transparency and surface, being fully maintained.
- the thoroughly dried raw material is dissolved in a stirrer mechanism,
- a high-speed stirrer for example in methylene chloride to form a solution with a viscosity of about 30,000 to 60,000 cp.
- solvents with a higher boiling point which do not have to be good solvents for the plastic (such as chloroform, propyl acetate or butyl acetate) can also be added.
- plasticisers such as tricresyl phosphate is advisable.
- the solution is cast on a casting machine in the thickness which is required as for instance 0.05 to 0.3 mm. and at the speed which is usual for acetyl cellulose foils.
- polyesters to be used according to the invention can also be worked into film in a manner known per se from the molten mass. It is of course possible for dyes or pigments also to be added to the solutions or melts of the polycarbonates prior to the shaping.
- the layer support is generally provided with suitable adhesive layers which can be produced by various methods.
- the latter can be treated with a solution which contains a mixed acetal of polyvinyl alcohol and aldehydes with water-solubilizing groups and aldehydes without water-solubilizing groups.
- This mixed acetal is soluble in organic solvents and has a strong swelling power in water.
- the treatment with the said solution can take place either alone or in combination with the production of further intermediate or rubbing layers.
- Vinyl chloride copolymers such as for example copolymers of vinyl chloride and vinyl acetate or vinyl propionate, have proved highly suitable for the production of such further intermediate layers.
- the aforementioned mixed acetals can be obtained by a conventional process, for example by heating the components for several hours in methanolic solution with sulphuric acid as catalyst.
- aldehydes with water-solubilizing groups are aromatic aldehydes which are substituted in the aromatic nucleus by carboxyl, sulphonic acid or hydroxy groups, for example benzaldehyde-Z-sulphonic acid, benzaldehyde-2,2-disulphonic acid and p-hydroxy benzaldchyde.
- aldehydes without water-solubilizing groups are araliphatic and aliphatic aldehydes, for example benzaldehyde, tolyl aldehyde, p-chlorobenzaldehyde and hydrocinnamaldehyde.
- the mixed acetals are preferably dissolved in a proportion of 0.75 to 1.25% in a mixture of methanol and one or more other organic solvents, for example acetone, tetrahydrofurane or dioxane.
- a partially saponified copolymer of vinyl chloride and an organic vinyl ester for example vinyl acetate, vinyl propionate or vinyl butyrate, for example, a partially saponified copolymer of vinyl chloride and vinyl acetate.
- These partially saponified copolymers are produced by known methods by saponification in methanol solution with sulphuric acid as catalyst, merely the organic ester groups being partially saponified.
- Suitable saponified copolymers contain approximately 45-70% by Weight of vinyl chloride, 5-30% by weight of vinyl hydroxide and 40% by weight of vinyl acetate or another organic vinyl ester such as vinyl propionate, vinyl butyrate or vinyl benzoate.
- Copolymers of vinyl chloride and a, B-unsaturated carboxylic acids or partially saponified copolymers of vinyl chloride'and esters of the aforementioned acids can alternatively be used.
- the coating is advantageously produced by one of the conventional dipping processes.
- the layer support can be provided with a thin intermediate layer of vinyl chloride copolymers and nitrocellulose or organic cellulose esters, a further thin intermediate layer of cellulose esters arranged thereabove, and a thin layer containing gelatine as a third layer.
- vinyl chloride copolymers in the first layer it is advantageous to use a copolymer of about 40 to 70 parts by weight of vinyl chloride with about 30 to 60 parts by weight of copolymerisable components, for example lower alkyl esters of unsaturated carboxylic acids and vinyl esters of lower fatty acids, such as methyl, ethyl, propyl, butyl esters of acrylic acid, methacrylic acid, crotonic acid or maleic acid, and also vinyl acetate, vinyl propionate or vinyl butyrate.
- lower alkyl esters of unsaturated carboxylic acids and vinyl esters of lower fatty acids such as methyl, ethyl, propyl, butyl esters of acrylic acid, methacrylic acid, crotonic acid or maleic acid, and also vinyl acetate, vinyl propionate or vinyl butyrate.
- Suitable cellulose esters are mixed esters of cellulose with acetic acid and fatty acids which contain 3-4 carbon atoms, for example cellulose acetopropionate and cellulose acetob'utyrate.
- the cellulose esters are advantageously used in proportions of 30-70% by weight, calculated on the total quantity of the polymers and cellulose esters.
- auxiliary layers which consist essentially of gelatine and a partially hydrolysed copolymer of 40 to 60 parts by weight of vinyl chloride and 60 to 40 parts by weight of the above organic vinyl esters, this copolymer advantageously containing from 45 to 70% by Weight of vinyl chloride, 530% by weight of vinyl hydroxide and 10 to 40% by weight of organic vinyl ester.
- the proportion of gelatine with respect to the copolymer can fluctuate within wide limits; it is however advantageous to use a ratio of 2:3 parts by weight of gelatine to 3:2 parts of copolymer.
- hardening agents for the gelatine can be incorporated into this auxiliary layer, for example formaldehyde or glyoxal.
- the aforemendomed-components are dissolved in conventional organic solvents and the solutions are applied to the support by one of the known dipping processes.
- auxiliary layers consist for example of nitrocellulose and an epoxy resin, above which is applied a second layer of gelatine.
- An additional layer of nitrocellulose can be applied between the layer of nitrocellulose epoxide resin and the gelatine layer.
- epoxide resins which are obtained by reacting epichlorhydrin with the di-(monohydroxy-aryl)alkanes which are used for the production of the polycarbonates of the layer support disclosed above or in copending application Serial No. 577,362.
- epoxide resin it is also possible to use a polycarbonate ester of a di-(monohydroxy-arylene)alkane, also in admixture with nitrocellulose.
- Conventional devices can be used for applying the intermediate layers.
- the foils thus pretreated for coating with a hydrophilic colloid layer are coated with a photographic silver halide emulsion for other light sensitive colloid layers by one of the conventional methods.
- the film material can be manufactured without any diificulty in such a way that it remains flat enough to' satisfy all requirements-in all processing stages, and this flatness is also maintained with various change in climatic conditions.
- the foils thus prepared for coating with a hydrophilic colloid layer can be coated with emulsions of steep and ultra-steep gradations, such as are usual in the reproduction art, for the production of line and screen exposures.
- the empulsions used in the reproduction art for reproducing halftones can be made contrasty, brilliant or normal. All the said emulsions can be unsensitised, orthochromatic or panchromatic.
- the new film support is also suitable for montage films, especially for intaglio and offset printing, because good register is also important in these cases.
- the present films. may also be used for multi layers color films, cine films, roll films and X-ray films.
- Example 1 A polycarbonate is produced as follows: I 71.5 parts-oi phosgene are introduced with stirring at 20 C. within 2 hours into a mixture of 96.3 parts of 2,2-di-(p-hydroxyphenyl)propane, and 47.3 parts of 7 ganic solvent becomes highly viscous in about an hour. It is washed neutral with water in the kneading machine. After evaporating the solvents, a hard elastic colorless high molecular resin remains which is soluble for example in methylene chloride, chloroform, ethylene chloride, dioxane, tetrahydrofurane and dimethylformamide. 100 parts of said polycarbonate are dissolved in 600 parts of methylene chloride. The solution is deaerated by heating at 50 C. and thereafter it is cast to form a film of 0.1 mm. thickness. The film is treated on one side with the following subbing solution:
- a saponification product of a copolymer of vinyl chloride and vinyl acetate (1:1 by weight).
- the saponification products contain 65.7 percent by weight of vinyl chloride, 22.7 percent by weight of vinylhydroxide, 11.6 percent by weight of vinylacetate.
- the film is then coated on the pretreated side with a cinematographic or a phototechnical silver halide emulsion, the binding agent of which is gelatine.
- the film has an excellent dimensional stability (shrinkage after processing 0.02 percent).
- Example 2 The following polycarbonate is produced:
- a colorless resilient plastic material is thus obtained having a softening interval of 205-225 C. and which is soluble e.g. in methylene chloride, benzene, toluene, cyclohexanone and dimethyl formamide.
- Said polycarbonate is dissolved in methylene chloride and cast to a film of 0.14 mm. thickness as explained in Example 1.
- For the subbing of the film the following solution is used:
- Example 3 For the production of the film support disclosed in any of the preceding examples there is used a polycarbonate which is produced according to one of the following prescriptions.
- Example 4 For the production of the film support disclosed above, there is used a polycarbonate which is produced as follows: Into a solution of 109 grams (0.5 mol) of 4,4-di hydroxydiphenyl sulfide and 112 grams (0.5 mol) of 2,2- (4,4'-dihydroxydiphenyl)-propane in 1640 grams of a 10 percent sodium hydroxide solution, 149 grams (1.5 mol) of phosgene is introduced at 20 C. within 1% hours after the addition of 600 grams of methylene chloride. Upon addition of 0.5 gram of triethylamine and 4 grams of so dium isopropylnaphthalene sulfonate a viscous paste is formed in the course of 1 hour.
- a colorless resilient plastic material is thus obtained having a softening interval of 240-260 C. and dissolving e.g. in methylene chloride, chloroform, benzene, cyclohexanone and dimethyl formamide.
- polycarbonates disclosed herein may be used in admixture with each other or with the polycarbonates of the copending application Serial No. 577,362, filed April 4, 1956, which latter are also disclosed in British specification 772,627.
- the proportions within which these polycarbonates may be used to produce photographic film supports may vary within wide limits since these polycarbonates are compatible with each other in practically all proportions.
- Photographic material comprising a film of a high molecular weight linear film-forming thermoplastic polycarbonate as the support, a hydrop-hilic subbing layer, and a photographic silver halide emulsion layer, said polycarbonate consisting essentially of the units and in which R stands for a member selected from the group the phenyl radicals of which may be substituted, the total number of said units being at least 10, and the relative proportions of said units to each other varying between about 1:30 and 30:1, said hydrophilic subbing layer being selected from the group consisting of layers of (1) a mixture of gelatin and a film-forming, partially saponified vinyl chloride-organic vinyl ester copolymer, and (2) a mixture of a film-forming, partially saponified vinyl chloride-organic vinyl ester copolymer and a filmforming mixed acetal of polyvinyl alcohol with an aromatic aldehyde containing water-solubilizing groups and an aromatic aldehyde free of water-solubilizing groups.
- polycarbonate is prepared from 4,4'-dihydroxy-diphenyl sulfide, 2,2-(4,4'-dihydroxydiphenyl)-propane and phosgene.
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- Chemical & Material Sciences (AREA)
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- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Laminated Bodies (AREA)
- Polyesters Or Polycarbonates (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE348871X | 1955-04-14 | ||
DEA26298A DE1060710B (de) | 1955-04-14 | 1956-12-31 | Photographischer Film fuer phototechnische Zwecke |
Publications (1)
Publication Number | Publication Date |
---|---|
US3023101A true US3023101A (en) | 1962-02-27 |
Family
ID=25828319
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US705499A Expired - Lifetime US3023101A (en) | 1955-04-14 | 1957-12-27 | Photographic film |
Country Status (7)
Country | Link |
---|---|
US (1) | US3023101A (en(2012)) |
BE (2) | BE546898A (en(2012)) |
CH (2) | CH348871A (en(2012)) |
DE (2) | DE1060710B (en(2012)) |
FR (1) | FR1192131A (en(2012)) |
GB (2) | GB808629A (en(2012)) |
NL (9) | NL282022A (en(2012)) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3112292A (en) * | 1958-06-23 | 1963-11-26 | Bayer Ag | Production of linear crystallized polycarbonates |
US3178378A (en) * | 1960-05-31 | 1965-04-13 | Gen Aniline & Film Corp | Subbing layer for hydrophobic, dimensionally stable, inert-surfaced photographic filmbase |
US3213060A (en) * | 1961-09-14 | 1965-10-19 | Eastman Kodak Co | Polycarbonate purification |
US3506445A (en) * | 1964-12-09 | 1970-04-14 | Bexford Ltd | Synthetic film materials |
US4043980A (en) * | 1976-05-18 | 1977-08-23 | Mobay Chemical Corporation | Flame retardant polycarbonate having improved critical thickness |
DE2701173A1 (de) * | 1977-01-13 | 1978-07-20 | Bayer Ag | Verwendung von polycarbonaten fuer optische geraete |
EP0000547A1 (en) * | 1977-08-01 | 1979-02-07 | Mobay Chemical Corporation | Aromatic polycarbonates containing sulphur, method for their preparation, and their glass-reinforced compositions |
EP0046558A3 (en) * | 1980-08-27 | 1982-03-17 | Mobay Chemical Corporation | Flame retardant alkylated aromatic polycarbonate compositions |
US4446297A (en) * | 1980-01-07 | 1984-05-01 | Mobay Chemical Corporation | Thermoplastic copolycarbonate from halogen free aromatic diol and halogenated thiodiphenol |
US4448950A (en) * | 1976-05-18 | 1984-05-15 | Mobay Chemical Corporation | Polycarbonate having improved critical thickness |
US4497947A (en) * | 1982-06-03 | 1985-02-05 | Mobay Chemical Corporation | Polycarbonate compositions having improved heat deflection temperature |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1201680B (de) | 1957-02-09 | 1965-09-23 | Agfa Ag | Verfahren zur Vorbehandlung von Filmunterlagen aus hochmolekularen, thermoplastischen Polycarbonaten fuer den Auftrag von hydrophilen Kolloidschichten |
DE1112892B (de) * | 1958-11-26 | 1961-08-17 | Renker Belipa G M B H | Lichtempfindliches Material fuer die Diazotypie und Verfahren zu seiner Herstellung |
US5026618A (en) * | 1988-02-16 | 1991-06-25 | Canon Kabushiki Kaisha | Photosensitive material and volume type phase hologram member formed therefrom |
JP2795663B2 (ja) * | 1988-02-16 | 1998-09-10 | キヤノン株式会社 | 感光体及びこれを用いて形成した体積位相型ホログラム部材 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2698240A (en) * | 1950-03-22 | 1954-12-28 | Du Pont | Photographic films and their preparation |
US2698241A (en) * | 1952-06-07 | 1954-12-28 | Du Pont | Photographic elements and process of preparing the same |
US2789967A (en) * | 1954-02-02 | 1957-04-23 | Eastman Kodak Co | Interpolycarbonates from 1, 4-bis (beta-hydroxyethyl)-benzene-bis |
US2799666A (en) * | 1956-01-26 | 1957-07-16 | Eastman Kodak Co | Linear polycarbonates from bis (hydroxyethoxy) aromatic compounds |
US2874046A (en) * | 1955-06-25 | 1959-02-17 | Agfa Ag | Process for the retreatment of foils consisting of highly polymeric substances for the application of hydrophilic colloids |
-
0
- NL NL282025D patent/NL282025A/xx unknown
- NL NL107568D patent/NL107568C/xx active
- DE DENDAT1001586D patent/DE1001586B/de active Pending
- NL NL111669D patent/NL111669C/xx active
- NL NL107567D patent/NL107567C/xx active
- NL NL108489D patent/NL108489C/xx active
- NL NL107566D patent/NL107566C/xx active
- BE BE563645D patent/BE563645A/xx unknown
- NL NL282024D patent/NL282024A/xx unknown
- BE BE546898D patent/BE546898A/xx unknown
- NL NL282023D patent/NL282023A/xx unknown
- NL NL282022D patent/NL282022A/xx unknown
-
1956
- 1956-04-11 CH CH348871D patent/CH348871A/de unknown
- 1956-04-13 GB GB11360/56A patent/GB808629A/en not_active Expired
- 1956-04-13 FR FR1192131D patent/FR1192131A/fr not_active Expired
- 1956-12-31 DE DEA26298A patent/DE1060710B/de active Pending
-
1957
- 1957-12-27 US US705499A patent/US3023101A/en not_active Expired - Lifetime
- 1957-12-31 GB GB40440/57A patent/GB853587A/en not_active Expired
- 1957-12-31 CH CH361715D patent/CH361715A/de unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2698240A (en) * | 1950-03-22 | 1954-12-28 | Du Pont | Photographic films and their preparation |
US2698241A (en) * | 1952-06-07 | 1954-12-28 | Du Pont | Photographic elements and process of preparing the same |
US2789967A (en) * | 1954-02-02 | 1957-04-23 | Eastman Kodak Co | Interpolycarbonates from 1, 4-bis (beta-hydroxyethyl)-benzene-bis |
US2874046A (en) * | 1955-06-25 | 1959-02-17 | Agfa Ag | Process for the retreatment of foils consisting of highly polymeric substances for the application of hydrophilic colloids |
US2799666A (en) * | 1956-01-26 | 1957-07-16 | Eastman Kodak Co | Linear polycarbonates from bis (hydroxyethoxy) aromatic compounds |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3112292A (en) * | 1958-06-23 | 1963-11-26 | Bayer Ag | Production of linear crystallized polycarbonates |
US3178378A (en) * | 1960-05-31 | 1965-04-13 | Gen Aniline & Film Corp | Subbing layer for hydrophobic, dimensionally stable, inert-surfaced photographic filmbase |
US3213060A (en) * | 1961-09-14 | 1965-10-19 | Eastman Kodak Co | Polycarbonate purification |
US3506445A (en) * | 1964-12-09 | 1970-04-14 | Bexford Ltd | Synthetic film materials |
US4448950A (en) * | 1976-05-18 | 1984-05-15 | Mobay Chemical Corporation | Polycarbonate having improved critical thickness |
US4043980A (en) * | 1976-05-18 | 1977-08-23 | Mobay Chemical Corporation | Flame retardant polycarbonate having improved critical thickness |
DE2721596A1 (de) * | 1976-05-18 | 1977-12-01 | Mobay Chemical Corp | Flammhemmendes polycarbonat mit verbesserter kritischer dicke und verfahren zu seiner herstellung |
DE2701173A1 (de) * | 1977-01-13 | 1978-07-20 | Bayer Ag | Verwendung von polycarbonaten fuer optische geraete |
EP0000547A1 (en) * | 1977-08-01 | 1979-02-07 | Mobay Chemical Corporation | Aromatic polycarbonates containing sulphur, method for their preparation, and their glass-reinforced compositions |
US4446297A (en) * | 1980-01-07 | 1984-05-01 | Mobay Chemical Corporation | Thermoplastic copolycarbonate from halogen free aromatic diol and halogenated thiodiphenol |
EP0046558A3 (en) * | 1980-08-27 | 1982-03-17 | Mobay Chemical Corporation | Flame retardant alkylated aromatic polycarbonate compositions |
US4477637A (en) * | 1980-08-27 | 1984-10-16 | Mobay Chemical Corporation | Flame retardant alkylated polycarbonate compositions |
US4497947A (en) * | 1982-06-03 | 1985-02-05 | Mobay Chemical Corporation | Polycarbonate compositions having improved heat deflection temperature |
Also Published As
Publication number | Publication date |
---|---|
GB853587A (en) | 1960-11-09 |
NL107567C (en(2012)) | |
BE546898A (en(2012)) | |
CH348871A (de) | 1960-09-15 |
FR1192131A (fr) | 1959-10-23 |
NL107568C (en(2012)) | |
NL282023A (en(2012)) | |
DE1001586B (de) | 1957-01-24 |
CH361715A (de) | 1962-04-30 |
NL282024A (en(2012)) | |
NL282022A (en(2012)) | |
GB808629A (en) | 1959-02-11 |
NL108489C (en(2012)) | |
NL282025A (en(2012)) | |
NL107566C (en(2012)) | |
BE563645A (en(2012)) | |
NL111669C (en(2012)) | |
DE1060710B (de) | 1959-07-02 |
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