JPH03253846A - Production of diazo photosensitive material - Google Patents
Production of diazo photosensitive materialInfo
- Publication number
- JPH03253846A JPH03253846A JP5322190A JP5322190A JPH03253846A JP H03253846 A JPH03253846 A JP H03253846A JP 5322190 A JP5322190 A JP 5322190A JP 5322190 A JP5322190 A JP 5322190A JP H03253846 A JPH03253846 A JP H03253846A
- Authority
- JP
- Japan
- Prior art keywords
- diazo
- photosensitive
- emulsion
- binder
- photosensitive 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.)
- Pending
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims abstract description 25
- 239000000463 material Substances 0.000 title claims abstract description 22
- 238000004519 manufacturing process Methods 0.000 title claims description 15
- 239000000839 emulsion Substances 0.000 claims abstract description 15
- 238000000576 coating method Methods 0.000 claims abstract description 14
- 239000011230 binding agent Substances 0.000 claims abstract description 11
- 239000011248 coating agent Substances 0.000 claims abstract description 11
- 230000008878 coupling Effects 0.000 claims abstract description 10
- 238000010168 coupling process Methods 0.000 claims abstract description 10
- 238000005859 coupling reaction Methods 0.000 claims abstract description 10
- 239000002356 single layer Substances 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 20
- 239000007788 liquid Substances 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 15
- 150000008049 diazo compounds Chemical class 0.000 claims description 11
- 229920001600 hydrophobic polymer Polymers 0.000 claims description 8
- 239000001023 inorganic pigment Substances 0.000 claims description 7
- 229920003169 water-soluble polymer Polymers 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 4
- 230000035945 sensitivity Effects 0.000 abstract description 11
- 230000001681 protective effect Effects 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000084 colloidal system Substances 0.000 abstract description 3
- 229920000609 methyl cellulose Polymers 0.000 abstract description 3
- 239000001923 methylcellulose Substances 0.000 abstract description 3
- 230000002209 hydrophobic effect Effects 0.000 abstract 2
- 239000000049 pigment Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 10
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 239000010410 layer Substances 0.000 description 8
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 8
- 206010034972 Photosensitivity reaction Diseases 0.000 description 7
- 230000036211 photosensitivity Effects 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 150000003839 salts Chemical class 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
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229960001948 caffeine Drugs 0.000 description 3
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 3
- OHIMQTXUHLZGPH-UHFFFAOYSA-N 4-diazo-n,n-dimethylcyclohexa-1,5-dien-1-amine;hydrochloride Chemical compound Cl.CN(C)C1=CCC(=[N+]=[N-])C=C1 OHIMQTXUHLZGPH-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 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 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- 230000000149 penetrating effect Effects 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 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
- WXHLLJAMBQLULT-UHFFFAOYSA-N 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-n-(2-methyl-6-sulfanylphenyl)-1,3-thiazole-5-carboxamide;hydrate Chemical class O.C=1C(N2CCN(CCO)CC2)=NC(C)=NC=1NC(S1)=NC=C1C(=O)NC1=C(C)C=CC=C1S WXHLLJAMBQLULT-UHFFFAOYSA-N 0.000 description 1
- AYSSZUUOEVGWCK-UHFFFAOYSA-M 2-aminobenzenediazonium;chloride Chemical compound [Cl-].NC1=CC=CC=C1[N+]#N AYSSZUUOEVGWCK-UHFFFAOYSA-M 0.000 description 1
- VYHNSPUVKZPCDZ-UHFFFAOYSA-N 3-hydroxy-n-(2-hydroxyethyl)naphthalene-2-carboxamide Chemical compound C1=CC=C2C=C(O)C(C(=O)NCCO)=CC2=C1 VYHNSPUVKZPCDZ-UHFFFAOYSA-N 0.000 description 1
- VWWOEFGPFRRRQO-UHFFFAOYSA-N 3-hydroxy-n-(2-morpholin-4-ylethyl)naphthalene-2-carboxamide Chemical compound OC1=CC2=CC=CC=C2C=C1C(=O)NCCN1CCOCC1 VWWOEFGPFRRRQO-UHFFFAOYSA-N 0.000 description 1
- ZQMLVJJOTHZNCM-UHFFFAOYSA-N 3-hydroxy-n-(3-hydroxypropyl)naphthalene-2-carboxamide Chemical compound C1=CC=C2C=C(O)C(C(=O)NCCCO)=CC2=C1 ZQMLVJJOTHZNCM-UHFFFAOYSA-N 0.000 description 1
- 229910002018 Aerosil® 300 Inorganic materials 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 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
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- YZESTCQQMUCMBE-UHFFFAOYSA-N N-(3-aminopropyl)-3-hydroxynaphthalene-2-carboxamide Chemical compound C1=CC=C2C=C(O)C(C(=O)NCCCN)=CC2=C1 YZESTCQQMUCMBE-UHFFFAOYSA-N 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
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- CLRSZXHOSMKUIB-UHFFFAOYSA-M benzenediazonium chloride Chemical compound [Cl-].N#[N+]C1=CC=CC=C1 CLRSZXHOSMKUIB-UHFFFAOYSA-M 0.000 description 1
- 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
- 229910052796 boron Inorganic materials 0.000 description 1
- QCUOBSQYDGUHHT-UHFFFAOYSA-L cadmium sulfate Chemical class [Cd+2].[O-]S([O-])(=O)=O QCUOBSQYDGUHHT-UHFFFAOYSA-L 0.000 description 1
- 229910000331 cadmium sulfate Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- PTEWEFISOFMTTD-UHFFFAOYSA-L disodium;naphthalene-1,2-disulfonate Chemical class [Na+].[Na+].C1=CC=CC2=C(S([O-])(=O)=O)C(S(=O)(=O)[O-])=CC=C21 PTEWEFISOFMTTD-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- LKDKFADINSRVMX-UHFFFAOYSA-N n-(2-aminoethyl)-3-hydroxynaphthalene-2-carboxamide Chemical compound C1=CC=C2C=C(O)C(C(=O)NCCN)=CC2=C1 LKDKFADINSRVMX-UHFFFAOYSA-N 0.000 description 1
- HBVJSKSYPZLUSN-UHFFFAOYSA-N n-(3-morpholin-4-ylpropyl)naphthalene-2-carboxamide Chemical compound C=1C=C2C=CC=CC2=CC=1C(=O)NCCCN1CCOCC1 HBVJSKSYPZLUSN-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
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- KVEHFWZHTQMSDQ-UHFFFAOYSA-M sodium;1,6-dihydroxynaphthalene-2-sulfonate Chemical compound [Na+].OC1=C(S([O-])(=O)=O)C=CC2=CC(O)=CC=C21 KVEHFWZHTQMSDQ-UHFFFAOYSA-M 0.000 description 1
- IAAKNVCARVEIFS-UHFFFAOYSA-M sodium;4-hydroxynaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(O)=CC=C(S([O-])(=O)=O)C2=C1 IAAKNVCARVEIFS-UHFFFAOYSA-M 0.000 description 1
- LGMWPWAPKNFTOP-UHFFFAOYSA-M sodium;6,7-dihydroxynaphthalene-1-sulfonate Chemical compound [Na+].C1=CC(S([O-])(=O)=O)=C2C=C(O)C(O)=CC2=C1 LGMWPWAPKNFTOP-UHFFFAOYSA-M 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical class [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- YWPOLRBWRRKLMW-UHFFFAOYSA-M sodium;naphthalene-2-sulfonate Chemical compound [Na+].C1=CC=CC2=CC(S(=O)(=O)[O-])=CC=C21 YWPOLRBWRRKLMW-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 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
- 210000001685 thyroid gland Anatomy 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- RHZZVWTVJHZKAH-UHFFFAOYSA-K trisodium;naphthalene-1,2,3-trisulfonate Chemical class [Na+].[Na+].[Na+].C1=CC=C2C(S([O-])(=O)=O)=C(S([O-])(=O)=O)C(S(=O)(=O)[O-])=CC2=C1 RHZZVWTVJHZKAH-UHFFFAOYSA-K 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Landscapes
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明はジアゾ感光材料の製造方法に関するものであり
、更に詳しくは、感光性ジアゾ化合物とカップリング成
分より戒る2戊分系ジアゾ感光材料を単層塗布で製造す
る製造方法に関するものである。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a method for producing a diazo photosensitive material, and more specifically, a two-fraction type diazo photosensitive material that is prepared from a photosensitive diazo compound and a coupling component. The present invention relates to a manufacturing method for manufacturing by single-layer coating.
[従来の技術]
ジアゾ感光材料に感光性ジアゾ化合物とカップリング成
分を共に含むものは、アルカリ水溶液で発色させる湿式
ジアゾ感光紙であると同時に、此れを乾式(アンモニア
現像)に使用しても発色像を得る事が出来る所謂、湿乾
両用の働きをする。[Prior art] A diazo-sensitive material containing both a photosensitive diazo compound and a coupling component is a wet-type diazo-sensitive paper that develops color with an alkaline aqueous solution, and can also be used in a dry process (ammonia development). It has a so-called wet/dry function that allows you to obtain a colored image.
しかし、上記のジアゾ感光材料の製造時に於て感光性ジ
アゾ化合物の溶解性の点から、低固形分濃度、低粘度の
液状組成物を支持体上に塗布せざるを得す特に支持体が
紙などの浸透性のものであればなお更、感光性液状組成
物の支持体への浸透によると考えられる経時的な感度低
下が問題になっていた。However, during the production of the above-mentioned diazo photosensitive materials, it is necessary to coat a liquid composition with a low solid content concentration and low viscosity on the support due to the solubility of the photosensitive diazo compound. If the photosensitive liquid composition is permeable, deterioration in sensitivity over time, which is thought to be caused by the permeation of the photosensitive liquid composition into the support, has become a problem.
かかる感度低下を軽減する為のジアゾ感光材料の製造方
法として一般には、支持体特に原紙上に上記の感光性液
状組成物を設ける前に、■原紙表面に適当な多孔性無機
顔料をバインダと共にプレコートしてその上に感光性液
状組成物を塗布することで支持体原紙への浸透を防止す
る2回塗りの方法。In general, as a manufacturing method for diazo photosensitive materials in order to reduce such a decrease in sensitivity, before the above-mentioned photosensitive liquid composition is provided on a support, especially a base paper, (1) a suitable porous inorganic pigment is precoated on the surface of the base paper together with a binder. A two-coating method in which the photosensitive liquid composition is coated on top of the photosensitive liquid composition to prevent it from penetrating into the support base paper.
■同じ目的から感光性液状組成物と共に多孔性無機顔料
とバインダーを支持体原紙に設ける1回塗りの方法など
が実施されてきた。(2) For the same purpose, a one-coat method has been implemented in which a photosensitive liquid composition, a porous inorganic pigment, and a binder are provided on a base paper support.
■のプレコートを設ける方法は米国特許第243351
5号を初め多くの特許を見る事が出来、その効果は同特
許に示されるが如く「ジアゾ感光液の紙層中への浸透を
防止し、ジアゾ化合物を表面にとどめる」事にある。The method of providing a pre-coat (①) is disclosed in U.S. Patent No. 243351.
Many patents, including No. 5, can be found, and the effect, as shown in the same patent, is to "prevent the diazo photosensitive liquid from penetrating into the paper layer and keep the diazo compound on the surface."
しかし、支持体上に複数の層を設ける事は工程上煩雑て
゛あるのみならずコスト的にも不利で産業上有益な方法
とはいえない。However, providing a plurality of layers on a support is not only complicated in terms of process but also disadvantageous in terms of cost, and cannot be said to be an industrially useful method.
その点で■の単層塗布の方法が有効だがいかにして感光
液の浸透を抑えるかが課題であった。In this respect, the single-layer coating method described in (2) is effective, but the problem was how to suppress the penetration of the photosensitive liquid.
[発明の目的コ
本発明はかかる欠点に鑑みて成されたもので、その目的
は感光性ジアゾ化合物とカップリング成分及び多孔性無
機顔料を主成分として含む感光性液状組成物を支持体表
面に塗布、乾燥させて製造するジアゾ感光材料の製造方
法において、バインダーとして水溶性高分子化合物で乳
化された疎水性高分子化合物のエマルジョンを使用する
事で経時的な感度低下の少ないジアゾ感光材料を単層塗
布で製造することが出来た。[Purpose of the Invention] The present invention has been made in view of these drawbacks, and its purpose is to apply a photosensitive liquid composition containing a photosensitive diazo compound, a coupling component, and a porous inorganic pigment as main components to the surface of a support. In the manufacturing method of diazo photosensitive materials, which are manufactured by coating and drying, the use of an emulsion of a hydrophobic polymer compound emulsified with a water-soluble polymer compound as a binder makes it possible to easily produce diazo photosensitive materials with less loss of sensitivity over time. It could be manufactured by layer coating.
[発明の構成]
本発明者は、上記の目的を遠戚する為に、ジアゾ感光材
料について広範な検討を行う事で、本発明に至った。[Structure of the Invention] In order to achieve the above-mentioned object, the present inventor conducted extensive studies on diazo photosensitive materials and arrived at the present invention.
感光性液状組成物の紙層への浸透を抑制することが経時
による感度低下を防止する為の有効な手段であることは
容易に想定しうるが、それの浸透を防止するためのプレ
コート層を予め設ける事なく単層で製造するためには感
光性液状組成物中にバインダーを添加する必要があるが
、バインダとして水溶性高分子化合物を使用した場合そ
の親水性の故に大気中の水分を吸収するので次第に感光
性組成物の紙層への浸透がおこり経時による感度低下を
防止しがたい。It can be easily assumed that suppressing the penetration of the photosensitive liquid composition into the paper layer is an effective means for preventing sensitivity deterioration over time. In order to manufacture a single layer without providing it in advance, it is necessary to add a binder to the photosensitive liquid composition, but when a water-soluble polymer compound is used as the binder, it absorbs moisture in the atmosphere due to its hydrophilic nature. Therefore, the photosensitive composition gradually penetrates into the paper layer, making it difficult to prevent a decrease in sensitivity over time.
又、一般に感光性液状組成物はプレカップリング防止の
為に強酸性であり、画像保存性向上の為に金属塩等を含
んだ複雑な系であり疎水性高分子化合物のエマルジョン
を添加した場合エマルジョンが破壊され易く安定した工
業生産は不可能であった。Additionally, photosensitive liquid compositions are generally strongly acidic to prevent pre-coupling, and are complex systems containing metal salts to improve image storage stability, and when an emulsion of a hydrophobic polymer compound is added. Stable industrial production was impossible because the emulsion was easily destroyed.
一方、本発明のごとく水溶性高分子化合物で乳化された
疎水性高分子化合物のエマルジョンはその優れた保護コ
ロイド性で感光性液状組成物中でも安定しておりかかる
バインダーを使用してジアゾ感光材料を製造することで
単層塗布で経時による感度低下の少ないジアゾ感光材料
を製造することが出来た。On the other hand, the emulsion of a hydrophobic polymer compound emulsified with a water-soluble polymer compound as in the present invention has excellent protective colloidal properties and is stable even in a photosensitive liquid composition. By manufacturing a diazo-sensitive material, it was possible to produce a diazo-sensitive material with little decrease in sensitivity over time by single-layer coating.
エマルジョンの乳化に用いる水溶性高分子化合物は保護
コロイド性に優れたものならいずれも使用可能だが、特
に変性又は未変性ポリビニルアルコール、メチルセルロ
ース等が望ましい。Any water-soluble polymer compound used for emulsifying the emulsion can be used as long as it has excellent protective colloid properties, but modified or unmodified polyvinyl alcohol, methyl cellulose, etc. are particularly preferred.
エマルジョンにする疎水性高分子化合物は公知の組成の
ものがいずれも好適に使用しうるが、特にアクリル系、
スチレン/アクリル系、酢ビ、塩ビ又はその共重合体が
望ましい。As the hydrophobic polymer compound to be made into an emulsion, any known composition can be suitably used, but in particular, acrylic,
Styrene/acrylic, vinyl acetate, vinyl chloride, or copolymers thereof are desirable.
又、疎水性高分子化合物のTgは一20’C〜50℃が
望ましく一20℃以下なら画像退色性が悪く50℃以上
なら発色性の低下を招く。Further, the Tg of the hydrophobic polymer compound is desirably from -20'C to 50°C, and if it is below -20°C, the image will not fade easily and if it is above 50°C, it will cause a decrease in color development.
感光性ジアゾ化合物は通常一般にジアゾ感光材料に用い
られる化合物であればいずれも適用されるが具体例を挙
げると、
N、 N−ジメチル−4−アミノベンゼンジアゾニウ
ムクロライド、
N、N−ジエチル−4−アミノベンゼンジアゾニウムク
ロライド、
N、N−ジプロピル−4−アミノベンゼンジアゾニウム
クロライド、
N−エチル−N−β−ヒドロキシエチル−4−アミノベ
ンゼンジアゾニウムクロライド、N、N−ジアリール−
4−アミノベンゼンジアゾニウムクロライド、
N、N−ビス−β−ヒドロキシエチル−4−アミノベン
ゼンジアゾニウムクロライド、
2.5−ジェトキシ−4−モルホリノベンゼンジアゾニ
ウムクロライド、
2.5−ジブトキシ−4−モルホリノベンゼンジアゾニ
ウムクロライド、
4゛ −メトキシ−4−ベンゾイルアミドベンゼンジア
ゾニウムクロライド、
4′−メトキシ−4−ベンゾイルアミド−2,5−ジェ
トキシベンゼンジアゾニウムクロライド、N、N−ビス
ーγ−ヒドロキシプロピル−4−アミノベンゼンジアゾ
ニウムクロライド、N−メチル−N−ヒドロキシ−4−
アミノベンゼンジアゾニウムクロライド、
N−メチル−N−ベンジル−4−アミノ−2,5−ジメ
トキシベンゼンジアゾニウムクロライド、2.5−ジェ
トキシ−4−(p−トリル)メルカプトベンゼンジアゾ
ニウムクロライド、等の化合物と塩化亜鉛、塩化カドミ
ウム、塩化スズ等の複塩あるいは上記ジアゾニウム塩の
塩素にかわる四フッ化ホウ素の塩等である。As the photosensitive diazo compound, any compound commonly used in diazo photosensitive materials can be used, but specific examples include: N,N-dimethyl-4-aminobenzenediazonium chloride, N,N-diethyl-4- Aminobenzenediazonium chloride, N,N-dipropyl-4-aminobenzenediazonium chloride, N-ethyl-N-β-hydroxyethyl-4-aminobenzenediazonium chloride, N,N-diaryl-
4-aminobenzenediazonium chloride, N,N-bis-β-hydroxyethyl-4-aminobenzenediazonium chloride, 2.5-jethoxy-4-morpholinobenzenediazonium chloride, 2.5-dibutoxy-4-morpholinobenzenediazonium chloride , 4'-methoxy-4-benzoylamide benzenediazonium chloride, 4'-methoxy-4-benzoylamide-2,5-jethoxybenzenediazonium chloride, N,N-bis-γ-hydroxypropyl-4-aminobenzenediazonium chloride , N-methyl-N-hydroxy-4-
Compounds such as aminobenzenediazonium chloride, N-methyl-N-benzyl-4-amino-2,5-dimethoxybenzenediazonium chloride, 2,5-jethoxy-4-(p-tolyl)mercaptobenzenediazonium chloride, and zinc chloride. , double salts such as cadmium chloride and tin chloride, or boron tetrafluoride salts in place of chlorine in the above-mentioned diazonium salts.
具体例は上記に列挙したジアゾ化合物より適宜選択でき
る。Specific examples can be appropriately selected from the diazo compounds listed above.
カップリング成分の例は、
2.3−ジヒドロキシナフタレン、
1.5−ジヒドロキシナフタレン、
1−ヒドロキシナフタレン−4−スルホン酸ソダ、
2.3−ジヒドロキシナフタレン−5−スルホン酸ソー
ダ、
2.3−ジヒドロキシナフタレン−6−スルホン酸ソー
ダ、
2.5−ジヒドロキシナフタレン−6−スルホン酸ソー
ダ、
2−ヒドロキシ−3−ナフトエ酸−β−アミノエチルア
ミド、
2−ヒドロキシ−3−ナフトエ酸−β−ヒドロキシエチ
ルアミド、
2−ヒドロキシ−3−ナフトエ酸−β−モルホリノエチ
ルアミド、
2−ヒドロキシ−3−ナフトエ酸−γ−アミノプロピル
アミド、
2−ヒドロキシ−3−ナフトエ酸−γ−ヒドロキシプロ
ピルアミド、
2−ヒドロキシ−3−ナフトエ酸−γ−モルホリノプロ
ピルアミド、
1−ビグアニジノ−7−ナフトール、
レゾルシン、
α−レゾルシン酸エタノールアミド、
エチレンジアミン−N、 N’ −ビスアセトアセチル
アミド等である。Examples of coupling components are 2,3-dihydroxynaphthalene, 1,5-dihydroxynaphthalene, sodium 1-hydroxynaphthalene-4-sulfonate, sodium 2,3-dihydroxynaphthalene-5-sulfonate, 2,3-dihydroxy Sodium naphthalene-6-sulfonate, Sodium 2.5-dihydroxynaphthalene-6-sulfonate, 2-hydroxy-3-naphthoic acid-β-aminoethylamide, 2-hydroxy-3-naphthoic acid-β-hydroxyethylamide , 2-hydroxy-3-naphthoic acid-β-morpholinoethylamide, 2-hydroxy-3-naphthoic acid-γ-aminopropylamide, 2-hydroxy-3-naphthoic acid-γ-hydroxypropylamide, 2-hydroxy- These include 3-naphthoic acid-γ-morpholinopropylamide, 1-biguanidino-7-naphthol, resorcinol, α-resorcinic acid ethanolamide, ethylenediamine-N, N'-bisacetoacetylamide, and the like.
本発明において、ジアゾ化合物とカップリング成分との
使用割合は、重量でに0.5〜5程度が適当である。In the present invention, the appropriate ratio of the diazo compound to the coupling component is about 0.5 to 5 by weight.
本発明においては、以上の素材の他にジアゾ感光材料と
して通常使用されている各種の補助添加成分を用いる事
ができる。In the present invention, in addition to the above-mentioned materials, various auxiliary additive components commonly used in diazo photosensitive materials can be used.
このようなものとしては、例えば、現像促進剤として、
エチレングリコール、ジエチレングリコル、トリエチレ
ングリコール、テトラエチレングリコール等又は、それ
らの誘導体、保存性向上剤として、ナフタレンモノスル
ホン酸ソーダ、ナフタレンジスルホン酸ソーダ、ナフタ
レントリスルホン酸ソーダ、スルホサリチル酸、硫酸カ
ドミウム、硫酸マグネシウム、塩化カドミウム、塩化亜
鉛等の金属塩、酸化防止剤として、尿素系化合物及びチ
オ尿素系化合物等、溶解助剤として、カフェイン等、酸
安定剤としてクエン酸、酒石酸、硫酸、シュウ酸、ホウ
酸、リン酸等、多孔性無機顔料としては各種シリカの他
、カオリン、タルク、クレー、水酸化アルミニウム、等
の微粒子が挙げられる。As such, for example, as a development accelerator,
Ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, etc. or their derivatives; as storage improvers, sodium naphthalene monosulfonate, sodium naphthalene disulfonate, sodium naphthalene trisulfonate, sulfosalicylic acid, cadmium sulfate, sulfuric acid; Metal salts such as magnesium, cadmium chloride, and zinc chloride, antioxidants such as urea compounds and thiourea compounds, solubilizing agents such as caffeine, acid stabilizers such as citric acid, tartaric acid, sulfuric acid, oxalic acid, Porous inorganic pigments such as boric acid and phosphoric acid include various types of silica, as well as fine particles of kaolin, talc, clay, aluminum hydroxide, and the like.
その他添加剤としてワックス類や高級脂肪酸類界面活性
剤や分散剤等も使用可能である。Other additives that can be used include waxes, higher fatty acid surfactants, and dispersants.
本発明のジアゾ感光材料を製造するには、ジアゾ化合物
、カップリング成分及び多孔性無機顔料とバインダー、
その他の補助添加成分を溶解又は分散させた塗布液を支
持体上に通常の塗布法により塗布乾燥して、付着量1.
5〜15. 0g1rdの感光層を設ければよい。To produce the diazo photosensitive material of the present invention, a diazo compound, a coupling component, a porous inorganic pigment, a binder,
A coating liquid in which other auxiliary additive components are dissolved or dispersed is coated on a support by a conventional coating method and dried, resulting in a coating amount of 1.
5-15. A photosensitive layer of 0g1rd may be provided.
[実施例コ
次に本発明を実施例により更に詳細に説明する以下の実
施例における部は重量基準である。[Examples] The present invention will now be explained in more detail by way of examples. Parts in the following examples are based on weight.
実施例1
0
カフェイン 15部クエン酸
15部トリエチレング
リコール 35部チオ尿素
40部2.3−ジヒドロキシナフタレン
6−スルホン酸ソーダ 15部4−ジア
ゾ−N、 N−ジメチルアニリン塩化物 1/2ZnC
1210部
塩化亜鉛 60部サイロイ
ド74 20部PVAを乳化剤と
したスチレン/
アクリルエマルジョン 10部よりなる混
合物に水をくわえて全量を1リツトルとし、これを支持
体上に塗布、乾燥して約2.5g / rdの感光層を
設けた。Example 1 0 Caffeine 15 parts Citric acid 15 parts Triethylene glycol 35 parts Thiourea
40 parts 2.3-dihydroxynaphthalene 6-sulfonic acid sodium 15 parts 4-diazo-N, N-dimethylaniline chloride 1/2 ZnC
1210 parts Zinc chloride 60 parts Thyroid 74 20 parts Styrene/acrylic emulsion with PVA as an emulsifier Add water to make a total of 1 liter of a mixture, apply this onto a support and dry it to give about 2.5 g /rd photosensitive layer was provided.
実施例2.3
実施例1においてバインダー剤を各々
メチルセルロースを乳化剤とした
アクリルエマルジョン 10部カルボキシ
変性PVAを乳化剤とした
スチレン/アクリルエマルジョン 10部を用いる以
外は実施例1と同様にして実施例23を作成した。Example 2.3 Example 23 was carried out in the same manner as in Example 1 except that 10 parts of an acrylic emulsion using methylcellulose as an emulsifier as the binder agent in Example 1 and 10 parts of a styrene/acrylic emulsion using carboxy-modified PVA as an emulsifier were used. Created.
比較例↓
カフェイン 15部クエン酸
15部トリエチレング
リコール 35部チオ尿素
40部2.3−ジヒドロキシナフタレン
6−スルホン酸ソーダ 15部4−ジア
ゾ−N、 N−ジメチルアニリン塩化物・1/2znC
1210部
塩化亜鉛 60部アエロジ
ル300 20部よりなる混合物に
水をくわえて全量を1リツトルとし、これを支持体上に
塗布、乾燥して約2.5g / rriの感光層を設け
た。Comparative example↓ Caffeine 15 parts Citric acid 15 parts Triethylene glycol 35 parts Thiourea
40 parts 2.3-dihydroxynaphthalene 6-sulfonic acid sodium 15 parts 4-diazo-N, N-dimethylaniline chloride 1/2znC
A mixture consisting of 1,210 parts, 60 parts of zinc chloride, and 20 parts of Aerosil 300 was mixed with water to make a total volume of 1 liter, and this was coated on a support and dried to form a photosensitive layer of about 2.5 g/rr.
比較例2.3
比較例1に各々、
ポリビニルアルコール 10部1
2
カルボキシメチルセルロース 10部を添加し
たものを比較例2.3とした。Comparative Example 2.3 Comparative Example 2.3 was prepared by adding 10 parts of polyvinyl alcohol and 10 parts of carboxymethyl cellulose to Comparative Example 1, respectively.
以上のようにして得られた各感光材料についてその画像
濃度、感光感度及び半年経時後の感光感度を次のように
して測定し、その結果を表−1に示す。The image density, photosensitivity, and photosensitivity after half a year of each photosensitive material obtained as described above were measured as follows, and the results are shown in Table 1.
画像濃度:未露光部を市販の乾式ジアゾ複写機で現像し
、マクベス濃度計にて反射濃度を測定した製造時感光感
度二上記の複写機(水銀灯光源)にて一定速度で焼付け
、実施例1のジアゾが完全に分解する露光時間をきめ、
このときの感度を100としてあられした。Image density: The unexposed area was developed with a commercially available dry diazo copying machine, and the reflection density was measured with a Macbeth densitometer. Photosensitivity at the time of manufacture 2 Printed at a constant speed with the above copying machine (mercury lamp light source), Example 1 Determine the exposure time for the diazo to completely decompose,
The sensitivity at this time was set to 100.
経時感光感度:製造後半年間自然放置後の感光感度を製
造時感光感度と同一条件で測定して、各々の製造時感光
感度に対する比率で表示した。Sensitivity over time: The photosensitivity after being left in nature for six months after manufacture was measured under the same conditions as the photosensitivity at the time of manufacture, and expressed as a ratio to the photosensitivity at each time of manufacture.
(以下余白)
表−1
以上の結果より、本発明の場合は、経時による感光感度
の低下が殆ど無い事がわかる。(The following is a blank space) Table 1 From the above results, it can be seen that in the case of the present invention, there is almost no decrease in photosensitivity over time.
[発明の効果]
本発明はジアゾ化合物とカップリング成分及び多孔性無
機顔料を主成分として含む感光性液状組成物に水溶性高
分子化合物で乳化された疎水性高分子化合物のエマルジ
ョンを添加して支持体表面に塗布乾燥することで感度低
下の殆ど無いジアゾ感光材料を単層塗布で得る事が出来
た。[Effects of the Invention] The present invention includes adding an emulsion of a hydrophobic polymer compound emulsified with a water-soluble polymer compound to a photosensitive liquid composition containing a diazo compound, a coupling component, and a porous inorganic pigment as main components. By coating and drying the coating on the surface of the support, a diazo-sensitive material with almost no decrease in sensitivity could be obtained by coating in a single layer.
↓3 4↓3 4
Claims (1)
無機顔料を主成分として含む感光性液状組成物を単層で
支持体表面上に塗布、乾燥して製造するジアゾ感光材料
の製造方法において、上記感光性液状組成物中にバイン
ダーとして水溶性高分子化合物で乳化された疎水性高分
子化合物のエマルジョンを使用することを特徴とするジ
アゾ感光材料の製造方法。 2、疎水性高分子化合物のTgが−20℃〜50℃であ
る事を特徴とする請求項1記載のジアゾ感光材料の製造
方法[Claims] 1. A diazo photosensitive material produced by coating a photosensitive liquid composition containing a photosensitive diazo compound, a coupling component, and a porous inorganic pigment as main components on the surface of a support in a single layer and drying the composition. A method for producing a diazo photosensitive material, characterized in that an emulsion of a hydrophobic polymer compound emulsified with a water-soluble polymer compound is used as a binder in the photosensitive liquid composition. 2. The method for producing a diazo photosensitive material according to claim 1, wherein the hydrophobic polymer compound has a Tg of -20°C to 50°C.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5322190A JPH03253846A (en) | 1990-03-05 | 1990-03-05 | Production of diazo photosensitive material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5322190A JPH03253846A (en) | 1990-03-05 | 1990-03-05 | Production of diazo photosensitive material |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03253846A true JPH03253846A (en) | 1991-11-12 |
Family
ID=12936770
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5322190A Pending JPH03253846A (en) | 1990-03-05 | 1990-03-05 | Production of diazo photosensitive material |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03253846A (en) |
-
1990
- 1990-03-05 JP JP5322190A patent/JPH03253846A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2662013A (en) | Diazotype photoprinting material | |
JPH03253846A (en) | Production of diazo photosensitive material | |
GB415756A (en) | Improved method of producing coloured photographic materials | |
DE815301C (en) | Process for making copies on diazotype material | |
JPH02272447A (en) | Production of diazo photosensitive material | |
JPH03253847A (en) | Production of diazo photosensitive material | |
JPH03253843A (en) | Production of diazo photosensitive material | |
JPH02254439A (en) | Production of diazo photosensitive material | |
US3607287A (en) | Negative-working two-component diazosulfonate material | |
JPH02287348A (en) | Production of diazo photosensitive material | |
DE2719791C3 (en) | Diazotype material | |
JPH0355539A (en) | Two-component type diazo copying material | |
US4286041A (en) | Composition and process for developing diazotype material | |
JPH03107945A (en) | Two-component type diazo copying material | |
JPS6059346A (en) | Dry system two component type diazo copying material | |
JPS5995535A (en) | Photosensitive paper for diazo copying | |
JPH0659388A (en) | Diazo photosensitive paper | |
JPH0358501B2 (en) | ||
JPS5829503B2 (en) | Diazo Kankoushi | |
JPS58149039A (en) | Diazo type recording material | |
JPH0627584A (en) | Diazo photosensitive paper | |
JPS63110448A (en) | Diazo copying material | |
JPH0544659B2 (en) | ||
JPS60130732A (en) | Two-component type diazo copying material | |
JPS60191243A (en) | Diazo copying material |