JPS60243670A - Original printing plate for electrophotographic engraving - Google Patents
Original printing plate for electrophotographic engravingInfo
- Publication number
- JPS60243670A JPS60243670A JP9989184A JP9989184A JPS60243670A JP S60243670 A JPS60243670 A JP S60243670A JP 9989184 A JP9989184 A JP 9989184A JP 9989184 A JP9989184 A JP 9989184A JP S60243670 A JPS60243670 A JP S60243670A
- Authority
- JP
- Japan
- Prior art keywords
- layer
- group
- electrophotographic
- plate
- printing plate
- 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
- 238000007639 printing Methods 0.000 title claims abstract description 52
- 229920005989 resin Polymers 0.000 claims abstract description 27
- 239000011347 resin Substances 0.000 claims abstract description 27
- 239000000049 pigment Substances 0.000 claims abstract description 15
- 239000000126 substance Substances 0.000 claims description 13
- 239000000463 material Substances 0.000 abstract description 9
- 230000035945 sensitivity Effects 0.000 abstract description 6
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 abstract description 3
- 229920000147 Styrene maleic anhydride Polymers 0.000 abstract description 3
- 239000000758 substrate Substances 0.000 abstract description 2
- -1 silver halide Chemical class 0.000 description 18
- 239000000243 solution Substances 0.000 description 12
- 125000001424 substituent group Chemical group 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 150000002430 hydrocarbons Chemical group 0.000 description 10
- 229910052782 aluminium Inorganic materials 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
- 229930003836 cresol Natural products 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000004115 Sodium Silicate Substances 0.000 description 5
- 125000000623 heterocyclic group Chemical group 0.000 description 5
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 5
- 229910052911 sodium silicate Inorganic materials 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 description 3
- UXIKEUINZRRDQO-UHFFFAOYSA-N 3-methylphenol;phenol Chemical compound OC1=CC=CC=C1.CC1=CC=CC(O)=C1 UXIKEUINZRRDQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-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
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 238000007743 anodising Methods 0.000 description 3
- 239000003480 eluent Substances 0.000 description 3
- 230000005660 hydrophilic surface Effects 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 239000005011 phenolic resin Substances 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 239000004065 semiconductor Substances 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- 239000004332 silver Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 230000005525 hole transport Effects 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 125000001041 indolyl group Chemical group 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical class C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 235000019795 sodium metasilicate Nutrition 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- VERMWGQSKPXSPZ-BUHFOSPRSA-N 1-[(e)-2-phenylethenyl]anthracene Chemical class C=1C=CC2=CC3=CC=CC=C3C=C2C=1\C=C\C1=CC=CC=C1 VERMWGQSKPXSPZ-BUHFOSPRSA-N 0.000 description 1
- HOQAPVYOGBLGOC-UHFFFAOYSA-N 1-ethyl-9h-carbazole Chemical compound C12=CC=CC=C2NC2=C1C=CC=C2CC HOQAPVYOGBLGOC-UHFFFAOYSA-N 0.000 description 1
- PJWVRCBRZWEQHL-UHFFFAOYSA-N 2,3-bis(2-hydroxyphenyl)phenol Chemical compound OC1=CC=CC=C1C1=CC=CC(O)=C1C1=CC=CC=C1O PJWVRCBRZWEQHL-UHFFFAOYSA-N 0.000 description 1
- JOERSAVCLPYNIZ-UHFFFAOYSA-N 2,4,5,7-tetranitrofluoren-9-one Chemical compound O=C1C2=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C2C2=C1C=C([N+](=O)[O-])C=C2[N+]([O-])=O JOERSAVCLPYNIZ-UHFFFAOYSA-N 0.000 description 1
- FVNMKGQIOLSWHJ-UHFFFAOYSA-N 2,4,5,7-tetranitroxanthen-9-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)C3=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C3OC2=C1[N+]([O-])=O FVNMKGQIOLSWHJ-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- XSXWOBXNYNULJG-UHFFFAOYSA-N 2-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=CC=C1O XSXWOBXNYNULJG-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- QPKNFEVLZVJGBM-UHFFFAOYSA-N 2-aminonaphthalen-1-ol Chemical class C1=CC=CC2=C(O)C(N)=CC=C21 QPKNFEVLZVJGBM-UHFFFAOYSA-N 0.000 description 1
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical compound OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- ABMULKFGWTYIIK-UHFFFAOYSA-N 2-hexylphenol Chemical compound CCCCCCC1=CC=CC=C1O ABMULKFGWTYIIK-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- PZBLUWVMZMXIKZ-UHFFFAOYSA-N 2-o-(2-ethoxy-2-oxoethyl) 1-o-ethyl benzene-1,2-dicarboxylate Chemical compound CCOC(=O)COC(=O)C1=CC=CC=C1C(=O)OCC PZBLUWVMZMXIKZ-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 101150084935 PTER gene Proteins 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000011354 acetal resin Substances 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- JRBRVDCKNXZZGH-UHFFFAOYSA-N alumane;copper Chemical compound [AlH3].[Cu] JRBRVDCKNXZZGH-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000004970 halomethyl group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 208000014617 hemorrhoid Diseases 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- UETZVSHORCDDTH-UHFFFAOYSA-N iron(2+);hexacyanide Chemical class [Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] UETZVSHORCDDTH-UHFFFAOYSA-N 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- HVZWVEKIQMJYIK-UHFFFAOYSA-N nitryl chloride Chemical compound [O-][N+](Cl)=O HVZWVEKIQMJYIK-UHFFFAOYSA-N 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 108091008695 photoreceptors Proteins 0.000 description 1
- 150000003022 phthalic acids Chemical class 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 235000020083 shōchū Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 150000001629 stilbenes Chemical class 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 238000001132 ultrasonic dispersion Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/021—Disazo dyes characterised by two coupling components of the same type
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/043—Photoconductive layers characterised by having two or more layers or characterised by their composite structure
- G03G5/047—Photoconductive layers characterised by having two or more layers or characterised by their composite structure characterised by the charge-generation layers or charge transport layers
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0675—Azo dyes
- G03G5/0679—Disazo dyes
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0675—Azo dyes
- G03G5/0679—Disazo dyes
- G03G5/0681—Disazo dyes containing hetero rings in the part of the molecule between the azo-groups
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0675—Azo dyes
- G03G5/0679—Disazo dyes
- G03G5/0683—Disazo dyes containing polymethine or anthraquinone groups
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0675—Azo dyes
- G03G5/0679—Disazo dyes
- G03G5/0683—Disazo dyes containing polymethine or anthraquinone groups
- G03G5/0685—Disazo dyes containing polymethine or anthraquinone groups containing hetero rings in the part of the molecule between the azo-groups
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Printing Plates And Materials Therefor (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
技術分野
本発明は区子写真法によ#)製版可能な新規な印刷版に
関する。さらに詳しくは、特定のアゾ顔料を含有する新
規な印刷版で、帯電およびそれに続く像露光により得ら
れる静電潜像をトナーによシ現像し、定着してトナー像
を得た後、非画像部の感光層を溶出除去することにより
製版する印刷版に関する。DETAILED DESCRIPTION OF THE INVENTION Technical Field The present invention relates to a novel printing plate that can be made by the Kuji photography method. More specifically, in a new printing plate containing a specific azo pigment, an electrostatic latent image obtained by charging and subsequent imagewise exposure is developed with toner, fixed to obtain a toner image, and then a non-image This invention relates to a printing plate that is made by eluting and removing a photosensitive layer.
従来技術
従来、平版印刷用原板としては、感光性樹脂やハログン
化銀感光材料を用いたものが知られている。BACKGROUND ART Conventionally, as master plates for lithographic printing, those using photosensitive resins or silver halide photosensitive materials have been known.
しかしながら、感光性樹脂を用いた平版印刷版は、耐刷
力は高いが、感度が低いこと、いわゆるダイレクト製版
ができず、原稿からいったん銀塩フィルムによシネガま
たはポジを作る操作が必要でアシ、そのために犬がかり
な設備を要し、製版に時間がかかることなどの欠点があ
る。However, although lithographic printing plates using photosensitive resin have high printing durability, they have low sensitivity and cannot be used in so-called direct plate making, requiring the operation of creating a cinema negative or positive from a silver halide film from an original. However, there are drawbacks such as requiring extensive equipment and time-consuming plate making.
また、ハロケゝン化銀感光材料の拡散転写現像や硬化現
像方式による印刷版はダイレクト製版ができるが、耐刷
力が低く、シかも1枚当りのコストも高いという欠点を
有している。Further, although printing plates using diffusion transfer development or hardening development methods of silver halide photosensitive materials can be directly plate-made, they have the drawbacks of low printing durability and high cost per sheet.
電子写真法を利用したダイレクト製版用の印刷版として
は、例えば特公昭47−47610、特公昭48−40
002、特公昭48−18325、特公昭51−157
66、特公昭51−25761号公報に示されるような
酸化亜鉛一樹脂分散系の印刷版が知られている。この印
刷版は電子写真法によりトナー像を形成した後、非画像
部を親水化するため、例えばフエロシアン塩を含む酸性
水溶液で処理される。このようにして製版された印刷版
は、印刷中に加えられる機械的圧力や湿し水の感光層、
導電処理層への浸透によって剥離が起こり、表面の親水
層が破壊されるために、その耐刷力は5,000〜10
,000枚程度であったO
また、酸化亜鉛・樹脂分散系印刷版では、可視光領域に
感度を持たせるため、色素増感が行なわれるが、それで
も600nm以上の長波長光領域では実用に耐える感度
は示さない。したがって、低出力で安価なHe−Neレ
ーザーあるいは半導体レーザーで露光ができないという
欠点がある。Examples of printing plates for direct plate making using electrophotography include JP-B No. 47-47610 and JP-B No. 48-40.
002, Special Publication No. 48-18325, Special Publication No. 51-157
66 and Japanese Patent Publication No. 51-25761, a printing plate having a zinc oxide-resin dispersion system is known. After forming a toner image on this printing plate by electrophotography, it is treated with an acidic aqueous solution containing, for example, a ferrocyanate salt in order to make non-image areas hydrophilic. The printing plates made in this way are free from the mechanical pressure applied during printing and the photosensitive layer of the dampening solution.
Penetration into the conductive treatment layer causes peeling and destroys the hydrophilic layer on the surface, so its printing durability is 5,000 to 10
In addition, dye sensitization is performed on zinc oxide/resin dispersion printing plates to make them sensitive in the visible light region, but they are still practical in the long wavelength light region of 600 nm or more. Sensitivity is not shown. Therefore, there is a drawback that exposure cannot be performed using a low-output and inexpensive He-Ne laser or semiconductor laser.
一方、特公昭37−17162、特公昭3g−7758
、特公昭46−39405、特開昭52−2437、特
開昭56一107246、特開昭55−105254、
特開昭55−153948、痔開昭55−16125、
特開昭57−147656、特開昭56−146145
、特開昭57−161863号公報などにはたとえば、
砂目立てしたアルミニウム板のような親水性の導電性支
持体上に有機光導電性化合物およびアルカリ可溶性の樹
脂からなる層、あるいは、フタ口シアニン系顔料などの
電荷発生顔料をアルカリ可溶性樹脂に分散した層、ある
いは、この分散層に電子吸引性物質または電子供与性物
質を加えて増感した層などを設けた電子写真製版用の印
刷原版が示されている。この種の印刷原版は電子写真法
により感光層上にトナー画像を形成した後、アルカリ性
の溶液で非画像部の感光層を溶出除去することによって
製版され、ダイレク}W版で高い耐刷性の印刷版が得ら
れるというオリ点があるが、電子写真用の感光体として
は感度が低く、そのため、製版速度がおそく、大出力の
光源を用いなければならないという欠点を有していた。On the other hand, Tokuko Sho 37-17162, Tokuko Sho 3g-7758
, JP 46-39405, JP 52-2437, JP 56-107246, JP 55-105254,
Japanese Unexamined Patent Publication No. 55-153948, Hemorrhoid Opening No. 55-16125,
JP-A-57-147656, JP-A-56-146145
, Japanese Patent Application Laid-Open No. 57-161863, etc., for example,
A layer consisting of an organic photoconductive compound and an alkali-soluble resin on a hydrophilic conductive support such as a grained aluminum plate, or a charge-generating pigment such as a cyanine pigment dispersed in an alkali-soluble resin. A printing original plate for electrophotolithography is shown in which a layer or a layer sensitized by adding an electron-withdrawing substance or an electron-donating substance to the dispersed layer is provided. This type of printing original plate is made by forming a toner image on the photosensitive layer using an electrophotographic method, and then eluting and removing the photosensitive layer in the non-image area with an alkaline solution. Although it has the advantage of producing printing plates, it has low sensitivity as a photoreceptor for electrophotography, resulting in slow platemaking speed and the need to use a high-output light source.
目的
本発明の目的は、以上のような従来公知の電子写真製版
用印刷原版が持っている問題点を解決し、特に高感度で
高耐刷性の印刷原版を提供することにある。Purpose An object of the present invention is to solve the problems of the conventionally known printing original plates for electrophotographic engraving as described above, and to provide a printing original plate having particularly high sensitivity and high printing durability.
構成
本発明の電子写真製版用印刷原版は、導電性支持体上に
下記一般式(1.)で表わされるアゾ顔料を含有する電
荷発生層と電荷搬送物質およびアルカリ可溶性樹脂を含
有する電荷搬送層の二層からなる電子写真感光層を設け
たことを特徴とするものである。Structure The printing original plate for electrophotographic engraving of the present invention comprises a charge generation layer containing an azo pigment represented by the following general formula (1.) and a charge transport layer containing a charge transport substance and an alkali-soluble resin on a conductive support. It is characterized by being provided with an electrophotographic photosensitive layer consisting of two layers.
一般式(I)
(ただし、Aはカップラー残基を表わす。)本発明の電
子写真製版用印刷原版の基本的な構成を第1図に示す。General formula (I) (A represents a coupler residue) The basic structure of the printing original plate for electrophotographic engraving of the present invention is shown in FIG.
ここで、1は導電性支持体であり、その上に竃荷発生層
3、さらに電荷搬送層4が積層され、電子写真感光層2
を形成している。Here, 1 is a conductive support, on which a charge-generating layer 3 and a charge transport layer 4 are laminated, and an electrophotographic photosensitive layer 2
is formed.
電荷発生層3および電荷搬送層4は上下逆に槓層するこ
とも可能である。The charge generation layer 3 and the charge transport layer 4 can also be stacked upside down.
電荷発生層3に用いるアゾ顔料のカッン0ラーとしては
、例えばフェノール類、ナフトール類などのフェノール
性水酸基を有する化合物、アミン基を有する芳香族アミ
ノ化合物、アミン基とフェノール性水酸基を有するアミ
ノナフトール類あるいは脂肪族捷たけ芳香族のエノ−ル
性ケトン基(活性メテレン基)をもつ化合物が用いられ
、好ましくはカップラ−残基Aが下記一般式(L(自)
、頭、(v)、(■、(6)で表わされる群から選択さ
れる。Examples of the azo pigment used in the charge generation layer 3 include compounds having a phenolic hydroxyl group such as phenols and naphthols, aromatic amino compounds having an amine group, and aminonaphthols having an amine group and a phenolic hydroxyl group. Alternatively, a compound having an aliphatic or aromatic enolic ketone group (active methylene group) is used, and preferably the coupler residue A has the following general formula (L(self)
, head, (v), (■, (6)).
〔式中、R1は水素、アルキル基、フエニル基捷たはそ
の置換体、Xは炭化水素環捷たはそれらの置換体、複素
環またはそれらの置換体、Yは炭化水素環基またはそれ
らの置換体、複素環基またはそ。く2
れらの置換体あるいは一N=(ただし、R23
は炭化水素環基またはそれらの置換体、複素環基まだは
それらの置換体、あるいはスチリル基またはその置換体
、R3は水素、アルキル基、フェニル基、またはその置
換体を表わすが、あるいは、R2およびR3はそhらが
結合する炭素原子とともに環を形成してもよい。)〕
明細書の浄書(内容に変更,(L)特開昭GO−243
670(3)(式(110および儀中のR4は、置換ま
たは無置換の炭化水素基を表わす。)
(式中、R5はアルキル基、カルバモイル基、カルボキ
シル基またはそのエステルを表わし、まだAr,は炭化
水素環基またはそれらの置換体を表わすO)へ・・
(式中、R6は炭化水素基またはそれらの置換体、Ar
2は炭化水素環基またはそれらの置換体を表わす。)
本発明で使用される前記一般式中のXKおける炭化水素
環としては、例えばベンゼン環、ナフタレン環など、複
素環としては、例えばインドール環、カルバゾール環、
ペンゾフラン環など、YまたはR2における炭化水素環
基としては、フエニル基、ナフテル基、アントリル基、
ピレニル基など、複素環基としては、ビリノル基、ナエ
ニル基、フリル基、インドリル基、ペンゾフラニル基、
カルバゾリル基、ノベンゾフラニル基など、またR2お
よびR3かそれらの結合する炭素原子と共に形成できる
環としてはフルオレン環などが例示できる。[In the formula, R1 is hydrogen, an alkyl group, a phenyl group, or a substituent thereof; substituent, heterocyclic group or the like. 2 These substituents or -N= (wherein, R23 is a hydrocarbon ring group or a substituent thereof, a heterocyclic group or a substituent thereof, or a styryl group or a substituent thereof, R3 is hydrogen, an alkyl group , phenyl group, or a substituted product thereof; alternatively, R2 and R3 may form a ring together with the carbon atom to which they are bonded. Kaisho GO-243
670(3) (Formula (110 and R4 in the formula represent a substituted or unsubstituted hydrocarbon group.) (In the formula, R5 represents an alkyl group, a carbamoyl group, a carboxyl group or an ester thereof, and Ar, represents a hydrocarbon group or a substituent thereof; (wherein, R6 is a hydrocarbon group or a substituent thereof, Ar
2 represents a hydrocarbon ring group or a substituted product thereof. ) Examples of the hydrocarbon ring in XK in the general formula used in the present invention include a benzene ring and a naphthalene ring; examples of the heterocycle include an indole ring, a carbazole ring,
Examples of the hydrocarbon ring group for Y or R2, such as a penzofuran ring, include a phenyl group, a naphther group, an anthryl group,
Examples of heterocyclic groups such as pyrenyl group include bilinol group, naenyl group, furyl group, indolyl group, penzofuranyl group,
Examples of the ring that can be formed with a carbazolyl group, a nobenzofuranyl group, and R2 and R3 together with the carbon atoms to which they are bonded include a fluorene ring.
さらにR4−fだはR6における炭化水素基としては、
メチル基、エチル基、プロビル基、ブナル基などのアル
キル基、ベンソル基などのアラルキル基、フエニル基な
どのアリール基またはこれらの置換体が例示できる。R
4またはR6の炭化水素基における置換基としては、メ
チル基、エチル基、ゾロビル基、プテル基などのアルキ
ル基、メトキシ基、エトキシ基、プロポキシ基、ノトキ
シ基などのアルコキシ基、塩素原子、臭素原子などの−
・口ケ9ン原子、水酸基、二トロ基などが挙げられる。Furthermore, as a hydrocarbon group in R4-f or R6,
Examples include alkyl groups such as methyl, ethyl, probyl and bunal groups, aralkyl groups such as bensol, aryl groups such as phenyl, and substituted products thereof. R
Examples of the substituent on the hydrocarbon group of 4 or R6 include alkyl groups such as methyl group, ethyl group, zorobyl group, and pter group, alkoxy groups such as methoxy group, ethoxy group, propoxy group, and notoxy group, chlorine atom, and bromine atom. etc.−
- Examples include 9 atoms, hydroxyl groups, and nitro groups.
R1のフエニル基またはXの環における置換基としては
、塩素原子、臭素原子などのー・ログン原子が、またY
またはR2の炭素環基捷たは複素環基あるいはR2およ
びR3によって形成できる環における置換基としては、
メチル基、エチル基、プロビル基、プテル基などのアル
キル基、メトキン基、エトキシ基、プロポキシ基、プト
キン基などのアルコキシ基、塩素原子、臭素原子などの
ハロゲン原子、ノメテルアミノ基、ノエテルアミノ基な
どのノアルキルアミノ基、ノベンノルアミノ基などのノ
アラルキルアミノ基、トリフルオロメチル基などのハロ
メテル基、二トロ基、シアン基、カルボキシル基または
そのエステル、水酸基、スルホン酸基(SO3Na)な
どが挙げられる。さらに、Ar+またはAr2における
炭化水素環基としては、フエニル基、ナフテル基などが
、またこれらの基における置換基としては、メチル基、
エチル基、プロビル基、プテル基などのアルキル基、メ
トキシ基、エトキシ基、プロポキシ基、ブトキシ基など
のアルコキシ基、二トロ基、塩素原子、臭素原子などの
ハロケ・ン原子、シアノ基、ジメテルアミノ基、ソエチ
ルアミノ基などのソアルキルアミノ基などが例示できる
。As a substituent on the phenyl group of R1 or the ring of
Or, as a substituent in the carbocyclic group or heterocyclic group of R2 or the ring that can be formed by R2 and R3,
Alkyl groups such as methyl group, ethyl group, probyl group, and puter group; alkoxy groups such as methquine group, ethoxy group, propoxy group, and ptoquine group; halogen atoms such as chlorine atom and bromine atom; Examples include noarkylamino groups such as alkylamino groups and nobennoramino groups, halomethane groups such as trifluoromethyl groups, ditro groups, cyan groups, carboxyl groups or esters thereof, hydroxyl groups, and sulfonic acid groups (SO3Na). Further, examples of the hydrocarbon ring group in Ar+ or Ar2 include a phenyl group and a naphther group, and examples of substituents in these groups include a methyl group,
Alkyl groups such as ethyl, probyl, and puter groups; alkoxy groups such as methoxy, ethoxy, propoxy, and butoxy; haloke/ni atoms such as nitro, chlorine, and bromine; cyano, and dimetelamino groups. , a soalkylamino group such as a soethylamino group, and the like.
本発明に用いられるアゾ顔料は、例えば、特開昭54−
7427、特開昭54−2738号公報に記載されてい
る。これらのアゾ顔料を例示すれば下記のとおりである
。The azo pigment used in the present invention is, for example,
7427, and is described in Japanese Patent Application Laid-Open No. 54-2738. Examples of these azo pigments are as follows.
以下上記一般式のAの部分のみを示す。Only the part A in the above general formula will be shown below.
電荷発生層3は一般式(1)で表わされるアゾ顔料を主
体とする層であるが、必要に応じ結着剤を含有すること
ができる。この場合、電荷発生層中のアゾ順料の割合は
好捷しくけ30重量%以上である。本発明の印刷原版は
製版工程で非画像部を溶出するだめ、結着剤を用いる場
合の結着剤としては、たとえばステレンー無水マレイン
酸共重合体,ノボラック型フェノール樹脂などのアルカ
リ可溶性樹脂(後で詳しく述べる。)を用いることが好
捷しい。しかし、結着剤の割合が少なければ、これ以外
の樹脂を用いることも可能である。また、電荷発生層3
の厚さは好捷しぐは0.01〜5μmさらに好ましくは
005〜2μmである。この厚さが0.01μm以下で
あると電荷の発生は十分ではなく、また5μm以上であ
ると残留電位が高く実用に耐えない。The charge generation layer 3 is a layer mainly composed of an azo pigment represented by the general formula (1), but may contain a binder if necessary. In this case, the proportion of the azo additive in the charge generation layer is preferably 30% by weight or more. In order to prevent non-image areas from being eluted during the plate-making process, the printing original plate of the present invention uses a binder such as an alkali-soluble resin such as a sterene-maleic anhydride copolymer or a novolac type phenol resin. ) is preferable. However, it is also possible to use other resins as long as the proportion of the binder is small. In addition, the charge generation layer 3
The thickness is preferably 0.01 to 5 μm, more preferably 0.05 to 2 μm. If the thickness is less than 0.01 μm, charge generation will not be sufficient, and if it is more than 5 μm, the residual potential will be too high for practical use.
電荷搬送層4は電荷搬送物質とアルカリ可溶性樹脂によ
って形成される。電荷搬送物質には正孔搬送物質と篭子
搬送物質があるが、正孔搬送物質としては、例えば、2
,5−ビス(4−ジエチルアミノフエニル)−1.3.
4−オキサジアゾール、2,5−ビス(4−(4−ジエ
テルアミノステリル)フエニル]−1.3.4−オキサ
ジアゾール、2−(9一エチル力ルバゾリル−3−)−
5−(4−ノエチルアミノフエニル)−1.3.4−オ
キサジアゾールなどのオキサノアゾール化合物、2−ビ
ニルー4−(2−クロルフエニル)−5−(4一ノエテ
ルアミノ)オキサゾール’12−(4−ノエチルアミノ
フエニル)−4−フエニルオキサソールナトのオキサゾ
ール化合物、1−フエニル−3−(4一ノエチルアミノ
スチリル)−5−(4−ノエチルアミノフエニル)ヒラ
ソリン、1一フエニルー3−(4−ノメチルアミノスチ
リル)−5−(4一ノメチルアミノフエニル)ピラゾリ
ンなどのピラゾリン化合物、2.2’−ジメチル−4,
4′−ビス(ジエテルアミノ)トリフェニルメタン、1
.1−ビス(4−ノベンノルアミノフェニル)フロノや
ン、トリス(4−ノエチルアミノフエニル)メタンなど
のジフエニルメタン化合物,,9−(4−ノメチルアミ
ノベンノリデン)フルオレン、3−(9−フルオレニリ
デン)−9−xテルカルハソールなどのフルオレン化合
物、9.−(4−ノエチルアミノステリル)アントラセ
ン、9−ブロムー10−(4−ノエチルアミノステリル
)アントラセンなどのスチリルアントラセン化合物、■
,2−ビス(4−ノエチルアミノステリル)ベンゼン、
1,2ービス(2.4−ジメトキシステリル)ペンゼン
などのノステリルベンゼン化合物、9−エチル力ルバゾ
ール−3−アルデヒドI−メテルーl−フェニルヒドラ
ソン、9−エチル力ルバゾール−3−アルデヒドl−ベ
ンノル−1−フェニルヒドラゾン、4−ノエチルアミノ
ベンズアルデヒド1,1−ノフエニルヒドラゾン、2,
4−ノメトキシベンズアルデヒド1−ベンノルー1−フ
ェニルヒドラゾン、4−ノンエニルアミノベンズアルデ
ヒド1一メチル−1−フエニルヒドラゾンなどのヒドラ
ゾン{l[’、4−ノフエニルアミノステルペン、4ー
ノベンノルアミノステルベン、4−#ト+)ルアミノス
チルベンなどのスチルベン化合物、1一(4−ノフエニ
ルアミノステリル)ナフタレン、1−(4−ソペンノル
アミノスチリル)ナフタレンなどのステリルナフタレン
化合物、4′一ノフェニルアミノーα−フエニルステル
ペン、4’−)チルフエニルアミノーα−フェニルステ
ルベンナトのα−フェニルスチルペン化合物、3−ステ
リルー9−エチルカルバゾール、3−(4−ノエチルア
ミノ)ステリルー9−エチル力ルバゾールナトのスチリ
ルカルバゾール化合物が用いられる。The charge transport layer 4 is formed of a charge transport substance and an alkali-soluble resin. Charge transport materials include hole transport materials and cage transport materials, and hole transport materials include, for example, 2
, 5-bis(4-diethylaminophenyl)-1.3.
4-Oxadiazole, 2,5-bis(4-(4-dietheraminosteryl)phenyl)-1.3.4-oxadiazole, 2-(9-ethylrubazolyl-3-)-
Oxanoazole compounds such as 5-(4-noethylaminophenyl)-1.3.4-oxadiazole, 2-vinyl-4-(2-chlorophenyl)-5-(4-noethylamino)oxazole'12- (4-noethylaminophenyl)-4-phenyloxazolnato oxazole compound, 1-phenyl-3-(4-noethylaminostyryl)-5-(4-noethylaminophenyl) hylasoline, 1 Pyrazoline compounds such as 1-phenyl-3-(4-nomethylaminostyryl)-5-(4-nomethylaminophenyl)pyrazoline, 2,2'-dimethyl-4,
4'-bis(dietheramino)triphenylmethane, 1
.. Diphenylmethane compounds such as 1-bis(4-nobennolaminophenyl)fluorene, tris(4-noethylaminophenyl)methane, 9-(4-nomethylaminobennolidene)fluorene, 3-(9 -fluorenylidene)-9-x telcarhasol; 9. Styryl anthracene compounds such as -(4-noethylaminosteryl)anthracene, 9-bromo-10-(4-noethylaminosteryl)anthracene,
, 2-bis(4-noethylaminosteryl)benzene,
Nosterylbenzene compounds such as 1,2-bis(2,4-dimethoxysteryl)penzene, 9-ethyl-rubazol-3-aldehyde I-meter-1-phenylhydrazone, 9-ethyl-rubazol-3-aldehyde Bennol-1-phenylhydrazone, 4-noethylaminobenzaldehyde 1,1-nophenylhydrazone, 2,
Hydrazones such as 4-nomethoxybenzaldehyde 1-benno-1-phenylhydrazone, 4-nonenylaminobenzaldehyde 1-methyl-1-phenylhydrazone {l[', 4-nophenylaminosterpene, 4-nobennolamino Stilbenes, stilbene compounds such as 4-#t+)ruaminostilbene, sterylnaphthalene compounds such as 1-(4-nophenylaminosteryl)naphthalene, 1-(4-sopennolaminostyryl)naphthalene, 4' monophenylamino-α-phenylsterpene, α-phenylstilpene compound of 4'-)tylphenylamino-α-phenylsterbenato, 3-steryl-9-ethylcarbazole, 3-(4-noethylamino)steryl-9 - A styryl carbazole compound such as ethyl carbazole is used.
電子搬送物質としては、たとえば、クロルアニル、ブロ
ムアニル、テトラシアノエテレン、テ1・ランアノキノ
ンジメタン、2,4.7−}IJニトロー9−7ルオレ
ノン、2,4,5.7−テトラニトロ−9一フルオレノ
ン、2,4.5.7−テトラニトロキサントン、2,4
.8−トリニトロテオキサントン、2,6,8−トリニ
トロー4H−インデノ[1,2−b]テオフエン−4−
オン、1,3.7−}IJニトロノベンゾテオフエン−
5−,5−ノオキサイドなどがある。Examples of the electron transport substance include chloranil, bromoanil, tetracyanoetherene, te1-ranoquinone dimethane, 2,4.7-}IJ nitro-9-7-fluorenone, and 2,4,5.7-tetranitro- 9-fluorenone, 2,4.5.7-tetranitroxanthone, 2,4
.. 8-trinitroteoxanthone, 2,6,8-trinitro 4H-indeno[1,2-b]theophene-4-
on, 1,3.7-}IJ nitronobenzotheophene-
Examples include 5-,5-nooxide.
電荷搬送層4に用いられるアルカリ可溶性樹脂とはアル
カリを添加することにより水性またはアルコール性溶剤
に町溶となる樹脂をいう。本発明の目的から、これらの
樹脂には、成膜性、電気特性、支持体への付着強度など
の特性の他、特に溶解度特性が重要である。このような
特性を有する樹脂としては、例えば、スチレンー無水マ
レイン酸共重合体、ステレンーメタクリル酸一メタクリ
レート共重合体、メタクリル酸一メタクリレート共重合
体およびフェノール樹脂等が例示される。The alkali-soluble resin used in the charge transport layer 4 refers to a resin that becomes soluble in an aqueous or alcoholic solvent by adding an alkali. For the purposes of the present invention, in addition to properties such as film-forming properties, electrical properties, and adhesion strength to a support, solubility properties are particularly important for these resins. Examples of resins having such characteristics include styrene-maleic anhydride copolymers, sterene-methacrylic acid/methacrylate copolymers, methacrylic acid/methacrylate copolymers, and phenol resins.
フエノーノレtaJH旨トしてハ、フエノーノレ、O−
クレゾール、m−クレゾール、p−クレゾール、エチル
フェノール、イソプロビルフェノール、t−7’テルフ
ェノール、t−yミルフェノール、ヘキシルフェノール
、t−オクチルフェノール、シクロヘキシルフェノール
、3−メチル−4−クロルー6−t−プテルフェノール
、イングロビルクレゾール、t−yテルクレゾール、t
−アミルクレゾール、ヘキシルクレゾール、t−オクチ
ルクレゾールおよびンクロヘキシルクレゾールなどの置
換フェノール類の少なくとも一種とホルムアルデヒド、
アセトアルデヒド、アクロレイン、クロトンアルデヒド
、フルフラールなどのアルデヒド類を酸性条件で縮合さ
せて得られるノ?ラック型樹脂が用いられる。Phenomenore taJH effect ha, phenonole, O-
Cresol, m-cresol, p-cresol, ethylphenol, isoprobylphenol, t-7'terphenol, ty-mylphenol, hexylphenol, t-octylphenol, cyclohexylphenol, 3-methyl-4-chloro-6-t -pterphenol, inglovir cresol, ty tercresol, t
- at least one substituted phenol such as amyl cresol, hexyl cresol, t-octyl cresol and ncrohexyl cresol and formaldehyde;
It is obtained by condensing aldehydes such as acetaldehyde, acrolein, crotonaldehyde, and furfural under acidic conditions. A rack type resin is used.
電荷搬送層4は、電荷搬送物質とアルカリ可溶性樹脂を
主体とした層であシ、層中の電荷搬送物質の割合は10
〜70重量%、好ましくは20〜60重量%である。電
荷搬送物質の占める割合がこの範囲以下では、電荷の搬
送がほとんど行なわれずこれ以上では層の機械的強度は
極めて悪く実用に供し得ない。また、電荷搬送層4の厚
さは2〜50μm1好ましくは3〜20μmである。こ
・の範囲以下では帯電量が不十分となりこれ以上では残
留電位が高くなり、また、層の溶出に時間がかかり、実
用的ではない。The charge transport layer 4 is a layer mainly composed of a charge transport substance and an alkali-soluble resin, and the ratio of the charge transport substance in the layer is 10.
-70% by weight, preferably 20-60% by weight. When the proportion of the charge transport substance is below this range, almost no charge is transported, and when it exceeds this range, the mechanical strength of the layer is extremely poor and cannot be put to practical use. Further, the thickness of the charge transport layer 4 is 2 to 50 μm, preferably 3 to 20 μm. Below this range, the amount of charge is insufficient, and above this range, the residual potential becomes high and it takes time to elute the layer, making it impractical.
電荷搬送層4には、可塑剤を含有させることができる0
可塑剤としては、例えばノメテルフタレート、ジエテル
フタレート、ジグチルフタレートなどのフタル酸エステ
ル類、ジメテルグリコールフタレート、エチルフタリー
ルエチルグリコレートなどのグリコールエステル類など
が有効である。The charge transport layer 4 may contain a plasticizer.
Effective plasticizers include, for example, phthalic acid esters such as nometer phthalate, diether phthalate, and digtylphthalate, and glycol esters such as dimeter glycol phthalate and ethyl phthalyl ethyl glycolate.
これらの可塑剤は、光導電層の静電特性およびアルカリ
溶解性を劣化させない範囲で含有させることができる。These plasticizers can be contained within a range that does not deteriorate the electrostatic properties and alkali solubility of the photoconductive layer.
本発明に用いられる導電性支持体1としては、アルミニ
ウム板、亜鉛板、捷たけ銅一アルミニウム板、銅一ステ
ンレス板、クロムー銅板など(Dバイメタル板またはク
ロムー銅一アルミニウム板、クロムー鉛一鉄板、クロム
ー銅一ステンレス板などのトライメタル板などの親水性
表面を有する導電性支持体が用いられ、その厚さは01
〜1mが好ましい。The conductive support 1 used in the present invention includes an aluminum plate, a zinc plate, a beaten copper-aluminum plate, a copper-stainless steel plate, a chrome-copper plate (D bimetal plate, a chrome-copper-aluminum plate, a chrome-lead iron plate, etc.) A conductive support having a hydrophilic surface such as a tri-metal plate such as a chrome-copper-stainless steel plate is used, and its thickness is 0.1 mm.
~1 m is preferred.
捷だ、特にアルミニウムの表面を有する支持体の場合に
は、砂目立て処理、ケイ酸ナトリウム、フッ化ノルコニ
ウム酸カリウム、リン酸塩などの水溶液への浸漬処理あ
るいは陽極酸化処理などの表面処理が行なわれているも
のが好ましい。捷だ米国特許第2714066号に示さ
れるように、砂目立て処理後、ケイ酸ナトリウム水溶液
に浸漬処理されたアルミニウム板、1だ特開昭47−5
125号公報に示されるように陽極酸化処理したのち、
アルカリ金属ケイ酸塩の水溶液に浸漬処理したものも好
ましい。In particular, in the case of supports with aluminum surfaces, surface treatments such as graining, immersion in an aqueous solution of sodium silicate, potassium fluorinorconate, phosphate, etc., or anodizing are carried out. Preferably. As shown in U.S. Pat. No. 2,714,066, an aluminum plate was grained and then immersed in an aqueous sodium silicate solution.
After anodizing as shown in Publication No. 125,
Also preferred are those treated by immersion in an aqueous solution of alkali metal silicate.
上記陽極酸化処理は、例えば、リン酸、クロム酸、硫酸
、硼酸などの無機酸またはしゆう酸、スルファミン酸な
どの有機酸またはこれらの塩の溶液からなる電解液中で
、アルミニウム板を陽極として電流を流すことによって
実施される。The above anodizing treatment is performed by using an aluminum plate as an anode in an electrolytic solution consisting of a solution of an inorganic acid such as phosphoric acid, chromic acid, sulfuric acid, or boric acid, or an organic acid such as oxalic acid or sulfamic acid, or a salt thereof. It is carried out by passing an electric current.
本発明の電子写真製版用印刷版を製造するにはまず、前
記一般式(1)で表わされる顔料と必要に応じ結着剤と
をたとえばテトラヒド口フラン、ノオキサン、ノメテル
ホルムアミド、アセトン、メチルエテルケトン、エチレ
ングリコールモノメチルエーテル、エチレングリコール
モノエテルエーテル、酢酸エチル’i酢9フテル、トル
エン、ノ1ロケゝン化炭化水素などの有機溶剤中で混合
し、ボールミル、超音波分散機などの分散手段によシ均
一に分散した塗布液を前記導電性支持体上に塗布し乾燥
して、電荷発生層3を設ける。次に、酸荷搬送llfl
質およびアルカリ可溶性樹脂を前記と同様の有機溶剤に
溶屏した溶液を電荷発生層上に塗布し、乾燥して電荷搬
送層4を設ける。In order to produce the electrophotographic printing plate of the present invention, first, the pigment represented by the general formula (1) and a binder, if necessary, are mixed with, for example, tetrahydrofuran, nooxane, nometerformamide, acetone, methyl ether, etc. Mix in an organic solvent such as ketone, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethyl acetate, toluene, or siloxane hydrocarbon, and disperse using a ball mill, ultrasonic dispersion machine, etc. A uniformly dispersed coating solution is applied onto the conductive support and dried to form the charge generation layer 3. Next, acid load transport llfl
A solution prepared by dissolving an alkali-soluble resin and an alkali-soluble resin in the same organic solvent as above is applied onto the charge generation layer and dried to form the charge transport layer 4.
本発明の電子写真製版用印刷原版の製版は、まず通常の
電子写真法にしたがい、コロナ帯電器などにより暗所で
一様に帯電し、タングステンランプ、八口ゲンランゾ、
キセノンランプまたは螢光灯などの光源を用いた反射画
菌露光や透明陽画フィルムを通しての密着像露光あるい
は、He−Neレーザー、アルゴンレーザー捷たは半導
体レーザーなどのレーザー光によるスキャニング露光を
行ない静電潜像を形成し、この静電潜像をトナーで現像
し、加熱定着して、電子写真感光層上にトナー像を得る
(第2図)。The plate making of the original printing plate for electrophotographic platemaking of the present invention is performed by first uniformly charging it in a dark place using a corona charger or the like, using a tungsten lamp, a Yaguchi Genranzo, etc.
Electrostatic discharge is performed by reflective exposure using a light source such as a xenon lamp or fluorescent lamp, close image exposure through a transparent positive film, or scanning exposure using a laser beam such as a He-Ne laser, argon laser, or semiconductor laser. A latent image is formed, this electrostatic latent image is developed with toner, and fixed by heating to obtain a toner image on the electrophotographic photosensitive layer (FIG. 2).
次に、このようにしてトナー像を形成した印刷版をアル
カリ性の溶出液中に浸漬すると、トナー像によりマスク
されていない非画像部の電子写真感光層(’Ft荷発生
層と電荷搬送層)が溶解除去され、導電性支持体の親水
性表面が露出し、トナー像部分のみが残り、良好な印刷
版を得ることができる(第3図)。Next, when the printing plate on which the toner image has been formed in this way is immersed in an alkaline eluent, the electrophotographic photosensitive layer ('Ft charge generation layer and charge transport layer) in the non-image area not masked by the toner image is removed. is dissolved and removed, the hydrophilic surface of the conductive support is exposed, and only the toner image portion remains, making it possible to obtain a good printing plate (FIG. 3).
ここで用いる溶出液は、例えば珪酸ナトリウム、燐酸ナ
1・リウム、水酸化ナトリウム、炭酸ナトリウムのよう
な無機塩のアルカリ性水溶液またはトリエタノールアミ
ン、エテレンジアミンなどの有機アミン類を含むアルカ
リ性水溶Q6るいはこれらにエタノール、ベンノルアル
コール、エチレンダリコール、グリセリンなどの有機溶
剤捷たは界面活性剤などを添加した溶液が用いられる。The eluent used here is, for example, an alkaline aqueous solution of inorganic salts such as sodium silicate, sodium phosphate, sodium hydroxide, and sodium carbonate, or an alkaline aqueous Q6 solution containing organic amines such as triethanolamine and ethylenediamine. A solution prepared by adding an organic solvent such as ethanol, benol alcohol, ethylene dalycol, or glycerin or a surfactant to these is used.
本発明の印刷版は、トナー像形成後、溶出液中で非画像
部を溶解除去するものであるから、トナー成分中には、
この溶出液にレジスト性を有する樹脂成分を含有してい
ることが好ましい。In the printing plate of the present invention, after the toner image is formed, the non-image area is dissolved and removed in the eluent, so the toner components include:
It is preferable that this eluate contains a resin component having resist properties.
このml脂成分としては、溶出液に対して不溶性のもの
であればよく、例えば、メタクリル酸、メタクル酸エス
テルなどを用いたアクリル樹脂、酢酸ビニル梱脂、酢酸
ビニルとエチレンまたは塩化ビニルなどの共重合体、塩
化ビニル樹脂、塩化ビニリデン樹脂、ポリビニルブテラ
ールなどのビニルアセタール樹脂、ポリスチレン、ステ
レンとプタノエン、メタクリル酸エステルなどの共重合
体、ポリエチレン、ポリプロピレンおよびその塩化物、
.ポリカーボネート、ポリエステル樹脂、ポリアミド樹
脂、フェノール樹脂、キシレン樹脂、アルキッド樹脂、
ワックス、ポリオレフィン、ろうなどがある。This ml fat component may be anything that is insoluble in the eluate; for example, acrylic resin using methacrylic acid, methacrylic acid ester, etc., vinyl acetate buffing fat, vinyl acetate combined with ethylene or vinyl chloride, etc. Polymers, vinyl chloride resins, vinylidene chloride resins, vinyl acetal resins such as polyvinyl buteral, polystyrene, copolymers of sterene and ptanoene, methacrylic acid esters, polyethylene, polypropylene and their chlorides,
.. Polycarbonate, polyester resin, polyamide resin, phenolic resin, xylene resin, alkyd resin,
These include wax, polyolefin, and wax.
本発明の印刷原版には、トナー像形成後、全面露光によ
り電子写真感光層の溶解性を増す目的で、例えば0−ナ
フトキノンノアソドなどのキノンジアノド化合物または
ノアゾ化合物を含有することもできる。The printing original plate of the present invention may also contain a quinone dianodo compound or a noazo compound, such as 0-naphthoquinone noazodo, for the purpose of increasing the solubility of the electrophotographic photosensitive layer by full-surface exposure after toner image formation.
本発明の印刷原版は、製版工程終了後、非画像部は親水
性表面を有する導電性基板が露出し、親油性トナーによ
シ被覆された画像部分が残るだめ、通常の平版印刷にお
いて、油性インキは画像部のみに付着し、地汚れのない
良好な印刷物が得られる。In the original printing plate of the present invention, after the plate-making process is completed, the conductive substrate with a hydrophilic surface is exposed in the non-image area, and the image area covered with the oleophilic toner remains. The ink adheres only to the image area, resulting in good printed matter without scumming.
寸だ、本発明の印刷原版は、従来公知の印刷原版に比べ
、%に感度が高(He−Neレーザー、半導体レーザー
など種々の光源でダイレクト製版が可能であり、これに
よって得られる印刷版は、高い酎刷性を有している。Indeed, the printing plate of the present invention has % higher sensitivity than conventionally known printing plates (direct plate making is possible with various light sources such as He-Ne laser and semiconductor laser, and the printing plate obtained by this method is , has high shochu printing properties.
次に、本発明を実施例によりさらに具体的に説明する。Next, the present invention will be explained in more detail with reference to Examples.
なお、実施例中の「部」はすべて重量部を表わす。In addition, all "parts" in the examples represent parts by weight.
実施例1
アゾ顔科Alを1部、m−クレゾールーフェノール共重
合ノボラソク樹脂(郡栄化学製:MP−707)の0.
74wt%テトラヒドロフラン溶液66.7部をボール
ミル中で粉砕混合し、得られた分散液を厚さ約025鴫
の砂目立て処理されたアルミニウム板上に塗布し80℃
で10分間乾燥[2て、厚さ約1μmの電荷発生層を形
成した。Example 1 1 part of Azoface Al was mixed with 0.0 parts of m-cresol-phenol copolymerized novolasoc resin (manufactured by Gunei Chemical Co., Ltd.: MP-707).
66.7 parts of a 74 wt% tetrahydrofuran solution was pulverized and mixed in a ball mill, and the resulting dispersion was applied onto a grained aluminum plate with a thickness of about 0.25 mm and heated at 80°C.
The mixture was dried for 10 minutes [2] to form a charge generation layer with a thickness of about 1 μm.
この電荷発生層上に電荷搬送物質として2,5−ビス(
4−ノエテルアミノフエニル)−1.3.4一才キサジ
アゾール09都、スチレンー無水マレイン酸共重合体(
アルドリッヒ・ケミカル・カン・や二一製共重合モル比
1:1)1.8部およびテトラヒドロフラン132部を
混合溶解した溶液を塗布し、80℃で20分間乾燥して
厚さ約10μmの電荷搬送層を形成して、本発明の電子
写真製版用印刷原版を作成した。2,5-bis(
4-noetheraminophenyl)-1.3.41-year-old xadiazole 09, styrene-maleic anhydride copolymer (
A solution prepared by mixing and dissolving 1.8 parts (copolymerization molar ratio 1:1) manufactured by Aldrich Chemical Co., Ltd. and 132 parts of tetrahydrofuran was applied and dried at 80°C for 20 minutes to create a charge transport layer with a thickness of about 10 μm. A printing original plate for electrophotographic engraving of the present invention was prepared by forming layers.
この印刷原版について、静電複写紙試験装置((株)川
口電機製作所製:SP−428型)を用いて’t−6k
Vのコロナ放電を20秒間行なって負に帯電せしめた後
、10秒間暗所に放置し、その時の表面電位V。(ボル
ト)を測定し、次にタングンテンランプによってその表
面が照度4.5ルックスになるようにして光を照射し、
その表面電位がV。This original printing plate was tested using an electrostatic copying paper tester (SP-428 model manufactured by Kawaguchi Electric Seisakusho Co., Ltd.).
After performing corona discharge of V for 20 seconds to make it negatively charged, it was left in a dark place for 10 seconds, and the surface potential V at that time. (volts), then irradiate the surface with light using a tungsten lamp so that the illumination intensity is 4.5 lux,
Its surface potential is V.
の恥になるまでの時間をめ、半減露光量Ey,.(ルッ
クス・秒)を算出した。この結果を表−1に示す。The half-reduced exposure amount Ey, . (looks/seconds) was calculated. The results are shown in Table-1.
次に、この印刷原版を電子複写製版機(リコー製S−1
型)にかけ、帯電、画像露光、現像、定着を行ない電荷
搬送層上に鮮明なトナー画像を形成させた。Next, this original printing plate was applied to an electronic copying plate making machine (Ricoh S-1).
A clear toner image was formed on the charge transport layer by charging, imagewise exposure, development and fixing.
この原版をメタ珪酸ナトリウム70g、グリセリン14
Qml,エチレングリコール550rnlおよびエタノ
ール150mlよりなる溶液に1分間浸漬゛し、さらに
水流で軽くブラッシングしながら洗い、トナーの付着し
ていない非画像部の電子写真感光層を除去した。This original plate was mixed with 70 g of sodium metasilicate and 14 g of glycerin.
The electrophotographic photosensitive layer in the non-image area to which toner was not attached was removed by immersing it for 1 minute in a solution consisting of Qml, 550 rnl of ethylene glycol, and 150 ml of ethanol, and then washing it with a water jet while gently brushing it.
このようにして製版された印刷版をオフセット印刷機(
リコー製AP−1310型)にかけ、常法によシ印刷し
たところ、鮮明な印刷物を50000枚以上印刷する仁
とができた。The printing plate made in this way is then printed on an offset printing machine (
When printing was carried out in a conventional manner using a printer (Model AP-1310 manufactured by Ricoh), more than 50,000 clear prints could be printed.
実施例2および3
電荷発生層に用いるアゾ顔料、および電荷搬送層に用い
る電荷搬送物質として、それぞれ表−1に示す化合物を
用いた以外は実施例1と同様にして、本発明の電子写真
製版用印刷原版を作成し、■oおよびEy2を測定した
。Examples 2 and 3 Electrophotographic engraving of the present invention was carried out in the same manner as in Example 1, except that the compounds shown in Table 1 were used as the azo pigment used in the charge generation layer and the charge transport substance used in the charge transport layer, respectively. A printing original plate was prepared, and ■o and Ey2 were measured.
以上の結果を表−1に示す。The above results are shown in Table-1.
実施例4
アゾ顔料扁1を1部、m−クレゾールーフェノール共重
合ノ?ラック樹脂(郡栄化学製:MP−707)の0.
74wt%テトラヒドロフラン溶液667部をボールミ
ル中で粉砕混合し、得られた分散液を厚さ約0,25−
の砂目立て処理されたアルミニウム板上に塗布し80℃
で10分間乾燥して、厚さ約1μmの電荷発生層を形成
した。Example 4 1 part of azo pigment plate 1 was mixed with m-cresol-phenol copolymerization. 0.0 of lac resin (MP-707 manufactured by Gunei Chemical Co., Ltd.).
667 parts of a 74 wt% tetrahydrofuran solution was pulverized and mixed in a ball mill, and the resulting dispersion was mixed to a thickness of about 0.25 mm.
Coated on a grained aluminum plate and heated at 80°C.
This was dried for 10 minutes to form a charge generation layer with a thickness of about 1 μm.
この直荷発生層上に亀荷搬送物質として3−ステリルー
9−エチルカルハーソル15部、m−クレゾール−フェ
ノール共重合ノボラック樹脂(相s栄化学−d:Ml”
−707)3.0部およびテトラヒドロフラン120部
を混合溶解した溶液を塗布し、80℃で2分間続いて1
00℃で10分間乾燥して厚さ約10μmの電荷搬送層
を形成して、本発明の電子写真製版用印刷原版を作成し
た。この印刷原版について、実施例1と同様にV。およ
びE外を測定した結果を表−2に示す。On this direct load generation layer, 15 parts of 3-steryl-9-ethyl carharsol and m-cresol-phenol copolymerized novolak resin (Soei Kagaku-d:Ml''
-707) 3.0 parts and 120 parts of tetrahydrofuran were mixed and dissolved, and then applied at 80°C for 2 minutes.
A charge transporting layer having a thickness of about 10 μm was formed by drying at 00° C. for 10 minutes, thereby producing a printing original plate for electrophotolithography of the present invention. Regarding this printing original plate, V was used in the same manner as in Example 1. Table 2 shows the results of measuring E and E.
次に、この印刷原版の電子写真感光層上に実施例1と同
様にしてトナー画像を形成した後、メタ珪酸ナトリウム
25部、水100部より溶液に約45秒浸漬し、さらに
水流で軽くブラッンングしながら洗い、非画像部の電子
写真感光層を除去したO
このようにして製版された印刷版をオフセット印刷機に
かけ印刷したところ鮮明々印刷物を50000枚以上印
刷することができた。Next, a toner image was formed on the electrophotographic photosensitive layer of this printing original plate in the same manner as in Example 1, and then immersed in a solution of 25 parts of sodium metasilicate and 100 parts of water for about 45 seconds, and then lightly brushed with water. The electrophotographic photosensitive layer in the non-image area was removed by washing the plate while washing the plate, removing the electrophotographic photosensitive layer in the non-image area.
実施例5〜8
電荷発生層に用いるアゾ顔料および電荷搬送層に用いる
電荷搬送物質として、それぞれ表−2に示す化合物を用
いた以外は実施例4と同様にして、本発明の電子写真製
版用印刷原版を作成し、v。Examples 5 to 8 The electrophotographic plate of the present invention was prepared in the same manner as in Example 4, except that the compounds shown in Table 2 were used as the azo pigment used in the charge generation layer and the charge transport substance used in the charge transport layer, respectively. Create a printing master plate, v.
およびE棒を測定した。and E bar were measured.
以上の結果を表−2に示す。The above results are shown in Table-2.
第1図は本発明の電子写真製版用印811原版の基本的
な構成を表わす図である。
第2図および第3図は本発明の印届1j原版の製版工程
を説明する図であり、第2図はトナー画イ象を形成した
状態を示し、第3図は非画像部を溶出除去した状態を示
す。
1・・導電性支持体、2・・・電子写真感光層、3・・
・電荷発生層、4・・・電荷搬送層、5・・・トナー像
。
手続補正書(肱)
昭和59年9月27日
特許庁長官志賀学殿
1
1.事件の表示
昭和59年特許願第99891号
2.発明の名称
電子写真製版用印刷原版
3.補正をする者
事件との関係特許出願人
住所〒143東京都大田区中馬込一丁目3番6号名称(
674)株式会社リコー
・・・・一隼
代表者浜田広
4.補正命令の日付(発送日)昭和59年8月28日5
.補正の対象
明細書の化学式
6.補正の内容
(1)明細書第1頁、第5頁、第6頁、第7頁、第8頁
、第12頁、第13頁、第14頁、第15頁、第16頁
、第31頁、第34頁の化学式の浄書・別紙の通り(内
容に変更なし)FIG. 1 is a diagram showing the basic structure of an original plate for electrophotographic engraving 811 of the present invention. Figures 2 and 3 are diagrams explaining the plate-making process of the seal notification 1j original plate of the present invention. Figure 2 shows a state in which a toner image has been formed, and Figure 3 shows a state in which a toner image has been formed, and Figure 3 shows a non-image area being eluted and removed. Indicates the state of 1... Conductive support, 2... Electrophotographic photosensitive layer, 3...
- Charge generation layer, 4... Charge transport layer, 5... Toner image. Procedural Amendment (Archive) September 27, 1980 Manabu Shiga, Commissioner of the Patent Office 1 1. Indication of the case 1982 Patent Application No. 99891 2. Name of the invention Printing original plate for electrophotographic engraving 3. Person making an amendment Related to the case Patent applicant address: 1-3-6 Nakamagome, Ota-ku, Tokyo 143 Name (
674) Ricoh Co., Ltd....Ichihaya representative Hiroshi Hamada 4. Date of amendment order (shipment date) August 28, 1980 5
.. Chemical formula of the specification subject to amendment 6. Contents of amendment (1) Specification pages 1, 5, 6, 7, 8, 12, 13, 14, 15, 16, 31 Page, engraving of the chemical formula on page 34, as shown in the attached sheet (no change in content)
Claims (1)
顔料を含有する電荷発生層と電荷搬送物質およびアルカ
リ可溶性樹脂を含有する電荷搬送層の二層からなる電子
写真感光層を設けたことを特徴とする電子写真製版用印
刷原版。 一般式(1) (ただし、式中Aはカッゾラー残基を表わす。)[Claims] An electronic device consisting of two layers, a charge generation layer containing an azo pigment represented by the following general formula (1) and a charge transport layer containing a charge transport substance and an alkali-soluble resin, on a conductive support. A printing original plate for electrophotographic engraving, characterized by being provided with a photosensitive layer. General formula (1) (However, in the formula, A represents a Kazolar residue.)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9989184A JPS60243670A (en) | 1984-05-18 | 1984-05-18 | Original printing plate for electrophotographic engraving |
US06/726,363 US4596754A (en) | 1984-04-27 | 1985-04-23 | Electrophotographic printing original plate and electrophotographic plate making process using the printing original plate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9989184A JPS60243670A (en) | 1984-05-18 | 1984-05-18 | Original printing plate for electrophotographic engraving |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS60243670A true JPS60243670A (en) | 1985-12-03 |
Family
ID=14259395
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9989184A Pending JPS60243670A (en) | 1984-04-27 | 1984-05-18 | Original printing plate for electrophotographic engraving |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS60243670A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5166025A (en) * | 1989-06-29 | 1992-11-24 | Nippon Shokubai Co., Ltd. | Matric plate for electrophotographic platemaking, production thereof and printing plate |
-
1984
- 1984-05-18 JP JP9989184A patent/JPS60243670A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5166025A (en) * | 1989-06-29 | 1992-11-24 | Nippon Shokubai Co., Ltd. | Matric plate for electrophotographic platemaking, production thereof and printing plate |
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