JPH01145666A - Liquid color developer for electrostatic photography - Google Patents
Liquid color developer for electrostatic photographyInfo
- Publication number
- JPH01145666A JPH01145666A JP62303390A JP30339087A JPH01145666A JP H01145666 A JPH01145666 A JP H01145666A JP 62303390 A JP62303390 A JP 62303390A JP 30339087 A JP30339087 A JP 30339087A JP H01145666 A JPH01145666 A JP H01145666A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- monomer
- color
- image
- formula
- 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
- 239000007788 liquid Substances 0.000 title claims description 31
- 229920005989 resin Polymers 0.000 claims abstract description 85
- 239000011347 resin Substances 0.000 claims abstract description 85
- 239000000178 monomer Substances 0.000 claims abstract description 28
- 239000000049 pigment Substances 0.000 claims abstract description 12
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 7
- 229920003048 styrene butadiene rubber Polymers 0.000 claims abstract description 7
- 239000002174 Styrene-butadiene Substances 0.000 claims abstract description 5
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000011115 styrene butadiene Substances 0.000 claims abstract description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims abstract description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- 238000006116 polymerization reaction Methods 0.000 claims description 16
- 239000003125 aqueous solvent Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 6
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 abstract description 3
- 229960004889 salicylic acid Drugs 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 description 12
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- CNPVJWYWYZMPDS-UHFFFAOYSA-N 2-methyldecane Chemical compound CCCCCCCCC(C)C CNPVJWYWYZMPDS-UHFFFAOYSA-N 0.000 description 7
- 239000004342 Benzoyl peroxide Substances 0.000 description 6
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 6
- 235000019400 benzoyl peroxide Nutrition 0.000 description 6
- 230000000740 bleeding effect Effects 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- -1 glycidyl butyl Chemical group 0.000 description 6
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N alpha-Methyl-n-butyl acrylate Natural products CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 3
- 159000000007 calcium salts Chemical class 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 2
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- ZCGHEBMEQXMRQL-UHFFFAOYSA-N benzyl 2-carbamoylpyrrolidine-1-carboxylate Chemical group NC(=O)C1CCCN1C(=O)OCC1=CC=CC=C1 ZCGHEBMEQXMRQL-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 150000003872 salicylic acid derivatives Chemical class 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- MQAWJNZATOEGJI-UHFFFAOYSA-N 4-(oxiran-2-yl)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCC1CO1 MQAWJNZATOEGJI-UHFFFAOYSA-N 0.000 description 1
- WQZMWDXLSUFOEM-UHFFFAOYSA-N 4-(oxiran-2-yl)butyl prop-2-enoate Chemical compound C=CC(=O)OCCCCC1CO1 WQZMWDXLSUFOEM-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 238000006085 Schmidt reaction Methods 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
- 239000006231 channel black Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 description 1
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 description 1
- AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- ZNAOFAIBVOMLPV-UHFFFAOYSA-N hexadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(C)=C ZNAOFAIBVOMLPV-UHFFFAOYSA-N 0.000 description 1
- PZDUWXKXFAIFOR-UHFFFAOYSA-N hexadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C=C PZDUWXKXFAIFOR-UHFFFAOYSA-N 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 125000005608 naphthenic acid group Chemical group 0.000 description 1
- LKEDKQWWISEKSW-UHFFFAOYSA-N nonyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCOC(=O)C(C)=C LKEDKQWWISEKSW-UHFFFAOYSA-N 0.000 description 1
- MDYPDLBFDATSCF-UHFFFAOYSA-N nonyl prop-2-enoate Chemical compound CCCCCCCCCOC(=O)C=C MDYPDLBFDATSCF-UHFFFAOYSA-N 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- YFMFSCRSAWIWOP-UHFFFAOYSA-N phenyl(trityl)diazene Chemical compound C1=CC=CC=C1N=NC(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 YFMFSCRSAWIWOP-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000012985 polymerization agent Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/12—Developers with toner particles in liquid developer mixtures
- G03G9/135—Developers with toner particles in liquid developer mixtures characterised by stabiliser or charge-controlling agents
- G03G9/1355—Ionic, organic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/12—Developers with toner particles in liquid developer mixtures
- G03G9/13—Developers with toner particles in liquid developer mixtures characterised by polymer components
- G03G9/131—Developers with toner particles in liquid developer mixtures characterised by polymer components obtained by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Liquid Developers In Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
［技術分野］
本発明は静電写真用カラー液体現象剤に関し、さらに詳
しくは、静電記録紙に形成された静電潜像を直接現像し
、顕像化する静電記録用カラー液体現像剤に関する。DETAILED DESCRIPTION OF THE INVENTION [Technical Field] The present invention relates to a color liquid developing agent for electrostatic photography, and more specifically, to a color liquid developing agent for electrostatic photography, and more specifically to a color liquid developing agent for electrostatic photography that directly develops and visualizes an electrostatic latent image formed on electrostatic recording paper. This invention relates to a color liquid developer for electrographic recording.
［従来技術１
静電記録用に用いられるカラー液体現像剤は数色の顔料
とロジン、アマニ油、大豆油、変性アルキッド樹脂、ス
チレン−ブタジェン共重合体等の樹脂又は油脂を各色ご
とに脂肪族炭化水素のような高絶縁性低誘電率の担体液
体中に粉砕分散することによって得ている。[Prior art 1] Color liquid developers used for electrostatic recording are aliphatic pigments of several colors and resins or oils such as rosin, linseed oil, soybean oil, modified alkyd resins, styrene-butadiene copolymers, etc. It is obtained by pulverization and dispersion in a highly insulating and low dielectric constant carrier liquid such as a hydrocarbon.
そしてこのような−組の現像剤を用いてカラー画像を得
る場合には、静電記録紙等に常法により、静電潜像を形
成後、これを液体現像剤で現像するプロセスを各色につ
いて繰り返し行い、数色のトナーを順次重ね合わせるこ
とにより、カラー画像を得る。When obtaining a color image using such a set of developers, the process of forming an electrostatic latent image on electrostatic recording paper or the like using a conventional method and then developing it with a liquid developer is performed for each color. By repeating this process and sequentially overlapping several colors of toner, a color image is obtained.
このようなプロセスに用いられるトナーには色再現性の
良さ、画像の鮮明さ、シャープネスが望まれる。Toners used in such processes are desired to have good color reproducibility, image clarity, and sharpness.
ところが、前述のような方法で得られる液体現像剤を用
いてブラック、シアン、マゼンダおよびイエローの順序
で静電潜像の形成および現象を繰り返した場合に、画像
の滲みが発生し、シャープネス、鮮明さに欠けるという
欠点があった。However, when the electrostatic latent image formation and phenomenon are repeated in the order of black, cyan, magenta, and yellow using the liquid developer obtained by the method described above, blurring occurs in the image and the sharpness and clearness are reduced. The drawback was that it lacked quality.
特に静電プリンターの如く、毎秒１５ｍｍ以下の印字速
度にて現像を行う場合や印字速度が変化する場合に画像
滲みが顕著に発生する。In particular, image blurring occurs significantly when development is performed at a printing speed of 15 mm per second or less or when the printing speed changes, such as in an electrostatic printer.
静電プリンタープロッターに近いプロセスである電子写
真複写機の場合においては、画像滲みなどのない、鮮明
な画像を得るためには正の電荷制御剤として、一般に脂
肪酸・ナフテン酸等の金属塩あるいはサリチル酸誘導体
の金属塩を添加する手段が有効なことは知られている。In the case of electrophotographic copying machines, which have a process similar to electrostatic printer plotters, in order to obtain clear images without image blurring, metal salts such as fatty acids and naphthenic acids, or salicylic acid are generally used as positive charge control agents. It is known that adding a derivative metal salt is effective.
特に特開昭５２−１０７８３７＠公報に開示されている
アルキル化されたサリチル酸の金属塩は正の電荷制御性
に優れるため、画像濃度が高くシャープネスの高い画像
が得られている。In particular, the metal salt of alkylated salicylic acid disclosed in JP-A No. 52-107837@ has excellent positive charge controllability, so that images with high image density and sharpness can be obtained.
ところが、こういった電荷制御剤を添加して得た液体現
像剤をもってしても、印字速度が遅い、あるいは定速で
印字しない静電プリンタープロッターにおいては、画像
の滲みは完全にはなくならず、シャープネスの低い不鮮
明な画像であった。However, even with a liquid developer obtained by adding such a charge control agent, image blur cannot be completely eliminated in electrostatic printer plotters that print at a slow printing speed or do not print at a constant speed. , the image was unclear with low sharpness.
［目 的］
本発明の目的は前述のような静電記録方式のプリンター
プロッターのように低速あるいは可変速印字を行うプロ
セスにおいても画像滲みのないシャープネスの高い画像
が得られ、かっ色再現性に浸れたカラー液体現像剤を提
供することにある。[Purpose] The purpose of the present invention is to obtain a highly sharp image without image blur even in a process of low-speed or variable-speed printing such as the electrostatic recording type printer plotter described above, and to improve the brown color reproducibility. The purpose of the present invention is to provide an immersed color liquid developer.
［構 成］
本発明は上記課題を達成するため従来より検討を重ねて
きたが、特定の樹脂と特定の電荷制御剤を組合わぜて使
用することにより、解決することを見出し、本発明を完
成するに至った。[Structure] The present invention has been studied in the past in order to achieve the above-mentioned problems, but it has been discovered that the problem can be solved by using a combination of a specific resin and a specific charge control agent. It has been completed.
すなわち本発明は、担体液中に顔料および樹脂を主成分
とするトナーを分散してなる液体現像剤において該樹脂
が樹脂（Ｉ）と樹脂（ＩＩ＞の組合わせからなり、樹脂
（Ｉ）と樹脂（ｎ）との比率が９５：５〜８０： ４０
であり、さらに下記−服代（ＩＶ）
を有するサリチル酸誘導体を電荷制御剤として含有せし
めたことを特徴とする静電写真用カラー液体現像剤であ
る。That is, the present invention provides a liquid developer comprising a toner mainly composed of a pigment and a resin dispersed in a carrier liquid, in which the resin is composed of a combination of resin (I) and resin (II>, and resin (I) and resin (II>) are combined. The ratio with resin (n) is 95:5 to 80:40
This is a color liquid developer for electrostatic photography, further comprising a salicylic acid derivative having the following formula (IV) as a charge control agent.
樹脂（１）スチレンブタジェン樹脂と
下記−服代（１）のモノマー八とを
重合して得られた非水系樹脂
樹脂（ｎ）下記−服代（１）のモノマーＡとカルボキシ
ル基を有するモノマー
Ｂとグリシジル基を有する七ツマ
−Ｃとを少なくとも含有する系を
重合して得られた非水系樹脂の存
右下に重合後非水系溶媒に不溶化
するモノマーを含有させ重合して
得られた非水系樹脂
−０ＣＯＣｎＨ２ｎ＋１
（ｎは６〜２０）
画像滲みや色再現性に関する樹脂（Ｉ＞、（ｎ）および
−服代（ＩＶ）の電荷制御剤の影響は以下のように説明
できる。Resin (1) Non-aqueous resin resin (n) obtained by polymerizing styrene-butadiene resin and monomer 8 of the following - Fukudai (1): Monomer A of the following - Fukudai (1) and a monomer having a carboxyl group A non-aqueous resin obtained by polymerizing a system containing at least B and a glycidyl group-containing 7-mer-C contains a monomer that becomes insolubilized in a non-aqueous solvent after polymerization in the lower right corner of the non-aqueous resin. Water-based resin -0COCnH2n+1 (n is 6 to 20) The influence of the charge control agent in the resin (I>, (n) and the charge control agent (IV) on image bleeding and color reproducibility can be explained as follows.
樹脂（Ｉ＞、（ＩＩ＞および−服代（ＩＶ）の電荷制御
剤はいずれも画像滲みを減少させる役割を持っているが
、いずれも単独ではその効果は小ざく、静電プリンター
プロッターの印字速度が非常に低速になった時（例えば
毎秒１０ｍｍ以下の印字速度）には画像滲みがやや見ら
れる。Resin (I>, (II>) and charge control agent (IV) all have the role of reducing image blurring, but the effect of each alone is small, and the printing of electrostatic printer plotters When the printing speed becomes very low (for example, printing speed of 10 mm per second or less), some image blurring is observed.
しかし、各々を組合わせて使用した場合には低速現像時
の画像滲みは完全に消失する。However, when each is used in combination, image blurring during low-speed development completely disappears.
また、樹脂（Ｉ＞および（ＩＩ＞は色再現性を高める役
割をもつ。樹脂（Ｉ＞を用いて得られるトナーは再チヤ
ージ性に優れているために、色重ねが充分に行われ、色
ムラも少ないが樹脂（Ｉ）単独の場合には残留電位に対
する色重ねカブリが多いという欠点をもつ。In addition, resins (I> and (II>) have the role of improving color reproducibility. The toner obtained using resin (I>) has excellent recharging properties, so the color overlap is sufficiently performed, and the color Although there is less unevenness, when resin (I) is used alone, there is a drawback that there is a lot of color overlapping fog due to residual potential.
樹脂（ＩＩ＞を用いて得られるトナーは色重ねカブリは
殆ど感知し得ない程優れているものの、単独で使用した
場合には充分な色重ねがなされず、その結果、２次色再
現性が劣り、色ムラが多いという欠点をもつ。Although the toner obtained using resin (II>) is so excellent that color overlap fog is almost imperceptible, when used alone, sufficient color overlap is not achieved, resulting in poor secondary color reproducibility. It has the disadvantage of being inferior and having many uneven colors.
本発明において、樹脂（Ｉ＞、（ＩＩ＞および−服代（
１■）の電荷制御剤の最も好ましい組成最は、顔料１に
対して樹脂（Ｉ＞および（ＩＩ）の合計が１〜３であり
、樹脂（Ｉ＞と（ＩＩ＞の比率ハ９５：５〜６０：４０
、−服代（ＩＶ）ノミ荷制御剤は顔料１に対して０．０
５〜１ｇである。In the present invention, the resin (I>, (II>) and -clothing cost (
The most preferable composition of the charge control agent (1) is that the total amount of resin (I> and (II)) is 1 to 3 to 1 part of pigment, and the ratio of resin (I> and (II>) is 95:5. ~60:40
, - Clothing fee (IV) flea load control agent is 0.0 per 1 pigment
It is 5-1 g.
樹脂（Ｉ＞および（ＩＩ）の合計量がこれより少ないと
画像滲みが発生し易くトナーの分散安定性も劣る。逆に
樹脂（Ｉ＞および（ＩＩ＞が多いと画像濃度が低下する
。樹脂（Ｉ＞と（ＩＩ＞の間の比率で樹脂（Ｉ）が上記
範囲より多い場合は色重ねカブリが劣り画像滲みもやや
低下し、多少シャープネスに欠ける傾向となる。樹脂（
ＩＩ）が多いと２次色再現性が低下する。If the total amount of resins (I> and (II)) is less than this, image bleeding is likely to occur and toner dispersion stability is poor. Conversely, if the total amount of resins (I> and (II) is large), image density will decrease.Resin When the ratio of resin (I) between (I> and (II>) is greater than the above range, color overlap fog will be poor, image blur will be slightly reduced, and sharpness will tend to be somewhat lacking.Resin (
If II) is too large, secondary color reproducibility decreases.
樹脂（Ｉ＞を製造するにはスチレン・ブタジェン共重合
体を非水系溶媒に溶解したのち、七ツマ−Ａを滴下し、
アゾビスイソブチロニトリル（、ＡＩＢＮ）、ベンゾイ
ルパーオキサイド（ＢＰＯ）のような比較的低温で重合
を開始させる重合開始剤の存在下に６０〜１２０℃程度
の温度で重合反応を行えば良い。To produce the resin (I>), after dissolving the styrene-butadiene copolymer in a non-aqueous solvent, adding Nanatsumer-A dropwise,
The polymerization reaction may be carried out at a temperature of about 60 to 120° C. in the presence of a polymerization initiator that initiates polymerization at a relatively low temperature, such as azobisisobutyronitrile (AIBN) or benzoyl peroxide (BPO).
一方１．樹脂（ｎ）を製造するにはモノマーＡ、モノマ
ーＢ、モノマーＣを少なくとも含有する系を脂肪族炭化
水素中でＡＩＢＮ、ＢＰＯ等の重合開始剤の存在下に６
０〜１２０’Ｃ程度の温度で重合反応を行なえば良い。On the other hand 1. To produce the resin (n), a system containing at least monomer A, monomer B, and monomer C is heated in an aliphatic hydrocarbon in the presence of a polymerization initiator such as AIBN or BPO.
The polymerization reaction may be carried out at a temperature of about 0 to 120'C.
また続けて重合後、非水系溶媒に不溶化する七ツマ−（
以降上ツマ−〇という）を重合させる。また、本発明で
は必要に応じて他の重合性七ツマ−を適量添加共重合せ
しめても良い。In addition, after polymerization, seven polymers (
(hereinafter referred to as upper layer 〇) is polymerized. Further, in the present invention, an appropriate amount of other polymerizable heptamers may be added and copolymerized as required.
前記−服代（ＩＩＩ）で表わされるモノマーＡは重合後
も溶媒和成分となり得る七ツマ−で、その具体例として
は、
ラウリルメタクリレート、ラウリルアクリレート、ステ
アリルメタクリレート、ステアリルアクリレート、２−
エチルへキシルメタクリレート、２−エチルへキシルア
クリレート、ドデシルメタクリレート、ドデシルアクリ
レート、ヘキシルメタクリレート、ヘキシルアクリレー
ト、オクチルメタクリレート、オクチルアクリレート、
セチルメタクリレート、セチルアクリレート、ビニルラ
ウレート、ビニルステアレート、ノニルメタクリレート
、ノニルアクリレート、デシルメタクリレート、デシル
アクリレート、シクロへキシルメタクリレート、シクロ
へキシルアクリレート、
等がある。The monomer A represented by the above-mentioned (III) is a monomer that can become a solvating component even after polymerization, and specific examples thereof include lauryl methacrylate, lauryl acrylate, stearyl methacrylate, stearyl acrylate, 2-
Ethylhexyl methacrylate, 2-ethylhexyl acrylate, dodecyl methacrylate, dodecyl acrylate, hexyl methacrylate, hexyl acrylate, octyl methacrylate, octyl acrylate,
Cetyl methacrylate, cetyl acrylate, vinyl laurate, vinyl stearate, nonyl methacrylate, nonyl acrylate, decyl methacrylate, decyl acrylate, cyclohexyl methacrylate, cyclohexyl acrylate, etc.
モノマー８は極性基を有する重合性モノマーで顔料表面
によく吸着し、分散性、接着性および定着性に寄与する
成分である。Monomer 8 is a polymerizable monomer having a polar group and is a component that is well adsorbed onto the pigment surface and contributes to dispersibility, adhesion and fixing properties.
七ツマ−Ｂの具体例としは、アクリル酸、メタクリル酸
、イタコン酸、マイレン酸、フマ−ル酸などがある。Specific examples of Shitsummer B include acrylic acid, methacrylic acid, itaconic acid, maleic acid, and fumaric acid.
モノマーＣは重合後、グラフト点となり得るもので、そ
の具体例としては、
グリシジルアクリレート、グリシジルメタクリレート、
グリシジルプロピルアクリレート、グリシジルプロピル
メタクリレート、グリシジルブチルアクリレート、グリ
シジルブチルメタクリレート、などがある。Monomer C can serve as a grafting point after polymerization, and specific examples include glycidyl acrylate, glycidyl methacrylate,
Examples include glycidylpropyl acrylate, glycidylpropyl methacrylate, glycidyl butyl acrylate, and glycidyl butyl methacrylate.
モノマーＤは脂肪族炭化水素溶媒中で微粒子を形成する
成分であって、成膜性をあげるものである。Monomer D is a component that forms fine particles in an aliphatic hydrocarbon solvent and improves film-forming properties.
七ツマ−Ｄの具体例としては、
メチルメタクリレート、メチルアクリレート、エチルメ
タクリレート、エチルアクリレート、プロピルメタクリ
レート、プロピルアクリレート、ｎ−ブチルメタクリレ
ート、１ｓｏ−ブチルメタクリレート、酢酸ビニル、ビ
ニルトルエン、スチレン、ジメチルアミノエチルメタク
リレート、アクリロニトリル、ビニルピロリドン、ビニ
ルピリジンなどが挙げられる。Specific examples of Nanatsuma-D include methyl methacrylate, methyl acrylate, ethyl methacrylate, ethyl acrylate, propyl methacrylate, propyl acrylate, n-butyl methacrylate, 1so-butyl methacrylate, vinyl acetate, vinyltoluene, styrene, dimethylaminoethyl methacrylate. , acrylonitrile, vinylpyrrolidone, vinylpyridine and the like.
本発明で使用される重合醜媒としては前記のＡＩＢＮ、
ＢＰＯの他にフェニルアゾトリフェニルメタン、ラウリ
ルパーオキサイド、ｔ−ブチルパーオキサイドなどが挙
げられる。As the polymerization agent used in the present invention, the above-mentioned AIBN,
In addition to BPO, examples include phenylazotriphenylmethane, lauryl peroxide, t-butyl peroxide, and the like.
ここで上記樹脂（Ｉ＞および（ＩＩ＞の製造例のいくつ
かをあげておく。Here, some production examples of the above resins (I> and (II>) will be listed.
樹脂（Ｉ）製造例１
攪拌機、温度計、冷却管、および滴下ロートを備えた２
、０１のフラスコにトルエン４００（］、ススチレンブ
タジェン樹脂ブライオライドＳ−５、グツドイヤー製＞
３００ｇを仕込み、８０’Ｃに加熱し攪拌しながら、
この中に２−エチルへキシルメタクリレート４００！；
ｌ、ベンゾイルパーオキサイドｌ０ＣＩよりなるモノマ
ー溶液を２時間で滴下した。その後、この温度で５時間
重合させた。この結果重合率９５％の樹脂分散液を得た
。Resin (I) Production Example 1 2 equipped with a stirrer, thermometer, cooling tube, and dropping funnel
, toluene 400 (], styrene-butadiene resin Briolide S-5, manufactured by Gutdeyer in a flask of 01)
Pour 300g, heat to 80'C and stir while stirring.
400% of 2-ethylhexyl methacrylate in this! ;
A monomer solution consisting of 1 and benzoyl peroxide 10CI was added dropwise over 2 hours. Thereafter, polymerization was carried out at this temperature for 5 hours. As a result, a resin dispersion with a polymerization rate of 95% was obtained.
樹脂（Ｉ＞製造例２
製造例１と同じフラスコに シクロヘキサン４００ｉ；
ｌ、スチレンブタジェン樹脂（プライオライドＳ−７、
グツドイヤー製） ３００（］を仕込み、９０’Ｃに加
熱し攪拌しながら、この中にラウリルメタクリレート４
００Ｃ１、ラウリルパーオキサイド１０（］よりなるモ
ノマー溶液を２時間で）ａ下した。その後この温度で５
時間重合させた。この結果重合率９６％のゲル状樹脂液
を得た。Resin (I>Production Example 2 Cyclohexane 400i in the same flask as Production Example 1;
l, styrene butadiene resin (Priolide S-7,
300 (manufactured by Gutdeyer), heated to 90'C, and while stirring, lauryl methacrylate 4
A monomer solution consisting of 00C1 and lauryl peroxide 10 was prepared in 2 hours. Then at this temperature 5
Polymerized for hours. As a result, a gel-like resin liquid with a polymerization rate of 96% was obtained.
樹脂（ｎ）の製造例１
３又のフラスコにアイソパーＨ１００Ｏ（］をとり９０
’Ｃに加熱し、攪拌しながら、この中に、ラウリルメタ
クリレート５００ｇ、グリシジルメタクリレート３０ｇ
メタクリル醒１６（１、及びベンゾイルパーオキサイド
１５９よりなるモノマー溶液を加え、前記温度で５時間
重合反応を行った後、これにビニルピリジン０．１ｇを
加え８０’Ｃで１０時間エステル化させた。このあと、
メタクリレート１５０１Ｊアゾビスイソブチロニトリル
７．６９を加え架橋反応を行った。得られた樹脂は重合
率９７％のゲル状樹脂であった。Production Example 1 of Resin (n) Take Isopar H100O () in a three-pronged flask and add 90
'C and while stirring, add 500 g of lauryl methacrylate and 30 g of glycidyl methacrylate.
A monomer solution consisting of methacrylic acid 16 (1) and benzoyl peroxide 159 was added and a polymerization reaction was carried out at the above temperature for 5 hours. Thereto was added 0.1 g of vinylpyridine and esterification was carried out at 80'C for 10 hours. after this,
Methacrylate 1501J was added with 7.69 g of azobisisobutyronitrile to carry out a crosslinking reaction. The obtained resin was a gel-like resin with a polymerization rate of 97%.
樹脂（ｎ）の製造例２
樹脂（ＩＩ）の製造例１の生成物３００ｇをアイソパー
Ｈ７００ｇに溶解し、８０℃に加熱し攪拌しながらこの
中にアクリル酸メチル１４０ｇ、メタクリル酸３ｇ、ア
ゾビスイソブチロニトリル５ｇを加え８０℃で５時間重
合させた。得られた樹脂は重合率９８％のゲル状分散樹
脂であった。Production Example 2 of Resin (n) 300 g of the product of Production Example 1 of Resin (II) was dissolved in 700 g of Isopar H, heated to 80°C, and 140 g of methyl acrylate, 3 g of methacrylic acid, and azobisisomer were added thereto while stirring. 5 g of butyronitrile was added and polymerized at 80° C. for 5 hours. The obtained resin was a gel-like dispersed resin with a polymerization rate of 98%.
本発明に用いるサリチル酸誘導体は
Ｊ、Ｐｒａｃｔ、Ｃｈｅｍ、２３１３９７（１８８５）
に開示されているコルベ−シュミット反応と称せられる
方法によって、例えば下記のようにしてアルキルサリチ
ル酸を得、次でカルシウム塩にすることによって得られ
る。Salicylic acid derivatives used in the present invention are disclosed in J. Pract. Chem. 231397 (1885).
The alkyl salicylic acid is obtained by a method known as the Kolbe-Schmidt reaction disclosed in, for example, the following method, and then converted into a calcium salt.
本発明においてカラー液体現象剤を得るには、前述した
顔料と樹脂の比率、樹脂（Ｉ）と（ＩＩＩ）との間の比
率、および顔料と一般式（１ｖ）の電荷制御剤の比率に
基づき、担体液とともにアトライター、ボールミル、サ
ンドミルなとで混線分散して濃縮トナーとし、必要に応
じてこれを同様な担体液で希釈すれば良い。In order to obtain a color liquid phenomenon agent in the present invention, the ratio between the pigment and the resin, the ratio between the resins (I) and (III), and the ratio between the pigment and the charge control agent of general formula (1v) are determined. The concentrated toner may be mixed and dispersed with a carrier liquid using an attritor, ball mill, or sand mill, and this may be diluted with a similar carrier liquid as necessary.
顔料としては、一般の無機・有機顔料を用いることがで
きるが、色重ね型静電写真用液体現像剤用としては以下
のものがより好ましい。As the pigment, general inorganic or organic pigments can be used, but the following are more preferable for use in liquid developers for color layered electrostatic photography.
（ブラック）
カーボンブラック（ファーネスブラック、チャンネルブ
ラック、アセ
チレンブラック等）
（シアン）
フタロシアニンブルー（β型）
（マゼンダ）
β−ナフトール系不溶性モノアゾ顔料
（イエロー）
アセト酢酸アリールアミド系不溶性ジスアゾ顔料
本発明の現像液に使用する担体液としては、脂肪炭化水
素またはその誘導体が好ましい。(Black) Carbon black (furnace black, channel black, acetylene black, etc.) (Cyan) Phthalocyanine blue (β type) (Magenta) β-naphthol-based insoluble monoazo pigment (yellow) Acetoacetate arylamide-based insoluble disazo pigment Development of the present invention The carrier liquid used in the liquid is preferably a fatty hydrocarbon or a derivative thereof.
その具体例をあげると、たとえばパラフィン系又はイソ
パラフィン系炭化水素（エタン社製のアイソパーＨ、ア
イソパーＧ、アイソパート１アインパーに、Ｎｏ、６ゾ
ルベツソ１００など）、リグロイン、ｎ−ヘキサン、ｎ
−へブタン、１ｓｏ−オクタン、ｎ−オクタン、四塩化
炭素、トリクロロトリフルオロエタン、シクロヘキサン
等が単独であるいは２種以上が組合わされて使用される
。Specific examples include paraffinic or isoparaffinic hydrocarbons (such as Isopar H, Isopar G, Isopar 1 Inpar, No. 6 Zolbetsuso 100 manufactured by Ethane Co., Ltd.), ligroin, n-hexane, n
-hebutane, 1so-octane, n-octane, carbon tetrachloride, trichlorotrifluoroethane, cyclohexane, etc. may be used alone or in combination of two or more.
次に具体例を示す。A specific example is shown next.
実施例１
（ブラック）
カーボンブラック ５部ニグロ
シン ２部樹脂（Ｉ＞製造
例１（固形分換算）８．５部〃（ＩＩ） 〃 １（＃
＞ １．５部ノニルサリチル酸カルシウム
塩 ０．５部アイソパーＨ（樹脂■、■中の溶剤
も含む）８２．５部
（シアン）
フタロシアニンブルー ５部樹脂（Ｉ
）製造例１（固形分換算）８．５部＃（Ｉ［） ＩＩ
１（ｕ ） １．５部ノニルサリチル酸
カルシウム塩 ０．５部アイソパーＨ（樹脂■、
■中の溶剤も含む）８４．５部
（マゼンダ）
ナフトールカーミン ５部、樹脂
（Ｉ）製造例１（固形分換算）８．５部〃（■） 〃
１（〃 ） １．５部ノニルナリチル酸カルシウ
ム塩 ０．５部アイソパーＨ（樹脂■、■中の溶
剤も含む）８４．５部
（イエロー）
ジスアゾイエロー八ＡＡ ５部樹
脂（Ｉ）製造例１（固形分換算）８．５部〃（■） 〃
１（〃 ） １．５部ノニルサリチル酸カルシ
ウム塩 ０．５部アイソパーＨ（樹脂■、■中の
溶剤も含む）８４．５部
上記組成の混合物を各々ボールミルで２４時間分散して
濃縮トナーとして、その５０９をアイソパーＨ１Ｊ２中
に希釈して１組のカラー静電写真用液体現像剤を調製し
た。Example 1 (Black) Carbon black 5 parts Nigrosine 2 parts Resin (I>Production Example 1 (solid content equivalent) 8.5 parts (II) 1 (#
> 1.5 parts Nonylsalicylic acid calcium salt 0.5 parts Isopar H (including solvents in resins ■ and ■) 82.5 parts (cyan) Phthalocyanine blue 5 parts Resin (I
) Production Example 1 (solid content equivalent) 8.5 parts #(I[) II
1(u) 1.5 parts nonylsalicylic acid calcium salt 0.5 part Isopar H (resin ■,
(including the solvent inside) 84.5 parts (magenta) Naphtholcarmine 5 parts, Resin (I) Production Example 1 (solid content equivalent) 8.5 parts (■)
1(〃) 1.5 parts Calcium salt of nonylnaritylic acid 0.5 parts Isopar H (including the solvent in resins ■ and ■) 84.5 parts (yellow) Disazo Yellow 8AA 5 parts Resin (I) Production Example 1 ( Solid content equivalent) 8.5 parts〃(■) 〃
1 (〃) 1.5 parts Calcium nonylsalicylic acid salt 0.5 parts Isopar H (including the solvent in resins ■ and ■) 84.5 parts The mixtures of the above compositions were each dispersed in a ball mill for 24 hours to form a concentrated toner. 509 was diluted in Isopar H1J2 to prepare a set of color electrostatographic liquid developers.
続いて、これを静電カラープロッターＥＣｐ−４２でブ
ラック、シアン、マゼンダ、イエローの順序で潜像形成
および現像を繰返したところ、滲みのない鮮明な画像が
得られた。Subsequently, latent image formation and development were repeated in the order of black, cyan, magenta, and yellow using an electrostatic color plotter ECp-42, and a clear image without blur was obtained.
また、色調についても、２次色再現性の優れたものであ
った。結果の詳細は、以下の実施例および比較例ととも
に表１に示した。In addition, the color tone was also excellent in secondary color reproducibility. Details of the results are shown in Table 1 along with the following Examples and Comparative Examples.
実施例２
実施例１の樹脂（Ｉ＞および（ＩＩ＞を製造例２の樹脂
に変えた他は全く同様にしてカラー液体現像剤１組を調
製した。Example 2 A set of color liquid developers was prepared in exactly the same manner except that the resins (I> and (II>) of Example 1 were replaced with the resins of Production Example 2.
実施例１と同様にしてカラー画像を印字したところ滲み
もなく、２次色再現性も良好であった。When a color image was printed in the same manner as in Example 1, there was no bleeding and the secondary color reproducibility was good.
実施例３
実施例１の電荷制御剤をステアリルＩナリチル酸カルシ
ウム塩に変えた他は全く同様にしてカラー液体現像剤１
組を調製した。Example 3 Color liquid developer 1 was prepared in exactly the same manner as in Example 1 except that the charge control agent was changed to stearyl I nalycylic acid calcium salt.
A set was prepared.
実施例１と同様にしてカラー画像を印字したところ、滲
みもなく２次色再現性も優れていた。When a color image was printed in the same manner as in Example 1, there was no bleeding and the secondary color reproducibility was excellent.
比較例１，２
実施例１，２の電荷制御剤をナフテン酸ジルコニウム０
．５ｇに変えた他は同様にして１組のカラー液体現像剤
を調製した。Comparative Examples 1 and 2 The charge control agent of Examples 1 and 2 was replaced with zirconium naphthenate.
．． A set of color liquid developers was prepared in the same manner except that the amount was changed to 5 g.
実施例と同様にしてカラー画像を印字したところ、画像
滲みがあり、シャープネスの低いものであった。色再現
性は良好であった。When a color image was printed in the same manner as in the example, there was blurring of the image and the sharpness was low. Color reproducibility was good.
比較例３
実施例１の樹脂をラウリルメタクリレート／メチルメタ
クレート共重合体（モノマー比７；３）３０ｇに変えた
他は全く同様にして１＠ｌのカラー液体現像剤を調製し
た。Comparative Example 3 A 1@l color liquid developer was prepared in exactly the same manner as in Example 1 except that 30 g of lauryl methacrylate/methyl methacrylate copolymer (monomer ratio 7:3) was used instead of the resin.
実施例と同様にカラー画像を印字したところ、やや画像
が滲みが生じ、色重ねカブリ、色再現性に劣るものであ
った。When a color image was printed in the same manner as in the example, there was some bleeding in the image, color overlapping fog, and poor color reproducibility.
比較例４
実施例１の樹脂を比較例３の樹脂に変え、電荷制御剤を
ナフテン酸ジルコニウム０．５ｇに変えた他、同様にし
て１組のカラー液体現像剤を調製した。Comparative Example 4 A set of color liquid developers was prepared in the same manner except that the resin of Example 1 was changed to the resin of Comparative Example 3 and the charge control agent was changed to 0.5 g of zirconium naphthenate.
実施例と同様にカラー画像を印字したところ、画像滲み
が顕著で、色重ねカブリ、色再現性に劣るものでめった
。When a color image was printed in the same manner as in the example, there was significant image bleeding, color overlap fog, and poor color reproducibility.
評価方法
１、画像濃度 マクベス反射濃度計２、色重ねカブ
リ ＣＩＥ−１９７６ｃｔｂｐ度による色差、色重ね前
と後の色の変
化を色差計により測定した。Evaluation Method 1: Image Density: Macbeth Reflection Densitometer 2; Color Overlay Fog: CIE-1976ctbp Color difference by degrees and color change before and after color overlay were measured using a color difference meter.
色重ねカブリはゼロが理想
３．２次色再現性 オフセットプロセス印刷のＲＧＢを
基準色として色差
が１５以下が○
１５以上を×
４、画像滲み ○・・・・・・なしＸ・・・・・・
あり
［効 果］
本発明の構成によるカラー液体現像剤は実施例及び比較
例の対比から明らかなように、画像滲みがなく、鮮明な
画像が得られ、色重ねカブリが殆どなく、２次色再現性
も良いために色重ね型静電記録に用いた場合に、シャー
プネス色再現性および色識別性に顕著な効果を奏するも
のでおる。The ideal color overlap fog is zero 3. Secondary color reproducibility Color difference is 15 or less using the RGB of offset process printing as the reference color ○ 15 or more is × 4, image blur ○・・・・・・None・・・
Yes [Effects] As is clear from the comparison between Examples and Comparative Examples, the color liquid developer according to the structure of the present invention has no image blurring, clear images, almost no color overlap fog, and secondary color Because of its good reproducibility, when used in color layered electrostatic recording, it has remarkable effects on sharpness, color reproducibility, and color discrimination.
Claims (1)
してなる液体現像剤において該樹脂が樹脂（ I ）と樹
脂（II）の組合わせからなり、樹脂（ I ）と樹脂（II
）との比率が９５：５〜６０：４０であり、 さらに下記一般式（IV） ▲数式、化学式、表等があります▼ （上記式中、ＲはＣ＿６〜Ｃ＿２＿０のアルキル基）を
有するサリチル酸誘導体を電荷制御剤として含有せしめ
たことを特徴とする静電写真用カラー液体現像剤。 樹脂（ I ）スチレンブタジエン樹脂と下記一般式（II
I）のモノマーＡとを重合して得られた非水系樹脂 樹脂（II）下記一般式（III）のモノマーＡとカルボキ
シル基を有するモノマーＢとグリシジル基を有するモノ
マーＣとを少なくとも含有する系を重合して得られた非
水系樹脂の存在下に重合後非水系溶媒に不溶化するモノ
マーを含有させ重合して得られた非水系樹脂 モノマーＡ：一般式（III）▲数式、化学式、表等があ
ります▼ Ｒ＾１はＨまたはＣＨ＿３： Ｘは−ＣＯＯＣｎＨ＿２＿ｎ＿＋＿１ −ＯＣＯＣｎＨ＿２＿ｎ＿＋＿１ （ｎは６〜２０）[Claims] In a liquid developer comprising a toner mainly composed of pigment and resin dispersed in a carrier liquid, the resin is composed of a combination of resin (I) and resin (II), and resin (I) and resin (II
) is 95:5 to 60:40, and further has the following general formula (IV) ▲ Numerical formula, chemical formula, table, etc. ▼ (In the above formula, R is an alkyl group of C_6 to C_2_0). A color liquid developer for electrostatic photography, characterized in that it contains as a charge control agent. Resin (I) Styrene-butadiene resin and the following general formula (II)
Non-aqueous resin resin (II) obtained by polymerizing monomer A of I); A system containing at least monomer A of the following general formula (III), monomer B having a carboxyl group, and monomer C having a glycidyl group. Non-aqueous resin monomer A obtained by polymerizing a non-aqueous resin obtained by polymerization by containing a monomer that becomes insolubilized in a non-aqueous solvent after polymerization in the presence of the non-aqueous resin obtained by polymerization: General formula (III) ▲ Numerical formula, chemical formula, table, etc. Yes▼ R^1 is H or CH_3: X is -COOCnH_2_n_+_1 -OCOCnH_2_n_+_1 (n is 6 to 20)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62303390A JPH01145666A (en) | 1987-12-02 | 1987-12-02 | Liquid color developer for electrostatic photography |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62303390A JPH01145666A (en) | 1987-12-02 | 1987-12-02 | Liquid color developer for electrostatic photography |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01145666A true JPH01145666A (en) | 1989-06-07 |
Family
ID=17920443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62303390A Pending JPH01145666A (en) | 1987-12-02 | 1987-12-02 | Liquid color developer for electrostatic photography |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01145666A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0426052A2 (en) * | 1989-10-31 | 1991-05-08 | E.I. Du Pont De Nemours And Company | AB Diblock copolymers as charge directors for negative electrostatic liquid developers |
| WO2001053895A1 (en) * | 1994-02-28 | 2001-07-26 | Indigo N.V. | Liquid toner and method of printing using same |
| JP2003520997A (en) * | 2000-01-17 | 2003-07-08 | ヒューレット−パッカード・インデイゴ・ビー・ブイ | Liquid toner and printing method using the same. |
| US6623902B1 (en) | 1991-03-28 | 2003-09-23 | Hewlett-Packard Indigo B.V. | Liquid toner and method of printing using same |
| US6861193B1 (en) | 2000-05-17 | 2005-03-01 | Hewlett-Packard Indigo B.V. | Fluorescent liquid toner and method of printing using same |
| JP2009294586A (en) * | 2008-06-09 | 2009-12-17 | Ricoh Co Ltd | Liquid developer for adhesive transferring |
-
1987
- 1987-12-02 JP JP62303390A patent/JPH01145666A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0426052A2 (en) * | 1989-10-31 | 1991-05-08 | E.I. Du Pont De Nemours And Company | AB Diblock copolymers as charge directors for negative electrostatic liquid developers |
| US6623902B1 (en) | 1991-03-28 | 2003-09-23 | Hewlett-Packard Indigo B.V. | Liquid toner and method of printing using same |
| US7078141B2 (en) | 1991-03-28 | 2006-07-18 | Hewlett-Packard Development Company, Lp | Liquid toner and method of printing using same |
| WO2001053895A1 (en) * | 1994-02-28 | 2001-07-26 | Indigo N.V. | Liquid toner and method of printing using same |
| JP2003520997A (en) * | 2000-01-17 | 2003-07-08 | ヒューレット−パッカード・インデイゴ・ビー・ブイ | Liquid toner and printing method using the same. |
| US6861193B1 (en) | 2000-05-17 | 2005-03-01 | Hewlett-Packard Indigo B.V. | Fluorescent liquid toner and method of printing using same |
| JP2009294586A (en) * | 2008-06-09 | 2009-12-17 | Ricoh Co Ltd | Liquid developer for adhesive transferring |
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