JPH04186369A - Toner for electrostatic developing - Google Patents
Toner for electrostatic developingInfo
- Publication number
- JPH04186369A JPH04186369A JP2316646A JP31664690A JPH04186369A JP H04186369 A JPH04186369 A JP H04186369A JP 2316646 A JP2316646 A JP 2316646A JP 31664690 A JP31664690 A JP 31664690A JP H04186369 A JPH04186369 A JP H04186369A
- Authority
- JP
- Japan
- Prior art keywords
- toner
- group
- phthalocyanine
- charge
- halogen atom
- 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.)
- Granted
Links
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000003086 colorant Substances 0.000 claims abstract description 13
- 239000011347 resin Substances 0.000 claims abstract description 12
- 229920005989 resin Polymers 0.000 claims abstract description 12
- 125000005843 halogen group Chemical group 0.000 claims abstract description 8
- 239000011230 binding agent Substances 0.000 claims abstract description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 6
- 238000004898 kneading Methods 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000003277 amino group Chemical group 0.000 claims abstract description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 238000002844 melting Methods 0.000 claims abstract description 4
- 230000008018 melting Effects 0.000 claims abstract description 4
- 125000001174 sulfone group Chemical group 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims description 14
- 238000011161 development Methods 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 8
- 230000003068 static effect Effects 0.000 claims description 2
- 238000010298 pulverizing process Methods 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 11
- 238000004040 coloring Methods 0.000 abstract description 10
- 239000006247 magnetic powder Substances 0.000 abstract description 5
- 239000006185 dispersion Substances 0.000 abstract description 2
- 238000010186 staining Methods 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 13
- 239000000975 dye Substances 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 239000000654 additive Substances 0.000 description 11
- 239000000049 pigment Substances 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 10
- 229910002012 Aerosil® Inorganic materials 0.000 description 9
- 238000012546 transfer Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- -1 polyethylene, ethylene- Ethylene copolymers Polymers 0.000 description 6
- 108091008695 photoreceptors Proteins 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000002216 antistatic agent Substances 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 229920005792 styrene-acrylic resin Polymers 0.000 description 2
- QBZIEGUIYWGBMY-FUZXWUMZSA-N (5Z)-5-hydroxyimino-6-oxonaphthalene-2-sulfonic acid iron Chemical compound [Fe].O\N=C1/C(=O)C=Cc2cc(ccc12)S(O)(=O)=O.O\N=C1/C(=O)C=Cc2cc(ccc12)S(O)(=O)=O.O\N=C1/C(=O)C=Cc2cc(ccc12)S(O)(=O)=O QBZIEGUIYWGBMY-FUZXWUMZSA-N 0.000 description 1
- LYOKOJQBUZRTMX-UHFFFAOYSA-N 1,3-bis[[1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-yl]oxy]-2,2-bis[[1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-yl]oxymethyl]propane Chemical compound FC(F)(F)C(C(F)(F)F)(C(F)(F)F)OCC(COC(C(F)(F)F)(C(F)(F)F)C(F)(F)F)(COC(C(F)(F)F)(C(F)(F)F)C(F)(F)F)COC(C(F)(F)F)(C(F)(F)F)C(F)(F)F LYOKOJQBUZRTMX-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- FWLHAQYOFMQTHQ-UHFFFAOYSA-N 2-N-[8-[[8-(4-aminoanilino)-10-phenylphenazin-10-ium-2-yl]amino]-10-phenylphenazin-10-ium-2-yl]-8-N,10-diphenylphenazin-10-ium-2,8-diamine hydroxy-oxido-dioxochromium Chemical compound O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.Nc1ccc(Nc2ccc3nc4ccc(Nc5ccc6nc7ccc(Nc8ccc9nc%10ccc(Nc%11ccccc%11)cc%10[n+](-c%10ccccc%10)c9c8)cc7[n+](-c7ccccc7)c6c5)cc4[n+](-c4ccccc4)c3c2)cc1 FWLHAQYOFMQTHQ-UHFFFAOYSA-N 0.000 description 1
- WZSFTHVIIGGDOI-UHFFFAOYSA-N 4,5,6,7-tetrachloro-3-[2-methyl-3-[(4,5,6,7-tetrachloro-3-oxoisoindol-1-yl)amino]anilino]isoindol-1-one Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C2=C1C(NC1=CC=CC(NC=3C4=C(C(=C(Cl)C(Cl)=C4Cl)Cl)C(=O)N=3)=C1C)=NC2=O WZSFTHVIIGGDOI-UHFFFAOYSA-N 0.000 description 1
- DWDURZSYQTXVIN-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-methyliminocyclohexa-2,5-dien-1-ylidene)methyl]aniline Chemical compound C1=CC(=NC)C=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 DWDURZSYQTXVIN-UHFFFAOYSA-N 0.000 description 1
- IYHIFXGFKVJNBB-UHFFFAOYSA-N 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonic acid Chemical compound C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S(O)(=O)=O IYHIFXGFKVJNBB-UHFFFAOYSA-N 0.000 description 1
- CGLVZFOCZLHKOH-UHFFFAOYSA-N 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo(3,2-b:3',2'-m)triphenodioxazine Chemical compound CCN1C2=CC=CC=C2C2=C1C=C1OC3=C(Cl)C4=NC(C=C5C6=CC=CC=C6N(C5=C5)CC)=C5OC4=C(Cl)C3=NC1=C2 CGLVZFOCZLHKOH-UHFFFAOYSA-N 0.000 description 1
- VVAVKBBTPWYADW-UHFFFAOYSA-L Biebrich scarlet Chemical compound [Na+].[Na+].OC1=CC=C2C=CC=CC2=C1N=NC(C(=C1)S([O-])(=O)=O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 VVAVKBBTPWYADW-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- 229920000219 Ethylene vinyl alcohol Polymers 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 241000692870 Inachis io Species 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- LTGPFZWZZNUIIK-LURJTMIESA-N Lysol Chemical compound NCCCC[C@H](N)CO LTGPFZWZZNUIIK-LURJTMIESA-N 0.000 description 1
- 229930192627 Naphthoquinone Natural products 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical group NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000004234 Yellow 2G Substances 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 230000002744 anti-aggregatory effect Effects 0.000 description 1
- GHPGOEFPKIHBNM-UHFFFAOYSA-N antimony(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Sb+3].[Sb+3] GHPGOEFPKIHBNM-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- HEQCHSSPWMWXBH-UHFFFAOYSA-L barium(2+) 1-[(2-carboxyphenyl)diazenyl]naphthalen-2-olate Chemical compound [Ba++].Oc1ccc2ccccc2c1N=Nc1ccccc1C([O-])=O.Oc1ccc2ccccc2c1N=Nc1ccccc1C([O-])=O HEQCHSSPWMWXBH-UHFFFAOYSA-L 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 description 1
- CJOBVZJTOIVNNF-UHFFFAOYSA-N cadmium sulfide Chemical compound [Cd]=S CJOBVZJTOIVNNF-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000005626 carbonium group Chemical group 0.000 description 1
- 235000012730 carminic acid Nutrition 0.000 description 1
- 229910000420 cerium oxide Inorganic materials 0.000 description 1
- 239000006231 channel black Substances 0.000 description 1
- PZTQVMXMKVTIRC-UHFFFAOYSA-L chembl2028348 Chemical compound [Ca+2].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 PZTQVMXMKVTIRC-UHFFFAOYSA-L 0.000 description 1
- ZLFVRXUOSPRRKQ-UHFFFAOYSA-N chembl2138372 Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ZLFVRXUOSPRRKQ-UHFFFAOYSA-N 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 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 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- FTZLWXQKVFFWLY-UHFFFAOYSA-L disodium;2,5-dichloro-4-[3-methyl-5-oxo-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [Na+].[Na+].CC1=NN(C=2C(=CC(=C(Cl)C=2)S([O-])(=O)=O)Cl)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FTZLWXQKVFFWLY-UHFFFAOYSA-L 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000003631 expected effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- UCNNJGDEJXIUCC-UHFFFAOYSA-L hydroxy(oxo)iron;iron Chemical compound [Fe].O[Fe]=O.O[Fe]=O UCNNJGDEJXIUCC-UHFFFAOYSA-L 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 235000010187 litholrubine BK Nutrition 0.000 description 1
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 description 1
- 229940107698 malachite green Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000434 metal complex dye Substances 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- JMXROTHPANUTOJ-UHFFFAOYSA-H naphthol green b Chemical compound [Na+].[Na+].[Na+].[Fe+3].C1=C(S([O-])(=O)=O)C=CC2=C(N=O)C([O-])=CC=C21.C1=C(S([O-])(=O)=O)C=CC2=C(N=O)C([O-])=CC=C21.C1=C(S([O-])(=O)=O)C=CC2=C(N=O)C([O-])=CC=C21 JMXROTHPANUTOJ-UHFFFAOYSA-H 0.000 description 1
- CTIQLGJVGNGFEW-UHFFFAOYSA-L naphthol yellow S Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C([O-])=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 CTIQLGJVGNGFEW-UHFFFAOYSA-L 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 239000001005 nitro dye Substances 0.000 description 1
- 239000001006 nitroso dye Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- ZZSIDSMUTXFKNS-UHFFFAOYSA-N perylene red Chemical compound CC(C)C1=CC=CC(C(C)C)=C1N(C(=O)C=1C2=C3C4=C(OC=5C=CC=CC=5)C=1)C(=O)C2=CC(OC=1C=CC=CC=1)=C3C(C(OC=1C=CC=CC=1)=CC1=C2C(C(N(C=3C(=CC=CC=3C(C)C)C(C)C)C1=O)=O)=C1)=C2C4=C1OC1=CC=CC=C1 ZZSIDSMUTXFKNS-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- 239000004172 quinoline yellow Substances 0.000 description 1
- 229940051201 quinoline yellow Drugs 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- VEALVRVVWBQVSL-UHFFFAOYSA-N strontium titanate Chemical compound [Sr+2].[O-][Ti]([O-])=O VEALVRVVWBQVSL-UHFFFAOYSA-N 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- 235000019235 yellow 2G Nutrition 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
Landscapes
- Developing Agents For Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は、電子写真装置の現像剤に関し、更に詳しくは
構成分もしくは二成分のトナーに関する。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention This invention relates to developers for electrophotographic devices, and more particularly to component or two-component toners.
(従来の技術)
近年、電子写真法、静電記録法、静電印刷法(以下、電
子写真法と略す)か目覚ましい発展を遂げているか、こ
れらの技術は、Electrophotography
(R,M、 5chaffert著、Focal pr
ess社)等に記述されているように、感光体表面を一
様に帯電した後、原稿に応じた像を露光することにより
、露光部分の電荷を消滅あるいは減少させ、静電潜像の
形成を行う。次に、この静電潜像上に静電荷現像用トナ
ー(以下トナーと略記することもある)を静電的に付着
させることにより、現像を行い、静電潜像を顕在化する
。この場合、感光体表面の電荷量の大小に応じてトナー
の付着量か変化し、その結果、濃淡を持ったトナー像か
形成される。このトナー像は、目的に応じて、紙、布、
高分子フィルム等の支持体に転写され、一般的には直接
又は間接的に加熱され、支持体表面に定着される。(Prior Art) In recent years, electrophotography, electrostatic recording, and electrostatic printing (hereinafter referred to as electrophotography) have made remarkable progress.
(R,M, 5chaffert, Focal pr
After uniformly charging the surface of the photoreceptor, the image corresponding to the document is exposed to light to eliminate or reduce the charge in the exposed area, forming an electrostatic latent image. I do. Next, an electrostatic charge developing toner (hereinafter sometimes abbreviated as toner) is electrostatically deposited on the electrostatic latent image to perform development and make the electrostatic latent image visible. In this case, the amount of toner adhesion changes depending on the amount of charge on the surface of the photoreceptor, and as a result, a toner image with shading is formed. This toner image can be used on paper, cloth, or
The image is transferred to a support such as a polymer film, and generally heated directly or indirectly to be fixed on the surface of the support.
電子写真法における現像方法として多くの方法か知られ
ているか、大別すると、鉄粉、フェライト、ガラス等の
微粒子(50〜300μm)から成るキャリアとトナー
となる混合物を現像剤として用いる二成分現像法とトナ
ーのみから成る現像剤を用いる構成分現像法とがある。There are many known developing methods for electrophotography, and they can be roughly divided into two-component development using a mixture of carrier and toner consisting of fine particles (50 to 300 μm) of iron powder, ferrite, glass, etc. as a developer. There is a component development method using a developer consisting only of toner and a component development method using a developer consisting only of toner.
いずれの方法においても、一般的には、摩擦帯電的にト
ナーに電荷か注入される。In either method, charge is generally injected into the toner triboelectrically.
二成分現像法の代表例として、米国特許2.618.5
52号明細書に記載のカスケード法、および米国特許2
,874、063号明細書に記載の磁気ブラシ法かある
。これらの方法によると、比較的安定な画像が得られる
。しかしなからトナー等によるキャリア表面の汚染、キ
ャリアとトナーとの混合比の変動等による摩擦帯電性の
変化に伴う画質の劣化等、二成分現像法の持つ問題点も
指摘されている。As a representative example of the two-component development method, U.S. Patent No. 2.618.5
The cascade method described in No. 52 and U.S. Pat.
, 874, 063. According to these methods, relatively stable images can be obtained. However, problems with the two-component development method have also been pointed out, such as contamination of the carrier surface by toner, etc., and deterioration of image quality due to changes in triboelectric charging properties due to variations in the mixing ratio of carrier and toner.
近年カラー原稿を忠実にコピーするというニーズの高ま
りに対応して、フルカラーコピアの開発が盛んになって
来ている。一般的にカラーの多色像を得る為には原稿を
色分解フィルターを用いて露光して、上記の工程をイエ
ロー、マゼンタ、シアン等のカラー現像剤を用い複数回
繰り返し、トナー像を重ね合わせてカラー画像とする技
術が確立されている。しかしながら、本技術の問題点と
して紙等の転写材にトナーを転写し、カラー画像を得る
ためには、1色目のトナーが転写されている転写材の上
に2色目が転写され、さらにその上に3色目が転写され
るという多重転写を行う必要があり、通常1回の転写し
か行われない白黒複写に比へ、転写材を保持するための
転写トラムか必要になるため、必然的にマシンか大型に
なる。又、転写材の大きさや厚み、材質が限定される。In recent years, in response to the growing need to faithfully copy color originals, development of full-color copiers has become active. Generally, to obtain a multicolor image, the original is exposed to light using a color separation filter, and the above process is repeated multiple times using color developers such as yellow, magenta, and cyan, and the toner images are superimposed. The technology for producing color images has been established. However, the problem with this technology is that in order to transfer toner to a transfer material such as paper and obtain a color image, the second color is transferred onto the transfer material on which the first color toner has been transferred, and then Since it is necessary to perform multiple transfer in which the third color is transferred to the paper, a transfer tram is required to hold the transfer material, compared to black and white copying where only one transfer is normally performed. or become large. Furthermore, the size, thickness, and material of the transfer material are limited.
さらに2色目3色目に転写されるトナーのベタ部ての転
写効率の低下か起こり、所望の色相か再現されなかった
り、あるいはライン部において2色目3色目のトナーか
ライン周辺に飛び散り、文字かボケてしまい、シャープ
ネスの低下を招くといった他の問題も生している。その
ため、近年帯電・露光・現像を複数回繰り返して感光体
上に色の異なる複数のトナー像を形成し、その後2色以
上のトナーを同時に転写する工程を有する電子写真プロ
セスか開発された。本発明は、以上−成分、二成分現像
方式に限らずトナー組成物である着色物質及び電荷調整
剤の分散性に優れたトナー組成物を提供することを目的
とする。Furthermore, the transfer efficiency of the solid areas of the toner transferred to the second and third colors may decrease, resulting in the desired hue not being reproduced, or in the line areas, the toner of the second and third colors may scatter around the lines, causing characters to become blurry. This causes other problems such as a decrease in sharpness. Therefore, in recent years, an electrophotographic process has been developed that involves repeating charging, exposing, and developing multiple times to form a plurality of toner images of different colors on a photoreceptor, and then simultaneously transferring toners of two or more colors. An object of the present invention is to provide a toner composition which is not limited to the above-mentioned one-component or two-component development method, but which has excellent dispersibility of a coloring substance and a charge control agent.
(発明が解決しようとする課題)
本発明者らは、化合物の構造式と着色物質の結晶成長・
凝集防止作用との関連について鋭意研究した結果、ある
種の化合物をトナー組成物として添加することにより、
着色物質及び電荷調整剤の分散性が向上し、トナーの着
色力が増加し、帯電量の安定性が得られることを見出し
、本発明に至ったものて、本発明は従来の種々の欠点を
改良するものである。(Problems to be Solved by the Invention) The present inventors have determined that the structural formula of the compound and the crystal growth and
As a result of intensive research into the relationship with anti-aggregation effects, we found that by adding certain compounds to toner compositions,
It was discovered that the dispersibility of the coloring substance and the charge control agent was improved, the coloring power of the toner was increased, and the stability of the charge amount was achieved. It is something to improve.
本発明の目的は、着色物質、電荷調整剤、磁性粉等を均
質にかつ安定にトナー樹脂中に分散させ、着色力の高い
かつ帯電量が安定した静電荷現像用トナーを提供するこ
とにある。An object of the present invention is to provide a toner for electrostatic charge development which has a high coloring power and a stable charge amount by uniformly and stably dispersing coloring substances, charge control agents, magnetic powder, etc. in a toner resin. .
(課題を解決するための手段)
すなわち、本発明は、トナー用バインダ樹脂に少なくと
も着色剤、さらに下記一般式(I)で表されるフタロシ
アニン誘導体を配合し、溶融、混練、粉砕、分級してな
ることを特徴とする静電荷現像用トナーに関する。(Means for Solving the Problems) That is, the present invention blends at least a colorant and a phthalocyanine derivative represented by the following general formula (I) into a binder resin for toner, and melts, kneads, grinds, and classifies the mixture. The present invention relates to an electrostatic charge developing toner characterized by the following characteristics.
(ただし、Pcはハロゲン原子により置換されていても
よいフタロシアニン残基、R1−R4は水素原子、ハロ
ゲン原子、ニトロ基、アミノ基、スルホン基、カルボキ
シル基、又は、低級アルキル基、nは1〜4の整数を表
わす。)
トナー用バインダ樹脂としては、従来トナー用樹脂とし
て使用されているポリスチレン、スチレン−ブタジェン
共重合体、スチレン−アクリル共重合体等のスチレン系
共重合体やポリエチレン、エチレン−酢酸ビニル系共重
合体、エチレン−ビニルアルコール系共重合体のような
エチレン系共重合体さらにフェノール系樹脂、エポキシ
系樹脂、ポリエステル樹脂なとの熱可塑性樹脂を使用す
ることかてきる。(However, Pc is a phthalocyanine residue that may be substituted with a halogen atom, R1-R4 are a hydrogen atom, a halogen atom, a nitro group, an amino group, a sulfone group, a carboxyl group, or a lower alkyl group, and n is 1 to (Represents an integer of 4.) As the binder resin for toner, styrene copolymers such as polystyrene, styrene-butadiene copolymer, styrene-acrylic copolymer, etc., which have been conventionally used as toner resin, polyethylene, ethylene- Ethylene copolymers such as vinyl acetate copolymers and ethylene-vinyl alcohol copolymers, as well as thermoplastic resins such as phenolic resins, epoxy resins, and polyester resins can be used.
また、着色剤としては顔料や染料、具体的には、無機顔
料としてカーボンブラック、たとえばファーネスブラッ
ク、チャネルブラック、クロム酸塩、たとえば黄鉛、亜
鉛黄等、フェロシアン化物、たとえば紺青等、硫化物、
たとえば銀朱、カドミウム黄、硫化亜鉛、アンチモン白
等、酸化物、たとえば亜鉛華、チタン白、へんから、鉄
黒、酸化鋼、二酸化マンガン、金属粉、たとえばアルミ
ニウム粉、ブロンズ粉等、また、有機顔料としては、ニ
トロソ系顔料、たとえばナフトールグリーンB、ナフト
ールグリーンY等、ニトロ系顔料、たとえばナフトール
エローS、リノールファストイエロー2G等、アゾ顔料
、たとえばパーマネントレッド4R,ブリリアントファ
ーストスカーレット、ノ\ンザエロー、リソールレッド
、レーキレッドC、レーキレッドD、ブリリアントカー
ミン6B、パーマネントレッドF5R、ビグメントスカ
ーレット3B等、フタロシアニン顔料、たとえばフタロ
シアニンブルー、フタロシアニングリーン等、塩基性染
料系顔料、たとえばローダミンレーキ、マラカイトグリ
ーンレーキ、−メチルバイオレットレーキ等、酸性染料
系顔料、たとえばピーコックブルーレーキ、ニオシンレ
ーキ、キノリンエローレーキ等、その他としてキナクリ
ドンレッド、キナクリドンバイオレット、ペリレンレッ
ド、ベリレンスカーレット、イソインドリノンエロー、
ジオキサジンバイオレット、アニリンブラック、有機蛍
光顔料等染料として、アゾ染料、アントラキノン染料、
フタロシアニン染料、カルボニウム染料、キノイミン染
料、メチン染料、キノリン染料、ニトロ染料、ニトロソ
染料、ベンゾキノンおよびナフトキノン染料ナフタルイ
ミド染料等がある。Colorants include pigments and dyes; specifically, inorganic pigments include carbon black, such as furnace black, channel black, chromates, such as chloride and zinc yellow, ferrocyanides, such as navy blue, and sulfides. ,
For example, silver vermilion, cadmium yellow, zinc sulfide, antimony white, etc., oxides such as zinc white, titanium white, iron black, oxidized steel, manganese dioxide, metal powders such as aluminum powder, bronze powder, etc., and organic pigments. Examples include nitros pigments such as Naphthol Green B and Naphthol Green Y, nitro pigments such as Naphthol Yellow S and Linol Fast Yellow 2G, and azo pigments such as Permanent Red 4R, Brilliant First Scarlet, No\nthe Yellow, and Lysol Red. , Lake Red C, Lake Red D, Brilliant Carmine 6B, Permanent Red F5R, Pigment Scarlet 3B, etc., Phthalocyanine pigments, such as Phthalocyanine Blue, Phthalocyanine Green, etc., Basic dye pigments, such as Rhodamine Lake, Malachite Green Lake, -methyl Acidic dye pigments such as violet lake, such as peacock blue lake, niosine lake, quinoline yellow lake, etc. Others include quinacridone red, quinacridone violet, perylene red, berylene scarlet, isoindolinone yellow,
Dioxazine violet, aniline black, organic fluorescent pigments, etc. As dyes, azo dyes, anthraquinone dyes,
Examples include phthalocyanine dyes, carbonium dyes, quinoimine dyes, methine dyes, quinoline dyes, nitro dyes, nitroso dyes, benzoquinone and naphthoquinone dyes, and naphthalimide dyes.
着色剤の使用量はトナー重量中0. 5から10重量%
てあり、より好ましくは1から7重量%である。The amount of coloring agent used is 0.0% based on the weight of the toner. 5 to 10% by weight
more preferably from 1 to 7% by weight.
本発明で使用するフタロシアニン誘導体を具体的に挙げ
れば以下のものがある。Specific examples of phthalocyanine derivatives used in the present invention include the following.
本発明のフタロシアニン誘導体を添加することにより着
色力の優れたトナーを供給することかできる。フタロシ
アニン誘導体は使用する着色剤の0.1から20重量%
添加することにより効果を得ることかてきる。By adding the phthalocyanine derivative of the present invention, a toner with excellent coloring power can be provided. The phthalocyanine derivative is 0.1 to 20% by weight of the coloring agent used.
The effect can be obtained by adding it.
また、経済的な意味からより好ましくは0.1から10
重量96の添加量で期待する効果を得ることかできる。Moreover, from an economical point of view, it is more preferable to use 0.1 to 10
The expected effect can be obtained with an addition amount of 96% by weight.
また、本発明のフタロシアニン誘導体は、磁性−成分ト
ナー又は弱磁性トナーとして使用する際添加される磁性
粉の分散に関しても上記の配合量において同様の効果か
得られる。Further, the phthalocyanine derivative of the present invention can provide similar effects in the above-mentioned blending amounts with respect to dispersion of magnetic powder added when used as a magnetic component toner or a weakly magnetic toner.
電荷制御剤については、染料として分類されるものや樹
脂として分類されるものかある。また帯電安定化剤、帯
電防止剤として分類されるものもある。具体的に述へる
と、正の帯電性をトナーに付与する代表的なものとして
は、ニグロシン系の油溶性染料、クリスタルバイオレッ
ト、トリフェニルアミン、4級アンモニウム塩等が挙げ
られる。また、トナーを構成する共重合体樹脂として酸
アミド基の導入量を調節した樹脂を使用することて正の
帯電量のレベルを向上させることも可能である。さらに
帯電安定化のために4級アンモニウム塩や帯電防止剤を
添加してもよい。負の帯電性を付与する代表的なものと
しては、ハラチン染料、オラゾール染料等の金属錯塩染
料か挙げられる。本発明のトナーには上記各材料か0.
5から10重量06の範囲で加えることにより、所望の
帯電量にコントロールする二とがてきる。勿論、上記御
剤および帯電安定化剤、帯電防止剤を単独でも2種以上
併用することも可能である。Regarding charge control agents, some are classified as dyes and others are classified as resins. Some are also classified as static stabilizers and antistatic agents. Specifically, typical examples of those that impart positive chargeability to the toner include nigrosine-based oil-soluble dyes, crystal violet, triphenylamine, and quaternary ammonium salts. Furthermore, it is also possible to improve the level of positive charge by using a resin in which the amount of acid amide groups introduced is controlled as the copolymer resin constituting the toner. Furthermore, a quaternary ammonium salt or an antistatic agent may be added to stabilize the charge. Typical examples that impart negative chargeability include metal complex dyes such as halatin dyes and orazole dyes. The toner of the present invention may contain any of the above materials.
By adding in a range of 5 to 10% by weight, it is possible to control the amount of charge to a desired level. Of course, the above-mentioned control agent, charge stabilizer, and antistatic agent can be used alone or in combination of two or more.
本発明に示された構造式を有するフタロンアニン誘導体
を添加することにより、帯電の立ち上がりを早くし、経
時安定性を向上させる効果も有する。一般に上記電荷調
整剤、帯電安定化剤はトナー構成成分の05から10%
を必要とするか本フタロシアニ〉誘導体を添加すること
により期待する効果か得られる。Addition of the phthalonanine derivative having the structural formula shown in the present invention also has the effect of accelerating the rise of charging and improving stability over time. In general, the charge control agent and charge stabilizer account for 0.5 to 10% of the toner components.
The desired effect can be obtained by adding this phthalocyanine derivative.
本発明に係わるトナーは、熱ロール、ニーダ、エクスト
ルーダ等熱溶融混練機によりバインダ樹脂、着色剤、フ
タロシアニン誘導体さらには電荷調整剤、磁性粉等をよ
く溶融混練した後、機械的に粉砕・分級することにより
製造することができる。The toner according to the present invention is produced by thoroughly melting and kneading binder resin, colorant, phthalocyanine derivative, charge control agent, magnetic powder, etc. using a hot melt kneading machine such as a hot roll, kneader, or extruder, and then mechanically crushing and classifying. It can be manufactured by
さらに本発明に係わるトナーには、外添剤としてシリカ
の添加を必要とする。シリカ添加の目的としては、トナ
ーの流動性向上とトナー帯電量の制御である。添加量は
0.05重量%以下だと流動性、帯電量制御に効果かな
(,2重量96以上たと感光体に対し傷を与えたり又感
光体にシリカのフィルミングが発生するため、0゜05
から2重量%の範囲か好ましい。Furthermore, the toner according to the present invention requires the addition of silica as an external additive. The purpose of adding silica is to improve the fluidity of the toner and to control the amount of toner charge. If the amount added is less than 0.05% by weight, it will be effective in controlling the fluidity and charge amount. 05
A range of 2% by weight is preferred.
本発明のトナーには他の外添剤、例えば、クリーニング
性向上剤すなわちステアリン酸亜鉛に代表される高級脂
肪酸金属塩、フッ素系高分子量体、感光体表面研磨剤す
なわち酸化セリウム、チタン酸ストロンチウム、現像性
・転写性調整剤すなわちアルミナ、酸化スズ、二硫化モ
リブデン、酸化銅、ポリメタクリル酸メチル等の高分子
微粉末をトナーに添加することかできる。これら機能性
外添剤の添加量は、トナーに対して0.05から3重量
%か好ましい。The toner of the present invention may contain other external additives, such as cleaning property improvers, i.e., higher fatty acid metal salts represented by zinc stearate, fluorine-based polymers, photoreceptor surface abrasives, i.e., cerium oxide, strontium titanate, A developability/transferability regulator, ie, a fine polymer powder such as alumina, tin oxide, molybdenum disulfide, copper oxide, or polymethyl methacrylate, can be added to the toner. The amount of these functional external additives added is preferably 0.05 to 3% by weight based on the toner.
前述のシリカや各種機能性外添剤をトナーに添加する方
法としては、公知の混合機、例えばV型混合機、タービ
スラミキサ等の回転容器型混合機やリボン型、スクリュ
ウ型、回転刃型、その他の固定容器型混合機を適宜用い
ることができる。各種成分の混合は、−度に全部を混合
しても、トナーの性状を考慮して順序型てて混合しても
よい。The above-mentioned silica and various functional external additives can be added to the toner using a known mixer, such as a V-type mixer, a rotary container type mixer such as a turbis mixer, a ribbon type, a screw type, a rotary blade type, and others. A fixed container type mixer can be used as appropriate. The various components may be mixed all at once, or may be mixed in an orderly manner taking into consideration the properties of the toner.
(実施例)
以下本発明に係わるトナーについて説明する。各実施例
、比較例に示したトナーの製造方法は次の通りである。(Example) The toner according to the present invention will be described below. The manufacturing method of the toner shown in each Example and Comparative Example is as follows.
それぞれの実施例、比較例に示した材料粉末を十分に混
合した後、150から170℃に加熱溶融させて2軸押
出機て混練し、冷却固化後、粉砕分級して所定の平均粒
子径に揃えた。その後外添剤であるシリカやその他の機
能性外添剤を所定量加え、ヘンシェルミキサーにて混合
し篩を通して試料とした。本試料の適正評価については
、市販の複写機を改造して行った。After thoroughly mixing the material powders shown in each example and comparative example, they were heated and melted at 150 to 170°C, kneaded using a twin-screw extruder, cooled and solidified, and then crushed and classified to a predetermined average particle size. Aligned. Thereafter, predetermined amounts of silica and other functional external additives were added, mixed in a Henschel mixer, and passed through a sieve to obtain a sample. The suitability of this sample was evaluated by modifying a commercially available copying machine.
実施例1
スチレンアクリル系樹脂ハイマーUNi3000(三洋
化成工業株式会社製) 90部カーボ
ンブラック MONARCH880(キャポット社製)
4部ワックス
ビスコール550P (三洋化成工業株式会社製
3部電荷調整剤 ボ
ントロンN−01(オリエント化学工業株式会社)
3部フタロシアニン誘導
体(前記構造式(a))0.5部
外添剤 アエロジルR−972(日本アエロジル@)0
.3部
比較例1
フタロシアニン誘導体を配合しない他は実施例1と同様
とした。Example 1 Styrene acrylic resin Hymer UNi3000 (manufactured by Sanyo Chemical Industries, Ltd.) 90 parts Carbon black MONARCH880 (manufactured by Capot Co., Ltd.)
4 part wax
Viscole 550P (manufactured by Sanyo Chemical Industries, Ltd.)
3-part charge control agent Bontron N-01 (Orient Chemical Industry Co., Ltd.)
3-part phthalocyanine derivative (structural formula (a)) 0.5 parts External additive Aerosil R-972 (Nippon Aerosil @) 0
.. 3 parts Comparative Example 1 The same procedure as Example 1 was carried out except that the phthalocyanine derivative was not blended.
実施例2
ポリエステル系樹脂 タフトンNE600(花王株式%
式%
フタロシアニン顔料 りオノールブルーFG7350’
(東洋インキ製造株式会社) 3部ワ
ックス へキストワックスPE130(ヘキスト社)4
部
電荷調整剤 ポントロンE−84(オリエント化学工業
株式会社) 2.5部フタ
ロシアニン誘導体(前記構造式(b))0.5部
外添剤 アエロジルR−972(日本アエロジル株式会
社%
外添剤 導電性酸化錫T−1(三井金属株式会社)1部
比較例2
フタロシアニン誘導体を配合しない他は実施例2と同様
とした。Example 2 Polyester resin Tufton NE600 (Kao Stock %
Formula % Phthalocyanine pigment Rionol Blue FG7350'
(Toyo Ink Manufacturing Co., Ltd.) 3-part wax Hoechst wax PE130 (Hoechst) 4
Part charge adjuster Pontron E-84 (Orient Chemical Industry Co., Ltd.) 2.5 parts Phthalocyanine derivative (structural formula (b) above) 0.5 parts External additive Aerosil R-972 (Nippon Aerosil Co., Ltd.) External additive Conductive Comparative Example 2 Comparative Example 2 The same procedure as Example 2 was carried out except that the phthalocyanine derivative was not blended.
実施例3
スチレンアクリル系樹脂 パーフェクタ9231(日立
化成株式会社) 74部カー
ボンブラック 三菱カーボン#44 (三菱化成工業株
式会社) 3部磁性粉
KBC−250(関東電化工業株式会社)15部
ワックス 三井ハイワックス320P(三井石油化学工
業株式会社) 4部電荷調
整剤 Aizen 5pilon Black TRH
(保土ケ谷化学工業株式会社)
2゜5部フタロシアニン誘導体(前記構造式(C))
1、5部
外添剤 アエロジルR−812(日本アエロジル[会社
)0.2部
外添剤 FORAPLON 100OVLD (昭和電
工株式会社)0.3部
比較例3
フタロシアニン誘導体を配合しない他は実施例3と同様
とした。Example 3 Styrene acrylic resin Perfecta 9231 (Hitachi Chemical Co., Ltd.) 74 parts Carbon black Mitsubishi Carbon #44 (Mitsubishi Chemical Industries, Ltd.) 3 parts Magnetic powder
KBC-250 (Kanto Denka Kogyo Co., Ltd.) 15 parts Wax Mitsui Hiwax 320P (Mitsui Petrochemical Industries Co., Ltd.) 4 parts Charge adjuster Aizen 5pilon Black TRH
(Hodogaya Chemical Industry Co., Ltd.)
2゜5-part phthalocyanine derivative (the above structural formula (C))
1.5 parts External additive Aerosil R-812 (Nippon Aerosil [Company) 0.2 parts External additive FORAPLON 100OVLD (Showa Denko K.K.) 0.3 parts Comparative Example 3 Same as Example 3 except that no phthalocyanine derivative was blended. The same was true.
実施例4
ポリエステル系樹脂 ニチゴーポリエスタ−HP−30
1(日本合成化学工業株式会社) 89.5
部顔料 Br1llint Carmine 6BA’
(東洋インキ製造株式会社)
3部ワックス ビスコール550P
(三菱化成工業株式会社%
電荷調整剤 ボントロンP−51(オリエント化学工業
株式会社) 1.5部ルナ
ペール912(荒川化学工業株式会社)3部フタロシア
ニン誘導体(前記構造式(C))0、1部
外添剤 アエロジルR−976(日本アエロジル株式会
社%
Aluminium 0xide C(日本アエロジル
株式会社)0.02部
比較例4
フタロシアニン誘導体を配合しない他は実施例3と同様
とした。Example 4 Polyester resin Nichigo Polyester-HP-30
1 (Nippon Gosei Kagaku Kogyo Co., Ltd.) 89.5
Pigment Br1llint Carmine 6BA'
(Toyo Ink Manufacturing Co., Ltd.)
3 part wax viscoel 550P
(Mitsubishi Chemical Industries, Ltd.%) Charge control agent Bontron P-51 (Orient Chemical Industries, Ltd.) 1.5 parts Lunapel 912 (Arakawa Chemical Industries, Ltd.) 3 parts Phthalocyanine derivative (the above structural formula (C)) 0, 1 part External additive Aerosil R-976 (Nippon Aerosil Co., Ltd. % Aluminum Oxide C (Nippon Aerosil Co., Ltd.) 0.02 parts Comparative Example 4 The same as Example 3 was used except that the phthalocyanine derivative was not blended.
各実施例、比較例の評価結果は表−1にまとめた。The evaluation results of each example and comparative example are summarized in Table-1.
(発明の効果)
一般式(I)の化合物をトナー組成物として添加するこ
とにより、着色物質及び電荷調整剤の分散性か向上し、
トナーの着色力か増加し、帯電量も安定した。(Effect of the invention) By adding the compound of general formula (I) as a toner composition, the dispersibility of the coloring substance and the charge control agent is improved,
The coloring power of the toner increased and the amount of charge became stable.
1、事件の表示
特願平 2−316646 号
2、発明の名称
静電荷現像用トナー
3、補正をする者
事件との関係 特許出願人
明細書の「特許請求の範囲の欄」および「発明の詳細な
説明の欄」
5、補正の内容
1、特許請求の範囲を別紙のように訂正する。1. Indication of the case Patent Application No. 2-316646 2. Name of the invention Electrostatic charge developing toner 3. Person making the amendment Relationship to the case Detailed Explanation Column" 5. Contents of Amendment 1. The scope of claims is amended as shown in the attached sheet.
2、明細書5頁、14行の一般式(1)を下記のよう特
許請求の範囲
1.トナー用バインダ樹脂に少なくとも着色剤、さらに
下記一般式(I)で表されるフタロシアニン誘導体を配
合し、溶融、混練、粉砕、分級してなることを特徴とす
る静電荷現像用トナー。2. General formula (1) on page 5, line 14 of the specification is changed to claim 1. A toner for electrostatic charge development, characterized in that a toner binder resin is blended with at least a colorant and a phthalocyanine derivative represented by the following general formula (I), and the mixture is melted, kneaded, pulverized, and classified.
(ただし、Pcはハロゲン原子により置換されていても
よいフタロシアニン残基、R1−R4は水素原子、ハロ
ゲン原子、ニトロ基、アミノ基、スルホン基、カルボキ
シル基、又は、低級アルキル基、nは1〜4の整数を表
わす。)(However, Pc is a phthalocyanine residue that may be substituted with a halogen atom, R1-R4 are a hydrogen atom, a halogen atom, a nitro group, an amino group, a sulfone group, a carboxyl group, or a lower alkyl group, and n is 1 to (Represents the integer 4.)
Claims (1)
下記一般式( I )で表されるフタロシアニン誘導体を
配合し、溶融、混練、粉砕、分級してなることを特徴と
する静電荷現像用トナー。 一般式( I ) ▲数式、化学式、表等があります▼ (ただし、Pcはハロゲン原子により置換されていても
よいフタロシアニン残基、R^1〜R^4は水素原子、
ハロゲン原子、ニトロ基、アミノ基、スルホン基、カル
ボキシル基、又は、低級アルキル基、nは1〜4の整数
を表わす。)[Scope of Claims] 1. A static product characterized by blending at least a colorant and a phthalocyanine derivative represented by the following general formula (I) into a binder resin for toner, melting, kneading, pulverizing and classifying the mixture. Toner for charge development. General formula (I) ▲Mathematical formulas, chemical formulas, tables, etc.▼ (However, Pc is a phthalocyanine residue that may be substituted with a halogen atom, R^1 to R^4 are hydrogen atoms,
A halogen atom, a nitro group, an amino group, a sulfone group, a carboxyl group, or a lower alkyl group, and n represents an integer of 1 to 4. )
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2316646A JP2749192B2 (en) | 1990-11-21 | 1990-11-21 | Electrostatic toner |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2316646A JP2749192B2 (en) | 1990-11-21 | 1990-11-21 | Electrostatic toner |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04186369A true JPH04186369A (en) | 1992-07-03 |
JP2749192B2 JP2749192B2 (en) | 1998-05-13 |
Family
ID=18079344
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2316646A Expired - Lifetime JP2749192B2 (en) | 1990-11-21 | 1990-11-21 | Electrostatic toner |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2749192B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007186681A (en) * | 2005-12-12 | 2007-07-26 | Sanyo Shikiso Kk | Pigment derivative, pigment dispersion agent using the same and pigment dispersion and water-based ink comprising them |
JP2014016536A (en) * | 2012-07-10 | 2014-01-30 | Kao Corp | Method for producing black toner for developing electrostatic charge image |
JP2015145954A (en) * | 2014-02-03 | 2015-08-13 | コニカミノルタ株式会社 | electrostatic latent image developer |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02293870A (en) * | 1989-05-09 | 1990-12-05 | Canon Inc | Toner for developing electrostatic charge image |
-
1990
- 1990-11-21 JP JP2316646A patent/JP2749192B2/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02293870A (en) * | 1989-05-09 | 1990-12-05 | Canon Inc | Toner for developing electrostatic charge image |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007186681A (en) * | 2005-12-12 | 2007-07-26 | Sanyo Shikiso Kk | Pigment derivative, pigment dispersion agent using the same and pigment dispersion and water-based ink comprising them |
JP2014016536A (en) * | 2012-07-10 | 2014-01-30 | Kao Corp | Method for producing black toner for developing electrostatic charge image |
JP2015145954A (en) * | 2014-02-03 | 2015-08-13 | コニカミノルタ株式会社 | electrostatic latent image developer |
Also Published As
Publication number | Publication date |
---|---|
JP2749192B2 (en) | 1998-05-13 |
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