JPH0264651A - Toner for electrophotography - Google Patents
Toner for electrophotographyInfo
- Publication number
- JPH0264651A JPH0264651A JP63217704A JP21770488A JPH0264651A JP H0264651 A JPH0264651 A JP H0264651A JP 63217704 A JP63217704 A JP 63217704A JP 21770488 A JP21770488 A JP 21770488A JP H0264651 A JPH0264651 A JP H0264651A
- Authority
- JP
- Japan
- Prior art keywords
- toner
- solvent orange
- yellow
- acrylic resin
- weight
- 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
- 239000002904 solvent Substances 0.000 claims abstract description 17
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 13
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 9
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000011347 resin Substances 0.000 abstract description 12
- 229920005989 resin Polymers 0.000 abstract description 12
- 239000011230 binding agent Substances 0.000 abstract description 11
- 239000002245 particle Substances 0.000 abstract description 7
- 238000000034 method Methods 0.000 description 10
- 239000000049 pigment Substances 0.000 description 10
- 239000000975 dye Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 108091008695 photoreceptors Proteins 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 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 3
- 230000000694 effects Effects 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- OSNILPMOSNGHLC-UHFFFAOYSA-N 1-[4-methoxy-3-(piperidin-1-ylmethyl)phenyl]ethanone Chemical compound COC1=CC=C(C(C)=O)C=C1CN1CCCCC1 OSNILPMOSNGHLC-UHFFFAOYSA-N 0.000 description 2
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-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
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-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
- 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
- JFMYRCRXYIIGBB-UHFFFAOYSA-N 2-[(2,4-dichlorophenyl)diazenyl]-n-[4-[4-[[2-[(2,4-dichlorophenyl)diazenyl]-3-oxobutanoyl]amino]-3-methylphenyl]-2-methylphenyl]-3-oxobutanamide Chemical compound C=1C=C(C=2C=C(C)C(NC(=O)C(N=NC=3C(=CC(Cl)=CC=3)Cl)C(C)=O)=CC=2)C=C(C)C=1NC(=O)C(C(=O)C)N=NC1=CC=C(Cl)C=C1Cl JFMYRCRXYIIGBB-UHFFFAOYSA-N 0.000 description 1
- JFGQHAHJWJBOPD-UHFFFAOYSA-N 3-hydroxy-n-phenylnaphthalene-2-carboxamide Chemical compound OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=CC=C1 JFGQHAHJWJBOPD-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
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- -1 Polypropylene Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 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
- HZEWFHLRYVTOIW-UHFFFAOYSA-N [Ti].[Ni] Chemical compound [Ti].[Ni] HZEWFHLRYVTOIW-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- AOADSHDCARXSGL-ZMIIQOOPSA-M alkali blue 4B Chemical compound CC1=CC(/C(\C(C=C2)=CC=C2NC2=CC=CC=C2S([O-])(=O)=O)=C(\C=C2)/C=C/C\2=N\C2=CC=CC=C2)=CC=C1N.[Na+] AOADSHDCARXSGL-ZMIIQOOPSA-M 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000012164 animal wax Substances 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
- 238000007664 blowing Methods 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- CJOBVZJTOIVNNF-UHFFFAOYSA-N cadmium sulfide Chemical compound [Cd]=S CJOBVZJTOIVNNF-UHFFFAOYSA-N 0.000 description 1
- HTUDBOWEKWIOCZ-UHFFFAOYSA-N cadmium(2+) mercury(1+) sulfide Chemical compound [S-2].[Cd+2].[Hg+] HTUDBOWEKWIOCZ-UHFFFAOYSA-N 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 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
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-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
- PLYDMIIYRWUYBP-UHFFFAOYSA-N ethyl 4-[[2-chloro-4-[3-chloro-4-[(3-ethoxycarbonyl-5-oxo-1-phenyl-4h-pyrazol-4-yl)diazenyl]phenyl]phenyl]diazenyl]-5-oxo-1-phenyl-4h-pyrazole-3-carboxylate Chemical compound CCOC(=O)C1=NN(C=2C=CC=CC=2)C(=O)C1N=NC(C(=C1)Cl)=CC=C1C(C=C1Cl)=CC=C1N=NC(C(=N1)C(=O)OCC)C(=O)N1C1=CC=CC=C1 PLYDMIIYRWUYBP-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- FPVGTPBMTFTMRT-NSKUCRDLSA-L fast yellow Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-NSKUCRDLSA-L 0.000 description 1
- 235000019233 fast yellow AB Nutrition 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 235000010187 litholrubine BK Nutrition 0.000 description 1
- 229940107698 malachite green Drugs 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 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
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910001000 nickel titanium Inorganic materials 0.000 description 1
- 239000001053 orange pigment Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000012736 patent blue V Nutrition 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- 229940051201 quinoline yellow Drugs 0.000 description 1
- 239000004172 quinoline yellow Substances 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
- 239000001054 red pigment Substances 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
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- RBKBGHZMNFTKRE-UHFFFAOYSA-K trisodium 2-[(2-oxido-3-sulfo-6-sulfonatonaphthalen-1-yl)diazenyl]benzoate Chemical compound C1=CC=C(C(=C1)C(=O)[O-])N=NC2=C3C=CC(=CC3=CC(=C2[O-])S(=O)(=O)O)S(=O)(=O)[O-].[Na+].[Na+].[Na+] RBKBGHZMNFTKRE-UHFFFAOYSA-K 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- JEVGKYBUANQAKG-UHFFFAOYSA-N victoria blue R Chemical compound [Cl-].C12=CC=CC=C2C(=[NH+]CC)C=CC1=C(C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 JEVGKYBUANQAKG-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 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
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
- G03G9/087—Binders for toner particles
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08726—Polymers of unsaturated acids or derivatives thereof
-
- 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
- G03G9/09—Colouring agents for toner particles
- G03G9/0906—Organic dyes
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Developing Agents For Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は電子写真用トナーに関し、より詳細には結着樹
脂と相溶性の良好な電荷制御剤を用いた電子写真用トナ
ーに関する。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to an electrophotographic toner, and more particularly to an electrophotographic toner using a charge control agent having good compatibility with a binder resin.
(従来技術)
従来、電子写真法を利用した複写機などにおいて、無機
または有機光導電性物質を含有する感光層を有する感光
体に形成された静電潜像を乾式現像法により可視化する
ため、着色剤、結着樹脂などを含有する種々の粉体トナ
ーが用いられている。(Prior Art) Conventionally, in a copying machine using an electrophotographic method, an electrostatic latent image formed on a photoreceptor having a photosensitive layer containing an inorganic or organic photoconductive substance is visualized by a dry developing method. Various powder toners containing colorants, binder resins, etc. are used.
上記電子写真法では、帯電、露光により上記感光体上に
形成された静電潜像を上記トナーで現像し、静電潜像に
対応して形成されたトナー像を転写紙などの支持体に転
写すると共に、加熱ローラまたは加圧ローラなどの定着
手段により上記トナー像を支持体に定着させ、上記静電
潜像を可視化している。また、上記トナー像を支持体に
転写した後、感光体上に残留するトナーをクリーニング
するため、クリーニングブレードにより感光体上の残留
トナーを取り除いている。In the electrophotographic method, an electrostatic latent image formed on the photoreceptor by charging and exposure to light is developed with the toner, and a toner image formed corresponding to the electrostatic latent image is transferred to a support such as transfer paper. At the same time as the transfer, the toner image is fixed on the support by a fixing means such as a heating roller or a pressure roller, thereby making the electrostatic latent image visible. Further, after the toner image is transferred to the support, the residual toner on the photoreceptor is removed by a cleaning blade in order to clean the toner remaining on the photoreceptor.
前記現像に際し、トナーに電荷を持たせる方法としてト
ナーの構成成分である樹脂の摩擦帯電を利用したものが
従来から知られている。しかしながら、この方法ではト
ナーの帯電量が小さいため、C,t、ソルベント・レッ
ド177(特開昭58−118654号公報)、1−(
2−ヒドロキシ−3,5−’;ニトロフェニルアゾ)−
3−フェニルカルバモイル−2−ナフトール1:2型ク
ロム錯塩、ナフテン酸金属塩、ナフテン酸金属塩や脂肪
酸金属石鹸等の染料および顔料より構成される電荷制御
剤を、帯電性を付与する添加剤としてトナーに加えたも
のが提案されている。In the development process, a method using frictional charging of a resin, which is a component of the toner, is conventionally known as a method of imparting an electric charge to the toner. However, in this method, since the amount of charge on the toner is small,
2-hydroxy-3,5-'; nitrophenylazo)-
A charge control agent composed of dyes and pigments such as 3-phenylcarbamoyl-2-naphthol 1:2 type chromium complex salts, naphthenic acid metal salts, naphthenic acid metal salts and fatty acid metal soaps is used as an additive that imparts chargeability. Additions to toner have been proposed.
(発明が解決しようとする問題点)
しかしながら、従来上記電荷制御剤として用いられてい
る染料、顔料の多くは樹脂に対する相溶性が小さく、い
ずれも結着樹脂中への分散が必要であるため、その分散
方法、分散液安定性等に問題があった。(Problems to be Solved by the Invention) However, many of the dyes and pigments conventionally used as charge control agents have low compatibility with resins, and all require dispersion in a binder resin. There were problems with the dispersion method, stability of the dispersion, etc.
即ち、結着樹脂中に不溶な顔料や、相溶性の小さい染料
を均一に分散することは難しく、そのために分散工程が
複雑化していた。そればかりか、樹脂に対する相溶性が
小さいことに起因して製造された個々のトナー粒子中の
成分が不均一となり、トナーに付与される帯電電荷がま
ちまちなものとなってしまい、トナーによって帯電電荷
の大きいものや小さいものが生じたり、場合によっては
染料や顔料のみからなる微粒子をも存在することになる
。That is, it is difficult to uniformly disperse insoluble pigments and dyes with low compatibility in the binder resin, which complicates the dispersion process. Moreover, due to the low compatibility with the resin, the components in the individual toner particles produced become non-uniform, and the charge imparted to the toner varies. Large or small particles may be formed, and in some cases, fine particles consisting only of dyes or pigments may also be present.
その結果、現像によって得られる画像にカブリを発生し
不鮮明なものとなったり、また使用初期には良好な現像
性を示しても連続使用による現像能力の低下が生じたり
、トナー飛散の増大による複写機内の汚染等の問題点が
あった。As a result, the image obtained by development may become foggy and unclear, or even if it shows good developability at the beginning of use, the developing ability may deteriorate with continued use, or the copying may become difficult due to increased toner scattering. There were problems such as contamination inside the aircraft.
さらに、顔料は凝集体であるために顔料製造工程の条件
の差が製造するトナーの特性に大きく影響し、それを解
決するための顔料の物性制御は極めて困難である。Furthermore, since pigments are aggregates, differences in the conditions of the pigment manufacturing process greatly affect the characteristics of the manufactured toner, and it is extremely difficult to control the physical properties of pigments to solve this problem.
従って、本発明の目的は従来の電子写真用トナーにおけ
る上記欠点を解消し、帯電付与が均一に行われ、優れた
帯電能を有した電子写真用トナーを提供することにある
。Accordingly, an object of the present invention is to eliminate the above-mentioned drawbacks of conventional electrophotographic toners, and to provide an electrophotographic toner that is uniformly charged and has excellent charging ability.
(問題点を解決するための手段および作用)本発明は、
電荷制御剤としてC,1,ソルベント・オレンジ40に
分類される化合物をアクリル系樹脂中に含有することを
特徴とした電子写真用トナーを構成することにより前記
目的を達成した。(Means and effects for solving the problems) The present invention has the following features:
The above object was achieved by constructing an electrophotographic toner characterized by containing a compound classified as C,1, Solvent Orange 40 in an acrylic resin as a charge control agent.
本発明者らは鋭意研究の結果、上記C,I、 ソルベン
ト・オレンジ40に分類される油溶性染料がトナー用結
着樹脂の中でもアクリル系樹脂中に極めて良好に溶解す
ることを見い出した。As a result of extensive research, the present inventors have discovered that the oil-soluble dyes classified as C, I, and Solvent Orange 40 dissolve extremely well in acrylic resins among toner binder resins.
従って本発明の電子写真用トナーは構成成分としてC,
!、 ソルベント・オレンジ40に分類される化合物お
よびアクリル系樹脂を使用しているため、溶融混練し、
これを粒状化することにより製造される個々のトナー微
粒子中の電荷制御剤成分が均一となり、その結果、帯電
付与にムラが生しることなく極めて均一な帯電性を有す
るトナーを得ることができる。Therefore, the electrophotographic toner of the present invention has C as a component,
! Because it uses a compound classified as Solvent Orange 40 and acrylic resin, it is melt-kneaded,
By granulating this, the charge control agent component in each fine toner particle produced becomes uniform, and as a result, it is possible to obtain a toner with extremely uniform chargeability without uneven charge application. .
また、このC,1,ソルベント・オレンジ40は湿度を
変化させた場合にも、吸湿量の変化が少なく、その吸湿
条件と含有水分率との関係は、下記
扱−」i−3己」生 述j辷率−C五)20°C
260%RH2,8564
35°C985%RH3,2110
の通りであって、染料中の含有水分率の湿度依存性が極
めて少ないことがわかる。このことは、上記油溶性染料
を用いたトナーは、大気中の湿度、温度等の変動にかか
わらず、トナーの緒特性に影響を及ぼす水分率の変動が
少なく、即ちこのトナーは経時劣化傾向が少なく、安定
した現像特性が得られることを意味している。In addition, this C,1, Solvent Orange 40 shows little change in moisture absorption even when the humidity is changed, and the relationship between the moisture absorption conditions and the moisture content is described below. 20°C
260%RH2,8564 35°C985%RH3,2110 It can be seen that the humidity dependence of the moisture content in the dye is extremely small. This means that toners using the above-mentioned oil-soluble dyes have little variation in moisture content that affects the properties of the toner, regardless of changes in atmospheric humidity, temperature, etc., and in other words, this toner does not tend to deteriorate over time. This means that stable development characteristics can be obtained.
更に、C,I、 ソルベント・オレンジ40の4jF
電量は、例えばフェライトキャリアとの混合及びブロー
オフで測定すると、約−34,3μc/gのオーダーで
あり、上記C,1,ソルベント・オレンジ40を用いた
トナーでは優れた帯電性が得られることがわかる。Furthermore, C, I, 4jF of Solvent Orange 40
The amount of charge, for example, when measured by mixing with a ferrite carrier and blowing off, is on the order of about -34.3 μc/g, and it is clear that the toner using the above C,1, Solvent Orange 40 has excellent charging properties. Recognize.
(発明の好適態様)
本発明において結着樹脂として使用するアクリル樹脂と
しては、任意のものを使用できるが、電子写真用カラー
トナー等において有効である透明性の面から、メタクリ
レート−アクリレート共重合体が例示される。このメタ
クリレート−アクリレート共重合体は、メチルメタクリ
レート(MMA)、エチルメタクリレート、ブチルメタ
クリレート等のメタクリル酸エステル類およびメチルア
クリレート、エチルアクリレート、ブチルアクリレート
等のアクリル酸エステル類とを主要な単量体成分とし、
所望によりアクリル酸、メタクリル酸、クロトン酸、フ
マル酸、無水マレイン酸、イタコン酸等のエチレン系不
飽和カルボン酸又はその無水物の少量を共重合成分とす
る共重合体である。(Preferred Embodiment of the Invention) Any acrylic resin can be used as the binder resin in the present invention, but from the viewpoint of transparency, which is effective in electrophotographic color toners, methacrylate-acrylate copolymer is preferred. is exemplified. The main monomer components of this methacrylate-acrylate copolymer are methacrylic esters such as methyl methacrylate (MMA), ethyl methacrylate, and butyl methacrylate, and acrylic esters such as methyl acrylate, ethyl acrylate, and butyl acrylate. ,
If desired, it is a copolymer containing a small amount of an ethylenically unsaturated carboxylic acid such as acrylic acid, methacrylic acid, crotonic acid, fumaric acid, maleic anhydride, itaconic acid, or its anhydride as a copolymerization component.
メタクリレートとアクリレートとの共重合比率は、透明
性、屈折率、溶融特性及び溶融レベリング性等が満足さ
れる範囲内で、種々変化させ得るが、一般に前者が60
乃至95重量%、特に70乃至90重量%で、後者が5
乃至40重量%、特に10乃至30重量%の範囲内が好
ましい。メタクリレートとしては、経済性及び透明性の
点でメチルメタクリレート(MMA)が最適であり、ア
クリレートとしては溶融レベリング性の点でエチルアク
リレート(EA)が最適である。The copolymerization ratio of methacrylate and acrylate can be varied within a range that satisfies transparency, refractive index, melting properties, melt leveling properties, etc., but generally the former is 60%
95% by weight, especially 70% to 90% by weight, the latter being 5% by weight.
A range of from 10 to 30% by weight is preferred, particularly from 10 to 30% by weight. Methyl methacrylate (MMA) is most suitable as a methacrylate in terms of economy and transparency, and ethyl acrylate (EA) is most suitable as an acrylate in terms of melt leveling properties.
C,!、 ソルベント・オレンジ40は、前記アクリル
系樹脂当たり0. 5乃至10重量%、特に1乃至5重
量%の量で用いるのがよく、上記範囲より少ない場合は
電荷制御の効果が無く、一方上記範囲よりも多くなると
トナーの安定性が悪くなりキャリア汚染等の問題が生じ
る。C,! , Solvent Orange 40 contains 0.0% per acrylic resin. It is preferably used in an amount of 5 to 10% by weight, especially 1 to 5% by weight; if it is less than the above range, there is no charge control effect, while if it is more than the above range, the stability of the toner deteriorates and carrier contamination etc. The problem arises.
本発明の構成成分であるc、 r、ソルベント・オレ
ンジ40はそれ自身結着剤に相溶して橙色を示すので単
独で用いても、他の着色剤と組み合わせてもよく、単独
で用いる場合は分光透過性に優れた橙色トナーが得られ
オーバーヘッド10ジエクタ(OHP)用トランスペア
レンジ−の作成に有効であり、他の着色剤としては任意
のものが使用できるが例えば、
黒色顔料
カーボンブラック、アセチレンブラック、ランプブラッ
ク、アニリンブラック。C, R, and Solvent Orange 40, which are the constituent components of the present invention, are themselves compatible with the binder and exhibit an orange color, so they may be used alone or in combination with other colorants, and when used alone. produces an orange toner with excellent spectral transparency and is effective for creating transparent ranges for overhead 10 diectors (OHP).Any other colorants can be used, such as black pigment carbon black, acetylene, etc. black, lamp black, aniline black.
黄色顔料
黄鉛、亜鉛黄、カドミウムエロー、黄色酸化鉄、ミネラ
ルファストイエロー、ニッケルチタンイエロー、ネーブ
ルスイエロー、ナフトールイエローS1ハンザ−イエロ
ーG1ハン+y−イエローioc、ベンジジンイエロー
G1ベンジジンイエローGR,キノリンイエローレーキ
、パーマネントイエローNCG、タートラジンレーキ。Yellow pigment yellow lead, zinc yellow, cadmium yellow, yellow iron oxide, mineral fast yellow, nickel titanium yellow, nabels yellow, naphthol yellow S1 Hansa Yellow G1 Han + Y Yellow IOC, benzidine yellow G1 benzidine yellow GR, quinoline yellow lake , Permanent Yellow NCG, Tartrazine Lake.
橙色顔料
ベンガラ、カドミウムレッド、鉛丹、硫化水銀カドミウ
ム、パーマネントレッド4R,リソールレッド、ピラゾ
ロンレッド、ウオッチングレッドカルシューム塩、レー
キレッドD1ブリリアンカーミン6B、エオシンレーキ
、ローダミンレーキB、アリザリンレーキ、ブリリアン
カーミン3B。Orange pigment Red Garla, Cadmium Red, Red Lead, Mercury Cadmium Sulfide, Permanent Red 4R, Lysole Red, Pyrazolone Red, Watching Red Calcium Salt, Lake Red D1 Brilliant Carmine 6B, Eosin Lake, Rhodamine Lake B, Alizarin Lake, Brilliant Carmine 3B .
赤色顔料
マンガン紫、ファストバイオレット81メチルバイオレ
ツトレーキ。Red pigment manganese purple, Fast Violet 81 Methyl Violet Lake.
青色顔料
紺青、コバルトブルー、アルカリブルーレーキ、ビクト
リアブルーレーキ、フタロシアニンブルー、無金属フタ
ロシアニンブルー、フタロシアニンブル一部分塩素化物
、ファーストスカイブルー、インダンスレンブル−BC
。Blue pigments navy blue, cobalt blue, alkali blue lake, Victoria blue lake, phthalocyanine blue, metal-free phthalocyanine blue, phthalocyanine blue partially chlorinated product, first sky blue, indanthremble-BC
.
緑顔料
クロムグリーン、酸化クロム、ピグメントグリーンB1
マラカイトグリーンレーキ、ファナルイエローグリーン
G。Green pigment chrome green, chromium oxide, pigment green B1
Malachite Green Lake, Fanal Yellow Green G.
白色顔料 亜鉛華、酸化チタン、アンチモン白、硫化亜鉛。white pigment Zinc white, titanium oxide, antimony white, zinc sulfide.
等が例示される。etc. are exemplified.
また上記着色顔料の配合量は、トナーの用途に応じて広
い範囲内、−船釣に結着樹脂光たり115至300重量
%の範囲内で使用することができる。Further, the amount of the coloring pigment to be blended can be within a wide range depending on the purpose of the toner, and can be used within a range of 115 to 300% by weight based on the binder resin for boat fishing.
本発明の電子写真用トナーには、それ自体公知のトナー
用配合剤を公知の処方に従って配合することができる。In the electrophotographic toner of the present invention, toner compounding agents known per se can be blended according to known formulations.
例えば、現像剤を熱ロールで定着する方式では、シリコ
ーンオイル、低分子量オレフィン樹脂類、各種ワックス
類等のオフセント防止剤を、全体当たり2乃至15重量
%の量で使用できる。また、現像剤を圧力ローラで定着
する用途には、パラフィンワックス、各種動物・植物ロ
ウ、脂肪酸アミド等の圧力定着性賦与剤を全体当たり5
乃至30重量%の量で使用してもよい。For example, in the method of fixing the developer with a heated roll, an offset preventing agent such as silicone oil, low molecular weight olefin resins, various waxes, etc. can be used in an amount of 2 to 15% by weight based on the total amount. In addition, for applications in which the developer is fixed with a pressure roller, a pressure fixing agent such as paraffin wax, various animal/vegetable waxes, fatty acid amide, etc.
It may be used in amounts ranging from 30% by weight.
トナーの製造は、上述した組成物を所定量配合してロー
ルミルで溶融混練し、これを粒状化することにより行わ
れる。成形に当たっては、前述した混練組成物を冷却し
た後、これをハンマーミルで粗粉砕し、更にジェットミ
ルで微粉砕して得られる。勿論、不定形粒子の角取りを
行うために、機械的な急速撹拌を行っても差し支えない
。このトナー粒子の粒度は、解像力等にも関連しうるが
、−gに5乃至35ミクロンの範囲内にあることが好ま
しい。The toner is manufactured by blending a predetermined amount of the above-mentioned composition, melting and kneading it in a roll mill, and granulating the mixture. For molding, the above-mentioned kneaded composition is cooled, then coarsely pulverized with a hammer mill, and further finely pulverized with a jet mill. Of course, rapid mechanical stirring may be used to round off irregularly shaped particles. The particle size of the toner particles may be related to resolution, etc., but is preferably within the range of -g from 5 to 35 microns.
(発明の効果)
本発明のトナーは、アクリル系樹脂と極めて相溶性のよ
いC.I.ソルベント・オレンジ40を組み合わせるこ
とで、トナー中の帯電付与が均一に行われ、連続使用に
よる繰り返し現像を行っても安定した帯電性を餅鮮明な
画像を維持できる。(Effects of the Invention) The toner of the present invention has C.I. I. By combining Solvent Orange 40, the charge in the toner is uniformly applied, and even after repeated development due to continuous use, stable chargeability and clear images can be maintained.
(実施例) 以下、実施例において本発明を説明する。(Example) Hereinafter, the present invention will be explained in Examples.
災施±土
結着剤として、MMA+ EA共重合体 100重量
部着色剤として、カーボンブラック(デグサ社製、商品
名プリンテックスL) 8.5重量部電荷制御
剤として、C0I、 ソルベント・オレンジ40(保土
谷化学工業社製、商品名5PILON 0RANGE
2RH3P) 2重量部オフセット防止剤と
して、ポリプロピレン(三洋化成製、商品名ビスコール
550P) 1. 8重量部上記トナー材料の混合物
を溶融混練し、冷却後粉砕し、さらに分級して本発明の
トナーを製造し、さらに上記トナー5重量部とキャリア
(日本鉄粉社製、商品名5FC150)95重量部とを
混合し現像剤サンプルを製造した。100 parts by weight of MMA + EA copolymer as a soil binder 8.5 parts by weight of carbon black (manufactured by Degussa, trade name: Printex L) as a coloring agent C0I, Solvent Orange 40 as a charge control agent (Manufactured by Hodogaya Chemical Industry Co., Ltd., product name 5PILON 0RANGE
2RH3P) 2 parts by weight Polypropylene (manufactured by Sanyo Kasei, trade name: Viscol 550P) 1. A mixture of 8 parts by weight of the above toner materials is melt-kneaded, cooled, pulverized, and further classified to produce the toner of the present invention, and further 5 parts by weight of the above toner and a carrier (manufactured by Nippon Tetsuko Co., Ltd., trade name 5FC150) 95 A developer sample was prepared by mixing parts by weight.
止較桝上
電荷制御剤とし、実施例1で用いたC、 I、ソルベ
ント・オレンジ40(保土谷化学工業社製、商品名5P
ILON 0RANGE2RH3P)に化工てC8!
、 ソルベント・イエロー61 (保土谷化学工業社
製、商品名5PILON YELLOW 3RH3
P)を用いた以外は、実施例1と同様にして現像剤サン
プルを製造した。C, I, Solvent Orange 40 (manufactured by Hodogaya Chemical Industry Co., Ltd., trade name 5P) used as a charge control agent in Example 1.
ILON 0RANGE2RH3P) and C8!
, Solvent Yellow 61 (manufactured by Hodogaya Chemical Industry Co., Ltd., product name 5PILON YELLOW 3RH3
A developer sample was produced in the same manner as in Example 1 except that P) was used.
止較拠l
電荷制御剤とし、実施例1で用いたC、 1.ソルベ
ント・オレンジ40(保土谷化学工業社製、商品名5P
rLON 0RANGE2RH3P)に代えてC,!
、 ソルベント・ブルー117(保土谷化学工業社製、
商品名5PILON BLUE2BNH)を用いた以
外は、実施例1と同様にして現像剤サンプルを製造した
。Stopping basis 1: C, which was used as a charge control agent in Example 1; 1. Solvent Orange 40 (manufactured by Hodogaya Chemical Industry Co., Ltd., product name 5P)
rLON 0RANGE2RH3P) instead of C,!
, Solvent Blue 117 (manufactured by Hodogaya Chemical Industry Co., Ltd.)
A developer sample was produced in the same manner as in Example 1, except that 5PILON BLUE2BNH (trade name) was used.
上記実施例で得られた各現像剤を三田工社製複写機DC
−A2に入れ20000枚連続コピーした。その結果、
実施例1の現像剤を用いた場合はいずれもカブリの無い
非常に鮮明な黒色画像であり20000枚を通じて画像
劣化がほとんどなく、トナー飛散もほとんどみられなか
った。これに対し、比較例1乃至比較例2の現像剤を用
いた場合はいずれも著しいカブリを生じ、鮮明な画像は
得られなかった。Each developer obtained in the above example was used in a copying machine manufactured by Sandako Co., Ltd.
-Continuously copied 20,000 sheets in A2 paper. the result,
When the developer of Example 1 was used, very clear black images with no fog were obtained, and there was almost no image deterioration through 20,000 sheets, and almost no toner scattering was observed. On the other hand, when the developers of Comparative Examples 1 and 2 were used, significant fogging occurred and clear images could not be obtained.
表1に実験に用いた染料および結着樹脂の種類とその溶
解性の測定結果を示す。Table 1 shows the types of dyes and binder resins used in the experiment and the results of measuring their solubility.
(以下余白) 表1(Margin below) Table 1
Claims (1)
分類される化合物を、アクリル系樹脂中に含有すること
を特徴とする電子写真用トナーC.I. as a charge control agent. I. An electrophotographic toner characterized by containing a compound classified as Solvent Orange 40 in an acrylic resin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63217704A JPH0264651A (en) | 1988-08-31 | 1988-08-31 | Toner for electrophotography |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63217704A JPH0264651A (en) | 1988-08-31 | 1988-08-31 | Toner for electrophotography |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0264651A true JPH0264651A (en) | 1990-03-05 |
Family
ID=16708427
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63217704A Pending JPH0264651A (en) | 1988-08-31 | 1988-08-31 | Toner for electrophotography |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0264651A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6251454B1 (en) | 1997-03-05 | 2001-06-26 | Cadbury Schweppes Plc | Preparation of coated confectionery |
US8778578B2 (en) | 2011-07-12 | 2014-07-15 | Ricoh Company, Ltd. | Toner set for electrophotography, and image forming method and apparatus |
-
1988
- 1988-08-31 JP JP63217704A patent/JPH0264651A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6251454B1 (en) | 1997-03-05 | 2001-06-26 | Cadbury Schweppes Plc | Preparation of coated confectionery |
US8778578B2 (en) | 2011-07-12 | 2014-07-15 | Ricoh Company, Ltd. | Toner set for electrophotography, and image forming method and apparatus |
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