JP2011008252A - トナー性能向上用精製ポリエステル樹脂 - Google Patents
トナー性能向上用精製ポリエステル樹脂 Download PDFInfo
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- JP2011008252A JP2011008252A JP2010137980A JP2010137980A JP2011008252A JP 2011008252 A JP2011008252 A JP 2011008252A JP 2010137980 A JP2010137980 A JP 2010137980A JP 2010137980 A JP2010137980 A JP 2010137980A JP 2011008252 A JP2011008252 A JP 2011008252A
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- Prior art keywords
- resin
- toner
- polyester resin
- poly
- copoly
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- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
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- 150000001298 alcohols Chemical class 0.000 description 3
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- 150000003751 zinc Chemical class 0.000 description 3
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 3
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
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- JCSSBRMVXRPRDX-UHFFFAOYSA-N 2-methyl-6-methylidene-1,4-dioxocane-5,8-dione Chemical compound CC1COC(=O)C(=C)CC(=O)O1 JCSSBRMVXRPRDX-UHFFFAOYSA-N 0.000 description 1
- DJIHQRBJGCGSIR-UHFFFAOYSA-N 2-methylidene-1,3-dioxepane-4,7-dione Chemical compound C1(CCC(=O)OC(=C)O1)=O DJIHQRBJGCGSIR-UHFFFAOYSA-N 0.000 description 1
- FDVCQFAKOKLXGE-UHFFFAOYSA-N 216978-79-9 Chemical compound C1CC(C)(C)C2=CC(C=O)=CC3=C2N1CCC3(C)C FDVCQFAKOKLXGE-UHFFFAOYSA-N 0.000 description 1
- PBWGCNFJKNQDGV-UHFFFAOYSA-N 6-phenylimidazo[2,1-b][1,3]thiazol-5-amine Chemical compound N1=C2SC=CN2C(N)=C1C1=CC=CC=C1 PBWGCNFJKNQDGV-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- CUZFTCIAWWXKLK-UHFFFAOYSA-N C1(C=CC(=O)OCCCCCCCCCO1)=O Chemical compound C1(C=CC(=O)OCCCCCCCCCO1)=O CUZFTCIAWWXKLK-UHFFFAOYSA-N 0.000 description 1
- WYMXCAJPPSDBEC-UHFFFAOYSA-N C1(C=CC(=O)OCCCCCO1)=O Chemical compound C1(C=CC(=O)OCCCCCO1)=O WYMXCAJPPSDBEC-UHFFFAOYSA-N 0.000 description 1
- CFLUVFXTJIEQTE-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)COC(=O)CCCCCCCCCCCCCCCCC Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)COC(=O)CCCCCCCCCCCCCCCCC CFLUVFXTJIEQTE-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 241001561902 Chaetodon citrinellus Species 0.000 description 1
- 229920008712 Copo Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000252233 Cyprinus carpio Species 0.000 description 1
- 229910000640 Fe alloy Inorganic materials 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
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- SMLXTTLNOGQHHB-UHFFFAOYSA-N [3-docosanoyloxy-2,2-bis(docosanoyloxymethyl)propyl] docosanoate Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCCCC SMLXTTLNOGQHHB-UHFFFAOYSA-N 0.000 description 1
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- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
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- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
- 229940103272 aluminum potassium sulfate Drugs 0.000 description 1
- 229940010048 aluminum sulfate Drugs 0.000 description 1
- QLJCFNUYUJEXET-UHFFFAOYSA-K aluminum;trinitrite Chemical compound [Al+3].[O-]N=O.[O-]N=O.[O-]N=O QLJCFNUYUJEXET-UHFFFAOYSA-K 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000012164 animal wax Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
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- 229940090958 behenyl behenate Drugs 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229960002713 calcium chloride Drugs 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- QXDMQSPYEZFLGF-UHFFFAOYSA-L calcium oxalate Chemical compound [Ca+2].[O-]C(=O)C([O-])=O QXDMQSPYEZFLGF-UHFFFAOYSA-L 0.000 description 1
- 239000004204 candelilla wax Substances 0.000 description 1
- 235000013868 candelilla wax Nutrition 0.000 description 1
- 229940073532 candelilla wax Drugs 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- XHRPOTDGOASDJS-UHFFFAOYSA-N cholesterol n-octadecanoate Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCCCCCCCCCCC)C2 XHRPOTDGOASDJS-UHFFFAOYSA-N 0.000 description 1
- XHRPOTDGOASDJS-XNTGVSEISA-N cholesteryl stearate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCCCC)C1 XHRPOTDGOASDJS-XNTGVSEISA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- PTVDYARBVCBHSL-UHFFFAOYSA-N copper;hydrate Chemical compound O.[Cu] PTVDYARBVCBHSL-UHFFFAOYSA-N 0.000 description 1
- 239000011258 core-shell material Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000007499 fusion processing Methods 0.000 description 1
- 229940074045 glyceryl distearate Drugs 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- IUJAMGNYPWYUPM-UHFFFAOYSA-N hentriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC IUJAMGNYPWYUPM-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 239000011654 magnesium acetate Substances 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 229940069446 magnesium acetate Drugs 0.000 description 1
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 1
- 229910001623 magnesium bromide Inorganic materials 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
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- 238000010907 mechanical stirring Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 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
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 239000012184 mineral wax Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- WPUMVKJOWWJPRK-UHFFFAOYSA-N naphthalene-2,7-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=CC2=CC(C(=O)O)=CC=C21 WPUMVKJOWWJPRK-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- UMFXQZRYLODQGW-UHFFFAOYSA-N nonanedioic acid;octanedioic acid Chemical compound OC(=O)CCCCCCC(O)=O.OC(=O)CCCCCCCC(O)=O UMFXQZRYLODQGW-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- NKBWPOSQERPBFI-UHFFFAOYSA-N octadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC NKBWPOSQERPBFI-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- RAFRTSDUWORDLA-UHFFFAOYSA-N phenyl 3-chloropropanoate Chemical compound ClCCC(=O)OC1=CC=CC=C1 RAFRTSDUWORDLA-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000921 polyethylene adipate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001299 polypropylene fumarate Polymers 0.000 description 1
- GRLPQNLYRHEGIJ-UHFFFAOYSA-J potassium aluminium sulfate Chemical compound [Al+3].[K+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRLPQNLYRHEGIJ-UHFFFAOYSA-J 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 229940102001 zinc bromide Drugs 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 229960001939 zinc chloride Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- HJSYJHHRQVHHMQ-TYYBGVCCSA-L zinc;(e)-but-2-enedioate Chemical compound [Zn+2].[O-]C(=O)\C=C\C([O-])=O HJSYJHHRQVHHMQ-TYYBGVCCSA-L 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
- G03G9/0802—Preparation methods
- G03G9/0815—Post-treatment
-
- 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
- G03G9/08742—Binders for toner particles comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08755—Polyesters
-
- 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
- G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
- G03G9/08795—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by their chemical properties, e.g. acidity, molecular weight, sensitivity to reactants
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Developing Agents For Electrophotography (AREA)
- Polyesters Or Polycarbonates (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
【解決手段】少なくとも1つのポリエステル樹脂を含み、少なくとも1つのポリエステル樹脂中の遊離多価酸モノマの量は4mg/グラム未満であり、少なくとも1つのポリエステル樹脂中の1500未満のMwを有するポリエステル樹脂の割合は、トナーの全樹脂含有量の約10%未満である、トナー。
【選択図】なし
Description
を有するドデカン二酸及びフマル酸コモノマの混合物とから成る樹脂を含むことができる。
樹脂比較例2〜4に用いた樹脂は、それぞれ樹脂実施例2〜4に用いたのと正確に同じ樹脂であるが、但し、樹脂比較例2〜4に用いた樹脂には、樹脂実施例1において上で説明した精製法は施さなかった。
Claims (2)
- 少なくとも1つのポリエステル樹脂を含み、
前記少なくとも1つのポリエステル樹脂中の遊離多価酸モノマの量は4mg/グラム未満であり、
前記少なくとも1つのポリエステル樹脂中の1500未満のMwを有するポリエステル樹脂の割合は、トナーの全樹脂含有量の約10%未満である、
ことを特徴とするトナー。 - 少なくとも1つのポリエステル樹脂を含むトナーを形成する方法であって、
前記トナーを形成するのに用いる少なくとも1つのポリエステル樹脂を第1の溶媒に溶解させ、
前記第1の溶媒とは異なる第2の溶媒を用いて、前記少なくとも1つのポリエステル樹脂を前記第1の溶媒から析出させる、
ステップを含み、
前記溶解させ、析出させるステップは、前記少なくとも1つのポリエステル樹脂の酸価を4乃至8単位減少させて少なくとも1つの精製ポリエステル樹脂を形成し、
前記少なくとも1つの精製ポリエステル樹脂中の遊離多価酸モノマの量は4mg/グラム未満であり、前記少なくとも1つの精製ポリエステル樹脂中の1500未満のMwを有するポリエステル樹脂の割合は、前記トナーの全樹脂含有量の約10%未満であり、
さらに、
前記少なくとも1つの精製ポリエステル樹脂を処理してトナー粒子にするステップを含む、
ことを特徴とする方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/490,795 | 2009-06-24 | ||
US12/490,795 US8293444B2 (en) | 2009-06-24 | 2009-06-24 | Purified polyester resins for toner performance improvement |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2011008252A true JP2011008252A (ja) | 2011-01-13 |
JP5674347B2 JP5674347B2 (ja) | 2015-02-25 |
Family
ID=42732001
Family Applications (1)
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EP (1) | EP2267547B1 (ja) |
JP (1) | JP5674347B2 (ja) |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2013178504A (ja) * | 2012-01-31 | 2013-09-09 | Sanyo Chem Ind Ltd | 粉砕トナー用ポリエステル樹脂及びトナー組成物 |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5828742B2 (ja) * | 2011-11-02 | 2015-12-09 | キヤノン株式会社 | トナー |
US9090791B2 (en) * | 2013-06-04 | 2015-07-28 | Xerox Corporation | Mixtures of ester of tartaric acid and ester of citric acid as amorphous materials for phase change inks |
JP2017062408A (ja) * | 2015-09-25 | 2017-03-30 | 富士ゼロックス株式会社 | 光輝性トナー、静電荷像現像剤、トナーカートリッジ、プロセスカートリッジ、画像形成装置、及び画像形成方法 |
KR20170046381A (ko) | 2015-10-21 | 2017-05-02 | 에스프린팅솔루션 주식회사 | 정전하상 현상용 토너 |
US9760032B1 (en) * | 2016-02-25 | 2017-09-12 | Xerox Corporation | Toner composition and process |
JP6876467B2 (ja) * | 2017-03-02 | 2021-05-26 | 株式会社東芝 | 画像形成装置 |
CN113549306B (zh) * | 2021-07-09 | 2022-09-16 | 万华化学集团股份有限公司 | 一种pbat树脂组合物及其制备方法 |
CN113583472B (zh) * | 2021-07-29 | 2024-01-05 | 珠海传美讯新材料股份有限公司 | 一种改性色料及其制备方法和应用 |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11302361A (ja) * | 1998-04-17 | 1999-11-02 | Toyobo Co Ltd | ポリエステル樹脂 |
JPH11305485A (ja) * | 1998-04-24 | 1999-11-05 | Toyobo Co Ltd | 静電荷像現像トナ−用ポリエステル樹脂 |
JP2001305796A (ja) * | 2000-04-20 | 2001-11-02 | Fuji Xerox Co Ltd | 電子写真用トナーおよびその製造方法、並びに、電子写真用現像剤、画像形成方法 |
JP2003029463A (ja) * | 2001-07-18 | 2003-01-29 | Fuji Xerox Co Ltd | 画像形成方法 |
JP2005037926A (ja) * | 2003-07-02 | 2005-02-10 | Kao Corp | 静電荷像現像用トナー |
JP2005077930A (ja) * | 2003-09-02 | 2005-03-24 | Kao Corp | トナー用結晶性ポリエステル |
JP2007011307A (ja) * | 2005-05-31 | 2007-01-18 | Sanyo Chem Ind Ltd | トナーおよびトナーバインダー |
JP2008209489A (ja) * | 2007-02-23 | 2008-09-11 | Fuji Xerox Co Ltd | 静電荷像現像用トナー、静電荷像現像剤、トナーカートリッジ、プロセスカートリッジ及び画像形成装置 |
JP2009020225A (ja) * | 2007-07-11 | 2009-01-29 | Sanyo Chem Ind Ltd | 電子写真用トナーバインダーおよびトナー |
JP2009069535A (ja) * | 2007-09-13 | 2009-04-02 | Fuji Xerox Co Ltd | 静電荷現像用トナー及びその製造方法、静電荷現像用現像剤、トナーカートリッジ、プロセスカートリッジ及び画像形成装置 |
Family Cites Families (127)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL170345C (nl) | 1951-06-21 | Cerberus Ag | Overspanningsafleider en werkwijze tot vervaardiging hiervan. | |
US3681106A (en) | 1970-12-11 | 1972-08-01 | Atlas Chem Ind | Electrostatic developer containing polyester resin and a process of using same |
US3847604A (en) | 1971-06-10 | 1974-11-12 | Xerox Corp | Electrostatic imaging process using nodular carriers |
US3935169A (en) | 1972-10-02 | 1976-01-27 | Ici United States Inc. | Method of preparing polyester powder |
JPS51128379A (en) | 1975-04-25 | 1976-11-09 | Monsanto Co | Process for recovering polyester polymer |
JPS5950060B2 (ja) | 1978-02-27 | 1984-12-06 | 富士ゼロックス株式会社 | 電子写真トナ−組成物 |
ATE7540T1 (de) | 1979-07-26 | 1984-06-15 | J.T. Baker Chemicals B.V. | Reagenz zur quantitativen bestimmung von wasser und seine verwendung zur quantitativen bestimmung von wasser. |
US4533614A (en) | 1982-06-01 | 1985-08-06 | Canon Kabushiki Kaisha | Heat-fixable dry system toner |
JPS5945447A (ja) | 1982-09-09 | 1984-03-14 | Konishiroku Photo Ind Co Ltd | 静電荷像現像用トナ− |
US4523591A (en) | 1982-10-22 | 1985-06-18 | Kaplan Donald S | Polymers for injection molding of absorbable surgical devices |
US4591629A (en) | 1983-04-21 | 1986-05-27 | Ems-Inventa Ag | Process for the purification of high molecular weight polyesters |
US4973439A (en) | 1984-07-13 | 1990-11-27 | Xerox Corporation | Process for preparing toner particles |
DE3633120C2 (de) | 1985-10-01 | 2001-03-22 | Konishiroku Photo Ind | Toner für die Entwicklung eines latenten elektrostatischen Bildes |
US4935326A (en) | 1985-10-30 | 1990-06-19 | Xerox Corporation | Electrophotographic carrier particles coated with polymer mixture |
US4937166A (en) | 1985-10-30 | 1990-06-26 | Xerox Corporation | Polymer coated carrier particles for electrophotographic developers |
DE3752202T2 (de) | 1986-06-11 | 1999-03-11 | Kao Corp., Tokio/Tokyo | Elektrophotographischer Entwickler |
JPH083663B2 (ja) | 1986-11-10 | 1996-01-17 | 東洋インキ製造株式会社 | 低温定着性に優れた電子写真用トナ−組成物 |
JPH079546B2 (ja) | 1986-11-17 | 1995-02-01 | 日本合成化学工業株式会社 | トナ−用のバインダ− |
JPH0786701B2 (ja) | 1987-03-14 | 1995-09-20 | コニカ株式会社 | 静電像現像用トナ− |
DE3708916A1 (de) | 1987-03-19 | 1988-09-29 | Boehringer Ingelheim Kg | Verfahren zur reinigung resorbierbarer polyester |
JPS63280729A (ja) | 1987-05-13 | 1988-11-17 | Mitsubishi Rayon Co Ltd | トナ−用ポリエステル樹脂の製造方法 |
US4931370A (en) | 1987-12-15 | 1990-06-05 | Dainippon Ink And Chemicals, Inc. | Color toner composition for developing electrostatic images |
CA1331070C (en) | 1988-03-17 | 1994-07-26 | Noriyuki Tajiri | Crosslinked polyester for toner and process for preparation thereof |
US4894308A (en) | 1988-10-17 | 1990-01-16 | Xerox Corporation | Process for preparing electrophotographic toner |
US4957774A (en) | 1988-12-14 | 1990-09-18 | Canon Kabushiki Kaisha | Method of heat-fixing toner image |
US5049647A (en) | 1988-12-27 | 1991-09-17 | Cobarr S.P.A. | Method for the reduction of impurities in polyester resins |
US4973539A (en) | 1989-02-27 | 1990-11-27 | Xerox Corporation | Toner and developer compositions with crosslinked liquid crystalline resins |
US5004664A (en) | 1989-02-27 | 1991-04-02 | Xerox Corporation | Toner and developer compositions containing biodegradable semicrystalline polyesters |
JP3020557B2 (ja) | 1989-07-17 | 2000-03-15 | 三菱レイヨン株式会社 | トナー用架橋ポリエステル樹脂 |
US5231135A (en) | 1989-09-05 | 1993-07-27 | Milliken Research Corporation | Lightfast colored polymeric coatings and process for making same |
JPH03185457A (ja) | 1989-12-15 | 1991-08-13 | Konica Corp | カラートナー |
US5202212A (en) | 1990-01-16 | 1993-04-13 | Mitsui Toatsu Chemicals, Inc. | Toner composition for electrophotography |
CA2040141C (en) | 1990-04-13 | 2002-05-14 | Minoru Yamada | Biodegradable high-molecular polymers, production and use therof |
JP3018089B2 (ja) | 1990-07-06 | 2000-03-13 | 花王株式会社 | 電子写真用現像剤組成物 |
US5147747A (en) | 1990-08-06 | 1992-09-15 | Eastman Kodak Company | Low fusing temperature tone powder of crosslinked crystalline and amorphous polyesters |
US5057392A (en) | 1990-08-06 | 1991-10-15 | Eastman Kodak Company | Low fusing temperature toner powder of cross-linked crystalline and amorphous polyester blends |
US5145762A (en) | 1991-03-29 | 1992-09-08 | Xerox Corporation | Processes for the preparation of toners |
US5156937A (en) | 1991-06-10 | 1992-10-20 | Eastman Kodak Company | Reduced viscosity polyester composition for toner powders |
US5376494A (en) | 1991-12-30 | 1994-12-27 | Xerox Corporation | Reactive melt mixing process for preparing cross-linked toner resin |
US5227460A (en) | 1991-12-30 | 1993-07-13 | Xerox Corporation | Cross-linked toner resins |
US5302486A (en) | 1992-04-17 | 1994-04-12 | Xerox Corporation | Encapsulated toner process utilizing phase separation |
US5290654A (en) | 1992-07-29 | 1994-03-01 | Xerox Corporation | Microsuspension processes for toner compositions |
US5278020A (en) | 1992-08-28 | 1994-01-11 | Xerox Corporation | Toner composition and processes thereof |
US5621022A (en) | 1992-11-25 | 1997-04-15 | Tektronix, Inc. | Use of polymeric dyes in hot melt ink jet inks |
US5308734A (en) | 1992-12-14 | 1994-05-03 | Xerox Corporation | Toner processes |
US5346797A (en) | 1993-02-25 | 1994-09-13 | Xerox Corporation | Toner processes |
US5348832A (en) | 1993-06-01 | 1994-09-20 | Xerox Corporation | Toner compositions |
US5418108A (en) | 1993-06-25 | 1995-05-23 | Xerox Corporation | Toner emulsion aggregation process |
US5403693A (en) | 1993-06-25 | 1995-04-04 | Xerox Corporation | Toner aggregation and coalescence processes |
US5405728A (en) | 1993-06-25 | 1995-04-11 | Xerox Corporation | Toner aggregation processes |
US5370963A (en) | 1993-06-25 | 1994-12-06 | Xerox Corporation | Toner emulsion aggregation processes |
US5364729A (en) | 1993-06-25 | 1994-11-15 | Xerox Corporation | Toner aggregation processes |
US5344738A (en) | 1993-06-25 | 1994-09-06 | Xerox Corporation | Process of making toner compositions |
US5366841A (en) | 1993-09-30 | 1994-11-22 | Xerox Corporation | Toner aggregation processes |
US5468586A (en) | 1994-05-23 | 1995-11-21 | Xerox Corporation | System for controlling the color of toner mixtures |
US5466554A (en) * | 1994-05-31 | 1995-11-14 | Xerox Corporation | Toner compositions with modified polyester resins |
US5478921A (en) | 1994-08-25 | 1995-12-26 | United States Surgical Corporation | Method of purifying bioabsorable polymer |
US5500324A (en) | 1994-10-31 | 1996-03-19 | Xerox Corporation | Processes for low melt crosslinked toner resins and toner |
US5480756A (en) | 1994-10-31 | 1996-01-02 | Xerox Corporation | High gloss, low melt crosslinked resins and toners |
JPH08152743A (ja) | 1994-11-25 | 1996-06-11 | Tomoegawa Paper Co Ltd | 電子写真用トナーおよびその製造方法 |
EP0716344A1 (en) | 1994-12-05 | 1996-06-12 | Konica Corporation | Light-sensitive composition and light-sensitive lithographic printing plate using the same |
US5501935A (en) | 1995-01-17 | 1996-03-26 | Xerox Corporation | Toner aggregation processes |
TW328542B (en) | 1995-02-09 | 1998-03-21 | Eastman Chem Co | Process for recycling polyesters |
US5527658A (en) | 1995-03-13 | 1996-06-18 | Xerox Corporation | Toner aggregation processes using water insoluble transition metal containing powder |
US5496676A (en) | 1995-03-27 | 1996-03-05 | Xerox Corporation | Toner aggregation processes |
US5565296A (en) | 1995-07-03 | 1996-10-15 | Xerox Corporation | Coated carriers by aggregation processes |
US5650484A (en) | 1995-07-12 | 1997-07-22 | Xerox Corporation | Feedback control system for polymer modification of toner resins and toners |
US6369192B1 (en) | 1995-10-27 | 2002-04-09 | Praxair Technology, Inc. | Methods for removing contaminants from polymers |
JP3058828B2 (ja) | 1996-03-15 | 2000-07-04 | 株式会社巴川製紙所 | 電子写真トナー用ポリエステル系樹脂、該樹脂の製造方法及び該樹脂を用いた電子写真用トナー |
GB2311992A (en) | 1996-04-10 | 1997-10-15 | Bespak Plc | A method of cleaning or purifying elastomers and elastomeric articles which are intended for medical or pharmaceutical uses |
US5902709A (en) | 1996-04-26 | 1999-05-11 | Tomoegawa Paper Co., Ltd. | Polyester resin for electrophotography toner, process for preparing the same, and an electrophotographic toner comprising the same |
US5585215A (en) | 1996-06-13 | 1996-12-17 | Xerox Corporation | Toner compositions |
US5756657A (en) | 1996-06-26 | 1998-05-26 | University Of Massachusetts Lowell | Method of cleaning plastics using super and subcritical media |
US5650255A (en) | 1996-09-03 | 1997-07-22 | Xerox Corporation | Low shear toner aggregation processes |
US5683848A (en) | 1996-10-02 | 1997-11-04 | Xerox Corporation | Acrylonitrile-modified toner composition and processes |
US5650256A (en) | 1996-10-02 | 1997-07-22 | Xerox Corporation | Toner processes |
US5763133A (en) | 1997-03-28 | 1998-06-09 | Xerox Corporation | Toner compositions and processes |
US6103774A (en) | 1997-04-02 | 2000-08-15 | The Coca-Cola Company | Process for removing contaminants from polyesters and controlling polymer molecular weight |
ATE364708T1 (de) | 1997-04-15 | 2007-07-15 | Metabolix Inc | Hochtemperatur-pha extraktion mit schlecht- lösenden lösungsmittel für pha |
US5827633A (en) | 1997-07-31 | 1998-10-27 | Xerox Corporation | Toner processes |
US5766818A (en) | 1997-10-29 | 1998-06-16 | Xerox Corporation | Toner processes with hydrolyzable surfactant |
US5853944A (en) | 1998-01-13 | 1998-12-29 | Xerox Corporation | Toner processes |
US5869215A (en) | 1998-01-13 | 1999-02-09 | Xerox Corporation | Toner compositions and processes thereof |
US5840462A (en) | 1998-01-13 | 1998-11-24 | Xerox Corporation | Toner processes |
US5916725A (en) | 1998-01-13 | 1999-06-29 | Xerox Corporation | Surfactant free toner processes |
US6469129B1 (en) | 1999-04-26 | 2002-10-22 | Eastman Chemical Company | Process for crosslinked branched polyesters |
US6221137B1 (en) | 1999-06-18 | 2001-04-24 | Xerox Corporation | Metal phthalocyanine colorants for phase change inks |
DE60031072T2 (de) | 1999-11-22 | 2007-02-15 | Dainippon Ink And Chemicals, Inc. | Toner für elektrostatische Bildentwicklung und Bildherstellungsverfahren unter Verwendung desselben |
US6120967A (en) | 2000-01-19 | 2000-09-19 | Xerox Corporation | Sequenced addition of coagulant in toner aggregation process |
JP3310253B2 (ja) | 2000-02-10 | 2002-08-05 | 花王株式会社 | 電子写真用トナー |
US6326119B1 (en) | 2000-03-07 | 2001-12-04 | Xerox Corporation | Toner and developer providing offset lithography print quality |
US6365316B1 (en) | 2000-03-07 | 2002-04-02 | Xerox Corporation | Toner and developer providing offset lithography print quality |
US6406822B1 (en) | 2000-09-29 | 2002-06-18 | Xerox Corporation | Color-blind melt flow index properties for toners |
US6593053B1 (en) | 2000-10-23 | 2003-07-15 | Xerox Corporation | Method for controlling melt rheology of resin mixtures |
US6359105B1 (en) | 2000-10-26 | 2002-03-19 | Xerox Corporation | Cross-linked polyester toners and process of making such toners |
DE10245223B4 (de) | 2001-09-28 | 2018-05-17 | Kao Corp. | Toner |
JP2003149864A (ja) | 2001-11-14 | 2003-05-21 | Fuji Xerox Co Ltd | 画像形成方法 |
US6472523B1 (en) | 2002-02-08 | 2002-10-29 | Xerox Corporation | Phthalocyanine compositions |
US6476219B1 (en) | 2002-02-08 | 2002-11-05 | Xerox Corporation | Methods for preparing phthalocyanine compositions |
US6726755B2 (en) | 2002-02-08 | 2004-04-27 | Xerox Corporation | Ink compositions containing phthalocyanines |
US6576747B1 (en) | 2002-06-27 | 2003-06-10 | Xerox Corporation | Processes for preparing dianthranilate compounds and diazopyridone colorants |
US6755902B2 (en) | 2002-06-27 | 2004-06-29 | Xerox Corporation | Phase change inks containing azo pyridone colorants |
US6673139B1 (en) | 2002-06-27 | 2004-01-06 | Xerox Corporation | Phase change inks containing dimeric azo pyridone colorants |
US6590082B1 (en) | 2002-06-27 | 2003-07-08 | Xerox Corporation | Azo pyridone colorants |
US6713614B2 (en) | 2002-06-27 | 2004-03-30 | Xerox Corporation | Dimeric azo pyridone colorants |
US6663703B1 (en) | 2002-06-27 | 2003-12-16 | Xerox Corporation | Phase change inks containing dimeric azo pyridone colorants |
US6576748B1 (en) | 2002-06-27 | 2003-06-10 | Xerox Corporation | Method for making dimeric azo pyridone colorants |
US6696552B2 (en) | 2002-06-27 | 2004-02-24 | Xerox Corporation | Process for preparing substituted pyridone compounds |
US6646111B1 (en) | 2002-06-27 | 2003-11-11 | Xerox Corporation | Dimeric azo pyridone colorants |
US7053227B2 (en) | 2002-09-27 | 2006-05-30 | Xerox Corporation | Methods for making colorant compounds |
US6821327B2 (en) | 2002-09-27 | 2004-11-23 | Xerox Corporation | Phase change inks |
US6958406B2 (en) | 2002-09-27 | 2005-10-25 | Xerox Corporation | Colorant compounds |
US7056635B2 (en) | 2002-11-14 | 2006-06-06 | Ricoh Company, Ltd. | Toner, method of producing the toner, developer including the toner, and image forming method and apparatus using the developer |
US7235337B2 (en) * | 2003-07-02 | 2007-06-26 | Kao Corporation | Toner for electrostatic image development |
US7368213B2 (en) | 2004-03-19 | 2008-05-06 | Ricoh Company, Limited | Toner and fixing device and image forming device using the same |
US7494757B2 (en) | 2005-03-25 | 2009-02-24 | Xerox Corporation | Ultra low melt toners comprised of crystalline resins |
US7329476B2 (en) | 2005-03-31 | 2008-02-12 | Xerox Corporation | Toner compositions and process thereof |
US20090305158A1 (en) * | 2005-05-31 | 2009-12-10 | Sanyo Chemical Industries, Ltd | Toner and Toner Binder |
JP4428317B2 (ja) * | 2005-08-26 | 2010-03-10 | 富士ゼロックス株式会社 | 静電荷像現像用トナー用結着樹脂、静電荷像現像用トナー用結着樹脂分散液及び、静電荷像現像用トナー並びにそれらの製造方法 |
JP4670608B2 (ja) * | 2005-11-25 | 2011-04-13 | 富士ゼロックス株式会社 | 静電荷像現像トナー用結着樹脂の製造方法、静電荷像現像トナー用樹脂粒子分散液、静電荷像現像トナー及びその製造方法、静電荷像現像剤、並びに、画像形成方法 |
JP2007286541A (ja) | 2006-04-20 | 2007-11-01 | Kyocera Mita Corp | トナー |
US7968266B2 (en) | 2006-11-07 | 2011-06-28 | Xerox Corporation | Toner compositions |
US7749673B2 (en) | 2007-03-29 | 2010-07-06 | Xerox Corporation | Toner processes |
US7381831B1 (en) | 2007-04-04 | 2008-06-03 | Xerox Corporation | Colorant compounds |
US7427323B1 (en) | 2007-06-07 | 2008-09-23 | Xerox Corporation | Quinacridone nanoscale pigment particles |
US7695884B2 (en) | 2007-08-15 | 2010-04-13 | Xerox Corporation | Toner compositions and processes |
US8133649B2 (en) * | 2008-12-01 | 2012-03-13 | Xerox Corporation | Toner compositions |
-
2009
- 2009-06-24 US US12/490,795 patent/US8293444B2/en active Active
-
2010
- 2010-06-17 CA CA2707758A patent/CA2707758C/en not_active Expired - Fee Related
- 2010-06-17 MX MX2010006746A patent/MX2010006746A/es active IP Right Grant
- 2010-06-17 JP JP2010137980A patent/JP5674347B2/ja active Active
- 2010-06-23 CN CN201010211337.9A patent/CN101930189B/zh not_active Expired - Fee Related
- 2010-06-23 EP EP10167051.1A patent/EP2267547B1/en active Active
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11302361A (ja) * | 1998-04-17 | 1999-11-02 | Toyobo Co Ltd | ポリエステル樹脂 |
JPH11305485A (ja) * | 1998-04-24 | 1999-11-05 | Toyobo Co Ltd | 静電荷像現像トナ−用ポリエステル樹脂 |
JP2001305796A (ja) * | 2000-04-20 | 2001-11-02 | Fuji Xerox Co Ltd | 電子写真用トナーおよびその製造方法、並びに、電子写真用現像剤、画像形成方法 |
JP2003029463A (ja) * | 2001-07-18 | 2003-01-29 | Fuji Xerox Co Ltd | 画像形成方法 |
JP2005037926A (ja) * | 2003-07-02 | 2005-02-10 | Kao Corp | 静電荷像現像用トナー |
JP2005077930A (ja) * | 2003-09-02 | 2005-03-24 | Kao Corp | トナー用結晶性ポリエステル |
JP2007011307A (ja) * | 2005-05-31 | 2007-01-18 | Sanyo Chem Ind Ltd | トナーおよびトナーバインダー |
JP2008209489A (ja) * | 2007-02-23 | 2008-09-11 | Fuji Xerox Co Ltd | 静電荷像現像用トナー、静電荷像現像剤、トナーカートリッジ、プロセスカートリッジ及び画像形成装置 |
JP2009020225A (ja) * | 2007-07-11 | 2009-01-29 | Sanyo Chem Ind Ltd | 電子写真用トナーバインダーおよびトナー |
JP2009069535A (ja) * | 2007-09-13 | 2009-04-02 | Fuji Xerox Co Ltd | 静電荷現像用トナー及びその製造方法、静電荷現像用現像剤、トナーカートリッジ、プロセスカートリッジ及び画像形成装置 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2013178504A (ja) * | 2012-01-31 | 2013-09-09 | Sanyo Chem Ind Ltd | 粉砕トナー用ポリエステル樹脂及びトナー組成物 |
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Publication number | Publication date |
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EP2267547B1 (en) | 2014-02-26 |
JP5674347B2 (ja) | 2015-02-25 |
CA2707758A1 (en) | 2010-12-24 |
US8293444B2 (en) | 2012-10-23 |
CN101930189A (zh) | 2010-12-29 |
MX2010006746A (es) | 2011-01-05 |
EP2267547A1 (en) | 2010-12-29 |
CA2707758C (en) | 2012-12-04 |
CN101930189B (zh) | 2014-07-23 |
US20100330485A1 (en) | 2010-12-30 |
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