JP2016151700A5 - - Google Patents
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- JP2016151700A5 JP2016151700A5 JP2015029545A JP2015029545A JP2016151700A5 JP 2016151700 A5 JP2016151700 A5 JP 2016151700A5 JP 2015029545 A JP2015029545 A JP 2015029545A JP 2015029545 A JP2015029545 A JP 2015029545A JP 2016151700 A5 JP2016151700 A5 JP 2016151700A5
- Authority
- JP
- Japan
- Prior art keywords
- polyester resin
- toner
- temperature
- amorphous polyester
- crystalline polyester
- 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
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- 229920001225 Polyester resin Polymers 0.000 claims description 325
- 239000004645 polyester resin Substances 0.000 claims description 306
- 239000002245 particle Substances 0.000 claims description 233
- 229920000126 Latex Polymers 0.000 claims description 78
- 239000004816 latex Substances 0.000 claims description 78
- 239000002253 acid Substances 0.000 claims description 75
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 73
- 238000004519 manufacturing process Methods 0.000 claims description 69
- 230000015572 biosynthetic process Effects 0.000 claims description 59
- 229910052717 sulfur Inorganic materials 0.000 claims description 58
- 239000011593 sulfur Substances 0.000 claims description 58
- 230000002194 synthesizing Effects 0.000 claims description 57
- 239000011521 glass Substances 0.000 claims description 54
- 239000011737 fluorine Substances 0.000 claims description 51
- 229910052731 fluorine Inorganic materials 0.000 claims description 51
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 51
- 229920005989 resin Polymers 0.000 claims description 51
- 239000011347 resin Substances 0.000 claims description 51
- 238000003786 synthesis reaction Methods 0.000 claims description 47
- 239000003054 catalyst Substances 0.000 claims description 44
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 42
- 229920005862 polyol Polymers 0.000 claims description 42
- 150000003077 polyols Chemical class 0.000 claims description 36
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 33
- 229910052710 silicon Inorganic materials 0.000 claims description 33
- 239000010703 silicon Substances 0.000 claims description 33
- 125000001931 aliphatic group Chemical group 0.000 claims description 32
- -1 aliphatic polyol Chemical class 0.000 claims description 31
- 125000003118 aryl group Chemical group 0.000 claims description 29
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 28
- 239000011247 coating layer Substances 0.000 claims description 27
- 238000002844 melting Methods 0.000 claims description 27
- 239000011230 binding agent Substances 0.000 claims description 26
- JOYRKODLDBILNP-UHFFFAOYSA-N ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 23
- 239000011259 mixed solution Substances 0.000 claims description 21
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims description 17
- 238000002156 mixing Methods 0.000 claims description 17
- 239000007788 liquid Substances 0.000 claims description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- 230000004931 aggregating Effects 0.000 claims description 8
- 238000009833 condensation Methods 0.000 claims description 8
- 230000005494 condensation Effects 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 description 53
- 238000006243 chemical reaction Methods 0.000 description 49
- 238000003860 storage Methods 0.000 description 39
- 239000000243 solution Substances 0.000 description 38
- 239000003795 chemical substances by application Substances 0.000 description 37
- 239000003086 colorant Substances 0.000 description 36
- 239000000203 mixture Substances 0.000 description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 238000003756 stirring Methods 0.000 description 21
- 230000000052 comparative effect Effects 0.000 description 20
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 18
- 230000000704 physical effect Effects 0.000 description 18
- 238000007792 addition Methods 0.000 description 16
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 16
- 239000003945 anionic surfactant Substances 0.000 description 15
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 14
- 239000001993 wax Substances 0.000 description 14
- 238000011156 evaluation Methods 0.000 description 13
- 239000000126 substance Substances 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 12
- 238000005886 esterification reaction Methods 0.000 description 12
- 238000005755 formation reaction Methods 0.000 description 12
- 238000005259 measurement Methods 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- 239000003960 organic solvent Substances 0.000 description 11
- JOXIMZWYDAKGHI-UHFFFAOYSA-N P-Toluenesulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 238000005265 energy consumption Methods 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 239000000178 monomer Substances 0.000 description 10
- 230000002776 aggregation Effects 0.000 description 9
- 238000004581 coalescence Methods 0.000 description 9
- 238000006297 dehydration reaction Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 229920001228 Polyisocyanate Polymers 0.000 description 8
- 239000000049 pigment Substances 0.000 description 8
- 239000005056 polyisocyanate Substances 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 239000003929 acidic solution Substances 0.000 description 7
- 238000004220 aggregation Methods 0.000 description 7
- 239000002612 dispersion media Substances 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- 239000000975 dye Substances 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 230000035484 reaction time Effects 0.000 description 7
- TVIDDXQYHWJXFK-UHFFFAOYSA-N Dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N Maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 6
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N Phthalocyanine Chemical compound 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 description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N Sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
- LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 150000003949 imides Chemical class 0.000 description 6
- ALVZNPYWJMLXKV-UHFFFAOYSA-N nonane-1,9-diol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 230000004927 fusion Effects 0.000 description 5
- 239000012046 mixed solvent Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000011780 sodium chloride Substances 0.000 description 5
- JOUDBUYBGJYFFP-NXVVXOECSA-N (2Z)-2-(3-oxo-1-benzothiophen-2-ylidene)-1-benzothiophen-3-one Chemical compound S/1C2=CC=CC=C2C(=O)C\1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-NXVVXOECSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N Adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- 241000408710 Hansa Species 0.000 description 4
- UHOKSCJSTAHBSO-UHFFFAOYSA-N Indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 4
- 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 4
- HZXJVDYQRYYYOR-UHFFFAOYSA-K Scandium(III) trifluoromethanesulfonate Chemical compound [Sc+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F HZXJVDYQRYYYOR-UHFFFAOYSA-K 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 description 4
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 4
- 229910052793 cadmium Inorganic materials 0.000 description 4
- 238000007707 calorimetry Methods 0.000 description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 4
- 229910052803 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 230000001276 controlling effect Effects 0.000 description 4
- 230000003287 optical Effects 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 229920003987 resole Polymers 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- 238000005292 vacuum distillation Methods 0.000 description 4
- WGACMNAUEGCUHG-VYBOCCTBSA-N (2S)-2-[[(2S)-2-[[(2S)-2-acetamidopropanoyl]amino]propanoyl]amino]-N-[(2S)-6-amino-1-[[(2S)-1-[(2S)-2-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-3-hydroxy- Chemical compound CC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(N)=O)CC1=CC=C(O)C=C1 WGACMNAUEGCUHG-VYBOCCTBSA-N 0.000 description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 239000002609 media Substances 0.000 description 3
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- 108010074544 myelin peptide amide-12 Proteins 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
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- RTAQQCXQSZGOHL-UHFFFAOYSA-N titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- 229910052719 titanium Inorganic materials 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- ATXLALDFCMZNHY-ZPHPHTNESA-N (1Z)-1-[(4-methyl-2-nitrophenyl)hydrazinylidene]naphthalen-2-one Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N\N=C/1C2=CC=CC=C2C=CC\1=O ATXLALDFCMZNHY-ZPHPHTNESA-N 0.000 description 2
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- YFIMMXDLMXFWGF-UDEUAJILSA-N (4E)-4-[[2-chloro-4-[3-chloro-4-[(2E)-2-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)hydrazinyl]phenyl]phenyl]hydrazinylidene]-5-methyl-2-phenylpyrazol-3-one Chemical compound CC1=NN(C=2C=CC=CC=2)C(=O)\C1=N\NC(C(=C1)Cl)=CC=C1C(C=C1Cl)=CC=C1N\N=C(C1=O)/C(C)=NN1C1=CC=CC=C1 YFIMMXDLMXFWGF-UDEUAJILSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
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- OFHMTLOVYIPYLL-UHFFFAOYSA-N 2,3-diisocyanatobicyclo[2.2.1]heptane Chemical compound C1CC2C(N=C=O)C(N=C=O)C1C2 OFHMTLOVYIPYLL-UHFFFAOYSA-N 0.000 description 2
- NRANXTWANPHZAU-UHFFFAOYSA-N 2-(1H-quinolin-2-ylidene)indene-1,3-dione Chemical compound N1C2=CC=CC=C2C=CC1=C1C(=O)C2=CC=CC=C2C1=O NRANXTWANPHZAU-UHFFFAOYSA-N 0.000 description 2
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-Nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 2
- GNCOVOVCHIHPHP-UHFFFAOYSA-N 2-[[4-[4-[(1-anilino-1,3-dioxobutan-2-yl)diazenyl]-3-chlorophenyl]-2-chlorophenyl]diazenyl]-3-oxo-N-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC(C(=C1)Cl)=CC=C1C(C=C1Cl)=CC=C1N=NC(C(C)=O)C(=O)NC1=CC=CC=C1 GNCOVOVCHIHPHP-UHFFFAOYSA-N 0.000 description 2
- KWXICGTUELOLSQ-UHFFFAOYSA-N 4-Dodecylbenzenesulfonic Acid Chemical compound CCCCCCCCCCCCC1=CC=C(S(O)(=O)=O)C=C1 KWXICGTUELOLSQ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VNGLVZLEUDIDQH-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol;2-methyloxirane Chemical compound CC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 VNGLVZLEUDIDQH-UHFFFAOYSA-N 0.000 description 2
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- YFOWXMVHAZEPQT-UHFFFAOYSA-N 5-methyl-2-[[5-(4-methyl-2-sulfoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC(C)=CC=C1NC1=CC=CC2=C1C(=O)C1=CC=CC(NC=3C(=CC(C)=CC=3)S(O)(=O)=O)=C1C2=O YFOWXMVHAZEPQT-UHFFFAOYSA-N 0.000 description 2
- DSBIJCMXAIKKKI-UHFFFAOYSA-N 5-nitro-o-toluidine Chemical compound CC1=CC=C([N+]([O-])=O)C=C1N DSBIJCMXAIKKKI-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
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- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 description 2
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 241000692870 Inachis io Species 0.000 description 2
- 229940097275 Indigo Drugs 0.000 description 2
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- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- 229940107698 Malachite green Drugs 0.000 description 2
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- 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 2
- 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 2
- 229920000305 Nylon 6,10 Polymers 0.000 description 2
- OEIJHBUUFURJLI-UHFFFAOYSA-N Octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- DGBWPZSGHAXYGK-UHFFFAOYSA-N Perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene (PE) Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 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
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| JP2015029545A JP2016151700A (ja) | 2015-02-18 | 2015-02-18 | 静電荷像現像用トナーおよびその製造方法 |
| KR1020160001930A KR102414019B1 (ko) | 2015-02-18 | 2016-01-07 | 정전하상 현상용 토너 및 그 제조방법 |
| EP16155936.4A EP3059636A1 (en) | 2015-02-18 | 2016-02-16 | Toner for developing electrostatic charge image and method for preparing the same |
| CN201610091321.6A CN105892245B (zh) | 2015-02-18 | 2016-02-18 | 用于使静电荷图像显影的调色剂和用于制备其的方法 |
| US15/046,822 US9740125B2 (en) | 2015-02-18 | 2016-02-18 | Toner for developing electrostatic charge image and method for preparing the same |
| US15/681,580 US10274854B2 (en) | 2015-02-18 | 2017-08-21 | Toner for developing electrostatic charge image and method for preparing the same |
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| JP2015029545A JP2016151700A (ja) | 2015-02-18 | 2015-02-18 | 静電荷像現像用トナーおよびその製造方法 |
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| JP7227828B2 (ja) * | 2019-03-29 | 2023-02-22 | 花王株式会社 | 静電荷像現像用トナー |
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| JP2547016B2 (ja) | 1987-05-15 | 1996-10-23 | 日本カーバイド工業株式会社 | 静電荷像現像用トナ− |
| US5346797A (en) | 1993-02-25 | 1994-09-13 | Xerox Corporation | Toner processes |
| JP2004252147A (ja) * | 2003-02-20 | 2004-09-09 | Ricoh Co Ltd | 静電荷像現像用トナー用無機微粒子、静電荷像現像用トナー、現像剤、画像形成装置および画像形成方法 |
| US7378210B2 (en) * | 2004-05-14 | 2008-05-27 | Fuji Xerox Co., Ltd. | Electrophotographic toner and manufacturing method thereof, polyester resin for electrophotographic toner and manufacturing method thereof, electrophotographic developer and image forming method |
| JP4670473B2 (ja) * | 2005-05-19 | 2011-04-13 | 富士ゼロックス株式会社 | 静電荷像現像トナー用樹脂粒子分散液の製造方法、静電荷像現像トナー及びその製造方法 |
| JP2006349898A (ja) * | 2005-06-15 | 2006-12-28 | Canon Inc | トナーおよび画像形成方法 |
| JP5245453B2 (ja) * | 2008-02-27 | 2013-07-24 | 富士ゼロックス株式会社 | 静電荷像現像トナー用ポリエステル樹脂及びその製造方法、静電荷像現像トナー、静電荷像現像剤、画像形成方法、並びに、画像形成装置 |
| JP5261202B2 (ja) * | 2009-01-08 | 2013-08-14 | 株式会社リコー | トナーの製造方法、並びに、現像剤、トナー入り容器、プロセスカートリッジ、画像形成装置及び画像形成方法 |
| JP2011148913A (ja) * | 2010-01-22 | 2011-08-04 | Konica Minolta Business Technologies Inc | ポリエステルの製造方法、ポリエステル粒子の水分散液の製造方法、樹脂組成物、電子写真用トナー |
| KR101690258B1 (ko) * | 2011-01-31 | 2016-12-27 | 에스프린팅솔루션 주식회사 | 정전하상 현상용 토너, 그 제조방법, 이 토너를 채용한 토너 공급 수단과 화상 형성 장치, 및 이 토너를 이용한 화상 형성 방법 |
| KR20120095152A (ko) * | 2011-02-18 | 2012-08-28 | 삼성전자주식회사 | 정전하상 현상용 토너, 그 제조방법, 이 토너를 채용한 토너 공급 수단 및 화상 형성 장치 |
| JP2014077934A (ja) * | 2012-10-11 | 2014-05-01 | 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、画像形成装置、及び画像形成方法 |
| JP5783208B2 (ja) * | 2013-06-21 | 2015-09-24 | コニカミノルタ株式会社 | 静電荷像現像用トナー |
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