JP5864868B2 - ポリエステル樹脂を有するトナー - Google Patents
ポリエステル樹脂を有するトナー Download PDFInfo
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- JP5864868B2 JP5864868B2 JP2011037461A JP2011037461A JP5864868B2 JP 5864868 B2 JP5864868 B2 JP 5864868B2 JP 2011037461 A JP2011037461 A JP 2011037461A JP 2011037461 A JP2011037461 A JP 2011037461A JP 5864868 B2 JP5864868 B2 JP 5864868B2
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- JP
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- Prior art keywords
- toner
- resin
- weight
- polyester resin
- particles
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- 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.)
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- 229920001225 polyester resin Polymers 0.000 title claims description 33
- 239000004645 polyester resin Substances 0.000 title claims description 33
- 229920006038 crystalline resin Polymers 0.000 claims description 12
- 239000003086 colorant Substances 0.000 claims description 11
- 150000002009 diols Chemical class 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 9
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 7
- -1 4-hydroxypropoxyphenyl Chemical group 0.000 claims description 6
- 150000005690 diesters Chemical class 0.000 claims description 5
- 239000001294 propane Substances 0.000 claims description 4
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 3
- WTPYFJNYAMXZJG-UHFFFAOYSA-N 2-[4-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound OCCOC1=CC=C(OCCO)C=C1 WTPYFJNYAMXZJG-UHFFFAOYSA-N 0.000 claims description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 3
- ICPXIRMAMWRMAD-UHFFFAOYSA-N 2-[3-[2-[3-(2-hydroxyethoxy)phenyl]propan-2-yl]phenoxy]ethanol Chemical compound C=1C=CC(OCCO)=CC=1C(C)(C)C1=CC=CC(OCCO)=C1 ICPXIRMAMWRMAD-UHFFFAOYSA-N 0.000 claims description 2
- CDBAMNGURPMUTG-UHFFFAOYSA-N 4-[2-(4-hydroxycyclohexyl)propan-2-yl]cyclohexan-1-ol Chemical compound C1CC(O)CCC1C(C)(C)C1CCC(O)CC1 CDBAMNGURPMUTG-UHFFFAOYSA-N 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- ACOQOLIJGGKILA-UHFFFAOYSA-N 2-methylpentane-1,1-diol Chemical compound CCCC(C)C(O)O ACOQOLIJGGKILA-UHFFFAOYSA-N 0.000 claims 1
- 239000002245 particle Substances 0.000 description 68
- 239000000203 mixture Substances 0.000 description 44
- 229920005989 resin Polymers 0.000 description 43
- 239000011347 resin Substances 0.000 description 43
- 238000000034 method Methods 0.000 description 26
- 239000001993 wax Substances 0.000 description 23
- 230000002776 aggregation Effects 0.000 description 17
- 239000000839 emulsion Substances 0.000 description 16
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 13
- 239000000654 additive Substances 0.000 description 11
- 238000004220 aggregation Methods 0.000 description 11
- 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 11
- 238000004581 coalescence Methods 0.000 description 10
- 238000011161 development Methods 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 230000009477 glass transition Effects 0.000 description 8
- 238000006068 polycondensation reaction Methods 0.000 description 8
- 229920000728 polyester Polymers 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 238000005054 agglomeration Methods 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- FQXGHZNSUOHCLO-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3-cyclobutanediol Chemical compound CC1(C)C(O)C(C)(C)C1O FQXGHZNSUOHCLO-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 4
- 230000007613 environmental effect Effects 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- OANCTPFADJMSLB-UHFFFAOYSA-N 2,4,4-trimethylpentane-1,1-diol Chemical compound OC(O)C(C)CC(C)(C)C OANCTPFADJMSLB-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007771 core particle Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 239000005556 hormone Substances 0.000 description 3
- 229940088597 hormone Drugs 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 125000001142 dicarboxylic acid group Chemical group 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000265 homogenisation Methods 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 description 1
- CKRJGDYKYQUNIM-UHFFFAOYSA-N 3-fluoro-2,2-dimethylpropanoic acid Chemical compound FCC(C)(C)C(O)=O CKRJGDYKYQUNIM-UHFFFAOYSA-N 0.000 description 1
- DCLUADLVMRYGKS-UHFFFAOYSA-N 4-[2-(4-hydroxycyclohexyl)propan-2-yl]cyclohexan-1-ol;2,2,4,4-tetramethylcyclobutane-1,3-diol Chemical compound CC1(C)C(O)C(C)(C)C1O.C1CC(O)CCC1C(C)(C)C1CCC(O)CC1 DCLUADLVMRYGKS-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KBWLBXSZWRTHKM-UHFFFAOYSA-N [6-(hydroxymethyl)-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-2-yl]methanol Chemical compound C1C(CO)CCC2CC(CO)CCC21 KBWLBXSZWRTHKM-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 229920006127 amorphous resin Polymers 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- ZXHRGRKQEVPZBZ-UHFFFAOYSA-N butane-1,4-diol;[4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCCCCO.OCC1CCC(CO)CC1 ZXHRGRKQEVPZBZ-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000011258 core-shell material Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- XYHMJVZAEWACCS-UHFFFAOYSA-N dimethyl 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylate Chemical compound C1C(C(=O)OC)CCC2CC(C(=O)OC)CCC21 XYHMJVZAEWACCS-UHFFFAOYSA-N 0.000 description 1
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 1
- LNGAGQAGYITKCW-UHFFFAOYSA-N dimethyl cyclohexane-1,4-dicarboxylate Chemical compound COC(=O)C1CCC(C(=O)OC)CC1 LNGAGQAGYITKCW-UHFFFAOYSA-N 0.000 description 1
- GYUVMLBYMPKZAZ-UHFFFAOYSA-N dimethyl naphthalene-2,6-dicarboxylate Chemical compound C1=C(C(=O)OC)C=CC2=CC(C(=O)OC)=CC=C21 GYUVMLBYMPKZAZ-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 230000008821 health effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 239000000644 isotonic solution Substances 0.000 description 1
- 230000009191 jumping Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000003801 milling Methods 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
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- FVXBCDWMKCEPCL-UHFFFAOYSA-N nonane-1,1-diol Chemical compound CCCCCCCCC(O)O FVXBCDWMKCEPCL-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 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
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—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
-
- 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
- G03G9/08797—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by their physical properties, e.g. viscosity, solubility, melting temperature, softening temperature, glass transition temperature
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- General Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Developing Agents For Electrophotography (AREA)
Description
ジオールとしては、2,2−エチル−ブチル−1,3−プロパンジオール、3−メチルペンタンジオール−(2,4)、2−メチルペンタンジオール−(1,4)、2,4,4−トリメチルペンタンジオール、2,2,4−トリメチルペンタン−ジオール−(1,3)、2−エチルヘキサンジオール−(1,3)、2,2−ジエチルプロパン−ジオール−(1,3)、ヘキサンジオール−(1,3)、1,4−ジ−(ヒドロキシエトキシ)−ベンゼン、2,2−ビス−(4−ヒドロキシシクロヘキシル)−プロパン、2,4−ジヒドロキシ−1,1,3,3−テトラメチル−サイクロブタン、2,2,4,4−テトラメチル1,3−サイクロブタンジオール、2,2−ビス−(3−ヒドロキシエトキシフェニル)−プロパン、2,2−ビス−(4−ヒドロキシプロポキシフェニル)−プロパンおよびそれらの組み合わせから成る群から選択される少なくとも一つのジオールを用いることができる。
C/O = Σ (Ci / Oi)
(式中、C/Oは炭素と酸素の比率、Ciは樹脂に存在する炭素原子の合計、そしてOiは樹脂に存在する酸素原子の合計である。)
(式中、bは約5から約2000まで、dは約5から約2000までである。)
本発明のまた別の態様は、以下のとおりであってもよい。
〔1〕二塩基酸およびジエステルから成る群から選択される第一の成分を、2,2−エチル−ブチル−1,3−プロパンジオール、3−メチルペンタンジオール−(2,4)、2−メチルペンタンジオール−(1,4)、2,4,4−トリメチルペンタンジオール、2,2,4−トリメチルペンタン−ジオール−(1,3)、2−エチルヘキサンジオール−(1,3)、2,2−ジエチルプロパン−ジオール−(1,3)、ヘキサンジオール−(1,3)、1,4−ジ−(ヒドロキシエトキシ)−ベンゼン、2,2−ビス−(4−ヒドロキシシクロヘキシル)−プロパン、2,4−ジヒドロキシ−1,1,3,3−テトラメチル−サイクロブタン、2,2,4,4−テトラメチル1,3−サイクロブタンジオール、2,2−ビス−(3−ヒドロキシエトキシフェニル)−プロパン、2,2−ビス−(4−ヒドロキシプロポキシフェニル)−プロパンおよびそれらの組み合わせから成る群から選択される少なくとも一つのジオールを組み合わせて誘導するポリエステル樹脂と、
結晶性樹脂と、
任意の着色剤と、
任意のワックスと
を含むトナー。
〔2〕二塩基酸およびジエステルから成る群から選択される第一の成分を、2,2,4,4−テトラメチル1,3−サイクロブタンジオール、2,4,4−トリメチルペンタンジオール、2,4−ジヒドロキシ−1,1,3,3−テトラメチル−サイクロブタン、2,2,4−トリメチルペンタン−ジオール−(1,3)、およびそれらの組み合わせから成る群から選択される少なくとも一つのジオールを組み合わせて誘導するポリエステル樹脂と、
結晶性樹脂と、
任意の着色剤と、
任意のワックスと
を含むトナー。
〔3〕テレフタル酸、テレフタル酸ジメチル、イソフタル酸、イソフタル酸ジメチル、ジメチル−2,6−ナフタレンジカルボン酸塩、2,6−ナフタレンジカルボン酸、エチレングリコール、ジエチレングリコール、1,4−サイクロヘキサン−ジメタノール、1,4−ブタンジオール、ポリテトラメチレングリコール、無水トリメリット酸、ジメチルサイクロヘキサン−1,4ジカルボン酸塩、ジメチルデカリン−2,6ジカルボン酸塩、デカリンジメタノール、デカヒドロナフタレン2,6−ジカルボン酸塩、2,6−ジヒドロキシメチル−デカヒドロナフタレン、ヒドロキノン、ヒドロキシ安息香酸、およびそれらの組み合わせをから成る群から選択される第一の成分と、2,2,4,4−テトラメチル1,3−サイクロブタンジオール、2,4,4−トリメチルペンタンジオールおよびそれらの組み合わせから成る群から選択される少なくとも一つのジオールを組み合わせて誘導するポリエステル樹脂と、
一般式(IV)で示す少なくとも一つの結晶性樹脂と、
(式中、bは約5から約2000まで、dは約5から約2000までである。)と、
任意の着色剤と、
任意のワックスと
を含むトナー。
〔4〕前記ポリエステル樹脂の炭素/酸素の比率は約4から約5.5まで、ポリエステル樹脂のガラス転移温度は約50℃から約70℃までで、ポリエステル樹脂は重量平均分子量約2,000から約20,000まで、数均分子量は約1,000から約10,000までである、前記〔3〕に記載のトナー。
Claims (1)
- 二塩基酸およびジエステルから成る群から選択される第一の成分を、2,2−エチル−ブチル−1,3−プロパンジオール、3−メチルペンタンジオール−(2,4)、2−メチルペンタンジオール−(1,4)、2−エチルヘキサンジオール−(1,3)、2,2−ジエチルプロパン−ジオール−(1,3)、ヘキサンジオール−(1,3)、1,4−ジ−(ヒドロキシエトキシ)−ベンゼン、2,2−ビス−(4−ヒドロキシシクロヘキシル)−プロパン、2,2−ビス−(3−ヒドロキシエトキシフェニル)−プロパン、2,2−ビス−(4−ヒドロキシプロポキシフェニル)−プロパンおよびそれらの組み合わせから成る群から選択される少なくとも一つのジオールを組み合わせて誘導するポリエステル樹脂と、
結晶性樹脂と、
任意の着色剤と、
任意のワックスと
を含むトナー。
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US12/720,038 | 2010-03-09 |
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JP5864868B2 true JP5864868B2 (ja) | 2016-02-17 |
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US (1) | US8431306B2 (ja) |
JP (1) | JP5864868B2 (ja) |
BR (1) | BRPI1101285A2 (ja) |
CA (1) | CA2733137C (ja) |
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-
2010
- 2010-03-09 US US12/720,038 patent/US8431306B2/en active Active
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- 2011-02-23 JP JP2011037461A patent/JP5864868B2/ja active Active
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- 2011-03-02 CA CA2733137A patent/CA2733137C/en not_active Expired - Fee Related
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CA2733137A1 (en) | 2011-09-09 |
GB2479231A (en) | 2011-10-05 |
JP2011186456A (ja) | 2011-09-22 |
BRPI1101285A2 (pt) | 2012-09-25 |
DE102011004720A1 (de) | 2011-12-22 |
GB2479231B (en) | 2016-04-27 |
CA2733137C (en) | 2013-07-02 |
DE102011004720B4 (de) | 2019-08-22 |
US20110223525A1 (en) | 2011-09-15 |
GB201104028D0 (en) | 2011-04-20 |
US8431306B2 (en) | 2013-04-30 |
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