KR20150138334A - 토너용 결정성 폴리에스테르 수지, 토너, 및 토너의 제조 방법 - Google Patents
토너용 결정성 폴리에스테르 수지, 토너, 및 토너의 제조 방법 Download PDFInfo
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- KR20150138334A KR20150138334A KR1020157031369A KR20157031369A KR20150138334A KR 20150138334 A KR20150138334 A KR 20150138334A KR 1020157031369 A KR1020157031369 A KR 1020157031369A KR 20157031369 A KR20157031369 A KR 20157031369A KR 20150138334 A KR20150138334 A KR 20150138334A
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- KR
- South Korea
- Prior art keywords
- toner
- resin
- polyester resin
- organic solvent
- dicarboxylic acid
- 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.)
- Ceased
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 36
- 150000002009 diols Chemical class 0.000 claims abstract description 35
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 28
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims abstract description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 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 claims abstract description 14
- 238000012643 polycondensation polymerization Methods 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims description 60
- 238000002844 melting Methods 0.000 claims description 59
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 36
- 230000000052 comparative effect Effects 0.000 description 32
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
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- 238000005406 washing Methods 0.000 description 6
- 238000000944 Soxhlet extraction Methods 0.000 description 5
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
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Classifications
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- G03G9/0806—Preparation methods whereby the components are brought together in a liquid dispersing medium whereby chemical synthesis of at least one of the toner components takes place
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
- C08G63/183—Terephthalic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
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- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
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- G03G9/087—Binders for toner particles
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- 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
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- G—PHYSICS
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- 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)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Developing Agents For Electrophotography (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013081254 | 2013-04-09 | ||
| JPJP-P-2013-081254 | 2013-04-09 | ||
| PCT/JP2014/060150 WO2014168131A1 (ja) | 2013-04-09 | 2014-04-08 | トナー用樹脂およびトナー |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20150138334A true KR20150138334A (ko) | 2015-12-09 |
Family
ID=51689538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020157031369A Ceased KR20150138334A (ko) | 2013-04-09 | 2014-04-08 | 토너용 결정성 폴리에스테르 수지, 토너, 및 토너의 제조 방법 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20150099227A1 (enExample) |
| EP (1) | EP2985303B1 (enExample) |
| JP (1) | JP6300613B2 (enExample) |
| KR (1) | KR20150138334A (enExample) |
| CN (1) | CN105102502B (enExample) |
| WO (1) | WO2014168131A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP6324177B2 (ja) | 2013-04-09 | 2018-05-16 | キヤノン株式会社 | トナー用樹脂およびトナー |
| JP6289227B2 (ja) * | 2013-04-09 | 2018-03-07 | キヤノン株式会社 | トナー用樹脂およびトナー |
| GB2530001B (en) | 2014-06-17 | 2019-01-16 | Gw Pharma Ltd | Use of cannabidiol in the reduction of convulsive seizure frequency in treatment-resistant epilepsy |
| GB2527599A (en) | 2014-06-27 | 2015-12-30 | Gw Pharma Ltd | Use of 7-OH-Cannabidiol (7-OH-CBD) and/or 7-OH-Cannabidivarin (7-OH-CBDV) in the treatment of epilepsy |
| GB2531281A (en) | 2014-10-14 | 2016-04-20 | Gw Pharma Ltd | Use of cannabidiol in the treatment of intractable epilepsy |
| GB2531282A (en) | 2014-10-14 | 2016-04-20 | Gw Pharma Ltd | Use of cannabinoids in the treatment of epilepsy |
| JP6643065B2 (ja) | 2014-12-09 | 2020-02-12 | キヤノン株式会社 | トナーおよびトナーの製造方法 |
| JP2016110140A (ja) | 2014-12-09 | 2016-06-20 | キヤノン株式会社 | トナー及びトナーの製造方法 |
| GB2539472A (en) | 2015-06-17 | 2016-12-21 | Gw Res Ltd | Use of cannabinoids in the treatment of epilepsy |
| US10078281B2 (en) | 2016-09-06 | 2018-09-18 | Canon Kabushiki Kaisha | Toner and method for producing toner |
| US10203619B2 (en) | 2016-09-06 | 2019-02-12 | Canon Kabushiki Kaisha | Toner and method for producing toner |
| US10088765B2 (en) | 2016-10-17 | 2018-10-02 | Canon Kabushiki Kaisha | Toner and method for producing toner |
| JP6766260B2 (ja) | 2016-11-04 | 2020-10-07 | キャボット コーポレイションＣａｂｏｔ Ｃｏｒｐｏｒａｔｉｏｎ | 結晶性ポリエステル及び有機シリカを含有するナノコンポジット |
| US10197936B2 (en) | 2016-11-25 | 2019-02-05 | Canon Kabushiki Kaisha | Toner |
| JP6849409B2 (ja) | 2016-11-25 | 2021-03-24 | キヤノン株式会社 | トナー |
| JP6789832B2 (ja) | 2017-01-19 | 2020-11-25 | キヤノン株式会社 | トナー |
| JP7034787B2 (ja) * | 2017-03-29 | 2022-03-14 | 三洋化成工業株式会社 | トナーバインダー及びトナー |
| GB2564383B (en) | 2017-06-23 | 2021-04-21 | Gw Res Ltd | Use of cannabidiol in the treatment of tumours assoicated with Tuberous Sclerosis Complex |
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| US5032670A (en) * | 1989-08-30 | 1991-07-16 | Eastman Kodak Company | Copolymerized anthraquinone-polyester color concentrates |
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| JP5598162B2 (ja) * | 2009-08-28 | 2014-10-01 | 東洋紡株式会社 | 共重合ポリエステル製成形体 |
| JP5669544B2 (ja) * | 2010-12-03 | 2015-02-12 | キヤノン株式会社 | トナーの製造方法 |
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2014
- 2014-04-08 JP JP2014079415A patent/JP6300613B2/ja active Active
- 2014-04-08 CN CN201480020477.4A patent/CN105102502B/zh active Active
- 2014-04-08 WO PCT/JP2014/060150 patent/WO2014168131A1/ja not_active Ceased
- 2014-04-08 KR KR1020157031369A patent/KR20150138334A/ko not_active Ceased
- 2014-04-08 EP EP14783410.5A patent/EP2985303B1/en active Active
- 2014-12-15 US US14/571,159 patent/US20150099227A1/en not_active Abandoned
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| EP2985303A1 (en) | 2016-02-17 |
| JP6300613B2 (ja) | 2018-03-28 |
| JP2014218652A (ja) | 2014-11-20 |
| CN105102502B (zh) | 2018-01-05 |
| WO2014168131A1 (ja) | 2014-10-16 |
| CN105102502A (zh) | 2015-11-25 |
| US20150099227A1 (en) | 2015-04-09 |
| EP2985303B1 (en) | 2017-09-20 |
| EP2985303A4 (en) | 2016-11-16 |
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