RU2652988C2 - Способ получения латексов с обращенными фазами на основе сложных полиэфиров - Google Patents
Способ получения латексов с обращенными фазами на основе сложных полиэфиров Download PDFInfo
- Publication number
- RU2652988C2 RU2652988C2 RU2014129283A RU2014129283A RU2652988C2 RU 2652988 C2 RU2652988 C2 RU 2652988C2 RU 2014129283 A RU2014129283 A RU 2014129283A RU 2014129283 A RU2014129283 A RU 2014129283A RU 2652988 C2 RU2652988 C2 RU 2652988C2
- Authority
- RU
- Russia
- Prior art keywords
- latex
- polyester resin
- cation
- solution
- destabilizing
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 82
- 230000008569 process Effects 0.000 title abstract description 25
- 229920000728 polyester Polymers 0.000 title description 39
- 239000004816 latex Substances 0.000 claims abstract description 93
- 229920000126 latex Polymers 0.000 claims abstract description 93
- 229920001225 polyester resin Polymers 0.000 claims abstract description 83
- 239000004645 polyester resin Substances 0.000 claims abstract description 83
- 150000001768 cations Chemical class 0.000 claims abstract description 67
- 239000000839 emulsion Substances 0.000 claims abstract description 46
- 239000003960 organic solvent Substances 0.000 claims abstract description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 16
- 238000004090 dissolution Methods 0.000 claims abstract description 14
- 238000001914 filtration Methods 0.000 claims abstract description 12
- 238000005119 centrifugation Methods 0.000 claims abstract description 3
- 230000000368 destabilizing effect Effects 0.000 claims description 43
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 36
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 29
- 230000003472 neutralizing effect Effects 0.000 claims description 25
- 239000011135 tin Substances 0.000 claims description 15
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 12
- 229910052718 tin Inorganic materials 0.000 claims description 12
- 229910001414 potassium ion Inorganic materials 0.000 claims description 11
- 229910001432 tin ion Inorganic materials 0.000 claims description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 8
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 8
- 239000011591 potassium Substances 0.000 claims description 8
- 238000010908 decantation Methods 0.000 claims description 5
- 229910052700 potassium Inorganic materials 0.000 claims description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 claims 1
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 229910001416 lithium ion Inorganic materials 0.000 claims 1
- 229910001415 sodium ion Inorganic materials 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 238000004945 emulsification Methods 0.000 abstract description 32
- 238000006386 neutralization reaction Methods 0.000 abstract description 8
- 238000002360 preparation method Methods 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 6
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- 239000002198 insoluble material Substances 0.000 description 38
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
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- 239000006185 dispersion Substances 0.000 description 13
- 239000012452 mother liquor Substances 0.000 description 13
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- 150000002148 esters Chemical class 0.000 description 8
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 7
- 230000002378 acidificating effect Effects 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
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- 229920006127 amorphous resin Polymers 0.000 description 6
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 6
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- 239000007787 solid Substances 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 230000002776 aggregation Effects 0.000 description 4
- 238000004220 aggregation Methods 0.000 description 4
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- 229910021641 deionized water Inorganic materials 0.000 description 4
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- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
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- C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08J3/07—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C—CHEMISTRY; METALLURGY
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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-
- 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
- G03G9/0804—Preparation methods whereby the components are brought together in a liquid dispersing medium
-
- 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
- G03G9/08797—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
-
- 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
- G03G9/093—Encapsulated toner particles
- G03G9/09392—Preparation thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Dispersion Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Developing Agents For Electrophotography (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/945,735 US9187605B2 (en) | 2013-07-18 | 2013-07-18 | Process to prepare polyester phase inversion latexes |
| US13/945,735 | 2013-07-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2014129283A RU2014129283A (ru) | 2016-02-10 |
| RU2652988C2 true RU2652988C2 (ru) | 2018-05-04 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2014129283A RU2652988C2 (ru) | 2013-07-18 | 2014-07-16 | Способ получения латексов с обращенными фазами на основе сложных полиэфиров |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9187605B2 (enExample) |
| JP (1) | JP6263096B2 (enExample) |
| KR (1) | KR102057739B1 (enExample) |
| CN (1) | CN104292474B (enExample) |
| BR (1) | BR102014016150B1 (enExample) |
| CA (1) | CA2855794C (enExample) |
| DE (1) | DE102014213589B4 (enExample) |
| MX (1) | MX372972B (enExample) |
| RU (1) | RU2652988C2 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10989472B2 (en) | 2017-04-27 | 2021-04-27 | Xerox Corporation | Method, apparatus and system for fluid cooling of toner dryer |
| WO2026073782A1 (en) | 2024-10-01 | 2026-04-09 | Canon Production Printing Holding B.V. | Preparation of a latex using a ternary solvent mixture system |
| WO2026087353A1 (en) | 2024-10-22 | 2026-04-30 | Canon Production Printing Holding B.V. | Use of non-volatile and low water sensitive counterions in latices |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080107989A1 (en) * | 2006-11-06 | 2008-05-08 | Xerox Corporation | Emulsion aggregation polyester toners |
| RU2386158C1 (ru) * | 2006-06-08 | 2010-04-10 | Кэнон Кабусики Кайся | Тонер |
| US7981583B2 (en) * | 2007-12-20 | 2011-07-19 | Fuji Xerox Co., Ltd. | Binder resin for electrostatic image developing toner, binder resin particle liquid dispersion for electrostatic image developing toner, production method of electrostatic image developing toner, electrostatic image developing toner, electrostatic image developer, image forming method and image forming apparatus |
| US20120253004A1 (en) * | 2005-06-13 | 2012-10-04 | Grupo Petrotemex, S.A. De C.V. | Process for removing metal species in the presence of hydrogen and a porous material and polyester polymer containing reduced amounts of metal species |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6063827A (en) | 1998-07-22 | 2000-05-16 | Xerox Corporation | Polyester process |
| US6593049B1 (en) | 2001-03-26 | 2003-07-15 | Xerox Corporation | Toner and developer compositions |
| US6756176B2 (en) | 2002-09-27 | 2004-06-29 | Xerox Corporation | Toner processes |
| US6830860B2 (en) | 2003-01-22 | 2004-12-14 | Xerox Corporation | Toner compositions and processes thereof |
| JP2006047536A (ja) * | 2004-08-03 | 2006-02-16 | Fuji Xerox Co Ltd | 電子写真トナー及びその製造方法、電子写真トナー用ポリエステル樹脂及びその製造方法、電子写真用現像剤並びに画像形成方法 |
| US7329476B2 (en) | 2005-03-31 | 2008-02-12 | Xerox Corporation | Toner compositions and process thereof |
| JP2008063426A (ja) * | 2006-09-07 | 2008-03-21 | Fuji Xerox Co Ltd | ポリエステル樹脂粒子水分散液およびその製造方法、静電荷現像用トナーおよびその製造方法、静電荷現像用現像剤 |
| US7736831B2 (en) * | 2006-09-08 | 2010-06-15 | Xerox Corporation | Emulsion/aggregation process using coalescent aid agents |
| US7851549B2 (en) * | 2007-12-13 | 2010-12-14 | Xerox Corporation | Curable polyester latex made by phase inversion emulsification |
| CN101910246B (zh) * | 2007-12-31 | 2013-01-02 | 株式会社三养生物制药 | 包含源自α-羟酸的疏水嵌段的高纯两亲共聚物及其制备方法 |
| JP5145134B2 (ja) * | 2008-06-27 | 2013-02-13 | 花王株式会社 | ポリエステル分散液の製造方法 |
| US8741534B2 (en) * | 2009-06-08 | 2014-06-03 | Xerox Corporation | Efficient solvent-based phase inversion emulsification process with defoamer |
| US8257899B2 (en) | 2009-08-27 | 2012-09-04 | Xerox Corporation | Polyester process |
| JP5825183B2 (ja) * | 2011-04-25 | 2015-12-02 | コニカミノルタ株式会社 | 静電荷像現像用トナーの製造方法 |
-
2013
- 2013-07-18 US US13/945,735 patent/US9187605B2/en active Active
-
2014
- 2014-06-27 BR BR102014016150-3A patent/BR102014016150B1/pt active IP Right Grant
- 2014-06-30 CN CN201410306655.1A patent/CN104292474B/zh not_active Expired - Fee Related
- 2014-07-03 CA CA2855794A patent/CA2855794C/en not_active Expired - Fee Related
- 2014-07-04 JP JP2014139065A patent/JP6263096B2/ja active Active
- 2014-07-04 KR KR1020140083681A patent/KR102057739B1/ko active Active
- 2014-07-11 MX MX2014008509A patent/MX372972B/es active IP Right Grant
- 2014-07-11 DE DE102014213589.3A patent/DE102014213589B4/de active Active
- 2014-07-16 RU RU2014129283A patent/RU2652988C2/ru active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120253004A1 (en) * | 2005-06-13 | 2012-10-04 | Grupo Petrotemex, S.A. De C.V. | Process for removing metal species in the presence of hydrogen and a porous material and polyester polymer containing reduced amounts of metal species |
| RU2386158C1 (ru) * | 2006-06-08 | 2010-04-10 | Кэнон Кабусики Кайся | Тонер |
| US20080107989A1 (en) * | 2006-11-06 | 2008-05-08 | Xerox Corporation | Emulsion aggregation polyester toners |
| US7981583B2 (en) * | 2007-12-20 | 2011-07-19 | Fuji Xerox Co., Ltd. | Binder resin for electrostatic image developing toner, binder resin particle liquid dispersion for electrostatic image developing toner, production method of electrostatic image developing toner, electrostatic image developing toner, electrostatic image developer, image forming method and image forming apparatus |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6263096B2 (ja) | 2018-01-17 |
| CN104292474B (zh) | 2017-05-24 |
| MX2014008509A (es) | 2015-01-19 |
| CN104292474A (zh) | 2015-01-21 |
| BR102014016150A2 (pt) | 2015-12-08 |
| JP2015021124A (ja) | 2015-02-02 |
| US20150025174A1 (en) | 2015-01-22 |
| CA2855794C (en) | 2016-10-11 |
| CA2855794A1 (en) | 2015-01-18 |
| MX372972B (es) | 2020-03-27 |
| BR102014016150B1 (pt) | 2020-11-03 |
| DE102014213589B4 (de) | 2019-03-14 |
| KR20150010593A (ko) | 2015-01-28 |
| KR102057739B1 (ko) | 2020-01-22 |
| US9187605B2 (en) | 2015-11-17 |
| DE102014213589A1 (de) | 2015-01-22 |
| RU2014129283A (ru) | 2016-02-10 |
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