JP2015021124A - ポリエステル転相ラテックスを調製するためのプロセス - Google Patents
ポリエステル転相ラテックスを調製するためのプロセス Download PDFInfo
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- JP2015021124A JP2015021124A JP2014139065A JP2014139065A JP2015021124A JP 2015021124 A JP2015021124 A JP 2015021124A JP 2014139065 A JP2014139065 A JP 2014139065A JP 2014139065 A JP2014139065 A JP 2014139065A JP 2015021124 A JP2015021124 A JP 2015021124A
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- Prior art keywords
- latex
- resin
- polyester resin
- solution
- 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.)
- Granted
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- 238000000034 method Methods 0.000 title claims abstract description 67
- 230000008569 process Effects 0.000 title claims abstract description 63
- 229920000728 polyester Polymers 0.000 title abstract description 37
- 239000004816 latex Substances 0.000 claims abstract description 88
- 229920000126 latex Polymers 0.000 claims abstract description 88
- 229920001225 polyester resin Polymers 0.000 claims abstract description 64
- 239000004645 polyester resin Substances 0.000 claims abstract description 64
- 150000001768 cations Chemical class 0.000 claims abstract description 48
- 239000000839 emulsion Substances 0.000 claims abstract description 43
- 239000003960 organic solvent Substances 0.000 claims abstract description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 20
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 42
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 25
- 229910001432 tin ion Inorganic materials 0.000 claims description 16
- 229910001414 potassium ion Inorganic materials 0.000 claims description 15
- 230000000368 destabilizing effect Effects 0.000 claims description 13
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 8
- 239000011591 potassium Substances 0.000 claims description 8
- 238000001914 filtration Methods 0.000 claims description 6
- 238000010908 decantation Methods 0.000 claims description 5
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000004945 emulsification Methods 0.000 abstract description 16
- 239000006185 dispersion Substances 0.000 abstract description 12
- 238000006243 chemical reaction Methods 0.000 abstract description 6
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- 239000011347 resin Substances 0.000 description 79
- 239000002245 particle Substances 0.000 description 63
- 239000000243 solution Substances 0.000 description 37
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 36
- 239000002198 insoluble material Substances 0.000 description 35
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 33
- 239000012071 phase Substances 0.000 description 29
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 239000002253 acid Substances 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 20
- 239000004094 surface-active agent Substances 0.000 description 18
- -1 aliphatic diols Chemical class 0.000 description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- 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 15
- 239000012452 mother liquor Substances 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
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- 238000006386 neutralization reaction Methods 0.000 description 10
- 229930185605 Bisphenol Natural products 0.000 description 8
- 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 8
- 230000037361 pathway Effects 0.000 description 8
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 7
- 229940116351 sebacate Drugs 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 6
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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 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 238000004587 chromatography analysis Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
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- 229910052700 potassium Inorganic materials 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 229960002317 succinimide Drugs 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 239000007853 buffer solution Substances 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
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- 150000005690 diesters Chemical class 0.000 description 3
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- 238000005227 gel permeation chromatography Methods 0.000 description 3
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- 239000011541 reaction mixture Substances 0.000 description 3
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- 235000017281 sodium acetate Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
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- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 2
- 235000011087 fumaric acid Nutrition 0.000 description 2
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- 238000001095 inductively coupled plasma mass spectrometry Methods 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 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
- 238000001840 matrix-assisted laser desorption--ionisation time-of-flight mass spectrometry Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
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- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
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- 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
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- 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
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- 239000002736 nonionic surfactant Substances 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- CJGYQECZUAUFSN-UHFFFAOYSA-N oxygen(2-);tin(2+) Chemical compound [O-2].[Sn+2] CJGYQECZUAUFSN-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
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- 238000006068 polycondensation reaction Methods 0.000 description 1
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- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- XTUSEBKMEQERQV-UHFFFAOYSA-N propan-2-ol;hydrate Chemical compound O.CC(C)O XTUSEBKMEQERQV-UHFFFAOYSA-N 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000010850 salt effect Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(II) oxide Inorganic materials [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
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- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/203—Solid polymers with solid and/or liquid additives
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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
- C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
- C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
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- 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
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- 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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/05—Alcohols; Metal alcoholates
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/07—Aldehydes; Ketones
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- 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
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- C09D11/10—Printing inks based on artificial resins
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Abstract
【解決手段】プロセスは、ラテックスを不安定化するカチオンを含むポリエステル樹脂を有機溶媒に溶解して溶液を作成することと、ラテックスを不安定化するカチオンの実質的にすべてを除去することと、ポリエステル樹脂の溶液を中和することと、中和した溶液に、エマルションを生成するのに十分な量の水を加えることと、エマルションから有機溶媒の一部を除去し、ポリエステル樹脂のラテックスを作成することとを含む。
【選択図】なし
Description
この実施例は、有機溶媒にカーボネート経路のポリエステルを溶解するときに生成する不溶性材料の特性決定を示す。
この実施例は、実施例1から選択した樹脂のためのPIEプロセスに不溶性材料が存在することの影響を示す。
比較例のトナー粒子例:トナーA/Cプロセス。2リットルのガラス反応器にオーバーヘッドミキサーを取り付け、これに98.88gの低分子量アモルファス非カーボネート経路ポリエステル樹脂エマルション(35.91重量%)、102.84gの高分子量アモルファス非カーボネート経路ポリエステル樹脂エマルション(35.22重量%)、27.47gの結晶性非カーボネート経路ポリエステル樹脂エマルション(35.36重量%)、42.78gのIGIワックス分散物(30.19重量%)および50.53gのシアン顔料PB15:3(16.61重量%)を加えた。別個に、ホモジナイゼーションしつつ、2.51gのAl2(SO4)3(27.85重量%)を凝集剤として加えた。この混合物を40℃まで加熱し、200rpmの回転数で攪拌しつつ、粒子を凝集させた。コア粒子が、約4.49ミクロンの体積平均粒径、顆粒の粒度分布(GSD)の体積が1.21、GSD値が1.26に達するまで、Coulter Counterを用いて粒径を監視し、次いで、54.61gおよび56.79gの上述のポリエステル樹脂エマルションの混合物をシェル材料として加え、平均粒径が5.77ミクロン、GSD体積が1.18、GSD値が1.20のコア−シェル構造の粒子を得た。その後、反応スラリーのpHを、4重量%のNaOH溶液を用いて4.2まで上げ、次いで、5.38gのVerseneを加え、トナー粒子の成長を凍結させた。凍結させた後、pHを7.8より大きい値に維持しつつ、反応混合物を85℃まで加熱した。トナー粒子は、平均粒径が5.95ミクロン、GSD体積が1.20、GSD値が1.22であった。反応温度を85℃で約10分間維持した後、融着のために、pH5.7酢酸/酢酸ナトリウム(AcOH/NaOAc)バッファー溶液を用い、80分かけてpHを7.2まで段階的に下げた。融着の後にトナーをクエンチし、最終粒径6.02ミクロン、GSD体積1.21、GSD値1.27を得た。次いで、トナースラリーを室温まで冷却し、ふるい分け(25mm)によって分離し、濾過し、その後、洗浄し、凍結乾燥させた。最終的な粒子の真円度は0.957である。母液溶液の色は、遊離した顔料がトナー粒子に完全には包含されていないため、わずかにシアン色であった。
Claims (10)
- ラテックスを不安定化するカチオンを含むポリエステル樹脂を有機溶媒に溶解して溶液を作成することと;
ラテックスを不安定化するカチオンの実質的にすべてを除去することと;
ポリエステル樹脂の溶液を中和することと;
中和した溶液に、エマルションを生成するのに十分な量の水を加えることと;
エマルションから有機溶媒の一部を除去し、ポリエステル樹脂のラテックスを作成することとを含む、プロセス。 - ポリエステル樹脂が、アモルファス性または結晶性である、請求項1に記載のプロセス。
- 有機溶媒が、メチルエチルケトン(MEK)、イソプロパノール、またはこれらの組み合わせを含む、請求項1に記載のプロセス。
- ラテックスを不安定化するカチオンが、一価カチオン、二価のカチオン、またはこれらの組み合わせを含む、請求項1に記載のプロセス。
- ラテックスを不安定化するカチオンが、カリウムイオンとスズイオンの混合物を含む、請求項1に記載のプロセス。
- ラテックスを不安定化するカチオンが、前記溶液の不溶性部分に存在する、請求項1に記載のプロセス。
- 溶解する工程の後の待ち時間の後に、不溶性部分が生成する、請求項6に記載のプロセス。
- ラテックスを不安定化するカチオンの実質的にすべてを除去することが、待ち時間の後に濾過、デカンテーション、遠心分離、またはこれらの組み合わせを含む、請求項7に記載のプロセス。
- ラテックスからトナーを作成することをさらに含む、請求項1に記載のプロセス。
- カリウムイオン、スズイオン、またはカリウムイオンとスズイオンを両方とも含むポリエステル樹脂を有機溶媒に溶解して溶液を得ることと;
少なくとも1つのポリエステル樹脂の不溶性部分の実質的にすべてを除去することとを含み、不溶性部分が、カリウムイオン、スズイオン、またはカリウムイオンとスズイオンの両方のかなりの部分を含み、少なくとも1つのポリエステル樹脂の不溶性部分が、溶解工程の後の約2時間〜約96時間の待ち時間の後に生成する、プロセス。
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DE102014213589B4 (de) | 2019-03-14 |
US20150025174A1 (en) | 2015-01-22 |
CA2855794A1 (en) | 2015-01-18 |
CN104292474A (zh) | 2015-01-21 |
KR102057739B1 (ko) | 2020-01-22 |
RU2014129283A (ru) | 2016-02-10 |
KR20150010593A (ko) | 2015-01-28 |
BR102014016150A2 (pt) | 2015-12-08 |
CN104292474B (zh) | 2017-05-24 |
MX2014008509A (es) | 2015-01-19 |
RU2652988C2 (ru) | 2018-05-04 |
BR102014016150B1 (pt) | 2020-11-03 |
CA2855794C (en) | 2016-10-11 |
DE102014213589A1 (de) | 2015-01-22 |
US9187605B2 (en) | 2015-11-17 |
JP6263096B2 (ja) | 2018-01-17 |
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