JP2004091520A - Method for producing aqueous pigment dispersion - Google Patents
Method for producing aqueous pigment dispersion Download PDFInfo
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- JP2004091520A JP2004091520A JP2002251379A JP2002251379A JP2004091520A JP 2004091520 A JP2004091520 A JP 2004091520A JP 2002251379 A JP2002251379 A JP 2002251379A JP 2002251379 A JP2002251379 A JP 2002251379A JP 2004091520 A JP2004091520 A JP 2004091520A
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- pigment dispersion
- aqueous pigment
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- 239000000049 pigment Substances 0.000 title claims abstract description 94
- 239000006185 dispersion Substances 0.000 title claims abstract description 77
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 45
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 33
- -1 glycol monoalkyl ether Chemical class 0.000 claims abstract description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 11
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000004711 α-olefin Substances 0.000 claims abstract description 10
- 239000012736 aqueous medium Substances 0.000 claims abstract description 8
- 150000002148 esters Chemical class 0.000 claims abstract description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims abstract description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims abstract description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000011976 maleic acid Substances 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 238000004321 preservation Methods 0.000 abstract 1
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- 238000003860 storage Methods 0.000 description 12
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 11
- 239000003085 diluting agent Substances 0.000 description 11
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- 238000002156 mixing Methods 0.000 description 5
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 4
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- 238000005259 measurement Methods 0.000 description 4
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 3
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 3
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
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- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- DLNPJWYSCKUGHI-UHFFFAOYSA-N 1-hydroxypyridine-2-thione;sodium Chemical compound [Na].ON1C=CC=CC1=S DLNPJWYSCKUGHI-UHFFFAOYSA-N 0.000 description 1
- VOHCMATXIKWIKC-UHFFFAOYSA-N 1-hydroxypyridine-2-thione;zinc Chemical compound [Zn].ON1C=CC=CC1=S VOHCMATXIKWIKC-UHFFFAOYSA-N 0.000 description 1
- TXWSZJSDZKWQAU-UHFFFAOYSA-N 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=C(C)C=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1)C)N1)C1=C2 TXWSZJSDZKWQAU-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
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- 229920005692 JONCRYL® Polymers 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 239000004288 Sodium dehydroacetate Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- MYONAGGJKCJOBT-UHFFFAOYSA-N benzimidazol-2-one Chemical compound C1=CC=CC2=NC(=O)N=C21 MYONAGGJKCJOBT-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000011362 coarse particle Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 229940079839 sodium dehydroacetate Drugs 0.000 description 1
- 235000019259 sodium dehydroacetate Nutrition 0.000 description 1
- DSOWAKKSGYUMTF-GZOLSCHFSA-M sodium;(1e)-1-(6-methyl-2,4-dioxopyran-3-ylidene)ethanolate Chemical compound [Na+].C\C([O-])=C1/C(=O)OC(C)=CC1=O DSOWAKKSGYUMTF-GZOLSCHFSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920005792 styrene-acrylic resin Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Landscapes
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
Abstract
Description
【０００１】
【産業上の技術分野】本発明は、分散性、保存安定性に優れ、かつ吐出性、耐水性、定着性に優れたインクジェットインキ用水性顔料分散体の製造法方法に関する。
【０００２】
【従来の技術】従来、インクジェットインキとしては、酸性染料、直接染料、塩基性染料等の水溶性染料をグリコール系溶剤と水に溶解したものが（特開昭５３─６１４１２、特開昭５４─８９８１１、特開昭５５─６５２６９）、よく用いられている。水溶性染料としてはインキの安定性を得るため、水に対する溶解性の高いものが一般的に用いられる。したがってインクジェットインキは、一般的に耐水性が悪く、水をこぼしたりすると容易に記録部分の染料のにじみを生じるという問題があった。
【０００３】
このような耐水性の不良を改良するため、染料の構造を変えたり、塩基性の強いインキを調製することが試みられている（特開昭５６─５７８６２）。また、記録紙とインキとの反応をうまく利用して耐水性の向上を図ることも行われている（特開昭５０─４９００４、特開昭５７─３６６９２、特開昭５９─２０６９６、特開昭５９─１４６８８９）。これらの方法は特定の記録紙については著しい効果をあげているが、記録紙の制約を受けるという点で汎用性に欠け、また特定の記録紙以外を用いた場合には水溶性染料を使用するインキでは記録物の充分な耐水性が得られないことが多い。
【０００４】
また、耐水性の良好なインキとしては、油溶性染料を高沸点溶剤に分散ないし溶解したもの、油溶性染料を揮発性の溶剤に溶解したものがあるが、溶剤の臭気や溶剤の排出の問題があり、環境上好ましくない。また、大量の記録を行う場合や装置の設置場所によっては、溶剤回収等が必要になる等の問題がある。そこで、記録物の耐水性をよくするために、水系媒体に顔料を分散したインクジェットインキの開発が行われている。
【０００５】
しかしながら、顔料は染料と異なり記録媒体中にて不溶解であり、微小粒子として分散させることおよびその分散状態を安定に保つことは非常に困難である。また、インクジェットインキにおいては、プリンターに高解像度が望まれるにつれノズルの径が細くなってきており、これに伴い着色剤の粒子径も微細化する必要が生じており、微細化に伴いますますインキの分散状態を安定に保つことは、難しくなってきている。染料に比して耐水性、耐光性に優れる顔料の特長を発揮させながら、インキの吐出条件の調整、長期の保存安定性、紙等の被記録媒体への定着性、画像の色、にじみ等の要求特性に対して染料並み、ないしそれ以上の特性を得るためには、さらなる改良が求められてきた。
【０００６】
【発明が解決しようとする課題】本発明の目的は、分散性、保存安定性に優れ、かつインクジェットインキ用とした場合、吐出性、耐水性、定着性に優れた水性顔料分散体の製造方法を提供することである。
【０００７】
【課題を解決するための手段】本発明は、無水マレイン酸／α−オレフィン共重合物のマレイン酸モノアルキルエステルグラフト重合体を、塩基の存在下で水中に分散した分散体の存在下、顔料を水性媒体に分散してなる水性顔料分散体の製造方法に関する。
【０００８】
更に本発明は、水性媒体が水とグリコールモノアルキルエーテルの混合物である上記水性顔料分散体の製造方法に関する。
【０００９】
更に本発明は、α−オレフィンの炭素数が５〜５０である上記水性顔料分散体の製造方法に関する。
【００１０】
更に本発明は、マレイン酸モノアルキルエステルのアルキル鎖の炭素数が３〜８である上記水性顔料分散体の製造方法に関する。
【００１１】
更に本発明は、グラフト重合体の数平均分子量が１０００〜５０００である上記水性顔料分散体の製造方法に関する。
【００１２】
更に本発明は、グラフト重合体の酸価が５０〜３００（ｍｇＫＯＨ／ｇ）である上記水性顔料分散体の製造方法に関する。
【００１３】
更に本発明は、水性顔料分散体が、顔料１００重量部に対して、グラフト重合体５〜１００重量部と、グリコールモノアルキルエーテル５〜７０重量部とを配合してなる上記水性顔料分散体の製造方法に関する。
【００１４】
【発明の実施の形態】本発明に使用するグラフト重合体は、無水マレイン酸／α−オレフィン共重合物のマレイン酸モノアルキルエステルグラフト重合体を、塩基の存在下で水中に分散した固形分１０〜２０重量％の水分散体であり、本発明の性状に合わせて公知の方法において重合させ、塩基と共に水中に投入し、６０℃以上、好ましくは６０〜７０℃に加温しながらハイスピードミキサーやホモジナイザー等で撹拌、分散させて使用するものである。
【００１５】
グラフト重合体を水中に分散させる際、使用できる塩基はアンモニア、トリエチルアミン、トリエタノールアミン、ジメチルアミノエタノール、ジエチルアミノエタノール、水酸化ナトリウム、水酸化カリウム等があげられる。
【００１６】
塩基の添加量については、最終的に得られる水性顔料分散体や、インクジェットインキとして使用する場合、その目的とするｐＨによって塩基の添加量を調整する必要がある。すなわち、グラフト重合体の酸価をもとに十分に中和される量の塩基を添加しても良いが、グラフト重合体を部分的に中和して使用することもできる。
【００１７】
本発明に使用するグリコールモノアルキルエーテルは水と任意の割合で混合できるものであれば特に限定されるものではないが、具体例としてジエチレングリコールモノ−ｎ−ブチルエーテル、トリエチレングリコールモノ−ｎ−ブチルエーテル、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル等があげられる。
【００１８】
グラフト重合体を形成するα−オレフィンの炭素数は５〜５０のものが好ましいが、さらに好ましくは炭素数１０〜３０のものが良い。炭素数が５以下だと、顔料を分散する際に顔料への吸着が弱く、また５０以上だと共重合体の親水性が低下し、水性顔料分散剤として好適でない。また、α−オレフィンの炭素数が異なる２種類以上のα−オレフィンを混合して使用することもできる。
【００１９】
グラフト重合体を形成するマレイン酸モノアルキルエステルのアルキル鎖の炭素数は３〜８が好ましいが、アルキル鎖の具体例としては、ｎ−プロピル、イソプロピル、ｎ−ブチル、イソブチル、ｔｅｒｔ−ブチル、２−エチルヘキシル等があげられる。
【００２０】
グラフト重合体の数平均分子量は１０００〜５０００のものが好ましいが、さらに好ましくは数平均分子量２０００〜３０００のものが良い。数平均分子量１０００以下だと顔料の分散性が悪く、インクジェットインキとして使用した場合にも、被記録媒体への定着性が低下し、５０００以上だと得られる水性顔料分散体の粘度が高くなり、インクジェットインキとして使用するとノズルの目詰まり等のインキ吐出性に悪影響を与える。
【００２１】
グラフト重合体の酸価は５０〜３００（ｍｇＫＯＨ／ｇ）が好ましいが、さらに好ましくは１００〜２００（ｍｇＫＯＨ／ｇ）が良い。酸価が５０以下だと水への溶解度が著しく低下し、水性顔料分散剤として好適でない。また３００以上だと顔料の分散性は良好だが、インクジェットインキとして使用した場合には記録物の耐水性が低下する。
【００２２】
顔料を水性媒体中に分散する際の各成分の配合量は、顔料１００重量部に対して、グラフト重合体の配合量が５〜１００重量部、グリコールモノアルキルエーテルの配合量が５〜７０重量部、水が２３０〜３７０重量部であることが好ましい。さらに好ましくは、顔料１００重量部に対してグラフト重合体が１５〜５０重量部、グリコールモノアルキルエーテルが１０〜４０重量部、水が２９０〜４００重量部である。グラフト重合体が５重量部以下だと得られる水性顔料分散体の保存安定性が悪く、１００重量部以上だと水性顔料分散体の粘度が高くなり、インクジェットインキとして使用するとノズルの目詰まり等のインキ吐出性に悪影響を与える。また、グリコールモノアルキルエーテルはグラフト重合体の水への溶解度をコントロールするためのものであり、配合量が５重量部以下だとグラフト重合体の水への溶解度が小さく、分散性が低下し、配合量が７０重量部以上だと良好な分散体は得られるものの、インクジェットインキとして使用した場合、インキ化する際の添加剤等の添加量に制限が生じ、好ましくない。
【００２３】
本発明に使用される顔料は、印刷インキ、塗料等に使用される種々の顔料が使用できる。このような顔料をカラーインデックスで示すと、ピグメントブラック７、ピグメントブルー１５，１５：１，１５：３，１５：４，１５：６、ピグメントグリーン７，３６、ピグメントレッド９，４８，４９，５２，５３，５７，９７，１２２，１４９，１６８，２０６，２０７，２０９、ピグメントバイオレット１９，２３，２９，３０，３７，４０，５０、ピグメントイエロー１２，１３，１４，１７，２０，２４，７４，８３，８６，９３，９４，９５，１０９，１１０，１１７，１２５，１２８，１３７，１３８，１４７，１４８，１５０、１５１，１５４，１６６，１６８，１８０、ピグメントオレンジ３６，４３，５１，５５，５９，６１，７４等があげられる。また、カーボンブラックについては中性、酸性、塩基性等のあらゆるカーボンブラックを使用することができる。
【００２４】
本発明の水性顔料分散体の製造時には、防黴剤、防腐剤を添加することができる。防黴剤、防腐剤は、水性顔料分散体への黴の発生や腐敗を防止するものであり、デヒドロ酢酸ナトリウム、安息香酸ナトリウム、ソジウムビリジンチオン−１−オキサイド、ジンクピリジンチオン−１−オキサイド、１，２−ベンズイソチアゾリン−３−オン、１−ベンズイソチアゾリン−３−オンのアミン塩等が使用できる。これらは、インキの０．０１〜２．０重量％の範囲で用いる。
【００２５】
本発明の水性顔料分散体の製造は、顔料、グラフト重合体、水性媒体を、ハイスピードミキサー、ペイントシェーカー、サンドミル、ボールミル等の分散機により分散して行われる。また、分散した水性顔料分散体を遠心分離機等で粗大な粒子を除去することにより、さらに保存安定性に優れた水性顔料分散体を製造することができる。
【００２６】
【実施例】以下、実施例を挙げて本発明を具体的に説明するが、本発明は、実施例に特に限定されるものではない。なお、実施例中、「部」は、「重量部」を表す。
【００２７】
本発明におけるグラフト重合体として、下記表１に示すようなものを、表中に示す塩基と共にイオン交換水に投入し、７０℃に加温しながらハイスピードミキサーで１時間撹拌混合し、グラフト重合体の水分散体を得た。なお表中、グラフト重合体の構成比はモル比を示す。
【００２８】
【表１】
［実施例１］プリンテックス８５（デグサ社製カーボンブラック）：７５部、グラフト重合体Ａの水分散体：１６６部、ジエチレングリコールモノ−ｎ−ブチルエーテル：１２部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：１２１部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を下記のような配合で調製した希釈液を用いて水性顔料分散体２０部、希釈液８０部の割合でハイスピードミキサーを使用して混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３０】
（希釈液）
グリセリン １０部
１，３−プロパンジオール １５部
ニューコール２９１ＧＬ（日本乳化剤社製アニオン性界面活性剤） ４部
プロキセルＧＸＬ（アビシア製社防腐剤） ０．２部
イオン交換水 ７０．８部
［実施例２］リオノールブルーＦＧ−７３５１（東洋インキ製造社製β型銅フタロシアニン顔料）：８０部、グラフト重合体Ｂの水分散体：１１７部、トリエチレングリコールモノ−ｎ−ブチルエーテル：１５部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：１８７部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３１】
［実施例３］ホスタパームピンクＥ（クラリアント社製ジメチルキナクリドン顔料）：８０部、グラフト重合体Ｃの水分散体：１５６部、ジエチレングリコールモノエチルエーテル：１２部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：１５１部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３２】
［実施例４］リオノゲンイエロー１０１０（東洋インキ製造社製キノフタロン顔料）：７０部、グラフト重合体Ｄの水分散体：２００部、ジエチレングリコールモノ−ｎ−ブチルエーテル：１５部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：６４部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３３】
［実施例５］ノボパームイエローＰ−ＨＧ（クラリアント社製ベンズイミダゾロン顔料）：７５部、グラフト重合体Ｅの水分散体：１９２部、ジエチレングリコールモノエチルエーテル：１１部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：９６部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３４】
［実施例６］リオノゲンマゼンタ５７５０（東洋インキ製造社製ジメチルキナクリドン顔料）：８０部、グラフト重合体Ａの水分散体：１６７部、ジエチレングリコールモノ−ｎ−ブチルエーテル：１２部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：１４０部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３５】
［比較例１］プリンテックス８５（デグサ社製カーボンブラック）：７５部、Ｔ−コートＢＣＸ４１３０（東洋インキ製造社製水性アクリル樹脂）：１００部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：１９９部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３６】
［比較例２］リオノールブルーＦＧ−７３５１（東洋インキ製造社製β型銅フタロシアニン顔料）：８０部、エマルゲン４２０（花王社製界面活性剤）：２０部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：２９９部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３７】
［比較例３］ホスタパームピンクＥ（クラリアント社製ジメチルキナクリドン顔料）：８０部、ジョンクリル６２（ジョンソンポリマー社製水性スチレン−アクリル樹脂）：３０部、プロキセルＧＸＬ（アビシア社製防腐剤）：１部、イオン交換水：２８９部をハイスピードミキサーで均一になるまで混合した後、容積０．６Ｌの横型サンドミルにて、ミルベース１ｋｇあたり１時間分散し、水性顔料分散体を得た。また、この水性顔料分散体を上記の実施例１と同様な処方で希釈液と混合し、その後、１μｍ、および０．４５μｍのメンブランフィルターにて濾過して、インクジェットインキを得た。
【００３８】
実施例１〜６、比較例１〜３で得られた水性顔料分散体について、次の様な項目を評価した。（１）分散粒径、（２）粘度、（３）保存安定性。また、それぞれの水性顔料分散体を希釈液と混合して得られたインクジェットインキについても、次の様な項目を評価した。（４）分散粒径、（５）粘度、（６）保存安定性、（７）吐出性、（８）耐水性、（９）定着性。それぞれの測定方法を以下に示す。
【００３９】
（１）分散粒径：水性顔料分散体をイオン交換水で１０００倍に希釈し、マイクロトラックＵＰＡ１５０（日機装社製湿式粒度分布計）にて、体積基準のＤ５０値、Ｄ９９値を測定した。
【００４０】
（２）粘度：水性顔料分散体を２５℃に調製し、ビスコメイトＶＭ−１００Ａ（山一電機社製超音波振動式粘度計）にて測定した。
【００４１】
（３）保存安定性：水性顔料分散体をポリプロピレン製のボトル型容器に入れ、７０℃の恒温器に１ケ月間保存、経時促進させた後、経時前後での水性顔料分散体、の粘度変化について測定した。この時の粘度測定は（２）の粘度測定と同様の方法で実施した。
【００４２】
（４）分散粒径：インクジェットインキをイオン交換水で２００倍に希釈し、マイクロトラックＵＰＡ１５０（日機装社製湿式粒度分布計）にて、体積基準のＤ５０値、Ｄ９９値を測定した。
【００４３】
（５）粘度：インクジェットインキを２５℃に調製し、ビスコメイトＶＭ−１００Ａ（山一電機社製超音波振動式粘度計）にて測定した。
【００４４】
（６）保存安定性：インクジェットインキをポリプロピレン製のボトル型容器に入れ、７０℃の恒温機に１ケ月間保存、経時促進させた後、経時前後での水性顔料分散体、の粘度変化について測定した。この時の粘度測定は（５）の粘度測定と同様の方法で実施した。
【００４５】
（７）吐出性：インクジェットインキをＨＩ−ＦＩ ＪＥＴ Ｐｒｏ ＦＪ−４００（Ｒｏｌａｎｄ ＤＧ社製大判インクジェットプリンタ）にてデジタルプルーフ用紙（Ｒｏｌａｎｄ ＤＧ社純正 ＤＰＰ−Ｇ−９１４）に５ｍ連続記録し、ドット抜けを観察。ドット抜けしたノズルの数が全ノズルに対して何％あるかについて、０％の場合は○、０％〜５％の場合は△、５％より多い場合は×とした。
【００４６】
（８）耐水性：インクジェットインキをＨＩ−ＦＩ ＪＥＴ Ｐｒｏ ＦＪ−４００（Ｒｏｌａｎｄ ＤＧ社製大判インクジェットプリンタ）にてコピー用紙（Ｘｅｒｏｘ社４０２４）に記録し、記録物を気温２５℃湿度５０％条件下、一定時間放置後に記録物を水道水に浸漬させて、記録物のにじみを観察。記録した直後に浸漬させても記録物がにじまない場合は○、記録した直後に浸漬させて記録物がにじんでも記録後１時間では記録物がにじまないものは△、記録１時間後でも記録物がにじむものは×とした。
【００４７】
（９）定着性：インクジェットインキをＨＩ−ＦＩ ＪＥＴ Ｐｒｏ ＦＪ−４００（Ｒｏｌａｎｄ ＤＧ社製大判インクジェットプリンタ）にて光沢ＰＥＴフイルム（Ｒｏｌａｎｄ社純正 ＰＥＴ−Ｇ−１０５０）に記録し、記録物を気温２５℃湿度５０％条件下、一定時間放置後にラビングテスター（テスター産業製、型式ＡＢ３０１）での光沢ＰＥＴフイルムに対するインキの定着性を評価。試験用布片（金巾３号）にて加重２００ｇ、１００往復のラビング試験を記録面にて実施した。１時間放置後に試験を実施しても記録部分が剥がれないものは○、１時間放置後に記録部分が剥がれても、２４時間放置後に記録部分が剥がれないものは△、２４時間放置しても記録部分が剥がれてしまうものは×とした。
【００４８】
水性顔料分散体を評価した結果について下記の表２に、インクジェットインキを評価した結果について下記の表３に詳細をまとめた。
【００４９】
【表２】
【表３】
表２において実施例１〜６の水性顔料分散体は、比較例１〜３と比較して、いずれも分散粒径が微細で粘度が低く、７０℃１ケ月後も粘度変化が小さく、分散性、保存安定性に優れていた。
【００５２】
表３において実施例１〜６のインクジェットインキは、比較例１〜３と比較して、水性顔料分散体を希釈してインクジェットインキとする際、分散粒径が微細なまま維持され、７０℃１ケ月後の粘度変化も小さく、希釈安定性、インキ化後の保存安定性に優れていた。また、記録適性は実施例１〜６では、いずれの評価項目も良好であるのに対して、比較例１〜３では記録適性を満足するものは無かった。
【００５３】
【発明の効果】本発明により、分散性、保存安定性に優れ、かつ吐出性、耐水性、定着性に優れたインクジェットインキ用水性顔料分散体の製造方法を提供することができた。[0001]
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing an aqueous pigment dispersion for ink-jet inks having excellent dispersibility and storage stability and excellent dischargeability, water resistance and fixability.
[0002]
2. Description of the Related Art Conventionally, ink jet inks obtained by dissolving a water-soluble dye such as an acid dye, a direct dye or a basic dye in a glycol-based solvent and water (JP-A-53-61412, JP-A-54-1979). 89811, JP-A-55-65269), which is often used. As the water-soluble dye, a dye having high solubility in water is generally used in order to obtain stability of the ink. Therefore, the ink jet ink generally has poor water resistance, and there is a problem that spilling water easily causes bleeding of a dye in a recording portion.
[0003]
In order to improve such poor water resistance, attempts have been made to change the structure of the dye or to prepare a highly basic ink (JP-A-56-57862). It has also been attempted to improve the water resistance by making good use of the reaction between the recording paper and the ink (Japanese Patent Application Laid-Open Nos. 50-49004, 57-36692, 59-20696, and 59-20696; 1984-146889). Although these methods have a remarkable effect on specific recording paper, they lack versatility in that they are limited by recording paper, and use water-soluble dyes when using other than specific recording paper. Inks often do not provide sufficient water resistance of the recorded matter.
[0004]
Inks having good water resistance include those in which an oil-soluble dye is dispersed or dissolved in a high-boiling solvent and those in which an oil-soluble dye is dissolved in a volatile solvent. And is environmentally unfavorable. In addition, there are problems such as the necessity of solvent recovery or the like depending on a case where a large amount of recording is performed or where the apparatus is installed. Therefore, in order to improve the water resistance of a recorded matter, an inkjet ink in which a pigment is dispersed in an aqueous medium has been developed.
[0005]
However, unlike dyes, pigments are insoluble in a recording medium, and it is very difficult to disperse them as fine particles and to stably maintain the dispersed state. In the case of inkjet inks, the nozzle diameter has become narrower as printers demand higher resolution, and accordingly, it is necessary to reduce the particle diameter of the colorant. It has become difficult to maintain a stable dispersion state of the particles. Adjustment of ink ejection conditions, long-term storage stability, fixability to recording media such as paper, image color, bleeding, etc. while exhibiting the characteristics of pigments that are more water- and light-fast than dyes Further improvements have been required in order to obtain properties comparable to or better than those required for dyes.
[0006]
SUMMARY OF THE INVENTION An object of the present invention is to provide a process for producing an aqueous pigment dispersion which is excellent in dispersibility and storage stability, and which is excellent in dischargeability, water resistance and fixability when used for an ink jet ink. It is to provide.
[0007]
DISCLOSURE OF THE INVENTION The present invention relates to a method for preparing a pigment obtained by dispersing a maleic acid monoalkyl ester graft polymer of a maleic anhydride / α-olefin copolymer in water in the presence of a base. To a method for producing an aqueous pigment dispersion obtained by dispersing a pigment in an aqueous medium.
[0008]
Furthermore, the present invention relates to the method for producing the aqueous pigment dispersion, wherein the aqueous medium is a mixture of water and a glycol monoalkyl ether.
[0009]
Furthermore, the present invention relates to a method for producing the aqueous pigment dispersion in which the α-olefin has 5 to 50 carbon atoms.
[0010]
Furthermore, the present invention relates to a method for producing the aqueous pigment dispersion, wherein the alkyl chain of the monoalkyl maleate has 3 to 8 carbon atoms.
[0011]
Furthermore, the present invention relates to a method for producing the aqueous pigment dispersion, wherein the number average molecular weight of the graft polymer is 1,000 to 5,000.
[0012]
Further, the present invention relates to a method for producing the aqueous pigment dispersion, wherein the acid value of the graft polymer is 50 to 300 (mgKOH / g).
[0013]
Further, the present invention provides an aqueous pigment dispersion comprising the aqueous pigment dispersion obtained by blending 5 to 100 parts by weight of a graft polymer and 5 to 70 parts by weight of a glycol monoalkyl ether with respect to 100 parts by weight of a pigment. It relates to a manufacturing method.
[0014]
BEST MODE FOR CARRYING OUT THE INVENTION The graft polymer used in the present invention is obtained by dispersing a maleic anhydride monoalkyl ester graft polymer of a maleic anhydride / α-olefin copolymer in water in the presence of a base. ~ 20% by weight of an aqueous dispersion, polymerized by a known method according to the properties of the present invention, poured into water together with a base, and heated to 60 ° C or more, preferably 60 to 70 ° C, while mixing with a high-speed mixer. It is used by stirring or dispersing with a homogenizer or the like.
[0015]
When dispersing the graft polymer in water, usable bases include ammonia, triethylamine, triethanolamine, dimethylaminoethanol, diethylaminoethanol, sodium hydroxide, potassium hydroxide and the like.
[0016]
Regarding the amount of the base to be added, it is necessary to adjust the amount of the base to be added depending on the intended pH when the aqueous pigment dispersion is finally obtained or used as an inkjet ink. That is, an amount of a base that can be sufficiently neutralized based on the acid value of the graft polymer may be added, but the graft polymer may be partially neutralized before use.
[0017]
The glycol monoalkyl ether used in the present invention is not particularly limited as long as it can be mixed with water at an arbitrary ratio. Specific examples include diethylene glycol mono-n-butyl ether, triethylene glycol mono-n-butyl ether, Examples thereof include diethylene glycol monomethyl ether and diethylene glycol monoethyl ether.
[0018]
The α-olefin forming the graft polymer preferably has 5 to 50 carbon atoms, and more preferably has 10 to 30 carbon atoms. When the number of carbon atoms is 5 or less, the adsorption to the pigment when dispersing the pigment is weak, and when the number of carbons is 50 or more, the hydrophilicity of the copolymer is reduced, and thus it is not suitable as an aqueous pigment dispersant. Further, two or more kinds of α-olefins having different carbon numbers of α-olefins may be used as a mixture.
[0019]
The alkyl chain of the maleic acid monoalkyl ester forming the graft polymer preferably has 3 to 8 carbon atoms. Specific examples of the alkyl chain include n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, -Ethylhexyl and the like.
[0020]
The number average molecular weight of the graft polymer is preferably from 1,000 to 5,000, more preferably from 2,000 to 3,000. If the number average molecular weight is 1000 or less, the dispersibility of the pigment is poor, even when used as an inkjet ink, the fixability to the recording medium is reduced, and if it is 5000 or more, the viscosity of the obtained aqueous pigment dispersion is increased, When used as an inkjet ink, the ink ejection properties such as nozzle clogging are adversely affected.
[0021]
The acid value of the graft polymer is preferably from 50 to 300 (mgKOH / g), and more preferably from 100 to 200 (mgKOH / g). When the acid value is 50 or less, the solubility in water is remarkably reduced, and it is not suitable as an aqueous pigment dispersant. If it is 300 or more, the dispersibility of the pigment is good, but when it is used as an inkjet ink, the water resistance of the recorded matter is reduced.
[0022]
The compounding amount of each component when the pigment is dispersed in the aqueous medium is such that the compounding amount of the graft polymer is 5 to 100 parts by weight, and the compounding amount of the glycol monoalkyl ether is 5 to 70 parts by weight based on 100 parts by weight of the pigment. Parts and water are preferably 230 to 370 parts by weight. More preferably, the graft polymer is 15 to 50 parts by weight, the glycol monoalkyl ether is 10 to 40 parts by weight, and the water is 290 to 400 parts by weight based on 100 parts by weight of the pigment. When the amount of the graft polymer is 5 parts by weight or less, the storage stability of the obtained aqueous pigment dispersion is poor. When the amount is 100 parts by weight or more, the viscosity of the aqueous pigment dispersion becomes high. It has an adverse effect on ink ejection. Glycol monoalkyl ether is for controlling the solubility of the graft polymer in water, and when the blending amount is 5 parts by weight or less, the solubility of the graft polymer in water is small, dispersibility is reduced, When the blending amount is 70 parts by weight or more, a good dispersion can be obtained, but when used as an ink-jet ink, the amount of additives and the like added when forming the ink is limited, which is not preferable.
[0023]
As the pigment used in the present invention, various pigments used for printing inks, paints and the like can be used. When such pigments are represented by a color index, Pigment Black 7, Pigment Blue 15, 15: 1, 15: 3, 15: 4, 15: 6, Pigment Green 7,36, Pigment Red 9,48,49,52. , 53, 57, 97, 122, 149, 168, 206, 207, 209, Pigment Violet 19, 23, 29, 30, 37, 40, 50, Pigment Yellow 12, 13, 14, 17, 20, 24, 74 , 83, 86, 93, 94, 95, 109, 110, 117, 125, 128, 137, 138, 147, 148, 150, 151, 154, 166, 168, 180, Pigment Orange 36, 43, 51, 55. , 59, 61, 74 and the like. As for the carbon black, any carbon black such as neutral, acidic, and basic can be used.
[0024]
At the time of producing the aqueous pigment dispersion of the present invention, a fungicide and a preservative can be added. The fungicides and preservatives prevent the generation and decay of fungi in the aqueous pigment dispersion, and include sodium dehydroacetate, sodium benzoate, sodium pyridinethione-1-oxide, zinc pyridinethione-1-oxide. , 1,2-benzisothiazolin-3-one, and amine salts of 1-benzisothiazolin-3-one. These are used in the range of 0.01 to 2.0% by weight of the ink.
[0025]
The production of the aqueous pigment dispersion of the present invention is performed by dispersing a pigment, a graft polymer, and an aqueous medium using a disperser such as a high-speed mixer, a paint shaker, a sand mill, and a ball mill. In addition, by removing coarse particles from the dispersed aqueous pigment dispersion using a centrifugal separator or the like, an aqueous pigment dispersion having more excellent storage stability can be produced.
[0026]
EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not particularly limited to the examples. In the examples, “parts” represents “parts by weight”.
[0027]
As a graft polymer in the present invention, one shown in Table 1 below is charged into ion-exchanged water together with a base shown in the table, and stirred and mixed with a high speed mixer for 1 hour while heating at 70 ° C. to obtain a graft polymer. A combined aqueous dispersion was obtained. In the table, the constituent ratio of the graft polymer indicates a molar ratio.
[0028]
[Table 1]
[Example 1] Printex 85 (Carbon Black manufactured by Degussa): 75 parts, aqueous dispersion of graft polymer A: 166 parts, diethylene glycol mono-n-butyl ether: 12 parts, Proxel GXL (Preservative manufactured by Avicia) : 1 part and ion-exchanged water: 121 parts were mixed by a high-speed mixer until uniform, and then dispersed in a horizontal sand mill having a volume of 0.6 L for 1 hour per 1 kg of a mill base to obtain an aqueous pigment dispersion. Further, this aqueous pigment dispersion was mixed using a high-speed mixer at a ratio of 20 parts of the aqueous pigment dispersion and 80 parts of the diluent using a diluent prepared by the following formulation, and then 1 μm, and The mixture was filtered through a 0.45 μm membrane filter to obtain an inkjet ink.
[0030]
(Diluted solution)
Glycerin 10 parts 1,3-propanediol 15 parts Newcol 291GL (Nippon Emulsifier Co., Ltd. anionic surfactant) 4 parts Proxel GXL (Abisia preservative) 0.2 parts Ion-exchanged water 70.8 parts [Examples] 2] Lionol Blue FG-7351 (β-type copper phthalocyanine pigment manufactured by Toyo Ink Manufacturing Co., Ltd.): 80 parts, aqueous dispersion of graft polymer B: 117 parts, triethylene glycol mono-n-butyl ether: 15 parts, Proxel GXL (Abisia preservative): 1 part, ion-exchanged water: 187 parts were mixed with a high-speed mixer until uniform, and then dispersed in a 0.6 L horizontal sand mill for 1 hour per 1 kg of mill base to obtain an aqueous pigment. A dispersion was obtained. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0031]
[Example 3] Hostaperm Pink E (dimethylquinacridone pigment manufactured by Clariant): 80 parts, aqueous dispersion of graft polymer C: 156 parts, diethylene glycol monoethyl ether: 12 parts, Proxel GXL (Abisia preservative) : 1 part and ion-exchanged water: 151 parts were mixed by a high speed mixer until uniform, and then dispersed in a 0.6 L horizontal sand mill for 1 hour per 1 kg of mill base to obtain an aqueous pigment dispersion. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0032]
[Example 4] Lionogen Yellow 1010 (quinophthalone pigment manufactured by Toyo Ink Manufacturing Co., Ltd.): 70 parts, aqueous dispersion of graft polymer D: 200 parts, diethylene glycol mono-n-butyl ether: 15 parts, Proxel GXL (Abisia) Preservative): 1 part, ion-exchanged water: 64 parts were mixed with a high-speed mixer until uniform, and then dispersed in a 0.6 L horizontal sand mill for 1 hour per 1 kg of mill base to obtain an aqueous pigment dispersion. Obtained. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0033]
[Example 5] Novo Palm Yellow P-HG (benzimidazolone pigment manufactured by Clariant): 75 parts, aqueous dispersion of graft polymer E: 192 parts, diethylene glycol monoethyl ether: 11 parts, Proxel GXL (manufactured by Avicia) (Preservative): 1 part, ion-exchanged water: 96 parts were mixed by a high-speed mixer until uniform, and then dispersed in a 0.6 L horizontal sand mill for 1 hour per 1 kg of mill base to obtain an aqueous pigment dispersion. Was. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0034]
[Example 6] Lionogen magenta 5750 (dimethylquinacridone pigment manufactured by Toyo Ink Mfg.): 80 parts, aqueous dispersion of graft polymer A: 167 parts, diethylene glycol mono-n-butyl ether: 12 parts, Proxel GXL (Avisia) 1 part, ion-exchanged water: 140 parts were mixed with a high-speed mixer until uniform, and then dispersed in a 0.6 L horizontal sand mill for 1 hour per 1 kg of mill base to obtain an aqueous pigment dispersion. Got. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0035]
[Comparative Example 1] PRINTEX 85 (carbon black manufactured by Degussa): 75 parts, T-coat BCX4130 (water-based acrylic resin manufactured by Toyo Ink Manufacturing): 100 parts, Proxel GXL (preservative manufactured by Avicia): 1 part Ion-exchanged water: 199 parts were mixed with a high speed mixer until uniform, and then dispersed in a 0.6 L horizontal sand mill for 1 hour per 1 kg of mill base to obtain an aqueous pigment dispersion. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0036]
[Comparative Example 2] Lionol Blue FG-7351 (β-type copper phthalocyanine pigment manufactured by Toyo Ink Manufacturing Co., Ltd.): 80 parts, Emulgen 420 (surfactant manufactured by Kao Corporation): 20 parts, Proxel GXL (Abisia preservative) : 1 part and 299 parts of ion-exchanged water were mixed by a high speed mixer until uniform, and then dispersed in a horizontal sand mill having a volume of 0.6 L for 1 hour per 1 kg of a mill base to obtain an aqueous pigment dispersion. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0037]
Comparative Example 3 Hosta Palm Pink E (dimethylquinacridone pigment manufactured by Clariant): 80 parts, Joncryl 62 (aqueous styrene-acrylic resin manufactured by Johnson Polymer): 30 parts, Proxel GXL (preservative manufactured by Avicia): 1 Parts and ion-exchanged water: 289 parts were mixed by a high-speed mixer until uniform, and then dispersed in a horizontal sand mill having a volume of 0.6 L for 1 hour per 1 kg of a mill base to obtain an aqueous pigment dispersion. This aqueous pigment dispersion was mixed with a diluent in the same manner as in Example 1 described above, and then filtered through 1 μm and 0.45 μm membrane filters to obtain an inkjet ink.
[0038]
The following items were evaluated for the aqueous pigment dispersions obtained in Examples 1 to 6 and Comparative Examples 1 to 3. (1) dispersed particle size, (2) viscosity, (3) storage stability. The following items were also evaluated for the inkjet inks obtained by mixing each aqueous pigment dispersion with a diluent. (4) Dispersion particle size, (5) Viscosity, (6) Storage stability, (7) Ejectability, (8) Water resistance, (9) Fixability. The respective measuring methods are shown below.
[0039]
(1) Dispersion particle size: The aqueous pigment dispersion was diluted 1000 times with ion-exchanged water, and the D50 value and D99 value on a volume basis were measured with Microtrac UPA150 (wet particle size analyzer manufactured by Nikkiso Co., Ltd.).
[0040]
(2) Viscosity: The aqueous pigment dispersion was prepared at 25 ° C. and measured with Viscomate VM-100A (Ultrasonic viscometer manufactured by Yamaichi Electric Co., Ltd.).
[0041]
(3) Storage stability: The aqueous pigment dispersion was placed in a polypropylene bottle type container, stored in a 70 ° C. thermostat for one month, accelerated with time, and then changed in viscosity of the aqueous pigment dispersion before and after time. Was measured. The viscosity measurement at this time was performed by the same method as the viscosity measurement in (2).
[0042]
(4) Dispersion particle size: The ink-jet ink was diluted 200 times with ion-exchanged water, and the volume-based D50 value and D99 value were measured using Microtrac UPA150 (wet particle size analyzer manufactured by Nikkiso Co., Ltd.).
[0043]
(5) Viscosity: The ink-jet ink was prepared at 25 ° C. and measured with Viscomate VM-100A (Ultrasonic viscometer manufactured by Yamaichi Electric Co., Ltd.).
[0044]
(6) Storage stability: After placing the inkjet ink in a polypropylene bottle, storing it in a thermostat at 70 ° C. for one month, accelerating aging, and measuring the change in viscosity of the aqueous pigment dispersion before and after aging. did. The viscosity measurement at this time was performed by the same method as the viscosity measurement in (5).
[0045]
(7) Ejectability: 5 m continuous recording of ink jet ink on digital proof paper (Roland DG genuine DPP-G-914) using HI-FI JET Pro FJ-400 (Large DG Co., Ltd. large format ink jet printer), and missing dots Observe. Regarding the number of missing nozzles with respect to all the nozzles, ％ indicates 0%, Δ indicates 0% to 5%, and X indicates more than 5%.
[0046]
(8) Water resistance: The ink jet ink was recorded on copy paper (Xerox 4024) using HI-FI JET Pro FJ-400 (Large DG's large-format ink jet printer), and the recorded matter was at a temperature of 25 ° C. and a humidity of 50%. After standing for a certain period of time, the recorded matter was immersed in tap water, and bleeding of the recorded matter was observed. If the recorded matter does not bleed even after immersion immediately after recording, 、, if the recorded matter does not bleed one hour after recording even if immersed immediately after recording, △, recorded matter even after one hour after recording The bleeding was evaluated as x.
[0047]
(9) Fixing property: Inkjet ink was recorded on glossy PET film (Pure PET-G-1050 by Roland DG) with HI-FI JET Pro FJ-400 (Large-format inkjet printer manufactured by Roland DG), and the recorded matter was at a temperature of 25 ° C. After leaving for a certain period of time under a condition of 50 ° C. and a humidity of 50%, the fixability of the ink to a glossy PET film using a rubbing tester (manufactured by Tester Sangyo, Model AB301) was evaluated. A rubbing test of 100 reciprocations was carried out on the recording surface with a load of 200 g and a test cloth (Kinko No. 3). If the recorded portion did not come off even after the test was carried out after standing for 1 hour: ○: The recorded portion did not come off after leaving for 1 hour; When the part was peeled off, it was evaluated as x.
[0048]
The results of evaluating the aqueous pigment dispersion are summarized in Table 2 below, and the results of evaluating the ink-jet ink are summarized in Table 3 below.
[0049]
[Table 2]
[Table 3]
In Table 2, the aqueous pigment dispersions of Examples 1 to 6 had a finer dispersion particle diameter and lower viscosity than Comparative Examples 1 to 3, and had a small change in viscosity even after one month at 70 ° C. , Had excellent storage stability.
[0052]
In Table 3, the ink-jet inks of Examples 1 to 6 were compared with Comparative Examples 1 to 3, when the aqueous pigment dispersion was diluted to obtain an ink-jet ink, the dispersion particle size was kept fine, The change in viscosity after a few months was small, and the dilution stability and the storage stability after ink formation were excellent. The recording suitability of Examples 1 to 6 was good for all evaluation items, whereas none of Comparative Examples 1 to 3 satisfied the recording suitability.
[0053]
According to the present invention, it has been possible to provide a method for producing an aqueous pigment dispersion for ink-jet ink which is excellent in dispersibility and storage stability, and excellent in dischargeability, water resistance and fixability.
Claims (7)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
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| JP2002251379A JP4161034B2 (en) | 2002-08-29 | 2002-08-29 | Method for producing aqueous pigment dispersion |
| US10/646,820 US7205341B2 (en) | 2002-08-29 | 2003-08-25 | Aqueous pigment dispersion, inkjet ink, and process for producing aqueous pigment dispersion |
| CN03156302.3A CN1283734C (en) | 2002-08-29 | 2003-08-29 | Water pigment dispersion, ink-jet ink and method for making water pigment dispersion |
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| JP4161034B2 JP4161034B2 (en) | 2008-10-08 |
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| WO2007052644A1 (en) * | 2005-10-31 | 2007-05-10 | Dainippon Ink And Chemicals, Inc. | Aqueous pigment dispersion and ink for inkjet recording |
| WO2007097376A1 (en) | 2006-02-21 | 2007-08-30 | Nihon Yamamura Glass Co., Ltd. | Water-base coating composition and glasswork |
| JP2016180048A (en) * | 2015-03-24 | 2016-10-13 | Dic株式会社 | Method of manufacturing aqueous pigment dispersion and ink for inkjet recording |
| JP6304439B1 (en) * | 2017-03-24 | 2018-04-04 | 東洋インキＳｃホールディングス株式会社 | Pigment, aqueous pigment dispersion, use thereof and production method thereof |
| JP2019157050A (en) * | 2018-03-16 | 2019-09-19 | 東洋インキＳｃホールディングス株式会社 | Aqueous ink and printed matter using the same |
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| WO2007097376A1 (en) | 2006-02-21 | 2007-08-30 | Nihon Yamamura Glass Co., Ltd. | Water-base coating composition and glasswork |
| JP2016180048A (en) * | 2015-03-24 | 2016-10-13 | Dic株式会社 | Method of manufacturing aqueous pigment dispersion and ink for inkjet recording |
| WO2018173901A1 (en) | 2017-03-24 | 2018-09-27 | 東洋インキＳｃホールディングス株式会社 | Coated pigment, aqueous pigment dispersion, use thereof, and production method therefor |
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| JP2019157050A (en) * | 2018-03-16 | 2019-09-19 | 東洋インキＳｃホールディングス株式会社 | Aqueous ink and printed matter using the same |
| JP2021053958A (en) * | 2019-09-30 | 2021-04-08 | セイコーエプソン株式会社 | Inkjet recording device, inkjet recording method and ink composition |
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