JP6011847B2 - インクジェット記録用水性インク調製のための水性顔料分散体及びインクジェット記録水性インク - Google Patents
インクジェット記録用水性インク調製のための水性顔料分散体及びインクジェット記録水性インク Download PDFInfo
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- JP6011847B2 JP6011847B2 JP2012163631A JP2012163631A JP6011847B2 JP 6011847 B2 JP6011847 B2 JP 6011847B2 JP 2012163631 A JP2012163631 A JP 2012163631A JP 2012163631 A JP2012163631 A JP 2012163631A JP 6011847 B2 JP6011847 B2 JP 6011847B2
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- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- VKONPUDBRVKQLM-UHFFFAOYSA-N cyclohexane-1,4-diol Chemical compound OC1CCC(O)CC1 VKONPUDBRVKQLM-UHFFFAOYSA-N 0.000 description 1
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 description 1
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohexene oxide Natural products O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
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- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
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- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- LDCRTTXIJACKKU-ONEGZZNKSA-N dimethyl fumarate Chemical compound COC(=O)\C=C\C(=O)OC LDCRTTXIJACKKU-ONEGZZNKSA-N 0.000 description 1
- 229960004419 dimethyl fumarate Drugs 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical class COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- TXKMVPPZCYKFAC-UHFFFAOYSA-N disulfur monoxide Inorganic materials O=S=S TXKMVPPZCYKFAC-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000002296 dynamic light scattering Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
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- 230000001771 impaired effect Effects 0.000 description 1
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- 150000002500 ions Chemical class 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
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- 239000000155 melt Substances 0.000 description 1
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- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000004570 mortar (masonry) Substances 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
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
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- 239000012071 phase Substances 0.000 description 1
- 125000005543 phthalimide group Chemical group 0.000 description 1
- 229920006391 phthalonitrile polymer Polymers 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- XRVCFZPJAHWYTB-UHFFFAOYSA-N prenderol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 description 1
- 229950006800 prenderol Drugs 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
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- 238000010992 reflux Methods 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical compound OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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)
Description
本発明は、ポリハロゲン化金属フタロシアニン顔料として、X線回折法によるブラッグ角(2θ±0.2°)=17.0°において250以上のピーク回折強度を有し、かつ、同32.4°において420以上のピーク回折強度を有するポリハロゲン化亜鉛フタロシアニン顔料を用い、かつ、皮膜形成性樹脂として、ポリウレタン樹脂を用いることを特徴とする。
を行えるので、ポリハロゲン化亜鉛フタロシアニンを得る上では、溶融法が好適である。
ポリエーテルポリオールは、例えば、ポリエチレングリコール(PEG)、ポリプロピレングルコール(PPG)、ポリ(オキシテトラメチレン)グリコール(PTMG)、これら二種以上のランダム共重合体グリコール、ブロック共重合体グリコール等が挙げられる。
1) 上記(メタ)アクリル酸エステル樹脂の水性分散体に、顔料を機械的に強制分散する水性顔料分散体の製造方法。
2) 顔料の存在下の水中で分散剤を用いて上記した各単量体を重合させ必要に応じて会合させる水性顔料分散体の製造方法。
3) 顔料と上記(メタ)アクリル酸エステル樹脂と有機溶剤の混合物を、水と塩基性物質を用いて徐徐に油相から水相に転相させてから脱溶剤して、顔料が上記(メタ)アクリル酸エステル樹脂で被覆されたマイクロカプセル型複合粒子とする、同複合粒子を含む水性顔料分散体の製造方法。
4) 顔料と上記(メタ)アクリル酸エステル樹脂と塩基性物質と有機溶剤と水との均一混合物から脱溶剤を行い、酸を加えて酸析し析出物を洗浄後、この析出物を塩基性物質と共に水性媒体に分散させる、顔料が上記(メタ)アクリル酸エステル樹脂で被覆されたマイクロカプセル型複合粒子とする、同複合粒子を含む水性顔料分散体の製造方法。
以下、実施例および比較例を用いて本発明をさらに詳細に説明する。以下の実施例および比較例において、「部」および「%」は、いずれも質量基準である。
((メタ)アクリル酸エステル樹脂の合成)
攪拌装置、滴下装置、温度センサー、および上部に窒素導入装置を有する環流装置を取り付けた反応容器を有する自動重合反応装置(重合試験機DSL−2A S型、轟産業(株)製)の反応容器にメチルエチルケトン1,100部を仕込み、攪拌しながら反応容器内を窒素置換した。反応容器内を窒素雰囲気に保ちながら80℃に昇温させた後、滴下装置よりメタクリル酸ブチル500部、アクリル酸n−ブチル25部、メタクリル酸2−ヒドロキシエチル75部、メタクリル酸260部、スチレン140部、および「パーブチルO」(有効成分ペルオキシ2 −エチルヘキサン酸t−ブチル、日本油脂(株)製)80部の混合液を4時間かけて滴下した。滴下終了後、さらに同温度で15時間反応を継続させて、酸価170 、平均分子量23,000及びガラス転移温度53℃の(メタ)アクリル酸エステル樹脂の溶液を得た。
(ポリエーテル系ポリウレタン樹脂の合成)
温度計、攪拌機、窒素導入管、冷却管を備えた4つ口フラスコに、数平均分子量2,000のポリ(オキシテトラメチレン)グリコール(n=27.5。PTMG2000)を480g、イソホロンジイソシアネート(IPDI)を282g、ジブチル錫ジラウレート(DBTDL)を0.007g仕込み、窒素ガス雰囲気下100℃で1時間反応させた。その後65℃以下に冷却しジメチロールプロピオン酸(DMPA)0.007g、ネオペンチルグリコール(NPG)およびメチルエチルケトン(MEK)447.8gを添加し、80℃で16時間反応させた後、MEK408.1g、メタノールを加えて反応を停止し、酸価55、ポリスチレン換算で重量平均分子量33,000の直鎖状のカルボシキル基含有ポリエーテル系ポリウレタン樹脂溶液を得た。
このポリエーテル系ポリウレタン樹脂は、ポリ(オキシテトラメチレン)構造を54%含有し、NPG(分岐構造を有する低分子ジオール)とIPDIとの重付加反応構造を含有していた。
上記カルボシキル基含有ポリエーテル系ポリウレタン樹脂溶液425部に、25%水酸化カリウム水溶液4.4部及びイオン交換水1000部を加えた後、エバポレータにてメチルエチルケトンを留去し分散媒を水に置換した。イオン交換水の追加で濃度調整することで、不揮発分20%のポリウレタン樹脂水性分散液を得た。
フタロニトリル、アンモニア、塩化亜鉛を原料として亜鉛フタロシアニンを製造した。これの1−クロロナフタレン溶液は、750〜850nmに光の吸収を有していた。ハロゲン化は、塩化スルフリル45.5部、無水塩化アルミニウム54.5部、塩化ナトリウム7.5部を40℃で混合し、亜鉛フタロシアニン15部を加える。これに臭素74部を滴下して加え、25時間かけて130℃まで昇温し1時間保持する。その後反応混合物を水に取り出し、ポリハロゲン化亜鉛フタロシアニン粗顔料を析出させる。この水性スラリーを濾過し、60℃の湯洗浄、1%硫酸水素ナトリウム水洗浄、60℃の湯洗浄を行い、90℃で乾燥させ、2.7部の精製されたポリハロゲン化亜鉛フタロシアニン粗顔料を得た。
粉砕した塩化ナトリウムを7部、ジエチレングリコールを1.38部にそれぞれ変更する以外は、製造例1と同様の操作を行い、ポリハロゲン化亜鉛フタロシアニン顔料を得た。
この顔料を、製造例1の場合と同様にX線回折強度測定したところ、2θ=17.0°でのピーク回折強度は312であり、2θ=32.4°でのピーク回折強度は495であった。
粉砕した塩化ナトリウムを7部、ジエチレングリコールを1.38部及び混練温度を60℃にそれぞれ変更する以外は、製造例1と同様の操作を行い、ポリハロゲン化亜鉛フタロシアニン顔料を得た。
この顔料を、製造例1の場合と同様にX線回折強度測定したところ、2θ=17.0°でのピーク回折強度は234であり、2θ=32.4°でのピーク回折強度は370であった。
冷却用ジャケットを備えた混合槽に、上記製造例1〜3のポリハロゲン化亜鉛フタロシアニン顔料450部と、上記合成例1で得た(メタ)アクリル酸エステル樹脂溶液259部、25%水酸化ナトリウム水溶液77.5部、イソプロピルアルコール78部 イオン交換水1010部を仕込み、スリーワンモーターで1時間攪拌し混合した。得られた混合液を直径0.3mmのジルコニアビーズを充填した分散装置(SCミル SC100/32型、三井鉱山(株)製)に通し、循環方式(分散装置より出た分散液を混合槽に戻す方式)により分散した。分散工程中は、冷却用ジャケットに冷水を通して分散液温度を30℃以下に保つよう制御し、分散装置のローター周速を11.25m/秒に固定して4.5時間分散した。分散終了後、混合槽より分散原液を抜き採り、次いで水1400部で混合槽および分散装置流路を洗浄し、分散原液と合わせてミル分散液を得た。
ガラス製蒸留装置にミル分散液を入れ、メチルエチルケトンの全量と水の一部を留去した。室温まで放冷後、攪拌しながら2%塩酸を滴下してpH4.5に調整した後、固形分をヌッチェ式濾過装置で濾過、水洗した。ケーキを容器に採り、25%水酸化ナトリウム水溶液部を加えた後、ディスパー(TKホモディスパー20型、特殊機化工業(株)製)にて再分散した。さらに水を加えて不揮発分23重量%に調整後、6,000Gで30分間の遠心分離処理を行って、ポリハロゲン化亜鉛フタロシアニン顔料が(メタ)アクリル酸エステル樹脂で被覆された粒子である複合粒子を含む、それぞれ緑色の水性顔料分散原液を得た。
尚、製造例3のポリハロゲン化亜鉛フタロシアニン顔料を用いて上記した様にして得た水性顔料分散原液3は、分散不良で沈殿が多く、後記するポリウレタン樹脂と(メタ)アクリル樹脂を併用した水性顔料分散体も、インクジェット記録用水性インクも調製はしなかった。
水性顔料分散原液1と、合成例2のポリウレタン樹脂水性分散液と、イオン交換水を用いて、質量換算で、顔料含有率10%及びポリウレタン樹脂不揮発分含有率2%の水性顔料分散体1を製造した。
水性顔料分散原液1と、合成例2のポリウレタン樹脂水性分散液と、イオン交換水を用いて、質量換算で、顔料含有率10%及びポリウレタン樹脂不揮発分含有率1%の水性顔料分散体2を製造した。
水性顔料分散原液2と、合成例2のポリウレタン樹脂水性分散液と、イオン交換水を用いて、質量換算で、顔料含有率10%及びポリウレタン樹脂不揮発分含有率2.5%の水性顔料分散体3を製造した。
合成例2のポリウレタン樹脂水性分散液を用いない以外は、実施例1と同様にして、質量換算で、顔料含有率10%の水性顔料分散体1’を製造した。
合成例2のポリウレタン樹脂水性分散液を用いない以外は、実施例3と同様にして、質量換算で、顔料含有率10%の水性顔料分散体2’を製造した。
1,2−ヘキサンジオール 5部
グリセリン 10部
サーフィノール465(エアプロダクツ・アンド・ケミカル社製) 1部
イオン交換水 44部
(粒径変化評価)
インクを70℃加熱状態で1週間保存試験後した後、貯蔵する前後のインクを用い、レーザードップラ式粒度分析計(マイクロトラックUPA1500型、リーズ&ノースロップ社製)で体積平均粒子径(MV)を測定した。
本発明における粒径変化は、インクの分散安定性の尺度であり、常温における保存前後に比べて、本発明で採用している70℃加熱状態で1週間保存の前後は、かなり厳しい条件である。
(色相評価)
貯蔵前のインクを市販のインクジェットプリンタ(EM−930C、セイコーエプソン(株)製)のカートリッジに充填した。メディアは写真用紙(GL−101、キヤノン(株)製)を用いて印字した。なお、Dutyは100%にて印字した。得られた印字物を分光光度計 (SPECTRA FLASH SF600 PLUS CT、米国data color international社製)を使用して色相(a*b*)の測色を行い、彩度C*(√(a*2+b*2)を求めた。
水性顔料分散体1に代えて同量の水性顔料分散体1’ (トータル樹脂不揮発分2.5%)を用いる以外は、実施例4と同様にして、インクジェット記録用水性インクを調製し、同様に粒径変化及び色相の各評価を行った。
水性顔料分散体1に代えて同量の水性顔料分散体2’ (トータル樹脂不揮発分2.5%)を用いる以外は、実施例4と同様にして、インクジェット記録用水性インクを調製し、同様に粒径変化及び色相の各評価を行った。
Claims (5)
- ポリハロゲン化金属フタロシアニン顔料と皮膜形成性樹脂とが水性媒体に分散したインクジェット記録用水性インク調製のための水性顔料分散体において、前記ポリハロゲン化金属フタロシアニン顔料として、X線回折法によるブラッグ角(2θ±0.2°)=17.0°において250以上のピーク回折強度を有し、かつ、同32.4°において420以上のピーク回折強度を有するポリハロゲン化亜鉛フタロシアニン顔料を用い、かつ、皮膜形成性樹脂として、ポリウレタン樹脂を用いることを特徴とするインクジェット記録用水性インク調製のための水性顔料分散体。
- ポリウレタン樹脂が、ポリエーテル系ポリウレタン樹脂である、請求項1記載のインクジェット記録用水性インク調製のための水性顔料分散体。
- 更に、(メタ)アクリル酸エステル樹脂を含有する、請求項1または2記載のインクジェット記録用水性インク調製のための水性顔料分散体。
- 請求項1〜3のいずれか一項に記載のインクジェット記録用水性インク調製のための水性顔料分散体と、質量換算で液媒体全体を100%とした際に多価アルコール40%未満と水60%以上とからなる液媒体から調製されたインクジェット記録用水性インク。
- 多価アルコールが、1,2−ヘキサンジオールまたは少なくとも1,2−ヘキサンジオールを含む2種以上の混合溶剤である請求項4記載のインクジェット記録用水性インク。
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