WO2011114691A1 - 顔料組成物 - Google Patents
顔料組成物 Download PDFInfo
- Publication number
- WO2011114691A1 WO2011114691A1 PCT/JP2011/001473 JP2011001473W WO2011114691A1 WO 2011114691 A1 WO2011114691 A1 WO 2011114691A1 JP 2011001473 W JP2011001473 W JP 2011001473W WO 2011114691 A1 WO2011114691 A1 WO 2011114691A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pigment
- methacrylate copolymer
- pigment composition
- acrylic acid
- yellow
- Prior art date
Links
- 239000000049 pigment Substances 0.000 title claims abstract description 55
- 239000000203 mixture Substances 0.000 title claims abstract description 27
- 229920003144 amino alkyl methacrylate copolymer Polymers 0.000 claims abstract description 18
- 229920001577 copolymer Polymers 0.000 claims abstract description 17
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 15
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 15
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical group [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 5
- 239000006185 dispersion Substances 0.000 abstract description 7
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
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- 238000002156 mixing Methods 0.000 description 6
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- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
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- 238000004220 aggregation Methods 0.000 description 4
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- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
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- 238000000034 method Methods 0.000 description 3
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- 239000004094 surface-active agent Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 1
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- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 235000012731 ponceau 4R Nutrition 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000004172 quinoline yellow Substances 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- WPPDXAHGCGPUPK-UHFFFAOYSA-N red 2 Chemical compound C1=CC=CC=C1C(C1=CC=CC=C11)=C(C=2C=3C4=CC=C5C6=CC=C7C8=C(C=9C=CC=CC=9)C9=CC=CC=C9C(C=9C=CC=CC=9)=C8C8=CC=C(C6=C87)C(C=35)=CC=2)C4=C1C1=CC=CC=C1 WPPDXAHGCGPUPK-UHFFFAOYSA-N 0.000 description 1
- AZJPTIGZZTZIDR-UHFFFAOYSA-L rose bengal Chemical compound [K+].[K+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 AZJPTIGZZTZIDR-UHFFFAOYSA-L 0.000 description 1
- LGZQSRCLLIPAEE-UHFFFAOYSA-M sodium 1-[(4-sulfonaphthalen-1-yl)diazenyl]naphthalen-2-olate Chemical compound [Na+].C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C(S([O-])(=O)=O)C2=C1 LGZQSRCLLIPAEE-UHFFFAOYSA-M 0.000 description 1
- WDAWIIXWJBEKSA-UHFFFAOYSA-N sodium 4-(5-methyl-3-oxo-4-phenyldiazenyl-1H-pyrazol-2-yl)benzenesulfonic acid Chemical compound CC1=C(C(=O)N(N1)C2=CC=C(C=C2)S(=O)(=O)O)N=NC3=CC=CC=C3.[Na+] WDAWIIXWJBEKSA-UHFFFAOYSA-N 0.000 description 1
- AZLXCBPKSXFMET-UHFFFAOYSA-M sodium 4-[(4-sulfophenyl)diazenyl]naphthalen-1-olate Chemical compound [Na+].C12=CC=CC=C2C(O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 AZLXCBPKSXFMET-UHFFFAOYSA-M 0.000 description 1
- JAOZKJMVYIWLKU-UHFFFAOYSA-N sodium 7-hydroxy-8-[(4-sulfonaphthalen-1-yl)diazenyl]naphthalene-1,3-disulfonic acid Chemical compound C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)O)N=NC3=C(C=CC4=CC(=CC(=C43)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] JAOZKJMVYIWLKU-UHFFFAOYSA-N 0.000 description 1
- LJFWQNJLLOFIJK-UHFFFAOYSA-N solvent violet 13 Chemical compound C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O LJFWQNJLLOFIJK-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 235000012751 sunset yellow FCF Nutrition 0.000 description 1
- 239000004173 sunset yellow FCF Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 229960000943 tartrazine Drugs 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
- C09B67/0085—Non common dispersing agents
- C09B67/009—Non common dispersing agents polymeric dispersing agent
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B63/00—Lakes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0004—Coated particulate pigments or dyes
- C09B67/0008—Coated particulate pigments or dyes with organic coatings
- C09B67/0013—Coated particulate pigments or dyes with organic coatings with polymeric coatings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
- C09B67/0066—Aqueous dispersions of pigments containing only dispersing agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D11/00—Inks
- C09D11/16—Writing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/322—Pigment inks
Definitions
- the present invention relates to a pigment composition containing an acrylic acid polymer.
- a pigment dispersion obtained by dispersing a pigment in a liquid medium is generally subjected to a dispersion treatment using a disperser by blending pigment, water, an organic solvent, a resin, and other additives.
- a pigment dispersion for producing a pigment ink for inkjet recording is prepared by dispersing a pigment in a liquid medium using a dispersant such as a water-soluble polymer compound or a surfactant.
- the prepared pigment ink is required to have high dispersibility (aggregation stability and sedimentation stability) in order to ensure storage stability, ejection stability, and the like.
- the aggregation stability and sedimentation stability of the pigment ink are mainly determined by the performance of the dispersant used.
- An object of the present invention is to provide an acrylic acid polymer-containing pigment composition that can be used for pharmaceuticals and the like and has excellent dispersibility.
- the present inventors have found that a pigment can be dispersed well by blending a polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer or an aminoalkyl methacrylate copolymer.
- the present invention has been reached. That is, the present invention (1) A pigment composition comprising a) a pigment, and b) a polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer or an aminoalkyl methacrylate copolymer. (2) The pigment composition according to (1), wherein the pigment is an aluminum lake.
- the acrylic acid polymer-containing pigment composition of the present invention is excellent in dispersibility.
- the polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer used as the pigment dispersant of the present invention is a synthetic polymer obtained by copolymerizing partially saponified polyvinyl alcohol with acrylic acid and methyl methacrylate.
- the aminoalkyl methacrylate copolymer used as the pigment dispersant of the present invention is a copolymer of ethyl acrylate and methyl methacrylate and trimethylammonium ethyl methacrylate (aminoalkyl methacrylate copolymer RS), or methyl methacrylate and butyl methacrylate.
- dimethylaminoethyl methacrylate copolymer (aminoalkyl methacrylate copolymer E).
- aminoalkyl methacrylate copolymer RS is preferably used.
- the content of the polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer is preferably 0.1 to 20 parts by weight, more preferably 0.1 to 10 parts by weight with respect to 1 part by weight of the pigment. From the viewpoint of dispersibility, it is preferably contained in an amount of 0.1 part by weight or more, but if it is contained too much, the viscosity increases. It is preferable to contain.
- the content of the aminoalkyl methacrylate copolymer is preferably 0.1 to 30 parts by weight, more preferably 0.1 to 15 parts by weight with respect to 1 part by weight of the pigment. From the viewpoint of dispersibility, it is preferable to contain 0.1 part by weight or more, but if it is contained too much, the viscosity increases. For example, it becomes a discharge failure when used as an ink-jet ink, so 15 parts by weight or less. It is preferable to contain.
- the polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer used as the pigment dispersant of the present invention uses, for example, POVACOAT (registered trademark) manufactured by Daido Kasei Kogyo Co., Ltd. and sold by Nisshin Kasei Co., Ltd. can do.
- Type F viscosity 5.5 mPa ⁇ s (5% aqueous solution, 25 ° C.), pH 4.5 to 5.5
- Type R viscosity 20 mPa ⁇ s (5% aqueous solution, 25 ° C.)
- Type L sesame viscosity 20 mPa ⁇ s (5% aqueous solution, 25 ° C.), pH 4.5 to 6.5), any of which can be used.
- aminoalkyl methacrylate copolymer RS examples include Eudragit (registered trademark) RL100, Eudragit (registered trademark) RLPO, Eudragit (registered trademark) RL30D, Eudragit (registered trademark) RS100, Eudragit (registered trademark) of Evonik Degussa Japan Co., Ltd. RSPO and Eudragit (registered trademark) RS30D can be used.
- aminoalkyl methacrylate copolymer E Eudragit (registered trademark) E100, Eudragit (registered trademark) EPO, etc. of Evonik Degussa Japan Co., Ltd. can also be used. it can.
- the Eudragit RL monomer composition is ethyl acrylate: methyl methacrylate: methacrylic acid trimethylammonium ethyl 1: 2: 0.2
- the Eudragit RS monomer composition is ethyl acrylate: methyl methacrylate: methacrylic.
- Trimethylammonium acid chloride is 1: 2: 0.1.
- the Eudragit E monomer composition is 1: 1: 2 methyl methacrylate: butyl methacrylate: dimethylaminoethyl methacrylate.
- the type of pigment used in the present invention is not particularly limited, but representative examples include inorganic types such as carbon black, medicinal charcoal, titanium dioxide, iron sesquioxide, yellow iron sesquioxide, black iron oxide, and calcium carbonate. Pigments.
- red 2 also known as Amaranth
- red 3 also known as erythrosine
- red 102 also known as New Coccine
- red 104 also known as Phloxine B
- Red No. 105 aka Rose Bengal
- Red No. 106 aka Acid Red
- Yellow No. 4 aka Tartrazine
- Green No. 203 (aka Quinoline Yellow WS), Green No. 201 (Alizarine Cyanine Green F), Green No. 204 (aka Pyranine Conc), Green 205 No. (aka Light Green SF Yellowish), Blue No. 205 (Alphazurin FG), Brown No. 201 (Also Resorcin Brown), Red No. 401 (aka Violamine R) (Violumine R)), Red No. 502 (aka Ponceau 3R), Red No.
- Red 503 (aka Ponceau R) R)), Red 504 (also known as Ponceau SX), Red 506 (also known as Fast Red S), Daidai 402 (also known as Orange I), Yellow 402 (also known as Polar Yellow 5G (Polar Yellow 5G), Yellow 403 (1) (also known as Naphthol Yellow S), Yellow 406 (also known as Metanil Yellow), Yellow 407 (also known as Fast) Light Yellow 3G (Fast Light Yellow 3G)), Green No. 402 (also known as Guinea Green B), Purple No. 401 (also known as Alizurol Purple), Black 401 Aluminum lake, etc. (aka Naphthol Blue Black (Naphthol Blue Black)), it includes a dye that can be used in pharmaceuticals, etc.. These pigments are preferably blended in the range of 0.1 to 20% by weight with respect to the pigment composition of the present invention.
- the acrylic acid polymer-containing pigment composition of the present invention can be used as an ink or a paint. Moreover, since the pigment composition of the present invention is excellent in dispersibility of the pigment and stable against aggregation and sedimentation, it can be suitably used particularly as an inkjet ink. In the present invention, since polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer or polymethacrylate resin aminoalkyl methacrylate copolymer is used as a dispersant, it is possible to orally by using an orally available pigment. Pigment composition. That is, for example, it can be used as a printing ink for tablets such as pharmaceuticals.
- the acrylic acid polymer-containing pigment composition of the present invention is obtained by adding a polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer or aminoalkyl methacrylate copolymer to a liquid medium in advance and then adding a pigment, or After mixing the pigment, add polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer or aminoalkyl methacrylate copolymer and use a disperser such as high pressure homogenizer, ball mill, sand mill, sand grinder and bead mill to Is prepared by dispersing.
- a disperser such as high pressure homogenizer, ball mill, sand mill, sand grinder and bead mill to Is prepared by dispersing.
- the liquid medium is preferably water or a mixed solvent of water and a water-soluble organic solvent.
- the water-soluble organic solvent include alcohols such as methyl alcohol, ethyl alcohol, n-butyl alcohol, isobutyl alcohol, tert-butyl alcohol, n-propyl alcohol, and impropyl alcohol; amides such as dimethylformamide and dimethylacetamide Ketones such as acetone and methyl ethyl ketone; ethers such as tetrahydrofuran, dioxane, ethylene glycol methyl ether, ethylene glycol ethyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, triethylene glycol monomethyl ether, and triethylene glycol monoethyl ether; ethylene glycol , Propylene glycol, butylene glycol, diethylene glycol, Polyhydric alcohols such as ethylene glycol, 1,2,6-hexanetriol, thiodig
- the acrylic acid polymer-containing pigment composition of the present invention contains a water-soluble resin, an organic amine, a surfactant, a pH adjuster, a chelating agent, an antiseptic, a viscosity adjuster, an antifoaming agent, and the like. Can be added.
- the dispersion was pulverized using a stirrer and zirconia beads.
- the beads and the sample at the time of mixing and pulverization were 1: 1 in volume ratio, and the pulverization process was two-stage pulverization, coarse pulverization and fine pulverization.
- the pulverization process was performed at room temperature (about 25 ° C.).
- Examples 2 to 5 and Comparative Examples 1 to 14 Comparative Example 1 with no dispersant added in the same manner as in Example 1, Examples 2 to 5 in which the dispersant was changed from polyvinyl alcohol / acrylic acid / methyl methacrylate copolymer to aminoalkyl methacrylate copolymer, dispersant Comparative Examples 6 to 14 were produced by changing the materials to other materials.
- the compositions of Examples 1 to 5 and Comparative Examples 1 to 14 are shown in Tables 1 and 2.
- the parentheses in the component name column in Table 1 indicate the product name of the acrylic acid polymer used.
- the aminoalkyl methacrylate copolymer RS content in Eudragit RL30D and Eudragit RS30D, the ethyl acrylate / methacrylic acid methyl acid copolymer content in Eudragit NE30D, and the methacrylic acid copolymer LD content in Eudragit L30D-55 are all 30% by weight.
- the unit of the blending amount of each component in the table is “g”.
- the acrylic acid polymer-containing pigment composition of the present invention has good dispersibility, it can be suitably used as a normal ink for writing instruments such as ballpoint pens and paints, particularly as a pigment ink for inkjet recording.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Dispersion Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Medicinal Preparation (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
Description
すなわち、本発明は、
(1)a)顔料、及びb)ポリビニルアルコール・アクリル酸・メタクリル酸メチル共重合体またはアミノアルキルメタクリレートコポリマー、を含有することを特徴とする顔料組成物
である。
(2)顔料が、アルミニウムレーキである(1)に記載の顔料組成物。
(3)b)の成分が、a)の成分1重量部に対して0.1重量部以上含有される、(1)または(2)に記載の顔料組成物。
(4)(1)から(3)のいずれかに記載の顔料組成物を含む医薬品印刷用インク。
である。
青色2号アルミニウムレーキ5g、ポリビニルアルコール・アクリル酸・メタクリル酸メチル共重合体2g、グリセリン20g、精製水73gを攪拌混合して、分散液を得た。
分散液に対して、攪拌機とジルコニアビーズを用いた粉砕処理を行った。混合粉砕時のビーズと試料は、容積比で1:1とし、粉砕処理は、粗粉砕と微粉砕の2段階粉砕とした。なお、粉砕処理は、室温下(約25℃)で実施した。
実施例1と同様の方法で、分散剤を配合しない比較例1、分散剤をポリビニルアルコール・アクリル酸・メタクリル酸メチル共重合体からアミノアルキルメタクリレートコポリマーへと変更した実施例2~5、分散剤をそれ以外の物質へ変更した比較例6~14を製造した。実施例1~5、及び比較例1~14の組成を表1及び2に示した。表1中の成分名欄におけるカッコ内は、使用したアクリル酸系ポリマーの商品名を示す。なお、オイドラギットRL30DおよびオイドラギットRS30D中のアミノアルキルメタクリレートコポリマーRS含有量、オイドラギットNE30D中のアクリル酸エチル・メタクリル酸メチル酸コポリマー含有量、及びオイドラギットL30D-55中のメタクリル酸コポリマーLD含有量は、いずれも30重量%である。表中の各成分の配合量の単位は「g」である。
Claims (4)
- a)顔料、及びb)ポリビニルアルコール・アクリル酸・メタクリル酸メチル共重合体またはアミノアルキルメタクリレートコポリマー、を含有する顔料組成物。
- 顔料が、アルミニウムレーキである請求項1に記載の顔料組成物。
- b)の成分が、a)の成分1重量部に対して0.1重量部以上含有される、請求項1または2に記載の顔料組成物。
- 請求項1から3のいずれか一項に記載の顔料組成物を含む医薬品印刷用インク。
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2012505499A JPWO2011114691A1 (ja) | 2010-03-15 | 2011-03-14 | 顔料組成物 |
EP11755882.5A EP2548928A4 (en) | 2010-03-15 | 2011-03-14 | PIGMENT COMPOSITION |
KR1020127026707A KR20130048725A (ko) | 2010-03-15 | 2011-03-14 | 안료 조성물 |
US13/634,743 US20130005874A1 (en) | 2010-03-15 | 2011-03-14 | Pigment composition |
CN2011800140726A CN103097466A (zh) | 2010-03-15 | 2011-03-14 | 颜料组合物 |
SG2012068482A SG184086A1 (en) | 2010-03-15 | 2011-03-14 | Pigment composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2010058045 | 2010-03-15 | ||
JP2010-058045 | 2010-03-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2011114691A1 true WO2011114691A1 (ja) | 2011-09-22 |
Family
ID=44648803
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2011/001473 WO2011114691A1 (ja) | 2010-03-15 | 2011-03-14 | 顔料組成物 |
Country Status (7)
Country | Link |
---|---|
US (1) | US20130005874A1 (ja) |
EP (1) | EP2548928A4 (ja) |
JP (1) | JPWO2011114691A1 (ja) |
KR (1) | KR20130048725A (ja) |
CN (1) | CN103097466A (ja) |
SG (1) | SG184086A1 (ja) |
WO (1) | WO2011114691A1 (ja) |
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JP2015140414A (ja) * | 2014-01-30 | 2015-08-03 | 大原薬品工業株式会社 | 医薬品錠剤印刷用のインク組成物 |
WO2017057608A1 (ja) * | 2015-09-30 | 2017-04-06 | 富士フイルム株式会社 | インクジェット記録用酸化鉄分散物及びその製造方法、並びにインクジェット記録方法 |
WO2018061848A1 (ja) * | 2016-09-30 | 2018-04-05 | 富士フイルム株式会社 | 分散物の製造方法、インクジェット記録用顔料分散物及びその製造方法、並びに、インクジェット用インク組成物及びその製造方法 |
WO2019142899A1 (ja) * | 2018-01-19 | 2019-07-25 | 株式会社Screenホールディングス | 顔料組成物、インクジェット用水性インク組成物及び固体製剤 |
JP2019127589A (ja) * | 2018-01-19 | 2019-08-01 | 株式会社Screenホールディングス | 顔料組成物、インクジェット用水性インク組成物及び固体製剤 |
JP2021028306A (ja) * | 2019-08-09 | 2021-02-25 | 株式会社Screenホールディングス | 固体製剤及び固体製剤への印刷方法 |
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KR102050444B1 (ko) | 2013-04-30 | 2019-11-29 | 엘지디스플레이 주식회사 | 터치 입력 시스템 및 이를 이용한 터치 검출 방법 |
CN116887866A (zh) | 2020-12-03 | 2023-10-13 | 巴特尔纪念研究院 | 聚合物纳米颗粒和dna纳米结构组合物及用于非病毒递送的方法 |
WO2022216977A1 (en) | 2021-04-07 | 2022-10-13 | Batelle Memorial Institute | Rapid design, build, test, and learn technologies for identifying and using non-viral carriers |
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JPWO2018061848A1 (ja) * | 2016-09-30 | 2019-03-28 | 富士フイルム株式会社 | 分散物の製造方法、インクジェット記録用顔料分散物及びその製造方法、並びに、インクジェット用インク組成物及びその製造方法 |
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JP2019127589A (ja) * | 2018-01-19 | 2019-08-01 | 株式会社Screenホールディングス | 顔料組成物、インクジェット用水性インク組成物及び固体製剤 |
JP7362252B2 (ja) | 2018-01-19 | 2023-10-17 | 株式会社Screenホールディングス | 顔料組成物、インクジェット用水性インク組成物及び固体製剤 |
JP2021028306A (ja) * | 2019-08-09 | 2021-02-25 | 株式会社Screenホールディングス | 固体製剤及び固体製剤への印刷方法 |
JP7361530B2 (ja) | 2019-08-09 | 2023-10-16 | 株式会社Screenホールディングス | 固体製剤及び固体製剤への印刷方法 |
Also Published As
Publication number | Publication date |
---|---|
EP2548928A4 (en) | 2013-09-18 |
CN103097466A (zh) | 2013-05-08 |
KR20130048725A (ko) | 2013-05-10 |
JPWO2011114691A1 (ja) | 2013-06-27 |
SG184086A1 (en) | 2012-10-30 |
US20130005874A1 (en) | 2013-01-03 |
EP2548928A1 (en) | 2013-01-23 |
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