CN105658741A - Aqueous printing ink composition - Google Patents
Aqueous printing ink composition Download PDFInfo
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- CN105658741A CN105658741A CN201580002302.5A CN201580002302A CN105658741A CN 105658741 A CN105658741 A CN 105658741A CN 201580002302 A CN201580002302 A CN 201580002302A CN 105658741 A CN105658741 A CN 105658741A
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- water
- printing ink
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09D11/107—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds from unsaturated acids or derivatives thereof
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Provided is an aqueous printing ink composition, in which an ethylene-(acrylic acid) copolymer is used as a binder and a pigment can be dispersed satisfactorily without requiring the use of a dispersant such as a highly hydrophilic surfactant, and which does not undergo incompatibilization between raw materials, e.g., gelatinization of the raw materials. An aqueous printing ink composition characterized by comprising: a pigment; and a copolymer which is produced by copolymerizing an Alpha-methylstyrene monomer with monomer components including, as an essential component, an ester compound formed from an alcohol having 14 to 18 carbon atoms and an Alpha, Beta-unsaturated carboxylic acid.
Description
Technical field
The present invention relates to and a kind of there is the resistances to chemical reagents such as high alkali resistance and the water-based printing ink composition of printing adaptability, operability excellence.
Background technology
In the past, in the intaglio plate of flexible packing material used in the packaging towards food, daily necessities, flexographic printing, from the viewpoint of printing adaptability, solvent based ink liquid is main flow. But, in recent years from the viewpoint of save global environment from damage, in flexible packing material market, owing to environmental pressure can be caused to increase from the airborne release of the solvent vapour of solvent based ink liquid, therefore it is regarded as problem gradually. Therefore, significantly to cut down for the purpose of solvent usage quantity, advancing the Water-borne modification of ink liquid.
On the other hand, in the packaging towards the health product such as washing composition, soap, these product compositions etc. can contact with printed patterns, and be considered to water dispersible aqueous acrylic acid series emulsion that is comparatively good and that use as the tackiness agent etc. of printing ink liquid before this and there is no alkali resistance, can produce problem that printed pattern dissolved is damaged. Therefore, it is proposed have employed the manufacture method (such as patent documentation 1 and 2) of the water-based printing of the ethylene-acrylic copolymer that can obtain the good film of resistance to chemical reagents ink liquid, coordinate the ink composition (such as patent documentation 3) of special tensio-active agent (acetylenediol class) in identical resinous principle and pigment with specific ratio. But, in addition by the operation of pigment dispersion, use in operation that ink composition makes ink liquid, also can be different and produce the precipitation, floating etc. of gelation, solid part because of immiscible between raw material along with the kind of pigment. In addition, when utilizing tensio-active agent by pigment dispersion, to the worsened wettability of the low polarity plastic film substrate such as polyethylene, it becomes easily cause the printings such as print concentration reduction bad, there is the problem of infringement as the performance of printing ink liquid.
Prior art literature
Patent documentation
Patent documentation 1: Japanese Laid-Open Patent Publication 60-181178
Patent documentation 2: Japanese Unexamined Patent Publication 7-41719
Patent documentation 3: Japanese Unexamined Patent Publication 2011-144335
Summary of the invention
Invent problem to be solved
Thus, it is an object of the present invention to provide a kind of water-based printing ink composition, ethylene-acrylic acid copolymer is used by it as tackiness agent, just make the favorable dispersity of pigment without the need to dispersion agents such as the tensio-active agents that uses wetting ability strong, and can not produce between the raw materials such as gelation immiscible.
For solving the method for problem
The present inventor conducts in-depth research to solve described problem, found that, good containing pigment and the dispersion stabilization of the water-based printing ink composition of multipolymer that ��-methylstyrenemonomer and the monomer class copolymerization employing specific esters of unsaturated carboxylic acids are obtained, thus complete invention.
Namely, the present invention provides a kind of water-based printing ink composition, it is characterized in that, containing pigment and using ��-methylstyrenemonomer and the ester cpds containing the alcohol of carbonatoms 14��18 and ��, beta-unsaturated carboxylic acid as must the monomer class copolymerization of composition and the multipolymer that obtains.
In addition, the present invention provides a kind of water-based printing ink composition, and wherein, the containing ratio of described ��-methylstyrenemonomer is 5��25mol% of described multipolymer total amount, and the containing ratio of described ester cpds is 5��60mol%.
In addition, the present invention provides a kind of water-based printing ink composition, and wherein, the acid number of described multipolymer is 60��200mgKOH/g, and weight-average molecular weight (Mw) is 10,000��50,000.
In addition, the present invention also provides the water-based printing ink liquid employing described water-based printing ink composition.
Invention effect
The excellent dispersion of the water-based printing ink composition of the present invention, and employ the stability of water-based printing ink liquid, the resistance to chemical reagents excellence of ink liquid film of this water-based printing ink composition.
Embodiment
In the dispersion of the pigment used in the water-based printing ink composition of the present invention acrylic copolymer used be by alpha-methyl styrene and using the ester cpds of the alcohol of carbonatoms 14��18 and ��, beta-unsaturated carboxylic acid as must the polymerizable monomer class copolymerization of composition and obtain.
The water-based printing ink composition of the present invention is with the use of ��-methylstyrenemonomer, and make film formative become good, in addition, what not easily produce between the raw material such as gelation is immiscible, dispersion property improves further, it may also be useful to the disposal of the aqueous ink composition that this aqueous pigment dispersions makes improves.
In addition, the water-based printing ink composition of the present invention is using the ester cpds of the alcohol of carbonatoms 14��18 and ��, beta-unsaturated carboxylic acid as required composition.
The containing ratio of the ��-methylstyrenemonomer in described multipolymer used in water-based printing ink composition for the present invention, it is preferable that this containing ratio is the scope of more than 5mol%��below the 25mol% of multipolymer total amount. For the containing ratio of the ��-methylstyrenemonomer in described multipolymer used in water-based printing ink composition, if containing ratio is below the 5mol% of multipolymer total amount, then it is difficult to obtain resistance to chemical reagents and the intensity of ink liquid film, if be more than 25mol%, then pigment-dispersing reduces and produces gelation, pigment precipitation etc., and ink liquid stability reduces. In addition, with the use of described ��-methylstyrenemonomer, compared with styrene monomer, improve the dispersion of pigment further, employ the good fluidity of the water-based printing ink liquid of said composition, it may also be useful to the storage stability of the aqueous ink that this aqueous ink composition makes improves.
On the other hand, for the containing ratio of the ester cpds being made up of alcohol and ��, the beta-unsaturated carboxylic acid of described carbonatoms 14��18, if more than the 5mol% containing multipolymer total amount, then from the viewpoint of improve the preferred of pigment-dispersing, if being below the 60mol% of multipolymer total amount, then from the viewpoint of use the drying property of the skin film of this dispersion formation and the preferred of skin film toughness maintenance.
As described ester cpds, it is possible to enumerate methacrylic acid tetradecyl ester, methacrylic acid cetyl ester, methacrylic acid stearyl etc.
In addition, if the acid number of described multipolymer used in the present invention is set to more than 60mgKOH/g, then from the viewpoint of water dispersible good preferably, if being set to below 200mgKOH/g, then from the viewpoint of improve the preferred of water tolerance.
In addition, the weight-average molecular weight (Mw) of described multipolymer used in the water-based printing ink composition of the present invention is preferably the scope of 10,000��50,000. If Mw is less than 10,000, then the physical strength of ink liquid film is not enough, if being greater than 50,000, then the viscosity of described multipolymer obviously raises and pigment-dispersing and the operability such as the dispersion in water, the property disposed are reduced.
In addition, as by described multipolymer used in the water-based printing ink composition of the present invention and time volatile alkaline matter used, it is possible to enumerate ammoniacal liquor, triethylamine, diethylamine, mono aminoethane, Tributylamine, dimethylethanolamine, monoethanolamine, morpholine, N-methyl formalin (N-�� �� Le �� Le �� �� Application), 2-amino-2-methyl-1-propanol etc.
In addition, the water-based printing ink composition of the present invention can add with Ethyl acrylate, vinylformic acid ester in heptan, Octyl acrylate, vinylformic acid ester in the ninth of the ten Heavenly Stems, decyl acrylate, vinylformic acid undecyl ester, dodecylacrylate, ethyl acrylate, vinylformic acid-2-second ester, N-Hexyl methacrylate, methacrylic acid ester in heptan, Octyl methacrylate, nonyl methacrylate, decyl-octyl methacrylate, methacrylic acid undecyl ester, lauryl methacrylate, methacrylic acid-2-ethylhexyl, the unsaturated carboxylic ester compound of methacrylic acid-2-second ester etc. and the alcohol of carbonatoms less than 13, Hydroxyethyl Acrylate, methacrylic acid hydroxyl second ester is the monomer of representative.
In addition, can will be that resin, styrene-maleic acid system resin are as during the polymkeric substance of representative adds the water-based printing ink composition of the present invention to taking vibrin, urethane resin, chlorinated polypropylene, styrene-propene acid as required.
In the water-based printing ink composition of the present invention, it is also possible to use tinting material, the auxiliary agent that solvent is corresponding with other object.
As described tinting material, it is possible to use mineral dye used in general water-based printing ink composition, pigment dyestuff, filler pigment etc.
As described solvent, it is possible to be used alone water or use water and the organic solvent mixed with water. As organic solvent, such as, there is the ether class etc. such as the alcohol classes such as methyl alcohol, ethanol, Virahol, n-propyl alcohol or the polyalcohols such as propylene glycol, glycerol, propylene glycol monomethyl ether, dihydroxypropane single-ether, propylene glycol list positive propyl ether, ethyl carbitol.
In addition, as other auxiliary component, it is also possible to suitably use for giving the fatty acid amide classes such as wax class or oleylamide, stearylamide, erucicamide such as the alkane system wax of rub resistance, oilness etc., polyethylene-based wax, carnauba wax and for suppressing the silicon system of foaming when printing, non-silicon system defoamer and improve the various dispersion agents etc. of the wettability of pigment.
The water-based printing ink composition of the present invention uses the EigerMill (�� �� �� mono-�� Le) generally used in the manufacture of intaglio plate, flexographic printing ink liquid, sand mill, GammaMill (�� Application �� �� Le), pulverizer (�� �� �� �� �� mono-) etc. to manufacture.
And, the water-based printing ink composition of the present invention can be printed in plastic film, polyethylene coating paper etc. by general used mode of printing, i.e. intaglio printing, the flexographic printing etc. of oiliness printing ink liquid.
The viscosity (Cai grace cup No.3) of the black liquid using the water-based printing ink composition of the present invention and obtain is 13��25 seconds usually in intaglio printing purposes, it flexographic printing purposes is 22��30 seconds, but consider various printing adaptability and be generally 10��23 seconds, it is preferable to 14��20 seconds.
Embodiment
Below, it may also be useful to the present invention is specifically described by embodiment, comparative example. It should be noted that, " part " " % " in embodiment, as long as not particularly pointing out, is exactly weight basis.
Production Example 1
To, in the reaction vessel possessing stirrer, reflux cooler, temperature-control device and nitrogen ingress pipe, dropping into Virahol 900 parts and ethanol 900 parts, be warmed up to the temperature of 80 DEG C under the atmosphere of nitrogen. The mixture adding and comprising alpha-methyl styrene 100 parts, methacrylic acid cetyl ester (C16) 400 parts, methyl methacrylate 155 parts, ethyl propenoate 150 parts, methacrylic acid 195 parts, 2,2 '-azo two (2-methylbutyronitrile) 40 parts and Virahol 100 parts is dripped wherein with 4 hours.
Drip after adding end, continue at the same temperature to stir, after carrying out the reaction of 15 hours, cool to 60 DEG C, add the mixture comprising dimethylethanolamine 40 parts and 100 parts, water, be stirred to evenly. Then, add ion exchanged water 900 parts, after evenly stirring, utilize underpressure distillation, remove the major part of Virahol and ethanol. Add dimethanolamine, until the pH of this aqueous solution is 8.0, obtain that volatile component is 42%, acid number is 130mgKOH/g, weight-average molecular weight be 39,000, polymkeric substance proportion be the water-base resin of 0.929.
Production Example 2
Utilize the step identical with Production Example 1, dripped with 4 hours and add the mixture comprising alpha-methyl styrene 100 parts, methacrylic acid cetyl ester (C16) 200 parts, methacrylic acid tetradecyl ester (C14) 200 parts, methyl methacrylate 155 parts, ethyl propenoate 150 parts, methacrylic acid 195 parts, 2,2 '-azo two (2-methylbutyronitrile) 40 parts, Virahol 100 parts.
Drip after adding end, also continue to stir at the same temperature, carry out the reaction of 15 hours, then cool to 60 DEG C, add the mixture comprising dimethylethanolamine 40 parts and 100 parts, water, be stirred to evenly. Then, add ion exchanged water 900 parts, after evenly stirring, utilize underpressure distillation, remove the major part of Virahol and ethanol. Adding dimethanolamine to the pH of this aqueous solution is 8.0, and is stirred to evenly, obtain that nonvolatile component is 45%, acid number is 120mgKOH/g, weight-average molecular weight be 37,000, polymkeric substance proportion be the water-base resin of 0.928.
Production Example 3
Utilize the step identical with Production Example 1, dripped with 4 hours and add the mixture comprising alpha-methyl styrene 100 parts, methacrylic acid stearyl (C18) 400 parts, methyl methacrylate 155 parts, ethyl propenoate 150 parts, methacrylic acid 195 parts, 2,2 '-azo two (2-methylbutyronitrile) 40 parts, Virahol 100 parts.
Drip after adding end, also continue to stir at the same temperature, carry out the reaction of 15 hours, then cool to 60 DEG C, add the mixture comprising dimethylethanolamine 40 parts and 100 parts, water, be stirred to evenly. Then, add ion exchanged water 900 parts, after evenly stirring, utilize underpressure distillation, remove the major part of Virahol and ethanol. Adding dimethanolamine to the pH of this aqueous solution is 8.0, and is stirred to evenly, obtain that nonvolatile component is 42%, acid number is 125mgKOH/g, weight-average molecular weight be 42,000, polymkeric substance proportion be the water-base resin of 0.931.
Production Example 4
Utilize the step identical with Production Example 1, dripped with 4 hours and add the mixture comprising vinylbenzene 100 parts, methacrylic acid cetyl ester (C16) 400 parts, methyl methacrylate 155 parts, ethyl propenoate 150 parts, methacrylic acid 195 parts, 2,2 '-azo two (2-methylbutyronitrile) 40 parts, Virahol 100 parts.
Drip after adding end, also continue to stir at the same temperature, carry out the reaction of 15 hours, then cool to 60 DEG C, add the mixture comprising dimethylethanolamine 40 parts and 100 parts, water, be stirred to evenly. Then, add ion exchanged water 900 parts, after evenly stirring, utilize underpressure distillation, remove the major part of Virahol and ethanol. Adding dimethanolamine to the pH of this aqueous solution is 8.0, and is stirred to evenly, obtain that nonvolatile component is 44%, acid number is 115mgKOH/g, weight-average molecular weight be 39,000, polymkeric substance proportion be the water-base resin of 0.930.
Production Example 5
Utilize the step identical with Production Example 1, dripped with 4 hours and add the mixture comprising alpha-methyl styrene 100 parts, lauryl methacrylate (C12) 400 parts, methyl methacrylate 155 parts, ethyl propenoate 150 parts, methacrylic acid 195 parts, 2,2 '-azo two (2-methylbutyronitrile) 40 parts, Virahol 100 parts.
Drip after adding end, also continue to stir at the same temperature, carry out the reaction of 15 hours, then cool to 60 DEG C, add the mixture comprising dimethylethanolamine 40 parts and 100 parts, water, be stirred to evenly. Then, add ion exchanged water 900 parts, after evenly stirring, utilize underpressure distillation, remove the major part of Virahol and ethanol. Adding dimethanolamine to the pH of this aqueous solution is 8.0, and is stirred to evenly, obtain that nonvolatile component is 43%, acid number is 120mgKOH/g, weight-average molecular weight be 36,000, polymkeric substance proportion be the water-base resin of 0.926.
Embodiment 1
By Production Example 1 is made water-base resin 20 parts, 40 parts blue pigments FASTOGENBLUELDB30, Virahol 4 parts, the cooperation of 36 parts, water, after fully being uniformly mixed, mixing and obtain millbase (A) with sand mill. In this millbase (A) 26 parts, add �� �� Network �� Application-L70 part, polyethylene wax 3.8 parts, silicon system defoamer 0.2 part, then add aqueous diluent and be adjusted to viscosity and count 16 seconds with Cai grace cup No.3, obtain aqueous ink.
Embodiment 2
Hereinafter, equally to the water-base resin made in Production Example 2 20 parts, utilize identical with embodiment 1 coordinate and step carries out viscosity adjustment, obtain aqueous ink.
Embodiment 3
Hereinafter, equally to the water-base resin made in Production Example 3 20 parts, utilize identical with embodiment 1 coordinate and step carries out viscosity adjustment, obtain aqueous ink.
Comparative example 1
Hereinafter, equally to the water-base resin made in Production Example 4 20 parts, utilize and identical with embodiment 1 coordinate and attempted the adjustment of aqueous ink, but there occurs gelation, liquid out of ink cannot be prepared.
Comparative example 2
Hereinafter, equally to the water-base resin made in Production Example 5 20 parts, utilize and identical with embodiment 1 coordinate and attempted the adjustment of aqueous ink, but there occurs gelation, liquid out of ink cannot be prepared.
Claims (4)
1. a water-based printing ink composition, it is characterised in that,
Containing pigment and using ��-methylstyrenemonomer and the ester cpds containing the alcohol of carbonatoms 14��18 and ��, beta-unsaturated carboxylic acid as must the monomer class copolymerization of composition and the multipolymer that obtains.
2. water-based printing ink composition according to claim 1, wherein,
The containing ratio of ��-methylstyrenemonomer is 5��25mol% of multipolymer total amount, and the containing ratio of ester cpds is 5��60mol% of multipolymer total amount.
3. water-based printing ink composition according to claim 1 and 2, wherein,
The acid number of described multipolymer is 60��200mgKOH/g, and weight-average molecular weight represents as 10,000��50,000 taking Mw.
4. a water-based printing ink liquid, it uses the water-based printing ink composition according to any one of claims 1 to 3.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2014-114806 | 2014-06-03 | ||
| JP2014114806 | 2014-06-03 | ||
| JP2014120515 | 2014-06-11 | ||
| JP2014-120515 | 2014-06-11 | ||
| PCT/JP2015/065038 WO2015186561A1 (en) | 2014-06-03 | 2015-05-26 | Aqueous printing ink composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105658741A true CN105658741A (en) | 2016-06-08 |
| CN105658741B CN105658741B (en) | 2018-04-20 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201580002302.5A Active CN105658741B (en) | 2014-06-03 | 2015-05-26 | water-based printing ink composition |
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|---|---|
| JP (1) | JP5846467B1 (en) |
| CN (1) | CN105658741B (en) |
| WO (1) | WO2015186561A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6870412B2 (en) * | 2017-03-22 | 2021-05-12 | 東洋インキＳｃホールディングス株式会社 | Aqueous flexo ink composition for paper containers |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1435455A (en) * | 2002-01-30 | 2003-08-13 | 罗姆和哈斯公司 | Ink composition |
| JP2003238854A (en) * | 2002-02-15 | 2003-08-27 | Sakata Corp | Water-base pigment type ink composition for inkjet recording |
| JP2004035872A (en) * | 2002-07-04 | 2004-02-05 | Sakata Corp | Ink composition for water pigment type inkjet |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009119472A1 (en) * | 2008-03-28 | 2009-10-01 | Dic株式会社 | Lithographic printing ink |
| JP5746587B2 (en) * | 2011-08-09 | 2015-07-08 | サカタインクス株式会社 | Water based gravure printing ink composition for paper containers |
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2015
- 2015-05-26 CN CN201580002302.5A patent/CN105658741B/en active Active
- 2015-05-26 WO PCT/JP2015/065038 patent/WO2015186561A1/en active Application Filing
- 2015-05-26 JP JP2015542498A patent/JP5846467B1/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1435455A (en) * | 2002-01-30 | 2003-08-13 | 罗姆和哈斯公司 | Ink composition |
| JP2003238854A (en) * | 2002-02-15 | 2003-08-27 | Sakata Corp | Water-base pigment type ink composition for inkjet recording |
| JP2004035872A (en) * | 2002-07-04 | 2004-02-05 | Sakata Corp | Ink composition for water pigment type inkjet |
Also Published As
| Publication number | Publication date |
|---|---|
| JP5846467B1 (en) | 2016-01-20 |
| WO2015186561A1 (en) | 2015-12-10 |
| CN105658741B (en) | 2018-04-20 |
| JPWO2015186561A1 (en) | 2017-04-20 |
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