CN113372561A - Dispersing agent, preparation method thereof and application of dispersing agent in UV ink-jet color paste - Google Patents
Dispersing agent, preparation method thereof and application of dispersing agent in UV ink-jet color paste Download PDFInfo
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- CN113372561A CN113372561A CN202110542081.8A CN202110542081A CN113372561A CN 113372561 A CN113372561 A CN 113372561A CN 202110542081 A CN202110542081 A CN 202110542081A CN 113372561 A CN113372561 A CN 113372561A
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- monomer
- dispersing agent
- dispersant
- color paste
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- 239000002270 dispersing agent Substances 0.000 title claims abstract description 98
- 238000002360 preparation method Methods 0.000 title claims abstract description 25
- 239000000178 monomer Substances 0.000 claims abstract description 72
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 35
- 150000001412 amines Chemical group 0.000 claims abstract description 25
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 23
- 229920000570 polyether Polymers 0.000 claims abstract description 23
- 238000004873 anchoring Methods 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 239000007788 liquid Substances 0.000 claims description 39
- 239000000049 pigment Substances 0.000 claims description 38
- 239000002904 solvent Substances 0.000 claims description 23
- 238000002156 mixing Methods 0.000 claims description 21
- 238000003756 stirring Methods 0.000 claims description 17
- 238000000227 grinding Methods 0.000 claims description 16
- 238000010438 heat treatment Methods 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 12
- 239000004593 Epoxy Substances 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 5
- 239000011261 inert gas Substances 0.000 claims description 5
- 239000003999 initiator Substances 0.000 claims description 5
- 125000004185 ester group Chemical group 0.000 claims description 2
- 239000000706 filtrate Substances 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 abstract description 24
- 239000012860 organic pigment Substances 0.000 abstract description 22
- 238000004062 sedimentation Methods 0.000 abstract description 11
- 238000007639 printing Methods 0.000 abstract description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 6
- 125000003700 epoxy group Chemical group 0.000 abstract description 6
- 238000007151 ring opening polymerisation reaction Methods 0.000 abstract description 3
- 239000000243 solution Substances 0.000 description 34
- 238000006243 chemical reaction Methods 0.000 description 29
- 239000002245 particle Substances 0.000 description 25
- 239000000976 ink Substances 0.000 description 20
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 238000012360 testing method Methods 0.000 description 11
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 10
- 239000002518 antifoaming agent Substances 0.000 description 10
- CLHPBURJMZXHFZ-UHFFFAOYSA-N (1,2,2-trimethylcyclohexyl) prop-2-enoate Chemical compound CC1(C)CCCCC1(C)OC(=O)C=C CLHPBURJMZXHFZ-UHFFFAOYSA-N 0.000 description 9
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 239000000084 colloidal system Substances 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical group CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000004576 sand Substances 0.000 description 6
- 230000032683 aging Effects 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 230000007613 environmental effect Effects 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 4
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 4
- 238000007641 inkjet printing Methods 0.000 description 4
- -1 polypropylene Polymers 0.000 description 4
- 238000013112 stability test Methods 0.000 description 4
- WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical class CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 description 3
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 230000002776 aggregation Effects 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- CXKZIYUKNUMIBO-UHFFFAOYSA-N 1-phenylethyl prop-2-enoate Chemical compound C=CC(=O)OC(C)C1=CC=CC=C1 CXKZIYUKNUMIBO-UHFFFAOYSA-N 0.000 description 2
- MTLWTRLYHAQCAM-UHFFFAOYSA-N 2-[(1-cyano-2-methylpropyl)diazenyl]-3-methylbutanenitrile Chemical compound CC(C)C(C#N)N=NC(C#N)C(C)C MTLWTRLYHAQCAM-UHFFFAOYSA-N 0.000 description 2
- CEXQWAAGPPNOQF-UHFFFAOYSA-N 2-phenoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC1=CC=CC=C1 CEXQWAAGPPNOQF-UHFFFAOYSA-N 0.000 description 2
- BJSKBZUMYQBSOQ-UHFFFAOYSA-N Jeffamine M-600 Chemical compound COCCOCC(C)OCC(C)OCC(C)OCC(C)OCC(C)OCC(C)OCC(C)OCC(C)OCC(C)N BJSKBZUMYQBSOQ-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000001055 blue pigment Substances 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000056 polyoxyethylene ether Polymers 0.000 description 2
- 229940051841 polyoxyethylene ether Drugs 0.000 description 2
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 230000036632 reaction speed Effects 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- 239000001052 yellow pigment Substances 0.000 description 2
- NJVOHKFLBKQLIZ-UHFFFAOYSA-N (2-ethenylphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1C=C NJVOHKFLBKQLIZ-UHFFFAOYSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- CPPDFKVVKLWZHE-UHFFFAOYSA-N 2-methylprop-2-enoic acid;phenoxybenzene Chemical compound CC(=C)C(O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 CPPDFKVVKLWZHE-UHFFFAOYSA-N 0.000 description 1
- UVRCNEIYXSRHNT-UHFFFAOYSA-N 3-ethylpent-2-enamide Chemical compound CCC(CC)=CC(N)=O UVRCNEIYXSRHNT-UHFFFAOYSA-N 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- FMKCDSXOYLTWBR-UHFFFAOYSA-N Tetrahydrofurfuryl propionate Chemical compound CCC(=O)OCC1CCCO1 FMKCDSXOYLTWBR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 1
- LCDOENXNMQXGFS-UHFFFAOYSA-N phenoxybenzene;prop-2-enoic acid Chemical compound OC(=O)C=C.C=1C=CC=CC=1OC1=CC=CC=C1 LCDOENXNMQXGFS-UHFFFAOYSA-N 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000013441 quality evaluation Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/024—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G
- C08G81/025—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G containing polyether sequences
-
- 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
-
- 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
- C09D11/324—Inkjet printing inks characterised by colouring agents containing carbon black
- C09D11/326—Inkjet printing inks characterised by colouring agents containing carbon black characterised by the pigment dispersant
-
- 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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/003—Pigment pastes, e.g. for mixing in paints containing an organic pigment
-
- 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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
- C09D17/005—Carbon black
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention belongs to the field of dispersing agents, and discloses a dispersing agent, a preparation method thereof and application of the dispersing agent in UV ink-jet color paste. The dispersant comprises an anchoring group and a polyether amine structure; the anchoring group includes aromatic groups and amine-based structures. According to the invention, through a two-stage polymerization mode, firstly, an acrylate main chain containing an anchoring group and an epoxy group is obtained through monomer polymerization, and then, a polyether amine molecular monomer and the epoxy group in the acrylate main chain are selected to carry out ring-opening polymerization, so that the comb-structured dispersing agent is finally obtained. The dispersing agent can improve the dispersion stability of color paste or ink, effectively inhibit the sedimentation of organic pigment, prevent the blockage of a printing nozzle and improve the smoothness and the vividness of printing.
Description
Technical Field
The invention belongs to the field of dispersing agents, and particularly relates to a dispersing agent, a preparation method thereof and application thereof in UV ink-jet color paste.
Background
Organic pigment pastes are used in a wide variety of applications, such as in paints, inks, inkjet inks, and the like. But always has the problems of unstable color paste and easy delamination or flooding. The reason is that the organic pigment is not easy to be stably dispersed in the solvent, and the organic pigment is easy to precipitate and aggregate to cause sedimentation. The common organic pigments are mostly polycyclic or arylmethanes such as azo, phthalocyanine, anthraquinone, indigo, quinacridone, and dioxazine. These organic pigments generally have lipophilic benzene rings or heterocyclic structures. It is known from the law of thermodynamics that a substance spontaneously tends towards the lowest energy. Therefore, the organic pigment spontaneously aggregates into large particles to reduce its surface energy. The smaller the particle size, the larger the specific surface area, the stronger the intermolecular attraction, the more easily to agglomerate, and thus the more difficult to disperse. In order to avoid agglomeration of the organic pigment in the solution, a dispersant is often added as a bridge between the organic pigment and the solvent, so that the organic pigment can be stably dispersed in the solvent. The dispersing principle of the dispersing agent is that the organophilic pigment of the anchoring group in the dispersing agent is adsorbed to the surface of the organic pigment, and then the solvatable group is used to extend the electrostatic repulsion or steric hindrance to the color paste or the ink solution phase to inhibit the attraction between the organic pigment particles. In the paint and ink industry, a large amount of high-viscosity resin is used as a grinding carrier for dispersing organic pigments so that the organic pigments are not easy to settle. However, the function of the inkjet head is limited, and high-viscosity resin cannot be used, which is not the case, and the blocking of the inkjet head is easily caused during printing. Therefore, the color paste used in the ink-jet ink is generally a resin-free grinding carrier, and cannot be dispersed by utilizing the viscosity of the resin. Therefore, the existing dispersing agent still cannot solve the problem of aggregation and sedimentation of the organic pigment well.
Therefore, there is a need for a suitable dispersant for dispersing an organic pigment so that the organic pigment has good stability in ink and thus can be applied in inkjet printing so that the printing process is smooth.
Disclosure of Invention
The present invention is directed to solving at least one of the problems of the prior art described above. Therefore, the invention provides a dispersing agent, a preparation method thereof and application of the dispersing agent in UV ink-jet color paste.
The invention conception of the invention is as follows: according to the invention, through a two-stage polymerization mode, firstly, an acrylate main chain containing an anchoring group and an epoxy group is obtained through monomer polymerization, and then, a polyether amine molecular monomer is selected to carry out ring-opening polymerization with the epoxy group in the acrylate main chain, so that the dispersant with a comb-shaped structure is finally obtained. The polyether amine molecular monomer is composed of polyoxyethylene ether and polyoxypropylene ether in different proportions in a random or embedding structure, has different hydrophilicity and Hydrophobicity Levels (HLB), and can promote the polyether amine molecular monomer to completely extend in the color paste to form effective steric hindrance, so that the dispersion stability of the color paste or ink is improved, the organic pigment sedimentation is effectively inhibited, the blockage of a printing nozzle is prevented, and the printing smoothness and vividness are improved. The color paste is placed for a long time in an aging test environment, and the stability of the color paste, such as dispersibility, ink viscosity, particle size, surface tension and the like, is good.
In addition, the invention adopts a two-stage polymerization mode, thereby improving the problem of poor polymerization degree caused by slow reaction speed of polyether amine molecular monomers. The main chain of the dispersant adopts low molecular monomers for the first-stage polymerization, the polymerization degree distribution can be effectively improved, and the main chain of the dispersant with the molecular weight in single-peak narrow distribution can be obtained by GPC (gel permeation chromatography) detection. And grafting the polyether amine molecular monomer to the main chain of the dispersant through second-stage polymerization to form the comb-shaped dispersant with narrow molecular weight distribution. Compared with the dispersant which is obtained by directly using polyether amine molecular monomer polymerization and has multi-peak molecular weight and wide distribution, the dispersant has the advantage of remarkably improving the stability.
In a first aspect of the invention, a dispersant is provided.
Specifically, the dispersant comprises an anchoring group and a polyether amine structure;
the anchoring group includes aromatic groups and amine-based structures.
The anchoring group stably adsorbs the surface of the organic pigment.
The polyether amine structure belongs to a solvatable group, and can extend the steric hindrance obstacle of a polyether chain segment to a color paste or ink solution phase, inhibit the attraction among organic pigment particles and further improve the dispersion stability of the organic pigment in the color paste or ink.
Preferably, the aromatic group has the structure of
Wherein R is H or CH3X is an ester group; y is CH2Or C2H4When a is 1 and b is 1; y is C2H4When O, a is 1 and b is a positive integer between 1 and 4; (ii) a When b is 0, a is 0 or 1.
Preferably, the amine group structure is
Wherein R is1And R2Is H or CH3(ii) a e is 0 or 1.
Preferably, the polyetheramine has the structure
Wherein the sum of n and m ranges from 10 to 100, n is 0 or a positive integer, and m is a positive integer.
Preferably, the sum of n and m ranges from 15 to 62.
Preferably, n/m is 0 to 1; more preferably, n/m is 0 to 0.9; more preferably, n/m is 0 to 0.8. The value of n/m influences the hydrophile-lipophile balance (HLB) of a polyether amine structure in the dispersant, and the dispersant is preferably applied to UV ink jet, wherein the HLB is less than or equal to 12, and more preferably, the HLB is less than or equal to 10. Suitable HLB values help to improve the dispersion stability of UV inkjet inks.
The dispersant is a dispersant with a comb-shaped structure.
In a second aspect, the present invention provides a method of preparing a dispersant.
Specifically, the preparation method of the dispersing agent comprises the following steps:
(1) mixing an anchoring monomer and an epoxy monomer to obtain a premixed solution A;
(2) mixing and stirring the initiator and the solvent until the initiator and the solvent are dissolved to obtain a premixed solution B;
(3) under the protection of inert gas, mixing and heating the premixed liquid A and the premixed liquid B, and carrying out primary polymerization reaction to obtain a main chain prepolymer solution;
(4) removing the solvent from the main chain prepolymer solution to obtain a main chain prepolymer;
(5) heating and dissolving the polyether amine molecular monomer, slowly adding the main chain prepolymer, stirring and mixing, and carrying out a second polymerization reaction to obtain the dispersing agent.
Preferably, in step (1), the anchoring monomer includes an aromatic group-containing monomer and an amine group structure-containing monomer.
Preferably, the aromatic group-containing monomer is at least one selected from styrene, phenoxyethyl acrylate, phenoxyethyl methacrylate, polyethyleneglycol phenyl ether acrylate, polyethyleneglycol phenyl ether methacrylate, styrene acrylate, phenyl methacrylate, phenyl acrylate, benzyl acrylate or benzyl methacrylate.
Preferably, the monomer containing an amine group structure is at least one selected from dimethylaminoethyl methacrylate, dimethylacrylamide or diethylacrylamide.
Preferably, the epoxy monomer is glycidyl methacrylate.
Preferably, in the step (1), the mass ratio of the anchoring monomer to the epoxy monomer is (200-): (40-90); further preferably, the mass ratio of the anchoring monomer to the epoxy monomer is (235-528): (46-87); in the present invention, the addition amount of the monomer ratio is preferably controlled within the above range, and the monomer can be sufficiently polymerized to obtain a dispersant structure having an optimized anchor group.
Preferably, in the step (2), the initiator is at least one selected from azobisisoheptonitrile (Vazo52), azobisisobutyronitrile (Vazo64), azobisisovaleronitrile (Vazo67) and azobiscyanovaleric acid (Vazo 68).
Preferably, in the step (2), the solvent is at least one selected from acetone, ethanol, isopropanol, ethyl acetate, butanone and tetrahydrofuran.
Preferably, in step (3), the inert gas is selected from nitrogen or a passive gas.
Preferably, in the step (3), the first polymerization reaction is carried out by the following specific processes: under the protection of inert gas, heating the solvent to 55-95 ℃, then adding the premix liquid A and the premix liquid B, wherein the adding rate of the premix liquid A is 0.8-5.5 g/min, the adding rate of the premix liquid B is 0.5-1.5 g/min, and reacting for 0.5-7 hours. Further preferably, the solvent is heated to 60-90 ℃, and then the premix A and the premix B are added to react for 1-3 hours.
Preferably, the addition rate of the premix A is 0.8-5.5 g/min; further preferably, the premix A is added at a rate of 1.0 to 5.0 g/min.
Preferably, the adding rate of the premix B is 0.5-1.5 g/min; further preferably, the premix B is added at a rate of 0.5 to 1 g/min.
Preferably, the premix a and the premix B are added simultaneously.
The addition rates of the premixed liquid A and the premixed liquid B are controlled, the concentrations of the monomers and the initiator can be regulated, and the main chain of the dispersant with narrow molecular weight distribution and controllable molecular weight is obtained.
Preferably, in the step (3), the temperature of the first polymerization reaction is 55-95 ℃; further preferably, the temperature of the first polymerization reaction is 60 to 90 ℃.
Preferably, in the step (3), the time of the first polymerization reaction is 0.5 to 7; further preferably, the time of the first polymerization reaction is 1 to 3 hours; more preferably 1-2 hours.
In the step (3), the time of the first polymerization reaction is timed according to the completion of the addition of the premix liquid A and the premix liquid B; the invention preferably determines the reaction end time by detecting the total residual quantity of the reaction monomers in the system in the reaction process, and particularly stops heating when the total residual quantity of the reaction monomers in the system is lower than 3 wt% to complete the first polymerization reaction.
Preferably, in step (5), the molecular formula of the polyetheramine molecular monomer is CH3(OC2H4)n(OCH2CH(CH3))mNH2Wherein the sum of n and m ranges from 10 to 100, n is 0 or a positive integer, and m is a positive integer; further preferably, n/m is 0 to 1; more preferably, n/m is 0 to 0.9; more preferably, n/m is 0 to 0.8.
Preferably, in the step (5), the temperature of the second polymerization reaction is 50-115 ℃; further preferably, the temperature of the second polymerization reaction is 60-110 ℃; more preferably 70-100 deg.c.
Preferably, in the step (5), the time of the second polymerization reaction is 1.5-5; further preferably, the time of the second polymerization reaction is 2 to 5 hours; more preferably 3-4 hours. The invention preferably carries out polymerization reaction under the conditions, can effectively control the polymerization reaction speed of the monomers, is beneficial to generating the dispersant with good dispersity, molecular structure and narrow molecular weight distribution, and further obtains the dispersant with stable performance and better dispersion efficiency; meanwhile, the polymerization reaction can be more complete, which is beneficial to reducing the residual quantity of the monomer.
Preferably, the mass ratio of the epoxy monomer to the polyether amine molecular monomer is (40-90): (300-1000); further preferably, the mass ratio of the epoxy monomer to the polyether amine molecular monomer is (46-87): (347-; in the present invention, the amount of the monomer to be added is preferably controlled within the above range, and the monomer can be sufficiently polymerized to obtain a dispersant structure optimized for the solvatable group.
Preferably, the mass ratio of the total mass of the anchoring monomer and the epoxy monomer to the solvent is (20-70): (30-80); further preferred mass ratios are (25-70): (30-75); more preferred mass ratios are (30-60): (40-70). The invention controls the adding amount of the solvent within the range, can fully dissolve the monomer, is beneficial to the smooth proceeding of the polymerization reaction, and obtains the main chain of the dispersant with controlled molecular weight and distribution.
A third aspect of the invention provides a mill base.
Specifically, the color paste comprises the following components: the invention relates to a dispersing agent, a UV monomer and a pigment.
Preferably, the UV monomer is selected from at least one of tetrahydrofurfuryl propionate, trimethylcyclohexyl acrylate, phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, hexanediol diacrylate, or neopentyl glycol diacrylate.
Preferably, the pigment is selected from at least one of a blue pigment, a yellow pigment, a red pigment or a black pigment.
Further preferably, the blue pigment is selected from at least one of PB15:1, PB15:2, PB15:3 or PB15: 4.
Further preferably, the yellow pigment is at least one selected from the group consisting of PY12, PY13, PY74, PY150, PY151, PY155, PY180, PY183, PY185 and PY 194.
Further preferably, the red pigment is selected from at least one of PV19, PR122, PR146, PR254 or PR 269.
Further preferably, the black pigment is carbon black.
Preferably, the color paste further comprises an auxiliary agent.
Further preferably, the auxiliary agent comprises an antifoaming agent.
Preferably, the color paste comprises the following components in parts by weight: 5-25 parts of dispersing agent, 25-90 parts of UV monomer and 10-50 parts of pigment.
Preferably, the content of the dispersant is 5 to 20 parts, more preferably 8 to 20 parts, and still more preferably 8 to 15 parts.
Preferably, the content of the UV monomer is 30 to 85 parts, more preferably 40 to 80 parts, and still more preferably 50 to 70 parts.
Preferably, the pigment is present in an amount of 10 to 40 parts, more preferably 12 to 35 parts, and even more preferably 12 to 30 parts.
The fourth aspect of the invention provides a method for preparing color paste.
Specifically, the preparation method of the color paste comprises the following steps:
and mixing the pigment, the dispersing agent and the UV monomer, grinding, filtering, and taking filtrate to obtain the color paste.
Preferably, the grinding technological parameters are that the grinding rotating speed is 8-20m/s, the diameter of the grinding medium is 0.1-1.0mm, the filling rate of the grinding medium is 80-98%, and the grinding is carried out until the average particle size is 120 +/-50 nm.
Preferably, the filtering step is to sequentially filter and remove colloids and large-particle-size particles by using a glass fiber filter membrane with an aperture smaller than 0.45 mu m and a polypropylene filter membrane with an aperture smaller than 0.45 mu m to obtain the color paste with stable dispersion.
The time for mixing the dispersant, pigment and UV monomer is such that the pigment is fully wetted.
A fifth aspect of the present invention provides an ink.
An ink comprises the color paste.
Preferably, the ink is UV inkjet. The UV ink jet is very smooth in the ink jet printing process, and the printing nozzle is not easy to block.
Compared with the prior art, the invention has the following beneficial effects:
(1) the preparation method of the dispersant comprises the steps of polymerizing a monomer to obtain an acrylate main chain containing an anchoring group and an epoxy group in a two-stage polymerization mode, and then selecting a polyether amine molecular monomer to carry out ring-opening polymerization with the epoxy group in the acrylate main chain to finally obtain the dispersant with a comb-shaped structure. The polyether amine molecular monomer is composed of polyoxyethylene ether and polyoxypropylene ether in different proportions in a random or embedding structure, has different hydrophilicity and Hydrophobicity Levels (HLB), and can promote the polyether amine molecular monomer to completely extend in the color paste to form effective steric hindrance, so that the dispersion stability of the color paste or ink is improved, the organic pigment sedimentation is effectively inhibited, the blockage of a printing nozzle is prevented, and the printing smoothness and vividness are improved. The color paste is placed for a long time in an aging test environment, and the stability of the color paste, such as dispersibility, ink viscosity, particle size, surface tension and the like, is good.
(2) The color paste prepared by the invention has good stability, and the UV ink-jet of the color paste is very smooth in the ink-jet printing process and is not easy to block a printing nozzle.
Detailed Description
In order to make the technical solutions of the present invention more apparent to those skilled in the art, the following examples are given for illustration. It should be noted that the following examples are not intended to limit the scope of the claimed invention.
The starting materials, reagents or apparatuses used in the following examples are conventionally commercially available or can be obtained by conventionally known methods, unless otherwise specified.
Commercially available polyetheramine molecular monomers that can be selected are the JEFFAMINE series from Henshimi (e.g., JEFFAMINE M2005, JEFFAMINE M600), the SURFONAMINE series (e.g., SURFONAMINE B-100, SURFONAMINE B-200); the Genamin series of Klaine; baxxodur series by Basff.
Example 1: preparation of the dispersant
A preparation method of the dispersing agent comprises the following steps:
313.3g of 2-phenoxyethyl acrylate was mixed with 40.4g of dimethylacrylamide and 46.3g of glycidyl methacrylate to give premix A; then 100g of butanone and 25g of azobisisoheptonitrile are mixed and stirred until being dissolved, so as to obtain a premixed solution B; introducing nitrogen into a reaction bottle provided with a condensation reflux device, adding 475g of butanone, and heating to 80 ℃; then adding the premixed liquid A and the premixed liquid B into a reaction bottle at the speed of 2.7 g/min and 0.7 g/min respectively for reaction; after reacting for about 4 hours, detecting that the residual monomer content is less than 3 wt%, and terminating the reaction to obtain a main chain prepolymer solution with the solid content of 40%; carrying out reduced pressure distillation on the main chain prepolymer solution, and removing the solvent to obtain a main chain prepolymer; 619g of polyetheramine molecular monomer (JEFFAMINE M2005 of Henshimi) is heated to 110 ℃ to be dissolved, then the main chain prepolymer is slowly added, stirred and mixed, and the comb-shaped dispersing agent is obtained after the reaction is carried out for about 2 hours.
The comb-like dispersant includes structures represented by the following formulae (1-1), (1-2) and (1-3):
Example 2: preparation of the dispersant
A preparation method of the dispersing agent comprises the following steps:
308.7g of 2-phenoxyethyl acrylate was mixed with 84.2g of dimethylaminoethyl methacrylate and 57.1g of glycidyl methacrylate to obtain premix A; then 112g of isopropanol and 28g of azodiisovaleronitrile are mixed and stirred until dissolved to obtain a premixed solution B; introducing nitrogen into a reaction bottle provided with a condensing reflux device, adding 410g of isopropanol serving as a solvent, and heating to 80 ℃; then adding the premixed liquid A and the premixed liquid B into a reaction bottle for reaction at the speed of 2.1g/min and 0.5g/min respectively; after about 5 hours of reaction, detecting that the residual monomer content is less than 3 wt% to terminate the reaction, and obtaining a main chain prepolymer solution with solid content of 45%; carrying out reduced pressure distillation on the main chain prepolymer solution, and removing the solvent to obtain a main chain prepolymer; and heating 381g of polyether amine molecular monomer (SURFONAMINE B-100) to 90 ℃ for dissolution, then slowly adding the main chain prepolymer, stirring and mixing, and reacting for about 3 hours to obtain the comb-shaped dispersing agent.
The comb-shaped dispersant includes structures represented by the following formulas (2-1), (2-2) and (2-3):
Example 3: preparation of the dispersant
A preparation method of the dispersing agent comprises the following steps:
mixing 322.6g of methyl benzyl acrylate, 90.7g of dimethylacrylamide and 86.7g of glycidyl methacrylate to obtain a premix A; then 160g of ethyl acetate and 40g of azobisisobutyronitrile are mixed and stirred until the ethyl acetate and the azobisisobutyronitrile are dissolved to obtain a premixed solution B; introducing nitrogen into a reaction bottle provided with a condensing reflux device, adding a solvent 300g of ethyl acetate, and heating to 90 ℃; then adding the premixed liquid A and the premixed liquid B into a reaction bottle for reaction at the speed of 1.8g/min and 0.6g/min respectively; after about 6 hours of reaction, detecting that the residual monomer content is less than 3 wt%, and terminating the reaction to obtain a main chain prepolymer solution with 50% of solid content; carrying out reduced pressure distillation on the main chain prepolymer solution, and removing the solvent to obtain a main chain prepolymer; and secondly, 347g of polyether amine molecular monomer (JEFFAMINE M600 of Hounsfield) is heated to 80 ℃ to be dissolved, then the main chain prepolymer is slowly added, stirred and mixed, and the comb-shaped dispersing agent is obtained after reaction for about 4 hours.
The comb-shaped dispersant includes structures represented by the following formulas (3-1), (3-2) and (3-3):
Example 4: preparation of the dispersant
A preparation method of the dispersing agent comprises the following steps:
447.8g of methylbenzyl acrylate were mixed with 79.9g of dimethylaminoethyl methacrylate, and 72.3g of glycidyl methacrylate to give premix A; then 160g of ethyl acetate and 40g of azobisisoheptonitrile are mixed and stirred until being dissolved, so as to obtain a premixed solution B; introducing nitrogen into a reaction bottle provided with a condensing reflux device, adding 200g of ethyl acetate serving as a solvent, and heating to 80 ℃; then adding the premixed liquid A and the premixed liquid B into a reaction bottle at the speed of 5g/min and 1g/min respectively for reaction; after reacting for about 7 hours, detecting that the residual monomer content is less than 3 wt%, and terminating the reaction to obtain a main chain prepolymer solution with solid content of 60%; carrying out reduced pressure distillation on the main chain prepolymer solution, and removing the solvent to obtain a main chain prepolymer; and heating 965g of polyetheramine molecular monomer (SURFOAMINE B-200) to 100 ℃ for dissolution, slowly adding the main chain prepolymer, stirring and mixing, and reacting for about 4 hours to obtain the comb-shaped dispersing agent.
The comb-shaped dispersant includes structures represented by the following formulas (4-1), (4-2) and (4-3):
Example 5: preparation of the dispersant
A preparation method of the dispersing agent comprises the following steps:
190g of styrene was mixed with 45.2g of dimethylacrylamide, and 64.8g of glycidyl methacrylate to give premix A; then 184g of butanone and 46g of azobisisovaleronitrile are mixed and stirred until dissolved, so as to obtain a premixed solution B; introducing nitrogen into a reaction bottle provided with a condensing reflux device, adding 470g of butanone serving as a solvent, and heating to 70 ℃; then adding the premixed liquid A and the premixed liquid B into a reaction bottle for reaction at the speed of 1.4g/min and 1g/min respectively; after about 5 hours of reaction, detecting that the residual monomer content is less than 3 wt%, and terminating the reaction to obtain a main chain prepolymer solution with the solid content of 30%; carrying out reduced pressure distillation on the main chain prepolymer solution, and removing the solvent to obtain a main chain prepolymer; heating 433g of polyether amine molecular monomer (SURFOAMINE B-100) to 90 ℃ for dissolution, then slowly adding the main chain prepolymer, stirring and mixing, and reacting for about 3 hours to obtain the comb-shaped dispersing agent.
The comb-shaped dispersant includes structures represented by the following formulas (5-1), (5-2) and (5-3):
Example 6: preparation of color paste
The preparation method of the color paste comprises the following steps:
taking 200g of the dispersing agent prepared in the example 1, 2g of the defoaming agent and 648g of trimethylcyclohexyl acrylate, and stirring until the dispersing agent is completely dissolved to obtain a dispersing agent solution; then adding 150g of pigment PY74 into the dispersant solution for mixing, and stirring to completely wet the pigment to obtain a pigment pre-dispersion liquid; introducing the pigment pre-dispersion liquid into a sand mill for grinding until the average particle size is 120 +/-30 nm; filtering to remove the colloid and the large-particle-size particles to obtain the color paste (also called UV ink-jet yellow color paste) with stable dispersion.
Example 7
The preparation method of the color paste comprises the following steps:
100g of the dispersant prepared in example 2, 2g of the defoamer and 748g of trimethylcyclohexyl acrylate were taken and stirred until completely dissolved to obtain a dispersant solution; then adding 150g of pigment PR122 into the dispersant solution for mixing, and stirring to completely wet the pigment to obtain a pigment pre-dispersion liquid; introducing the pigment pre-dispersion liquid into a sand mill for grinding until the average particle size is 120 +/-30 nm; filtering to remove the colloid and the particles with large particle size, and obtaining the color paste (also called UV ink-jet red color paste) with stable dispersion.
Example 8
The preparation method of the color paste comprises the following steps:
taking 50g of the dispersing agent prepared in the embodiment 3, 2g of the defoaming agent and 798g of trimethylcyclohexyl acrylate, and stirring until the dispersing agent, the defoaming agent and the trimethylcyclohexyl acrylate are completely dissolved to obtain a dispersing agent solution; then adding 150g of pigment PB15:3 into the dispersant solution for mixing, and stirring to completely wet the pigment to obtain a pigment pre-dispersion solution; introducing the pigment pre-dispersion liquid into a sand mill for grinding until the average particle size is 120 +/-30 nm; filtering to remove the colloid and the particles with large particle size, and obtaining the color paste (also called UV ink-jet blue color paste) with stable dispersion.
Example 9
The preparation method of the color paste comprises the following steps:
taking 150g of the dispersing agent prepared in the embodiment 4, 2g of the defoaming agent and 698g of trimethyl cyclohexyl acrylate, and stirring until the dispersing agent, the defoaming agent and the trimethyl cyclohexyl acrylate are completely dissolved to obtain a dispersing agent solution; then adding 150g of pigment carbon black into the dispersant solution for mixing, and stirring to completely wet the pigment to obtain a pigment pre-dispersion liquid; introducing the pigment pre-dispersion liquid into a sand mill for grinding until the average particle size is 120 +/-30 nm; filtering to remove the colloid and the large-particle-size particles to obtain the color paste (also called UV ink-jet black color paste) with stable dispersion.
Example 10
The preparation method of the color paste comprises the following steps:
taking 200g of the dispersing agent prepared in the embodiment 5, 2g of the defoaming agent and 648g of trimethylcyclohexyl acrylate, and stirring until the dispersing agent, the defoaming agent and the trimethylcyclohexyl acrylate are completely dissolved to obtain a dispersing agent solution; then adding 150g of pigment PY74 into the dispersant solution for mixing, and stirring to completely wet the pigment to obtain a pigment pre-dispersion liquid; introducing the pigment pre-dispersion liquid into a sand mill for grinding until the average particle size is 120 +/-30 nm; filtering to remove the colloid and the large-particle-size particles to obtain the color paste (also called UV ink-jet yellow color paste) with stable dispersion.
Application examples 1 to 5
Using the pastes obtained in examples 6 to 10, yellow, red, blue, black and yellow UV ink-jet inks were prepared, respectively. (the process of preparing UV ink-jet by using the color paste belongs to the conventional technology in the field).
Comparative example 1 (in contrast to example 6, in comparative example 1 the backbone prepolymer prepared in example 1 was used in place of the dispersant used in example 6)
Taking 200g of the main chain prepolymer prepared in the example 1, 2g of the defoaming agent and 648g of trimethylcyclohexyl acrylate, and stirring until the main chain prepolymer, the defoaming agent and the trimethylcyclohexyl acrylate are completely dissolved to obtain a mixed solution; then adding 150g of pigment PY74 into the mixed solution, mixing, and stirring to completely wet the pigment to obtain a pigment pre-dispersion liquid; and (3) introducing the pigment pre-dispersion liquid into a sand mill for grinding, filtering to remove colloids and large-particle-size particles in the same time as the grinding in the example 6, and thus obtaining the color paste.
Product effectiveness testing
The color pastes obtained in examples 6 to 10 and comparative example 1 were subjected to a stability test. The stability test includes an environmental stability test and an accelerated sedimentation test. The environmental stability test refers to a high-temperature accelerated aging test, and specifically comprises the following steps: aging the color paste at 60 ℃ for 7 days to accelerate the pigment agglomeration, and detecting the viscosity, surface tension, particle size and filterability changes of the color paste. Quality judgment standard: the grain diameter change of the aged color paste is less than 10 percent, the surface tension change is less than 5 percent, the viscosity change is less than 10 percent, and the filterability is less than 10min/1kg, thus being qualified. The particle size was measured using a Marvin (Malvern) Nano S90 nanometer particle size analyzer in the United kingdom. Viscosity measurements were performed using a Wells cone and plate viscometer, Bohler fly (Brookfield). The surface tension test was carried out using a Japanese synergy (KYOWA) CBVP type surface tension meter. The filterability test was performed using a 0.45 μm pore size PP (polypropylene) filter. The test results are shown in table 1.
The accelerated sedimentation test is to utilize a centrifugal machine to increase centrifugal force to accelerate pigment sedimentation and detect the color concentration of the upper layer liquid. The centrifuge adopts a domestic salt city Kate experimental instrument TG20G, and the maximum rotating speed is 20000 r/min. Quality judgment standard: centrifuging for 30 minutes at the rotating speed of 10000 r/min, and determining that the color concentration of the non-centrifuged color paste of the upper layer liquid is more than or equal to 90 percent. The test results are shown in table 2.
Table 1: environmental stability of the pastes obtained in examples 6 to 10 and comparative example 1
As can be seen from Table 1, the environmental stability of the mill pastes obtained in examples 6 to 10 is better than that of the mill paste obtained in comparative example 1.
Table 2: accelerated sedimentation results for the pastes obtained in examples 6 to 10 and comparative example 1
As can be seen from Table 2, the color pastes obtained in examples 6-10 had a color concentration of the upper layer after centrifugation of more than 90% of the color concentration of the non-centrifuged paste, while the color paste obtained in comparative example 1 had a color concentration of only 52%, indicating that the stability of the color pastes obtained in examples 6-10 was superior to that of the color paste obtained in comparative example 1.
The test results in tables 1 and 2 show that: the dispersing agent for the UV ink-jet color paste provided by the invention has the advantages of good environmental stability, low storage sedimentation, and capability of ensuring that the particle size, viscosity, surface tension, filterability and sedimentation color concentration meet the quality evaluation standard after aging for 7 days.
The UV ink prepared by the application examples 1-5 is very smooth in the ink-jet printing process, and the phenomenon of nozzle blockage is not easy to occur.
The above-described embodiments are merely preferred embodiments of the present invention, and it should be noted that, for those skilled in the art, various modifications and improvements can be made without departing from the principle of the present invention, and these modifications and improvements should also be construed as the protection scope of the present invention.
Claims (10)
1. A dispersant comprising an anchoring group and a polyetheramine structure;
the anchoring group includes aromatic groups and amine-based structures.
2. The dispersant of claim 1, wherein said aromatic group has the structure
Wherein R is H or CH3X is an ester group; y is CH2Or C2H4When a is 1 and b is 1; y is C2H4When O, a is 1 and b is a positive integer between 1 and 4; when b is 0, a is 0 or 1.
3. The dispersant of claim 1, wherein said amine group is of the structure
Wherein R is1And R2Is H or CH3(ii) a e is 0 or 1.
4. The dispersant of claim 1, wherein said polyetheramine is of the structure
Wherein the sum of n and m ranges from 10 to 100, n is 0 or a positive integer, and m is a positive integerAnd (4) counting.
5. Dispersant according to claim 4, characterized in that n/m is 0-1.
6. A method for preparing a dispersant as claimed in any one of claims 1 to 5, characterized by comprising the steps of:
(1) mixing an anchoring monomer and an epoxy monomer to obtain a premixed solution A;
(2) mixing an initiator and a solvent to obtain a premixed solution B;
(3) under the protection of inert gas, mixing and heating the premixed liquid A and the premixed liquid B, and carrying out primary polymerization reaction to obtain a main chain prepolymer solution;
(4) removing the solvent from the main chain prepolymer solution to obtain a main chain prepolymer;
(5) and heating and dissolving the polyether amine molecular monomer, adding the main chain prepolymer, stirring and mixing, and carrying out a second polymerization reaction to obtain the dispersing agent.
7. The method according to claim 6, wherein in the step (1), the anchoring monomer comprises an aromatic group-containing monomer and an amine group structure-containing monomer; in the step (1), the mass ratio of the anchoring monomer to the epoxy monomer is (200- & 600): (20-70); in the step (3), the first polymerization reaction comprises the following specific processes: under the protection of inert gas, heating the solvent to 55-95 ℃, then adding the premix liquid A and the premix liquid B, wherein the adding rate of the premix liquid A is 0.8-5.5 g/min, the adding rate of the premix liquid B is 0.5-1.5 g/min, and reacting for 0.5-7 hours; the mass ratio of the epoxy monomer to the polyether amine molecule is (20-70): (180-480).
8. The color paste is characterized by comprising the following components: dispersing agent, UV monomer, pigment according to any of claims 1 to 5.
9. The preparation method of the color paste is characterized by comprising the following steps of:
mixing the pigment, the dispersing agent as defined in any one of claims 1 to 5 and the UV monomer, grinding, filtering, and taking the filtrate to obtain the color paste.
10. An ink comprising the paste of claim 8.
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