CN116515055A - Water-soluble polymer dispersing agent and preparation method and application thereof - Google Patents
Water-soluble polymer dispersing agent and preparation method and application thereof Download PDFInfo
- Publication number
- CN116515055A CN116515055A CN202310527900.0A CN202310527900A CN116515055A CN 116515055 A CN116515055 A CN 116515055A CN 202310527900 A CN202310527900 A CN 202310527900A CN 116515055 A CN116515055 A CN 116515055A
- Authority
- CN
- China
- Prior art keywords
- water
- polyether
- parts
- soluble polymer
- dispersing agent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000002270 dispersing agent Substances 0.000 title claims abstract description 66
- 229920003169 water-soluble polymer Polymers 0.000 title claims abstract description 45
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 239000000178 monomer Substances 0.000 claims abstract description 60
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 58
- 229920000570 polyether Polymers 0.000 claims abstract description 58
- 239000003999 initiator Substances 0.000 claims abstract description 23
- -1 acrylic ester Chemical class 0.000 claims abstract description 20
- 150000001408 amides Chemical class 0.000 claims abstract description 20
- WUMMIJWEUDHZCL-UHFFFAOYSA-N 3-prop-2-enyloxolane-2,5-dione Chemical compound C=CCC1CC(=O)OC1=O WUMMIJWEUDHZCL-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000006185 dispersion Substances 0.000 claims abstract description 13
- 150000001412 amines Chemical class 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 239000002994 raw material Substances 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims description 33
- 239000006229 carbon black Substances 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 18
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 13
- 238000004321 preservation Methods 0.000 claims description 11
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical compound CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 claims description 8
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 8
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 8
- 229910021641 deionized water Inorganic materials 0.000 claims description 8
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 5
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 5
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 5
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 5
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims description 2
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000003002 pH adjusting agent Substances 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 2
- 229940005605 valeric acid Drugs 0.000 claims description 2
- 239000002245 particle Substances 0.000 abstract description 17
- 239000000049 pigment Substances 0.000 abstract description 11
- 229920000642 polymer Polymers 0.000 abstract description 11
- 238000000227 grinding Methods 0.000 abstract description 4
- 239000011259 mixed solution Substances 0.000 description 15
- 238000012360 testing method Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 10
- 238000004873 anchoring Methods 0.000 description 7
- 230000001105 regulatory effect Effects 0.000 description 7
- 239000003973 paint Substances 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- 238000011534 incubation Methods 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 229920002488 Hemicellulose Polymers 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- QRWZCJXEAOZAAW-UHFFFAOYSA-N n,n,2-trimethylprop-2-enamide Chemical compound CN(C)C(=O)C(C)=C QRWZCJXEAOZAAW-UHFFFAOYSA-N 0.000 description 2
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- PLFFHJWXOGYWPR-HEDMGYOXSA-N (4r)-4-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]pentan-1-ol Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@@H]1[C@@H](CCCO)C PLFFHJWXOGYWPR-HEDMGYOXSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/062—Polyethers
-
- 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
- C09D17/001—Pigment pastes, e.g. for mixing in paints in aqueous medium
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention provides a water-soluble polymer dispersing agent and a preparation method and application thereof, wherein the preparation raw materials of the water-soluble polymer dispersing agent comprise amide monomers, acrylic ester monomers, active macromonomer polyether, a solvent, an initiator and a pH regulator; the active large monomer polyether is prepared by reacting polyether amine with allyl succinic anhydride. The water-soluble polymer dispersing agent provided by the invention can quickly and fully wet pigment particles, improve grinding efficiency, reduce the addition amount of the polymer dispersing agent in the system, increase the pigment content in the color paste system, and has uniform dispersion and good stability, so that the final use performance of the dispersion system is obviously improved.
Description
Technical Field
The invention belongs to the technical field of color paste additives, and relates to a water-soluble polymer dispersing agent, a preparation method and application thereof.
Background
Carbon black is a black pigment commonly used in paint and lacquer, has excellent black color and excellent heat resistance, has excellent coloring property, heat resistance, antistatic property, ultraviolet absorption and other characteristics, and has wide application in the fields of automobile paint, building paint, heat-resistant paint, antistatic paint, outdoor paint and the like.
Carbon black has extremely strong aggregation among structural particles and high oil absorption, so that the carbon black is difficult to disperse in pigments of various colors. Carbon black dispersion is to form a resin or polymer coating layer on the surface of pigment carbon black, so that the original pigment agglomerates form more stable small agglomerates. Therefore, when preparing the aqueous carbon black slurry, the dispersing agent must have enough affinity or acting force with the pigment surface to form a stronger and more stable adsorption and coating layer on the particle surface. When the traditional method is adopted to prepare the aqueous carbon black slurry, raw materials such as peregal, alkylphenol polyether, tween, dodecylbenzene sulfonic acid and the like are generally used, and because the anchoring group and the hydrophilic group are single in structure, extremely high proportion is often required to be added in the dispersing process to obtain the slurry with certain fluidity, but the viscosity and the stability period of the slurry are not long.
CN105368160a discloses a water-based carbon black paste dispersant and application thereof in preparing carbon black paste, wherein the dispersant is sodium carboxymethyl hemicellulose, and the source is hemicellulose modified. The water-based carbon black color paste consists of the following components in parts by weight: 1-5 parts of dispersing agent, 10-25 parts of carbon black and 70-89 parts of water. The water-based carbon black color paste dispersing agent is effective utilization of plant resources, is low in production cost, is environment-friendly, is applied to preparation of carbon black color paste, and is simple in method. However, the addition amount of carbon black is lower when the slurry is ground, and the particle size of the color paste is still larger, so that the storage stability of the color paste is not facilitated.
Accordingly, it is desirable to develop a water-soluble polymeric dispersant for use in aqueous carbon black color paste dispersion.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a water-soluble polymer dispersing agent, and a preparation method and application thereof. The water-soluble polymer dispersing agent provided by the invention is a comb-shaped polymer with a novel structure, and has a multipoint anchoring group and a multi-hydrophilic polyether chain segment group, so that the dispersing agent can quickly wet inorganic carbon black particles during dispersion, improve the grinding efficiency, reduce the addition amount of the polymer dispersing agent in a system, increase the pigment content in a color paste system, and realize uniform dispersion and good stability, thereby obviously improving the end use performance of the dispersion system.
To achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the present invention provides a water-soluble polymer dispersant, wherein the preparation raw materials of the water-soluble polymer dispersant comprise an amide monomer, an acrylic ester monomer, active macromonomer polyether, a solvent, an initiator and a pH regulator;
the active large monomer polyether is prepared by reacting polyether amine with allyl succinic anhydride.
The water-soluble polymer dispersing agent provided by the invention is a comb-shaped polymer with a novel structure, polyether amine and allyl succinic anhydride react to prepare active macromonomer polyether, and a polyether chain segment contained in the active macromonomer polyether is used as a side chain hydrophilic group in the comb-shaped polymer structure; the amide functional group is used as a polar anchoring group, and the ester group contained in the acrylic ester monomer is used as a hydrophobic anchoring group; water is used as a reaction solvent, a water-soluble initiator is used for initiating, and a novel high molecular polymer is synthesized by adopting a free radical solution copolymerization mode. The invention controls the proportion of the hydrophilic chain segment of the water-soluble polymer polyether, the polar amide adsorption group and the carboxylate anchoring group by regulating and controlling the polymerization proportion of the amide monomer, the acrylic ester monomer and the active macromonomer polyether, so as to obtain the high polymer with the special structure of the multi-point anchoring group and the multi-hydrophilic polyether chain segment group. During dispersion, the inorganic carbon black particles can be quickly wetted, the grinding efficiency is improved, the addition amount of the polymer dispersing agent in the system is reduced, the pigment content in the color paste system is increased, the dispersion is uniform, and the stability is good, so that the final use performance of the dispersion system is obviously improved.
In the invention, the active macromonomer polyether prepared by the reaction of polyetheramine and allyl succinic anhydride is used as a macromolecular hydrophilic monomer in a free radical polymerization system, so that the water-soluble polymer dispersing agent is endowed with excellent hydrophilicity, and meanwhile, the active macromonomer polyether provides stable steric hindrance protection effect for the side chain group of the polymer dispersing agent.
Preferably, the molar ratio of the polyetheramine to the allyl succinic anhydride is (0.5-1.5): 1, e.g. 0.5:1, 1:1 or 1.5:1, etc., preferably 1:1.
Preferably, the polyetheramine is a mono-primary amino polyether in which a monol is used as an initiator to initiate the transfer of ethylene oxide from the terminal hydroxyl groups of the product of the polymerization or copolymerization of ethylene oxide and propylene oxide to an amine.
Preferably, the polyetheramine has a weight average molecular weight of 500 to 2500g/mol, e.g. 500g/mol, 800g/mol, 1000g/mol, 1300g/mol, 1500g/mol, 1800g/mol, 2000g/mol, 2300g/mol or 2500g/mol, etc.
Preferably, the polyetheramine comprises any one or a combination of at least two of JEFFAMINE M-2070, JEFFAMINE M-1000 or JEFFAMINE M-600.
Preferably, the reactive macromer polyether has the structure shown in formula I below:
wherein R is 1 Is hydrogen or methyl, R 2 Methyl, ethyl, propyl or butyl, m is an integer from 10 to 60, such as 10, 15, 20, 25, 30, 35, 40, 45, 50, 55 or 60, etc., n is an integer from 0 to 15, such as 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15.
Preferably, the amide monomer comprises any one or a combination of at least two of N, N-dimethylacrylamide, vinyl pyrrolidone, N-dimethylacrylamide or N-vinylcaprolactam, preferably vinyl pyrrolidone and/or N, N-dimethylacrylamide.
Preferably, the acrylic monomer comprises any one or a combination of at least two of methyl acrylate, ethyl acrylate, propyl acrylate, methyl methacrylate, ethyl methacrylate, cyclohexyl acrylate or cyclohexyl methacrylate, preferably methyl acrylate and/or methyl methacrylate.
Preferably, the solvent comprises deionized water.
Preferably, the initiator comprises any one or a combination of at least two of azobisisobutylamidine hydrochloride, azobisiso Ding Mi hydrochloride, azobiscyano valeric acid or amine persulfate.
Preferably, the initiator is added in the form of an aqueous initiator solution.
Preferably, the initiator content in the aqueous initiator solution is 20wt.%.
Preferably, the pH adjuster comprises any one or a combination of at least two of sodium hydroxide, potassium hydroxide, monoethanolamine or N, N-dimethylethanolamine, preferably monoethanolamine and/or N, N-dimethylethanolamine.
Preferably, the mass ratio of the amide monomer to the acrylate monomer to the active macromonomer polyether is (1-5): (3-10): (20-30), such as 1:3:20, 5:3:20 or 5:10:30.
Preferably, the weight average molecular weight of the water-soluble polymer dispersant is 5000 to 200000g/mol, for example 5000g/mol, 10000g/mol, 20000g/mol, 30000g/mol, 40000g/mol, 50000g/mol, 100000g/mol, 150000g/mol or 200000g/mol, etc., preferably 10000 to 50000g/mol.
Preferably, the water-soluble polymer dispersing agent comprises the following raw materials in parts by weight:
preferably, the raw materials for preparing the water-soluble polymer dispersing agent are 2 parts, 3 parts, 4 parts, 5 parts, 6 parts, 7 parts, 8 parts, 9 parts or 10 parts of amide monomers according to parts by weight.
Preferably, the water-soluble polymer dispersing agent is prepared from 6 parts, 7 parts, 8 parts, 9 parts, 10 parts, 11 parts, 12 parts, 13 parts, 14 parts, 15 parts, 16 parts, 17 parts, 18 parts, 19 parts or 20 parts of acrylate monomers in parts by weight.
Preferably, the water-soluble polymer dispersing agent is prepared from 40 parts, 41 parts, 42 parts, 43 parts, 44 parts, 45 parts, 46 parts, 47 parts, 48 parts, 49 parts, 50 parts, 51 parts, 52 parts, 53 parts, 54 parts, 55 parts, 56 parts, 57 parts, 58 parts, 59 parts or 60 parts, etc. of active large monomer polyether.
Preferably, the water-soluble polymer dispersant is prepared from 20 parts, 21 parts, 22 parts, 23 parts, 24 parts, 25 parts, 26 parts, 27 parts, 28 parts, 29 parts or 30 parts of solvent by weight.
Preferably, the water-soluble polymer dispersing agent is prepared from 5 parts, 6 parts, 7 parts, 8 parts, 9 parts, 10 parts, 11 parts, 12 parts, 13 parts, 14 parts, 15 parts, 16 parts, 17 parts, 18 parts, 19 parts or 20 parts of initiator aqueous solution according to parts by weight.
In a second aspect, the present invention provides a process for the preparation of a water-soluble polymeric dispersant as described in the first aspect, the process comprising the steps of:
(1) Preparation of reactive macromer polyether: adding polyether amine and allyl succinic anhydride with formula amounts into a reactor, heating, preserving heat until no water is distilled out in the reaction process, and obtaining the active macromonomer polyether;
(2) Adding the reactive macromonomer polyether and the solvent in the formula amount into a reactor, mixing, heating, adding the amide monomer, the acrylic ester monomer and the initiator aqueous solution, carrying out heat preservation reaction, cooling, adding the pH regulator, and stirring to obtain the water-soluble polymer dispersing agent.
Preferably, the temperature of step (1) is raised to 120 to 160 ℃, for example 120 ℃, 130 ℃, 140 ℃, 150 ℃, 160 ℃, or the like.
Preferably, the incubation time of step (1) is 2 to 6 hours, for example 2 hours, 3 hours, 4 hours, 5 hours or 6 hours, etc.
Preferably, both step (1) and step (2) are carried out under inert gas protection.
Preferably, the temperature of step (2) is raised to 50 to 100 ℃, for example, 50 ℃,60 ℃, 70 ℃, 80 ℃, 90 ℃, 100 ℃, or the like.
As a preferred technical scheme of the invention, when the amide monomer, the acrylic ester monomer and the initiator aqueous solution are added in the step (2), firstly, the amide monomer and the acrylic ester monomer are mixed to obtain a monomer mixed solution, then the monomer mixed solution and the initiator aqueous solution are simultaneously added into a reaction system in a dropwise manner, and the dropwise addition time of the monomer mixed solution and the initiator aqueous solution is controlled to be 0.5-2 hours (for example, 0.5 hour, 1 hour, 1.5 hour or 2 hours, etc.). That is, the monomer mixture starts to be added dropwise simultaneously with the aqueous initiator solution, and ends at the same time.
Preferably, the temperature of the incubation reaction in step (2) is 50 to 100 ℃, for example 50 ℃,60 ℃, 70 ℃, 80 ℃, 90 ℃, or 100 ℃, and the like, and the incubation reaction time is 1 to 3 hours, for example 1 hour, 2 hours, or 3 hours, and the like.
Preferably, the cooling in step (2) is to a temperature of 40 to 50 ℃, for example 40 ℃, 45 ℃ or 50 ℃ or the like.
In a third aspect, the present invention provides the use of a water-soluble polymeric dispersant as described in the first aspect in the dispersion of carbon black paste.
Compared with the prior art, the invention has at least the following beneficial effects:
in the invention, the water-soluble polymer dispersing agent prepared by free radical polymerization of the amide monomer, the acrylic ester monomer and the active macromonomer polyether contains a multi-point anchoring group and a multi-hydrophilic group chain segment, and the special structure can enable the water-soluble polymer dispersing agent to quickly and fully wet pigment particles, improve grinding efficiency, reduce the addition amount of the polymer dispersing agent in a system, increase the pigment content in a color paste system, realize uniform dispersion and good stability (the viscosity and the particle size of the color paste are not greatly changed when the color paste is stored for 7 days at 55 ℃), thereby obviously improving the final use performance of the dispersing system and saving processing equipment and processing energy consumption.
Detailed Description
The technical scheme of the invention is further described by the following specific embodiments. It will be apparent to those skilled in the art that the examples are merely to aid in understanding the invention and are not to be construed as a specific limitation thereof.
Example 1
In this example, a water-soluble polymer dispersant is provided, and the preparation method includes the steps of:
(1) To N 2 200g of polyetheramine JEFFAMINE M-2070 and 14g of allyl succinic anhydride are added into a protected reaction flask, the temperature is raised to 120 ℃, the temperature is kept for 6 hours, and no water is distilled out in the reaction process, so that the active macromonomer polyether is obtained;
(2) To N 2 Adding 40 parts of active macromer polyether and 20 parts of deionized water which are weighed according to parts by weight into a protected reaction flask, stirring, dissolving and heating to 55 ℃; uniformly dropwise adding a monomer mixed solution containing 2 parts of vinyl pyrrolidone and 6 parts of methyl acrylate, 5 parts of an azo-diiso Ding Mi-hydrochloride aqueous solution containing 20wt.% of the monomer mixed solution and the azo-diiso Ding Mi-hydrochloride aqueous solution simultaneously start to be dropwise added and simultaneously finish, and after the dropwise adding is completed within 0.5 hour, carrying out heat preservation reaction for 1 hour at 55 ℃ after the dropwise adding is completed, cooling to 40 ℃, slowly adding monoethanolamine, regulating the pH value of a system to be 7.0, and uniformly stirring to obtain the water-soluble polymer dispersing agent.
Example 2
In this example, a water-soluble polymer dispersant is provided, and the preparation method includes the steps of:
(1) To N 2 200g of polyetheramine JEFFAMINE M-1000 and 28g of allyl succinic anhydride were placed in a protected reaction flask,heating to 130 ℃, and preserving heat for 5 hours until no water is distilled out in the reaction process to obtain the active macromonomer polyether;
(2) To N 2 Adding 44 parts of active macromer polyether and 22 parts of deionized water which are weighed according to parts by weight into a protected reaction flask, stirring, dissolving and heating to 65 ℃; and uniformly dropwise adding a monomer mixed solution containing 6 parts of N, N-dimethyl methacrylamide and 20 parts of ethyl acrylate, 10 parts of an azo-diisobutyl amidine hydrochloride aqueous solution containing 20wt.% into the mixture, simultaneously starting and ending the dropwise adding of the monomer mixed solution and the azo-diisobutyl amidine hydrochloride aqueous solution, finishing dropwise adding within 0.5 hour, carrying out heat preservation reaction at 65 ℃ for 1.5 hours after dropwise adding is finished, cooling to 40 ℃, slowly adding N, N-dimethyl ethanolamine, regulating the pH value of a system to 8.5, and uniformly stirring to obtain the water-soluble polymer dispersing agent.
Example 3
In this example, a water-soluble polymer dispersant is provided, and the preparation method includes the steps of:
(1) To N 2 200g of polyetheramine JEFFAMINE M-1000 and 28g of allyl succinic anhydride are added into a protected reaction flask, the temperature is raised to 135 ℃, the temperature is kept for 4 hours, and no water is distilled out in the reaction process, so that the active macromonomer polyether is obtained;
(2) To N 2 Adding 55 parts of active macromer polyether and 28 parts of deionized water in a protected reaction flask, stirring, dissolving and heating to 70 ℃; uniformly dropwise adding a monomer mixed solution containing 8 parts of vinyl pyrrolidone and 18 parts of methyl methacrylate, 5 parts of an aqueous solution containing 20wt.% of ammonium persulfate, simultaneously starting and ending the dropwise adding of the monomer mixed solution and the aqueous solution of ammonium persulfate, and after the dropwise adding is completed within 1 hour, carrying out heat preservation reaction at 75 ℃ for 3 hours, cooling to 40 ℃, slowly adding monoethanolamine, regulating the pH value of a system to 8.5, and uniformly stirring to obtain the water-soluble polymer dispersing agent.
Example 4
In this example, a water-soluble polymer dispersant is provided, and the preparation method includes the steps of:
(1) To N 2 Protected reaction flask200g of polyetheramine JEFFAMINE M-2070 and 14g of allyl succinic anhydride are added in, the temperature is raised to 150 ℃, the temperature is kept for 3 hours, and the reactive macromonomer polyether is obtained after anhydrous distillation in the reaction process;
(2) To N 2 50 parts of active macromer polyether and 25 parts of deionized water are added into a protected reaction flask, stirred, dissolved and heated to 85 ℃; uniformly dropwise adding a monomer mixed solution containing 4 parts of vinyl pyrrolidone and 10 parts of ethyl acrylate, 14 parts of an azo-diisobutyl amidine hydrochloride aqueous solution containing 20wt.% and simultaneously starting and ending the dropwise adding of the monomer mixed solution and the azo-diisobutyl amidine hydrochloride aqueous solution, and after the dropwise adding is completed within 1.5 hours, carrying out heat preservation reaction at 85 ℃ for 2.5 hours, cooling to 40 ℃, slowly adding monoethanolamine, regulating the pH value of a system to 9.8, and uniformly stirring to obtain the water-soluble polymer dispersing agent.
Example 5
In this example, a water-soluble polymer dispersant is provided, and the preparation method includes the steps of:
(1) To N 2 180g of polyetheramine JEFFAMINE M-600 and 42g of allyl succinic anhydride are added into a protected reaction flask, the temperature is raised to 160 ℃, the heat is preserved for 2 hours, and no water is distilled out in the reaction process, so that the active macromonomer polyether is obtained;
(2) To N 2 60 parts of active large monomer polyether and 30 parts of deionized water are added into a protected reaction flask, stirred, dissolved and heated to 60 ℃; uniformly dropwise adding a monomer mixed solution containing 10 parts of N, N-dimethylacrylamide and 20 parts of ethyl methacrylate, 20 parts of an azo dicyanovaleric acid aqueous solution containing 20wt.%, simultaneously starting and ending the dropwise adding of the monomer mixed solution and the azo dicyanovaleric acid aqueous solution, finishing the dropwise adding within 2 hours, after finishing the dropwise adding, carrying out heat preservation reaction for 3 hours at 60 ℃, cooling to 40 ℃, slowly adding N, N-dimethylethanolamine, regulating the pH value of a system to 8, and uniformly stirring to obtain the water-soluble polymer dispersing agent.
Example 6
In this example, a water-soluble polymer dispersant is provided, and the preparation method includes the steps of:
(1) To N 2 180g of polyetheramine JEFFAMINE M-600 and 42g of allyl succinic anhydride are added into a protected reaction flask, the temperature is raised to 140 ℃, the temperature is kept for 3.5 hours, and no water is distilled out in the reaction process, so that the active macromonomer polyether is obtained;
(2) To N 2 Adding 48 parts of active macromer polyether and 24 parts of deionized water into a protected reaction flask, stirring, dissolving and heating to 85 ℃; and uniformly dropwise adding a monomer mixed solution containing 7 parts of N, N-dimethyl methacrylamide and 14 parts of methyl acrylate, 8 parts of an aqueous solution containing 20wt.% of ammonium persulfate, simultaneously starting and ending the dropwise adding of the monomer mixed solution and the aqueous solution of ammonium persulfate, and after the dropwise adding is finished within 2 hours, carrying out heat preservation reaction at 85 ℃ for 2.5 hours, cooling to 40 ℃, slowly adding monoethanolamine, regulating the pH value of a system to 9.5, and uniformly stirring to obtain the water-soluble polymer dispersing agent.
Example 7
This example differs from example 1 only in that the parts by weight of reactive macromer polyether in step (2) is 30 parts.
Example 8
This example differs from example 5 only in that the parts by weight of reactive macromer polyether in step (2) are 70 parts.
Comparative example 1
This comparative example differs from example 1 only in that step (1) was not included and the reactive macromer polyether in step (2) was replaced with an equal weight fraction of methylallyl polyether HPEG-2000.
Comparative example 2
This comparative example differs from example 1 only in that the amide-based monomer (vinylpyrrolidone) in step (2) was replaced with an equal weight part of acrylamide.
Comparative example 3
This comparative example differs from example 1 only in that the acrylic monomer (methyl acrylate) in step (2) was replaced with equal parts by weight of lauryl methacrylate.
Comparative example 4
This comparative example differs from example 1 only in that the allylsuccinic anhydride in step (1) was replaced with an equimolar amount of maleic anhydride.
Comparative example 5
A dispersant is peregal O-25.
Test case
Adopting a laboratory sand milling mode, adding dispersing agent, pH stabilizer ammonia water, water and carbon black (carbon black N220) in turn according to the proportion according to the total amount of the slurry formula of 200 g; after stirring evenly, 400g of zirconium beads with the particle size of 1-1.2 mm are added and sealed in a glass tank, shake is carried out for 24 hours, and color paste is obtained by filtering.
The specific formula of the color paste prepared by the invention is shown in table 1:
TABLE 1
Performance testing
(1) Viscosity: the measurement was performed using an NDJ-1B rotational viscometer, shanghai Changji geological instruments Co., ltd;
wherein "-" indicates that the viscosity is too great to measure;
(2) Particle size: testing with BT-90 laser particle sizer, available from Dandong Baite instruments; wherein "\" represents that the color paste has no fluidity and cannot be tested;
(3) Storage stability: and (5) storing for 7 days at 55 ℃, observing the state of the color paste, and retesting the viscosity and the particle size of the color paste.
The specific test results are shown in table 2:
TABLE 2
As can be seen from Table 2, the water-soluble polymer dispersant obtained by the free radical polymerization of the amide monomer, the acrylic ester monomer and the active macromonomer polyether with water as the solvent has good dispersing effect (particle diameter D50 (initial): 152-201 nm) on the carbon black color paste on the premise of small dosage, the viscosity of the color paste can reach the requirement (viscosity (initial): 389-567 mpa.s), the color paste has good stability (the viscosity and particle diameter of the color paste are not greatly changed when the color paste is stored for 7 days at 55 ℃), and the storage period is long, thereby being superior to the commercially available dispersant.
As can be seen from the comparison of the test example 7 and the test example 1, if the addition amount of the active large monomer polyether is too small, the viscosity and the particle size of the carbon black color paste are obviously increased; as is clear from the comparison of test example 8 and test example 5, too much addition of the reactive macromer polyether results in a significant increase in both the viscosity and particle size of the carbon black paste, making it impossible to conduct the test.
As can be seen from the comparison of the comparative test examples 1-4 and test example 1, if any one of the amide monomer, the acrylic ester monomer and the active macromonomer polyether is replaced by other components, the viscosity and the particle size of the carbon black color paste are obviously increased, namely the amide monomer, the acrylic ester monomer and the active macromonomer polyether are mutually matched, and the prepared water-soluble polymer dispersing agent is more suitable for dispersing the carbon black color paste.
The applicant states that the water-soluble polymeric dispersant of the present invention, and its preparation method and application are illustrated by the above examples, but the present invention is not limited to, i.e. does not mean that the present invention must be practiced by relying on the above examples. It should be apparent to those skilled in the art that any modification of the present invention, equivalent substitution of raw materials for the product of the present invention, addition of auxiliary components, selection of specific modes, etc., falls within the scope of the present invention and the scope of disclosure.
Claims (10)
1. The water-soluble polymer dispersing agent is characterized in that the preparation raw materials of the water-soluble polymer dispersing agent comprise amide monomers, acrylic ester monomers, active macromonomer polyether, a solvent, an initiator and a pH regulator;
the active large monomer polyether is prepared by reacting polyether amine with allyl succinic anhydride.
2. The water-soluble polymeric dispersant according to claim 1, wherein the molar ratio of polyetheramine to allylsuccinic anhydride is (0.5-1.5): 1, preferably 1:1;
preferably, the polyether amine is mono-primary amino polyether which is obtained by taking monoalcohol as an initiator to initiate ethylene oxide self-polymerization or initiate copolymerization of ethylene oxide and propylene oxide, and the terminal hydroxyl group is converted into amine;
preferably, the polyetheramine has a weight average molecular weight of 500 to 2500g/mol;
preferably, the polyetheramine comprises any one or a combination of at least two of JEFFAMINE M-2070, JEFFAMINE M-1000 or JEFFAMINE M-600.
3. The water-soluble polymeric dispersant of claim 1 or 2, wherein the reactive macromer polyether has a structure of formula I:
wherein R is 1 Is hydrogen or methyl, R 2 Methyl, ethyl, propyl or butyl, m is an integer from 10 to 60, and n is an integer from 0 to 15.
4. A water-soluble polymeric dispersant according to any one of claims 1 to 3, wherein the amide-based monomer comprises any one or a combination of at least two of N, N-dimethylacrylamide, vinylpyrrolidone, N-dimethylacrylamide or N-vinylcaprolactam, preferably vinylpyrrolidone and/or N, N-dimethylacrylamide;
preferably, the acrylic monomer comprises any one or a combination of at least two of methyl acrylate, ethyl acrylate, propyl acrylate, methyl methacrylate, ethyl methacrylate, cyclohexyl acrylate or cyclohexyl methacrylate, preferably methyl acrylate and/or methyl methacrylate;
preferably, the solvent comprises deionized water;
preferably, the initiator comprises any one or a combination of at least two of azobisisobutylamidine hydrochloride, azobisiso Ding Mi hydrochloride, azobiscyano valeric acid or ammonium persulfate;
preferably, the initiator is added in the form of an aqueous initiator solution;
preferably, the initiator content in the aqueous initiator solution is 20wt.%;
preferably, the pH adjuster comprises any one or a combination of at least two of sodium hydroxide, potassium hydroxide, monoethanolamine or N, N-dimethylethanolamine, preferably monoethanolamine and/or N, N-dimethylethanolamine.
5. The water-soluble polymer dispersant according to any one of claims 1 to 4, wherein the mass ratio of the amide monomer, the acrylate monomer, and the reactive macromonomer polyether is (1 to 5): 3 to 10): 20 to 30;
preferably, the weight average molecular weight of the water-soluble polymer dispersant is 5000 to 200000g/mol, preferably 10000 to 50000g/mol.
6. The water-soluble polymer dispersant according to any one of claims 1 to 5, wherein the water-soluble polymer dispersant is prepared from the following raw materials in parts by weight:
7. a method of preparing the water-soluble polymer dispersant of any one of claims 1 to 6, wherein said method of preparing comprises the steps of:
(1) Preparation of reactive macromer polyether: adding polyether amine and allyl succinic anhydride with formula amounts into a reactor, heating, preserving heat until no water is distilled out in the reaction process, and obtaining the active macromonomer polyether;
(2) Adding the reactive macromonomer polyether and the solvent in the formula amount into a reactor, mixing, heating, adding the amide monomer, the acrylic ester monomer and the initiator aqueous solution, carrying out heat preservation reaction, cooling, adding the pH regulator, and stirring to obtain the water-soluble polymer dispersing agent.
8. The method according to claim 7, wherein the temperature rise in step (1) is to 120 to 160 ℃;
preferably, the time of the heat preservation in the step (1) is 2-6 hours.
9. The method according to claim 7 or 8, wherein both of the step (1) and the step (2) are carried out under the protection of inert gas;
preferably, the temperature in the step (2) is raised to 50-100 ℃;
preferably, the temperature of the heat preservation reaction in the step (2) is 50-100 ℃, and the time of the heat preservation reaction is 1-3 hours;
preferably, the cooling in the step (2) is to cool to 40-50 ℃.
10. Use of a water-soluble polymeric dispersant as claimed in any one of claims 1 to 6 in the dispersion of carbon black mill base.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310527900.0A CN116515055B (en) | 2023-05-11 | 2023-05-11 | Water-soluble polymer dispersing agent and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310527900.0A CN116515055B (en) | 2023-05-11 | 2023-05-11 | Water-soluble polymer dispersing agent and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN116515055A true CN116515055A (en) | 2023-08-01 |
| CN116515055B CN116515055B (en) | 2024-04-05 |
Family
ID=87393924
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310527900.0A Active CN116515055B (en) | 2023-05-11 | 2023-05-11 | Water-soluble polymer dispersing agent and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN116515055B (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101454073A (en) * | 2006-05-22 | 2009-06-10 | 东亚合成株式会社 | Dispersing agent |
| CN110818845A (en) * | 2019-11-26 | 2020-02-21 | 上海宇昂水性新材料科技股份有限公司 | Preparation method of aqueous wetting dispersant, aqueous wetting dispersant and application |
| CN114058421A (en) * | 2020-08-04 | 2022-02-18 | 中国石油天然气股份有限公司 | Ashless dispersant for lubricating oil and preparation method thereof |
| CN115772347A (en) * | 2022-12-08 | 2023-03-10 | 上海宇昂水性新材料科技股份有限公司 | High-molecular dispersing agent and preparation method and application thereof |
-
2023
- 2023-05-11 CN CN202310527900.0A patent/CN116515055B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101454073A (en) * | 2006-05-22 | 2009-06-10 | 东亚合成株式会社 | Dispersing agent |
| US20090176925A1 (en) * | 2006-05-22 | 2009-07-09 | Morikatsu Matsunaga | Dispersing agent |
| CN110818845A (en) * | 2019-11-26 | 2020-02-21 | 上海宇昂水性新材料科技股份有限公司 | Preparation method of aqueous wetting dispersant, aqueous wetting dispersant and application |
| CN114058421A (en) * | 2020-08-04 | 2022-02-18 | 中国石油天然气股份有限公司 | Ashless dispersant for lubricating oil and preparation method thereof |
| CN115772347A (en) * | 2022-12-08 | 2023-03-10 | 上海宇昂水性新材料科技股份有限公司 | High-molecular dispersing agent and preparation method and application thereof |
Non-Patent Citations (1)
| Title |
|---|
| 董仕晋;刘歌;杨国深;鲍建楠;: "水溶性高分子颜料分散剂的合成", 染料与染色, no. 06, pages 35 - 39 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN116515055B (en) | 2024-04-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US6423785B1 (en) | Maleic anhydride copolymers containing amine oxide groups and their use as dispersants for pigments of fillers | |
| CN108129620B (en) | Sulfonic acid type block copolymer aqueous dispersant of RAFT technology | |
| CN108034305B (en) | Ferric oxide pigment color paste and preparation method thereof | |
| CN113736010B (en) | Polymer dispersant and application thereof in surface treatment of halogenated phthalocyanine pigment | |
| CN110818845A (en) | Preparation method of aqueous wetting dispersant, aqueous wetting dispersant and application | |
| CN116515055B (en) | Water-soluble polymer dispersing agent and preparation method and application thereof | |
| CN112662247B (en) | High-toughness water-based acrylic coating and preparation method thereof | |
| US5476544A (en) | Water-based pigment dispersion | |
| CN115521413B (en) | Water-based dispersing agent, water-based ceramic ink, and preparation method and application thereof | |
| CN107641402B (en) | Nano flame-retardant stone paint and preparation method thereof | |
| CN114106648B (en) | Water-based single-component primer surfacer and preparation method and application thereof | |
| CN116535584B (en) | Polymer dispersing agent and preparation method and application thereof | |
| CN116515053B (en) | Water-soluble polymer dispersing agent and preparation method and application thereof | |
| CN110305270B (en) | Water-soluble AB type block polymer, preparation method and application thereof | |
| CN108276833A (en) | A kind of ternary block polymer aqueous dispersion of RAFT synthesis | |
| CN111410862A (en) | Dispersant for water-based paint and preparation method thereof | |
| CN113502089A (en) | Color paste for water-based pen ink | |
| CN113185867A (en) | Grafting dispersant, preparation method thereof and application of grafting dispersant in water-based ink-jet color paste | |
| CN110698582A (en) | Dispersing agent, organic color paste containing dispersing agent and preparation method | |
| CN108084802B (en) | Ethanol-resistant aqueous glaze nano-grade color concentrate | |
| CN116515054B (en) | Water-soluble dispersing agent and preparation method and application thereof | |
| CN112159606A (en) | Water-based nano universal color paste and preparation method thereof | |
| CN111269618A (en) | Special water-based color paste for aluminum silicate fiber board and preparation process | |
| CN114031717B (en) | Polycarboxylate with high sulfonic acid group content, preparation method thereof and application thereof in preparing dispersing agent | |
| CN116515052B (en) | Water-soluble dispersing agent and preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |