CN113831542A - Preparation method of phosphate ester dispersing agent for matte powder - Google Patents
Preparation method of phosphate ester dispersing agent for matte powder Download PDFInfo
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- CN113831542A CN113831542A CN202111353044.9A CN202111353044A CN113831542A CN 113831542 A CN113831542 A CN 113831542A CN 202111353044 A CN202111353044 A CN 202111353044A CN 113831542 A CN113831542 A CN 113831542A
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- phosphate ester
- dispersing agent
- reaction kettle
- preparation
- matte powder
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- -1 phosphate ester Chemical class 0.000 title claims abstract description 49
- 239000002270 dispersing agent Substances 0.000 title claims abstract description 42
- 229910019142 PO4 Inorganic materials 0.000 title claims abstract description 41
- 239000010452 phosphate Substances 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 239000000843 powder Substances 0.000 title claims abstract description 16
- 229920000570 polyether Polymers 0.000 claims abstract description 15
- 229920000620 organic polymer Polymers 0.000 claims abstract description 13
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 229920002545 silicone oil Polymers 0.000 claims abstract description 9
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 6
- 150000001412 amines Chemical class 0.000 claims abstract description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 6
- 230000026731 phosphorylation Effects 0.000 claims abstract description 5
- 238000006366 phosphorylation reaction Methods 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims abstract 7
- 238000006243 chemical reaction Methods 0.000 claims description 43
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 36
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 239000003960 organic solvent Substances 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 11
- 239000003999 initiator Substances 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 238000011049 filling Methods 0.000 claims description 9
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 8
- 239000011591 potassium Substances 0.000 claims description 8
- 229910052700 potassium Inorganic materials 0.000 claims description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 6
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 4
- 239000012295 chemical reaction liquid Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229910052697 platinum Inorganic materials 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000012467 final product Substances 0.000 claims description 3
- 239000012535 impurity Substances 0.000 claims description 3
- 239000011261 inert gas Substances 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 150000001336 alkenes Chemical class 0.000 claims description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 229910021389 graphene Inorganic materials 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract description 7
- 230000008033 biological extinction Effects 0.000 abstract description 5
- 238000001556 precipitation Methods 0.000 abstract description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract description 2
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 239000003973 paint Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000000576 coating method Methods 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 230000002411 adverse Effects 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920001558 organosilicon polymer Polymers 0.000 description 3
- 229920000137 polyphosphoric acid Polymers 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 230000008719 thickening Effects 0.000 description 3
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229940014800 succinic anhydride Drugs 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 238000004873 anchoring Methods 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000009736 wetting Methods 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
The invention relates to a preparation method of a phosphate ester dispersing agent for matte powder. Firstly, methacrylic acid, maleic anhydride and allyl polyether are used for preparing a polymer in an oxygen-free environment, organic amine is neutralized, then low-hydrogen silicone oil is added to prepare a polydimethylsiloxane modified organic polymer, and the polydimethylsiloxane modified organic polymer is subjected to phosphorylation esterification to obtain the phosphate dispersing agent. The phosphate ester dispersing agent for the matte powder prepared by the method has strong dispersibility and better color, and can effectively prevent the phenomena of precipitation, extinction and spots.
Description
Technical Field
The invention relates to the technical field of industrial phosphate ester dispersing agents, and particularly relates to a preparation method of a phosphate ester dispersing agent for matte powder.
Background
Phosphate ester dispersants are chemicals that are clear yellow liquids, primarily used in aqueous coatings and printing inks. The phosphate ester dispersing agent has the main function of uniformly dispersing solid pigment particles in a liquid medium in the production process of coatings and printing ink; the establishment of a uniform and stable pigment dispersion system not only can improve the production efficiency and reduce the energy consumption, but also can enable the final product to exert excellent performances, such as high gloss, low viscosity, high coloring strength, prevention of flooding, blooming, flocculation and the like.
The phosphate end group in the phosphate dispersant plays a role of anchoring, and the monohydric alcohol precursor serves as a solvation chain segment for adjusting the polarity and enhancing the compatibility with the surrounding medium. In many cases, good results are obtained with the phosphate ester dispersants disclosed above, but the existing phosphate ester dispersants are generally highly polar and selective to the resin system used. Particularly, when the phosphate ester dispersing agent is applied to solvent-free epoxy resin paint, the existing phosphate ester dispersing agent has the defects of insufficient viscosity reduction capability, cracking and the like of a coating under the condition of high-temperature baking, and the dispersing force is insufficient, so that adverse phenomena of precipitation, extinction, spots, thickening and the like can be caused.
Disclosure of Invention
In order to solve the problems, the dispersing effect of the phosphate dispersing agent is better, and the adverse phenomena of precipitation, extinction, spots, thickening and the like are reduced when the phosphate dispersing agent is used, the invention provides the preparation method of the phosphate dispersing agent with good dispersing performance and good wetting performance on a base material.
A preparation method of a phosphate ester dispersing agent for matte powder comprises the following preparation steps:
s1: preparation before preparation: heating the reaction kettle, and fully drying the reaction kettle; continuously filling inert gas into the reaction kettle, exhausting air in the reaction kettle, exhausting air and various impurities in the reaction kettle, and enabling the interior of the reaction kettle to be in an oxygen-free environment; adding an organic solvent into the reaction kettle, then adding an initiator, and stirring to obtain an initiator solution;
s2: preparation of polyether polymer: sequentially adding half part of methacrylic acid, half part of anhydride and half part of straight-chain alkenyl ether into an initiator solution of S1, heating to 60-70 ℃, and stirring at the rotating speed of 100 r/min; then adding graphene, continuously stirring for 10-15min, then adding the other half part of methacrylic acid, the half part of anhydride and the half part of allyl polyether into the reaction kettle, and continuously stirring for reaction; reacting for 5 hours, refluxing at 100-110 ℃ for the first 1-2 hours, then heating to 110-125 ℃, continuing refluxing, and after the reaction is finished, continuously introducing nitrogen until the temperature of the reaction liquid polymer is reduced to room temperature;
adding a neutralizer into the reaction liquid polymer, and treating for 3-5min by ultrasonic waves; then standing for 2 hours to obtain a polyether polymer;
s3: preparation of polydimethylsiloxane-modified organic polymers: continuously filling nitrogen into the reaction kettle, adding a small amount of platinum catalyst into the polyether polymer obtained in S2 in a nitrogen environment, slowly adding low-hydrogen silicone oil, reacting at 60-70 ℃ for 12-14 h, and distilling at low temperature under reduced pressure to remove the organic solvent to obtain a light yellow viscous polyether modified organic silicon polymer;
s4: and (3) phosphorylation: the polydimethylsiloxane-modified organic polymer obtained in step S4 is subjected to phosphorylation at a temperature of 65 ℃ or lower. Cooling to room temperature to obtain a phosphated product;
s5: and (4) adjusting the pH value of the salt in the step S4 to 6.5-7.5 to obtain a final product, namely the phosphate ester dispersing agent.
Further, in the step S1, the initiator solvent is an organic solvent, and the organic solvent is one or more of xylene, chlorobenzene, n-butanol, sec-butanol, n-propanol, isopropanol, ethanol, and methanol.
Further, in the step S2, the neutralizer is an organic amine, and the organic amine is one or more of isopropylamine, n-butylamine, triethylamine, ethylenediamine, diphenylamine, tripropylamine, and triethanolamine.
Further, in the step S2, the linear alkenyl ether is an ether of a linear alkene containing 2 to 12 carbon atoms, and the molecular weight of the linear alkenyl ether is 58 to 300.
Furthermore, in the step S2, the weight ratio of the organic amine, the methacrylic acid, the anhydride and the linear alkenyl ether is 1: 1.5:1.0-1.25:1.5.
Further, in the step S2, the low hydrogen silicone oil is added in a dropping manner to ensure that the reaction is sufficiently performed.
Further, in the step S3, the platinum catalyst is potassium hexachloroplatinate; the amount of the added potassium hexachloroplatinate catalyst accounts for 0.06-0.08 wt% of the total amount of all the compounds.
Further, in the step S5, the pH of the compound is adjusted to 7 to obtain a phosphate ester dispersant
Due to the adoption of the technical scheme, compared with the prior art, the invention has the following beneficial effects: the phosphate ester dispersing agent prepared by the invention is suitable for water-soluble paint and ink printing, has the best effect especially when used in the water-soluble paint, can effectively disperse solid particles, and avoids the occurrence of adverse phenomena such as precipitation, extinction, spots, thickening and the like; the preparation method is simple, the used raw materials are common reagents, the reaction is carried out at a lower temperature in the production process, the reaction time is prolonged, the reaction can be more sufficient, the yield of the phosphate ester dispersing agent in unit weight is improved, and the generation of side reactions and byproducts is reduced.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
A preparation method of a phosphate ester dispersing agent for matte powder comprises the following preparation steps: preparation before preparation: heating the reaction kettle, and fully drying the reaction kettle; continuously filling inert gas into the reaction kettle, discharging air in the reaction kettle, removing air and various impurities in the reaction kettle, and enabling the reaction kettle to be in an oxygen-free environment; adding a solvent into a reaction kettle, then adding an initiator, and stirring to obtain an initiator solution, wherein the initiator solvent is an organic solvent, and the organic solvent is one or more of dimethylbenzene, chlorobenzene, n-butyl alcohol, sec-butyl alcohol, n-propyl alcohol, isopropyl alcohol, ethanol and methanol.
Example 1
Filling nitrogen into an organic solvent in a reaction kettle, then sequentially and slowly adding 30g of methacrylic acid, 25g of succinic anhydride and 30g of straight-chain alkenyl ether, fully stirring and uniformly mixing, reacting at 100 ℃ for 2 hours, heating to 120 ℃, continuing to react for 3 hours, and continuously introducing nitrogen into the reaction kettle to cool to room temperature; adding 20g of ethylenediamine; in a nitrogen environment, adding 0.5g of potassium hexachloroplatinate into a reaction kettle, slowly adding 26g of low-hydrogen silicone oil, reacting for 12 hours at 60 ℃, and distilling under reduced pressure at low temperature to remove an organic solvent to obtain a light yellow viscous polydimethylsiloxane modified organic polymer; 15g of phosphorus pentoxide was added to the polydimethylsiloxane-modified organic polymer, stirred at 60 ℃ for 8 hours, and the pH was adjusted to 7 with diethanolamine to give a phosphate ester dispersant.
Example 2
Filling nitrogen into an organic solvent in a reaction kettle, then sequentially and slowly adding 30g of methacrylic acid, 25g of succinic anhydride and 30g of straight-chain alkenyl ether, fully stirring and uniformly mixing, reacting at 100 ℃ for 2 hours, heating to 120 ℃, continuing to react for 3 hours, and continuously introducing nitrogen until the temperature in a four-mouth bottle is reduced to room temperature; adding 23g of diphenylamine; adding 0.1g of potassium hexachloroplatinate into a four-mouth bottle in a nitrogen environment, slowly adding 26g of low-hydrogen silicone oil, reacting for 12 hours at 60 ℃, and distilling under reduced pressure at low temperature to remove an organic solvent to obtain a light yellow viscous polydimethylsiloxane modified organic polymer; 16g of polyphosphoric acid was added to the polydimethylsiloxane-modified organic polymer, and stirred at 60 ℃ for 8 hours to obtain a phosphate ester dispersant.
Example 3
Filling nitrogen into an organic solvent in a reaction kettle, then sequentially and slowly adding 30g of methacrylic acid, 20g of maleic anhydride and 30g of straight-chain alkenyl ether, fully stirring and uniformly mixing, reacting at 105 ℃ for 2 hours, heating to 120 ℃, continuing to react for 3 hours, and continuously introducing nitrogen into the reaction kettle to cool to room temperature; adding 23g of triethanolamine; slowly adding 26g of low-hydrogen silicone oil and 0.1g of potassium hexachloroplatinate into a reaction kettle in a nitrogen environment, reacting for 12 hours at 60 ℃, and distilling under reduced pressure at low temperature to remove an organic solvent and water to obtain a light yellow viscous polydimethylsiloxane modified organic polymer; 16g of polyphosphoric acid was added to the polydimethylsiloxane-modified organic polymer, and stirred at 60 ℃ for 8 hours to obtain a phosphate ester dispersant.
Example 4
Filling nitrogen into an organic solvent in a reaction kettle, then sequentially and slowly adding 30g of methacrylic acid, 18g of acrylic anhydride and 30g of straight-chain alkenyl ether, fully stirring and uniformly mixing, reacting at 105 ℃ for 2 hours, heating to 120 ℃, continuing to react for 3 hours, and continuously introducing nitrogen into the reaction kettle to cool to room temperature; adding 23g of triethanolamine; slowly adding 26g of low-hydrogen silicone oil and 0.1g of potassium hexachloroplatinate into a reaction kettle in a nitrogen environment, reacting for 12 hours at 60 ℃, and distilling under reduced pressure at low temperature to remove an organic solvent to obtain a faint yellow viscous polyether modified organic silicon polymer; adding 16g of polyphosphoric acid into the polyether modified organic silicon polymer, and stirring for 8 hours at 60 ℃ to obtain the phosphate ester dispersing agent.
To test the effectiveness of the present phosphate ester dispersant for matte, which was applied to a water-soluble coating system, the following water-borne coatings were prepared:
adding 1 part of defoaming agent and 25 parts of deionized water into 5 containers, adding no phosphate dispersing agent into one container, adding 10 parts of the phosphate dispersing agent in the other four containers respectively, stirring for 1 hour, then slowly adding 65 parts of titanium dioxide powder into the four containers while stirring, continuously stirring for 45min, then adding a small amount of organic bentonite, continuously stirring and mixing for 2 hours to obtain the water-based paint, and recording the viscosity of the water-based paint by using a viscometer. 30 parts of the aqueous coating, 60 parts of acrylic resin and 6 parts of a cross-linking agent are uniformly mixed and then tested, and the following results are obtained, (the viscosity unit in the table is Pa/s):
| blank space | Example 1 | Example 2 | Example 3 | Example 4 | |
| Viscosity of the solution | 656.32 | 288.52 | 265.45 | 316.26 | 211.25 |
| Gloss of | 81.3 | 83.7 | 86.5 | 84.3 | 89.1 |
| Color developing power | Has spots | Good whiteness and dispersion | Good whiteness dispersion | Good whiteness and dispersion | Good whiteness and dispersion |
The test result shows that the water-based paint without any dispersant has high viscosity, spots appear in the solution, the water-based paint is difficult to be uniformly coated when in use, and the construction effect is poor. After the phosphate ester dispersing agent is added, the fluidity of the water-based paint is obviously improved, so that the water-based paint is easier to smear and disperse, is more uniform, and has no precipitation, extinction and spot phenomena.
It should be understood by those skilled in the art that the present invention may be embodied in many other specific forms without departing from the spirit or scope of the invention. Although an embodiment of the present invention has been described, it is to be understood that the present invention should not be limited to this embodiment, and variations and modifications can be made by those skilled in the art within the spirit and scope of the present invention as defined in the appended claims.
Claims (8)
1. A preparation method of a phosphate ester dispersing agent for matte powder is characterized by comprising the following preparation steps:
s1: preparation before preparation: heating the reaction kettle, and fully drying the reaction kettle; continuously filling inert gas into the reaction kettle, exhausting air in the reaction kettle, exhausting air and various impurities in the reaction kettle, and enabling the interior of the reaction kettle to be in an oxygen-free environment; adding an organic solvent into the reaction kettle, then adding an initiator, and stirring to obtain an initiator solution;
s2: preparation of polyether polymer: sequentially adding half part of methacrylic acid, half part of anhydride and half part of straight-chain alkenyl ether into an initiator solution of S1, heating to 60-70 ℃, and stirring at the rotating speed of 100 r/min; then adding graphene, continuously stirring for 10-15min, then adding the other half part of methacrylic acid, the half part of anhydride and the half part of allyl polyether into the reaction kettle, and continuously stirring for reaction; reacting for 5 hours, refluxing at 100-110 ℃ for the first 1-2 hours, then heating to 110-125 ℃, continuing refluxing, and after the reaction is finished, continuously introducing nitrogen until the temperature of the reaction liquid polymer is reduced to room temperature;
adding a neutralizer into the reaction liquid polymer, and treating for 3-5min by ultrasonic waves; then standing for 2 hours to obtain a polyether polymer;
s3: preparation of polydimethylsiloxane-modified organic polymers: continuously filling nitrogen into the reaction kettle, adding a small amount of platinum catalyst into the polyether polymer obtained in S2 in a nitrogen environment, slowly adding low-hydrogen silicone oil, reacting for 12-14 h at 60-70 ℃, and distilling under reduced pressure at low temperature to remove the organic solvent to obtain a light yellow viscous polydimethylsiloxane modified organic polymer;
s4: and (3) phosphorylation: the polydimethylsiloxane-modified organic polymer obtained in step S4 is subjected to phosphorylation at a temperature of 65 ℃ or lower. Cooling to room temperature to obtain a phosphated product;
s5: and (4) adjusting the pH value of the salt in the step S4 to 6.5-7.5 to obtain a final product, namely the phosphate ester dispersing agent.
2. The preparation method of the phosphate ester dispersing agent for matte powder according to claim 1, wherein in the step S1, the initiator solvent is an organic solvent, and the organic solvent is one or more of xylene, chlorobenzene, n-butanol, sec-butanol, n-propanol, isopropanol, ethanol and methanol.
3. The method for preparing the phosphate ester dispersant for matte powder according to claim 1, wherein in the step S2, the neutralizer is an organic amine, and the organic amine is one or more of isopropylamine, n-butylamine, triethylamine, ethylenediamine, diphenylamine, tripropylamine and triethanolamine.
4. The method for preparing the phosphate ester dispersing agent for matte powder according to claim 1, wherein in the step S2, the allyl polyether is a linear alkene ether containing 2-12 carbon atoms, and the molecular weight of the allyl polyether is 102-300.
5. The method for preparing the phosphate ester dispersing agent for matte powder according to claim 1, wherein in the step S2, the weight ratio of methacrylic acid, anhydride and allyl polyether is 1.5:1.0-1.25: 1.5.
6. The method for preparing a phosphate ester dispersing agent for matte powder according to claim 1, wherein in the step of S3, the low hydrogen silicone oil is added in a dropping manner to ensure that the reaction is fully performed.
7. The method for preparing the phosphate ester dispersing agent for matte powder according to claim 1, wherein in the step S3, the platinum catalyst is potassium hexachloroplatinate; the amount of the added potassium hexachloroplatinate catalyst accounts for 0.06-0.08 wt% of the total amount of all the compounds.
8. The method for preparing the phosphate ester dispersing agent for matte powder according to claim 1, wherein in the step of S5, the pH value of the compound is adjusted to 7 to obtain the phosphate ester dispersing agent.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115286967A (en) * | 2022-07-07 | 2022-11-04 | 江苏景宏新材料科技有限公司 | Water-based acrylate adhesive, water-based matte gloss oil and preparation method thereof |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1053649A (en) * | 1962-09-04 | |||
| CA2265316A1 (en) * | 1998-03-18 | 1999-09-18 | Borchers Gmbh | Aqueous pigment and/or filler dispersions containing a special combination of dispersing agents |
| CN102295771A (en) * | 2011-05-13 | 2011-12-28 | 华东理工大学 | Hyperbranched polymer as well as modified substance thereof and application of modified substance |
| CN102617864A (en) * | 2012-03-31 | 2012-08-01 | 陕西科技大学 | Phosphate leather fat liquoring agent and preparation method thereof |
| CN104479134A (en) * | 2014-12-08 | 2015-04-01 | 杭州百合科莱恩颜料有限公司 | Block polysiloxane polymer and pigment dispersant containing same |
| CN106084162A (en) * | 2016-06-17 | 2016-11-09 | 陈鹏 | Coating and printing ink dispersant of urethane derivative a kind of of band amide and preparation method thereof |
| CN106084238A (en) * | 2016-06-27 | 2016-11-09 | 陈鹏 | The preparation method of mute powder wetting dispersing agent |
| CN106582430A (en) * | 2015-10-20 | 2017-04-26 | 上海师范大学 | Novel carboxylate phosphate ternary polymerization dispersing agent and preparation process thereof |
| CN107619677A (en) * | 2017-09-28 | 2018-01-23 | 句容宁武高新技术发展有限公司 | One kind is rich in multiple functions group demulsifier and preparation method thereof |
| CN108276521A (en) * | 2017-12-22 | 2018-07-13 | 英德科迪颜料技术有限公司 | A kind of polyacrylate sodium phosphate dispersant and preparation method thereof |
-
2021
- 2021-11-16 CN CN202111353044.9A patent/CN113831542A/en active Pending
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1053649A (en) * | 1962-09-04 | |||
| CA2265316A1 (en) * | 1998-03-18 | 1999-09-18 | Borchers Gmbh | Aqueous pigment and/or filler dispersions containing a special combination of dispersing agents |
| CN102295771A (en) * | 2011-05-13 | 2011-12-28 | 华东理工大学 | Hyperbranched polymer as well as modified substance thereof and application of modified substance |
| CN102617864A (en) * | 2012-03-31 | 2012-08-01 | 陕西科技大学 | Phosphate leather fat liquoring agent and preparation method thereof |
| CN104479134A (en) * | 2014-12-08 | 2015-04-01 | 杭州百合科莱恩颜料有限公司 | Block polysiloxane polymer and pigment dispersant containing same |
| CN106582430A (en) * | 2015-10-20 | 2017-04-26 | 上海师范大学 | Novel carboxylate phosphate ternary polymerization dispersing agent and preparation process thereof |
| CN106084162A (en) * | 2016-06-17 | 2016-11-09 | 陈鹏 | Coating and printing ink dispersant of urethane derivative a kind of of band amide and preparation method thereof |
| CN106084238A (en) * | 2016-06-27 | 2016-11-09 | 陈鹏 | The preparation method of mute powder wetting dispersing agent |
| CN107619677A (en) * | 2017-09-28 | 2018-01-23 | 句容宁武高新技术发展有限公司 | One kind is rich in multiple functions group demulsifier and preparation method thereof |
| CN108276521A (en) * | 2017-12-22 | 2018-07-13 | 英德科迪颜料技术有限公司 | A kind of polyacrylate sodium phosphate dispersant and preparation method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115286967A (en) * | 2022-07-07 | 2022-11-04 | 江苏景宏新材料科技有限公司 | Water-based acrylate adhesive, water-based matte gloss oil and preparation method thereof |
| CN115286967B (en) * | 2022-07-07 | 2023-11-21 | 江苏景宏新材料科技有限公司 | Water-based acrylate binder, water-based matte gloss oil and preparation method thereof |
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