CN111073363A - Water-based antirust high-temperature-resistant coating and preparation method thereof - Google Patents

Water-based antirust high-temperature-resistant coating and preparation method thereof Download PDF

Info

Publication number
CN111073363A
CN111073363A CN201911407756.7A CN201911407756A CN111073363A CN 111073363 A CN111073363 A CN 111073363A CN 201911407756 A CN201911407756 A CN 201911407756A CN 111073363 A CN111073363 A CN 111073363A
Authority
CN
China
Prior art keywords
water
temperature
acrylate
resistant coating
quercetin
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.)
Pending
Application number
CN201911407756.7A
Other languages
Chinese (zh)
Inventor
付琬璐
史胜南
李娜
葛晶
于帅
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shenyang Shunfeng New Material Co ltd
Original Assignee
Shenyang Shunfeng New Material Co ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Shenyang Shunfeng New Material Co ltd filed Critical Shenyang Shunfeng New Material Co ltd
Priority to CN201911407756.7A priority Critical patent/CN111073363A/en
Publication of CN111073363A publication Critical patent/CN111073363A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D4/00Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/30Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/08Anti-corrosive paints
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/18Fireproof paints including high temperature resistant paints

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Cosmetics (AREA)

Abstract

The invention provides a water-based high-temperature-resistant antirust coating and a preparation method thereof, belonging to the technical field of coatings. According to the water-based antirust coating, rutin reacts with acrylic acid to generate quercetin-3-oxygen-acrylate, and phenolic hydroxyl and a flavonoid structure are introduced into the water-based acrylate coating, so that the coating has excellent performances of rust prevention and high temperature resistance; on the one hand, the phenolic hydroxyl group has strong complexing ability and can be combined with Fe under the acidic condition2+、Fe3+Chelating to form stable insoluble complex, improving the adhesion of paint to metal building, and introducing the flavonoid structure with high heat stability and high temperature resistance into acrylic acidCan effectively improve the thermal stability and the high temperature resistance of the coating. Therefore, the invention has excellent corrosion resistance and high temperature resistance, and has the advantages of safety, environmental protection, no toxicity, no pollution and the like.

Description

Water-based antirust high-temperature-resistant coating and preparation method thereof
Technical Field
The invention relates to the field of coatings, in particular to a water-based antirust high-temperature-resistant coating and a preparation method thereof.
Background
The problem of metal corrosion is concerned, the direct economic loss caused by metal corrosion in China accounts for 2% -4% of the total production value of the national people every year, and a lot of large-scale steel frame structures and metal building materials are collapsed and damaged due to severe corrosion of various internal and external factors, so that huge life and property losses are caused to the public, and the requirement on the antirust performance of the coating is higher and higher. Not only the single antirust performance is focused, but also the high temperature resistance, antibacterial property, environmental protection and the like are gradually considered by consumers, so that the development of an antirust coating which can meet the requirements of high antirust performance, high adhesive force, low VOC and high temperature resistance is needed.
Rutin is flavonol glycoside widely existing in plants, has excellent performances of oxidation resistance, antibiosis, good thermal stability and the like, phenolic hydroxyl carried by the structure of rutin can generate complex with metal ions such as iron, magnesium, calcium, copper, aluminum, zirconium and the like through complex reaction to generate a complex, the complex is a natural antirust agent, the flavonoid structure has excellent thermal stability, and simultaneously, the rutin has wide sources, safety, environmental protection and no toxicity.
Disclosure of Invention
Aiming at the problems, the invention aims to provide a preparation method of a water-based antirust high-temperature-resistant coating, which is characterized in that rutin reacts with acrylic acid to generate quercetin-3-oxygen-acrylate, so that a flavonoid structure and a phenolic hydroxyl group are introduced, and on one hand, the phenolic hydroxyl group can react with Fe2+、Fe3+The complex reaction is carried out to generate a stable complex, so as to achieve the purpose of rust prevention and improve the adhesive force of the coating to metal. On the other hand, the flavonoid structure is introduced, so that the thermal stability and the high temperature resistance of the coating can be effectively improved. Thereby the water-based acrylic paint has excellent corrosion resistance, high temperature resistance, safety, environmental protection and the like.
In order to achieve the purpose, the invention provides a water-based antirust high-temperature-resistant coating which is prepared from a component A and a component B in a mass ratio of 1: (3-4); the component A is composed of a component A1 and an acrylic emulsion according to the volume ratio of (1-2) to 1, wherein the component A1 is composed of the following raw materials in parts by mass: 20-30 parts of quercetin-3-O-acrylate, 5-10 parts of emulsifier and 50-70 parts of water; the component B comprises the following raw materials in parts by mass: 10-20 parts of water-based curing agent and 40-80 parts of water;
the preparation method of the quercetin-3-oxygen-acrylate comprises the following steps: (a) dissolving rutin in Dimethylformamide (DMF), adding anhydrous potassium carbonate and potassium iodide, stirring, slowly adding benzyl chloride dropwise at 0 ℃, slowly heating to room temperature, and reacting for 12 h; then adjusting the pH value to 6-6.5, and then adding distilled water to separate out a large amount of precipitates; taking the precipitate, adding ethanol with the mass fraction of 95%, heating until the solid is completely dissolved, then adding concentrated hydrochloric acid at one time, heating and refluxing for 18-25min to generate yellow precipitate, and continuing to react for 1 h; cooling to 4 deg.C, standing for 12 hr, filtering, oven drying, recrystallizing, and drying to obtain 3', 4', 7-O-tribenzylquercetin.
(b) Dissolving 3', 4', 7-oxygen-tribenzyl quercetin in dichloromethane, adding dicyclohexylcarbodiimide and 4-Dimethylaminopyridine (DMAP), stirring for 1h, slowly dropwise adding acrylic acid at 0 ℃, reacting for 3h at 20-28 ℃ after dropwise adding is finished, and then pouring the reaction liquid into ice distilled water while stirring, wherein the temperature is not higher than 4 ℃; carrying out suction filtration, washing a filter cake with distilled water, and obtaining a quercetin-3-oxygen-acrylate intermediate; wherein the mass ratio of 3', 4', 7-oxygen-tribenzyl quercetin to dicyclohexyl carbodiimide to 4-dimethylamino pyridine to acrylic acid is 4-5: 2:2: 1.
(c) dissolving the intermediate of quercetin-3-oxygen-acrylate in a dichloromethane/methanol mixed solvent, adding a Pd/C catalyst, and carrying out hydrogenation reaction for 6h at room temperature of 0.4 MPa; then filtering, distilling the filtrate under reduced pressure to obtain solid, eluting the solid with chloroform-methanol, and passing through silica gel column to obtain quercetin-3-O-acrylate.
Further, potassium iodide in the step (a) is used as a catalyst.
Further, benzyl chloride in the step (a) is freshly distilled.
Further, the mass ratio of the rutin, the benzyl chloride and the anhydrous potassium carbonate in the step (a) is 1-2: 0.7: 0.75.
Further, the addition amount of 95% ethanol in the (a) is 6-7 times of the mass of the precipitate.
Further, the mass fraction of the concentrated hydrochloric acid in the step (a) is 37.5%, and the adding amount of the concentrated hydrochloric acid is 1.0-1.5 times of the mass of the precipitate.
Further, the adding amount of the potassium iodide in the step (a) is 0.5-0.75 time of the mass of the rutin.
Further, the pH value in the step (a) is adjusted by using 10% by mass of acetic acid solution.
Further, the solvent for recrystallization in (a) is chloroform/methanol solution.
Further, the 3', 4', 7-oxo-tribenzylquercetin in the step (a) is yellow solid.
Further, the volume ratio of the dichloromethane/methanol mixed solvent in the step (c) is 1: 1.
Further, the mass ratio of the quercetin-3-oxygen-acrylate intermediate to the Pd/C catalyst in the step (C) is 4-5: 1.
further, in the step (c), the volume ratio of chloroform to methanol is 20: 1.
A preparation method of a water-based antirust high-temperature-resistant coating comprises the following steps:
(1) adding 20-30 parts of quercetin-3-oxy-acrylate and 5-10 parts of emulsifier into 50-70 parts of water, uniformly stirring, and uniformly mixing with acrylic emulsion according to the volume ratio of (1-2) to 1 to obtain the mother liquor of the water-based antirust high-temperature-resistant coating.
(2) Uniformly mixing 10-20 parts of aqueous curing agent and 40-80 parts of water, and mixing with the aqueous antirust high-temperature-resistant coating mother liquor according to the proportion of 1: and (3) uniformly mixing the components in the mass ratio of (3-4) to obtain the water-based antirust high-temperature-resistant coating.
Further, the emulsifier is one or more of OP-10, Span-60 or SDS.
Further, the acrylic emulsion is one or more of methyl methacrylate, ethyl acrylate, n-butyl acrylate, 2-ethylhexyl acrylate, 2-hydroxypropyl acrylate and butyl methacrylate.
Further, the aqueous curing agent is Aq419, H228B, W651 or W650.
Compared with the prior art, the invention has the beneficial effects that:
(1) in the preparation process of the coating, the invention provides a preparation method of quercetin-3-O-acrylate, so that the phenolic hydroxyl of a rutin structure is reserved to the maximum extent, and the more phenolic hydroxyl is, the Fe is, the2+、Fe3+The stronger the complexing ability of the coating is, thereby improving the antirust ability of the coating.
(2) According to the invention, the thermal stability and high temperature resistance of the acrylate coating are improved by grafting the flavonoid structure of rutin onto acrylic acid.
(3) In the preparation process of the antirust high-temperature-resistant coating, rutin is used as a raw material in the formula of the coating, the coating belongs to pure natural biomass, the coating belongs to green environment-friendly coating, and the coating has the advantages of no toxicity, no harm, environmental friendliness, wide source, low price and the like.
Drawings
FIG. 1 shows phenolic hydroxyl groups and Fe2+、Fe3+And (3) a complexing reaction rust prevention mechanism diagram.
FIG. 2 is a diagram of the synthetic mechanism of the reaction of rutin and acrylic acid to produce quercetin-3-oxo-acrylate.
FIG. 3 is a graph showing the effect of a neutral salt spray resistance test, wherein graphs a, b and c are graphs showing the effect of a salt spray test on a coating prepared when the volume ratio of quercetin-3-oxo-acrylate to an acrylic emulsion is 1:1, 1.5:1 and 2:1, respectively.
Detailed Description
The present invention will be described in detail with reference to examples.
Example 1
Step 1, preparation of Quercetin-3-O-acrylate
(a) Dissolving 2.0g of rutin in 15ml of Dimethylformamide (DMF), then adding 1.5g of anhydrous potassium carbonate and 1.0g of potassium iodide, stirring, slowly dropwise adding 1.4g of newly distilled benzyl chloride at 0 ℃, then slowly heating to room temperature of 25 ℃, and reacting for 12 hours; then acetic acid solution with the mass fraction of 10% is used for adjusting the pH value to 6.5, 200ml of distilled water is added, and a large amount of precipitate is separated out; taking the precipitate, adding 60ml of ethanol with the mass fraction of 95%, heating until the solid is completely dissolved, then adding 10ml of concentrated hydrochloric acid with the mass fraction of 37.5% at one time, heating and refluxing for 20min to generate yellow precipitate, and continuing to react for 1 h; cooling to 4 deg.C, standing for 12 hr, filtering, oven drying, recrystallizing, and drying to obtain 3', 4', 7-O-tribenzylquercetin.
(b) Dissolving 4.0g of 3', 4', 7-oxo-tribenzyl quercetin in dichloromethane, adding 2.0g of dicyclohexylcarbodiimide and 2.0g of 4-Dimethylaminopyridine (DMAP), stirring for 1h, slowly dropwise adding 1.0g of acrylic acid at 0 ℃, reacting for 3h at 25 ℃ after dropwise adding is finished, and then pouring the reaction liquid into 140ml of ice distilled water while stirring, wherein the temperature is not higher than 4 ℃; and (4) carrying out suction filtration, washing a filter cake with distilled water, and obtaining a quercetin-3-oxygen-acrylate intermediate.
(c) Dissolving 4.0g of quercetin-3-oxygen-acrylate intermediate in 65ml of dichloromethane/methanol (volume ratio is 1:1) mixed solvent, adding 1.0g of Pd/C catalyst, and carrying out hydrogenation reaction for 6h at room temperature under 0.4 MPa; then filtering, distilling the filtrate under reduced pressure to obtain solid, eluting the solid with chloroform-methanol (volume ratio 20:1), and passing through silica gel column to obtain quercetin-3-oxygen-acrylate.
Step 2: preparation of aqueous antirust coating
(a) Adding 20 parts of quercetin-3-oxo-acrylate and 5 parts of OP-10 emulsifier into 50 parts of water, stirring uniformly, and then mixing uniformly with acrylic emulsion (the volume ratio of methyl methacrylate to ethyl acrylate to 2-ethylhexyl acrylate is 2:1:1) according to the volume ratio of 1:1 to obtain the mother liquor of the water-based antirust high-temperature-resistant coating.
(b) Uniformly mixing 10 parts of W650 water-based curing agent and 40 parts of water, and mixing with the water-based antirust high-temperature-resistant coating mother liquor according to the proportion of 1: 3, and uniformly mixing to obtain the water-based antirust high-temperature-resistant coating.
Example 2
Step 1, preparation of Quercetin-3-O-acrylate
(a) Dissolving rutin 3.0g in Dimethylformamide (DMF) 15ml, adding anhydrous potassium carbonate 1.5g and potassium iodide 1.0g, stirring, slowly adding distilled benzyl chloride 1.4g dropwise at 0 deg.C, slowly heating to room temperature of 25 deg.C, and reacting for 12 hr; then acetic acid solution with the mass fraction of 10% is used for adjusting the pH value to 6.5, 200ml of distilled water is added, and a large amount of precipitate is separated out; taking the precipitate, adding 60ml of ethanol with the mass fraction of 95%, heating until the solid is completely dissolved, then adding 10ml of concentrated hydrochloric acid with the mass fraction of 37.5% at one time, heating and refluxing for 20min to generate yellow precipitate, and continuing to react for 1 h; cooling to 4 deg.C, standing for 12 hr, filtering, oven drying, recrystallizing, and drying to obtain 3', 4', 7-O-tribenzylquercetin.
(b) Dissolving 4.5g of 3', 4', 7-oxo-tribenzyl quercetin in dichloromethane, adding 2.0g of dicyclohexylcarbodiimide and 2.0g of 4-Dimethylaminopyridine (DMAP), stirring for 1h, slowly dropwise adding 1.0g of acrylic acid at 0 ℃, reacting for 3h at 25 ℃ after dropwise adding is finished, and then pouring the reaction liquid into 140ml of ice distilled water while stirring, wherein the temperature is not higher than 4 ℃; and (4) carrying out suction filtration, washing a filter cake with distilled water, and obtaining a quercetin-3-oxygen-acrylate intermediate.
(c) Dissolving 4.5g of quercetin-3-oxygen-acrylate intermediate in 65ml of dichloromethane/methanol (volume ratio is 1:1) mixed solvent, adding 1.0g of Pd/C catalyst, and carrying out hydrogenation reaction for 6h at room temperature under 0.4 MPa; then filtering, distilling the filtrate under reduced pressure to obtain solid, eluting the solid with chloroform-methanol (volume ratio 20:1), and passing through silica gel column to obtain quercetin-3-oxygen-acrylate.
Step 2: preparation of aqueous antirust coating
(a) Adding 25 parts of quercetin-3-oxo-acrylate and 8 parts of OP-10 emulsifier into 60 parts of water, stirring uniformly, and then mixing uniformly with acrylic emulsion (the volume ratio of methyl methacrylate to ethyl acrylate to 2-ethylhexyl acrylate is 2:1:1) according to the volume ratio of 1.5:1 to obtain the mother liquor of the water-based antirust high-temperature resistant coating.
(b) Taking 15 parts of W650 water-based curing agent, uniformly mixing with 60 parts of water, and mixing with the water-based antirust high-temperature-resistant coating mother liquor according to the proportion of 1: 3, and uniformly mixing to obtain the water-based antirust high-temperature-resistant coating.
Example 3
Step 1, preparation of Quercetin-3-O-acrylate
(a) Dissolving rutin 4.0g in Dimethylformamide (DMF) 15ml, adding anhydrous potassium carbonate 1.5g and potassium iodide 1.0g, stirring, slowly adding distilled benzyl chloride 1.4g dropwise at 0 deg.C, slowly heating to room temperature of 25 deg.C, and reacting for 12 hr; then acetic acid solution with the mass fraction of 10% is used for adjusting the pH value to 6.5, 200ml of distilled water is added, and a large amount of precipitate is separated out; taking the precipitate, adding 60ml of ethanol with the mass fraction of 95%, heating until the solid is completely dissolved, then adding 10ml of concentrated hydrochloric acid with the mass fraction of 37.5% at one time, heating and refluxing for 20min to generate yellow precipitate, and continuing to react for 1 h; cooling to 4 deg.C, standing for 12 hr, filtering, oven drying, recrystallizing, and drying to obtain 3', 4', 7-O-tribenzylquercetin.
(b) Dissolving 5.g of 3', 4', 7-oxo-tribenzyl quercetin in dichloromethane, adding 2.0g of dicyclohexylcarbodiimide and 2.0g of 4-Dimethylaminopyridine (DMAP), stirring for 1h, slowly dropwise adding 1.0g of acrylic acid at 0 ℃, reacting for 3h at 25 ℃ after dropwise adding, and then pouring the reaction liquid into 140ml of ice distilled water while stirring, wherein the temperature is not higher than 4 ℃; and (4) carrying out suction filtration, washing a filter cake with distilled water, and obtaining a quercetin-3-oxygen-acrylate intermediate.
(c) Dissolving 4.5g of quercetin-3-oxygen-acrylate intermediate in 65ml of dichloromethane/methanol (volume ratio is 1:1) mixed solvent, adding 1.0g of Pd/C catalyst, and carrying out hydrogenation reaction for 6h at room temperature under 0.4 MPa; then filtering, distilling the filtrate under reduced pressure to obtain solid, eluting the solid with chloroform-methanol (volume ratio 20:1), and passing through silica gel column to obtain quercetin-3-oxygen-acrylate.
Step 2: preparation of aqueous antirust coating
(a) Adding 30 parts of quercetin-3-oxo-acrylate and 10 parts of OP-10 emulsifier into 70 parts of water, stirring uniformly, and then mixing uniformly with acrylic emulsion (the volume ratio of methyl methacrylate to ethyl acrylate to 2-ethylhexyl acrylate is 2:1:1) according to the volume ratio of 2:1 to obtain the mother liquor of the water-based antirust high-temperature-resistant coating.
(b) Uniformly mixing 20 parts of W650 water-based curing agent and 80 parts of water, and mixing with the water-based antirust high-temperature-resistant coating mother liquor according to the proportion of 1: 3, and uniformly mixing to obtain the water-based antirust high-temperature-resistant coating.
Comparative example 1
The preparation process of this example is the same as example 1, except that the formula is not added with quercetin-3-O-acrylate, and the common antirust agent H810 is added, and the ratio of the antirust agent H810 to the acrylic acid emulsion is 1: 1.
The specific technical indexes are shown in table 1:
TABLE 1 Effect of different compounding ratios on coating Properties
Figure BDA0002349128330000051
Figure BDA0002349128330000061
As can be seen from Table 1: compared with the absence or the presence of the added quercetin-3-oxygen-acrylate, the antirust performance and the high temperature resistance of the coating are both obviously improved, the antirust performance of the coating is increased along with the increase of the addition amount of the quercetin-3-oxygen-acrylate, and the comprehensive effect of the three proportions is 1.5:1 to 2:1 to 1:1, namely the optimal proportion of the coating is 1.5:1, the antirust effect is more durable, and the high temperature resistance is more excellent.

Claims (10)

1. The water-based antirust high-temperature-resistant coating is characterized by comprising a component A and a component B in a mass ratio of 1: (3-4); the component A is composed of a component A1 and acrylic emulsion according to the volume ratio of (1-2) to 1, and the component A1 is composed of the following raw materials in parts by mass: 20-30 parts of quercetin-3-O-acrylate, 5-10 parts of emulsifier and 50-70 parts of water; the component B comprises the following raw materials in parts by mass: 10-20 parts of water-based curing agent and 40-80 parts of water.
2. The aqueous antirust high-temperature-resistant coating material according to claim 1, wherein the preparation method of quercetin-3-oxy-acrylate comprises the following steps:
(a) dissolving rutin in Dimethylformamide (DMF), adding anhydrous potassium carbonate and potassium iodide, stirring, slowly adding benzyl chloride dropwise at 0 ℃, slowly heating to room temperature, and reacting for 12 h; then adjusting the pH value to 6-6.5, and then adding distilled water to separate out a large amount of precipitates; taking the precipitate, adding ethanol with the mass fraction of 95%, heating until the solid is completely dissolved, then adding concentrated hydrochloric acid at one time, heating and refluxing for 18-25min to generate yellow precipitate, and continuing to react for 1 h; cooling to below 4 deg.C, standing for 12 hr, filtering, oven drying, recrystallizing, and drying to obtain 3', 4', 7-O-tribenzylquercetin;
(b) dissolving 3', 4', 7-oxygen-tribenzyl quercetin in dichloromethane, adding dicyclohexylcarbodiimide and 4-Dimethylaminopyridine (DMAP), stirring for 1h, slowly dropwise adding acrylic acid at 0 ℃, reacting for 3h at 20-28 ℃ after dropwise adding is finished, and then pouring the reaction liquid into ice distilled water while stirring, wherein the temperature is not higher than 4 ℃; carrying out suction filtration, washing a filter cake with distilled water, and obtaining a quercetin-3-oxygen-acrylate intermediate; wherein the mass ratio of 3', 4', 7-oxygen-tribenzyl quercetin to dicyclohexyl carbodiimide to 4-dimethylamino pyridine to acrylic acid is 4-5: 2: 2: 1;
(c) dissolving the intermediate of quercetin-3-oxygen-acrylate in a dichloromethane/methanol mixed solvent, adding a Pd/C catalyst, and carrying out hydrogenation reaction for 6h at room temperature of 0.4 MPa; then filtering, distilling the filtrate under reduced pressure to obtain solid, eluting the solid with chloroform-methanol, and passing through silica gel column to obtain quercetin-3-O-acrylate.
3. The water-based antirust high-temperature-resistant coating material as claimed in claim 2, wherein the mass ratio of rutin, benzyl chloride and anhydrous potassium carbonate in the step (a) is 1-2: 0.7: 0.75.
4. The aqueous antirust high-temperature-resistant coating material according to claim 2, wherein the addition amount of 95% ethanol in the (a) is 6 to 7 times of the precipitation mass.
5. The aqueous antirust high-temperature-resistant coating material as claimed in claim 2, wherein the mass fraction of the concentrated hydrochloric acid in the step (a) is 37.5%, and the addition amount is 1.0-1.5 times of the mass of the precipitate.
6. The water-based antirust high-temperature-resistant coating as claimed in claim 2, wherein the addition amount of potassium iodide in the step (a) is 0.5-0.75 time of the mass of rutin.
7. The aqueous antirust high-temperature-resistant coating material according to claim 2, wherein an acetic acid solution with a mass fraction of 10% is used for adjusting the pH value in the step (a).
8. The aqueous antirust high-temperature-resistant coating material according to claim 2, wherein the mass ratio of the quercetin-3-oxo-acrylate intermediate to the Pd/C catalyst in the step (C) is 4-5: 1.
9. the preparation method of the water-based antirust high-temperature-resistant coating according to claim 1, characterized by comprising the following steps:
(1) adding 20-30 parts of quercetin-3-oxy-acrylate and 5-10 parts of emulsifier into 50-70 parts of water, uniformly stirring, and uniformly mixing with acrylic emulsion according to the volume ratio of (1-2) to 1 to obtain a mother solution of the water-based antirust high-temperature-resistant coating;
(2) uniformly mixing 10-20 parts of aqueous curing agent and 40-80 parts of water, and mixing with the aqueous antirust high-temperature-resistant coating mother liquor according to the proportion of 1: and (3) uniformly mixing the components in the mass ratio of (3-4) to obtain the water-based antirust high-temperature-resistant coating.
10. The preparation method of the water-based antirust high-temperature-resistant coating according to claim 1, wherein the acrylic emulsion is one or more of methyl methacrylate, ethyl acrylate, n-butyl acrylate, 2-ethylhexyl acrylate, 2-hydroxypropyl acrylate and butyl methacrylate, and the acrylic emulsion is preferably methyl methacrylate: ethyl acrylate: 2-ethylhexyl acrylate =2:1: 1.
CN201911407756.7A 2019-12-31 2019-12-31 Water-based antirust high-temperature-resistant coating and preparation method thereof Pending CN111073363A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201911407756.7A CN111073363A (en) 2019-12-31 2019-12-31 Water-based antirust high-temperature-resistant coating and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201911407756.7A CN111073363A (en) 2019-12-31 2019-12-31 Water-based antirust high-temperature-resistant coating and preparation method thereof

Publications (1)

Publication Number Publication Date
CN111073363A true CN111073363A (en) 2020-04-28

Family

ID=70320434

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201911407756.7A Pending CN111073363A (en) 2019-12-31 2019-12-31 Water-based antirust high-temperature-resistant coating and preparation method thereof

Country Status (1)

Country Link
CN (1) CN111073363A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112341888A (en) * 2020-11-30 2021-02-09 江苏科技大学 Metal rust layer treatment coating composition and preparation method and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1980002840A1 (en) * 1979-06-20 1980-12-24 W Foley Contact lenses with polymer bound asepticizing agents
CN103923050A (en) * 2014-05-08 2014-07-16 徐大鹏 Method for preparing quercetin with rutin
CN105218726A (en) * 2015-10-17 2016-01-06 佛山市顺德区巴德富实业有限公司 A kind of metalchelated waterborne styrene-acrylic emulsion and preparation method thereof
CN108950567A (en) * 2018-08-24 2018-12-07 武汉钢铁有限公司 A kind of antirust agent and its application method for cold-rolled steel coils after bell-type annealing

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1980002840A1 (en) * 1979-06-20 1980-12-24 W Foley Contact lenses with polymer bound asepticizing agents
CN103923050A (en) * 2014-05-08 2014-07-16 徐大鹏 Method for preparing quercetin with rutin
CN105218726A (en) * 2015-10-17 2016-01-06 佛山市顺德区巴德富实业有限公司 A kind of metalchelated waterborne styrene-acrylic emulsion and preparation method thereof
CN108950567A (en) * 2018-08-24 2018-12-07 武汉钢铁有限公司 A kind of antirust agent and its application method for cold-rolled steel coils after bell-type annealing

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
江雷等: "槲皮素-3-氧-酰基酯的合成及其生物活性", 《浙江农业科学》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112341888A (en) * 2020-11-30 2021-02-09 江苏科技大学 Metal rust layer treatment coating composition and preparation method and application thereof

Similar Documents

Publication Publication Date Title
CN114195421B (en) Preparation method of polycarboxylic acid additive for machine-made sand concrete
CN103980432B (en) Containing polycarboxylate water-reducer and its preparation method of modified soluble acrylate
CN110551085B (en) Preparation method of 3,3',4,4' -diphenyl ether tetracarboxylic dianhydride
CN103408706A (en) High-performance polycarboxylic acid water reducing agent and preparation method thereof
CN106517849B (en) A kind of preparation method of oxidation-sulfonated starch water-reducing agent
US11773073B2 (en) Method for synthesizing myricetin
CN105175615A (en) Water-based environment-friendly film-forming material applied in steel fastener surface, and preparation method and application thereof
CN102690618B (en) Preparation method of thermosetting acrylic resin binder
CN111073363A (en) Water-based antirust high-temperature-resistant coating and preparation method thereof
CN103113036A (en) Modified aliphatic superplasticizer and preparation method thereof
CN104017210A (en) Long-chain type metal coordination intumescent flame retardant and preparation method thereof
CN104710310B (en) O-maleoyl lactate ester compound and preparation method thereof and the application in polycarboxylate water-reducer synthesizes
CN102558572A (en) Method for preparing xylogen acetylated derivative in ionic liquid solvent
CN110642995A (en) Preparation method of polycarboxylic acid water reducer for low-slump concrete
CN103044615A (en) Hydroxy acrylic resin for reflective film and preparation method thereof
CN102887885B (en) Preparation method of esomeprazole sodium
CN108129397B (en) Synthetic method of olaparib
CN104973816A (en) Polycarboxylic acid slump retaining agent with low bleeding rate and preparation method thereof
CN111499677B (en) Preparation method of steroid hormone compound 9-position dehalogenation
CN109535024B (en) Anti-yellowing beta-hydroxyalkylamide curing agent and preparation method and application thereof
CN105565700A (en) Early strength waterproof agent for ordinary Portland cement
CN110171882B (en) Formula and application of corrosion and scale inhibitor containing degradable quaternary ammonium salt
CN102757539B (en) Preparation method of polycarboxylic acid high-performance water reducing agent
CN110407961B (en) Preparation method of polyvinyl butyral
CN104211853A (en) Acrylate emulsion for water-based inks

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
RJ01 Rejection of invention patent application after publication

Application publication date: 20200428

RJ01 Rejection of invention patent application after publication