Synthesis method of binary hydroxyl gingerol modified monomer and application of binary hydroxyl gingerol modified monomer in 2KPU coating

Abstract

The invention relates to the field of materials, in particular to a synthetic method of a binary hydroxyl gingerol modified monomer and application of the binary hydroxyl gingerol modified monomer in a 2KPU coating. The method comprises the following steps: weighing 0.1-0.3 mol of gingerol, dissolving the gingerol in 0.5-1.5 L of dichloromethane, then dropwise adding 90-110 g of an acid-binding agent triethylamine in an ice bath, then adding 0.05-0.15 mol of azelaic diacyl chloride, and carrying out a reaction at room temperature for 2-4 hours; and washing the reaction product with water, separating and purifying to obtain the binary hydroxyl gingerol modified monomer. The binary hydroxyl gingerol modified monomer is used as a hydroxyl component, participates in a cross-linking reaction of the resin and the curing agent and finally becomes a part of a coating film, the obtained coating has a long-acting antibacterial function, meanwhile, the original physical and mechanical properties of the coating are not reduced, and the coating is particularly suitable for the coating needing the long-acting antibacterial function.

Description

Technical Field

[0001] This invention relates to the field of materials, and more particularly to a method for synthesizing dihydroxy gingerol modified monomers and their application in 2KPU coatings. Background Technology

[0002] Antimicrobial coating technology, as a key means to combat microbial infection, extend material life and improve safety, has developed rapidly in recent years in fields such as biomedicine, food preservation and industrial corrosion prevention.

[0003] Current mainstream antibacterial coating technologies rely on physical doping of synthetic bactericides (such as quaternary ammonium salts and organotin compounds) or monohydroxy modified capsaicin. The former has ecotoxicity (bioaccumulation BCF > 500) and insufficient long-term effectiveness (antibacterial rate decays by > 60% after 6 months of outdoor exposure). The latter has low cross-linking degree (gel content ≤ 85%) and high antibacterial agent migration rate (≥ 15% / month) due to its single functional group, which leads to the deterioration of the coating's mechanical properties (adhesion ≥ 1 grade, impact resistance < 40 kg·cm). Summary of the Invention

[0004] To address the problems existing in the background technology, a method for synthesizing dihydroxy gingerol modified monomer and its application in 2KPU coating is proposed. The dihydroxy gingerol modified monomer is set as a hydroxyl component to participate in the cross-linking reaction between the resin and the curing agent, and finally becomes part of the coating film. The resulting coating has a long-lasting antibacterial function without reducing the original physical and mechanical properties of the coating.

[0005] This invention proposes a method for synthesizing a dihydroxy gingerol modified monomer. The steps include weighing 0.1-0.3 mol of gingerol and dissolving it in 0.5-1.5 L of dichloromethane, then adding 90-110 g of triethylamine as an acid binder dropwise under an ice bath, followed by adding 0.05-0.15 mol of azeloyl chloride, and reacting at room temperature for 2-4 hours. The reaction product is washed with water, separated, and purified to obtain the dihydroxy gingerol modified monomer.

[0006] Preferably, the steps include weighing 0.1 mol of gingerol and dissolving it in 0.5 L of dichloromethane, then adding 90 g of the acid binder triethylamine dropwise under an ice bath, followed by adding 0.05 mol of azelaic chloride, and reacting at room temperature for 2-4 hours; the reaction product is washed with water, separated, and purified to obtain the dihydroxy gingerol modified monomer.

[0007] Preferably, the steps include weighing 0.3 mol of gingerol and dissolving it in 1.5 L of dichloromethane, then adding 110 g of the acid binder triethylamine dropwise under an ice bath, followed by adding 0.15 mol of azelaic chloride, and reacting at room temperature for 2-4 hours; the reaction product is washed with water, separated, and purified to obtain the dihydroxy gingerol modified monomer.

[0008] Preferably, the steps include weighing 0.2 mol of gingerol and dissolving it in 1 L of dichloromethane, then adding 100 g of the acid binder triethylamine dropwise under an ice bath, followed by adding 0.1 mol of azeloyl chloride, and reacting at room temperature for 2-4 hours; the reaction product is washed with water, separated, and purified to obtain the dihydroxy gingerol modified monomer.

[0009] The present invention further proposes the application of dihydroxy gingerol modified monomer in 2KPU coating. The coating includes dihydroxy gingerol modified monomer prepared by the above-mentioned synthesis method of dihydroxy gingerol modified monomer, and also includes hydroxy acrylic resin, substrate wetting agent, leveling agent, curing agent and solvent.

[0010] Preferably, the hydroxyl acrylic resin used is HE6625; the substrate wetting agent used is BYK-358N; the leveling agent used is BYK-306; the curing agent used is HT-100; and the solvents used are toluene, butyl acetate, and PMA.

[0011] Preferably, the coating formulation includes 1%-5% dihydroxy gingerol modified monomer, 50%-60% HE6625, 0.2%-0.6% BYK-358N, 0.1%-0.3% BYK-306, 6%-7.5% HT-100, 20%-25% toluene, 12%-18% butyl ester and 3%-5% PMA.

[0012] Preferably, the coating formulation includes 1% dihydroxy gingerol modified monomer, 57% HE6625, 0.2% BYK-358N, 0.1% BYK-306, 6% HT-100, 20% toluene, 12% butyl acetate and 3.7% PMA.

[0013] Preferably, the coating formulation includes 3% dihydroxy gingerol modified monomer, 55% HE6625, 0.4% BYK-358N, 0.2% BYK-306, 7% HT-100, 22.5% toluene, 15% butyl acetate and 3.9% PMA.

[0014] Preferably, the coating formulation includes 5% dihydroxy gingerol modified monomer, 50% HE6625, 0.6% BYK-358N, 0.3% BYK-306, 7.5% HT-100, 25% toluene, 18% butyl acetate and 3.6% PMA.

[0015] Compared with the prior art, the present invention has the following beneficial technical effects: setting a dihydroxy gingerol modified monomer as a hydroxyl component, participating in the cross-linking reaction of resin and curing agent, and finally becoming part of the coating film, the resulting coating has a long-lasting antibacterial function, while not reducing the original physical and mechanical properties of the coating, and is particularly suitable for coatings that require long-lasting antibacterial function, such as kitchen decorative panel coatings, bathroom decorative panel coatings, etc. Attached Figure Description

[0016] Figure 1 The schematic diagram of the synthesis reaction of the modified monomer of dihydroxy gingerol;

[0017] Figure 2 This is a schematic diagram illustrating the crosslinking reaction principle of the dihydroxy gingerol modified monomer with the resin and curing agent. Detailed Implementation

[0018] Example 1, as Figure 1 As shown in the example, this embodiment proposes a method for synthesizing a dihydroxy gingerol modified monomer. The steps include weighing 0.1 mol of gingerol and dissolving it completely in 0.5 L of dichloromethane, then slowly adding 90 g of the acid binder triethylamine dropwise under an ice bath, stirring until homogeneous, then slowly adding 0.05 mol of azeloyl chloride, removing the ice bath, and reacting at room temperature for 2-4 hours; the reaction product is washed with water, separated, and purified to obtain the dihydroxy gingerol modified monomer.

[0019] Example 2, as Figure 1 As shown in this embodiment, a method for synthesizing the modified monomer of dihydroxy gingerol is proposed. The steps include weighing 0.3 mol of gingerol and dissolving it completely in 1.5 L of dichloromethane, then slowly adding 110 g of the acid binder triethylamine dropwise under an ice bath, stirring until homogeneous, then slowly adding 0.15 mol of azeloyl chloride, removing the ice bath, and reacting at room temperature for 2-4 hours; the reaction product is washed with water, separated, and purified to obtain the modified monomer of dihydroxy gingerol.

[0020] Example 3, as Figure 1 As shown in this embodiment, a method for synthesizing the modified monomer of dihydroxy gingerol is proposed. The steps include weighing 0.2 mol of gingerol and dissolving it completely in 1 L of dichloromethane, then slowly adding 100 g of the acid binder triethylamine dropwise under an ice bath, stirring until homogeneous, then slowly adding 0.1 mol of azeloyl chloride, removing the ice bath, and reacting at room temperature for 2-4 hours; the reaction product is washed with water, separated, and purified to obtain the modified monomer of dihydroxy gingerol.

[0021] Example 4, as Figure 2 As shown in this embodiment, the application of dihydroxy gingerol modified monomer in a 2KPU coating is proposed. This coating includes the dihydroxy gingerol modified monomer prepared using the synthesis method described in Example 3, as well as hydroxyl acrylic resin, a substrate wetting agent, a leveling agent, a curing agent, and a solvent. The dihydroxy gingerol modified monomer, as a hydroxyl component, can participate in the crosslinking reaction between the resin and the curing agent, ultimately becoming part of the coating film, which possesses long-lasting antibacterial properties.

[0022] It should be further noted that the hydroxyl acrylic resin used is HE6625; the substrate wetting agent is BYK-358N; the leveling agent is BYK-306; the curing agent is HT-100; and the solvents are toluene, butyl acetate, and PMA.

[0023] It should be further noted that the coating formulation includes 5% dihydroxy gingerol modified monomer, 50% HE6625, 0.6% BYK-358N, 0.3% BYK-306, 7.5% HT-100, 25% toluene, 18% butyl acetate and 3.6% PMA.

[0024] Example 5, as Figure 2 As shown in this embodiment, the application of dihydroxy gingerol modified monomer in a 2KPU coating is proposed. This coating includes the dihydroxy gingerol modified monomer prepared using the synthesis method described in Example 3, as well as hydroxyl acrylic resin, a substrate wetting agent, a leveling agent, a curing agent, and a solvent. The dihydroxy gingerol modified monomer, as a hydroxyl component, can participate in the crosslinking reaction between the resin and the curing agent, ultimately becoming part of the coating film, which possesses long-lasting antibacterial properties.

[0025] It should be further noted that the hydroxyl acrylic resin used is HE6625; the substrate wetting agent is BYK-358N; the leveling agent is BYK-306; the curing agent is HT-100; and the solvents are toluene, butyl acetate, and PMA.

[0026] It should be further noted that the coating formulation includes 1% dihydroxy gingerol modified monomer, 57% HE6625, 0.2% BYK-358N, 0.1% BYK-306, 6% HT-100, 20% toluene, 12% butyl acetate and 3.7% PMA.

[0027] Example 6, as Figure 2 As shown in this embodiment, the application of dihydroxy gingerol modified monomer in a 2KPU coating is proposed. This coating includes the dihydroxy gingerol modified monomer prepared using the synthesis method described in Example 3, as well as hydroxyl acrylic resin, a substrate wetting agent, a leveling agent, a curing agent, and a solvent. The dihydroxy gingerol modified monomer, as a hydroxyl component, can participate in the crosslinking reaction between the resin and the curing agent, ultimately becoming part of the coating film, which possesses long-lasting antibacterial properties.

[0028] It should be further noted that the hydroxyl acrylic resin used is HE6625; the substrate wetting agent is BYK-358N; the leveling agent is BYK-306; the curing agent is HT-100; and the solvents are toluene, butyl acetate, and PMA.

[0029] It should be further noted that the coating formulation includes 3% dihydroxy gingerol modified monomer, 55% HE6625, 0.4% BYK-358N, 0.2% BYK-306, 7% HT-100, 22.5% toluene, 15% butyl acetate and 3.9% PMA.

[0030]

[0031] Table 1

[0032] Based on the formulation ratio in Table 1, the dihydroxy gingerol modified monomer, as a hydroxyl component, participates in the cross-linking reaction between the resin and the curing agent, and ultimately becomes part of the coating film. The resulting coating has a long-lasting antibacterial function without reducing the original physical and mechanical properties of the coating. It is particularly suitable for coatings that require long-lasting antibacterial function, such as kitchen decorative panel coatings and bathroom decorative panel coatings.

[0033] The embodiments of the present invention have been described in detail above with reference to the accompanying drawings. However, the present invention is not limited thereto. Various changes can be made within the scope of knowledge possessed by those skilled in the art without departing from the spirit of the present invention.

Claims

1. A method for synthesizing dihydroxy gingerol modified monomers, characterized in that, The steps include weighing 0.1-0.3 mol of gingerol and dissolving it in 0.5-1.5 L of dichloromethane, then adding 90-110 g of the acid binder triethylamine dropwise under an ice bath, followed by adding 0.05-0.15 mol of azeloyl chloride, and reacting at room temperature for 2-4 hours. The reaction product was washed with water, separated, and purified to obtain a dihydroxy gingerol modified monomer.

2. The method for synthesizing the dihydroxy gingerol modified monomer according to claim 1, characterized in that, The steps include weighing 0.1 mol of gingerol and dissolving it in 0.5 L of dichloromethane, then adding 90 g of the acid binder triethylamine dropwise under an ice bath, followed by adding 0.05 mol of azeloyl chloride, and reacting at room temperature for 2-4 hours. The reaction product was washed with water, separated, and purified to obtain a dihydroxy gingerol modified monomer.

3. The method for synthesizing the dihydroxy gingerol modified monomer according to claim 1, characterized in that, The steps include weighing 0.3 mol of gingerol and dissolving it in 1.5 L of dichloromethane, then adding 110 g of the acid binder triethylamine dropwise under an ice bath, followed by adding 0.15 mol of azeloyl chloride, and reacting at room temperature for 2-4 hours. The reaction product was washed with water, separated, and purified to obtain a dihydroxy gingerol modified monomer.

4. The method for synthesizing the dihydroxy gingerol modified monomer according to claim 1, characterized in that, The steps include weighing 0.2 mol of gingerol and dissolving it in 1 L of dichloromethane, then adding 100 g of the acid binder triethylamine dropwise under an ice bath, followed by adding 0.1 mol of azeloyl chloride, and reacting at room temperature for 2-4 hours. The reaction product was washed with water, separated, and purified to obtain a dihydroxy gingerol modified monomer.

5. The application of dihydroxy gingerol-modified monomers in 2KPU coatings, characterized in that, The coating comprises a dihydroxy gingerol modified monomer prepared by the synthesis method of the dihydroxy gingerol modified monomer as described in any one of claims 1-4, and further comprises a hydroxy acrylic resin, a substrate wetting agent, a leveling agent, a curing agent, and a solvent.

6. The application of the dihydroxy gingerol modified monomer according to claim 5 in 2KPU coating, characterized in that, The hydroxyl acrylic resin used is HE6625; the substrate wetting agent is BYK-358N; the leveling agent is BYK-306; the curing agent is HT-100; and the solvents are toluene, butyl acetate, and PMA.

7. The application of the dihydroxy gingerol modified monomer according to claim 6 in 2KPU coating, characterized in that, The coating formulation includes 1%-5% dihydroxy gingerol modified monomer, 50%-60% HE6625, 0.2%-0.6% BYK-358N, 0.1%-0.3% BYK-306, 6%-7.5% HT-100, 20%-25% toluene, 12%-18% butyl acetate, and 3%-5% PMA.

8. The application of the dihydroxy gingerol modified monomer according to claim 7 in 2KPU coating, characterized in that, The coating formulation includes 1% dihydroxy gingerol modified monomer, 57% HE6625, 0.2% BYK-358N, 0.1% BYK-306, 6% HT-100, 20% toluene, 12% butyl acetate and 3.7% PMA.

9. The application of the dihydroxy gingerol modified monomer according to claim 7 in 2KPU coating, characterized in that, The coating formulation includes 3% dihydroxy gingerol modified monomer, 55% HE6625, 0.4% BYK-358N, 0.2% BYK-306, 7% HT-100, 22.5% toluene, 15% butyl acetate and 3.9% PMA.

10. The application of the dihydroxy gingerol modified monomer according to claim 7 in 2KPU coating, characterized in that, The coating formulation includes 5% dihydroxy gingerol modified monomer, 50% HE6625, 0.6% BYK-358N, 0.3% BYK-306, 7.5% HT-100, 25% toluene, 18% butyl acetate and 3.6% PMA.

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