Antifouling and self-repairing non-isocyanate polyurethane coating and preparation method thereof

A non-isocyanate polyurethane coating is prepared using polycyclic carbonate resin and polyamine curing agents to address high water absorption and costly production issues, achieving self-healing, antifouling, and corrosion-resistant properties.

CN119192967AActive Publication Date: 2024-12-27SOUTH CHINA UNIV OF TECH

Patent Information

Application Number
CN202411135603.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-08-19
Publication Date
2024-12-27
Estimated Expiration
2044-08-19

AI Technical Summary

Technical Problem

Existing non-isocyanate polyurethane materials suffer from high water absorption, lack of self-healing and antifouling properties, and are costly to produce due to the use of high-pressure reactions and fluorinated compounds.

Method used

A method involving the preparation of polycyclic carbonate resin and polyamine curing agents, including amino-terminated polydimethylsiloxane and disulfide bond-containing amine compounds, under normal pressure to create a self-healing, antifouling non-isocyanate polyurethane coating with a star-shaped structure and disulfide bonds for self-repair.

Benefits of technology

The coating exhibits improved mechanical strength, heat resistance, hydrophobicity, and corrosion resistance with self-cleaning and self-healing properties, while being environmentally friendly and cost-effective.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The invention discloses an antifouling and self-repairing non-isocyanate polyurethane coating and a preparation method thereof, the preparation method comprises the following steps: preparation of polycyclic carbonate resin: adding anhydride and polyol into an organic solvent, uniformly mixing, reacting at 100-150 DEG C for 3-5 hours until the acid value is constant, and cooling to room temperature; adding glycerol carbonate, refluxing with xylene, reacting at 180-210 DEG C until the acid value is lower than 3.0 mgKOH / g, cooling to room temperature, washing with water for 2-3 times, and removing the solvent to obtain polycyclic carbonate resin; and preparation of the polyamine curing agent: mixing polyamine, amino-terminated polydimethylsiloxane and an amine compound containing disulfide bonds, and uniformly stirring to obtain the polyamine curing agent. The preparation method disclosed by the invention has the advantages of simple synthesis and low cost, and meanwhile, the prepared non-isocyanate polyurethane coating has good self-repairing property, pollution resistance and corrosion resistance.
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Description

Technical Field

[0001] The invention relates to the field of non-isocyanate polyurethane coatings, and in particular to an antifouling, self-repairing non-isocyanate polyurethane coating and a preparation method thereof. Background Art

[0002] Polyurethane has many excellent properties and is widely used in electronic devices, transportation, biomedicine, construction materials, aerospace and other fields. The preparation of traditional polyurethane requires the use of isocyanate as a raw material. Isocyanate itself contains certain toxicity, and the synthesis depends on the highly toxic gas phosgene, which is harmful to both the human body and the environment. In addition, isocyanate is extremely sensitive to moisture, which causes great difficulties in storage, transportation, and preparation. It is very easy to produce bubbles during the synthesis process, thereby affecting the performance of the material. Therefore, people are committed to designing and synthesizing non-toxic and environmentally friendly non-isocyanate polyurethane materials to replace traditional polyurethane.

[0003] Non-isocyanate polyurethanes are generally synthesized by the reaction of polyamines and polycyclic carbonates. No isocyanate is required in the preparation process, and it is not easily affected by moisture. In addition, the molecular chain structure contains a large number of hydroxyl groups, which helps to improve the chemical resistance and permeability resistance of the material. It is a type of material with very broad application and development prospects. Therefore, non-isocyanate polyurethanes have the potential to replace traditional polyurethanes in the fields of adhesives, elastomers, coatings, foams, etc. However, the existing non-isocyanate polyurethane materials have a high water absorption rate and almost no self-healing and staining properties. The most used polycyclic carbonates are polycyclic five-membered carbonates, which are usually generated by the addition reaction of epoxy groups and carbon dioxide under high pressure (1-20MPa). The high-pressure reaction not only has high production costs, but also brings potential safety hazards to the production. Therefore, the preparation of polycyclic five-membered carbonates under normal pressure has become a research hotspot.

[0004] On the other hand, non-isocyanate polyurethane contains a large number of hydroxyl groups, and its coating has poor chemical resistance and single function. To solve this problem, Chinese invention patent application CN109593451A discloses bisphenol AF-based hydrophobic and oleophobic non-isocyanate polyurethane coatings and their preparation methods and applications. Bisphenol AF and perfluoroepoxy compounds are used as raw materials to synthesize bisphenol AF and perfluorocyclic carbonates under a carbon dioxide atmosphere, and further prepare high-performance non-isocyanate polyurethane coatings with different amine curing agents. The non-isocyanate polyurethane coatings prepared by the coatings have very good hydrophobic and oleophobic properties and corrosion resistance, as well as high hardness, excellent impact resistance and chemical resistance. Because the use of fluorinated compounds to prepare hydrophobic and oleophobic polycyclic carbonates is not only costly, but also has physiological toxicity, its commercial use is limited.

[0005] Self-healing coatings and antifouling coatings have good application prospects and research and development significance due to their excellent physical and chemical properties. Composite coatings that combine these two functions will have broader application prospects. Siloxane is a type of polymer containing silicon oxygen bonds. Usually, the polymer can be modified purposefully according to its terminal structure. Non-isocyanate polyurethane modified by siloxane can enhance the tensile strength of the material, reduce water absorption, and improve thermal stability, but the self-healing and self-cleaning functions of these non-isocyanate polyurethane materials are difficult to take into account at the same time. For example, Chinese invention patent application CN113088176A discloses a self-healing anti-scratch polyurethane coating and its preparation method. Dynamic urea bonds and silicone segments are introduced into the polyurethane coating structure. The obtained coating has excellent self-healing properties, as well as basic properties such as scratch resistance, wear resistance, graffiti resistance, and high tensile strength. It also has certain anti-fouling properties, but its anti-fouling effect is not outstanding. Summary of the invention

[0006] In order to overcome the above-mentioned shortcomings and deficiencies of the prior art, the purpose of the present invention is to provide a method for preparing an anti-fouling, self-healing non-isocyanate polyurethane coating, which has the advantages of simple synthesis and low cost. At the same time, the prepared non-isocyanate polyurethane coating has good self-healing properties, anti-fouling properties and corrosion resistance.

[0007] The purpose of the present invention is achieved through the following technical solutions:

[0008] The present invention provides a method for preparing an antifouling, self-repairing non-isocyanate polyurethane coating, comprising the following steps:

[0009] Preparation of polycyclic carbonate resin: adding anhydride and polyol into an organic solvent and mixing them evenly, reacting them at 100-150° C. for 3-5 hours until the acid value is constant, and cooling them to room temperature; then adding glycerol carbonate, using xylene reflux, reacting them at 180-210° C. until the acid value is lower than 3.0 mgKOH / g, cooling them to room temperature, washing them with water for 2-3 times, and removing the solvent to obtain polycyclic carbonate resin;

[0010] The acid anhydride is at least one of phthalic anhydride, trimellitic anhydride, methylhexahydrophthalic anhydride, succinic anhydride, maleic anhydride, glutaric anhydride and adipic anhydride;

[0011] The polyol is at least one of trimethylolpropane, pentaerythritol, ditrimethylolpropane and dipentaerythritol;

[0012] Preparation of polyamine curing agent: polyamine, amino-terminated polydimethylsiloxane and disulfide bond-containing amine compound are mixed and stirred evenly to obtain polyamine curing agent;

[0013] The molecular weight of the amino-terminated polydimethylsiloxane is 2000-8000 and has the following structural formula:

[0014]

[0015] Preparation of non-isocyanate polyurethane coating: Mix the polycyclic carbonate resin and the amine curing agent evenly, and cure them at 120-150° C. for 3-5 hours to obtain an anti-fouling, self-repairing non-isocyanate polyurethane coating.

[0016] Preferably, the polyamine is at least one of isophoronediamine, p-phenylenediamine, ethylenediamine, butanediamine, pentamethylenediamine, hexamethylenediamine, octanediamine, decanediamine, polyethyleneimine, polyetherdiamine, diethylenetriamine, and tetraethylenepentamine.

[0017] Preferably, the disulfide bond-containing amine compound is at least one of 2,2'-diaminodiphenyl disulfide, dibenzocyclooctyne-disulfide bond-amino, and cystamine dihydrochloride.

[0018] Preferably, the organic solvent is at least one of N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide and acetonitrile.

[0019] Preferably, the mass ratio of the acid anhydride, the polyol and the glycerol carbonate is (25-45):(5-15):(25-45).

[0020] Preferably, the mass ratio of the polyamine, amino-terminated polydimethylsiloxane and disulfide bond-containing amine compound is (10-25): (1-10): (1-10).

[0021] Preferably, the mass ratio of the polycyclic carbonate resin to the amine curing agent is (75-85):(18-30).

[0022] Preferably, the polycyclic carbonate resin has a star-shaped structure.

[0023] Preferably, the molecular weight of the amino-terminated polydimethylsiloxane is 2000-8000.

[0024] Preferably, the glycerol carbonate has the following structure:

[0025]

[0026] Preferably, the amount of the organic solvent added is 20% to 50% of the total mass of the acid anhydride and the polyol.

[0027] The present invention also provides an antifouling, self-repairing non-isocyanate polyurethane coating, which is prepared by the preparation method of the antifouling, self-repairing non-isocyanate polyurethane coating.

[0028] Compared with the prior art, the present invention has the following advantages and beneficial effects:

[0029] (1) The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating of the present invention adopts a polyol selected from the group consisting of trimethylolpropane, pentaerythritol, ditrimethylolpropane and dipentaerythritol. First, the polyol is reacted with an acid anhydride, and the product thereof is reacted with glycerol cyclocarbonate. The obtained polycyclic carbonate is a star-shaped structure molecule, each of which contains 3 or more cyclocarbonate structures. This makes the prepared non-isocyanate polyurethane more compact and has a higher degree of polymerization, which can effectively improve the mechanical strength, heat resistance, hydrophobicity and corrosion resistance.

[0030] (2) The method for preparing the antifouling, self-healing non-isocyanate polyurethane coating of the present invention adopts polyamines, amino-terminated polydimethylsiloxane and disulfide-bonded amine compounds to prepare polyamine curing agents, and further introduces functional groups through the polyamine curing agents: the amino-terminated polydimethylsiloxane provides the polyurethane material with low surface energy and low elastic modulus, so that the droplets will not spread but take the form of spheres, and the contaminants are difficult to adhere to or adhere weakly to the surface of the material, thus giving the material a self-cleaning property; the cyclic carbonate group reacts with the amino group containing a disulfide bond to generate a carbamate bond and introduce a disulfide bond. The disulfide bond has a low bond energy and can achieve bond breaking and bond recombination at room temperature and pressure, completing the reconnection of the polymer chain segments and achieving the self-healing effect of the material.

[0031] (3) The preparation method of the antifouling, self-healing non-isocyanate polyurethane coating of the present invention can be prepared under normal pressure, has simple synthesis, and has the advantages of low cost, fluorine-free, and non-toxic. It can be widely used in the preparation of antifouling self-cleaning, self-healing sustainable coatings or industrial paints. DETAILED DESCRIPTION

[0032] The present invention will be further described in detail below in conjunction with examples, but the embodiments of the present invention are not limited thereto.

[0033] In the following embodiments, the testing process is as follows:

[0034] Water contact angle test: Tested in accordance with GB / T 30447-2013 test standard.

[0035] Antifouling performance test: Write text on the coating surface with an oily marker at room temperature, observe whether the oily pen shrinks and deforms, and wipe the pen with an ordinary paper towel after 3 minutes to observe whether there are any marks left on the coating.

[0036] Self-cleaning performance test: Sprinkle dust on the coating surface, let it stand for 24 hours, then drop water onto the dusty part of the coating surface. If all the dust falls off with the water, the self-cleaning performance is high.

[0037] Self-healing efficiency determination: Repair at 80°C for 5 minutes. When the coating is observed for self-healing using a 3D optical interferometer (profilometer), the ratio of the repaired scratch depth (ΔC) to the scratch depth before repair (C1) is taken as the self-healing efficiency (ε), that is, ε = ΔC / C1.

[0038] Anti-corrosion performance test: Tested in accordance with HGT 4077-2009 test standard.

[0039] Example 1

[0040] This embodiment provides a method for preparing a polycyclic carbonate resin and a non-isocyanate polyurethane coating, comprising the following steps:

[0041] (1) Preparation of polycyclic carbonate resin: Phthalic anhydride and pentaerythritol are added to a reaction kettle, and then N,N-dimethylformamide is added, and the reaction is carried out at 100°C for 5 hours until the acid value remains constant, and then cooled to room temperature. Then glycerol carbonate is added, and xylene (accounting for 20% of the total mass) is refluxed, and the reaction is carried out at 180°C until the acid value is less than 3.0 mgKOH / g, and then cooled to room temperature, and washed with water twice to remove unreacted glycerol carbonate, and finally the solvent is removed to obtain polycyclic carbonate resin. The reaction process is shown in formulas (1) to (2).

[0042]

[0043] (2) Preparation of amine curing agent: isophorone diamine, amino-terminated polydimethylsiloxane-3000 and 2,2'-diaminodiphenyl disulfide are uniformly mixed in proportion to prepare an amine curing agent.

[0044] (3) Preparation of non-isocyanate polyurethane coating: The polycyclic carbonate resin and the amine curing agent are mixed evenly and cured at 120°C for 5 hours to obtain an antifouling self-healing non-isocyanate polyurethane coating.

[0045] Table 1 Non-isocyanate polyurethane coating formulation of Example 1

[0046] Serial number composition Weight fraction 1 Methylhexahydrophthalic anhydride 40.55 2 Pentaerythritol 8.45 3 Glyceryl Carbonate 28.15 4 N,N-Dimethylformamide 20.00 5 Isophorone diamine 18.85 6 Amodimethicone-3000 1.00 7 2,2'-Diaminodiphenyl disulfide 3.00 8 total 120.00

[0047] Example 2

[0048] This embodiment provides a method for preparing a polycyclic carbonate resin and a non-isocyanate polyurethane coating, comprising the following steps:

[0049] (1) Preparation of polycyclic carbonate resin: Trimellitic anhydride and trimethylolpropane were added to a reaction kettle, and then N,N-dimethylacetamide was added, and the reaction was carried out at 130°C for 5 hours until the acid value remained constant, and then cooled to room temperature. Then, glycerol carbonate was added, and xylene (accounting for 20% of the total mass) was refluxed, and the reaction was carried out at 180°C until the acid value was less than 3.0 mgKOH / g, and then cooled to room temperature, washed with water for 3 times to remove unreacted glycerol carbonate, and finally the solvent was removed to obtain polycyclic carbonate resin.

[0050] The reaction process is shown in formulas (3) to (4).

[0051]

[0052] (2) Preparation of amine curing agent: isophorone diamine, amino-terminated polydimethylsiloxane-4000, 2,2'-diaminodiphenyl disulfide and cystamine dihydrochloride are uniformly mixed in proportion to prepare an amine curing agent.

[0053] (3) Preparation of non-isocyanate polyurethane coating: The polycyclic carbonate resin and the amine curing agent are mixed evenly and cured at 150°C for 3 hours to obtain an antifouling self-repairing non-isocyanate polyurethane coating.

[0054] Table 2 Non-isocyanate polyurethane coating formulation of Example 2

[0055]

[0056]

[0057] Example 3

[0058] This embodiment provides a method for preparing a polycyclic carbonate resin and a non-isocyanate polyurethane coating, comprising the following steps:

[0059] (1) Preparation of polycyclic carbonate resin: Succinic anhydride and dipentaerythritol are added to a reaction kettle in proportion, and then dimethyl sulfoxide is added, and the reaction is carried out at 110°C for 4 hours until the acid value remains constant, and then cooled to room temperature. Then glycerol carbonate is added, and xylene (accounting for 20% of the total mass) is refluxed, and the reaction is carried out at 200°C until the acid value is less than 3.0 mgKOH / g, and then cooled to room temperature, and washed with water twice to remove unreacted glycerol carbonate, and finally the solvent is removed to obtain polycyclic carbonate resin. The reaction process is shown in formulas (5) to (6).

[0060]

[0061] (2) Preparation of amine curing agent: Pentamethylenediamine, amino-terminated polydimethylsiloxane-5000 and dibenzocyclooctyne-disulfide bond-amino group were uniformly mixed in proportion to prepare an amine curing agent.

[0062] (3) Preparation of non-isocyanate polyurethane coating: The polycyclic carbonate resin and the amine curing agent were mixed evenly and cured at 130°C for 4 hours to obtain an antifouling self-repairing non-isocyanate polyurethane coating.

[0063] Table 3 Non-isocyanate polyurethane coating formulation of Example 3

[0064]

[0065]

[0066] Example 4

[0067] This embodiment provides a method for preparing a polycyclic carbonate resin and a non-isocyanate polyurethane coating, comprising the following steps:

[0068] (1) Preparation of polycyclic carbonate resin: Glutaric anhydride and pentaerythritol are added to a reaction kettle in proportion, and then N,N-dimethylformamide is added, and the reaction is carried out at 120°C for 5 hours until the acid value remains constant, and then cooled to room temperature. Then glycerol carbonate is added, and xylene (accounting for 20% of the total mass) is refluxed, and the reaction is carried out at 200°C until the acid value is less than 3.0 mgKOH / g, and then cooled to room temperature, and washed with water twice to remove unreacted glycerol carbonate, and finally the solvent is removed to obtain polycyclic carbonate resin. The reaction process is shown in formulas (7) to (8).

[0069]

[0070] (2) Preparation of amine curing agent: Pentamethylenediamine, diethylenetriamine, amino-terminated polydimethylsiloxane-5000 and 2,2'-diaminodiphenyl disulfide were uniformly mixed in proportion to prepare an amine curing agent.

[0071] (3) Preparation of non-isocyanate polyurethane coating: The polycyclic carbonate resin and the amine curing agent are mixed evenly and cured at 150°C for 4 hours to obtain an antifouling self-repairing non-isocyanate polyurethane coating.

[0072] Table 4 Non-isocyanate polyurethane coating formulation of Example 4

[0073]

[0074]

[0075] Example 5

[0076] This embodiment provides a method for preparing a polycyclic carbonate resin and a non-isocyanate polyurethane coating, comprising the following steps:

[0077] (1) Preparation of polycyclic carbonate resin: Adipic anhydride and ditrimethylolpropane are added to a reaction kettle, followed by an appropriate amount of acetonitrile, and reacted at 150°C for 5 hours until the acid value remains constant, and then cooled to room temperature. Then, glycerol carbonate is added, refluxed with xylene (accounting for 20% of the total mass), reacted at 210°C until the acid value is less than 3.0 mgKOH / g, cooled to room temperature, washed with water twice to remove unreacted glycerol carbonate, and finally the solvent is removed to obtain polycyclic carbonate resin. The reaction process is shown in formulas (9) to (10).

[0078]

[0079] (2) Preparation of amine curing agent: Decanediamine, amino-terminated polydimethylsiloxane-6000, 2,2'-diaminodiphenyl disulfide and dibenzocyclooctyne-disulfide bond-amino group were uniformly mixed in proportion to prepare an amine curing agent.

[0080] (3) Preparation of non-isocyanate polyurethane coating: The polycyclic carbonate resin and the amine curing agent are mixed evenly and cured at 150°C for 5 hours to obtain an antifouling self-repairing non-isocyanate polyurethane coating.

[0081] Table 5 Non-isocyanate polyurethane coating formulation of Example 5

[0082]

[0083]

[0084] Example 6

[0085] This embodiment provides a method for preparing a polycyclic carbonate resin and a non-isocyanate polyurethane coating, comprising the following steps:

[0086] (1) Preparation of polycyclic carbonate resin: Maleic anhydride and pentaerythritol are added to a reaction kettle, and then N,N-dimethylformamide is added, and the reaction is carried out at 150°C for 5 hours until the acid value remains constant, and then cooled to room temperature. Then glycerol carbonate is added, and xylene (accounting for 20% of the total mass) is refluxed, and the reaction is carried out at 200°C until the acid value is less than 3.0 mgKOH / g, and then cooled to room temperature, and washed with water twice to remove unreacted glycerol carbonate, and finally the solvent is removed to obtain polycyclic carbonate resin. The reaction process is shown in formulas (11) to (12).

[0087]

[0088] (2) Preparation of amine curing agent: Hexamethylenediamine, amino-terminated polydimethylsiloxane-8000, and 2,2'-diaminodiphenyl disulfide are uniformly mixed in proportion to prepare an amine curing agent.

[0089] (3) Preparation of non-isocyanate polyurethane coating: The polycyclic carbonate resin and the amine curing agent are mixed evenly and cured at 140°C for 5 hours to obtain an antifouling self-repairing non-isocyanate polyurethane coating.

[0090] Table 6 Non-isocyanate polyurethane coating formulation of Example 6

[0091] Serial number composition Weight fraction 1 Maleic anhydride 26.50 2 Pentaerythritol 9.20 3 Glyceryl Carbonate 40.00 4 N,N-Dimethylformamide 25.00 5 Hexamethylenediamine 9.80 6 Tetraethylenepentamine 11.70 7 Amodimethicone-8000 1.00 8 2,2'-Diaminodiphenyl disulfide 6.80 9 total 130.00

[0092] The performance of the cured non-isocyanate polyurethane coatings in Examples 1 to 6 was tested, and a two-component polyurethane coating prepared using commercial Covestro Arcol Polyol 3553 polyester polyol (the curing agent is HDI produced by Asahi Kasei Corporation of Japan) was used as a comparative example. The test results are shown in Table 7.

[0093] Table 7 Performance test results of coating

[0094]

[0095] As can be seen from Table 7, the non-isocyanate polyurethane coating prepared by the present invention has good self-repairing, anti-fouling and self-cleaning properties after curing. After a short period of self-repair, the self-repairing efficiency of the non-isocyanate polyurethane coating in this embodiment can reach 70%. The static water contact angles of Examples 1 to 6 are all greater than 95 degrees, which are greatly improved compared with the comparative example, and have strong self-cleaning and anti-fouling properties. Compared with the patent with publication number CN109593451A using biotoxic and expensive fluorine-containing substances for modification and the patent with publication number CN105504272A using a method of POSS modification with a cumbersome preparation process, the present invention uses chemically inert, moderately priced and environmentally friendly organosilicon and disulfide bond-containing materials to prepare non-isocyanate polyurethane coatings, and the coating has good corrosion resistance, self-cleaning performance, self-repairing and other advantages, and can be widely used in the preparation of anti-fouling self-cleaning, self-repairing sustainable coatings or industrial paints.

[0096] The above embodiments are preferred implementation modes of the present invention, but the implementation modes of the present invention are not limited to the embodiments. Any other changes, modifications, substitutions, combinations, and simplifications that do not deviate from the spirit and principles of the present invention should be equivalent replacement methods and are included in the protection scope of the present invention.

Claims

1. A method for preparing an antifouling, self-repairing non-isocyanate polyurethane coating, characterized in that: The following steps are involved: Preparation of polycyclic carbonate resin: adding anhydride and polyol into an organic solvent and mixing them evenly, reacting them at 100-150° C. for 3-5 hours until the acid value is constant, and cooling them to room temperature; then adding glycerol carbonate, using xylene reflux, reacting them at 180-210° C. until the acid value is lower than 3.0 mgKOH / g, cooling them to room temperature, washing them with water for 2-3 times, and removing the solvent to obtain polycyclic carbonate resin; The acid anhydride is at least one of phthalic anhydride, trimellitic anhydride, methylhexahydrophthalic anhydride, succinic anhydride, maleic anhydride, glutaric anhydride and adipic anhydride; The polyol is at least one of trimethylolpropane, pentaerythritol, ditrimethylolpropane and dipentaerythritol; Preparation of polyamine curing agent: polyamine, amino-terminated polydimethylsiloxane and disulfide bond-containing amine compound are mixed and stirred evenly to obtain polyamine curing agent; The molecular weight of the amino-terminated polydimethylsiloxane is 2000-8000 and has the following structural formula: Preparation of non-isocyanate polyurethane coating: Mix the polycyclic carbonate resin and the amine curing agent evenly, and cure them at 120-150° C. for 3-5 hours to obtain an anti-fouling, self-repairing non-isocyanate polyurethane coating.

2. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The polyamine is at least one of isophoronediamine, p-phenylenediamine, ethylenediamine, butanediamine, pentamethylenediamine, hexamethylenediamine, octanediamine, decanediamine, polyethyleneimine, polyetherdiamine, diethylenetriamine, and tetraethylenepentamine.

3. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The disulfide bond-containing amine compound is at least one of 2,2'-diaminodiphenyl disulfide, dibenzocyclooctyne-disulfide bond-amino group, and cystamine dihydrochloride.

4. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The organic solvent is at least one of N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide and acetonitrile.

5. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The mass ratio of the acid anhydride, the polyol and the glycerol carbonate is (25-45):(5-15):(25-45).

6. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The mass ratio of the polyamine, the amino-terminated polydimethylsiloxane and the disulfide bond-containing amine compound is (10-25): (1-10): (1-10).

7. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The mass ratio of the polycyclic carbonate resin to the amine curing agent is (75-85): (18-30).

8. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The polycyclic carbonate resin has a star-shaped structure.

9. The method for preparing the antifouling, self-repairing non-isocyanate polyurethane coating according to claim 1, characterized in that: The molecular weight of the amino-terminated polydimethylsiloxane is 2000-8000.

10. An antifouling, self-repairing non-isocyanate polyurethane coating, characterized in that: The antifouling, self-repairing non-isocyanate polyurethane coating is prepared by the preparation method of any one of claims 1 to 9.

Citation Information

Patent Citations

  • POSS modified rosin nonisocyanate polyurethane and preparation method of nonisocyanate polyurethane

    CN105504272A

  • Bisphenol AF-based lyophobic and oleophobic nonisocyanate polyurethane coating, as well as preparation method and application thereof

    CN109593451A

  • Self-repairing scratch-resistant polyurethane coating and preparation method thereof

    CN113088176A

  • Polycyclic carbonate resin, normal-pressures rapid preparation method thereof and application of resin

    CN109824881A

  • High-strength dual-repair non-isocyanate polyurethane and preparation method thereof

    CN112646177A

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