A kind of organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules and preparation method thereof

Abstract

The present invention belongs to the field of marine antifouling, and particularly relates to a hybrid antifouling coating of a silicone polymer / POSS grafted with antibacterial molecules and a preparation method thereof. The antifouling coating is obtained by sol-gel reaction of an antibacterial silicone polymer, polyhydroxy POSS and castor oil, and the mass ratio of the antibacterial silicone polymer, polyhydroxy POSS and castor oil is 1: 0.01-0.1: 0.05-0.5. The antibacterial groups distributed on the surface of the coating prepared by the present invention have the characteristics of chemical antifouling, and retain the physical antifouling properties of the low surface energy of the silicone polymer, which significantly enhances the static antifouling ability of the coating. And the present invention chemically connects the flexible silicone polymer and the rigid POSS molecules at the molecular level, and the prepared coating has high mechanical properties and adhesion. The antifouling coating is eco-friendly, durable, and has broad application prospects in the field of marine antifouling.

Description

Technical Field

[0001] The invention belongs to the field of marine antifouling, and particularly relates to an organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules and a preparation method thereof. Background Art

[0002] Marine biofouling can be defined as the phenomenon that marine fouling organisms attach and aggregate on various man-made structures and facilities, and have an adverse impact on people's production activities. Marine biofouling has been a problem that humans have been facing since they started engaging in maritime activities, and it is also one of the difficulties currently faced by marine development.

[0003] In recent years, Wuxi self-polishing antifouling coating is the only antifouling coating variety that has been commercially applied on a large scale. Its antifouling mechanism is that the resin is slowly hydrolyzed in seawater and exposes and releases toxic biocides such as Cu2O on the surface. + Ions can enter the spores of marine organisms to coagulate and precipitate proteins in cells and cause cell death, thereby inhibiting the attachment of biofilms and larvae. However, it can also cause copper accumulation in harbors and seaports, causing environmental problems. It is expected that the use of Cu2O biocides in self-polishing antifouling coatings will gradually be banned in the future.

[0004] Environmentally friendly fouling-releasing silicone low-surface-energy antifouling coatings have been rapidly developed based on their physical properties such as low surface energy and low roughness. Attached organisms are not easy to attach to their surfaces, or their attachment is not firm, and they can be "released" by water scouring. For example, the Intersleek series of International Paint and the Hempaguard series of Hempel have been used in commercial ships. However, under low speed and static conditions, due to the lack of strong water scouring, the fouling desorption ability of the coating is limited, which makes it unable to meet the antifouling needs of static marine equipment (such as oil platforms, marine ranches, etc.). In addition, the mechanical properties and adhesion of silicone antifouling coatings are low, and they are easily damaged or fall off, which reduces the service life of the coating, thus restricting its further application.

[0005] Usually, people physically blend toxic organic or inorganic biocides into antifouling resins, which, when released into seawater, can have many adverse effects on the marine ecosystem. Summary of the invention

[0006] In view of the problems of poor static antifouling ability, low mechanical properties and low adhesion to substrate existing in current organosilicon antifouling coatings, the present invention provides an organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules and a preparation method thereof.

[0007] In order to achieve the above object, the present invention adopts the following technical solution:

[0008] A hybrid antifouling coating of organosilicon polymer / POSS grafted with antibacterial molecules. The antifouling coating is obtained by sol-gel reaction of antibacterial organosilicon polymer, polyhydroxy POSS and castor oil. The mass ratio of the antibacterial organosilicon polymer, polyhydroxy POSS and castor oil is 1:0.01-0.1:0.05-0.5.

[0009] The antibacterial organic silicon polymer is prepared by free radical copolymerization of acrylamide functional antibacterial molecules and silane coupling agents, wherein the molar ratio of acrylamide functional antibacterial molecules to silane coupling agents is 1:0.1-10;

[0010] The silane coupling agent is one or more of 3-(methacryloyloxy)propyltrimethoxysilane (KH-570) and 3-(mercaptopropyl)triethoxysilane (KH580);

[0011] The reaction formula of the acrylamide functional antibacterial molecule is:

[0012]

[0013] Wherein, R is a functional group with antibacterial effect;

[0014] A small molecule containing both an amino group and an antibacterial group is reacted with acryloyl chloride under the condition of adding an acid binding agent and an organic solvent to generate an acrylamide functional antibacterial molecule, wherein the molar ratio of the small molecule containing both an amino group and an antibacterial group, acryloyl chloride and the acid binding agent is 1-1.2:1:1.5-2.

[0015] The acid-binding agent is one of triethylamine, diisopropylethylamine and pyridine; the organic solvent is one or more of tetrahydrofuran, 1,4-dioxane, ethyl acetate, butyl acetate, toluene, xylene, ether, n-butanol, isopropanol, acetone, butanone, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide and N-methylpyrrolidone.

[0016] The functional groups with antibacterial effect are benzothiazole, benzimidazole, benzoisothiazole, isothiazolinone, pyridine and pyrazole and their derivatives.

[0017] The amino-containing benzothiazole derivatives are mainly: 2-aminobenzothiazole, 4-aminobenzothiazole, 5-aminobenzothiazole, 6-aminobenzothiazole, 6-amino-2-mercaptobenzothiazole, 2-amino-4-methylbenzothiazole, 2-amino-4-hydroxybenzothiazole, 2-amino-6-bromobenzothiazole, 6-amino-2-benzothiazolecarbonitrile, 2-(4-aminophenyl)benzothiazole, 2-amino-benzothiazole-6-carbonitrile, 2-aminobenzothiazole-6-carbonitrile, 2-amino-4,5,6,7-tetrahydrobenzothiazole, 2-amino-6-(trifluoromethyl)benzothiazole, 2-aminobenzothiazole-6-carboxylic acid ethyl ester, 2-aminobenzothiazole-5-carboxylic acid methyl ester, 2-amino-benzothiazole-6-carboxylic acid methyl ester, 2-amino-4-bromobenzothiazole, 2-amino-4-chlorobenzothiazole, 2-amino-6-fluorobenzothiazole, 2-amino-4-fluorobenzothiazole, 2-amino-5-fluorobenzothiazole, etc.;

[0018] The amino-containing benzimidazole derivatives are mainly: 2-aminobenzimidazole, 5-aminobenzimidazole, 5-amino-2-mercaptobenzimidazole, 5-amino-2-(4-aminophenyl)benzimidazole, 5-amino-2-benzimidazolinone, 1,5-dimethyl-2-aminobenzimidazole, 2-amino-5-nitro-1H-benzimidazole, 2-(2-aminophenyl)-1H-benzimidazole, 2-amino-7-chloro-1H-benzimidazole, imidazole, 2-amino-5,6-dimethylbenzimidazole, 5-amino-2-methylbenzimidazole, 5-amino-4-bromobenzimidazole, 2-amino-1-methylbenzimidazole, 5-amino-6-methylbenzimidazolone, 2-amino-1H-benzimidazole-5-carboxylic acid, 2-amino-1H-benzimidazole-5-carboxylic acid methyl ester, 2-amino-5-(trifluoromethyl)benzimidazole, 5-amino-2-(trifluoromethyl)benzimidazole, etc.

[0019] The amino-containing benzisothiazole derivatives are mainly 3-amino-5-nitrobenz[d]isothiazole, etc.

[0020] The amino-containing isothiazolinone derivatives are mainly 5-amino-3(2H)-isothiazolinone, etc.

[0021] The amino-containing pyridine derivatives are mainly: 2-aminopyridine, 3-aminopyridine, 4-aminopyridine, 2-acetylamino-6-aminopyridine, 3-acetylaminopyridine, 2-bromo-4-aminopyridine, 3-aminopyridine-2-carboxylic acid, 2-bromo-6-aminopyridine, 2-aminopyridine-3-methanol, 2-aminopyridine-5-methanol, 2-acetylaminopyridine, 4-acetylaminopyridine, 3-methyl-4-aminopyridine, 6-aminopyridine-2-carboxylic acid, 5-aminopyridine-2-carboxylic acid, 2-acetylamino-5-aminopyridine, 6-ethyl- 3-aminopyridine, 2-nitro-4-aminopyridine, 4-aminopyridine-2-carbonitrile, 4-aminopyridine-2-carboxylic acid, 6-aminopyridine-3-carboxaldehyde, 5-aminopyridine-2-carboxamide, 3-aminopyridine-2-carbonitrile, 3-iodo-4-aminopyridine, 4-acetyl-3-aminopyridine, 5-aminopyridine-3-methanol, 6-aminopyridine-2-ol, 3-aminopyridine-2-carboxaldehyde, 2,,6-difluoro-4-aminopyridine, 4,5-dichloro-2-aminopyridine, 6-aminopyridine-3-sulfonamide, 4-aminopyridine-3-carboxaldehyde, etc.

[0022] The amino-containing pyrazole derivatives are mainly: 3-aminopyrazole, 4-aminopyrazole, 5-aminopyrazole, N-methyl-3-aminopyrazole, 3-aminopyrazole-4-carboxylic acid, 5-amino-1-ethylpyrazole, 3-amino-5-hydroxypyrazole, 3-amino-4-bromopyrazole, 5-amino-1,3-dimethylpyrazole, 3-amino-5-phenylpyrazole, 5-(4-bromophenyl)-2H-3-aminopyrazole, 3-aminopyrazole-4-carboxylic acid. Amide, 3-amino-4-cyanopyrazole, 5-amino-1-methyl-1H-pyrazole, 3-amino-5-tert-butylpyrazole, 1-phenyl-3-aminopyrazole, 4-amino-1,3,5-trimethylpyrazole, 5-amino-1-(2-hydroxyethyl)pyrazole, 3-amino-4-bromo-5-methylpyrazole, 5-amino-3-(4-fluorophenyl)pyrazole, 3-amino-1-benzylpyrazole, 4-amino-1H-pyrazole-3-carboxylic acid, etc.;

[0023] The structural unit general formula of the polyhydroxy POSS is as follows:

[0024]

[0025] in, When POSS-octahydroxypropyl,

[0026] When is POSS-octahydroxybutyl;

[0027] A method for preparing a hybrid antifouling coating of an organosilicon polymer / POSS grafted with antibacterial molecules comprises the following steps: dissolving an antibacterial organosilicon polymer, polyhydroxy POSS and castor oil in an organic solvent according to the above mass ratio, stirring and mixing them thoroughly, then adding acid (0.1M HCl) to adjust the pH to about 3 for catalysis, performing a sol-gel reaction at room temperature for 48 hours, then dripping the coating on a substrate, and curing the coating at room temperature to obtain a hybrid antifouling coating of an organosilicon polymer / POSS grafted with antibacterial molecules.

[0028] Preparation of the antibacterial organosilicon polymer

[0029] Step 1: First, a small molecule containing an amino group and an antibacterial group and an acid-binding agent are dissolved in an organic solvent, and then acryloyl chloride is added under ice bath conditions, and the reaction is stirred at room temperature. The crude product is extracted and washed, and then vacuum dried after rotary evaporation to obtain acrylamide functional antibacterial molecules;

[0030] Step 2: Dissolve the synthesized acrylamide functional antibacterial molecule and silane coupling agent in an organic solvent, then add the initiator azobisisobutyronitrile (AIBN), and carry out free radical copolymerization at 70°C for 24 hours. After the reaction is completed, precipitate the crude product in a large amount of cold petroleum ether, and obtain an antibacterial silicone polymer after vacuum drying.

[0031] An application of the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules, and application of the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules in the field of marine antifouling.

[0032] Beneficial effects of the present invention

[0033] The organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules of the present invention does not release any biocides into seawater, is green and environmentally friendly, and has excellent antifouling performance, mechanical properties and high adhesion to the substrate. Specifically:

[0034] (1) The organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules of the present invention uses a simple free radical copolymerization method to chemically graft antibacterial molecules (such as antibacterial groups such as benzothiazole, benzimidazole, benzoisothiazole, isothiazolinone, pyridine and pyrazole) onto the organosilicon polymer chain segment. The antibacterial groups distributed on the surface of the prepared coating have the characteristics of chemical antifouling, and retain the physical antifouling characteristics of low surface energy of the organosilicon polymer. The two have obvious synergistic effects at the same time, significantly enhancing the static antifouling ability of the coating, and no biocides are released into the marine environment. This chemical and physical binary synergistic strategy is an effective way to develop new green organosilicon low surface energy antifouling coatings.

[0035] (2) The present invention chemically connects the flexible silicone polymer and the rigid POSS molecules at the molecular level, rather than conventional physical blending, to obtain a durable and long-lasting three-dimensional hybrid network through a combination of "rigidity and flexibility", and the POSS molecules with 8 hydroxyl groups and castor oil molecules with multiple hydroxyl groups in the chemical structure can significantly increase the crosslinking density of the coating, further enhancing the mechanical properties and adhesion of the silicone-based antifouling coating;

[0036] (3) The organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules of the present invention is environmentally friendly and has no pollution to the environment; the raw materials are easily available, the preparation method is simple and efficient, and it has universal applicability and is easy to promote. BRIEF DESCRIPTION OF THE DRAWINGS

[0037] Figure 1 This is the nuclear magnetic resonance hydrogen spectrum of the acrylamide functional antibacterial molecule provided by the present invention (Example 1).

[0038] Figure 2 This is the hydrogen nuclear magnetic resonance spectrum of the antibacterial organosilicon polymer provided by the present invention (Example 1).

[0039] Figure 3 This is the infrared spectrum of the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules provided by the present invention (Example 1). DETAILED DESCRIPTION

[0040] It should be noted that the following detailed descriptions are illustrative and are intended to provide further explanation of the present application. Unless otherwise specified, all technical and scientific terms used herein have the same meanings as those commonly understood by those skilled in the art to which the present application belongs.

[0041] The coating preparation method of the present invention is to first synthesize acrylamide functional antibacterial molecules through simple organic reaction, then carry out free radical copolymerization with silane coupling agent to prepare antibacterial organosilicon polymer, and finally carry out sol-gel reaction and solidify the antibacterial organosilicon polymer, polyhydroxy POSS and castor oil at room temperature. The antibacterial groups distributed on the surface of the coating prepared by the present invention have the characteristics of chemical antifouling, and retain the physical antifouling characteristics of low surface energy of organosilicon polymer, which significantly enhances the static antifouling ability of the coating. And the present invention chemically connects flexible organosilicon polymer and rigid POSS molecules at the molecular level, and the prepared coating has higher mechanical properties and adhesion. The antifouling coating is friendly to the ecological environment, has strong durability, and has a wide range of application prospects in the field of marine antifouling.

[0042] The present invention is based on the synergistic effect of chemical antibacterial and low surface energy physical effects on the coating surface, and chemically grafts antibacterial molecules with biocidal effects onto organic silicon polymer segments by free radical polymerization to improve the static antifouling ability of the organic silicon-based coating; at the same time, hybridizing the POSS molecules with the polymer in a manner of forming chemical bonds rather than physical blending can further improve the mechanical properties and adhesion of the organic silicon antifouling coating.

[0043] Embodiment 1:

[0044] (1) 2-aminobenzothiazole (3.5 mmol, 0.5 g) was added to a three-necked flask under N2 atmosphere, 50 mL of THF was added to dissolve, and then (6.45 mmol, 0.9 mL) of triethylamine was added. Then, acryloyl chloride (2.95 mmol, 235 uL) was added under ice bath conditions, and the mixture was stirred at room temperature for 6 hours. After the reaction was completed, it was extracted with dichloromethane, and then the organic phase was washed with 0.01 mol / L hydrochloric acid and saturated brine three times in sequence, dried with anhydrous magnesium sulfate for 6 hours, and then filtered and the organic solvent was removed by rotary evaporation. The mixture was placed in a vacuum drying oven at room temperature overnight to obtain a light yellow solid acrylamide-benzothiazole (see Figure 1 );

[0045] (2) In a N2 atmosphere, acrylamide-benzothiazole (2.5 mmol, 0.5 g), (3-mercaptopropyl)triethoxysilane (6.3 mmol, 1.5 g), and azobisisobutyronitrile (0.02 wt%, 0.004 g) were added to a three-necked flask, and 20 mL of THF was added to dissolve the mixture. The mixture was refluxed at 70° C. and reacted for 24 hours. After the reaction, the crude product was precipitated in a large amount of cold petroleum ether and then vacuum dried at room temperature overnight to obtain an antibacterial organosilicon polymer (see Figure 2 );

[0046] (3) 1 g of antibacterial organosilicon polymer, 0.02 g of POSS-octahydroxypropyl and 0.1 g of castor oil were dissolved in tetrahydrofuran, and then 0.6 mL of 0.1 M HCl was slowly added dropwise for catalysis, and stirred at room temperature to perform a sol-gel reaction. After reacting for 48 hours, the reaction mixture was drop-coated on a substrate, and cured at room temperature for 1 day to obtain an organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules (see Figure 3 ).

[0047] Depend on Figure 1 The nuclear magnetic resonance hydrogen spectrum shows that the acrylamide functional antibacterial molecule has been successfully synthesized. Figure 2The H NMR spectrum of shows that the antibacterial organosilicon polymer was successfully synthesized. The infrared spectrum of 3 shows that the characteristic peaks of Si-O-Si, Si-CH3 and antibacterial group benzothiazole in the polymer are assigned, proving that the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules was successfully prepared.

[0048] Examples 2 to 11 and Comparative Example 1

[0049] Except for changing the dosage of antibacterial organosilicon polymer, castor oil, and the type and dosage of polyhydroxy POSS, the remaining steps and conditions are the same as those in Example 1, and different antifouling coatings are obtained, as shown in Table 1.

[0050] Table 1

[0051]

[0052]

[0053] In order to evaluate the static antifouling performance of the antifouling coating of the present invention, a real sea hanging board test method was adopted. The antifouling coating system prepared in the embodiment was immersed in the coastal waters of Qingdao with reference to GB / T5370-2007 (antifouling paint sample shallow sea immersion test method), and its antifouling performance was investigated. According to the attachment area of ​​fouling organisms on the sample surface, the score was scored (see Table 1). The scoring rules are as follows: if there is no biological attachment, it is recorded as 100 points; only primary attached organisms such as biofilms are recorded as 95 points; if there are large fouling organisms such as barnacles, it is calculated according to the following formula: 95-individual attachment number-group attachment coverage area.

[0054] Table 2 shows the static antifouling effect data that can be achieved by different coatings

[0055]

[0056] It can be seen from Table 2 that with the increase in the amount of antibacterial silicone polymer, the static antifouling ability of the coating is significantly improved, proving that the antibacterial groups distributed on the surface of the coating can effectively inhibit the attachment of fouling organisms.

[0057] In order to evaluate the mechanical properties of the antifouling coating of the present invention, the pencil hardness of different coatings was measured (refer to GB / T6739-2006 "Paint and varnish pencil method for determination of film hardness"). The results are shown in Table 3.

[0058] Table 3 shows the pencil hardness of different coatings

[0059] Coating No. 1 2 3 4 5 6 7 8 9 10 11 12 Pencil hardness 3H 3H 2H 7H 7H 3H 5H 4H 6H 2H 9B 7B

[0060] As can be seen from Table 3, with the increase of the amount of polyhydroxy POSS, the pencil hardness of the coating gradually increases, proving that the rigid polyhydroxy POSS covalently linked in the polymer network can increase the crosslinking density of the coating and effectively improve the hardness of the coating. However, with the increase of the amount of antibacterial silicone polymer, the hardness of the coating decreases significantly. This is understandable, as the long-chain silicone polymer as a soft segment will give the coating better flexibility.

[0061] At the same time, in order to evaluate the bonding strength between the antifouling coating of the present invention and the substrate, an adhesion test was also conducted. The solution was coated on a glass fiber reinforced epoxy resin board, and the solvent was evaporated at room temperature to form a coating with a thickness of about 200 μm. The coating was left at room temperature for 2 to 3 days to allow the solvent to fully evaporate. Then, 5 different areas were selected on the coating surface and an aluminum ingot with a diameter of 20 mm was adhered with epoxy resin adhesive. Referring to ASTM D4541, a DeFelsko pull-off tester ( AT-AAutomatic) measures the adhesion strength of polymer coatings on epoxy resin boards at a pulling rate of 0.2 MPa·s -1 Finally, the average of the measurements in five different regions was taken as the result (see Table 4).

[0062] Table 4 shows the adhesion data that can be achieved by different coatings

[0063]

[0064] It can be seen from Table 4 that with the increase of the content of polyhydroxy POSS and castor oil in the coating, its adhesion strength increases significantly. This is because the polyhydroxy POSS and castor oil molecules distributed in the coating have a polyhydroxy structure, and the increase in the cross-linking density of the hybrid network also enhances the cohesive strength of the coating. In addition, more hydroxyl groups can also form a higher density of hydrogen bonds with the substrate to form a strong interaction, thereby significantly enhancing the bonding force between the coating and the substrate.

[0065] The above embodiments are preferred implementation modes of the present invention, but the implementation modes of the present invention are not limited to the above 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. An organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules, characterized in that: The antifouling coating is obtained by sol-gel reaction of antibacterial organosilicon polymer, polyhydroxy POSS and castor oil, and the mass ratio of antibacterial organosilicon polymer, polyhydroxy POSS and castor oil is 1:0.01-0.1:0.05-0.5; The antibacterial organic silicon polymer is prepared by free radical copolymerization of acrylamide functional antibacterial molecules and silane coupling agents, wherein the molar ratio of acrylamide functional antibacterial molecules to silane coupling agents is 1:0.1-10; The reaction formula of the acrylamide functional antibacterial molecule is: Wherein, R is a functional group with antibacterial effect; A small molecule containing both an amino group and an antibacterial group is reacted with acryloyl chloride under the condition of adding an acid binding agent and an organic solvent to generate an acrylamide functional antibacterial molecule, wherein the molar ratio of the small molecule containing both an amino group and an antibacterial group, acryloyl chloride and the acid binding agent is 1-1.2:1:1.5-2.

2. The organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules according to claim 1, characterized in that: The silane coupling agent is one or more of 3-(methacryloyloxy)propyltrimethoxysilane (KH-570) and 3-(mercaptopropyl)triethoxysilane (KH580).

3. The organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules according to claim 1, characterized in that: The acid-binding agent is one of triethylamine, diisopropylethylamine and pyridine; the organic solvent is one or more of tetrahydrofuran, 1,4-dioxane, ethyl acetate, butyl acetate, toluene, xylene, ether, n-butanol, isopropanol, acetone, butanone, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide and N-methylpyrrolidone.

4. The organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules according to claim 1, characterized in that: The functional groups with antibacterial effect are benzothiazole, benzimidazole, benzoisothiazole, isothiazolinone, pyridine and pyrazole and their derivatives.

5. The organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules according to claim 1, characterized in that: The structural unit general formula of the polyhydroxy POSS is as follows: in, When POSS-octahydroxypropyl, When it is POSS-octahydroxybutyl.

6. A method for preparing the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules according to claim 1, characterized in that: According to the above mass ratio, the antibacterial silicone polymer, polyhydroxy POSS and castor oil are dissolved in an organic solvent and fully stirred and mixed. Then, acid is added to adjust the pH to about 3 for catalysis. After sol-gel reaction at room temperature for 48 hours, the coating is drop-coated on the substrate and cured at room temperature to obtain a silicone polymer / POSS hybrid antifouling coating grafted with antibacterial molecules.

7. The method for preparing the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules according to claim 6, characterized in that: Preparation of the antibacterial organosilicon polymer Step 1: First, a small molecule containing an amino group and an antibacterial group and an acid-binding agent are dissolved in an organic solvent, and then acryloyl chloride is added under ice bath conditions, and the reaction is stirred at room temperature. The crude product is extracted and washed, and then vacuum dried after rotary evaporation to obtain acrylamide functional antibacterial molecules; Step 2: Dissolve the synthesized acrylamide functional antibacterial molecule and silane coupling agent in an organic solvent, then add the initiator azobisisobutyronitrile (AIBN), and carry out free radical copolymerization at 70°C for 24 hours. After the reaction is completed, precipitate the crude product in a large amount of cold petroleum ether, and obtain an antibacterial silicone polymer after vacuum drying.

8. An application of the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules according to claim 1, characterized in that: The application of the organosilicon polymer / POSS hybrid antifouling coating grafted with antibacterial molecules in the field of marine antifouling.

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