A bacteriostatic anti-fingerprint oil
The antibacterial anti-fingerprint oil composed of perfluoropolyether silane coupling agent and antibacterial agent with specific structures solves the problem of low adhesion and light transmittance in the prior art, and achieves the effect of efficient antibacterial and anti-fingerprint under no light conditions.
Patent Information
- Application Number
- CN202311702734.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2023-12-12
- Publication Date
- 2025-08-26
- Estimated Expiration
- 2043-12-12
AI Technical Summary
The adhesion and light transmittance of the existing antibacterial anti-fingerprint oil are not high, and antibacterial agents can only work under visible light irradiation, which cannot meet the actual use needs of surfaces such as touch screens.
Antibacterial anti-fingerprint oil composed of perfluoropolyether silane coupling agent and antibacterial agent with specific structures provides anti-fingerprint performance through perfluoropolyether segments, quaternary ammonium salts provide antibacterial properties, and alkoxy silicone groups improve adhesion. The formed antibacterial agent can effectively inhibit bacteria under no light conditions.
Fingerprint resistance with high antibacterial properties, good adhesion and light transmittance under no light conditions is achieved without affecting other properties of the coating.
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Figure BDA0004602551530000011 
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Abstract
Description
Technical Field
[0001] The present application relates to the technical field of anti-fingerprint materials, and in particular to an antibacterial anti-fingerprint oil. Background Art
[0002] Anti-fingerprint oils are used to treat surfaces such as touch screens, preventing the adhesion of fingerprints and sweat. Frequent touch of fingers and other objects inevitably leads to the attachment and proliferation of bacteria on the surface, potentially affecting human health or causing cross-infection. Therefore, anti-fingerprint oils must possess a certain level of antibacterial properties. Existing antibacterial anti-fingerprint oils typically incorporate antibacterial nanoparticles such as Ag and Zn. For example, Reference 1 discloses an antibacterial anti-fingerprint liquid for touch screen panels, made from perfluoropolyether, methyl nonafluorobutyl ether, and an Ag-Zn composite antibacterial material. Reference 2 discloses a hydrophobic and oleophobic antibacterial film layer prepared from an antibacterial composition comprising a fluorinated silver-loaded nanosilicon dispersion. However, the addition of antibacterial nanoparticles can affect the adhesion and light transmittance of the anti-fingerprint coating. Another approach is to add an antibacterial agent to the anti-fingerprint oil. For example, Reference 3 discloses a photocatalytic antibacterial agent with the following structure. However, the antibacterial agent requires visible light irradiation to exert its antibacterial effect. However, in reality, touch screen panels are rarely used under visible light, which will affect the antibacterial effect.
[0003]
[0004] Document 1: Chinese invention patent CN115093736B.
[0005] Document 2: China’s invention patent application CN116463024A.
[0006] Document 3: Chinese invention patent CN114805759B. Summary of the Invention
[0007] In order to solve the technical problems of low adhesion and transmittance of antibacterial anti-fingerprint oil in the prior art, the present application provides an antibacterial anti-fingerprint oil.
[0008] This application adopts the following technical solutions:
[0009] An antibacterial anti-fingerprint oil, which is composed of 99-99.999% fluorine diluent and 0.001-1% main agent based on 100% by weight;
[0010] The main agent is composed of a perfluoropolyether silane coupling agent and an antibacterial agent represented by the following formula (1) in a weight ratio of 1:0.005-0.1.
[0011] PFPECH2CH2CH2N + (R 2)(R 3 )(CH2) n Si(OR 1 )3·X - (1)
[0012] Among them, PFPE is a perfluoropolyether segment, R 1 is selected from C1-C4 alkyl or C2-C4 acyl, R 2 is selected from C2-C6 alkyl or substituted C3-C8 alkyl containing no halogen, R 3 Selected from C1-C4 alkyl or ester-substituted C4-C8 alkyl, X is Cl, Br or I, and n=3-6.
[0013] Preferably, the R 2 Selected from (CH2CHO)CH2- or -(CH2) a Me b Si(OR 4 ) 3-b , where a=3-6, b=0-1, R 4 is selected from C1-C4 alkyl or C2-C4 acyl, and Me represents a methyl group.
[0014] Preferably, n=3, 4, 5 or 6.
[0015] Preferably, the antibacterial agent is prepared as follows:
[0016] Perfluoropolyether allyl ether and aminosilane NH2(CH2) n Si(OR 1 )3 undergoes Michael addition reaction and then reacts with halogenated hydrocarbon R 2 Cl or R 2 Br undergoes condensation reaction and then continues to react with halogenated hydrocarbon R 3 X is subjected to quaternization reaction to obtain.
[0017] More preferably, the molar ratio of the perfluoropolyether allyl ether to the aminosilane is 1:1-20.
[0018] More preferably, the perfluoropolyether allyl ether and the halogenated hydrocarbon R 2 Cl or R 2 The molar ratio of Br is 1:1-15.
[0019] More preferably, the perfluoropolyether allyl ether and the halogenated hydrocarbon R 3 The molar ratio of X is 1:1-15.
[0020] Preferably, the fluorine diluent is selected from one or a combination of perfluorohexane, perfluoroheptane, perfluoropentane, perfluorooctane, hexafluoropropylene trimer, methyl nonafluorobutyl ether, ethyl nonafluorobutyl ether, ethyl perfluorobutyl ether, perfluorocyclic ether and ethyl nonafluorobutyl ether.
[0021] Preferably, the perfluoropolyether silane coupling agent is selected from PFPECH2OCH2CH2CH2Si(OCH3)3, PFPECH2OCH2CH2CH[CH2CH2Si(OCH3)3]2, PFPECH2OCH[CH2CH2Si(OCH3)3]2 or PFPECH2OCH2CH2OCH2CH2CH2Si(OCH3)3, wherein PFPE represents a perfluoropolyether segment.
[0022] Preferably, the weight ratio of the perfluoropolyether silane coupling agent to the antibacterial agent is 1:0.01-0.1.
[0023] In summary, this application has the following beneficial effects:
[0024] 1. The present application adds an antibacterial agent containing a perfluoropolyether chain segment, a quaternary ammonium salt structure and an alkoxysilyl group to the anti-fingerprint oil. The perfluoropolyether structure can provide good anti-fingerprint performance and smooth performance, the quaternary ammonium salt can provide good antibacterial and antifungal performance, and the alkoxysilyl group can provide good bonding with the substrate and improve wear resistance, so that the anti-fingerprint oil of the present application has high anti-fingerprint, antibacterial and antifungal, wear resistance and other properties.
[0025] 2. In the antimicrobial structure of this application, the outermost, longer perfluoropolyether chain segments shield the quaternary ammonium salt structure. When the anti-fingerprint coating comes into contact with fingerprints, the perfluoropolyether segments still exhibit good anti-fingerprint properties, thus having minimal impact on anti-fingerprint performance. When microorganisms such as bacteria or viruses are present on the anti-fingerprint coating, the quaternary ammonium salt structure gradually exerts its antibacterial and antimicrobial effects, achieving the excellent antimicrobial properties of the anti-fingerprint oil. DETAILED DESCRIPTION
[0026] In order to make the purpose, technical solutions and advantages of the present invention clearer, the technical solutions of the present invention will be described in detail below.
[0027] Throughout this specification, unless otherwise specified, the terms used herein should be understood as having the same meaning as commonly used in the art. Therefore, unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In the event of any conflict, the present specification shall take precedence.
[0028] The present application proposes an antibacterial anti-fingerprint oil, which, based on 100% by weight, is composed of 99-99.999% fluorine diluent and 0.001-1% main agent; further, the antibacterial anti-fingerprint oil is composed of 99-99.95% fluorine diluent and 0.05-1% main agent, and further, is composed of 99.5-99.9% fluorine diluent and 0.1-0.5% main agent, for example, it is composed of 99.85% fluorine diluent and 0.15% main agent, 99.8% fluorine diluent and 0.2% main agent, 99.75% fluorine diluent and 0.25% main agent, or 99.7% fluorine diluent and 0.3% main agent, etc. Normally, the concentration of the main agent is 0.15-0.3%. If the concentration of the main agent is low, the anti-fingerprint, wear-resistant, and smooth properties of the anti-fingerprint coating will be poor. If the concentration of the main agent is high, the anti-fingerprint, wear-resistant, and smooth properties of the anti-fingerprint coating will be improved less, but the cost will increase more and the cost-effectiveness will decrease.
[0029] The main agent is composed of a perfluoropolyether silane coupling agent and an antibacterial agent represented by the following formula (1) in a weight ratio of 1:0.005-0.1.
[0030] PFPECH2CH2CH2N + (R 2 )(R 3 )(CH2) n Si(OR 1 )3·X - (1)
[0031] Among them, PFPE is a perfluoropolyether segment, R 1 is selected from C1-C4 alkyl or C2-C4 acyl, R 2 is selected from C2-C6 alkyl or substituted C3-C8 alkyl containing no halogen, R 3 Selected from C1-C4 alkyl or ester-substituted C4-C8 alkyl, X is Cl, Br or I, and n=3-6.
[0032] In this application, the perfluoropolyether structure refers to a main chain generally composed of ether chains such as -CF2O-, -CF2CF2O-, -CF2CF2CF2O- and / or -CFCF3CF2O-. For example, it can be any one of D-type perfluoropolyether segments, Z-type perfluoropolyether segments, K-type perfluoropolyether segments and Y-type perfluoropolyether segments, or perfluoropolyether segments of other structures. The average molecular weight of the perfluoropolyether segment can be 800-4000. The perfluoropolyether segment structures mainly include D-type, Z-type, K-type and Y-type. The structure of the D-type perfluoropolyether segment is CF3CF2CF2O (CF2CF2CF2O) m CF2CF2-, the structure of the Z-type perfluoropolyether chain segment is CF3(C2F4O) x (CF2O) yThe structure of CF2-, K-type perfluoropolyether chain segment is CF3CF2CF2O (CF(CF3)CF2O) n CF(CF3)-, the structure of the Y-type perfluoropolyether chain segment is CF3O(C3F6O) p (CF2O) q CF2-.
[0033] The structural characteristics of the antimicrobial agent shown in formula (1) of the present application are as follows: it contains a perfluoropolyether segment, a quaternary ammonium salt, and an alkoxysilyl group. The perfluoropolyether segment provides good anti-fingerprint performance and smoothness, the quaternary ammonium salt provides good antimicrobial properties, and the alkoxysilyl group provides good adhesion to the substrate. In the antimicrobial agent structure shown in the above formula (1), although the quaternary ammonium salt has good hydrophilicity, the shielding effect of the long perfluoropolyether segment does not significantly affect the anti-fingerprint performance. When bacteria or viruses remain on the anti-fingerprint coating, the quaternary ammonium salt will gradually play a role in antibacterial and antimicrobial properties.
[0034] In an improved technical solution, R 2 Selected from (CH2CHO)CH2- or -(CH2) a Me b Si(OR 4 ) 3-b , where a=3-6, b=0-1, R 4 is selected from C1-C4 alkyl or C2-C4 acyl, Me represents methyl. 2 By adopting the above technical solution, the antibacterial agent structure can further contain epoxy groups or alkoxysilyl groups, which can further improve the adhesion to the substrate.
[0035] In an improved technical solution, n=3, 4, 5 or 6.
[0036] In an improved technical solution, the antibacterial agent shown in formula (1) is prepared as follows: perfluoropolyether allyl ether and aminosilane NH2(CH2) n Si(OR 1 )3 undergoes Michael addition reaction and then reacts with halogenated hydrocarbon R 2 Cl or R 2 Br undergoes condensation reaction and then continues to react with halogenated hydrocarbon R 3 X is subjected to quaternization reaction to obtain.
[0037] Using the above technical solution, perfluoroalkyl allyl ether and aminosilane undergo Michael addition reaction to form an addition product containing secondary amino group FPPE(CH2)3NH(CH2) n Si(OR 1 )3. The addition product is then reacted with a halogenated hydrocarbon R 2 Cl or R2 Br undergoes a condensation reaction to remove hydrogen halide HCl or HBr to form a condensation product containing a tertiary amine group, FPPE(CH2)3NR 2 (CH2) n Si(OR 1 )3. The condensation product is then reacted with a halogenated hydrocarbon R 3 X is subjected to a quaternization reaction to obtain the antibacterial agent of the present application.
[0038] In a further improved technical solution, the molar ratio of perfluoropolyether allyl ether to aminosilane is 1:1-20. In a further improved technical solution, the molar ratio of perfluoropolyether allyl ether to aminosilane is 1:2-20. For example, the molar ratio can be any value among 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:11, 1:12, 1:13, 1:14, 1:15, 1:16, 1:17, 1:18, 1:19, 1:20, etc. The use of an excess of aminosilane can promote the completion of the Michael addition reaction, so that the perfluoropolyether allyl ether reacts as completely as possible and is converted into an addition product containing a secondary amino group. The excess or excessive aminosilane can be removed by reduced pressure distillation or the like, which is well known to those skilled in the art.
[0039] In a further improved technical solution, perfluoropolyether allyl ether and halogenated hydrocarbon R 2 Cl or R 2 The molar ratio of Br is 1:1-15. In a further improved technical solution, the perfluoropolyether allyl ether and the halogenated hydrocarbon R 2 Cl or R 2 The molar ratio of Br is 1:2-15. For example, the molar ratio can be any value of 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:11, 1:12, 1:13, 1:14, 1:15, etc. 2 Cl or R 2 Br, through halogenated hydrocarbon R 2 Cl or R 2 Br reacts with the addition product containing secondary amino groups under alkaline conditions to undergo dehydrohalogenation reaction, converting the secondary amino group into a tertiary amine structure to obtain a condensation product containing a tertiary amino group. 2 Cl or R 2 The excess Br method can convert the secondary amino group-containing addition product into the tertiary amino group-containing condensation product as completely as possible. 2 Cl or R 2 Br can be removed by distillation under reduced pressure, etc., which is well known to those skilled in the art.
[0040] In a further improved technical solution, perfluoropolyether allyl ether and halogenated hydrocarbon R 3 The molar ratio of X is 1:1-15. In a further improved technical solution, the perfluoropolyether allyl ether and the halogenated hydrocarbon R 3 The molar ratio of X is 1:2-15. For example, the molar ratio can be any value of 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:11, 1:12, 1:13, 1:14, 1:15, etc. 3 The quaternization reaction between X and tertiary amine can convert the tertiary amine into a quaternary ammonium structure, thereby obtaining the antibacterial agent of the present application. 3 The excess or excessive amount of halogenated hydrocarbon R is used to convert the condensation product containing tertiary amine group into the antimicrobial agent of the present invention as completely as possible. 3 X can be removed by distillation under reduced pressure, etc., which is well known to those skilled in the art.
[0041] In an improved technical solution, the fluorine diluent is not particularly limited and can be selected from one or a combination of perfluorohexane, perfluoroheptane, perfluoropentane, perfluorooctane, hexafluoropropylene trimer, methyl nonafluorobutyl ether, ethyl nonafluorobutyl ether, ethyl perfluorobutyl ether, perfluorocyclic ether and ethyl nonafluorobutyl ether.
[0042] In an improved technical solution, the perfluoropolyether silane coupling agent is not particularly limited and can be selected from PFPECH2OCH2CH2CH2Si(OCH3)3, PFPECH2OCH2CH2CH[CH2CH2Si(OCH3)3]2, PFPECH2OCH[CH2CH2Si(OCH3)3]2 or PFPECH2OCH2CH2OCH2CH2CH2Si(OCH3)3, wherein PFPE represents a perfluoropolyether segment. As described above, the perfluoropolyether segment can be a D-type perfluoropolyether segment, a K-type perfluoropolyether segment, a Z-type perfluoropolyether segment or a Y-type perfluoropolyether segment. Alternatively, the perfluoropolyether silane coupling agent of the present application can also be an existing commercially available product, such as Shin-Etsu's X-71-197, X-71-195, Daikin UD509, etc.
[0043] In a further improved technical solution, the weight ratio of the perfluoropolyether silane coupling agent to the antimicrobial agent is 1:0.01-0.1. Within this weight ratio range, the anti-fingerprint coating exhibits good antimicrobial properties, including anti-fingerprint performance, abrasion resistance, and smoothness, while also providing the coating with good antimicrobial properties. Specifically, the weight ratio of the perfluoropolyether silane coupling agent to the antibacterial agent can be any value among 1:0.01, 1:0.015, 1:0.02, 1:0.025, 1:0.03, 1:0.035, 1:0.04, 1:0.045, 1:0.05, 1:0.055, 1:0.06, 1:0.065, 1:0.07, 1:0.075, 1:0.08, 1:0.085, 1:0.09, 1:0.095, 1:0.1, etc.
[0044] The application method of the antibacterial anti-fingerprint oil of the present application can be: spray the antibacterial anti-fingerprint oil on a clean substrate (such as glass) surface, and the spraying amount can be 20-50g / m 2 , heat at 100-150℃ for 10-60min.
[0045] The technical solution of the present application is described in detail below with reference to preparation examples, embodiments and comparative examples.
[0046] Preparation Example 1
[0047] Under nitrogen protection, 0.01 mol of perfluoropolyether allyl ether (Z-type perfluoropolyether, average molecular weight 3200) and 0.1 mol of 3-aminopropyltrimethoxysilane were added to a reaction vessel, and then 100 g of dehydrated butyl acetate was added. The temperature was raised to 100°C and the reaction was carried out for 120 h. The butyl acetate was removed by rotary evaporation, and then low-boiling substances were removed by reduced pressure distillation at -0.099 MPa and 120°C to obtain an addition product.
[0048] Under nitrogen protection, 0.05 mol of n-butyl bromide, 0.03 mol of sodium carbonate and 100 g of dehydrated methyl ethyl ketone were further added to the addition product, and the mixture was refluxed for 12 hours. The mixture was filtered, and the filtrate was rotary evaporated to remove methyl ethyl ketone and n-butyl bromide to obtain a condensation product.
[0049] Under nitrogen protection, 120 g of dehydrated DMF, 0.1 mol of iodomethane and 0.1 g of potassium iodide were further added to the condensation product, which was transferred to a high-pressure reactor and reacted at 90°C for 72 hours. The reaction was filtered, and the filtrate was removed from low-boiling substances at -0.099 MPa and 80°C to obtain an antibacterial agent.
[0050] Preparation Example 2
[0051] The difference between Preparation Example 2 and Preparation Example 1 is that in Preparation Example 1, in the step of preparing the antibacterial agent, methyl iodide is replaced with an equal molar amount of ethyl chloroacetate. The other steps remain unchanged.
[0052] Preparation Example 3
[0053] Preparation Example 3 differs from Preparation Example 1 in that, in Preparation Example 1, n-butyl bromide is replaced with 0.07 mol of epichlorohydrin in the step of preparing the condensation product, and iodomethane is replaced with an equal molar amount of ethyl chloride in the step of preparing the antibacterial agent. The remaining steps remain unchanged.
[0054] Preparation Example 4
[0055] Preparation Example 4 differs from Preparation Example 1 in that, in Preparation Example 1, n-butyl bromide is replaced with 0.07 mol of 3-chloropropyltrimethoxysilane in the step for preparing the condensation product, and iodomethane is replaced with 0.08 mol of ethyl bromoacetate in the step for preparing the antibacterial agent. The remaining steps remain unchanged.
[0056] Example 1
[0057] The anti-fingerprint oil is composed of 99.8% methyl nonafluorobutyl ether and 0.2% main agent. The main agent is composed of perfluoropolyether silane coupling agent PFPECH2OCH2CH2CH2Si(OCH3)3 (PFPE is a K-type perfluoropolyether segment with an average molecular weight of 2500) and the antibacterial agent of Preparation Example 1 in a weight ratio of 1:0.04.
[0058] Under nitrogen protection, the main agent was added to methyl nonafluorobutyl ether, and the mixture was stirred and mixed to obtain anti-fingerprint oil.
[0059] Example 2
[0060] The difference between Example 2 and Example 1 is that in Example 1, the antibacterial agent of Preparation Example 1 is replaced by an equal weight of the antibacterial agent of Preparation Example 2. The remaining steps remain unchanged.
[0061] Example 3
[0062] The difference between Example 3 and Example 1 is that in Example 1, the antibacterial agent of Preparation Example 1 is replaced by an equal weight of the antibacterial agent of Preparation Example 3. The remaining steps remain unchanged.
[0063] Example 4
[0064] The difference between Example 4 and Example 1 is that in Example 1, the antibacterial agent of Preparation Example 1 is replaced by an equal weight of the antibacterial agent of Preparation Example 4. The remaining steps remain unchanged.
[0065] Example 5
[0066] The difference between Example 5 and Example 4 is that in Example 4, the main agent is composed of PFPECH2OCH2CH2CH2Si(OCH3)3 and the antibacterial agent of Preparation Example 4 at a weight ratio of 1:0.04, which is adjusted to a weight ratio of 1:0.01. The remaining steps remain unchanged.
[0067] Example 6
[0068] The difference between Example 6 and Example 4 is that in Example 4, the main agent is composed of PFPECH2OCH2CH2CH2Si(OCH3)3 and the antibacterial agent of Preparation Example 4 at a weight ratio of 1:0.04, which is adjusted to a weight ratio of 1:0.1. The other steps remain unchanged.
[0069] Comparative Example 1
[0070] The difference between Comparative Example 1 and Example 1 is that in Example 1, the main agent is completely replaced by the perfluoropolyether silane coupling agent in Example 1. The remaining steps remain unchanged.
[0071] Comparative Example 2
[0072] The difference between Comparative Example 2 and Example 1 is that in Example 1, the main agent is completely replaced by the antibacterial agent in Preparation Example 1. The remaining steps remain unchanged.
[0073] Comparative Example 3
[0074] The difference between Comparative Example 3 and Example 1 is that in Example 1, the antibacterial agent of Preparation Example 1 is replaced by an equal weight of an organic silicon quaternary ammonium salt antibacterial agent (OCH3)3Si(CH2)3N + (CH3)2C 18 H 37 ·Cl - The rest of the steps remain the same.
[0075] Comparative Example 4
[0076] The difference between Comparative Example 4 and Example 1 is that in Example 1, the main agent is composed of PFPECH2OCH2CH2CH2Si(OCH3)3 and the antibacterial agent of Preparation Example 1 at a weight ratio of 1:0.04, which is adjusted to a weight ratio of 1:0.12. The remaining steps remain unchanged.
[0077] Example 7
[0078] The anti-fingerprint oil is composed of 99.8% perfluorocyclic ether FC-77 and 0.2% main agent. The main agent is composed of perfluoropolyether silane coupling agent PFPECH2OCH2CH2OCH2CH2CH2Si(OCH3)3 (PFPE is a Y-type perfluoropolyether chain segment with an average molecular weight of 2800) and the antibacterial agent of Preparation Example 4 in a weight ratio of 1:0.05.
[0079] Under nitrogen protection, the main agent was added to the perfluorocyclic ether FC-77, and the mixture was stirred and mixed to obtain anti-fingerprint oil.
[0080] Example 8
[0081] The difference between Example 8 and Example 7 is that the anti-fingerprint oil in Example 7, which consists of 99.8% perfluorocyclic ether FC-77 and 0.2% of the main agent, is adjusted to 99.75% perfluorocyclic ether FC-77 and 0.25% of the main agent. The remaining steps remain unchanged.
[0082] Example 9
[0083] The difference between Example 9 and Example 7 is that the anti-fingerprint oil in Example 7, which consists of 99.8% perfluorocyclic ether FC-77 and 0.2% of the main agent, is adjusted to 99.85% perfluorocyclic ether FC-77 and 0.15% of the main agent. The remaining steps remain unchanged.
[0084] Performance testing and results
[0085] The anti-fingerprint oils of Examples 1-9 and Comparative Examples 1-4 were sprayed on the surface of a clean glass cover plate and baked at 130° C. for 20 minutes to obtain an anti-fingerprint coating.
[0086] Hydrophobic angle: Use a water drop angle tester to test, take the center and five surrounding locations of the treated glass cover for testing, and take the average value of the test results.
[0087] Oleophobic angle: Use a water drop angle tester to test. Drop one drop of n-hexadecane at five locations in the middle and around the treated glass cover, and take the average value of the test results.
[0088] Abrasion resistance: Tested using an abrasion tester. 1 kg load, 0000# steel wool, contact area 10 mm x 10 mm, frequency 60 times / minute. The number of frictions was measured when the water drop angle reached 100°. The water drop angle was tested using the water drop angle test.
[0089] Antibacterial property: The antibacterial rates of Staphylococcus aureus and Escherichia coli were tested according to the industry standard JC / T 1054-2007.
[0090] The results are shown in Table 1 below.
[0091] Table 1 Performance test results
[0092]
[0093] From the data results in Table 1 above, it can be seen that the anti-fingerprint oil of the present application has good antibacterial properties as well as good hydrophobic and oleophobic properties and wear resistance. The anti-fingerprint oil of the present application can be used as an antibacterial anti-fingerprint oil.
[0094] This specific embodiment is merely an explanation of the present application and is not a limitation of the present application. After reading this specification, those skilled in the art may make non-creative modifications to the present embodiment as needed, but as long as they are within the scope of the claims of the present application, they are protected by the patent law.
Claims
1. An antibacterial anti-fingerprint oil, characterized in that: According to 100% by weight, it is composed of 99-99.999% fluorine diluent and 0.001-1% main agent; the main agent is composed of perfluoropolyether silane coupling agent and antibacterial agent represented by the following formula (1) in a weight ratio of 1:0.005-0.1, PFPECH2CH2CH2N + (R 2 )(R 3 )(CH2) n Si(OR 1 )3·X - (1) PFPE is a perfluoropolyether segment, R 1 is selected from C1-C4 alkyl or C2-C4 acyl, R 2 is selected from C2-C6 alkyl or substituted C3-C8 alkyl containing no halogen, R 3 Selected from C1-C4 alkyl or ester-substituted C4-C8 alkyl, X is Cl, Br or I, and n=3, 4, 5 or 6.
2. The antibacterial anti-fingerprint oil according to claim 1, characterized in that: The R 2 Selected from (CH2CHO)CH2- or -(CH2) a Me b Si(OR 4 ) 3-b , where a=3-6, b=0-1, R 4 is selected from C1-C4 alkyl or C2-C4 acyl, and Me represents a methyl group.
3. The antibacterial anti-fingerprint oil according to claim 1, characterized in that: The antibacterial agent is prepared as follows: perfluoropolyether allyl ether and aminosilane NH2(CH2) n Si(OR 1 )3 undergoes Michael addition reaction and then reacts with halogenated hydrocarbon R 2 Cl or R 2 Br undergoes condensation reaction and then continues to react with halogenated hydrocarbon R 3 X is subjected to quaternization reaction to obtain.
4. The antibacterial anti-fingerprint oil according to claim 3, characterized in that: The molar ratio of the perfluoropolyether allyl ether to the aminosilane is 1:1-20.
5. The antibacterial anti-fingerprint oil according to claim 3, characterized in that: The perfluoropolyether allyl ether and the halogenated hydrocarbon R 2 Cl or R 2 The molar ratio of Br is 1:1-15.
6. The antibacterial anti-fingerprint oil according to claim 3, characterized in that: The perfluoropolyether allyl ether and the halogenated hydrocarbon R 3 The molar ratio of X is 1:1-15.
7. The antibacterial anti-fingerprint oil according to claim 1, characterized in that: The fluorine diluent is selected from one or a combination of perfluorohexane, perfluoroheptane, perfluoropentane, perfluorooctane, hexafluoropropylene trimer, methyl nonafluorobutyl ether, ethyl nonafluorobutyl ether, and perfluorocyclic ether.
8. The antibacterial anti-fingerprint oil according to claim 1, characterized in that: The perfluoropolyether silane coupling agent is selected from PFPECH2OCH2CH2CH2Si(OCH3)3, PFPECH2OCH2CH2CH[CH2CH2Si(OCH3)3]2, PFPECH2OCH[CH2CH2Si(OCH3)3]2 or PFPECH2OCH2CH2OCH2CH2CH2Si(OCH3)3, wherein PFPE represents a perfluoropolyether segment.
9. The antibacterial anti-fingerprint oil according to claim 1, characterized in that: The weight ratio of the perfluoropolyether silane coupling agent to the antibacterial agent is 1:0.01-0.1.
Citation Information
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