Easily-cleaned perfluoropolyether modified silane compound as well as preparation method and application thereof

Abstract

The invention belongs to the technical field of surface treating agents, and particularly discloses an easy-to-clean perfluoropolyether modified silane compound as well as a preparation method and application thereof. The structural formula of the perfluoropolyether modified silane compound is selected from one of the following structural formulas: # imgabs 0 # # imgabs 1 #, PFPE is double-end Z type perfluoropolyether, m is an integer between 1 and 20, a spacer group A is a thiol chain segment, and a spacer group B is a sulfydryl silicone oil chain segment. A screen surface treatment film prepared from the perfluoropolyether-based silane compound retains the oleophobicity, smoothness and certain hydrophobicity and wear resistance of a perfluoropolyether chain, the cleanability of the perfluoropolyether chain on an industrial cleaning line is improved, and after the perfluoropolyether-based silane compound is compounded with a commercially available anti-fingerprint product, the anti-fingerprint performance of the product can be greatly improved on the premise that the performance of the commercially available product is not affected. And the cleanability of commercially available products on an industrial cleaning line is improved, and the production efficiency of coating is improved. The invention also provides an antifouling surface treating agent and a treating film, which can be applied to preparation of industrial product antifouling coatings.

Description

Technical Field

[0001] The invention relates to the technical field of surface treatment agents, and in particular to an easy-to-clean perfluoropolyether modified silane compound and a preparation method and application thereof. Background Art

[0002] With the rapid development of electronic products, the usage rate of touch-screen products such as mobile phones, tablets, laptops and wearable watches is increasing. Touch-screen products control devices by touching the screen, and their convenience and speed are very popular. However, while it is simple and easy to operate, the surface of the touch screen is prone to fingerprints or stains, which in turn affects the user experience of these devices. In order to reduce the residue of fingerprints, etc., a common method is to apply an anti-fingerprint coating on the surface of the touch screen. This type of anti-fingerprint coating is generally a perfluoropolyether-modified silane compound. Since the perfluoropolyether chain structure contains a large number of F atoms, it has the characteristics of low surface energy, thereby giving the substrate excellent water repellency, oil repellency and anti-fouling properties.

[0003] At present, the main construction methods of anti-fingerprint coating in industry are spraying and vacuum coating, but both construction methods will have the problem of oil pollution. The main reason is that during the construction process of anti-fingerprint coating, some perfluoropolyether-modified silane compounds that are not combined with the substrate will remain. In this regard, the current industrial cleaning lines use an aqueous solution containing a small amount of detergent to clean the substrate surface after coating. However, since perfluoropolyether-modified silane compounds have excellent water repellency and the Si-OH after terminal hydrolysis has a certain affinity with the glass substrate, even after cleaning, there will still be oil residue on the substrate surface. Manual wiping process must be performed to improve the cleanliness of the substrate, which seriously affects production efficiency.

[0004] Therefore, there is an urgent need to improve the existing perfluoropolyether modified silane compound and develop an easy-to-clean perfluoropolyether modified silane compound. Summary of the invention

[0005] The present invention aims to solve at least one of the technical problems existing in the prior art. To this end, the present invention provides an easy-to-clean perfluoropolyether modified silane compound. The screen surface treatment film prepared from the perfluoropolyether-based silane compound of the present invention not only retains the oleophobicity, smoothness, certain hydrophobicity and wear resistance of the perfluoropolyether chain, but also improves its washability on the industrial cleaning line. At the same time, the present invention also unexpectedly discovered that after the perfluoropolyether-based silane is compounded with a commercially available anti-fingerprint product, it can improve the washability of the commercially available product on the industrial cleaning line without affecting the performance of the commercially available product, thereby greatly improving the production efficiency of the coating.

[0006] The invention also provides a method for preparing the perfluoropolyether modified silane compound.

[0007] The invention also provides an antifouling surface treating agent.

[0008] The invention also provides an antifouling surface treatment film.

[0009] The invention also provides application of the perfluoropolyether modified silane compound.

[0010] In a first aspect of the present invention, a perfluoropolyether-modified silane compound is provided. The structural formula of the perfluoropolyether-modified silane compound is selected from one of the following structural formulas:

[0011]

[0012] In the structural formula, PFPE (Perfluoropolyethers) is a double-terminal Z-type perfluoropolyether, m is an integer between 1 and 20, the spacer group X1 is -CH2OCH2CH2CH2-, and the spacer group X2 is -CH2CH2CH2OCH2-;

[0013] The spacer group A is a thiol segment, and the spacer group B is a mercapto silicone oil segment;

[0014] Y is selected from hydrogen, phenyl or C 1-20 Alkyl, R is selected from alkoxy, hydroxyl, acyloxy, halide or amine, and n is an integer between 1 and 3.

[0015] According to a specific embodiment of the present invention, the perfluoropolyether modified silane compound provided by the present invention has at least the following beneficial effects:

[0016] The perfluoropolyether-modified silane compound of the present invention can impart a certain hydrophilicity to the perfluoropolyether-modified silane compound by introducing a thiol chain into the perfluoropolyether chain, while maintaining a certain hydrophobicity and oleophobicity of the perfluoropolyether and abrasion resistance. Therefore, after the perfluoropolyether-modified silane compound of the present invention is used for coating, the perfluoropolyether-modified silane compound that is not bonded to the substrate can be easily washed away by a cleaning agent, thereby improving the cleanliness of the material after coating and cleaning.

[0017] The perfluoropolyether modified silane compound of the present invention has a hydrophobic perfluoropolyether chain and a hydrophilic thiol chain, thus producing a "surfactant"-like function. When used in combination with a commercially available surface treatment agent, it can help improve the washability of the material after being coated with the commercially available surface treatment agent without affecting the various performances of the commercially available surface treatment agent, thereby improving the cleanliness of the material surface and enhancing production efficiency.

[0018] According to some embodiments of the present invention, the structural formula of the PFPE is -(CF2) r -(OC2F4) p -(OCF2) q-O-(CF2) t -.

[0019] According to some embodiments of the present invention, in the structural formula of the PFPE, p and q are independently integers between 0 and 50, the sum of p and q is greater than 1, and r and t are independently integers between 0 and 5.

[0020] According to some embodiments of the present invention, the molecular weight of the PFPE chain ranges from 182 to 8000 g / mol.

[0021] According to some embodiments of the present invention, the molecular weight of the PFPE chain ranges from 500 to 5000 g / mol.

[0022] According to some embodiments of the present invention, in the structural formula of the PFPE, the sum of p and q is an integer between 20 and 60, and r and t are independent and both are integers between 1 and 4.

[0023] According to some embodiments of the present invention, the thiol segment is a polyethylene glycol dithiol segment or a polythiol segment.

[0024] According to some embodiments of the present invention, the structural formula of the polyethylene glycol dithiol segment is -S-(CH2CH2O) a -CH2CH2-S-, wherein a is an integer between 1 and 20.

[0025] According to some embodiments of the present invention, the structural formula of the polythiol segment is -S-(CH2CH2S) d -, where d is an integer between 1 and 20.

[0026] According to some embodiments of the present invention, the mercapto silicone oil segment is specifically a double-terminal mercapto silicone oil segment.

[0027] According to some embodiments of the present invention, the structural formula of the double-terminated mercapto silicone oil segment is -S-X3-[Si(CH3)2-O] b -Si(CH3)2-X4-S-, wherein b is an integer between 1 and 20, and X3 and X4 are independently C 1-6 of alkyl.

[0028] The second aspect of the present invention provides a method for preparing the perfluoropolyether modified silane compound according to the first aspect of the present invention, comprising the following steps:

[0029] S1, adding perfluoropolyether alcohol, 3-bromopropylene, catalyst 1 and a base into a solvent for reaction, and purifying to obtain a perfluoropolyether allyl ether compound;

[0030] S2, adding the perfluoropolyether allyl ether compound, the thiol compound and the catalyst 2 into a solvent for reaction, and purifying to obtain a perfluoropolyether-thiol block compound;

[0031] S3, adding the perfluoropolyether-thiol block compound, hydrogen-containing silane and catalyst 3 into a solvent for reaction, and purifying to obtain a perfluoropolyether modified silane compound;

[0032] Wherein, the thiol compound is at least one of polyethylene glycol dithiol, polythiol or mercapto silicone oil.

[0033] According to some embodiments of the present invention, the perfluoropolyether alcohol has a structural formula of HOCH2-PFPE-CH2OH.

[0034] According to some embodiments of the present invention, the molar ratio of the 3-bromopropylene to the perfluoropolyether alcohol is in the range of 1-10.

[0035] According to some embodiments of the present invention, the molar ratio of the 3-bromopropylene to the perfluoropolyether alcohol is in the range of 2-6.

[0036] According to some embodiments of the present invention, the catalyst 1 includes at least one of tetrabutylammonium bromide, tetrabutylammonium chloride, tetrabutylammonium hydrogen sulfate, benzyltriethylammonium chloride or dodecyltrimethylammonium chloride.

[0037] According to some embodiments of the present invention, the molar ratio of the catalyst 1 to the perfluoropolyether alcohol is in the range of 0.02 to 0.2.

[0038] According to some embodiments of the invention, the base is an inorganic base solution.

[0039] According to some embodiments of the invention, the inorganic base comprises at least one of lithium hydroxide, sodium hydroxide, potassium hydroxide, potassium carbonate or sodium carbonate.

[0040] Adding a base in step 1 as an acid binding agent plays a role in improving the reaction efficiency during the preparation process of the scheme of the present invention.

[0041] According to some embodiments of the present invention, the solvent is a fluorine-containing organic solvent capable of dissolving perfluoropolyether.

[0042] According to some embodiments of the present invention, the solvent includes perfluorohexane, perfluoromethylcyclohexane, perfluoro-1,3-dimethylcyclohexane, bis(trifluoromethyl)benzene, C6F 13 At least one of CH2CH3, 3,3-pentafluorobutane, HCFC-225, perfluoropropyl methyl ether, perfluorobutyl methyl ether, perfluorobutyl ethyl ether, perfluorohexyl methyl ether or CF3CH2OCF2CHF2.

[0043] According to some embodiments of the present invention, the reaction conditions in step S1 are stirring the reaction at 40-60° C. for 3-10 hours.

[0044] According to some embodiments of the present invention, the purification method in step S1 is to extract with water and methanol, and then perform reduced pressure distillation.

[0045] According to some embodiments of the present invention, the perfluoropolyether allyl ether has a structural formula of CH2=CHCH2OCH2-PFPE-CH2OCH2CH=CH2.

[0046] According to some embodiments of the present invention, the molar number of the perfluoropolyether allyl ether compound in step S2 is greater than the molar number of the thiol compound.

[0047] According to some embodiments of the present invention, the thiol compound is a thiol compound solution dissolved in N,N-dimethylformamide.

[0048] According to some embodiments of the present invention, the catalyst 2 comprises at least one of triethylamine or diisopropylethylamine.

[0049] According to some embodiments of the present invention, in step S2, the molar ratio of the catalyst 2 to the perfluoropolyether allyl ether compound is in a range of 0.1 to 0.5.

[0050] According to some embodiments of the present invention, the thiol compound includes polyethylene glycol dithiol and mercapto silicone oil, or includes polythiol and mercapto silicone oil.

[0051] According to some embodiments of the present invention, the perfluoropolyether-thiol block compound is a perfluoropolyether-thiol-mercaptosilicone oil block compound.

[0052] According to some embodiments of the present invention, the reaction conditions in step S2 are reflux reaction at 60-80° C. for 3-10 hours.

[0053] According to some embodiments of the present invention, the purification method in step S2 is extraction with acetone followed by reduced pressure distillation.

[0054] According to some embodiments of the present invention, the hydrogen-containing silane includes one of trimethoxysilane, dimethoxysilane, triethoxysilane, diethoxysilane, methyldimethoxysilane, methyldiethoxysilane or trichlorosilane.

[0055] According to some embodiments of the present invention, in step S3, the mass ratio of the hydrosilane to the perfluoropolyether-thiol block compound is in the range of 0.05 to 0.5.

[0056] According to some embodiments of the present invention, the catalyst 3 includes at least one of a Custer catalyst or platinum chlorate.

[0057] According to some embodiments of the invention, the Custer catalyst comprises 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum.

[0058] According to some embodiments of the present invention, in step S3, the mass ratio of the catalyst 3 to the perfluoropolyether-thiol block compound is in the range of 0.002 to 0.01.

[0059] According to some embodiments of the present invention, the reaction conditions in step S3 are reflux reaction at 70-90° C. for 4-12 hours.

[0060] According to some embodiments of the present invention, the purification method in step S3 is to add perfluorohexane, extract with methanol, and then perform reduced pressure distillation.

[0061] The third aspect of the present invention provides an antifouling surface treatment agent, the components of which include the perfluoropolyether modified silane compound described in the first aspect of the present invention and an organic solvent; the organic solvent includes at least one of hydrofluoroether, fluorinated alkane, fluorinated halogenated alkane or fluorinated aromatic hydrocarbon.

[0062] According to some embodiments of the invention, the hydrofluoroether comprises perfluorobutyl ethyl ether.

[0063] The perfluoropolyether modified silane surface treatment agent of the present invention can be selected in different concentrations according to the different coating methods adopted. During wet coating, the surface treatment agent is diluted to a concentration dilution of 0.04wt% to 0.5wt%. Then, it is coated or sprayed on a plasma-treated substrate, baked, and cooled to obtain the film, wherein the baking temperature is 80 to 150°C, the baking time is 10 to 60 minutes, and the final cooling temperature is room temperature. When the vapor deposition method is adopted, the perfluoropolyether aminosiloxane compound is first diluted with the above-mentioned fluorine-containing solvent to a 10wt% to 30wt% treatment solution, and then the treatment solution is prepared into pills, which are loaded on the SiO2-deposited substrate through a vapor deposition machine to form a uniform surface coating.

[0064] By using the antifouling surface treatment agent of the present invention to treat a substrate, the perfluoropolyether-modified silane compound on the obtained surface treatment film that is not bonded to the substrate can be more easily washed away by a cleaning agent, thereby improving the cleanliness of the material after coating and cleaning, and improving industrial production efficiency.

[0065] According to some embodiments of the present invention, the composition further includes an anti-fingerprint surface treatment agent.

[0066] According to some embodiments of the present invention, the anti-fingerprint surface treatment agent is a commercially available anti-fingerprint treatment agent.

[0067] According to some embodiments of the present invention, the commercially available anti-fingerprint surface treatment agent is a touch screen anti-fingerprint surface treatment agent.

[0068] According to some embodiments of the present invention, the commercially available anti-fingerprint surface treatment agent includes Optool UD509 purchased from Daikin Industries, Ltd. and GT-320X purchased from Guangzhou Youer Material Technology Co., Ltd.

[0069] According to some embodiments of the present invention, when compounded with a commercially available surface treatment agent, the mass fraction of the perfluoropolyether modified silane surface treatment agent is 1% to 50%.

[0070] According to some embodiments of the present invention, when compounded with a commercially available surface treatment agent, the mass fraction of the perfluoropolyether modified silane surface treatment agent is 10%-40%.

[0071] The perfluoropolyether modified silane compound of the present invention has a hydrophobic perfluoropolyether chain and a hydrophilic thiol chain, producing a "surfactant"-like function. When used in combination with a commercially available surface treatment agent, it helps to improve the washability of the material after being coated with the commercially available surface treatment agent without substantially affecting the hydrophobicity, oleophobicity, smoothness and wear resistance of the commercially available surface treatment agent, thereby improving the cleanliness of the material surface and enhancing production efficiency.

[0072] According to a fourth aspect of the present invention, there is provided an antifouling surface treatment film, the components of which include the antifouling surface treatment agent according to the third aspect of the present invention.

[0073] According to some embodiments of the present invention, the antifouling surface treatment film is obtained by applying the antifouling surface treatment agent on the surface of a substrate by coating, spraying or vapor deposition.

[0074] The antifouling surface treatment film provided by the present invention has good hydrophobicity, oleophobicity, smoothness and wear resistance, and is easier to clean, thereby improving the cleanliness of the surface of the substrate after coating, eliminating the need for a more complicated and inefficient manual wiping process, and improving production efficiency.

[0075] The fifth aspect of the present invention provides the use of the perfluoropolyether modified silane compound described in the first aspect of the present invention, the antifouling surface treatment agent described in the third aspect of the present invention, and the antifouling surface treatment film described in the fourth aspect of the present invention in the preparation of an antifouling coating.

[0076] The perfluoropolyether aminosiloxane surface treatment agent of the present invention can be applied to the antifouling treatment of the surfaces of glass, resin, metal, ceramic, wood, ceramic, stone, leather, etc., and can be used as the antifouling coating of optical articles such as car navigation systems, mobile phones, computers, digital cameras, eyeglass lenses, camera lenses, filter sunglasses, liquid crystal displays, plasma displays, touch panel displays, etc. It can also be used as the antifouling coating of sanitary products such as bathtubs and washstands, the antifouling coating of window glass or tempered glass, headlight covers, etc. of automobiles, trams, airplanes, etc., and the anti-oil coating of kitchen building materials. It is particularly suitable for anti-fingerprint materials for display screens of smart phones, tablets or computers, and car central control screens.

[0077] Other features and advantages of the present invention will be set forth in the description which follows, and in part will be apparent from the description, or may be learned by practice of the present invention. DETAILED DESCRIPTION

[0078] The following will be combined with the embodiments to clearly and completely describe the concept of the present invention and the technical effects produced, so as to fully understand the purpose, characteristics and effects of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, other embodiments obtained by those skilled in the art without creative work are all within the scope of protection of the present invention.

[0079] If the specific conditions are not specified in the specific implementation mode, the conventional conditions or the conditions recommended by the manufacturer are used. If the manufacturer of the reagents or instruments is not specified, they are all conventional products that can be purchased from the market.

[0080] The perfluoropolyether alcohol used in the specific implementation was purchased from SOLVAY; polyethylene glycol dithiol was purchased from Meiluo Technology; double-terminated mercapto silicone oil was purchased from Kramar, surface treatment agent Optool UD509 was purchased from Daikin Industries, Ltd.; surface treatment agent GT-320X was purchased from Guangzhou Youer Material Technology Co., Ltd.; perfluorobutyl ethyl ether was Novec7200 purchased from 3M.

[0081] Example 1

[0082] This example provides the synthesis of a perfluoropolyether modified silane compound Q1, and the specific synthesis steps are as follows:

[0083] 1) Add 100g of HOCH2CF2 (OCF2CF2) with an average composition into a 250mL single-mouth round-bottom flask equipped with a magnetic stirring device. p (OCF2) qOCF2CH2OH perfluoropolyether alcohol (the sum of p and q is 38, and the number average molecular weight is 3500), 100 mL of 1,3-di(trifluoromethyl)benzene, 40 mL of ethylene glycol dimethyl ether and 50 g of 50 wt% sodium hydroxide solution were all added and stirred at 50°C for 2 h, and then 0.6 g of tetrabutylammonium bromide and 14 g of 3-bromopropylene were added, and the stirring reaction was continued for 5 h, and then extracted with water and methanol, and distilled under reduced pressure to obtain 101 g of colorless transparent product, which is a perfluoropolyether allyl ether compound (A1), and its structural formula is:

[0084]

[0085] 2) In a 250 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 20 g of the perfluoropolyether allyl ether compound A1 prepared in the above step, 50 mL of perfluorobutyl ethyl ether and 0.2 g of triethylamine were added, stirred at room temperature, and 0.6 g of polyethylene glycol dithiol ( a is 7, number average molecular weight 402) and 2.3g mercapto silicone oil ( b is 7, number average molecular weight 698) 25mL N, N-dimethylformamide mixed solution, after the completion of the dropwise addition, the temperature was raised to 70°C and refluxed for 6h, extracted with acetone, and distilled under reduced pressure to obtain 22.5g of a light yellow transparent product, i.e., a perfluoropolyether-thiol-mercaptosilicone oil block compound (A2), the structural formula of which is:

[0086]

[0087] 3) In a 500 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 20 g of the perfluoropolyether-thiol-mercaptosilicone oil block compound A2 obtained in the above step, 50 mL of 1,3-di(trifluoromethyl)benzene, 0.1 g of a xylene solution of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum (containing 2% effective platinum), and 2.1 g of trimethoxysilane were added in sequence, the temperature was raised to 80° C. and refluxed for 8 h, then cooled to room temperature, 50 mL of perfluorohexane was added, and 30 mL of methanol was used for extraction 3 times. 19.8 g of a light yellow transparent viscous product was obtained by distillation under reduced pressure, which is a perfluoropolyether modified silane compound (Q1), and the molecular structure is 1 The characterization data were confirmed by H NMR spectrum. 1H NMR (400MHz, CDCl3): δ4.11-4.2(q,24H), δ3.78-3.89(m,70H), δ3.62(s,18H), δ3.42-3.50(m,24H), δ2.40-2.45(m ,40H), δ1.78-1.85(m,20H), δ1.60-1.65(m,4H), δ0.85-0.92(m,10H), δ0.57-0.65(m,4H), δ0.17(s,120H), its structural formula is:

[0088]

[0089] Example 2

[0090] This example provides the synthesis of a perfluoropolyether modified silane compound Q2, and the specific synthesis steps are as follows:

[0091] 1) Add 50g of HOCH2CF2 (OCF2CF2) with an average composition into a 250mL single-mouth round-bottom flask equipped with a magnetic stirring device. p (OCF2) q OCF2CH2OH perfluoropolyether alcohol (the sum of p and q is 53, the number average molecular weight is 5000), 50mL of 1,3-di(trifluoromethyl)benzene, 20mL of ethylene glycol dimethyl ether and 25g of 50wt% sodium hydroxide solution are all added and stirred at 50°C for 2h, then 0.3g of tetrabutylammonium bromide and 5.2g of 3-bromopropylene are added, and the stirring reaction is continued for 5h, and 49.8g of colorless transparent product is obtained by extraction with water and methanol and distillation under reduced pressure, i.e. perfluoropolyether allyl ether compound (B1), the structural formula of which is the same as compound A1 in Example 1;

[0092] 2) In a 250 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 20 g of the perfluoropolyether allyl ether compound B1 prepared in the above step, 50 mL of perfluorobutyl ethyl ether and 0.2 g of triethylamine were added, stirred at room temperature, and a mixed solution of 25 mL of N,N-dimethylformamide containing 0.5 g of polyethylene glycol dithiol and 1.6 g of mercapto silicone oil was added dropwise. After the addition was completed, the mixture was heated to 70° C. and refluxed for 6 h. After extraction with acetone, 17.8 g of a light yellow transparent product was obtained by vacuum distillation, i.e., a perfluoropolyether-thiol-mercapto silicone oil block compound (B2), having the same structural formula as A2 in Example 1; wherein the polyethylene glycol dithiol and the mercapto silicone oil are the same as those in Example 1;

[0093] 3) In a 500 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 16 g of the perfluoropolyether-thiol-mercaptosilicone oil block compound B2 obtained in the above step, 40 mL of 1,3-di(trifluoromethyl)benzene, 0.08 g of a xylene solution of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum (containing 2% effective platinum), and 1.8 g of trimethoxysilane were added in sequence, the temperature was raised to 80° C. and refluxed for 8 h, then cooled to room temperature, 40 mL of perfluorohexane was added, and 30 mL of methanol was used for extraction 3 times. 15.8 g of a light yellow transparent viscous product was obtained by distillation under reduced pressure, which is a perfluoropolyether modified silane compound (Q2), and the molecular structure is 1 The characterization data were confirmed by H NMR spectrum. 1 H NMR (400 MHz, CDCl3): δ4.11-4.2 (q, 22H), δ3.78-3.89 (m, 64H), δ3.62 (s, 18H), δ3.42-3.50 (m, 22H), δ2.40-2.45 (m, 36H), δ1.78-1.85 (m, 18H), δ1.60-1.65 (m, 4H), δ0.85-0.92 (m, 8H), δ0.57-0.65 (m, 4H), δ0.17 (s, 96H), structural formula is the same as Q1 in Example 1.

[0094] Example 3

[0095] This example provides the synthesis of a perfluoropolyether modified silane compound Q3, and the specific synthesis steps are as follows:

[0096] 1) In a 250 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 20 g of the perfluoropolyether allyl ether compound A1 obtained in step 1) of Example 1, 50 mL of perfluorobutyl ethyl ether and 0.2 g of triethylamine were added, stirred at room temperature, and 1.6 g of polythiol ( d is 16, number average molecular weight is 994) and 2.2g mercapto silicone oil in 30mL N, N-dimethylformamide mixed solution, after the dropwise addition, the temperature is raised to 70°C and refluxed for 6h, extracted with acetone, and distilled under reduced pressure to obtain 18.5g of light yellow transparent product, which is perfluoropolyether-thiol-mercapto silicone oil block compound (C2), and its structural formula is:

[0097] Wherein, the mercapto silicone oil is the same as that in Example 1;

[0098] 2) In a 500 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 16 g of the perfluoropolyether-thiol-mercaptosilicone oil block compound C2 obtained in the above step, 40 mL of 1,3-di(trifluoromethyl)benzene, 0.1 g of a xylene solution of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum (containing 2% effective platinum), and 2.1 g of trimethoxysilane were added in sequence, the temperature was raised to 80° C. and refluxed for 8 h, then cooled to room temperature, 40 mL of perfluorohexane was added, and 30 mL of methanol was used for extraction 3 times. 15.5 g of a light yellow transparent viscous product was obtained by distillation under reduced pressure, which is a perfluoropolyether modified silane compound (Q3), and the molecular structure is 1 The characterization data were confirmed by H NMR spectrum. 1 H NMR (400MHz, CDCl3): δ4.11-4.2(q,26H), δ3.62(s,18H), δ3.42-3.50(m,26H), δ2.70-2.76(q,187H), δ2.40-2.45( m,32H), δ1.78-1.85(m,22H), δ1.60-1.65(m,4H), δ0.85-0.92(m,12H), δ0.57-0.65(m,4H), δ0.17(s,144H), its structural formula is:

[0099]

[0100] Example 4

[0101] This example provides the synthesis of a perfluoropolyether modified silane compound P1, and the specific synthesis steps are as follows:

[0102] 1) In a 250 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 20 g of the perfluoropolyether allyl ether compound A1 obtained in step 1) of Example 1, 50 mL of perfluorobutyl ethyl ether, and 0.2 g of triethylamine were added, stirred at room temperature, and 25 mL of N,N-dimethylformamide solution containing 2.0 g of polyethylene glycol dithiol was added dropwise. After the addition was completed, the temperature was raised to 70° C. and refluxed for 6 h. After extraction with acetone, 20.5 g of a light yellow transparent product was obtained by vacuum distillation, which is a perfluoropolyether-thiol block compound (D2), and its structural formula is:

[0103]

[0104] Wherein, polyethylene glycol dithiol is the same as that in Example 1;

[0105] 2) In a 500 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 16 g of the perfluoropolyether-thiol block compound D2 obtained in the above step, 40 mL of 1,3-di(trifluoromethyl)benzene, 0.1 g of a xylene solution of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum (containing 2% effective platinum), and 2.2 g of trimethoxysilane were added in sequence, the temperature was raised to 80° C. and refluxed for 8 h, then cooled to room temperature, 40 mL of perfluorohexane was added, and 30 mL of methanol was used for extraction 3 times. 16.2 g of a light yellow transparent viscous product was obtained by vacuum distillation, which is a perfluoropolyether modified silane compound (P1), and the molecular structure is 1 The characterization data were confirmed by H NMR spectrum. 1 H NMR (400MHz, CDCl3): δ4.11-4.2 (q, 22H), δ3.78-3.89 (m, 126H), δ3.62 (s, 18H), δ3.42-3.50 (m, 22H), δ2.40-2.45 (m, 36H), δ1.78-1.85 (m, 18H), δ1.60-1.65 (m, 4H), δ0.57-0.65 (m, 4H), its structural formula is:

[0106]

[0107] Example 5

[0108] This example provides the synthesis of a perfluoropolyether modified silane compound P2, and the specific synthesis steps are as follows:

[0109] 1) In a 250 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 20 g of the perfluoropolyether allyl ether compound A1 obtained in step 1) of Example 1, 50 mL of perfluorobutyl ethyl ether, and 0.2 g of triethylamine were added, stirred at room temperature, and 25 mL of N,N-dimethylformamide solution containing 3.3 g of mercapto silicone oil was added dropwise. After the addition was completed, the temperature was raised to 70° C. and refluxed for 6 h. After extraction with acetone, 21.2 g of a light yellow transparent product was obtained by vacuum distillation, which was a perfluoropolyether-mercapto silicone oil block compound (E2), and its structural formula was:

[0110]

[0111] Wherein, the mercapto silicone oil is the same as that in Example 1;

[0112] 2) In a 500 mL single-mouth round-bottom flask equipped with a magnetic stirring device, 16 g of the perfluoropolyether-mercaptosilicone oil block compound E2 obtained in the above step, 40 mL of 1,3-di(trifluoromethyl)benzene, 0.1 g of a xylene solution of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane platinum (containing 2% effective platinum), and 2.3 g of trimethoxysilane were added in sequence, the temperature was raised to 80° C. and refluxed for 8 h, then cooled to room temperature, 40 mL of perfluorohexane was added, and 30 mL of methanol was used for extraction 3 times. 18.5 g of a light yellow transparent viscous product was obtained by vacuum distillation, which is a perfluoropolyether modified silane compound (P2), and the molecular structure is 1 The characterization data were confirmed by H NMR spectrum. 1 H NMR (400MHz, CDCl3): δ4.11-4.2(q,20H), δ3.62(s,18H), δ3.42-3.50(m,20H), δ2.40-2.45(m,32H), δ1. 78-1.85(m,16H), δ1.60-1.65(m,4H), δ0.85-0.92(m,16H), δ0.57-0.65(m,4H), δ0.17(s,192H), its structural formula is:

[0113]

[0114] Example 6

[0115] The present embodiment provides a method for treating glass with a perfluoropolyether modified silane compound to obtain a surface treatment layer, and the specific steps are as follows: the perfluoropolyether modified silane compound Q1 prepared in Example 1 is added to Novec 7200 at a mass concentration of 20% to obtain a surface treatment agent (1), and the surface treatment agent (1) is then added to Novec 7200 at a mass concentration of 0.4% to obtain a surface treatment agent (6), and the surface treatment agent (6) is uniformly sprayed on a chemically strengthened glass (the surface of the chemically strengthened glass is subjected to plasma treatment before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s, and then the chemically strengthened glass with the spray-treated film is placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0116] Example 7

[0117] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0118] The perfluoropolyether modified silane compound Q2 prepared in Example 2 was added to Novec 7200 at a concentration of 20% by mass to obtain a surface treatment agent (2), and then the surface treatment agent (2) was added to Novec 7200 at a concentration of 0.4% by mass to obtain a surface treatment agent (7). The surface treatment agent (7) was uniformly sprayed on a chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. Then, the chemically strengthened glass with the spray-treated film was placed in an electric hot air drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0119] Example 8

[0120] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0121] The perfluoropolyether modified silane compound Q3 prepared in Example 3 was added to Novec 7200 at a concentration of 20% by mass to obtain a surface treatment agent (3), and then the surface treatment agent (3) was added to Novec 7200 at a concentration of 0.4% by mass to obtain a surface treatment agent (8). The surface treatment agent (8) was uniformly sprayed on a chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. Then, the chemically strengthened glass with the spray-treated film was placed in an electric hot air drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0122] Example 9

[0123] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0124] The perfluoropolyether modified silane compound P1 prepared in Example 4 was added to Novec 7200 at a concentration of 20% by mass to obtain a surface treatment agent (4). The surface treatment agent (4) was then added to Novec 7200 at a concentration of 0.4% by mass to obtain a surface treatment agent (9). The surface treatment agent (9) was uniformly sprayed on a chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. The chemically strengthened glass with the spray-treated film was then placed in an electric hot air drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0125] Example 10

[0126] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0127] The perfluoropolyether modified silane compound P2 prepared in Example 5 was added to Novec 7200 at a concentration of 20% by mass to obtain a surface treatment agent (5), and then the surface treatment agent (5) was added to Novec 7200 at a concentration of 0.4% by mass to obtain a surface treatment agent (10). The surface treatment agent (10) was uniformly sprayed on a chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. Then, the chemically strengthened glass with the spray-treated film was placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0128] Embodiment 11

[0129] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0130] The surface treatment agent (1) of Example 6 and the commercially available surface treatment agent Optool UD509 were compounded in a mass ratio of 2:8 to prepare a surface treatment agent (11). The surface treatment agent (11) was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0131] Example 12

[0132] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0133] The surface treatment agent (2) of Example 7 and the commercially available surface treatment agent Optool UD509 were compounded in a mass ratio of 2:8 to prepare a surface treatment agent (12). The surface treatment agent (12) was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0134] Example 13

[0135] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0136] The surface treatment agent (4) of Example 9 and the commercially available surface treatment agent Optool UD509 were compounded in a mass ratio of 2:8 to prepare a surface treatment agent (13). The surface treatment agent (13) was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0137] Embodiment 14

[0138] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0139] The surface treatment agent (3) of Example 8 and the commercially available surface treatment agent GT-320X were compounded in a mass ratio of 3:7 to prepare a surface treatment agent (14). The surface treatment agent (14) was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0140] Embodiment 15

[0141] This embodiment provides a method for treating glass with a perfluoropolyether-modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0142] The surface treatment agent (5) of Example 10 and the commercially available surface treatment agent GT-320X were compounded in a mass ratio of 4:6 to prepare a surface treatment agent (15). The surface treatment agent (15) was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. Then, the chemically strengthened glass with the sprayed treatment film was placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0143] Comparative Example 1

[0144] This comparative example provides a method for treating glass with a commercially available surface treatment agent to obtain a surface treatment layer, and the specific steps are as follows:

[0145] The surface treatment agent Optool UD509 was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveyor line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric hot air drying oven at 150°C for curing for 30 minutes to form a surface treatment layer.

[0146] Comparative Example 2

[0147] This comparative example provides a method for treating glass with a commercially available surface treatment agent to obtain a surface treatment layer, and the specific steps are as follows:

[0148] The surface treatment agent GT-320X was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveyor line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric hot air drying oven at 150°C for 30 minutes to form a surface treatment layer.

[0149] Comparative Example 3

[0150] This comparative example provides a method for treating glass with a perfluoropolyether modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0151] The surface treatment agent (3) of Example 8 and the commercially available surface treatment agent GT-320X were compounded in a mass ratio of 5:5 to prepare a surface treatment agent (16). The surface treatment agent (16) was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0152] Comparative Example 4

[0153] This comparative example provides a method for treating glass with a perfluoropolyether modified silane compound to obtain a surface treatment layer, and the specific steps are as follows:

[0154] The surface treatment agent (3) of Example 8 and the commercially available surface treatment agent GT-320X were compounded in a mass ratio of 6:4 to prepare a surface treatment agent (17). The surface treatment agent (17) was uniformly sprayed on the chemically strengthened glass (the surface of the chemically strengthened glass was plasma treated before coating) using a commercially available spray coating device at a flow rate of 50 mg / s and a conveying line speed of 13 mm / s. The chemically strengthened glass with the sprayed treatment film was then placed in an electric heating blast drying oven at 150° C. for curing for 30 minutes to form a surface treatment layer.

[0155] Test Case

[0156] The performance test of the surface treatment layers (thickness: 10 nm) obtained by Examples 6 to 15 and Comparative Examples 1 to 4 was performed, and the test method was as follows.

[0157] 1. Hydrophobicity and oleophobicity test:

[0158] The contact angle of the surface treated layer to water and the contact angle of n-hexadecane were measured using a contact angle meter (CA80, Guangdong Beidou Precision Instrument Co., Ltd.) on the surface of the glass substrate sample.

[0159] 2. Slipperiness test:

[0160] Use a friction coefficient tester (MXD-02, Jinan Nanguang dynamic and static friction tester) to test the dynamic friction coefficient relative to the official paper (Daboai) under the following conditions:

[0161] Contact area: 20mm×20mm;

[0162] Load: 200g;

[0163] Line speed: 100mm / min;

[0164] Stroke: 50mm.

[0165] 3. Wear resistance test:

[0166] The water contact angle of the surface treated layer after rubbing was evaluated using a friction tester (ZJ-339-GSR, Shenzhen Zhijia Instrument Equipment Co., Ltd.) under the following conditions:

[0167] (1) Resistance to steel wool wear:

[0168] After every 3,000 back and forth times, measure the water contact angle (stop the evaluation when the water contact angle is less than 100 degrees or 20,000 times);

[0169] Steel wool: BONSTAR#0000;

[0170] Load: 1kg / cm 2 ;

[0171] Travel distance: 40mm;

[0172] Moving speed: 60rpm.

[0173] (2) Eraser wear resistance:

[0174] After every 2,000 back and forth times, measure the water contact angle (stop the evaluation when the water contact angle is less than 100 degrees or 10,000 times), and visually inspect the wear of the area after friction by water vapor spray;

[0175] Eraser: Minoan MB006004, 6.0mm;

[0176] Load: kg;

[0177] Travel distance: 40mm;

[0178] Moving speed: 40rpm.

[0179] 4. Oil cleaning test:

[0180] The chemically strengthened glass with a surface treatment layer was visually inspected for oil stains on the glass surface under a fluorescent lamp, and then cleaned with an AF coating flat cleaning machine (model CJD-AF, Shenzhen Chaojinda Ultrasonic Engineering Equipment Co., Ltd.) and then with an optical glass coating cleaning agent (model HR-1715, neutral, Dongguan Hill Metal Materials Co., Ltd.) and pure water. After being dried with cold air, the oil stains on the glass surface were visually inspected under a fluorescent lamp, and the oil stains on the surface were compared before and after cleaning.

[0181] Cleaning line speed: 30mm / s;

[0182] Cleaning water temperature: 25℃;

[0183] Evaluation indicators:

[0184] ◎: No visible oil stain on the surface;

[0185] ○: There is a small amount of oil on the surface;

[0186] △: There is a lot of oil on the surface;

[0187] ×: There is a lot of oil on the surface.

[0188] The test results are shown in Table 1, Table 2, Table 3 and Table 4 respectively.

[0189] Table 1 Test results of hydrophobicity, oleophobicity and slipperiness of glass surface treatment layers of Examples 6 to 15 and Comparative Examples 1 to 4

[0190] composition Hydrophobicity(°) Oleophobicity(°) Dynamic friction coefficient Example 6 <![CDATA[Compound Q1]]> 115.6 71 0.038 Example 7 <![CDATA[Compound Q2]]> 115.7 71 0.030 Example 8 <![CDATA[Compound Q3]]> 115.0 70 0.036 Example 9 <![CDATA[Compound P1]]> 115.5 69 0.040 Example 10 <![CDATA[Compound P2]]> 115.8 72 0.042 Embodiment 11 <![CDATA[Compound Q1: Optool UD509 = 2:8]]> 116.3 71 0.034 Example 12 <![CDATA[Compound Q2: Optool UD509 = 2:8]]> 116.4 73 0.028 Example 13 <![CDATA[Compound P1: Optoo1 UD509 = 2:8]]> 115.9 70 0.030 Embodiment 14 <![CDATA[Compound Q3: GT-320X = 3:7]]> 118.0 72 0.037 Embodiment 15 <![CDATA[Compound P2: GT-320 X = 4:6]]> 118.2 70 0.031 Comparative Example 1 Optool UD509 116.2 72 0.036 Comparative Example 2 GT-320X 118.5 71 0.032 Comparative Example 3 <![CDATA[Compound Q3: GT-320 X = 5:5]]> 116.7 70 0.037 Comparative Example 4 <![CDATA[Compound Q3: GT-320 X = 6:4]]> 115.3 69 0.040

[0191] Table 2 Test results of steel wool wear resistance of glass surface treatment layers of Examples 6 to 15 and Comparative Examples 1 to 4

[0192]

[0193] Table 3 Test results of the eraser wear resistance of the glass surface treatment layer of Examples 6 to 15 and Comparative Examples 1 to 4

[0194]

[0195] Table 4 Test results of oil cleaning performance of glass surface treatment layer of Examples 6 to 15 and Comparative Examples 1 to 4

[0196] Oil stain condition on glass surface (before cleaning) Oil stain condition on glass surface (after cleaning) Example 6 △ ◎ Example 7 × ◎ Example 8 △ ◎ Example 9 △ ◎ Example 10 △ ◎ Embodiment 11 △ ◎ Example 12 △ ◎ Example 13 △ ◎ Embodiment 14 × ◎ Embodiment 15 × ◎ Comparative Example 1 △ △ Comparative Example 2 × △ Comparative Example 3 × ○ Comparative Example 4 × ○

[0197] From the test results in Table 1 above, it can be seen that the surface treatment agent prepared by the perfluoropolyether modified silane compound prepared by the scheme of the present invention, the treatment film formed on the substrate by spraying, its oleophobicity and smoothness are comparable to the treatment film obtained by the commercially available anti-fingerprint treatment agent product, and has a certain hydrophobicity. In addition, when the perfluoropolyether modified silane compounds Q1, Q2 and Q3 containing two thiol chains (polyethylene glycol dithiol / and mercapto silicone oil, or polythiol and mercapto silicone oil) are treated with the surface treatment agent containing only one thiol chain P1 and P2, the treatment film has a relatively smaller dynamic friction coefficient and can achieve better smoothness.

[0198] Since the scheme of the present invention introduces polyethylene glycol dithiol chain / polythiol chain and mercapto silicone oil chain into the perfluoropolyether chain of the perfluoropolyether modified silane compound, and also gives the perfluoropolyether modified silane compound a certain hydrophilicity, after the perfluoropolyether modified silane compound of the present invention is used for coating, the perfluoropolyether modified silane compound that is not bonded to the substrate is easily washed away by the cleaning agent due to the certain hydrophilicity of the perfluoropolyether modified silane compound, thereby improving the cleanliness of the material after coating and cleaning. It can be seen from the test results in Table 4 that for the oil stains generated by spraying construction, the surface treatment agent prepared by the scheme of the present invention is easier to be washed away by water than commercially available products, so the cleanliness of the screen surface after coating can be improved, thereby greatly improving industrial production efficiency.

[0199] From the test results of Table 2, Table 3 and Table 4, it can be seen that when the perfluoropolyether modified silane compound prepared by the present invention is used in combination with a commercially available surface treatment agent product, the cleanliness of the coated glass surface after cleaning can be further improved without affecting the wear resistance of the commercially available product, thereby improving production efficiency. After analysis, it is believed that the perfluoropolyether modified silane compound of the present invention has a relatively long hydrophilic thiol and mercapto silicone oil chain segment in the molecular chain, which improves the affinity with the cleaning agent solution, so the perfluoropolyether modified silane that is not bonded to the substrate on the glass surface is more easily taken away by the water phase during cleaning. At the same time, the perfluoropolyether segment in the perfluoropolyether modified silane molecular chain and the commercially available surface treatment agent are both Z-type perfluoropolyethers, and the fluorine chains of the two have good affinity. When the perfluoropolyether modified silane of the present invention is washed away by the water phase, it can further take away the commercially available surface treatment agent molecules that are not bonded to the surface, thereby improving the cleanliness of the glass and improving production efficiency.

[0200] The above is a detailed description of the embodiments of the present invention, but the present invention is not limited to the above embodiments. Various changes can be made within the knowledge of ordinary technicians in the relevant technical field without departing from the purpose of the present invention. In addition, the embodiments of the present invention and the features in the embodiments can be combined with each other without conflict.

Claims

1. A perfluoropolyether modified silane compound, It is characterized in that The structural formula of the perfluoropolyether modified silane compound is selected from one of the following structural formulas: In the structural formula, PFPE is a double-terminal Z-type perfluoropolyether, m is an integer between 1 and 20, and the spacer group X 1 -CH 2 OCH 2 CH 2 CH 2 -, spacer group X 2 -CH 2 CH 2 CH 2 OCH 2 -; The spacer group A is a thiol segment, and the spacer group B is a mercapto silicone oil segment; Y is selected from hydrogen, phenyl or C 1-20 Alkyl, R is selected from alkoxy, hydroxyl, acyloxy, halide or amine, and n is an integer between 1 and 3.

2. The perfluoropolyether-modified silane compound according to claim 1, It is characterized in that The structural formula of the PFPE is -(CF 2 ) r -(OC 2 F 4 ) p -(OCF 2 ) q -O-(CF 2 ) t -; Wherein, p and q are independently integers between 0 and 50, the sum of p and q is greater than 1, and r and t are independently integers between 0 and 5.

3. The perfluoropolyether-modified silane compound according to claim 1 or 2, It is characterized in that The thiol segment is a polyethylene glycol dithiol segment or a polythiol segment.

4. The perfluoropolyether-modified silane compound according to claim 1 or 2, It is characterized in that The mercapto silicone oil chain segment is specifically a double-terminal mercapto silicone oil chain segment.

5. The method for preparing the perfluoropolyether-modified silane compound according to any one of claims 1 to 4, It is characterized in that The following steps are involved: S1, adding perfluoropolyether alcohol, 3-bromopropylene, catalyst 1 and a base into a solvent for reaction, and purifying to obtain a perfluoropolyether allyl ether compound; S2, adding the perfluoropolyether allyl ether compound, the thiol compound and the catalyst 2 into a solvent for reaction, and purifying to obtain a perfluoropolyether-thiol block compound; S3, adding the perfluoropolyether-thiol block compound, hydrogen-containing silane and catalyst 3 into a solvent for reaction, and purifying to obtain a perfluoropolyether modified silane compound; Wherein, the thiol compound is at least one of polyethylene glycol dithiol, polythiol or mercapto silicone oil.

6. The preparation method according to claim 5, It is characterized in that The molar number of the perfluoropolyether allyl ether compound in step S2 is greater than the molar number of the thiol compound.

7. An antifouling surface treatment agent, It is characterized in that The components include the perfluoropolyether modified silane compound according to any one of claims 1 to 4 and an organic solvent; The organic solvent includes at least one of hydrofluoroether, fluorine-containing alkane, fluorine-containing haloalkane or fluorine-containing aromatic hydrocarbon.

8. The antifouling surface treatment agent according to claim 7, It is characterized in that The composition also includes an anti-fingerprint surface treatment agent.

9. An antifouling surface treatment film, It is characterized in that The antifouling surface treatment film comprises the antifouling surface treatment agent according to claim 7 or 8.

10. Use of the perfluoropolyether modified silane compound according to any one of claims 1 to 4, or the antifouling surface treatment agent according to any one of claims 7 to 8, or the antifouling surface treatment film according to claim 9 in the preparation of an antifouling coating.

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