Imine polymer (at) PDMS modified super-hydrophobic fabric as well as preparation method and application thereof

Abstract

The invention provides an imine polymer (at) PDMS modified super-hydrophobic fabric and a preparation method and application thereof.The preparation method comprises the following steps that long-chain alkyl imine and a cross-linking agent are dissolved in an organic solvent, a pretreated fabric and a catalyst are added, a cross-linking reaction is catalyzed, the obtained fabric is soaked in a polydimethylsiloxane solution after being dried, and the modified super-hydrophobic fabric is obtained. And carrying out hydrophobization treatment, taking out the fabric, and drying the fabric to obtain the super-hydrophobic fabric. The super-hydrophobic fabric prepared by the method has excellent chemical stability, reusability and excellent waterproof and oil-water separation performance.

Description

[Technical field]

[0001] The invention belongs to the technical field of functional modification of textiles and relates to an imine polymer@PDMS modified super-hydrophobic fabric and a preparation method and application thereof. [Background technology]

[0002] Since super-hydrophobic fabrics are currently widely used in oil-water separation, self-cleaning, anti-icing, anti-fog, anti-corrosion and antibacterial, they have been widely studied by scientific researchers. In addition, due to the increasingly serious marine pollution caused by oil spills, how to use simple and efficient methods to prepare durable super-hydrophobic materials that can be used for oil-water separation has attracted much attention. Due to the advantages of fabrics such as cheap and easy to obtain, soft and light, and corrosion resistance, and the fact that the fabric surface often has a certain degree of roughness and certain pores, it has become one of the best materials for oil-water separation.

[0003] To prepare super-hydrophobic fabrics, it is necessary to construct micro-nano structures on the surface of the fabric to reduce the contact area of ​​water droplets, and then introduce low surface energy substances for modification, mainly introducing long aliphatic carbon chains to enhance hydrophobicity (Colloids and Surfaces A: Physicochemical and Engineering Aspects 2020, 602, 125145.). For example, Ma et al. prepared a fluorine-free film with self-healing properties by cross-linking dynamic borate and polydimethylsiloxane. It can withstand scratch tests without destroying the super-hydrophobic properties and has good durability (Nature Communications 2021, 12 (1), 1.). The Shanghai Institute of Applied Physics, Chinese Academy of Sciences, has developed an ironable and repairable hydrophobic cotton fabric. Hexyl methacrylate and dodecyl methacrylate are grafted onto cotton fabric to obtain hydrophobic cotton fabric with excellent friction resistance. The fabric can withstand about 8,000 frictions (China Materials Progress, 2013, 10: 629-629.). At present, research on the preparation of super-hydrophobic fabrics based on fabric surface structure modification has made great progress, but there are often disadvantages such as complex preparation conditions, harsh and time-consuming. Therefore, it is of great significance to develop a super-hydrophobic fabric preparation method with mild conditions, easy operation, simple and efficient, and wide applicability to obtain stable, durable, and multifunctional super-hydrophobic fabrics and apply them to oil-water separation and hydrophobic fabric research and development.

[0004] Therefore, it is necessary to provide a new technical solution. [Summary of the invention]

[0005] In order to solve the above technical problems and overcome the shortcomings in the prior art books, the present invention provides an imine polymer @PDMS modified super hydrophobic fabric and its preparation method and application. The preparation method is simple, and the obtained hydrophobic fabric has excellent chemical stability, reusability, and excellent waterproof and oil-water separation properties.

[0006] In order to achieve the above purpose, the following technical solutions are adopted:

[0007] On the one hand, the present invention provides a method for preparing an imine polymer @PDMS modified super hydrophobic fabric, which comprises the following steps:

[0008] S1. Dissolve the long-chain alkyl imine and the cross-linking agent in an organic solvent, add the pretreated fabric and the catalyst, heat and catalyze the stirring reaction, construct a micro-nano rough structure on the surface of the fabric, and dry the obtained fabric.

[0009] S2, soaking the fabric obtained in step S1 in a polydimethylsiloxane (PDMS) solution, taking it out and drying it to obtain an imine polymer@PDMS modified super hydrophobic fabric.

[0010] Furthermore, in step S1, the molar ratio of the long-chain alkyl imine, the cross-linking agent and the catalyst is 1:0.1-10:0.1-10, and the ratio of the long-chain alkyl imine to the organic solvent is 1 mmol:1-100 mL; the heating temperature is 25-100° C., and the reaction time is 1-36 hours.

[0011] Furthermore, in step S2, the concentration of polydimethylsiloxane (PDMS) is 0.1-100 g / L, the immersion time is 1 second-48 hours, the drying time is 1 minute-24 hours, and the drying temperature is 30-100°C.

[0012] Further, the long-chain alkyl imine is one or more combinations of 4-(tetradecyl imino) methyl) phenol, 3-(tetradecyl imino) methyl) phenol, 2-(tetradecyl imino) methyl) phenol, 4-(hexadecyl imino) methyl) phenol, 3-(hexadecyl imino) methyl) phenol, 2-(hexadecyl imino) methyl) phenol, 4-(octadecyl imino) methyl) phenol, 3-(octadecyl imino) methyl) phenol, and 2-(octadecyl imino) methyl) phenol.

[0013] Furthermore, the cross-linking agent is one or more combinations of 1,4-dichlorobenzyl, 1,4-dibromobenzyl, and methylal.

[0014] Furthermore, the catalyst is one or more combinations of anhydrous ferric chloride, anhydrous aluminum chloride, and anhydrous ferric bromide.

[0015] Furthermore, the organic solvent is one or more combinations of dichloromethane, dichloroethane, chloroform and trifluorotoluene.

[0016] Furthermore, the fabric is one or more of cotton fabric, wool fabric, silk, pure linen, polyester, and nylon.

[0017] On the other hand, the present invention also provides an imine polymer @PDMS modified super hydrophobic fabric, and the imine polymer @PDMS modified super hydrophobic fabric is prepared by the above preparation method.

[0018] In another aspect, the present invention further provides an application of the imine polymer @PDMS modified super-hydrophobic fabric, wherein the imine polymer @PDMS modified super-hydrophobic fabric is applied to waterproofing and oil-water separation.

[0019] Compared with the prior art, the present invention has the following advantages:

[0020] The preparation process of the imine polymer @PDMS modified super hydrophobic fabric of the present invention is simple, the conditions are mild, the operation is convenient and efficient, there is no fluorine-containing reagent, the cost is low, the applicability is wide, and it can be prepared on a large scale; the contact angle of the hydrophobic cotton fabric obtained by the present invention can reach 150.3°, and it has excellent chemical stability, reusability, and excellent waterproof and oil-water separation performance.

Brief Description of the Drawings

[0021] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings required for use in the embodiments or the description of the prior art will be briefly introduced below. Obviously, the drawings described below are only some embodiments of the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying creative work.

[0022] Figure 1 The hydrogen nuclear magnetic spectrum of the polymerizable monomer 4-(hexadecylimino)methyl)phenol of the present invention;

[0023] Figure 2 This is a schematic diagram of the process of preparing super-hydrophobic cotton fabric in Example 1 of the present invention;

[0024] Figure 3 This is an infrared spectrum of the super hydrophobic cotton fabric prepared in Example 1 of the present invention;

[0025] Figure 4 This is a scanning electron microscope image of the super hydrophobic cotton fabric prepared in Example 1 of the present invention;

[0026] Figure 5 This is a water contact angle image of the super hydrophobic cotton fabric prepared in Example 1 of the present invention;

[0027] Figure 6 This is a graph showing the separation efficiency of super hydrophobic cotton fabric prepared in Example 1 of the present invention for different organic solvent / water mixtures;

[0028] Figure 7 This is a graph of the oil-water separation cycles of the super-hydrophobic cotton fabric prepared in Example 1 of the present invention. [Specific implementation method]

[0029] To further help understand the technical solution of the present invention, the technical solution of the present invention is described in more detail below by providing several specific implementation examples. All of the described embodiments are only partial embodiments of the present invention, not all of them. The following specific embodiments may be combined with each other, and the same or similar concepts or processes therein may not be repeated in some embodiments.

[0030] Example 1

[0031] See also Figure 2 , Figure 2 The schematic diagram of the process of preparing super hydrophobic cotton fabric in Example 1 of the present invention is as follows: Figure 2 As shown, this embodiment provides a method for preparing an imine polymer @PDMS modified super hydrophobic fabric, comprising the following steps:

[0032] (1) 0.74 g (2 mmol) of 4-(hexadecyl imino) methyl) phenol and 0.68 g (4 mmol) of 1,4-dichlorobenzyl were dissolved in 20 mL of 1,2-dichloroethane, a stirring bar and a 5*5 cm fabric were added, the heating temperature was 60°C, 0.64 g (4 mmol) of anhydrous ferric chloride was added, the reaction was stirred for 12 hours, and the fabric was taken out and dried naturally after the reaction was completed. In this step, preferably, the ratio of the amount of the long-chain alkyl imine to the organic solvent is 1 mmol: 10 mL. In other embodiments, the ratio of the amount of the long-chain alkyl imine to the organic solvent can be 1 mmol: 1 mL. In other embodiments, the ratio of the amount of the long-chain alkyl imine to the organic solvent can be 1 mmol: 100 mL.

[0033] (2) Soak the fabric prepared in step (1) in a 10 g / L polydimethylsiloxane (containing a curing agent) n-hexane solution for 30 minutes, take it out and dry it naturally, and place it in an oven at 80° C. for curing for 1 hour to obtain an imide polymer @ PDMS modified fabric. In another embodiment, the curing temperature in step (2) can also be 30° C., and the rest is the same as in Example 1. In another embodiment, the curing temperature in step (2) can also be 100° C., and the rest is the same as in Example 1.

[0034] Example 2

[0035] The difference from Example 1 is that in step (1), the molar ratio of 4-(hexadecylimido)methyl)phenol, 1,4-dichlorobenzyl and anhydrous ferric chloride is 1:1:1, and the rest is the same as Example 1.

[0036] Example 3

[0037] The difference from Example 1 is that in step (1), the molar ratio of 4-(hexadecylimido)methyl)phenol, 1,4-dichlorobenzyl and anhydrous ferric chloride is 1:3:3, and the rest is the same as Example 1.

[0038] Example 4

[0039] The difference from Example 1 is that in step (1), the molar ratio of 4-(hexadecyl imino) methyl) phenol, 1,4-benzyl chloride, and anhydrous ferric chloride is 1:4:4, and the rest is the same as in Example 1. In other embodiments, in step (1), the molar ratio of 4-(hexadecyl imino) methyl) phenol, 1,4-benzyl chloride, and anhydrous ferric chloride is 1:0.1:0.1 or 1:10:10, and the rest is the same as in Example 1. In other embodiments, in step (1), the molar ratio of 4-(hexadecyl imino) methyl) phenol, 1,4-benzyl chloride, and anhydrous ferric chloride is 1:10:10, and the rest is the same as in Example 1.

[0040] The water contact angles of the modified cotton fabrics prepared in Examples 1-4 were measured to be 150.3°, 148.1°, 141.9°, and 144.8°, respectively. Figure 5 This is a water contact angle picture of the super hydrophobic cotton fabric prepared in Example 1 of the present invention; Figure 5 As shown, the contact angle of the hydrophobic cotton fabric obtained by the present invention can reach 150.3°, and it has excellent hydrophobic properties.

[0041] Example 5

[0042] This embodiment provides a method for preparing an imine polymer@PDMS modified super-hydrophobic fabric, comprising the following steps:

[0043] (1) 0.74 g (2 mmol) of 4-(hexadecylimino)methyl)phenol and 0.68 g (4 mmol) of 1,4-dichlorobenzyl were dissolved in 20 mL of 1,2-dichloroethane, a stirring bar and a 5*5 cm fabric were added, the heating temperature was 60°C, 0.64 g (4 mmol) of anhydrous ferric chloride was added, and the reaction was stirred for 20 hours. After the reaction was completed, the fabric was taken out and dried naturally.

[0044] (2) The fabric prepared in step (1) was immersed in a 10 g / L polydimethylsiloxane (containing a curing agent) n-hexane solution for 30 minutes, taken out and naturally dried, and placed in an oven at 80° C. for curing for 1 hour to obtain an amine polymer @PDMS modified fabric.

[0045] Example 6

[0046] The difference from Example 5 is that in step (1), the reaction time is 6 h, and the rest is the same as Example 5.

[0047] Example 7

[0048] The difference from Example 5 is that in step (1), the reaction time is 2 h, and the rest is the same as Example 5.

[0049] The water contact angles of the modified cotton fabrics prepared in Examples 5-7 were measured to be 150.1°, 143.3°, and 121.9°, respectively. In other embodiments, the reaction time can also be 1 hour, and the rest is the same as in Example 5. In other embodiments, the reaction time can also be 36 hours, and the rest is the same as in Example 5.

[0050] Example 8

[0051] This embodiment provides a method for preparing an imine polymer@PDMS modified super-hydrophobic fabric, comprising the following steps:

[0052] (1) 0.64 g (2 mmol) of 4-(tetradecylimino)methyl)phenol and 0.68 g (4 mmol) of 1,4-dichlorobenzyl were dissolved in 20 mL of 1,2-dichloroethane, a stirring bar and a 5*5 cm fabric were added, the heating temperature was 60°C, 0.64 g (4 mmol) of anhydrous ferric chloride was added, and the reaction was stirred for 12 hours to construct a micro-nano rough structure on the fabric surface. After the reaction was completed, the fabric was taken out and dried naturally.

[0053] (2) The fabric prepared in step (1) was immersed in a 10 g / L polydimethylsiloxane (containing a curing agent) n-hexane solution for 30 minutes, taken out and naturally dried, and placed in an oven at 80° C. for curing for 1 hour to obtain an amine polymer @PDMS modified fabric.

[0054] Example 9

[0055] The difference from Example 8 is that in step (1), the long-chain alkyl imine is 4-(octadecyl imino) methyl) phenol, and the rest is the same as Example 8. In other embodiments, in step (1), the long-chain alkyl imine can also be 4-(tetradecyl imino) methyl) phenol, 3-(tetradecyl imino) methyl) phenol, 2-(tetradecyl imino) methyl) phenol, 4-(hexadecyl imino) methyl) phenol, 3-(hexadecyl imino) methyl) phenol, 2-(hexadecyl imino) methyl) phenol, 4-(octadecyl imino) methyl) phenol, 3-(octadecyl imino) methyl) phenol, 2-(octadecyl imino) methyl) phenol or one or more combinations thereof, and the rest is the same as Example 8.

[0056] The water contact angles of the modified cotton fabrics prepared in Examples 8-9 were measured to be 149.3° and 143.3°, respectively.

[0057] Example 10

[0058] This embodiment provides a method for preparing an imine polymer@PDMS modified super-hydrophobic fabric, comprising the following steps:

[0059] (1) 0.74 g (2 mmol) of 4-(hexadecylimino)methyl)phenol and 0.68 g (4 mmol) of 1,4-dichlorobenzyl were dissolved in 20 mL of 1,2-dichloroethane, a stirring bar and a 5*5 cm fabric were added, the heating temperature was set to 25°C, 0.64 g (4 mmol) of anhydrous ferric chloride was added, the reaction was stirred for 12 hours, and the fabric was taken out and dried naturally after the reaction was completed.

[0060] (2) The fabric prepared in step (1) was immersed in a 10 g / L polydimethylsiloxane (containing a curing agent) n-hexane solution for 30 minutes, taken out and naturally dried, and placed in an oven at 80° C. for curing for 1 hour to obtain an imide polymer @ PDMS modified fabric.

[0061] Embodiment 11

[0062] The difference from Example 10 is that in step (1), the reaction temperature is 80°C, and the rest is the same as Example 10. In other embodiments, in step (1), the reaction temperature is 100°C, and the rest is the same as Example 10.

[0063] The water contact angles of the modified cotton fabrics prepared in Examples 10-11 were measured to be 122.7° and 148.6°, respectively.

[0064] Example 12

[0065] This embodiment provides a method for preparing an imine polymer@PDMS modified super-hydrophobic fabric, comprising the following steps:

[0066] (1) 0.74 g (2 mmol) of 4-(hexadecylimino)methyl)phenol and 0.68 g (4 mmol) of 1,4-dichlorobenzyl were dissolved in 20 mL of 1,2-dichloroethane, a stirring bar and a 5*5 cm fabric were added, the heating temperature was 60°C, 0.64 g (4 mmol) of anhydrous ferric chloride was added, and the reaction was stirred for 12 hours. After the reaction was completed, the fabric was taken out and dried naturally.

[0067] (2) The fabric prepared in step (1) was immersed in a 1 g / L polydimethylsiloxane (containing a curing agent) n-hexane solution for 30 minutes, taken out and naturally dried, and placed in an oven at 80° C. for curing for 1 hour to obtain an imide polymer @ PDMS modified fabric.

[0068] Embodiment 13

[0069] The difference from Example 12 is that in step (2), the concentration of polydimethylsiloxane (PDMS) is 5 g / L, and the rest is the same as Example 12.

[0070] Embodiment 14

[0071] The difference from Example 12 is that in step (2), the concentration of polydimethylsiloxane (PDMS) is 20 g / L, and the rest is the same as Example 12. In other embodiments, in step (2), the concentration of polydimethylsiloxane (PDMS) is 0.1 g / L, and the rest is the same as Example 12. In other embodiments, in step (2), the concentration of polydimethylsiloxane (PDMS) is 100 g / L, and the rest is the same as Example 12.

[0072] The water contact angles of the modified cotton fabrics prepared in Examples 12-14 were measured to be 112.7°, 128.6°, and 145.2°, respectively.

[0073] Embodiment 15

[0074] The present invention also provides an imine polymer@PDMS modified super hydrophobic fabric, which is prepared by the preparation method of the above embodiment.

[0075] Example 16

[0076] The present invention also provides an application of an imine polymer@PDMS modified super-hydrophobic fabric, which is applied to waterproofing and oil-water separation.

[0077] The modified cotton fabric prepared in Example 1 was tested for performance. The test results are as follows:

[0078] Figure 1 This is the nuclear magnetic hydrogen spectrum of the polymerized monomer 4-(hexadecyl imino) methyl) phenol of the present invention, and the data are as follows: 1 HNMR (400MHz, CDCl 3 )δ8.14(s,1H),7.43(s,1H),7.06(d,J=8.0Hz,1H),6.89(d,J=8.0Hz,1H),3.86(s,3H),3.57(t,J=7.0Hz,2H),1.74–1.61(m,2H),1.28(d,J=25.7Hz,26H),0.88(t,J=6.6Hz,3H). The results showed that the long-chain iminophenol was successfully prepared. Figure 3 This is the infrared spectrum of the hydrophobic cotton fabric prepared in Example 1 of the present invention. In the FTIR spectrum, 3335.7 cm -1The absorption peak attributed to the stretching vibration of hydroxyl groups on cotton fibers is 2914.3 cm -1 , 2852.4cm -1 The absorption peaks are attributed to the methylene stretching and bending vibrations, 1639.3 cm -1 , 1314.9cm -1 The absorption peak at 1426 cm-1 is attributed to the vibration of the aromatic ring skeleton. -1 Attributable to the imine absorption peak, 1053 cm -1 It belongs to the absorption peak of silicon-oxygen stretching vibration, and the infrared spectrum shows that the hydrophobic fabric containing imine polymer was successfully prepared. Figure 4 The scanning electron microscope image of the hydrophobic cotton fabric prepared in Example 1 of the present invention is as follows: Figure 4 As shown, the surface of the fabric is covered with a layer of granular material, and 4-(hexadecylamino)methyl)phenol and the cross-linking agent 1,4-dibenzyl chloride undergo a Friedel-Crafts reaction under the catalysis of ferric chloride to generate micro-nano organic polymers, which are attached to the surface of the fabric to form a first-level rough structure, and then the fabric is hydrophobized by PDMS to obtain a fabric with super hydrophobic properties.

[0079] See also Figure 6 and Figure 7 , Figure 6 This is a graph showing the separation efficiency of the hydrophobic cotton fabric prepared in Example 1 of the present invention for different organic solvent / water mixtures; Figure 7 The figure is a diagram of the oil-water separation cycle number of the hydrophobic cotton fabric prepared in Example 1 of the present invention. The imine polymer @PDMS modified super hydrophobic fabric prepared in Example 1 was subjected to an oil-water separation test on a mixed solution of organic solvents such as carbon tetrachloride, dichloromethane, cyclohexane, o-dichlorobenzene, petroleum ether and a methylene blue aqueous solution (volume ratio of 1:1), and the specific operation steps were: dyeing the aqueous phase with methylene blue, taking 20 mL of the aqueous phase and 20 mL of the oil phase and pouring them into the oil-water separation device, respectively. The selected oil phases are cyclohexane and petroleum ether, both of which have a lower density than the aqueous phase. Therefore, when the oil-water mixture is poured into the separation device, the oil phase will preferentially pass through the hydrophobic fabric when it is poured out of the beaker, and pass through the fabric under the action of gravity, while the aqueous phase is retained in the upper container, thereby achieving the separation of the oil-water mixture. When the selected oil phase is dichloromethane, carbon tetrachloride and o-dichlorobenzene, their density is greater than that of the water phase. Therefore, when the oil-water mixture is poured into the separation device, the oil phase is below the water phase and passes through the fabric under the action of gravity, while the water phase is retained in the upper container, thereby achieving the separation of the oil-water mixture. In order to examine the separation ability of the fabric for various oil phases, the separation efficiency (R) is used as the evaluation standard, R = (V 1 / V 0 )×100%, where V 1 is the volume of the oil phase after passing through the fabric, V 0is the initial volume of the oil phase. After testing, the volume of dichloromethane after passing through the fabric is 19.2mL, the initial volume is 20mL, and the separation efficiency of the fabric for dichloromethane is 96%; the mass of carbon tetrachloride after passing through the fabric is 19.6mL, the initial volume is 20mL, and the separation efficiency of the fabric for dichloromethane is 98%; the volume of cyclohexane after passing through the fabric is 19.6mL, the initial volume is 20mL, and the separation efficiency of the fabric for cyclohexane is 98%; the volume of petroleum ether after passing through the fabric is 19.4mL, the initial volume is 20mL, and the separation efficiency of the fabric for petroleum ether is 97%; the mass of o-dichlorobenzene after passing through the fabric is 19.2mL, the initial volume is 20mL, and the separation efficiency of the fabric for o-dichlorobenzene is 96%. The oil-water separation test was carried out on the mixed solution of dichloromethane and water to evaluate the recycling performance of the prepared imine-containing hydrophobic fabric membrane, such as Figure 7 As shown, the separation performance decreased during the 7 cycles of oil-water separation.

[0080] The present invention provides a method for preparing an imine polymer @PDMS modified super hydrophobic fabric, wherein a long-chain alkyl imine and a cross-linking agent generate a certain rough structure on the fabric surface through a Friedel-Crafts reaction, and a hydrophobic treatment is performed through polydimethylsiloxane (PDMS), thereby preparing the super hydrophobic fabric. The hydrophobic fabric of the present invention has a simple preparation process, low cost, is suitable for large-scale production, can be used repeatedly, exhibits high separation efficiency in the oil-water separation process, and has good application prospects.

[0081] It should be noted that any changes made by those skilled in the art to the specific embodiments of the present invention do not deviate from the scope of the claims of the present invention. Accordingly, the scope of the claims of the present invention is not limited to the above specific embodiments.

Claims

1. A method for preparing an imine polymer @PDMS modified super hydrophobic fabric, characterized in that: It includes the following steps: S1. Dissolve the long-chain alkyl imine and the cross-linking agent in an organic solvent, add the pretreated fabric and the catalyst, heat and stir to react, and take out the fabric to dry. S2. Soak the fabric obtained in step S1 in a polydimethylsiloxane solution, take it out and dry it to obtain an imine polymer@PDMS modified super hydrophobic fabric.

2. The method for preparing an imine polymer@PDMS modified super-hydrophobic fabric according to claim 1, characterized in that: In step S1, the molar ratio of the long-chain alkyl imine, the cross-linking agent and the catalyst is 1:0.1-10:0.1-10; the ratio of the long-chain alkyl imine to the organic solvent is 1 mmol:1-100 mL; the heating temperature is 25-100° C., and the reaction time is 1-36 hours.

3. The method for preparing an imine polymer@PDMS modified super-hydrophobic fabric according to claim 1, characterized in that: In step S2, the concentration of polydimethylsiloxane is 0.1-100 g / L, the soaking time is 1 second-48 hours, the drying time is 1 minute-24 hours, and the drying temperature is 30-100°C.

4. The method for preparing an imine polymer@PDMS modified super-hydrophobic fabric according to claim 1, characterized in that: The long-chain alkyl imine is one or more combinations of 4-(tetradecyl imino) methyl) phenol, 3-(tetradecyl imino) methyl) phenol, 2-(tetradecyl imino) methyl) phenol, 4-(hexadecyl imino) methyl) phenol, 3-(hexadecyl imino) methyl) phenol, 2-(hexadecyl imino) methyl) phenol, 4-(octadecyl imino) methyl) phenol, 3-(octadecyl imino) methyl) phenol, and 2-(octadecyl imino) methyl) phenol.

5. The method for preparing the imine polymer@PDMS modified super hydrophobic fabric according to claim 1, characterized in that: The cross-linking agent is one or more combinations of 1,4-p-dichlorobenzyl, 1,4-p-dibromobenzyl and methylal.

6. The method for preparing the imine polymer@PDMS modified super hydrophobic fabric according to claim 1, characterized in that: The catalyst is one or more combinations of anhydrous ferric chloride, anhydrous aluminum chloride and anhydrous ferric bromide.

7. The method for preparing an imine polymer@PDMS modified super-hydrophobic fabric according to claim 1, characterized in that: The organic solvent is one or more of dichloromethane, dichloroethane, chloroform and trifluorotoluene.

8. The method for preparing an imine polymer@PDMS modified super-hydrophobic fabric according to claim 1, characterized in that: The pretreated fabric is one or more of cotton fabric, wool fabric, pure linen, polyester and nylon.

9. An imine polymer @PDMS modified super hydrophobic fabric, characterized in that: The super hydrophobic fabric is prepared by the method for preparing the imine polymer@PDMS modified super hydrophobic fabric described in any one of claims 1 to 8.

10. Application of imine polymer @PDMS modified super hydrophobic fabric, characterized in that: The imine polymer@PDMS modified superhydrophobic fabric is applied to waterproofing and oil-water separation.

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