Imide secondary amino resin

Abstract

The invention provides imide secondary amino resin, and relates to the technical field of amino resin. The imide secondary amine-based resin may contain a hydrophilic imide secondary amine-based resin, and may also contain a hydrophobic imide resin and / or an aspartic acid ester resin. The imide secondary amino resin disclosed by the invention can form a stable emulsion after being added with water, and a film cured with an isocyanate curing agent is good in water resistance, good in alkali resistance and high in tensile strength.

Description

Technical Field

[0001] The invention belongs to the technical field of amino resins and relates to an imide secondary amine resin. Background Art

[0002] Asparagus resin is obtained by Michael addition reaction between maleic acid ester (such as diethyl maleate) and polyamine compound (such as 4,4'-diaminodicyclohexylmethane), and then cured with isocyanate curing agent to prepare the third generation polyurea - asparagus polyurea. The ester group of the side chain in asparagus polyurea can produce internal plasticization and solvation, giving asparagus polyurea better flexibility, but it also leads to poor hydrolysis resistance, high temperature resistance and other properties of asparagus polyurea, and insufficient mechanical strength, which limits the use of asparagus polyurea in some harsh environments.

[0003] The imide structure has the characteristics of good high temperature resistance, good hydrolysis resistance, high mechanical strength, etc. The preparation method of imide asparagine resin in the prior art generally refers to the preparation method of asparagine resin, using polyamine compounds and maleimide (or substituted maleimide) for Michael addition reaction, but this method is not flexible enough. If you want to obtain imide asparagine resins with different structures, you need substituted maleimides with different structures, and even some raw materials need to be customized, which will also lead to excessively high production costs. Summary of the invention

[0004] For hydrophilic imide asparagine resin, referring to the existing preparation method of asparagine resin, maleimide with hydrophilic structure (such as polyether maleimide) is used, but there are the following problems or shortcomings: (1) polyether maleimide with larger molecular structure has low reactivity of carbon-carbon double bond and slow reaction rate, which affects production efficiency or practical application; (2) polyether maleimide is not a conventional industrial product and has high cost; (3) if polyether maleimide and diethyl maleate are present in the reaction raw materials at the same time, the difference in reaction rate between the two raw materials will make it impossible to achieve the desired structure. In order to solve the above technical problems, the present invention provides an imide secondary amine resin.

[0005] The technical solution of the present invention is as follows:

[0006] An imide secondary amine resin, the imide secondary amine resin comprising a secondary amine resin (I) having a structure as shown in the following formula (1):

[0007] XA a B b (1)

[0008] wherein X is an n-valent organic structure with an average molecular weight of 50-5000 which is inert to react with isocyanate groups at 100° C. and which remains after the first polyamine compound is freed of primary amino groups, n=2-3, the structure of A is as shown in the following formula (2), the structure of B is as shown in the following formula (3), a and b represent the average number of A structures and B structures in the secondary amino resin (I), respectively, a+b=n, a>0, b≥0;

[0009]

[0010] Among them, R 1 It is a hydrophilic polyether segment;

[0011]

[0012] Among them, R 2 and R 3 Independently selected from C1-C4 alkyl.

[0013] Preferably, the weight proportion of the secondary amine resin (I) in the imide secondary amine resin is 5-70%.

[0014] More preferably, the weight proportion of the secondary amine resin (I) in the imide secondary amine resin is 15-50%.

[0015] Preferably, a≥1.

[0016] Preferably, the hydrophilic polyether segment structure is as shown in the following formula (4):

[0017] -(CH2CH2O) c (CH2CHCH3O) d R 4 (4)

[0018] Where, c ≥ 2, d ≥ 0, 10 ≤ c + d ≤ 200, c ≥ 1.3d, R 4 Selected from H or C1-C8 alkyl.

[0019] Preferably, the secondary amine resin (I) is composed of XB n Asparagine resin and single-terminal amino polyether NH2R 1 The imide reaction is carried out to obtain X, B, n and R 1 has the same meaning as above.

[0020] More preferably, the molar ratio of the asparagine resin to the single-terminated amine polyether is 1:0.5-n.

[0021] Preferably, the imide secondary amine resin further comprises a secondary amine resin (II) having a structure as shown in the following formula (5):

[0022] YC m (5)

[0023] Wherein, Y is an m-valent organic structure with an average molecular weight of 50-5000 which is inert to react with isocyanate groups at 100° C. and which is left after the primary amino group of the second polyamine compound is removed, m=2-3, and the structure of C is shown in the following formula (6) or formula (7):

[0024]

[0025] Among them, R 5 and R 6 independently selected from C1-C4 alkyl;

[0026]

[0027] Among them, R 7 Selected from C1-C18 alkyl or C3-C20 substituted alkyl.

[0028] More preferably, the weight proportion of the secondary amino resin (II) in the asparagus resin is 10-90%.

[0029] More preferably, the weight ratio of the secondary amine resin (I) to the secondary amine resin (II) is 1:4-10:1.

[0030] The beneficial effects of the present invention are:

[0031] (1) The imide secondary amine resin of the present invention contains a hydrophilic polyether structure. The imide secondary amine resin has a surface active effect and can be used as an emulsifier or has good hydrophilicity. The resin structure may also contain an ester group to adjust the performance of the imide secondary amine resin.

[0032] (2) The imide secondary amine resin of the present invention may also contain hydrophobic asparagine resin or imide resin (secondary amine resin (II)), and form an emulsion with the imide resin (secondary amine resin (I)) having emulsification properties. After being cured with an isocyanate curing agent, an imide asparagine polyurea having good water resistance is obtained. DETAILED DESCRIPTION

[0033] The technical solution of the present invention is further illustrated and described below through specific implementation methods.

[0034] The present invention provides an imide secondary amine resin, wherein the imide secondary amine resin comprises a secondary amine resin (I) having a structure as shown in the following formula (1):

[0035] XA a B b (1)

[0036] wherein X is an n-valent organic structure with an average molecular weight of 50-5000 which is inert to react with isocyanate groups at 100° C. and which remains after the first polyamine compound is freed of primary amino groups, n=2-3, the structure of A is as shown in the following formula (2), the structure of B is as shown in the following formula (3), a and b represent the average number of A structures and B structures in the secondary amine resin (I), respectively, a+b=n, a>0, b≥0;

[0037]

[0038] Among them, R 1 It is a hydrophilic polyether segment;

[0039]

[0040] Among them, R 2 and R 3 From the perspective of actual industrial products, R 2 and R 3 More preferably, they are independently selected from methyl and ethyl.

[0041] In the present invention, the secondary amino resin (I) has R 1 The hydrophilic polyether segment makes the secondary amino resin (I) have certain hydrophilicity and hydrophobicity, high surface activity, and can be used as an emulsifier. Moreover, by adjusting the structure of the hydrophilic polyether segment and a and b, the secondary amino resin (I) with different hydrophilicity and hydrophobicity can be obtained. For example, the secondary amino resin (I) can have better hydrophilicity by using a polyether segment with good hydrophilicity and a high value. For example, when n=2, a=0.5, b=1.5, a=1, b=1, a=1.5, b=0.5, a=2, b=0, etc.; when n=3, a=0.5, b=2.5, a=1, b=2, a=1.5, b=1.5, a=2, b=1, a=2.5, b=0.5, etc.

[0042] R 1 It is a hydrophilic polyether segment, and the corresponding single-terminal amino polyether NH2R 1 The hydrophilicity can be evaluated by the solubility in pure water at 25°C. For example, the solubility of the monoamine polyether in pure water at 25°C is not less than 10g / 100g water, or further, the solubility is not less than 30g / 100g water. For example, the solubility can be any value of 30g / 100g water, 50g / 100g water, 70g / 100g water, 80g / 100g water, 100g / 100g water, 120g / 100g water, 150g / 100g water, 200g / 100g water, etc., without special restrictions. The higher the solubility of the monoamine polyether in pure water, the better the hydrophilicity.

[0043] In a preferred embodiment of the present invention, the weight proportion of the secondary amine resin (I) in the imide secondary amine resin is 5-70%. For example, the weight proportion of the secondary amine resin (I) in the imide secondary amine resin can be any value of 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, etc., without special restrictions. More preferably, the weight proportion of the secondary amine resin (I) in the imide secondary amine resin is 15-50%.

[0044] In a preferred embodiment of the present invention, a≥1. The above technical solution can provide the secondary amino resin (I) with a certain hydrophilicity or good hydrophilicity. 1 In this case, the higher the value of a, the better the hydrophilicity of the secondary amino resin (I). For example, a can be any value of 1, 1.2, 1.3, 1.5, 1.8, 2, 2.1, 2.3, 2.5, 2.7, 2.8, 3, etc., without any particular limitation.

[0045] In a preferred embodiment of the present invention, the hydrophilic polyether segment structure is shown in the following formula (4):

[0046] -(CH2CH2O) c (CH2CHCH3O) d R 4 (4)

[0047] Where, c ≥ 2, d ≥ 0, 10 ≤ c + d ≤ 200, c ≥ 1.3d, R 4 The single-terminated amino polyether corresponding to the above hydrophilic polyether segment can be directly obtained from commercial products, such as ZM-1100 amino-terminated polyether of Zibo Zhengda Polyurethane Co., Ltd., CAM-2070 amino-terminated polyether of Yangzhou Chenhua New Materials Co., Ltd., and M-1000, etc.

[0048] In a preferred embodiment of the present invention, the secondary amino resin (I) is composed of XB n Asparagine resin and single-terminal amino polyether NH2R 1 The imide reaction is carried out to obtain X, B, n and R 1The meaning of is as described above. The primary amino group in the single-terminal amino polyether can undergo an imidization reaction with the ester group in the asparagus resin to obtain the secondary amino resin (I). Moreover, according to the molar ratio of the asparagus resin and the single-terminal amino polyether, the structure and hydrophilicity and hydrophobicity of the secondary amino resin (I) can be adjusted. More preferably, the molar ratio of the asparagus resin and the single-terminal amino polyether is 1:0.5-n. For example, when n=2, the molar ratio can be any value of 1:0.5, 1:0.8, 1:1, 1:1.2, 1:1.5, 1:1.8, 1:2, etc., without special restrictions; when n=3, the molar ratio can be any value of 1:0.5, 1:0.8, 1:1, 1:1.2, 1:1.5, 1:1.8, 1:2, 1:2.2, 1:2.5, 1:2.8, 1:3, etc., without special restrictions. Specifically, a preparation method of the secondary amino resin (I) can be as follows: in the above-mentioned asparagine resin XB n A certain amount of catalyst is added, the temperature is raised to 90-150°C, a certain amount of the above-mentioned single-terminated amino polyether is added, and the reaction is continued until the reaction system has reflux, nitrogen is continuously introduced into the reaction system to remove the generated alcohol (such as methanol, ethanol, etc.) or the amount of condensed water introduced is reduced so that the generated alcohol can be directly volatilized and removed, and the reaction is continued until no bubbles are generated in the reaction system, and low-boiling substances are removed under reduced pressure to obtain a light yellow to brown transparent liquid, which is the product secondary amino resin (I). In the present invention, asparagine resin XB n It can be purchased directly from the market, such as Feiyang Junyan Company's F420 resin, F520 resin, F524 resin, etc., or it can be obtained by Michael addition reaction of a first polyamine compound and a dialkyl maleate / dialkyl fumarate (such as dimethyl maleate, diethyl maleate, diethyl fumarate, etc.). This is a routine operation for those skilled in the art, and specific implementation plans are recorded in multiple prior arts.

[0049] In a preferred embodiment of the present invention, the imide secondary amine resin further comprises a secondary amine resin (II) having a structure shown in the following formula (5):

[0050] YC m (5)

[0051] Wherein, Y is an m-valent organic structure with an average molecular weight of 50-5000 which is inert to react with isocyanate groups at 100° C. and which is left after the primary amino group of the second polyamine compound is removed, m=2-3, and the structure of C is shown in the following formula (6) or formula (7):

[0052]

[0053] Among them, R 5 and R 6 independently selected from C1-C4 alkyl; from an industrial perspective, R 5 and R6 More preferably, each is independently selected from methyl or ethyl;

[0054]

[0055] Among them, R 7 is selected from C1-C18 alkyl or C3-C20 substituted alkyl. 7 Examples of the cyclohexyl radical include n-hexyl, n-butyl, n-octyl, isooctyl, lauryl, stearyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2-methylcyclopentyl, and 2-ethylcyclohexyl.

[0056] In the present invention, the first polyamine compound and the second polyamine compound corresponding to X and Y respectively can be polyamine compounds commonly used in the field of aspartic acid ester resins, such as 4,4'-diaminodicyclohexylmethane, 3,3'-dimethyl-4,4'-diaminodicyclohexylmethane, 1,4-cyclohexanediamine, 1,3-cyclohexanediamine, 2-methyl-1,4-cyclohexanediamine, isophoronediamine, etc., which are well known to those skilled in the art.

[0057] The secondary amino resin (II) is a hydrophobic resin, which can be compounded with the secondary amino resin (I) to form an emulsion under the emulsification of the secondary amino resin (I). After adding the isocyanate curing agent, the secondary amino resin (I) and the secondary amino resin (II) can be cured with the isocyanate curing agent and cured synchronously to obtain a cured film-forming material. If pigments and fillers, as well as dispersants, leveling agents, defoamers, thickeners, thixotropic agents, anti-settling agents, anti-yellowing agents, anti-ultraviolet agents, antioxidants and other additives are added to the emulsion, a water-based coating can be prepared. Since the secondary amino resin (I) has a high hydrophilicity, the water resistance and other properties of the emulsion after curing can be improved by introducing the hydrophobic secondary amino resin (II).

[0058] The secondary amine resin (II) can be directly obtained from the market, for example, it can be a polyaspartic acid ester resin, for example, F420 resin, F520 resin, F524 resin, etc. produced by Feiyang Junyan Company. It can also be obtained by Michael addition reaction of a first polyamine compound and a dialkyl maleate / dialkyl fumarate (such as dimethyl maleate, diethyl maleate, diethyl fumarate, etc.); the secondary amine resin (II) can also be obtained by reacting a polyaspartic acid ester resin with R 7 The corresponding monoamine compound R 7 The specific preparation method can refer to the preparation method of the secondary amine resin (I) mentioned above.

[0059] In a more preferred embodiment of the present invention, the weight proportion of the secondary amine resin (II) in the asparagus resin is 10-90%. For example, the weight proportion of the secondary amine resin (II) in the asparagus resin can be any value of 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, etc., without special restrictions. Further preferably, the weight proportion of the secondary amine resin (II) in the asparagus resin can be 50%-85%.

[0060] In a more preferred embodiment of the present invention, the weight ratio of the secondary amine resin (I) to the secondary amine resin (II) is 1:4-10:1. For example, the weight ratio of the secondary amine resin (I) to the secondary amine resin (II) can be any value of 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, 6:1, 7:1, 8:1, 9:1, 10:1, etc., without special restrictions. Further, the weight ratio of the secondary amine resin (I) to the secondary amine resin (II) is 1:4-1:1.

[0061] The technical solution of the present invention is further described and illustrated according to various embodiments below.

[0062] Example 1-6 Preparation of secondary amino resin (I)

[0063] Example 1

[0064] 0.3% by weight of the catalyst 1-hydroxybenzotriazole was added to 1 mol of F420 resin, the temperature was raised to 120°C, 0.5 mol of single-terminated amino polyether ZM-1100 was gradually added, and the reaction was continued until reflux occurred in the reaction system. Nitrogen was continuously introduced into the reaction system to remove the generated ethanol. The reaction was continued until no bubbles were generated in the reaction system. The pressure was reduced to -0.099 MPa to remove low-boiling substances, and a light yellow to brown transparent liquid was obtained, which was the product secondary amino resin (I). According to the ratio of raw material input, in the above formula (1), n=2 and a=0.5.

[0065] Example 2

[0066] The difference between this embodiment and embodiment 1 is that in embodiment 1, the single-terminated amino polyether ZM-1100 is adjusted from 0.5 mol to 1 mol. The other steps remain unchanged. According to the ratio of raw materials, in the structure of the above formula (1), n=2, a=1.

[0067] Example 3

[0068] The difference between this embodiment and embodiment 1 is that in embodiment 1, the single-terminated amino polyether ZM-1100 is adjusted from 0.5 mol to 1.5 mol. The other steps remain unchanged. According to the ratio of raw materials, in the structure of the above formula (1), n=2, a=1.5.

[0069] Example 4

[0070] The difference between this embodiment and embodiment 1 is that in embodiment 1, the single-terminated amino polyether ZM-1100 is adjusted from 0.5 mol to 2 mol. The remaining steps remain unchanged. According to the ratio of raw materials, in the structure of the above formula (1), n=2, a=2.

[0071] Example 5

[0072] The difference between this example and Example 1 is that in Example 1, the single-terminated amino-group polyether ZM-1100 is replaced by an equal molar amount of amino-terminated methoxy polyethylene glycol (number average molecular weight 1000). The remaining steps remain unchanged.

[0073] Example 6

[0074] The difference between this example and Example 5 is that in Example 5, the amino-terminated methoxy-terminated polyethylene glycol is adjusted from 0.5 mol to 1 mol. The other steps remain unchanged.

[0075] Resin water solubility test method: Under 25℃, weigh 100g of the resin sample to be tested and place it in a colorless and transparent container. Slowly add an appropriate amount of pure water while stirring, stir evenly, and then measure according to the method specified in GB 1721-2008 "Appearance and transparency determination method for varnish, clear oil and thinner". Record the weight of pure water added when the instrument measurement value reaches 82. The results are shown in Table 1 below. The less the weight of pure water, the worse the hydrophilicity of the resin to be tested.

[0076] Table 1

[0077] Resin to be tested Pure water weight / g Resin to be tested Pure water weight / g Resin to be tested Pure water weight / g Example 1 74 Example 3 155 Example 5 92 Example 2 121 Example 4 203 Example 6 138

[0078] It can be seen from the data in Table 1 above that in the secondary amino resin (I) of the present invention, the hydrophilicity and hydrophobicity of the secondary amino resin (I) can be adjusted by adjusting the proportion of the hydrophilic polyether structure, etc., and the raw material source is abundant and can be directly purchased from the market, the cost is low, and the operation is relatively simple.

[0079] Example 7

[0080] The imide secondary amine resin is composed of the secondary amine resin (I) obtained in Example 2 and F420 resin in a weight ratio of 1:4. The secondary amine resin (I) and F420 resin are mixed and stirred uniformly to obtain the imide secondary amine resin.

[0081] Example 8

[0082] The difference between this embodiment and embodiment 7 is that in embodiment 7, the weight ratio of the secondary amine resin (I) to the F420 resin is adjusted from 1:4 to 1:2. The other steps remain unchanged.

[0083] Example 9

[0084] The difference between this embodiment and embodiment 7 is that in embodiment 7, the weight ratio of the secondary amine resin (I) to the F420 resin is adjusted from 1:4 to 1:1. The other steps remain unchanged.

[0085] Example 10

[0086] The difference between this embodiment and embodiment 7 is that in embodiment 7, the weight ratio of the secondary amine resin (I) to the F420 resin is adjusted from 1:4 to 2:1. The other steps remain unchanged.

[0087] Embodiment 11

[0088] 0.2% by weight of the catalyst 1-hydroxybenzotriazole was added to 1 mol of F420 resin, the temperature was raised to 120°C, 2 mol of n-octylamine was gradually added, and the reaction was continued until reflux occurred in the reaction system. Nitrogen was continuously introduced into the reaction system to remove the generated ethanol. The reaction was continued until no bubbles were generated in the reaction system. The pressure was reduced to -0.099 MPa to remove low boiling points, and a light yellow to brownish yellow transparent liquid was obtained, which was the product secondary amino resin (II).

[0089] The imide secondary amine resin is composed of the secondary amine resin (I) obtained in Example 2 and the secondary amine resin (II) in a weight ratio of 1:2. The secondary amine resin (I) and the secondary amine resin (II) are mixed and stirred uniformly to obtain the imide secondary amine resin.

[0090] Example 12

[0091] The difference between this embodiment and embodiment 11 is that in embodiment 11, the n-octylamine is adjusted from 2 mol to 1 mol. The other steps remain unchanged.

[0092] Example 13

[0093] The difference between this embodiment and embodiment 11 is that in embodiment 11, n-octylamine is replaced by an equal molar amount of 2-methylcyclohexylamine. The other steps remain unchanged.

[0094] Embodiment 14

[0095] The difference between this embodiment and embodiment 11 is that in embodiment 11, n-octylamine is replaced by an equal molar amount of laurylamine. The other steps remain unchanged.

[0096] Embodiment 15

[0097] The difference between this example and Example 11 is that in Example 11, the secondary amine resin (I) obtained in Example 2 is replaced by an equal weight of the secondary amine resin (I) obtained in Example 1. The remaining steps remain unchanged.

[0098] Example 16

[0099] The difference between this example and Example 11 is that in Example 11, the secondary amino resin (I) obtained in Example 2 is replaced by an equal weight of the secondary amino resin (I) obtained in Example 5. The remaining steps remain unchanged.

[0100] Comparative Example 1

[0101] The difference between this comparative example and Example 11 is that in Example 11, the secondary amino resin (I) obtained in Example 2 is replaced by an equal weight of a hydrophilic resin prepared according to the method of Example 1 in the prior art CN111303368A. The remaining steps remain unchanged.

[0102] Take 100 g of each of the resins of Example 2 and Examples 7-16 and place them in a reaction bottle. Gradually add 150 g of pure water to the reaction bottle at a stirring speed of 1200 rpm. Continue stirring at a stirring speed of 1200 min for 5 min. Lower the stirring speed to 500 rpm and continue stirring for 30 min to obtain an emulsion. The emulsion is translucent to slightly milky white.

[0103] Take 100g of the emulsion and put it in a 200ml transparent plastic bottle, seal it and place it in a 40℃ oven. Observe the time when the emulsion begins to show abnormal phenomena such as stratification, precipitation, and oil floating, which is the storage time of the emulsion. The longer the storage time of the emulsion, the higher the stability of the emulsion.

[0104] According to the molar ratio of -NH- of the resin in the emulsion to NCO of Huntsman 9236 water-based isocyanate curing agent of 1:1.05, the emulsion and curing agent are mixed evenly, applied to the clean glass surface, and the film thickness is 150μm. Heat curing, and test the alkali water immersion time after placing at 25℃ and 55% humidity for 24 hours. Alkali water immersion time test method: Soak the film-forming glass in a 25℃ 5wt% NaOH aqueous solution, observe every 1 hour whether there are abnormal phenomena such as bubbling, warping, shedding, cracking, etc., and record the time when the abnormal phenomenon begins to appear, which is the alkaline water immersion time. The longer the immersion time, the better the alkali resistance and water resistance.

[0105] After the emulsion and curing agent are mixed, they are applied to the PET surface to form a film with a thickness of 300 μm and heated for curing. After being placed at 25°C and 55% humidity for 24 hours, the tensile strength is tested. The higher the tensile strength, the higher the strength of the film.

[0106] The results are shown in Table 2 below.

[0107] Table 2

[0108]

[0109] It can be seen from the data results in Table 2 that the imide secondary amine resin of the present invention is composed of a hydrophilic secondary amine resin (I) and a hydrophobic secondary amine resin (II), and can form a relatively stable emulsion. Moreover, after the emulsion is cured with a curing agent, it has good water resistance and alkaline water resistance and high tensile strength.

[0110] As described above, the basic principles, main features and advantages of the present invention are shown and described. Those skilled in the art should understand that the present invention is not limited by the above embodiments, which are only preferred embodiments of the present invention and cannot be used to limit the scope of the present invention. That is, equivalent changes and modifications made according to the scope of the present invention and the content of the specification should still be within the scope of the present invention. The scope of protection required by the present invention is defined by the attached claims and their equivalents.

Claims

1. An imide secondary amine resin, characterized in that: The imide secondary amine-based resin comprises a secondary amine-based resin (I) having a structure as shown in the following formula (1): XA a B b (1) wherein X is an n-valent organic structure with an average molecular weight of 50-5000 which is inert to react with isocyanate groups at 100° C. and which remains after the first polyamine compound is freed of primary amino groups, n=2-3, the structure of A is as shown in the following formula (2), the structure of B is as shown in the following formula (3), a and b represent the average number of A structures and B structures in the secondary amino resin (I), respectively, a+b=n, a>0, b≥0; Among them, R 1 It is a hydrophilic polyether segment; Among them, R 2 and R 3 Independently selected from C1-C4 alkyl.

2. The imide secondary amine resin according to claim 1, characterized in that: The weight proportion of the secondary amine resin (I) in the imide secondary amine resin is 5-70%.

3. The imide secondary amine resin according to claim 2, characterized in that: The weight proportion of the secondary amine resin (I) in the imide secondary amine resin is 15-50%.

4. The imide secondary amine based resin according to claim 1, characterized in that: Said a≥1.

5. The imide secondary amine based resin according to claim 1, characterized in that: The hydrophilic polyether segment structure is shown in the following formula (4): -(CH2CH2O) c (CH2CHCH3O) d R 4 (4) Where, c ≥ 2, d ≥ 0, 10 ≤ c + d ≤ 200, c ≥ 1.3d, R 4 Selected from H or C1-C8 alkyl.

6. The imide secondary amine based resin according to claim 1, characterized in that: The secondary amine resin (I) is composed of XB n Asparagine resin and single-terminal amino polyether NH2R 1 The imide reaction is carried out to obtain X, B, n and R 1 The meaning of is as described above.

7. The imide secondary amine based resin according to claim 6, characterized in that: The molar ratio of the asparagine resin to the single-terminated amine-based polyether is 1:0.5-n.

8. The imide secondary amine based resin according to claim 1, characterized in that: The imide secondary amine resin further comprises a secondary amine resin (II) having a structure shown in the following formula (5): YC m (5) Wherein, Y is an m-valent organic structure with an average molecular weight of 50-5000 which is inert to react with isocyanate groups at 100° C. and which is left after the primary amino group of the second polyamine compound is removed, m=2-3, and the structure of C is shown in the following formula (6) or formula (7): Among them, R 5 and R 6 independently selected from C1-C4 alkyl; Among them, R 7 Selected from C1-C18 alkyl or C3-C20 substituted alkyl.

9. The imide secondary amine based resin according to claim 8, characterized in that: The weight proportion of the secondary amine resin (II) in the imide secondary amine resin is 10-90%.

10. The imide secondary amine based resin according to claim 8, characterized in that: The weight ratio of the secondary amine resin (I) to the secondary amine resin (II) is 1:4-10:1.

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