Heterocyclic binary acid containing non-polar hydrophobic group as well as preparation method and application thereof

Abstract

The invention provides heterocyclic binary acid containing a non-polar hydrophobic group as well as a preparation method and application of the heterocyclic binary acid. The heterocyclic binary acid has a structure as shown in a formula 1, # imgabs0, Y is a substituted or unsubstituted heterocyclic group, R1 and R2 are independently selected from H, a substituted or unsubstituted straight-chain or branched-chain kang group, and a substituted or unsubstituted aryl group or heterocyclic ring, and m and n are independently selected from integers between 0 and 9. The heterocyclic binary acid disclosed by the invention has the advantages of good biocompatibility, low toxicity, degradability and the like, and is used for synthesizing an environment-friendly plasticizer.

Description

Technical Field

[0001] The invention belongs to the technical field of organic chemistry, and specifically relates to a heterocyclic dibasic acid containing a non-polar hydrophobic group, and a preparation method and application thereof. Background Art

[0002] Plasticizers are substances added to improve the hardness and brittleness of materials and are essential additives in the plastics industry.

[0003] At present, plasticizers mainly include phthalates and phospholipid plasticizers, among which phthalates are the most widely used plasticizers. Plasticizers can migrate and seep out during use, thereby contaminating food or groundwater, thus affecting human health. Studies have shown that phthalates plasticizers can cause endocrine disorders in humans and have potential carcinogenicity when in contact with humans. A series of regulations have been introduced at home and abroad to restrict the use of phthalates plasticizers, so the research and development of low-toxic and non-toxic bio-based plasticizers is of great significance. Summary of the invention

[0004] In order to solve all or part of the above technical problems, the present invention provides the following technical solutions:

[0005] One of the purposes of the present invention is to provide a heterocyclic dibasic acid containing a non-polar hydrophobic group, wherein the heterocyclic dibasic acid has a structure shown in Formula I,

[0006]

[0007] Wherein, Y is a substituted or unsubstituted heterocyclic group, R1 and R2 are independently selected from H, substituted or unsubstituted straight or branched alkyl, substituted or unsubstituted aryl or heterocyclic ring, and the value range of m and n is independently selected from integers between 0 and 9.

[0008] In some embodiments, Y is selected from a nitrogen heterocycle, an oxygen heterocycle, or a sulfur heterocycle.

[0009] In some preferred embodiments, Y is selected from a furan group, a tetrahydrofuran group, a pyrrole group, a pyridine group, a piperidine group, a thiophene group, a pyrimidine group, an imidazole group or a pyrazine group.

[0010] In some more preferred embodiments, Y is selected from 2,5-furan group, 2,5-tetrahydrofuran group, 2,5-thiophene group, pyrimidine group or 2,5-pyrrole group, wherein 2,5-furan group and 2,5-tetrahydrofuran group can be derived from bio-based sources and have the characteristics of low toxicity and no pollution.

[0011] In some embodiments, R1 and R2 are selected from H, C1-C 10 Straight or branched alkyl, C1~C 10 alkylthio, substituted aryl or nitrogen heterocycle.

[0012] In some preferred embodiments, R1 and R2 are selected from H, methyl, propyl, isopropyl, isobutyl, sec-butyl, ethyl methyl sulfide, benzyl or methyl indole. The above groups are derived from bio-based sources and are environmentally friendly, green and pollution-free.

[0013] In some embodiments, m=n.

[0014] The second object of the present invention is to provide a method for preparing a heterocyclic dibasic acid containing a non-polar hydrophobic group, the preparation method comprising: subjecting a heterocyclic compound to an amidation reaction with a compound A, wherein the compound A contains at least one amino group and one carboxyl group, the heterocyclic compound has at least two substitution chains, each of the substitution chains has at least one active group, the active group undergoes the amidation reaction with an amino group on the compound A to obtain the heterocyclic dibasic acid containing a non-polar hydrophobic group.

[0015] In some embodiments, the compound A has a structure shown in Formula II:

[0016]

[0017] Wherein, R is selected from H, substituted or unsubstituted straight chain or branched alkyl, substituted or unsubstituted aryl or heterocycle, and j ranges from 0 to 9.

[0018] In some embodiments, the compound A includes at least one of 2-aminopropionic acid, 2-amino-3-methylbutyric acid, 2-amino-4-methylpentanoic acid, α-amino-β-methylpentanoic acid, 2-amino-4-(methylmercapto)butyric acid, 2-amino-3-phenylpropionic acid, 2-amino-3-indolylpropionic acid, 11-aminododecanoic acid and 6-aminooctanoic acid. The compound A may be D-type, L-type or DL-mixed type.

[0019] In some embodiments, the heterocyclic compound has a structure shown in Formula III,

[0020] R4-Y-R3

[0021] III

[0022] Wherein, Y includes a substituted or unsubstituted heterocyclic group, and P3 and R4 are acyl chloride groups.

[0023] In some preferred embodiments, Y is selected from a furan group, a tetrahydrofuran group, a pyrrole group, a pyridine group, a piperidine group, a thiophene group, a pyrimidine group, an imidazole group or a pyrazine group.

[0024] In some more preferred embodiments, Y is selected from at least one of 2,5-thiophene dicarboxylic acid chloride, 2,6-pyridine dicarboxylic acid chloride, 4,6-pyrimidine dicarboxylic acid chloride, 2,5-furan dicarboxylic acid chloride, 2,5-tetrahydrofuran dicarboxylic acid chloride and 2,5-pyrrole dicarboxylic acid chloride.

[0025] In some embodiments, the preparation method specifically includes: dispersing the heterocyclic compound and compound A in a solvent to form a mixed reaction liquid to perform the amidation reaction.

[0026] In some embodiments, suitable solvents include, but are not limited to, a combination of one or more of water or organic solvents, ionic liquids and other non-aqueous solvents. Exemplarily, the organic solvent can be selected from aliphatic and aromatic hydrocarbons (toluene), monoalcohols (ethanol), ethers (THF), ketones (acetone), halogenated hydrocarbons (dichloromethane), nitrogen compounds and sulfur compounds (DMF, DMSO), etc. Preferably, the solvent includes at least one of water, ethylene dichloride, chloroform, acetone, methanol, N, N-dimethylformamide, carbon tetrachloride, tetrahydrofuran, toluene, ethanol, dichloromethane and dimethyl sulfoxide.

[0027] In some embodiments, in the amidation reaction, the molar ratio of the heterocyclic compound to compound A is 1:2 to 1:10. Preferably, the molar ratio of the heterocyclic compound to compound A is 1:2 to 1:4.

[0028] In some embodiments, the reaction temperature of the amidation reaction is 0-55°C.

[0029] In some embodiments, the reaction time of the amidation reaction is 60 to 600 minutes.

[0030] In some embodiments, the pH of the amidation reaction is 7-8.5.

[0031] In some embodiments, the amidation reaction can be carried out in the presence of an auxiliary agent, etc. For example, the auxiliary agent can include a catalyst, etc. The catalyst includes but is not limited to triethylamine, sodium carbonate, sodium hydroxide, and pyridine.

[0032] In the present invention, the entire synthesis reaction of the heterocyclic dibasic acid can be carried out in one reaction vessel, that is, synthesized by a one-pot reaction.

[0033] In the present invention, after the amidation reaction is completed, the reaction mixture can be post-treated to separate the target product, i.e., the heterocyclic dibasic acid. The post-treatment includes acidification, water washing, and drying to obtain the product.

[0034] The third object of the present invention is to provide a heterocyclic dibasic acid containing a non-polar hydrophobic group prepared by the preparation method described in any of the above technical solutions.

[0035] A fourth object of the present invention is to provide a derivative of a heterocyclic dibasic acid containing a non-polar hydrophobic group as described above, wherein the derivative comprises at least one of a salt, an ester, an amide, and an acyl halide.

[0036] A fifth object of the present invention is to provide the use of any of the above-mentioned heterocyclic dibasic acids containing non-polar hydrophobic groups in the preparation of environmentally friendly plasticizers.

[0037] The sixth object of the present invention is to provide a method for preparing an environmentally friendly plasticizer, the method comprising uniformly mixing the heterocyclic dibasic acid containing a non-polar hydrophobic group described in any of the above technical solutions with octanol to form a mixed reactant; reacting the mixed reactant at 130 to 180° C. for 2 to 6 hours to obtain an environmentally friendly plasticizer. Further, for example, sulfuric acid is added to the mixed reactant as a catalyst to carry out the reaction.

[0038] The seventh object of the present invention is to provide an environmentally friendly plasticizer obtained according to the above preparation method. In some preferred embodiments, the precipitation rate of the environmentally friendly plasticizer is less than 0.15%.

[0039] Compared with the prior art, the present invention has at least the following technical effects:

[0040] 1) The present invention provides a series of novel heterocyclic dibasic acids, which expand the types of terminal dibasic acids of raw materials in the polymer industry; the heterocyclic dibasic acids have the characteristics of good biocompatibility, low toxicity, and degradability.

[0041] 2) The heterocyclic dibasic acid provided by the present invention can be used to synthesize plasticizers. The plasticizer developed based on the heterocyclic dibasic acid is environmentally friendly and non-toxic due to its biomass source.

[0042] 3) The heterocyclic dibasic acid has good biocompatibility due to the presence of amide bonds in its structure. At the same time, the presence of amide bonds provides intermolecular forces, which can reduce the migration rate of plasticizers. BRIEF DESCRIPTION OF THE DRAWINGS

[0043] 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 recorded in the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying creative work.

[0044] Figure 1This is the NMR characterization image of the heterocyclic dibasic acid prepared in Example 4. DETAILED DESCRIPTION

[0045] The technical solution of the present invention is described in detail below in conjunction with specific embodiments so that those skilled in the art can better understand and implement the technical solution of the present invention. The specific functional details disclosed herein should not be interpreted as limiting, but only as the basis for the claims and as a representative basis for teaching those skilled in the art to adopt the present invention in different ways in any appropriate detailed embodiment.

[0046] Embodiment 1:

[0047] Dissolve 10 g of 2,5-thiophene dicarboxylic acid chloride in 50 g of dichloroethane, and stir to dissolve to obtain a 2,5-thiophene dicarboxylic acid chloride solution; weigh 12 g of 2-aminopropionic acid and dissolve it in 50 g of water, and adjust the pH to 8.0 with sodium carbonate to obtain a 2-aminopropionic acid aqueous solution;

[0048] Slowly add the 2,5-thiophene dicarboxylic acid chloride solution to the 2-aminopropionic acid aqueous solution, control the pH between 7.5 and 8.0 and the temperature at 10±5°C during the reaction, and continue stirring for 4 hours after the addition is complete to terminate the reaction;

[0049] The upper aqueous solution was taken and neutralized with hydrochloric acid to pH = 1-2, stirred for 2 h to precipitate the product, filtered, washed with water, and dried to obtain the target product with a yield of 85%.

[0050] 1 H NMR data: δ 12.58 (s, 2H), 8.76 (s, 2H), 8.45 (s, 2H), 4.46 (m, 2H), 1.45 (d, 6H).

[0051] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0052]

[0053] Embodiment 2:

[0054] Dissolve 20 g of 2,6-pyridinedicarbonyl chloride in 70 g of chloroform, and stir to dissolve to obtain a 2,6-pyridinedicarbonyl chloride solution; weigh 47 g of 2-amino-3-methylbutyric acid and dissolve it in 200 g of water, and adjust the pH to 8.5 with sodium carbonate to obtain 2-amino-3-methylbutyric acid;

[0055] Slowly add the 2,6-pyridinedicarbonyl chloride solution to the 2-amino-3-methylbutyric acid aqueous solution, control the pH between 8.0 and 8.5 and the temperature at 20±5°C during the reaction, and continue stirring for 6 hours after the addition is complete to terminate the reaction;

[0056] The upper aqueous solution was taken and neutralized with hydrochloric acid to pH = 1-2, stirred for 2 h to precipitate the product, filtered, washed with water, and dried to obtain the target product with a yield of 86%.

[0057] product 1 H NMR data: δ 12.46 (s, 2H), 9.36 (s, 2H), 8.80 (d, 2H), 8.56 (t, 1H), 4.26 (d, 2H), 1.90 (m, 2H), 0.98 (d, 12H).

[0058] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0059]

[0060] Embodiment 3:

[0061] 15 g of 4,6-pyrimidinedicarboxylic acid chloride was dissolved in 60 g of acetone to prepare a 4,6-pyrimidinedicarboxylic acid chloride solution; 25 g of 2-amino-4-methylpentanoic acid was dissolved in 100 g of N,N-dimethylformamide (DMF), and 20 g of piperidine was added to prepare 2-amino-4-methylpentanoic acid;

[0062] Slowly add the 4,6-pyrimidinedicarboxylic acid chloride solution to the 2-amino-4-methylpentanoic acid solution, and control the temperature at 30±5°C. Continue the reaction for 5 hours after the addition is completed;

[0063] After the reaction was completed, acetone was recovered by vacuum distillation, and the remaining aqueous phase was acidified, washed with water, and dried to obtain the product with a yield of 85%.

[0064] product 1 H NMR data: δ 12.55 (s, 2H), 9.89 (s, 1H), 9.46 (s, 1H), 9.38 (s, 2H), 4.55 (t, 2H), 1.75 (t, 4H), 1.49 (m, 2H), 0.90 (d, 12H).

[0065] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0066]

[0067] Embodiment 4:

[0068] 23 g of DL 2-amino-4-(methylmercapto)butyric acid was dissolved in water, and the pH was adjusted to between 8.0 and 8.5 using sodium hydroxide to obtain a DL 2-amino-4-(methylmercapto)butyric acid aqueous solution;

[0069] Slowly add 10g of 2,5-furandicarboxylic acid solid to the DL 2-amino-4-(methylmercapto)butyric acid aqueous solution, control the temperature at 5±5°C, and the pH at 8.0-8.5, and continue the reaction for 10h after the addition is completed;

[0070] The reaction solution was neutralized to pH = 1-2, filtered, washed with water, and dried to obtain the product with a yield of 78%.

[0071] product 1 H NMR data: δ 12.61 (s, 2H), 8.22 (d, 2H), 7.63 (s, 2H), 4.54 (dd, 2H), 2.57 (m, 4H), 2.07 (m, 10H).

[0072] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0073]

[0074] Embodiment 5:

[0075] 10 g of 2,5-furandicarboxylic acid chloride was dissolved in 50 g of dichloromethane to obtain solution 1; 30 g of 2-amino-3-phenylpropionic acid was dissolved in 150 g of DMF to obtain solution 2;

[0076] Solution 1 was slowly added dropwise to solution 2, and the reaction was carried out at 50°C±5°C for 5 hours. After the reaction, the solvent was distilled and recovered, and the product was washed with water and dried, with a yield of 73%.

[0077] product 1 H NMR data: δ 12.85 (s, 2H), 8.18 (s, 2H), 7.64 (s, 2H), 7.14 (m, 10H), 4.72 (m, 2H), 3.21 (m, 4H).

[0078] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0079]

[0080] Embodiment 6:

[0081] Dissolve 2,5-tetrahydrofurandicarboxylic acid chloride in carbon tetrachloride to obtain a 2,5-tetrahydrofurandicarboxylic acid chloride solution; dissolve 2-amino-3-indolylpropionic acid in water, and adjust the pH to 8.0 with sodium carbonate to obtain a 2-amino-3-indolylpropionic acid aqueous solution; slowly drop the 2,5-tetrahydrofurandicarboxylic acid chloride solution into the 2-amino-3-indolylpropionic acid aqueous solution, control the pH to between 8.0 and 8.5 during the reaction, and control the temperature to 10±5° C., and continue stirring for 6 hours after the dropwise addition is completed to terminate the reaction;

[0082] The upper aqueous solution was taken and neutralized with hydrochloric acid to pH = 1-2, stirred for 2 h to precipitate the product, filtered, washed with water, and dried to obtain the target product with a yield of 78%.

[0083] product 1 H NMR data: δ 12.85 (s, 2H), 11.67 (s, 2H), 8.18 (s, 2H), 7.51 (m, 2H), 7.28 (m, 2H), 7.06 (m, 4H), 6.22 (s, 2H), 4.69 (m, 4H), 3.21 (m, 4H), 2.21 (m, 4H).

[0084] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0085]

[0086] Embodiment 7:

[0087] 10 g of 2,5-furandicarboxylic acid chloride was dissolved in 50 g of carbon tetrachloride to obtain 2,5-furandicarboxylic acid chloride; 31.2 g of 11-aminododecanoic acid was dissolved in 150 g of DMF to obtain 11-aminododecanoic acid;

[0088] 2,5-Furandicarboxylic acid chloride was slowly added dropwise to 11-aminododecanoic acid, and the reaction was carried out at 20°C±5°C for 5 hours. After the reaction, the solvent was distilled and recovered, and the product was washed with water and dried. The yield was 78.3%.

[0089] product 1 H NMR data: δ 11.85 (s, 2H), 7.63 (s, 2H), 7.14 (s, 2H), 4.13 (m, 2H), 2.21 (m, 4H), 1.51 (m, 8H), 1.26 (m, 15H).

[0090] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0091]

[0092] Embodiment 8:

[0093] Dissolve 2,5-pyrrole dicarboxylic acid chloride in carbon tetrachloride to obtain an acid chloride solution; dissolve 2-amino-pentanoic acid in water, and adjust the pH to 8.0 with sodium carbonate to obtain a 2-amino-pentanoic acid aqueous solution;

[0094] The acyl chloride solution was slowly added dropwise to the 2-amino-pentanoic acid aqueous solution. During the reaction, the pH was controlled between 8.0 and 8.5, and the temperature was controlled at 10±5°C. After the addition was completed, stirring was continued for 6 hours to terminate the reaction.

[0095] The upper aqueous solution was taken and neutralized with hydrochloric acid to pH = 1-2, stirred for 2 h to precipitate the product, filtered, washed with water, and dried to obtain the target product with a yield of 82%.

[0096] product 1 H NMR data: δ 12.85 (s, 2H), 12.66 (s, 2H), 9.38 (s, 2H), 7.73 (s, 2H), 4.55 (t, 2H), 1.75 (m, 4H), 1.31 (m, 4H), 0.89 (t, 6H).

[0097] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0098]

[0099] Embodiment 9:

[0100] Dissolving 2,5-tetrahydrofurandicarboxylic acid chloride in chloroform to obtain a 2,5-tetrahydrofurandicarboxylic acid chloride solution; dissolving 6-aminooctanoic acid in water and adjusting the pH to 8.1 to obtain a 6-aminooctanoic acid solution;

[0101] Add 2,5-tetrahydrofuran dicarboxylic acid chloride solution dropwise to 6-aminooctanoic acid solution, control the pH between 7.8 and 8.3, and the temperature between 15 and 25°C. After the addition is complete, continue stirring for 3 hours to complete the reaction.

[0102] The upper aqueous solution was taken and neutralized with hydrochloric acid to pH = 1-2, stirred for 2 h to precipitate the product, filtered, washed with water, and dried to obtain the target product with a yield of 83%.

[0103] product 1 H NMR data: δ 10.86 (s, 2H), 7.67 (s, 2H), 7.12 (s, 2H), 4.13 (m, 2H), 2.17 (m, 2H), 1.71 (m, 2H), 1.48 (m, 8H), 1.25 (m, 14H), 0.93 (m, 6H).

[0104] The heterocyclic dibasic acid containing a non-polar hydrophobic group prepared in this example has the following structural formula:

[0105]

[0106] Embodiment 10:

[0107] The heterocyclic dibasic acid prepared in Example 5 was used as a raw material and octanol was reacted at 130°C for 3 hours under the catalysis of sulfuric acid, and the unreacted raw materials were removed by reduced pressure distillation to obtain an environmentally friendly plasticizer. 55 parts of the environmentally friendly plasticizer prepared above, 100 parts of PVC and 1 part of BZ-F02 stabilizer were mixed to prepare a modified PVC sample, and its tensile strength was measured to be 230kg / cm 2 The precipitation rate of the plasticizer in the sample was measured by precipitation test ASTM D3291 and was found to be 0.15%.

[0108] Comparative Example 1

[0109] The plasticizer obtained in Example 8 was replaced with dioctyl phthalate, and a PVC sample was prepared in the same manner as in Example 8. The tensile strength was measured to be 210 kg / cm 2 The precipitation rate of the plasticizer in the sample was measured by precipitation test ASTM D3291 and was 0.4%.

[0110] It is shown that the plasticizer of the present invention can be comparable to the existing plasticizer in performance, but the plasticizer of the present invention has a smaller precipitation rate. This is mainly because the plasticizer prepared by the present invention has a higher molecular weight, and the presence of the amide bond provides intermolecular hydrogen bonds, which reduces the migration rate of the plasticizer. At the same time, since the migration rate is small and the plasticizer of the present invention is derived from biomass, the presence of the amide bond has good biocompatibility, low toxicity, and environmental protection.

[0111] The various aspects, embodiments, features and examples of the present invention should be considered as illustrative in all aspects and are not intended to limit the present invention, the scope of the present invention is defined only by the claims. Other embodiments, modifications and uses will be apparent to those skilled in the art without departing from the spirit and scope of the claimed invention.

[0112] In addition, the inventors of this case also referred to the aforementioned embodiments and conducted experiments with other raw materials, process operations, and process conditions described in this specification, and obtained relatively ideal results.

[0113] Although the present invention has been described with reference to illustrative embodiments, it will be appreciated by those skilled in the art that various other changes, omissions and / or additions may be made without departing from the spirit and scope of the present invention and that the elements of the embodiments may be replaced by substantial equivalents. In addition, many modifications may be made without departing from the scope of the present invention to adapt specific circumstances or materials to the teachings of the present invention. Therefore, it is not intended herein to limit the present invention to the disclosed specific embodiments for performing the present invention, but it is intended that the present invention will include all embodiments within the scope of the appended claims. In addition, unless specifically stated, any use of the terms first, second, etc. does not indicate any order or importance, but rather uses the terms first, second, etc. to distinguish one element from another.

Claims

1. A heterocyclic dibasic acid containing a non-polar hydrophobic group, characterized in that: The heterocyclic dibasic acid has a structure shown in Formula I, Wherein, Y is a substituted or unsubstituted heterocyclic group, R1 and P2 are independently selected from H, substituted or unsubstituted straight or branched alkyl, substituted or unsubstituted aryl or heterocyclic ring, and the value range of m and n is independently selected from integers between 0 and 9.

2. The heterocyclic dibasic acid containing a non-polar hydrophobic group according to claim 1, characterized in that: Y is selected from nitrogen heterocycles, oxygen heterocycles or sulfur heterocycles; Preferably, Y is selected from a furan group, a tetrahydrofuran group, a pyrrole group, a pyridine group, a piperidine group, a thiophene group, a pyrimidine group, an imidazole group or a pyrazine group; More preferably, Y is selected from a 2,5-furan group, a 2,5-tetrahydrofuran group, a 2,5-thiophene group, a 4,6-pyrimidine group or a 2,5-pyrrole group.

3. The heterocyclic dibasic acid containing a non-polar hydrophobic group according to claim 1, characterized in that: R1, R2 are selected from H, C1~C 10 Straight or branched alkyl, C1~C 10 alkylthioate, substituted aryl or nitrogen heterocycle; preferably, R1 and R2 are selected from H, methyl, propyl, isopropyl, isobutyl, sec-butyl, ethyl methyl sulfide, benzyl or methyl indole. And / or, m=n.

4. A method for preparing a heterocyclic dibasic acid containing a non-polar hydrophobic group, characterized in that: include: A heterocyclic compound is subjected to an amidation reaction with a compound A, wherein the compound A contains at least one amino group and one carboxyl group, and the heterocyclic compound has at least two substitution chains, each of which has at least one active group, and the active group undergoes an amidation reaction with an amino group on the compound A to obtain the heterocyclic dibasic acid containing a non-polar hydrophobic group.

5. The method for preparing a heterocyclic dibasic acid containing a non-polar hydrophobic group according to claim 4, characterized in that: The compound A has a structure shown in formula II: Wherein, R is selected from H, substituted or unsubstituted straight or branched alkyl, substituted or unsubstituted aryl or heterocycle, and j ranges from 0 to 9; Preferably, the compound A includes at least one of 2-aminopropionic acid, 2-amino-3-methylbutyric acid, 2-amino-4-methylpentanoic acid, α-amino-β-methylpentanoic acid, 2-amino-4-(methylmercapto)butyric acid, 2-amino-3-phenylpropionic acid, 2-amino-3-indolylpropionic acid, 11-aminododecanoic acid and 6-aminooctanoic acid.

6. The method for preparing a heterocyclic dibasic acid containing a non-polar hydrophobic group according to claim 4, characterized in that: The heterocyclic compound has a structure shown in Formula III, R4-Y-R3 III Wherein, Y includes a substituted or unsubstituted heterocyclic group, and P3 and R4 are acyl chloride groups; Preferably, Y is selected from a furan group, a tetrahydrofuran group, a pyrrole group, a pyridine group, a piperidine group, a thiophene group, a pyrimidine group, an imidazole group or a pyrazine group; More preferably, Y is selected from at least one of 2,5-thiophene dicarboxylic acid chloride, 2,6-pyridine dicarboxylic acid chloride, 4,6-pyrimidine dicarboxylic acid chloride, 2,5-furan dicarboxylic acid chloride, 2,5-tetrahydrofuran dicarboxylic acid chloride and 2,5-pyrrole dicarboxylic acid chloride.

7. The method for preparing a heterocyclic dibasic acid containing a non-polar hydrophobic group according to claim 4, characterized in that: Specifically include: Dispersing the heterocyclic compound and compound A in a solvent to form a mixed reaction liquid to perform the amidation reaction; Preferably, the solvent includes at least one of water, ethylene dichloride, chloroform, acetone, methanol, N,N-dimethylformamide, carbon tetrachloride, tetrahydrofuran, toluene, ethanol, dichloromethane and dimethyl sulfoxide.

8. The method for preparing a heterocyclic dibasic acid containing a non-polar hydrophobic group according to claim 4, characterized in that: In the amidation reaction, the molar ratio of the heterocyclic compound to compound A is 1:2 to 1:10, preferably 1:2 to 1:4; And / or, the reaction temperature of the amidation reaction is 0 to 55°C; And / or, the reaction time of the amidation reaction is 60 to 600 min; And / or, the pH of the amidation reaction is 7 to 8.

5.

9. The derivative of heterocyclic dibasic acid containing a non-polar hydrophobic group according to any one of claims 1 to 3, wherein the derivative comprises at least one of a salt, an ester, an amide and an acyl halide.

10. Use of the heterocyclic dibasic acid containing a non-polar hydrophobic group according to any one of claims 1 to 3 in the preparation of an environmentally friendly plasticizer; Preferably, the application includes: The heterocyclic dibasic acid containing a non-polar hydrophobic group according to any one of claims 1 to 3 is uniformly mixed with octanol to form a mixed reactant; The mixed reactants are reacted at 130-180° C. for 2-6 hours to obtain an environmentally friendly plasticizer.

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