Polymeric organic base and its application in catalytic preparation of phosphatidylcholine compounds

Abstract

The application belongs to the technical field of organic synthesis, and particularly relates to a kind of polymeric organic base and its application in catalytic preparation of phosphatidylcholine compounds.The polymeric organic base described in the application is a two-block polymer formed by the polymerization of a bis-imidazole guanidine organic tertiary phosphine segment and a functionalized phosphocholine segment;The bis-imidazole guanidine organic tertiary phosphine segment has strong alkalinity and can efficiently catalyze the transesterification reaction;The functionalized phosphocholine segment is similar in structure to L-alpha-glycerophosphocholine, and can promote the solubility of the organic base at the initial stage of the reaction and increase the reactivity.The polymeric organic base described in the application can be used as a solid-supported catalyst for the preparation of phosphatidylcholine compounds by the transesterification reaction of fatty acid esters and L-alpha-glycerophosphocholine.

Description

Technical Field

[0001] This invention belongs to the field of organic synthesis technology, specifically relating to a polymeric organic base and its application in the catalytic preparation of phosphatidylcholine compounds. Background Technology

[0002] Phosphatidylcholine compounds, as core structural components of cell membranes, are composed of a glycerol backbone, hydrophobic fatty acid chains, hydrophilic phosphate groups, and choline head groups. This unique amphiphilic characteristic enables them to play multiple crucial roles in biological systems. Studies show that phosphatidylcholine compounds can not only maintain the dynamic barrier function of cell membranes by forming lipid bilayers, but also participate in lipid transport as the assembly basis of lipoproteins. Furthermore, they regulate cell signaling pathways by hydrolyzing to generate second messengers (such as diacylglycerol and arachidonic acid). In the pharmaceutical field, phosphatidylcholine compounds are important raw materials for liposome drug carriers, liver disease treatment agents, and neuroprotective agents, with global market demand increasing year by year.

[0003] Currently, the industrial production of phosphatidylcholine compounds mainly relies on three technical routes: the first is the enzymatic catalysis method, which typically uses phospholipase to catalyze the transesterification reaction between lecithin and choline under mild conditions. Although this method has high selectivity, the enzyme preparations are expensive and have poor stability. The second is the chemical synthesis method, which involves the dehydration condensation of choline hydrochloride and phosphatidic acid under strong acid (such as p-toluenesulfonic acid) or strong base (such as sodium methoxide) catalysis. The reaction conditions are harsh and easily lead to fatty acid chain hydrolysis or isomerization. The third is the natural extraction method, which can obtain phosphatidylcholine compounds from soybeans or egg yolks, but suffers from low product purity and complex separation processes. More importantly, traditional homogeneous catalysts such as sodium hydroxide and 4-dimethylaminopyridine are difficult to separate and recover from the reaction system. This not only results in catalyst residue affecting product purity, but the strongly alkaline environment can also induce side reactions such as phosphatidyl group migration, ultimately leading to decreased yield and increased process costs.

[0004] Therefore, developing efficient and recyclable supported catalysts is of great significance for the preparation of phosphatidylcholine compounds. Their advantages lie not only in their heterogeneous nature, enabling catalyst recycling through simple filtration or centrifugation and significantly reducing raw material consumption and waste disposal costs; but also in their ability to effectively regulate the microenvironment of the catalytic active sites, reducing the damage to phospholipid-sensitive structures (such as unsaturated fatty acid chains) by strong acids and bases, thereby inhibiting side reactions such as hydrolysis and isomerization, and improving the selectivity and yield of the target product. Furthermore, supported catalytic systems typically possess better thermal stability and mechanical strength, adapting to the needs of continuous production processes and providing reliable technical support for large-scale production. From a green chemistry perspective, these catalysts conform to the principles of atom economy and process intensification, significantly reducing the use of organic solvents and wastewater discharge, and promoting the development of phospholipid synthesis processes towards environmental friendliness. Therefore, the development of high-performance supported catalysts is seen as a key breakthrough for improving existing production technologies and an inevitable choice for achieving high-quality, low-cost, and sustainable manufacturing of phosphatidylcholine compounds. Summary of the Invention

[0005] Therefore, the first objective of this invention is to provide a polymeric organic base that can be used as a supported catalyst for the catalytic preparation of phosphatidylcholine compounds.

[0006] A second objective of this invention is to provide the use of the above-mentioned polymeric organic base as a supported catalyst in the synthesis process of phosphatidylcholine compounds;

[0007] A second objective of this invention is to provide a method for preparing phosphatidylcholine compounds based on the aforementioned polymeric organic base catalysis.

[0008] To solve the above-mentioned technical problems, the present invention provides a polymeric organic base, wherein the polymeric organic base is a diblock polymer formed by polymerizing a diimidazole guanidine organic tertiary phosphine segment and a functionalized phosphocholine segment, and the polymeric organic base has the structure shown in formula (Ⅰ):

[0009]

[0010] Where m and n are both non-zero natural numbers;

[0011] The R1-R8 are saturated hydrocarbon groups selected independently from C1-C4.

[0012] Specifically, in the polymeric organic base, R1-R4 are the same hydrocarbon groups, and R5-R8 are the same hydrocarbon groups.

[0013] Specifically, the polymeric organic base has the structure shown in formula (II):

[0014]

[0015] Where m = 10-20, n = 10-100.

[0016] The present invention also discloses an intermediate for preparing the polymeric organic base, the intermediate having the structure shown in formula (Ⅲ):

[0017]

[0018] The defining characteristics of R1-R8, m, and n are the same as those defined in the aforementioned polymeric organic bases.

[0019] The present invention also discloses a method for preparing the polymeric organic base as described, comprising the step of carrying out a polymerization reaction in the presence of an initiator using the intermediate and 2-methacryloyloxyethyl phosphocholine as raw materials.

[0020] .

[0021] Specifically, the method for preparing the polymerizable organic base includes a step of adding the intermediate in the presence of an initiator and a chain transfer agent to carry out a first polymerization reaction, and a step of continuing to add the 2-methacryloyloxyethyl phosphocholine to carry out a second polymerization reaction; wherein,

[0022] The molar ratio of the intermediate to the 2-methacryloyloxyethyl phosphocholine is m:n, wherein m and n are defined as described above; and / or,

[0023] The initiator includes azobisisobutyronitrile; and / or,

[0024] The chain transfer agent comprises 2-phenyl-2-propylbenzodithioate; and / or,

[0025] The molar ratio of the initiator to the intermediate is 1:500-800; and / or,

[0026] The molar ratio of the chain transfer agent to the intermediate is 1:10-20; and / or,

[0027] The first polymerization reaction is carried out at a temperature of 60-80℃ for a reaction time of 5-8 hours; and / or,

[0028] The reaction solvent for the first polymerization reaction includes toluene, xylene, tetrahydrofuran, or 1,4-dioxane; and / or,

[0029] The second polymerization reaction is carried out at a temperature of 60-80℃ for a reaction time of 5-8 hours; and / or,

[0030] The reaction solvent for the second polymerization reaction includes methanol, ethanol, or benzyl alcohol.

[0031] Specifically, the method for preparing the polymeric organic base further includes a step of preparing the intermediate, specifically comprising the following steps:

[0032]

[0033] (1) Add raw material 1a / raw material 1b and raw material 2a / raw material 2b to the first organic solvent, and after the first reaction, obtain compound 1a / compound 1b;

[0034] (2) Under the protection of an inert gas, in a second organic solvent, the compound 1a / compound 1b is added and mixed with sodium to carry out a second reaction; the reactants are collected and hexachloroethane is added to carry out a third reaction, and the compound 2a / compound 2b is collected.

[0035] (3) Under the protection of an inert gas, in a third organic solvent, compound 2a and / or compound 2b, raw material 3 and potassium fluoride are added and mixed, and a fourth reaction is carried out to obtain compound 3;

[0036] (4) Under the protection of an inert gas, in a fourth organic solvent, compound 3 and potassium tert-butoxide are added and a fifth reaction is carried out to obtain compound 4;

[0037] (5) Under the protection of an inert gas, magnesium and iodine were mixed in the fifth organic solvent, and 3-bromostyrene was added to carry out the sixth reaction to obtain compound 5; phenyl dichlorophosphine was added to carry out the seventh reaction to obtain compound 6.

[0038] (6) Under the protection of an inert gas, compound 4 and compound 6 are added to the sixth organic solvent to carry out the eighth reaction to obtain the desired intermediate.

[0039] Specifically, the preparation method of the polymeric organic base is as follows:

[0040] In step (1), the molar ratio of raw material 1a / raw material 1b to raw material 2a / raw material 2b is 1:1-1.2; and / or,

[0041] In step (1), the first organic solvent includes n-pentanol, n-butanol, or isopropanol; and / or,

[0042] In step (1), the temperature of the first reaction is 120-150℃, and the reaction time is 5-8 hours; and / or,

[0043] In step (2), the molar ratio of compound 1a / compound 1b to sodium is 1:3-5; and / or,

[0044] In step (2), the second organic solvent includes diethylene glycol dimethyl ether or ethylene glycol methyl ether; and / or,

[0045] In step (2), the temperature of the second reaction is 100-120℃, and the reaction time is 20-24h; and / or,

[0046] In step (2), the molar ratio of compound 1a / compound 1b to hexachloroethane is 1:1-1.5; and / or,

[0047] In step (2), the temperature of the third reaction step is 20-30℃, and the reaction time is 2-4 hours; and / or,

[0048] In step (3), the molar ratio of compound 2a / compound 2b, raw material 3, and potassium fluoride is 2:1:13-16; and / or,

[0049] In step (3), the third organic solvent includes acetonitrile or acetone; and / or,

[0050] In step (3), the temperature of the fourth reaction is 40-60℃, and the reaction time is 5-8 hours; and / or,

[0051] In step (4), the molar ratio of compound 3 to potassium tert-butoxide is 1:1.5-2; and / or,

[0052] In step (4), the fourth organic solvent includes tetrahydrofuran or 1,4-dioxane; and / or,

[0053] In step (4), the temperature of the fifth reaction is 20-30℃, and the reaction time is 4-5 hours; and / or,

[0054] In step (5), the molar ratio of 3-bromostyrene to magnesium is 1:1.2-1.3; and / or,

[0055] In step (5), the molar ratio of 3-bromostyrene to elemental iodine is 1:1.2-1.3; and / or,

[0056] In step (5), the fifth organic solvent includes tetrahydrofuran or 1,4-dioxane; and / or,

[0057] In step (5), the temperature of the sixth reaction is 20-30℃, and the reaction time is 1-2 hours; and / or,

[0058] In step (5), the molar ratio of phenyl dichlorophosphine to 3-bromostyrene is 1-1.3:1; and / or,

[0059] In step (5), the temperature of the seventh reaction is 20-30℃, and the reaction time is 10-12h; and / or,

[0060] In step (6), the molar ratio of compound 4 to compound 6 is 1:1-1.2; and / or,

[0061] In step (6), the sixth organic solvent includes tetrahydrofuran or 1,4-dioxane; and / or,

[0062] In step (6), the temperature of the eighth reaction is 20-30℃ and the reaction time is 20-24h.

[0063] The present invention also discloses the application of the polymeric organic base in the catalytic preparation of phosphatidylcholine compounds.

[0064] The present invention also discloses a method for catalytically preparing phosphatidylcholine compounds, comprising the step of carrying out an esterification reaction using L-α-glycine phosphate and fatty acid esters as raw materials in the presence of the polymeric organic base;

[0065] ;

[0066] Wherein, the R a The R is a saturated or unsaturated hydrocarbon group of C11-C25. b It consists of C1-C4 saturated hydrocarbon groups.

[0067] Specifically, the method for catalytically preparing phosphatidylcholine compounds:

[0068] The molar ratio of L-α-glycine phosphate to fatty acid ester is 1:1-2.5; and / or,

[0069] The mass ratio of the polymeric organic base to L-α-glycine choline is 1:100-1000; and / or,

[0070] The esterification reaction is carried out at a temperature of 50-150℃ for a reaction time of 3.0-10 h; and / or,

[0071] The reaction solvent for the esterification reaction includes at least one of dichloromethane, methyl tert-butyl ether, diethyl ether, tetrahydrofuran, or toluene.

[0072] The polymeric organic base of this invention is a diblock polymer formed by polymerizing a bisimidazole guanidine organic tertiary phosphine segment and a functionalized phosphocholine segment. The bisimidazole guanidine organic tertiary phosphine segment is strongly basic and can efficiently catalyze transesterification reactions. The functionalized phosphocholine segment has a structure similar to L-α-phosphocholine and can promote the solubility of the organic base and increase its reactivity in the early stages of the reaction. The polymeric organic base of this invention can be used as a supported catalyst for the transesterification reaction of fatty acid esters with L-α-phosphocholine to prepare phosphatidylcholine compounds.

[0073] The polymeric organic base of the present invention achieves immobilization of the active center in the form of a block copolymer, which facilitates product separation after reaction, reduces the difficulty of post-processing, effectively increases the product yield, and at the same time, the polymeric organic base can maintain high activity and be reused.

[0074] The method for catalytically preparing phosphatidylcholine compounds according to the present invention uses the polymeric organic base as a supported catalyst, which can effectively catalyze the forward reaction and has a high product reaction efficiency. In particular, the supported catalyst can achieve effective separation of the reaction system, reduce the difficulty of post-processing, and improve the feasibility of the process. Attached Figure Description

[0075] To make the content of this invention easier to understand, the invention will be further described in detail below with reference to specific embodiments and accompanying drawings, wherein...

[0076] Figure 1 The 1H NMR spectrum of the stearic acid phosphatidylcholine compound obtained in Example 4 of this invention;

[0077] Figure 2 The liquid chromatogram is of the stearic acid phosphatidylcholine compound obtained in Example 4 of this invention. Detailed Implementation

[0078] In the following embodiments of the present invention, a polymeric organic base is provided, wherein the polymeric organic base is a diblock polymer formed by polymerizing a diimidazole guanidine organic tertiary phosphine segment and a functionalized phosphocholine segment, and the polymeric organic base has the structure shown in formula (I):

[0079]

[0080] Where m and n are both non-zero natural numbers;

[0081] The R1-R8 are saturated hydrocarbon groups selected independently from C1-C4.

[0082] In some specific embodiments, in the polymeric organic base, R1-R4 are the same hydrocarbon group, and R5-R8 are the same hydrocarbon group.

[0083] As an exemplary embodiment of a preferred structure, in the following embodiments of the present invention, the polymeric organic base has the structure shown in formula (II):

[0084]

[0085] Preferably, m=10-20, n=10-100.

[0086] As an exemplary embodiment, the present invention provides a method for preparing a polymeric organic base with the structure shown in formula (II) above, comprising the following steps:

[0087]

[0088] (1) Add raw material 1 and raw material 2 in a molar ratio of 1:1-1.2 to a three-necked flask, add n-pentanol, heat the reaction system under reflux for 5-8 hours, and the reaction ends when no more water is generated during the reaction; let it stand for 8-12 hours after naturally cooling to room temperature, and then cool it to -20℃. A large amount of white solid precipitates out. Filter, collect the filter cake, wash it 3-5 times with cold methanol, and dry it to obtain compound 1;

[0089] (2) Under inert gas protection, add compound 1 and sodium in a molar ratio of 1:3-5 to a three-necked flask, add diethylene glycol dimethyl ether as solvent, and react at 100-120℃ for 20-24h; after cooling the reaction system to room temperature, filter to remove the solid in an inert gas environment and collect the filtrate; cool to -40℃, add hexachloroethane in a molar ratio of 1-1.5:1 to intermediate 1 in portions; after slowly raising to room temperature, continue stirring the reaction for 2-4h, during which a yellow solid gradually precipitates out, filter, collect the filter cake, and obtain compound 2;

[0090] (3) Under inert gas protection, compound 2, raw material 3 and potassium fluoride in a molar ratio of 2:1:13-16 were added to a reaction flask, and acetonitrile was added as a solvent. The mixture was stirred at 40-60℃ for 5-8 hours. After the reaction was completed, chloroform was added to the mixture for dilution and dissolution. The insoluble residue was removed by filtration. The filtrate was extracted with sodium tetrafluoroborate aqueous solution, the aqueous phase was washed with chloroform, the collected organic phase was dried, the solvent was removed by rotary evaporation, and the crude product was purified by column chromatography to obtain compound 3.

[0091] (4) Under the protection of an inert gas, compound 3 and potassium tert-butoxide with a molar ratio of 1:1.5-2 were added to a reaction flask, and then tetrahydrofuran was added to dissolve them. The reaction was carried out for 4-5 hours. The solvent was removed by rotary evaporation, and n-hexane was added to dissolve the solid. The mixture was filtered, the filtrate was collected, and the solvent was removed to obtain compound 4.

[0092] (5) Under the protection of an inert gas, magnesium shavings and elemental iodine were added to anhydrous tetrahydrofuran. 3-bromostyrene (molar ratio of 1:1.2-1.3 with magnesium shavings) was added to the tetrahydrofuran solution at a uniform rate over 0.5-1 h at room temperature. After the addition was complete, the reaction was kept at the temperature for 1-2 h to obtain compound 5. The mixed reaction solution was then cooled to -78℃, and phenyl dichlorophosphine (molar ratio of 1-1.3:1 with 3-bromostyrene) was added at a uniform rate over 0.5-1 h. After the addition was complete, the reaction temperature was raised to room temperature, and the reaction was continued for 10-12 h to obtain compound 6.

[0093] (6) Under inert gas protection, compound 4 and compound 6 with a molar ratio of 1:1-1.2 were added to a reaction flask, followed by tetrahydrofuran. The mixture was stirred for 20-24 h and the solvent was removed under vacuum to obtain a solid. Hexane was added for washing, followed by the addition of potassium hydride, potassium tert-butoxide and tetrahydrofuran. The mixture was stirred for 2-3 h. The mixture was filtered, and the filter cake was washed with tetrahydrofuran. The filtrate was collected, and the solvent was removed under reduced pressure to obtain an intermediate.

[0094] (7) Azobisisobutyronitrile with a molar ratio of 1:500-800 to the intermediate and 2-phenyl-2-propylbenzodithioester with a molar ratio of 1:10-20 to the intermediate are added to a reaction flask, heated to 60-80℃, toluene is added to dissolve the intermediate, and after reacting for 5-8h, 2-methacryloyloxyethyl phosphocholine with a molar ratio of n:m to the intermediate is added and dissolved in methanol. After reacting for another 5-8h, the mixture is filtered, the filter cake is collected, and dried to obtain a polymeric organic base.

[0095] The present invention provides a method for preparing phosphatidylcholine compounds based on the polymeric organic base catalysis, comprising the step of esterification reaction using L-α-glycine phosphate and fatty acid ester as raw materials in the presence of the polymeric organic base;

[0096] ;

[0097] Wherein, the R a The R is a saturated or unsaturated hydrocarbon group of C11-C25. b It consists of C1-C4 saturated hydrocarbon groups.

[0098] As an exemplary embodiment, the method for catalytically preparing phosphatidylcholine compounds specifically includes: adding L-α-glucosinolate, fatty acid ester, and polymeric organic base to a reaction vessel; removing the byproduct alcohol under reduced pressure at a certain reaction temperature; stopping the reaction; cooling to room temperature; adding an organic solvent and stirring until homogeneous; filtering to remove the solid; washing the filter cake with the organic solvent; collecting the filter cake; and vacuum drying to recover the polymeric organic base. Removing the organic solvent from the filtrate by reduced pressure distillation to obtain the phosphatidylcholine compounds.

[0099] The technical solution of the present invention will be further described below through embodiments.

[0100] Unless otherwise stated, the terms used in this invention generally have the meanings commonly understood by those skilled in the art.

[0101] In the following embodiments, various processes and methods not described in detail are conventional methods known in the art. Furthermore, not all preparation methods are described in detail; typical examples are used to illustrate the specific process steps of the present invention.

[0102] For ease of description and explanation, in the following embodiments of the present invention, the structures and codes of polymeric organic bases and comparative organic bases are shown in the following formulas.

[0103]

[0104] Example 1

[0105] The specific reaction equation for the preparation of the required diimidazole guanidine organic tertiary phosphine in this embodiment is as follows.

[0106]

[0107] Add 100 mmol of starter 1 and 110 mmol of starter 2 in a molar ratio of 1:1.1 to a 250 mL three-necked flask, then add 65 mL of n-pentanol. Heat the reaction system under reflux for 8 h until the reaction is complete. After naturally cooling to room temperature, let stand for 12 h, then cool to -20 °C. A large amount of white solid precipitates out. Filter, collect the filter cake, wash with cold methanol (3 × 50 mL), and dry to obtain compound 1 (7.93 g, yield 37%).

[0108] Under nitrogen protection, compound 1 (10 mmol) and sodium (50 mmol) in a molar ratio of 1:5 were added to a 100 mL three-necked flask, along with 30 mL of diethylene glycol dimethyl ether as a solvent. The reaction was carried out at 110 °C for 24 h. After cooling the reaction system to room temperature, the solid was removed by filtration under nitrogen, and the filtrate was collected. The mixture was then cooled to -40 °C, and hexachloroethane (12 mmol) in a molar ratio of 1.2:1 to compound 1 was added in portions. The mixture was slowly heated to room temperature, and the reaction was continued with stirring for 2 h. During the reaction, a yellow solid gradually precipitated. The mixture was filtered, and the filter cake was collected to give compound 2 (1.91 g, yield 63%).

[0109] Under nitrogen protection, intermediate 2 (6 mmol), starting material 3 (3 mmol), and potassium fluoride (48 mmol) in a molar ratio of 2:1:16 were added to a reaction flask, followed by 50 mL of acetonitrile as a solvent. The mixture was stirred at 40 °C for 6 h. After the reaction was complete, 50 mL of chloroform was added to the mixture for dilution and dissolution, and the insoluble residue was removed by filtration. The filtrate was extracted with an aqueous solution of sodium tetrafluoroborate (30 mmol, 50 mL), and the aqueous phase was washed with chloroform (3 × 50 mL). The collected organic phase was dried, and the solvent was removed by rotary evaporation. The crude product was purified by column chromatography (dichloromethane:methanol = 10:1) to obtain compound 3 (1.1 g, yield 73%).

[0110] Under nitrogen protection, compound 3 (1 mmol) and potassium tert-butoxide (1.5 mmol) in a molar ratio of 1:1.5 were added to a reaction flask, followed by the addition of 3.5 mL of tetrahydrofuran for dissolution. The reaction was carried out for 5 h, and the solvent was removed by rotary evaporation. The solid was dissolved in n-hexane (2 × 10 mL), filtered, and the filtrate was collected. After removing the solvent, compound 4 (0.33 g, yield 79%) was obtained.

[0111] Under nitrogen protection, magnesium shavings (12 mmol) and elemental iodine were added to anhydrous tetrahydrofuran. 3-Bromostyrene (10 mmol) was then added to a 50 mL tetrahydrofuran solution at a uniform rate over 0.5 h at room temperature. After the addition was complete, the reaction mixture was kept at this temperature for 1 h to obtain compound 5. Without further treatment, the reaction mixture was cooled to -78 °C, and phenyl dichlorophosphine (10 mmol) in a 1:1 molar ratio with 3-bromostyrene was added at a uniform rate over 1 h. After the addition was complete, the reaction temperature was raised to room temperature, and the reaction was continued for 12 h. The mixture was filtered, and the filtrate was collected and rotary evaporated to obtain compound 6 (1.68 g, yield 68%).

[0112] Under inert gas protection, compound 4 (10 mmol) and compound 6 (10 mmol) in a 1:1 molar ratio were added to a reaction flask, followed by 60 mL of tetrahydrofuran. The mixture was stirred for 20 h, and the solvent was removed under vacuum to obtain a solid. The solid was washed with n-hexane (3 × 15 mL), and then potassium hydride (14 mmol), potassium tert-butoxide (1.4 mmol), and tetrahydrofuran (25 mL) were added. The mixture was stirred for 2 h. The mixture was filtered, and the filter cake was washed with tetrahydrofuran (2 × 30 mL). The filtrate was collected, and the solvent was removed under reduced pressure to obtain a diimidazole guanidine organic tert-phosphine intermediate (4.69 g, yield 75%).

[0113] 1 H NMR (400 MHz, C6D6) δ7.95-8.10 (m, 3H), 7.24 (m, 4H), 7.08 (m,2H), 6.72 (m, 1H), 5.76 (m, 1H), 5.25 (m, 1H), 4.92 (m, 4H), 1.65 (s, 12H),1.31 (d, 24H). 31 P NMR (162 MHz, C6D6) δ 32.7. Prove that the product structure is correct.

[0114] Example 2

[0115] In this embodiment, the polymeric organic base A is prepared by the following reaction formula:

[0116] .

[0117] The organic tertiary phosphine of bis(imidazole)guanidine (20 g, 31.96 mmol), azobisisobutyronitrile (10.5 mg, 0.064 mmol), and 2-phenyl-2-propylbenzodithioate (869.3 mg, 3.20 mmol) were added to a reaction flask at a molar ratio of 500:1:50. The mixture was heated to 60 °C, and toluene (25 g) was added to dissolve the organic tertiary phosphine of bis(imidazole)guanidine. After reacting for 5 h, 2-methacryloyloxyethyl phosphocholine (9.4 g, 31.96 mmol) with a molar ratio of 1:1 to the organic tertiary phosphine of bis(imidazole)guanidine was added and dissolved in methanol (15 g). The mixture was then kept at this temperature for another 5 h and filtered. The filter cake was collected, dried, and polymerized organic base A (27.6 g, yield 94%) was obtained.

[0118] Elemental analysis (repeating unit structure C) 48 H 74 N8O6P2 (mass percentage), theoretical values: C 62.53, H 8.03, N 12.16, O 10.42; measured values: C 62.32, H 8.51, N 12.56, O 10.53.

[0119] Gel permeation chromatography analysis revealed that after reacting with diimidazole guanidine organic tertiary phosphine for 5 hours, the original solution had a polymer number-average molecular weight of 6.3 kg / mol, a molecular weight distribution of 1.13, and a theoretical molecular weight of 6.5 kg / mol. Following this, 2-methacryloyloxyethyl phosphocholine was added and reacted for another 5 hours. After post-treatment, the polymeric organic base A had a number-average molecular weight of 9.3 kg / mol, a molecular weight distribution of 1.16, and a theoretical molecular weight of 9.5 kg / mol. The theoretical and measured molecular weights from both reactions were consistent (m=10, n=10).

[0120] Example 3

[0121] In this embodiment, the polymeric organic base B is prepared using the following reaction formula:

[0122] .

[0123] According to a molar ratio of 500:1:50, 20 g (31.96 mmol) of bis(imidazole)guanidine organic tertiary phosphine, 10.5 mg (0.064 mmol) of azobisisobutyronitrile (DIBN), and 2-phenyl-2-propylbenzodithioester (869.3 mg (3.20 mmol) were added to a reaction flask, heated to 60 °C, and toluene (25 g) was added to dissolve the bis(imidazole)guanidine organic tertiary phosphine. After reacting for 5 h, 18.8 g (63.92 mmol) of 2-methacryloyloxyethyl phosphocholine (18.8 g (63.92 mmol)) with a molar ratio of 1:2 to the bis(imidazole)guanidine organic tertiary phosphine was added, and methanol (30 g) was added to dissolve it. After reacting for another 6 h, the mixture was filtered, the filter cake was collected, and dried to obtain polymeric organic base B (37.3 g, yield 96%).

[0124] Elemental analysis (repeating unit structure C) 59 H 96 N9O 12 P3 (mass percentage), theoretical values: C 58.20, H 7.89, N 10.36, O 15.78; measured values: C 58.74, H 8.33, N 11.06, O 16.13.

[0125] Gel permeation chromatography analysis revealed that after reacting with diimidazole guanidine organic tertiary phosphine for 5 hours, the original solution had a polymer number-average molecular weight of 6.3 kg / mol, a molecular weight distribution of 1.12, and a theoretical molecular weight of 6.5 kg / mol. Following this, 2-methacryloyloxyethyl phosphocholine was added and reacted for another 6 hours. After post-treatment, the polymeric organic base B had a number-average molecular weight of 12.0 kg / mol, a molecular weight distribution of 1.15, and a theoretical molecular weight of 12.4 kg / mol. The theoretical and measured molecular weights from both reactions were consistent (m=10, n=20).

[0126] Example 4

[0127] In this embodiment, the polymeric organic base C is prepared using the following reaction formula:

[0128] .

[0129] According to a molar ratio of 600:1:60, 20 g (31.96 mmol) of bis(imidazole)guanidine organic tertiary phosphine, 8.7 mg (0.053 mmol) of azobisisobutyronitrile, and 2-phenyl-2-propylbenzodithioate (869.3 mg (3.20 mmol)) were added to a reaction flask, heated to 70 °C, and toluene (30 g) was added to dissolve the bis(imidazole)guanidine organic tertiary phosphine. After reacting for 6 h, 47.2 g (159.8 mmol) of 2-methacryloyloxyethyl phosphocholine (1:5 molar ratio with bis(imidazole)guanidine organic tertiary phosphine) was added, and methanol (100 g) was added to dissolve it. After reacting at this temperature for another 8 h, the mixture was filtered, the filter cake was collected, and dried to obtain polymeric organic base C (61.8 g, yield 92%).

[0130] Elemental analysis (repeating unit structure C) 92 H 162 N 12 O 30 P6 (mass percentage), theoretical values: C 52.52, H 7.71, N 7.99, O 22.84; measured values: C 53.14, H 8.02, N 8.06, O 22.15.

[0131] Gel permeation chromatography analysis revealed that after reacting with diimidazole guanidine organic tertiary phosphine for 6 hours, the original solution had a polymer number-average molecular weight of 6.5 kg / mol, a molecular weight distribution of 1.15, and a theoretical molecular weight of 6.5 kg / mol. Following this, 2-methacryloyloxyethyl phosphocholine was added and reacted for 8 hours. After post-treatment, the polymeric organic base C had a number-average molecular weight of 21.0 kg / mol, a molecular weight distribution of 1.25, and a theoretical molecular weight of 21.3 kg / mol. The theoretical and measured molecular weights from both reactions were consistent (m=10, n=50).

[0132] Example 5

[0133] In this embodiment, the polymeric organic base D is prepared by the following reaction formula:

[0134] .

[0135] According to a molar ratio of 600:1:30, 20 g (31.96 mmol) of bis(imidazole)guanidine organic tertiary phosphine, 8.7 mg (0.053 mmol) of azobisisobutyronitrile, and 2-phenyl-2-propylbenzodithioester (434.7 mg (1.60 mmol)) were added to a reaction flask, heated to 70 °C, and toluene (30 g) was added to dissolve the bis(imidazole)guanidine organic tertiary phosphine. After reacting for 6 h, 4.7 g (15.98 mmol) of 2-methacryloyloxyethyl phosphocholine (2:1 molar ratio with bis(imidazole)guanidine organic tertiary phosphine) was added, and methanol (10 g) was added to dissolve it. After reacting at this temperature for another 6 h, the mixture was filtered, the filter cake was collected, and dried to obtain polymeric organic base D (21.7 g, yield 88%).

[0136] Elemental analysis (repeating unit structure C) 85 H 126 N 15 O6P3 (mass percentage), theoretical values: C 65.93, H 8.14, N 13.57, O 6.21; measured values: C 65.75, H 8.52, N 13.24, O 6.56.

[0137] Gel permeation chromatography analysis revealed that after reacting with diimidazole guanidine organic tertiary phosphine for 6 hours, the original solution had a polymer number-average molecular weight of 12.3 kg / mol, a molecular weight distribution of 1.24, and a theoretical molecular weight of 12.8 kg / mol. Following this, 2-methacryloyloxyethyl phosphoric acid choline was added and reacted for another 6 hours. After post-treatment, the polymeric organic base D had a number-average molecular weight of 15.3 kg / mol, a molecular weight distribution of 1.31, and a theoretical molecular weight of 15.7 kg / mol. The theoretical and measured molecular weights from both reactions were consistent (m=20, n=10).

[0138] Example 6

[0139] In this embodiment, the polymeric organic base E is prepared using the following reaction formula:

[0140] .

[0141] According to the molar ratio of 800:1:80, 20 g (31.96 mmol) of bis(imidazole)guanidine organic tertiary phosphine, 6.6 mg (0.04 mmol) of azobisisobutyronitrile, and 2-phenyl-2-propylbenzodithioate (869.3 mg (3.20 mmol)) were added to a reaction flask, heated to 80 °C, and toluene (25 g) was added to dissolve the bis(imidazole)guanidine organic tertiary phosphine. After reacting for 8 h, 75.5 g (255.7 mmol) of 2-methacryloyloxyethyl phosphocholine (1:8 molar ratio with bis(imidazole)guanidine organic tertiary phosphine) was added and dissolved in methanol (150 g). After reacting for another 8 h, the mixture was filtered, the filter cake was collected, and dried to obtain polymeric organic base E (78.3 g, yield 82%).

[0142] Elemental analysis (repeating unit structure C) 125 H 228 N 15 O 48 P9 (mass percentage), theoretical values: C 50.20, H 7.63, N 7.03, O 25.70; measured values: C 50.85, H 8.22, N 7.57, O 25.03.

[0143] Gel permeation chromatography analysis revealed that after reacting with diimidazole guanidine organic tertiary phosphine for 8 hours, the original solution had a polymer number-average molecular weight of 6.3 kg / mol, a molecular weight distribution of 1.14, and a theoretical molecular weight of 6.5 kg / mol. Following this, 2-methacryloyloxyethyl phosphocholine was added and reacted for another 8 hours. After post-treatment, the polymeric organic base C had a number-average molecular weight of 29.6 kg / mol, a molecular weight distribution of 1.36, and a theoretical molecular weight of 30.1 kg / mol. The theoretical and measured molecular weights from both reactions were consistent (m=10, n=80).

[0144] Comparative Example 1

[0145] This comparative example prepares a polymeric diimidazolium guanidine organic tert-phosphine, and the preparation reaction formula is as follows:

[0146] .

[0147] According to a molar ratio of 800:1:80, 20 g (31.96 mmol) of bis(imidazole)guanidine organic tertiary phosphine, 6.6 mg (0.04 mmol) of azobisisobutyronitrile, and 2-phenyl-2-propylbenzodithioate (869.3 mg (3.20 mmol)) were added to a reaction flask, heated to 80 °C, and toluene (25 g) was added to dissolve the bis(imidazole)guanidine organic tertiary phosphine. After reacting for 8 h, the mixture was filtered, the filter cake was collected, and dried to obtain polymerized bis(imidazole)guanidine organic tertiary phosphine (17.6 g, yield 88%).

[0148] Elemental analysis (repeating unit structure C)37 H 52 N7P9 (mass percentage), theoretical values: C 70.95, H 8.31, N 15.66; measured values: C 71.33, H 8.94, N 16.04.

[0149] Gel permeation chromatography analysis showed that the number-average molecular weight of the polymeric diimidazole guanidine organic tertiary phosphine was 6.6 kg / mol, the molecular weight distribution was 1.15, and the theoretical molecular weight was 6.5 kg / mol. The theoretical molecular weight was consistent with the measured molecular weight (m=10).

[0150] Comparative Example 2

[0151] This comparative example prepares polymeric functionalized phosphoric acid choline, and the preparation reaction formula is as follows:

[0152] .

[0153] 2-Methacryloxyethyl phosphocholine (9.4 g, 31.96 mmol), azobisisobutyronitrile (6.6 mg, 0.04 mmol), and 2-phenyl-2-propylbenzodithioester (108.8 mg, 0.4 mmol) were added to a reaction flask at a molar ratio of 800:1:10. The mixture was heated to 80 °C, and methanol (15 g) was added. After reacting for 8 h, the solvent was removed by vacuum distillation to obtain polymerized functionalized phosphocholine (9.4 g, 100% yield).

[0154] Elemental analysis (repeating unit structure C) 11 H 22 NO6P (mass percentage), theoretical values: C 44.70, H 7.45, N 4.74, O 32.51; measured values: C 44.03, H 7.92, N 4.57, O 33.05.

[0155] Gel permeation chromatography analysis showed that the number-average molecular weight of polymeric functionalized phosphocholine was 23.3 kg / mol, the molecular weight distribution was 1.30, and the theoretical molecular weight was 23.6 kg / mol. The theoretical molecular weight was consistent with the measured molecular weight (n=80).

[0156] Application Example 1

[0157] L-α-glycine phosphate (25.7 g, 100 mmol), methyl laurate (42.9 g, 200 mmol), and polymeric organic base A (25.7 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 120 °C, and the reaction was stopped after 8 h. The mixture was cooled to room temperature, and dichloromethane (35 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with dichloromethane. The filter cake was collected and dried under vacuum to recover polymeric organic base A. Dichloromethane was removed from the filtrate by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 89%, yielding laurate phosphatidylcholine compounds, of which the contents of laurate phosphatidylcholine, laurate lysophosphatidylcholine-1, and laurate lysophosphatidylcholine-2 were 76%, 17%, and 7%, respectively.

[0158] Application Example 2

[0159] L-α-glycine phosphate (25.7 g, 100 mmol), ethyl myristate (51.3 g, 200 mmol), and polymeric organic base B (257 mg) were added to a reaction vessel. Ethanol was removed under reduced pressure at 50 °C, and the reaction was stopped after 3 h. The mixture was cooled to room temperature, and dichloromethane (40 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with dichloromethane. The filter cake was collected and vacuum dried to recover polymeric organic base B. Dichloromethane was removed from the filtrate by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 94%, yielding myristate phosphatidylcholine compounds. The contents of myristate phosphatidylcholine, myristate lysophosphatidylcholine-1, and myristate lysophosphatidylcholine-2 were 70%, 25%, and 5%, respectively.

[0160] Application Example 3

[0161] L-α-glycine phosphate (25.7 g, 100 mmol), butyl palmitate (31.3 g, 100 mmol), and polymeric organic base C (51.4 mg) were added to a reaction vessel. The n-butanol was removed under reduced pressure at 80 °C, and the reaction was stopped after 5 h. After cooling to room temperature, methyl tert-butyl ether (60 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with methyl tert-butyl ether. The filter cake was collected and vacuum dried to recover polymeric organic base C. The methyl tert-butyl ether in the filtrate was removed by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 87%, yielding palmitate phosphatidylcholine compounds, of which the contents of palmitate phosphatidylcholine, palmitate lysophosphatidylcholine-1, and palmitate lysophosphatidylcholine-2 were 30%, 55%, and 15%, respectively.

[0162] Application Example 4

[0163] L-α-glycine phosphate (25.7 g, 100 mmol), methyl stearate (74.6 g, 250 mmol), and polymeric organic base D (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 80 °C, and the reaction was stopped after 6 h. The mixture was cooled to room temperature, and tetrahydrofuran (100 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with tetrahydrofuran. The filter cake was collected and dried under vacuum to recover polymeric organic base D. Tetrahydrofuran was removed from the filtrate by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 99%, yielding stearate phosphatidylcholine compounds, of which the contents of stearate phosphatidylcholine, stearate lysophosphatidylcholine-1, and stearate lysophosphatidylcholine-2 were 80%, 14%, and 6%, respectively.

[0164] In this application example, the 1H NMR spectrum of the obtained stearate phosphatidylcholine compound is shown in the attached figure. Figure 1 As shown in the attached figure, the liquid chromatography is as follows. Figure 2 As shown, the product structure prepared by the method in this application example is correct.

[0165] Application Example 5

[0166] L-α-glycine phosphate (25.7 g, 100 mmol), ethyl eicosapentaenoate (66.1 g, 200 mmol), and polymeric organic base E (51.4 mg) were added to a reaction vessel. Ethanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 5 h. The mixture was cooled to room temperature, and tetrahydrofuran (100 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with tetrahydrofuran. The filter cake was collected and vacuum dried to recover polymeric organic base E. Tetrahydrofuran was removed from the filtrate by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 97%, yielding eicosapentaenoic acid phosphatidylcholine compounds. The contents of eicosapentaenoic acid phosphatidylcholine, eicosapentaenoic acid lysophosphatidylcholine-1, and eicosapentaenoic acid lysophosphatidylcholine-2 were 68%, 22%, and 10%, respectively.

[0167] Application Example 6

[0168] L-α-glycine phosphate (25.7 g, 100 mmol), methyl docosahexaenoic acid (68.5 g, 200 mmol), and polymeric organic base E (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 6 h. The mixture was cooled to room temperature, and toluene (120 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with toluene. The filter cake was collected and vacuum dried to recover polymeric organic base E. Toluene in the filtrate was removed by vacuum distillation. The conversion rate of L-α-glycine phosphate was 95%, yielding docosahexaenoic acid phosphatidylcholine compounds. The contents of docosahexaenoic acid phosphatidylcholine, docosahexaenoic acid lysophosphatidylcholine-1, and docosahexaenoic acid lysophosphatidylcholine-2 were 58%, 25%, and 17%, respectively.

[0169] Application Example 7

[0170] L-α-glycine phosphate (25.7 g, 100 mmol), methyl docosahexaenoic acid (68.5 g, 200 mmol), and the polymeric organic base E recovered once in Application Example 6 (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 6 h. The mixture was cooled to room temperature, and toluene (120 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with toluene. The filter cake was collected and dried under vacuum to recover the polymeric organic base E. Toluene in the filtrate was removed by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 95%, yielding docosahexaenoic acid phosphatidylcholine compounds. The contents of docosahexaenoic acid phosphatidylcholine, docosahexaenoic acid lysophosphatidylcholine-1, and docosahexaenoic acid lysophosphatidylcholine-2 were 62%, 24%, and 14%, respectively. Under the same conditions, the activity of the polymeric organic base E, which was recycled once, did not decrease significantly.

[0171] Application Example 8

[0172] L-α-glycine phosphate (25.7 g, 100 mmol), methyl docosahexaenoic acid (68.5 g, 200 mmol), and the polymeric organic base E recovered 10 times in Application Example 6 (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 6 h. The mixture was cooled to room temperature, and toluene (120 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with toluene. The filter cake was collected and dried under vacuum to recover the polymeric organic base E. Toluene in the filtrate was removed by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 90%, yielding docosahexaenoic acid phosphatidylcholine compounds. The contents of docosahexaenoic acid phosphatidylcholine, docosahexaenoic acid lysophosphatidylcholine-1, and docosahexaenoic acid lysophosphatidylcholine-2 were 56%, 32%, and 12%, respectively. Under the same conditions, the activity of the polymeric organic base E, which had been recycled 10 times, showed no significant decrease.

[0173] Application Example 9

[0174] L-α-glycine phosphate (25.7 g, 100 mmol), methyl docosahexaenoic acid (68.5 g, 200 mmol), and the polymeric organic base E recovered 30 times in Application Example 6 (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 6 h. The mixture was cooled to room temperature, and toluene (120 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with toluene. The filter cake was collected and vacuum dried to recover the polymeric organic base E. Toluene in the filtrate was removed by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 65%, yielding docosahexaenoic acid phosphatidylcholine compounds, wherein the contents of docosahexaenoic acid phosphatidylcholine, docosahexaenoic acid lysophosphatidylcholine-1, and docosahexaenoic acid lysophosphatidylcholine-2 were 55%, 37%, and 8%, respectively. Under the same conditions, the activity of the polymeric organic base E, which had been recycled 30 times, decreased.

[0175] Comparative Application Example 1

[0176] L-α-glycine phosphate (25.7 g, 100 mmol), methyl docosahexaenoic acid (68.5 g, 200 mmol), and polymeric diimidazolium guanidine organic tertiary phosphine (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 6 h. The mixture was cooled to room temperature, and toluene (120 g) was added and stirred until homogeneous. The solid was removed by filtration, and the filter cake was washed with toluene. The filter cake was collected and vacuum dried to recover the polymeric diimidazolium guanidine organic tertiary phosphine. Toluene in the filtrate was removed by vacuum distillation. The conversion rate of L-α-glycine phosphate was 70%, yielding docosahexaenoic acid phosphatidylcholine compounds. The contents of docosahexaenoic acid phosphatidylcholine, docosahexaenoic acid lysophosphatidylcholine-1, and docosahexaenoic acid lysophosphatidylcholine-2 were 67%, 23%, and 10%, respectively. It is evident that, under the same conditions, the polymeric diimidazole guanidine organic tertiary phosphine exhibits poorer solubility and significantly lower activity in the system compared to the polymeric organic base E.

[0177] Comparative Application Example 2

[0178] L-α-glycine phosphate (25.7 g, 100 mmol), methyl docosahexaenoic acid (68.5 g, 200 mmol), and polymeric functionalized phosphocholine (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 6 h. After cooling to room temperature, toluene (120 g) was added and stirred until homogeneous. The system was found to be homogeneous, and no solid was observed upon filtration. The polymeric functionalized phosphocholine was dissolved in the system. Toluene was removed by reduced pressure distillation. The conversion rate of L-α-glycine phosphate was 8%, and no structural analysis was performed. It is evident that under the same conditions, the polymeric functionalized phosphocholine exhibits a significantly lower activity compared to polymeric organic base E.

[0179] Comparative Application Example 3

[0180] L-α-glycine phosphate (25.7 g, 100 mmol), methyl octanoate (31.6 g, 200 mmol), and polymeric organic base E (51.4 mg) were added to a reaction vessel. Methanol was removed under reduced pressure at 100 °C, and the reaction was stopped after 6 h. After cooling to room temperature, toluene (120 g) was added and stirred until homogeneous. The system was a viscous emulsion with no obvious solids, and no solids were obtained by filtration. Under the same conditions, the carbon chain length of fatty acids decreased, and the miscibility of phosphatidylcholine compounds with polymeric organic base E increased, making it impossible to recover the polymeric organic base.

[0181] In summary, the polymeric organic base described in this invention can be used as a supported catalyst for the preparation of phosphatidylcholine compounds from fatty acid esters and L-α-glucosinolate via transesterification. Furthermore, the polymeric organic base achieves the immobilization of the active center in the form of a block copolymer, which facilitates product separation after the reaction, reduces the difficulty of post-processing, effectively increases the product yield, and allows the polymeric organic base to maintain high activity and be reused.

[0182] Obviously, the above embodiments are merely illustrative examples for clear explanation and are not intended to limit the implementation. Those skilled in the art will recognize that other variations or modifications can be made based on the above description. It is neither necessary nor possible to exhaustively list all possible implementations here. However, obvious variations or modifications derived therefrom are still within the scope of protection of this invention.

Claims

1. A polymeric organic base, characterized in that, The polymeric organic base is a diblock polymer formed by polymerizing a diimidazole guanidine organic tert-phosphine segment and a functionalized phosphocholine segment, and the polymeric organic base has the structure shown in formula (Ⅰ): ； Where m and n are both non-zero natural numbers; The R1-R8 are saturated hydrocarbon groups selected independently from C1-C4.

2. The polymeric organic base according to claim 1, characterized in that, In the polymeric organic base, R1-R4 are the same hydrocarbon group, and R5-R8 are the same hydrocarbon group.

3. The polymeric organic base according to claim 1 or 2, characterized in that, The polymeric organic base has the structure shown in formula (II): ； Where m = 10-20, n = 10-100.

4. An intermediate for preparing the polymeric organic base according to any one of claims 1-3, characterized in that, The intermediate has the structure shown in formula (Ⅲ): ； Wherein, R1-R8 are independently selected from saturated hydrocarbon groups of C1-C4.

5. A method for preparing a polymeric organic base as described in any one of claims 1-3, characterized in that, The process includes a step of polymerization using the intermediate described in claim 4 and 2-methacryloyloxyethyl phosphocholine as raw materials in the presence of an initiator. 。 6. The method for preparing the polymeric organic base according to claim 5, characterized in that, The polymerization reaction includes the steps of adding the intermediate to carry out a first polymerization reaction in the presence of an initiator and a chain transfer agent, and then adding the 2-methacryloyloxyethyl phosphocholine to carry out a second polymerization reaction; wherein... The molar ratio of the intermediate to the 2-methacryloyloxyethyl phosphocholine is m:n, where m = 10-20 and n = 10-100; and / or, The initiator includes azobisisobutyronitrile; and / or, The chain transfer agent comprises 2-phenyl-2-propylbenzodithioate; and / or, The molar ratio of the initiator to the intermediate is 1:500-800; and / or, The molar ratio of the chain transfer agent to the intermediate is 1:10-20; and / or, the temperature of the first polymerization reaction is 60-80℃, and the reaction time is 5-8h; and / or The reaction solvent for the first polymerization reaction includes toluene, xylene, tetrahydrofuran, or 1,4-dioxane; and / or, The second polymerization reaction is carried out at a temperature of 60-80℃ for a reaction time of 5-8 hours; and / or, The reaction solvent for the second polymerization reaction includes methanol, ethanol, or benzyl alcohol.

7. The method for preparing the polymeric organic base according to claim 5 or 6, characterized in that, The method further includes a step of preparing the intermediate, specifically including the following steps: ； (1) Add raw material 1a / raw material 1b and raw material 2a / raw material 2b to the first organic solvent, and after the first reaction, obtain compound 1a / compound 1b; (2) Under the protection of an inert gas, in a second organic solvent, the compound 1a / compound 1b is added and mixed with sodium to carry out a second reaction; the reactants are collected and hexachloroethane is added to carry out a third reaction, and the compound 2a / compound 2b is collected. (3) Under the protection of an inert gas, in a third organic solvent, compound 2a and / or compound 2b, raw material 3 and potassium fluoride are added and mixed, and a fourth reaction is carried out to obtain compound 3; (4) Under the protection of an inert gas, in a fourth organic solvent, compound 3 and potassium tert-butoxide are added and a fifth reaction is carried out to obtain compound 4; (5) Under the protection of an inert gas, magnesium and iodine were mixed in the fifth organic solvent, and 3-bromostyrene was added to carry out the sixth reaction to obtain compound 5; phenyl dichlorophosphine was added to carry out the seventh reaction to obtain compound 6. (6) Under the protection of an inert gas, compound 4 and compound 6 are added to the sixth organic solvent to carry out the eighth reaction to obtain the desired intermediate.

8. The method for preparing the polymeric organic base according to claim 7, characterized in that: In step (1), the molar ratio of raw material 1a / raw material 1b to raw material 2a / raw material 2b is 1:1-1.2; and / or, In step (1), the first organic solvent includes n-pentanol, n-butanol, or isopropanol; and / or, In step (1), the temperature of the first reaction is 120-150℃, and the reaction time is 5-8 hours; and / or, In step (2), the molar ratio of compound 1a / compound 1b to sodium is 1:3-5; and / or, In step (2), the second organic solvent includes diethylene glycol dimethyl ether or ethylene glycol methyl ether; and / or, In step (2), the temperature of the second reaction is 100-120℃, and the reaction time is 20-24h; and / or, In step (2), the molar ratio of compound 1a / compound 1b to hexachloroethane is 1:1-1.5; and / or, In step (2), the temperature of the third reaction step is 20-30℃, and the reaction time is 2-4 hours; and / or, In step (3), the molar ratio of compound 2a / compound 2b, raw material 3, and potassium fluoride is 2:1:13-16; and / or, In step (3), the third organic solvent includes acetonitrile or acetone; and / or, In step (3), the temperature of the fourth reaction is 40-60℃, and the reaction time is 5-8 hours; and / or, In step (4), the molar ratio of compound 3 to potassium tert-butoxide is 1:1.5-2; and / or, In step (4), the fourth organic solvent includes tetrahydrofuran or 1,4-dioxane; and / or, In step (4), the temperature of the fifth reaction is 20-30℃, and the reaction time is 4-5 hours; and / or, In step (5), the molar ratio of 3-bromostyrene to magnesium is 1:1.2-1.3; and / or, In step (5), the molar ratio of 3-bromostyrene to elemental iodine is 1:1.2-1.3; and / or, In step (5), the fifth organic solvent includes tetrahydrofuran or 1,4-dioxane; and / or, In step (5), the temperature of the sixth reaction is 20-30℃, and the reaction time is 1-2 hours; and / or, In step (5), the molar ratio of phenyl dichlorophosphine to 3-bromostyrene is 1-1.3:1; and / or, In step (5), the temperature of the seventh reaction is 20-30℃, and the reaction time is 10-12h; and / or, In step (6), the molar ratio of compound 4 to compound 6 is 1:1-1.2; and / or, In step (6), the sixth organic solvent includes tetrahydrofuran or 1,4-dioxane; and / or, In step (6), the temperature of the eighth reaction is 20-30℃ and the reaction time is 20-24h.

9. A method for catalytically preparing phosphatidylcholine compounds, characterized in that, The step of carrying out an esterification reaction using L-α-glycine phosphocholine and fatty acid esters as raw materials in the presence of the polymeric organic base described in any one of claims 1-3; ； Wherein, the R a The R is a saturated or unsaturated hydrocarbon group of C11-C25. b It consists of C1-C4 saturated hydrocarbon groups.

10. The method for catalytically preparing phosphatidylcholine compounds according to claim 9, characterized in that: The molar ratio of L-α-glycine phosphate to fatty acid ester is 1:1-2.5; and / or, The mass ratio of the polymeric organic base to L-α-glycine choline is 1:100-1000; and / or, The esterification reaction is carried out at a temperature of 50-150℃ for a reaction time of 3.0-10 h; and / or, The reaction solvent for the esterification reaction includes at least one of dichloromethane, methyl tert-butyl ether, diethyl ether, tetrahydrofuran, or toluene.

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