A degradable plant growth regulator and its preparation method

Abstract

The present invention relates to the technical field of pesticide adjuvants, and in particular to a degradable plant growth regulator and a preparation method thereof, wherein the degradable plant growth regulator is obtained by molecular modification based on the molecular structure of antinexapac-ethyl. The degradable plant growth regulator described in the present invention is soluble in water. Through absorption by plant stems, leaves or roots, the antinexapac-ethyl component can be metabolized and slowly released in the plant body, thereby prolonging the plant's anti-lodging effect. It is more suitable for occasions that require specific control of plant growth and long-term maintenance of anti-lodging traits. The number of hydrophilic modification groups and the chain length of the hydrophilic groups can be controlled, and the HLB value of the product can be effectively regulated to enhance its compatibility and synergy.

Description

Technical Field

[0001] The invention relates to the technical field of pesticide adjuvants, in particular to a degradable plant growth regulator and a preparation method thereof. Background Art

[0002] Currently, trinexapac-ethyl, which is used as a pesticide adjuvant or plant growth regulator, regulates the level of gibberellins in plants to promote the lodging resistance of plants. It is mainly sprayed on the leaves, but once it is overdosed, it will cause the plants to wilt in the seedling stage and turn yellow in the flowering stage. The existing trinexapac-ethyl is difficult to degrade and release slowly, so it is very easy to cause damage to the plants. Summary of the invention

[0003] In order to solve the above technical deficiencies, the present invention provides a degradable plant growth regulator and a preparation method thereof, which has good biodegradability and enhances the use effect of trinexapac-ethyl products.

[0004] The present invention discloses a degradable plant growth regulator, the structural formula of which is shown in the following general formula:

[0005]

[0006] In the above general formula, R1 and R2 are modified substituent groups.

[0007] Wherein R1 is one of H, polyethylene oxide side chain, fatty acid ester side chain, and polyethylene oxide ester side chain;

[0008] R2 is one of H, ethyl, polyethylene oxide side chain, fatty acid ester side chain, and polyethylene oxide ester side chain;

[0009] When R1 is H, R2 is not H or ethyl; when R2 is H, R1 is not H.

[0010] When R1 is a polyethylene oxide side chain, its polyethylene oxide polymerization degree α is 1 to 34, and the polyethylene oxide side chain end-capping molecule X is H or K;

[0011] When R1 is a fatty acid ester side chain, the fatty acid group is one or more of a C2-C4 mono- or di-carboxylic acid and anhydride thereof;

[0012] When R1 is a polyethylene oxide ester side chain, its polyethylene oxide polymerization degree β is 1 to 20, and the acid involved in the esterification is C3 to C 10 of organic or inorganic acid;

[0013] When R2 is a polyethylene oxide side chain, its polyethylene oxide polymerization degree γ is 1 to 28, and the polyethylene oxide side chain end-capping molecule Y is H or K;

[0014] When R2 is a fatty acid ester side chain, the fatty acid group is one or more of a mono- or di-carboxylic acid of C= to C4 and an anhydride thereof;

[0015] When R2 is a polyethylene oxide ester side chain, its polyethylene oxide polymerization degree ω is 1 to 14, and the acid involved in the esterification is C3 to C 10 of organic or inorganic acid.

[0016] A method for preparing a degradable plant growth regulator, using two molecular structures of trinexapac-ethyl as matrices, i.e., R1 and R2 are both H, as in formula 1, or R1 is H and R2 is ethyl, as in formula 2, and modifying formulas 1 and 2 to obtain a target product.

[0017] Formula 1 is:

[0018]

[0019] Formula 2 is:

[0020]

[0021] The molecular modification of formula 1 is as follows:

[0022] The first method uses polyethylene oxide side chain to modify R1:

[0023] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound to ethylene oxide is 1:1-34, the polymerization pressure is 0.01-0.4 MPa, the polymerization temperature is 135°C-185°C, the reaction time is 3-8h, the catalyst is KOH, KHCO3, preferably KOH; the neutralizer is phosphoric acid, acetic acid, lactic acid, malic acid, citric acid, preferably acetic acid, to obtain the X-terminated product shown in formula 3.

[0024] Formula 3 is:

[0025]

[0026] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 4 and Formula 5 are obtained:

[0027] When the pH is 4.0 to 5.5, it is Formula 4, and when the pH is 5.5 to 8.0, it is Formula 5.

[0028] Formula 4 is:

[0029]

[0030] Formula 5 is:

[0031]

[0032] The second method uses fatty acid ester to modify R1:

[0033] Select one or more of C2-C4 saturated or unsaturated mono- or di-carboxylic acids and their anhydrides, and add the molten parent molecular compound of formula 1 to the base material with p-toluenesulfonic acid as a catalyst under the action of a solvent. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02-0.2 MPa, a reaction temperature of 60-150°C, and a reaction time of 4-8 hours. The solvent can be water, ethanol, or ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecular compound of formula 1, and the light components are recycled. The final product can be represented by formula 6:

[0034]

[0035] R3 is a C2-C4 saturated or unsaturated mono- or di-carboxylic acid and anhydride group thereof.

[0036] The third method is to modify R1 with a polyethylene oxide side chain:

[0037] It is done in two steps:

[0038] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound to ethylene oxide is 1:1-20, the polymerization pressure is 0.15-0.4 MPa, the polymerization temperature is 135°C-185°C, and the reaction time is 3-8h; the catalyst is KOH, KHCO3, preferably KOH, to obtain the target product as shown in formula 7:

[0039]

[0040] Then, under the action of solvent, 10 The parent molecular compound of formula 1 is added dropwise to a saturated or unsaturated organic acid or inorganic acid. With p-toluenesulfonic acid as a catalyst, the reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02-0.22MPa, the reaction temperature is 60-145°C, and the reaction time is 2-10h. The solvent can be water, ethanol, or ethyl acetate. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added, and the water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent, the unreacted parent molecular compound of formula 1, and the light components and the water-carrying agent are recycled. The final product can be represented by formula 8:

[0041]

[0042] R4 is C3~C 10 Saturated or unsaturated organic or inorganic acids and their potassium salts.

[0043] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0044] First, the modified product of polyethylene oxide with a degree of polymerization of 1 to 20 is prepared according to the above steps, formula 8. Then, phosphorus pentoxide is slowly added to the modified product, the molar ratio of substrate to phosphorus pentoxide is 1:1.05-1.5, the reaction temperature is 40-100°C, and the reaction time is 4-6h to obtain a polyethylene oxide phosphate modified product, and then a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:0.8-1.1. The obtained product can be used after sedimentation, filtration, slag removal and other processes. The product can be marked as formula 9:

[0045]

[0046] T and W are OH or K, and they may be the same or different.

[0047] The fourth method uses polyethylene oxide side chain to modify R2:

[0048] Slowly drop the molten parent molecular compound of formula 1 into polyethylene glycol with a degree of polymerization of 1 to 28, the molar ratio of polyethylene glycol to the parent molecular compound of formula 1 is 1.01 to 1.05:1, and under the action of the solvent, p-toluenesulfonic acid is used as a catalyst to drop the molten parent molecular compound of formula 1 into the bottom material. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02 to 0.25 MPa, the reaction temperature is 80 to 180°C, and the reaction time is 4 to 10 hours. The solvent can be one or a mixture of several of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. The reaction product is treated with a molecular distillation device to remove the solvent and polyethylene glycol, and the light components are recycled. The final product can be represented by formula 10:

[0049]

[0050] The fifth method is to modify R2 with fatty acid esters:

[0051] Choose C2~C 10 One or more saturated or unsaturated monovalent, divalent or polyvalent fatty alcohols are added to the bottom material with p-toluenesulfonic acid as a catalyst under the action of a solvent. The molten parent molecular compound of formula 1 is added dropwise to the bottom material. The reaction is carried out in a nitrogen atmosphere with a reaction pressure of 0.02 to 0.2 MPa, a reaction temperature of 70 to 180°C, and a reaction time of 4 to 10 hours. The solvent can be water, ethanol, or ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecular compound of formula 1, and the light components are recycled. The final product can be represented by formula 11:

[0052]

[0053] R5 is C2~C 10 Saturated or unsaturated monohydric, dihydric or polyhydric fatty alcohol groups.

[0054] The sixth method is to modify R2 with a polyoxyethylene ester side chain:

[0055] It is done in two steps:

[0056] The molten parent molecular compound of formula 1 is slowly added dropwise to the polyethylene glycol fatty alcohol ether with a polymerization degree of 1 to 14, wherein the starting alcohol of the polyethylene glycol fatty alcohol ether is a saturated or unsaturated straight-chain and branched fatty alcohol of C2 to C6. The molar ratio of the polyethylene glycol fatty alcohol ether to the parent molecular compound of formula 1 is 1.01 to 1.05:1. Under the action of a solvent, p-toluenesulfonic acid is used as a catalyst to dropwise add the molten parent molecular compound of formula 1 to the bottom material, and the reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02 to 0.25 MPa, a reaction temperature of 80 to 185°C, and a reaction time of 4 to 10 hours. The solvent can be one or a mixture of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. The reaction product is treated by a molecular distillation device to remove the solvent and polyethylene glycol, and the light components are recycled.

[0057] The target product is expressed as formula 12:

[0058]

[0059] R6 is a C2-C6 saturated or unsaturated straight-chain or branched fatty alcohol group.

[0060] The seventh type is to modify R1 and R2 at the same time:

[0061] Referring to the above-mentioned method for modifying R1 and R2 separately, the modification is carried out in the order of modifying R2 first and then modifying R1, and the target products of Formulas 13 to 16 can be obtained respectively:

[0062] Formula 13:

[0063]

[0064] Formula 14:

[0065]

[0066] Formula 15:

[0067]

[0068] Formula 16:

[0069]

[0070] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as a modifying group to modify R1 and R2. This process is divided into three steps:

[0071] ① First, modify R2 with polyethylene oxide side chain;

[0072] ② Modify R1 with polyethylene oxide side chain;

[0073] ③ The product is phosphorylated and the obtained product is shown in Formula 17:

[0074]

[0075] M, Q, T, and W can be OH or K, and each phosphate end cap contains at least one K.

[0076] The molecular modification of formula 2 is performed, and only R1 is modified:

[0077] Modification of R1 with polyethylene oxide side chain:

[0078] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound of formula 2 to ethylene oxide is 1:1-34, the polymerization pressure is 0.01-0.5 MPa, the polymerization temperature is 135-185°C, and the reaction time is 3-8 hours; the catalyst is KOH, KHCO3, preferably KOH; the neutralizer is phosphoric acid, acetic acid, lactic acid, malic acid, citric acid, preferably acetic acid. The X-terminated product shown in formula 18 is obtained.

[0079] Formula 18:

[0080]

[0081] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 19 and Formula 20 are obtained:

[0082] When the pH is 4.0 to 5.5, it is Formula 19, and when the pH is 5.5 to 8.0, it is Formula 20.

[0083] Formula 19:

[0084]

[0085] Formula 20:

[0086]

[0087] The R2 in formula 2 is modified by using fatty acid ester:

[0088] Select one or more of C2-C4 saturated or unsaturated mono- or di-carboxylic acids and their anhydrides, add the molten parent molecular compound of formula 2 to the base material with p-toluenesulfonic acid as a catalyst under the action of a solvent. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02-0.2 MPa, a reaction temperature of 60-140°C, and a reaction time of 4-8 hours. The solvent can be water, ethanol, or ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecular compound of formula 2, and the light components are recycled. The final product can be represented by formula 21:

[0089]

[0090] R7 is a C2-C4 saturated or unsaturated mono- or di-carboxylic acid and an anhydride group thereof.

[0091] The R1 in Formula 2 is modified by using a polyoxyethylene ester side chain:

[0092] It is done in two steps:

[0093] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound to ethylene oxide is 1:1-20, the polymerization pressure is 0.01-0.4 MPa, the polymerization temperature is 135-185°C, and the reaction time is 3-8 hours; the catalyst is KOH, KHCO3, preferably KOH, to obtain the target product represented by formula 22:

[0094]

[0095] Then, under the action of solvent, 10 The parent molecular compound of formula 2 is added dropwise to a saturated or unsaturated organic acid or inorganic acid. With p-toluenesulfonic acid as a catalyst, the reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02-0.22MPa, the reaction temperature is 60-230°C, and the reaction time is 2-10h. The solvent can be water, ethanol, or ethyl acetate. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added, and the water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent, the unreacted parent molecular compound of formula 2, and the light components and the water-carrying agent are recycled. The final product can be represented by formula 23:

[0096]

[0097] R8 is C3~C 10 Saturated or unsaturated organic or inorganic acids and their potassium salts.

[0098] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0099] First, a modified product with a degree of polymerization of polyethylene oxide of 1 to 20 is prepared according to the above steps. Then, phosphorus pentoxide is slowly added to the modified product, and the molar ratio of substrate to phosphorus pentoxide is 1:1.05 to 1.5. The reaction temperature is 40 to 180°C, and the reaction time is 4 to 6 hours to obtain a polyoxyethylene phosphate modified product. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:0.8 to 1.1. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be represented by formula 24:

[0100]

[0101] T and W can be OH or K, and they can be the same or different.

[0102] The degradable plant growth regulator obtained by the present invention is soluble in water, absorbed by plant stems, leaves or roots, and can be metabolized and slowly released into trinexapac-ethyl in the plant body, thereby prolonging the continuous effect of plant anti-lodging. It is more suitable for occasions that require specific control of plant growth and long-term maintenance and improvement of anti-lodging traits. Controlling the number of hydrophilic modification groups and the chain length of the hydrophilic groups can effectively regulate the HLB value of the product and enhance its compatibility and synergy.

[0103] A degradable plant growth regulator that can be degraded by mold, actinomycetes, fungi and other microorganisms in the soil. The polyethylene oxide chain segment can be degraded by pseudomonas, bacillus and other microorganisms. The slow-released active ingredients can be absorbed by plants and have a long-term effect on the plants. DETAILED DESCRIPTION

[0104] In order to further explain the technical means and effects adopted by the present invention to achieve the predetermined invention purpose, the specific implementation method, structure, characteristics and effects of the present invention are described in detail below in combination with the preferred embodiments.

[0105] Embodiment 1:

[0106] The invention discloses a degradable plant growth regulator. The two molecular structures of trinexapac-ethyl are used as matrices, that is, R1 and R2 are both H, as in formula 1, or R1 is H and R2 is ethyl, as in formula 2. Formula 1 and formula 2 are modified to obtain a target product.

[0107] Formula 1 is:

[0108]

[0109] Formula 2 is:

[0110]

[0111] The molecular modification of formula 1 is as follows:

[0112] The first method uses polyethylene oxide side chain to modify R1:

[0113] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound of formula 1 to ethylene oxide is 1:5, the polymerization pressure is 0.02-0.2MPa, the polymerization temperature is 135-165°C, the reaction time is 4h, KOH is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 7:1000; acetic acid is used as a neutralizer, and the mass ratio of the neutralizer to the catalyst is 0.8:1. The X-terminated product shown in formula 3 is obtained.

[0114] Formula 3 is:

[0115]

[0116] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 4 and Formula 5 are obtained:

[0117] When the pH is controlled at 4.5, Formula 4 is obtained, and when the pH is controlled at 6.0, Formula 5 is obtained.

[0118] Formula 4 is:

[0119]

[0120] Formula 5 is:

[0121]

[0122] The second method uses fatty acid ester to modify R1:

[0123] One or more of saturated or unsaturated monocarboxylic or dicarboxylic acids and their anhydrides of C2 to C4 are selected. In this embodiment, methacrylic acid is selected, and the molar ratio of methacrylic acid to the parent molecular compound of formula 1 is 1:1. Under the action of solvent, p-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 15:1000. The molten parent molecular compound of formula 1 is added dropwise to the bottom material. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02 to 0.2 MPa, the reaction temperature is 65 to 120°C, and the reaction time is 5h. The solvent can be water, ethanol, and ethyl acetate, and the volume ratio of the three is 20:5:3. In order to protect the unsaturated double bonds of methacrylic acid, it is also necessary to add an inhibitor hydroquinone to the substrate, and the mass ratio of the inhibitor to methacrylic acid is 2:10000. The reaction product is treated by molecular distillation equipment, the operating temperature is 80°C to 200°C, the operating pressure is 5 to 50Pa, the solvent and the unreacted parent molecular compound of formula 1 are removed, and the light components are recycled. The temperature of the operation process is a range value because the temperature required to remove low-boiling-point reactants and solvents is lower than 100°C, the temperature required to remove water and slightly high-boiling-point solvents is 100-150°C, and the temperature required to remove high-boiling-point substances is above 150°C. The specific setting is based on actual needs. The same below.

[0124] The final product can be expressed as formula 6:

[0125]

[0126] R3 is a methacrylic acid group.

[0127] The third method is to modify R1 with a polyethylene oxide side chain:

[0128] It is done in two steps:

[0129] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound to ethylene oxide is 1:5, the polymerization pressure is 0.02-0.2 MPa, the polymerization temperature is 135°C-165°C, and the reaction time is 5 hours; KOH is used as the catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 10:1000; the target product is obtained as shown in formula 7:

[0130]

[0131] Then, under the action of solvent, 10In the saturated or unsaturated organic acid or inorganic acid, methacrylic acid is selected in this embodiment, and the parent molecular compound of formula 1 is added dropwise, and the molar ratio of methacrylic acid to the parent molecular compound of formula 1 is 1:1. Para-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 25:1000. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02-0.2MPa, the reaction temperature is 60-120°C, and the reaction time is 3h. The solvent can be water, ethanol, and ethyl acetate, and the volume ratio of the three is 35:8:3. In order to protect the unsaturated double bonds of methacrylic acid, it is also necessary to add an inhibitor hydroquinone to the substrate, and the mass ratio of the inhibitor to methacrylic acid is 1:10000. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added. The water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. In this embodiment, butyl acetate is used, and the volume ratio of the water-carrying agent to the reaction material is 1:100. The reaction product is treated by molecular distillation equipment at an operating temperature of 80°C to 250°C and an operating pressure of 3 to 50Pa to remove the solvent, the unreacted parent molecular compound of Formula 1, the light components and the water-carrying agent for recycling. The final product can be represented by Formula 8:

[0132]

[0133] R4 is a methacrylic acid group.

[0134] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0135] First, a modified product with a degree of polymerization of 1 to 20 of polyethylene oxide as shown in Formula 8 is prepared according to the aforementioned steps. Then, phosphorus pentoxide is slowly added to the modified product, the molar ratio of substrate to phosphorus pentoxide is 1:1.2, the reaction temperature is 80 to 150°C, and the reaction time is 6 hours to obtain a polyoxyethylene phosphate modified product. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:0.9. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be indicated as Formula 9:

[0136]

[0137] T and W are OH or K, and they may be the same or different.

[0138] The fourth method uses polyethylene oxide side chain to modify R2:

[0139] Slowly drop the molten parent molecular compound of formula 1 into polyethylene glycol with a degree of polymerization of 1 to 8, the molar ratio of polyethylene glycol to the parent molecular compound of formula 1 is 1.02:1, under the action of the solvent, p-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 25:1000. Drop the molten parent molecular compound of formula 1 into the base material. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02 to 0.2 MPa, the reaction temperature is 80 to 165°C, and the reaction time is 8h. The solvent can be a mixture of one or more of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. The solvent used in this embodiment is ethanol, and the volume ratio of the solvent to polyethylene glycol is 28:100. The reaction product is treated by molecular distillation equipment, the operating temperature is 80°C to 250°C, the operating pressure is 5 to 50Pa, the solvent and polyethylene glycol are removed, and the light components are recycled. The final product can be represented by formula 10:

[0140]

[0141] The fifth method is to modify R2 with fatty acid esters:

[0142] Choose C2~C 10 One or more of saturated or unsaturated monovalent, divalent or polyvalent fatty alcohols. In this embodiment, propylene glycol is used as a catalyst under the action of a solvent, and p-toluenesulfonic acid is used as a catalyst. The mass ratio of the catalyst to the parent molecular compound of formula 1 is 5:1000. The molten parent molecular compound of formula 1 is added dropwise to the base material, and the molar ratio of propylene glycol to the parent molecular compound of formula 1 is 1:1.1. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02 to 0.2 MPa, a reaction temperature of 80 to 160°C, and a reaction time of 10 hours. The solvent can be water, ethanol, or ethyl acetate, and the volume ratio of the three is 22:8:3. The reaction product is treated with a molecular distillation device at an operating temperature of 80°C to 250°C and an operating pressure of 5 to 50Pa to remove the solvent and the unreacted parent molecular compound of formula 1, and the light components are recycled. The final product can be represented by formula 11:

[0143]

[0144] R5 is a propylene glycol group.

[0145] The sixth method is to modify R2 with a polyoxyethylene ester side chain:

[0146] It is done in two steps:

[0147] Slowly drip the molten parent molecular compound of formula 1 into the polyethylene glycol fatty alcohol ether with a polymerization degree of 1 to 14, wherein the starting alcohol of the polyethylene glycol fatty alcohol ether is propylene glycol. The molar ratio of the polyethylene glycol fatty alcohol ether to the parent molecular compound of formula 1 is 1.04:1. Under the action of the solvent, p-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 30:1000. The molten parent molecular compound of formula 1 is dripped into the bottom material, and the reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02 to 0.2 MPa, a reaction temperature of 80 to 180°C, and a reaction time of 5 hours. The solvent can be a mixture of one or more of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. Ethyl acetate is preferably used in this embodiment. The reaction product is treated by molecular distillation equipment, with an operating temperature of 80°C to 250°C and an operating pressure of 3 to 50Pa, and the solvent and polyethylene glycol are removed, and the light components are recycled.

[0148] The target product is expressed as formula 12:

[0149]

[0150] R6 is a propylene glycol group.

[0151] The seventh type is to modify R1 and R2 at the same time:

[0152] Referring to the above-mentioned method for modifying R1 and R2 separately, the modification is carried out in the order of modifying R2 first and then modifying R1, and the target products of Formulas 13 to 16 can be obtained respectively:

[0153] Formula 13:

[0154]

[0155] Formula 14:

[0156] Formula 15:

[0157]

[0158] Formula 16:

[0159]

[0160] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as a modifying group to modify R1 and R2. This process is divided into three steps:

[0161] ① First, modify R2 with polyethylene oxide side chain;

[0162] ② Modify R1 with polyethylene oxide side chain;

[0163] ③ The product is phosphorylated and the obtained product is shown in Formula 17:

[0164]

[0165] M, Q, T, and W can be OH or K, and each phosphate end cap contains at least one K.

[0166] The molecular modification of formula 2 is performed, and only R1 is modified:

[0167] Modification of R1 with polyethylene oxide side chain:

[0168] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound of formula 2 to ethylene oxide is 1:5, the polymerization pressure is 0.02-0.15 MPa, the polymerization temperature is 135-170°C, the reaction time is 6 hours, KOH is used as a catalyst, and phosphoric acid is used as a neutralizer. The X-terminated product shown in formula 18 is obtained.

[0169] Formula 18:

[0170]

[0171] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 19 and Formula 20 are obtained:

[0172] When the pH is controlled at 4.5, equation 19 is obtained, and when the pH is controlled at 6, equation 20 is obtained.

[0173] Formula 19:

[0174]

[0175] Formula 20:

[0176]

[0177] The R2 in formula 2 is modified by using fatty acid ester:

[0178] One or more of saturated or unsaturated mono- or di-carboxylic acids of C2 to C4 and their anhydrides are selected. In this embodiment, methacrylic acid is used. Under the action of a solvent, p-toluenesulfonic acid is used as a catalyst, and the molten parent molecular compound of formula 2 is added dropwise to the base material. The molar ratio of methacrylic acid to the parent molecular compound of formula 2 is 1:1.2, and the mass ratio of the catalyst to the parent molecular compound of formula 2 is 30:1000. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.03 to 0.18 MPa, a reaction temperature of 65 to 125°C, and a reaction time of 4 hours. The solvent can be water, ethanol, or ethyl acetate, and the volume ratio of the three is 30:5:3. The reaction product is treated with a molecular distillation device, with an operating temperature of 80°C to 250°C and an operating pressure of 5 to 50 Pa, to remove the solvent, the unreacted parent molecular compound of formula 2, and the light components are recycled. The final product can be represented by formula 21:

[0179]

[0180] R7 is a methacrylic acid group.

[0181] The R1 in Formula 2 is modified by using a polyoxyethylene ester side chain:

[0182] It is done in two steps:

[0183] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound of formula 2 to ethylene oxide is 1:10, the polymerization pressure is 0.02-0.3 MPa, the polymerization temperature is 135-160°C, and the reaction time is 4 hours; KHCO3 is used as the catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 2 is 15:1000, and the target product is marked as formula 22:

[0184]

[0185] Then, under the action of the solvent, the parent molecular compound of formula 2 is added dropwise to methacrylic acid, and the molar ratio of methacrylic acid to the parent molecular compound of formula 2 is 1:1. Using p-toluenesulfonic acid as a catalyst, the mass ratio of the catalyst to the parent molecular compound of formula 2 is 20:1000, and the reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.06-0.18MPa, the reaction temperature is 70-120°C, and the reaction time is 8h. The solvent can be water, ethanol, and ethyl acetate, and the volume ratio of the three is 40:8:3. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added, and the water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. Toluene is used in this embodiment, and the volume ratio of toluene to the reaction material is 2:100. The reaction product is treated by molecular distillation equipment, with an operating temperature of 80°C to 250°C and an operating pressure of 5-50Pa, and the solvent, unreacted parent molecular compound of formula 2, light components and water-carrying agent are removed and recycled. The final product can be represented by formula 23:

[0186]

[0187] R8 is a methacrylic acid group.

[0188] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0189] First, the modified product of formula 23 with a degree of polymerization of polyethylene oxide of 1 to 16 is prepared according to the above steps. Then, phosphorus pentoxide is slowly added to the modified product, and the molar ratio of substrate to phosphorus pentoxide is 1:1.3. The reaction temperature is 80-125°C, and the reaction time is 5h to obtain a polyethylene oxide phosphate modified product. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:1. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be labeled as formula 24:

[0190]

[0191] T and W can be OH or K, and they can be the same or different.

[0192] Embodiment 2:

[0193] The invention discloses a degradable plant growth regulator. The two molecular structures of trinexapac-ethyl are used as matrices, that is, R1 and R2 are both H, as in formula 1, or R1 is H and R2 is ethyl, as in formula 2. Formula 1 and formula 2 are modified to obtain a target product.

[0194] Formula 1 is:

[0195]

[0196] Formula 2 is:

[0197]

[0198] The molecular modification of formula 1 is as follows:

[0199] The first method uses polyethylene oxide side chain to modify R1:

[0200] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound to ethylene oxide is 1:18, the polymerization pressure is 0.05-0.2MPa, the polymerization temperature is 135-180°C, the reaction time is 8h, KOH is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 25:1000; acetic acid is used as a neutralizer, and the mass ratio of the neutralizer to the catalyst is 1.2:1. The X-terminated product shown in formula 3 is obtained.

[0201] Formula 3 is:

[0202]

[0203] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 4 and Formula 5 are obtained:

[0204] When the pH is controlled at 5, Formula 4 is obtained, and when the pH is controlled at 7.5, Formula 5 is obtained.

[0205] Formula 4 is:

[0206]

[0207] Formula 5 is:

[0208]

[0209] The second method uses fatty acid ester to modify R1:

[0210] One or more of saturated or unsaturated mono- or di-carboxylic acids of C2 to C4 and their anhydrides are selected. In this embodiment, acrylic acid is selected, and the molar ratio of acrylic acid to the parent molecular compound of formula 1 is 1:1.2. Under the action of a solvent, p-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 20:1000. The molten parent molecular compound of formula 1 is added dropwise to the base material. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02 to 0.15 MPa, a reaction temperature of 70 to 130°C, and a reaction time of 4 hours. The solvent can be water, ethanol, or ethyl acetate, with a volume ratio of 22:6:3. The reaction product is treated with a molecular distillation device at an operating temperature of 80°C to 250°C and an operating pressure of 5 to 50Pa to remove the solvent, the unreacted parent molecular compound of formula 1, and the light components are recycled. The final product can be represented by formula 6:

[0211]

[0212] R3 is an acrylic acid group.

[0213] The third method is to modify R1 with a polyethylene oxide side chain:

[0214] It is done in two steps:

[0215] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound to ethylene oxide is 1:15, the polymerization pressure is 0.02-0.25 MPa, the polymerization temperature is 135-175°C, and the reaction time is 6 hours; KOH is used as the catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 15:1000; the target product is obtained as shown in formula 7:

[0216]

[0217] Then, under the action of solvent, 10 In the saturated or unsaturated organic acid or inorganic acid, acrylic acid is selected in this embodiment, and the parent molecular compound of formula 1 is added dropwise, and the molar ratio of acrylic acid to the parent molecular compound of formula 1 is 1:1. Para-toluenesulfonic acid is used as the catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 30:1000. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02-0.22MPa, the reaction temperature is 60-125°C, and the reaction time is 4h. The solvent can be water, ethanol, and ethyl acetate, and the volume ratio of the three is 35:6:3. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added. The water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. In this embodiment, sec-butyl acetate is used, and the volume ratio of the water-carrying agent to the reaction material is 2:100. The reaction product is treated with a molecular distillation device, the operating temperature is 80°C-250°C, the operating pressure is 3-50Pa, and the solvent and unreacted

[0218] The parent molecular compound of formula 1, the light component and the water-carrying agent are recycled. The final product can be represented by formula 8:

[0219]

[0220] R4 is an acrylic acid group.

[0221] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0222] First, a modified product with a degree of polymerization of 1 to 10 of polyethylene oxide as shown in Formula 8 is prepared according to the aforementioned steps. Then, phosphorus pentoxide is slowly added to the modified product, the molar ratio of substrate to phosphorus pentoxide is 1:1.2, the reaction temperature is 40 to 155°C, and the reaction time is 5 hours to obtain a polyoxyethylene phosphate modified product. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:0.9. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be represented by Formula 9:

[0223]

[0224] T and W are OH or K, and they may be the same or different.

[0225] The fourth method uses polyethylene oxide side chain to modify R2:

[0226] Slowly drop the molten parent molecular compound of formula 1 into polyethylene glycol with a degree of polymerization of 1 to 25, the molar ratio of polyethylene glycol to the parent molecular compound of formula 1 is 1.03:1, under the action of the solvent, p-toluenesulfonic acid is used as a catalyst, the mass ratio of the catalyst to the parent molecular compound of formula 1 is 30:1000, and the molten parent molecular compound of formula 1 is added to the bottom material. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02 to 0.2 MPa, the reaction temperature is 80 to 180°C, and the reaction time is 7h. The solvent can be a mixture of one or more of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. In this embodiment, tetrahydrofuran is selected, and the volume ratio of the solvent to polyethylene glycol is 40:100. The reaction product is treated by molecular distillation equipment, the operating temperature is 80°C to 250°C, the operating pressure is 5 to 50Pa, the solvent and polyethylene glycol are removed, and the light components are recycled. The final product can be represented by formula 10:

[0227]

[0228] The fifth method is to modify R2 with fatty acid esters:

[0229] Choose C2~C 10 One or more of saturated or unsaturated monovalent, divalent or polyvalent fatty alcohols. This embodiment uses n-butanol, under the action of a solvent, with p-toluenesulfonic acid as a catalyst, the mass ratio of the catalyst to the parent molecular compound of Formula 1 is 15:1000, and the molten parent molecular compound of Formula 1 is added dropwise to the base material, and the reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02-0.2MPa, a reaction temperature of 80-125°C, and a reaction time of 5.5h. The solvent can be water, ethanol, or ethyl acetate, and the volume ratio of the three is 40:8:3. The reaction product is treated with a molecular distillation device, with an operating temperature of 80°C to 250°C and an operating pressure of 5-50Pa, to remove the solvent, the unreacted parent molecular compound of Formula 1, and the light components are recycled. The final product can be represented by Formula 11:

[0230]

[0231] R5 is an n-butanol group.

[0232] The sixth method is to modify R2 with a polyoxyethylene ester side chain:

[0233] It is done in two steps:

[0234] Slowly drip the molten parent molecular compound of formula 1 into the polyethylene glycol fatty alcohol ether with a polymerization degree of 1 to 14, wherein the starting alcohol of the polyethylene glycol fatty alcohol ether is neopentyl glycol. The molar ratio of the polyethylene glycol fatty alcohol ether to the parent molecular compound of formula 1 is 1.04:1. Under the action of the solvent, p-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 20:1000. The molten parent molecular compound of formula 1 is dripped into the bottom material, and the reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.2 to 0.25 MPa, a reaction temperature of 135 to 185°C, and a reaction time of 5 hours. The solvent can be a mixture of one or more of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. Ethanol is used in this embodiment. The reaction product is treated by molecular distillation equipment, with an operating temperature of 80°C to 250°C and an operating pressure of 5 to 50Pa, and the solvent and polyethylene glycol are removed, and the light components are recycled.

[0235] The target product is expressed as formula 12:

[0236]

[0237] R6 is a neopentyl glycol group.

[0238] The seventh type is to modify R1 and R2 at the same time:

[0239] Referring to the above-mentioned method for modifying R1 and R2 separately, the modification is carried out in the order of modifying R2 first and then modifying R1, and the target products of Formulas 13 to 16 can be obtained respectively:

[0240] Formula 13:

[0241]

[0242] Formula 14:

[0243] Formula 15:

[0244]

[0245] Formula 16:

[0246]

[0247] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as a modifying group to modify R1 and R2. This process is divided into three steps:

[0248] ① First, modify R2 with polyethylene oxide side chain;

[0249] ② Modify R1 with polyethylene oxide side chain;

[0250] ③ The product is phosphorylated and the obtained product is shown in Formula 17:

[0251]

[0252] M, Q, T, and W can be OH or K, and each phosphate end cap contains at least one K.

[0253] The molecular modification of formula 2 is performed, and only R1 is modified:

[0254] Modification of R1 with polyethylene oxide side chain:

[0255] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound of formula 2 to ethylene oxide is 1:18, the polymerization pressure is 0.02-0.3 MPa, the polymerization temperature is 145-165°C, the reaction time is 6 hours, KOH is used as a catalyst, and acetic acid is used as a neutralizer to obtain the X-terminated product shown in formula 18.

[0256] Formula 18:

[0257]

[0258] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 19 and Formula 20 are obtained:

[0259] When the pH is controlled at 5, equation 19 is obtained, and when the pH is controlled at 6, equation 20 is obtained.

[0260] Formula 19:

[0261]

[0262] Formula 20:

[0263]

[0264] The R2 in formula 2 is modified by using fatty acid ester:

[0265] Select one or more of C2-C4 saturated or unsaturated mono- or di-carboxylic acids and their anhydrides. In this embodiment, acrylic acid is used. The molar ratio of acrylic acid to the parent molecular compound of formula 2 is 1:1. Under the action of solvent, p-toluenesulfonic acid is used as a catalyst. The mass ratio of the catalyst to the parent molecular compound of formula 2 is 25:1000. The molten parent molecular compound of formula 2 is added dropwise to the base material. The reaction is carried out in a nitrogen atmosphere with a reaction pressure of 0.02-0.2MPa, a reaction temperature of 80-125°C, and a reaction time of 6h. The solvent can be water, ethanol, or ethyl acetate in a volume ratio of 40:6:3. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecular compound of formula 2, and the light components are recycled. The final product can be represented by formula 21:

[0266]

[0267] R7 is an acrylic acid group.

[0268] The R1 in Formula 2 is modified by using a polyoxyethylene ester side chain:

[0269] It is done in two steps:

[0270] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound to ethylene oxide is 1:10, the polymerization pressure is 0.2-0.4 MPa, the polymerization temperature is 135-165° C., and the reaction time is 5 h; KOH is used as the catalyst, and the target product is represented by formula 22:

[0271]

[0272] Then, under the action of the solvent, the parent molecular compound of formula 2 is added dropwise to the acrylic acid. Using p-toluenesulfonic acid as a catalyst, the reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02-0.2MPa, the reaction temperature is 60-130°C, and the reaction time is 2h. The solvent can be water, ethanol, and ethyl acetate, and the volume ratio of the three is 40:10:3. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added. The water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. Benzene is used in this embodiment, and the volume ratio of the water-carrying agent to the reaction material is 2:100. The reaction product is treated with a molecular distillation device to remove the solvent, the unreacted parent molecular compound of formula 2, and the light components and the water-carrying agent are recycled. The final product can be represented by formula 23:

[0273]

[0274] R8 is an acrylic acid group.

[0275] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0276] First, the modified product of formula 23 with a degree of polymerization of polyethylene oxide of 1 to 18 is prepared according to the above steps. Then, phosphorus pentoxide is slowly added to the modified product, and the molar ratio of substrate to phosphorus pentoxide is 1:1.4. The reaction temperature is 80 to 180°C, and the reaction time is 6 hours to obtain a polyethylene oxide phosphate modified product. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:1. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be labeled as formula 24:

[0277]

[0278] T and W can be OH or K, and they can be the same or different.

[0279] Embodiment 3:

[0280] The invention discloses a degradable plant growth regulator. The two molecular structures of trinexapac-ethyl are used as matrices, that is, R1 and R2 are both H, as in formula 1, or R1 is H and R2 is ethyl, as in formula 2. Formula 1 and formula 2 are modified to obtain a target product.

[0281] Formula 1 is:

[0282]

[0283] Formula 2 is:

[0284]

[0285] The molecular modification of formula 1 is as follows:

[0286] The first method uses polyethylene oxide side chain to modify R1:

[0287] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound of formula 1 to ethylene oxide is 1:30, the polymerization pressure is 0.01-0.3 MPa, the polymerization temperature is 135-185°C, the reaction time is 8 hours, KOH is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 5:1000; acetic acid is used as a neutralizer, and the mass ratio of the neutralizer to the catalyst is 1.2:1. The X-terminated product shown in formula 3 is obtained.

[0288] Formula 3 is:

[0289]

[0290] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 4 and Formula 5 are obtained:

[0291] When the pH is controlled at 4.2, Formula 4 is obtained, and when the pH is 7, Formula 5 is obtained.

[0292] Formula 4 is:

[0293]

[0294] Formula 5 is:

[0295]

[0296] The second method uses fatty acid ester to modify R1:

[0297] One or more of C2-C4 saturated or unsaturated mono- or di-carboxylic acids and their anhydrides are selected. Maleic anhydride is selected in this embodiment, and the molar ratio of maleic anhydride to the parent molecular compound of Formula 1 is 1:1. Under the action of a solvent, p-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of Formula 1 is 35:1000. The molten parent molecular compound of Formula 1 is added dropwise to the base material. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02-0.2MPa, a reaction temperature of 80-145°C, and a reaction time of 6h. The solvent can be water, ethanol, or ethyl acetate, with a volume ratio of 30:5:3. The reaction product is treated with a molecular distillation device at an operating temperature of 80°C to 200°C and an operating pressure of 5-50Pa to remove the solvent and the unreacted parent molecular compound of Formula 1, and the light components are recycled. The final product can be labeled as

[0298] Formula 6:

[0299]

[0300] R3 is a maleic anhydride group.

[0301] The third method is to modify R1 with a polyethylene oxide side chain:

[0302] It is done in two steps:

[0303] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound to ethylene oxide is 1:10, the polymerization pressure is 0.02-0.2 MPa, the polymerization temperature is 135-175°C, and the reaction time is 4 hours; KOH is used as the catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 20:1000; the target product is obtained as shown in formula 7:

[0304]

[0305] Then, under the action of solvent, 10In the saturated or unsaturated organic acid or inorganic acid, methacrylic acid is selected in this embodiment, and the parent molecular compound of formula 1 is added dropwise, and the molar ratio of methacrylic acid to the parent molecular compound of formula 1 is 1:1.1. Para-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 35:1000. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.1-0.2MPa, the reaction temperature is 60-135°C, and the reaction time is 8h. The solvent can be water, ethanol, and ethyl acetate, and the volume ratio of the three is 35:10:3. In order to protect the unsaturated double bonds of methacrylic acid, it is also necessary to add an inhibitor hydroquinone to the substrate, and the mass ratio of the inhibitor to methacrylic acid is 4:10000. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added, and the water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. In this embodiment, butyl acetate is used, and the volume ratio of the water-carrying agent to the reaction material is 2:100. The reaction product is treated by molecular distillation equipment at an operating temperature of 80°C to 250°C and an operating pressure of 3 to 50Pa to remove the solvent, the unreacted parent molecular compound of Formula 1, the light components and the water-carrying agent for recycling. The final product can be represented by Formula 8:

[0306]

[0307] R4 is a methacrylic acid group.

[0308] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0309] First, a modified product with a degree of polymerization of polyethylene oxide of 1 to 20 as shown in Formula 8 is prepared according to the aforementioned steps. Then, phosphorus pentoxide is slowly added to the modified product, the molar ratio of substrate to phosphorus pentoxide is 1:1.3, the reaction temperature is 60 to 135°C, and the reaction time is 5 hours to obtain a polyoxyethylene phosphate modified product. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:0.9. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be represented by Formula 9:

[0310]

[0311] T and W are OH or K, and they may be the same or different.

[0312] The fourth method uses polyethylene oxide side chain to modify R2:

[0313] Slowly drop the molten parent molecular compound of formula 1 into polyethylene glycol with a degree of polymerization of 1 to 12, the molar ratio of polyethylene glycol to the parent molecular compound of formula 1 is 1.03:1, under the action of solvent, use p-toluenesulfonic acid as a catalyst, the mass ratio of the catalyst to the parent molecular compound of formula 1 is 15:1000, and drop the molten parent molecular compound of formula 1 into the bottom material. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.06 to 0.25 MPa, the reaction temperature is 135 to 180°C, and the reaction time is 6 hours. The solvent can be a mixture of one or more of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. In this embodiment, ethanol is used, and the volume ratio of the solvent to polyethylene glycol is 40:100. The reaction product is treated by molecular distillation equipment, the operating temperature is 80°C to 250°C, the operating pressure is 5 to 50Pa, the solvent and polyethylene glycol are removed, and the light components are recycled. The final product can be represented by formula 10:

[0314]

[0315] The fifth method is to modify R2 with fatty acid esters:

[0316] Choose C2~C 10 One or more of saturated or unsaturated monovalent, divalent or polyvalent fatty alcohols. In this embodiment, isooctyl alcohol is used. Under the action of a solvent, p-toluenesulfonic acid is used as a catalyst to drop a molten parent molecular compound of formula 1 into the base material. The molar ratio of isooctyl alcohol to the parent molecular compound of formula 1 is 1:1.2, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 30:1000. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.05 to 0.18 MPa, a reaction temperature of 72 to 178°C, and a reaction time of 8 hours. The solvent can be water, ethanol, or ethyl acetate, and the volume ratio of the three is 20:10:3. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecular compound of formula 1, and the light components are recycled. The final product can be represented by formula 11:

[0317]

[0318] R5 is isooctyl.

[0319] The sixth method is to modify R2 with a polyoxyethylene ester side chain:

[0320] It is done in two steps:

[0321] Slowly drip the molten parent molecular compound of formula 1 into the polyethylene glycol fatty alcohol ether with a polymerization degree of 1 to 14, wherein the starting alcohol of the polyethylene glycol fatty alcohol ether is n-butanol. The molar ratio of the polyethylene glycol fatty alcohol ether to the parent molecular compound of formula 1 is 1.03:1. Under the action of the solvent, p-toluenesulfonic acid is used as a catalyst, and the mass ratio of the catalyst to the parent molecular compound of formula 1 is 40:1000. The molten parent molecular compound of formula 1 is dripped into the bottom material, and the reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02 to 0.2 MPa, a reaction temperature of 80 to 180°C, and a reaction time of 10 hours. The solvent can be a mixture of one or more of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. Crown ether is used in this embodiment. The reaction product is treated by molecular distillation equipment to remove the solvent and polyethylene glycol, and the light components are recycled.

[0322] The target product is expressed as formula 12:

[0323]

[0324] R6 is an n-butanol group.

[0325] The seventh type is to modify R1 and R2 at the same time:

[0326] Referring to the above-mentioned method for modifying R1 and R2 separately, the modification is carried out in the order of modifying R2 first and then modifying R1, and the target products of Formulas 13 to 16 can be obtained respectively:

[0327] Formula 13:

[0328]

[0329] Formula 14:

[0330] Formula 15:

[0331]

[0332] Formula 16:

[0333]

[0334] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as a modifying group to modify R1 and R2. This process is divided into three steps:

[0335] ① First, modify R2 with polyethylene oxide side chain;

[0336] ② Modify R1 with polyethylene oxide side chain;

[0337] ③ The product is phosphorylated and the obtained product is shown in Formula 17:

[0338]

[0339] M, Q, T, and W can be OH or K, and each phosphate end cap contains at least one K.

[0340] The molecular modification of formula 2 is performed, and only R1 is modified:

[0341] Modification of R1 with polyethylene oxide side chain:

[0342] In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound of formula 2 to ethylene oxide is 1:25, the polymerization pressure is 0.1-0.5 MPa, the polymerization temperature is 135-165°C, the reaction time is 8 hours, KOH is used as the catalyst, and acetic acid is used as the neutralizer. The X-terminated product shown in formula 18 is obtained.

[0343] Formula 18:

[0344]

[0345] By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 19 and Formula 20 are obtained:

[0346] When the pH is controlled at 5, formula 19 is obtained, and when the pH is 8.0, formula 20 is obtained.

[0347] Formula 19:

[0348]

[0349] Formula 20:

[0350]

[0351] The R2 in formula 2 is modified by using fatty acid ester:

[0352] One or more of saturated or unsaturated mono- or di-carboxylic acids of C2 to C4 and their anhydrides are selected. Maleic anhydride is used in this embodiment. Under the action of a solvent, p-toluenesulfonic acid is used as a catalyst. The mass ratio of the catalyst to the parent molecular compound of Formula 2 is 30:1000. The molten parent molecular compound of Formula 2 is added dropwise to the bottom material. The molar ratio of maleic anhydride to the parent molecular compound of Formula 2 is 1:1. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02 to 0.2 MPa, a reaction temperature of 80 to 135°C, and a reaction time of 6 hours. The solvent can be water, ethanol, or ethyl acetate, and the volume ratio of the three is 22:8:3. The reaction product is treated with a molecular distillation device, with an operating temperature of 80°C to 250°C and an operating pressure of 5 to 50 Pa, to remove the solvent, the unreacted parent molecular compound of Formula 2, and the light components are recycled. The final product can be represented by Formula 21:

[0353]

[0354] R7 is a maleic anhydride group.

[0355] The R1 in Formula 2 is modified by using a polyoxyethylene ester side chain:

[0356] It is done in two steps:

[0357] First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound of formula 2 to ethylene oxide is 1:18, the polymerization pressure is 0.1-0.4 MPa, the polymerization temperature is 130-150° C., and the reaction time is 6 h; KOH is used as the catalyst, and the target product is represented by formula 22:

[0358]

[0359] Then, under the action of solvent, 10 In a saturated or unsaturated organic acid or inorganic acid, methacrylic acid is used in this embodiment, and the parent molecular compound of formula 2 is added dropwise. Using p-toluenesulfonic acid as a catalyst, the reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02-0.22MPa, the reaction temperature is 65-120°C, and the reaction time is 10h. The solvent can be water, ethanol, and ethyl acetate, and the volume ratio of the three is 20:10:3. In order to reduce the temperature of the esterification reaction, a water-carrying agent can be added. The water-carrying agent can be one or more of benzene, toluene, butyl acetate, and sec-butyl acetate. Butyl acetate is used in this embodiment. The reaction product is treated with a molecular distillation device, with an operating temperature of 80°C to 250°C and an operating pressure of 3-50Pa, and the solvent, unreacted parent molecular compound of formula 2, light components and water-carrying agent are removed and recycled. The final product can be represented by formula 23:

[0360]

[0361] R8 is a methacrylic acid group.

[0362] In order to enhance the continuous regulating effect of the target product on plants, it is preferred to use polyoxyethylene phosphate potassium salt as the modifying group. This process is divided into three steps:

[0363] First, a modified product with a degree of polymerization of polyethylene oxide of 1 to 16 is prepared according to the above steps. Then, phosphorus pentoxide is slowly added to the modified product, and the molar ratio of substrate to phosphorus pentoxide is 1:1.3. The reaction temperature is 60 to 175°C, and the reaction time is 5 hours to obtain a polyoxyethylene phosphate modified product. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:1.1. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be represented by formula 24:

[0364]

[0365] T and W can be OH or K, and they can be the same or different.

[0366] The degradable plant growth regulator of the present invention is soluble in water. It can be absorbed by plant stems, leaves or roots, and can be metabolized and slowly released into trinexapac-ethyl components in the plant body, thereby prolonging the continuous effect of plant anti-lodging. It is more suitable for occasions that require specific control of plant growth and long-term maintenance and improvement of anti-lodging traits. Controlling the number of hydrophilic modification groups and the chain length of the hydrophilic groups can effectively regulate the HLB value of the product and enhance its compatibility and synergy.

[0367] The degradable plant growth regulator of the present invention can be used in combination with trinexapac-ethyl and can replace the amount of trinexapac-ethyl in the formula by 0.5% to 5% by mass. Meanwhile, a suitable emulsified dispersion system needs to be selected.

[0368] The degradable plant growth regulator of the present invention can be degraded by microorganisms such as mold, actinomycetes, fungi, etc. in the soil, the polyethylene oxide chain segment can be degraded by microorganisms such as pseudomonas and bacillus, and the slow-released effective ingredients can be absorbed by plants and have a long-term effect on the plants.

[0369] The degradable plant growth regulator of the present invention can also be used as a herbicide or other pesticide adjuvant, and the recommended addition amount is 0.2% to 0.5% of the total formula mass.

[0370] The degradable plant growth regulator of the present invention can also be used as a corrosion-inhibiting component of a building admixture, and the recommended addition amount is 0.1% to 0.5% of the total mass of the water-reducing component in the admixture.

[0371] The above description is only a preferred embodiment of the present invention and does not limit the present invention in any form. Although the present invention has been disclosed as a preferred embodiment as above, it is not used to limit the present invention. Any technical personnel in this field can make some changes or modify the technical contents disclosed above into equivalent embodiments without departing from the scope of the technical solution of the present invention. However, any simplified modification, equivalent change and modification made to the above embodiments according to the technical essence of the present invention without departing from the content of the technical solution of the present invention still fall within the scope of the technical solution of the present invention.

Claims

1. A degradable plant growth regulator, characterized in that: Its structural formula As shown in the following general formula: In the above general formula, R1 and R2 are modified substituent groups. Wherein R1 is one of H, polyethylene oxide side chain, fatty acid ester side chain, and polyethylene oxide ester side chain; R2 is one of H, ethyl, polyethylene oxide side chain, fatty acid ester side chain, and polyethylene oxide ester side chain; When R1 is H, R2 is not H or ethyl; when R2 is H, R1 is not H.

2. A degradable plant growth regulator according to claim 1, characterized in that: When R1 is a polyethylene oxide side chain, its polyethylene oxide polymerization degree α is 1 to 34, and the polyethylene oxide side chain end-capping molecule X is H or K; When R1 is a fatty acid ester side chain, the fatty acid group is one or more of a C2-C4 mono- or di-carboxylic acid and anhydride thereof; When R1 is a polyethylene oxide ester side chain, its polyethylene oxide polymerization degree β is 1 to 20, and the acid involved in the esterification is C3 to C 10 of organic or inorganic acid; When R2 is a polyethylene oxide side chain, its polyethylene oxide polymerization degree γ is 1 to 28, and the polyethylene oxide side chain end-capping molecule Y is H or K; When R2 is a fatty acid ester side chain, the fatty acid group is one or more of a C2-C4 mono- or di-carboxylic acid and anhydride thereof; When R2 is a polyethylene oxide ester side chain, its polyethylene oxide polymerization degree ω is 1 to 14, and the acid involved in the esterification is C3 to C 10 of organic or inorganic acid.

3. A method for preparing a degradable plant growth regulator, characterized in that: Taking two molecular structures of trinexapac-ethyl as the matrix, that is, R1 and R2 are both H, such as Formula 1, or R1 is H and R2 is ethyl, such as Formula 2, Formula 1 and Formula 2 are modified to obtain the target product; Formula 1 is: Formula 2 is: The R1 in Formula 1 is modified by a polyethylene oxide side chain: In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound to ethylene oxide is 1:1-34, the polymerization pressure is 0.01-0.4MPa, the polymerization temperature is 135°C-185°C, the reaction time is 3-8h, the catalyst is one of KOH and KHCO3; the neutralizer is one of phosphoric acid, acetic acid, lactic acid, malic acid, and citric acid, to obtain the X-terminated product shown in formula 3, Formula 3 is: By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 4 and Formula 5 are obtained: When the pH is 4.0-5.5, it is Formula 4, and when the pH is 5.5-8.0, it is Formula 5. Formula 4 is: Formula 5 is: The fatty acid ester is used to modify R1 in Formula 1: One or more saturated or unsaturated mono- or di-carboxylic acids of C2 to C4 and their anhydrides are selected, and under the action of a solvent, p-toluenesulfonic acid is used as a catalyst, and a molten parent molecular compound of formula 1 is added dropwise to the bottom material. The reaction is carried out in a nitrogen atmosphere, and the reaction pressure is 0.02 to 0.2 MPa, the reaction temperature is 60 to 150° C., and the reaction time is 4 to 8 hours. The solvent is a mixture of water, ethanol, and ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecular compound of formula 1, and the light components are recycled. The final product can be represented by formula 6: R3 is a C2-C4 saturated or unsaturated mono- or di-carboxylic acid and its anhydride group; The R1 in Formula 1 is modified by using a polyoxyethylene ester side chain: It is done in two steps: First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 1, the molar ratio of the parent molecular compound of formula 1 to ethylene oxide is 1:1-20, the polymerization pressure is 0.15-0.4 MPa, the polymerization temperature is 135°C-185°C, and the reaction time is 3-8h; the catalyst is one of KOH and KHCO3, and the target product is obtained as shown in formula 7: Then, under the action of solvent, 10 The parent molecular compound of formula 1 is added dropwise to a saturated or unsaturated organic acid or inorganic acid, and p-toluenesulfonic acid is used as a catalyst. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02-0.22 MPa, the reaction temperature is 60-145° C., the reaction time is 2-10 h, and the solvent is a mixture of water, ethanol, and ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent, the unreacted parent molecular compound of formula 1, and the light components and the water-carrying agent are recycled. The final product can be represented by formula 8: R4 is C3~C 10 Saturated or unsaturated organic or inorganic acids and their potassium salts; The R2 in Formula 1 is modified with a polyethylene oxide side chain: Slowly drop the molten parent molecular compound of formula 1 into polyethylene glycol with a polymerization degree of 1 to 28, the molar ratio of polyethylene glycol to the parent molecular compound of formula 1 is 1.01 to 1.05:1, and drop the molten parent molecular compound of formula 1 into the bottom material with p-toluenesulfonic acid as a catalyst under the action of a solvent. The reaction is carried out in a nitrogen atmosphere, the reaction pressure is 0.02 to 0.25 MPa, the reaction temperature is 80 to 180°C, the reaction time is 4 to 10 hours, the solvent is one or a mixture of tetrahydrofuran, ethanol, ethyl acetate, crown ether, the reaction product is treated by a molecular distillation device, the solvent and polyethylene glycol are removed, and the light components are recycled, and the final product can be marked as formula 10: The R2 in Formula 1 is modified by using fatty acid ester: Choose C2~C 10 One or more saturated or unsaturated monovalent, divalent or polyvalent fatty alcohols are added dropwise to the bottom material with p-toluenesulfonic acid as a catalyst under the action of a solvent. The reaction is carried out in a nitrogen atmosphere at a reaction pressure of 0.02 to 0.2 MPa, a reaction temperature of 70 to 180° C., and a reaction time of 4 to 10 h. The solvent is a mixture of water, ethanol and ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecule compound of formula 1, and the light components are recycled. The final product can be represented by formula 11: R5 is C2~C 10 Saturated or unsaturated monohydric, dihydric or polyhydric fatty alcohol groups; The R2 in Formula 1 is modified by using a polyoxyethylene ester side chain: It is done in two steps: The molten parent molecular compound of formula 1 is slowly added dropwise to a polyethylene glycol fatty alcohol ether having a polymerization degree of 1 to 14. The starting alcohol of the polyethylene glycol fatty alcohol ether is a saturated or unsaturated straight-chain or branched fatty alcohol of C2 to C6. The molar ratio of the polyethylene glycol fatty alcohol ether to the parent molecular compound of formula 1 is 1.01 to 1.05:

1. Under the action of a solvent, p-toluenesulfonic acid is used as a catalyst to add the molten parent molecular compound of formula 1 dropwise to the bottom material. The reaction is carried out in a nitrogen atmosphere. The reaction pressure is 0.02 to 0.25 MPa, the reaction temperature is 80 to 185° C., and the reaction time is 4 to 10 hours. The solvent is one or a mixture of tetrahydrofuran, ethanol, ethyl acetate, and crown ether. The reaction product is treated by a molecular distillation device to remove the solvent and polyethylene glycol, and the light components are recycled to obtain a target product marked as formula 12: R6 is a C2-C6 saturated or unsaturated straight-chain or branched fatty alcohol group; At the same time, R1 and R2 in Formula 1 are modified: Referring to the above-mentioned method for modifying R1 and R2 separately, the target products of Formula 13 to Formula 16 can be obtained respectively by modifying R2 first and then R1: Formula 13: Formula 14: Formula 15: Formula 16: The R1 in Formula 2 is modified with a polyethylene oxide side chain: In a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound of formula 2 to ethylene oxide is 1:1-34, the polymerization pressure is 0.01-0.5 MPa, the polymerization temperature is 135-185°C, and the reaction time is 3-8 hours; the catalyst is one of KOH and KHCO3, and the neutralizer is one or more of phosphoric acid, acetic acid, lactic acid, malic acid, and citric acid, to obtain the X-terminated product shown in formula 18, Formula 18: By controlling the pH value of the product, the H-terminated product and the K-terminated product shown in Formula 19 and Formula 20 are obtained: When the pH is 4.0-5.5, it is formula 19, and when the pH is 5.5-8.0, it is formula 20. Formula 19: Formula 20: The R2 in Formula 2 is modified by using fatty acid ester: One or more saturated or unsaturated mono- or di-carboxylic acids of C2 to C4 and their anhydrides are selected, and under the action of a solvent, p-toluenesulfonic acid is used as a catalyst, and a molten parent molecular compound of formula 2 is added dropwise to the bottom material. The reaction is carried out in a nitrogen atmosphere, with a reaction pressure of 0.02 to 0.2 MPa, a reaction temperature of 60 to 140° C., and a reaction time of 4 to 8 hours. The solvent is a mixture of water, ethanol, and ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent and the unreacted parent molecular compound of formula 2, and the light components are recycled. The final product can be represented by formula 21: R7 is a C2-C4 saturated or unsaturated mono- or di-carboxylic acid and its anhydride group; The R1 in Formula 2 is modified by using a polyoxyethylene ester side chain: It is done in two steps: First, in a nitrogen atmosphere, ethylene oxide is slowly introduced into the molten parent molecular compound of formula 2, the molar ratio of the parent molecular compound to ethylene oxide is 1:1-20, the polymerization pressure is 0.01-0.4 MPa, the polymerization temperature is 135-185°C, and the reaction time is 3-8 hours; the catalyst is one of KOH and KHCO3, and the target product is represented by formula 22: Then, under the action of solvent, 10 The parent molecular compound of formula 2 is added dropwise to a saturated or unsaturated organic acid or inorganic acid, and p-toluenesulfonic acid is used as a catalyst. The reaction is carried out in a nitrogen atmosphere, and the reaction pressure is 0.02-0.22 MPa, the reaction temperature is 60-230° C., and the reaction time is 2-10 h. The solvent is a mixture of water, ethanol, and ethyl acetate. The reaction product is treated with a molecular distillation device to remove the solvent, the unreacted parent molecular compound of formula 2, and the light components and the water-carrying agent are recycled. The final product can be labeled as formula 23: R8 is C3~C 10 Saturated or unsaturated organic or inorganic acids and their potassium salts.

4. The method for preparing a degradable plant growth regulator according to claim 3, characterized in that: Formula 8 is modified using potassium salt of polyoxyethylene phosphate as a modifying group, phosphorus pentoxide is slowly added to the modified product formula 8, the molar ratio of substrate to phosphorus pentoxide is 1:1.05-1.5, the reaction temperature is 40-100°C, the reaction time is 4-6h, and the polyoxyethylene phosphate modified product is obtained. Then, 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:0.8-1.

1. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be labeled as formula 9: T and W are OH or K.

5. The method for preparing a degradable plant growth regulator according to claim 3, characterized in that: Polyoxyethylene potassium phosphate is used as a modifying group to modify R1 and R2. This process is divided into three steps: ① First, modify R2 with polyethylene oxide side chain; ② Modify R1 with polyethylene oxide side chain; ③ The product is phosphorylated and the obtained product is shown in Formula 17: M, Q, T, and W can be OH or K, and each phosphate end cap contains at least one K.

6. The method for preparing a degradable plant growth regulator according to claim 3, characterized in that: Formula 23 is modified using potassium salt of polyoxyethylene phosphate as a modifying group, and phosphorus pentoxide is slowly added to the modified product 23, the molar ratio of substrate to phosphorus pentoxide is 1:1.05-1.5, the reaction temperature is 40-180°C, the reaction time is 4-6h, and a polyoxyethylene phosphate modified product is obtained. Then, a 50% KOH aqueous solution is slowly added to the product, and the molar ratio of KOH dry weight to phosphorus pentoxide is 1:0.8-1.

1. The obtained product can be used after sedimentation, filtration, and slag removal. The product can be labeled as Formula 24: T and W can be OH or K.

Images