阅读说明：本技术 一种基于二氯喹啉酸的复合除草剂 (Compound herbicide based on quinclorac ) 是由 陈金如 钱同兰 范泽求 范进林 于 2021-08-26 设计创作，主要内容包括：本发明公开了一种基于二氯喹啉酸的复合除草剂,包括如下重量份原料：二氯喹啉酸20-30份、二甲四氯3-8份、增效剂10-20份、润湿剂1.5-4.5份、分散剂1-3份、消泡剂0.5-2.5份、水50-70份；该增效剂通过阻碍蛋白质的合成而抑制细胞的生长,通过植物的幼芽即单子叶植物的胚芽鞘、双子叶植物的下胚轴吸收向上传导,种子和根也吸收传导,但吸收量较少,传导速度慢,出苗后主要靠根吸收向上传导,抑制幼芽与根的生长,敏感杂草在发芽后出土之前或刚刚出土就会立即中毒死亡,并且能够阻止杂草光合作用,使得杂草去除更加彻底。(The invention discloses a quinclorac-based compound herbicide, which comprises the following raw materials in parts by weight: 20-30 parts of quinclorac, 3-8 parts of tetrachloro dimethyl, 10-20 parts of a synergist, 1.5-4.5 parts of a wetting agent, 1-3 parts of a dispersant, 0.5-2.5 parts of a defoaming agent and 50-70 parts of water; the synergist inhibits the growth of cells by hindering the synthesis of protein, and is absorbed and conducted upwards through the plumule of a plant, namely the coleoptile of a monocotyledon and the hypocotyl of a dicotyledon, seeds and roots are also absorbed and conducted, but the absorption amount is less, the conduction speed is low, the upward conduction is mainly realized by the absorption of the roots after emergence of seedlings, the growth of the plumule and the roots is inhibited, sensitive weeds are poisoned and killed immediately before emergence of the weeds after germination or just after emergence of the weeds, and the photosynthesis of the weeds can be prevented, so that the weeds are removed more thoroughly.)

1. A quinclorac-based compound herbicide is characterized in that: the feed comprises the following raw materials in parts by weight: 20-30 parts of quinclorac, 3-8 parts of tetrachloro dimethyl, 10-20 parts of a synergist, 1.5-4.5 parts of a wetting agent, 1-3 parts of a dispersant, 0.5-2.5 parts of a defoaming agent and 50-70 parts of water;

the synergist is prepared by the following steps:

step A1: adding 4-nitrophthalic acid and phosphorus pentoxide into a reaction kettle, introducing nitrogen for protection, heating for reaction to obtain an intermediate 1, adding the intermediate 1 and urea into the reaction kettle for reaction to obtain an intermediate 2, adding the intermediate 2 and deionized water into the reaction kettle, stirring, adding a sodium hydroxide solution and sodium hypochlorite, and reacting to obtain an intermediate 3;

step A2: adding isopropylamine, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into a reaction kettle for reaction to prepare an intermediate 4, adding the intermediate 3, the intermediate 4 and tetrahydrofuran into the reaction kettle for reaction to prepare an intermediate 5, adding dichloroethane and 2-methylpyridine into the reaction kettle, stirring, adding chlorosulfonic acid for reaction to prepare chlorosulfonic acid-dimethylpyridine double salt, adding the intermediate 5, the chlorosulfonic acid-dimethylpyridine double salt and dichloromethane into the reaction kettle, stirring, adding phosphorus oxychloride, performing reflux reaction, adding deionized water, and continuing the reaction to prepare an intermediate 6;

step A3: adding 2-methyl-6-ethyl aniline, methoxy acetone, boron trifluoride and toluene into a reaction kettle for reaction to prepare an intermediate 7, adding the intermediate 7 and 1-S-diphenylphosphine-2-R-bis (3, 5-dimethylphenyl) phosphine ferrocene-iridium into the reaction kettle, introducing hydrogen to replace air for reaction to prepare an intermediate 8, adding the intermediate 8, sodium carbonate, chloroacetyl chloride and toluene into the reaction kettle for reaction to prepare an intermediate 9, adding the intermediate 6, potassium carbonate, deionized water and tetraethylammonium bromide into the reaction kettle for reflux reaction to prepare an intermediate 10;

step A4: adding the intermediate 9, the intermediate 10, tetrahydrofuran and sodium acetate into a reaction kettle for reaction to obtain an intermediate 11, adding the intermediate 11, tin powder and concentrated hydrochloric acid into the reaction kettle for reaction, adjusting the pH value of a reaction solution to obtain an intermediate 12, adding the intermediate 12, dibromoethane, triethylamine and tetrahydrofuran into the reaction kettle, stirring, adding 3-amino-1, 2, 4-triazole, and continuously stirring for 2-3 hours to obtain the synergist.

2. The quinclorac-based compound herbicide as claimed in claim 1, wherein: the wetting agent is one or more of Morwet IP, Petro AA and Morwet EFW which are mixed in any proportion, the dispersing agent is one or more of sodium tripolyphosphate, sodium hexametaphosphate and sodium pyrophosphate which are mixed in any proportion, and the defoaming agent is one or more of lauric acid, palmitic acid and fatty glyceride which are mixed in any proportion.

3. The quinclorac-based compound herbicide as claimed in claim 1, wherein: the dosage ratio of the 4-nitrophthalic acid to the phosphorus pentoxide in the step A1 is 10mL to 1.3g, the dosage mass ratio of the intermediate 1 to the urea is 5:1, the dosage ratio of the intermediate 2, the deionized water, the sodium hydroxide solution and the sodium hypochlorite is 14.3g to 100mL to 15mL to 100mL, and the mass fraction of the sodium hydroxide solution is 30%.

4. The quinclorac-based compound herbicide as claimed in claim 1, wherein: the dosage ratio of isopropylamine, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride in the step A2 is 0.1mol:0.1mol:0.15g:300mL, the dosage molar ratio of the intermediate 3 to the intermediate 4 is 1:1.2, the dosage ratio of dichloroethane, 2-methylpyridine and chlorosulfonic acid is 15mL:40mmol:20mmol, and the dosage ratio of the intermediate 5, chlorosulfonic acid-dimethylpyridine double salt, dichloromethane, phosphorus oxychloride and deionized water is 1mmol:2mmol:50mL:1.25mmol:10 mL.

5. The quinclorac-based compound herbicide as claimed in claim 1, wherein: the dosage ratio of the 2-methyl-6-ethylaniline, the methoxy acetone, the boron trifluoride and the toluene in the step A3 is 0.52mol:150mL:10g:150mL, the dosage ratio of the intermediate 7 and the 1-S-diphenylphosphine-2-R-bis (3, 5-dimethylphenyl) phosphine ferrocene-iridium is 1.7mL:10mg, and the dosage ratio of the intermediate 8, the sodium carbonate, the chloroacetyl chloride and the toluene is 0.22mol:34g:0.23mol:60 mL.

6. The quinclorac-based compound herbicide as claimed in claim 1, wherein: the molar ratio of the intermediate 9 to the intermediate 10 to the sodium acetate in the step A4 is 2:1:2, the molar ratio of the intermediate 11 to the tin powder to the concentrated hydrochloric acid is 5g to 8.5g to 20mL, the mass fraction of the concentrated hydrochloric acid is 36%, and the molar ratio of the intermediate 12 to the dibromoethane to the triethylamine to the 3-amino-1, 2, 4-triazole is 1:1:0.35: 1.

Technical Field

The invention relates to the technical field of pesticide preparation, and particularly relates to a quinclorac-based compound herbicide.

Background

Quinclorac (quinclorac), chemical name: the 3, 7-dichloro-8-quinolinecarboxylic acid is a novel pre-emergence and post-emergence paddy field herbicide developed by BASF company, and has the advantages of small useful amount, long residual effect period, special effect on barnyard grass, wide application period and the like. The quinclorac is a hormone type quinoline carboxylic acid herbicide, has the action target of synthetic hormone in a plant body, and can ensure that the growth and the metabolism of an organism can not be normally carried out by interfering the activity of enzyme regulated by phytohormone, and the withered and necrotic plants with the symptoms of leaf reduction, distortion, color deepening, biomass reduction and serious death until the whole plant dies to achieve the aim of weeding. The quinclorac is used for preventing and controlling weeds such as barnyard grass in direct-seeded rice or transplanted paddy fields, and is superior to other herbicides in preventing and killing the old barnyard grass.

However, the existing herbicide has a general effect and long effect taking time, weeds still grow after the herbicide is used, and the weeds can absorb nutrients of rice to further influence the normal growth of the rice.

Disclosure of Invention

The invention aims to provide a quinclorac-based compound herbicide.

The purpose of the invention can be realized by the following technical scheme:

a quinclorac-based compound herbicide comprises the following raw materials in parts by weight: 20-30 parts of quinclorac, 3-8 parts of tetrachloro dimethyl, 10-20 parts of a synergist, 1.5-4.5 parts of a wetting agent, 1-3 parts of a dispersant, 0.5-2.5 parts of a defoaming agent and 50-70 parts of water;

the composite herbicide is prepared by the following steps:

step S1: adding quinclorac, tetrachlor and a wetting agent into a stirring kettle, and stirring for 20-30min under the condition that the rotating speed is 300-500r/min to prepare a mixed solution;

step S2: adding the synergist, the dispersant and the defoamer into the mixed solution, and stirring for 1-1.5h under the condition that the rotation speed is 1000-1200r/min to prepare the pesticide composition.

Further, the wetting agent is one or more of Morwet IP, Petro AA and Morwet EFW which are mixed in any proportion, the dispersing agent is one or more of sodium tripolyphosphate, sodium hexametaphosphate and sodium pyrophosphate which are mixed in any proportion, and the defoaming agent is one or more of lauric acid, palmitic acid and fatty glyceride which are mixed in any proportion.

Further, the synergist is prepared by the following steps:

step A1: adding 4-nitrophthalic acid and phosphorus pentoxide into a reaction kettle, introducing nitrogen for protection, heating for 6-8h at the temperature of 240-260 ℃ to obtain an intermediate 1, adding the intermediate 1 and urea into the reaction kettle, stirring for 5-10min at the rotation speed of 150-180 ℃ and at the temperature of 130-140 ℃, heating to the temperature of 170-180 ℃ to react for 2-3h to obtain an intermediate 2, adding the intermediate 2 and deionized water into the reaction kettle, stirring and adding a sodium hydroxide solution and sodium hypochlorite to react for 5-7h at the rotation speed of 200-300r/min and at the temperature of 10-15 ℃ to obtain an intermediate 3;

the reaction process is as follows:

step A2: adding isopropylamine, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into a reaction kettle, reacting for 8-10h at the temperature of 80-90 ℃ to obtain an intermediate 4, adding the intermediate 3, the intermediate 4 and tetrahydrofuran into the reaction kettle, reacting for 1-2h at the temperature of 40-50 ℃ to obtain an intermediate 5, adding dichloroethane and 2-methylpyridine into the reaction kettle, stirring and adding chlorosulfonic acid at the rotation speed of 150-200r/min and the temperature of 0 ℃ to react for 20-30min to obtain chlorosulfonic acid-dimethylpyridine double salt, adding the intermediate 5, the chlorosulfonic acid-dimethylpyridine double salt and dichloromethane into the reaction kettle, reacting at the rotation speed of 200-300r/min and the temperature of 45-50 ℃, stirring for 2-3h, adding phosphorus oxychloride, refluxing for 3-4h at 85-95 deg.C, cooling to 40-50 deg.C, adding deionized water, and reacting for 30-40min to obtain intermediate 6;

the reaction process is as follows:

step A3: adding 2-methyl-6-ethylaniline, methoxy acetone, boron trifluoride and toluene into a reaction kettle, reacting for 10-12h at the rotation speed of 150-200R/min and the temperature of 90-95 ℃ to obtain an intermediate 7, adding the intermediate 7 and 1-S-diphenylphosphine-2-R-bis (3, 5-dimethylphenyl) phosphine ferrocene-iridium into the reaction kettle, introducing hydrogen to replace air, reacting for 4-6h at the rotation speed of 200-300R/min, the temperature of 50-60 ℃ and the pressure of 7-8MPa to obtain an intermediate 8, adding the intermediate 8, sodium carbonate, chloroacetyl chloride and toluene into the reaction kettle, reacting for 3-4h at the temperature of 20-30 ℃, preparing an intermediate 9, adding the intermediate 6, potassium carbonate, deionized water and tetraethylammonium bromide into a reaction kettle, and carrying out reflux reaction for 2-3h to prepare an intermediate 10;

the reaction process is as follows:

step A4: adding the intermediate 9, the intermediate 10, tetrahydrofuran and sodium acetate into a reaction kettle, reacting for 2-3h at the rotation speed of 150-, after the reaction is carried out for 30-40min under the conditions that the rotating speed is 200-300r/min and the temperature is 25-30 ℃, adjusting the pH value of the reaction solution to 10-11 to prepare an intermediate 12, adding the intermediate 12, dibromoethane, triethylamine and tetrahydrofuran into a reaction kettle, stirring for 1-1.5h at the rotation speed of 150-200r/min and the temperature of 50-60 ℃, adding 3-amino-1, 2, 4-triazole, and stirring for 2-3h to obtain the synergist.

The reaction process is as follows:

further, the dosage ratio of the 4-nitrophthalic acid and the phosphorus pentoxide in the step A1 is 10mL to 1.3g, the dosage mass ratio of the intermediate 1 and the urea is 5:1, the dosage ratio of the intermediate 2, the deionized water, the sodium hydroxide solution and the sodium hypochlorite is 14.3g to 100mL to 15mL to 100mL, and the mass fraction of the sodium hydroxide solution is 30%.

Further, the dosage ratio of isopropylamine, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride in the step A2 is 0.1mol:0.1mol:0.15g:300mL, the dosage ratio of the intermediate 3 to the intermediate 4 is 1:1.2, the dosage ratio of dichloroethane, 2-methylpyridine and chlorosulfonic acid is 15mL:40mmol:20mmol, and the dosage ratio of the intermediate 5, chlorosulfonic acid-dimethylpyridine double salt, dichloromethane, phosphorus oxychloride and deionized water is 1mmol:2mmol:50mL:1.25mmol:10 mL.

Further, in the step A3, the use amount ratio of 2-methyl-6-ethylaniline, methoxyacetone, boron trifluoride and toluene was 0.52mol:150mL:10g:150mL, the use amount ratio of intermediate 7 and 1-S-diphenylphosphino-2-R-bis (3, 5-dimethylphenyl) phosphinotriiron-iridium was 1.7mL:10mg, and the use amount ratio of intermediate 8, sodium carbonate, chloroacetyl chloride and toluene was 0.22mol:34g:0.23mol:60 mL.

Further, the molar ratio of the intermediate 9, the intermediate 10 and the sodium acetate in the step A4 is 2:1:2, the molar ratio of the intermediate 11, the tin powder and the concentrated hydrochloric acid is 5g:8.5g:20mL, the mass fraction of the concentrated hydrochloric acid is 36%, and the molar ratio of the intermediate 12, the dibromoethane, the triethylamine and the 3-amino-1, 2, 4-triazole is 1:1:0.35: 1.

The invention has the beneficial effects that: the compound herbicide based on quinclorac contains quinclorac, the quinclorac belongs to hormone quinoline carboxylic acid herbicides, the weed poisoning symptom is similar to the action of auxin, a synergist is prepared in the process of preparing the compound herbicide, 4-nitrophthalic acid is taken as a raw material to carry out dehydration reaction to prepare an intermediate 1, the intermediate 1 is reacted with urea to prepare an intermediate 2, the intermediate 2 is processed to prepare an intermediate 3, isopropylamine is processed to prepare an intermediate 4, the intermediate 3 is reacted with the intermediate 4 to prepare an intermediate 5, dichloroethane, 2-methylpyridine and chlorosulfonic acid are reacted to prepare chlorosulfonic acid-dimethylpyridine double salt, the intermediate 5 is further processed by phosphorus oxychloride after being processed by chlorosulfonic acid-dimethylpyridine double salt, preparing an intermediate 6, reacting 2-methyl-6-ethylaniline with methoxy acetone to prepare an intermediate 7, treating the intermediate 7 with 1-S-diphenylphosphine-2-R-bis (3, 5-dimethylphenyl) phosphino-ferrocene-iridium to prepare an intermediate 8, reacting the intermediate 8 with chloroacetyl chloride to prepare an intermediate 9, treating the intermediate 6 to prepare an intermediate 10, reacting the intermediate 9 with the intermediate 10 to prepare an intermediate 11, reducing the intermediate 11 with tin powder to prepare an intermediate 12, sequentially reacting the intermediate 12 with dibromoethane and 3-amino-1, 2, 4-triazole to prepare a synergist which inhibits the synthesis of proteins to inhibit the growth of cells, and reacting sprouts of plants, i.e. coleoptiles of monocotyledons, The hypocotyl of dicotyledonous plants absorbs and conducts upwards, the seeds and roots also absorb and conduct, but the absorption amount is small, the conduction speed is slow, the plants are mainly absorbed and conducted upwards by the roots after emergence of seedlings, the growth of sprouts and the roots is inhibited, sensitive weeds immediately poison and die before or just after emergence of the soil after germination, and the photosynthesis of the weeds can be prevented, so that the weeds are removed more thoroughly.

Detailed Description

The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.

Example 1

A quinclorac-based compound herbicide comprises the following raw materials in parts by weight: 20 parts of quinclorac, 3 parts of methoxone, 10 parts of synergist, 1.5 parts of Petro AA, 1 part of sodium tripolyphosphate, 0.5 part of lauric acid and 50 parts of water;

the composite herbicide is prepared by the following steps:

step S1: adding quinclorac, methoxone and Petro AA into a stirring kettle, and stirring for 20min under the condition that the rotating speed is 300r/min to prepare a mixed solution;

step S2: adding synergist, tripolyphosphoric acid and lauric acid into the mixed solution, and stirring for 1h at the rotation speed of 1000r/min to obtain the pesticide composition.

The synergist is prepared by the following steps:

step A1: adding 4-nitrophthalic acid and phosphorus pentoxide into a reaction kettle, introducing nitrogen for protection, heating for 6 hours at 240 ℃ to obtain an intermediate 1, adding the intermediate 1 and urea into the reaction kettle, stirring for 5 minutes at the rotation speed of 150r/min and the temperature of 130 ℃, heating to 170 ℃, reacting for 2 hours to obtain an intermediate 2, adding the intermediate 2 and deionized water into the reaction kettle, stirring and adding a sodium hydroxide solution and sodium hypochlorite at the rotation speed of 200r/min and the temperature of 10 ℃, and reacting for 5 hours to obtain an intermediate 3;

step A2: adding isopropylamine, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into a reaction kettle, reacting for 8 hours at the temperature of 80 ℃ to obtain an intermediate 4, adding the intermediate 3, the intermediate 4 and tetrahydrofuran into the reaction kettle, reacting for 1 hour at the temperature of 40 ℃ to obtain an intermediate 5, adding dichloroethane and 2-methylpyridine into the reaction kettle, stirring at the rotation speed of 150r/min and the temperature of 0 ℃, adding chlorosulfonic acid, reacting for 20 minutes to obtain chlorosulfonic acid-dimethylpyridine double salt, adding the intermediate 5, chlorosulfonic acid-dimethylpyridine double salt and dichloromethane into the reaction kettle, stirring at the rotation speed of 200r/min and the temperature of 45 ℃ for 2 hours, adding phosphorus oxychloride, refluxing at the temperature of 85 ℃ for 3 hours, cooling to 40 ℃, adding deionized water, and reacting for 30min to obtain an intermediate 6;

step A3: adding 2-methyl-6-ethylaniline, methoxy acetone, boron trifluoride and toluene into a reaction kettle, reacting for 10 hours at the rotation speed of 150R/min and the temperature of 90 ℃ to obtain an intermediate 7, adding the intermediate 7 and 1-S-diphenylphosphine-2-R-bis (3, 5-dimethylphenyl) phosphine ferrocene-iridium into the reaction kettle, introducing hydrogen to replace air, reacting for 4 hours at the rotation speed of 200R/min and the temperature of 50 ℃ and the pressure of 7MPa to obtain an intermediate 8, adding the intermediate 8, sodium carbonate, chloroacetyl chloride and toluene into the reaction kettle, reacting for 3 hours at the temperature of 20 ℃ to obtain an intermediate 9, adding the intermediate 6, potassium carbonate, deionized water and tetraethylammonium bromide into the reaction kettle, carrying out reflux reaction for 2h to prepare an intermediate 10;

step A4: adding the intermediate 9, the intermediate 10, tetrahydrofuran and sodium acetate into a reaction kettle, reacting for 2 hours at the rotation speed of 150r/min and the temperature of 30 ℃ to obtain an intermediate 11, adding the intermediate 11, tin powder and concentrated hydrochloric acid into the reaction kettle, reacting for 30 minutes at the rotation speed of 200r/min and the temperature of 25 ℃, adjusting the pH value of a reaction solution to 10 to obtain an intermediate 12, adding the intermediate 12, dibromoethane, triethylamine and tetrahydrofuran into the reaction kettle, stirring for 1 hour at the rotation speed of 150r/min and the temperature of 50 ℃, adding 3-amino-1, 2, 4-triazole, and continuously stirring for 2 hours to obtain the synergist.

Example 2

A quinclorac-based compound herbicide comprises the following raw materials in parts by weight: 25 parts of quinclorac, 5 parts of tetrachlor, 15 parts of a synergist, 2.5 parts of Petro AA, 2 parts of sodium tripolyphosphate, 1.5 parts of lauric acid and 60 parts of water;

the composite herbicide is prepared by the following steps:

step S1: adding quinclorac, methoxone and Petro AA into a stirring kettle, and stirring for 30min under the condition that the rotating speed is 300r/min to prepare a mixed solution;

step S2: adding the synergist, the tripolyphosphoric acid and the lauric acid into the mixed solution, and stirring for 1.5 hours under the condition that the rotating speed is 1000r/min to prepare the pesticide composition.

The synergist is prepared by the following steps:

step A1: adding 4-nitrophthalic acid and phosphorus pentoxide into a reaction kettle, introducing nitrogen for protection, heating for 8 hours at 240 ℃ to obtain an intermediate 1, adding the intermediate 1 and urea into the reaction kettle, stirring for 5 minutes at the rotation speed of 150r/min and the temperature of 140 ℃, heating to 180 ℃, reacting for 2 hours to obtain an intermediate 2, adding the intermediate 2 and deionized water into the reaction kettle, stirring and adding a sodium hydroxide solution and sodium hypochlorite at the rotation speed of 300r/min and the temperature of 10 ℃, and reacting for 7 hours to obtain an intermediate 3;

step A2: adding isopropylamine, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into a reaction kettle, reacting for 10 hours at the temperature of 80 ℃ to obtain an intermediate 4, adding the intermediate 3, the intermediate 4 and tetrahydrofuran into the reaction kettle, reacting for 2 hours at the temperature of 40 ℃ to obtain an intermediate 5, adding dichloroethane and 2-methylpyridine into the reaction kettle, stirring at the rotation speed of 150r/min and the temperature of 0 ℃, adding chlorosulfonic acid, reacting for 30 minutes to obtain chlorosulfonic acid-dimethylpyridine double salt, adding the intermediate 5, chlorosulfonic acid-dimethylpyridine double salt and dichloromethane into the reaction kettle, stirring at the rotation speed of 200r/min and the temperature of 50 ℃ for 2 hours, adding phosphorus oxychloride, refluxing at the temperature of 95 ℃ for 3 hours, cooling to 50 ℃, adding deionized water, and reacting for 30min to obtain an intermediate 6;

step A3: adding 2-methyl-6-ethylaniline, methoxy acetone, boron trifluoride and toluene into a reaction kettle, reacting for 12 hours at the rotation speed of 200R/min and the temperature of 90 ℃ to obtain an intermediate 7, adding the intermediate 7 and 1-S-diphenylphosphine-2-R-bis (3, 5-dimethylphenyl) phosphine ferrocene-iridium into the reaction kettle, introducing hydrogen to replace air, reacting for 6 hours at the rotation speed of 200R/min and the temperature of 60 ℃ and the pressure of 7MPa to obtain an intermediate 8, adding the intermediate 8, sodium carbonate, chloroacetyl chloride and toluene into the reaction kettle, reacting for 4 hours at the temperature of 20 ℃ to obtain an intermediate 9, adding the intermediate 6, potassium carbonate, deionized water and tetraethylammonium bromide into the reaction kettle, carrying out reflux reaction for 2h to prepare an intermediate 10;

step A4: adding the intermediate 9, the intermediate 10, tetrahydrofuran and sodium acetate into a reaction kettle, reacting for 3 hours at the rotation speed of 200r/min and the temperature of 30 ℃ to obtain an intermediate 11, adding the intermediate 11, tin powder and concentrated hydrochloric acid into the reaction kettle, reacting for 30 minutes at the rotation speed of 200r/min and the temperature of 30 ℃, adjusting the pH value of a reaction solution to 11 to obtain an intermediate 12, adding the intermediate 12, dibromoethane, triethylamine and tetrahydrofuran into the reaction kettle, stirring for 1 hour at the rotation speed of 150r/min and the temperature of 60 ℃, adding 3-amino-1, 2, 4-triazole, and continuously stirring for 3 hours to obtain the synergist.

Example 3

A quinclorac-based compound herbicide comprises the following raw materials in parts by weight: 30 parts of quinclorac, 8 parts of methoxone, 20 parts of synergist, 4.5 parts of Petro AA, 3 parts of sodium tripolyphosphate, 2.5 parts of lauric acid and 70 parts of water;

the composite herbicide is prepared by the following steps:

step S1: adding quinclorac, methoxone and Petro AA into a stirring kettle, and stirring for 30min under the condition that the rotating speed is 500r/min to prepare a mixed solution;

step S2: adding the synergist, the tripolyphosphoric acid and the lauric acid into the mixed solution, and stirring for 1.5 hours under the condition that the rotating speed is 1200r/min to prepare the pesticide composition.

The synergist is prepared by the following steps:

step A1: adding 4-nitrophthalic acid and phosphorus pentoxide into a reaction kettle, introducing nitrogen for protection, heating for 8 hours at the temperature of 260 ℃ to prepare an intermediate 1, adding the intermediate 1 and urea into the reaction kettle, stirring for 10 minutes at the rotation speed of 200r/min and the temperature of 140 ℃, heating to the temperature of 180 ℃, reacting for 3 hours to prepare an intermediate 2, adding the intermediate 2 and deionized water into the reaction kettle, stirring and adding a sodium hydroxide solution and sodium hypochlorite at the rotation speed of 300r/min and the temperature of 15 ℃, and reacting for 7 hours to prepare an intermediate 3;

step A2: adding isopropylamine, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into a reaction kettle, reacting for 10 hours at the temperature of 90 ℃ to obtain an intermediate 4, adding the intermediate 3, the intermediate 4 and tetrahydrofuran into the reaction kettle, reacting for 2 hours at the temperature of 50 ℃ to obtain an intermediate 5, adding dichloroethane and 2-methylpyridine into the reaction kettle, stirring at the rotation speed of 200r/min and the temperature of 0 ℃, adding chlorosulfonic acid, reacting for 30 minutes to obtain chlorosulfonic acid-dimethylpyridine double salt, adding the intermediate 5, chlorosulfonic acid-dimethylpyridine double salt and dichloromethane into the reaction kettle, stirring at the rotation speed of 300r/min and the temperature of 50 ℃ for 3 hours, adding phosphorus oxychloride, refluxing at the temperature of 95 ℃ for 4 hours, cooling to 50 ℃, adding deionized water, and reacting for 40min to obtain an intermediate 6;

step A3: adding 2-methyl-6-ethylaniline, methoxy acetone, boron trifluoride and toluene into a reaction kettle, reacting for 12 hours at the rotation speed of 200R/min and the temperature of 95 ℃ to obtain an intermediate 7, adding the intermediate 7 and 1-S-diphenylphosphine-2-R-bis (3, 5-dimethylphenyl) phosphine ferrocene-iridium into the reaction kettle, introducing hydrogen to replace air, reacting for 6 hours at the rotation speed of 300R/min and the temperature of 60 ℃ and the pressure of 8MPa to obtain an intermediate 8, adding the intermediate 8, sodium carbonate, chloroacetyl chloride and toluene into the reaction kettle, reacting for 4 hours at the temperature of 30 ℃ to obtain an intermediate 9, adding the intermediate 6, potassium carbonate, deionized water and tetraethylammonium bromide into the reaction kettle, carrying out reflux reaction for 3h to obtain an intermediate 10;

step A4: adding the intermediate 9, the intermediate 10, tetrahydrofuran and sodium acetate into a reaction kettle, reacting for 3 hours at the rotation speed of 200r/min and the temperature of 40 ℃ to obtain an intermediate 11, adding the intermediate 11, tin powder and concentrated hydrochloric acid into the reaction kettle, reacting for 40 minutes at the rotation speed of 300r/min and the temperature of 30 ℃, adjusting the pH value of a reaction solution to 11 to obtain an intermediate 12, adding the intermediate 12, dibromoethane, triethylamine and tetrahydrofuran into the reaction kettle, stirring for 1.5 hours at the rotation speed of 200r/min and the temperature of 60 ℃, adding 3-amino-1, 2, 4-triazole, and continuously stirring for 3 hours to obtain the synergist.

Comparative example 1

The comparative example compares with example 1 without the addition of synergist and the rest of the procedure is the same.

Comparative example 2

The comparative example is a compound herbicide disclosed in Chinese patent CN 101743970A.

The composite herbicides prepared in examples 1 to 3 and comparative examples 1 to 2 were sprayed to paddy fields, respectively, and the growth after spraying was observed, with the results shown in table 1 below.

TABLE 1

As can be seen from Table 1 above, the compound herbicides of examples 1-3 had a mortality rate of 96.2-96.8% for barnyard grass, 95.9-96.5% for sedge heterotype, while the compound herbicide of comparative example 1 had a mortality rate of 76.3% for barnyard grass, 78.5% for sedge heterotype, 89.5% for barnyard grass, and 88.1% for sedge heterotype, indicating that the present invention has a good herbicidal effect and a fast onset of action.

The foregoing is merely exemplary and illustrative of the principles of the present invention and various modifications, additions and substitutions of the specific embodiments described herein may be made by those skilled in the art without departing from the principles of the present invention or exceeding the scope of the claims set forth herein.