CN111793059B - Refining method for obtaining high-content nicosulfuron by acid-base precipitation decoloring treatment - Google Patents
Refining method for obtaining high-content nicosulfuron by acid-base precipitation decoloring treatment Download PDFInfo
- Publication number
- CN111793059B CN111793059B CN202010698927.2A CN202010698927A CN111793059B CN 111793059 B CN111793059 B CN 111793059B CN 202010698927 A CN202010698927 A CN 202010698927A CN 111793059 B CN111793059 B CN 111793059B
- Authority
- CN
- China
- Prior art keywords
- nicosulfuron
- acid
- content
- mixture
- dropwise adding
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 239000005586 Nicosulfuron Substances 0.000 title claims abstract description 60
- 238000000034 method Methods 0.000 title claims abstract description 21
- 238000007670 refining Methods 0.000 title claims abstract description 10
- 238000001556 precipitation Methods 0.000 title description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000000047 product Substances 0.000 claims abstract description 17
- 239000003513 alkali Substances 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000002585 base Substances 0.000 claims abstract description 11
- 239000012043 crude product Substances 0.000 claims abstract description 10
- 238000001914 filtration Methods 0.000 claims abstract description 7
- 238000000926 separation method Methods 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 5
- 238000004090 dissolution Methods 0.000 claims abstract description 4
- 238000003916 acid precipitation Methods 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 13
- 238000003756 stirring Methods 0.000 claims description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 11
- 239000000706 filtrate Substances 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 238000001816 cooling Methods 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 6
- 238000003825 pressing Methods 0.000 claims description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 235000019253 formic acid Nutrition 0.000 claims description 3
- 238000004042 decolorization Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 4
- 238000000746 purification Methods 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 7
- 230000002363 herbicidal effect Effects 0.000 description 7
- 239000004009 herbicide Substances 0.000 description 6
- 238000000967 suction filtration Methods 0.000 description 6
- 229940100389 Sulfonylurea Drugs 0.000 description 5
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- RXCPQSJAVKGONC-UHFFFAOYSA-N Flumetsulam Chemical compound N1=C2N=C(C)C=CN2N=C1S(=O)(=O)NC1=C(F)C=CC=C1F RXCPQSJAVKGONC-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000007529 inorganic bases Chemical class 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000009333 weeding Methods 0.000 description 2
- 108010000700 Acetolactate synthase Proteins 0.000 description 1
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- 240000001140 Mimosa pudica Species 0.000 description 1
- 235000016462 Mimosa pudica Nutrition 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003927 aminopyridines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000000861 blow drying Methods 0.000 description 1
- 150000005693 branched-chain amino acids Chemical class 0.000 description 1
- 230000032823 cell division Effects 0.000 description 1
- NSWAMPCUPHPTTC-UHFFFAOYSA-N chlorimuron-ethyl Chemical group CCOC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(Cl)=CC(OC)=N1 NSWAMPCUPHPTTC-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229960000310 isoleucine Drugs 0.000 description 1
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 230000005080 plant death Effects 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention discloses a refining method for obtaining high-content nicosulfuron by adopting acid-alkali separation decoloration, and relates to the technical field of purification of nicosulfuron. The method comprises the steps of mixing the nicosulfuron crude product with water, and then carrying out alkali dissolution, activated carbon decoloration, filtration and acid precipitation. The invention adopts an acid-base method to decolor the nicosulfuron crude product, and the method is simple and feasible; can obtain high-content nicosulfuron, improves the quality of the nicosulfuron, and further avoids the crop safety risk brought by preparation products prepared from the nicosulfuron with low content.
Description
Technical Field
The invention relates to the technical field of nicosulfuron purification, in particular to a refining method for obtaining high-content nicosulfuron by adopting acid-base chromatography decoloration.
Background
Nicosulfuron, chemical name: 2- (4, 6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl) -N, N-dimethylnicotinamide of formula: c15H18N6O6S, molecular weight: 410.40. nicosulfuron is a systemic sulfonylurea herbicide. Zhang Heng et al in "the current development, market and future trend of sulfonylurea herbicides" pesticide 2010, 49(4): 235-.
The sulfonylurea herbicide was discovered for the first time by DuPont G.Levitt Dr in 1975, the herbicide chlorimuron-ethyl was developed in the patent technology of 1976, the age of ultra-high efficiency of the herbicide was opened, and Nisulfuron-methyl was developed by Nippon Stone Production company and DuPont USA in 1987. The sulfonylurea herbicide consists of active radical, hydrophobic radical aryl and sulfonylurea bridge. The plant internal structure and physiological balance can be destroyed to cause plant death, namely, the synthesis of branched chain amino acids valine, leucine and isoleucine is prevented by inhibiting acetolactate synthase, and then cell division is prevented, so that sensitive plants can not grow normally, and stem leaves are withered and withered gradually. Chinese patent application 201711128170.8 discloses a herbicidal composition containing flumetsulam and nicosulfuron and application thereof, the herbicidal composition takes the flumetsulam and the nicosulfuron as main active ingredients, and the mass ratio of the nicosulfuron to the flumetsulam is 1: 60-60: 1. the weeding composition can be used for weeding in corn fields, and particularly has a remarkable effect on preventing and removing gramineous and broadleaf weeds in the corn fields.
Due to the differences of the synthetic process, equipment and operation process of the nicosulfuron, a large amount of the nicosulfuron with yellow color or brown yellow color is generated, and the nicosulfuron with low content (the national standard is more than or equal to 92%) is ubiquitous in China. The formulation product prepared by the nicosulfuron with low content has higher crop safety risk in the use of the nicosulfuron. At present, a convenient and simple method for refining nicosulfuron does not exist.
In view of the above, the invention provides a refining method for obtaining high-content nicosulfuron by acid-alkali separation decoloring treatment, and the method is simple and feasible by adopting acid-alkali method decoloring treatment; the quality of the nicosulfuron is well improved, and the crop safety risk caused by a preparation product prepared from the nicosulfuron with low content is avoided.
Disclosure of Invention
The invention aims to provide a refining method for obtaining high-content nicosulfuron by adopting acid-base precipitation decoloring treatment. According to the characteristics that the solubility of the nicosulfuron in water is extremely low, the contained groups can react with acid and alkali, and the product can be dissolved in water, the impurities contained in the nicosulfuron are removed in the processes of dissolving, decoloring, filtering and separating out, so that the purposes of decoloring and improving the content are achieved.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a refining method for obtaining high-content nicosulfuron by adopting acid-base separation decoloring treatment comprises the steps of mixing a crude nicosulfuron product with water, and then sequentially carrying out alkali dissolution, activated carbon decoloring, filtering and acid separation.
Preferably, the mass ratio of the nicosulfuron crude product to the water to the active carbon is 110:400-800: 3-5; further preferably 110:600: 4.
The base is selected from at least one of inorganic base and organic base; wherein the inorganic base is selected from at least one of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate, and the organic base is selected from at least one of triethylamine and aminopyridine; most preferably, the base is sodium hydroxide.
The acid is selected from at least one of inorganic acid and organic acid; wherein, the inorganic acid is selected from at least one of hydrochloric acid, sulfuric acid and phosphoric acid, and the organic acid is selected from at least one of formic acid and acetic acid; most preferably, the acid is hydrochloric acid.
Preferably, the refining method for obtaining high-content nicosulfuron by acid-base separation decoloring treatment specifically comprises the following steps:
(1) mixing water and the nicosulfuron crude product, and cooling to obtain a mixture 1;
(2) alkali dissolution: dropwise adding alkali liquor into the mixture 1 obtained in the step (1) to obtain a mixture 2;
(3) activated carbon decolorization: adding active carbon into the mixture 2 obtained in the step (2), stirring and decoloring, and filtering to obtain a filtrate 1;
(4) acid precipitation: cooling the filtrate 1 obtained in the step (3), dripping acid liquor, separating out solids, and filtering to retain the solids to obtain a wet product 1;
(5) and (4) washing and drying the wet product 1 obtained in the step (4) to obtain the refined nicosulfuron.
Wherein,
in the step (1), the mixing is specifically as follows: adding the nicosulfuron crude product into water under the stirring state.
In the step (1), the temperature for reducing the temperature is-2-0 ℃, and is preferably-1 ℃;
in the step (2), the conditions for dropping alkali liquor are as follows: the dripping temperature is minus 5 ℃ to 10 ℃, and the dripping is finished when the pH value is 8 to 10; preferably, the dripping temperature is-2-5 ℃, and the pH is 8-9.
In the step (2), the mass fraction of the alkali liquor is 25-35%, and preferably 30%.
In the step (3), the time for stirring and decoloring is 0.5 to 1.5 hours, preferably 1 hour.
In the step (4), the temperature for reducing the temperature is-2 ℃ to 0 ℃, and is preferably-1 ℃.
In the step (4), the acid solution is dropwise added under the following conditions: the dripping temperature is minus 5 ℃ to 10 ℃, and the dripping is finished when the pH value is 3 to 5; preferably, the dripping temperature is-2-5 ℃, and the pH is 3-4.
In the step (4), the mass fraction of the acid liquor is 25-35%, and preferably 31%.
In the step (5), the washing means washing to a pH of 4 to 7.
In the step (5), the drying manner includes, but is not limited to, press drying, and blow drying.
Compared with the prior art, the invention has the following beneficial effects:
the invention adopts an acid-base method to decolor the nicosulfuron crude product, and the method is simple and feasible; the nicosulfuron with high content and near white color can be obtained, the quality of the nicosulfuron is improved, and the crop safety risk caused by a preparation product prepared from the nicosulfuron with low content is avoided.
Detailed Description
The present invention will be further explained with reference to specific examples in order to make the technical means, the technical features, the technical objectives and the effects of the present invention easier to understand, but the following examples are only preferred embodiments of the present invention, and not all embodiments of the present invention. Based on the embodiments in the implementation, other embodiments obtained by those skilled in the art without any creative efforts belong to the protection scope of the present invention.
In the following examples, unless otherwise specified, all the operations are conventional operations, all the equipment are conventional equipment, and all the acid solution and alkali solution solvents are water, and the percentages are mass fractions.
The activated carbon is purchased from constant environmental protection science and technology Limited, Anhui, and has a commodity number of 20200105.
The nicosulfuron crude product is from Huaxing chemical Co., Ltd, Anhui province, and has the product numbers of 2020235 and 2020240.
In the embodiment described below, it is preferred that,
the content determination method comprises the following steps: measured according to GB29383-2012 standard;
the effective content yield is calculated according to the following formula:
example 1
(1) Adding 600 g of water into a 1000 ml four-mouth bottle provided with a thermometer, a stirrer and a dropping funnel, adding 118 g of light and yellowish crude nicosulfuron (2020235 batches with the content of 90%) under the stirring state, and cooling to-1 ℃ in an ice maker to obtain a mixture 1;
(2) dropwise adding 30% sodium hydroxide solution into the mixture 1, controlling the temperature to be-2-5 ℃, finishing the dropwise adding when the pH is 8-9, and dropwise adding 33 g to obtain a mixture 2;
(3) adding 4 g of activated carbon into the mixture 2, stirring and decoloring for 1 hour, and performing suction filtration to obtain a filtrate 1;
(4) transferring the filtrate 1 into a 1000 ml four-mouth bottle provided with a thermometer, a stirrer and a dropping funnel, stirring in an ice maker to reduce the temperature to-2 ℃, dropping 31% hydrochloric acid, controlling the temperature to-2-5 ℃, ending dropping when the pH is 3-4, dropping 31 g in total, separating out solid, and performing suction filtration to retain the solid to obtain a wet product 1;
(5) and washing the wet product 1 until the pH value is about 5, drying by pressing, and drying to obtain 106 g of white nicosulfuron with the content of 98.4% and the effective content yield of 98.2%.
Example 2
(1) Adding 1200 g of water into a 2000 ml four-mouth bottle provided with a thermometer, a stirrer and a dropping funnel, adding 223 g of light and brown nicosulfuron crude products (2020240 batches with the content of 92%) under the stirring state, and cooling to-1 ℃ in an ice maker to obtain a mixture 1;
(2) dropwise adding 30% sodium hydroxide solution into the mixture 1, controlling the temperature to be-2-5 ℃, finishing the dropwise adding when the pH is 8-9, and dropwise adding 68 g to obtain a mixture 2;
(3) adding 8 g of activated carbon into the mixture 2, stirring and decoloring for 0.5 hour, and performing suction filtration to obtain a filtrate 1;
(4) transferring the filtrate 1 into a 2000 ml four-mouth bottle provided with a thermometer, a stirrer and a dropping funnel, stirring in an ice maker to reduce the temperature to-2 ℃, dropping 31% hydrochloric acid, controlling the temperature to-2-5 ℃, finishing dropping when the pH is 3-4, dropping 60 g in total, separating out solid, and performing suction filtration to retain the solid to obtain a wet product 1;
(5) and (3) washing the wet product 1 until the pH value is about 5, drying by pressing, and drying to obtain 205 g of white nicosulfuron with the content of 98.5% and the effective content yield of 98.4%.
Example 3
(1) Adding 600 g of water into a 1000 ml four-mouth bottle provided with a thermometer, a stirrer and a dropping funnel, adding 110 g of light and yellowish crude nicosulfuron (2020240 batches with the content of 92%) under the stirring state, and cooling to-1 ℃ in an ice maker to obtain a mixture 1;
(2) dropwise adding 30% sodium hydroxide solution into the mixture 1, controlling the temperature to be-2-5 ℃, finishing the dropwise adding when the pH is 8-9, and dropwise adding 35 g to obtain a mixture 2;
(3) adding 4 g of activated carbon into the mixture 2, stirring and decoloring for 1.5 hours, and performing suction filtration to obtain a filtrate 1;
(4) transferring the filtrate 1 into a 1000 ml four-mouth bottle provided with a thermometer, a stirrer and a dropping funnel, stirring in an ice maker to reduce the temperature to-2 ℃, dropping 31% hydrochloric acid, controlling the temperature to-2-5 ℃, ending dropping when the pH is 3-4, dropping 30 g in total, separating out solid, and performing suction filtration to retain the solid to obtain a wet product 1;
(5) and (3) washing the wet product 1 until the pH value is about 5, drying by pressing, and drying to obtain 101 g of white nicosulfuron with the content of 98.4% and the effective content yield of 98.2%.
Example 4
Different from the embodiment 3, 400 g of water is added in the step (1); 30 g of alkali is used in the step (2); adding 3g of activated carbon in the step (3), and adding 29 g of acid in the step (4); the rest are the same. 100.8 g of white nicosulfuron is obtained, the content is 98.3 percent, and the effective content yield is 97.9 percent.
Example 5
The difference from example 3 is that 800 g of water was added in step (1) and 5g of activated carbon was added in step (3), and the rest was the same. 101.3 g of white nicosulfuron is obtained, the content is 98.3 percent, and the effective content yield is 98.4 percent.
Example 6
In contrast to example 3, the base used was 30% triethylamine and the acid used was 31% formic acid, the rest being the same. 98.8 g of white nicosulfuron is obtained, the content is 98.1 percent, and the effective content yield is 95.8 percent.
Comparative example 1
The same as example 3, except that 10g of activated carbon was added in the step (3). 101.2 g of white nicosulfuron is obtained, the content is 98.1 percent, and the effective content yield is 98.1 percent.
Comparative example 2
In contrast to example 3, the addition of lye in step (2) was completed at a pH of 10.5-11.5, and the rest was the same. 96.3 g of white nicosulfuron is obtained, the content is 98.2 percent, and the yield of effective content is 93.4 percent.
Comparative example 3
Unlike example 3, the acid solution added in step (4) at pH5.5-6.5 was the same as the rest. 97.2 g of white nicosulfuron is obtained, the content is 98.1 percent, and the yield of the effective content is 94.3 percent.
Comparative example 4
The difference from example 3 is that the dropping temperature in step (2) is 35-38 ℃ and the rest is the same. 94.3 g of white nicosulfuron is obtained, the content is 98.2 percent, and the effective content yield is 91.5 percent.
Comparative example 5
The difference from example 3 is that the dropping temperature in step (4) is 35-38 ℃ and the rest is the same. 93.3 g of white nicosulfuron is obtained, the content is 98.1 percent, and the yield of the effective content is 90.4 percent.
In conclusion, the refined nicosulfuron has high nicosulfuron content (more than 98 percent), good yield (more than 95 percent) and simple preparation. As seen from comparative example 1, when the amount of activated carbon was too large, the yield was not acceptable in view of the cost, although the yield was still acceptable. As can be seen from comparative examples 2 to 5, both pH and temperature need to be controlled within appropriate ranges, and both too high and too low bring about a reduction in the effect.
The present invention is not limited to the above-described preferred embodiments, but rather, the present invention is to be construed broadly and cover all modifications, equivalents, and improvements falling within the spirit and scope of the present invention.
Claims (1)
1. A refining method for obtaining high-content nicosulfuron by acid-base separation decoloration is characterized by comprising the following steps:
(1) mixing water and the nicosulfuron crude product, and cooling to-1 ℃ to obtain a mixture 1;
(2) alkali dissolution: dropwise adding alkali liquor into the mixture 1 obtained in the step (1), controlling the temperature to be-2-5 ℃, and finishing dropwise adding when the pH is 8-9 to obtain a mixture 2;
(3) activated carbon decolorization: adding active carbon into the mixture 2 obtained in the step (2), stirring and decoloring for 0.5-1.5 hours, and filtering to obtain filtrate 1;
(4) acid precipitation: cooling the filtrate 1 obtained in the step (3) to-2 ℃, dropwise adding acid liquor, controlling the temperature to-2-5 ℃, ending dropwise adding when the pH is 3-4, separating out solid, filtering and retaining the solid to obtain a wet product 1;
(5) washing the wet product 1 obtained in the step (4) until the pH value is about 5, drying by pressing, and drying to obtain refined nicosulfuron;
wherein the alkali solution is sodium hydroxide solution or triethylamine, the acid solution is hydrochloric acid or formic acid, and the mass ratio of the nicosulfuron crude product, water and activated carbon is 110: 400-.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010698927.2A CN111793059B (en) | 2020-07-20 | 2020-07-20 | Refining method for obtaining high-content nicosulfuron by acid-base precipitation decoloring treatment |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010698927.2A CN111793059B (en) | 2020-07-20 | 2020-07-20 | Refining method for obtaining high-content nicosulfuron by acid-base precipitation decoloring treatment |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111793059A CN111793059A (en) | 2020-10-20 |
| CN111793059B true CN111793059B (en) | 2021-06-25 |
Family
ID=72807071
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010698927.2A Active CN111793059B (en) | 2020-07-20 | 2020-07-20 | Refining method for obtaining high-content nicosulfuron by acid-base precipitation decoloring treatment |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111793059B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2856873A1 (en) * | 2012-05-28 | 2015-04-08 | Ishihara Sangyo Kaisha, Ltd. | Herbicide composition |
| CN109400581A (en) * | 2018-09-20 | 2019-03-01 | 安徽华星化工有限公司 | A method of improving nicosulfuron content |
-
2020
- 2020-07-20 CN CN202010698927.2A patent/CN111793059B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2856873A1 (en) * | 2012-05-28 | 2015-04-08 | Ishihara Sangyo Kaisha, Ltd. | Herbicide composition |
| CN109400581A (en) * | 2018-09-20 | 2019-03-01 | 安徽华星化工有限公司 | A method of improving nicosulfuron content |
Non-Patent Citations (1)
| Title |
|---|
| 嘧啶磺酰脲除草剂的纯化与分析;贾淑敏;《中国优秀硕士学位论文全文数据库 农业科技辑》;20110415(第4期);第D046-212页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN111793059A (en) | 2020-10-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2340429C (en) | Trans-xanthophyll ester concentrates of enhanced purity and methods of making same | |
| CN100355872C (en) | Physical low-temperature cold-squeezing process for tea-seed oil | |
| US20070032683A1 (en) | Process for isolation and purification of xanthophyll crystals from plant oleoresin | |
| JP5794605B2 (en) | Methods for isolating carotenoids from plant sources | |
| US20050182280A1 (en) | Process for isolating, purifying and formulating a stable, commercial grade Lutein paste from oleoresin | |
| CN111793059B (en) | Refining method for obtaining high-content nicosulfuron by acid-base precipitation decoloring treatment | |
| CN107488687A (en) | Alginic acid oligosaccharides prepared by a kind of enzymatic isolation method and combinations thereof and preparation method | |
| CN103483379A (en) | Preparation method for glufosinate-ammonium | |
| US20080051591A1 (en) | Isolation and Purification of Carotenoids from Marigold Flowers | |
| WO2003104191A1 (en) | Novel trans - lutein enriched xanthophyll ester concentrate anda process for its preparation | |
| CN103351296A (en) | Preparation method of high-purity 2,4-D | |
| CN109503441B (en) | Preparation method of high-content cysteamine hydrochloride | |
| US8481769B2 (en) | Isolation and purification of cartenoids from marigold flowers | |
| CN110256238A (en) | A kind of refining methd of long-chain mixed dibasic acid | |
| CN113831322A (en) | Refining method of high-purity rimsulfuron | |
| ZHU et al. | Physiological and molecular mechanisms of hydrogen sulfide enhancing phosphorus absorption and transportation in rice | |
| CN113200900A (en) | Method for preparing lutein from marigold oleoresin | |
| CN111875526B (en) | Preparation method of high-content zeaxanthin | |
| CN110169529A (en) | A kind of color stabilizer and its color protecting method of mango | |
| US3248301A (en) | Method for recovering carotenoids and phytol from papaya plants | |
| Gorham | Chemical analysis of Indian corn | |
| CN112759519B (en) | Synthesis process of oxadiazon intermediate 2, 4-dichloro-5-nitrophenol | |
| Pant et al. | Variations in biochemical attributes of Cassia tora L. and C. auriculata L. under temperature stress | |
| CN112521312A (en) | Synthesis method of isoproturon herbicide | |
| KR100294731B1 (en) | A method for isolating antioxidant pigment from black hulled rice |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |