CN109810023B - High-content liquid sodium salicylhydroxamate and preparation method and application thereof - Google Patents
High-content liquid sodium salicylhydroxamate and preparation method and application thereof Download PDFInfo
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Abstract
The invention relates to a preparation method of high-content liquid sodium salicylhydroxamate, belonging to the field of preparation of mineral smelting materials. The preparation method comprises the steps of carrying out hydroximization reaction on salicylate and hydroxylamine sulfate in a solution containing a high-molecular emulsifier and alkali, and then carrying out solid-liquid separation to obtain the liquid sodium salicylhydroxamate; the high molecular emulsifier is at least one of phenethyl phenol formaldehyde resin polyoxyethylene ether, alkylphenol polyoxyethylene polyoxypropylene ether and triphenylethyl phenol polyoxypropylene polyoxyethylene block polymer. The invention also provides the liquid sodium salicylhydroxamate prepared by the preparation method, and the content of the salicylhydroxamic acid is 22.9-23.8% of that of the salicylhydroxamic acid. The invention has the characteristics of no need of repeatedly adding acid and alkali, no waste water, high product utilization rate and high product content.
Description
Technical Field
The invention belongs to the field of flotation reagents, and relates to liquid sodium salicylhydroxamate.
Background
The hydroximic group of the salicylhydroxamic acid contains N atom and O atom, both of which have lone pair electrons, belong to weak electron donors, and easily form stable chelate with metal ions, and the phenolic hydroxyl group on the benzene ring can synergistically chelate the metal ions with the hydroximic group. Therefore, the salicylhydroxamic acid is a chelating collecting agent with good selectivity, and is widely applied to flotation of various oxidized ores and rare earths such as cassiterite, ilmenite, bastnaesite, niobium-tantalum ore and the like.
Currently, salicylhydroxamic acid production is predominantIs obtained by carrying out hydroximization reaction on methyl salicylate by hydroxylamine hydrochloride. Hydroximization reaction has two methods, one is that methanol is used as solvent, and after the reaction is finished, the solvent is distilled off to obtain the product (Ruiqin wang,14n Quadrupole Double response in the same sub-structured Hydroxamic acids, JACS, 1989, (1), 114-. The solvent methanol used in the method is flammable and explosive, water is generated in the reaction, and the alcohol-water separation is carried out by a rectification method, so that the production difficulty is increased; the other method is that water is used as a solvent, hydroxylamine hydrochloride is used as a hydroximizing reagent, and an emulsifier (perivarin, an improved production method of salicylhydroxamic acid, CN101519365A) is added, so that methyl salicylate appears in the form of tiny emulsion drops in water, the contact area of hydroxylamine and methyl salicylate is increased, and the hydroximization reaction is rapidly carried out. The products of such processes are mainly in the form of salicylhydroxamic acid solids, which generally require acidification after hydroxamation, and in use, require the addition of a base for blending, to dissolve in an aqueous solution before flotation. Therefore, in the process of adding alkali, adding acid and adding alkali, a large amount of acid and alkali are repeatedly consumed, a large amount of wastewater treatment problems are caused, and the wastewater contains part of salicylhydroxamic acid dissolved in water, so that the wastewater treatment difficulty is increased, and the problem of enterprise trouble is solved.
Therefore, it is of great significance to improve the expression form of the product, reduce the amount of wastewater and improve the production economy.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and aims to provide the sodium salicylhydroxamate liquid which has high content and can be directly used without repeated acid and alkali addition treatment in the use process.
The invention also provides liquid sodium salicylhydroxamate prepared by the preparation method.
Most of the existing preparation methods of the salicylhydroxamic acid are synthesized salicylhydroxamic acid solids, however, in the process of using the salicylhydroxamic acid solids as a flotation collector, alkali-acid-alkali-addition is needed, so that a large amount of acid and alkali are repeatedly consumed, a large amount of waste water treatment problems are caused, and the waste water contains part of salicylhydroxamic acid dissolved in water, so that the treatment difficulty of the waste water is increased. In order to overcome the technical defects of the existing preparation method, the inventor tries to provide liquid sodium salicylhydroxamate (salicylhydroxamic acid solution), however, the provision of liquid sodium salicylhydroxamate is not a simple change of material form, and the technical problems of low effective solid content (referring to the effective content of sodium salicylhydroxamate in a solution product), low long-term stability and the like of the solution need to be overcome in the meantime. In order to overcome the technical problems, the inventor finally discovers through a great deal of research that liquid sodium salicylhydroxamate with high effective solid content, good solution uniformity and high long-term stability can be obtained synergistically by using hydroxylamine sulfate as a raw material and matching with the creative high-molecular emulsifier of the inventor; therefore, the following technical scheme is provided:
a process for preparing the liquid sodium salicylhydroxamate includes such steps as hydroximizing reaction between salicylic ester and hydroxylamine sulfate in the solution containing high-molecular emulsifier and alkali, and solid-liquid separation.
In the invention, hydroxylamine sulfate is used as a hydroxylamine raw material and is matched with the high-molecular emulsifier to carry out hydroximization reaction, and liquid sodium salicylhydroxamate with high effective solid content and good stability can be obtained through simple solid-liquid separation after the reaction.
Preferably, the polymer emulsifier, the salicylate and the water are stirred and emulsified; adding hydroxylamine sulfate, dissolving, and adding alkali to perform hydroximization reaction; after the reaction is finished, the liquid sodium salicylhydroxamate is obtained through solid-liquid separation. The research of the invention finds that the salicylic acid ester is emulsified with the innovative high molecular emulsifier in advance to obtain the superfine emulsified liquid drops; then contact the reaction with hydroxylamine sulfate, the polymeric emulsifier adopted can also effectively prevent sodium salicylhydroxamate from separating out, has little influence on the separation of sodium sulfate, and further is synergistically favorable for preparing liquid sodium salicylhydroxamate with high effective solid content and better stability.
Preferably, the polymeric emulsifier is at least one of phenethyl phenol formaldehyde resin polyoxyethylene ether, alkylphenol polyoxyethylene polyoxypropylene ether and tristyrylphenol polyoxypropylene polyoxyethylene block polymer. Researches show that the preferable high molecular emulsifier can be further matched with hydroxylamine sulfate, so that the solid content of the product can be further improved, and the stability of the product can be further improved.
More preferably, the polymeric emulsifier is at least one of phenethyl phenol formaldehyde resin polyoxyethylene ether and alkylphenol polyoxyethylene polyoxypropylene ether. The research shows that the solid content of the obtained product can be further improved by adopting the preferred high molecular emulsifier.
Preferably, the salicylate has the structure of formula 1:
in the formula 1, R is C1-4 alkyl.
Examples of R include methyl, ethyl, propyl, 1-butyl, isopropyl and the like.
In the present invention, R is preferably a methyl group. That is, the salicylate is preferably methyl salicylate.
In the present invention, the ratio between salicylate and hydroxylamine during the hydroxamation reaction, the temperature during the reaction, the pH and other parameters can be selected from conventional methods, or can be performed according to theories well known to those skilled in the art. For example, a proper excess of hydroxylamine sulfate is ensured, the dropping speed of the alkali is properly controlled, and the like.
The research further finds that the molar ratio of the salicylate to the hydroxylamine sulfate is preferably 1: 0.55-0.6. The macromolecular emulsifier disclosed by the invention is matched and controlled in the preferable proportion, so that the hydroximization reaction is facilitated, and the product yield is further improved.
Preferably, the polymer emulsifier accounts for 1-1.5% of the weight of the salicylate, and the control of the polymer emulsifier within the preferable range can enable the salicylate to be fully emulsified in an ultrafine manner and can effectively prevent the sodium salicylhydroxamate from being precipitated as a solid.
Preferably, the molar ratio of the alkali added in the hydroximization reaction process to the hydroxylamine sulfate is 5.2-5.3: 1. Control within this preferred range facilitates completion of the hydroxamation reaction.
Adopting methyl salicylate as a raw material, preferably, in the hydroximization reaction process, firstly reacting for 3-5 hours at the temperature lower than 33 ℃; then the temperature is increased to 40 plus or minus 2 ℃, and the reaction is continued for 2 to 3 hours.
Further preferably, in the hydroximization reaction process, the reaction is firstly carried out for 3 to 5 hours at the temperature of between 28 and 29 ℃; then the temperature is increased to 40 ℃, and the reaction is continued for 2 to 3 hours. Under this preferred stability control, the solids content and stability of the product can be further improved.
The invention relates to a preferable preparation method, which comprises the following steps:
step (1): adding a polymer emulsifier and methyl salicylate into a reaction bottle, uniformly mixing, adding water, and stirring for emulsification;
step (2): adding hydroxylamine sulfate, stirring and dissolving;
and (3): dropwise adding sodium hydroxide alkali solution, controlling the temperature to be about 28-29 ℃, keeping the temperature for reaction for 3-5 hours after dropwise adding, then heating to 40 ℃ and reacting for 2-3 hours;
and (4): and filtering the sodium sulfate salt to obtain a finished product.
When the alkali liquor is dripped in the step (3), the temperature of the solution is not higher than 33 ℃, and when the temperature is too high, salicylic acid by-products are easily generated.
And (4) directly filtering after the step (3) without cooling.
The polymer emulsifier preferably adopts phenylethylphenol formaldehyde resin polyoxyethylene ether, alkylphenol polyoxyethylene polyoxypropylene ether, triphenylethylphenol polyoxypropylene polyoxyethylene block polymer and the like. The preferred polymeric emulsifier has a high emulsifying capacity, and the droplets of the formed methyl salicylate emulsion are smaller than those of the conventional low molecular emulsifier such as OP emulsifier, so that salicylhydroxamic acid is generated and reacts with sodium hydroxide to generate sodium salicylhydroxamate, and the sodium salicylhydroxamate is dissolved in water to form a uniform solution; and the preferred emulsifier can unexpectedly increase the stability of the product and effectively prevent the product from decomposing. In addition, the polymer emulsifier is matched with the hydroxylamine sulfate and the synergistic control of other parameters, so that the content of the target product of the prepared liquid product can be further improved, and the long-term stability of the liquid product can be further improved.
The hydroximating reagent is industrial hydroxylamine sulfate, and compared with hydroxylamine hydrochloride, the hydroximating reagent has the advantages of low price, low solubility at room temperature and easy precipitation from a solution due to the same ion effect. Sodium sulfate decahydrate is separated out, so that a large amount of water and inorganic salt can be carried away during filtration, and the effective content of the sodium salicylhydroxamate is favorably improved; when hydroxylamine hydrochloride is used, the generated sodium chloride has high solubility, sodium salicylhydroxamate is easy to salt out to separate out in a paste form, a discharge hole is easy to block during production, and the continuous production is not facilitated.
And directly filtering the sodium sulfate after the third step without cooling.
The invention also discloses liquid sodium salicylhydroxamate prepared by the preparation method, wherein the content of the liquid sodium salicylhydroxamate is 22-24 wt% in terms of salicylhydroxamic acid; further preferably 22.9 to 23.8 wt%.
The liquid sodium salicylhydroxamate is uniform and stable in emulsion. After three months and half a year of product tracking, the sodium salicylate hydroximate component is not changed, and sodium salicylate or other rearrangement products cannot be generated under the common storage condition.
The invention also provides application of the liquid sodium salicylhydroxamate as a collecting agent to mineral flotation. In the invention, the liquid sodium salicylhydroxamate is directly used as a collecting agent, and is directly applied to mineral flotation without simplification and acidification treatment.
The mineral is any mineral aggregate capable of being collected by salicylhydroxamic acid; preferably cassiterite, ilmenite, bastnaesite, niobium-tantalum ore and other kinds of oxide ore and rare earth ore.
Has the advantages that:
1. the invention takes the liquid sodium salicylhydroxamate as the final product, and does not need to repeatedly and inefficiently carry out the treatments of acid addition and alkali addition, thereby saving the production cost and reducing the production labor amount and time;
2. reduce the discharge amount of waste water and improve the utilization rate of products. The wastewater after the acid addition contains a large amount of acid and inorganic salt, and can be discharged only by neutralization, desalting and other operations; the generated salicylic hydroxamic acid has certain solubility in aqueous solution, needs to be removed and treated, and is difficult to treat in large-scale small and medium-scale enterprises. According to the product form of the invention, the product is directly used for flotation, no production wastewater is generated, and the sodium salicylhydroxamate can be completely used for flotation production, so that the utilization rate of the product is effectively improved.
3. The effective content of the product is high. After the reaction is finished, a part of solid precipitate is proved to be sodium sulfate salt, the sodium sulfate is separated out in the form of sodium sulfate decahydrate in the aqueous solution, and after the sodium sulfate is filtered, part of water and inorganic salt in the solution system can be taken away, so that the effective content of the sodium salicylhydroxamate is increased.
4. The product has good stability. After three months and half a year of product tracking, the sodium salicylhydroxamate has no change in the components under the temperature and pH conditions, and sodium salicylate or other rearrangement products cannot be generated.
Therefore, the invention has the characteristics of simple process, no wastewater treatment, high product utilization rate and effective content and convenient use for customers.
The specific implementation mode is as follows:
example 1
50 g of methyl salicylate and 0.6 g of phenethylphenol formaldehyde resin polyoxyethylene ether (Chachentai blue sky fine chemical Co., Ltd., Nongru No. 400) are added into a three-neck flask, stirred uniformly, added with 55 g of water and stirred for emulsification. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate with 23.5 percent of salicylhydroxamic acid content is obtained. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is generated.
Example 2
50 g of methyl salicylate and 0.7 g of phenethyl phenol formaldehyde resin polyoxyethylene ether (Chachentai blue sky fine chemical Co., Ltd., Nongru No. 400) are added into a three-neck flask, stirred uniformly, added with 55 g of water and stirred for emulsification. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate with 23.4 percent of salicylhydroxamic acid content is obtained. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is generated.
Example 3
50 g of methyl salicylate and 0.6 g of alkylphenol formaldehyde resin polyoxyethylene ether (Handan New Diya chemical Co., Ltd., Nongru No. 700) are added into a three-neck flask, stirred uniformly, added with 55 g of water, stirred and emulsified. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate with the content of 22.9 percent of salicylhydroxamic acid is obtained. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is generated.
Example 4
50 g of methyl salicylate and 0.7 g of alkylphenol formaldehyde resin polyoxyethylene ether (Handan New Diya chemical Co., Ltd., Nongru No. 700) are added into a three-neck flask, stirred uniformly, added with 55 g of water, stirred and emulsified. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate is obtained, wherein the content of the salicylhydroxamic acid is 23.0 percent based on the salicylhydroxamic acid. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is generated.
Example 5
50 g of methyl salicylate and 0.6 g of alkylphenol polyoxyethylene polyoxypropylene ether (in-Yilvsen chemical engineering, APEP-108) are added into a three-neck flask, stirred uniformly, added with 55 g of water and stirred for emulsification. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate with 23.8 percent of salicylhydroxamic acid content is obtained. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is generated.
Example 6
50 g of methyl salicylate and 0.7 g of alkylphenol polyoxyethylene polyoxypropylene ether (in-Yilvsen chemical engineering, APEP-108) are added into a three-neck flask, stirred uniformly, added with 55 g of water and stirred for emulsification. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate with 23.8 percent of salicylhydroxamic acid content is obtained. After 6 months of gas chromatography tracking, the product has good stability and no decomposition by-products.
Example 7
50 g of methyl salicylate and 0.6 g of triphenylethylphenol polyoxypropylene polyoxyethylene block polymer (from the company of Fine chemical Co., Ltd., agricultural emulsion 1602#) were put into a three-neck flask, stirred uniformly, added with 55 g of water, stirred and emulsified. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate with 23.2 percent of salicylhydroxamic acid content is obtained. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is generated.
Example 8
50 g of methyl salicylate and 0.7 g of triphenylethylphenol polyoxypropylene polyoxyethylene block polymer (from the company of Fine chemical Co., Ltd., agricultural emulsion 1602#) were put into a three-neck flask, stirred uniformly, added with 55 g of water, stirred and emulsified. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, the precipitated salt is removed by filtration, and a clear and transparent solution of sodium salicylhydroxamate with 23.1 percent of salicylhydroxamic acid content is obtained. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is generated.
Comparative example 1
50 g of methyl salicylate and 0.7 g of nonylphenol polyoxyethylene ether (Nochen Tailan day fine chemical Co., Ltd., OP-10) were put into a three-neck flask, stirred uniformly, added with 55 g of water, stirred and emulsified. Adding 29.6 g of hydroxylamine sulfate, after the hydroxylamine sulfate is dissolved, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ during dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, and then heating to 40 ℃ for reaction for 3 hours. After the reaction is finished, a solid-liquid mixture is obtained, solid salt contains a large amount of sodium salicylhydroxamate, and precipitated salt is removed by filtration, wherein the content of the salicylhydroxamic acid in the solution is 17.1% in terms of the salicylhydroxamic acid. Following gas chromatography, 10% of the product was found to be converted to sodium salicylate after 6 months.
Comparative example 2
50 g of methyl salicylate and 0.6 g of phenethylphenol formaldehyde resin polyoxyethylene ether (Chachentai blue sky fine chemical Co., Ltd., Nongru No. 400) are added into a three-neck flask, stirred uniformly, added with 55 g of water and stirred for emulsification. Adding 25 g of hydroxylamine hydrochloride, after the dissolution is finished, dropwise adding 95 g of 40% sodium hydroxide solution, controlling the temperature of the reaction solution to be 28-29 ℃ when dropwise adding, keeping the pH value to be not more than 12, after the dropwise adding is finished (1.5 hours), carrying out heat preservation reaction for 3 hours, then heating to 40 ℃ and carrying out reaction for 3 hours. After the reaction is finished, a solid-liquid mixture is obtained, solid salt contains a large amount of sodium salicylhydroxamate, and precipitated salt is removed by filtration, wherein the content of the salicylhydroxamic acid in the solution is 16.5 percent based on the salicylhydroxamic acid. The product is traced by gas chromatography, the product stability is good within 6 months, and no decomposition by-product is found.
Claims (9)
1. The preparation method of liquid sodium salicylhydroxamate is characterized in that salicylate and hydroxylamine sulfate are subjected to hydroximization reaction in a solution containing a high-molecular emulsifier and alkali, and then solid-liquid separation is carried out to obtain the liquid sodium salicylhydroxamate;
the high molecular emulsifier is at least one of phenethyl phenol formaldehyde resin polyoxyethylene ether, alkylphenol polyoxyethylene polyoxypropylene ether and triphenylethylphenol polyoxypropylene polyoxyethylene block polymer;
the macromolecular emulsifier accounts for 1-1.5% of the weight of the salicylate;
the molar ratio of the salicylate to the hydroxylamine sulfate is 1: 0.55-0.6;
the alkali solution is sodium hydroxide aqueous solution.
2. The method for preparing liquid sodium salicylhydroxamate according to claim 1, wherein the polymeric emulsifier, the salicylate and water are first emulsified by stirring; adding hydroxylamine sulfate, dissolving, and adding alkali to perform hydroximization reaction; after the reaction is finished, the liquid sodium salicylhydroxamate is obtained through solid-liquid separation.
3. The method for preparing liquid sodium salicylhydroxamate according to claim 1, wherein the polymeric emulsifier is at least one of Nongru 400#, Nongru 700#, APEP-108 and Nongru 1602 #.
4. A process for the preparation of liquid sodium salicylhydroxamate according to claim 1 or 2, wherein said salicylate has the formula 1:
formula 1
In the formula 1, R is C1-4 alkyl.
5. The method of claim 4 wherein R is methyl.
6. The method of claim 1, wherein the molar ratio of the base to hydroxylamine sulfate is 5.2-5.3: 1.
7. The method for preparing liquid sodium salicylhydroxamate according to claim 1, wherein in the hydroximation reaction process, the reaction is carried out at a temperature of less than 33 ℃ for 3-5 hours; then the temperature is increased to 40 plus or minus 2 ℃, and the reaction is continued for 2 to 3 hours.
8. A liquid sodium salicylhydroxamate prepared by the method of any one of claims 1 to 7, wherein the content of the sodium salicylhydroxamate is 22 to 24wt% based on salicylhydroxamic acid.
9. Use of the liquid sodium salicylhydroxamate according to claim 8 as a collector in mineral flotation.
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| US4871466A (en) * | 1987-10-15 | 1989-10-03 | American Cyanamid Company | Novel collectors and processes for making and using same |
| CN101519365A (en) * | 2009-03-27 | 2009-09-02 | 上海第二工业大学 | Improved production method for salicylhydroxamic acid |
| CN102513218A (en) * | 2011-11-18 | 2012-06-27 | 中国铝业股份有限公司 | Preparation method for trapping agent for bauxite flotation |
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