CN115385808B - Preparation method of flotation agent for boron separation and flotation agent - Google Patents

Preparation method of flotation agent for boron separation and flotation agent Download PDF

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CN115385808B
CN115385808B CN202110567741.8A CN202110567741A CN115385808B CN 115385808 B CN115385808 B CN 115385808B CN 202110567741 A CN202110567741 A CN 202110567741A CN 115385808 B CN115385808 B CN 115385808B
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boron
flotation
separation
flotation agent
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CN115385808A (en
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刘海宁
柏春
李�权
吴志坚
叶秀深
李军
张慧芳
董明哲
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Qinghai Institute of Salt Lakes Research of CAS
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/12—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by hydroxy groups
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00—Flotation
    • B03D1/001—Flotation agents
    • B03D1/004—Organic compounds
    • B03D1/01—Organic compounds containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/04—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/10—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with one amino group and at least two hydroxy groups bound to the carbon skeleton
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2201/00—Specified effects produced by the flotation agents
    • B03D2201/02—Collectors
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2201/00—Specified effects produced by the flotation agents
    • B03D2201/04—Frothers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2203/00—Specified materials treated by the flotation agents; specified applications
    • B03D2203/02—Ores
    • B03D2203/04—Non-sulfide ores

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  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)

Abstract

The invention provides a preparation method of a boron flotation agent and the flotation agent, which comprises the following steps: step 1, adding meglumine and an alkaline catalyst into an organic solvent, and uniformly dispersing to obtain a first mixture; step 2, adding a long-chain alkyl compound into the first mixture for reaction, carrying out solid-liquid separation on a reaction product, and washing and drying solid substances to obtain the flotation agent for boron separation; the long chain alkyl compound is C 10～C18 alkylene oxide and/or C 10～C18 alkyl halide. The flotation agent adopts a complexation flotation method to separate boron in the solution, and the separation system has good selectivity to boron and wide application range to boron content, and is not influenced by concentrated salt.

Description

Preparation method of flotation agent for boron separation and flotation agent
Technical Field
The invention belongs to the technical field of chemical engineering, and particularly relates to a preparation method of a flotation agent for boron separation and the flotation agent.
Background
Boron and its compounds are important raw materials and key auxiliary agents in the fields of glass, ceramics, fertilizers, medicines, metallurgy, nuclear industry and the like. Boron resources are mainly derived from boron ores and boron-containing brines. With the increasing demand of economic development, the reserves of high-grade boron ores are gradually reduced, and the separation and enrichment of boron in boron-containing brine become necessary. In addition, in the development process of other beneficial salt products in brine, the existence of boron impurities can have adverse effects on the downstream application performance of related salt products, so that the separation and removal of boron in an aqueous solution are indispensable.
At present, the separation method of v from the boron in the aqueous solution mainly comprises a precipitation method, a flotation method, an electrodialysis method, a reverse osmosis method, an extraction method and an adsorption method. The precipitation method and the floatation method are suitable for recycling and enriching a high boron content system, and are not suitable for removing boron impurities; the membrane separation method has higher requirements on the salt content and pH of the system, and has poor applicability in a concentrated salt system; the extraction method is easy to cause secondary pollution and needs to be matched with subsequent treatment procedures, and the treatment scale of the adsorption method is limited.
Flotation is mainly used for the separation of solid minerals of boron (boron is separated in solution in the form of solids), whereas for the flotation of borate ions in solution in dissolved form, rare studies have been reported. Flotation is used for the separation of boric acid from solid boric acid minerals (boric acid is separated in solid form), which requires that the mother liquor after salt production contains between 5% and 8% boron (calculated as H 3BO3) for separating boric acid from mixed borate minerals. For the flotation of solid boric acid, commonly used flotation agents include alkaline residue, oxidized paraffin soap, acid residue, secondary amine, mixed flotation agents and the like, but the selectivity of the flotation agents to solid boric acid and other salts is not ideal, and the purity of the separated boric acid is low (see references: zhaowei, guo Yafei, gaojie, etc., boron resource profile in China and boron extraction research progress [ J ]. World technological research and development, 2011,33 (1): 29-32 and Wang Wenxia, li Hongling. Sulfuric acid process production boric acid mother liquor recycling technology [ J ]. Inorganic salt industry, 2002,34 (005): 33-34.).
Disclosure of Invention
The invention aims to overcome the defects of the prior art, and provides a flotation agent for boron separation, which is prepared by carrying out long-chain alkylation grafting on meglumine, adopts a complexation flotation method to separate boron in solution, has good selectivity on boron by a separation system, wide application range on boron content, high boron recovery rate, can be recycled after regeneration, and has no secondary pollution.
The invention is realized by the following technical scheme:
a method of preparing a flotation agent for boron separation comprising the steps of:
step 1, adding meglumine and an alkaline catalyst into an organic solvent, and uniformly dispersing to obtain a first mixture, wherein the concentration of the meglumine in the first mixture is 0.05-0.42 mol/L;
The basic catalyst has the main effects of neutralizing a part of active centers with over-strong activity, inhibiting cracking, dividing the active components into independent micro areas, improving the selectivity of hydroxyl in meglumine during the reaction, and being more beneficial to the condensation reaction.
The mass ratio of meglumine to the alkaline catalyst in the first mixture is 1:0.1-0.5;
Step 2, adding a long-chain alkyl compound into the first mixture for reaction, wherein the ratio of the meglumine to the substances added with the long-chain alkyl compound is 1:0.8-2, the reaction temperature is 50-90 ℃, and the reaction time is more than 12 hours; after the reaction is finished, carrying out solid-liquid separation on the reaction product, and cleaning and drying solid substances to obtain the flotation agent for boron separation;
Meglumine undergoes a condensation reaction with long chain alkyl compounds. Taking brominated long-chain alkane as an example, the brominated long-chain alkane reacts with methylamino of meglumine to remove small molecular HBr, so that the methylamino of the meglumine is grafted with a long carbon chain.
The long chain alkyl compound is C 10～C18 alkylene oxide and/or C 10～C18 alkyl halide.
In the above technical scheme, the alkaline catalyst is carbonate, KI, KOH, KHCO 3、K2 O, or MgO.
In the technical scheme, the carbonate is sodium carbonate and/or potassium carbonate.
In the above technical scheme, the organic solvent is methanol, ethanol, chloroform, dichloromethane or acetone.
In the technical scheme, the mass ratio of the meglumine to the alkaline catalyst in the first mixture is 1:0.4-0.5.
In the above technical scheme, stirring is performed in the reaction process in the step 2.
In the above technical scheme, in the step 2, the reaction temperature is 40-50 ℃.
In the above technical scheme, in the step 2, the reaction time is more than 48 hours.
In the above technical scheme, in the step 2, the process of cleaning the solid material adopts petroleum ether, dichloromethane, chloroform, water or ethyl acetate solution for cleaning; preferably an ethyl acetate solution;
Because the ethyl acetate has larger polarity, but the solubility is stronger than petroleum ether and weaker than dichloromethane and trichloromethane, when the ethyl acetate is used for cleaning solid products, unreacted monomers can be dissolved away, target products can not be dissolved away, and the purity of the final products is higher.
In the technical scheme, the volume ratio of water to ethyl acetate in the ethyl acetate solution is 1-5:1.
In the above technical scheme, in the step2, the drying temperature adopted in the drying process is 30-60 ℃.
In the above technical scheme, the long-chain alkyl compound is C 10～C18 chlorinated alkane, C 10～C18 brominated alkane or C 10～C18 iodinated alkane. More preferably, the long chain alkyl compound is C 16～C18 chlorinated alkane, C 16～C18 brominated alkane, C 16～C18 iodinated alkane.
A flotation agent for boron separation, the flotation agent having the general structural formula:
Wherein,
R is a long chain alkyl of C 10～18;
Or, R is a long chain alkyl of hydroxy substituted C 10～18.
In the above technical scheme, the structural general formula of the flotation agent is as follows:
Wherein,
R' is a long chain alkyl of C 8～16.
The invention has the advantages and beneficial effects that:
The invention provides a boron complex flotation agent which is prepared by carrying out long-chain alkylation grafting on meglumine, has high-selectivity boron complexing function and foaming air floatation property, adopts a complex flotation method to separate boron in solution, has good selectivity of a separation system on boron, wide application range on boron content, is not influenced by concentrated salt, has good conventional solution applicability, does not need to particularly adjust the pH value of the solution, has good air floatation performance and high boron recovery rate, can be recycled after regeneration, and has no secondary pollution; the complex flotation separation process has the advantages of convenient operation, flexible treatment scale, easy amplification and lower cost.
Drawings
FIG. 1 is a Fourier infrared spectrum (FT-IR) of a boron separated flotation agent (1) and a post-flotation boron complexed flotation agent (2) prepared in example one of the present invention.
FIG. 2 is a scanning electron microscope image of a boron-separated flotation agent prepared according to example one of the present invention.
FIG. 3 is a Fourier infrared spectrum (FT-IR) of the boron separated flotation agent (1) and the post-flotation boron complexed flotation agent (2) prepared in example seven of the present invention.
Fig. 4 is a scanning electron microscope image of a boron-separated flotation agent prepared in example seven of the present invention.
Fig. 5 is a schematic reaction scheme of the process for preparing a boron-separated flotation agent of the present invention.
Fig. 6 is a mechanism of the flotation process of the present invention for boron separation.
Other relevant drawings may be made by those of ordinary skill in the art from the above figures without undue burden.
Detailed Description
In order to make the person skilled in the art better understand the solution of the present invention, the following describes the solution of the present invention with reference to specific embodiments.
Example 1
A method of preparing a flotation agent for boron separation comprising the steps of:
step 1, adding 10g of meglumine and 4g of Na 2CO3 into ethanol, and uniformly dispersing to obtain a first mixture, wherein the concentration of the meglumine in the first mixture is 0.26mol/L;
Step 2, adding 20g of 1-bromooctadecane into the first mixture for reaction, wherein the reaction temperature is 50 ℃ and the reaction time is 96 hours; after the reaction is finished, performing rotary evaporation on the reaction product, washing the obtained solid substance with deionized water, and drying at 40 ℃ for 24 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 5g of the flotation agent for boron separation into 500mL of magnesium chloride solution with boron concentration of 0.01mol/L, stirring for 10h, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1400 r/min; the separation and removal rate of the detected boron is 65.35 percent.
Example two
A method of preparing a flotation agent for boron separation comprising the steps of:
Step 1, adding 5g of meglumine and 2g K 2CO3 g of meglumine into methanol, and uniformly dispersing to obtain a first mixture, wherein the concentration of the meglumine in the first mixture is 0.13mol/L;
Step2, adding 6g of 1-chlorohexadecane into the first mixture to react at a temperature of 50 ℃ for 48 hours; after the reaction is finished, performing rotary evaporation on the reaction product, washing the obtained solid substance with deionized water, and drying at 30 ℃ for 48 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 10g of the flotation agent for boron separation into 500mL of diluted large Chai Dan brine, stirring for 8h, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1700 r/min; the boron separation removal rate was 93.65%.
The contents of each element in the large Chai Dan brine are shown in the following table:
Table 1 major element content table in Chai Dan brines
Example III
A method of preparing a flotation agent for boron separation comprising the steps of:
Step 1, adding 10g of meglumine and 4g of Na 2CO3 into methanol, and uniformly dispersing to obtain a first mixture, wherein the concentration of the meglumine in the first mixture is 0.26mol/L;
step 2, adding 20g of 1-iodooctadecane into the first mixture for reaction, wherein the reaction temperature is 50 ℃ and the reaction time is 96 hours; after the reaction is finished, performing rotary evaporation on the reaction product, washing the obtained solid substance with deionized water, and drying at 40 ℃ for 24 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 8g of the flotation agent for boron separation into 500mL of diluted large Chai Dan brine, stirring for 8h, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1500 r/min; the boron separation removal rate is 88.13%.
The content of each element in the large Chai Dan bittern is shown in table 1
Example IV
A method of preparing a flotation agent for boron separation comprising the steps of:
step 1, adding 5g of meglumine and 2.5g K 2CO3 to methanol, and uniformly dispersing to obtain a first mixture, wherein the concentration of the meglumine in the first mixture is 0.13mol/L;
Step 2, adding 20g of 1-bromooctadecane into the first mixture for reaction, wherein the reaction temperature is 50 ℃ and the reaction time is 96 hours; after the reaction is finished, performing rotary evaporation on the reaction product, washing the obtained solid substance with deionized water, and drying at 40 ℃ for 24 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 7g of the flotation agent for boron separation into 500mL of diluted large Chai Dan brine, stirring for 8h, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1500 r/min; the boron separation removal rate is 80.03%.
The content of each element in the large Chai Dan bittern is shown in table 1
Example five
A method of preparing a flotation agent for boron separation comprising the steps of:
Step 1, adding 10g of meglumine and 4g K 2CO3 to methanol, and uniformly dispersing to obtain a first mixture, wherein the concentration of the meglumine in the first mixture is 0.26mol/L;
Step 2, adding 20g of 1, 2-octadecane oxide into the first mixture for reaction, wherein the reaction temperature is 80 ℃ and the reaction time is 48 hours; after the reaction is finished, carrying out suction filtration on the reaction product, carrying out ethyl acetate cleaning on the obtained solid substance, and drying at 40 ℃ for 24 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 10g of the flotation agent for boron separation into 500mL of diluted large Chai Dan brine, stirring for 8h, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1500 r/min; the boron separation removal rate is 85.62%.
The content of each element in the large Chai Dan bittern is shown in table 1
Example six
A method of preparing a flotation agent for boron separation comprising the steps of:
Step1, adding 10g of meglumine and 2.5g K 2CO3 to methanol, and uniformly dispersing to obtain a first mixture;
Step 2, adding 14.78g of 1, 2-hexadecane oxide into the first mixture for reaction, wherein the reaction temperature is 80 ℃ and the reaction time is 48 hours; after the reaction is finished, carrying out suction filtration on the reaction product, washing the obtained solid substance with deionized water, and drying at 40 ℃ for 24 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 8g of the flotation agent for boron separation into 500mL of diluted large Chai Dan brine, stirring for 8h, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1500 r/min; the boron separation removal rate is 83.15%.
Example seven
A method of preparing a flotation agent for boron separation comprising the steps of:
Step1, adding 15g of meglumine and 2g K 2CO3 g of meglumine into deionized water, and uniformly dispersing to obtain a first mixture;
Step 2, adding 20mL of 1, 2-octadecane oxide into the first mixture for reaction, wherein the reaction temperature is 70 ℃ and the reaction time is 96 hours; and after the reaction is finished, carrying out vacuum suction filtration on the reaction product, washing the obtained solid substance with deionized water, and drying at 50 ℃ for 48 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 10g of the flotation agent for boron separation into 500mL of the Chai Dan brine which is diluted by 4 times, stirring for 8 hours, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1700 r/min; the boron separation removal rate was 92.65%.
Example eight
A method of preparing a flotation agent for boron separation comprising the steps of:
step1, adding 20g of meglumine and 5g K 2CO3 g of meglumine into ethanol, and uniformly dispersing to obtain a first mixture;
Step 2, 35g of 1, 2-epoxydodecane is added into the first mixture for reaction, the reaction temperature is 60 ℃, and the reaction time is 24 hours; and after the reaction is finished, carrying out vacuum suction filtration on the reaction product, washing the obtained solid substance by using a mixed solution of water and ethyl acetate, and drying at 60 ℃ for 12 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 5g of the flotation agent for boron separation into 500mL of solution with boron concentration of 0.01mol/L, stirring for 24 hours, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1900 r/min; the boron separation removal rate is 82.37%.
Example nine
A method of preparing a flotation agent for boron separation comprising the steps of:
Step 1, adding 10g of meglumine and 4g of Na 2CO3 into methanol, and uniformly dispersing to obtain a first mixture;
Step 2, adding 20g of 1-epoxytetradecane into the first mixture for reaction, wherein the reaction temperature is 50 ℃ and the reaction time is 96 hours; after the reaction is finished, performing rotary evaporation on the reaction product, washing the obtained solid substance with deionized water, and drying at 40 ℃ for 24 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 8g of the flotation agent for boron separation into 500mL of diluted solution Chai Dan of the solution 4, stirring for 15h, pouring into a flotation tank, and performing flotation until bubbles are completely scraped, wherein the bubbling speed is 1500 r/min; the boron separation removal rate is 88.13%.
Examples ten
A method of preparing a flotation agent for boron separation comprising the steps of:
step1, adding 18g of meglumine and 4g K 2CO3 g of meglumine into ethanol, and uniformly dispersing to obtain a first mixture;
Step 2, adding 30g of 1-epoxydodecane into the first mixture for reaction, wherein the reaction temperature is 60 ℃ and the reaction time is 24 hours; and after the reaction is finished, carrying out suction filtration on the reaction product, washing the obtained solid substance by using a mixed solution of ethyl acetate hydrate, and drying at 60 ℃ for 12 hours to obtain the flotation agent for boron separation.
Complexing flotation separation of boron: adding 6g of the flotation agent for boron separation into 500mL of solution with boron concentration of 0.012mol/L, stirring for 24 hours, pouring into a flotation tank, bubbling at 1800r/min, and performing flotation until bubbles are completely scraped; the boron separation removal rate was 80.32%.
Meglumine undergoes a condensation reaction with long chain alkyl compounds. Taking brominated long-chain alkane as an example, the brominated long-chain alkane reacts with methylamino of meglumine to remove small molecular HBr, so that the methylamino of the meglumine is grafted with a long carbon chain.
The flotation agent has a hydrophobic group with proper long carbon chain number at one end and a polyhydroxy hydrophilic group (meglumine functional group) capable of complexing boron at the other end, and the boron in the aqueous solution has complexing flotation capability only by adding the compound during flotation. The polyhydroxy compound N-methyl-D-glucosamine (NMDG) has a polyhydroxy structure and is an excellent complexing agent of boron; the long carbon chain in the long chain alkyl has hydrophobicity, and the long chain alkyl is attached to the surface of the bubble by the hydrophobic effect during flotation, so that complex ions are floated.
The alkyl compound has better activity due to bromine or epoxy group in the structure, can react with amine group in NMDG under certain conditions, and is condensed to generate a target product, wherein the reaction formula is shown in figure 5. The long-chain alkane has hydrophobicity, and NMDG can have strong complexing reaction with boron in solution due to two cis-hydroxyl groups, so that the synthesized product has hydrophilic and hydrophobic properties, can serve as a complexing agent and a foaming agent at the same time, and is used for separating boron in solution by flotation, and the flotation mechanism is shown in figure 6.
Relational terms such as "first" and "second", and the like may be used solely to distinguish one element from another element having the same name, without necessarily requiring or implying any actual such relationship or order between such elements.
The foregoing has described exemplary embodiments of the invention, it being understood that any simple variations, modifications, or other equivalent arrangements which would not unduly obscure the invention may be made by those skilled in the art without departing from the spirit of the invention.

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RN 152517-76-5;REGISTRY;《STN Columbus》;第1页 *
RN 167018-07-7;REGISTRY;《STN Columbus》;第1页 *
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