CN106238215A - A kind of collophane quaternary ammonium salt cationic collecting agent and synthetic method thereof and application - Google Patents
A kind of collophane quaternary ammonium salt cationic collecting agent and synthetic method thereof and application Download PDFInfo
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- CN106238215A CN106238215A CN201610760106.0A CN201610760106A CN106238215A CN 106238215 A CN106238215 A CN 106238215A CN 201610760106 A CN201610760106 A CN 201610760106A CN 106238215 A CN106238215 A CN 106238215A
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- ammonium salt
- quaternary ammonium
- collecting agent
- salt cationic
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- 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
- B03D1/011—Quaternary ammonium compounds
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- 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
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- 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
- B03D2203/06—Phosphate ores
Abstract
The invention discloses a kind of quaternary ammonium salt positive from collecting agent and synthetic method, the quaternary ammonium salt cationic collecting agent of preparation is mainly used in collophane Counterfloatating desiliconization, and preparation technology uses two-step method: first with C1-C4Tertiary amine, hydrochloric acid and epoxychloropropane be the intermediate that Material synthesis contains chloro and hydroxypropyl, then quaternary ammonium salt cationic collecting agent is prepared in the intermediate of synthesis and hexamethylene diamine reaction in the basic conditions.Synthetic route of the present invention is simple, and raw material sources are extensive, and the collecting agent of preparation is stable, and good water solubility is easy to use, has that selectivity is good and the collecting power advantage such as by force in collophane Counterfloatating desiliconization.
Description
Technical field
The invention belongs to the technical field of Collectors for Phosphorous Ore, be specifically related to a kind of collophane quaternary ammonium salt cationic collecting agent
And synthetic method and application.
Background technology
Along with the utilization of continually developing of phosphate rock resource, rich ore and Yi Xuan phosphate rock resource reduce day by day.Some places have gone out
Existing exhaustion, most area middle-low grade Ore is in the majority, and overwhelming majority Ore could utilize after having to pass through beneficiation enrichment.Solve
The flotation of middle-low grade Ore, especially middle-low grade difficulty select the flotation of silico-calcium collophane extremely the most urgent.For this kind of ore deposit
Stone must discharge substantial amounts of silicate impurity in floatation process, could meet processing needs.
The 1950's, the U.S. uses fatty amine cation to be successfully realized the reverse flotation of iron mine as collecting agent first
Desiliconization.So far, cationic flotation collector is paid attention to the most deeply, success in the oxide ores such as iron ore, bauxite, rock phosphate in powder
Achieve Counterfloatating desiliconization, and obtain commercial Application in the separation by ore floatation such as potassium chloride, zinc oxide.At present, fatty amines
Compound is the most commonly used cationic collecting agent, is characterized in that dosing is few, and technological process is simple.But due to this type of
Collecting agent water solublity is bad, and configuration complexity, especially sensitive to sludge, the shortcomings such as selectivity is poor, fatty amines collecting agent fails
In phosphate Industry flotation widely used.
Summary of the invention
The technical problem to be solved is for the deficiencies in the prior art, it is provided that a kind of can improve collecting agent
Water solublity, improve the selectivity of collecting agent, quaternary ammonium salt cationic flotation collector that flotation efficiency is high.
It is a further object of the present invention to provide the synthetic method of described quaternary ammonium salt cationic flotation collector.
It is a further object of the present invention to provide the purposes of described quaternary ammonium salt cationic flotation collector.
The technical problem to be solved is realized by following technical proposals.The present invention is a kind of quaternary ammonium salt
Cation-collecting agent, is characterized in, structural formula such as formulaShown in:
In Formulas I: R1、R2And R3Selected from methyl, ethyl, propyl group, butyl, methylol, ethoxy, hydroxypropyl or hydroxyl butyl.
The technical problem to be solved can also be realized further by following technical scheme.The present invention is
The synthetic method of a kind of a kind of quaternary ammonium salt cationic collecting agent as described in above technical scheme, is characterized in: this quaternary ammonium salt sun
Ion collecting agent is by C1-C4Tertiary amine, hydrochloric acid, epoxychloropropane, hexamethylene diamine and strong base solution be prepared from, each raw material mole
Ratio is, hexamethylene diamine: C1-C4Tertiary amine: hydrochloric acid: epoxychloropropane: highly basic=1:1.8 ~ 2.5:1.8 ~ 2.5:1.8 ~ 2.5:1.8 ~
2.5.The mol ratio of most preferred each raw material is, hexamethylene diamine: C1-C4Tertiary amine: hydrochloric acid: epoxychloropropane: highly basic=1:2.1:
2.1: 2: 2.1。
The synthetic method of a kind of quaternary ammonium salt cationic collecting agent of the present invention, its further preferred technical scheme
It is to comprise the steps:
(1) preparation of intermediate: concentrated hydrochloric acid is slowly dropped to C1-C4Ertiary amine solution in, control temperature of reaction system,
Stir 10 ~ 20 minutes under room temperature, drip epoxychloropropane, under the conditions of 40 ~ 60 DEG C, after dropping, stir reaction 2 ~ 4 hours,
Obtain the intermediate containing chloro and hydroxypropyl；
(2) preparation of quaternary ammonium salt cationic collecting agent: hexamethylene diamine is uniformly mixed with strong base solution, in being then slowly added dropwise
Between liquid solution, at 60 ~ 90 DEG C, stir reaction 2 ~ 4 hours after dropping, obtain quaternary ammonium salt cationic collecting agent.
In the preparation method of a kind of quaternary ammonium salt cationic collecting agent of the present invention: described C1-C4Tertiary amine optimum
Select Trimethylamine, triethylamine or triethanolamine.
In the preparation method of a kind of quaternary ammonium salt cationic collecting agent of the present invention: during dropping concentrated hydrochloric acid, reaction system
Temperature be preferably controlled in less than 35 DEG C.
In the preparation method of a kind of quaternary ammonium salt cationic collecting agent of the present invention: the preferred hydrogen-oxygen of described strong base solution
Change sodium solution or potassium hydroxide solution.
The quaternary ammonium salt cationic that a kind of quaternary ammonium salt cationic collecting agent of the present invention or the inventive method prepare is caught
Receiving agent and can apply to the Counterfloatating desiliconization of collophane, the quaternary ammonium salt cationic collecting agent described in during use adds water at normal temperatures and stirs
Directly application after mixing.Quaternary ammonium salt cationic collecting agent room temperature when ore dressing uses stirring that adds water that the present invention provides can use,
Without acid adding heat treated.
For the shortcoming of fatty amine cation-collecting agent, the present invention proposes a kind of novel quaternary ammonium salt cationic collecting agent,
It is mainly used in collophane Counterfloatating desiliconization.Novel quaternary ammonium salt cationic collecting agent molecule introduces multiple hydroxyl and multiple ammonia
Base, improves the water solublity of collecting agent, and improves the selectivity of collecting agent.Collecting agent synthesis technique is simple, and raw material sources are wide
General, flotation efficiency is high, and the exploitation to China's mid-low grade collophanite ore has a great deal of practical meanings.
Hinge structure, the effective effect of the present invention is: obtains one by simple chemosynthesis and has many simultaneously
Individual hydroxyl and the flotation collector of multiple amido functional group, use it in the Counterfloatating desiliconization separation test of collophane, permissible
Well achieve the enrichment of collophane.This collecting agent is to have multiple hydroxyl and the quarternary ammonium salt compound of multiple amino simultaneously,
Synergism between multiple functional group, can improve the collecting agent sorting to silicate mineral, improve the recovery of phosphorus ore
Rate.The present invention prepares the method for quaternary ammonium salt cationic collecting agent, and its production technology is simple, and cost of material is low, nothing in production process
The three wastes are discharged, and belong to environmental protection technique.The quaternary ammonium salt cationic collecting agent prepared is easy to use, and during configuration, room temperature adds water and stirs
Mix, it is not necessary to acid adding heat treated.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of the hexyl-α, β with Trimethylamine as Material synthesis-bis-(trimethyl ammonium chlorides).
Fig. 2 is the infrared spectrogram of the hexyl-α, β with triethanolamine as Material synthesis-bis-(trihydroxyethyl ammonium chloride).
Detailed description of the invention
The present invention is further illustrated by the following example, but is not restricted by the embodiments.
Embodiment 1, a kind of quaternary ammonium salt cationic collecting agent, structural formula such as formulaShown in:
In Formulas I: R1、R2And R3Selected from methyl, ethyl, propyl group, butyl, methylol, ethoxy, hydroxypropyl or hydroxyl butyl.
This quaternary ammonium salt cationic collecting agent is by C1-C4Tertiary amine, hydrochloric acid, epoxychloropropane, hexamethylene diamine and strong base solution system
For forming, the mol ratio of each raw material is, hexamethylene diamine: C1-C4Tertiary amine: hydrochloric acid: epoxychloropropane: highly basic=1:1.8:2.5:
1.8: 2.5。
Synthetic method comprises the steps:
(1) preparation of intermediate: concentrated hydrochloric acid is slowly dropped to C1-C4Ertiary amine solution in, control temperature of reaction system,
Stirring 10 minutes under room temperature, drip epoxychloropropane, after dropping, under the conditions of 40 DEG C, stirring is reacted 2 hours, is contained
Chloro and the intermediate of hydroxypropyl；
(2) preparation of quaternary ammonium salt cationic collecting agent: hexamethylene diamine is uniformly mixed with strong base solution, in being then slowly added dropwise
Between liquid solution, after dropping at 60 DEG C stirring reaction 2 hours, obtain quaternary ammonium salt cationic collecting agent.
During dropping concentrated hydrochloric acid, the temperature of reaction system controls below 35 DEG C.Described strong base solution is that potassium hydroxide is molten
Liquid.
Embodiment 2, a kind of quaternary ammonium salt cationic collecting agent, structural formula such as formulaShown in:
In Formulas I: R1、R2And R3Selected from methyl, ethyl, propyl group, butyl, methylol, ethoxy, hydroxypropyl or hydroxyl butyl.
This quaternary ammonium salt cationic collecting agent is by C1-C4Tertiary amine, hydrochloric acid, epoxychloropropane, hexamethylene diamine and strong base solution system
For forming, the mol ratio of each raw material is, hexamethylene diamine: C1-C4Tertiary amine: hydrochloric acid: epoxychloropropane: highly basic=1:2.5:1.8:
2.5: 1.8。
Synthetic method comprises the steps:
(1) preparation of intermediate: concentrated hydrochloric acid is slowly dropped to C1-C4Ertiary amine solution in, control temperature of reaction system,
Stirring 20 minutes under room temperature, drip epoxychloropropane, after dropping, under the conditions of 60 DEG C, stirring is reacted 4 hours, is contained
Chloro and the intermediate of hydroxypropyl；
(2) preparation of quaternary ammonium salt cationic collecting agent: hexamethylene diamine is uniformly mixed with strong base solution, in being then slowly added dropwise
Between liquid solution, after dropping at 90 DEG C stirring reaction 4 hours, obtain quaternary ammonium salt cationic collecting agent.
During dropping concentrated hydrochloric acid, the temperature of reaction system controls below 35 DEG C.Described strong base solution is that sodium hydroxide is molten
Liquid.
Embodiment 3, a kind of quaternary ammonium salt cationic collecting agent, structural formula such as formulaShown in:
In Formulas I: R1、R2And R3Selected from methyl, ethyl, propyl group, butyl, methylol, ethoxy, hydroxypropyl or hydroxyl butyl.
This quaternary ammonium salt cationic collecting agent is by C1-C4Tertiary amine, hydrochloric acid, epoxychloropropane, hexamethylene diamine and strong base solution system
For forming, the mol ratio of each raw material is, hexamethylene diamine: C1-C4Tertiary amine: hydrochloric acid: epoxychloropropane: highly basic=1:2.1:2.1:
2: 2.1。
Synthetic method comprises the steps:
(1) preparation of intermediate: concentrated hydrochloric acid is slowly dropped to C1-C4Ertiary amine solution in, control temperature of reaction system,
Stirring 15 minutes under room temperature, drip epoxychloropropane, after dropping, under the conditions of 40 ~ 60 DEG C, stirring is reacted 3 hours, is contained
There is the intermediate of chloro and hydroxypropyl；
(2) preparation of quaternary ammonium salt cationic collecting agent: hexamethylene diamine is uniformly mixed with strong base solution, in being then slowly added dropwise
Between liquid solution, after dropping at 75 DEG C stirring reaction 3 hours, obtain quaternary ammonium salt cationic collecting agent.
During dropping concentrated hydrochloric acid, the temperature of reaction system controls below 35 DEG C.Described strong base solution is that sodium hydroxide is molten
Liquid.
In following embodiment, all numbers are molar fraction.
Embodiment 4, a kind of quaternary ammonium salt cationic collecting agent, synthetic method is as follows:
Add the concentrated hydrochloric acid of 2.1 parts and the trimethylamine solution of 2.1 parts in a kettle., be stirred at room temperature 10 ~ 20 minutes, mixing
Uniformly.Adding 2 parts of epoxychloropropane, at 50 DEG C, stirring reaction obtains product Intermediate in 3 hours.Another reactor adds
Enter the hexamethylene diamine of 1 part and the sodium hydroxide solution (mass fraction 40%) of 2.1 parts, be uniformly mixed, add the centre of preparation
Body, at 70 DEG C, stirring reaction obtains quaternary ammonium salt cationic flotation collector hexyl-α, β-bis-(trimethyl ammonium chloride) in 3 hours,
Its infrared spectrogram is with reference to Fig. 1.
Hubei middle-low grade silicon calcium collophanite Counterfloatating desiliconization test: being selected in ore deposit is de-magging rough concentrate, rough concentrate
P2O5Grade be 23.46%, SiO2Grade be 24%.Size mixing 2 minutes after adding sodium carbonate 2.0 kg/t, add the season of synthesis
Ammonium salt cationic flotation collecting agent hexyl-α, β-bis-(trimethyl ammonium chloride) 500 g/t, can obtain through one roughing flotation flowsheet
Obtain P2O5Grade is 30.53%, and the response rate is the phosphorus concentrate of 81.93%.
Embodiment 5, a kind of quaternary ammonium salt cationic collecting agent, synthetic method is as follows:
Add the concentrated hydrochloric acid of 2.1 parts and the triethanolamine solution of 2.1 parts in a kettle., be stirred at room temperature 10 ~ 20 minutes, mixed
Close uniformly.Adding 2 parts of epoxychloropropane, at 50 DEG C, stirring reaction obtains product Intermediate in 3 hours.In another reactor
Add the ethylenediamine of 1 part and the sodium hydroxide solution (mass fraction 40%) of 2.1 parts, be uniformly mixed, add the centre of preparation
Body, at 70 DEG C, stirring reaction obtains quaternary ammonium salt cationic flotation collector hexyl-α, β-bis-(trihydroxyethyl ammonium chloride) in 4 hours,
Its infrared spectrogram is with reference to Fig. 2.
Hubei middle-low grade silicon calcium collophanite Counterfloatating desiliconization test: being selected in ore deposit is de-magging rough concentrate, rough concentrate
P2O5Grade be 23.46%, SiO2Grade be 24%.Size mixing 2 minutes after adding sodium carbonate 2.0 kg/t, add the season of synthesis
Ammonium salt cation-collecting agent hexyl-α, β-bis-(trihydroxyethyl ammonium chloride) 500 g/t, can obtain through one roughing flotation flowsheet
P2O5Grade is 31.55%, and the response rate is the phosphorus concentrate of 79.73%.
Claims (9)
1. a quaternary ammonium salt cationic collecting agent, it is characterised in that structural formula such as formulaShown in:
In Formulas I: R1、R2And R3Selected from methyl, ethyl, propyl group, butyl, methylol, ethoxy, hydroxypropyl or hydroxyl butyl.
2. the synthetic method of an a kind of quaternary ammonium salt cationic collecting agent as claimed in claim 1, it is characterised in that: this quaternary ammonium
Salt cation collecting agent is by C1-C4Tertiary amine, hydrochloric acid, epoxychloropropane, hexamethylene diamine and strong base solution be prepared from, each raw material
Mol ratio is, hexamethylene diamine: C1-C4Tertiary amine: hydrochloric acid: epoxychloropropane: highly basic=1:1.8 ~ 2.5:1.8 ~ 2.5:1.8 ~ 2.5:
1.8~2.5。
The synthetic method of a kind of quaternary ammonium salt cationic collecting agent the most according to claim 2, it is characterised in that: each raw material
Mol ratio is, hexamethylene diamine: C1-C4Tertiary amine: hydrochloric acid: epoxychloropropane: highly basic=1:2.1:2.1:2:2.1.
4. according to the synthetic method of a kind of quaternary ammonium salt cationic collecting agent described in Claims 2 or 3, it is characterised in that include
Following steps:
(1) preparation of intermediate: concentrated hydrochloric acid is slowly dropped to C1-C4Ertiary amine solution in, control temperature of reaction system, room
The lower stirring of temperature 10 ~ 20 minutes, drips epoxychloropropane, stirs reaction 2 ~ 4 hours after dropping under the conditions of 40 ~ 60 DEG C,
To containing chloro and the intermediate of hydroxypropyl；
(2) preparation of quaternary ammonium salt cationic collecting agent: hexamethylene diamine is uniformly mixed with strong base solution, in being then slowly added dropwise
Between liquid solution, at 60 ~ 90 DEG C, stir reaction 2 ~ 4 hours after dropping, obtain quaternary ammonium salt cationic collecting agent.
The preparation method of a kind of quaternary ammonium salt cationic collecting agent the most according to claim 4, it is characterised in that: described
C1-C4Tertiary amine selected from Trimethylamine, triethylamine or triethanolamine.
The preparation method of a kind of quaternary ammonium salt cationic collecting agent the most according to claim 4, it is characterised in that: drip dense salt
During acid, the temperature of reaction system controls below 35 DEG C.
7. according to the preparation method of a kind of quaternary ammonium salt cationic collecting agent described in Claims 2 or 3, it is characterised in that: described
Strong base solution selected from sodium hydroxide solution or potassium hydroxide solution.
8. in a kind of quaternary ammonium salt cationic collecting agent described in claim 1 or claim 2-7, any one method prepares
The application in the Counterfloatating desiliconization of collophane of the quaternary ammonium salt cationic collecting agent.
Application the most according to claim 8, it is characterised in that: described quaternary ammonium salt cationic collecting agent adds water at normal temperatures
Directly apply after stirring.
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Cited By (5)
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| CN108041035A (en) * | 2017-12-12 | 2018-05-18 | 中海油天津化工研究设计院有限公司 | A kind of dication epoxy type fungicide and preparation method thereof |
| CN108164430A (en) * | 2018-02-01 | 2018-06-15 | 江南大学 | A kind of paraphenylene diamine type cation asphalt emulgent and preparation method thereof |
| CN109225649A (en) * | 2018-10-29 | 2019-01-18 | 贵州川恒化工股份有限公司 | A layers of ore inverse flotation composite collector of phosphorus ore and preparation method thereof |
| CN111032225A (en) * | 2017-08-16 | 2020-04-17 | 欧米亚国际集团 | Indirect flotation process for the manufacture of white pigment containing products |
| CN112474061A (en) * | 2020-12-10 | 2021-03-12 | 武汉工程大学 | Ester-group-containing quaternary ammonium salt cationic collector and preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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