Amide carboxylic acid collecting agent for reverse flotation of refractory hematite at room temperature and application of amide carboxylic acid collecting agent
By preparing an amide carboxylic acid collector for room temperature reverse flotation of refractory hematite, the problem of insufficient selectivity of traditional collectors at room temperature was solved, achieving efficient separation of hematite and reducing energy costs and carbon emissions.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- 鞍山市津翔工业有限公司
- Filing Date
- 2026-03-20
- Publication Date
- 2026-04-28
AI Technical Summary
In existing technologies, traditional anionic collectors such as sodium oleate are temperature-sensitive and lack selectivity, resulting in low flotation efficiency, low solubility, and large dosage of difficult-to-separate hematite, making it difficult to efficiently separate hematite at room temperature.
An amide carboxylic acid collector with the chemical formula C12H25-NH-CO-CH(R1)COOH is used for room temperature reverse flotation of refractory hematite. It is prepared by reacting dodecylamine with an acid anhydride compound at 20 ℃ ~ 60 ℃ and is used for room temperature reverse flotation of hematite, either alone or in combination with fatty acids.
At room temperature, it improves the collectability and selectivity of hematite, reduces reagent dosage, increases the iron grade of concentrate and reduces the iron grade of tailings, thereby reducing energy consumption and carbon emissions.
Smart Images
Figure CN121927749A_ABST
Abstract
Description
Technical Field
[0001] This invention relates to amide carboxylic acid collectors for room temperature reverse flotation of hematite and their applications, belonging to the field of mineral processing reagents technology. Background Technology
[0002] With readily available iron ore becoming increasingly scarce, hematite remains the primary iron ore raw material, and its efficient separation and purification are crucial for sustainable resource utilization. For refractory hematite ore, flotation technology is one of the effective means to obtain high-quality iron concentrate. The collector selected in flotation is the core of the technology, directly affecting the grade, yield, and separation efficiency of the iron concentrate. Anionic collectors are widely used due to their advantages such as low cost, rapid defoaming, and high mud resistance. However, traditional anionic collectors such as sodium oleate are highly temperature-sensitive, lack selectivity, and suffer from low solubility, high dosage, and decreased collectability and selectivity at low flotation temperatures. Therefore, developing an anionic collector that can achieve efficient flotation at room temperature and possesses both strong collectability and strong selectivity is a critical technical challenge that urgently needs to be overcome in the flotation of refractory hematite ore. The iron ore anionic collector of this invention has a simple molecular synthesis and achieves efficient separation of iron ore at room temperature, significantly reducing the energy cost and carbon emissions of flotation operations, and providing a new approach for energy conservation, emission reduction, and green production in mines. Summary of the Invention
[0003] The purpose of this invention is to provide an amide carboxylic acid collector for room temperature reverse flotation of refractory hematite and its application, which has good collection and selectivity for iron ore reverse flotation under room temperature conditions.
[0004] To achieve the objectives of this invention, the following technical solution is adopted: This invention provides an amide carboxylic acid collector for room temperature reverse flotation of refractory hematite, the chemical formula of which is: C 12 H 25 -NH-CO-CH(R1)COOH, where R1 is any one of CH=CHCH2, benzene ring, C(CH2)=CH2 or CH2-S-CH2.
[0005] Another aspect of the present invention provides a method for preparing an amide carboxylic acid collector for room temperature reverse flotation of refractory hematite, the method comprising the following steps: Dodecylamine is dissolved in dichloromethane, and an acid anhydride compound is added. The dodecylamine reacts with the acid anhydride compound to produce a product with the chemical formula C. 12 H 25 Amide carboxylic acid collectors for room temperature reverse flotation of refractory hematite using -NH-CO-CH(R1)COOH.
[0006] In the above technical solution, further, the molar ratio of dodecylamine to acid anhydride compound in the step is 1:1.1 to 1.3, the reaction temperature is 20 ℃ to 60 ℃, and the reaction time is 2 h to 6 h.
[0007] The acid anhydride compound mentioned is any one of maleic anhydride, phthalic anhydride, itaconic anhydride or thiodiglycolic anhydride.
[0008] The room temperature reverse flotation is defined as a pulp temperature of 5 ℃ ~ 40 ℃.
[0009] The aforementioned anionic collector for room temperature reverse flotation of refractory hematite can be used alone or in combination with fatty acid collectors.
[0010] The present invention has the following advantages and beneficial effects: The method for preparing the organic amide carboxylic acid compound provided by this invention is simple. The prepared organic amide carboxylic acid compound exhibits good collection and selectivity for the target mineral during room temperature flotation, requiring a low dosage. Using the organic amide carboxylic acid compound described in this invention alone as a collector or in combination with fatty acids can improve the recovery rate of valuable minerals and achieve the separation of the target mineral from gangue. Attached Figure Description
[0011] Figure 1 The 1H NMR spectrum of N-dodecylmaleamic acid in Example 1; Figure 2 The 1H NMR spectrum of N-dodecyl phthalamide acid in Example 2; Figure 3 The 1H NMR spectrum of N-dodecyl itacaminic acid in Example 3; Figure 4 The image shows the 1H NMR spectrum of N-dodecylthiodiglycol ammonium acid in Example 4. Detailed Implementation
[0012] The technical solutions in the embodiments of the present invention will be clearly and completely described below. All other embodiments obtained by those skilled in the art based on the embodiments of the present invention without creative effort are within the scope of protection of the present invention.
[0013] Unless otherwise specified, the experimental methods used in the following examples are conventional methods.
[0014] Unless otherwise specified, the reagents and other materials used in the following examples can be prepared commercially or according to methods published in the literature.
[0015] In this document, unless otherwise defined, all technical and scientific terms used herein have the meanings commonly understood by one of ordinary skill in the art to which this invention pertains. Example
[0016] 0.10 mol of dodecylamine and 50 mL of dichloromethane were added to a round-bottom flask, followed by 0.12 mol of maleic anhydride. The mixture was stirred and refluxed at 45 °C for 4 h. After the reaction was stopped, the round-bottom flask was cooled to room temperature, and the dichloromethane was removed by rotary evaporation. The crude product was recrystallized from N,N-dimethylformamide and water to obtain N-dodecylmaleamide carboxylic acid collector. Its 1H NMR spectrum is shown in the appendix. Figure 1 The structure of the synthesized compound is as follows:
[0017] Product performance: The laboratory used the same "one roughing, one cleaning, and three sweeping" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators were qualified, compared with the iron ore collector used in the industrial process of a certain mineral processing plant of Ansteel Mining Group, the flotation temperature was 15℃, the iron grade of the concentrate increased by 0.26%, the iron grade of the tailings decreased by 0.30%, and the reagent consumption per unit decreased by 2%.
[0018] The laboratory used the same "one roughing, one cleaning, and three sweeping" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators are qualified, compared with the iron ore collector used in the industrial process of a certain mineral processing plant of Ansteel Mining Group, the flotation temperature was 20℃, the iron grade of the concentrate increased by 0.48%, the iron grade of the tailings increased by 0.35%, and the reagent consumption per unit decreased by 5%. Example
[0019] 0.10 mol of dodecylamine and 50 mL of dichloromethane were added to a round-bottom flask, followed by 0.12 mol of phthalic anhydride. The mixture was stirred and refluxed at 45 °C for 4 h. After the reaction was stopped, the round-bottom flask was cooled to room temperature, and the dichloromethane was removed by rotary evaporation. The crude product was recrystallized from N,N-dimethylformamide and water to obtain N-dodecylphthalamide carboxylic acid collector. Its 1H NMR spectrum is shown in the appendix. Figure 2 The structure of the synthesized compound is as follows:
[0020] Product performance: The laboratory used the same "one roughing, one cleaning, and three scavenging" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators were qualified, compared with the iron ore collector used in the industrial process of a mineral processing plant of Ansteel Mining Group, the flotation temperature was 15℃, the iron grade of the concentrate increased by 0.10%, the iron grade of the tailings decreased by 0.45%, and the reagent consumption was the same.
[0021] The laboratory used the same "one roughing, one cleaning, and three sweeping" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators were qualified, compared with the iron ore collector used in the industrial process of a certain mineral processing plant of Ansteel Mining Group, the flotation temperature was 20℃, the iron grade of the concentrate increased by 0.18%, the iron grade of the tailings decreased by 0.12%, and the reagent consumption per unit decreased by 2%. Example
[0022] 0.10 mol of dodecylamine and 50 mL of dichloromethane were added to a round-bottom flask, followed by 0.12 mol of itaconic anhydride. The mixture was stirred and refluxed at 45 °C for 4 h. After the reaction was stopped, the round-bottom flask was cooled to room temperature, and the dichloromethane was removed by rotary evaporation. The crude product was recrystallized from N,N-dimethylformamide and water to obtain N-dodecylitaconamine carboxylic acid collector. Its 1H NMR spectrum is shown in the appendix. Figure 3 The structure of the synthesized compound is as follows:
[0023] Product performance: The laboratory used the same "one roughing, one cleaning, and three sweeping" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators were qualified, compared with the iron ore collector used in the industrial process of a mineral processing plant of Ansteel Mining Group, the flotation temperature was 15℃, the iron grade of the concentrate increased by 0.20%, the iron grade of the tailings decreased by 0.39%, and the reagent consumption per unit decreased by 2%.
[0024] The laboratory used the same "one roughing, one cleaning, and three sweeping" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators were qualified, compared with the iron ore collector used in the industrial process of a mineral processing plant of Ansteel Mining Group, the flotation temperature was 20℃, the iron grade of the concentrate increased by 0.14%, the iron grade of the tailings decreased by 0.21%, and the reagent consumption per unit decreased by 1.5%.
[0025] Experiment Example 4 0.10 mol of dodecylamine and 50 mL of dichloromethane were added to a round-bottom flask, followed by 0.12 mol of thiodiglycolic anhydride. The mixture was stirred and refluxed at 45 °C for 4 h. After the reaction was stopped, the round-bottom flask was cooled to room temperature, and the dichloromethane was removed by rotary evaporation. The crude product was recrystallized from N,N-dimethylformamide and water to obtain N-dodecyl thiodiglycolic acid collector. Its 1H NMR spectrum is shown in the appendix. Figure 4 The structure of the synthesized compound is as follows:
[0026] Product performance: The laboratory used the same "one roughing, one cleaning, and three sweeping" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators are qualified, compared with the iron ore collector used in the industrial process of a certain mineral processing plant of Ansteel Mining Group, the flotation temperature was 15℃, the iron grade of the concentrate increased by 0.62%, the iron grade of the tailings decreased by 0.48%, and the reagent consumption per unit decreased by 5%.
[0027] The laboratory used the same "one roughing, one cleaning, and three sweeping" reverse flotation process as the on-site process to evaluate the reagents. Under the condition that the mineral processing indicators are qualified, compared with the iron ore collector used in the industrial process of a certain mineral processing plant of Ansteel Mining Group, the flotation temperature was 20℃, the iron grade of the concentrate increased by 0.50%, the iron grade of the tailings decreased by 0.38%, and the reagent consumption per unit decreased by 3%.
[0028] In this invention, the terms "one embodiment," "some embodiments," "example," "specific example," or "some examples," etc., refer to a specific feature, structure, material, or characteristic described in connection with that embodiment or example, which is included in at least one embodiment or example of the invention. In this specification, the illustrative expressions of the above terms do not necessarily refer to the same embodiment or example. Furthermore, the specific features, structures, materials, or characteristics described may be combined in any suitable manner in one or more embodiments or examples. Moreover, without contradiction, those skilled in the art can combine and integrate the different embodiments or examples described in this specification, as well as the features of different embodiments or examples.
[0029] Although embodiments of the present invention have been shown and described above, it is understood that the above embodiments are exemplary and should not be construed as limiting the present invention. Those skilled in the art can make changes, modifications, substitutions and variations to the above embodiments within the scope of the present invention.
Claims
1. A room-temperature reverse flotation collector for refractory hematite using amide carboxylic acid and its application, characterized in that, The chemical formula of the collector is C. 12 H 25 -NH-CO-CH(R1)COOH, where R1 is any one of CH=CHCH2, a benzene ring, C(CH2)=CH2, or CH2-S-CH2; the synthesis of the amide carboxylic acid collector includes the following steps: Dodecylamine is dissolved in dichloromethane, and an acid anhydride compound is added. The dodecylamine reacts with the acid anhydride compound to produce a compound with the chemical formula C. 12 H 25 Amide carboxylic acid collectors for room temperature reverse flotation of refractory hematite using -NH-CO-CH(R1)COOH.
2. The amide carboxylic acid collector for room temperature reverse flotation of refractory hematite according to claim 1 and its application, characterized in that, The molar ratio of dodecylamine to acid anhydride is 1:1.1 to 1.3, the reaction temperature is 20 ℃ to 60 ℃, and the reaction time is 2 h to 6 h.
3. The amide carboxylic acid collector for room temperature reverse flotation of refractory hematite according to claim 1 and its application, characterized in that, The acid anhydride compound mentioned is any one of maleic anhydride, phthalic anhydride, itaconic anhydride or thiodiglycolic anhydride.
4. The amide carboxylic acid collector for room temperature reverse flotation of refractory hematite according to claim 1 and its application, characterized in that, The room temperature reverse flotation is defined as a pulp temperature of 5 ℃ ~ 40 ℃.
5. The amide carboxylic acid collector for room temperature reverse flotation of refractory hematite according to claim 1 and its application, characterized in that, The aforementioned amide carboxylic acid collector for room temperature reverse flotation of refractory hematite can be used alone or in combination with fatty acid collectors.