CN103952551B - The preparation method of copper extractant LPA - Google Patents
The preparation method of copper extractant LPA Download PDFInfo
- Publication number
- CN103952551B CN103952551B CN201410195817.9A CN201410195817A CN103952551B CN 103952551 B CN103952551 B CN 103952551B CN 201410195817 A CN201410195817 A CN 201410195817A CN 103952551 B CN103952551 B CN 103952551B
- Authority
- CN
- China
- Prior art keywords
- lpa
- hydroxyl
- copper
- copper extractant
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling
Landscapes
- Extraction Or Liquid Replacement (AREA)
- Manufacture And Refinement Of Metals (AREA)
Abstract
The invention discloses the preparation method of a kind of copper extractant LPA: by 2-hydroxyl-5-nonyl benzene formoxime, 2-hydroxyl-5-nonylacetophenone oxime, 4-dodecyl-Benzaldehyde,2-hydroxy and 2,2,4-trimethylammonium-1, after the mixed in molar ratio of 3-pentanediol diisobutyrate according to 3 ~ 5:1 ~ 3:1:0.5, obtain extraction agent major ingredient; After being mixed according to the volume ratio of 1:3 ~ 9 with kerosene by extraction agent major ingredient, obtain copper extractant LPA.This copper extractant LPA can be applicable to the extraction that pH value is copper in the feed liquid of 2 ~ 8, and efficiency higher (up to 98%).
Description
Technical field
The present invention relates to the preparation method of a kind of high-efficiency copper extraction agent LPA.
Background technology
Copper, as a kind of strategy metal, is widely used in the multiple industries such as electronic information, household electrical appliances and machinofacture.Contained waste liquids a large amount of in industry generates, therefore by extracting the hot topic that the recovery carrying out copper is current chemical industry research.Hydroxyl ketone (aldehyde) oxime is the copper extractant (lix984 as BASF) that industrial application is more in recent years; This extraction agent mixes with volume ratio 1:1 (namely mol ratio is for 1.07:1) with 2-hydroxyl-5-nonylacetophenone oxime and 4-dodecyl-Benzaldehyde,2-hydroxy; There is the advantage that rate of extraction is fast, copper recovery is high, but its oxidation-resistance is poor, and is only applicable to the extraction of copper in low ph value (namely pH value is <3) solution.Therefore its application has certain limitation, and the performance improving hydroxyl ketone (aldehyde) kind of extractants has more important using value.
Summary of the invention
The technical problem to be solved in the present invention be to provide a kind of oxidation-resistance comparatively strong, be suitable for material liquid pH value scope comparatively extensively and the high copper extractant of efficiency.
In order to solve the problems of the technologies described above, the invention provides the preparation method of a kind of copper extractant LPA: by 2-hydroxyl-5-nonyl benzene formoxime, 2-hydroxyl-5-nonylacetophenone oxime, such as formula the 4-dodecyl-Benzaldehyde,2-hydroxy shown in I with such as formula 2 shown in II, 2,4-trimethylammonium-1, after the mixed in molar ratio of 3-pentanediol diisobutyrate according to 3 ~ 5:1 ~ 3:1:0.5, obtain extraction agent major ingredient;
After being mixed according to the volume ratio of 1:3 ~ 9 (being preferably 1:3.5 ~ 4) with kerosene by extraction agent major ingredient, obtain copper extractant LPA.
Improvement as the preparation method of copper extractant LPA of the present invention: described kerosene is sulfonated kerosene.
Further improvement as the preparation method of copper extractant LPA of the present invention: 2-hydroxyl-5-nonyl benzene formoxime, 2-hydroxyl-5-nonylacetophenone oxime, 4-dodecyl-Benzaldehyde,2-hydroxy and 2,2, the mol ratio of 4-trimethylammonium-1,3-pentanediol diisobutyrate: 4 ~ 4.9:2 ~ 2.9:1:0.5.
Copper extractant provided by the invention because of blend component (namely, 4-dodecyl-Benzaldehyde,2-hydroxy and 2,2,4-trimethylammonium-1,3-pentanediol diisobutyrate) add there is stronger oxidation-resistance, the extraction that pH value is copper in the feed liquid of 2 ~ 8 can be applicable to, and efficiency higher (up to 98%).
Embodiment
Room temperature refers to 10 ~ 30 DEG C.
The preparation method of embodiment 1, a kind of copper extractant LPA,
Under room temperature, by 105g (0.4mol) 2-hydroxyl-5-nonyl benzene formoxime, 55g (0.2mol) 2-hydroxyl-5-nonylacetophenone oxime, 29g (0.1mol) 4-dodecyl-Benzaldehyde,2-hydroxy and 14.3g (0.05mol) 2,2,4-trimethylammonium-1,3-pentanediol diisobutyrate carries out Homogeneous phase mixing, obtains extraction agent major ingredient (about 220ml); Add 850mL kerosene (sulfonated kerosene) again, after mixing, namely obtain copper extractant LPA.
Embodiment 1 gained extraction agent LPA is tested:
Choose that copper (ion) concentration is 5.0g/L, pH value is the feed liquid of 2, be in a ratio of O/A=1:1 (volume ratio), the warm spots such as extraction 25 DEG C, the warm spots such as back extraction 25 DEG C, extraction time 30s, Stripping times 15s.Recording copper net transfer rate is 97%.Under the same terms, only change the pH of feed liquid, obtain percentage extraction under different pH, specifically as shown in table 1.
Remarks illustrate: above-mentioned test, adopt copper sulfate, using dilute sulphuric acid as damping fluid and solvent.
In order to illustrate Four composition of the present invention copper extraction in synergy, compare with the three components extraction agent of same concentrations, concrete data are in table 1.
Remarks illustrate:
Lack three components (aldehyde), be: the use cancelling the 4-dodecyl-Benzaldehyde,2-hydroxy in embodiment 1, all the other are with embodiment 1.
Lack Four composition (ester), be: the use cancelling 2,2,4-trimethylammonium-1,3-pentanediol diisobutyrates in embodiment 1, all the other are with embodiment 1.
Table 1
The pH being suitable for feed liquid by the visible extraction agent of the present invention of the contrast of upper table 1 is comparatively wide, and extraction efficiency is higher.
In addition, it is stronger in order to extraction agent oxidation-resistance of the present invention is described, spy arranges following contrast degradation experiment: the extraction agent 100mL prepared by Example 1, add the hydrogen peroxide 20mL of mass concentration 15% wherein, stir 1 hour at 25 DEG C, the degradation rate recording major constituent aldoxime and ketoxime is 5%, and the extraction agent degradation rate under the same conditions not containing three components is 20%.
The preparation method of embodiment 2, a kind of copper extractant LPA,
Under room temperature, by 130g (0.49mol) 2-hydroxyl-5-nonyl benzene formoxime, 80g (0.29mol) 2-hydroxyl-5-nonylacetophenone oxime, 29g (0.1mol) 4-dodecyl-Benzaldehyde,2-hydroxy and 14.3g (0.05mol) 2,2,4-trimethylammonium-1,3-pentanediol diisobutyrate carries out Homogeneous phase mixing, obtains extraction agent major ingredient (290ml); Add 1000mL kerosene (sulfonated kerosene) again, after mixing, obtain copper extractant LPA.
Select test condition in the same manner as in Example 1, obtain result as table 2;
Table 2
pH | Copper net transfer rate, % |
2 | 96 |
3 | 96 |
4 | 95 |
5 | 95 |
6 | 91 |
7 | 91 |
8 | 90 |
The copper extractant LPA of above-described embodiment 2 gained is carried out in the manner described above the detection of oxidation-resistance, acquired results is: be 6% with degradation rate under condition.
Comparative example 1-1, made into " 4-butyl-2-hydroxy phenyl aldehyde " by the 4-dodecyl-Benzaldehyde,2-hydroxy in embodiment 1, molar weight is constant; All the other contents are with embodiment 1.
Comparative example 1-2, made into " 4-propyl group-Benzaldehyde,2-hydroxy " by the 4-dodecyl-Benzaldehyde,2-hydroxy in embodiment 1, molar weight is constant; All the other contents are with embodiment 1.
Embodiment 1-3, the consumption of the 4-dodecyl-Benzaldehyde,2-hydroxy in embodiment 1 to be made into " 54.23g (0.187mol) " by 29g (0.1mol); All the other contents are with embodiment 1.
Comparative example 2-1, made into " diethyl succinate " by " 2,2,4-trimethylammonium-1, the 3-pentanediol diisobutyrate " in embodiment 1, all the other contents are with embodiment 1.
Comparative example 2-2, made into " ethylene sebacate " by " 2,2,4-trimethylammonium-1, the 3-pentanediol diisobutyrate " in embodiment 1, all the other contents are with embodiment 1.
Comparative example 2-3, make the consumption of 2,2,4-trimethylammonium-1,3-pentanediol diisobutyrates in embodiment 1 into 7.15g (0.25mol) by 14.3g (0.05mol); All the other contents are with embodiment 1.
Comparative example 2-4, make the consumption of 2,2,4-trimethylammonium-1,3-pentanediol diisobutyrates in embodiment 1 into 28.6g (0.1mol) by 14.3g (0.05mol); All the other contents are with embodiment 1.
Comparative example 3, make the 2-hydroxyl-5-nonylacetophenone oxime in embodiment 1 into 110g (0.4mol) by 55g (0.2mol), that is, make 2-hydroxyl-5-nonyl benzene formoxime: the mol ratio 1:1 of 2-hydroxyl-5-nonylacetophenone oxime; All the other are with embodiment 1.
By above-mentioned all comparative examples according to the copper net transfer rate of carrying out described in embodiment 1 under different pH and and carry out the experiment of oxidation-resistance, acquired results is as following table 3:
Table 3
Finally, it is also to be noted that what enumerate above is only several specific embodiments of the present invention.Obviously, the invention is not restricted to above embodiment, many distortion can also be had.All distortion that those of ordinary skill in the art can directly derive from content disclosed by the invention or associate, all should think protection scope of the present invention.
Claims (3)
1. the preparation method of copper extractant LPA, is characterized by:
By 2-hydroxyl-5-nonyl benzene formoxime, 2-hydroxyl-5-nonylacetophenone oxime, such as formula the 4-dodecyl-Benzaldehyde,2-hydroxy shown in I with such as formula 2 shown in II, 2, after the mixed in molar ratio of 4-trimethylammonium-1,3-pentanediol diisobutyrate according to 3 ~ 5:1 ~ 3:1:0.5, obtain extraction agent major ingredient;
After being mixed according to the volume ratio of 1:3 ~ 9 with kerosene by extraction agent major ingredient, obtain copper extractant LPA.
2. the preparation method of copper extractant LPA according to claim 1, is characterized by: described kerosene is sulfonated kerosene.
3. the preparation method of copper extractant LPA according to claim 1 and 2, is characterized by:
The mol ratio of 2-hydroxyl-5-nonyl benzene formoxime, 2-hydroxyl-5-nonylacetophenone oxime, 4-dodecyl-Benzaldehyde,2-hydroxy and 2,2,4-trimethylammonium-1,3-pentanediol diisobutyrate: 4 ~ 4.9:2 ~ 2.9:1:0.5.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410195817.9A CN103952551B (en) | 2014-05-11 | 2014-05-11 | The preparation method of copper extractant LPA |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410195817.9A CN103952551B (en) | 2014-05-11 | 2014-05-11 | The preparation method of copper extractant LPA |
Publications (2)
Publication Number | Publication Date |
---|---|
CN103952551A CN103952551A (en) | 2014-07-30 |
CN103952551B true CN103952551B (en) | 2015-12-09 |
Family
ID=51329898
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201410195817.9A Active CN103952551B (en) | 2014-05-11 | 2014-05-11 | The preparation method of copper extractant LPA |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN103952551B (en) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1175982A (en) * | 1995-02-16 | 1998-03-11 | 亨凯尔公司 | Modifiers for aldoxime extractant of metal values |
CN101386912A (en) * | 2008-10-24 | 2009-03-18 | 南京市华凯化工有限公司 | Copper extractive agent |
CN101914680A (en) * | 2010-08-20 | 2010-12-15 | 重庆浩康医药化工有限公司 | Copper extractant |
-
2014
- 2014-05-11 CN CN201410195817.9A patent/CN103952551B/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1175982A (en) * | 1995-02-16 | 1998-03-11 | 亨凯尔公司 | Modifiers for aldoxime extractant of metal values |
CN101386912A (en) * | 2008-10-24 | 2009-03-18 | 南京市华凯化工有限公司 | Copper extractive agent |
CN101914680A (en) * | 2010-08-20 | 2010-12-15 | 重庆浩康医药化工有限公司 | Copper extractant |
Non-Patent Citations (1)
Title |
---|
脱氢枞胺水杨醛类席夫碱(Schiff Bases)对铜离子萃取性能的研究;姚绪杰等;《江西农业大学学报》;20070630;第29卷(第03期);461-465 * |
Also Published As
Publication number | Publication date |
---|---|
CN103952551A (en) | 2014-07-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN105063382B (en) | A kind of separation method of La, Ce, Pr, Nd mixed rare earth ions | |
Sun et al. | The adjustable synergistic effects between acid–base coupling bifunctional ionic liquid extractants for rare earth separation | |
Xiong et al. | Ionic liquid-based synergistic extraction of rare earths nitrates without diluent: Typical ion-association mechanism | |
WO2021109731A1 (en) | Self-emulsifying epoxy resin emulsion, preparation method therefor and application thereof | |
CN104045759A (en) | Styrene-acrylic emulsion for interior wall paint capable of removing formaldehyde and preparation method of styrene-acrylic emulsion | |
CN103478164A (en) | Oil field sewage bactericide and preparation method thereof | |
BR112015004592A2 (en) | Production method for rare earth permanent magnet | |
Biswas et al. | Kinetic modeling of uranium permeation across a supported liquid membrane employing dinonyl phenyl phosphoric acid (DNPPA) as the carrier | |
CN103361019B (en) | Epoxy resin pouring sealant | |
Zaheri et al. | Synergistic extraction and separation of Dysprosium and Europium by supported liquid membrane | |
Zhang et al. | Recovery of gallium from strong acidic sulphate leach solutions of zinc refinery residues using a novel phosphate ester extractant | |
CN103952551B (en) | The preparation method of copper extractant LPA | |
CN102559202A (en) | Nematic liquid crystal composition | |
CN106435218B (en) | The preparation method of composite extractant and composite extractant | |
Hu et al. | Improvement of separation efficiency of Cu (II) and Ni (II) in ammoniacal solutions by antagonistic effect of Aliquat336 on LIX84I | |
CN107056996A (en) | A kind of water-soluble acrylic modified epoxy organosilicon resin and preparation method and application | |
CN104264197A (en) | Neodymium-nickel-tungsten alloy electroplating solution and preparation method thereof | |
CN103952552B (en) | The preparation method of copper extractant LPB | |
CN109628769B (en) | Method for extracting light rare earth elements in acidic solution by adopting ionic liquid microemulsion | |
Zhao et al. | Synergistic extraction of rare earths (III) from chloride medium with mixtures of 1‐phenyl‐3‐methyl‐4‐benzoyl‐pyrazalone‐5 and di‐(2‐ethylhexyl)‐2‐ethylhexylphosphonate | |
CN103497472B (en) | Modified pure acrylic emulsion and preparation method thereof | |
CN101500987B (en) | Highly-conductive copper extractant formulations | |
CN104752006B (en) | A kind of preparation method of conductive silver paste | |
CN108411617A (en) | A kind of graphene multifunctional fabric finishing agent and preparation method thereof | |
Yin et al. | Solvent extraction of lanthanum ion from chloride medium by di-(2-ethylhexyl) phosphoric acid with a complexing method |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20181105 Address after: 629100 Jinqiao New District, Pengxi, Suining, Sichuan Patentee after: Zhijiang (Sichuan) high and New Material Application Technology Research Institute Co., Ltd. Address before: 629128 Jinqiao Industrial Port, Pengxi County, Suining, Sichuan Patentee before: SICHUAN ZHIJIANG ADVANCED MATERIALS CO., LTD. |