CN107417838A - A kind of macroporous ion exchange resin and its preparation method and application - Google Patents
A kind of macroporous ion exchange resin and its preparation method and application Download PDFInfo
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- CN107417838A CN107417838A CN201710264623.3A CN201710264623A CN107417838A CN 107417838 A CN107417838 A CN 107417838A CN 201710264623 A CN201710264623 A CN 201710264623A CN 107417838 A CN107417838 A CN 107417838A
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- ion exchange
- exchange resin
- macroporous ion
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/265—Synthetic macromolecular compounds modified or post-treated polymers
- B01J20/267—Cross-linked polymers
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/08—Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/16—Organic material
- B01J39/18—Macromolecular compounds
- B01J39/20—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/28—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
- C08J2325/04—Homopolymers or copolymers of styrene
- C08J2325/08—Copolymers of styrene
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Abstract
The invention discloses a kind of macroporous ion exchange resin preparation method, comprise the following steps：Polystyrene divinyl benzene-type macroporous ion exchange resin is prepared, perforating agent is added in preparation process；To the polystyrene divinyl benzene-type macroporous ion exchange resin chloromethylation of preparation；Obtained product is placed in solvent and is swelled, the three pungent aminated reactions of decyl tertiary amine is added, obtains macroporous ion exchange resin.The invention also discloses a kind of macroporous ion exchange resin of the present invention.The invention also discloses a kind of application of macroporous ion exchange resin.Selective adsorption of the present invention is fabulous, can be effectively used for adsorbing separation rhenium metal, can deal with the dissolving environment of complexity, and can realize and be repeatedly circulated.
Description
Technical field
The present invention relates to macroporous ion exchange resin technical field, more particularly to a kind of macroporous ion exchange resin and its system
Preparation Method and application.
Background technology
Rhenium is a kind of valuable and rare metal.With excellent physical property such as：High intensity, high-melting-point, excellent prolong
Malleability and mechanical stability.It is widely used in the high-new industry such as space flight, automobile, electronics.But rhenium is distributed not in nature
Balanced and simultaneously discomfort presence in the form of simple substance.Rhenium is present in mostly in copper-sulphide ores, molybdenite and Rare Earth Mine and content is very low
About 10-4Below the order of magnitude.These problems bring many problems to the extraction process of rhenium.
Currently, have for the separating and extracting process of rhenium：Solvent extraction and separation method of purification, oxidation-reduction method, charcoal absorption
Method, ion-exchange, separation by precipitation, liquid-film method.But adsorption and separation material of these methods used in application process
All have some limitations as：Ion exchange capacity is low, poor selectivity, is difficult to recycle and is difficult to deal with the molten of complexity
Agent environment.
At present for the visible following research of adsorbing separation resin of rhenium：
CN102268547A is reported using epoxy resin as skeleton, and silica is load, and extractant N235, it contains
Measure effectively can carry out adsorbing separation for 40-50%, the resin to molybdenum-rhenium.But there are many limitations in it：Such as extractant
Adhesion with resin be difficult deal with complexity dissolving environment, while silica as load after using failure it is difficult to enter
Row post processing.
《Non-ferrous metal》(the 6th phase in 2009) is reported using domestic 201*7,312, D301,213, D296 resin adsorptions
Separation of Rhenium metal.But its selective absorption effect is not fine.Simultaneously this several domestic common resins to other metals from
Son also has a suction-operated, antijamming capability and weaker in face of complicated solion antijamming capability.
The content of the invention
The present invention proposes a kind of macroporous ion exchange resin and its preparation method and application, product Selective adsorption pole
It is good, adsorbing separation rhenium metal can be effectively used for, the dissolving environment of complexity can be dealt with, and can realize and be repeatedly circulated, and
Simplicity is prepared, is easy to practical operation.
A kind of preparation method of macroporous ion exchange resin proposed by the present invention, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin is prepared, perforating agent is added in preparation process；
S2, the polystyrene-divinylbenzene type macroporous ion exchange resin chloromethylation prepared to S1；
S3, the obtained products of step S2 are placed in solvent be swelled, add the three pungent aminated reactions of decyl tertiary amine, obtain
Macroporous ion exchange resin.
Preferably, in S1, polystyrene-divinylbenzene type macropore amberlite is prepared using the method for suspension polymerisation
Fat.
Preferably, in S1, the degree of cross linking of the polystyrene-divinylbenzene type macroporous ion exchange resin is 5-9%.
Preferably, in S1, the perforating agent is made up of one or more in isobutanol, toluene, hexamethylene.
Preferably, in S2, during chloromethylation, using ferric trichloride as catalyst, by polystyrene-divinylbenzene
Type macroporous ion exchange resin and chloromethyl ether reaction.
Preferably, in S3, the solvent is DMF and/or isobutanol.
Preferably, in S3, swelling time 2-12h.
Preferably, in S3, aminated reaction is carried out under the conditions of condensing reflux, and aminated reaction temperature is 70-140
DEG C, the aminated reaction time is 7-16h.
Preferably, in S3, the mass ratio of three pungent decyl tertiary amines and the obtained products of step S2 is 1-2：1-2.
A kind of macroporous ion exchange resin that the present invention also proposes, using the preparation method of the macroporous ion exchange resin
It is made.
The application for a kind of macroporous ion exchange resin that the present invention also proposes, using the system of the macroporous ion exchange resin
Macroporous ion exchange resin prepared by Preparation Method can be used for absorption and Separation of Rhenium.
The present invention has bigger serface and high porosity, enough adsorption sites can be provided for sorbing material, one
Will be with selective three pungent decyl tertiary amines and resin-bonded under fixed condition, made exchanger resins with reference to the advantages of both
Adsorbing separation rhenium metal can be effectively selected, exchange adsorption is occurred in specific rhenium metal, there is specific choosing for rhenium
Adsorptivity is selected, and the solvent environment of complexity can be dealt with, use is simple to operate, advantages of good adsorption effect.
Polystyrene-divinylbenzene type macroporous ion exchange resin is prepared using the method for suspension polymerisation in addition, and rationally
The degree of cross linking of polystyrene-divinylbenzene type macroporous ion exchange resin is controlled, and specific drilling is added in preparation process
Agent, obtained resin specific surface area is high, and uniform pore diameter is suitable, improves the exchange capacity of resin；During rationally control swelling
Between with aminated reaction condition, obtained resin property is stable, synthesis yield is high and environment-friendly.
The present invention has following features：
1st, ion exchange resin preparation process is simple, quick, controllable.
2nd, the novel ion exchanger resin prepared using the method for chemical graft, is firmly combined between carrier, after absorption
It can elute completely, and easily desorption, easily regeneration, and can realize repeatedly, recycle.
3rd, prepared novel ion exchanger resin is as adsorption and separation material, and adsorption operations are simple, the rate of adsorption is fast, choosing
Selecting property is high, and easy to use, has recuperability.
Embodiment
Below, technical scheme is described in detail by specific embodiment.
Embodiment 1
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin is prepared, perforating agent is added in preparation process；
S2, the polystyrene-divinylbenzene type macroporous ion exchange resin chloromethylation prepared to S1；
S3, the obtained products of step S2 are placed in solvent be swelled, add the three pungent aminated reactions of decyl tertiary amine, obtain
Macroporous ion exchange resin.
Embodiment 2
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, the polyphenyl are prepared using the method for suspension polymerisation
The degree of cross linking of ethene-divinyl benzo-type macroporous ion exchange resin is 5%, and perforating agent isobutanol is added in preparation process；
S2, the polystyrene-divinylbenzene type macroporous ion exchange resin prepared to S1 are under the conditions of ferric trichloride catalytic
With chloromethyl ether chloromethylation；
S3, the obtained products of 100 parts of step S2 are placed in isobutanol be swelled by weight, swelling time 12h, added
100 part of three pungent decyl tertiary amine aminated reaction under the conditions of condensing reflux, aminated reaction temperature are 70 DEG C, aminated reaction
Time is 16h, obtains macroporous ion exchange resin.
Embodiment 3
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, the polyphenyl are prepared using the method for suspension polymerisation
The degree of cross linking of ethene-divinyl benzo-type macroporous ion exchange resin is 9%, and perforating agent, the drilling are added in preparation process
Agent is made up of isobutanol, toluene；
S2, the polystyrene-divinylbenzene type macroporous ion exchange resin prepared to S1 are under the conditions of ferric trichloride catalytic
With chloromethyl ether chloromethylation；
S3, the obtained products of 100 parts of step S2 are placed in DMF be swelled by weight, swelling time
For 2h, 50 part of three pungent decyl tertiary amine aminated reaction under the conditions of condensing reflux is added, aminated reaction temperature is 140 DEG C,
The aminated reaction time is 7h, obtains macroporous ion exchange resin.
Embodiment 4
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, the polyphenyl are prepared using the method for suspension polymerisation
The degree of cross linking of ethene-divinyl benzo-type macroporous ion exchange resin is 7%, and perforating agent, the drilling are added in preparation process
Agent is made up of isobutanol, toluene, hexamethylene；
S2, the polystyrene-divinylbenzene type macroporous ion exchange resin prepared to S1 are under the conditions of ferric trichloride catalytic
With chloromethyl ether chloromethylation；
S3, the obtained products of 50 parts of step S2 are placed in solvent be swelled by weight, solvent is by DMF
Formed with isobutanol, swelling time 10h, add 100 part of three pungent decyl tertiary amine aminated reaction under the conditions of condensing reflux,
Aminated reaction temperature is 120 DEG C, and the aminated reaction time is 12h, obtains macroporous ion exchange resin.
Embodiment 5
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, the polyphenyl are prepared using the method for suspension polymerisation
The degree of cross linking of ethene-divinyl benzo-type macroporous ion exchange resin is 7%, and perforating agent, the drilling are added in preparation process
Agent is made up of isobutanol, toluene, hexamethylene；
S2, the polystyrene-divinylbenzene type macroporous ion exchange resin prepared to S1 are under the conditions of ferric trichloride catalytic
With chloromethyl ether chloromethylation；
S3, the obtained products of step S2 are placed in solvent being swelled, solvent is DMF and/or isobutanol,
Swelling time is 8h, adds three pungent decyl tertiary amine aminated reactions under the conditions of condensing reflux, and aminated reaction temperature is 90
DEG C, the aminated reaction time is 14h, obtains macroporous ion exchange resin.
Embodiment 6
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, its degree of cross linking are prepared using the method for suspension polymerisation
For 5-9%, and perforating agent is added during the course of the reaction, isobutanol；
S2, by macroporous type styrene ions exchanger resin carry out chloromethylation；
S3, the product for obtaining S2 take 100g to be placed in DMF and are swelled 2h, then add the tri- pungent last of the ten Heavenly stems of 100g
Alkyl tertiary amine, aminated reaction is carried out under conditions of condensing reflux, 90 DEG C, reaction time 12h of reaction temperature, reaction is produced
Thing is cleaned, dried repeatedly, obtains macroporous ion exchange resin.
Embodiment 7
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, its degree of cross linking are prepared using the method for suspension polymerisation
For 7%, and perforating agent isobutanol is added during the course of the reaction；
S2, by macroporous type styrene ions exchanger resin carry out chloromethylation；
S3, the product for obtaining S2 take 100g to be placed in DMF and are swelled 4h, then add the tri- pungent last of the ten Heavenly stems of 80g
Alkyl tertiary amine, aminated reaction is carried out under conditions of condensing reflux, 100 DEG C of reaction temperature, reaction time 12h, will be reacted
Product is cleaned, dried repeatedly, obtains macroporous ion exchange resin.
Embodiment 8
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, its degree of cross linking are prepared using the method for suspension polymerisation
For 7%, and perforating agent isobutanol is added during the course of the reaction；
S2, by macroporous type styrene ions exchanger resin carry out chloromethylation；
S3, the product for obtaining S2 take 100g to be placed in isobutanol and are swelled 4h, then add the pungent decyl tertiary amines of 80g tri-,
Aminated reaction is carried out under conditions of condensing reflux, 90 DEG C of reaction temperature is reaction time 12h, repeatedly clear by reaction product
Wash, dry, obtain macroporous ion exchange resin.
Embodiment 9
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, its degree of cross linking are prepared using the method for suspension polymerisation
For 7%, and perforating agent isobutanol is added during the course of the reaction；
S2, by macroporous type styrene ions exchanger resin carry out chloromethylation；
S3, the product for obtaining S2 take 100g to be placed in DMF and are swelled 4h, then add the tri- pungent last of the ten Heavenly stems of 80g
Alkyl tertiary amine, aminated reaction is carried out under conditions of condensing reflux, 120 DEG C of reaction temperature, reaction time 12h, will be reacted
Product is cleaned, dried repeatedly, obtains macroporous ion exchange resin.
Embodiment 10
A kind of preparation method of macroporous ion exchange resin, comprises the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin, its degree of cross linking are prepared using the method for suspension polymerisation
For 7%, and perforating agent is added during the course of the reaction, perforating agent is made up of dimethylbenzene, isobutanol；
S2, by macroporous type styrene ions exchanger resin carry out chloromethylation；
S3, the product for obtaining S2 take 100g to be placed in DMF and are swelled 4h, then add the tri- pungent last of the ten Heavenly stems of 80g
Alkyl tertiary amine, aminated reaction is carried out under conditions of condensing reflux, 120 DEG C of reaction time of reaction temperature are 12h, and reaction is produced
Thing is cleaned, dried repeatedly, obtains macroporous ion exchange resin.
Macroporous ion exchange resin described in embodiment 1-10 can be used for absorption and Separation of Rhenium metal.
Macroporous ion exchange resin described in embodiment 1-10 is detected, test average result is as shown in the table：
| Lab work | Character |
| Outward appearance | It is faint yellow |
| Dispatch from the factory form | Unhindered amina |
| Water content % | 50.08 |
| Full exchange capacity mmol/g | 0.91 |
| Rate of small round spheres % after mill | 98.3 |
| Ooze mill rate of small round spheres % | 96.6 |
| Granularity (0.63-1.10) mm% | 98.2 |
The foregoing is only a preferred embodiment of the present invention, but protection scope of the present invention be not limited thereto,
Any one skilled in the art the invention discloses technical scope in, technique according to the invention scheme and its
Inventive concept is subject to equivalent substitution or change, should all be included within the scope of the present invention.
Claims (10)
1. a kind of preparation method of macroporous ion exchange resin, it is characterised in that comprise the following steps：
S1, polystyrene-divinylbenzene type macroporous ion exchange resin is prepared, perforating agent is added in preparation process；
S2, the polystyrene-divinylbenzene type macroporous ion exchange resin chloromethylation prepared to S1；
S3, the obtained products of step S2 are placed in solvent be swelled, add the three pungent aminated reactions of decyl tertiary amine, obtain macropore
Ion exchange resin.
2. the preparation method of macroporous ion exchange resin according to claim 1, it is characterised in that in S1, using outstanding
The method of floating polymerization prepares polystyrene-divinylbenzene type macroporous ion exchange resin.
3. the preparation method of macroporous ion exchange resin according to claim 1 or 2, it is characterised in that described in S1
The degree of cross linking of polystyrene-divinylbenzene type macroporous ion exchange resin is 5-9%.
4. the preparation method of the macroporous ion exchange resin according to claim any one of 1-3, it is characterised in that in S1
In, the perforating agent is made up of one or more in isobutanol, toluene, hexamethylene.
5. the preparation method of the macroporous ion exchange resin according to claim any one of 1-4, it is characterised in that in S2
In, during chloromethylation, using ferric trichloride as catalyst, by polystyrene-divinylbenzene type macroporous ion exchange resin
Reacted with chloromethyl ether.
6. the preparation method of the macroporous ion exchange resin according to claim any one of 1-5, it is characterised in that in S3
In, the solvent is DMF and/or isobutanol.
7. the preparation method of the macroporous ion exchange resin according to claim any one of 1-6, it is characterised in that in S3
In, carry out aminated reaction under the conditions of condensing reflux, and aminated reaction temperature is 70-140 DEG C, the aminated reaction time is
7-16h。
8. the preparation method of the macroporous ion exchange resin according to claim any one of 1-7, it is characterised in that in S3
In, the mass ratio of three pungent decyl tertiary amines and the obtained products of step S2 is 1-2：1-2.
9. a kind of macroporous ion exchange resin, it is characterised in that using the system of macroporous ion exchange resin described in claim 1-8
Preparation Method is made.
10. a kind of application of macroporous ion exchange resin, it is characterised in that using macropore ion exchange described in claim 1-8
Macroporous ion exchange resin prepared by the preparation method of resin can be used for absorption and Separation of Rhenium.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710264623.3A CN107417838A (en) | 2017-04-21 | 2017-04-21 | A kind of macroporous ion exchange resin and its preparation method and application |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710264623.3A CN107417838A (en) | 2017-04-21 | 2017-04-21 | A kind of macroporous ion exchange resin and its preparation method and application |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109174208A (en) * | 2018-08-30 | 2019-01-11 | 深圳市纯水号水处理科技有限公司 | A kind of resin adsorption removal trace metal ion solution |
| CN111437891A (en) * | 2020-03-03 | 2020-07-24 | 东华理工大学 | Anion exchange resin and preparation method and application thereof |
| CN114453032A (en) * | 2020-11-02 | 2022-05-10 | 中国石油化工股份有限公司 | Modified ion exchange resin, preparation method thereof and application thereof in polyhydric alcohol dehydration reaction |
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2017
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| CN1865302A (en) * | 2006-04-25 | 2006-11-22 | 南京大学 | Composite functional super high cross-linked adsorption resin containing quaternary amine group, and its preparation method |
| CN103755846A (en) * | 2013-12-27 | 2014-04-30 | 宁波争光树脂有限公司 | Synthetic method of high temperature-resistant strongly basic anion exchange resin |
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| Title |
|---|
| 张济祥: "钼精矿焙烧尘中铼回收的工艺研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
| 王国建等: "《功能高分子材料》", 31 August 2006, 华东理工大学出版社 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109174208A (en) * | 2018-08-30 | 2019-01-11 | 深圳市纯水号水处理科技有限公司 | A kind of resin adsorption removal trace metal ion solution |
| CN111437891A (en) * | 2020-03-03 | 2020-07-24 | 东华理工大学 | Anion exchange resin and preparation method and application thereof |
| CN114453032A (en) * | 2020-11-02 | 2022-05-10 | 中国石油化工股份有限公司 | Modified ion exchange resin, preparation method thereof and application thereof in polyhydric alcohol dehydration reaction |
| CN114453032B (en) * | 2020-11-02 | 2024-02-13 | 中国石油化工股份有限公司 | Modified ion exchange resin, preparation method thereof and application thereof in polyol dehydration reaction |
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Application publication date: 20171201 |