CN106589359A - Mechanochemical preparation method for polyphenol amine composite - Google Patents
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- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
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- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/20—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising free carbon; comprising carbon obtained by carbonising processes
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- 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
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- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
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Abstract
The invention discloses a mechanochemical preparation method for a polyphenol amine composite. Phenol and amine in a certain mole ratio are added to pure water or water with a certain pH value, and the substances are stirred and uniformly mixed; then the phenol and amine solution is transferred to a mortar, a micrometer/nanometer material is added, after the substances are ground for a certain period of time, separation, washing and drying are performed, and the polyphenol amine composite can be prepared. Forming of polyphenol amine can be speeded up by grinding, the preparation time can be shortened effectively, and the preparation process of the composite is simple, easy, mild in condition, environment-friendly and convenient to popularize and use and can realize industrial production. The prepared polyphenol amine composite has good heavy metal ion adsorption performance and organic pollutant adsorption performance and has wide application prospect.
Description
Technical field
The present invention relates to material surface modification and organic-inorganic Material cladding field, and in particular to plant mechanochemistry and prepare and gather
The method of phenol amine composite, belongs to Functional polymer materials technology field.
Background technology
Economic fast development, while welfare is brought for the mankind, also brings some to need the thorny problem for solving, ring
Border pollution is one of them.From " Herba Eichhorniae overgrowing " to " red tide spreads unchecked ", from " blood lead is exceeded " to " cadmium rice ", prove again and again
The serious harm of environmental pollution.Now, the common method for processing pollution mainly has chemical precipitation, physical absorption and biological concentration
Deng.Wherein, many advantages, such as absorption method has fast, efficient, economic simple to operate, removal rate, simplicity with respect to additive method, quilt
It is considered one of method that most promising process is polluted.
Mechanochemistry refers generally to physics and the chemical change that material occurs under the induction of mechanical force and effect, has
Easy to operate, energy consumption is low, non-secondary pollution, yield are high, it is easy to the advantages of large-scale production.
Chinese patent（CN 201510335466.1）Carbonitride, Graphene or polyaniline etc. are contained using mechanochemical reaction
It is conjugated the inorganic semiconductor nanometer materials such as the molecule and titanium dioxide, Zinc Oxide, bismuth based semiconductor, ferrum oxide or silver phosphate of big π keys
Material hydridization, effectively facilitates efficiently separating for photo-generated carrier, extends the light abstraction width of quasiconductor, improves conductor photocatalysis
Activity and generation visible light activity.Chinese patent（CN 201510139791.0）By mechanochemical modification prepare montmorillonite without
Machine gel, on the premise of the crystal structure of montmorillonite is not destroyed, gained montmorillonite inorganic gel particle diameter is less and grain class distribution
Uniformly, show superior at aspects such as water dispersible, suspension stability and thickening properties.Chinese patent（The Hes of CN 201310160258.3
201310160203.2）The intercalation nano of polyaniline or polyaniline derivative and inorganic clay is prepared using mechanochemistry polymerization
The method of composite, by the suspension of grinding and mixing, prepares target product.The nano composite material of preparation not only makes polyphenyl
Amine or polyaniline derivative have good dispersibility and mechanical strength, and improve the water of polyaniline or polyaniline derivative
Dissolubility and processing temperature.
Mechanism prepared by poly- phenol amine is that phenol is oxidized by oxygen into quinone, and Michael's addition occurs with amine, is reset by aromatization,
Form phenol amines；This process constantly repeats, you can prepare poly- phenol amine.Poly- phenol amine composite wood is prepared with mechanochemical reaction
Material, can effectively accelerate dissolving of the oxygen in water, so as to accelerate the formation of poly- phenol amine, effectively shorten preparation time, so far also
Without the report for finding to be similar to.
The content of the invention
For overcome the shortcomings of prior art there are problems that and, it is an object of the invention to provide a kind of poly- phenol amine composite
Preparation method, the preparation method can be very good an organic material and inorganic material combines, at the same have process it is simple,
It is mild condition, with low cost, it is easy to the advantage promoted the use of, can be widely applied to material modification and preparation field.
To realize the purpose of the present invention, there is provided technical scheme below：
A kind of method that mechanochemistry prepares poly- phenol amine composite, it is characterised in that following steps：
A certain proportion of phenol and amine are added in the water of pure water or certain pH value, stirring, mix homogeneously；Then by the phenol amine aqueous solution
Mortar is proceeded to, and adds micro/nano material, after grinding certain hour, separated, washed, being dried, you can poly- phenol amine is obtained and answers
Condensation material.
The composite preparation process is simple, mild condition, environmental protection, can realize industrialized production, is easy to
Promote the use of.Obtained poly- phenol amine composite has good Adsorption of Heavy Metal Ions, the performance of organic pollution, with wide
General application prospect.
Further, phenol is at least one in catechol, hydroquinone, pyrogallol in the step.
Further, amine is diethylenetriamine, triethylene tetramine, TEPA, lysine, cystine in the step
Or structural formula is NH2(CH2)nNH2Fatty amine (n represents 2 to 12 integer) at least one.
Further, amine is at least in PAH, poly- ε-lysine or polyvinylene amine in the step
Kind.
Further, the mol ratio of phenol and amine is 0.8 ~ 1.2 in the step:1, or the mass ratio of phenol and amine is
0.02~ 2: 1。
Further, in the step micro/nano material be ferroso-ferric oxide, silicon dioxide, titanium dioxide, aluminium oxide,
At least one in Zinc Oxide, polymer microballoon, graphite oxide, CNT.
Further, the mass ratio of micro/nano material and phenol is 1 in the step: 0.02~1.
Further, certain pH value is pH=7.0 ~ 9.9 in the step.
Further, milling time is 0.5 ~ 12 hour in the step.
Further, described PAH is PAH, PAH, PAH sulphuric acid
Salt, polyallyl amine phosphate.
Compared with prior art, the invention has the advantages that：
The method of poly- phenol amine composite is prepared by a kind of mechanochemistry of the present invention and poly- phenol amine composite is prepared
It is with low cost, in can apply to the preparation of multiple material and the process of modified and various wastewater, be easy to promote the use of, have
It is widely applied scope；And preparation method is easy to operate, technique is controllable, mild condition, obtained poly- phenol amine composite tool
There is good absorption property.
Specific embodiment
Below by specific embodiment, the invention will be further described.Following examples be intended to explanation the present invention and not
It is limitation of the invention further.In addition, it is to be understood that after the content for having read instruction of the present invention, those skilled in the art
The present invention can be made various changes or modifications, these equivalent form of values equally fall within what the application appended claims were limited
Scope.
Embodiment 1：
Catechol and triethylene tetramine are added in pure water so as to which mol ratio is 0.9:1, stirring, mix homogeneously；Then will
The phenol amine aqueous solution proceeds to mortar, and adds ferroso-ferric oxide so as to the mass ratio of catechol be 10:1, grind 2 hours
Afterwards, separated, washed, being dried, you can poly- phenol amine-Magnet composite is obtained.
The poly- phenol amine-Magnet composite obtained by above method, is 72mg/g to the adsorbance of methyl orange.
Embodiment 2：
Hydroquinone and hexamethylene diamine are added in the water of pH value 8.0 so as to which mol ratio is 1:1, stirring, mix homogeneously；Then
The phenol amine aqueous solution is proceeded to into mortar, and adds silicon dioxide so as to the mass ratio of catechol be 5:1, grind 3 hours
Afterwards, separated, washed, being dried, you can poly- phenol amine-silicon dioxide composite material is obtained.
The poly- phenol amine-silicon dioxide composite material obtained by above method, when pH value is 5, be to the adsorbance of lead
34mg/g。
Embodiment 3：
Pyrogallol and PAH are added in pure water so as to which mass ratio is 0.9:1, stirring, mix homogeneously；Then will
The phenol amine aqueous solution proceeds to mortar, and adds titanium dioxide so as to the mass ratio of catechol be 20:1, after grinding 1 hour,
Separated, washed, being dried, you can poly- phenol amine-composite titania material is obtained.
The poly- phenol amine-composite titania material obtained by above method, when pH value is 5, be to the adsorbance of copper
45mg/g。
Embodiment 4：
Catechol and lysine are added in pure water so as to which mol ratio is 1.1:1, stirring, mix homogeneously；Then by the phenol
Amine aqueous solution proceeds to mortar, and adds graphite oxide so as to the mass ratio of catechol be 15:1, after grinding 2 hours, carry out
Separate, wash, be dried, you can poly- phenol amine-oxidized graphite composite material is obtained.
The poly- phenol amine-oxidized graphite composite material obtained by above method, when pH value is 3, to chromic absorption
Measure as 198mg/g.
Claims (10)
1. a kind of method that mechanochemistry prepares poly- phenol amine composite, it is characterised in that following steps：
A certain proportion of phenol and amine are added in the water of pure water or certain pH value, stirring, mix homogeneously；Then by the phenol amine aqueous solution
Mortar is proceeded to, and adds micro/nano material, after grinding certain hour, separated, washed, being dried, you can poly- phenol amine is obtained and answers
Condensation material.
2. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
Phenol is at least one in catechol, hydroquinone, pyrogallol.
3. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
It is NH that amine is diethylenetriamine, triethylene tetramine, TEPA, lysine, cystine or structural formula2(CH2)nNH2Fat
At least one in amine (n represents 2 to 12 integer).
4. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
Amine is at least one in PAH, poly- ε-lysine or polyvinylene amine.
5. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
The mol ratio of phenol and amine is 0.8 ~ 1.2:1, or the mass ratio of phenol and amine is 0.02 ~ 2: 1.
6. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
Micro/nano material be ferroso-ferric oxide, silicon dioxide, titanium dioxide, aluminium oxide, Zinc Oxide, polymer microballoon, graphite oxide,
At least one in CNT.
7. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
The mass ratio of micro/nano material and phenol is 1: 0.02~1.
8. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
Certain pH value is pH=7.0 ~ 9.9.
9. the method that a kind of mechanochemistry as claimed in claim 1 prepares poly- phenol amine composite, it is characterised in that described
Milling time is 0.5 ~ 12 hour.
10. the method that a kind of mechanochemistry as claimed in claim 4 prepares poly- phenol amine composite, it is characterised in that described
PAH is PAH, PAH, PAH sulfate, polyallyl amine phosphate.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109078625A (en) * | 2018-10-31 | 2018-12-25 | 齐鲁工业大学 | A kind of poly- phenol amine adsorbent material preparation method of nucleocapsid |
| CN112409583A (en) * | 2020-11-11 | 2021-02-26 | 大连理工大学 | Preparation method of animal/vegetable oil bio-based polymer based on mechanochemical method |
| CN114873957A (en) * | 2022-05-10 | 2022-08-09 | 福建工程学院 | Waterproof and antibacterial environment-friendly slag soil brick and preparation method thereof |
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| US7125925B2 (en) * | 2001-03-08 | 2006-10-24 | The Board of Governors for Higher Education State of Rhode Island and the Providence Plantation | Conductive polymer-inorganic hybrid composites |
| CN102070782A (en) * | 2009-11-20 | 2011-05-25 | 通用汽车环球科技运作公司 | Hybrid two- and three-component host-guest nanocomposites and method for manufacturing the same |
| CN104262664A (en) * | 2014-09-10 | 2015-01-07 | 齐鲁工业大学 | Preparation method of poly(phenol-amine) superhydrophilic particulates |
| CN104475056A (en) * | 2014-11-25 | 2015-04-01 | 齐鲁工业大学 | Preparation method of clomiphene polymer capable of adsorbing heavy metal ions and application of clomiphene polymer |
| CN105327686A (en) * | 2015-11-18 | 2016-02-17 | 齐鲁工业大学 | Polyallylamine phenol type adsorbent and preparation method thereof |
-
2016
- 2016-11-30 CN CN201611078375.5A patent/CN106589359A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7125925B2 (en) * | 2001-03-08 | 2006-10-24 | The Board of Governors for Higher Education State of Rhode Island and the Providence Plantation | Conductive polymer-inorganic hybrid composites |
| CN102070782A (en) * | 2009-11-20 | 2011-05-25 | 通用汽车环球科技运作公司 | Hybrid two- and three-component host-guest nanocomposites and method for manufacturing the same |
| CN104262664A (en) * | 2014-09-10 | 2015-01-07 | 齐鲁工业大学 | Preparation method of poly(phenol-amine) superhydrophilic particulates |
| CN104475056A (en) * | 2014-11-25 | 2015-04-01 | 齐鲁工业大学 | Preparation method of clomiphene polymer capable of adsorbing heavy metal ions and application of clomiphene polymer |
| CN105327686A (en) * | 2015-11-18 | 2016-02-17 | 齐鲁工业大学 | Polyallylamine phenol type adsorbent and preparation method thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109078625A (en) * | 2018-10-31 | 2018-12-25 | 齐鲁工业大学 | A kind of poly- phenol amine adsorbent material preparation method of nucleocapsid |
| CN112409583A (en) * | 2020-11-11 | 2021-02-26 | 大连理工大学 | Preparation method of animal/vegetable oil bio-based polymer based on mechanochemical method |
| CN114873957A (en) * | 2022-05-10 | 2022-08-09 | 福建工程学院 | Waterproof and antibacterial environment-friendly slag soil brick and preparation method thereof |
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Application publication date: 20170426 |