CN114409846A - Synthesis method of photopolymerized hydrophobically modified polyacrylamide - Google Patents
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- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims abstract description 33
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 23
- 125000002091 cationic group Chemical group 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002351 wastewater Substances 0.000 claims abstract description 7
- 125000005395 methacrylic acid group Chemical group 0.000 claims abstract 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 29
- 238000006116 polymerization reaction Methods 0.000 claims description 18
- 229920000642 polymer Polymers 0.000 claims description 16
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 claims description 14
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 11
- 229910052753 mercury Inorganic materials 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
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- 238000007334 copolymerization reaction Methods 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 229940008309 acetone / ethanol Drugs 0.000 claims description 4
- 239000000084 colloidal system Substances 0.000 claims description 4
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- 239000012153 distilled water Substances 0.000 claims description 2
- 239000003999 initiator Substances 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 238000010298 pulverizing process Methods 0.000 claims description 2
- 238000010189 synthetic method Methods 0.000 claims description 2
- 230000002194 synthesizing effect Effects 0.000 claims 4
- 230000005587 bubbling Effects 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 238000005189 flocculation Methods 0.000 abstract description 10
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- 238000001179 sorption measurement Methods 0.000 abstract description 6
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- 238000005265 energy consumption Methods 0.000 abstract description 3
- 238000004062 sedimentation Methods 0.000 abstract description 3
- YKQWVVZLIPLXHQ-UHFFFAOYSA-M ethyl-(hydroxymethyl)-dimethylazanium;chloride Chemical compound [Cl-].CC[N+](C)(C)CO YKQWVVZLIPLXHQ-UHFFFAOYSA-M 0.000 abstract 2
- 238000005054 agglomeration Methods 0.000 abstract 1
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- 229920001577 copolymer Polymers 0.000 description 1
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- 230000007613 environmental effect Effects 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
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- 230000015784 hyperosmotic salinity response Effects 0.000 description 1
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Classifications
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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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F11/00—Treatment of sludge; Devices therefor
- C02F11/12—Treatment of sludge; Devices therefor by de-watering, drying or thickening
- C02F11/14—Treatment of sludge; Devices therefor by de-watering, drying or thickening with addition of chemical agents
- C02F11/147—Treatment of sludge; Devices therefor by de-watering, drying or thickening with addition of chemical agents using organic substances
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
Abstract
The invention relates to a synthesis method of photopolymerization hydrophobic modified polyacrylamide, which is applied to the field of high-turbidity and oil water treatment. The compound flocculant is prepared by copolymerizing monomers AM with different specific gravities, cationic monomer methacrylic oxyl-ethyl trimethyl ammonium chloride (DMC) and hydrophobic monomer Butyl Acrylate (BA) through photopolymerization. The flocculant has good solubility, improves the removal of turbidity and oil in the wastewater through electrostatic adsorption, flocculation agglomeration and sedimentation, and can reduce the energy consumption of practical engineering application and reduce the cost. And the synthesis reaction is simple to operate, low in energy consumption, capable of being carried out at room temperature and free of danger.
Description
Technical Field
The invention belongs to the field of synthesis of water treatment materials, and particularly relates to a synthesis method of photo-polymerization hydrophobically modified polyacrylamide.
Background
In the field of water treatment, Polyacrylamide (PAM) is a water-soluble copolymer with high chemical activity, has strong adsorption flocculation and selective flocculation effects, is widely applied to the industries of mining, mineral separation, petroleum and the like (such as Panjinhe, Zhouyanghun, Zhang Ning, and the like, and is widely applied to the application research of flocculant compounding in bauxite flotation tailing sedimentation [ J ] mineral product protection and utilization, 2016 (4): 28-32), and has good effects on flocculation sedimentation of solid suspended matters and selective adsorption of fine-grained coal particles.
However, with the industrial development of China, the common PAM performance can not meet the production requirement. In order to enhance the flocculation effect, modified derivatives can be obtained by grafting, crosslinking and the like through the amide group contained in the side chain (such as Dailai, Zhenghuali, Liao, and the like. research on synthesis and characterization of hydrophobically associating polyacrylamide [ J ] chemical research and application, 2014, 26 (5): 608-614). The use of hydrophobic modification to polyacrylamide flocculation enhancement is a powerful method.
A small amount of hydrophobic groups are crosslinked on the skeleton of the high molecular polymer, so that the whole molecule has a unique rheological property system and hydrophobic association effect, the adsorption bridging and tackifying performances of the main chain are further enhanced, and the effective removal of pollutants in water is realized. The Hydrophobic Modified Polyacrylamide (HMPAM) is stronger than the traditional flocculant in the aspects of shear resistance, salt tolerance and the like, and has wide application prospect. Therefore, the research and development of the low-cost and high-efficiency HMPAM have important practical significance in the water treatment industry. HMPAM is prepared mainly by micellar copolymerization (e.g., Gongrui, Hao-Wenhui, Schmitt, etc.; Synthesis and Properties of Hydrophobically modified Polyacrylamide P (AM/DiC8AM) [ J ] New chemical materials, 2009, 37 (3): 76-79), emulsion polymerization (e.g., Jogyo, He-Guilin. Synthesis and Properties thereof in reverse microemulsion [ J ] Polymer, 2000 (5): 550-, leceride, Proben, et al. interaction of ionic surfactants with hydrophobically associating polyacrylamides [ J ]. functional materials, 2012, 23 (43): 3316-3321), and the like.
In recent years, on the basis of hydrophobically modified polyacrylamide, cationic groups are added to help charge neutralization between a flocculating agent and the surface of pollutants, and the repulsion caused by electrostatic effect among particles is weakened, so that the flocculation effect is strengthened, and compared with common hydrophobically modified polyacrylamide, the cationic charges carried by the flocculant can greatly increase the overall viscosity of the whole water environment system, so that the flocculant is widely applied to industrial water treatment application. The hydrophobic modified cationic polyacrylamide is prepared by copolymerization of aqueous solution and ternary polymerization reaction in micelle form, namely main monomer Acrylamide (AM), cation and hydrophobic monomer.
However, the most common polymerization method still has many disadvantages, such as high temperature, high energy consumption, difficult control of modification in the polymerization process, and relatively poor solubility of the polymer, which affects the use effect.
The photopolymerization technology is a reaction in which a polymerization solution is irradiated with specific light to activate and polymerize a small-molecule monomer into a large molecule. Although the method starts late, the method has the characteristics of high efficiency, wide adaptability, economy, energy conservation and environmental friendliness, and is favored by researchers more and more.
Disclosure of Invention
In order to solve the above problems, the present invention has an object to: providing a synthesis method of photo-polymerization hydrophobic modified polyacrylamide, and carrying out copolymerization reaction on a monomer AM, a cationic monomer methacryloxy-ethyltrimethyl ammonium chloride (DMC) and a hydrophobic monomer Butyl Acrylate (BA); the monomer AM, the cationic monomer methacryloxy-ethyltrimethyl ammonium chloride (DMC) and the hydrophobic monomer Butyl Acrylate (BA) are polymerized by mercury lamp irradiation and a photoinitiator to obtain a polymerization product P (AM/DMC/BA).
In order to achieve the above object: the technical scheme adopted by the invention is as follows: a synthetic method of photopolymerized hydrophobically modified polypropylene millamine comprises the following steps:
(1) two 8 w low-pressure mercury lamp tubes were used as the photopolymerization light source to initiate the Acrylamide (AM) precipitation polymerization. Putting a certain amount of AM, DAC and A into a beaker, and pouring distilled water for dissolving. Adding an initiator 1- [ 4- (2-hydroxyethoxy) -phenyl ] -2-hydroxy-2-methyl acetone after all the medicines are completely dissolved;
(2) high purity nitrogen was bubbled through the aqueous solution and bubbled cryogenically in the dark for about 15 min to remove oxygen. Irradiating the polymer for 2 h at room temperature by using a mercury lamp, and curing the polymer for 2 h in a dark place to obtain a transparent gelatinous polymer;
(3) precipitating and purifying with acetone/ethanol mixed solution with volume ratio of 2:1, shearing the obtained white colloid, drying in a drying oven at 110 deg.C for 24 h, pulverizing the product with a pulverizer after constant weight, and sieving the white powder to obtain polymerization product P (AM/DMC/BA).
Further, the ratio of the monomer AM, the cationic monomer methacryloxy-ethyltrimethyl ammonium chloride DMC and the hydrophobic monomer butyl acrylate BA in the step 1 is as follows: (15-30): (2.5-5): 1.
compared with the prior art, the invention has the beneficial effects that:
1. the introduction of the cationic monomer enhances the adsorption bridging effect and the electric neutralization of the sludge treatment, and the dehydration experiment result shows that the dehydration efficiency of the treated sludge is obviously improved;
2. by utilizing the characteristics of easy control of light-initiated autopolymerization illumination intensity and low-temperature polymerization, the hydrophobic modified cationic polyacrylamide with higher molecular weight, more uniform structure and more excellent solution performance is synthesized by regulating and controlling the polymerization process by each infinitesimal element of a polymerization system.
Drawings
FIG. 1 is a diagram showing the results of the flocculation experiment in example 1.
FIG. 2 is a diagram showing the results of the flocculation experiment in example 2.
Detailed Description
The invention is further explained below with reference to the figures and the specific embodiments.
The embodiment discloses a synthesis method of photo-polymerization hydrophobic modified polyacrylamide, which comprises the steps of carrying out copolymerization reaction on a monomer AM, a cationic monomer methacryloxy-ethyltrimethyl ammonium chloride (DMC) and a hydrophobic monomer Butyl Acrylate (BA); the monomer AM, the cationic monomer methacryloxy-ethyltrimethyl ammonium chloride (DMC) and the hydrophobic monomer Butyl Acrylate (BA) are polymerized by mercury lamp irradiation and a photoinitiator to obtain a polymerization product P (AM/DMC/BA).
Example 1
The synthesis method of the photopolymerization hydrophobic modified polyacrylamide comprises the following steps:
(1) two 8 w low-pressure mercury lamp tubes are used as a light source for photopolymerization to initiate the precipitation polymerization of the high polymer. Placing AM, DAM and BA into a beaker according to the proportion of 15:5:1, 15:3:1 and 15:5:2, and pouring distilled water for dissolving. Adding an initiator 1- [ 4- (2-hydroxyethoxy) -phenyl ] -2-hydroxy-2-methyl acetone after all the medicines are completely dissolved;
(2) high purity nitrogen was bubbled through the aqueous solution and bubbled cryogenically in the dark for about 15 min to remove oxygen. Irradiating the polymer for 2 h at room temperature by using a mercury lamp, and curing the polymer for 2 h in a dark place to obtain a transparent gelatinous polymer;
(3) precipitating and purifying by using an acetone/ethanol mixed solution with a volume ratio of 2:1, shearing the obtained white colloid, drying in a drying oven at 110 ℃ for 24 h, crushing the product by a crusher after constant weight, and sieving the white powder to obtain polymerization products of P (AM/DMC/BA) -1, P (AM/DMC/BA) -2 and P (AM/DMC/BA) -3 respectively.
The photopolymerization hydrophobic modified polyacrylamide material is applied to a sewage treatment experiment, a water sample used in the experiment is sand washing wastewater, and the turbidity is 511 NTU. The results of the experiment are shown in FIG. 1.
According to experimental results, the treatment effect of the prepared three-formula hydrophobically modified polyacrylamide on target wastewater is good. The use amount is less, the flocculation formed by the glue is insufficient, and the use effect is influenced. Compared with P (AM/DMC/BA) -2, as the DAM/AM ratio is reduced, the cationic monomer is reduced, so that the adsorption bridging effect and the electric neutralization effect of the sludge treatment are reduced, and the removal effect is reduced. And the increase of the hydrophobic group in P (AM/DMC/BA) -2 reduces the solubility of the material, so that the reaction is slow and the effect is poor. As described above, P (AM/DMC/BA) -1 was the most effective in treating turbidity, and the optimum amount of addition was 50 ppm in view of cost, and the turbidity removal rate reached 92% or more.
Example 2
(1) Two 8 w low-pressure mercury lamp tubes are used as a light source for photopolymerization to initiate the precipitation polymerization of the high polymer. Placing AM, DAM and BA into a beaker according to the proportion of 15:5:1, 15:3:1 and 20:5:1, and pouring distilled water for dissolving. Adding an initiator 1- [ 4- (2-hydroxyethoxy) -phenyl ] -2-hydroxy-2-methyl acetone after all the medicines are completely dissolved;
(2) high purity nitrogen was bubbled through the aqueous solution and bubbled cryogenically in the dark for about 15 min to remove oxygen. Irradiating the polymer for 2 h at room temperature by using a mercury lamp, and curing the polymer for 2 h in a dark place to obtain a transparent gelatinous polymer;
(3) precipitating and purifying by using an acetone/ethanol mixed solution with the volume ratio of 2:1, shearing the obtained white colloid, drying in a drying oven at 110 ℃ for 24 h, crushing the product by a crusher after constant weight, and sieving the white powder to obtain polymerization products of P (AM/DMC/BA) -4, P (AM/DMC/BA) -5 and P (AM/DMC/BA) -6 respectively.
When the photopolymerizable hydrophobically modified polyacrylamide material is applied to an oily wastewater treatment experiment, the concentration of the oily wastewater is 210 ppm, and the initial experiment result is shown in fig. 2.
According to experimental results, the treatment effect of the prepared three-formula hydrophobically modified polyacrylamide on target wastewater is good. Compared with P (AM/DMC/BA) -4 and P (AM/DMC/BA) -5, P (AM/DMC/BA) -6 has better effect mainly because more hydrophobic groups are introduced and the affinity to oil is better. In conclusion, the oil removing effect is best P (AM/DMC/BA) -3, the removal rate reaches more than 93 percent, and the optimal adding amount is selected to be 100 ppm in consideration of the cost.
The above embodiments are only for illustrating the technical idea of the present invention, and the protection scope of the present invention is not limited thereby, and any modification made on the basis of the technical solution according to the technical idea of the present invention falls within the protection scope of the present invention.
Claims (6)
1. A synthetic method of photopolymerization hydrophobic modified polyacrylamide is characterized in that: the polymerization product P (AM/DMC/BA) is obtained by the copolymerization reaction of a monomer AM, a cationic monomer methacrylic oxy-ethyltrimethyl ammonium chloride DMC and a hydrophobic monomer butyl acrylate BA.
2. The method of claim 1, wherein the method comprises the steps of: the three monomers were polymerized by irradiation with a mercury lamp and a photoinitiator to give the polymer product P (AM/DMC/BA).
3. The method of claim 2, wherein the step of synthesizing the photopolymerizable hydrophobically modified polyacrylamide comprises: the method specifically comprises the following steps:
step 1: two 8 w low-pressure mercury lamp tubes are used as a photopolymerization light source to initiate acrylamide AM precipitation polymerization, a certain amount of monomer AM, cationic monomer methacryloxy-ethyltrimethyl ammonium chloride DMC and hydrophobic monomer butyl acrylate BA are placed in a beaker, distilled water is poured for dissolving, and an initiator 1- [ 4- (2-hydroxyethoxy) -phenyl ] -2-hydroxy-2-methyl acetone is added after complete dissolution;
step 2: introducing high-purity nitrogen into the water solution, bubbling for 15 min at a low temperature in a dark place to remove oxygen, irradiating for 2 h by using a mercury lamp at room temperature in the polymerization process, and curing for 2 h in the dark place to obtain a transparent gelatinous polymer;
and step 3: precipitating and purifying with acetone/ethanol mixed solution with volume ratio of 2:1, shearing the obtained white colloid, drying in a drying oven at 110 deg.C for 24 h, pulverizing the product with a pulverizer after constant weight, and sieving the white powder to obtain polymerization product P (AM/DMC/BA).
4. The method of claim 3, wherein the step of synthesizing the photopolymerizable hydrophobically modified polyacrylamide comprises: the proportion of the monomer AM, the cationic monomer methacryloxy-ethyltrimethyl ammonium chloride DMC and the hydrophobic monomer butyl acrylate BA in the step 1 is as follows: (15-30): (2.5-5): 1.
5. the method of claim 4, wherein the step of synthesizing the photopolymerizable hydrophobically modified polyacrylamide comprises: when the hydrophobically modified polyacrylamide is used for treating target wastewater with high turbidity, the proportion of the monomer AM, the cationic monomer methacryloxy-ethyl trimethyl ammonium chloride DMC and the hydrophobic monomer butyl acrylate BA in the step 1 is as follows: 15:5:1.
6. The method of claim 4, wherein the step of synthesizing the photopolymerizable hydrophobically modified polyacrylamide comprises: when the hydrophobically modified polyacrylamide is used for treating target wastewater with high oil content, the proportion of the monomer AM, the cationic monomer methacryloxy-ethyl trimethyl ammonium chloride DMC and the hydrophobic monomer butyl acrylate BA in the step 1 is as follows: 20:5:1.
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