CN102964518A - Preparation method of ultra-high molecular weight cationic polyacrylamide - Google Patents
Preparation method of ultra-high molecular weight cationic polyacrylamide Download PDFInfo
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- CN102964518A CN102964518A CN2012104737037A CN201210473703A CN102964518A CN 102964518 A CN102964518 A CN 102964518A CN 2012104737037 A CN2012104737037 A CN 2012104737037A CN 201210473703 A CN201210473703 A CN 201210473703A CN 102964518 A CN102964518 A CN 102964518A
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Abstract
The invention discloses a preparation method of ultra-high molecular weight cationic polyacrylamide. With an aqueous solution poloymerization method, an acrylamide monomer, a cationic monomer dimethyl diallyl ammonium chloride and an N,N-methylenebisacrylamide are subjected to free radical polymerization under the effect of a cyclic azo amidine initiator VA-044 to form cationic polyacrylamide. According to measurement of the relative molecular mass and cationic degree, the maximum of relative molecular mass can reach 6.82*10<7>. Compared with the existing preparation method of cationic polyacrylamide with high relative molecular mass, the method disclosed by the invention obtains a polymer with relatively high relative molecular mass; the N,N-methylenebisacrylamide is used as a crosslinking agent to synthesize net or semi-net polyacrylamide; an aqueous solution polymerization method is used in the polymerization process, organic solvents and environmental pollution are avoided, and thus the method is an environment-friendly production method; and by taking VA-044 as the single initiator in the polymerization formula, the monomer conversion rate can be improved, a small amount of the initiator is used, and the efficiency is high.
Description
Technical field
The present invention relates to a kind of preparation method of acrylamide analog copolymer, particularly a kind of preparation method of ultra-high molecular weight cationic polyacrylamide.
Background technology
At present, because the acrylamide polymer production cost is higher, product price is high, thereby has affected being widely used of cationic polyacrylamide.Relative molecular weight is large except requiring for the cationic polyacrylamide that uses as papermaking compound and efficient flocculant, dissolution rate fast, require also that its synthesis technique is simple to operation, the polymerization cost value is lower etc.The purposes of polyacrylamide depends on chemical constitution and the relative molecular mass of acrylamide series polymkeric substance to a great extent.For example High Molecular Weight Polyacrylamide uses as flocculation agent in sewage treatment process, and, the advantage such as flocculating effect good and sedimentation and filtration speed fast few because of its consumption paid close attention to day by day widely; The cationic polyacrylamide of high molecular low charge density is one of the most frequently used retention aid in papermaking.Because of its in electrically charged and the paper pulp fiber with opposite charge, can play good throwing out, and be not subjected to the restriction of slurry value, utilize the electronegativity of filling surface, with the cation high molecular polyelectrolyte it is carried out cationization, to increase the absorption of filler particles and paper pulp fiber and fiber fines, thereby improve the one way retention of filler, and fill out content in the minimizing plain boiled water, reduce and run off, thereby reduce cost, can also reduce concentration and the ash content of approach flow, prolong the life-span of forming net, and the smoothness of page and opaqueness can improve.
Zheng Huaili; You Yanfei; (the Zheng Huaili such as Deng Xiaoli; You Yanfei; Deng Xiaoli; Zheng Meizhen; Zhu Guocheng; Xiang Xinyi, Jiang Shaojie. synthetic [J] .Chinese Journal of Environmental Engineering of high molecular high purity cationic polyacrylamide, Apr.2012; .6. (4): 1075-1080) take acrylamide and acrylyl oxy-ethyl-trimethyl salmiac as monomer; under the effect of composite initiator, select the aqueous solution copolymerization method to come synthetic macromolecule amount and high purity cationic type polyacrylamide (CPAM), it is 1.042 * 10 that the result obtains the CPAM molecular weight
7, and solvability is good.Sun Yanping (Sun Yanping, master thesis [D]. Daqing Petroleum Institute, 2004,4) adopt the composite initiation system that is formed by redox system, azo-compound and auxiliary initiator, by the aqueous free radical copolymerization, acrylamide triggered and cation mono precursor reactant, the cationic polyacrylamide relative molecular mass that makes reaches as high as 2.276 * 10
7Su Wenqiang, Yang Kaiji, (Su Wenqiang is waited in Shen quietly, Yang Kaiji, Shen Jing, Zhang Wen flies. retention aid and filter aid performance [J] the .Paper and Paper Making of Aid Effect of Cationic Polyacrylamide/Bentonite System, 2006, Vol.25No.6:43-45) adopt the method for aqueous free radical polymerization to prepare non-ionic polyacrylamide, obtain cationic polyacrylamide through the Hofmann edman degradation Edman again.Then be studied with the retention aid and filter aid performance of orthogonal experiment to the Hydrocol system.Experiment shows that Hydrocol system optimum formula is the add-on 0.08% of cationic polyacrylamide, molecular weight 4,030,000, bentonite consumption 0.4%, the ash oontent maximum can improve 0.79%, the beating degree maximum can reduce by 5.13 ° of SR, shows that the Hydrocol system that self-control cationic polyacrylamide and wilkinite consist of has comparatively ideal retention aid and filter aid performance.Zhang Hongjie (Zhang Hongjie master thesis [D], University Of Science and Technology Of Tianjin, 2002,12) adopt composite initiation system, by the aqueous free radical polyreaction, prepare the high molecular weight cation polyacrylamide (CPAM) of a series of different molecular weights and different charge densities, its retention aid and filter aid performance, increase with the CPAM cation ionization degree strengthens, and strengthens with the increase of CPAM relative molecular weight and consumption; Effect slightly well in the neutral and alkali environment; Can significantly improve retention and the water filtering performance of slurry with the microparticle retention system of CPAM and wilkinite composition.High molecular CPAM and inorganic flocculating agent complex treatment waste paper deinking waste water, effect is more desirable.Ultra-high molecular weight CPAM and polymerize aluminum chloride (PAC) complex treatment boxboard factory effluent, flocculating effect is remarkable.
Aqueous solution polymerization is polyacrylamide production history method at most, and the method is not only safety but also economical rationality aborning, is still so far the main production technology of polyacrylamide.Because dimethyl diallyl ammonium chloride (DMDAAC) polymkeric substance has high effect nontoxic, positive charge density is high, lower-price characteristic, so answer the polymerization studies of study emphasis acrylamide (AM) and DMDAAC, optimize synthesis technique, seek the best applicable elements of product and with the research of the aspects such as other chemical reagent cooperates, thereby make the product better effects if of exploitation, cost is lower, uses more extensive.
In sum, forefathers adopt multiple initiator system in the research of the cationic polyacrylamide of preparation high molecular weight, select different monomers to carry out polymerization and prepare.
In the development along with science and technology, the progress of civilization, people wish to develop a kind of high effect nontoxic, cheap, synthesis technique is simple, and the high-quality acrylamide copolymer of environmentally friendly high-performance is to satisfy modern industry and needs of life, promote the development of world civilization, improve the quality of living.
Summary of the invention
It is initiator that the present invention adopts water-soluble azo compounds, and it has following features: 1. the pH value that can not change polymerization system in propagation process; 2. need only add a small amount of water-soluble azo initiator, polyreaction can obtain the transformation efficiency near 100%; 3. form the free radical centered by carbon after water-soluble azo compounds decomposes, hydrogen-taking capacity a little less than, the side chain of resulting polymers molecule is less, macromolecular chain comparatively stretches, the hydrokinetics volume of polymer molecule is larger in the aqueous solution, and the Efficient Adhesive Promotion of polymeric articles is better.
The present invention includes following steps: in the four-hole round-bottomed flask that mechanical stirrer, connection nitrogen protection device are housed, add acrylamide monomer; with an amount of distilled water it is dissolved fully acrylamide, cationic monomer, the N,N methylene bis acrylamide of certain mol proportion.Connect device, put it in the water bath with thermostatic control, open and stir, with finite concentration NaOH solution and HCl solution conditioned reaction system pH, pass into nitrogen after 30 minutes, add again azo-initiator, and in the atmosphere of nitrogen, continue to stir, react complete rear taking-up product.Washing, oven dry is pulverized and is the gained cationic polyacrylamide.
Among the preparation method of above-mentioned ultra-high molecular weight cationic polyacrylamide, the total concentration of monomer is 8～40% in the monomer solution, and the molar ratio acrylamide monomer/cationic monomer of monomer is 1/ (1～10).
Among the preparation method of above-mentioned ultra-high molecular weight cationic polyacrylamide, the mass percent that initiator accounts for monomer is 0.0001%～0.3%, and the mass percent that N,N methylene bis acrylamide accounts for monomer is 0.0001～0.01%.
Among the preparation method of above-mentioned ultra-high molecular weight cationic polyacrylamide, described temperature of reaction system should be controlled at 40～80 ℃, and the pH value of reaction system should be controlled at 2～9, polymerization time 2～10 hours.
The preparation method of above-mentioned ultra-high molecular weight cationic polyacrylamide, its relative molecular mass of cationic polyacrylamide that makes through the method thus of testing can reach 6.82 * 10
7
The preparation method of above-mentioned ultra-high molecular weight cationic polyacrylamide, its cationic degree of cationic polyacrylamide of the best effect that makes through the method thus of testing is the highest can to reach 35.29%.
The preparation method of above-mentioned super high molecular weight polyacrylamide, preparation method compared to existing Cationic Polyacrylamide with High Molecular Weight, beneficial effect of the present invention is: the cationic polyacrylamide relative molecular mass is higher, can reach 6.82 * 10
7Use water solution polymerization process, not with an organic solvent not free from environmental pollution, the friendly production method of based environment; Use N,N methylene bis acrylamide as linking agent, be conducive to synthetic netted or half reticulated structure polyacrylamide, enlarged the range of application in industry such as papermaking; Use single initiator in the polymerization formula, not only simple to operate in whole polymerization process, and reaction temperature and, initiator amount is few, efficient is high, has huge economic benefit.。
Embodiment
Embodiment 1
Adopt water solution polymerization process in the present embodiment; mechanical stirrer is being housed; add acrylamide monomer 2.8432g (0.04mol) in the four-hole round-bottomed flask of connection nitrogen protection device; cationic monomer 1.6167g (0.01mol); N; N-methylene-bisacrylamide 0.0002g (0.0005wt%); with 23g distilled water it is dissolved fully; connect device; put it in the water bath with thermostatic control; open and stir; with finite concentration NaOH solution and HCl solution conditioned reaction system pH=3, begin to pass into nitrogen, after 30 minutes; add again azo-initiator 0.0022g (0.05wt%); and in the atmosphere of nitrogen, continue to stir, react complete rear taking-up product, washing; oven dry is pulverized.Relative molecular mass is 9.57 * 10
4, cationic degree is 31.07%.
Embodiment 2
Except changing reaction system pH=4, other condition is all identical with embodiment 1, and the relative molecular mass that the result obtains polymkeric substance is 1.48 * 10
7, cationic degree 34.49%.
Embodiment 3
Except changing reaction system pH=5, other condition is all identical with embodiment 1, and the relative molecular mass that the result obtains polymkeric substance is 1.50 * 10
7, cationic degree 34.26%.
Embodiment 4
Except changing reaction system pH=6, other condition is all identical with embodiment 1, and the relative molecular mass that the result obtains polymkeric substance is 2.20 * 10
7, cationic degree 29.58%.
Embodiment 5
Except changing reaction system pH=7, other condition is all identical with embodiment 1, and the relative molecular mass that the result obtains polymkeric substance is 5.76 * 10
6, cationic degree 29.54%.
Embodiment 6
Except changing reaction system pH=8, other condition is all identical with embodiment 1, and the relative molecular mass that the result obtains polymkeric substance is 1.40 * 10
5, cationic degree 27.91%.
Embodiment 7
Except changing reaction system pH=9, other condition is all identical with embodiment 1, and the relative molecular mass that the result obtains polymkeric substance is 1.54 * 10
5, cationic degree 30.54%.
Embodiment 8
Adding amount of medicines is acrylamide monomer 2.8432g (0.04mol) in the experimental system, cationic monomer 1.6167g (0.01mol), N, N-methylene-bisacrylamide 0.0002g (0.0005wt%), make it dissolve fully that to make the monomer whose total concn be 20wt% with 23g distilled water, with finite concentration NaOH solution and HC1 solution conditioned reaction system pH=6, add again azo-initiator 0.0022g (0.05wt%), keeping the water bath with thermostatic control system temperature is 45 ℃, and in the atmosphere of nitrogen, continue to stir, react complete rear taking-up product, washing, oven dry is pulverized.Relative molecular mass is 2.39 * 10
7, cationic degree is 33.97%.
Embodiment 9
Except the conditioned reaction system temperature is 50 ℃, other condition is all identical with embodiment 8, and the relative molecular mass that the result obtains polymkeric substance is 4.07 * 10
7, cationic degree is 35.29%.
Embodiment 10
Except the conditioned reaction system temperature is 60 ℃, other condition is all identical with embodiment 8, and the relative molecular mass that the result obtains polymkeric substance is 2.55 * 10
7, cationic degree is 33.45%.
Embodiment 11
Except the conditioned reaction system temperature is 70 ℃, other condition is all identical with embodiment 8, and the relative molecular mass that the result obtains polymkeric substance is 2.32 * 10
7, cationic degree is 30.74%.
Embodiment 12
Except the conditioned reaction system temperature is 80 ℃, other condition is all identical with embodiment 8, and the relative molecular mass that the result obtains polymkeric substance is 1.39 * 10
7, cationic degree is 33.26%.
Embodiment 13
The adding amount of medicines monomer mole ratio (acrylamide monomer/cationic monomer) that feeds intake is 9: 1 in the experimental system, pH value of reaction system is 6, and total monomer is 20wt%, N, N-methylene-bisacrylamide 0.0002g (0.0005wt%), the mass percent that initiator accounts for monomer is 0.05%, and keeping the water bath with thermostatic control system temperature is 50 ℃, and continues to stir in the atmosphere of nitrogen, react complete rear taking-up product, washing, oven dry is pulverized.Relative molecular mass is 1.29 * 10
7, cationic degree is 29.58%.
Embodiment 14
Be 8: 2 except changing the monomer mole ratio (acrylamide monomer/cationic monomer) that feeds intake, other condition is all identical with embodiment 13, and the relative molecular mass that the result obtains polymkeric substance is 6.82 * 10
7, cationic degree is 33.01%.
Embodiment 15
Be 7: 3 except changing the monomer mole ratio (acrylamide monomer/cationic monomer) that feeds intake, other condition is all identical with embodiment 13, and the relative molecular mass that the result obtains polymkeric substance is 4.16 * 10
7, cationic degree is 30.48%.
Embodiment 16
Be 6: 4 except changing the monomer mole ratio (acrylamide monomer/cationic monomer) that feeds intake, other condition is all identical with embodiment 13, and the relative molecular mass that the result obtains polymkeric substance is 3.09 * 10
7, cationic degree is 34.54%.
Embodiment 17
Be 5: 5 except changing the monomer mole ratio (acrylamide monomer/cationic monomer) that feeds intake, other condition is all identical with embodiment 13, and the relative molecular mass that the result obtains polymkeric substance is 1.37 * 10
7, cationic degree is 20.77%.
Embodiment 18
The adding amount of medicines monomer mole ratio (acrylamide monomer/cationic monomer) that feeds intake is 8: 2 in the experimental system, pH value of reaction system is 6, and total monomer is 20wt%, N, N-methylene-bisacrylamide 0.0002g (0.0005wt%), the mass percent that initiator accounts for monomer is 0.005%, and keeping the water bath with thermostatic control system temperature is 50 ℃, and continues to stir in the atmosphere of nitrogen, react complete rear taking-up product, washing, oven dry is pulverized.Relative molecular mass is 8.92 * 10
5, cationic degree is 14.98%.
Embodiment 19
The mass percent that accounts for monomer except the change initiator is 0.01%, and other condition is all identical with embodiment 18, and the relative molecular mass that the result obtains polymkeric substance is 1.26 * 10
6, cationic degree is 18.59%.
Embodiment 20
The mass percent that accounts for monomer except the change initiator is 0.05%, and other condition is all identical with embodiment 18, and the relative molecular mass that the result obtains polymkeric substance is 4.25 * 10
7, cationic degree is 15.40%.
Embodiment 21
The mass percent that accounts for monomer except the change initiator is 0.1%, and other condition is all identical with embodiment 18, and the relative molecular mass that the result obtains polymkeric substance is 3.15 * 10
7, cationic degree is 21.39%.
Embodiment 22
The mass percent that accounts for monomer except the change initiator is 0.5%, and other condition is all identical with embodiment 18, and the relative molecular mass that the result obtains polymkeric substance is 1.98 * 10
7, cationic degree is 33.08%.
Embodiment 23
The adding amount of medicines monomer mole ratio (acrylamide monomer/cationic monomer) that feeds intake is 8: 2 in the experimental system, pH value of reaction system is 6, and total monomer is 20wt%, and the mass percent that initiator accounts for monomer is 0.005%, N, the mass percent that the N-methylene-bisacrylamide accounts for monomer is 0.0005%, and keeping the water bath with thermostatic control system temperature is 50 ℃, and continues to stir in the atmosphere of nitrogen, react complete rear taking-up product, washing, oven dry is pulverized.Relative molecular mass is 8.35 * 10
6, cationic degree is 17.33%.
Embodiment 24
The mass percent that accounts for monomer except the change N,N methylene bis acrylamide is 0.005%, and other condition is all identical with embodiment 23, and the relative molecular mass that the result obtains polymkeric substance is 1.62 * 10
7, cationic degree is 27.94%.
Embodiment 25
The mass percent that accounts for monomer except the change N,N methylene bis acrylamide is 0.01%, and other condition is all identical with embodiment 23, and the relative molecular mass that the result obtains polymkeric substance is 3.56 * 10
6, cationic degree is 22.93%.
Embodiment 26
The mass percent that accounts for monomer except the change N,N methylene bis acrylamide is 0.03%, and other condition is all identical with embodiment 23, and the relative molecular mass that the result obtains polymkeric substance is 1.38 * 10
6, cationic degree is 26.61%.
Embodiment 27
The mass percent that accounts for monomer except the change N,N methylene bis acrylamide is 0.05%, and other condition is all identical with embodiment 23, and the relative molecular mass that the result obtains polymkeric substance is 2.05 * 10
6, cationic degree is 30.45%.
Above-described embodiment is preferred embodiment of the present invention only, is not be used to limiting scope of the present invention, when using, can simplify above-described embodiment according to actual needs or the equivalence variation.
Claims (7)
1. the preparation method of a ultra-high molecular weight cationic polyacrylamide; mechanical stirrer is being housed, is connecting in the four-hole round-bottomed flask of nitrogen protection device; acrylamide, cationic monomer, linking agent with certain mol proportion; with an amount of distilled water it is dissolved fully; water bath with thermostatic control is stirred, and the conditioned reaction system pH passes into nitrogen; after 30 minutes, add again required ring azo amidine class initiator (VA-044).The product polymerization is through washing, and oven dry is the gained cationic polyacrylamide after the pulverizing, it is characterized in that monomer concentration is 8～40%, preferred 10～20%; Initiator concentration is 0.0001%～0.3%, preferred 0.005～0.1%.
2. the preparation method of ultra-high molecular weight amphiprotic polyacrylamide according to claim 1, it is characterized in that: the cationic monomer monomer is that cationic monomer has dimethyl diallyl ammonium chloride (DMDAAC), MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride (DMC) or vinylformic acid dimethylamine ethyl ester methyl chloride salt (DAC), preferred dimethyl diallyl ammonium chloride.
3. the preparation method of ultra-high molecular weight cationic polyacrylamide according to claim 1, it is characterized in that: the molar ratio acrylamide monomer/cationic monomer of monomer is 1/ (1～10).
4. the preparation method of ultra-high molecular weight cationic polyacrylamide according to claim 1, it is characterized in that: temperature of reaction system should be controlled at 40～80 ℃ preferred 50～55 ℃; Polymerization time 2～10 hours, preferred 4～6 hours.
5. the preparation method of ultra-high molecular weight cationic polyacrylamide according to claim 1 is characterized in that the pH value of reaction system should be controlled at 2～9, preferred 6～7.
6. the preparation method of ultra-high molecular weight cationic polyacrylamide according to claim 1, it is characterized in that: linking agent is N,N methylene bis acrylamide, the mass percent that accounts for monomer is 0.0001～0.01%, preferred 0.0005～0.005%.
7. the preparation method of ultra-high molecular weight amphiprotic polyacrylamide according to claim 1, it is characterized in that: initiator is that the azo initiator system is azo two (4-cyanopentanoic acid sodium) class water-soluble azo salt, ring azo amidine class initiator, and azobisisobutyronitrile class oil soluble azo-compound, preferably encircle azo amidine class initiator.
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| CN103130954A (en) * | 2013-03-15 | 2013-06-05 | 西南石油大学 | Insertion plural gel granule and synthetic method thereof |
| CN103387638A (en) * | 2013-06-27 | 2013-11-13 | 内蒙古工业大学 | Preparation method of novel long-time stable cationic polyacrylamide aqueous dispersor with high molecular weight |
| CN104292386A (en) * | 2014-09-26 | 2015-01-21 | 中国石油天然气集团公司 | Composite flocculating agent for flocculation treatment of fracturing flow-back fluid and preparation method thereof |
| CN104437433A (en) * | 2014-11-28 | 2015-03-25 | 西北师范大学 | Preparation method of methacryloxyethyltrimethyl ammonium chloride based anionic dye absorbent |
| CN105273129A (en) * | 2015-11-06 | 2016-01-27 | 东营市诺尔化工有限责任公司 | Preparation method of anionic polyacrylamide with ultrahigh viscosity |
| CN106046248A (en) * | 2016-07-19 | 2016-10-26 | 四川科尔瑞环保科技有限责任公司 | Cationic flocculant and preparation method thereof |
| CN108659164A (en) * | 2018-04-28 | 2018-10-16 | 东营市诺尔化工有限责任公司 | A kind of ultra-high molecular weight cationic polyacrylamide and its preparation method and application |
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| CN113145085A (en) * | 2021-04-20 | 2021-07-23 | 湖南省林业科学院 | Cationic polyacrylamide modified biochar composite material and preparation method thereof |
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| CN103130954A (en) * | 2013-03-15 | 2013-06-05 | 西南石油大学 | Insertion plural gel granule and synthetic method thereof |
| CN103387638A (en) * | 2013-06-27 | 2013-11-13 | 内蒙古工业大学 | Preparation method of novel long-time stable cationic polyacrylamide aqueous dispersor with high molecular weight |
| CN104292386A (en) * | 2014-09-26 | 2015-01-21 | 中国石油天然气集团公司 | Composite flocculating agent for flocculation treatment of fracturing flow-back fluid and preparation method thereof |
| CN104437433A (en) * | 2014-11-28 | 2015-03-25 | 西北师范大学 | Preparation method of methacryloxyethyltrimethyl ammonium chloride based anionic dye absorbent |
| CN105273129A (en) * | 2015-11-06 | 2016-01-27 | 东营市诺尔化工有限责任公司 | Preparation method of anionic polyacrylamide with ultrahigh viscosity |
| CN106046248A (en) * | 2016-07-19 | 2016-10-26 | 四川科尔瑞环保科技有限责任公司 | Cationic flocculant and preparation method thereof |
| CN106046248B (en) * | 2016-07-19 | 2019-04-16 | 四川科尔瑞环保科技有限责任公司 | Cationic flocculant and preparation method thereof |
| CN108659164A (en) * | 2018-04-28 | 2018-10-16 | 东营市诺尔化工有限责任公司 | A kind of ultra-high molecular weight cationic polyacrylamide and its preparation method and application |
| CN108659164B (en) * | 2018-04-28 | 2021-03-23 | 东营市诺尔化工有限责任公司 | Ultrahigh molecular weight cationic polyacrylamide, and preparation method and application thereof |
| CN110172860A (en) * | 2019-06-17 | 2019-08-27 | 联盛纸业（龙海）有限公司 | A method of improving slurry wet end retention |
| CN112940177A (en) * | 2021-02-03 | 2021-06-11 | 中国海洋石油集团有限公司 | Pyrolysis water clarifier for polymer flooding produced water and preparation method and application thereof |
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Application publication date: 20130313 |