CN100453573C - Positive ion organic high polymer coagulant and preparation method thereof - Google Patents
Positive ion organic high polymer coagulant and preparation method thereof Download PDFInfo
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- CN100453573C CN100453573C CNB2007100270443A CN200710027044A CN100453573C CN 100453573 C CN100453573 C CN 100453573C CN B2007100270443 A CNB2007100270443 A CN B2007100270443A CN 200710027044 A CN200710027044 A CN 200710027044A CN 100453573 C CN100453573 C CN 100453573C
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Abstract
The invention discloses a making method of cationic organic macromolecular flocculant, which is copolymerized by 2, 3-epoxy propyl trimethyl ammonium chloride, methyl acrylate and acrylamide with molar rate at 1-2:2:1-4 without sequence, wherein the 2, 3-epoxy propyl trimethyl ammonium chloride is grafted on the lateral chain of acrylamide-methyl acrylate copolymer; the molecular weight of flocculant is 1000000-15000000, which can flocculate water void water with the removing rate of COD to 93.4%.
Description
Technical field
The present invention relates to macromolecular compound, be specifically related to a kind of positive ion organic high polymer coagulant and preparation method thereof.
Background technology
Being commonly used for the flocculation agent of handling waste water at present mainly contains: cationic polyacrylamide, non-ionic polyacrylamide, anionic polyacrylamide and sodium polyacrylate etc., because the waste water and the mud of generations such as oil field, refinery, deinking workshop, paper mill contain negatively charged ion more, its character is more stable, the flocculation sediment difficulty, quantity discharged is also unstable in addition, cause existing flocculation agent all undesirable to its treatment effect, flocculation agent add in right amount then can't be fully in and negatively charged ion, add the excessive flocculation particle redispersion that can make again, cause difficulty of post-processing to strengthen, running cost increases.
Summary of the invention
For overcoming the above-mentioned defective of existing flocculation agent in handling waste water, the invention provides a kind of positive ion organic high polymer coagulant, this flocculation agent is by 2,3-epoxypropyl trimethylammonium chloride ammonium, methyl acrylate and three kinds of unordered copolymerization of monomer of acrylamide form, three kinds of monomeric mol ratios 2 in the flocculation agent, 3-epoxypropyl trimethylammonium chloride ammonium: methyl acrylate: acrylamide=1～2: 2: 1～4, wherein 2,3-epoxypropyl trimethylammonium chloride ammonium is grafted on the acrylamide-acrylicacid methyl terpolymer side chain; The viscosity-average molecular weight of described flocculation agent is 1,000,000～1,500 ten thousand.
Wherein three kinds of monomeric mol ratio the bests are 2,3-epoxypropyl trimethylammonium chloride ammonium: methyl acrylate: acrylamide=1: 1: 2;
The viscosity-average molecular weight of flocculation agent of the present invention is preferably 1,000,000～1,200 ten thousand, is preferably 4,500,000～5,000,000.
The present invention also provides a kind of preparation method of above-mentioned positive ion organic high polymer coagulant, may further comprise the steps:
(1) preparation of acrylamide-acrylicacid methyl terpolymer: under stirring condition, be that the water-soluble total mass concentration that is made into of 2: 1～4 methyl acrylate and acrylamide is 12%～18% solution with mol ratio; Catch up with most oxygen to charge into protection gas more continuously, 0.01%～0.07% the S-WAT that adds 0.01%～0.03% Potassium Persulphate of solution total mass and solution total mass is as initiator, at 55 ℃～65 ℃ following polyreaction 12h～36h, obtain acrylamide-acrylicacid methyl terpolymer solution;
(2) measure 2,3-epoxypropyl trimethylammonium chloride ammonium, 2, the mol ratio of added methyl acrylate is 1～2: 2 in 3-epoxypropyl trimethylammonium chloride ammonium and the step (1), under 70 ℃～80 ℃, under the agitation condition, with 2,3-epoxypropyl trimethylammonium chloride ammonium joins in the acrylamide-acrylicacid methyl terpolymer solution, continue reaction 15min～25min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution, at last solution is promptly got flocculation agent of the present invention 90 ℃～100 ℃ oven dry down, pulverizing.
Wherein, in the described step (1), the mol ratio of described methyl acrylate and acrylamide is preferably 1: 2; The total mass concentration of the described solution that is made into is preferably 15%; The initiator of described adding is preferably 0.02% Potassium Persulphate and 0.02% S-WAT; Described polymerization temperature is preferably 60 ℃, and polymerization reaction time is preferably 24h.
The temperature of reaction is preferably 75 ℃ in the described step (2), and the described time of continuing reaction after all adding again is preferably 24min.
Of the present invention 2, the skeleton symbol of 3-epoxypropyl trimethylammonium chloride ammonium is:
The methyl acrylate skeleton symbol is:
The acrylamide skeleton symbol is:
Flocculation agent of the present invention and preparation method compared with prior art have the following advantages:
1, flocculation agent of the present invention has the advantages that molecular weight is big, chemical property is stable;
2, existing amide group on the flocculating agent molecule long-chain of gained, a large amount of positively charged cation groups are arranged again, and charge distribution is even, all present electropositivity in acidity or alkalescence, therefore the electronegative sewage of suspended particle being carried out flocculation sediment has extremely strong clarifying effect, to the COD clearance of deinking wastewater, dyeing waste water up to 93.4%;
3, flocculation agent preparation method technology of the present invention is easy, equipment cost is low, easy control of reaction conditions.
Embodiment
Below enumerate some preferred specific embodiments of the present invention, understand the present invention to help further, but scope of the present invention is not limited thereto.The source of each raw material is in following examples:
Acrylamide: Guangzhou intelligence chemical industry technological development still company limited produces, model ZS-717, and purity is analytical pure;
Methyl acrylate: Guangzhou intelligence chemical industry technological development still company limited produces, model ZS-727, and purity is analytical pure;
2,3-epoxypropyl trimethylammonium chloride ammonium: Guangzhou intelligence chemical industry technological development still company limited produces, model ZS-737, and purity is analytical pure;
Potassium Persulphate: the Shanghai glad chemical reagent work of shaking, purity is analytical pure;
S-WAT: the Shanghai glad chemical reagent work of shaking, purity is analytical pure.
Trimethylamine 99: Guangzhou intelligence chemical industry technological development still company limited produces, model ZS-757, and purity is analytical pure;
Epoxy chloropropane: the glad precious chemical industry in Wuhan company limited produces, model WX-1, and purity is analytical pure.
Embodiment 1: flocculation agent of the present invention
(1) gets 0.1 mol propylene amide monomer and 0.1 mol propylene acid methylmethacrylate monomer, the water-soluble total monomer that is made into is 15% solution in three-necked flask, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, 0.02% the Potassium Persulphate and total solution quality 0.02% S-WAT that add total solution quality are respectively made initiator, 60 ℃ of following polyreaction 24h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
(2) get 0.1 mole 2,3-epoxypropyl trimethylammonium chloride ammonium monomer is under 70 ℃, the limit is stirred (stir speed (S.S.) 30rpm) limit and is added 2,3-epoxypropyl trimethylammonium chloride ammonium continues reaction 20min again after all adding, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got flocculation agent of the present invention 90 ℃ of oven dry down, pulverizing, the weight of gained flocculation agent is 23.1 grams, and productive rate is 75%.
Gained flocculation agent normal temperature is white powder down, and the viscosity-average molecular weight that tests out product with viscosimetry and Mark-Houwink equation is 3,800,000.The deinking wastewater that is used to flocculate is handled, and the COD clearance is 92.5%.
Embodiment 2: flocculation agent of the present invention
(1) stirring under (stir speed (S.S.) 40rpm) condition, the epoxy chloropropane of 0.5 mole Trimethylamine 99 and 0.5 mole adds in the reactor, and under 50 ℃ of water-baths, reaction 5h obtains 2,3-epoxypropyl trimethylammonium chloride ammonium;
(2) get 1 mol propylene acid amides and 0.5 mol propylene acid methyl esters, the water-soluble total monomer that is made into is 15% solution in another reactor, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, consumption with 0.02% adds initiator potassium persulfate and S-WAT respectively, 65 ℃ of following polyreaction 36h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
Under (3) 75 ℃, (stir speed (S.S.) 40rpm) limit is stirred with 2 in the limit, 3-epoxypropyl trimethylammonium chloride ammonium joins in the acrylamide-acrylicacid methyl terpolymer, continues reaction 20min after all adding again, obtains acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got white powder 161 grams 95 ℃ of oven dry down, pulverizing, productive rate is 85%.
Test to such an extent that the viscosity-average molecular weight of product is 4,800,000 with viscosimetry and Mark-Houwink equation.This product deinking wastewater that is used to flocculate is handled, and the COD clearance is 93.4%.
Embodiment 3: the preparation method of flocculation agent of the present invention
(1) gets 0.2 mole acrylamide and 0.2 mole methyl acrylate, the water-soluble total monomer that is made into is 15% solution in three-necked flask, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, the S-WAT that adds the consumption of Potassium Persulphate and 0.06% with 0.03% consumption is made initiator respectively, 60 ℃ of following polyreaction 24h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
(2) get 0.2 mole 2,3-epoxypropyl trimethylammonium chloride ammonium, under 80 ℃, the limit is stirred (stir speed (S.S.) 70rpm) limit and is slowly joined in the acrylamide-acrylicacid methyl terpolymer, continue reaction 20min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got white powder product 56.1 grams 100 ℃ of oven dry down, pulverizing, productive rate is 91%.
The viscosity-average molecular weight that tests out product with viscosimetry and Mark-Houwink equation is 3,600,000.Be used to the deinking wastewater that flocculates, the COD clearance is 90.2%.
Embodiment 4: the preparation method of flocculation agent of the present invention
(1) gets 0.2 mole acrylamide and 0.4 mole methyl acrylate, the water-soluble total monomer that is made into is 12% solution in three-necked flask, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, the consumption of adding 0.01% adds the S-WAT of the consumption of Potassium Persulphate and 0.06% and makes initiator, polyreaction 12h under the constant temperature 55C obtains the acrylamide-acrylicacid methyl terpolymer;
(2) get 0.2 mole 2,3-epoxypropyl trimethylammonium chloride ammonium, under 70 ℃, the limit is stirred (stir speed (S.S.) 30rpm) limit and is joined in the acrylamide-acrylicacid methyl terpolymer, continue reaction 15min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got white powder product 67.8 grams 98 ℃ of oven dry down, pulverizing, productive rate is 86%.
The viscosity-average molecular weight that tests out product with viscosimetry and Mark-Houwink equation is 2,700,000.Be used to the deinking wastewater that flocculates, the COD clearance is 86.1%.
Embodiment 5: the preparation method of flocculation agent of the present invention
(1) gets 2 moles acrylamide and 3 moles methyl acrylate, the water-soluble total monomer that is made into is 18% solution in reactor, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, the S-WAT that adds the consumption of Potassium Persulphate and 0.02% with 0.02% consumption is made initiator respectively, 58 ℃ of following polyreaction 22h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
(2) get 1.5 moles 2,3-epoxypropyl trimethylammonium chloride ammonium, under 76 ℃, the limit is stirred (stir speed (S.S.) 60rpm) limit and is joined in the acrylamide-acrylicacid methyl terpolymer, continue reaction 25min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got white powder product 551.8 grams 94 ℃ of oven dry down, pulverizing, productive rate is 88%.
The viscosity-average molecular weight that tests out product with viscosimetry and Mark-Houwink equation is 4,100,000.Be used to the deinking wastewater that flocculates, the COD clearance is 90.5%.
The preparation method of embodiment 6 flocculation agents of the present invention
(1) gets 2 moles acrylamide and 3 moles methyl acrylate, the water-soluble total monomer that is made into is 14% solution in reactor, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, the S-WAT that adds the consumption of Potassium Persulphate and 0.05% with 0.03% consumption is made initiator respectively, 58 ℃ of following polyreaction 32h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
(2) get 1.5 moles 2,3-epoxypropyl trimethylammonium chloride ammonium, under 80 ℃, the limit is stirred (stir speed (S.S.) 50rpm) limit and is joined in the acrylamide-acrylicacid methyl terpolymer, continue reaction 25min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got white powder product 514.1 grams 95 ℃ of oven dry down, pulverizing, productive rate is 82%.
The viscosity-average molecular weight that tests out product with viscosimetry and Mark-Houwink equation is 1,000,000.Be used to the deinking wastewater that flocculates, the COD clearance is 75%.
The preparation method of embodiment 7 flocculation agents of the present invention
(1) gets 4 moles acrylamide and 2 moles methyl acrylate, the water-soluble total monomer that is made into is 18% solution in reactor, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, add the Potassium Persulphate of 0.03% consumption and the S-WAT of 0.07% consumption and make initiator, 58 ℃ of following polyreaction 22h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
(2) get 1 mole 2,3-epoxypropyl trimethylammonium chloride ammonium, under 76 ℃, the limit is stirred (stir speed (S.S.) 50rpm) limit and is joined in the acrylamide-acrylicacid methyl terpolymer, continue reaction 25min after all adding again, it is molten to obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride; Then solution is promptly got white powder product 491.67 grams 94 ℃ of oven dry down, pulverizing, productive rate is 81%.
The viscosity-average molecular weight that tests out product with viscosimetry and Mark-Houwink equation is 1,200 ten thousand.Be used to the deinking wastewater that flocculates, the COD clearance is 90.5%.
Embodiment 8: flocculation agent of the present invention and preparation method thereof
(1) stirring under (stir speed (S.S.) 40rpm) condition, the epoxy chloropropane of 100 moles Trimethylamine 99 and 100 moles adds in the reactor, and under 50 ℃ of water-baths, reaction 5h obtains 2,3-epoxypropyl trimethylammonium chloride ammonium;
(2) get 200 mol propylene acid amides and 100 mol propylenes acid methyl esters, the water-soluble total monomer that is made into is 15% solution in another reactor, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, add initiator potassium persulfate and S-WAT with 0.02% consumption respectively, 65 ℃ of following polyreaction 36h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
Under (3) 75 ℃, (stir speed (S.S.) 90rpm) limit is stirred with 2 in the limit, 3-epoxypropyl trimethylammonium chloride ammonium joins in the acrylamide-acrylicacid methyl terpolymer, continues reaction 20min after all adding again, obtains acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got 32.2 kilograms of white powder 95 ℃ of oven dry down, pulverizing, productive rate is 85%.
Test to such an extent that the viscosity-average molecular weight of product is 4,700,000 with viscosimetry and Mark-Houwink equation.This product deinking wastewater that is used to flocculate is handled, and the COD clearance is 93.1%.
Embodiment 9: flocculation agent of the present invention and preparation method thereof
(1) gets 600 moles acrylamide and 900 moles methyl acrylate, the water-soluble total monomer that is made into is 18% solution in reactor, logical nitrogen catches up with oxygen to the greatest extent more continuously inflated with nitrogen as protection gas, the S-WAT that adds the consumption of Potassium Persulphate and 0.02% with 0.02% consumption is made initiator respectively, 58 ℃ of following polyreaction 22h of constant temperature obtain the acrylamide-acrylicacid methyl terpolymer;
(2) get 450 moles 2,3-epoxypropyl trimethylammonium chloride ammonium, under 72 ℃, the limit is stirred (stir speed (S.S.) 60rpm) limit and is joined in the acrylamide-acrylicacid methyl terpolymer, continue reaction 25min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution; Then solution is promptly got 165.5 kilograms of white powder products 94 ℃ of oven dry down, pulverizing, productive rate is 88%.
The viscosity-average molecular weight that tests out product with viscosimetry and Mark-Houwink equation is 4,700,000.Be used to the deinking wastewater that flocculates, the COD clearance is 92.5%.
Claims (7)
1, a kind of positive ion organic high polymer coagulant, it is characterized in that, described flocculation agent is by 2,3-epoxypropyl trimethylammonium chloride ammonium, methyl acrylate and three kinds of unordered copolymerization of monomer of acrylamide form, the mol ratio 2 of three kinds of monomeric units in the flocculation agent, 3-epoxypropyl trimethylammonium chloride ammonium: methyl acrylate: acrylamide=1～2: 2: 1～4, wherein 2,3-epoxypropyl trimethylammonium chloride ammonium is grafted on the acrylamide-acrylicacid methyl terpolymer side chain; The viscosity-average molecular weight of described flocculation agent is 1,000,000～1,500 ten thousand; Described flocculation agent is made by following method:
(1) preparation of acrylamide-acrylicacid methyl terpolymer: under stirring condition, be that the water-soluble total mass concentration that is made into of 2: 1～4 methyl acrylate and acrylamide is 12%～18% solution with mol ratio; Catch up with most oxygen to charge into protection gas more continuously, 0.01%～0.07% the S-WAT that adds 0.01%～0.03% Potassium Persulphate of solution total mass and solution total mass is as initiator, at 55 ℃～65 ℃ following polyreaction 12h～36h, obtain acrylamide-acrylicacid methyl terpolymer solution;
(2) measure 2,3-epoxypropyl trimethylammonium chloride ammonium, 2, the mol ratio of added methyl acrylate is 1～2: 2 in 3-epoxypropyl trimethylammonium chloride ammonium and the step (1), under 70 ℃～80 ℃, under the agitation condition, with 2,3-epoxypropyl trimethylammonium chloride ammonium joins in the acrylamide-acrylicacid methyl terpolymer solution, continue reaction 15min～25min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution, in 90 ℃～100 ℃ oven dry down, pulverizing promptly at last with solution.
2, a kind of positive ion organic high polymer coagulant according to claim 1 is characterized in that, the mol ratio of three kinds of monomeric units is 2 in the described flocculation agent, 3-epoxypropyl trimethylammonium chloride ammonium: methyl acrylate: acrylamide=1: 1: 2.
3, a kind of positive ion organic high polymer coagulant according to claim 1 is characterized in that, the viscosity-average molecular weight of described flocculation agent is 1,000,000～12,000,000.
4, a kind of positive ion organic high polymer coagulant according to claim 1 is characterized in that, the viscosity-average molecular weight of described flocculation agent is 4,500,000～5,000,000.
5, the preparation method of the described flocculation agent of a kind of claim 1 may further comprise the steps:
(1) preparation of acrylamide-acrylicacid methyl terpolymer: under stirring condition, be that the water-soluble total mass concentration that is made into of 2: 1～4 methyl acrylate and acrylamide is 12%～18% solution with mol ratio; Catch up with most oxygen again low speed charge into protection gas continuously, 0.01%～0.07% the S-WAT that adds 0.01%～0.03% Potassium Persulphate of solution total mass and solution total mass is as initiator, at 55 ℃～65 ℃ following polyreaction 12h～36h, obtain acrylamide-acrylicacid methyl terpolymer solution;
(2) measure 2,3-epoxypropyl trimethylammonium chloride ammonium, 2, the mol ratio of added methyl acrylate is 1～2: 2 in 3-epoxypropyl trimethylammonium chloride ammonium and the step (1), under 70 ℃～80 ℃, under the agitation condition, with 2,3-epoxypropyl trimethylammonium chloride ammonium joins in the acrylamide-acrylicacid methyl terpolymer solution, continue reaction 15min～25min after all adding again, obtain acrylamide-acrylicacid methyl esters trimethyl ammonium chloride solution, at last solution is promptly got flocculation agent of the present invention 90 ℃～100 ℃ oven dry down, pulverizing.
6, preparation method according to claim 5 is characterized in that, in the described step (1), the mol ratio of described methyl acrylate and acrylamide is 1: 2; The total mass concentration of the described solution that is made into is 15%; The initiator of described adding is 0.02% a S-WAT of 0.02% Potassium Persulphate of solution total mass and solution total mass; Described polymerization temperature is 60 ℃, and polymerization reaction time is 24h.
7, preparation method according to claim 5 is characterized in that, the temperature of reaction is 75 ℃ in the described step (2); The described time of continuing reaction after all adding again is 24min.
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| CN104910321B (en) * | 2015-06-16 | 2019-02-12 | 河南弘康环保科技有限公司 | A kind of ternary polymerization cationic-type polyacrylamide |
| CN105776485A (en) * | 2016-05-18 | 2016-07-20 | 宗永臣 | Flocculating agent for sewage treatment and preparation method thereof |
| CN114276489B (en) * | 2022-03-03 | 2022-05-13 | 河南博源新材料有限公司 | Silicon-containing cationic polyacrylamide and application thereof |
| CN116535550A (en) * | 2023-06-14 | 2023-08-04 | 中海油田服务股份有限公司 | Quaternized polyacrylamide completion fluid flocculant and preparation method and application method thereof |
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| JPH10110010A (en) * | 1996-10-04 | 1998-04-28 | Hymo Corp | Water-soluble polymer and use thereof |
| CN1202144A (en) * | 1995-11-14 | 1998-12-16 | Cytec技术有限公司 | High performance polymer flocculating agents |
| JP2004113899A (en) * | 2002-09-25 | 2004-04-15 | Hymo Corp | Flocculant and its usage |
| CN1597550A (en) * | 2003-09-15 | 2005-03-23 | 中国石油化工股份有限公司 | Cation type polymer flocculating agent and its preparation method |
| WO2005092954A1 (en) * | 2004-03-18 | 2005-10-06 | Ashland Licensing And Intellectual Property Llc | Anionic water-in-water polymer dispersion, method for the production thereof and its use |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1202144A (en) * | 1995-11-14 | 1998-12-16 | Cytec技术有限公司 | High performance polymer flocculating agents |
| JPH10110010A (en) * | 1996-10-04 | 1998-04-28 | Hymo Corp | Water-soluble polymer and use thereof |
| JP2004113899A (en) * | 2002-09-25 | 2004-04-15 | Hymo Corp | Flocculant and its usage |
| CN1597550A (en) * | 2003-09-15 | 2005-03-23 | 中国石油化工股份有限公司 | Cation type polymer flocculating agent and its preparation method |
| WO2005092954A1 (en) * | 2004-03-18 | 2005-10-06 | Ashland Licensing And Intellectual Property Llc | Anionic water-in-water polymer dispersion, method for the production thereof and its use |
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