CN108913199B - Polyether macromonomer grafting type reverse demulsifier and preparation method thereof - Google Patents
Polyether macromonomer grafting type reverse demulsifier and preparation method thereof Download PDFInfo
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- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
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Abstract
The invention discloses a polyether macromonomer grafting type reverse demulsifier and a preparation method thereof. The method takes a mixed solution of water and ether as a solvent, takes dimethyl diallyl ammonium chloride and a block polyether macromonomer taking isobutenol as an initiator as monomers, and prepares the polyether graft type reverse demulsifier by solution polymerization. The reverse demulsifier of the invention is compounded with the commonly used demulsifier in the oilfield field, and has good demulsification and dewatering water quality when treating polymer flooding produced fluid.
Description
Technical Field
The invention belongs to the technical field of petroleum industry, and particularly relates to a polyether macromonomer grafting type reverse demulsifier and a preparation method thereof.
Background
So far, many oil fields are used for improving the recovery ratio by polymer flooding in China, and polymer flooding produced liquid has larger property difference relative to water flooding produced liquid. For polymer flooding produced fluid, the polymer is distributed on a water phase and an oil-water interface, so that oil-water separation is difficult, and the normal operation of a lower-level water treatment process is influenced. At present, polymer flooding produced liquid treatment agents used in various oil fields are generally formed by compounding demulsifiers and reverse demulsifiers, wherein the demulsifiers are mainly used for improving the dehydration rate and the dehydration speed, the reverse demulsifiers are used for improving the quality of dehydrated water, and the better the quality of the dehydrated water is, the smaller the load of a lower-level sewage treatment process is. The commonly used reverse demulsifier mainly comprises cationic polyacrylamide polymer, condensation polymer of dimethylamine and epichlorohydrin, block polyether and the like, and the agents are generally difficult to adapt to the requirements of polymer flooding produced fluid treatment, which shows that the oil content of lower-layer water is high after demulsification, and the cost and the difficulty of a sewage treatment system are increased. Therefore, the research on the reverse demulsifier for efficiently treating the polymer flooding produced liquid of the oil field has important production significance for oil field production.
Disclosure of Invention
The invention aims to provide a polyether macromonomer grafting type reverse demulsifier and a preparation method thereof.
The method for preparing the polyether macromonomer grafting type reverse demulsifier comprises the following steps:
and in an inert atmosphere, carrying out solution polymerization reaction on the two-block polyether macromonomer, dimethyl diallyl ammonium chloride and an initiator in a solvent, and obtaining the polyether macromonomer graft type reverse demulsifier after the reaction is finished.
In the method, the solvent consists of water and ether;
the ether is at least one selected from ethylene glycol butyl ether, diethylene glycol butyl ether, dipropylene glycol methyl ether and propylene glycol methyl ether;
the mass ratio of the water to the ether is 1-3: 1; in particular 2:1 or 1.7:1 or 1.6:1 or 2.3: 1.
The mass ratio of the two-block polyether macromonomer to the dimethyl diallyl ammonium chloride is 4:21-10: 15; specifically 6: 19.
The total mass percentage concentration of the two-block polyether macromonomer and the dimethyl diallyl ammonium chloride in the reaction system is 40-55%; in particular to 50 percent;
the initiator is potassium persulfate; the amount of the initiator is 0.6-2% of the total mass of the two-block polyether macromonomer and the dimethyl diallyl ammonium chloride; specifically, it was found to be 1%.
In the step of solution polymerization, the temperature is 55-65 ℃; in particular 60 ℃; the time is 7.5 to 8.5 hours; in particular 8 h.
The inert atmosphere may specifically be a nitrogen atmosphere.
The diblock polyether macromonomer provided by the invention is prepared by the following steps:
in an inert atmosphere, carrying out polymerization reaction on the isobutylene alcohol, a catalyst and ethylene oxide, controlling the reaction temperature to be 120-140 ℃, controlling the system pressure to be below 0.4MPa, reacting again after the pressure of the materials is returned after the reaction is finished so as to reduce the system pressure to be 0MPa,
and adding propylene oxide to carry out polymerization reaction, controlling the reaction temperature to be 120-140 ℃, controlling the system pressure to be below 0.4MPa, and reacting again after the pressure falls back after the materials are reacted to reduce the system pressure to be 0MPa to obtain the two-block polyether macromonomer.
Specifically, the catalyst is potassium hydroxide;
the dosage of the catalyst is 0.2-0.8% of the total mass of the ethylene oxide and the propylene oxide; in particular to 0.4 percent;
the mass ratio of the ethylene oxide to the propylene oxide is 1: 0.4-1.2; specifically 1: 0.6;
the mass ratio of the isobutenol to the ethylene oxide is 1: 45-55; specifically 1: 50.
The inert atmosphere may specifically be a nitrogen atmosphere.
In addition, the polyether macromonomer grafting type reverse demulsifier prepared by the method and the application of the polyether macromonomer grafting type reverse demulsifier in demulsification of oil fields or demulsification of polymer flooding produced fluid of oil fields also belong to the protection scope of the invention.
The polyether graft type reverse demulsifier is prepared by using a mixed solution of water and ether as a solvent, and using dimethyl diallyl ammonium chloride and a block polyether macromonomer using isobutenol as an initiator as monomers through solution polymerization. The reverse demulsifier provided by the invention is compounded with a commonly used demulsifier in an oil field, and has good demulsification and dewatering water quality when treating polymer flooding produced liquid.
Drawings
FIG. 1 is an infrared spectrum of a diblock polyether macromonomer.
FIG. 2 is a diagram of a substance of a polymer flooding produced fluid treated by different agents (1: blank; 2: adding a demulsifier; 3: adding a diblock polyether macromonomer using isobutenol as an initiator; 4: adding a demulsifier + a dimethyldiallylammonium chloride homopolymer; 5: adding a mixture of the diblock polyether macromonomer using the demulsifier + the isobutenol as the initiator + the dimethyldiallylammonium chloride homopolymer; 6: adding the demulsifier + the polyether macromonomer graft type reverse demulsifier 1).
Detailed Description
The present invention will be further illustrated with reference to the following specific examples, but the present invention is not limited to the following examples. The method is a conventional method unless otherwise specified. The starting materials are commercially available from the open literature unless otherwise specified.
Example 1 preparation of a diblock polyether macromonomer Using Methacryloylalcohol as initiator
10g of isobutene alcohol and 2.4g of potassium hydroxide are added into a high-temperature high-pressure reaction kettle, and the reaction kettle is sealed. Purging and replacing by using nitrogen before heating, vacuumizing by using a vacuum pump, repeating twice, starting stirring and heating, stopping heating when the temperature is raised to 120 ℃, opening a feed valve, dropwise adding 500g of ethylene oxide, controlling the reaction temperature to be not more than 140 ℃ and the pressure to be below 0.4MPa, and reacting for 30min after the pressure is returned after the materials are reacted to reduce the pressure to 0 MPa; then 300g of propylene oxide is dripped, the reaction temperature is controlled not to exceed 140 ℃, the pressure is controlled below 0.4MPa, and the reaction is carried out for 30min after the pressure returns after the materials are reacted, so that the pressure is reduced to 0 MPa; finally, cooling and opening the kettle, discharging to obtain a macromonomer which is marked as a diblock polyether macromonomer 1.
Example 2 preparation of a diblock polyether macromonomer Using Methacryloylalcohol as initiator
10g of isobutene alcohol and 3g of potassium hydroxide are added into a high-temperature high-pressure reaction kettle, and the reaction kettle is sealed. Purging and replacing by using nitrogen before heating, vacuumizing by using a vacuum pump, repeating twice, starting stirring and heating, stopping heating when the temperature is raised to 120 ℃, opening a feed valve, dropwise adding 500g of ethylene oxide, controlling the reaction temperature to be not more than 140 ℃ and the pressure to be below 0.4MPa, and reacting for 30min after the pressure is returned after the materials are reacted to reduce the pressure to 0 MPa; then 500g of propylene oxide is dripped, the reaction temperature is controlled not to exceed 140 ℃, the pressure is controlled below 0.4MPa, and the reaction is carried out for 30min after the pressure returns after the materials are reacted, so that the pressure is reduced to 0 MPa; finally, cooling and opening the kettle, discharging to obtain a macromonomer which is marked as a diblock polyether macromonomer 2.
Example 3 preparation of a diblock polyether macromonomer Using Methacryloylalcohol as initiator
10g of isobutene alcohol and 3g of potassium hydroxide are added into a high-temperature high-pressure reaction kettle, and the reaction kettle is sealed. Purging and replacing by using nitrogen before heating, vacuumizing by using a vacuum pump, repeating twice, starting stirring and heating, stopping heating when the temperature is raised to 120 ℃, opening a feed valve, dropwise adding 1000g of ethylene oxide, controlling the reaction temperature to be not more than 140 ℃ and the pressure to be below 0.4MPa, and reacting for 30min after the pressure is returned after the materials are reacted to reduce the pressure to 0 MPa; finally, cooling and opening the kettle, discharging to obtain a macromonomer which is marked as a diblock polyether macromonomer 3.
Example 4 preparation of polyether macromonomer grafted reverse demulsifier
31.7g of dimethyl diallyl ammonium chloride industrial product (aqueous solution with effective content of 60%) and 6g of diblock polyether macromonomer 1 prepared in example 1 and 7.3g of ethylene glycol butyl ether are weighed and mixed in a reactor to be uniformly stirred, 0.25g of potassium persulfate is added after nitrogen is introduced and oxygen is removed for 20min, and the polyether macromonomer grafted reverse demulsifier is obtained after polymerization reaction is carried out for 8h and is marked as reverse demulsifier 1.
Example 5 preparation of polyether macromonomer grafted reverse demulsifier
31.7g of dimethyl diallyl ammonium chloride industrial product (aqueous solution with effective content of 60 percent) and 6g of diblock polyether macromonomer 2 prepared in example 2 and 7.3g of ethylene glycol butyl ether are weighed and mixed in a reactor to be uniformly stirred, 0.25g of potassium persulfate is added after nitrogen is introduced and oxygen is removed for 20min, and the polyether macromonomer grafted reverse demulsifier is obtained after polymerization reaction is carried out for 8h and is marked as reverse demulsifier 2.
Example 6 preparation of polyether macromonomer grafted reverse demulsifier
31.7g of dimethyl diallyl ammonium chloride industrial product (aqueous solution with effective content of 60%) and 6g of diblock polyether macromonomer 3 prepared in example 3 and 7.3g of ethylene glycol butyl ether are weighed and mixed in a reactor to be uniformly stirred, 0.25g of potassium persulfate is added after nitrogen is introduced and oxygen is removed for 20min, and the polyether macromonomer grafted reverse demulsifier is obtained after polymerization reaction is carried out for 8h and is marked as reverse demulsifier 3.
Example 7 evaluation of reverse demulsifier
Taking a certain oilfield polymer flooding produced fluid as a processing object, adding 80ml of polymer flooding produced fluid into a dehydration bottle, preserving heat for 20min in a 65 ℃ water bath, taking out, adding corresponding agents respectively, shaking the dehydration bottle by hand for 200 times, putting into the water bath, preserving heat for 40min in the water bath, observing the water color of dehydrated water and measuring the oil content in the water, wherein the results are shown in table 1.
TABLE 1 demulsifying Effect of the reverse demulsifiers 1-3
As can be seen from Table 1, the demulsifying effect of the reverse demulsifier 3 is far inferior to that of the reverse demulsifier 1 or 2 prepared from the macromonomer obtained in example 1 or example 2.
Example 8 preparation of polyether macromonomer graft type reverse demulsifier
31.7g of dimethyl diallyl ammonium chloride industrial product (aqueous solution with effective content of 60%), 6g of diblock polyether macromonomer 1 and 7.3g of dipropylene glycol methyl ether are weighed and mixed in a reactor to be uniformly stirred, 0.25g of potassium persulfate is added after nitrogen is introduced and oxygen is removed for 20min, and a polyether macromonomer grafted reverse demulsifier is obtained after polymerization reaction is carried out for 8h and is marked as reverse demulsifier 4.
Example 9 preparation of polyether macromonomer graft type reverse demulsifier
31.7g of dimethyl diallyl ammonium chloride industrial product (aqueous solution with effective content of 60%), 6g of diblock polyether macromonomer 1 and 7.3g of propylene glycol methyl ether are weighed and mixed in a reactor to be uniformly stirred, 0.25g of potassium persulfate is added after nitrogen is introduced and oxygen is removed for 20min, and the polyether macromonomer grafted reverse demulsifier is obtained after polymerization reaction is carried out for 8h and is marked as reverse demulsifier 5.
Example 10 evaluation of reverse demulsifier
Taking a certain oilfield polymer flooding produced fluid as a processing object, adding 80ml of polymer flooding produced fluid into a dehydration bottle, preserving heat for 20min in a 65 ℃ water bath, taking out, adding corresponding agents respectively, shaking the dehydration bottle by hand for 200 times, putting into the water bath, preserving heat for 40min in the water bath, observing the water color of dehydrated water and measuring the oil content in the water, wherein the results are shown in Table 2.
TABLE 2 demulsifying Effect of the reverse demulsifiers 1, 4 and 5
As can be seen from Table 2, when the ether used as the solvent was ethylene glycol butyl ether, the demulsifying effect of the obtained reverse phase demulsifier was better than that of dipropylene glycol methyl ether and propylene glycol methyl ether.
Example 11 preparation of polyether macromonomer graft type reverse demulsifier
38.3g of dimethyl diallyl ammonium chloride industrial product (aqueous solution with effective content of 60%), 2g of diblock polyether macromonomer 1 and 9.7g of ethylene glycol butyl ether are weighed and mixed in a reactor to be uniformly stirred, 0.25g of potassium persulfate is added after nitrogen is introduced and oxygen is removed for 20min, and the polyether macromonomer grafted reverse demulsifier is obtained after polymerization reaction is carried out for 8h and is marked as reverse demulsifier 6.
Example 12 preparation of polyether macromonomer graft type reverse demulsifier
Weighing 16.7g of dimethyl diallyl ammonium chloride industrial product (aqueous solution with effective content of 60%), 15g of diblock polyether macromonomer 1, 10g of water and 7.3g of ethylene glycol butyl ether, mixing and stirring uniformly in a reactor, introducing nitrogen, removing oxygen for 20min, adding 0.25g of potassium persulfate, and carrying out polymerization reaction for 8h to obtain the polyether macromonomer grafted reverse demulsifier, wherein the label is reverse demulsifier 7.
Example 13 evaluation of reverse demulsifier
Taking a certain oilfield polymer flooding produced fluid as a processing object, adding 80ml of polymer flooding produced fluid into a dehydration bottle, preserving heat for 20min in a 65 ℃ water bath, taking out, adding corresponding agents respectively, shaking the dehydration bottle by hand for 200 times, putting into the water bath, preserving heat for 40min in the water bath, observing the water color of dehydrated water and measuring the oil content in the water, wherein the results are shown in Table 3.
TABLE 3 demulsifying Effect of the reverse demulsifiers 1, 6 and 7
As can be seen from Table 3, when the mass ratio of the diblock polyether macromonomer to the dimethyldiallylammonium chloride is 6:19, the demulsification effect of the obtained reverse demulsifier 1 is significantly better than that of the reverse demulsifiers 6 and 7.
FIG. 2 is a diagram of a substance of a polymer flooding produced fluid treated by different agents (1: blank; 2: adding a demulsifier; 3: adding a block polyether macromonomer using isobutenol as an initiator; 4: adding a demulsifier + a dimethyldiallylammonium chloride homopolymer; 5: adding a mixture of the block polyether macromonomer using the demulsifier + the isobutenol as an initiator + the dimethyldiallylammonium chloride homopolymer; 6: adding the demulsifier + the polyether macromonomer graft type reverse demulsifier 1). As can be seen from the figures and the results listed in tables 1 to 3, the polyether graft type reverse demulsifier prepared by solution polymerization by using dimethyl diallyl ammonium chloride and a block polyether macromonomer using isobutenol as an initiator as monomers has a good treatment effect on the treatment of polymer flooding produced fluid, and can significantly reduce the oil content in the lower water layer.
It will be understood that modifications and variations can be made by persons skilled in the art in light of the above teachings and all such modifications and variations are intended to be included within the scope of the invention as defined in the appended claims.
Claims (15)
1. A method for preparing a polyether macromonomer grafting type reverse demulsifier comprises the following steps:
in an inert atmosphere, carrying out solution polymerization reaction on a two-block polyether macromonomer, dimethyl diallyl ammonium chloride and an initiator in a solvent to obtain a polyether macromonomer graft type reverse demulsifier after the reaction is finished;
the diblock polyether macromonomer is prepared by the following steps:
in an inert atmosphere, carrying out polymerization reaction on the isobutylene alcohol, a catalyst and ethylene oxide, controlling the reaction temperature to be 120-140 ℃, controlling the system pressure to be below 0.4MPa, reacting again after the pressure of the materials is returned after the reaction is finished so as to reduce the system pressure to be 0MPa,
and adding propylene oxide to carry out polymerization reaction, controlling the reaction temperature to be 120-140 ℃, controlling the system pressure to be below 0.4MPa, and reacting again after the pressure falls back after the materials are reacted to reduce the system pressure to be 0MPa to obtain the two-block polyether macromonomer.
2. The method of claim 1, wherein: the solvent consists of water and ether;
the mass ratio of the water to the ether is 1-3: 1.
3. The method of claim 2, wherein: the ether is selected from at least one of ethylene glycol butyl ether, diethylene glycol butyl ether, dipropylene glycol methyl ether and propylene glycol methyl ether;
the mass ratio of the water to the ether is 2: 1.
4. The method of claim 1, wherein: the mass ratio of the two-block polyether macromonomer to the dimethyl diallyl ammonium chloride is 4:21-10: 15.
5. The method of claim 4, wherein: the mass ratio of the diblock polyether macromonomer to the dimethyl diallyl ammonium chloride is 6: 19.
6. The method of claim 1, wherein: the total mass percentage concentration of the diblock polyether macromonomer and the dimethyl diallyl ammonium chloride in the reaction system is 40-55%.
7. The method of claim 6, wherein: the total mass percentage concentration of the diblock polyether macromonomer and the dimethyl diallyl ammonium chloride in the reaction system is 50%.
8. The method of claim 1, wherein: the initiator is potassium persulfate; the dosage of the initiator is 0.6-2% of the total mass of the two-block polyether macromonomer and the dimethyl diallyl ammonium chloride.
9. The method of claim 8, wherein: the initiator is potassium persulfate; the dosage of the initiator is 1 percent of the total mass of the two-block polyether macromonomer and the dimethyl diallyl ammonium chloride.
10. The method of claim 1, wherein: in the step of solution polymerization, the temperature is 55-65 ℃; the time is 7.5-8.5 h.
11. The method of claim 10, wherein: in the step of solution polymerization, the temperature is 55-65 ℃; the time is 8 h.
12. The method according to any one of claims 1 to 11, wherein: the catalyst is potassium hydroxide;
the dosage of the catalyst is 0.2-0.8% of the total mass of the ethylene oxide and the propylene oxide;
the mass ratio of the ethylene oxide to the propylene oxide is 1: 0.4-1.2;
the mass ratio of the isobutenol to the ethylene oxide is 1: 45-55.
13. The method of claim 12, wherein: the catalyst is potassium hydroxide;
the using amount of the catalyst is 0.4 percent of the total mass of the ethylene oxide and the propylene oxide;
the mass ratio of the ethylene oxide to the propylene oxide is 1: 0.6;
the mass ratio of the isobutylene alcohol to the ethylene oxide was 1: 50.
14. The polyether macromonomer grafted reverse demulsifier prepared by the method of any one of claims 1 to 13.
15. The use of the polyether macromonomer grafted reverse demulsifier of claim 14 in demulsification of oil fields or demulsification of polymer flooding produced fluids of oil fields.
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| DE3413566A1 (en) * | 1984-04-11 | 1985-10-24 | Bayer Ag, 5090 Leverkusen | Polyether amines |
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| CN103755884A (en) * | 2013-12-20 | 2014-04-30 | 西南石油大学 | Reverse-phase demulsifying agent for treating polymer flooding produced liquid of oil fields and preparation method thereof |
| CN104292451A (en) * | 2014-10-15 | 2015-01-21 | 南京红宝丽股份有限公司 | Preparation method and application of unsaturated polyether |
| CN105504261A (en) * | 2016-01-04 | 2016-04-20 | 鑫统领建材集团有限公司 | Random copolyether macromonomer, water reducing agent prepared from same, and preparing method and application of random copolyether macromonomer |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE3413566A1 (en) * | 1984-04-11 | 1985-10-24 | Bayer Ag, 5090 Leverkusen | Polyether amines |
| CN103484151A (en) * | 2013-10-14 | 2014-01-01 | 句容宁武高新技术发展有限公司 | Synthesis method of cationic-polymer-modified crude oil demulsifier |
| CN103755884A (en) * | 2013-12-20 | 2014-04-30 | 西南石油大学 | Reverse-phase demulsifying agent for treating polymer flooding produced liquid of oil fields and preparation method thereof |
| CN104292451A (en) * | 2014-10-15 | 2015-01-21 | 南京红宝丽股份有限公司 | Preparation method and application of unsaturated polyether |
| CN105504261A (en) * | 2016-01-04 | 2016-04-20 | 鑫统领建材集团有限公司 | Random copolyether macromonomer, water reducing agent prepared from same, and preparing method and application of random copolyether macromonomer |
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