CN108276979A - A kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent and preparation method thereof - Google Patents

A kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent and preparation method thereof Download PDF

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CN108276979A
CN108276979A CN201711382660.0A CN201711382660A CN108276979A CN 108276979 A CN108276979 A CN 108276979A CN 201711382660 A CN201711382660 A CN 201711382660A CN 108276979 A CN108276979 A CN 108276979A
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temperature
naphthols
resistant
oil displacement
salt type
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任凡
张静
王亮
潘琦
付艳梅
刘敏
付远波
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Wuhan Oxiran Specialty Chemicals Co
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Wuhan Oxiran Specialty Chemicals Co
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    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/58Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
    • C09K8/584Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific surfactants
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C08G65/2606Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
    • C08G65/2612Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aromatic or arylaliphatic hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32Polymers modified by chemical after-treatment
    • C08G65/321Polymers modified by chemical after-treatment with inorganic compounds
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32Polymers modified by chemical after-treatment
    • C08G65/329Polymers modified by chemical after-treatment with organic compounds
    • C08G65/334Polymers modified by chemical after-treatment with organic compounds containing sulfur
    • C08G65/3344Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur
    • C08G65/3346Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur having sulfur bound to carbon and oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2650/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/38Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing oxygen in addition to the ether group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2650/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/58Ethylene oxide or propylene oxide copolymers, e.g. pluronics

Abstract

The invention discloses a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agents and preparation method thereof, which includes the following steps:1) naphthols is reacted with ethylene oxide, propylene oxide, generates naphthols block polyether;2) naphthols block polyether is uniformly mixed with potassium hydroxide, adds catalyst and carry out Williamson's reaction, generates naphthols block polyether sylvite;3) by naphthols block polyether sylvite and 1,3 propane sultones carry out ring-opening reaction, you can generate temperature-resistant and anti-salt type polyether sulfonate oil displacement agent.Stronger, the higher naphthols block polyether of stability is as precursor polymer using lipophile by the present invention, and anion-modified with the progress of 1,3 propane sultone, hydrolytic resistance, salt tolerance are stronger, are more suitable for tertiary oil recovery.

Description

A kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent and preparation method thereof
Technical field
The present invention relates to the technical field of oil displacement agent, in particular to a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent and its Preparation method.
Background technology
The contradiction that oil demand amount is continuously increased between the constantly reduction of its reserves becomes increasingly conspicuous, and restricts today's society warp The high speed development of Ji.About 60% crude oil cannot use conventional oil recovery technique to exploit in domestic oil reservoir.Oil production rate is improved at present Method be tertiary oil recovery.
Surfactant is a key factor of raising oil recovery in tertiary oil recovery technology, but with tertiary oil recovery Some disadvantages of the development of technology, existing surfactant oil displacement obviously hinder further increasing for oil recovery, Such as reduction interfacial tension efficiency is inadequate, heatproof or salt-resistance difference etc..It tends not to be provided simultaneously with using single surfactant The performance of high temperature resistant and anti-rock salt, such as nonionic surface active agent anti-salt property is good but heat resistance is poor, and ionic Surfactant heatproof but not salt resistance.A variety of surfactants (such as nonionic and anionic) are used in compounding, it can The shortcomings that making up each to a certain extent takes into account the performance of high temperature resistant and anti-rock salt, the OP-10 proposed such as Shengli Oil Field With petroleum sulfonate formula, but due between two kinds of surfactant molecules of compounding and be not present strong interaction force, because This, (height absorption loss) reaches in use, most compound systems have apparent chromatographic isolation under practical circumstances Less than ideal using effect.
The McCormick professors research group of University of Southern Mississippi of the U.S. exists to the poly- Propionamides copolymer of hydrophobic association Application in oil extraction has carried out numerous studies, but such compound is under high shear, high price mineral ion, high temperature Facile hydrolysis, degradation, chain curling etc., lead to solution property cataclysm and the requirement of engineering construction are not achieved Deng under the conditions of.
Sulfonate surfactant and its multi-component combination are most widely used surfactants in using three times, such as Application of the heavy alkylbenzene sulfonate of the reports such as Qu Jingkui in tertiary oil recovery.But since raw material heavy alkyl benzene is mixture, contain The ingredient for having some structures unknown, it is complex, keep the control of its quality and performance in process of production more difficult, Wu Fa great Large-scale production.
In the prior art, soup little Yan etc. reports applications of the LAS in tertiary oil recovery, but LAS because of chain length, lipophile not Oil extraction is not suitable for it enough.Li Shuhua etc. reports applications of the AES in tertiary oil recovery, but AES under high temperature due to easily dividing Solution higher is not suitable for oil extraction in the case that temperature is universal yet.Equally, poly alkyl alcohol ethers surfactant all exists Not the problem of heatproof.Zheng Yancheng etc., for sulfonating agent, has synthesized a variety of fatty alcohol polyoxyethylene ether sulfonic acid with 1,3 propane sultone Salt is applied in tertiary oil recovery.But aliphatic alcohols polyethers thermal stability is insufficient, limits its application.In addition, being used in building-up process Solvent method, environmental pollution are larger;And alkaline reagent is sodium hydride, sends out a large amount of hydrogen in reaction process, cannot achieve industry Metaplasia is produced.
With the intensification of domestic petroleum mining depth, polyethers oil displacement agent must possess better temperature resistant capability.Meanwhile state Interior most of oil fields enter or will enter high water-cut stage or encounter concentrated water, therefore salt tolerance must also improve.
Invention content
In order to overcome drawbacks described above, present invention aim to provide a kind of temperature-resistant and anti-salt type polyether sulfonate displacement of reservoir oil Agent, stronger, the higher naphthols block polyether of stability is as precursor polymer using lipophile for the oil displacement agent, with 1,3- propane sulphurs Lactone progress is anion-modified, and hydrolytic resistance, salt tolerance are stronger, are more suitable for tertiary oil recovery;Additionally provide a kind of temperature-resistant anti-salt The preparation method of type polyether sulfonate oil displacement agent.
To achieve the above object, the present invention provides a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent, the temperature-resistant anti-salts The general structure of type polyether sulfonate oil displacement agent is:
In formula, n is the integer within the scope of 1-10, and m is the integer within the scope of 10-20.
Preferably, the general structure of the temperature-resistant and anti-salt type polyether sulfonate oil displacement agent is:
The present invention also provides above-mentioned temperature-resistant and anti-salt type polyether sulfonate oil displacement agent is prepared, include the following steps:
1) naphthols is reacted with ethylene oxide, propylene oxide, generates naphthols block polyether;
2) naphthols block polyether is uniformly mixed with potassium hydroxide, adds catalyst and carry out Williamson's reaction, generates Naphthols block polyether sylvite;
3) naphthols block polyether sylvite and 1,3-propane sultone are subjected to ring-opening reaction, you can it is poly- to generate temperature-resistant and anti-salt type Ether sulfonate oil displacement agent.
Further, in the step 1), the molar ratio of naphthols and ethylene oxide is 1:(10-20);Naphthols and epoxy The molar ratio of propane is 1:(1-10);The naphthols is alpha-Naphthol and/or betanaphthol.
Further, in the step 1), naphthols react with ethylene oxide, propylene oxide for substep block polymerization or It is mixed poly-, potassium hydroxide is added in reaction system as initiator, reaction temperature is 90-150 DEG C, reaction time 4-8h.
Further, in the step 1), the addition of the potassium hydroxide is naphthols and ethylene oxide, propylene oxide The 0.03%-0.05% of three's gross mass.
Further, in the step 2), the molar ratio of the naphthols block polyether and potassium hydroxide is 1:(1- 1.5)。
Further, in the step 2), the catalyst be potassium carbonate, cesium carbonate, tetrabutylammonium bromide (TBAB), It is one or more in 11 carbon -7- alkene (DBU) of 1,8- diazabicylos, triethylamine;The additive amount of the catalyst is naphthols The 1%-10% of both block polyether and potassium hydroxide gross mass.
Preferably, in the step 2), the catalyst is potassium carbonate, cesium carbonate in molar ratio 1:1~1.5 mixing and At.
Further, in the step 2), the mass percent content of moisture is in the system of Williamson's reaction 0.1%-0.5%, reaction temperature are 80-130 DEG C, reaction time 1-4h.
Still further, in the step 3), the molar ratio of naphthols block polyether sylvite and 1,3-propane sultone is 1: (1-1.3)。
Further, in the step 3), 1,3-propane sultone is added dropwise to naphthols with the speed of 0.8-1.6mL/min In block polyether sylvite, the temperature of ring-opening reaction is 70-80 DEG C, and the reaction time is 1-4 hours.
Compared with prior art, the invention has the advantages that:
Polyether sulfonate type oil displacement agent provided by the invention is with naphthols, ethylene oxide, propylene oxide, KOH, 1,3- propane sulphur Lactone is raw material, through three two step addition reactions, sodium alkoxide reaction, sulfonating reaction steps, has synthesized a kind of high-salt tolerance, high temperature resistant Polyether sulfonate type oil displacement agent, can be widely applied in tertiary oil recovery.In addition, the preparation method of the present invention has raw material easy , reaction condition is mild, and preparation process is simple, has realized industrialized production.The polyether sulfonate type that the present invention is prepared drives Finish has very high surface-active, the physicochemical properties such as excellent salt-resistance, temperature tolerance and steady chemical structure, Neng Gouguang It is general to be used for field of petroleum exploitation.
Figure of description
Fig. 1 is the infrared spectrogram of the temperature-resistant and anti-salt type polyether sulfonate oil displacement agent of the embodiment of the present invention 1.
Specific implementation mode
Technical scheme of the present invention clearly, comprehensively describe with reference to specific implementation case.It should be appreciated that Particular embodiments described herein is only used for explaining the present invention, is not intended to limit the present invention.What is be not specified in embodiment is specific Condition person carries out according to conventional conditions or manufacturer's recommended conditions;Manufacturer is not specified in agents useful for same or instrument, can be with The conventional products obtained by commercially available purchase.
Embodiment 1
The present embodiment provides a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent, the temperature-resistant and anti-salt type polyether sulfonate displacement of reservoir oils The structural formula of agent is shown below:
Wherein, n=2, m=10.
The present embodiment also provides the preparation method of above-mentioned polyether sulfonate type oil displacement agent comprising following steps:
(1) by 1mol betanaphthols, KOH, (addition of KOH is naphthols and ethylene oxide, propylene oxide three's gross mass 0.03%) it puts into autoclave, after being replaced 3 times with nitrogen, is warming up to 120-140 DEG C;By 2mol propylene oxide, 10mol Ethylene oxide is continuously added into reaction kettle, and after addition, reaction time 4h waits for that temperature no longer rises, and when pressure reduction cures 30min generates naphthols block polyether.
(2) 1mol naphthols block polyethers are taken, (the mass percent content of moisture is 0.1% in system) is dehydrated in 100 DEG C, And the KOH of 1,8- diazabicylos, the 11 carbon -7- alkene (DBU) of 0.05mol, 1.0mol are added at such a temperature, 3h is reacted, is obtained To naphthols block polyether sylvite;
(3) 1mol naphthols block polyether sylvite is taken, is added dropwise to 1mol's into reaction kettle with the speed of 0.8-1.0mL/min 1,3-propane sultone discharges, you can obtain temperature-resistant and anti-salt type polyether sulfonate oil displacement agent after reacting 2h.
The structure of product is polyether sulfonate through infrared spectrogram confirmation, wherein infrared spectrogram is as shown in Figure 1.
Embodiment 2
The present embodiment provides a kind of polyether sulfonate type oil displacement agent, the structures of the temperature-resistant and anti-salt type polyether sulfonate oil displacement agent Formula is shown below:
Wherein, n=5, m=15.
The present embodiment also provides the preparation method of above-mentioned polyether sulfonate type oil displacement agent comprising following steps:
(1) by 1mol betanaphthols, KOH, (addition of potassium hydroxide is naphthols and ethylene oxide, the total matter of propylene oxide three The 0.03% of amount) it puts into autoclave, after being replaced 3 times with nitrogen, it is warming up to 120-140 DEG C;By 15mol ethylene oxide, 5mol propylene oxide is continuously added into reaction kettle, and after addition, reaction time 2h waits for that temperature no longer rises, when pressure reduction Cure 30min.Naphthols block polyether is made.
(2) 1mol naphthols block polyethers are taken, (the mass percent content of moisture is 0.2% in system) is dehydrated in 100 DEG C, And 0.05mol cesium carbonates, 1.0molKOH are added at such a temperature, 3h is reacted, naphthols block polyether sylvite is obtained;
(3) the naphthols block polyether sylvite for taking 1mol, 1mol is added dropwise into reaction kettle with the speed of 0.8-1.6mL/min 1,3-propane sultone, react 2h after discharge, you can obtain temperature-resistant and anti-salt type polyether sulfonate oil displacement agent.
Embodiment 3
The present embodiment provides a kind of polyether sulfonate type oil displacement agent, the structures of the temperature-resistant and anti-salt type polyether sulfonate oil displacement agent Formula is shown below:
Wherein, n=5, m=20.
The present embodiment also provides the preparation method of above-mentioned polyether sulfonate type oil displacement agent comprising following steps:
(1) it by 1mol betanaphthols, 0.3%molKOH input autoclaves, after being replaced 3 times with nitrogen, is warming up to 120-140℃;20mol ethylene oxide, 5mol propylene oxide are continuously added into reaction kettle, after addition, reaction time 1h, Wait for that temperature no longer rises, when pressure reduction cures 30min.Naphthols block polyether is made.
(2) 1mol naphthols block polyethers are taken, (the mass percent content of moisture is 0.3% in system) is dehydrated in 100 DEG C, And 0.05mol triethylamines, 1.0molKOH are added at such a temperature, 3h is reacted, naphthols block polyether sylvite is obtained;
(3) 1mol naphthols block polyether sylvite is taken, 1mol1 is added dropwise to the speed of 0.8-1.6mL/min into reaction kettle, 3- propane sultones discharge, you can obtain temperature-resistant and anti-salt type polyether sulfonate oil displacement agent after reacting 2h.
Embodiment 4
The present embodiment provides a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent, the temperature-resistant and anti-salt type polyether sulfonate displacement of reservoir oils The structural formula of agent is shown below:
Wherein, n=10, m=10.
The present embodiment also provides the preparation method of above-mentioned temperature-resistant and anti-salt type polyether sulfonate oil displacement agent comprising following step Suddenly:
(1) by the betanaphthol of 1mol, KOH, (addition of potassium hydroxide is that naphthols and ethylene oxide, propylene oxide three are total The 0.05% of quality) it puts into autoclave, after being replaced 3 times with nitrogen, it is warming up to 130-150 DEG C;By the epoxy second of 20mol Alkane, 10mol propylene oxide be continuously added into reaction kettle, after addition, reaction time 4h waits for that temperature no longer rises, pressure 30min is cured when reduction, and naphthols block polyether is made;
(2) 1mol naphthols block polyethers are taken, (the mass percent content of moisture is 0.1% in system) is dehydrated in 100 DEG C, And 0.05mol tetrabutylammonium bromide (TBAB), 1.5molKOH are added at such a temperature, temperature is reacted under the conditions of being 130-150 DEG C 1h obtains naphthols block polyether sylvite;
(3) 1mol naphthols block polyether sylvite is taken, 1.3mol is added dropwise to the speed of 0.8-1.6mL/min into reaction kettle 1,3-propane sultone, the temperature of reaction is 70-80 DEG C, is discharged after reacting 4h, you can obtain temperature-resistant and anti-salt type polyethers sulfonic acid Salt oil displacement agent.
Embodiment 5
The present embodiment provides a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent, the temperature-resistant and anti-salt type polyether sulfonate displacement of reservoir oils The structural formula of agent is shown below:
Wherein, n=1, m=20.
The present embodiment also provides the preparation method of above-mentioned temperature-resistant and anti-salt type polyether sulfonate oil displacement agent comprising following step Suddenly:
(1) by the alpha-Naphthol of 0.5mol, the betanaphthol of 0.5mol, KOH, (addition of potassium hydroxide is naphthols and epoxy second The 0.03% of alkane, propylene oxide three's gross mass) it puts into autoclave, after being replaced 3 times with nitrogen, it is warming up to 90-100 ℃;The propylene oxide of the ethylene oxide of 10mol, 1mol is continuously added into reaction kettle, after addition, reaction time 8h is waited for Temperature no longer rises, and when pressure reduction cures 30min, and naphthols block polyether is made;
(2) 1mol naphthols block polyethers are taken, (the mass percent content of moisture is 0.5% in system) is dehydrated in 100 DEG C, And 0.02mol potassium carbonate and 0.03mol cesium carbonates, 1molKOH are added at such a temperature, temperature is reacted under the conditions of being 90-100 DEG C 4h obtains naphthols block polyether sylvite;
(3) 1mol naphthols block polyether sylvite is taken, is added dropwise to 1mol's into reaction kettle with the speed of 0.8-1.6mL/min The temperature of 1,3-propane sultone, reaction is 70-80 DEG C, is discharged after reacting 1h, you can obtain temperature-resistant and anti-salt type polyether sulfonate Oil displacement agent.
Embodiment 6
The present embodiment provides a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent, the temperature-resistant and anti-salt type polyether sulfonate displacement of reservoir oils The structural formula of agent is shown below:
Wherein, n=5, m=10.
The present embodiment also provides the preparation method of above-mentioned temperature-resistant and anti-salt type polyether sulfonate oil displacement agent comprising following step Suddenly:
(1) by the alpha-Naphthol of 1mol, KOH, (addition of potassium hydroxide is that naphthols and ethylene oxide, propylene oxide three are total The 0.04% of quality) it puts into autoclave, after being replaced 3 times with nitrogen, it is warming up to 100-120 DEG C;By the epoxy second of 15mol Alkane, 5mol propylene oxide be continuously added into reaction kettle, after addition, reaction time 6h waits for that temperature no longer rises, pressure drop 30min is cured when low, and naphthols block polyether is made;
(2) 1mol naphthols block polyethers are taken, (the mass percent content of moisture is 0.3% in system) is dehydrated in 100 DEG C, And 0.03mol potassium carbonate and 0.03mol cesium carbonates, 1.2molKOH are added at such a temperature, under the conditions of temperature is 100-120 DEG C 4h is reacted, naphthols block polyether sylvite is obtained;
(3) 1mol naphthols block polyether sylvite is taken, 1.2mol is added dropwise to the speed of 1.0-1.2mL/min into reaction kettle 1,3-propane sultone, the temperature of reaction is 70-80 DEG C, is discharged after reacting 2h, you can obtain temperature-resistant and anti-salt type polyethers sulfonic acid Salt oil displacement agent.
Effect example 1
Anti-salt temperature-resistant performance test experiment to polyether sulfonate type oil displacement agent prepared by the present embodiment 1~6.Experimental result Under:Table 1 is the cloud point of polyether sulfonate type oil displacement agent.
Table 1
Oil displacement agent Cloud point (DEG C), 230g/L KCL solution Cloud point (DEG C), 300g/L KCL solution
Embodiment 1 >100 92
Embodiment 2 >100 95
Embodiment 3 >100 95
Embodiment 4 >100 96
Embodiment 5 >100 97
Embodiment 6 >100 98
By experimental data it is found that the polyether sulfonate type oil displacement agent that is prepared of the present invention with good with excellent Salt-resistance, heat-resisting quantity and surface-active.
The above description is merely a specific embodiment, it is noted that any technical person familiar with the field exists Disclosed herein technical scope in, the change or replacement that can be readily occurred in, should all cover protection scope of the present invention it It is interior.

Claims (10)

1. a kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent, which is characterized in that the temperature-resistant and anti-salt type polyether sulfonate oil displacement agent General structure be:
In formula, n is the integer within the scope of 1-10, and m is the integer within the scope of 10-20.
2. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 1, which is characterized in that the temperature-resistant and anti-salt type is poly- The general structure of ether sulfonate oil displacement agent is:
3. a kind of preparing temperature-resistant and anti-salt type polyether sulfonate oil displacement agent as claimed in claim 1 or 2, which is characterized in that including such as Lower step:
1) naphthols is reacted with ethylene oxide, propylene oxide, generates naphthols block polyether;
2) naphthols block polyether is uniformly mixed with potassium hydroxide, adds catalyst and carry out Williamson's reaction, generates naphthols Block polyether sylvite;
3) naphthols block polyether sylvite and 1,3-propane sultone are subjected to ring-opening reaction, you can generate temperature-resistant and anti-salt type polyether sulphur Hydrochlorate oil displacement agent.
4. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 3, which is characterized in that in the step 1) In, the molar ratio of naphthols and ethylene oxide is 1:(10-20);The molar ratio of naphthols and propylene oxide is 1:(1-10);The naphthalene Phenol is alpha-Naphthol and/or betanaphthol;The addition of the potassium hydroxide is naphthols and ethylene oxide, propylene oxide three's gross mass 0.03%-0.05%.
5. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 3 or 4, which is characterized in that in the step 1) in, naphthols is reacted with ethylene oxide, propylene oxide for substep block polymerization or mixed poly-, and potassium hydroxide is added in reaction system As initiator, reaction temperature is 90-150 DEG C, reaction time 4-8h.
6. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 3, which is characterized in that in the step 2) In, the molar ratio of the naphthols block polyether and potassium hydroxide is 1:(1-1.5);The catalyst is potassium carbonate, cesium carbonate, four It is one or more in butylammonium bromide (TBAB), 11 carbon -7- alkene (DBU) of 1,8- diazabicylos, triethylamine;The catalysis The additive amount of agent is the 1%-10% of both naphthols block polyether and potassium hydroxide gross mass.
7. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 6, which is characterized in that in the step 2) In, the catalyst is potassium carbonate, cesium carbonate in molar ratio 1:1~1.5 mixes.
8. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 3, which is characterized in that in the step 2) In, the mass percent content of moisture is 0.1%-0.5% in the system of Williamson's reaction, and reaction temperature is 80-130 DEG C, Reaction time is 1-4h.
9. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 3, which is characterized in that in the step 3), The molar ratio of naphthols block polyether sylvite and 1,3- propane sultones is 1:(1-1.3).
10. temperature-resistant and anti-salt type polyether sulfonate oil displacement agent according to claim 9, which is characterized in that in the step 3), 1,3-propane sultone is added dropwise to the speed of 0.8-1.6mL/min in naphthols block polyether sylvite, and the temperature of ring-opening reaction is 70-80 DEG C, the reaction time is 1-4 hours.
CN201711382660.0A 2017-12-20 2017-12-20 A kind of temperature-resistant and anti-salt type polyether sulfonate oil displacement agent and preparation method thereof Pending CN108276979A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110540639A (en) * 2019-09-06 2019-12-06 武汉奥克特种化学有限公司 Parallel-connection type high-molecular water-based organic pigment dispersant, and preparation and application thereof
CN112778515A (en) * 2021-01-29 2021-05-11 佛山市华联有机硅有限公司 Polyether sulfonic acid and solvent-free preparation method and application thereof
CN113150619A (en) * 2021-05-26 2021-07-23 明光科迪新材料有限公司 Color paste for high-alkali-resistance inorganic coating and preparation method thereof

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4675050A (en) * 1984-09-06 1987-06-23 Schering Ag Sulfate and sulfonate beta-naphthol polyglycol ethers
CN103897172A (en) * 2012-12-27 2014-07-02 中国石油化工股份有限公司 Phenol ether sulfonate oil-based emulsifier and preparation method thereof
CN103965851A (en) * 2013-02-05 2014-08-06 中国石油化工股份有限公司 Composite surfactant and preparation method thereof
CN103965856A (en) * 2013-02-05 2014-08-06 中国石油化工股份有限公司 Polymer and surfactant binary system for oil displacement, and oil displacement method
CN104232045A (en) * 2013-06-17 2014-12-24 中国石油化工股份有限公司 Composite surface active agent composition and preparation method and application thereof
CN106519212A (en) * 2016-11-16 2017-03-22 武汉奥克特种化学有限公司 Polyether sulfonate anionic surfactant, and preparation method and application thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4675050A (en) * 1984-09-06 1987-06-23 Schering Ag Sulfate and sulfonate beta-naphthol polyglycol ethers
CN103897172A (en) * 2012-12-27 2014-07-02 中国石油化工股份有限公司 Phenol ether sulfonate oil-based emulsifier and preparation method thereof
CN103965851A (en) * 2013-02-05 2014-08-06 中国石油化工股份有限公司 Composite surfactant and preparation method thereof
CN103965856A (en) * 2013-02-05 2014-08-06 中国石油化工股份有限公司 Polymer and surfactant binary system for oil displacement, and oil displacement method
CN104232045A (en) * 2013-06-17 2014-12-24 中国石油化工股份有限公司 Composite surface active agent composition and preparation method and application thereof
CN106519212A (en) * 2016-11-16 2017-03-22 武汉奥克特种化学有限公司 Polyether sulfonate anionic surfactant, and preparation method and application thereof

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
杨红丽: "《基础化学实训指导书》", 30 October 2016, 西安:西北工业大学出版社 *
王中平: "《表面物理化学》", 30 September 2015, 上海:同济大学出版社 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110540639A (en) * 2019-09-06 2019-12-06 武汉奥克特种化学有限公司 Parallel-connection type high-molecular water-based organic pigment dispersant, and preparation and application thereof
CN110540639B (en) * 2019-09-06 2021-10-15 武汉奥克特种化学有限公司 Parallel-connection type high-molecular water-based organic pigment dispersant, and preparation and application thereof
CN112778515A (en) * 2021-01-29 2021-05-11 佛山市华联有机硅有限公司 Polyether sulfonic acid and solvent-free preparation method and application thereof
CN112778515B (en) * 2021-01-29 2023-03-14 佛山市华联有机硅有限公司 Polyether sulfonic acid and solvent-free preparation method and application thereof
CN113150619A (en) * 2021-05-26 2021-07-23 明光科迪新材料有限公司 Color paste for high-alkali-resistance inorganic coating and preparation method thereof

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