CN107011885A - Based on fatty alcohol and the synthesis of polyethers " twin " type both sexes oil displacement agent and application study - Google Patents
Based on fatty alcohol and the synthesis of polyethers " twin " type both sexes oil displacement agent and application study Download PDFInfo
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- CN107011885A CN107011885A CN201710279845.2A CN201710279845A CN107011885A CN 107011885 A CN107011885 A CN 107011885A CN 201710279845 A CN201710279845 A CN 201710279845A CN 107011885 A CN107011885 A CN 107011885A
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
- C09K8/584—Compositions 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
Abstract
The present invention provides a kind of preparation method of efficient fatty alcohol and polyethers " twin " type both sexes surfactant oil displacement used for tertiary oil recovery, this method is for raw material with fatty alcohol (ten alcohol, lauryl alcohol, tetradecyl alchohol) polyethers (Dodecyl Polyoxyethylene Ether, tetradecyl alchohol APEO, hexadecanol APEO) cis-butenedioic anhydride, PAA, triethanolamine, sodium hydrogensulfite etc., by esterification, the reaction such as Michael's addition generates fatty alcohol " twin " the type both sexes displacement of reservoir oil with series of surfactants and polyethers " twin " type both sexes displacement of reservoir oil series of surfactants.It is characterized in that：Such new twin type surfactant used for tertiary oil recovery is that multiple hydrophobic groupings, bridge linkage group and hydrophilic radical are connected, and this surfactant is higher than the performance of conventional surfactants, consumption is less.Such surfactant has three advantages, and one is that synthesis step is simple, and reaction yield is high；Two be that products application prospect is big；Three be that properties of product are superior.
Description
Technical field
It is contemplated that improving the preparation method of chemical flooding " twin " type surfactant of oil deposil erude petroleum recovery ratio, specifically
It is that traditional surfactant oil displacement is connected into fatty alcohol and polyethers " twin " type two by several modern classical chemically react
Property oil displacement agent surfactant.
Technical background
Petroleum resources are a kind of important strategic resources, and it is to national economic development, social stability and people's lives water
Flat raising has important effect.However, petroleum resources are not inexhaustible, as petroleum resources are surveyed
The intensification visited and developed, oil exploitation is also gradually being increased.The technology that strata pressure is kept using water flood is secondary oil recovery
Recovery ratio also only reach 30% or so, still there is most oil also to unmind.At present, most oil field all comes into
Tertiary phase.Tertiary oil recovery technology (Tertiary Oil Recovery) is referred to as intensified oil reduction (EOR- abroad
Ehanced Oil Recovery), refer to using the non-movable oil in remaining oil as target, utilize physics, the skill such as chemistry and biology
Art improves oil recovery.The method that tertiary oil recovery technology is developed into so far in the world has four classes：Technology is driven in gas injection, and thermodynamics drives
Technology, chemical flooding technology and microorganism drive technology.The chemical displacement of reservoir oil includes surfactant flooding, polymer flooding and combination flooding again.Table
The face activating agent displacement of reservoir oil can reduce the interfacial tension of water, improve displacement efficiency, reduce the adsorptivity of oil displacement agent, improve system
Heat-resistant salt-resistant.With the development of surfactant, from molecular structure, the surfactant of one-component, i.e., for
Comprise only for hydrophilic and a lipophilic group molecular composition a surfactant, it is impossible to meet to high temperature and high salt
The demand of the exploitation of oil reservoir.The trend for researching and developing new surfactant oil displacement is just more and more.
Twin type surfactant is the special knot constituted with two hydrophilic radicals, bridge linkage group and two hydrophobic chains
The surfactant of structure.The sorting technique of Anionic Gemini Surfactant is also different, as common conventional surfactants classification,
Anionic surfactant (sulfonate type, carboxylic acid type, phosphate can be divided into according to the electrically charged species of hydrophilic group
Type, sulfate type) cationic (amine salt type, quaternary), non-ionic (polyoxyethylene-type, polyol esters of fatty acids type) and
Mixed type (zwitterion, ion pair, Anionic-nonionic, cation-nonionic).Carbon can be divided into according to the species of hydrophobic chain
Hydrogen and carbon fluorine-type.Different species can be divided into according to the hydrophilic and hydrophobic of linker, hard and soft again.The surface of this special construction
Activating agent also just determines its special nature：1. have with high surface-active and very low cmc values 2. than relatively low
Krafft points and good water solubility 3. have good foam stability, certain viscoplasticity, dispersion of calcium soap, wetting, increasing
Molten and washability.1. traditional single head base list alkane chain surfactant is caused due to the charge repulsion or aquation between ion head
Separation tendency, close-packed arrays are difficult in interface or molecule aggregate, some methylene (rather than the methyl at carbochain end) account for
According to the area (CH towards air side2The surface of group can be higher than CH3Group), therefore, surface-active is relatively low.It is ' twin
Even ' in type surface-active, two ion head bases are connected by spacer group with chemical bond, and repulsion tendency each other is limited by
Chemical bond force and be weakened severely, hydrocarbon interchain easily produces strong interaction, and the hydrophobic binding power of hydrocarbon interchain is strengthened, therefore
Twin chain surfactant arranges even closer on the surface, and surface can be lower, with very high surface-active；Surfactant
One of feature, with the increase of hydrophobic chain, cmc values can all have different degrees of reduction.Traditional surfactant only one of which
Hydrophilic radical, hydrophobic chain is just restricted, and twin type surfactant is different, and it has two even more many hydrophilic radicals, is permitted
Perhaps carbochain increases, therefore cmc values are smaller.2. it is water-soluble well with than relatively low Krafft points.Because twin type surface is lived
Property agent molecule in contain two hydrophilic radicals；Molecular structure is special, is difficult to accumulate in lattice；In addition, in spacer group
Ether oxygen atom also has hydrophily, therefore, just has than relatively low Krafft points, and water-soluble well.3. under finite concentration
Anionic Gemini Surfactant can form flexibility claviform glues and mutually tangle and turn into network structure in the solution, and solution concentration is significantly
Degree rises and shows certain viscoplasticity.These advantages of twin type surfactant have very big hair in tertiary oil recovery
Open up application prospect.Anionic Gemini Surfactant have the surface-active higher than conventional conventional surfactants, lower cmc values,
Ultralow interfacial tension is can reach under less concentration, oil water interfacial tension is expeditiously reduced, it is possible to by a larger margin
Improve oil displacement efficiency.The viscoplasticity of twin type surfactant, with certain shear thinning behavior, viscosity is low under high shear,
Easy infusion, network structure is re-formed under the low flow velocity of stratum depths, and viscoplasticity is recovered, and is conducive to expanding displacement of reservoir oil swept volume.
Moreover, surfactant can enter the low permeability formation displacement of reservoir oil, Anionic Gemini Surfactant has polymer and conventional surface activity concurrently
The performance of two kinds of displacing agents of agent, has great potential application foreground in the tertiary oil recovery application in oil field.Therefore " twin " type
Surfactant is by with the growing interest of its remarkable performance and the application prospect in tertiary oil recovery by people.
The content of the invention
The technical assignment of the present invention is that there is provided a kind of oil displacement efficiency for traditional conventional surfactants performance deficiency
It is good, it can be formed less than 1*10 with crude oil-2MN/m interfacial tensions are applied to " twin " type list of the efficient displacement of reservoir oil used for tertiary oil recovery
Agent.
The present invention is applied to single oil displacement agent used for tertiary oil recovery, and its synthetic method mainly includes following components：
(1) preparation of monoesters：Under the premise of ensureing that reaction kit inside is anhydrous, first weigh a certain amount of maleic anhydride and be placed in
In the three-necked flask of anhydrous cleaning, then weigh and be well mixed in a certain amount of higher alcohols addition three-necked flask with maleic anhydride again
(maleic anhydride: higher alcohols=1: 1 mol ratio), three-necked flask is mounted in oil bath pan and is fixed on iron stand, loads temperature
Degree meter and protection plug, are passed through after nitrogen 15min and open oil bath pan again and heated and stirred, and oil bath pan is set to the temperature reacted
Spend (80 DEG C or so), the time of reaction, whole process must assure that and be carried out in the state of anhydrous.The corresponding monoesters (ten of gained
Monoesters, 12 monoesters, 14 monoesters).
(2) preparation method of aliphatic alcohols bisulfite sodium form surfactant：Reaction is used as with clean three-necked flask
Device, is firstly added the monoesters fixed amount that reaction is obtained, aqueous solution of sodium bisulfite (the maleic acid list of 25% concentration is configured in advance
Ester: sodium hydrogensulfite=1: 1.5 mol ratio).Three-necked flask is mounted in oil bath pan and is fixed on iron stand, loads temperature
Meter and protection plug, open oil bath pan and are heated and stirred, and oil bath pan is set the temperature to reaction, and the time of reaction is small for 5
When.(70 DEG C or so) are the NaHSO configured after oil bath pot temperature reaches setting value3Solution is slow in 30 minutes to instill three
Allow two kinds of reactants to mix in mouth flask, then wait question response 5 hours, stop reaction.Use what is configured on original device
The PH of the NaOH solution regulation product of 30% concentration is to neutrality.
(3) preparation of aliphatic alcohols triethanolamine-type surfactant：Under the premise of ensureing that reaction kit inside is anhydrous, use
Three-necked flask is mounted in oil bath pan and is fixed on iron stand as reaction unit by clean three-necked flask, is firstly added anti-
The maleic mono-ester fixed amount that should be obtained, take the triethanolamine of fixed amount as another reactant add in three-necked flask with horse
Carry out acid monoester and be well mixed (maleic mono-ester: triethanolamine=1: 1 mol ratio).Load thermometer and protection is filled in, be passed through nitrogen
Oil bath pan is opened after gas 15min again to be heated and stirred, oil bath pan is set the temperature (70 DEG C or so) to reaction, reaction
Time is 10 hours, then in regulation solution PH, to neutrality.Reaction can obtain product completely.
(1) preparation of α β unrighted acids：It must assure that anhydrous inside reaction kit, the addition into three-necked flask
0.1mol (i.e. 59.06g) tetradecyl alchohol oxygen vinethene, three-necked flask is clipped in reaction unit, opens condensed water, is passed through nitrogen guarantor
Gas 15min is protected, 60 DEG C of stabilizations are heated to, then inwardly adds 0.1mol (i.e. 9.86g) maleic anhydride, 90 DEG C are warming up to again
It is stable, start stirring and start reaction, it is contemplated that 3 hours reaction time.Whole process must assure that and be carried out in the state of anhydrous.
(2) preparation method of polyethers bisulfite sodium form surfactant：Reacted with 1: 1.25 raw material proportioning, first
The α β unrighted acids that 0.02mol is added into three-necked flask are 13.41g.Then 0.025mol sodium hydrogensulfite is weighed
That is 2.61g, is made into the NaHSO of quality solubility 20%3Solution.Again NaHSO3Solution, which is poured into three-necked flask, allows two kinds of reactants
Mixing, be clipped in reaction unit open condensed water, stir, be warming up to 100 DEG C start reaction.React and product use is taken out after 5 hours
The NaOH solution of 30% solubility adjusts PH to neutrality.The product that can be envisioned.
(3) preparation of polyethers triethanolamine-type surfactant：Fed intake according to 1: 1 raw material proportioning.To three mouthfuls
The α β unrighted acids that 0.015mol is added in flask are 10.06g, then inwardly addition 0.015mol triethanolamine is
2.63g, adds 0.8mol water i.e. 14.4g, is loaded into reaction unit, logical nitrogen, opens condensed water, is warming up to 75 DEG C and starts reaction,
It is expected that 8 hours of duration.It can obtain envisioning product.
The present invention is applied to the oil displacement agent of tertiary oil recovery, has the advantages that following protrusion in synthesis and application：
(1) one is that synthesis step is simple, and reaction yield is high.It is related to the classical reaction that reaction is organic synthesis.One step
Esterification and two step Michael addition reactions.Moreover, the yield of reaction is also higher.Therefore, this is just provided for industrialization
Precondition.
(2) two be that products application prospect is big, and twin surfactant has certain viscoplasticity, is conducive to expanding the displacement of reservoir oil
Swept volume.Moreover, surfactant can enter the low permeability formation displacement of reservoir oil.Therefore, Anionic Gemini Surfactant has polymerization concurrently
The performance of two kinds of displacing agents of thing and conventional surfactant, before there is great potential application in the tertiary oil recovery application in oil field
Scape.
(3) three be that properties of product are superior, in terms of oil displacement efficiency, with high surface-active and very low cmc values, is had
Than relatively low Krafft points and good water solubility.So it is easy for reaching ultralow interfacial tension, oil displacement efficiency is higher.
Embodiment
Below by embodiment, the present invention is further elaborated, and the purpose is to can be best understood from present disclosure.
Embodiment 1：
(1) fatty alcohol and the configuration of polyethers bisulfite sodium form product solution：The bisulfite sodium form displacement of reservoir oil of preparation is taken to use
Surfactant 0.6g, NaCl solid 1.00g, then measure with graduated cylinder distilled water 99.40ml.Stirring can make solute complete under normal temperature
Dissolving.
(2) test of surface-active interfacial tension：The detection of surfactant interface tension force can intuitively find out that surface is lived
Property agent whether have oil displacement efficiency.The bisulfite sodium form surfactant prepared with being drawn with long-needled syringe, from quartz
Bottom of the tube is initially added into surfactant, takes a small amount of crude oil to be added to level position in quartz wall with another fine needle point is viscous, then
Surfactant is refilled, quartz stopcock is covered, it is ensured that bubble-free in pipe.Then quartz ampoule is inserted into TX500C type interfacial tensions
In instrument, interfacial tensimeter is opened, rotating speed is set and arrives 5000r/min, and design temperature is 60 DEG C.Start and adjust lens location
Just Observable interfacial tension detection process.Crude oil is split away off in the presence of surfactant from quartz wall, in quartz ampoule
Centre aggregation, it was demonstrated that bisulfite sodium form surfactant is effective in oil reservoir separation.Aliphatic alcohols and polyethers sodium hydrogensulfite
The surfactant crude oil that all sticks together respectively with Gudong Crude Oil, victory makees the determination experiment of interfacial tension
Embodiment 2：
(1) fatty alcohol and polyethers triethanolamine-type surfactant product solution allocation：Take the triethanolamine-type of preparation
Surfactant oil displacement 0.6g, NaCl solid 1.00g, then measure with graduated cylinder distilled water 99.40ml.Stirring can not make under normal temperature
Solute is completely dissolved, and solution heating is completely dissolved.
(2) test of surface-active interfacial tension：As the assay method of bisulfite sodium form surfactant.Respectively
Make interfacial tension determination experiment with Gudong Crude Oil, the victory crude oil that sticks together.
1~3 × 10 can be reached by measuring interfacial tension-2mM/m.The solution concentration of experimental configuration is 6 ‰, salinity
10000mg/L (the NaCl content 10g/L) aqueous solution.
Claims (6)
1. a kind of new and effective both sexes displacement of reservoir oil type surfactant used for tertiary oil recovery --- fatty alcohol and polyethers " twin " type both sexes
Displacement of reservoir oil type synthesis of surfactant new method, fatty alcohol (ten alcohol, lauryl alcohol, tetradecyl alchohol) polyethers (Dodecyl Polyoxyethylene Ether, ten
Tetrol APEO, hexadecanol APEO) cis-butenedioic anhydride, PAA, tarine sodium, triethanolamine, bisulfite
Sodium etc. is raw material, passes through esterification, the reaction such as Michael's addition generation fatty alcohol " twin " type both sexes displacement of reservoir oil series surface
Activating agent and polyethers " twin " type both sexes displacement of reservoir oil series of surfactants, it is characterised in that：It is such used for tertiary oil recovery new twin
Even type surfactant is that multiple hydrophobic groupings, bridge linkage group and hydrophilic radical are connected, and this surfactant is than common
The performance of surfactant is higher, consumption is less.Such surfactant has three advantages, and one is that synthesis step is simple, instead
Product yield is high；Two be that products application prospect is big；Three be that properties of product are superior.
2. according to the method described in claim 1, the synthesis step of fatty alcohol " twin " type both sexes oil displacement agent is as follows：
(1) preparation of monoesters：Ensure reaction kit inside it is anhydrous under the premise of, first weigh a certain amount of maleic anhydride be placed in it is anhydrous
In the three-necked flask of cleaning, then weigh again in a certain amount of higher alcohols addition three-necked flask and (horse is well mixed with maleic anhydride
Carry out acid anhydrides: higher alcohols=1: 1 mol ratio), three-necked flask is mounted in oil bath pan and is fixed on iron stand, loads thermometer
With protection plug, it is passed through after nitrogen 15min and opens oil bath pan again and heated and stirred, oil bath pan is set to the temperature reacted
(80 DEG C or so), the time of reaction, whole process must assure that and be carried out in the state of anhydrous.(ten is single for the corresponding monoesters of gained
Ester, 12 monoesters, 14 monoesters).
(2) preparation method of bisulfite sodium form surfactant：With clean three-necked flask as reaction unit, it is firstly added
Obtained monoesters fixed amount is reacted, the aqueous solution of sodium bisulfite (maleic mono-ester: sodium hydrogensulfite of 25% concentration is configured in advance
=1: 1.5 mol ratio).Three-necked flask is mounted in oil bath pan and is fixed on iron stand, loads thermometer and protection is filled in, beat
Open oil bath pan to be heated and stirred, oil bath pan is set the temperature to reaction, the time of reaction is 5 hours.When oil bath pot temperature
(70 DEG C or so) are the NaHSO configured after degree reaches setting value3Solution slow instill in 30 minutes allows two in three-necked flask
Reactant mixing is planted, question response 5 hours are then waited, stops reaction.With the NaOH of 30% concentration configured on original device
The PH of solution regulation product is to neutrality.
(3) preparation of triethanolamine-type surfactant：Under the premise of ensureing that reaction kit inside is anhydrous, with three mouthfuls of clean burnings
Three-necked flask is mounted in oil bath pan and is fixed on iron stand as reaction unit by bottle, is firstly added the Malaysia that reaction is obtained
Acid monoester fixed amount, takes the triethanolamine of fixed amount to be added as another reactant and is mixed in three-necked flask with maleic mono-ester
Uniformly (maleic mono-ester: triethanolamine=1: 1 mol ratio).Load thermometer and protection is filled in, beaten again after being passed through nitrogen 15min
Open oil bath pan to be heated and stirred, oil bath pan set the temperature (70 DEG C or so) to reaction, the time of reaction is 10 hours,
Then in regulation solution PH, to neutrality.Reaction can obtain product completely.
3. according to the method described in claim 1, the synthesis step of polyethers " twin " type both sexes oil displacement agent is as follows：
(1) preparation of α β unrighted acids：It must assure that reaction kit inside is anhydrous, 0.1mol added into three-necked flask
The tetradecyl alchohol oxygen vinethene of (i.e. 59.06g), three-necked flask is clipped in reaction unit, opens condensed water, is passed through nitrogen protection gas
15min, is heated to 60 DEG C of stabilizations, then inwardly adds 0.1mol (i.e. 9.86g) maleic anhydride, and 90 DEG C are warming up to again surely
It is fixed, start stirring and start reaction, it is contemplated that 3 hours reaction time.Whole process must assure that and be carried out in the state of anhydrous.
(2) preparation method of bisulfite sodium form surfactant：Reacted with 1: 1.25 raw material proportioning, first to three-necked flask
Middle addition 0.02mol α β unrighted acids are 13.41g.Then 0.025mol sodium hydrogensulfite i.e. 2.61g is weighed, is matched somebody with somebody
Into the NaHSO of quality solubility 20%3Solution.Again NaHSO3Solution, which is poured into three-necked flask, allows two kinds of reactants to mix, and is clipped in anti-
Answer opened in device condensed water, stir, be warming up to 100 DEG C start reaction.React and product is taken out after 5 hours with 30% solubility
NaOH solution adjusts PH to neutrality.The product that can be envisioned.
(3) preparation of triethanolamine-type surfactant：Fed intake according to 1: 1 raw material proportioning.Added into three-necked flask
0.015mol α β unrighted acids are 10.06g, then inwardly addition 0.015mol triethanolamine is 2.63g, is added
0.8mol water is 14.4g, is loaded into reaction unit, logical nitrogen, opens condensed water, is warming up to 75 DEG C and starts reaction, it is contemplated that duration is 8 small
When.It can obtain envisioning product.
4. according to the method described in claim 1, it is characterised in that synthesized product is fatty alcohol " twin " type both sexes displacement of reservoir oil
Type surfactant and polyethers " twin " type both sexes displacement of reservoir oil type surfactant.
5. according to the method described in claim 1, it is characterised in that synthesized fatty alcohol " twin " type both sexes displacement of reservoir oil surface
Activating agent lipophilic group raw material is ten alcohol, lauryl alcohol, tetradecyl alchohol；Synthesized polyethers " twin " type both sexes Surfactant for EOR
Agent lipophilic group raw material is Dodecyl Polyoxyethylene Ether, tetradecyl alchohol APEO, hexadecanol APEO.
6. according to the method described in claim 1, it is characterised in that synthesized fatty alcohol " bull list tail " type both sexes displacement of reservoir oil type
Surfactant hydrophilic radical is sulfonic group, carboxylic acid group and quaternary amine.
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| CN201710279845.2A CN107011885A (en) | 2017-04-21 | 2017-04-21 | Based on fatty alcohol and the synthesis of polyethers " twin " type both sexes oil displacement agent and application study |
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| CN201710279845.2A CN107011885A (en) | 2017-04-21 | 2017-04-21 | Based on fatty alcohol and the synthesis of polyethers " twin " type both sexes oil displacement agent and application study |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108467349A (en) * | 2018-01-16 | 2018-08-31 | 天津工业大学 | The preparation of three type surfactant of 3- (N, N- dimethyl-N-X alkyl) three ester of ammonium succinic acid triethanolamine |
| CN110317596A (en) * | 2019-07-31 | 2019-10-11 | 烟台索山机械有限公司 | A kind of efficient thick-oil detergent and preparation method thereof |
-
2017
- 2017-04-21 CN CN201710279845.2A patent/CN107011885A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108467349A (en) * | 2018-01-16 | 2018-08-31 | 天津工业大学 | The preparation of three type surfactant of 3- (N, N- dimethyl-N-X alkyl) three ester of ammonium succinic acid triethanolamine |
| CN108467349B (en) * | 2018-01-16 | 2020-10-02 | 天津工业大学 | Preparation of 3- (N, N-dimethyl-N-X) ammonium succinic acid triethanolamine triester triple salt surfactant |
| CN110317596A (en) * | 2019-07-31 | 2019-10-11 | 烟台索山机械有限公司 | A kind of efficient thick-oil detergent and preparation method thereof |
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