CN108690066A - The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds and the preparation method and application thereof - Google Patents
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds and the preparation method and application thereof Download PDFInfo
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- CN108690066A CN108690066A CN201810447920.6A CN201810447920A CN108690066A CN 108690066 A CN108690066 A CN 108690066A CN 201810447920 A CN201810447920 A CN 201810447920A CN 108690066 A CN108690066 A CN 108690066A
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- element compounds
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- ethyoxyls
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 68
- SZYDYHLJUUSELP-UHFFFAOYSA-N 2,2-dimethyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(C)(C)C(O)=O SZYDYHLJUUSELP-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title abstract description 18
- 239000003921 oil Substances 0.000 claims abstract description 65
- BPHQIXJDBIHMLT-UHFFFAOYSA-N perfluorodecane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F BPHQIXJDBIHMLT-UHFFFAOYSA-N 0.000 claims abstract description 38
- 238000006243 chemical reaction Methods 0.000 claims abstract description 29
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 26
- XRRDNAZMVAXXQP-UHFFFAOYSA-N difluoro(dimethyl)silane Chemical compound C[Si](C)(F)F XRRDNAZMVAXXQP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 235000021355 Stearic acid Nutrition 0.000 claims abstract description 20
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims abstract description 20
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000008117 stearic acid Substances 0.000 claims abstract description 20
- 238000010792 warming Methods 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000006260 foam Substances 0.000 abstract description 73
- 230000000087 stabilizing effect Effects 0.000 abstract description 20
- 238000007445 Chromatographic isolation Methods 0.000 abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 15
- 230000020477 pH reduction Effects 0.000 abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 238000006073 displacement reaction Methods 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 15
- 238000005755 formation reaction Methods 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 10
- 239000004088 foaming agent Substances 0.000 description 9
- 238000012512 characterization method Methods 0.000 description 8
- 239000007789 gas Substances 0.000 description 7
- 238000013508 migration Methods 0.000 description 6
- 230000005012 migration Effects 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- -1 Resin acid ester Chemical class 0.000 description 4
- 239000002283 diesel fuel Substances 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 238000005553 drilling Methods 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052901 montmorillonite Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000036632 reaction speed Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 0 CC(C)(*C(*)(C=C)S(C)(C)*)C(C)=CCN Chemical compound CC(C)(*C(*)(C=C)S(C)(C)*)C(C)=CCN 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- MVIOINXPSFUJEN-UHFFFAOYSA-N benzenesulfonic acid;hydrate Chemical compound O.OS(=O)(=O)C1=CC=CC=C1 MVIOINXPSFUJEN-UHFFFAOYSA-N 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- JZZIHCLFHIXETF-UHFFFAOYSA-N dimethylsilicon Chemical compound C[Si]C JZZIHCLFHIXETF-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 238000013012 foaming technology Methods 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/0825—Preparations of compounds not comprising Si-Si or Si-cyano linkages
- C07F7/0827—Syntheses with formation of a Si-C bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular 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
- C08G65/2639—Macromolecular 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 elements other than oxygen, nitrogen or sulfur
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
- C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
- C08G65/3322—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof acyclic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- 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 invention discloses the more ethyoxyls of the mono- perfluoro decyl silicon-of a kind of dimethyl-- stearate multi-element compounds and the preparation method and application thereof, which is combined by perfluoro decane, dimethyl silicon fluoride, ethylene oxide and stearic acid;Preparation method includes mixing perfluoro decane with dimethyl silicon fluoride, acidification, is warming up to 150~170 DEG C of addition ethylene oxide, stearic acid is added after reaction, finally adjusts pH to 8~9.5;The multi-element compounds are applied to carry out foam flooding in oil field.The multi-element compounds of the present invention can not only efficiently blister, and foam stabilizing effect is good, and chromatographic isolation will not occur when stratum is migrated, especially better in hypotonic, in water-sensitive oil field foam flooding;Sound of sighing multi-element compounds preparation method is simple simultaneously, and operability is strong, at low cost.
Description
Technical field
The invention belongs to foam flooding finish field more particularly to a kind of mono- perfluoro decyl silicon of dimethyl-- more ethyoxyls-are hard
Resin acid ester multi-element compounds and the preparation method and application thereof.
Background technology
The exploitation that aerated fluid is applied to oil field at home and abroad has more than 40 years history, aerated fluid the conventional displacement of reservoir oil,
Transfer drive, steam bubble drive, steam bubble handle up, cyclic steam foam flooding, the water pumping gas production of aqueous gas well, sand-flushing, drilling well,
All various aspects in the oil-gas field developments such as profile control, water blockoff, acidification, well cementing of cement and pressure break are applied, and are achieved willing
Fixed effect.Largely practice have shown that, foam flooding is the important means for protecting oil reservoir, preventing oil layer pollution, improving oil and gas production.
As the degree of recognition of foam technology is continuously improved in people, foam flooding means and foam flooding finish will become tertiary oil recovery
One of leading technology.There are a large amount of hypotonic water-sensitive oil fields in oil field, the big multichannel of the oil field stratum is narrow, permeability pole
Low, oil reservoir is migrated difficulty in the earth formation, and it is mostly the water-sensitive formations such as montmorillonite that stratum, which is constituted, and water-swellable will be originally narrow
Channel block causes oil extraction operation that can not carry out.Therefore, conventional water drive or water base foam can not be taken to drive the oil reservoir
Oil.
The oil-based foam displacement of reservoir oil is the effective means to solve the above problems.Using oily (usually using diesel oil or mineral oil) as continuously
The foam flooding finish of phase is referred to as oil-based foam oil displacement agent.Compared with water base foam oil displacement agent, oil-based foam oil displacement agent it is main
Feature is energy high temperature resistance, has very strong inhibition and salt resistance, resistant to pollution ability, lubricity is good, and can be effectively prevented from water drive
Caused by the stratum such as montmorillonite expansion passage the problem of, mitigate the damage to oil-gas Layer.But oil phase compares the surface of water phase
Can be extremely low, formation of foam is difficult, and is not easy to stablize, and conventional blister agent can not form oil-based foam, seriously affect oil-based foam
The development of oil displacement agent.Currently, oil-based foam oil displacement agent is mainly made of oil, water, foaming agent, foam stabilizer, emulsifier etc..System with
Water is dispersed phase, and using oil as continuous media, the materials such as addition emulsifier, foaming agent, foam stabilizer are formed by similar oils property
Emulsion foam system, also known as inverse emulsification foam flooding finish, grease volume ratio is in (50~80):(50~20) left and right.So
And with the necessary each component synergistic effect of conventional oil base foam flooding agent that emulsifier, foaming agent, foam stabilizer form, shape can be played
The purpose of oil displacement efficiency is realized at oil-based foam.Due to its in chemical constitution, functional group and polarity there are larger difference,
Serious chromatographic isolation can occur when migrating in stratum, the different location in stratum is respectively at so as to cause each component, it can not
Synergy embodies, and in turn results in oil-based foam and cannot achieve oil displacement efficiency.O ' Neil et al. have studied a kind of oil-based foam stream
Body, the oil-based foam fluid include mainly liquid control, Nephew class foaming agent, Pity vinegars, iron or lead crosslinking agent, gas etc.;Wherein liquid
It can be diesel oil, the other aliphatic hydrocarbons of kerosene person that state, which is dazzled,;Foaming agent selects fluorinated surfactant.Specific steps include:By diesel oil,
1.0%HF-2 (fiuorinated acrylic copolymer resin), 0.15%HG-2 (phosphate fat) and 0.15%HX-2 (iron adhesive) are mixed
It closes, using whisking at a high speed after device whisks 2min, gas release 47%, half-life period is more than 1h.Oil base bubble has been carried out in heart-to-heart talk et al.
The foam stabilizer DRI- of 0.1% foaming agent DRI-YF-1 and 2% is added in foam drilling fluid technical research in 100ml diesel oil
YW-1 is the chief component of oil-based foam drilling fluid, is evaluated foam volume, half-life period, rheological characteristic, as a result
Show that foam volume reaches 500ml, half-life period 630s, half-life period and foam volume reach the more excellent level in the world.But
It is that the composite request that above two oil base oil displacement agent can not meet foaming and foam stabilizing simultaneously (usually foams 300%, foam stabilizing
More than 1h).Therefore, how to reach the relative equilibrium of the two, while meeting above-mentioned requirements, have become the most important thing of research.
In addition, above-mentioned oil displacement agent is mostly mix reagent, migration in the earth formation can generate migration because of molecular results and polar difference
The difference of speed leads to chromatographic isolation phenomenon, and each component synergistic effect is caused to weaken, even lose.
In conclusion existing, there is an urgent need for one kind simply and efficiently to blister, and foam stabilizing effect is good, more particularly in the earth formation
The oil-based foam oil displacement agent that chromatographic isolation will not occur when migration, to improve hypotonic, water-sensitive oil reservoir oil recovery effect.
Invention content
Goal of the invention:The first object of the present invention be to provide it is a kind of blistering be easy, foam stability is strong, foam volume is big and
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds without chromatographic isolation;The second object of the present invention
It is to provide the preparation method of the multi-element compounds;The third object of the present invention is to provide the application of the multi-element compounds.
Technical solution:The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structure
Formula is:
Wherein, n=6~24.
The present invention is by using the small perfluoro decane of difference in chemical constitution, functional group and polarity, dimethyl fluorine silicon
Alkane, ethylene oxide and stearic acid are combined the multi-element compounds of above structure, enable to the multi-element compounds in the earth formation
Chromatographic isolation will not occur when migration, improve oil recovery effect.Wherein, addition perfluoro decane effectively reduces the multi-element compounds
Surface tension, realize barbotage;Addition ethylene oxide not only has the function of foam stabilizing, and has the function of helping emulsification, assists
With addition stearic acid, emulsifiability is improved, oil based emulsions are effectively formed;Dimethyl silicon fluoride is added thus by perfluoro decane
The compound that comes from different backgrounds and possess different abilities is linked in a molecule with ethylene oxide (ethyoxyl), and it is with high-flexibility, to perfluoro decane
Foaming effect have certain facilitation.Preferably, n can be 10~18 in the multi-element compounds.
The method that the present invention prepares the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds, including
Following steps:Perfluoro decane is mixed with dimethyl silicon fluoride, is acidified, 150~170 DEG C of addition ethylene oxide, reaction are warming up to
After stearic acid is added, finally adjust pH to 8~9.5.
Furtherly, in the preparation, the molar ratio of perfluoro decane and dimethyl silicon fluoride can be 1:0.5~3.Perfluoro decane
Molar ratio with ethylene oxide can be 1:5~40.Perfluoro decane can be 1 with stearic molar ratio:0.5~2.4.
Furtherly, in the preparation, the perfluoro decane of addition and dimethyl silicon fluoride are anti-under the conditions of 50~70 DEG C
Answer 1~2h.Add 1~2h of reacting ethylene oxide.It adds stearic acid and reacts 1.5~2h.
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention are in the oil removing of oil field
Using.
Advantageous effect:Compared with prior art, remarkable advantage of the invention is:The multi-element compounds can not only it is simple,
It efficiently blisters, and foam stabilizing effect is good, chromatographic isolation will not occur when can migrate in the earth formation, be more suitable for hypotonic, water-sensitive
Foam flooding finish in oil field, oil recovery effect is good, particularly with low oil content (oil content 50-70%), high wax foam system
Using effect protrudes;Preparation method is simple simultaneously, and operability is strong, at low cost.
Description of the drawings
Fig. 1 is the infrared spectrum of multi-element compounds of the present invention;
Fig. 2 is oil-based foam microscopic appearance figure when multi-element compounds using the present invention carry out the displacement of reservoir oil;
Fig. 3 is foaming effect figure of the multi-element compounds using the present invention to different moisture content miscella;
Fig. 4 is 72h foam stabilizing effect of the multi-element compounds using the present invention to different moisture content miscella.
Specific implementation mode
Technical scheme of the present invention is described in further detail below in conjunction with the accompanying drawings.
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structural formula are:
Wherein, n=6~24.
The multi-element compounds prepared by the present invention carry out structural characterization, and the results are shown in Figure 1 for acquisition.In 2870cm-1
There are the flexible vibrations of this C-H for left and right, in 1395cm-1And 1365cm-1There is the bending of methyl to shake, and 1365cm-1The intensity at peak
It is larger, thus prove that dimethyl silicon fluoride has been modified on perfluoro decane.In 2921cm-1, 2848cm-1There is methylene at place
Antisymmetric stretching vibration, in 1560cm-1There is the antisymmetric stretching vibration absorption peak of carboxylate ion at place, thus proves stearic acid
Modify up.It follows that the more ethyoxyl-stearates of the mono- perfluoro decyl silicon-of dimethyl-have successfully synthesized.
Embodiment 1
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structural formula are:
Wherein, n=10~18.
Preparation method includes the following steps:First, the dimethyl silicon fluoride of 50g perfluoro decanes and 12g are placed in reactor
In, lead to nitrogen protection, 1.5h is stirred to react at 60 DEG C;Secondly, the concentrated sulfuric acid is added in system, is warming up to 150 DEG C, is slowly added to
60g ethylene oxide, the reaction was continued 1.5h;Again, 100 DEG C or so are cooled to, 21g stearic acid is added and reacts 1.5h;Finally, it is added
Sodium hydroxide adjusts pH value to 9, you can the multi-element compounds of the present invention are made.
When multi-element compounds prepared by the embodiment are applied to the displacement of reservoir oil, surface observation, blistering are carried out to its oil-based foam
And foam stability energy is characterized, the result of acquisition is as shown in Figures 2 to 4.As shown in Figure 2, multi-element compounds shape of the invention
At foam size much smaller far beyond the foam size that existing foaming agent is formed (present invention is substantially micron-sized bubble
Foam, and existing foam it is most subject to grade, that is, be much larger than 100 microns or more).Therefore, it is formed compared to existing foaming agent
Foam, multi-element compounds foam system of the invention can realize good migration in the low-permeability oilfield of gap very little, more applicable
In low-permeability oilfield, and existing foaming agent is then difficult to;And the compound formed foam under the extruding of coverslip still
Original foam pattern can be kept, illustrates its with good stability and foamy body, is conducive to the oil field displacement of reservoir oil.
By Fig. 3 and Fig. 4 it is found that the oil-based foam commonly used in the oil field displacement of reservoir oil wishes to blister multiplying power 300% or more, surely
Steep half-life period be more than 1h (foam stabilizing 50%), and the present invention can realize can reach in water content 25% or so blister multiplying power it is big
In 300%, and realize that 72h foam stabilizings are more than 80% (i.e. the foam stabilizing time is much larger than 72h).
Embodiment 2
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structural formula are:
Wherein, n=6~14.
Preparation method includes the following steps:First, the dimethyl silicon fluoride of 50g perfluoro decanes and 9.4g are placed in reactor
In, lead to nitrogen protection, 1.5h is stirred to react at 60 DEG C;Secondly, the concentrated sulfuric acid is added in system, is warming up to 150 DEG C, is slowly added to
40g ethylene oxide, the reaction was continued 1.5h;Again, 100 DEG C or so are cooled to, 17.5g stearic acid is added and reacts 1.5h;Finally, add
Enter sodium hydroxide and adjust pH value to 8.5, you can the multi-element compounds of the present invention are made.
Embodiment 3
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structural formula are:
Wherein, n=12~16.
Preparation method includes the following steps:First, the dimethyl silicon fluoride of 50g perfluoro decanes and 9.4g are placed in reactor
In, lead to nitrogen protection, 1.5h is stirred to react at 60 DEG C;Secondly, the concentrated sulfuric acid is added in system, is warming up to 150 DEG C, is slowly added to
55g ethylene oxide, the reaction was continued 1.5h;Again, 100 DEG C or so are cooled to, 19g stearic acid is added and reacts 1.5h;Finally, it is added
Sodium hydroxide adjusts pH value to 8, you can the multi-element compounds of the present invention are made.
Embodiment 4
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structural formula are:
Wherein, n=18~24.
Preparation method includes the following steps:First, the dimethyl silicon fluoride of 50g perfluoro decanes and 14g are placed in reactor
In, lead to nitrogen protection, 1.5h is stirred to react at 60 DEG C;Secondly, the concentrated sulfuric acid is added in system, is warming up to 150 DEG C, is slowly added to
80g ethylene oxide, the reaction was continued 1.5h;Again, 100 DEG C or so are cooled to, 20g stearic acid is added and reacts 1.5h;Finally, it is added
Sodium hydroxide adjusts pH value to 9.5, you can the multi-element compounds of the present invention are made.
Embodiment 5
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structural formula are:
Wherein, n=12~18.
Preparation method includes the following steps:First, the dimethyl silicon fluoride of 50g perfluoro decanes and 11g are placed in reactor
In, lead to nitrogen protection, 1.5h is stirred to react at 60 DEG C;Secondly, the concentrated sulfuric acid is added in system, is warming up to 150 DEG C, is slowly added to
62g ethylene oxide, the reaction was continued 1.5h;Again, 100 DEG C or so are cooled to, 18g stearic acid is added and reacts 1.5h;Finally, it is added
Sodium hydroxide adjusts pH value to 8.5, you can the multi-element compounds of the present invention are made.
Embodiment 6
The more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds of the present invention, structural formula are:
Wherein, n=13~17.
Preparation method includes the following steps:First, the dimethyl silicon fluoride of 50g perfluoro decanes and 12g are placed in reactor
In, lead to nitrogen protection, 1.5h is stirred to react at 60 DEG C;Secondly, the concentrated sulfuric acid is added in system, is warming up to 150 DEG C, is slowly added to
70g ethylene oxide, the reaction was continued 1.5h;Again, 100 DEG C or so are cooled to, 19g stearic acid is added and reacts 1.5h;Finally, it is added
Sodium hydroxide adjusts pH value to 9, you can the multi-element compounds of the present invention are made.
Embodiment 7
Basic step is same as Example 1, the difference is that the molar ratio of perfluoro decane and dimethyl silicon fluoride, specifically
It is 1:0.3,1:0.5,1:1,1:2,1:3,1:3.5.Multi-element compounds prepared by the embodiment are carried out characterization of structure and properties can
Know, uses molar ratio for 1:The multi-element compounds that 0.5~3 perfluoro decane is prepared with dimethyl silicon fluoride can not only it is simple,
It efficiently blisters, and foam stabilizing effect is good, chromatographic isolation will not occur when can migrate in the earth formation.When perfluoro decane and dimethyl
The molar ratio of silicon fluoride is 1:When 0.3, then one side perfluoro decane price, cost increase is larger, and when molar ratio is 1:3.5
When, then dimethyl silicon fluoride can cause reaction product impurity to increase because there is autohemagglutination, and product yield reduces, under using effect
Drop.
Embodiment 8
Basic step is same as Example 1, the difference is that the molar ratio of perfluoro decane and ethylene oxide, specially 1:
4.5,1:5,1:10,1:20,1:30,1:40,1:45.Multi-element compounds prepared by the embodiment are carried out characterization of structure and properties can
Know, uses molar ratio for 1:The multi-element compounds that 5~40 perfluoro decane is prepared with ethylene oxide can not only be simply and efficiently
Blistering, and foam stabilizing effect is good, and chromatographic isolation will not occur when can migrate in the earth formation.When rubbing for perfluoro decane and ethylene oxide
You are than being 1:When 4.5, then more ethyoxyl negligible amounts, cause more ethyoxyl foam stabilizing effects to decline, and foam system stability declines,
And when molar ratio is 1:When 45, then ethyoxyl quantity is more, causes system molecular chain length long, and foam performance is impacted, foaming
Bad stability.This is because when ethylene oxide addition is too low, then the reactive number of ethylene oxide tails off, more oxyethyl chains
Increase limited;And addition it is excessively high when, then ethylene oxide number is excessive, and more oxyethyl chains, which are grown beyond, needs number.
Embodiment 9
Basic step is same as Example 1, the difference is that perfluoro decane and stearic molar ratio, specially 1:
0.45,1:0.5,1:1,1:1.5,1:2,1:2.4,1:3.Multi-element compounds prepared by the embodiment carry out characterization of structure and properties
It is found that using molar ratio for 1:The multi-element compounds that 0.5~2.4 perfluoro decane is prepared with stearic acid can not only be simple, high
The blistering of effect ground, and foam stabilizing effect is good, and chromatographic isolation will not occur when can migrate in the earth formation.When perfluoro decane with it is stearic
Molar ratio is 1:When 0.45, then stearic acid number deficiency, partial reaction intermediate can not further be reacted with stearic acid, no legal system
Finished product is obtained, and when molar ratio is 1:When 3, then the surface energy of reaction system changes, and reaction carries out slowly, or even stops.
Embodiment 10
Basic step is same as Example 1, the difference is that reaction when perfluoro decane is reacted with dimethyl silicon fluoride
Temperature, specially 40 DEG C, 50 DEG C, 60 DEG C, 70 DEG C, 80 DEG C.Multi-element compounds prepared by the embodiment carry out structural behaviour table
Sign is it is found that the multi-element compounds that perfluoro decane is prepared with dimethyl silicon fluoride under the conditions of 50~70 DEG C can not only be simple, high
The blistering of effect ground, and foam stabilizing effect is good, and chromatographic isolation will not occur when can migrate in the earth formation.When perfluoro decane and dimethyl fluorine
When reaction temperature when silane reaction is less than 50 DEG C, then reaction can not carry out, and when temperature is higher than 70 DEG C, then due to this reaction
For exothermic reaction, reaction speed can be caused too fast, reaction system stability declines, and causes dangerous.
Embodiment 11
Basic step is same as Example 1, the difference is that perfluoro decane and dimethyl silicon fluoride reaction time, specifically
For 0.5h, 1h, 1.5h, 2h, 2.5h.Multi-element compounds prepared by the embodiment carry out characterization of structure and properties it is found that the perfluor last of the ten Heavenly stems
The multi-element compounds that alkane reacts 1~2h preparations with dimethyl silicon fluoride can not only simply and efficiently blister, and foam stabilizing effect
It is good, chromatographic isolation will not occur when can migrate in the earth formation.When reaction when perfluoro decane is reacted with dimethyl silicon fluoride
Between be less than 1h when, then reaction cannot fully carry out, yield reduce.And when reacted between be higher than 2h when, then react and be basically completed,
To extend reality in vain, production efficiency is reduced, is wasted time and the energy (heating).
Embodiment 12
Basic step is same as Example 1, the difference is that the reaction temperature after acidification, specially 140 DEG C, 150
℃,160℃,170℃,180℃.Multi-element compounds prepared by the embodiment are subjected to characterization of structure and properties it is found that being risen after acidification
The multi-element compounds that temperature is prepared to 150~170 DEG C can not only simply and efficiently blister, and foam stabilizing effect is good, can be on stratum
Chromatographic isolation will not occur when middle migration.When reaction temperature after acidification is less than 150 DEG C, then reacts progress slowly or even stop
Only, it is unable to get required reaction product, and when the reaction temperature after acidification is higher than 170 DEG C, then reaction speed is too fast, reaction
Heat can not be transmitted in time, and reaction controlling is difficult, even will appear danger.
Embodiment 13
Basic step is same as Example 1, the difference is that the time of reacting ethylene oxide is added, specially 0.5h,
1h,1.5h,2h,2.5h.Multi-element compounds prepared by the embodiment carry out characterization of structure and properties it is found that addition ethylene oxide is anti-
Answering multi-element compounds prepared by 1~2h can not only simply and efficiently blister, and foam stabilizing effect is good, can migrate in the earth formation
Chromatographic isolation occurs for Shi Buhui.When the time that reacting ethylene oxide is added being less than 1h, then reaction cannot be carried out fully, yield drop
It is low.And when reacted between when being higher than 2h, then react and be basically completed, extend practical to be invalid, reduce production efficiency, when waste
Between and the energy (heating).
Embodiment 14
Basic step is same as Example 1, the difference is that the time of stearic acid reaction is added, specially 1h,
1.5h,2h,2.5h.Multi-element compounds prepared by the embodiment carry out characterization of structure and properties it is found that addition hydroxy benzene sulfonic acid is anti-
Answering multi-element compounds prepared by 1.5~2h can not only simply and efficiently blister, and foam stabilizing effect is good, can transport in the earth formation
Chromatographic isolation will not occur when shifting.When the time that stearic acid reaction is added being less than 1.5h, then reaction cannot be carried out fully, yield
It reduces.And when reacted between when being higher than 2h, then react and be basically completed, extend practical to be invalid, reduce production efficiency, when waste
Between and the energy (heating).
By above-described embodiment it is found that the more ethyoxyl-stearates of the mono- perfluoro decyl silicon-of dimethyl-of the present invention are polynary
Compound can not only simply and efficiently blister, and foam stabilizing effect is good, and chromatography point will not occur when can migrate in the earth formation
From;Preparation method is simple simultaneously, and at low cost, operability is strong.
Claims (10)
1. a kind of more ethyoxyls of mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds, it is characterised in that:The diversification
Close object structural formula be:
Wherein, n=6~24.
2. the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-according to claim 1-stearate multi-element compounds, special
Sign is:N=10~18.
3. a kind of preparing the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-described in claim 1-stearate multi-element compounds
Method, it is characterised in that include the following steps:Perfluoro decane is mixed with dimethyl silicon fluoride, is acidified, it is warming up to 150~
170 DEG C of addition ethylene oxide, are added stearic acid, finally adjust pH to 8~9.5 after reaction.
4. according to claim 3 prepare the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds
Method, it is characterised in that:The molar ratio of the perfluoro decane and dimethyl silicon fluoride is 1:0.5~3.
5. according to claim 3 prepare the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds
Method, it is characterised in that:The molar ratio of the perfluoro decane and ethylene oxide is 1:5~40.
6. according to claim 3 prepare the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds
Method, it is characterised in that:The perfluoro decane is 1 with stearic molar ratio:0.5~2.4.
7. according to claim 3 prepare the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds
Method, it is characterised in that:The perfluoro decane reacts 1~2h with dimethyl silicon fluoride under the conditions of 50~70 DEG C.
8. according to claim 3 prepare the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds
Method, it is characterised in that:1~2h of the addition reacting ethylene oxide.
9. according to claim 3 prepare the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds
Method, it is characterised in that:The addition stearic acid reacts 1.5~2h.
10. a kind of utilizing the more ethyoxyls of the mono- perfluoro decyl silicon-of dimethyl-- stearate multi-element compounds described in claim 1
Application in the oil removing of oil field.
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111587890A (en) * | 2020-06-01 | 2020-08-28 | 南京师范大学 | Methylamino abamectin benzoate nano slow-release pesticide preparation and preparation method thereof |
CN111642515A (en) * | 2020-06-01 | 2020-09-11 | 南京师范大学 | Cyhalothrin nano slow-release pesticide preparation and preparation method thereof |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08157819A (en) * | 1994-12-08 | 1996-06-18 | Lion Corp | Surfactant for soil improving material |
CN102372658A (en) * | 2010-08-23 | 2012-03-14 | 中国石油化工股份有限公司 | Fatty alcohol-polyoxyethylene ether benzene sulfonate and preparation method thereof |
-
2018
- 2018-05-11 CN CN201810447920.6A patent/CN108690066A/en not_active Withdrawn
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08157819A (en) * | 1994-12-08 | 1996-06-18 | Lion Corp | Surfactant for soil improving material |
CN102372658A (en) * | 2010-08-23 | 2012-03-14 | 中国石油化工股份有限公司 | Fatty alcohol-polyoxyethylene ether benzene sulfonate and preparation method thereof |
Non-Patent Citations (1)
Title |
---|
杜巧云等著: "《表面活性剂基础及应用》", 31 August 1996, 中国石化出版社 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111587890A (en) * | 2020-06-01 | 2020-08-28 | 南京师范大学 | Methylamino abamectin benzoate nano slow-release pesticide preparation and preparation method thereof |
CN111642515A (en) * | 2020-06-01 | 2020-09-11 | 南京师范大学 | Cyhalothrin nano slow-release pesticide preparation and preparation method thereof |
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