CN106380588A - Oil-displacement organosilicon surfactant and preparation method thereof - Google Patents
Oil-displacement organosilicon surfactant and preparation method thereof Download PDFInfo
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- CN106380588A CN106380588A CN201610785267.5A CN201610785267A CN106380588A CN 106380588 A CN106380588 A CN 106380588A CN 201610785267 A CN201610785267 A CN 201610785267A CN 106380588 A CN106380588 A CN 106380588A
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- displacement
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- reservoir oil
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- 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
- C08G65/2603—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 oxygen
- C08G65/2606—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 oxygen containing hydroxyl groups
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- 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
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
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- 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
- C08G65/337—Polymers modified by chemical after-treatment with organic compounds containing other elements
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- 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
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Abstract
The invention provides an oil-displacement organosilicon surfactant and a preparation method thereof; a special ABA structure is introduced to the oil-displacement organosilicon surfactant, so that the surfactant has the advantages of extremely low critical micelle concentration, lower surface tension, and better spreading and oil displacement effects.
Description
Technical field
The present invention relates to organic silicon surfactant technical field, more particularly, to a kind of displacement of reservoir oil organic silicon surfactant and
Its preparation method.
Background technology
Surfactant (surfactant) is described as " industrial monosodium glutamate ", refers to there is fixing hydrophilic lipophilic group,
The surface energy of solution aligns, and can make the material that surface tension is remarkably decreased.Surfactant be typically hydrophilic with
The organic amphiprotic molecule of hydrophobic grouping, dissolves in organic solution and the aqueous solution.The hydrophilic radical often group for polarity, such as carboxylic acid,
Sulfonic acid, sulfuric acid, amino or amido and its salt, may also be hydroxyl, amide groups, ehter bond etc.；And hydrophobic group is often nonpolar hydrocarbon chain,
Hydrocarbon chain as above in 8 carbon atoms.Surfactant is divided into ionic surfactant and nonionic surface active agent etc..It is
One big class organic compound, their great characteristic of property, application extremely flexibly, extensively, has very big practical value and theory
Meaning.
Organic silicon surfactant, because the compliance of silica chain so as to arrange even closer in water termination, therefore has
Surface-active is high, and wetting and spreading is good, and the features such as emulsion stability is good, it has relatively low physiological-toxicity simultaneously, is made
It is widely used in the fields such as weaving, daily use chemicals, leather, agricultural chemicals for dispersant, defoamer, softening agent etc..
However, the surface tension of existing organic silicon surfactant need to be improved, sprawl and oil displacement efficiency also relatively
Big room for promotion.
Content of the invention
In view of this, the present invention proposes that a kind of surface tension is low, sprawls and displacement of reservoir oil organosilyl surface that oil displacement efficiency is good
Activating agent and preparation method thereof.
The technical scheme is that and be achieved in that：On the one hand, the invention provides a kind of displacement of reservoir oil organosilyl surface is lived
Property agent, its structural formula is as follows,
Wherein, n=0～20, m=0～10, R is alkyl, and Me is methyl.
It is preferred that R is H, CH on the basis of above technical scheme3、C2H5、C3H7Or C4H8.
It is preferred that it includes the raw material components of following molar part on the basis of above technical scheme,
1 part of tetramethyl-ring tetrasiloxane,
7～20 parts of single-ended unsaturated polyether.
It is further preferred that also including catalyst, using the complex compound of isopropanol and chloroplatinic acid, complex compound consumption is tetramethyl
Basic ring tetrasiloxane, 5～50ppm of single-ended unsaturated polyether gross weight.Still more preferably, the preparation step of described catalyst
Rapid inclusion, the chloroplatinic acid of 1 weight portion is dissolved in the isopropanol of 10～50 weight portions, obtains isopropanol and chloroplatinic acid complex compound.
It is further preferred that described single-ended unsaturated polyether adopts C3H5O-(C2H4O)m-(C3H6O)n- R, wherein n=0～
20, m=0～10.Still more preferably, described single-ended unsaturated polyether includes the raw material components of following molar part：
1 part of fatty alcohol,
0～16 part of oxirane,
0～10 part of expoxy propane,
1～4 part of chloropropene.
Still further preferably, the preparation of described single-ended unsaturated polyether comprises the following steps,
First, with fatty alcohol as initiator, under base catalyst effect, 90～140 DEG C of temperature, in autoclave,
Add oxirane, expoxy propane, polymerization forms hydroxy-end capped polyethers；
Secondly, polyethers hydroxy-end capped for 1 molar part is put into reactor with solvent, temperature rising reflux is dehydrated, and is cooled to 70 DEG C,
1.2 molar part chloropropenes are slowly dropped in reactor, are incubated 2 hours, cooling is filtered, suction filtration pulls out out solvent, formed single-ended
The polyethers of allyl capped.
Second aspect, the invention provides the preparation side of displacement of reservoir oil organic silicon surfactant described in first aspect present invention
Method, comprises the following steps,
S1, prepares single-ended unsaturated polyether,
S2, prepares catalyst,
S3, by the single-ended unsaturated polyether obtaining in step S1, tetramethyl-ring tetrasiloxane, puts in reactor, quickly
Stirring, is warming up to 90～140 DEG C, adds the catalyst that obtains of step S2 of 5～20ppm of reactant weight, it is warming up to 120～
160 DEG C, material is changed into transparent from muddiness, is incubated 3～4 hours, then dials except low boilers, cooling through decompression, that is, obtaining the displacement of reservoir oil has
Organic silicon surface active agent finished product.
Displacement of reservoir oil organic silicon surfactant of the present invention and preparation method thereof has following beneficial effect with respect to prior art
Really：
(1) displacement of reservoir oil organic silicon surfactant of the present invention passes through to introduce special ABA structure so that this surfactant
There is extremely low critical micelle concentration；
(2) displacement of reservoir oil organic silicon surfactant of the present invention passes through to introduce special ABA structure so that this surfactant
Possess lower surface tension, sprawl and oil displacement efficiency is more preferable.
Specific embodiment
Below in conjunction with embodiment of the present invention, technical solution of the present invention is clearly and completely described it is clear that institute
The embodiment of description is only a part of embodiment of the present invention, rather than whole embodiments.Based in the present invention
Embodiment, the every other embodiment party that those of ordinary skill in the art are obtained under the premise of not making creative work
Formula, broadly falls into the scope of protection of the invention.
Embodiment 1
First, prepare single-ended unsaturated polyether.
With 2 moles of fatty alcohols as initiator, under KOH effect, 90 DEG C of temperature, in autoclave, add 6 moles of rings
Oxidative ethane, 8 mol propylenoxy, polymerization forms hydroxy-end capped polyethers；
The polyethers of 2 hydroxy end-blockings is put into reactor with solvent, temperature rising reflux is dehydrated, and is cooled to 70 degree, 2.4 are rubbed
You are slowly dropped in reactor chloropropene, are incubated 2 hours, and cooling is filtered, and suction filtration pulls out out solvent, form single-ended allyl capped
Polyethers.
Secondly, prepare catalyst.
The chloroplatinic acid of 1g is dissolved in the isopropanol of 10g, obtains isopropanol and chloroplatinic acid complex compound, standby.
Finally, prepare displacement of reservoir oil organic silicon surfactant finished product.
By 1 mole of tetramethyl-ring tetrasiloxane, 7 moles of single end capped polyethers put in reactor, and quick stirring is warming up to 90
DEG C, add isopropanol and the chloroplatinic acid complex compound of 50ppm, be warming up to 100 DEG C, material is changed into transparent from muddiness, be incubated 3 hours,
Dial through decompression again and remove low boilers, Temperature fall, that is, obtain displacement of reservoir oil organic silicon surfactant finished product.
After tested, the present embodiment preparation-obtained displacement of reservoir oil organic silicon surfactant finished product viscosity is 42CS, and surface is opened
Power：26.4mN/m.
Embodiment 2
First, prepare single-ended unsaturated polyether.
With 2 moles of fatty alcohols as initiator, under KOH effect, 120 DEG C of temperature, in autoclave, add 16 moles
Oxirane, 10 mol propylenoxy, polymerization forms hydroxy-end capped polyethers；
The polyethers of 2 hydroxy end-blockings is put into reactor with solvent, temperature rising reflux is dehydrated, and is cooled to 70 degree, 2.4 are rubbed
You are slowly dropped in reactor chloropropene, are incubated 2 hours, and cooling is filtered, and suction filtration pulls out out solvent, form single-ended allyl capped
Polyethers.
Secondly, prepare catalyst.
The chloroplatinic acid of 1g is dissolved in the isopropanol of 30g, obtains isopropanol and chloroplatinic acid complex compound, standby.
Finally, prepare displacement of reservoir oil organic silicon surfactant finished product.
By 1 mole of tetramethyl-ring tetrasiloxane, 15 moles of single end capped polyethers put in reactor, and quick stirring is warming up to
110 DEG C, add isopropanol and the chloroplatinic acid complex compound of 25ppm, be warming up to 130 DEG C, material is changed into transparent from muddiness, insulation 3 is little
When, then dial except low boilers, Temperature fall through decompression, that is, obtain displacement of reservoir oil organic silicon surfactant finished product.
After tested, the present embodiment preparation-obtained displacement of reservoir oil organic silicon surfactant finished product viscosity is 45CS, and surface is opened
Power：28.1mN/m.
Embodiment 3
First, prepare single-ended unsaturated polyether.
With 2 moles of fatty alcohols as initiator, under KOH effect, 140 DEG C of temperature, in autoclave, add 32 moles
Oxirane, 20 mol propylenoxy, polymerization forms hydroxy-end capped polyethers；
The polyethers of 2 hydroxy end-blockings is put into reactor with solvent, temperature rising reflux is dehydrated, and is cooled to 70 degree, 2.4 are rubbed
You are slowly dropped in reactor chloropropene, are incubated 2 hours, and cooling is filtered, and suction filtration pulls out out solvent, form single-ended allyl capped
Polyethers.
Secondly, prepare catalyst.
The chloroplatinic acid of 1g is dissolved in the isopropanol of 50g, obtains isopropanol and chloroplatinic acid complex compound, standby.
Finally, prepare displacement of reservoir oil organic silicon surfactant finished product.
By 1 mole of tetramethyl-ring tetrasiloxane, 20 moles of single end capped polyethers put in reactor, and quick stirring is warming up to
140 DEG C, add isopropanol and the chloroplatinic acid complex compound of 50ppm, be warming up to 160 DEG C, material is changed into transparent from muddiness, insulation 4 is little
When, then dial except low boilers, Temperature fall through decompression, that is, obtain displacement of reservoir oil organic silicon surfactant finished product.
After tested, the present embodiment preparation-obtained displacement of reservoir oil organic silicon surfactant finished product viscosity is 41CS, and surface is opened
Power：27.4mN/m.
The foregoing is only the better embodiment of the present invention, not in order to limit the present invention, all the present invention's
Within spirit and principle, any modification, equivalent substitution and improvement made etc., should be included within the scope of the present invention.
Claims (9)
1. a kind of displacement of reservoir oil organic silicon surfactant it is characterised in that：Its structural formula is as follows,
Wherein, n=0～20, m=0～10, R is alkyl, and Me is methyl.
2. displacement of reservoir oil organic silicon surfactant as claimed in claim 1 it is characterised in that：R is H, CH3、C2H5、C3H7Or C4H8.
3. displacement of reservoir oil organic silicon surfactant as claimed in claim 1 it is characterised in that：It includes the raw material of following molar part
Component,
1 part of tetramethyl-ring tetrasiloxane,
7～20 parts of single-ended unsaturated polyether.
4. displacement of reservoir oil organic silicon surfactant as claimed in claim 3 it is characterised in that：Also include catalyst, using isopropyl
The complex compound of alcohol and chloroplatinic acid, complex compound consumption is tetramethyl-ring tetrasiloxane, single-ended unsaturated polyether gross weight 5～
50ppm.
5. displacement of reservoir oil organic silicon surfactant as claimed in claim 4 it is characterised in that：The preparation process bag of described catalyst
Include, the chloroplatinic acid of 1 weight portion is dissolved in the isopropanol of 10～50 weight portions, obtain isopropanol and chloroplatinic acid complex compound.
6. displacement of reservoir oil organic silicon surfactant as claimed in claim 3 it is characterised in that：Described single-ended unsaturated polyether adopts
C3H5O-(C2H4O)m-(C3H6O)n-C3H5, wherein n=0～20, m=0～10.
7. displacement of reservoir oil organic silicon surfactant as claimed in claim 6 it is characterised in that：Described single-ended unsaturated polyether includes
The raw material components of following molar part,
1 part of fatty alcohol,
0～16 part of oxirane,
0～10 part of expoxy propane,
1～4 part of chloropropene.
8. displacement of reservoir oil organic silicon surfactant as claimed in claim 7 it is characterised in that：The system of described single-ended unsaturated polyether
Standby comprise the following steps,
First, with fatty alcohol as initiator, under base catalyst effect, 90～140 DEG C of temperature, in autoclave, add
Oxirane, expoxy propane, polymerization forms hydroxy-end capped polyethers；
Secondly, polyethers hydroxy-end capped for 1 molar part is put into reactor with solvent, temperature rising reflux is dehydrated, and is cooled to 70 DEG C, will
1.2 molar part chloropropenes are slowly dropped in reactor, are incubated 2 hours, and cooling is filtered, and suction filtration pulls out out solvent, form single-ended alkene
The polyethers of propyl group end-blocking.
9. displacement of reservoir oil organic silicon surfactant as claimed in claim 1 preparation method it is characterised in that：Walk including following
Suddenly,
S1, prepares single-ended unsaturated polyether,
S2, prepares catalyst,
S3, the single-ended unsaturated polyether obtaining in step S1, tetramethyl-ring tetrasiloxane are put in reactor, quick stirring,
It is warming up to 90～140 DEG C, the catalyst adding step S2 of 5～50ppm of reactant weight to obtain, it is warming up to 120～160
DEG C, material is changed into transparent from muddiness, is incubated 3～4 hours, then dials except low boilers, cooling through decompression, that is, obtain displacement of reservoir oil organosilicon
Surfactant finished product.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109678359A (en) * | 2019-01-11 | 2019-04-26 | 湖北新四海化工股份有限公司 | A kind of preparation method and application of self-cleaning glass hydrophobing agent |
| CN113717709A (en) * | 2021-08-27 | 2021-11-30 | 西安长庆化工集团有限公司 | Nano fluid imbibition agent and preparation method and application thereof |
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Application publication date: 20170208 |