CN106939157A - A kind of double-strand oil soluble heavy crude thinner and preparation method thereof - Google Patents
A kind of double-strand oil soluble heavy crude thinner and preparation method thereof Download PDFInfo
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
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- C08F222/12—Esters of phenols or saturated alcohols
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- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
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- C08F222/14—Esters having no free carboxylic acid groups, e.g. dialkyl maleates or fumarates
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Abstract
The invention provides a kind of double-strand oil soluble heavy crude thinner, including following components:Styrene, vinylacetate and a length of C of chain12~C20The double long-chain esters of maleic acid, three's mol ratio is 30 35:25‑30:40‑55.Its preparation method includes:(1) in proportion by styrene, vinylacetate and a length of C of chain12~C20The double long-chain esters mixing of maleic acid, add toluene, stirring and dissolving obtains mixed solution;(2) under nitrogen protection; azo-initiator and chain-transferring agent are added into mixed solution obtained by step (1); stir and be warming up to 75 DEG C of 6 7h of reaction; obtain yellow solution; vacuum rotary steam removes partial solvent; methanol extraction is subsequently added into, washs 23 times, obtains oily white solid.Good product mobility of the present invention, becomes available higher viscosity break ratio, and then improve the efficiency of thickened oil recovery in the case of relatively low incorporation.
Description
Technical field
The invention belongs to oil field thinner technical field, and in particular to one kind is applied to thickened oil recovery and transport and can be straight
Connect new ds oil soluble heavy crude thinner of addition and preparation method thereof.
Background technology
Viscous crude exceeds well over traditional lightweight as a kind of energy resource with very big potential, about 9~13,000,000,000,000 barrels of gross reserves
The reserves of oil, can promote economic development, can meet following 40 years energy requirement, have a extensive future, meanwhile, also promote stone
Research of the oily field to viscous crude.
The technology of country's heavy crude producing, which can be divided into, at present mixes dilute, thermal recovery, the cold composite technology such as adopt.External thickened oil recovery
Major way there is cyclic steam to simulate (CCS), steam to drive (SF), SAGD (SAGD), horizontal well air injection and urge
Change modification (THAI-CAPRI) etc..Domestic heat injection steam technologies in Liaohe Oil Field with more, in the viscous crude field in Xinjiang with
Dilute Technology application is mixed than wide.Chemical viscosity reduction technology be play in combination process viscosity reducing effect, improve recovery ratio it is important one
, standby to attract attention, chemical viscosity reduction agent mainly includes crude oil emulsifier and viscosity dropping agent and oil-soluble viscosity reducer.
Oil-soluble viscosity reducer is compared for emulsifying pour depressor, can directly be added, technique is simple, it is not necessary to a large amount of water emulsifications
And the work of follow-up water process.It is a kind of economically viable means in complicated reservoir media.In recent years, for oil-soluble
Polymer research is less, and major part is limited to the laboratory test stage, actual field operation is rarely used in, in addition, existing oil
Dissolubility thinner poor fluidity, addition is high.
The content of the invention
For the above-mentioned problems in the prior art, the present invention provides a kind of double-strand oil soluble heavy crude thinner and its system
Preparation Method, can effectively solve oil soluble heavy crude thinner in the prior art and be only limitted to laboratory research, be rarely used in actual field
Operation, while also solving existing thinner poor fluidity, the problems such as light oil mixing amount is high.
To achieve the above object, the technical solution adopted for the present invention to solve the technical problems is:
A kind of double-strand oil soluble heavy crude thinner, including following components:Styrene, vinylacetate and a length of C of chain12~
C20The double long-chain esters of maleic acid, three's mol ratio is 30-35:25-30:40-55.
Further, a length of C of chain12~C20The double long-chain esters of maleic acid be prepared by the following method and obtain:By maleic anhydride
It is 1 in molar ratio with alcohol:2-4 is mixed, and toluene is solvent, and addition p-methyl benzenesulfonic acid is catalyst, under nitrogen protection, is warming up to
110-130 DEG C, esterification is carried out, the generated water of reaction and toluene azeotropic remove water by water knockout drum, and favourable esterification is anti-
The progress answered, reacts 4-5h, and reaction is basically completed, and product at reduced pressure is distilled off into solvent, then is neutralized with sig water, washes, most
After be dried in vacuo, obtain a length of C of chain12~C20The double long-chain ester powder solids of maleic acid;Wherein, toluenesulfonic acid accounts for prepared
The 0.8% of product gross mass.
Further, alcohol is lauryl alcohol, tetradecyl alchohol, hexadecanol, octadecyl alcolol or eicosanol.
The preparation method of above-mentioned double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) in proportion by styrene, vinylacetate and a length of C of chain12~C20The double long-chain esters mixing of maleic acid, add
Toluene, stirring and dissolving obtains mixed solution;The content of wherein toluene accounts for the 40%-45% of three's reactant gross weight;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azo-initiator and chain-transferring agent are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6-7h, obtain faint yellow
Solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e. double
Chain oil soluble heavy crude thinner;Wherein, azo-initiator and chain-transferring agent account for mixed solution quality obtained by step (1) respectively
0.1%-0.6% and 1%-5%.
Further, azo-initiator is ABVN or azodiisobutyronitrile or AMBN.
Further, azo-initiator accounts for 0.5% of mixed solution quality obtained by step (1).
Further, chain-transferring agent is Stearyl mercaptan or lauryl mercaptan or isopropanol.
Further, chain-transferring agent accounts for 3% of mixed solution quality obtained by step (1).
The molecular formula of double-strand oil soluble heavy crude thinner is:
A kind of double-strand oil soluble heavy crude thinner that the present invention is provided and preparation method thereof, has the advantages that:
(1) thinner of existing report is compared, and thinner of the invention is introduced more from the angle design of molecular structure
The long-chain of double alkyl, weakens the HYDROGEN BOND INTENSITY between resin and asphalt macromolecular to greatest extent, destroys the aggregation of macromolecular, right
Viscosity reducing effect has facilitation, is C from carbochain12~C20Polymer in pick out the thinner of the most suitable chain length of performance, when
Thinner dosage be 0.5wt% when, at 50 DEG C, viscosity break ratio reaches 79%, to Tahe, tell Kazakhstan viscous crude it is effective, can reduce
Light oil mixing amount, is significantly increased oil well output.
Brief description of the drawings
Fig. 1 is the infrared spectrum of the products therefrom of embodiment 1;
Fig. 2 is the infrared spectrum of the products therefrom of embodiment 2;
Fig. 3 is the infrared spectrum of the products therefrom of embodiment 3;
Fig. 4 is the infrared spectrum of the products therefrom of embodiment 4;
Fig. 5 is the infrared spectrum of the products therefrom of embodiment 5;
Fig. 6 is the graph of a relation of product addition of the present invention and viscosity reducing effect.
Embodiment
Embodiment 1
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, double ten diester of vinylacetate and maleic acid in molar ratio 35:25:40 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, double ten diester of maleic acid, which are prepared by the following method, obtains:It is in molar ratio by maleic anhydride and lauryl alcohol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 110 DEG C, reaction 4h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains double ten diester of the powder solid of white, i.e. maleic acid;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, azodiisobutyronitrile and lauryl mercaptan account for mixed solution obtained by step (1) respectively
The 0.5% of quality and 3%.
IR Characterization is carried out to reaction product, Fig. 1 is as a result seen.
To Tahe, tell and breathe out the reaction product that 0.5wt% is separately added into two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity that the initial viscosity of viscous crude is determined under 50 DEG C of constant temperature and is added after thinner, calculates viscosity break ratio, the results are shown in Table 1
With table 2.
Embodiment 2
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, double 14 esters of vinylacetate and maleic acid in molar ratio 30:25:45 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 45% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, double 14 esters of maleic acid, which are prepared by the following method, obtains:It is in molar ratio by maleic anhydride and tetradecyl alchohol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 110 DEG C, reaction 4h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains double 14 esters of the powder solid of white, i.e. maleic acid;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, azodiisobutyronitrile and lauryl mercaptan account for mixed solution obtained by step (1) respectively
The 0.5% of quality and 3%.
IR Characterization is carried out to reaction product, Fig. 2 is as a result seen.
To Tahe, tell and breathe out the reaction product that 0.5wt% is separately added into two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity that the initial viscosity of viscous crude is determined under 50 DEG C of constant temperature and is added after thinner, calculates viscosity break ratio, the results are shown in Table 1
With table 2.
Embodiment 3
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic in molar ratio 35:25:40 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, di-hexadecanol maleic, which is prepared by the following method, obtains:It is in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 120 DEG C, reaction 4h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, azodiisobutyronitrile and lauryl mercaptan account for mixed solution obtained by step (1) respectively
The 0.5% of quality and 3%.
IR Characterization is carried out to reaction product, Fig. 3 is as a result seen.
To Tahe, tell and breathe out the reaction product that 0.5wt% is separately added into two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity that the initial viscosity of viscous crude is determined under 50 DEG C of constant temperature and is added after thinner, calculates viscosity break ratio, the results are shown in Table 1
With table 2.
Embodiment 4
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, the double octadecyl esters of vinylacetate and maleic acid in molar ratio 35:20:45 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 42% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, the double octadecyl esters of maleic acid, which are prepared by the following method, obtains:It is in molar ratio by maleic anhydride and octadecyl alcolol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 120 DEG C, reaction 4h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains the double octadecyl esters of the powder solid of white, i.e. maleic acid;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, azodiisobutyronitrile and lauryl mercaptan account for mixed solution obtained by step (1) respectively
The 0.5% of quality and 3%.
IR Characterization is carried out to reaction product, Fig. 4 is as a result seen.
To Tahe, tell and breathe out the reaction product that 0.5wt% is separately added into two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity that the initial viscosity of viscous crude is determined under 50 DEG C of constant temperature and is added after thinner, calculates viscosity break ratio, the results are shown in Table 1
With table 2.
Embodiment 5
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, double 20 esters of vinylacetate and maleic acid in molar ratio 35:25:40 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, double 20 esters of maleic acid, which are prepared by the following method, obtains:It is in molar ratio by maleic anhydride and eicosanol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 130 DEG C, reaction 5h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains double 20 esters of the powder solid of white, i.e. maleic acid;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, azodiisobutyronitrile and lauryl mercaptan account for mixed solution obtained by step (1) respectively
The 0.5% of quality and 3%.
IR Characterization is carried out to reaction product, Fig. 5 is as a result seen.
To Tahe, tell and breathe out the reaction product that 0.5wt% is separately added into two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity that the initial viscosity of viscous crude is determined under 50 DEG C of constant temperature and is added after thinner, calculates viscosity break ratio, the results are shown in Table 1
With table 2.
Embodiment 6
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic in molar ratio 35:20:5 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 43% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, di-hexadecanol maleic, which is prepared by the following method, obtains:It is in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 130 DEG C, reaction 5h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) ABVN and Stearyl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, ABVN and Stearyl mercaptan account for mixed solution obtained by step (1) respectively
The 0.4% of quality and 2%.
Example confirms that changing initiator and chain tra nsfer equally can obtain the product of example 3, and viscosity reducing effect is shown in Tables 1 and 2.
Embodiment 7
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic in molar ratio 32:25:43 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 45% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, di-hexadecanol maleic, which is prepared by the following method, obtains:It is in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 130 DEG C, reaction 5h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) ABVN and Stearyl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, ABVN and Stearyl mercaptan account for mixed solution obtained by step (1) respectively
The 0.3% of quality and 1%.
The product viscosity reducing effect that example confirmation change initiator and chain tra nsfer equally can obtain example 3 is shown in Tables 1 and 2.
Embodiment 8
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic in molar ratio 35:25:40 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, di-hexadecanol maleic, which is prepared by the following method, obtains:It is in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 130 DEG C, reaction 5h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) AMBN and isopropanol are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain faint yellow molten
Liquid, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e. double-strand
Oil soluble heavy crude thinner;Wherein, AMBN and isopropanol account for mixed solution quality obtained by step (1) respectively
0.4% and 2%.
The product viscosity reducing effect that example confirmation change initiator and chain tra nsfer equally can obtain example 3 is shown in Tables 1 and 2.
Embodiment 9
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprises the following steps:
(1) by styrene, the double octadecyl esters of vinylacetate and maleic acid in molar ratio 30:25:45 carry out radical polymerization,
Using toluene as solvent, toluene consumption accounts for the 45% of three's reactant gross mass, stirring and dissolving, obtain mixed solution;
Wherein, the double octadecyl esters of maleic acid, which are prepared by the following method, obtains:It is in molar ratio by maleic anhydride and octadecyl alcolol
1:2.1 mixing, are added into 250mL there-necked flask, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst (p-methyl benzenesulfonic acid
Account for the 0.8wt% of prepared product gross mass), reflux condensing tube, water knockout drum are added, agitating device, constant speed 300- is started
350r/pm, under nitrogen protection, solvent is distilled off after being warming up to 120 DEG C, reaction 4h by product at reduced pressure, then with sig water
With washing is finally dried in vacuo, and obtains the double octadecyl esters of the powder solid of white, i.e. maleic acid;
(2) nitrogen is passed through in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan are added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtain yellowish
Color solution, vacuum rotary steam removes partial solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, obtains oily white solid i.e.
Double-strand oil soluble heavy crude thinner;Wherein, azodiisobutyronitrile and lauryl mercaptan account for mixed solution obtained by step (1) respectively
The 0.4% of quality and 2%.
To Tahe, tell and breathe out the reaction product that 0.5wt% is separately added into two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity that the initial viscosity of viscous crude is determined under 50 DEG C of constant temperature and is added after thinner, calculates viscosity break ratio, the results are shown in Table 1
With table 2.
Double-strand oil soluble heavy crude thinner using the preparation of embodiment 3 is studied its addition and imitated with viscosity reduction as research object
The relation of fruit, is as a result shown in Fig. 6.As shown in Figure 6 with the increase of addition, viscosity break ratio is in downward trend after first rising, although
When addition is 0.6wt%, viscosity break ratio is maximum, for the effect with respect to 0.5wt% dosages, difference very little.In view of scene
Using and financial cost, select 0.5wt% be optimal dosage.
Embodiment 10
Above example is Laboratory Evaluation, with reference to scene application, using the field experiment of Xinjiang Oilfield block as
Example, with heavy crude thinner auxiliary pit shaft produce, 6 mouthfuls of wells of field experiment, at the formation temperature viscosity of crude be 7520.2~
11630.5mPa.s, injects viscosity reduction agent solution, the concentration of polymer viscosity reducer is about 0.5wt%, in pump using well head slug formula
Send and fully mixed under effect with pit shaft viscous crude, well yield is significantly increased, going out viscous crude data by live Bian can obtain, to 6 mouthfuls of wells
Viscous crude has good viscosity reducing effect, and average viscosity break ratio reaches 64%.Existing oil-soluble viscosity reducer field test results are contrasted,
Using unified oil sample, viscosity average is measured at 50 DEG C for 8532mPa.s, test effect is shown in Table 3.
Embodiment 11
By taking the field experiment of Xinjiang Oilfield block as an example, produced with heavy crude thinner auxiliary pit shaft, it is existing with other 4 mouthfuls of wells
Field experiment, viscosity of crude is 6520.3~8630.0mPa.s at the formation temperature, and it is molten to inject thinner using well head slug formula
Liquid, the concentration of polymer viscosity reducer is about 0.5wt%, is fully mixed under pump action with pit shaft viscous crude, individual well is significantly increased
Yield, going out viscous crude data by live Bian can obtain, and the viscous crude of this 4 mouthfuls of wells equally has good viscosity reducing effect, and average viscosity break ratio reaches
To 67%.
Not viscosity reducing effect of the be the same as Example to Tahe Heavy Crude of table 1
Table 2 not be the same as Example to tell breathe out viscous crude viscosity reducing effect
The field test contrast of the different thinner viscosity reducing effects of table 3
Claims (8)
1. a kind of double-strand oil soluble heavy crude thinner, it is characterised in that including following components:Styrene, vinylacetate and chain
A length of C12~C20The double long-chain esters of maleic acid, three's mol ratio is 30-35:25-30:40-55.
2. double-strand oil soluble heavy crude thinner according to claim 1, it is characterised in that a length of C of chain12~C20Maleic acid
Double long-chain esters, which are prepared by the following method, to be obtained:It is 1 in molar ratio by maleic anhydride and alcohol:2-4 is mixed, and toluene is solvent, right
Toluenesulfonic acid is catalyst, under nitrogen protection, is warming up to 110-130 DEG C of reaction 4-5h, product at reduced pressure is distilled off into solvent,
Neutralized again with sig water, wash, be finally dried in vacuo, obtain a length of C of chain12~C20The double long-chain esters of maleic acid;Wherein, toluene sulphur
Acid accounts for the 0.8% of prepared product gross mass.
3. double-strand oil soluble heavy crude thinner according to claim 2, it is characterised in that alcohol is lauryl alcohol, tetradecyl alchohol, ten
Six alcohol, octadecyl alcolol or eicosanol.
4. the preparation method of the double-strand oil soluble heavy crude thinner as described in claim any one of 1-3, it is characterised in that including
Following steps:
(1) in proportion by styrene, vinylacetate and a length of C of chain12~C20The double long-chain esters mixing of maleic acid, add toluene,
Stirring and dissolving, obtains mixed solution;The content of wherein toluene accounts for the 40%-45% of three's reactant gross weight;
(2) under nitrogen protection, azo-initiator and chain-transferring agent are added into mixed solution obtained by step (1), stirring is simultaneously
75 DEG C of reaction 6-7h are warming up to, then vacuum rotary steam removes solvent, is subsequently added into methanol extraction, and n-hexane is washed 2-3 times, system
;Wherein, azo-initiator and chain-transferring agent account for respectively mixed solution quality obtained by step (1) 0.1%-0.6% and
1%-5%.
5. the preparation method of double-strand oil soluble heavy crude thinner according to claim 4, it is characterised in that azo triggers
Agent is ABVN or azodiisobutyronitrile or AMBN.
6. the preparation method of the double-strand oil soluble heavy crude thinner according to claim 4 or 5, it is characterised in that azo
Initiator accounts for 0.5% of mixed solution quality obtained by step (1).
7. the preparation method of double-strand oil soluble heavy crude thinner according to claim 4, it is characterised in that chain-transferring agent is
Stearyl mercaptan or lauryl mercaptan or isopropanol.
8. the preparation method of the double-strand oil soluble heavy crude thinner according to claim 4 or 7, it is characterised in that chain tra nsfer
Agent accounts for 3% of mixed solution quality obtained by step (1).
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110950997A (en) * | 2019-12-16 | 2020-04-03 | 西南石油大学 | High-molecular thick oil emulsifying viscosity reducer and preparation method and application thereof |
CN112321768A (en) * | 2021-01-05 | 2021-02-05 | 山东奥士德石油技术有限公司 | Preparation method of composite thick oil viscosity reducer |
CN112480894A (en) * | 2020-11-04 | 2021-03-12 | 东营东方化学工业有限公司 | Process for producing water-soluble viscosity-reducing composition for thick oil and viscosity-reducing composition obtained by the process |
CN112500843A (en) * | 2020-11-04 | 2021-03-16 | 东营东方化学工业有限公司 | Method for preparing viscosity reducer for cold recovery of heavy oil and viscosity reducer composition prepared by method |
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102719234A (en) * | 2012-07-03 | 2012-10-10 | 上海工程技术大学 | Thickened oil viscosity depressant as well as preparation method and application thereof |
CN105175629A (en) * | 2015-07-20 | 2015-12-23 | 山东大学 | High-wax thick oil pour point depressant and preparation method thereof |
-
2017
- 2017-03-16 CN CN201710155830.5A patent/CN106939157B/en not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102719234A (en) * | 2012-07-03 | 2012-10-10 | 上海工程技术大学 | Thickened oil viscosity depressant as well as preparation method and application thereof |
CN105175629A (en) * | 2015-07-20 | 2015-12-23 | 山东大学 | High-wax thick oil pour point depressant and preparation method thereof |
Non-Patent Citations (5)
Title |
---|
崔 敏: "油溶性稠油 降黏剂MSA的合成及影响 因素研究", 《油田化学》 * |
崔希丽: "马来酸双十八醇酯的合成", 《中国皮革》 * |
毛金成: "超稠油化学降粘剂研究与进展", 《应用化工》 * |
蒋宏伟: "一种油溶性稠油降粘剂的室内研制", 《大庆石油地质与开发》 * |
郑延成: "苯乙烯-马来酸十八酯-甲基丙烯酸酯的合成及其降凝效果", 《湖北化工》 * |
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