CN106939157B - 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 present invention provides a kind of double-strand oil soluble heavy crude thinners, including following components: styrene, vinylacetate and a length of C of chain12~C20The double long-chain esters of maleic acid, three's molar ratio is 30-35:25-30:40-55.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, toluene is added, 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); it stirs and is warming up to 75 DEG C of reaction 6-7h; obtain yellow solution; vacuum rotary steam removes partial solvent; it is subsequently added into methanol extraction, washs 2-3 times, obtains oily white solid.Product of the present invention good fluidity, becoming in lower incorporation can be obtained higher viscosity break ratio, and then improve the efficiency of thickened oil recovery.
Description
Technical field
The invention belongs to oil field thinner technical fields, and in particular to one kind is suitable for thickened oil recovery and transport and can be straight
Connect the new ds oil soluble heavy crude thinner and preparation method thereof of addition.
Background technique
Viscous crude is as a kind of energy resource with very big potential, and about 9~13,000,000,000,000 barrels of gross reserves, far more than traditional lightweight
The reserves of oil, can promote economic development, are able to satisfy following 40 years energy requirements, 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 technologies such as adopt.External thickened oil recovery
Major way have that (SF) is driven in cyclic steam simulation (CCS), steam, steam assisted gravity drive (SAGD), horizontal well air injection are urged
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 played 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.
For oil-soluble viscosity reducer compares emulsifying pour depressor, it can directly add, simple process, not need a large amount of water emulsifications
And the work of subsequent 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, additive amount are high.
Summary 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
The problems such as operation, while also solving existing thinner poor fluidity, and light oil mixing amount is high.
To achieve the above object, the technical solution adopted by 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 molar 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 to obtain: by maleic anhydride
It is in molar ratio 1:2-4 mixing with alcohol, toluene is solvent, and addition p-methyl benzenesulfonic acid is that catalyst is warming up under nitrogen protection
110-130 DEG C, esterification is carried out, water and toluene azeotropic generated is reacted and water is removed by water segregator, advantageous esterification is anti-
4-5h is reacted in the progress answered, and reaction is basically completed, and solvent is distilled off in product at reduced pressure, then 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, comprising 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, be added
Toluene, stirring and dissolving obtain mixed solution；Wherein the content of toluene accounts for the 40%-45% of three's reactant total weight；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azo-initiator and chain-transferring agent is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6-7h, obtains faint yellow
Solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, and it is i.e. double to obtain oily white solid
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 azobisisoheptonitrile or azodiisobutyronitrile or azobisisovaleronitrile.
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 are as follows:
A kind of double-strand oil soluble heavy crude thinner provided by the invention and preparation method thereof, has the advantages that
(1) thinner of existing report is compared, and thinner of the invention introduces 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 the maximum 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, spit breathe out viscous crude it is effective, can reduce
Oil well output is significantly increased in light oil mixing amount.
Detailed description of the invention
Fig. 1 is the infrared spectrum of 1 products therefrom of embodiment；
Fig. 2 is the infrared spectrum of 2 products therefrom of embodiment；
Fig. 3 is the infrared spectrum of 3 products therefrom of embodiment；
Fig. 4 is the infrared spectrum of 4 products therefrom of embodiment；
Fig. 5 is the infrared spectrum of 5 products therefrom of embodiment；
Fig. 6 is the relational graph of product of the present invention additive amount and viscosity reducing effect.
Specific embodiment
Embodiment 1
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprising the following steps:
(1) by double ten diester of styrene, vinylacetate and maleic acid, 35:25:40 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, double ten diester of maleic acid are prepared by the following method to obtain: being in molar ratio by maleic anhydride and lauryl alcohol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 110 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 4h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. double ten diester of maleic acid；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain 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, the result is shown in Figure 1 are carried out to reaction product.
It to Tahe, spits and breathes out the reaction product for being separately added into 0.5wt% in two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity for measuring the initial viscosity of viscous crude under 50 DEG C of constant temperature and being 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, comprising the following steps:
(1) by double 14 esters of styrene, vinylacetate and maleic acid, 30:25:45 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 45% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, double 14 esters of maleic acid are prepared by the following method to obtain: being in molar ratio by maleic anhydride and tetradecyl alchohol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 110 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 4h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. double 14 esters of maleic acid；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain 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, as a result sees Fig. 2.
It to Tahe, spits and breathes out the reaction product for being separately added into 0.5wt% in two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity for measuring the initial viscosity of viscous crude under 50 DEG C of constant temperature and being 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, comprising the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic, 35:25:40 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, di-hexadecanol maleic is prepared by the following method to obtain: being in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 120 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 4h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain 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, as a result sees Fig. 3.
It to Tahe, spits and breathes out the reaction product for being separately added into 0.5wt% in two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity for measuring the initial viscosity of viscous crude under 50 DEG C of constant temperature and being 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, comprising the following steps:
(1) by the double octadecyl esters of styrene, vinylacetate and maleic acid, 35:20:45 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 42% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, the double octadecyl esters of maleic acid are prepared by the following method to obtain: being in molar ratio by maleic anhydride and octadecyl alcolol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 120 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 4h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, the i.e. double octadecyl esters of maleic acid；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain 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, as a result sees Fig. 4.
It to Tahe, spits and breathes out the reaction product for being separately added into 0.5wt% in two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity for measuring the initial viscosity of viscous crude under 50 DEG C of constant temperature and being 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, comprising the following steps:
(1) by double 20 esters of styrene, vinylacetate and maleic acid, 35:25:40 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, double 20 esters of maleic acid are prepared by the following method to obtain: being in molar ratio by maleic anhydride and eicosanol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 130 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 5h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. double 20 esters of maleic acid；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain 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, as a result sees Fig. 5.
It to Tahe, spits and breathes out the reaction product for being separately added into 0.5wt% in two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity for measuring the initial viscosity of viscous crude under 50 DEG C of constant temperature and being 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, comprising the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic, 35:20:5 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 43% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, di-hexadecanol maleic is prepared by the following method to obtain: being in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 130 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 5h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azobisisoheptonitrile and Stearyl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain oily white solid i.e.
Double-strand oil soluble heavy crude thinner；Wherein, azobisisoheptonitrile 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 be obtained 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, comprising the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic, 32:25:43 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 45% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, di-hexadecanol maleic is prepared by the following method to obtain: being in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 130 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 5h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azobisisoheptonitrile and Stearyl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain oily white solid i.e.
Double-strand oil soluble heavy crude thinner；Wherein, azobisisoheptonitrile 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 3 equally can be obtained in example confirmation change initiator and chain tra nsfer is shown in Tables 1 and 2.
Embodiment 8
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprising the following steps:
(1) by styrene, vinylacetate and di-hexadecanol maleic, 35:25:40 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 40% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, di-hexadecanol maleic is prepared by the following method to obtain: being in molar ratio by maleic anhydride and hexadecanol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 130 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 5h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, i.e. di-hexadecanol maleic；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azobisisovaleronitrile and isopropanol is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains faint yellow molten
Liquid, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain oily white solid i.e. double-strand
Oil soluble heavy crude thinner；Wherein, azobisisovaleronitrile and isopropanol account for mixed solution quality obtained by step (1) respectively
0.4% and 2%.
The product viscosity reducing effect that example 3 equally can be obtained in example confirmation change initiator and chain tra nsfer is shown in Tables 1 and 2.
Embodiment 9
A kind of preparation method of double-strand oil soluble heavy crude thinner, comprising the following steps:
(1) by the double octadecyl esters of styrene, vinylacetate and maleic acid, 30:25:45 carries out free radical polymerization in molar ratio,
Using toluene as solvent, toluene dosage accounts for the 45% of three's reactant gross mass, stirring and dissolving, obtain mixed solution；
Wherein, the double octadecyl esters of maleic acid are prepared by the following method to obtain: being in molar ratio by maleic anhydride and octadecyl alcolol
1:2.1 mixing, is added into the three-necked flask of 250mL, 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), in addition reflux condensing tube, water segregator, start agitating device, constant speed 300-
350r/pm is warming up to 120 DEG C under nitrogen protection, reacts and solvent is distilled off in product at reduced pressure after 4h, then in sig water
With washing is finally dried in vacuo, and obtains the powder solid of white, the i.e. double octadecyl esters of maleic acid；
(2) it is passed through nitrogen in the flask device equipped with condensing reflux pipe and thermometer, under nitrogen protection, to step
(1) azodiisobutyronitrile and lauryl mercaptan is added in gained mixed solution, stirs and be warming up to 75 DEG C of reaction 6h, obtains yellowish
Color solution, vacuum rotary steam remove partial solvent, are subsequently added into methanol extraction, and n-hexane washs 2-3 times, obtain 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%.
It to Tahe, spits and breathes out the reaction product for being separately added into 0.5wt% in two kinds of viscous crude oil samples, carry out viscosity-reducing performance test,
The viscosity for measuring the initial viscosity of viscous crude under 50 DEG C of constant temperature and being added after thinner, calculates viscosity break ratio, the results are shown in Table 1
With table 2.
The double-strand oil soluble heavy crude thinner prepared using embodiment 3 is studied its additive amount and viscosity reduction is imitated as research object
The relationship of fruit, is as a result shown in Fig. 6.As shown in Figure 6 with the increase of additive amount, viscosity break ratio is in downward trend after first rising, although
When additive amount is 0.6wt%, viscosity break ratio is maximum, for the effect of opposite 0.5wt% dosage, difference very little.In view of scene
Using and economic cost, select 0.5wt% be optimal dosage.
Embodiment 10
Above embodiments are Laboratory Evaluation, and in conjunction with field application, the field experiment with Xinjiang Oilfield block is
Example, with heavy crude thinner auxiliary pit shaft production, 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 using well head slug formula, and the concentration of polymer viscosity reducer is about 0.5wt%, is being pumped
It send and sufficiently mix with pit shaft viscous crude under effect, well yield is significantly increased, producing viscous crude data by scene 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 compared,
Using unified oil sample, it is 8532mPa.s that viscosity average is measured at 50 DEG C, and test effect is shown in Table 3.
Embodiment 11
It is existing with other 4 mouthfuls of wells with heavy crude thinner auxiliary pit shaft production by taking the field experiment of Xinjiang Oilfield block as an example
Field experiment, viscosity of crude is 6520.3~8630.0mPa.s at the formation temperature, molten using well head slug formula injection thinner
Liquid, the concentration of polymer viscosity reducer are about 0.5wt%, sufficiently mix with pit shaft viscous crude under pump action, individual well is significantly increased
Yield can be obtained by scene extraction viscous crude data, and the viscous crude of this 4 mouthfuls of wells equally has good viscosity reducing effect, and average viscosity break ratio reaches
To 67%.
Viscosity reducing effect of the different embodiments of table 1 to Tahe Heavy Crude
The different embodiments of table 2 are to the viscosity reducing effect for spitting Kazakhstan viscous crude
The field test comparison of the different thinner viscosity reducing effects of table 3
Claims (6)
1. a kind of double-strand oil soluble heavy crude thinner, which is characterized in that including following components: styrene, vinylacetate and chain
A length of C12~C20The double long-chain esters of maleic acid, three's molar ratio is 30-35:25-30:40-55；
Wherein, a length of C of chain12~C20The double long-chain esters of maleic acid be prepared by the following method to obtain: maleic anhydride and alcohol are massaged
You are than being that 1:2-4 is mixed, and toluene is solvent, and p-methyl benzenesulfonic acid is catalyst, under nitrogen protection, is warming up to 110-130 DEG C instead
4-5h is answered, solvent is distilled off in product at reduced pressure, then neutralized with sig water, is washed, is finally dried in vacuo, obtains a length of C of chain12~
C20The double long-chain esters of maleic acid；Wherein, toluenesulfonic acid accounts for the 0.8% of prepared product gross mass；The alcohol is lauryl alcohol, ten
Tetrol, hexadecanol or eicosanol.
2. the preparation method of double-strand oil soluble heavy crude thinner as described in claim 1, which is characterized in that including following step
It is rapid:
(1) in proportion by styrene, vinylacetate and a length of C of chain12~C20The double long-chain esters mixing of maleic acid, toluene is added,
Stirring and dissolving obtains mixed solution；Wherein the content of toluene accounts for the 40%-45% of three's reactant total 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 washs 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%.
3. the preparation method of double-strand oil soluble heavy crude thinner according to claim 2, which is characterized in that azo causes
Agent is azobisisoheptonitrile or azodiisobutyronitrile or azobisisovaleronitrile.
4. the preparation method of double-strand oil soluble heavy crude thinner according to claim 2 or 3, which is characterized in that azo
Initiator accounts for 0.5% of mixed solution quality obtained by step (1).
5. the preparation method of double-strand oil soluble heavy crude thinner according to claim 2, which is characterized in that chain-transferring agent is
Stearyl mercaptan or lauryl mercaptan or isopropanol.
6. the preparation method of double-strand oil soluble heavy crude thinner according to claim 2 or 5, which is characterized in that chain tra nsfer
Agent accounts for 3% of mixed solution quality obtained by step (1).
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| 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 |
| CN112321768B (en) * | 2021-01-05 | 2021-03-16 | 山东奥士德石油技术有限公司 | Preparation method of composite thick oil viscosity reducer |
| CN112898475B (en) * | 2021-01-21 | 2022-01-25 | 西南石油大学 | Amphiphilic asphaltene inhibitor and preparation method thereof |
| CN115584253B (en) * | 2022-09-20 | 2023-08-25 | 中国石油天然气股份有限公司 | Multifunctional wax-proofing agent and preparation method thereof |
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 |
|---|
| 一种油溶性稠油降粘剂的室内研制;蒋宏伟;《大庆石油地质与开发》;20050401;81-85 * |
| 油溶性稠油 降黏剂MSA的合成及影响 因素研究;崔 敏;《油田化学》;20130925;430-433 * |
| 苯乙烯-马来酸十八酯-甲基丙烯酸酯的合成及其降凝效果;郑延成;《湖北化工》;20000425;摘要，1.2 马来酸十八酯的合成 * |
| 超稠油化学降粘剂研究与进展;毛金成;《应用化工》;20160427;第45卷(第7期);3．2 抗高温高盐油溶性降粘剂 * |
| 马来酸双十八醇酯的合成;崔希丽;《中国皮革》;20060903;38-42 * |
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