CN114031699B - Alcoholysis modified diesel pour point depressant and preparation method and application thereof - Google Patents
Alcoholysis modified diesel pour point depressant and preparation method and application thereof Download PDFInfo
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Abstract
The invention relates to an alcoholysis modified diesel oil pour point depressant and a preparation method and application thereof. Compared with the prior art, the pour point depressant prepared by the invention effectively enhances the pour point depressant effect of diesel oil, greatly improves the low-temperature flow property of the diesel oil, and provides a wide space for the application of the pour point depressant in the diesel oil.
Description
Technical Field
The invention belongs to the technical field of diesel pour point depressants, and relates to an alcoholysis modified diesel pour point depressant, a preparation method and application thereof.
Background
Diesel oil is a light petroleum product with carbon number ranging from 10 to 22, and is widely applied to the fields of national defense, industry, agriculture, transportation industry and the like. The diesel oil gradually separates out wax crystals at low temperature and is crosslinked with each other to form a three-dimensional network structure, and the residual liquid diesel oil is wrapped up, so that the diesel oil loses low-temperature fluidity, and a fuel oil pipeline or a filter in a diesel oil system is blocked, thereby seriously affecting the storage, transportation and use of the oil in cold areas. At present, methods for improving the low-temperature fluidity of diesel oil include a pour point depressant addition method, a heating method, a dewaxing device establishment method, a diesel oil blending method and the like. Compared with other methods, the pour point depressant has the advantages of small dosage, wide raw material sources, low price, simple process, good pour point depressing effect and the like, and the condensation point and the cold filtration point of the diesel oil can be obviously reduced by adding a small amount of the pour point depressant, so that the low-temperature flow property of the diesel oil is improved, and the pour point depressant is widely focused, developed and applied.
The pour point depressant used at present is mostly oil-soluble high molecular polymer, and the molecular structure mainly comprises two parts of long-chain alkane and polar groups, and the two parts play different roles in the diesel oil pour point depressant process. Pour point depressants can be classified into the following categories depending on the monomer: polymethacrylates, polyethylene-vinyl acetates, polyalphaolefins, alkylnaphthalenes, maleic anhydrides, and the like.
Disclosure of Invention
The invention aims to provide an alcoholysis modified diesel pour point depressant capable of reducing the condensation point and the cold filtration point of diesel, and a preparation method and application thereof.
The aim of the invention can be achieved by the following technical scheme:
a preparation method of an alcoholysis modified diesel pour point depressant comprises the following steps:
(m, n, p are integers greater than or equal to 1)
Uniformly mixing tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer with tetradecyl alcohol, an organic solvent and an alcoholysis catalyst, heating for reaction, and separating and purifying to obtain the alcoholysis modified diesel pour point depressant.
Further, the mole ratio of the tetradecanol to the terpolymer is (2-3): 1.
Further, the alcoholysis catalyst is p-toluenesulfonic acid, and the mass dosage is 1.0-1.5% (preferably 1.2%) of the total mass of tetradecanol and the terpolymer; in the heating reaction, the reaction temperature is 130-150 ℃ and the reaction time is 24 hours.
Further, the organic solvent is xylene.
Further, the separation and purification sequentially comprises rotary evaporation to remove the organic solvent, absolute ethyl alcohol washing and vacuum drying.
Further, the preparation method of the terpolymer comprises the following steps:
(m, n, p are integers greater than or equal to 1)
Mixing tetradecyl methacrylate, benzyl methacrylate and maleic anhydride in a solvent, adding an initiator in an inert gas atmosphere, performing polymerization reaction, and separating and purifying to obtain the tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer;
the molar ratio of the tetradecyl methacrylate, the benzyl methacrylate and the maleic anhydride is (2-4) 1:1.
Further, the initiator is benzoyl peroxide, and the mass dosage of the initiator is 0.8-1.0% of the total mass of the tetradecyl methacrylate, the benzyl methacrylate and the maleic anhydride; the solvent is toluene;
in the polymerization reaction, the reaction temperature is 110-130 ℃ and the reaction time is 7-10h.
Further, the separation and purification sequentially comprises rotary evaporation to remove the solvent, absolute ethyl alcohol washing and vacuum drying.
Further, the preparation method of the tetradecyl methacrylate comprises the following steps:
mixing tetradecanol, methacrylic acid, a co-thermal polymerization inhibitor and a co-thermal catalyst in a solvent, performing a co-thermal reaction, and purifying to obtain tetradecyl methacrylate;
wherein the molar ratio of the tetradecyl alcohol to the methacrylic acid is 1 (1-1.5); the co-thermal polymerization inhibitor is hydroquinone, and the mass dosage is 0.5-0.7% of the total mass of tetradecyl alcohol and methacrylic acid; the co-heated catalyst is p-toluenesulfonic acid, and the mass dosage of the co-heated catalyst is 1.0-1.5% of the total mass of tetradecyl alcohol and methacrylic acid; the solvent is toluene;
in the co-thermal reaction, the reaction temperature is 90-140 ℃ and the reaction time is 4-6h.
Further, the purification treatment sequentially comprises alkali washing, distilled water washing to be neutral, rotary steaming to remove toluene and vacuum drying.
Further, the preparation method of the benzyl methacrylate comprises the following steps:
benzyl alcohol, methacrylic acid, a synthetic polymerization inhibitor and a synthetic catalyst are mixed in a solvent to carry out a synthetic reaction, and then the benzyl methacrylate is obtained through purification treatment;
wherein the molar ratio of the benzyl alcohol to the methacrylic acid is 1 (1-1.5); the synthetic polymerization inhibitor is hydroquinone, and the mass dosage is 0.5-0.7% of the total mass of benzyl alcohol and methacrylic acid; the synthetic catalyst is p-toluenesulfonic acid, and the mass dosage is 1.0-1.5% of the total mass of benzyl alcohol and methacrylic acid; the solvent is toluene;
in the co-thermal reaction, the reaction temperature is 90-140 ℃ and the reaction time is 4-6h.
Further, the purification treatment sequentially comprises alkali washing, distilled water washing to be neutral, rotary steaming to remove toluene and vacuum drying.
As a preferable technical scheme, in the rotary steaming process, the rotary steaming temperature is 60-80 ℃; in the vacuum drying process, the drying temperature is 45-60 ℃ and the drying time is 8-10h.
The alcoholysis modified diesel pour point depressant is prepared by the method.
The application of the alcoholysis modified diesel oil pour point depressant comprises the step of using the pour point depressant to reduce the cold filter plugging point and the condensation point of diesel oil. The preferred application method comprises the following steps: adding pour point depressant into diesel oil in an amount of 0.05-0.2% of the mass of the diesel oil, and performing ultrasonic treatment at 25-45deg.C for 30-40min.
Compared with the prior art, the invention has the following characteristics:
1) In the pour point depressant prepared by the invention, long-ester paraffin and paraffin crystals in diesel oil are eutectic, so that the oil solubility of the polymer is increased;
2) In the ternary polymer pour point depressant prepared by the invention, the comb-shaped structure of the tetradecyl methacrylate provides a large number of nucleation sites, so that wax crystals in the diesel oil grow on the nucleation sites instead of mutual cluster growth. The phenyl of the benzyl methacrylate generates intermolecular force, and is adsorbed on the surface of the wax crystal, so that the wax crystal is uniformly distributed in a system, the polarity between maleic anhydride and benzyl methacrylate molecules also prevents further growth of the wax crystal, the wax crystal is in a form shown in fig. 5 (b), and compared with pure diesel oil shown in fig. 5 (a), the wax crystal is dispersed instead of clustered together, thereby reducing the condensation point and cold filtration point of the diesel oil and improving the low-temperature flow property of the diesel oil;
3) According to the pour point depressant prepared by the invention, the terpolymer is subjected to alcoholysis modification by tetradecyl alcohol, maleic anhydride is subjected to ring opening, more nucleation sites are provided by two cis-form long alkyl chains for dressing, more wax crystals in diesel are grown on the nucleation sites, the size of the wax crystals in a system is smaller, the wax crystal form is as shown in fig. 5 (c), and the low-temperature fluidity of the diesel is further improved by long-chain alcoholysis modification;
4) The pour point depressant prepared by the invention has the advantages of simple synthesis method, few raw material types, small dosage and stable performance;
5) The pour point depressant prepared by the invention effectively reduces the condensation point and the cold filtration point of diesel oil, and experiments show that the obtained diesel oil pour point depressant is added to the market 0 # Diesel oilThe condensation point of the diesel oil is reduced by 17-25 ℃ and the cold filtration point is reduced by 7-9 ℃ at the highest, so that the low-temperature flow property of the diesel oil is greatly improved, and the invention has wide application prospect in the field of diesel oil application.
Drawings
FIG. 1 is a 1H-NMR chart of a tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer in example 1; (m, n, p are integers of 1 or more);
FIG. 2 is an infrared plot of tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer of example 1; (m, n, p are integers of 1 or more);
FIG. 3 is a 1H-NMR chart of a tetradecyl methacrylate-benzyl methacrylate-tetradecyl maleic anhydride-modified copolymer in example 1; (m, n, p are integers of 1 or more);
FIG. 4 is an infrared plot of a tetradecyl methacrylate-benzyl methacrylate-maleic anhydride tetradecyl alcohol modified copolymer of example 1; (m, n, p are integers of 1 or more);
FIG. 5 is a microscopic photograph of a polarizing microscope at-20℃of pure diesel oil (a), 1000ppm of tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer (b) of example 1 added to diesel oil, and 1000ppm of tetradecyl methacrylate-benzyl methacrylate-maleic anhydride (4:1:1) tetradecyl alcoholysis modified copolymer (c) of example 1 added to diesel oil, all of which were 0.Songjiang # Diesel oil.
Detailed Description
The invention will now be described in detail with reference to the drawings and specific examples.
A preparation method of an alcoholysis modified diesel pour point depressant comprises the following steps:
s1: preparation of tetradecyl methacrylate
Adding tetradecyl alcohol and methacrylic acid into toluene solvent in a molar ratio of 1 (1-1.5), heating and stirring to dissolve solid, adding hydroquinone serving as a polymerization inhibitor and p-toluenesulfonic acid serving as a catalyst, preheating for 1h, heating to 90-140 ℃ for reaction for 4-6h, washing the product to be neutral by alkali, washing by distilled water, removing toluene by rotary evaporation, and drying in vacuum to obtain tetradecyl methacrylate;
wherein, the mass dosage of hydroquinone is 0.5-0.7% of the total mass of tetradecyl alcohol and methacrylic acid; the mass dosage of the catalyst p-toluenesulfonic acid is 1.0-1.5% of the total mass of tetradecyl alcohol and methacrylic acid; the preheating temperature is preferably 90 ℃;
s2: preparation of benzyl methacrylate
Adding benzyl alcohol and methacrylic acid into toluene solvent according to a molar ratio of 1 (1-1.5), heating and stirring to dissolve solid, adding hydroquinone serving as a polymerization inhibitor and p-toluenesulfonic acid serving as a catalyst, preheating for 1h, heating to 90-140 ℃ for reaction for 4-6h, washing the product to be neutral by alkali, washing by distilled water, removing toluene by rotary evaporation, and drying in vacuum to obtain benzyl methacrylate;
wherein, the mass dosage of the hydroquinone is 0.5 to 0.7 percent of the total mass of the benzyl alcohol and the methacrylic acid; the mass dosage of the catalyst p-toluenesulfonic acid is 1.0-1.5% of the total mass of benzyl alcohol and methacrylic acid; the preheating temperature is preferably 90 ℃;
s3: preparation of tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer
(m, n, p are integers greater than or equal to 1)
Mixing tetradecyl methacrylate, benzyl methacrylate and maleic anhydride in the molar ratio of (2-4) 1:1 in toluene solvent, putting the mixed solution in inert gas atmosphere by repeating the vacuum pumping and nitrogen introducing modes for a plurality of times, dropwise adding benzoyl peroxide serving as an initiator, carrying out polymerization reaction at 110-130 ℃ for 7-10h, removing the solvent by rotary evaporation, adding absolute ethyl alcohol into the mixed solution for washing, and then carrying out vacuum drying to obtain a terpolymer;
wherein the mass dosage of benzoyl peroxide is 0.8-1.0% of the total mass of the tetradecyl methacrylate, the benzyl methacrylate and the maleic anhydride;
s4: preparation of alcoholysis modified diesel pour point depressant
(m, n, p are integers greater than or equal to 1)
Mixing tetradecanol and terpolymer in the molar ratio of (2-3) 1 in solvent dimethylbenzene, adding catalyst p-toluenesulfonic acid, heating to 130-150 ℃ for reaction for 24 hours, removing the solvent by rotary evaporation of the product mixed solution, adding absolute ethyl alcohol into the product mixed solution for washing, and then carrying out vacuum drying to obtain the alcoholysis modified diesel pour point depressant;
wherein, the mass dosage of the p-toluenesulfonic acid is 1.0-1.5 percent (preferably 1.2 percent) of the total mass of the tetradecyl alcohol and the terpolymer.
As a preferable technical scheme, in the rotary steaming process, the rotary steaming temperature is 60-80 ℃; in the vacuum drying process, the drying temperature is 45-60 ℃ and the drying time is 8-10h.
The alcoholysis modified diesel pour point depressant is prepared by the method, and can be used for lowering the cold filtration point and condensation point of diesel. The preferred application method comprises the following steps: adding pour point depressant into diesel oil in an amount of 0.05-0.2% of the mass of the diesel oil, and performing ultrasonic treatment at 25-45deg.C for 30-40min.
The present embodiment is implemented on the premise of the technical scheme of the present invention, and a detailed implementation manner and a specific operation process are given, but the protection scope of the present invention is not limited to the following examples.
In the following examples, the raw materials used were all purchased from Shanghai Taitan technologies Co., ltd; the measuring method of the condensation point and the cold filtering point is respectively carried out according to the GB/T510-83 petroleum product condensation point measuring method and the SH/T0248-2006 diesel oil and civil heating oil cold filtering point measuring method.
Example 1:
a pour point depressant for reducing cold filtration point and condensation point of diesel oil is prepared by polymerizing tetradecyl methacrylate, benzyl methacrylate and maleic anhydride (molar ratio 4:1:1), and then carrying out alcoholysis modification by tetradecyl alcohol, wherein the specific preparation process is as follows:
1) Putting the three-neck flask into a constant-temperature magnetic stirrer, respectively installing a thermometer, a water separator and a reflux condenser, dissolving 21.68g (0.101 mol) of tetradecyl alcohol and 10.50g (0.122 mol) of methacrylic acid into 40mL of toluene, then adding 0.19g of hydroquinone serving as a polymerization inhibitor and 0.38g of p-toluenesulfonic acid, mixing, heating to 60 ℃ and stirring to completely dissolve solids; heating to 90 ℃ for reaction for 1 hour, and continuously heating to 120 ℃ for reflux reaction for 6 hours;
after the reaction is finished, cooling to room temperature, pouring into a separating funnel, washing 3 times with 5% NaOH to be slightly alkaline, washing 3 times with distilled water to be neutral, standing for layering to remove bottom liquid, pouring an upper layer substance into a round bottom flask, performing rotary evaporation at 60 ℃ by a rotary evaporator, and drying in a vacuum drying oven at 50 ℃ for 10 hours to obtain tetradecyl methacrylate;
2) The three-neck flask is placed in a constant temperature magnetic stirrer, a thermometer, a water separator and a reflux condenser are respectively arranged, 10.81g (0.099 mol) benzyl alcohol and 10.18g (0.125 mol) methacrylic acid are dissolved in 40mL toluene, then 0.12g polymerization inhibitor hydroquinone and 0.25g p-toluenesulfonic acid are added, and the mixture is mixed and heated to 60 ℃ for stirring to completely dissolve the solid; heating to 90 ℃ for reaction for 1 hour, and continuously heating to 120 ℃ for reflux reaction for 6 hours;
after the reaction is finished, cooling to room temperature, pouring into a separating funnel, washing 3 times with 5% NaOH to be slightly alkaline, washing 3 times with distilled water to be neutral, standing for layering to remove bottom liquid, pouring an upper layer substance into a round bottom flask, performing rotary evaporation at 60 ℃ by a rotary evaporator, and drying in a vacuum drying oven at 50 ℃ for 10 hours to obtain benzyl methacrylate;
3) The three-necked flask was placed in a constant temperature magnetic stirrer, and a constant pressure separating funnel, a reflux condenser and a nitrogen inlet pipe were installed, respectively, followed by sequential addition of 5.65g (0.02 mol) of tetradecyl methacrylate, 0.88g (0.005 mol) of benzyl methacrylate, 0.49g (0.005 mol) of maleic anhydride, and 20mL of toluene; then the three-neck flask is vacuumized for 3min, nitrogen is introduced for 3min, the process is repeated for three times, and air in the reaction flask is removed;
heating to 120 ℃, slowly dripping 20mL of toluene solution (dripping is completed in 30 min) dissolved with 0.07g of benzoyl peroxide through a constant pressure separating funnel, stirring and refluxing at 120 ℃ for polymerization reaction for 8h;
after the reaction is finished, cooling to room temperature, rotationally evaporating the obtained reaction liquid at 50 ℃, removing the solvent until no liquid flows out, pouring absolute ethyl alcohol for washing for 3 times to remove the benzoyl peroxide serving as an initiator, and obtaining a sticky jelly; then placing the mixture into a vacuum drying oven at 50 ℃ for vacuum drying for 10 hours to obtain the tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer shown in the formula (I);
the obtained product is subjected to nuclear magnetic characterization as shown in figure 1, and infrared characterization as shown in figure 2.
4) Putting the three-neck flask into a constant-temperature magnetic stirrer, respectively installing a thermometer, a water separator and a reflux condenser, then adding 2.11g (0.0015 mol) of the terpolymer and 0.68g (0.00375 mol) of tetradecyl alcohol, then adding 45mL of dimethylbenzene and 0.033g of catalyst p-toluenesulfonic acid, and raising the reaction temperature to 145 ℃ for 24 hours;
after the reaction is finished, cooling to room temperature, removing the solvent by rotary evaporation at 50 ℃ until no liquid flows out, pouring absolute ethyl alcohol to wash for 3 times to remove the benzoyl peroxide serving as an initiator, obtaining a viscous jelly, and placing the jelly into a vacuum drying oven at 50 ℃ to be dried for 10 hours in vacuum, thus obtaining the alcoholysis modified ternary polymer pour point depressant shown in the formula (II).
The obtained product is subjected to nuclear magnetic characterization as shown in fig. 3, and infrared characterization as shown in fig. 4.
Example 2:
a pour point depressant for reducing cold filtering point and condensation point of diesel oil is shown in formula (II), and is prepared from terpolymer prepared by polymerizing tetradecyl methacrylate, benzyl methacrylate and maleic anhydride (molar ratio 2:1:1), and then carrying out alcoholysis modification by tetradecyl alcohol. The preparation method differs from example 1 only in the molar ratio of the monomer polymerization in step 3, that is, the amount of tetradecyl methacrylate added is 5.65g (0.02 mol), the amount of benzyl methacrylate added is 1.76g (0.01 mol), and the amount of maleic anhydride added is 0.98g (0.01 mol). Then, 20mL of a toluene solution containing 0.08g of benzoyl peroxide was slowly added dropwise via a constant pressure separating funnel. The amount of terpolymer and tetradecyl ester used in the alcoholysis process and the amount of catalyst were the same as in example 1.
Application examples:
pure Songjiang river 0 # The diesel oil number is 0, the ternary polymer prepared in the embodiment 1-2 is respectively 1 in molar ratio of 4:1:1, the molar ratio of 2:1:1 is respectively 2, the number of the alcoholysis modified ternary polymer pour point depressant is respectively 3 with the number of the 4:1:1, the number of the alcoholysis modified ternary polymer pour point depressant is respectively 4, and the ternary polymer pour point depressant is respectively added into Songjiang 0 according to 0.05-0.2% of the mass of diesel oil as the diesel oil pour point depressant # In diesel oil, the diesel oil is treated by ultrasonic for 30min at 30 ℃, the condensation point is measured according to GB/T510-1991, the cold filtration point is measured according to SH/T0248-2006, and the average value of the two results is taken. 0 before and after the addition of the diesel pour point depressant obtained in examples 1-2 # The diesel oil condensation point and cold filter plugging point test results are shown in table 1.
TABLE 1
Δsp represents 0 to which the diesel pour point depressant of the example was added # The reduction in the congealing point of diesel relative to 0# diesel. ΔCFPP represents diesel pour point depressant 0 to which the present invention is added # Diesel has a reduced cold filter plugging point relative to diesel # 0. As shown by the test results of application examples 1-4, compared with the prior art, the alcoholysis diesel pour point depressant has obvious effect of reducing the condensation point and the cold filtration point of diesel, wherein the highest condensation point is reduced by 9 ℃ before modification, the cold filtration point is reduced by 3 ℃, the highest condensation point is reduced by 25 ℃ after modification, and the cold filtration point is reduced by 9 ℃.
The previous description of the embodiments is provided to facilitate a person of ordinary skill in the art in order to make and use the present invention. It will be apparent to those skilled in the art that various modifications can be readily made to these embodiments and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present invention is not limited to the above-described embodiments, and those skilled in the art, based on the present disclosure, should make improvements and modifications without departing from the scope of the present invention.
Claims (8)
1. The preparation method of the alcoholysis modified diesel pour point depressant is characterized by comprising the following steps: uniformly mixing tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer with tetradecyl alcohol, an organic solvent and an alcoholysis catalyst, heating for reaction, and separating and purifying to obtain an alcoholysis modified diesel pour point depressant;
wherein the mole ratio of the tetradecyl alcohol to the terpolymer is (2-3): 1; the alcoholysis catalyst is p-toluenesulfonic acid, and the mass dosage of the alcoholysis catalyst is 1.0-1.5% of the total mass of tetradecyl alcohol and terpolymer; in the heating reaction, the reaction temperature is 130-150 ℃ and the reaction time is 24h.
2. The method for preparing the alcoholysis modified diesel pour point depressant according to claim 1, wherein the preparation method of the terpolymer comprises the following steps: mixing tetradecyl methacrylate, benzyl methacrylate and maleic anhydride in a solvent, adding an initiator in an inert gas atmosphere, performing polymerization reaction, and separating and purifying to obtain the tetradecyl methacrylate-benzyl methacrylate-maleic anhydride terpolymer;
the molar ratio of the tetradecyl methacrylate, the benzyl methacrylate and the maleic anhydride is (2-4) 1:1.
3. The preparation method of the alcoholysis modified diesel pour point depressant according to claim 2, wherein the initiator is benzoyl peroxide, and the mass dosage of the initiator is 0.8-1.0% of the total mass of tetradecyl methacrylate, benzyl methacrylate and maleic anhydride;
in the polymerization reaction, the reaction temperature is 110-130 ℃ and the reaction time is 7-10h.
4. The method for preparing the alcoholysis modified diesel pour point depressant according to claim 2, wherein the method for preparing the tetradecyl methacrylate comprises the following steps:
mixing tetradecanol, methacrylic acid, a co-thermal polymerization inhibitor and a co-thermal catalyst in a solvent, performing a co-thermal reaction, and purifying to obtain tetradecyl methacrylate;
wherein the molar ratio of the tetradecyl alcohol to the methacrylic acid is 1 (1-1.5); the co-thermal polymerization inhibitor is hydroquinone, and the mass dosage is 0.5-0.7% of the total mass of tetradecyl alcohol and methacrylic acid; the co-heated catalyst is p-toluenesulfonic acid, and the mass dosage of the co-heated catalyst is 1.0-1.5% of the total mass of tetradecyl alcohol and methacrylic acid;
in the co-thermal reaction, the reaction temperature is 90-140 ℃ and the reaction time is 4-6h.
5. The method for preparing the alcoholysis modified diesel pour point depressant according to claim 2, which is characterized in that the method for preparing benzyl methacrylate comprises the following steps:
benzyl alcohol, methacrylic acid, a synthetic polymerization inhibitor and a synthetic catalyst are mixed in a solvent to carry out a synthetic reaction, and then the benzyl methacrylate is obtained through purification treatment;
wherein the molar ratio of the benzyl alcohol to the methacrylic acid is 1 (1-1.5); the synthetic polymerization inhibitor is hydroquinone, and the mass dosage is 0.5-0.7% of the total mass of benzyl alcohol and methacrylic acid; the synthetic catalyst is p-toluenesulfonic acid, and the mass dosage is 1.0-1.5% of the total mass of benzyl alcohol and methacrylic acid;
in the co-thermal reaction, the reaction temperature is 90-140 ℃ and the reaction time is 4-6h.
6. An alcoholysis modified diesel pour point depressant prepared by the method of any one of claims 1 to 5.
7. The use of an alcoholysis-modified diesel pour point depressant of claim 6, wherein the pour point depressant is used to lower the cold filter plugging point and the condensation point of diesel.
8. The use of an alcoholysis modified diesel pour point depressant according to claim 7, wherein the method of use comprises: adding pour point depressant into diesel oil in an amount of 0.05-0.2% of the mass of the diesel oil, and performing ultrasonic treatment at 25-45deg.C for 30-40min.
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| US20140187451A1 (en) * | 2012-12-29 | 2014-07-03 | Yousef Tamsilian | Producing Nanostructure of Polymeric Core-Shell to Intelligent Control solubility of Hidrophilic Polymer during Polymer Flooding Process |
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