CN116023924A - Main and guest synergistic pour point depressant composition, and preparation method and application thereof - Google Patents
Main and guest synergistic pour point depressant composition, and preparation method and application thereof Download PDFInfo
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- CN116023924A CN116023924A CN202111241654.XA CN202111241654A CN116023924A CN 116023924 A CN116023924 A CN 116023924A CN 202111241654 A CN202111241654 A CN 202111241654A CN 116023924 A CN116023924 A CN 116023924A
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- point depressant
- depressant composition
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- 239000000203 mixture Substances 0.000 title claims abstract description 67
- 230000000994 depressogenic effect Effects 0.000 title claims abstract description 65
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 9
- 238000002360 preparation method Methods 0.000 title abstract description 12
- 125000000129 anionic group Chemical group 0.000 claims abstract description 45
- 239000004094 surface-active agent Substances 0.000 claims abstract description 45
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 42
- 239000010779 crude oil Substances 0.000 claims abstract description 41
- 238000002156 mixing Methods 0.000 claims abstract description 16
- 239000002270 dispersing agent Substances 0.000 claims description 33
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical class O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 25
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 22
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 14
- 229920000858 Cyclodextrin Polymers 0.000 claims description 13
- 229910052708 sodium Inorganic materials 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- -1 Amino- Chemical class 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 229940080345 gamma-cyclodextrin Drugs 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 229920001450 Alpha-Cyclodextrin Polymers 0.000 claims description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000001116 FEMA 4028 Substances 0.000 claims description 4
- 229940043377 alpha-cyclodextrin Drugs 0.000 claims description 4
- 235000011175 beta-cyclodextrine Nutrition 0.000 claims description 4
- 229960004853 betadex Drugs 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
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- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 238000009833 condensation Methods 0.000 abstract description 8
- 230000005494 condensation Effects 0.000 abstract description 8
- 239000013078 crystal Substances 0.000 abstract description 7
- 230000015572 biosynthetic process Effects 0.000 abstract description 5
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- 238000003756 stirring Methods 0.000 description 12
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- YZOUYRAONFXZSI-SBHWVFSVSA-N (1S,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31S,33R,35R,36R,37S,38R,39S,40R,41S,42R,43S,44R,45S,46R,47S,48R,49S)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-37,39,40,41,42,43,44,45,46,47,48,49-dodecamethoxy-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,38-diol Chemical compound O([C@@H]([C@H]([C@@H]1OC)OC)O[C@H]2[C@@H](O)[C@@H]([C@@H](O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3O)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O3)O[C@@H]2CO)OC)[C@H](CO)[C@H]1O[C@@H]1[C@@H](OC)[C@H](OC)[C@H]3[C@@H](CO)O1 YZOUYRAONFXZSI-SBHWVFSVSA-N 0.000 description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
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- 230000009471 action Effects 0.000 description 3
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 3
- 239000003638 chemical reducing agent Substances 0.000 description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 230000005496 eutectics Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 238000005580 one pot reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
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- 239000001099 ammonium carbonate Substances 0.000 description 1
- 235000012501 ammonium carbonate Nutrition 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 150000001793 charged compounds Chemical class 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
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- 238000013329 compounding Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
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- 238000010586 diagram Methods 0.000 description 1
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 1
- 238000000119 electrospray ionisation mass spectrum Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
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- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
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- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Detergent Compositions (AREA)
Abstract
The invention relates to the technical field of crude oil pour point depression, and discloses a host-guest synergistic pour point depression composition, a preparation method and application thereof. The pour point depressant composition contains the following components which are stored independently or stored by mixing more than two of the components: the anionic sulfonate surfactant is a branched tail-chain type anionic sulfonate surfactant with a structure shown in a formula (I). Under the multi-effect synergy of the pour point depressant composition provided by the invention, the formation of a wax crystal three-dimensional network structure is effectively inhibited, and the wax is successfully containedThe condensation point of crude oil is reduced by more than 15 ℃, and the pour point depressant composition has good fluidity, is shear resistant, is easy to use on site, and can improve the pipe transportation stability.
Description
Technical Field
The invention relates to the technical field of crude oil pour point depression, in particular to a host-guest synergistic pour point depression composition, a preparation method and application thereof.
Background
At present, the proportion of wax content in crude oil in China is high, the wax content is up to 15-37 wt%, and the wax content of individual crude oil is even up to more than 40 wt%.
The high-wax-content crude oil has high condensation point and poor low-temperature fluidity, is easy to block a pipeline by wax precipitation, and brings a plurality of difficulties for crude oil exploitation and pipeline transportation. The main solutions at present are heat treatment and addition of chemical pour point depressants. The chemical pour point depressant can effectively lower the solidifying point of waxy crude oil, so that the fluidity of the crude oil is greatly improved, the recovery ratio is effectively improved, and the energy consumption of pipe transportation is reduced.
The most commonly used pour point depressants today are amphiphilic polymeric pour point depressants composed of a non-polar alkyl moiety and a polar moiety. Wherein the nonpolar alkyl moiety has the function of nucleation sites and can form crystallites with the wax by eutectic formation. The polar element is exposed on the surface of the wax microcrystal, so that collision aggregation among the microcrystals is inhibited through electrostatic repulsion, and the crystal form of the wax crystal is distorted, so that the wax crystal is unfavorable for continuous growth to form a space network structure, and the condensation point of the wax is effectively reduced.
For example, the most widely used pour point depressants for EVA and its modifications, polyethylene and polyacrylate polymers today, but such pour point depressants have poor viscosity reducing effects because they do not have enough branches to co-crystallize with the wax.
CN101381640a discloses a maleic anhydride-2-methacrylate-vinyl carboxylate terpolymer pour point depressant.
CN108192004a reports a tetrapolymer pour point depressant formed by copolymerizing a maleic anhydride derivative, a polar vinyl compound, a higher alpha-olefin, and ethylene as monomers. By adjusting the monomer structure and the number of the polymer blocks and adding additives such as a drag reducer, an emulsifier, a dispersing agent, a stabilizer and the like, the pour point depressing effect is improved to different degrees. However, the polymer pour point depressant has a large molecular weight and is an oily product in a solid form, and the polymer pour point depressant can be injected into a pipeline after being dispersed by an organic solvent or light oil, so that the actual operation of the process is difficult, special dispersing equipment is required, and the operation condition is severe. In addition, in the long-distance pipe transportation process, after long-time shearing at different degrees, the effect of the pour point depressant is poor, the condensation point and the viscosity of crude oil are raised again, and the pour point depressant becomes one of the defects of the pour point depressant.
CN111217961a discloses a water-soluble crude oil pour point depressant, which is copolymerized from maleic anhydride derivatives, acrylic acid higher alcohol esters and 2-acrylamido-2-methylpropanesulfonic acid. The viscosity reducer is characterized by certain fluidity, can realize normal-temperature transportation, and solves the defect that the solid polymer type pour point reducer is difficult to disperse, but has poor shearing resistance.
Therefore, there is a need to develop an efficient pour point depressant that is easy to flow and mix and is shear resistant to reduce the difficulty of field construction and to improve the recovery of waxy crude oil and the stability of the flow of the tubing process.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and provide a host-guest synergistic pour point depressant composition, which contains a branched tail chain type anionic sulfonate surfactant, a cyclodextrin derivative and a dispersing agent. Under the cooperation of two main components of anionic sulfonate surfactant and cyclodextrin derivative, the pour point depressant composition can effectively reduce the solidifying point of waxy crude oil and improve the stability of the waxy crude oil under high shearing condition.
In order to achieve the above object, the first aspect of the present invention provides a host-guest synergistic pour point depressant composition comprising the following components stored independently or in a mixture of two or more: anionic sulfonate surfactants, cyclodextrin derivatives, and dispersants;
the anionic sulfonate surfactant is a branched tail chain type anionic sulfonate surfactant with a structure shown in a formula (I),
in the case of the formula (I),
R 1 selected from H, C 1 -C 3 Alkyl, halogen, C 1 -C 3 alkyl-COO-;
R 2 and R is 3 Each independently selected from H, C 1 -C 3 Alkyl, amino, (C) 1 -C 3 Alkyl of (2) 2 Amino-;
R 4 selected from H, C 1 -C 16 Alkyl of (a);
m is selected from Li + 、Na + 、K + 、NH 4 + 。
In a second aspect the present invention provides a process for preparing a pour point depressant composition according to the first aspect, the process comprising:
(1) First mixing a cyclodextrin derivative and a dispersing agent to obtain a mixture I;
(2) Second mixing said mixture I with said anionic sulfonate surfactant;
the definition of the anionic sulphonate surfactant is the same as in the first aspect.
A third aspect of the present invention provides the use of a pour point depressant composition as described in the first aspect in the pour point depression of a high wax crude.
The pour point depressant composition provided by the invention can effectively inhibit the formation of a wax crystal three-dimensional network structure under the multi-effect synergistic effect, and the congealing point of wax-containing crude oil is reduced by more than 15 ℃.
The pour point depressant composition provided by the invention does not contain high molecular compounds, so that the pour point depressant composition has strong shearing resistance and can maintain excellent pour point depressing effect after being sheared for many times at high speed. In addition, the pour point depressant composition has good fluidity, is easy to use on site, and improves the pipe transportation stability, thereby improving the extraction and transportation efficiency of the waxy crude oil.
Drawings
FIG. 1 is a schematic diagram of a multi-branched tail-chain type anionic sodium sulfonate surfactant BC according to preparation example 1 of the present invention 16 SO 3 ESI mass spectrum of Na.
Detailed Description
The endpoints and any values of the ranges disclosed herein are not limited to the precise range or value, and are understood to encompass values approaching those ranges or values. For numerical ranges, one or more new numerical ranges may be found between the endpoints of each range, between the endpoint of each range and the individual point value, and between the individual point value, in combination with each other, and are to be considered as specifically disclosed herein.
C 1 -C 3 Alkyl groups of (a) represent: methyl, ethyl, n-propyl, isopropyl.
Halogen represents: at least one of fluorine, chlorine, bromine and iodine.
C 1 -C 3 alkyl-COO-of (C): CH (CH) 3 -COO-、CH 3 CH 2 -COO-、CH 3 CH 2 CH 2 -COO-、(CH 3 ) 2 CH-COO-。
(C 1 -C 3 Alkyl of (2) 2 Amino-representation: (C) 1 -C 3 Alkyl of (2) 2 N-, the (C) 1 -C 3 Alkyl of (2) 2 Two C in N 1 -C 3 The alkyl groups of (2) may be the same or different.
As described above, the first aspect of the present invention provides a host-guest synergistic pour point depressant composition comprising the following components stored independently or in a mixture of two or more: anionic sulfonate surfactants, cyclodextrin derivatives, and dispersants;
the anionic sulfonate surfactant is a branched tail chain type anionic sulfonate surfactant with a structure shown in a formula (I),
in the case of the formula (I),
R 1 selected from H, C 1 -C 3 Alkyl, halogen, C 1 -C 3 alkyl-COO-;
R 2 and R is 3 Each independently selected from H, C 1 -C 3 Alkyl, amino, (C) 1 -C 3 Alkyl of (2) 2 Amino-;
R 4 selected from H, C 1 -C 16 Alkyl of (a);
m is selected from Li + 、Na + 、K + 、NH 4 + 。
Preferably, in the formula (I),
R 1 、R 2 and R is 3 All are H;
R 4 selected from (CH) 3 ) 3 CCH 2 (CH 3 ) 2 C-、(CH 3 ) 3 CCH 2 (CH 3 ) 2 CCH 2 (CH 3 ) 2 C-；
M is selected from Na + 、K + 、NH 4 + 。
More preferably, in formula (I),
R 1 、R 2 and R is 3 All are H;
R 4 is (CH) 3 ) 3 CCH 2 (CH 3 ) 2 CCH 2 (CH 3 ) 2 C-；
M is Na + 。
The method for preparing the branched tail-chain type anionic sulfonate surfactant is not particularly limited in the present invention, but in order to obtain a better effect, the present invention preferably provides a method for preparing the anionic sulfonate surfactant as follows.
According to a preferred embodiment, the present invention provides a process for preparing a branched tail type anionic sulfonate surfactant, the process comprising:
(1) Carrying out contact reaction on the superposed olefin shown in the formula (I-1), the alkyl acrylonitrile shown in the formula (I-2) and a sulfonating agent to obtain a mixture I;
(2) Adjusting the pH value of the mixture I to be more than or equal to 7 by using an alkaline substance containing M element;
in the formula (I-1), the formula (I-2) and the alkaline substance,
R 1 、R 2 、R 3 、R 4 the definition of M is the same as in the first aspect.
More preferably, the process for preparing the anionic sulfonate surfactant is carried out at atmospheric pressure.
More preferably, the sulfonating agent is selected from at least one of chlorosulfonic acid, sulfamic acid, fuming sulfuric acid, and sulfur trioxide.
Particularly preferably, the superimposed olefin is preferably selected from at least one of the following structures:
particularly preferably, the alkylenonitrile is selected from at least one of the following structures:
preferably, the molar ratio of the amount of said superimposed olefin, said alkylenenitrile and said sulfonating agent is 1: (0.5-5): (1-10). More preferably, the molar ratio of the amount of said superimposed olefin, said alkylenenitrile and said sulfonating agent is 1: (1-2): (1-2).
Preferably, the conditions of the contact reaction at least satisfy: the temperature is 0-40 ℃ and the time is 0.5-12 h; more preferably, the conditions of the contact reaction at least satisfy: the temperature is 15-30 ℃ and the time is 4-8 h.
Preferably, the pH of the mixture I is adjusted with an alkaline substance.
Preferably, the alkaline substance is selected from at least one of lithium hydroxide, sodium hydroxide, potassium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, aqueous ammonia, and ammonium carbonate.
The process for preparing the anionic sulphonate surfactant described in the first aspect is preferably carried out with stirring, the speed of which is not particularly required and may be carried out using parameters known in the art.
Preferably, the route of the preparation method of the invention is as follows:
in particular, the olefin to be used in the present invention may be any olefin having 8 to 16 carbon atoms, or may be a mixture of two or more thereof. The laminated olefin feed of a specific carbon number can be obtained by subjecting the laminated process product to component cutting. The alkylenonitriles, sulfonating agents and bases used in the present invention may be commercially available chemical agents or may be prepared according to methods known in the art.
The preparation method of the anionic sulfonate surfactant is to prepare the multi-branched tail chain type anionic sulfonate surfactant by taking industrial congruent olefins as raw materials and assisting alkyl acrylonitrile through sulfonation and acid-base neutralization two-step one-pot method.
The preparation method provided by the invention is characterized in that at least the intermediate is prepared by one-pot reaction of the congruent olefin, the alkyl acrylonitrile and the sulfonating agent in proportion at normal temperature and normal pressure, and then the final product is prepared by acid-base neutralization reaction.
Preferably, the cyclodextrin derivative is an alkylated cyclodextrin; more preferably, the alkyl carbon chain in the alkylated cyclodextrin has a number of carbon atoms of 1-6.
In order to further improve the stability of the pour point depressant composition under high shear conditions, preferably, the cyclodextrin derivative is selected from at least one of methylated- α -cyclodextrin, methylated- β -cyclodextrin, and methylated- γ -cyclodextrin;
more preferably, the cyclodextrin derivative is a methylated- β -cyclodextrin and/or a methylated- γ -cyclodextrin.
Preferably, the dispersing agent contains a component A and a component B, wherein the component A is at least one selected from N, N-dimethylformamide and dimethyl sulfoxide; the component B is at least one selected from ethylenediamine, ethanolamine, diethanolamine, triethanolamine, triethylamine, diethylenetriamine and triethylenetetramine.
In order to further improve the fluidity of the pour point depressant composition, it is preferable that the dispersant has a content weight ratio of the component a to the component B of 1:0.5-2.
Preferably, in the first aspect, the anionic sulfonate surfactant is contained in an amount of 40 to 70wt%, the cyclodextrin derivative is contained in an amount of 10 to 30wt%, and the dispersant is contained in an amount of 0.1 to 50wt%, based on the total weight of the pour point depressant composition.
As previously described, a second aspect of the present invention provides a process for preparing a pour point depressant composition as described in the first aspect, the process comprising:
(1) First mixing a cyclodextrin derivative and a dispersing agent to obtain a mixture I;
(2) Second mixing said mixture I with said anionic sulfonate surfactant;
the definition of the anionic sulphonate surfactant is the same as that of the first aspect, and the present invention will not be described in detail in the second aspect, and those skilled in the art should not be construed as limiting the present invention.
The mixture I refers to a mixed system of cyclodextrin derivatives and dispersing agents.
Preferably, in step (1), the conditions of the first mixing at least satisfy: the temperature is 40-80 ℃ and the time is 4-6 h.
Preferably, in step (2), the conditions of the second mixing at least satisfy: the temperature is 40-80 ℃ and the time is 4-6 h.
The mixing of the present invention may be performed in, for example, a beaker. The mixing is preferably performed under stirring conditions, and the stirring speed is not particularly required by the present invention, and those skilled in the art should not understand the limitation of the present invention.
As previously mentioned, a third aspect of the present invention provides the use of a pour point depressant composition as described in the first aspect in the pour point depressant of high wax crude oils.
Preferably, in the third aspect, the wax content in the high wax crude oil is higher than 15wt%.
The pour point depressant composition prepared by the invention has good pour point depressing effect on waxy crude oil, and can maintain excellent pour point depressing effect after being sheared for many times at high speed.
The present invention will be described in detail by examples. In the following examples, the instruments, reagents, materials and the like are those conventionally used in the art and are commercially available, unless otherwise specified. The experimental methods, detection methods, and the like in the examples described below are conventional experimental methods, detection methods, and the like that are known in the prior art unless otherwise specified. The water used in the examples below was deionized water.
The room temperature is hereinafter referred to as 25.+ -. 5 ℃.
The main raw materials used in the preparation examples, and comparative examples are shown in table 1.
TABLE 1
Preparation example 1
Based on C 16 Multi-branched tail-chain type anionic sulfonate surfactant BC for congruent olefins 16 SO 3 Preparation of Na:
weighing C 16 22.4 g of superposed olefin is added into a reaction bottle, 10.6 g of acrylonitrile is added, and the mixture is stirred uniformly. Then, 23.3 g of chlorosulfonic acid was weighed into a dropping funnel, and was added dropwise to the reaction flask while stirring. After chlorosulfonic acid is added, stirring is continued, and the reaction is carried out for 8 hours at 25 ℃ and normal pressure. Subsequently, 8 g of sodium hydroxide is weighed and dissolved in 50 ml of water, and added into the reaction system for a plurality of times until the pH value of the system is 9, thus obtaining the product BC 16 SO 3 Na。
BC will be added 16 SO 3 After freeze drying of the Na product system, the product was characterized by ESI-MS. As shown in FIG. 1, 374.3049 ((M-Na) in the product system - ) The peak is highest, namely BC 16 SO 3 Molecular ion peak of Na proves that the product is successfully prepared.
BC obtained in the above preparation 16 SO 3 The Na product will be used in the examples below as one of the raw materials for preparing the pour point depressant composition.
The waxy crude oil selected in the following examples was a victory oil field permanent 3-side flat 1 block crude oil having a wax content of 27wt%.
The method for testing the condensation point is carried out according to the specification in the industry standard SY/T5767-2005 clear pour point depressant technical condition for oil extraction, and the experimental result and calculation are carried out according to the specification. And (3) adopting a crude oil congealing point tester, adding a pour point depressant after melting crude oil by heating, and solidifying the crude oil by cooling, thereby measuring the congealing point. Crude oil samples without pour point depressant composition, crude oil samples for short; crude oil samples, short as additive crude oil samples, to which the pour point depressant composition was added.
Example 1
Weigh 10g of DMF, 10And g, mixing ethanolamine to obtain the dispersing agent. Then 30g of methyl-beta-cyclodextrin was weighed into the dispersant and stirred at 50℃for 6 hours. Subsequently, 50g of branched tail-chain type anionic sodium sulfonate surfactant BC was added 16 SO 3 And (3) continuously stirring Na for 6 hours to obtain the pour point depressant composition, wherein the number is S1.
Example 2
15g of DMF and 15g of ethanolamine are weighed and evenly mixed to obtain the dispersing agent. Then 30g of methyl-gamma-cyclodextrin was weighed into the dispersant and stirred at 50℃for 6 hours. Subsequently, 40g of branched tail-chain type anionic sodium sulfonate surfactant BC was added 16 SO 3 And (3) continuously stirring Na for 6 hours to obtain the pour point depressant composition, wherein the number is S2.
Example 3
10g of DMF and 10g of ethanolamine are weighed and evenly mixed to obtain the dispersing agent. 10g of methyl-alpha-cyclodextrin was then weighed into the dispersant and stirred at 50℃for 6 hours. Subsequently, 70g of branched tail-chain type anionic sodium sulfonate surfactant BC was added 16 SO 3 And (3) continuously stirring Na for 6 hours to obtain the pour point depressant composition, wherein the number is S3.
Example 4
25g of DMF and 15g of diethanolamine are weighed and mixed to obtain a dispersing agent. Then 20g of methyl-gamma-cyclodextrin was weighed into the dispersant and stirred at 75℃for 4 hours. Subsequently, 40g of branched tail-chain type anionic sodium sulfonate surfactant BC was added 16 SO 3 And (5) continuing stirring for 5 hours to obtain the pour point depressant composition, and numbering S4.
Example 5
10g of DMF and 10g of triethylamine were weighed and mixed to obtain a dispersant. 10g of methyl-alpha-cyclodextrin was then weighed into the dispersant and stirred at 60℃for 5 hours. Subsequently, 70g of branched tail-chain type anionic sodium sulfonate surfactant BC was added 16 SO 3 And (5) continuously stirring Na for 4 hours to obtain the pour point depressant composition, wherein the number is S5.
Comparative example 1
10g of DMF and 10g of ethanolamine are weighed and mixed to obtain the dispersing agent. Then 50g of branched tail chain type anionic sodium sulfonate surfactant BC is weighed 16 SO 3 Na addition fractionThe powder is stirred for 6 hours at 50 ℃ to obtain a comparative pour point depressant sample, the number D1.
Comparative example 2
10g of DMF and 10g of ethanolamine are weighed and mixed to obtain the dispersing agent. Then 30g of methyl-beta-cyclodextrin is weighed and added into a dispersing agent, and the mixture is stirred for 6 hours at 50 ℃ to obtain a comparative pour point depressant sample, the number D2.
Comparative example 3
10g of DMF and 10g of ethanolamine are weighed and mixed to obtain the dispersing agent. Then 30g of methyl-beta-cyclodextrin was weighed into the dispersant and stirred at 50℃for 6 hours. Then, 50g of linear anionic sodium sulfonate surfactant AOS is added, and stirring is continued for 6 hours, thus obtaining a comparative pour point depressant sample, number D3.
Test example 1
In a beaker, 0.3g of the pour point depressant composition of the above example or comparative example (in an additive amount of 0.3 wt%) was mixed with 99.7g of crude oil at 60℃and then the beaker was placed in a water bath at 60℃and heated for half an hour with stirring to thoroughly mix the pour point depressant composition into the crude oil, and both the mixed additive crude oil sample and crude oil sample were subjected to a set point test, the test results are shown in Table 2.
The additive crude oil sample was subjected to 4 high-speed shears at a shear rate of 5000 rpm for 4 hours at room temperature, with 20 hours between shears. The congealing point of the additive crude oil was then measured and the test results are shown in table 2.
Wherein, the condensation point decrease value = crude oil sample condensation point-additive crude oil condensation point.
TABLE 2 set point and set point reduction values after mixing different pour point depressant compositions with crude oil
The results of examples 1-5 show that the pour point depressant composition formed by compounding the multi-branch tail chain type anionic sodium sulfonate surfactant, the cyclodextrin derivative and the dispersing agent can lower the congealing point of waxy crude oil by more than 15 ℃, and the pour point depressant effect is good. And the good pour point depressing effect can be maintained after the high-speed shearing is carried out for a plurality of times.
Comparison of example 1 with comparative examples 1, 2 shows that the two-component multi-branched tail anionic sodium sulfonate surfactant of the present invention is not essential with cyclodextrin derivatives. The branched tail chain type anionic sulfonate surfactant provides enough branched crystal nucleus sites, and forms a large number of microcrystals with wax through eutectic action, and amide bonds and sulfonic acid groups contained in the branched tail chain type anionic sulfonate surfactant are distributed on the surface of the microcrystals, and the microcrystals are prevented from approaching each other through charge repulsion action, so that the formation of large-scale wax clusters is avoided. Meanwhile, the cyclodextrin derivative coats the wax molecules through the action of the host and guest bodies to form a stable host and guest body complex, so that on one hand, the tendency of wax precipitation is weakened, on the other hand, the steric hindrance between the wax molecules is increased, and the ordered arrangement of the wax molecules is destroyed. Under the multi-effect synergy of the pour point depressant composition provided by the invention, the formation of a wax crystal three-dimensional network structure is effectively inhibited, and the congealing point of the waxy crude oil is successfully reduced by more than 15 ℃.
Example 1 in comparison with comparative example 3, a pour point depressant composition was prepared by mixing a cyclodextrin derivative, a dispersant, and replacing the branched tail anionic sulfonate surfactant with a linear anionic sulfonate surfactant AOS. Experimental results show that the branched tail chain type anionic sodium sulfonate surfactant has better pour point depressing effect than the traditional linear anionic sulfonate surfactant.
The pour point depressant composition provided by the invention does not contain high polymers, so that the pour point depressant composition has strong shearing resistance and can maintain excellent pour point depressing effect after being sheared for many times at high speed. Meanwhile, the pour point depressant composition has strong fluidity in the presence of a dispersing agent and is convenient to use on site.
The preferred embodiments of the present invention have been described in detail above, but the present invention is not limited thereto. Within the scope of the technical idea of the invention, a number of simple variants of the technical solution of the invention are possible, including combinations of the individual technical features in any other suitable way, which simple variants and combinations should likewise be regarded as being disclosed by the invention, all falling within the scope of protection of the invention.
Claims (12)
1. The host-guest synergistic pour point depressant composition is characterized by comprising the following components which are stored independently or stored in a mixed manner by more than two of the following components: anionic sulfonate surfactants, cyclodextrin derivatives, and dispersants;
the anionic sulfonate surfactant is a branched tail chain type anionic sulfonate surfactant with a structure shown in a formula (I),
in the case of the formula (I),
R 1 selected from H, C 1 -C 3 Alkyl, halogen, C 1 -C 3 alkyl-COO-;
R 2 and R is 3 Each independently selected from H, C 1 -C 3 Alkyl, amino, (C) 1 -C 3 Alkyl of (2) 2 Amino-;
R 4 selected from H, C 1 -C 16 Alkyl of (a);
m is selected from Li + 、Na + 、K + 、NH 4 + 。
2. The pour point depressant composition of claim 1, wherein, in formula (I),
R 1 、R 2 and R is 3 All are H;
R 4 selected from (CH) 3 ) 3 CCH 2 (CH 3 ) 2 C-、(CH 3 ) 3 CCH 2 (CH 3 ) 2 CCH 2 (CH 3 ) 2 C-；
M is selected from Na + 、K + 、NH 4 + ；
Preferably, in the formula (I),
R 1 、R 2 and R is 3 All are H;
R 4 is (CH) 3 ) 3 CCH 2 (CH 3 ) 2 CCH 2 (CH 3 ) 2 C-；
M is Na + 。
3. The pour point depressant composition of claim 1 or 2, wherein the cyclodextrin derivative is an alkylated cyclodextrin;
preferably, the alkyl carbon chain in the alkylated cyclodextrin has a number of carbon atoms of 1-6.
4. The pour point depressant composition of claim 3, wherein the cyclodextrin derivative is selected from at least one of methylated- α -cyclodextrin, methylated- β -cyclodextrin, and methylated- γ -cyclodextrin;
preferably, the cyclodextrin derivative is a methylated- β -cyclodextrin and/or a methylated- γ -cyclodextrin.
5. The pour point depressant composition according to any one of claims 1 to 4, wherein the dispersant comprises a component a and a component B, wherein the component a is at least one selected from the group consisting of N, N-dimethylformamide and dimethyl sulfoxide; the component B is at least one selected from ethylenediamine, ethanolamine, diethanolamine, triethanolamine, triethylamine, diethylenetriamine and triethylenetetramine.
6. The pour point depressant composition of claim 5, wherein the content weight ratio of the component a to the component B in the dispersant is 1:0.5-2.
7. The pour point depressant composition of any one of claims 1-6, wherein the anionic sulfonate surfactant is present in an amount of 40 to 70wt%, the cyclodextrin derivative is present in an amount of 10 to 30wt%, and the dispersant is present in an amount of 0.1 to 50wt%, based on the total weight of the pour point depressant composition.
8. A process for preparing a pour point depressant composition according to any one of claims 1 to 6, comprising:
(1) First mixing a cyclodextrin derivative and a dispersing agent to obtain a mixture I;
(2) Second mixing said mixture I with said anionic sulfonate surfactant;
the definition of the anionic sulfonate surfactant is the same as that in claim 1 or 2.
9. The method of claim 8, wherein in step (1), the first mixing conditions at least satisfy: the temperature is 40-80 ℃ and the time is 4-6 h.
10. The method according to claim 8 or 9, wherein in step (2), the conditions of the second mixing at least satisfy: the temperature is 40-80 ℃ and the time is 4-6 h.
11. Use of the pour point depressant composition of any one of claims 1 to 6 for pour point depression of high wax crude oil.
12. Use according to claim 11, wherein the wax content in the high wax crude oil is higher than 15wt%.
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