CN105080424A - Cationic viscoelastic surfactant and preparation and application thereof - Google Patents
Cationic viscoelastic surfactant and preparation and application thereof Download PDFInfo
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Abstract
The invention discloses a cationic viscoelastic surfactant and preparation and application thereof. The preparation method of the cationic viscoelastic surfactant comprises the following steps: firstly, mixing long-chain fatty acid with dimethylaminopropylamine according to a certain proportion, adding a catalyst solution to obtain a required amide product intermediate A by a series of reaction; allowing reflux condensation reaction of epoxy chloropropane and water at a certain proportion to be carried out in oil bath of 100 DEG C to obtain colourless and transparent 3-chloro-1,2-propylene glycol aqueous solution, namely an intermediate B; heating the intermediate A in oil bath for melting, and dropwise adding an aqueous solution B to obtain the required viscoelastic surfactant by a series of reaction; the surfactant can be mixed with a potassium chloride solution according to a certain proportion to obtain clean fracturing fluid which is low in cost and excellent in performance, besides, the clean fracturing fluid has excellent high-temperature resistance, shearing resistance, and excellent solid-carrying performance, is automatic and thorough in gel breaking, causes little damage to the reservoir stratum and has the characteristic of wide application range.
Description
Technical field
The present invention relates to a kind of cationic viscoelastic surfactant and preparation and application thereof, belong to reservoir fracturing fluid technical field in oil exploitation industry.
Background technology
At present the surfactant that can form viscoelastic fluid at the aqueous solution is called viscoelastic surfactant.Compared with taking melon glue as the water-based fracturing liquid system of main thickening agent, this kind of is that the clean fracturing fluid of thickening agent has more excellent combination property with surfactant, as: 1. consumption is few, and cost is low; 2. performance is given prominence to, and the VES clean fracturing fluid made can resistance to more than 100 DEG C high temperature; 3. low frictional resistance, takes sand functional; 4. not pbz polymer polymer, molecular weight is little, easily the row of returning, and can not formation damage; 5. easily biological-degradable, environmental protection, use safety etc., it shows unique rheological property simultaneously, as high viscosity, shear thinning, triggering and excellent viscosity-temperature characteristics etc. under viscoplasticity, low sheraing, the many fields therefore in oil gas field volume increase and link obtain application.
Within 1997, viscoelastic surfactant (being called for short VES) in fracturing work, is achieved significant effect by Schlumberger, and this fracturing fluid is referred to as " clean fracturing fluid ".Schlumberger releases clean fracturing fluid and after achieving the success of application, opens the of the fracturing fluid extensive research of VES.Except Schlumberger, U.S.'s Bake Hughes BJservices companies develops other VES fracturing fluid system, such as AquaClear and ElastraFrac fracturing fluid system.Domestic since introduction VES clean fracturing fluid in 1999, every Study and appliance of VES clean fracturing fluid is also become more and more.But domestic research mainly concentrates on description solution rheological behavior, the form of micella and the mechanism of elasticity generation, research is yet in the starting stage, and is also short of to some extent utilization Journal of Sex Research.
At present, domestic have VES-A, VES-J, FRK-VES, NGA, BHJ-Y etc. for clean fracturing fluid viscoelastic surfactant, in the majority with amphoteric surfactant in these surfactants, has cationic surfactant and non-ionic surface active agent concurrently.Chen Fu in 2002 etc. take stearic acid as raw material in indoor, synthesize alpha-brominated stearic acid, and then have been obtained by reacting betaines surfactant with trimethylamine.The thickener VES-I that Cui's meeting outstanding person, Li Jianpings in 2005 etc. are developed and VES-II quaternary ammonium salt cationic surfactant.2006, Li Shengtao have studied ester type quaternary surfactant and two (2-ethoxy) the octadecyl bromination ammonium surfactant of a series of N-alkyl-N, N-, and serviceability temperature is all lower than 70 DEG C.We are not difficult to find out, although various novel surface-active thickening agent proposes in succession, they exist some common problems, and as temperature tolerance is poor, generally between 60-90 DEG C, this type of surfactant exists Cost Problems in addition.
The exploitation of clean fracturing liquid system that low cost is high temperature resistant receives the extensive concern of people.Lou Ping equalization adopts Gemini (Gemini) the quaternary cationics NGA-octadecyldimethyl ammonium bromide of 2.0% and the sodium chloride of 4.0% to be configured with a kind of VES fracturing fluid, rheological characteristic experimental result finds, this kind of fracturing fluid has good viscoplasticity and the stability of high temperature fracturing liquid is also comparatively strong, and most high-temperature resistant can reach 95 DEG C.Ding Haoming etc., for the poor problem of domestic and international clean fracturing fluid heat resistance, investigated a kind of brand-new zwitterionic surfactant, and with its as host composite go out a kind of New Fracturing Fluid.Its formula is 4.0%FRK-VES+0.3% watery hydrochloric acid+4.0%KCl solution+1.0% Sodium Benzoate, but this kind of fracturing fluid heat resistance is unexcellent.Zhou Peiling etc. utilize erucic acid and 3-dimethylaminopropylamine to synthesize non-ionic surface active agent thickener VES-A, under methyl alcohol effect, surfactant qualities mark can reach 2.4%-3.8%, AMPS is that 0.025%-0.048% solution apparent viscosity is greater than 30mPas, after adding a certain amount of gel breaker, broken glue in 60-120 minute, but its heatproof only has 95 DEG C.These examples demonstrate above, and up to now, the domestic development for clean fracturing fluid carries out large quantifier elimination, but such research still exists some problems, also needs more to improve.
The temperature resistant capability of the VES clean fracturing liquid system of current domestic onsite application is poor, limits applying of this technology.Therefore the novel VES clean fracturing fluid system developing excellent, cheap, the outstanding sand excellent performance of heat resistance, environmental protection is needed.
Summary of the invention
The present invention is directed to above-mentioned Problems existing to make improvements, namely the object of this invention is to provide a kind of cationic viscoelastic surfactant and Synthesis and applications thereof.
In order to solve the problems of the technologies described above, the present invention adopts following technical scheme:
The invention provides a kind of cationic viscoelastic surfactant, described activating agent belongs to amide groups cationic surface active agent, and its structural formula is:
RCO=erucic acid acyl group in formula, palmitic acid acyl group, stearic acid acyl group, oleic acid acyl group, R
2represent methyl or ethyl.
The synthesis of described activating agent comprises following three step chemical reactions:
(1) synthesis of amide intermediate
Wherein catalyst cat. comprises phosphoric acid, hypophosphorous acid, boron trifluoride, potassium acetate, sodium acetate, ammonium acetate, lithium acetate, NaOH, potassium hydroxide, lithium hydroxide, caustic alcohol, one or more mixture of potassium ethoxide; Aliphatic acid R
1cOOH comprises oleic acid, palmitic acid, erucic acid and stearic acid; R
2represent methyl or ethyl;
(2) synthesis of intermediate 3-chlorine-1,2-propylene glycol
(3) synthesis of the cationic viscoelastic surfactant of amide groups
Prepare a method for described cationic viscoelastic surfactant, comprise the following steps:
(1) 0.2mol aliphatic acid is added in 250mL three-neck flask, logical argon gas 10min catches up with oxygen, add DIMAPA or the diethyl amino propylamine of 0.22mol again, drip the catalyst solution with appropriate water-soluble 5wt%, dropwise and be warming up to 130 ~ 150 DEG C, argon shield, back flow reaction 7 ~ 12h, cooling, decompression distillation removes unreacted amine and water, obtains required amide product Intermediate A;
(2) 0.2mol epoxychloropropane and 50mL water join in 250mL round-bottomed flask, condensing reflux reaction in 100 DEG C of oil baths.Reaction process is detected by GC, and 16-17h reacts completely, and is cooled to the aqueous solution that namely room temperature obtains water white 3-chlorine-1,2-propylene glycol, is also intermediate B;
(3) amide product Intermediate A0.2mol is joined in 500mL round-bottomed flask, until it in 90 DEG C of oil baths after heat fused, drip wherein containing 0.2mol3-chloro-1 under mechanical agitation, the aqueous solution B50mL of 2-propane diols, dropwise 90 DEG C of reaction 12h, obtain the sticky product of milk yellow, be the high temperature resistant amide groups cationic surface active agent of this low cost.
Described cationic viscoelastic surfactant is for the preparation of the high temperature resistant clean fracturing fluid of low cost.
This low cost is high temperature resistant clean fracturing fluid, consist of by mass percentage: cationic viscoelastic surfactant 0.2% ~ 2%, the water of potassium chloride 0.5% ~ 1% and surplus, this fracturing fluid is a kind of excellent performance with low cost and New Clear Fracturing Fluid applied widely.
Beneficial effect of the present invention:
The low cost prepared by cationic viscoelastic surfactant provided by the invention is high temperature resistant cationic clean fracturing fluid, has excellent high temperature resistant anti-shear performance, excellent outstanding grittiness energy, and broken glue automatically, and broken glue is thorough, little to reservoir damage, feature applied widely.
Detailed description of the invention
Be clearly and completely described to the technical scheme in the embodiment of the present invention below, obviously, described embodiment is only the present invention's part embodiment, instead of whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art, not making the every other embodiment obtained under creative work prerequisite, belong to the scope of protection of the invention.
Embodiment 1: by LCFA and DIMAPA or the diethyl amino propylamine ratio-dependent according to n (LCFA): n (DIMAPA or diethyl amino propylamine)=1:1.1, 0.2mol aliphatic acid adds in 250mL three-neck flask, logical argon gas 10min catches up with oxygen, add the DIMAPA (diethyl amino propylamine) of 0.22mol again, drip the catalyst solution with appropriate water-soluble 5wt%, dropwise and be warming up to 130 ~ 150 DEG C, argon shield, back flow reaction 7 ~ 12h, cooling, decompression distillation removes unreacted amine and water, obtain required amide product Intermediate A.Wherein catalyst comprises phosphoric acid, hypophosphorous acid, boron trifluoride, potassium acetate, sodium acetate, ammonium acetate, lithium acetate, NaOH, potassium hydroxide, lithium hydroxide, caustic alcohol, one or more mixing of potassium ethoxide etc.0.2mol epoxychloropropane and 50mL water join in 250mL round-bottomed flask, condensing reflux reaction in 100 DEG C of oil baths.Reaction process is detected by GC, and 16-17h reacts completely, and is cooled to the aqueous solution that namely room temperature obtains water white 3-chlorine-1,2-propylene glycol, is also intermediate B.Amide product Intermediate A0.2mol is joined in 500mL round-bottomed flask, in 90 DEG C of oil baths, after heat fused, the aqueous solution B50mL containing 0.2mol3-chlorine-1,2-propylene glycol under mechanical agitation, is dripped wherein until it, dropwise 90 DEG C of reaction 12h, obtain the sticky product of milk yellow.Namely this product is novel high temperature resistant amide groups cationic surface active agent.
Nuclear magnetic data containing N, N-dimethylated erucyl amide base cationic viscoelastic surfactants:
1hNMR (400MHz, DMSO-d) δ 7.09 (s, 1H), 5.42-5.36 (m, 2H), 4.61-4.56 (m, 1H), 3.67-3.64 (m, 1H), 3.56-3.53 (m, 2H), 3.49-3.45 (m, 1H), 3.42-3.39 (m, 3H), 3.26-3.22 (s, 7H), 2.34 (t, J=6.0Hz, 2H), 2.20 (s, 1H), 2.09-2.04 (m, 6H), 1.82 (s, 1H), 1.58-1.55 (s, 2H), 1.35-1.30 (m, 28H), 0.97 (t, J=5.4Hz, 3H);
13cNMR (100MHz, DMSO-d) δ 175.3,130.7,66.5,64.7,64.4,63.4,53.0,39.0,37.6,31.6,29.3,29.1,29.0,28.7,28.3,25.1,23.9,22.9,14.0; Mass spectrometric data is: MSESI (m/z): [M]
2+calcdforC
30h
61c
ln
2o
3, 532.4; Found, 532.6.
Nuclear magnetic data containing N, N-diethyl erucyl amide base cationic viscoelastic surfactants:
1hNMR (400MHz, DMSO-d) δ 7.07 (s, 1H), 5.41-5.37 (m, 2H), 4.61-4.58 (m, 1H), 3.56-3.51 (m, 3H), 3.48-3.44 (m, 5H), 3.42-3.40 (m, 3H), 3.35-3.31 (s, 1H), 2.35 (t, J=7.2Hz, 2H), 2.20 (s, 1H), 2.07-2.02 (m, 6H), 1.82 (s, 1H), 1.61-1.54 (m, 2H), 1.39-1.29 (m, 34H), 0.96 (t, J=5.4Hz, 3H);
13cNMR (100MHz, DMSO-d) δ 175.3,130.7,65.1,64.7,59.7,53.8,53.5,39.0,37.6,31.7,29.1,29.0,28.9,28.7,28.3,25.1,23.5,22.9,14.0,10.0; Mass spectrometric data is: MSESI (m/z): [M]
2+calcdforC
32h
65c
ln
2o
3, 560.5; Found, 560.6.
Present invention also offers the formula utilizing obtained cationic surface active agent to prepare the high temperature resistant clean fracturing fluid of novel low-cost, percentage consists of: novel cation viscoelastic surfactant 0.2% ~ 2%, the water of potassium chloride 0.5% ~ 1% and residual mass.This novel low-cost is high temperature resistant clean fracturing fluid at 120 DEG C, 170s
-1condition down cut one hour, viscosity still can keep 125mPas, and the high temperature resistant clean fracturing fluid of this novel low-cost mixes with crude oil or diesel oil with the ratio of 10:1 and 5:1, all can break glue completely in 3h at service temperatures, and breaking glue solution viscosity is less than 5mPas.
The foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, within the spirit and principles in the present invention all, any amendment done, equivalent replacement, improvement etc., all should be included within protection scope of the present invention.
Claims (5)
1. a cationic viscoelastic surfactant, is characterized in that: described activating agent belongs to amide groups cationic surface active agent, and its structural formula is:
RCO=erucic acid acyl group, palmitic acid acyl group, stearic acid acyl group, oleic acid acyl group in formula, R
2represent methyl or ethyl.
2. the cationic viscoelastic surfactant of one according to claim 1, is characterized in that: the synthesis of described activating agent comprises following three step chemical reactions:
(1) synthesis of amide intermediate
Wherein catalyst cat. comprises phosphoric acid, hypophosphorous acid, boron trifluoride, potassium acetate, sodium acetate, ammonium acetate, lithium acetate, NaOH, potassium hydroxide, lithium hydroxide, caustic alcohol, one or more mixture of potassium ethoxide; Aliphatic acid R
1cOOH comprises oleic acid, palmitic acid, erucic acid and stearic acid; R
2represent methyl or ethyl;
(2) synthesis of intermediate 3-chlorine-1,2-propylene glycol
(3) synthesis of the cationic viscoelastic surfactant of amide groups
3. prepare the method as cationic viscoelastic surfactant according to claim 1 or claim 2, it is characterized in that: comprise the following steps:
(1) 0.2mol aliphatic acid is added in 250mL three-neck flask, logical argon gas 10min catches up with oxygen, add DIMAPA or the diethyl amino propylamine of 0.22mol again, drip the catalyst solution with appropriate water-soluble 5wt%, dropwise and be warming up to 130 ~ 150 DEG C, argon shield, back flow reaction 7 ~ 12h, cooling, decompression distillation removes unreacted amine and water, obtains required amide product Intermediate A;
(2) 0.2mol epoxychloropropane and 50mL water join in 250mL round-bottomed flask, condensing reflux reaction in 100 DEG C of oil baths.Reaction process is detected by GC, and 16-17h reacts completely, and is cooled to the aqueous solution that namely room temperature obtains water white 3-chlorine-1,2-propylene glycol, is also intermediate B;
(3) amide product Intermediate A0.2mol is joined in 500mL round-bottomed flask, until it in 90 DEG C of oil baths after heat fused, drip wherein containing 0.2mol3-chloro-1 under mechanical agitation, the aqueous solution B50mL of 2-propane diols, dropwise 90 DEG C of reaction 12h, obtain the sticky product of milk yellow, be the high temperature resistant amide groups cationic surface active agent of this low cost.
4. the application of cationic viscoelastic surfactant according to claim 1 or claim 2 in the high temperature resistant clean fracturing fluid of preparation low cost.
5. the high temperature resistant clean fracturing fluid of low cost, is characterized in that: consist of by mass percentage: cationic viscoelastic surfactant 0.2% ~ 2%, the water of potassium chloride 0.5% ~ 1% and surplus.
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105670596A (en) * | 2016-03-29 | 2016-06-15 | 咸阳万众生物科技有限公司 | High-temperature-resistant automatic gel breaking type surfactant fracturing fluid |
| CN106268496A (en) * | 2016-07-21 | 2017-01-04 | 西南石油大学 | A kind of Shuangzi amphoteric viscoelastic surfactant and preparation method thereof and the clean fracturing fluid with it as thickening agent |
| CN106634936A (en) * | 2016-12-21 | 2017-05-10 | 中国石油大学(华东) | Anionic viscoelastic surfactant and preparation method and application thereof |
| CN106947455A (en) * | 2017-03-21 | 2017-07-14 | 四川格鑫拓科技有限公司 | New how sub- viscoelastic surfactant and its preparation method and application |
| CN109536155A (en) * | 2018-12-19 | 2019-03-29 | 西南石油大学 | Salt-resistant type Shuangzi cationic viscoelastic surfactants and preparation method thereof and salt tolerance clean fracturing fluid |
| CN109575234A (en) * | 2018-11-13 | 2019-04-05 | 沈阳新意石油化工厂 | A kind of preparation method of nonionic surfactant |
| CN109735319A (en) * | 2019-01-21 | 2019-05-10 | 西南石油大学 | A kind of preparation of high density water-based clean (VES) fracturing fluid and its thickening agent |
| CN109836512A (en) * | 2019-03-04 | 2019-06-04 | 西南石油大学 | A kind of novel β-CD Gemini surface active agent is the clean fracturing fluid of thickening agent |
| CN110218557A (en) * | 2019-07-01 | 2019-09-10 | 西南石油大学 | The preparation method of salt-resistant type Gemini zwitterionic viscoelastic surfactant and the water base clean fracturing fluid of high salinity |
| CN110846017A (en) * | 2019-11-13 | 2020-02-28 | 深圳市百勤石油技术有限公司 | Acidic clean fracturing fluid for acidizing fracturing production increasing measures of oil and gas reservoir |
| CN112111263A (en) * | 2020-09-23 | 2020-12-22 | 中国石油大学(华东) | Preparation method of high-temperature-resistant clean fracturing fluid |
| CN113621361A (en) * | 2021-08-09 | 2021-11-09 | 中国石油天然气股份有限公司 | Cationic viscoelastic surfactant, preparation method and application thereof, and fracturing fluid |
| CN115537193A (en) * | 2022-09-23 | 2022-12-30 | 江南大学 | Preparation method and application of efficient clean fracturing fluid |
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| CN105670596A (en) * | 2016-03-29 | 2016-06-15 | 咸阳万众生物科技有限公司 | High-temperature-resistant automatic gel breaking type surfactant fracturing fluid |
| CN106268496A (en) * | 2016-07-21 | 2017-01-04 | 西南石油大学 | A kind of Shuangzi amphoteric viscoelastic surfactant and preparation method thereof and the clean fracturing fluid with it as thickening agent |
| CN106634936A (en) * | 2016-12-21 | 2017-05-10 | 中国石油大学(华东) | Anionic viscoelastic surfactant and preparation method and application thereof |
| CN106947455B (en) * | 2017-03-21 | 2019-11-05 | 四川格鑫拓科技有限公司 | Novel how sub- viscoelastic surfactant and its preparation method and application |
| CN106947455A (en) * | 2017-03-21 | 2017-07-14 | 四川格鑫拓科技有限公司 | New how sub- viscoelastic surfactant and its preparation method and application |
| CN109575234A (en) * | 2018-11-13 | 2019-04-05 | 沈阳新意石油化工厂 | A kind of preparation method of nonionic surfactant |
| CN109536155A (en) * | 2018-12-19 | 2019-03-29 | 西南石油大学 | Salt-resistant type Shuangzi cationic viscoelastic surfactants and preparation method thereof and salt tolerance clean fracturing fluid |
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| CN109735319A (en) * | 2019-01-21 | 2019-05-10 | 西南石油大学 | A kind of preparation of high density water-based clean (VES) fracturing fluid and its thickening agent |
| CN109836512A (en) * | 2019-03-04 | 2019-06-04 | 西南石油大学 | A kind of novel β-CD Gemini surface active agent is the clean fracturing fluid of thickening agent |
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| CN110218557B (en) * | 2019-07-01 | 2021-09-24 | 西南石油大学 | Salt-resistant Gemini zwitterionic viscoelastic surfactant and preparation method of high-salinity water-based clean fracturing fluid |
| CN110846017A (en) * | 2019-11-13 | 2020-02-28 | 深圳市百勤石油技术有限公司 | Acidic clean fracturing fluid for acidizing fracturing production increasing measures of oil and gas reservoir |
| CN112111263A (en) * | 2020-09-23 | 2020-12-22 | 中国石油大学(华东) | Preparation method of high-temperature-resistant clean fracturing fluid |
| CN112111263B (en) * | 2020-09-23 | 2023-03-28 | 中国石油大学(华东) | Preparation method of high-temperature-resistant clean fracturing fluid |
| CN113621361A (en) * | 2021-08-09 | 2021-11-09 | 中国石油天然气股份有限公司 | Cationic viscoelastic surfactant, preparation method and application thereof, and fracturing fluid |
| CN113621361B (en) * | 2021-08-09 | 2022-10-21 | 中国石油天然气股份有限公司 | Cationic viscoelastic surfactant, preparation method and application thereof, and fracturing fluid |
| CN115537193A (en) * | 2022-09-23 | 2022-12-30 | 江南大学 | Preparation method and application of efficient clean fracturing fluid |
| CN115537193B (en) * | 2022-09-23 | 2023-10-03 | 江南大学 | Preparation method and application of efficient clean fracturing fluid |
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