CN1560177A - Viscosity reducer for high temperature heavy oil and preparation method thereof - Google Patents
Viscosity reducer for high temperature heavy oil and preparation method thereof Download PDFInfo
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- CN1560177A CN1560177A CNA2004100236133A CN200410023613A CN1560177A CN 1560177 A CN1560177 A CN 1560177A CN A2004100236133 A CNA2004100236133 A CN A2004100236133A CN 200410023613 A CN200410023613 A CN 200410023613A CN 1560177 A CN1560177 A CN 1560177A
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- Prior art keywords
- viscosity reducer
- alkyl
- preparation
- heavy oil
- autoclave
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- 239000003638 chemical reducing agent Substances 0.000 title claims abstract description 34
- 239000000295 fuel oil Substances 0.000 title claims abstract description 12
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000001412 amines Chemical class 0.000 claims abstract description 4
- 239000000460 chlorine Substances 0.000 claims abstract description 4
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 4
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 239000002904 solvent Substances 0.000 claims abstract description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 6
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical group CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- 239000003921 oil Substances 0.000 abstract description 28
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 3
- 239000003513 alkali Substances 0.000 abstract description 2
- 239000013543 active substance Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 description 6
- 238000010793 Steam injection (oil industry) Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000002280 amphoteric surfactant Substances 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- -1 polyoxyethylene Polymers 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 238000010795 Steam Flooding Methods 0.000 description 1
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Lubricants (AREA)
Abstract
本发明提供了一类具有较高耐温能力的稠油降粘剂及其制备方法。稠油降粘剂是N－烷基－γ－双季铵阳离子表面活性剂，其制备方法主要包括三步：(1)取脂肪胺及催化剂于三口瓶中，在30～60℃下滴加丙烯腈，反应4～8小时，制得N－烷基－β－氨基丙腈；(2)将N－烷基－β－氨基丙腈和溶剂加入高压釜中，用氮气置换釜内的空气后，通入氢气和氯气，于80～90℃反应1～2小时，制得N－烷基丙二胺；(3)在高压釜中加入N－烷基丙二胺和催化剂，用氮气置换釜内的空气后，升温至60℃通入氯甲烷，于80～90℃、0.49～0.59MPa反应2～6小时制得N－烷基－γ－双季铵阳离子表面活性剂，将该表面活性剂制成25～30％的水溶液，即为稠油降粘剂。该降粘剂不需同碱复配使用，在较低浓度下就对不同的稠油有较好的降粘效果。The invention provides a kind of heavy oil viscosity reducer with higher temperature resistance and a preparation method thereof. Viscosity reducer for heavy oil is N-alkyl-γ-bisquaternary ammonium cationic surfactant. Its preparation method mainly includes three steps: (1) Take fatty amine and catalyst in a three-necked bottle, and add it dropwise at 30-60°C Acrylonitrile, react for 4 to 8 hours to obtain N-alkyl-β-aminopropionitrile; (2) Add N-alkyl-β-aminopropionitrile and solvent into the autoclave, and replace the air in the autoclave with nitrogen Finally, feed hydrogen and chlorine, and react at 80-90°C for 1-2 hours to obtain N-alkylpropylenediamine; (3) Add N-alkylpropylenediamine and catalyst into the autoclave, and replace with nitrogen After the air in the kettle is released, heat up to 60°C and feed in methyl chloride, and react at 80-90°C and 0.49-0.59MPa for 2-6 hours to prepare N-alkyl-γ-bisquaternary ammonium cationic surfactant. The active agent is made into a 25-30% aqueous solution, which is a thick oil viscosity reducer. The viscosity reducer does not need to be used in combination with alkali, and it has a good viscosity reduction effect on different heavy oils at a lower concentration.
Description
The technical field is as follows:
the invention relates to a high-temperature thick oil viscosity reducer for an oil field.
Background art:
china has abundant thick oil resources, the geological reserve reaches 1640Mt, and the land thick oil accounts for more than 20% of the total petroleum resources.
The thickened oil has the outstanding characteristics of high content of colloid asphaltene and high viscosity, so the key points of the development of the thickened oil are to reduce the viscosity and improve the fluidity. At present, the main methods for exploiting extra-heavy oil in China are steam huff and puff, steam flooding and other thermal exploitation technologies. In the latter period of huffing and puff, the contradiction of low oil-gas ratio, high crude oil viscosity, difficult shaft lifting and the like in steam injection exploitation is increasingly prominent, and the further development of the heavy oil reservoir is restricted. The high-efficiency thick oil viscosity reducer is injected along with steam, so that the steam injection pressure can be reduced, the shaft lifting resistance is reduced, the economic benefit of steam injection production is improved, and the method is an effective way for improving the recovery efficiency in the later stage of multi-round huff and puff. Because the temperature of the steam is high (up to 350 ℃), the viscosity reducer injected with the steam is required to have high temperature resistance.
The heavy oil viscosity reducer is typically a surfactant. The surfactant used as viscosity reducer for thick oil mainly comprises nonionic surfactant, anionic surfactant and amphoteric surfactant, wherein the anionic surfactant and the nonionic-anionic amphoteric surfactant have high temperature resistance.
US4811788 and CN1115778 respectively report that non-ionic-anionic amphoteric surfactants such as polyoxyethylene eicosanol ether sulfonate and polyoxyethylene phenol-formaldehyde resin phosphate are used as viscosity reducers for thick oil, which can resist high temperature of 300-320 ℃, but the synthesis process is complex, the cost is high, and the practical value is not great.
CN1221650, CN1204680, CN1310221 and the like report that sulfonate surfactant is used as viscosity reducer for thick oil, HEA thick oil viscosity reducer developed by petroleum exploration and development institute, GY thick oil viscosity reducer developed by petroleum university and thick oil viscosity reducer developed by Xinjiang petroleum exploration and development institute are mainly composed of petroleum soap or naphthenate. The surfactants have low cost, high temperature resistance and low activity, and generally have good emulsification and viscosity reduction effects on thick oil only by being used together with alkaline substances. The addition of alkaline substances can cause clay swelling, scaling and the like, and has potential harm to the oil extraction process.
The invention content is as follows:
the invention aims to provide a thick oil viscosity reducer with high temperature resistance and a preparation method thereof. The viscosity reducer does not need to be compounded with alkali for use, and has a good viscosity reducing effect on different thickened oils at a lower concentration.
The purpose of the invention is realized by that the thick oil viscosity reducer is an N-alkyl-gamma-diquaternary ammonium cationic surfactant with the general structural formula of [ RN+(CH3)2CH2CH2CH2N+(CH3)3]2Cl-The molecular weight is 384-468.
The preparation method of the thickened oil viscosity reducer mainly comprises the following three steps of (1) putting a certain amount of fatty amine and a proper amount of catalyst into a three-necked bottle, dropwise adding acrylonitrile at 30-60 ℃, and reacting for 4-8 hours to obtain N-alkyl- β -aminopropionitrile, (2) adding a certain amount of N-alkyl- β -aminopropionitrile and a solvent into an autoclave, replacing air in the autoclave with nitrogen, introducing hydrogen and chlorine, reacting for 1-2 hours at 80-90 ℃ to obtain N-alkyl propylenediamine, (3) adding N-alkyl propylenediamine and a catalyst into the autoclave, replacing air in the autoclave with nitrogen, heating to 60 ℃, introducing methyl chloride, reacting for 2-6 hours at 80-90 ℃ and 0.49-0.59 MPa to obtain the N-alkyl-gamma-bis-quaternary ammonium cation surfactant, wherein the reaction equation is as follows:
the aliphatic amine may be dodecylamine, hexadecylamine or octadecylamine, and hexadecylamine is preferred.
The catalyst can be sodium hydroxide, sodium carbonate, triethanolamine and the like, and sodium carbonate is preferred.
The specific implementation mode is as follows:
the preparation process of the viscosity reducer for thick oil is illustrated by the following examples.
Example 1:
the first step is the preparation of N-hexadecyl- β -aminopropionitrile.
0.1mol of hexadecyl amine and 0.4g of sodium carbonate are added into a three-neck flask, the temperature is raised to 50 ℃, 0.125mol of acrylonitrile is dripped, and the reaction is carried out for 4 hours to obtain the N-hexadecyl- β -aminopropionitrile, wherein the conversion rate is 95%.
The second step is that: and preparing N-hexadecyl propane diamine.
0.1mol of N-alkyl- β -aminopropionitrile and 50ml of isopropanol are added into a high-pressure reaction kettle, the air in the kettle is replaced by nitrogen, hydrogen and chlorine are introduced, and the reaction is carried out for 2 hours at 80 ℃ to prepare the N-hexadecyl propanediamine, wherein the conversion rate is 97%.
The third step: and (3) preparing the N-hexadecane-gamma-diquaternary ammonium cationic surfactant.
Adding 0.1mol of N-hexadecyl propane diamine and 0.3mol of sodium carbonate into a high-pressure reaction kettle, replacing air in the kettle with nitrogen, heating to 60 ℃, introducing 0.8mol of methyl chloride, and reacting at 90 ℃ and 0.49-0.59 MPa for 4 hours to obtain the N-alkyl-gamma-bis-quaternary ammonium cationic surfactant with the conversion rate of 95%. The surfactant is prepared into a 25-30% aqueous solution, and the aqueous solution can be used as a thick oil viscosity reducer.
The invention has the characteristics that:
(1) the method is characterized in that an N-alkyl-gamma-diquaternary ammonium cationic surfactant is used as a thick oil viscosity reducer for the first time, and when the use concentration of the viscosity reducer is 0.1-0.3%, the viscosity reduction rate of the viscosity reducer on victory thick oil and Liaohe thick oil is more than 95%;
(2) the viscosity reducer can resist thehigh temperature of more than 200 ℃, and can be used as a thick oil viscosity reducer accompanied with steam injection;
(3) the viscosity reducer has a good emulsifying effect on the thick oil without being compounded with alkaline substances, and avoids the damage of the alkaline substances to the stratum.
Claims (5)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2004100236133A CN1560177A (en) | 2004-02-25 | 2004-02-25 | Viscosity reducer for high temperature heavy oil and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2004100236133A CN1560177A (en) | 2004-02-25 | 2004-02-25 | Viscosity reducer for high temperature heavy oil and preparation method thereof |
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| Publication Number | Publication Date |
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| CN1560177A true CN1560177A (en) | 2005-01-05 |
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| CNA2004100236133A Pending CN1560177A (en) | 2004-02-25 | 2004-02-25 | Viscosity reducer for high temperature heavy oil and preparation method thereof |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102146281A (en) * | 2011-01-25 | 2011-08-10 | 中国石油天然气股份有限公司 | Oil-soluble paraffin-removal viscosity reducer |
| CN101560380B (en) * | 2008-12-12 | 2012-06-27 | 中国石油化工股份有限公司胜利油田分公司采油工艺研究院 | Preparation method of depolymerized and dispersed viscosity reducer of heavy oil |
| CN102942909A (en) * | 2012-11-26 | 2013-02-27 | 中国石油天然气股份有限公司长庆油田分公司勘探开发研究院 | Application of single surfactant in ultra low permeability reservoir oil deposit chemical displacement of reservoir oil |
| CN101365767B (en) * | 2005-11-07 | 2013-11-20 | 斯蒂潘公司 | Polycationic viscoelastic compositions |
| CN103573231A (en) * | 2012-07-23 | 2014-02-12 | 中国石油化工股份有限公司 | Method for improving recovery ratio of sensitive heavy oil reservoir |
| CN105507862A (en) * | 2015-12-04 | 2016-04-20 | 中国石油天然气股份有限公司 | Injection method of thickened oil underground modification viscosity-reducing nano catalyst |
| CN104265252B (en) * | 2014-08-19 | 2017-07-07 | 中国石油天然气股份有限公司 | Artificial foam oil displacement exploitation method for heavy oil reservoir |
-
2004
- 2004-02-25 CN CNA2004100236133A patent/CN1560177A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101365767B (en) * | 2005-11-07 | 2013-11-20 | 斯蒂潘公司 | Polycationic viscoelastic compositions |
| CN101560380B (en) * | 2008-12-12 | 2012-06-27 | 中国石油化工股份有限公司胜利油田分公司采油工艺研究院 | Preparation method of depolymerized and dispersed viscosity reducer of heavy oil |
| CN102146281A (en) * | 2011-01-25 | 2011-08-10 | 中国石油天然气股份有限公司 | Oil-soluble paraffin-removal viscosity reducer |
| CN103573231A (en) * | 2012-07-23 | 2014-02-12 | 中国石油化工股份有限公司 | Method for improving recovery ratio of sensitive heavy oil reservoir |
| CN103573231B (en) * | 2012-07-23 | 2017-09-08 | 中国石油化工股份有限公司 | The method for improving recovery ratio of sensitive heavy oil reservoir |
| CN102942909A (en) * | 2012-11-26 | 2013-02-27 | 中国石油天然气股份有限公司长庆油田分公司勘探开发研究院 | Application of single surfactant in ultra low permeability reservoir oil deposit chemical displacement of reservoir oil |
| CN102942909B (en) * | 2012-11-26 | 2014-11-26 | 中国石油天然气股份有限公司长庆油田分公司勘探开发研究院 | Application of single surfactant in ultra low permeability reservoir oil deposit chemical displacement of reservoir oil |
| CN104265252B (en) * | 2014-08-19 | 2017-07-07 | 中国石油天然气股份有限公司 | Artificial foam oil displacement exploitation method for heavy oil reservoir |
| CN105507862A (en) * | 2015-12-04 | 2016-04-20 | 中国石油天然气股份有限公司 | Injection method of thickened oil underground modification viscosity-reducing nano catalyst |
| CN105507862B (en) * | 2015-12-04 | 2018-06-01 | 中国石油天然气股份有限公司 | Injection method of thickened oil underground modification viscosity-reducing nano catalyst |
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