CN101712786A - Reaction type crude oil flow modifier containing carboxylic acid organic polymer - Google Patents
Reaction type crude oil flow modifier containing carboxylic acid organic polymer Download PDFInfo
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- CN101712786A CN101712786A CN 200810223900 CN200810223900A CN101712786A CN 101712786 A CN101712786 A CN 101712786A CN 200810223900 CN200810223900 CN 200810223900 CN 200810223900 A CN200810223900 A CN 200810223900A CN 101712786 A CN101712786 A CN 101712786A
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- carboxylic acid
- crude oil
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- oil flow
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- 239000010779 crude oil Substances 0.000 title claims abstract description 24
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title claims abstract description 21
- 229920000620 organic polymer Polymers 0.000 title claims abstract description 8
- 238000006757 chemical reactions by type Methods 0.000 title claims abstract 7
- 239000003607 modifier Substances 0.000 title abstract description 5
- 229920002521 macromolecule Polymers 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims abstract description 4
- -1 polyoxy Polymers 0.000 claims description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 5
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000002283 diesel fuel Substances 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 150000004665 fatty acids Chemical class 0.000 claims description 3
- 239000003502 gasoline Substances 0.000 claims description 3
- 235000021388 linseed oil Nutrition 0.000 claims description 3
- 239000000944 linseed oil Substances 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 229920006029 tetra-polymer Polymers 0.000 claims description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 claims description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 239000013543 active substance Substances 0.000 claims 3
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- 235000019198 oils Nutrition 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 abstract description 7
- 239000000084 colloidal system Substances 0.000 abstract description 5
- 239000005416 organic matter Substances 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 3
- 238000002360 preparation method Methods 0.000 abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001412 amines Chemical class 0.000 abstract description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 230000008014 freezing Effects 0.000 description 3
- 238000007710 freezing Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- 230000000881 depressing effect Effects 0.000 description 2
- 230000000994 depressogenic effect Effects 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- APWFVHHGZWXBPA-ODZAUARKSA-N (z)-but-2-enedioic acid;furan-2,5-dione Chemical compound O=C1OC(=O)C=C1.OC(=O)\C=C/C(O)=O APWFVHHGZWXBPA-ODZAUARKSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000005608 naphthenic acid group Chemical group 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
Landscapes
- Liquid Carbonaceous Fuels (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
Description
技术领域technical field
本发明是一种含有羧酸有机高分子的反应型原油流动改性剂。涉及一般化学方法、它们的制备(有机大分子化合物的制备)和管道系统技术领域。The invention is a reactive crude oil flow modifier containing carboxylic acid organic macromolecule. It relates to the technical fields of general chemical methods, their preparation (preparation of organic macromolecular compounds) and piping systems.
背景技术Background technique
原油降凝和降凝的原油流动改性剂(也称降凝剂)是管输原油节能降耗的一种有效的技术。现有的降凝剂虽然含有极性基团，可与原油中胶质、沥青质的极性基团形成氢键，使有一定的降凝和流动性改进。但因不能与原油中胶质、沥青质反应，所以降凝和流动性改进是有限的。Crude oil flow modifier (also known as pour point depressant) is an effective technology for pipeline transportation of crude oil to save energy and reduce consumption. Although the existing pour point depressants contain polar groups, they can form hydrogen bonds with the polar groups of colloids and asphaltenes in crude oil, so that there is a certain degree of pour point depressant and fluidity improvement. However, because it cannot react with colloids and asphaltenes in crude oil, the depreciation and fluidity improvement are limited.
发明内容Contents of the invention
本发明的目的是发明一种降凝和流动性改进更好的含有羧酸有机高分子的反应型原油流动改性剂。The purpose of the present invention is to invent a reactive crude oil flow modifier containing carboxylic acid organic macromolecule with better pour point depressing and fluidity improvement.
本发明是由含有羧酸的有机高分子、表面活性剂和小分子有机物组成。在总重量为100％中各组分的比例为：含有羧酸的有机高分子2％～25％、表面活性剂5％～30％和小分子有机物20％～70％。The invention is composed of organic macromolecule containing carboxylic acid, surfactant and small molecular organic matter. The proportion of each component in the total weight of 100% is: 2%-25% of organic macromolecule containing carboxylic acid, 5%-30% of surfactant and 20%-70% of small molecule organic matter.
其中：in:
含有羧酸的有机高分子是烯烃、丙烯酸酯、乙烯醋酸乙烯酯、苯乙烯、马来酸酐(顺丁烯二酸)、丙烯酰胺、丙烯腈等单体与丙烯酸单体进行聚合形成二元、三元或四元共聚物；上述聚合物的衍生物中的含有端基为羧酸；Organic polymers containing carboxylic acids are monomers such as olefins, acrylates, ethylene vinyl acetate, styrene, maleic anhydride (maleic acid), acrylamide, and acrylonitrile, which are polymerized with acrylic monomers to form binary, Terpolymer or tetrapolymer; derivatives of the above-mentioned polymers containing terminal groups of carboxylic acids;
表面活性剂为聚氧烷基醇醚羧酸、聚氧乙烯烷聚氧丙烯烷基苯酚醚羧酸等；The surfactant is polyoxyalkyl alcohol ether carboxylic acid, polyoxyethylene alkane polyoxypropylene alkylphenol ether carboxylic acid, etc.;
小分子有机物为烷基羧酸(油酸、硬脂酸等)，亚麻油脂肪酸、烷基二酸、环烷酸等；Small molecular organic substances are alkyl carboxylic acids (oleic acid, stearic acid, etc.), linseed oil fatty acids, alkyl diacids, naphthenic acids, etc.;
有机溶剂为：烷烃如汽油、柴油、石油醚等，芳香烃如二甲苯、重芳烃、C9芳烃、C10芳烃。Organic solvents are: alkanes such as gasoline, diesel, petroleum ether, etc., aromatic hydrocarbons such as xylene, heavy aromatics, C9 aromatics, and C10 aromatics.
本发明是含有上述高分子聚合物、表面活性剂和有机小分子的单一组分或混合物，它能与原油中胶质、沥青质的极性基团如醇、胺、羧酸等进行反应。所以，本发明对原油降凝和流动性改进明显。The present invention is a single component or mixture containing the above-mentioned high molecular polymer, surfactant and small organic molecule, which can react with the polar groups of colloid and asphaltene in crude oil, such as alcohol, amine, carboxylic acid and the like. Therefore, the present invention significantly improves the pour point depressing and fluidity of crude oil.
具体实施方式Detailed ways
实施例.烯烃单体与丙烯酸单体进行聚合形成二元、三元或四元共聚物；该聚合物的衍生物中的含有端基为羧酸；合成方法为在偶氮二异丁腈引发剂的存在下进行自由基聚合，反应温度为100℃，分子量在0.5～10.0×104，其中丙烯酸含量20％；在总重量为100％中，形成的含有羧酸的有机高分子占5％；表面活性剂选聚氧烷基醇醚羧酸，占总重量的25％；小分子有机物选亚麻油脂肪酸，占总重量的25％；有机溶剂用柴油，占总重量的25％。Embodiment. Olefin monomers and acrylic acid monomers are polymerized to form binary, ternary or tetrapolymers; in the derivatives of the polymers, the end groups are carboxylic acids; the synthesis method is initiated in azobisisobutyronitrile Carry out free radical polymerization in the presence of an agent, the reaction temperature is 100°C, the molecular weight is 0.5-10.0×10 4 , and the content of acrylic acid is 20%; in the total weight of 100%, the formed organic polymer containing carboxylic acid accounts for 5% The surfactant is polyoxyalkylene alcohol ether carboxylic acid, accounting for 25% of the total weight; the small molecular organic matter is selected from linseed oil fatty acid, accounting for 25% of the total weight; the organic solvent is diesel oil, accounting for 25% of the total weight.
本例对于大庆原油，处理温度为70℃，加剂量为50ppm～100ppm，可将原油的凝点由33℃降低到14℃。对于苏丹1/2/4原油，处理温度为105℃，加剂量为50ppm～100ppm，可将原油的凝点由34℃降低到22℃。In this example, for Daqing crude oil, the treatment temperature is 70°C, and the dosage is 50ppm-100ppm, which can reduce the freezing point of crude oil from 33°C to 14°C. For Sudan 1/2/4 crude oil, the treatment temperature is 105°C, and the dosage is 50ppm-100ppm, which can lower the freezing point of crude oil from 34°C to 22°C.
应用条件：能与原油中胶质、沥青质的有醇类再常温(高于原油的凝点)或在原油的加剂处理温度下进行反应。Application conditions: It can react with the colloid and asphaltene alcohols in crude oil at room temperature (higher than the freezing point of crude oil) or at the temperature of crude oil additive treatment.
产品的形式：产品可溶于烷烃如汽油、柴油、石油醚等，或溶于芳香烃如二甲苯、重芳烃、C9芳烃、C10芳烃。Product form: The product can be dissolved in alkanes such as gasoline, diesel oil, petroleum ether, etc., or in aromatic hydrocarbons such as xylene, heavy aromatics, C9 aromatics, and C10 aromatics.
Claims (5)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200810223900 CN101712786A (en) | 2008-10-08 | 2008-10-08 | Reaction type crude oil flow modifier containing carboxylic acid organic polymer |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200810223900 CN101712786A (en) | 2008-10-08 | 2008-10-08 | Reaction type crude oil flow modifier containing carboxylic acid organic polymer |
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| CN101712786A true CN101712786A (en) | 2010-05-26 |
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| CN 200810223900 Pending CN101712786A (en) | 2008-10-08 | 2008-10-08 | Reaction type crude oil flow modifier containing carboxylic acid organic polymer |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104119471A (en) * | 2014-07-17 | 2014-10-29 | 湖南有色冶金劳动保护研究院 | Viscosity reducer applied to pipeline transportation of crude oil and preparation method thereof |
| CN104356296A (en) * | 2014-11-13 | 2015-02-18 | 山东大学 | Aminolysis polymer, and preparation method and application thereof |
| CN106635201A (en) * | 2016-10-27 | 2017-05-10 | 深圳市广昌达石油添加剂有限公司 | Wax crystal dispersing agent, diesel oil pour point depressant prepared via complex preparation of wax crystal dispersing agent, and application method of diesel oil pour point depressant |
| CN114716988A (en) * | 2021-01-04 | 2022-07-08 | 中国石油化工股份有限公司 | Preparation method and application of solid asphaltene inhibitor |
-
2008
- 2008-10-08 CN CN 200810223900 patent/CN101712786A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104119471A (en) * | 2014-07-17 | 2014-10-29 | 湖南有色冶金劳动保护研究院 | Viscosity reducer applied to pipeline transportation of crude oil and preparation method thereof |
| CN104356296A (en) * | 2014-11-13 | 2015-02-18 | 山东大学 | Aminolysis polymer, and preparation method and application thereof |
| CN106635201A (en) * | 2016-10-27 | 2017-05-10 | 深圳市广昌达石油添加剂有限公司 | Wax crystal dispersing agent, diesel oil pour point depressant prepared via complex preparation of wax crystal dispersing agent, and application method of diesel oil pour point depressant |
| CN114716988A (en) * | 2021-01-04 | 2022-07-08 | 中国石油化工股份有限公司 | Preparation method and application of solid asphaltene inhibitor |
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