CN102079799B - Preparation method of binary polymer wax oil pour point reducer - Google Patents
Preparation method of binary polymer wax oil pour point reducer Download PDFInfo
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- CN102079799B CN102079799B CN2010105917199A CN201010591719A CN102079799B CN 102079799 B CN102079799 B CN 102079799B CN 2010105917199 A CN2010105917199 A CN 2010105917199A CN 201010591719 A CN201010591719 A CN 201010591719A CN 102079799 B CN102079799 B CN 102079799B
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- maleic anhydride
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- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- 229920000642 polymer Polymers 0.000 title claims abstract description 23
- 239000003638 chemical reducing agent Substances 0.000 title abstract 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims abstract description 34
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 22
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 19
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims abstract description 5
- 239000012467 final product Substances 0.000 claims abstract description 4
- 239000011259 mixed solution Substances 0.000 claims abstract description 3
- 230000000994 depressogenic effect Effects 0.000 claims description 30
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 15
- GLGZPKHFMGAJAY-UHFFFAOYSA-N 3-octadecylfuran-2,5-dione Chemical compound CCCCCCCCCCCCCCCCCCC1=CC(=O)OC1=O GLGZPKHFMGAJAY-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 239000003999 initiator Substances 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 6
- 238000005886 esterification reaction Methods 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 3
- 239000000376 reactant Substances 0.000 claims description 3
- 238000005292 vacuum distillation Methods 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 2
- 238000005352 clarification Methods 0.000 claims description 2
- 239000000701 coagulant Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- -1 dioctadecyl maleic anhydride-vinylacetate Chemical compound 0.000 abstract description 4
- 238000010438 heat treatment Methods 0.000 abstract description 3
- 239000003208 petroleum Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- RCTVLUIDVXJUNP-UHFFFAOYSA-N 3,4-dioctadecylfuran-2,5-dione Chemical compound C(CCCCCCCCCCCCCCCCC)/C/1=C(/C(=O)OC1=O)CCCCCCCCCCCCCCCCCC RCTVLUIDVXJUNP-UHFFFAOYSA-N 0.000 abstract 3
- 229940117958 vinyl acetate Drugs 0.000 abstract 3
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 2
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 2
- 230000000379 polymerizing effect Effects 0.000 abstract 2
- 238000004821 distillation Methods 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 238000002156 mixing Methods 0.000 abstract 1
- 230000001603 reducing effect Effects 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 37
- 239000001993 wax Substances 0.000 description 34
- 238000004939 coking Methods 0.000 description 4
- 238000007710 freezing Methods 0.000 description 4
- 230000008014 freezing Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000000881 depressing effect Effects 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
技术领域 technical field
本发明涉及一种化工制剂的制备方法，特别是涉及一种二元聚合物蜡油降凝剂的制备方法。 The invention relates to a preparation method of a chemical preparation, in particular to a preparation method of a binary polymer wax oil pour point depressant.
背景技术 Background technique
随着石油及石油化学工业的发展，蜡油的流变学性质日益受到人们的重视。蜡油主要是指常压蜡油和焦化蜡油，常压蜡油是从常压装置产出可以做为催化和焦化的原料，而焦化蜡油是从焦化装置产出的，主要用在船舶方面。由于蜡油中含有大量的蜡质成分，故其凝固点比较高，从而给输油作业增加了许多困难。因而降低其凝固点和改善其流动性能也就成了首要任务。 With the development of petroleum and petrochemical industry, the rheological properties of wax oil have been paid more and more attention by people. Wax oil mainly refers to atmospheric pressure wax oil and coking wax oil. Atmospheric pressure wax oil is produced from atmospheric pressure equipment and can be used as a raw material for catalysis and coking, while coking wax oil is produced from coking equipment and is mainly used in ships. aspect. Since the wax oil contains a large amount of waxy components, its freezing point is relatively high, which adds a lot of difficulties to the oil transportation operation. Therefore, lowering its freezing point and improving its flow properties have become the primary tasks.
因此，目前最受瞩目的方法是以添加化学添加剂降低油品凝固点，使其易于流动。在高蜡油中，固体烃的存在使油品的低温流变性变得复杂。蜡在油品中的溶解性随温度降低而减少。当温度降到某一值时，蜡油开始析出微小的晶粒，继而连成网状结构，把油包在其中，故蜡油失去了流动性。在蜡油中加入降凝剂，即高分子聚合物，可以改变蜡油中固体蜡的结晶形态，如结晶尺寸、大小和形状等，使其不易形成空间网络结构，达到降凝、减黏、改善蜡油低温流动性的目的。 Therefore, the most attention-grabbing method is to add chemical additives to lower the freezing point of oil products to make them easy to flow. In high wax oils, the presence of solid hydrocarbons complicates the low temperature rheology of the oil. The solubility of waxes in oils decreases with decreasing temperature. When the temperature drops to a certain value, the wax oil begins to precipitate tiny crystal grains, and then connects into a network structure, wrapping the oil in it, so the wax oil loses its fluidity. Adding a pour point depressant, that is, a high molecular weight polymer, to the wax oil can change the crystallization form of the solid wax in the wax oil, such as crystal size, size and shape, making it difficult to form a spatial network structure, achieving pour point reduction, viscosity reduction, The purpose of improving the low temperature fluidity of wax oil.
国内外研究的降凝剂种类繁多，一般可分为三类：烷基萘类、聚烯烃类和聚酯类。虽然近年各国对降凝剂的研究比较活跃，但专用于蜡油领域的降凝剂还鲜有报道。只有极少数的文献介绍过把原油降凝剂添加到输送蜡油的管道中用来降低蜡油的凝点。 There are many kinds of pour point depressants studied at home and abroad, which can be generally divided into three categories: alkyl naphthalene, polyolefin and polyester. Although the research on pour point depressants has been active in various countries in recent years, there are few reports on pour point depressants specially used in the field of wax oil. There are only a few literatures that introduce the addition of crude oil pour point depressant to the pipeline for transporting wax oil to lower the freezing point of wax oil.
发明内容 Contents of the invention
本发明的目的在于提供一种二元聚合物蜡油降凝剂的制备方法，是由马来酸酐、十八醇先酯化，再与醋酸乙烯酯聚合生成的一种新型蜡油降凝剂，应用于石油的开采和运输领域中、提供了一种性能较稳定，对蜡油降凝效果优越的新型降凝剂。 The purpose of the present invention is to provide a preparation method of binary polymer wax oil pour point depressant, which is a novel wax oil pour point depressant generated by esterifying maleic anhydride and stearyl alcohol first and then polymerized with vinyl acetate , used in the field of petroleum exploration and transportation, providing a new type of pour point depressant with relatively stable performance and excellent depressing effect on wax oil.
本发明的目的是通过以下技术方案实现的： The purpose of the present invention is achieved through the following technical solutions:
一种二元聚合物蜡油降凝剂的制备方法，该降凝剂以马来酸酐、十八醇先酯化，然后再与醋酸乙烯酯聚合而形成的蜡油降凝剂，包括如下制备过程：先将马来酸酐、十八醇与作为溶剂兼携水剂的甲苯混合溶液预热至澄清，加入催化剂，继续加热至沸腾，反应，再进行减压蒸馏，得到马来酸酐十八酯，再将得到的马来酸酐十八酯与醋酸乙烯酯和引发剂BPO混合，马来酸酐十八酯与醋酸乙烯酯进行聚合，得最终产物马来酸酐十八酯-醋酸乙烯酯聚合物（PMVA）。 A preparation method of a binary polymer wax oil pour point depressant, the pour point depressant is first esterified with maleic anhydride and stearyl alcohol, and then polymerized with vinyl acetate to form a wax oil pour point depressant, comprising the following preparation Process: Preheat the mixed solution of maleic anhydride, stearyl alcohol and toluene as a solvent and water-carrying agent until clarification, add catalyst, continue heating to boiling, react, and then carry out vacuum distillation to obtain stearyl maleic anhydride , then the octadecyl maleic anhydride obtained is mixed with vinyl acetate and initiator BPO, and the octadecyl maleic anhydride and vinyl acetate are polymerized to obtain the final product stearyl maleic anhydride-vinyl acetate polymer ( PMVA).
所述的一种二元聚合物蜡油降凝剂的制备方法，所述的马来酸酐与十八醇反应摩尔比为1:2；马来酸酐与十八醇的酯化时间为3h。 In the preparation method of the binary polymer wax oil pour point depressant, the reaction molar ratio of maleic anhydride and stearyl alcohol is 1:2; the esterification time of maleic anhydride and stearyl alcohol is 3h.
所述的一种二元聚合物蜡油降凝剂的制备方法，所述的催化剂量，马来酸酐与十八醇的总质量计，为1.5%。 In the preparation method of a binary polymer wax oil pour point depressant, the catalyst amount is 1.5% based on the total mass of maleic anhydride and stearyl alcohol.
所述的一种二元聚合物蜡油降凝剂的制备方法，所述的甲苯溶剂量，全部反应物的总质量计，为37%。 In the preparation method of a binary polymer wax oil pour point depressant, the amount of toluene solvent, based on the total mass of all reactants, is 37%.
所述的一种二元聚合物蜡油降凝剂的制备方法，所述的马来酸酐十八酯与醋酸乙烯酯的摩尔比为1:3。 In the preparation method of the described binary polymer wax oil pour point depressant, the molar ratio of the described stearyl maleic anhydride to vinyl acetate is 1:3.
所述的一种二元聚合物蜡油降凝剂的制备方法，所述的引发剂BPO量质量分数，马来酸酐、十八醇、催化剂和醋酸乙烯酯的总质量计，为1.5%。 In the preparation method of a binary polymer wax oil pour point depressant, the mass fraction of the initiator BPO is 1.5% based on the total mass of maleic anhydride, stearyl alcohol, catalyst and vinyl acetate.
所述的一种二元聚合物蜡油降凝剂的制备方法，所述的马来酸酐十八酯与醋酸乙烯酯的聚合温度为70℃。 In the preparation method of the binary polymer wax oil pour point depressant, the polymerization temperature of the stearyl maleic anhydride and vinyl acetate is 70°C.
所述的一种二元聚合物蜡油降凝剂的制备方法，所述的马来酸酐十八酯与醋酸乙烯酯的聚合时间为3h。 In the preparation method of the binary polymer wax oil pour point depressant, the polymerization time of the stearyl maleic anhydride and vinyl acetate is 3 hours.
本发明的优点与效果是： Advantage and effect of the present invention are:
1.本发明在加剂量（以降凝剂占蜡油的质量分数计）为0.32%时，降凝效果较佳，凝点最大降幅可达24℃。 1. When the dosage of the present invention (based on the mass fraction of the pour point depressant in the wax oil) is 0.32%, the pour point depressant effect is better, and the maximum drop of the pour point can reach 24°C.
2. 本发明制备的降凝剂性能较稳定，蜡油降凝效果优越。 2. The performance of the pour point depressant prepared by the present invention is relatively stable, and the pour point depressant effect of wax oil is superior.
具体实施方式 Detailed ways
下面对本发明进行详细说明。 The present invention will be described in detail below.
本发明蜡油降凝剂是由马来酸酐与十八醇酯化，再与醋酸乙烯酯共聚而成。 The wax oil pour point depressant of the present invention is formed by esterification of maleic anhydride and stearyl alcohol, and then copolymerized with vinyl acetate.
实施例： Example:
在三口烧瓶中依次加入马来酸酐4.903 g、十八醇40.5735 g，以甲苯(9.0953 g)为溶剂兼携水剂。在反应开始时，先进行预热，使反应物充分的混合及溶解，待溶液澄清时，在80 ℃时加入催化剂0.6821 g。继续升高温度，直至溶液沸腾，反应生成的水随甲苯进入到分水器中，待出水量与理论值相当时，停止加热。反应完毕后，进行减压蒸馏，将溶剂甲苯蒸出后用无水乙醇洗涤三次，得到马来酸酐十八酯。 Add 4.903 g of maleic anhydride and 40.5735 g of stearyl alcohol in sequence in a three-necked flask, using toluene (9.0953 g) as a solvent and a water-carrying agent. At the beginning of the reaction, preheat first to fully mix and dissolve the reactants. When the solution is clear, add 0.6821 g of catalyst at 80 °C. Continue to increase the temperature until the solution boils, and the water generated by the reaction enters the water separator along with the toluene. When the water output is equivalent to the theoretical value, stop heating. After the reaction was completed, vacuum distillation was carried out, the solvent toluene was distilled off and washed three times with absolute ethanol to obtain stearyl maleic anhydride.
将提纯后的酯化反应产物马来酸酐十八酯置于三口烧瓶中，并将于恒温水浴中加热，将醋酸乙烯酯12.9135 g和引发剂BPO 1.1678 g加入到三口烧瓶中，在引发剂作用下，马来酸酐十八酯与醋酸乙烯酯进行聚合3 h后，反应结束，然后将产物用无水乙醇洗涤三次，并用分液漏斗进行分离，得最终产物马来酸酐十八酯-醋酸乙烯酯聚合物（PMVA）。 The purified esterification reaction product octadecyl maleic anhydride is placed in a three-necked flask, and heated in a constant temperature water bath, and 12.9135 g of vinyl acetate and 1.1678 g of initiator BPO are added to the three-necked flask, and under the action of the initiator After the polymerization of octadecyl maleic anhydride and vinyl acetate for 3 h, the reaction ended, and then the product was washed three times with absolute ethanol, and separated with a separatory funnel to obtain the final product octadecyl maleic anhydride-vinyl acetate Ester polymer (PMVA).
Claims (7)
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| CN104327213B (en) * | 2014-10-15 | 2016-04-27 | 山东大学 | A kind of high wax viscous crude nano composite material pour point depressant and preparation method thereof |
| CN105542063B (en) * | 2016-02-03 | 2017-10-17 | 辽宁石化职业技术学院 | A kind of preparation method of quadripolymer diesel pour inhibitor |
| CN105524211B (en) * | 2016-02-05 | 2017-11-03 | 辽宁石化职业技术学院 | A kind of preparation method of quadripolymer diesel pour inhibitor |
| CN106367055B (en) * | 2016-08-23 | 2019-04-02 | 中国石油化工股份有限公司 | A kind of pour-point depressant and preparation method thereof of high-content wax viscous crude |
| CN109762537A (en) * | 2019-02-27 | 2019-05-17 | 郑州智锦电子科技有限公司 | A kind of preparation method of environment universality Multi-effect oilfield additive |
| CN115584253B (en) * | 2022-09-20 | 2023-08-25 | 中国石油天然气股份有限公司 | Multifunctional wax-proofing agent and preparation method thereof |
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