CN106978225A - 一种聚甲基丙烯酸酯/石墨烯纳米复合聚合物降凝剂及其制备方法 - Google Patents
一种聚甲基丙烯酸酯/石墨烯纳米复合聚合物降凝剂及其制备方法 Download PDFInfo
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- CN106978225A CN106978225A CN201710279325.1A CN201710279325A CN106978225A CN 106978225 A CN106978225 A CN 106978225A CN 201710279325 A CN201710279325 A CN 201710279325A CN 106978225 A CN106978225 A CN 106978225A
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- graphene
- point depressant
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- polymethacrylates
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- 229910021389 graphene Inorganic materials 0.000 title claims abstract description 101
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 97
- 230000000994 depressogenic effect Effects 0.000 title claims abstract description 75
- 229920000642 polymer Polymers 0.000 title claims abstract description 59
- 239000000203 mixture Substances 0.000 title claims abstract description 39
- 229920000193 polymethacrylate Polymers 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 34
- 238000000034 method Methods 0.000 claims abstract description 12
- 239000000725 suspension Substances 0.000 claims abstract description 9
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 8
- 239000003999 initiator Substances 0.000 claims abstract description 8
- 239000003960 organic solvent Substances 0.000 claims abstract description 5
- 238000012805 post-processing Methods 0.000 claims abstract description 5
- 239000012298 atmosphere Substances 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims description 27
- 150000002148 esters Chemical class 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 7
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 7
- 238000006722 reduction reaction Methods 0.000 claims description 6
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical group C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 5
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 4
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 claims description 4
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical group OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 239000002283 diesel fuel Substances 0.000 abstract description 53
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract description 18
- 230000000694 effects Effects 0.000 abstract description 16
- 238000009833 condensation Methods 0.000 abstract description 15
- 230000005494 condensation Effects 0.000 abstract description 15
- 239000012188 paraffin wax Substances 0.000 description 16
- 239000013078 crystal Substances 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 9
- -1 graphite Alkene Chemical class 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 6
- 230000008025 crystallization Effects 0.000 description 6
- 229920001481 poly(stearyl methacrylate) Polymers 0.000 description 6
- 238000010899 nucleation Methods 0.000 description 5
- 230000006911 nucleation Effects 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- ATZHWSYYKQKSSY-UHFFFAOYSA-N tetradecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)=C ATZHWSYYKQKSSY-UHFFFAOYSA-N 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000002105 nanoparticle Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 230000002776 aggregation Effects 0.000 description 3
- 238000004220 aggregation Methods 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- GTTYPHLDORACJW-UHFFFAOYSA-N nitric acid;sodium Chemical compound [Na].O[N+]([O-])=O GTTYPHLDORACJW-UHFFFAOYSA-N 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000012286 potassium permanganate Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 2
- 230000000881 depressing effect Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 239000002086 nanomaterial Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000005543 nano-size silicon particle Substances 0.000 description 1
- 239000012802 nanoclay Substances 0.000 description 1
- 239000002114 nanocomposite Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2270/00—Specifically adapted fuels
- C10L2270/02—Specifically adapted fuels for internal combustion engines
- C10L2270/026—Specifically adapted fuels for internal combustion engines for diesel engines, e.g. automobiles, stationary, marine
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Combustion & Propulsion (AREA)
- Lubricants (AREA)
- Liquid Carbonaceous Fuels (AREA)
Abstract
Description
Claims (9)
Priority Applications (1)
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CN201710279325.1A CN106978225B (zh) | 2017-04-25 | 2017-04-25 | 一种聚甲基丙烯酸酯/石墨烯纳米复合聚合物降凝剂及其制备方法 |
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CN201710279325.1A CN106978225B (zh) | 2017-04-25 | 2017-04-25 | 一种聚甲基丙烯酸酯/石墨烯纳米复合聚合物降凝剂及其制备方法 |
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CN106978225A true CN106978225A (zh) | 2017-07-25 |
CN106978225B CN106978225B (zh) | 2018-08-17 |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108485153A (zh) * | 2018-05-09 | 2018-09-04 | 武汉工程大学 | 一种高介电低损耗的石墨烯/聚甲基丙烯酸甲酯复合材料及其制备方法 |
CN109179403A (zh) * | 2018-11-20 | 2019-01-11 | 运城学院 | 一种氧化石墨的制备方法 |
CN109232792A (zh) * | 2018-08-23 | 2019-01-18 | 北京宝辰联合科技股份有限公司 | 一种高效原油降粘剂及其制备方法 |
CN110157400A (zh) * | 2019-06-06 | 2019-08-23 | 克拉玛依九纪凯盛石油技术服务有限公司 | 一种油井环保型高效水基清防蜡剂及其制备方法 |
CN113402724A (zh) * | 2021-06-11 | 2021-09-17 | 东北石油大学 | 一种纳米复合降凝剂的制备方法 |
CN116855285A (zh) * | 2022-03-28 | 2023-10-10 | 中国石油天然气集团有限公司 | 醚酯接枝改性氧化石墨烯原油降凝剂及其制备方法和应用 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005350629A (ja) * | 2004-06-14 | 2005-12-22 | Electric Power Dev Co Ltd | バイオディーゼル燃料の添加剤 |
CN101812348A (zh) * | 2010-05-21 | 2010-08-25 | 北京奥力助兴石化有限公司 | 一种柴油降凝剂 |
CN103911193A (zh) * | 2013-01-09 | 2014-07-09 | 美国能源有限公司 | 一种多元配方组合的生物柴油的添加剂及其制备方法 |
CN104774659A (zh) * | 2015-03-31 | 2015-07-15 | 上海应用技术学院 | 一种公交车用生物柴油的降凝剂组合物及其制备方法 |
-
2017
- 2017-04-25 CN CN201710279325.1A patent/CN106978225B/zh active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005350629A (ja) * | 2004-06-14 | 2005-12-22 | Electric Power Dev Co Ltd | バイオディーゼル燃料の添加剤 |
CN101812348A (zh) * | 2010-05-21 | 2010-08-25 | 北京奥力助兴石化有限公司 | 一种柴油降凝剂 |
CN103911193A (zh) * | 2013-01-09 | 2014-07-09 | 美国能源有限公司 | 一种多元配方组合的生物柴油的添加剂及其制备方法 |
CN104774659A (zh) * | 2015-03-31 | 2015-07-15 | 上海应用技术学院 | 一种公交车用生物柴油的降凝剂组合物及其制备方法 |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108485153A (zh) * | 2018-05-09 | 2018-09-04 | 武汉工程大学 | 一种高介电低损耗的石墨烯/聚甲基丙烯酸甲酯复合材料及其制备方法 |
CN109232792A (zh) * | 2018-08-23 | 2019-01-18 | 北京宝辰联合科技股份有限公司 | 一种高效原油降粘剂及其制备方法 |
CN109179403A (zh) * | 2018-11-20 | 2019-01-11 | 运城学院 | 一种氧化石墨的制备方法 |
CN110157400A (zh) * | 2019-06-06 | 2019-08-23 | 克拉玛依九纪凯盛石油技术服务有限公司 | 一种油井环保型高效水基清防蜡剂及其制备方法 |
CN110157400B (zh) * | 2019-06-06 | 2021-04-20 | 克拉玛依九纪凯盛石油技术服务有限公司 | 一种油井环保型高效水基清防蜡剂及其制备方法 |
CN113402724A (zh) * | 2021-06-11 | 2021-09-17 | 东北石油大学 | 一种纳米复合降凝剂的制备方法 |
CN116855285A (zh) * | 2022-03-28 | 2023-10-10 | 中国石油天然气集团有限公司 | 醚酯接枝改性氧化石墨烯原油降凝剂及其制备方法和应用 |
CN116855285B (zh) * | 2022-03-28 | 2024-07-05 | 中国石油天然气集团有限公司 | 醚酯接枝改性氧化石墨烯原油降凝剂及其制备方法和应用 |
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