CN115141663A - 改善汽油润滑性能的添加剂及汽油组合物 - Google Patents
改善汽油润滑性能的添加剂及汽油组合物 Download PDFInfo
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- CN115141663A CN115141663A CN202110337997.XA CN202110337997A CN115141663A CN 115141663 A CN115141663 A CN 115141663A CN 202110337997 A CN202110337997 A CN 202110337997A CN 115141663 A CN115141663 A CN 115141663A
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- China
- Prior art keywords
- acid monoester
- mono
- gasoline
- dicarboxylic acid
- maleate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000003502 gasoline Substances 0.000 title claims abstract description 94
- 239000000654 additive Substances 0.000 title claims abstract description 29
- 230000000996 additive effect Effects 0.000 title claims abstract description 26
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 15
- 239000000203 mixture Substances 0.000 title claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 53
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 47
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 9
- -1 n-octyl Chemical group 0.000 claims description 112
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 24
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 18
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 claims description 13
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 12
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 9
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 8
- 239000011976 maleic acid Substances 0.000 claims description 8
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 8
- 239000001530 fumaric acid Substances 0.000 claims description 6
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 claims description 6
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 claims description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 6
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 claims description 5
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 5
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 4
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 4
- XLYMOEINVGRTEX-ARJAWSKDSA-N Ethyl hydrogen fumarate Chemical compound CCOC(=O)\C=C/C(O)=O XLYMOEINVGRTEX-ARJAWSKDSA-N 0.000 claims description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
- 239000001361 adipic acid Substances 0.000 claims description 4
- 235000011037 adipic acid Nutrition 0.000 claims description 4
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 229940018557 citraconic acid Drugs 0.000 claims description 4
- XLYMOEINVGRTEX-UHFFFAOYSA-N fumaric acid monoethyl ester Natural products CCOC(=O)C=CC(O)=O XLYMOEINVGRTEX-UHFFFAOYSA-N 0.000 claims description 4
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 claims description 3
- FDNBQVCBHKEDOJ-FPLPWBNLSA-N (z)-4-(6-methylheptoxy)-4-oxobut-2-enoic acid Chemical compound CC(C)CCCCCOC(=O)\C=C/C(O)=O FDNBQVCBHKEDOJ-FPLPWBNLSA-N 0.000 claims description 3
- PMUPSYZVABJEKC-UHFFFAOYSA-N 1-methylcyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1(C)CCCCC1C(O)=O PMUPSYZVABJEKC-UHFFFAOYSA-N 0.000 claims description 3
- NGGGZUAEOKRHMA-UHFFFAOYSA-N 3-[(2-methylpropan-2-yl)oxy]-3-oxopropanoic acid Chemical compound CC(C)(C)OC(=O)CC(O)=O NGGGZUAEOKRHMA-UHFFFAOYSA-N 0.000 claims description 3
- WXYTXCXWNITTLN-UHFFFAOYSA-N 3-methylcyclohexane-1,2-dicarboxylic acid Chemical compound CC1CCCC(C(O)=O)C1C(O)=O WXYTXCXWNITTLN-UHFFFAOYSA-N 0.000 claims description 3
- PSKWZWUGUCYXJS-UHFFFAOYSA-N 4-(7-methyloctoxy)-4-oxobutanoic acid Chemical compound CC(C)CCCCCCOC(=O)CCC(O)=O PSKWZWUGUCYXJS-UHFFFAOYSA-N 0.000 claims description 3
- YWVFNWVZBAWOOY-UHFFFAOYSA-N 4-methylcyclohexane-1,2-dicarboxylic acid Chemical compound CC1CCC(C(O)=O)C(C(O)=O)C1 YWVFNWVZBAWOOY-UHFFFAOYSA-N 0.000 claims description 3
- CGBYBGVMDAPUIH-UHFFFAOYSA-N acide dimethylmaleique Natural products OC(=O)C(C)=C(C)C(O)=O CGBYBGVMDAPUIH-UHFFFAOYSA-N 0.000 claims description 3
- CGBYBGVMDAPUIH-ARJAWSKDSA-N dimethylmaleic acid Chemical compound OC(=O)C(/C)=C(/C)C(O)=O CGBYBGVMDAPUIH-ARJAWSKDSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 235000006408 oxalic acid Nutrition 0.000 claims description 3
- 239000001384 succinic acid Substances 0.000 claims description 3
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 claims description 2
- PITWWHITGGWEMF-UHFFFAOYSA-N 2-methyl-2-octoxycarbonylcyclohex-3-ene-1-carboxylic acid Chemical compound CCCCCCCCOC(=O)C1(C)C=CCCC1C(O)=O PITWWHITGGWEMF-UHFFFAOYSA-N 0.000 claims description 2
- ODGCZQFTJDEYNI-UHFFFAOYSA-N 2-methylcyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1(C)C=CCCC1C(O)=O ODGCZQFTJDEYNI-UHFFFAOYSA-N 0.000 claims description 2
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 claims description 2
- 125000006041 3-hexenyl group Chemical group 0.000 claims description 2
- ZPRXNOLDOXHXIQ-UHFFFAOYSA-N 3-methylcyclohex-4-ene-1,2-dicarboxylic acid Chemical compound CC1C=CCC(C(O)=O)C1C(O)=O ZPRXNOLDOXHXIQ-UHFFFAOYSA-N 0.000 claims description 2
- YZPUIHVHPSUCHD-UHFFFAOYSA-N 4-methylcyclohex-4-ene-1,2-dicarboxylic acid Chemical compound CC1=CCC(C(O)=O)C(C(O)=O)C1 YZPUIHVHPSUCHD-UHFFFAOYSA-N 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- ILUAAIDVFMVTAU-UHFFFAOYSA-N cyclohex-4-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CC=CCC1C(O)=O ILUAAIDVFMVTAU-UHFFFAOYSA-N 0.000 claims description 2
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 claims description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- XOSNGXNHDRYFEF-UHFFFAOYSA-N monohexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(O)=O XOSNGXNHDRYFEF-UHFFFAOYSA-N 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 5
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000003599 detergent Substances 0.000 abstract description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 2
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- 150000008064 anhydrides Chemical class 0.000 description 7
- 239000002283 diesel fuel Substances 0.000 description 7
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- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
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Images
Classifications
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- 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
- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
-
- 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
- C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
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Abstract
本发明涉及一种改善汽油润滑性能的添加剂及汽油组合物,所述的润滑性添加剂至少含有一种二羧酸单酯化合物。所述二羧酸单酯化合物可以是不饱和二元羧酸单酯化合物、无取代基的饱和二元羧酸单酯化合物以及环状二羧酸单酯化合物。本发明提供的汽油润滑性添加剂能够显著改善汽油的润滑性能,在汽油中用量很少,可大大降低润滑性添加剂的使用成本,与汽油清净剂可以共同使用,起到节油减排的作用。
Description
技术领域
本发明涉及燃料领域,具体地,涉及一种改善汽油润滑性能的添加剂和汽油组合物。
背景技术
发动机燃料供油系统中油泵、油料控制系统和喷嘴会因为燃料润滑性变差而出现严重的磨损问题,其后果会导致发动机油泵失效,引起发动机熄火甚至损坏事故。20世纪60年代,航空喷气燃料采用加氢精制新工艺生产清洁航煤而导致喷气燃料润滑性变差,引起燃油泵柱塞球面超量磨损,导致供油量不足,发动机转速下降,严重时引起空中停车事故的发生;在随后的20世纪90年代初,为满足环保要求而推广低硫柴油,由于加氢工艺的普遍采用而脱除了柴油中的含氧、含氮化合物导致柴油润滑性下降,使得柴油喷射泵出现严重磨损,喷油泵大面积失效的事故。随后,先后开发了喷气燃料抗磨剂和柴油抗磨剂分别解决了航煤和柴油的润滑性问题并在工业上广泛应用。
与其他燃料相比,汽油是最轻的、也是润滑性最差的液体燃料。汽油中由于天然抗磨杂质的含量极低,其本体组分的润滑作用就显得十分突出。况且,新配方汽油中还含有相当量的易吸水的含氧掺和物(如低级醇等)和易氧化的烯烃,会对汽油润滑性能产生不良影响。
近年来,汽油从无铅化到清洁化的历程见证了世界对于环保的呼声愈发强烈,各国纷纷制定了越来越苛刻的汽油质量标准,尾气排放要达标,新配方汽油的组成及杂质含量等都受到新法规的制约,芳烃和烯烃含量降低,使得汽油润滑性进一步变差。最近几年,汽油直喷发动机技术的应用越来越广泛,此类发动机也被称为直喷火花点火式(DISI)、直喷汽油式(DIG)、汽油直喷式(GDI)等,这大大增加了汽油作为润滑介质的工作压力,使得汽油润滑性问题变得越来越突出,在此背景下,要防止喷气燃料和柴油的严重磨损事故重演,汽油的润滑性问题的解决显得尤为紧迫。汽油润滑性的改善,不仅意味着喷油泵磨损的缓解、发动机寿命的延长,同时还会带来能量利用效率提高和燃油消耗率降低的益处。
与解决喷气燃料和柴油润滑性问题类似,改善汽油润滑性能的有效方法也是在汽油中加入润滑性添加剂(抗磨剂)。CN106957698A公开了一种二烷基氨基链烷醇类添加剂,在汽油燃料中加入10~500ppm可改善汽油燃料的润滑性能。EP1357170B9提供了由饱和羧酸与烷氧基化胺或醚胺进行反应而制备的润滑性添加剂,加入到汽油中时,可获得降低摩擦的明显效果。
然而,上述润滑性添加剂以脂肪胺或醚胺为原料,制备成本较高,另外,所制备的润滑性添加剂是含氮化合物,在汽油的燃烧使用过程中会生成氮氧化物造成排放污染,有悖于清洁燃料的使用原则。
CN105441149A公开了C6~C22脂肪酸与C1~C6的一元醇、二元醇、三元醇或其他多元醇形成的酯作为柴油或汽油抗磨剂的应用。但这种酯型抗磨剂在柴油中用作抗磨剂,在汽油中的效果很一般。
CN105765039A公开了C2~C12二元酸与多元醇的聚酯化合物作为燃料尤其是汽油的润滑性改进剂的应用,其中还含有一元羧酸或一元醇作为聚酯反应的链终止剂。这种聚酯化合物合成复杂,生产成本高,在汽油中作为抗磨剂的效果一般。
发明内容
本发明的目的是克服现有技术的不足,提供一种能够显著改善汽油润滑性能的添加剂以及含有该添加剂的汽油组合物。。
本申请发明人意外地发现,在汽油中添加少量二羧酸单酯化合物就能大大改善汽油燃料的润滑性。
第一方面,本发明提供一种改善汽油润滑性能的添加剂,所述的汽油润滑性添加剂含有结构式1所示的二羧酸单酯化合物:
其中,A是CnH2n-2、CnH2n的烃基,n为0~18的整数;或者A是下式所示的环状烃基:
其中p是1~8的整数,q是0~3的整数,x是0~8的整数,y1、y2是0~2的整数,R是C1~C30的烃基。
R是C1~C30的基团,可以含有至少一个N和/或O原子,优选C1~C30的烃基。
具体地,R可以是脂肪烃基、脂环烃基,也可以是芳烃基。所述脂肪烃可以是直链的,也可以是带有支链的;可以是饱和脂肪烃,也可以是不饱和脂肪烃;不饱和脂肪烃可以是含有至少一个碳碳双键(烯键)或至少一个碳碳三键(炔键)的脂肪烃。所述脂环烃可以是饱和脂环烃(环烷烃),也可以是不饱和脂环烃。所述芳香烃可以是单环芳香烃,也可以是双环或多环芳香烃。脂环烃和芳香烃的环上也可以带有各种取代的烃基。进一步地,R优选C1-C18链状脂烃基,C4~C18环状脂烃基以及C7~C18芳基取代的烃基或烷基取代的烃基。
R是饱和链状脂烃基时,R可以是正构烷基,也可以是异构烷基。R是正构烷基时优选甲基、乙基、正丙基、正丁基、正戊基、正己基、正庚基、正辛基、正壬基、正癸基、正十一烷基、单正十二烷基(月桂酯基)、正十四烷基、正十六烷基、正十八烷基等。R是异构烷基时优选异丙基、异丁基、仲丁基、异戊基、异己基、异庚基、异辛基(尤其是2-乙基己基)、异壬基、异癸基,异十一烷基、异十三烷基、异十五烷基、异十七烷基等。
R是不饱和链状脂烃基时,优选烯丙基、2-丁烯基、3-丁烯基、异戊烯基、3-己烯基、2-辛烯基、3-壬烯基、2-癸烯基、7-十二碳烯基、1,5-己二烯基、2,4-壬二烯基、2,4-癸二烯基、9,11-十二碳二烯基、9-十八烯基。
R是环状脂烃基时,优选环丁基、环戊基、环己基、3-环己烯基、2-环己烯基等。R还可以是取代的芳基,例如苯基、甲基苯基、对壬基苯基、对十二烷基苯基等。R还可以是带芳环的脂烃基,例如苄基(苯甲基)、苯乙基等。
结构式1所示的所示的化合物可以是如结构式a1的不饱和二羧酸单酯化合物:
优选n为2~4的整数,R是C1~C18的烃基。
所述的不饱和二羧酸单酯化合物是指分子中含有碳碳不饱和双键的二元羧酸化合物中的任一个羧基被酯化的单酯化物。
具体地,当n为2时,结构式a1所示的化合物是顺丁烯二酸单酯(马来酸单酯)、反丁烯二酸单酯(富马酸单酯);当n为3时,结构式a1所示的化合物是衣康酸单酯、柠康酸单酯(甲基马来酸单酯)、甲基反丁烯二酸单酯(甲基富马酸单酯)、戊烯二酸单酯等;当n为4时,结构式a1所示的化合物优选2,3-二甲基马来酸单酯、乙基马来酸单酯、己烯二酸单酯等。
所述不饱和二羧酸单酯化合物优选顺丁烯二酸单酯(马来酸单酯)、反丁烯二酸单酯(富马酸单酯)、衣康酸单酯、柠康酸单酯(甲基马来酸酐)、甲基反丁烯二酸单酯(甲基富马酸单酯)、2,3-二甲基马来酸单酯、戊烯二酸单酯等。
所述的不饱和二羧酸单酯化合物进一步优选具有结构式a1-1、结构式a1-2或结构式a1-3所示的顺丁烯二酸单酯(马来酸单酯)和衣康酸单酯。
R是正构烷基时,结构式a1-1可以选自马来酸单甲酯、马来酸单乙酯、马来酸单正丙酯、马来酸单正丁酯、马来酸单正戊酯、马来酸单正己酯、马来酸单正庚酯、马来酸单正辛酯、马来酸单正壬酯、马来酸单正癸酯、马来酸单正十一酯、马来酸单正十二酯(月桂酯)、马来酸单正十四酯、马来酸单正十六酯、马来酸单正十八酯等,优选马来酸单甲酯、马来酸单乙酯、马来酸单正丙酯、马来酸单正丁酯、马来酸单正辛酯、马来酸单正壬酯、马来酸单正癸酯、马来酸单正十二酯等。结构式a1-2和a1-3所述的化合物可以选自衣康酸单甲酯、衣康酸单乙酯、衣康酸单正丙酯、衣康酸单正丁酯、衣康酸单正戊酯、衣康酸单正己酯、衣康酸单正庚酯、衣康酸单正辛酯、衣康酸单正壬酯、衣康酸单正癸酯、衣康酸单正十一酯、衣康酸单正十二酯(月桂酯)、衣康酸单正十四酯、衣康酸单正十六酯、衣康酸单正十八酯等,优选衣康酸单甲酯、衣康酸单乙酯、衣康酸单正丙酯、衣康酸单正丁酯、衣康酸单正辛酯、衣康酸单正癸酯、衣康酸单正十二酯(月桂酯)等。
R是异构烷基时,结构式a1-1所述的化合物可以选自马来酸单异丙酯、马来酸单异丁酯、马来酸单仲丁酯、马来酸单叔丁酯、马来酸单异戊酯、马来酸单异己酯、马来酸单异辛酯(马来酸单2-乙基己酯)、马来酸单仲辛酯、马来酸单异壬酯、马来酸单异癸酯、马来酸单异十一酯、马来酸单异十二酯、马来酸单异十三酯、马来酸单异十四酯、马来酸单异十五酯、马来酸单异十七酯等,优选马来酸单异丙酯、马来酸单异丁酯、马来酸单仲丁酯、马来酸单异辛酯、马来酸单异壬酯、马来酸单异癸酯,马来酸单异十一酯、马来酸单异十三酯等。结构式a1-2和a1-3所述的化合物可以选自衣康酸单异丙酯、衣康酸单异丁酯、衣康酸单仲丁酯、衣康酸单叔丁酯、衣康酸单异戊酯、衣康酸单异己酯、衣康酸单异辛酯(衣康酸单2-乙基己酯)、衣康酸单异壬酯、衣康酸单异癸酯,衣康酸单异十一酯、衣康酸单异十三酯等,优选衣康酸单异丙酯、衣康酸单异丁酯、衣康酸单异辛酯(衣康酸单2-乙基己酯)、衣康酸单异壬酯、衣康酸单异癸酯,衣康酸单异十一酯等。
R是不饱和链状脂烃基时,结构式a1-1所述的化合物可以选自马来酸单烯丙酯、马来酸单3-丁烯-1-醇酯、马来酸单异戊烯醇酯、马来酸单3-己烯-1-醇酯、马来酸单1-庚烯-3-醇酯、马来酸单甲基庚烯醇酯、马来酸单2-辛烯-1-醇酯、马来酸单3-壬烯-1-醇酯、马来酸单2-癸烯-1-醇酯、马来酸单7-十二碳烯-1-醇酯、马来酸单1,5-己二烯醇酯、马来酸单2,4-壬二烯-1-醇酯、马来酸单2,4-癸二烯-1-醇酯、马来酸单9,11-十二碳二烯醇酯、马来酸单油醇酯等,优选马来酸单烯丙酯、马来酸单3-丁烯-1-醇酯、马来酸单异戊烯醇酯、马来酸单3-己烯-1-醇酯、马来酸单1-庚烯-3-醇酯、马来酸单甲基庚烯醇酯、马来酸单3-壬烯-1-醇酯、马来酸单2,4-癸二烯-1-醇酯、马来酸单油醇酯等。结构式a1-2和a1-3所述的化合物可以选自衣康酸单烯丙酯、衣康酸单2-丁烯-1-醇酯、衣康酸单3-丁烯-1-醇酯、衣康酸单异戊烯醇酯、衣康酸单3-己烯-1-醇酯、衣康酸单1-庚烯-3-醇酯、衣康酸单甲基庚烯醇酯、衣康酸单2-辛烯-1-醇酯、衣康酸单3-壬烯-1-醇酯、衣康酸单2-癸烯-1-醇酯、衣康酸单7-十二碳烯-1-醇酯、衣康酸单1,5-己二烯醇酯、衣康酸单2,4-壬二烯-1-醇酯、衣康酸单2,4-癸二烯-1-醇酯、衣康酸单9,11-十二碳二烯醇酯、衣康酸单油醇酯等,优选衣康酸单烯丙酯、衣康酸单3-丁烯-1-醇酯、衣康酸单异戊烯醇酯、衣康酸单3-己烯-1-醇酯、衣康酸单3-壬烯-1-醇酯、衣康酸单油醇酯等R是环状脂烃基时,结构式a1优选的化合物是马来酸单环丁酯、马来酸单环戊酯、马来酸单环己酯、马来酸单3-环己烯-1-甲酯、马来酸单2-环己烯酯、衣康酸单环己酯、衣康酸单2-环己烯酯等。
R也可以是取代的芳基,结构式a1优选的化合物是马来酸单对壬基苯酯、马来酸单对十二烷基苯酯、衣康酸单对壬基苯酯、衣康酸单对十二烷基苯酯。
R还可以是带芳环的脂烃基,结构式a1优选的化合物是马来酸单苄酯、马来酸单苯乙醇酯、马来酸单苯丙醇酯、衣康酸单苄酯、衣康酸单苯乙醇酯、衣康酸单苯丙醇酯等。
结构式1所示的化合物也可以是含有结构式a2所示的无取代基的C2~C20饱和二元羧酸单酯化合物:
优选n是0~18的整数,R是C1~C18的烃基。更优选n是2到8的整数,R是C1~C18烃基。
本发明所述无取代基的饱和二元羧酸单酯化合物是指结构式a2中,两个羰基之间的CH2基团上没有支链取代基的结构。
具体地,结构式a2所示的饱和二元羧酸单酯化合物可以选自乙二酸(草酸)单酯、丙二酸单酯、丁二酸(琥珀酸)单酯、戊二酸单酯、己二酸单酯、庚二酸单酯、辛二酸单酯、壬二酸单酯、癸二酸单酯、十一碳二酸单酯、十二碳二酸单酯、十三碳二酸单酯、十四碳二酸单酯、十六碳二酸单酯、十八碳二酸单酯等。
本发明所述的结构式a2所示的无取代基的饱和二元羧酸单酯类型化合物进一步优选乙二酸单酯、丙二酸单酯、丁二酸单酯、戊二酸单酯、己二酸单酯、壬二酸单酯和癸二酸单酯。
在一种优选乙二酸单酯实施方案中,进一步优选乙二酸单甲酯、乙二酸单乙酯、乙二酸单丙酯、乙二酸单正丁酯、乙二酸单异丁酯、乙二酸单叔丁酯、乙二酸单正戊酯、乙二酸单异戊酯、乙二酸单己酯、乙二酸单辛酯、乙二酸单异辛酯、乙二酸单仲辛酯、乙二酸单异壬酯、乙二酸单异癸酯,乙二酸单异十一酯、乙二酸单月桂酯、乙二酸单异十三酯、乙二酸单油醇酯(乙二酸单-9-十八烯醇酯)、乙二酸单环己酯、乙二酸单-3-环己烯-1-甲酯、乙二酸单对壬基苯酯、乙二酸单苄酯等。
在一种优选丙二酸单酯实施方案中,进一步优选丙二酸单甲酯、丙二酸单乙酯、丙二酸单丙酯、丙二酸单正丁酯、丙二酸单正己酯、丙二酸单正辛酯、丙二酸单正癸酯、丙二酸单正十二酯(月桂酯)、丙二酸单异丁酯、丙二酸单叔丁酯、丙二酸单异辛酯、丙二酸单仲辛酯、丙二酸单异壬酯、丙二酸单异癸酯,丙二酸单异十一酯、丙二酸单异十三酯、丙二酸单油醇酯(丙二酸单-9-十八烯醇酯)、丙二酸单环己酯、丙二酸单-3-环己烯-1-甲酯、丙二酸单对壬基苯酯、丙二酸单苄酯等。
在一种优选丁二酸单酯实施方案中,进一步优选丁二酸单正丁酯、丁二酸单仲丁酯、丁二酸单正己酯、丁二酸单正辛酯、丁二酸单正癸酯、丁二酸单正十二酯(月桂酯)、丁二酸单异丁酯、丁二酸单叔丁酯、丁二酸单异戊酯、丁二酸单异己酯、丁二酸单异辛酯、丁二酸单仲辛酯、丁二酸单异壬酯、丁二酸单异癸酯,丁二酸单异十一酯、丁二酸单异十三酯、丁二酸单油醇酯(丁二酸单-9-十八烯醇酯)、丁二酸单环己酯、丁二酸单3-环己烯-1-甲酯、丁二酸单对壬基苯酯、丁二酸单苄酯等。
在一种优选戊二酸单酯实施方案中,进一步优选戊二酸单甲酯、戊二酸单乙酯、戊二酸单丙酯、戊二酸单正丁酯、戊二酸单正己酯、戊二酸单正辛酯、戊二酸单正癸酯、戊二酸单正十二酯(月桂酯)、戊二酸单异丁酯、戊二酸单叔丁酯、戊二酸单异辛酯、戊二酸单异壬酯、戊二酸单异癸酯,戊二酸单异十一酯、戊二酸单异十三酯、戊二酸单油醇酯(戊二酸单-9-十八烯醇酯)、戊二酸单环己酯、戊二酸单-3-环己烯-1-甲酯、戊二酸单对壬基苯酯、戊二酸单苄酯等。
在一种优选己二酸单酯实施方案中,进一步优选己二酸单甲酯、己二酸单乙酯、己二酸单正丁酯、己二酸单正己酯、己二酸单正辛酯、己二酸单正癸酯、己二酸单正十二酯(月桂酯)、己二酸单丙酯、己二酸单异丁酯、己二酸单异辛酯、己二酸单异壬酯、己二酸单异癸酯,己二酸单异十一酯、己二酸单异十三酯、己二酸单油醇酯(己二酸单-9-十八烯醇酯)、己二酸单环己酯、己二酸单-3-环己烯-1-甲酯、己二酸单对壬基苯酯、己二酸单苄酯等。
在一种优选壬二酸单酯实施方案中,进一步优选壬二酸单甲酯、壬二酸单乙酯、壬二酸单丙酯、壬二酸单正丁酯、壬二酸单正己酯、壬二酸单正辛酯、壬二酸单正癸酯、壬二酸单正十二酯(月桂酯)、壬二酸单异丁酯、壬二酸单异辛酯、壬二酸单仲辛酯、壬二酸单异壬酯、壬二酸单异癸酯,壬二酸单异十一酯、壬二酸单异十三酯、壬二酸单油醇酯(壬二酸单-9-十八烯醇酯)、壬二酸单环己酯、壬二酸单-3-环己烯-1-甲酯、壬二酸单对壬基苯酯、壬二酸单苄酯等。
在一种优选癸二酸单酯实施方案中,进一步优选癸二酸单甲酯、癸二酸单乙酯、癸二酸单丙酯、癸二酸单正丁酯、癸二酸单正己酯、癸二酸单正辛酯、癸二酸单正癸酯、癸二酸单正十二酯(月桂酯)、癸二酸单异丁酯、癸二酸单异辛酯、癸二酸单仲辛酯、癸二酸单异壬酯、癸二酸单异癸酯,癸二酸单异十一酯、癸二酸单异十三酯、癸二酸单油醇酯(癸二酸单-9-十八烯醇酯)、癸二酸单环己酯、癸二酸单-3-环己烯-1-甲酯、癸二酸单对壬基苯酯、癸二酸单苄酯等。
结构式1是所示的化合物还可以是结构式a3所示的环状二羧酸单酯化合物:
其中p是1~8的整数,q是0~3的整数,x是0~8的整数,y1、y2是0~2的整数,R是C1~C30的烃基。
优选p是1~6的整数,q是0~1的整数,x是0~6的整数,y1、y2是0~2的整数,R是C1~C18的烃基。
更优选p是4或5,q是0,x是0~6的整数,y1、y2是0~1的整数,R是C4~C12的烃基。
当p为4、x为0、y1、y2为1、q为0时,结构式a3是1,2-环己烷二甲酸单酯。
当p为4、x为2、y1、y2为1、q为0时,结构式a3是4-环己烯-1,2-二甲酸单酯(四氢临苯二甲酸单酯)。
当p为4、x为4、y1、y2为0、q为0时,结构式a3是邻苯二甲酸单酯。
当p为4、x为6、y1、y2为1、q为0时,结构式a3是对苯二甲酸单酯。
当p为5、x为0、y1、y2为1、q为0时,结构式a3是3-甲基-1,2-环己二甲酸单酯(3-甲基六氢苯二甲酸单酯)、4-甲基-1,2-环己二甲酸单酯(4-甲基六氢苯二甲酸单酯)、甲基六氢临苯二甲酸单酯等。
当p为5、x为2、y1、y2为1、q为0时,结构式a3是甲基四氢苯二甲酸单酯、4-甲基-4-环己烯-1,2-二甲酸单酯、3-甲基-4-环己烯-1,2-二甲酸单酯等。
所述的环状二元羧酸单酯化合物最优选1,2-环己二甲酸单丁酯、1,2-环己二甲酸单辛酯、1,2-环己二甲酸单异辛酯、1,2-环己二甲酸单异壬酯、四氢临苯二甲酸单丁酯、四氢临苯二甲酸单辛酯、四氢临苯二甲酸单异辛酯、四氢临苯二甲酸单异壬酯、邻苯二甲酸单丁酯、邻苯二甲酸单辛酯、邻苯二甲酸单异辛酯、邻苯二甲酸单仲辛酯、邻苯二甲酸单异壬酯、甲基六氢临苯二甲酸单丁酯、甲基六氢临苯二甲酸单丁酯、甲基六氢临苯二甲酸单辛酯、甲基六氢临苯二甲酸单异辛酯、甲基六氢临苯二甲酸单异壬酯、甲基六氢临苯二甲酸单月桂酯、甲基四氢临苯二甲酸单丁酯、甲基四氢临苯二甲酸单辛酯、甲基四氢临苯二甲酸单异辛酯、甲基四氢临苯二甲酸单异壬酯、甲基四氢临苯二甲酸单月桂酯等。
本发明提供的改善汽油润滑性能的添加剂中可以含有适量有机溶剂,以及少量未反应的原料,也不可避免地含有一些反应副产物,如二羧酸双酯类型化合物。
本发明所述的二羧酸单酯化合物可以通过购买现有的商业产品而得到,也可以通过采用二羧酸或酸酐与脂肪醇或酚进行单酯化反应制得。具体反应条件包括:二元羧酸或者酸酐与C1~C30醇或者酚的摩尔比1:0.5~1.5,反应温度在50℃~250℃,反应时间0.1~10hr,反应压力可以是常压,也可以在一定压力下进行,可以使用催化剂也可以不使用催化剂,可以使用溶剂,也可以不使用溶剂。
优选的反应条件包括:二元羧酸或者酸酐与C1~C20醇或者酚的摩尔比1:0.8~1.3,反应温度在50℃~200℃,反应时间1~6hr,反应压力可以是常压,不使用催化剂,无溶剂。
所述的二元羧酸或酸酐可以是饱和二元羧酸或酸酐,也可以是不饱和二元羧酸或酸酐;可以是没有取代基的二元羧酸或酸酐,也可以是有取代基的二元羧酸或酸酐。包括但不限于:马来酸、马来酸酐、富马酸、衣康酸、衣康酸酐、柠康酸、柠康酸酐、甲基富马酸、2,3-二甲基马来酸、2,3-二甲基马来酸酐、乙二酸(草酸)、丙二酸、丁二酸(琥珀酸)、对苯二甲酸、环己二甲酸、甲基六氢临苯二甲酸等。
所述脂肪醇或酚可以是脂肪醇、脂环醇、芳香醇或酚,碳数为C1~C30,优选C1-C18链状脂肪醇,C4~C18脂环醇以及C7~C18芳基或烷基取代的芳香醇或酚。
第二方面,本发明提供了一种改善汽油润滑性的方法,该方法包括,以汽油质量为100%计,将所述的二羧酸单酯化合物以5~500ppm、优选10~200ppm的用量添加到汽油中。
第三方面,本发明提供了一种汽油组合物,其中包括汽油,以及所述的二羧酸单酯化合物,以汽油质量为100%计,二羧酸单酯化合物含量为5~500ppm,优选10~200ppm。
第四方面,本发明提供所述的二羧酸单酯化合物作为汽油抗磨剂的用途。
本发明所述汽油是指沸程在30~220℃范围内,含或不含添加剂的精制石油馏分,适用于作点燃式发动机的燃料,包括车用汽油和航空活塞式发动机燃料(也称航空汽油)。车用汽油主要由催化裂化汽油、重整汽油、芳烃、烷基化汽油、异构化汽油等构成,按研究法辛烷值分为89号、92号、95号和98号4个牌号。本发明所述汽油还可以是含有各种含氧化合物如甲基叔丁基醚(MTBE)、乙基叔丁基醚(ETBE)、叔戊基甲基醚(TAME)、二异丙基醚(DIPE)、甲醇、乙醇、丁醇等。本发明所述汽油可以是达到GB 17930、GB 18351、GB 1787所要求的车用汽油、车用乙醇汽油和航空汽油。
根据使用需要,本发明汽油组合物中,还可以含有其它添加剂,如抗氧剂、防锈剂、清净分散剂、抗爆剂中的一种或多种。
本发明提供的改善汽油润滑性能的添加剂制备原料易得、生产简便,效果优于现有汽油润滑性能改进剂产品。
附图说明
附图1是空白汽油的磨斑图,其磨痕直径为843μm,磨斑区域很大;
附图2是空白汽油加入180mg/kg的实施例1产品(马来酸单异辛酯)后的磨斑图,其磨斑直径为303μm,比空白汽油磨斑区域大大减小。
具体实施方式
以下将通过实施例对本发明进行详细描述。应理解的是本发明能够在不同的实施方式上具有各种的变化,其皆不脱离本发明的范围,且其中的说明在本质上是当作说明之用,而非用以限制本发明。
实施例1马来酸单异辛酯(马来酸单2-乙基己酯)
购自TCI上海化成工业发展有限公司,纯度大于90%。
实施例2丁二酸单异壬酯
称取100g丁二酸酐(购自上海阿拉丁生化科技股份有限公司)和145g异壬醇(购自上海阿拉丁生化科技股份有限公司),置于一装有搅拌器、温度计、冷凝回流管的三口烧瓶反应器中。在130℃条件下反应4小时,冷却至室温,上层液体即为丁二酸单异辛酯为主的产品。
实施例3马来酸单丁酯
购自湖北巨胜科技有限公司,纯度99%。
实施例4马来酸单乙酯
购自上海阿拉丁生化科技股份有限公司,纯度95%。
实施例5丙二酸单叔丁酯
购自Ark Pharm公司,纯度大于97%。
实施例6邻苯二甲酸单己酯
购自上海阿拉丁生化科技股份有限公司,纯度98%;
实施例7甲基四氢临苯二甲酸单异辛酯
在一500mL装有电动搅拌器、温度计的反应器中,加入166g甲基四氢邻苯二甲酸酐(质量分数为98%,山东佑晟化工有限公司生产)和143g异辛醇(质量分数为99.5%,中国石油化工股份有限公司齐鲁分公司生产),甲基四氢邻苯二甲酸酐与异辛醇的摩尔比约为1:1.1,加热搅拌升温至110℃,反应3.5小时后升温并减压蒸馏除去未反应的异辛醇,得到甲基四氢邻苯二甲酸单异辛酯为主的产品。
对比例1脂肪酸抗磨剂
江苏创新石化有限公司生产的JC-2006S。
对比例2脂肪酸甘油酯抗磨剂
江苏创新石化有限公司生产的JC-2017Z。
对比例3聚醚胺为主剂的汽油清净剂
购自中国石油化工股份有限公司销售公司,产品型号为“海龙”牌燃油宝。
对比例4马来酸二异辛酯
CAS号142-16-5,购自上海阿拉丁生化科技股份有限公司,纯度95%。
对比例5十二烯基丁二酸单异壬酯
称取100g十二烯基琥珀酸酐(购自上海阿拉丁生化科技股份有限公司)和70.4g异壬醇(购自上海阿拉丁生化科技股份有限公司),置于一装有搅拌器、温度计、冷凝回流管的三口烧瓶反应器中。在140℃条件下反应3小时,冷却至室温,即得十二烯基丁二酸单异壬酯为主产品。
测试例
测试例为实施例中的汽油抗磨剂和对比例中现有工业抗磨剂在汽油中的使用效果。所用92号车用乙醇汽油(E10)和95号车用汽油的理化性能如表1所示。
在高频往复试验机(High-Frequency Reciprocating Rig,HFRR,英国PCS仪器公司)上测定汽油25℃时的磨痕直径(Wear Scar Diameter,WSD),磨痕直径越小则汽油润滑性越好或抗磨剂效果越好,结果见表2。
表1
表2
由表2可见,HFRR试验机测出空白92号车用乙醇汽油(E10)和95号车用汽油25℃时的磨痕直径分别高达848μm和843μm,加入本发明所述的二羧酸单酯化合物能大大改善汽油的润滑性,实施例1在添加量为150mg/kg时能够将空白92号车用乙醇汽油(E10)的润滑性磨斑直径降低到378μm,在添加量为200mg/kg时能够将空白92号车用乙醇汽油(E10)的润滑性磨斑直径降低到296μm;效果远远优于目前工业上使用的脂肪酸和脂肪酸甘油酯抗磨剂,如对比例1和对比例2,在200mg/kg分别降低只到533μm和498μm。
与此对照的是,二羧酸双酯化合物例如增塑剂马来酸二异辛酯(对比例4)在汽油中几乎没有提高润滑性的作用效果,在添加量为200mg/kg时只能够将空白92号车用乙醇汽油(E10)的润滑性磨斑直径降低到822μm。
此外,汽油清净分散剂对润滑性的改善作用也不明显,例如对比例3在添加量为180mg/kg时只能够将空白95号车用汽油的润滑性磨斑直径降低到786μm。
带有长链取代基的二羧酸单酯如对比例5在添加量为180mg/kg时只能够将空白95号车用汽油的润滑性磨斑直径降低到576μm,与本发明所述的二羧酸单酯相比效果要差很多。
Claims (13)
5.按照权利要求1~4之一所述的添加剂,其中,R选自C1-C18链状脂烃基,C4~C18环状脂烃基以及C7~C18芳基取代的烃基或烷基取代的烃基。
6.按照权利要求5所述的添加剂,其中,R选自甲基、乙基、正丙基、正丁基、正戊基、正己基、正庚基、正辛基、正壬基、正癸基、正十一烷基、单正十二烷基、正十四烷基、正十六烷基、正十八烷基;或
R选自异丙基、异丁基、仲丁基、异戊基、异己基、异庚基、异辛基(尤其是2-乙基己基)、异壬基、异癸基,异十一烷基、异十三烷基、异十五烷基、异十七烷基;或
R选自烯丙基、2-丁烯基、3-丁烯基、异戊烯基、3-己烯基、2-辛烯基、3-壬烯基、2-癸烯基、7-十二碳烯基、1,5-己二烯基、2,4-壬二烯基、2,4-癸二烯基、9,11-十二碳二烯基、9-十八烯基;或
R选自环丁基、环戊基、环己基、3-环己烯基、2-环己烯基、苯基、甲基苯基、对壬基苯基、对十二烷基苯基、苄基(苯甲基)、苯乙基。
7.按照权利要求2所述的添加剂,其中,所述不饱和二羧酸单酯化合物选自马来酸单酯、富马酸单酯、衣康酸单酯、柠康酸单酯、甲基富马酸单酯、2,3-二甲基马来酸单酯、戊烯二酸单酯。
8.按照权利要求3所述的添加剂,其中,所述饱和二羧酸单酯化合物选自乙二酸单酯、丙二酸单酯、丁二酸单酯、戊二酸单酯、己二酸单酯、壬二酸单酯和癸二酸单酯。
9.按照权利要求4所述的添加剂,其中,所述环状二羧酸单酯化合物选自1,2-环己烷二甲酸单酯、4-环己烯-1,2-二甲酸单酯、邻苯二甲酸单酯、对苯二甲酸单酯、3-甲基-1,2-环己二甲酸单酯、4-甲基-1,2-环己二甲酸单酯、甲基六氢临苯二甲酸单酯、甲基四氢临苯二甲酸单酯、4-甲基-4-环己烯-1,2-二甲酸单酯、3-甲基-4-环己烯-1,2-二甲酸单酯。
10.按照权利要求1所述的添加剂,其中,所述二羧酸单酯化合物选自马来酸单异辛酯、马来酸单丁酯、马来酸单乙酯、丙二酸单叔丁酯、丁二酸单异壬酯、邻苯二甲酸单己酯、甲基四氢临苯二甲酸单辛酯。
11.一种改善汽油润滑性的方法,包括,以汽油质量为100%计,将权利要求1~9之一所述的二羧酸单酯化合物以5~500ppm、优选10~200ppm的用量添加到汽油中。
12.一种汽油组合物,其中包括汽油,以及权利要求1~9之一所述的二羧酸单酯化合物,以汽油质量为100%计,二羧酸单酯化合物含量为5~500ppm,优选10~200ppm。
13.权利要求1~9之一所述的二羧酸单酯化合物作为汽油抗磨剂的用途。
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