CN113976177B - 一种低共熔溶剂及其制备方法和应用 - Google Patents
一种低共熔溶剂及其制备方法和应用 Download PDFInfo
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- CN113976177B CN113976177B CN202111425312.3A CN202111425312A CN113976177B CN 113976177 B CN113976177 B CN 113976177B CN 202111425312 A CN202111425312 A CN 202111425312A CN 113976177 B CN113976177 B CN 113976177B
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- 230000005496 eutectics Effects 0.000 title claims abstract description 47
- 239000002904 solvent Substances 0.000 title claims abstract description 47
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 239000001257 hydrogen Substances 0.000 claims abstract description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 20
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims abstract description 20
- 150000001336 alkenes Chemical class 0.000 claims abstract description 16
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000001282 iso-butane Substances 0.000 claims abstract description 10
- 238000010438 heat treatment Methods 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims description 26
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 14
- 238000002156 mixing Methods 0.000 claims description 14
- 239000001763 2-hydroxyethyl(trimethyl)azanium Substances 0.000 claims description 8
- 235000019743 Choline chloride Nutrition 0.000 claims description 8
- 229960003178 choline chloride Drugs 0.000 claims description 8
- SGMZJAMFUVOLNK-UHFFFAOYSA-M choline chloride Chemical group [Cl-].C[N+](C)(C)CCO SGMZJAMFUVOLNK-UHFFFAOYSA-M 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 230000035484 reaction time Effects 0.000 claims description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 6
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 6
- 230000001681 protective effect Effects 0.000 claims description 6
- 239000002608 ionic liquid Substances 0.000 claims description 5
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims description 4
- 230000009471 action Effects 0.000 claims description 3
- 229910052786 argon Inorganic materials 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 claims description 3
- 239000003426 co-catalyst Substances 0.000 claims 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 abstract description 21
- 239000002253 acid Substances 0.000 abstract description 16
- 239000003377 acid catalyst Substances 0.000 abstract description 11
- 230000003197 catalytic effect Effects 0.000 abstract description 11
- 238000005804 alkylation reaction Methods 0.000 abstract description 10
- 239000007788 liquid Substances 0.000 abstract description 8
- 239000004215 Carbon black (E152) Substances 0.000 abstract description 6
- 229930195733 hydrocarbon Natural products 0.000 abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 6
- 230000008901 benefit Effects 0.000 abstract description 5
- 239000002994 raw material Substances 0.000 abstract description 5
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 abstract description 4
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 10
- 230000008569 process Effects 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 9
- 230000001965 increasing effect Effects 0.000 description 8
- 229960001231 choline Drugs 0.000 description 7
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 7
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- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
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- 229910052799 carbon Inorganic materials 0.000 description 3
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- 239000011973 solid acid Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 238000010306 acid treatment Methods 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
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- UJAICWUNNPDCPV-UHFFFAOYSA-N hydron;2,2,2-trifluoroacetic acid;chloride Chemical compound Cl.OC(=O)C(F)(F)F UJAICWUNNPDCPV-UHFFFAOYSA-N 0.000 description 2
- ZXRCAYWYTOIRQS-UHFFFAOYSA-N hydron;phenol;chloride Chemical compound Cl.OC1=CC=CC=C1 ZXRCAYWYTOIRQS-UHFFFAOYSA-N 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 150000002888 oleic acid derivatives Chemical class 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 2
- FLTJDUOFAQWHDF-UHFFFAOYSA-N trimethyl pentane Natural products CCCCC(C)(C)C FLTJDUOFAQWHDF-UHFFFAOYSA-N 0.000 description 2
- QDYGIMAMLUKRLQ-UHFFFAOYSA-N 4-methylbenzenesulfonic acid;hydrochloride Chemical compound Cl.CC1=CC=C(S(O)(=O)=O)C=C1 QDYGIMAMLUKRLQ-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- -1 alkylate Chemical compound 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- JXHYCCGOZUGBFD-UHFFFAOYSA-N benzoic acid;hydrochloride Chemical compound Cl.OC(=O)C1=CC=CC=C1 JXHYCCGOZUGBFD-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- VYXVPOVYYRXJCS-UHFFFAOYSA-N hydroxylamine;dihydrochloride Chemical compound Cl.Cl.ON VYXVPOVYYRXJCS-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000010606 normalization Methods 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
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- 238000012360 testing method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
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Abstract
本发明提供了一种低共熔溶剂及其制备方法和应用,属于烷基化油技术领域。本发明通过采用特定的氢键供体和特定的氢键受体为原料,通过加热反应得到了一种低共熔溶剂,并将该低共熔溶剂作为助催化剂,协同液体酸催化剂催化异构烷烃和烯烃发生异丁烷烷基化反应,改善酸烃界面性质,得到异辛烷为主要成分的高辛烷值烷基化油。该低共熔溶剂具有制备方法简单、合成成本低、催化性能强等优点,将其应用到异丁烷烷基化反应中可显著提高产物烷基化油辛烷值,提升液体酸催化剂的催化活性。
Description
技术领域
本发明涉及烷基化油技术领域,尤其涉及一种低共熔溶剂及其制备方法和应用。
背景技术
随着汽车工业的蓬勃发展,全国汽车保有量增加的同时也加剧了城市大气污染,汽车尾气含有大量的二氧化碳(CO2)、硫化物SOx(SO和SO2)、氮氧化物NOx(NO和NO2)和芳烃等,这些组分经汽车尾气排放到大气中加剧了温室效应、引起了严重雾霾。基于这种情况,国家生态环境部门制定并实施了一系列汽油标准,于2021年7月起正式启用国Ⅵ新标准,新的国Ⅵ新标准相较以往汽油使用标准而言进一步提高对汽车污染物排放限值,限制了汽油组分中烯烃、芳烃及氮氧化物的组分含量。
为了降低汽油组分中烯烃、芳烃及氮氧化物的组分含量,目前合理经济的改进方法为添加高辛烷值、不含硫、不含氮的优质汽油添加组分,如:烷基化油、C5/C6异构化油和直馏轻汽油等。这三种汽油添加组分中,烷基化油辛烷值最高(94.5),且烷基化油无芳烃、无烯烃、低硫、低蒸气压、高辛烷值、沸点范围宽、完全燃烧,是清洁油品不可缺少的理想调和组分,也是汽油品质升级的重要组分,具有极强的市场竞争优势。
烷基化油是由低碳烯烃(一般为丁烯)和异构烷烃(一般为异丁烷)为原料生产的以异辛烷为主要成分的车用汽油、航空煤油的理想汽油添加组分,但截至目前,我国烷基化油的市场占比仍然较低(6%),硫酸法烷基化油产量约在200万吨/年,远低于欧美发达国家15%的市场占比,在进一步的油品改革升级中烷基化油的市场比重将持续提升至8-15%。现有的烷基化油生产工艺主要为浓硫酸生产工艺与氢氟酸生产工艺,两种工艺均已发展成熟,完成了大规模工业生产,但仍有极大的改进提高空间,其中以UOP AlkyPlus技术为代表的氢氟酸工艺,由于氢氟酸本身易挥发、剧毒,在工业化生产中存在极大泄露隐患,目前烷基化工艺已基本不考虑使用该工艺;以DuPont Stratco为代表的浓硫酸工艺,相对工艺安全性较高且工艺提升空间更大,是现在烷基化油经济效益较高的烷基化油生产方法。然而,硫酸烷基化法却存在酸耗高、设备腐蚀和废酸排放量高等问题。据统计,每1吨烷基化油产生70kg废酸,而废酸处理市场价格在1000元-1500元/吨之间,以我国现有烷基化油产能210万吨(2019年)算,废酸处理费用可达1.84亿元/年;经处理后的废酸会产生一定量的酸渣,这部分酸渣只能以土地掩埋的方式进行处理,酸渣一般进行填埋处理,经填埋后进一步造成土地二次污染,污染环境。
所以,为了解决硫酸法生产烷基化油酸耗高、设备腐蚀和废酸排放量高等问题,研究采用助催化剂协同硫酸催化生产烷基化油,现极具前景的助催化剂有固体酸催化剂、商用表面活性剂和离子液体催化剂。在现有研究中发现,烷基化工艺中助催化剂添加可以起到多个效果:(1)改善酸烃界面界面性质,降低酸烃界面的表面张力,增加界面传质面积,提高界面传质效率;(2)有效提高助催化剂寿命,增加液体催化剂生产循环次数,降低工艺成本。
助催化剂中固体酸催化剂催化性能好、活性高、具有较强反应活性,但存在严重的结焦失活缺陷,难以实现循环生产,阻碍了固体酸催化剂在助催化烷基化油领域的进一步发展;商用表面活性剂可有效改善界面性质,提高界面传质效率,但商用表面活性剂本身含卤族元素,对生产设备腐蚀严重,增加工艺后处理成本;离子液体具有催化活性高等优点,且能有效降低酸耗,有着更大的工业化潜力,但存在着造价高昂、工艺废渣难以处理等问题。
因此,如何得到一种催化性能好、活性高且后处理工艺简单的助催化剂用于制备烷基化油是目前急需要解决的技术问题。
发明内容
本发明的目的在于提供一种低共熔溶剂及其制备方法和应用,本发明低共熔溶剂制备方法简单、成本低、催化活性高,将其应用到异丁烷烷基化反应中可显著提高产物烷基化油辛烷值,提升液体酸催化剂的催化活性。
为了实现上述发明目的,本发明提供以下技术方案:
本发明提供了一种低共熔溶剂,所述低共熔溶剂的氢键受体为式Ⅰ所示的氯化胆碱,所述低共熔溶剂的氢键供体包含式Ⅱ中化合物的一种或几种;
进一步的,所述氢键供体和氢键受体的摩尔比为1~3:1。
本发明提供了一种低共熔溶剂的制备方法,包括以下步骤:
将氢键供体和氢键受体在保护气氛下加热混合,得到低共熔溶剂。
进一步的,所述保护气氛包含氮气和/氩气。
进一步的,所述加热的温度为70~90℃;所述混合的转速为300~500rpm,混合的时间为1.0~2.0h。
本发明提供了一种低共熔溶剂作为助催化剂在制备烷基化油中的应用,包括以下步骤:
将异构烷烃和烯烃在催化剂和助催化剂的作用下反应得到烷基化油。
进一步的,所述异构烷烃包含异丁烷,所述烯烃包含2-丁烯;所述催化剂包含氢氟酸、浓硫酸、三氟甲磺酸和氯铝酸离子液体中的一种或几种。
进一步的,所述反应的温度为-10~15℃,反应的时间为0.1~20min,反应的压力为0.02~10MPa。
进一步的,所述异构烷烃和烯烃的体积比为1~30:1;
所述催化剂与异构烷烃和烯烃总量的体积比为0.5~2:1。
进一步的,所述助催化剂添加量为催化剂的0.5~8.0wt%。
本发明的有益效果:
本发明提出的低共熔溶剂作为助催化剂还具有以下优点:(1)工艺反应条件温和,可以直接应用于现有烷基化工艺装置中;(2)助催化剂性质稳定且与产物烷基化油不互溶;(3)具有界面强化效果,改善了酸烃界面性质,降低酸烃界面张力,起到一定界面乳化效果;(4)产物烷基化油辛烷值高,其中C8组分选择性明显提高,高辛烷值组分三甲基戊烷(TMP)选择性高;(5)降低液体酸催化剂复合体系的粘度,提升烷基化反应效果;(6)降低烷基化反应的酸耗,环境污染小;(7)提高液体酸催化剂复合体系的酸度,强化复合催化剂体系的催化效果。
通过具体实验现象发现,本发明的低共熔溶剂在烷基化油中起到了界面强化乳化的效果,改善了原料异丁烷的扩散系数,促进C4烃在界面的传质扩散,有效抑制低聚反应及裂化反应等副反应的发生,进而提升了产物烷基化油的辛烷值。
本发明通过一步法制备出低共熔溶剂,合成方法简单,催化性能强。
具体实施方式
本发明提供了一种低共熔溶剂,所述低共熔溶剂的氢键受体为式Ⅰ所示的氯化胆碱,所述低共熔溶剂的氢键供体包含式Ⅱ中化合物的一种或几种;
在本发明中,所述氢键供体和氢键受体的摩尔比为1~3:1,优选为2:1。
本发明提供了一种低共熔溶剂的制备方法,包括以下步骤:
将氢键供体和氢键受体在保护气氛下加热混合,得到低共熔溶剂。
在本发明中,所述保护气氛包含氮气和/氩气,优选为氮气。
在本发明中,所述加热的温度为70~90℃,优选为75~85℃,进一步优选为80℃。
在本发明中,所述混合的转速为300~500rpm,混合的时间为1.0~2.0h;优选的,混合的转速为350~450rpm,混合的时间为1.2~2.0h;进一步优选的,混合的转速为400rpm,混合的时间为1.5h。
本发明提供了一种低共熔溶剂作为助催化剂在制备烷基化油中的应用,包括以下步骤:
将异构烷烃和烯烃在催化剂和助催化剂的作用下反应得到烷基化油。
在本发明中,所述异构烷烃优选为异丁烷,所述烯烃优选为2-丁烯。
在本发明中,所述催化剂包含氢氟酸、浓硫酸、三氟甲磺酸和氯铝酸离子液体中的一种或几种,优选为氢氟酸、浓硫酸和三氟甲磺酸中的一种或几种,进一步优选为浓硫酸。
在本发明中,所述反应的温度为-10~15℃,反应的时间为0.1~20min,反应的压力为0.02~10MPa;优选的,反应的温度为-5~10℃,反应的时间为0.5~15min,反应的压力为0.1~9MPa;进一步优选的,反应的温度为5℃,反应的时间为10min,反应的压力为5MPa。
在本发明中,所述异构烷烃和烯烃的体积比为1~30:1,优选为5~25:1,进一步优选为10~20:1。
在本发明中,所述催化剂与异构烷烃和烯烃总量的体积比为0.5~2:1,优选为0.8~1.5:1,进一步优选为1:1。
在本发明中,所述助催化剂添加量为催化剂的0.5~8.0wt%,优选为1.0~7.0wt%,进一步优选为2.0~6.0wt%。
下面结合实施例对本发明提供的技术效果进行详细的说明,但是不能把它们理解为对本发明保护范围的限定。
本发明中,若非特指,所有的百分比均为重量单位,所有的设备和原料等均可从市场购得或是本行业常用的。
实施例1
低共熔溶剂的制备:
将苯酚(1mol)与氯化胆碱(0.5mol)混合,在氮气保护下加热升温至80℃,在转速为400rpm条件下搅拌1.5h,得到低共熔溶剂氯化胆碱-苯酚。
烷基化油的制备:
将331.2g浓硫酸和得到的3.30g氯化胆碱-苯酚(添加量为浓硫酸的1.0wt%)加入到1L玻璃反应釜中,设定釜内压力为0.5MPa,反应温度为8℃,加入120ml原料气(异丁烷和反2-丁烯,其体积比为6.5:1)搅拌,搅拌转速为3000rpm,反应时间为20min,待反应结束后,将反应液转移至分液漏斗中,静置分层,其上层为烷基化油,下层为催化剂,分离后分别得到烷基化油产品和催化剂。
实施例2
低共熔溶剂的制备:
将对甲苯磺酸苯甲酸(1.5mol)与氯化胆碱(0.5mol)混合,在氮气保护下加热升温至90℃,在转速为300rpm条件下搅拌1.0h,得到低共熔溶剂氯化胆碱-对甲苯磺酸。
烷基化油的制备方法同实施例1。
实施例3
同实施例1,区别在于,由苯甲酸与氯化胆碱反应得到氯化胆碱-苯甲酸。
烷基化油的制备方法同实施例1。
实施例4
同实施例2,区别在于,由三氟乙酸与氯化胆碱反应得到氯化胆碱-三氟乙酸。
将331.2g浓硫酸和得到的10.0g氯化胆碱-三氟乙酸(添加量为浓硫酸的3.0wt%)加入到1L玻璃反应釜中,设定釜内压力为0.5MPa,反应温度为8℃,加入120ml原料气(异丁烷和反2-丁烯,其体积比为6.5:1)搅拌,搅拌转速为3000rpm,反应时间为20min,待反应结束后,将反应液转移至分液漏斗中,静置分层,其上层为烷基化油,下层为催化剂,分离后分别得到烷基化油产品和催化剂。
实施例5
同实施例2,区别在于,由盐酸羟胺与氯化胆碱反应得到氯化胆碱-盐酸羟胺。
烷基化油的制备方法同实施例4。
1、辛烷值的检测
采用气相色谱对实验获得的烷基化油样品进行产物分析:Agilent TechnologyGC7890B气相色谱,HP-PONA(50m×0.2mm×0.5μm)毛细管色谱柱,定量方法采用面积归一法。
采用气相色谱分析,对实施例1~5和空白组(未添加本发明制备的助催化剂)制备的烷基化油进行检测,所测得的辛烷值如表1所示。
表1实施例1~5和空白组所制备烷基化油辛烷值测试表
从表1,产物烷基化油辛烷值可以看出,以本发明制备方法得到的低共熔溶剂作为助催化剂,改性传统酸催化剂催化活性要明显高于不添加助催化剂的浓硫酸烷基化反应体系,提高辛烷值在0.8个单位以上。
2、将实施例1~5制备的低共熔溶剂和浓硫酸的复合催化剂循环使用10次,结果发现:得到的烷基化油辛烷值仍然可达90以上,说明本发明的低共熔溶剂具有较强稳定性,催化效果好。
对比例1
同实施例1,区别在于,催化助剂添加量为酸催化剂的0.5wt%。
结果发现:辛烷值97.15
对比例2
同实施例1,区别在于,催化助剂添加量为酸催化剂的3.0wt%。
结果发现:辛烷值97.29
对比例3
同实施例1,区别在于,催化助剂添加量为酸催化剂的5.0wt%。
结果发现:辛烷值93.74
由以上实施例可知,本发明提供了一种低共熔溶剂极其制备方法和应用。从上述实验可以看出,添加量由0.5wt%上升至1.0wt%,产物烷基化油辛烷值略微提升,继续提高助催化剂低共熔溶剂的添加量至5.0wt%,产物烷基化油辛烷值明显下降。出现这种情况的原因是较高添加量的低共熔溶剂的复合液体酸催化体系降低了复合液体酸催化体系的酸度,使反应趋向生成高碳的低聚反应发生,而高碳C9+组分辛烷值较低,进而整体降低了产物烷基化油的辛烷值。
以上所述仅是本发明的优选实施方式,应当指出,对于本技术领域的普通技术人员来说,在不脱离本发明原理的前提下,还可以做出若干改进和润饰,这些改进和润饰也应视为本发明的保护范围。
Claims (8)
2.根据权利要求1所述的低共熔溶剂作为助催化剂在制备烷基化油中的应用,其特征在于,所述氢键供体和氢键受体的摩尔比为1~3:1。
3.根据权利要求1或2所述的低共熔溶剂作为助催化剂在制备烷基化油中的应用,其特征在于,所述低共熔溶剂的制备方法包括以下步骤:
将氢键供体和氢键受体在保护气氛下加热混合,得到低共熔溶剂。
4.根据权利要求3所述的低共熔溶剂作为助催化剂在制备烷基化油中的应用,其特征在于,所述保护气氛包含氮气和/氩气。
5.根据权利要求4所述的低共熔溶剂作为助催化剂在制备烷基化油中的应用,其特征在于,所述加热的温度为70~90℃;所述混合的转速为300~500rpm,混合的时间为1.0~2.0h。
6.根据权利要求5所述的低共熔溶剂作为助催化剂在制备烷基化油中的应用,其特征在于,所述异构烷烃包含异丁烷,所述烯烃包含2-丁烯。
7.根据权利要求5或6所述的低共熔溶剂作为助催化剂在制备烷基化油中的应用,其特征在于,所述反应的温度为-10~15℃,反应的时间为0.1~20min,反应的压力为0.02~10MPa。
8.根据权利要求7所述的低共熔溶剂作为助催化剂在制备烷基化油中的应用,其特征在于,所述异构烷烃和烯烃的体积比为1~30:1;
所述催化剂与异构烷烃和烯烃总量的体积比为0.5~2:1。
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