CN114989090A - 一种氨基功能化离子液体制备方法 - Google Patents
一种氨基功能化离子液体制备方法 Download PDFInfo
- Publication number
- CN114989090A CN114989090A CN202210567494.6A CN202210567494A CN114989090A CN 114989090 A CN114989090 A CN 114989090A CN 202210567494 A CN202210567494 A CN 202210567494A CN 114989090 A CN114989090 A CN 114989090A
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- Prior art keywords
- ionic liquid
- organic solvent
- imidazole
- solvent
- reaction
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- 239000002608 ionic liquid Substances 0.000 title claims abstract description 35
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 title claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 43
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 239000003960 organic solvent Substances 0.000 claims abstract description 17
- 239000002904 solvent Substances 0.000 claims abstract description 17
- 238000001914 filtration Methods 0.000 claims abstract description 15
- -1 sodium tetrafluoroborate Chemical compound 0.000 claims abstract description 15
- KGWVFQAPOGAVRF-UHFFFAOYSA-N 1-hexylimidazole Chemical compound CCCCCCN1C=CN=C1 KGWVFQAPOGAVRF-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000010992 reflux Methods 0.000 claims abstract description 13
- 238000003756 stirring Methods 0.000 claims abstract description 13
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000243 solution Substances 0.000 claims abstract description 10
- WJAXXWSZNSFVNG-UHFFFAOYSA-N 2-bromoethanamine;hydron;bromide Chemical compound [Br-].[NH3+]CCBr WJAXXWSZNSFVNG-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000000706 filtrate Substances 0.000 claims abstract description 7
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 5
- 239000000047 product Substances 0.000 claims abstract description 5
- 239000003513 alkali Substances 0.000 claims abstract description 3
- 239000007864 aqueous solution Substances 0.000 claims abstract description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 42
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- 239000007788 liquid Substances 0.000 claims description 13
- 238000001035 drying Methods 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 2
- 125000003158 alcohol group Chemical group 0.000 claims description 2
- 239000007810 chemical reaction solvent Substances 0.000 claims description 2
- 230000002194 synthesizing effect Effects 0.000 claims description 2
- 238000004448 titration Methods 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 abstract description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 9
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 abstract description 8
- 229910001495 sodium tetrafluoroborate Inorganic materials 0.000 abstract description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 238000004821 distillation Methods 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 238000001291 vacuum drying Methods 0.000 abstract 1
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- 238000007865 diluting Methods 0.000 description 5
- 239000012299 nitrogen atmosphere Substances 0.000 description 5
- 238000001308 synthesis method Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 3
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005518 electrochemistry Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000011244 liquid electrolyte Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002891 organic anions Chemical class 0.000 description 1
- 150000002892 organic cations Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/61—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms not forming part of a nitro radical, attached to ring nitrogen atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (2)
Priority Applications (1)
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CN202210567494.6A CN114989090A (zh) | 2022-05-24 | 2022-05-24 | 一种氨基功能化离子液体制备方法 |
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CN202210567494.6A CN114989090A (zh) | 2022-05-24 | 2022-05-24 | 一种氨基功能化离子液体制备方法 |
Publications (1)
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CN114989090A true CN114989090A (zh) | 2022-09-02 |
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CN202210567494.6A Pending CN114989090A (zh) | 2022-05-24 | 2022-05-24 | 一种氨基功能化离子液体制备方法 |
Country Status (1)
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CN (1) | CN114989090A (zh) |
Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1646540A (zh) * | 2002-04-05 | 2005-07-27 | 南阿拉巴马大学 | 功能化的离子液体及其使用方法 |
CN100999498A (zh) * | 2006-12-22 | 2007-07-18 | 南京大学 | 一种含氨基的咪唑类离子液体化合物及其制备方法 |
US20090171098A1 (en) * | 2007-12-11 | 2009-07-02 | The Regents Of The University Of Colorado | Heteroaryl Salts and Methods For Producing and Using the Same |
CN103012276A (zh) * | 2012-12-11 | 2013-04-03 | 中国科学院大连化学物理研究所 | 一种长链烷基磺酸功能化杂多酸盐、制备方法及其应用 |
KR20140014740A (ko) * | 2012-07-26 | 2014-02-06 | 한국에너지기술연구원 | 이산화탄소 분리용 아민 관능화된 이미다졸륨 이온성 액체 및 그 용도 |
CN103864692A (zh) * | 2012-12-07 | 2014-06-18 | 财团法人工业技术研究院 | 离子液体与利用离子液体萃取油脂的方法 |
US20140283839A1 (en) * | 2013-03-01 | 2014-09-25 | Reaction Systems, Llc | Advanced supported liquid membranes for carbon dioxide control in extravehicular activity applications |
CN105016340A (zh) * | 2015-06-05 | 2015-11-04 | 浙江工业大学 | 一种促进co2电活化的方法 |
CN105949129A (zh) * | 2016-06-06 | 2016-09-21 | 辽宁大学 | 一种带有氨基的咪唑溴盐离子液体及其制备方法和应用 |
CN106045913A (zh) * | 2016-06-06 | 2016-10-26 | 辽宁大学 | 一种带有氨基的咪唑高铼酸盐离子液体及其制备方法和应用 |
CN106220566A (zh) * | 2016-07-21 | 2016-12-14 | 辽宁大学 | 一种带有氨基酸的离子液体及其制备方法和应用 |
CN111116480A (zh) * | 2018-11-01 | 2020-05-08 | 中国科学院宁波材料技术与工程研究所 | 双边不对称烷基咪唑类离子液体、其制备方法及应用 |
CN111423771A (zh) * | 2020-05-25 | 2020-07-17 | 成都市水泷头化工科技有限公司 | 一种高阻燃性的聚合物水泥复合水性防水涂料及制备方法 |
-
2022
- 2022-05-24 CN CN202210567494.6A patent/CN114989090A/zh active Pending
Patent Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1646540A (zh) * | 2002-04-05 | 2005-07-27 | 南阿拉巴马大学 | 功能化的离子液体及其使用方法 |
CN100999498A (zh) * | 2006-12-22 | 2007-07-18 | 南京大学 | 一种含氨基的咪唑类离子液体化合物及其制备方法 |
US20090171098A1 (en) * | 2007-12-11 | 2009-07-02 | The Regents Of The University Of Colorado | Heteroaryl Salts and Methods For Producing and Using the Same |
KR20140014740A (ko) * | 2012-07-26 | 2014-02-06 | 한국에너지기술연구원 | 이산화탄소 분리용 아민 관능화된 이미다졸륨 이온성 액체 및 그 용도 |
CN103864692A (zh) * | 2012-12-07 | 2014-06-18 | 财团法人工业技术研究院 | 离子液体与利用离子液体萃取油脂的方法 |
CN103012276A (zh) * | 2012-12-11 | 2013-04-03 | 中国科学院大连化学物理研究所 | 一种长链烷基磺酸功能化杂多酸盐、制备方法及其应用 |
US20140283839A1 (en) * | 2013-03-01 | 2014-09-25 | Reaction Systems, Llc | Advanced supported liquid membranes for carbon dioxide control in extravehicular activity applications |
CN105016340A (zh) * | 2015-06-05 | 2015-11-04 | 浙江工业大学 | 一种促进co2电活化的方法 |
CN105949129A (zh) * | 2016-06-06 | 2016-09-21 | 辽宁大学 | 一种带有氨基的咪唑溴盐离子液体及其制备方法和应用 |
CN106045913A (zh) * | 2016-06-06 | 2016-10-26 | 辽宁大学 | 一种带有氨基的咪唑高铼酸盐离子液体及其制备方法和应用 |
CN106220566A (zh) * | 2016-07-21 | 2016-12-14 | 辽宁大学 | 一种带有氨基酸的离子液体及其制备方法和应用 |
CN111116480A (zh) * | 2018-11-01 | 2020-05-08 | 中国科学院宁波材料技术与工程研究所 | 双边不对称烷基咪唑类离子液体、其制备方法及应用 |
CN111423771A (zh) * | 2020-05-25 | 2020-07-17 | 成都市水泷头化工科技有限公司 | 一种高阻燃性的聚合物水泥复合水性防水涂料及制备方法 |
Non-Patent Citations (1)
Title |
---|
NASSIR N. AL-MOH AMMED ET AL.: "Tris-imidazolium and benzimidazolium ionic liquids: a new class of biodegradable surfactants" * |
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Effective date of registration: 20240223 Address after: 518133, Building 2, 1602, COFCO Chuangzhi Factory Area, Zone 67, Xingdong Community, Xin'an Street, Bao'an District, Shenzhen City, Guangdong Province Applicant after: Shengene Era High tech (Shenzhen) Co.,Ltd. Country or region after: China Address before: 110142 No. 11 street, economic and Technological Development Zone, Liaoning, Shenyang Applicant before: SHENYANG University OF CHEMICAL TECHNOLOGY Country or region before: China |