Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A kind of method for preparing cyclocarbonate

A technology of cyclocarbonate and alkylene oxide, which is applied in the field of preparation of organic compounds, can solve the problems of unsatisfactory reactivity and harsh reaction conditions of disubstituted alkylene oxide, and achieve wide substrate applicability, simple synthesis method, The effect of easy availability of reaction raw materials

Active Publication Date: 2021-03-12
SUZHOU UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In 2018, the Zn-Tb heterobicomplex reported by Liu Weisheng of Lanzhou University can efficiently catalyze the conversion of carbon dioxide, with a TOF value as high as 26800h -1 However, the reaction conditions of the catalytic system are relatively harsh, which are 120 ° C and 10 atmospheric pressure. The catalytic system can also be carried out at normal temperature and pressure, but the reaction time is as long as 48 hours, and the mono-substituted alkylene oxide can only achieve a medium or higher yield. For The reactivity of disubstituted alkylene oxides is not satisfactory (see L.Wang, C.Xu, Q.Han, X.Tang, P.Zhou, R.Zhang, G.Gao, B.Xu, W.Qin and W. Liu, Chem. Commun., 2018, 54, 2212)
Our research group has also done a series of studies on this reaction system. Qin Jie used rare earth metal complexes as catalysts to achieve CO under one atmospheric pressure with a small amount of catalyst. 2 conversion, but still requires a temperature of 85°C (see invention patent CN201310708187_CN103641811A_CN; J. Qin, P Wang, Q. Li, Y. Zhang, D. Yuan and Y. Yao, Chem. Commun., 2014, 50, 10952), Curley improved on this basis, and the synthesized rare earth zinc heterobicomplex can realize most of the alkylene oxide and CO 2 Conversion at normal temperature and pressure, but for disubstituted alkylene oxides with poor reactivity, it is still necessary to achieve moderate or higher yields at higher pressures and temperatures (see invention patent CN201711238580_CN107827855A_CN)

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Diethylene glycol amino bridged bisaryloxyyttrium complex L 2 Y 2 (THF) synthesis:

[0038] (1) 1.63 g of H 3 L (3.00 mmol) dissolved in tetrahydrofuran, added to the solution containing 1.31 g of YCp 3 (THF) (3.00 mmol) tetrahydrofuran solution, stirred at room temperature for 24 hours, the system was a yellow transparent solution;

[0039] (2) Remove the solvent under reduced pressure, add 10 ml of toluene and 10 ml of tetrahydrofuran solution, heat to 120° C. for extraction, and centrifuge. The supernatant was transferred and kept at low temperature until colorless crystals (2.00 g, 1.43 mmol) were precipitated, with a yield of 95%. Elemental analysis: C, 69.53; H, 8.66; N, 1.67;. Infrared spectrum (cm -1 ): 2949(w), 2896(s), 2859(s), 1475(s), 1439(s), 1414(s), 1369(s), 1362(s), 1304(s), 1275(s) ),1240(s),1202(s),1167(s),1134(s),1099(s),1053(s),991(s),928(s),913(s),881(s ), 875(s), 835(s), 802(s), 743(s), 773(s), 694(s), 529(s), 458(s). Proton NMR spectrum (...

Embodiment 2

[0041] Diethylene glycol amino bridged bis-aryloxy ytterbium complex L 2 Yb 2 (THF) synthesis:

[0042] (1) 1.63 g of H 3 L (3.00 mmol) was dissolved in THF and added to the solution containing 1.32 g of YbCp 3 (THF) (3.00 mmol) tetrahydrofuran solution, stirred at room temperature for 24 hours, the system changed from dark green to bright yellow transparent solution;

[0043] (2) Remove the solvent under reduced pressure, add 15 ml of toluene and 10 ml of tetrahydrofuran solution, heat to 120° C. for extraction, and centrifuge. The supernatant was transferred and kept at low temperature until colorless crystals (1.93 g, 1.23 mmol) were precipitated, with a yield of 82%. Elemental analysis: C, 61.70; H, 7.81; N, 1.60. Infrared spectrum (cm -1 ): 2949(s), 2897(s), 2858(s), 1605(s), 1541(s), 1475(s), 1439(s), 1414(s), 1368(s), 1361(s) ),1303(s),1273(s),1240(s),1202(s),1168(s),1134(s),1101(s),1054(s),993(s),973(s ),946(s),915(s),875(s),836(s),804(s),781(s),744(s),734(s),6...

Embodiment 3

[0045] Diethylene glycol amino bridged bisaryloxy neodymium complex L 2 Nd 2 (THF) synthesis:

[0046] (1) 1.63 g of H 3 L (3.00 mmol) was dissolved in tetrahydrofuran and added to the 3 (THF) (3.00 mmol) tetrahydrofuran solution, stirred at room temperature for 24 hours, the system was a blue transparent solution;

[0047] (2) Remove the solvent under reduced pressure, add 8 ml of toluene and 6 ml of tetrahydrofuran solution, heat to 120° C. for extraction, and centrifuge. The supernatant was transferred and kept at low temperature until blue crystals (1.96 g, 1.30 mmol) were precipitated, with a yield of 87%. Elemental analysis: C, 60.45; H, 8.00; N, 1.85. Infrared spectrum (cm -1 ): 2950(s), 2882(w), 2869(s), 1603(s), 1473(s), 1436(s), 1414(s), 1360(s), 1329(s), 1298(s) ),1279(s),1239(s),1202(s),1166(s),1106(s),1066(s),1055(s),1029(s),997(s),958(s ),910(s),890(s),877(s),833(s),803(s),783(s),769(s),739(s),697(s),644(s ).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for preparing cyclocarbonate, which belongs to the technical field of organic compound preparation. The method of the invention can realize the synthesis of cyclocarbonate compounds from carbon dioxide and epoxy compounds under mild conditions. The method has mild reaction conditions, can be realized at normal temperature and pressure, has high catalyst efficiency and wide substrate universality. The technical scheme of the present invention is as follows: in the presence of a quaternary ammonium salt, carbon dioxide and an epoxy compound are used to synthesize a cyclocarbonate compound through the action of a diglycolamine-bridged bisaryloxy rare earth-zinc heterobimetallic complex catalyst.

Description

technical field [0001] The invention belongs to the technical field of preparation of organic compounds, and in particular relates to a method for preparing carbonates. Background technique [0002] With the rapid development of industry, the greenhouse effect caused by a large amount of carbon dioxide emissions has an increasingly serious impact on the global environment. How to effectively reduce carbon dioxide emissions and make full use of carbon dioxide resources has become a global strategic research focus. Carbon dioxide is well known as a clean and cheap C1 resource and also serves as a very valuable organic starting material. Synthesis of cyclocarbonate from carbon dioxide and epoxy compounds has 100% atom economy and conforms to the principle of green chemistry, so it has very important research significance. [0003] Main group metals and transition metals are the most widely used homogeneous metal catalysts with high catalytic activity and selectivity. However, ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07F19/00B01J31/22C07D317/36C07D317/44C07D317/50B01D53/86B01D53/62
CPCB01D53/62B01D53/86B01J31/2217B01J2231/341B01J2531/26B01J2531/36B01J2531/37B01J2531/38C07D317/36C07D317/44C07D317/50C07F5/00
Inventor 姚英明华琳琰
Owner SUZHOU UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com