离子液体辅助构建CeO2介孔单晶材料强化CO2和醇合成碳酸酯

doi:10.1016/S1872-2067(24)60117-8

催化学报 ›› 2024, Vol. 66: 152-167.DOI: 10.1016/S1872-2067(24)60117-8

离子液体辅助构建CeO₂介孔单晶材料强化CO₂和醇合成碳酸酯

黄杰林^a^,^b, 王洁^a^,^b, 段浩楠^b, 陈嵩嵩^a^,^b, 张军平^b^,^c, 董丽^b^,^c^,^*(), 张香平^b^,^*()

^a中国科学院大学化学工程学院, 北京 100049
^b中国科学院过程工程研究所, 离子液体清洁过程北京市重点实验室, 中国科学院绿色过程与工程重点实验室, 介科学与工程全国重点实验室, 北京 100190
^c河南大学郑州新兴产业技术研究院, 龙子湖新能源实验室, 河南郑州 450000

收稿日期:2024-05-10 接受日期:2024-08-12 出版日期:2024-11-18 发布日期:2024-11-10
通讯作者: *电子邮箱: ldong@ipe.ac.cn (董丽),xpzhang@ipe.ac.cn (张香平).
基金资助:
中国科学院煤炭清洁燃烧与低碳利用先导科技专项(XDA29030202);国家自然科学基金(22178356);广东省重点领域研发计划(2020B0101370002)

Constructing mesoporous CeO₂ single-crystal particles in ionic liquids for enhancing the conversion of CO₂ and alcohols to carbonates

Jielin Huang^a^,^b, Jie Wang^a^,^b, Haonan Duan^b, Songsong Chen^a^,^b, Junping Zhang^b^,^c, Li Dong^b^,^c^,^*(), Xiangping Zhang^b^,^*()

^aSchool of Chemical Engineering, University of Chinese Academy of Sciences, Beijing 100049, China
^bBeijing Key Laboratory of Ionic Liquids Clean Process, CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Mesoscience and Engineering, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China
^cLongzihu New Energy Laboratory, Zhengzhou Institute of Emerging Industrial Technology, Henan University, Zhengzhou 450000, Henan, China

Received:2024-05-10 Accepted:2024-08-12 Online:2024-11-18 Published:2024-11-10
Contact: *E-mail: ldong@ipe.ac.cn (L. Dong),xpzhang@ipe.ac.cn (X. Zhang).
Supported by:
Clean Combustion and Low-carbon Utilization of Coal, Strategic Priority Research Program of the Chinese Academy of Sciences(XDA29030202);National Natural Science Foundation of China(22178356);Key-Area Research and Development Program of Guangdong Province(2020B0101370002)

摘要/Abstract

摘要：

CO₂转化为羰基化合物是CO₂利用的重要途径之一, 包括合成一系列高值化学品和原料, 如酮、醛、酯等. 以CO₂和醇为原料合成碳酸酯的反应被认为是CO₂循环利用和增值转化的有效途径, 具有显著的商业应用潜力和环境效益. 然而, CO₂分子的热力学稳定性和动力学惰性使反应需要在高温和高压条件下进行. 尽管研究人员不断开发出用于CO₂转化的催化剂, 但仍缺少能够在温和条件下活化CO₂的新型催化材料. 因此, 在温和条件下高效催化CO₂和醇制备碳酸酯是当前面临的重要挑战.

本文提出采用改进溶剂热法制备了介孔CeO₂单晶材料, 以离子液体(IL)/甲醇混合液作为溶剂, 通过缓慢引入水蒸气参与CeO₂样品的形成和结晶, 引导CeO₂纳米晶粒的生长模式和表面化学性质, 以达到有效调节表面的Lewis酸碱位点, 改善催化性能的目的. 随后, 研究了CeO₂材料的表面物化性质和初级聚集程度对催化CO₂和乙二醇(EG)合成碳酸乙烯酯(EC)的影响. 活性测试结果表明, 制备的催化剂在0.5 MPa和100 °C的反应条件下可以实现CO₂和EG到EC的高效转化, 其中由IL和甲醇协同调制的CeO₂-IL-M样品在催化CO₂和EG合成EC时的性能达到46.22 mmol g^-1 h^-1, 是未加入IL时合成的CeO₂催化剂的50.6倍. X射线衍射、透射电镜、物理吸附、化学吸附、拉曼光谱和X射线光电子能谱的测试结果表明, 催化剂合成环境可以改善催化剂的物相结构、孔结构和表面化学性质. 其中, 催化剂的活性与催化剂表面的弱酸性和碱性位点的浓度呈正相关, 表面羟基和表面缺陷可以作为活性中心来促进EG和CO₂的活化, 协同地促进EC的生成. 通过¹⁸O同位素标记实验研究了CO₂中氧原子在产物中的分配情况, 采用原位红外光谱进一步探究了表面缺陷和表面羟基存在下的可能催化路径和机理, 结果表明, 在2-氰基吡啶和CeO₂(111)亲核加成的特殊均质-异质结构下产生N^-强碱性位点. 同时, EG两端-OH基团上的质子被脱除并转移到2-氰基吡啶的N^-强碱性位上形成-C-NH₂基团. CO₂分子在中间体和表面氧空位作用下被活化为O^2-和CO*基团, 其中CO*和-OCH₂CH₂O-结合并发生内酯化反应形成产物碳酸乙烯酯. 中间态O^2-作用于-C-NH₂基团上的碳原子并产生2-吡啶酰胺. 该过程得益于酸碱位点的协同催化作用, 酸碱位点协同促进底物EG两端-OH的去质子化与CO₂的羰基化并生成EC.

综上所述, 本文利用离子液体辅助构建了CeO₂催化材料, 可在温和条件下高效催化转化CO₂和醇合成碳酸酯, 为CO₂高效温和转化催化剂的设计和研发提供了新思路.

关键词: 二氧化铈, 离子液体, 单晶材料, 表面氧空位, 羰基化反应

Abstract:

Catalysts for CO₂ value-added conversion have been extensively explored, but there is still a lack of systematic design for catalysts that achieve efficient CO₂ conversion under mild conditions. Herein, we explored a mesoporous CeO₂ single-crystal formed with the regulation of ionic liquids, which catalyzed the effective carbonylation reaction with CO₂ under mild reaction conditions. By altering the synthetic environment, a series of uniform mesoporous CeO₂ particles with atomically aligned single-crystal frameworks were constructed, which have different surface physicochemical properties and primary aggregation degree. The prepared mesoporous CeO₂ single-crystal achieved efficient activation of CO₂ and alcohols at 0.5 MPa CO₂ and 100 °C, and the CeO₂-IL-M catalyst shows optimal catalytic performance in the synthesis of ethylene carbonate with 46.22 mmol g^-1 h^-1, which was 50.6 times as high as that of the CeO₂ obtained without ionic liquids. Subsequently, the catalytic pathway and mechanism of carbonylation reaction with CO₂ on mesoporous CeO₂ single-crystal were studied via React-IR spectra and C¹⁸O₂ labeling experiments. The research provides a new strategy for controllable nanoscale assembly of mesoporous single-crystal materials and expands the application range of single-crystal materials, aiming to develop novel catalytic materials to meet industrial needs.

Key words: Cerium dioxide, Ionic liquid, Single-crystal material, Surface oxygen vacancy, Carbonylation reaction

黄杰林, 王洁, 段浩楠, 陈嵩嵩, 张军平, 董丽, 张香平. 离子液体辅助构建CeO₂介孔单晶材料强化CO₂和醇合成碳酸酯[J]. 催化学报, 2024, 66: 152-167.

Jielin Huang, Jie Wang, Haonan Duan, Songsong Chen, Junping Zhang, Li Dong, Xiangping Zhang. Constructing mesoporous CeO₂ single-crystal particles in ionic liquids for enhancing the conversion of CO₂ and alcohols to carbonates[J]. Chinese Journal of Catalysis, 2024, 66: 152-167.

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图/表 17

Fig. 1. XRD patterns of CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All samples (a), CeO2 catalysts constructed in different ILs and Comm-CeO2 catalyst (b). (c) FT-IR spectra of all the catalysts. (d) TG curve of CeO2-IL-M sample.

Fig. 2. TEM images of CeO2-M mesocrystals, the growth mode (a), the morphology (b), and the SAED (c) images of CeO2-M.

Fig. 3. TEM images of CeO2-IL-M (a-c), CeO2-IL-W (d-f), and CeO2-IL-M-All (g-i) mesoporous single-crystal. HAADF-STEM image (j) and corresponding elemental mappings images (k,l) of Ce (k) and O (l) of mesoporous CeO2-IL-M single-crystal.

Fig. 4. TEM images of mesoporous CeO2-IL2-M single-crystal (a,b) and mesoporous CeO2-IL3-M single-crystal (c,d).

Scheme 1. The brief preparation process of catalysts, wherein the catalyst obtained from Ce(NO3)3·6H2O in TEAOH/methanol/H2O system was recorded as CeO2-IL-M. Besides, CeO2-M (methanol/H2O system), CeO2-IL-W (TEAOH/H2O/H2O system), and CeO2-IL-M-All (TEAOH/methanol/methanol system) was prepared for comparison in this work.

Fig. 5. TEM images of CeO2-IL-M-Ace catalyst prepared with (CH3CO2)3Ce·xH2O (a-c), CeO2-IL-M-Chl catalyst prepared with CeCl3·6H2O (d-f), and CeO2-IL-M-Amm catalyst prepared with H8CeN8O18 (g-i).

Fig. 6. N2 adsorption-desorption isotherms (a) and BJH pore size distribution curves (b) of CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All samples.

Table 1 Physical and chemical properties of the samples.

Sample	Surface area ^a (m² g^-1)	Pore diameter ^b (nm)	Pore volume ^c (cm³ g^-1)
CeO₂-M	29.343	3.394	0.019
CeO₂-IL-M	57.000	3.063	0.117
CeO₂-IL-W	57.340	3.073	0.081
CeO₂-IL-M-All	80.952	3.064	0.116

Fig. 7. XPS spectra of CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All samples. (a) Survey; (b) Ce 3d; (c) O 1s; (d) C 1s.

Fig. 8. Raman spectra (a) and EPR spectra (b) of the CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All samples.

Fig. 9. (a) CO2-TPD profiles of the CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All samples. (b) Partially enlarged profiles of 50-200 °C in (a). (c) CO2-TPD profiles of the CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All samples. (d) The integral area of the zone in the temperature range of 50-150 °C in (a) and 50-200 °C in (c).

Fig. 10. (a,b) The catalytic activities of commercial CeO2 and CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All samples for the reaction of CO2 and EG to produce EC. (c) The catalytic activities of CeO2-ILx-M samples prepared with different ILs. (d) The cycling performance of catalyst CeO2-IL-M.

Fig. 11. The different influences of experiment parameters the reaction temperature (a), the pressure of CO2 (b), reaction time (c), and catalyst usage (d) of CeO2-IL-M mesocrystalline nanoparticles.

Fig. 12. React-IR spectra during the catalytic production of EC from CO2 and EG by the CeO2-M (a), CeO2-IL-M (b), CeO2-IL-W (c), and CeO2-IL-M-All (d) catalysts.

Fig. 13. The rate of group change over time, k = ΔIntensity/Δt (a.u./min), monitored via React-IR spectra during the catalytic production of EC from CO2 and EG by the CeO2-M, CeO2-IL-M, CeO2-IL-W, and CeO2-IL-M-All catalysts. (a) Changes of groups over time in catalytic processes of CeO2-IL-M; (b) the k of O=C-NH2 group; (c) the k of O=C group; (d) the k of O=C-R group.

Fig. 14. Isotope labelling experiments and analysis of GC-MS test results (a and b), and formation pathways of EC and?2-picolinamide on the CeO2-IL-M catalysts (c).

Scheme 2. The main reaction route of the carbonylation of EG and CO2 over the mesoporous CeO2 single-crystal catalysts.

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离子液体辅助构建CeO₂介孔单晶材料强化CO₂和醇合成碳酸酯

Constructing mesoporous CeO₂ single-crystal particles in ionic liquids for enhancing the conversion of CO₂ and alcohols to carbonates

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