镍纳米粒子耦合氧空位高效催化转化棕榈酸制备烷烃

doi:10.1016/S1872-2067(23)64401-8

催化学报 ›› 2023, Vol. 47: 229-242.DOI: 10.1016/S1872-2067(23)64401-8

镍纳米粒子耦合氧空位高效催化转化棕榈酸制备烷烃

曾严^a, 王慧^b, 杨惠茹^a, 隽超^a, 李丹^a,*(), 温晓东^b, 张帆^a, 邹吉军^c, 彭冲^d, 胡常伟^a

^a四川大学化学学院教育部绿色化学与技术重点实验室, 四川成都610064
^b中国科学院山西煤炭化学研究所煤转化国家重点实验室, 山西太原030001
^c天津大学化工学院, 天津300350
^d大连理工大学化工学院, 辽宁大连116024

收稿日期:2022-11-06 接受日期:2023-01-28 出版日期:2023-04-18 发布日期:2023-03-20
通讯作者: *电子邮箱: danli@scu.edu.cn (李丹)
基金资助:
国家自然科学基金(21972099);四川省应用基金项目(2021YJ0305);111项目(B17030)

Ni nanoparticle coupled surface oxygen vacancies for efficient synergistic conversion of palmitic acid into alkanes

Yan Zeng^a, Hui Wang^b, Huiru Yang^a, Chao Juan^a, Dan Li^a,*(), Xiaodong Wen^b, Fan Zhang^a, Ji-Jun Zou^c, Chong Peng^d, Changwei Hu^a

^aKey Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, Sichuan, China
^bState Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, Shanxi, China
^cKey Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
^dState Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, Liaoning, China

Received:2022-11-06 Accepted:2023-01-28 Online:2023-04-18 Published:2023-03-20
Contact: *E-mail: danli@scu.edu.cn (D. Li).
Supported by:
National Natural Science Foundation of China(21972099);Application Foundation Program of Sichuan Province(2021YJ0305);111 project(B17030)

摘要/Abstract

摘要：

随着能源需求的增加和生态环境的恶化, 可再生资源的开发与利用越来越受到人们的重视. 其中, 生物质能源分布广泛, 储量丰富, 是化石燃料的理想替代品. 然而生物质具有高含氧量、高粘度和低热值等特性, 开发高效的加氢脱氧催化剂对生物质资源的开发和利用具有重要的应用价值. 近年来, 研究者们对生物质(脂肪酸及其衍生物)加氢脱氧催化体系进行了大量研究, 发现Ni/CeO₂基催化剂能够有效地催化生物质转化并获得较高的生物油产率, 然而CeO₂载体的氧空位含量与Ni纳米颗粒尺寸、催化剂脱氧性能之间的关系仍然不明晰.

本文采用水热合成法和沉淀法分别制备了H-CeO₂和P-CeO₂载体(商用CeO₂标记为C-CeO₂), 通过浸渍法制备了Ni/H-CeO₂, Ni/P-CeO₂和Ni/C-CeO₂催化剂, 同时采用无氧空位的SiO₂做载体制备了Ni/SiO₂催化剂, 研究了CeO₂氧空位含量对Ni纳米粒子尺寸的影响及其与加氢脱氧催化性能之间的关系. EPR结果表明, 不同载体上氧空位含量的顺序为H-CeO₂ > P-CeO₂ > C-CeO₂. XRD结果表明, 在H-CeO₂载体上生成的Ni纳米粒子尺寸最小, 分散度最高; 在C-CeO₂载体上生成的Ni纳米粒子尺寸最大, 分散度最差; 而在无氧空位的SiO₂载体上生成的Ni纳米粒子尺寸明显大于H-CeO₂和P-CeO₂载体上生成的Ni纳米粒子. XPS结果显示, 不同载体上的O_表面/(O_表面 + O_晶格)的比值顺序为H-CeO₂ > P-CeO₂ > C-CeO₂, 表明H-CeO₂载体上具有最高的氧空位含量, C-CeO₂载体上氧空位含量最低, 与EPR结果一致; Ni/H-CeO₂, Ni/P-CeO₂和Ni/C-CeO₂催化剂上氧空位含量顺序与载体一致, 但其氧空位含量比纯载体高, 说明Ni有利于氧空位的生成. Raman结果表明, Ni/H-CeO₂催化剂上具有的氧空位含量最高, Ni/P-CeO₂次之, Ni/C-CeO₂最差, 与XPS结果一致. H₂-TPR结果表明, 氧空位的存在增强了Ni与CeO₂载体的相互作用, 有利于Ni的分散. SEM和TEM实验结果也表明了在氧空位含量最高的H-CeO₂载体上Ni分散度最高. DFT结果进一步证实了高的氧空位含量增强了金属-载体相互作用, 促进了Ni的分散. 电荷分析表明, Ni纳米颗粒和CeO₂载体之间存在电子转移, 在具有丰富氧空位的表面上从Ni转移到CeO₂的电子数少于规则表面的电子数, Ni原子将电子转移到载体上, 降低了Ni原子的氧化程度.

活性结果表明, 三种纯载体催化转化棕榈酸的效果均不佳, 烷烃选择性均低于5.0%; 负载活性组分Ni后, 催化性能明显提升. 在Ni/C-CeO₂催化剂上, 棕榈酸的转化率为72.1%, 十五烷的选择性为21.9%; Ni/P-CeO₂催化剂对棕榈酸的转化率达到99.6%, 十五烷的选择性为77.6%; Ni/H-CeO₂催化剂具有最佳的催化活性, 其催化性能高于大部分文献报道的贵金属催化剂, 棕榈酸转化率为100%, 十五烷选择性达到94.8%; 而在无氧空位的Ni/SiO₂催化剂上性能最差, 棕榈酸转化率仅为52.9%, 得到少量十五烷, 也未检测到十六烷, 这表明丰富的氧空位在棕榈酸转化过程中发挥了重要作用. 结合文献及活性结果分析, 丰富的氧空位有利于吸附更多的棕榈酸, 从而有利于其转化. 通过反应后的XRD及TG测试结果发现, Ni纳米颗粒的尺寸在反应后没有显著变化, 表明氧空位也能有效地稳定Ni纳米颗粒尺寸. 不同尺寸Ni纳米颗粒的催化剂活性结果表明, 在较小尺寸的Ni纳米颗粒催化剂上可以获得更高的十五烷选择性, 表明十五烷选择性与Ni纳米颗粒尺寸相关联. 综上, Ni/H-CeO₂的优异催化性能归因于高氧空位含量和小尺寸Ni纳米颗粒的协同耦合作用.

关键词: 加氢脱氧, 氧空位, Ni纳米粒子, 棕榈酸转化, 生物燃料

Abstract:

The catalytic transformation of renewable biomass oil (mainly comprising fatty acids and triglycerides) into high-value alkanes is a versatile technique, and Ni-based catalysts are considered to be the most suitable substitutes for precious metals. Ni nanoparticles supported on CeO₂ carriers, prepared by hydrothermal synthesis (Ni/H-CeO₂) with abundant oxygen vacancies, exhibited superior catalytic activity compared to precious metal catalysts. For the hydrodeoxygenation of palmitic acid, the Ni/H-CeO₂catalyst converted palmitic acid into pentadecane with a 94.8% selectivity under mild reaction conditions. The outstanding catalytic performance of Ni/H-CeO₂ can be attributed to the synergistic effect between the Ni nanoparticles for activating hydrogen and the abundant oxygen vacancies for adsorbing oxygen from palmitic acid. The abundant oxygen vacancies of Ni/H-CeO₂improved the interaction between the Ni metal and CeO₂ support, as confirmed by density functional theory calculations. Therefore, the abundant oxygen vacancies were more conducive to the dispersion of Ni, resulting in the formation of Ni nanoparticles, which enhanced the potential for hydrogen activation due to the increased number of exposed Ni and electronic effects. The high pentadecane selectivity was governed by small Ni nanoparticles. This study provides a novel strategy to obtain an efficient hydrodeoxygenation catalyst for converting biomass oil into biofuel.

Key words: Hydrodeoxygenation, Oxygen vacancy, Ni nanoparticle, Palmitic acid conversion, Biofuel

曾严, 王慧, 杨惠茹, 隽超, 李丹, 温晓东, 张帆, 邹吉军, 彭冲, 胡常伟. 镍纳米粒子耦合氧空位高效催化转化棕榈酸制备烷烃[J]. 催化学报, 2023, 47: 229-242.

Yan Zeng, Hui Wang, Huiru Yang, Chao Juan, Dan Li, Xiaodong Wen, Fan Zhang, Ji-Jun Zou, Chong Peng, Changwei Hu. Ni nanoparticle coupled surface oxygen vacancies for efficient synergistic conversion of palmitic acid into alkanes[J]. Chinese Journal of Catalysis, 2023, 47: 229-242.

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图/表 13

Fig. 1. N2 isothermal adsorption and desorption curves of the C-CeO2, P-CeO2, and H-CeO2 carriers (a) and Ni/C-CeO2, Ni/P-CeO2, and Ni/H-CeO2 catalysts (b); and the pore size distributions of the C-CeO2, P-CeO2, and H-CeO2 carriers (c), and Ni/C-CeO2, Ni/P-CeO2, and Ni/H-CeO2 catalysts (d).

Table 1 Physicochemical properties of the carriers and fresh catalysts.

Samples	Surface area^a (m² g^-1)	Pore volume (cm³ g^-1)	Pore diameter^b (nm)	XRD phase (s)	Crystal size ^c (nm)	Ni content (wt%) ^d	Metal dispersion (%) ^e
C-CeO₂	8.2	0.04	21.6	CeO₂	21.3	—	—
P-CeO₂	59.9	0.10	6.5	CeO₂	14.0	—	—
H-CeO₂	24.4	0.14	20.7	CeO₂	21.3	—	—
Ni/C-CeO₂	5.6	0.04	29.7	CeO₂+Ni	26.7, 52.2	9.9	1.93
Ni/P-CeO₂	42.3	0.08	7.8	CeO₂+Ni	14.7, 36.5	9.7	2.76
Ni/H-CeO₂	18.7	0.10	21.8	CeO₂+Ni	30.7, 25.3	9.5	3.99

Fig. 2. (a) XRD patterns of the C-CeO2, P-CeO2, and H-CeO2 carriers, and Ni/C-CeO2, Ni/P-CeO2, and Ni/ H-CeO2 catalysts. (b) XRD patterns at 27°-30°.

Fig. 3. (a) EPR and XPS spectra of Ce 3d (b), and O 1s (c) of C-CeO2, P-CeO2, and H-CeO2; (d) XPS spectra of Ce 3d; O 1s (e), and Ni 2p (f) of the Ni/C-CeO2, Ni/P-CeO2, and Ni/H-CeO2 catalysts, respectively.

Table 2 Surface element content of carriers and catalysts and FD/F2g of different catalysts.

Sample	C_Ce³⁺/(C_Ce³⁺ + C_Ce⁴⁺) (%)	O_sur/(O_sur+ O_L) (%)	Ni⁰ 2p_3/2 (eV)	Ni⁰/(Ni⁰ + Ni²⁺) (%)	F_D/F_2g
C-CeO₂	8.4	19.7	—	—	—
P-CeO₂	10.1	28.1	—	—	—
H-CeO₂	12.0	43.7	—	—	—
Ni/C-CeO₂	8.5	26.4	852.0	21.38	0.24
Ni/P-CeO₂	10.4	30.6	851.9	18.22	0.26
Ni/H-CeO₂	13.0	67.0	851.7	8.57	0.28

Fig. 4. Raman spectra of the C-CeO2, P-CeO2, and H-CeO2 carriers (a), Ni/C-CeO2 (b), Ni/P-CeO2 (c), and Ni/H-CeO2 (d) catalysts.

Fig. 5. H2-TPR curves of different CeO2 carriers (a), and Ni/C-CeO2, Ni/P-CeO2, and Ni/H-CeO2 precursors (b).

Fig. 6. (a) HAADF-STEM images of Ni/C-CeO2. (b) HR-TEM images of Ni/C-CeO2. (c) HAADF-STEM images and corresponding elemental mapping images of Ni/C-CeO2. (d) HAADF-STEM images of Ni/P-CeO2. (e) HR-TEM images of Ni/P-CeO2. (f) HAADF-STEM images and corresponding elemental mapping images of Ni/P-CeO2. (g) HAADF-STEM images of Ni/H-CeO2. (h) HR-TEM images of Ni/H-CeO2 catalysts. (i) HAADF-STEM images and corresponding elemental mapping images of Ni/H-CeO2 catalysts.

Fig. 7. (a) Top and side views of CeO2 (111) and CeO2-OV (111) surface structures (white and red balls for Ce and O atoms. Circles denote the OVs), and (b) optimized Ni13 adsorption structures on CeO2 (111) and CeO2-OV (111) surface (white, red, and blue balls denote Ce, O, and Ni atoms).

Fig. 8. Product yield on the C-CeO2 (a), P-CeO2 (b) and H-CeO2 (c) carriers. (d) Conversion of palmitic acid on the C-CeO2, P-CeO2, and H-CeO2 carriers. Reaction conditions: palmitic acid (1.0 g), heptane (100 mL), carriers (0.2 g), temperature (270 °C), pressure (2 MPa H2), and time (6 h).

Fig. 9. Catalytic performance of Ni/C-CeO2 (a,b), Ni/P-CeO2 (c,d), and Ni/H-CeO2 (e,f) catalysts for palmitic acid conversation at 270 °C for 10 h. Reaction conditions: palmitic acid (1.0 g), heptane (100 mL), catalyst (0.2 g), temperature (270 °C), pressure (2 MPa H2), and time (10 h).

Table 3 Comparison of the catalytic performance of noble catalysts in the literature.

Catalyst	Reactor	Raw material	Reaction solvent	Reaction condition	Ratio of reactant/catalyst	Activity Performance	Ref.
5% Pd/CNTs	150 mL autoclave batch reactor	palmitic acid	50 mL decane	280 °C, 4 MPa H₂, 4 h	2:1	95.8% conversion, 78.3% pentadecane selectivity	[59]
Pd/C	300 mL reactor	59% palmitic and 40% stearic acids	50 mL dodecane	300 °C, 17.5 bar 5% H₂/Ar, 5 h	1.3:1	100% conversion, approximately 47.5% alkane selectivity	[60]
5% Pd/C	300 mL reactor	stearic acid	dodecane	600 kPa He, 300 °C, 6 h	4.5:1	100% conversion, 95% heptadecane selectivity	[61]
5% Pt/C	300 mL reactor	stearic acid	dodecane	600 kPa He, 300 °C, 6 h	4.5:1	86% conversion, 87% heptadecane selectivity	[61]
Ir/SiO₂	50 mL Parr reactor	stearic acid	10 mL cyclohexane	180 °C, 2 MPa H₂, 1 h	5:1	0.4% conversion, 49% octadecane selectivity, 37% heptadecane selectivity	[62]
Ru/La(OH)₃	50 mL Parr reactor	stearic acid	20 mL n-hexane	200 °C, 4 MPa H₂, 4 h	1.4:1	100% conversion, 95.9% heptadecane selectivity	[63]
Ru/ZrO₂	50 mL Parr reactor	stearic acid	20 mL n-hexane	200 °C, 4 MPa H₂, 4 h	1.4:1	82.8% conversion 60.6% heptadecane selectivity	[63]
5 wt% Pd/C	300 mL reactor	lauric acid	100 mL hexadecane	300 °C, 2 MPa H₂, 5 h	10:1	65% conversion, 86.2% undecane selectivity	[64]
Pt/OMSMS-700	100 mL stainless-steel tank reactor	oleic acid	—	340 °C, 2 MPa CO₂, 3 h	8:1	78% C8-C17 alkanes yield	[65]
Ni/H-CeO₂	300 mL Parr reactor	palmitic acid	100 mL heptane	270 °C, 2 MPa H₂, 10 h	5:1	100% conversion, 94.8% pentadecane selectivity	This study

Scheme 1. Schematic of the palmitic acid conversion on C-CeO2 (a), Ni/C-CeO2 (b), and Ni/H-CeO2 (c).

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镍纳米粒子耦合氧空位高效催化转化棕榈酸制备烷烃

Ni nanoparticle coupled surface oxygen vacancies for efficient synergistic conversion of palmitic acid into alkanes

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