Heterogeneous Catalysts for Selective Hydrogenolysis of Biomass-derived Polyols★

doi:10.6023/A23020042

Acta Chimica Sinica ›› 2023, Vol. 81 ›› Issue (5): 533-547.DOI: 10.6023/A23020042 Previous Articles Next Articles

Special Issue: 庆祝《化学学报》创刊90周年合辑

Review

生物质基多元醇的多相催化选择性氢解^★

刘露杰^a, 张建^b, 王亮^a, 肖丰收^a^,^b^,^*()

a 浙江大学化学工程与生物工程学院生物质化工教育部重点实验室浙江杭州 310027
b 北京化工大学软物质科学与工程高精尖创新中心北京 100029

投稿日期:2023-02-21 发布日期:2023-03-28

作者简介:

刘露杰, 男, 博士. 2021年毕业于Tohoku University获工学博士学位, 导师为Keiichi Tomishige教授, 主要研究生物质平台化合物多元醇的加氢脱氧研究. 同年, 加入浙江大学肖丰收教授课题组, 开展有关分子筛类加氢催化剂稳定性和构效关系的博士后工作研究.

张建, 男, 北京化工大学副教授. 2017 年毕业于浙江大学,获理学博士学位, 导师为肖丰收教授. 2019 年入职北京化工大学软物质科学与工程高精尖创新中心. 主要从事沸石基催化材料的合成、表征与催化生物质转化性能等方面的研究.

王亮, 男, 分别于2008和2013年从吉林大学获得理学学士和理学博士学位, 导师为肖丰收教授. 随后加入浙江大学从事博士后研究工作. 2018年10月, 在浙江大学化学与生物工程学院任“百人计划”研究员. 主要研究多孔催化材料及其在碳资源转化与精细化学品合成方面的应用.

肖丰收, 男, 浙江大学求是特聘教授. 于1983和1986年在吉林大学化学系分别获得学士和硕士学位. 1986~1990年间, 作为中日联合培养博士生, 分别在吉林大学、大连化学物理研究所、日本北海道大学学习, 1990获吉林大学博士学位, 并于1993~1994年间在美国加州大学戴维斯分校进行博士后研究. 他的研究工作主要从事沸石分子筛和纳米孔材料的合成、表征与催化性能等方面的研究.

^★ 庆祝《化学学报》创刊90周年.

基金资助:
受国家自然科学基金(22202176); 中国博士后科学基金(2021M702802)

Heterogeneous Catalysts for Selective Hydrogenolysis of Biomass-derived Polyols^★

Lujie Liu^a, Jian Zhang^b, Liang Wang^a, Fengshou Xiao^a^,^b()

a Key Lab of Biomass Chemical Engineering of Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou, Zhejiang 310027
b Beijing Advanced Innovation Center for Soft Matter, Science and Engineering, Beijing University of Chemical Technology, Beijing 100029

Received:2023-02-21 Published:2023-03-28
Contact: *E-mail: fsxiao@zju.edu.cn
About author:
^★Dedicated to the 90th anniversary of Acta Chimica Sinica.
Supported by:
National Natural Science Foundation of China(22202176); China Postdoctoral Science Foundation(2021M702802)

Catalytic transformation of biomass-derived polyols into valuable chemicals has attracted attention from the viewpoint on using renewable carbon resources. Therefore, it is important for design and preparation of heterogeneous catalysts with high activity, high selectivity, and high stability for the selective conversion of biomass-derived polyols. Recently, it has been reported the selective production of mono-alcohols and/or diols by selective hydrogenolysis of sugar alcohols, where the Ir-ReO_x and Pt-WO_x as typical heterogeneous catalysts are highly efficient. In this review, we briefly summarized the routes for the selective conversion of sugar alcohols into mono-alcohols and/or diols, where the metal-metal oxide interaction for catalyst design, relationship between catalyst structure and performance, and reaction mechanism for the C—O hydrogenolysis are particularly discussed. In addition, the future trend for the selective hydrogenolysis of sugars is also prospected. This review might be helpful for design of novel heterogeneous catalysts in sugar alcohol conversion.

Key words: biomass-derived polyols, sugar alcohols, heterogeneous catalyst, bifunctional catalyst, hydrodeoxygenation, selective hydrogenolysis

Cite this article

Lujie Liu, Jian Zhang, Liang Wang, Fengshou Xiao. Heterogeneous Catalysts for Selective Hydrogenolysis of Biomass-derived Polyols^★[J]. Acta Chimica Sinica, 2023, 81(5): 533-547.

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Fig. & Tab. 16

Figure 1. Schematic diagram of the source, transformation, and catalytic process in hydrodeoxygenation of biomass-derived polyols

Catalyst	T/K	p(H₂)/MPa	1,3-PrD yield/%		Ref.
Pt-LiSiW/ZrO₂	453	5.0	23	0.2 (0.012)	[44]
Pt/WO_x/Al₂O₃	493	4.5	28	0.6 (0.68)	[45]
Pt/WO_x/Al₂O₃	493	4.5	39	1 (1.1)	[46]
Pt/WO₃/TiO₂/SiO₂	453	5.5	14	1 (0.51)	[47]
Pt/Ti₈₀W₂₀	453	5.5	15	1 (0.10)	[48]
Pt/WO_x/SiO₂-ZrO₂	453	5.0	28	1 (0.17)	[49]
Pt-WO₃/SBA-15	483	0.1	36	2 (0.51)	[50]
Pt/W-SBA-15	423	4.0	61	2 (13)	[51]
Pt/WO_x/AlOOH	453	5.0	66	2 (0.45)	[32]
Pt/WO₃/ZrO₂	403	4.0	32	2 (0.61)	[52]
Pt/WO_x/Al₂O₃	453	5.0	28	3 (1.4)	[53]
Pt/meso-WO_x	433 413	1.0 1.0	14 22	1 (0.020) 0.7 (0.015)	[54]
Pt-WO_x/SiO₂	453	8.0	—	3.3 (7.0)	[35]
Pt-WO_x/SiO₂	413 413	8.0 8.0	57 —	4.8 (20) 6.2 (26)	[34]
Pt/ZrW₃₈Mn₃	453	8.0	26	4 (0.21)	[55]
Pt-WO_x/t-ZrO₂	413	8.0	49	5.1 (1.3)	[56]
Pt^δ^＋WO_x/T-Ta₂O₅	433	5.0	40	30.8 (42)	[33]

Table 1. Catalytic performances of the Pt-WOx based-catalysts for hydrogenolysis of glycerol to 1,3-PrD

Catalyst	T/K	p(H₂)/MPa	1,3-PrD yield/%	P_1,3-PrD/(g•g_Ir^-1•h^-1) or P_1,3-PrD/(g•g_Re^-1•h^-1)	Ref.
Ir-Re/KIT-6 (Ir-Re alloy)	393	8.0	22	7 (7)	[57]
Ir-ReO_x/SiO₂＋H₂SO₄	393	8.0	38	18 (22)	[37]
Ir-ReO_x/SiO₂	393	8.0	32	22 (67)	[40]
Ir-ReO_x/Rutile	393	8.0	36	94 (323)	[39]

Table 2. Catalytic performances of Ir-ReOx based-catalysts for hydrogenolysis of glycerol to 1,3-PrD

Figure 2. Schematic diagram of erythritol hydrogenolysis[61]

Figure 3. Schematic diagram of one and two steps for the conversion of 1,4-anhydroerythritol transformation into 1,3-butanediol[65]

Figure 4. Schematic diagram of xylitol and sorbitol transformation route in literature[66,76]

Figure 5. Schematic diagram of xylitol conversion over Pt-WOx/SiO2 catalyst[66]

Figure 6. Model structures of Ir/rutile, Ir-FeOx/rutile, and Irc-r-FeOx/rutile during the reaction[68]

Figure 7. TEM image and model structure of (a) 4% (w)-Ir Ir-ReOx/SiO2 (Re/Ir=0.83)[94] and (b) 20% (w)-Ir Ir-ReOx/SiO2 (Re/Ir=0.34)[40]

Figure 8. The relationship between Br?nsted acidity and WOx amount on Pt-WOx/SiO2 catalyst[35]

Figure 9. Structures of Pt-WOx/SiO2 catalysts [4% (w) Pt] tuned by W amount (a), and Pt-WOx/SiO2 [4% (w) Pt, W/Pt=0.25] catalyst after different pretreatments during the reaction (b)[34]

Figure 10. Structures of (a) 2% (w)-Ir Ir-ReOx/rutile and (b) 4% (w)-Ir Ir-ReOx/rutile, (c) TEM image of 4% (w)-Ir Ir-ReOx/rutile and (d) high resolution transmission electron microscope (HRTEM) image of 4% (w)-Ir Ir-ReOx/rutile, (e) relationship between P1,3-PrD and Ir amount, and (f) relationship between P1,3-PrD and Re/Ir molar ratio[39,61]

Figure 11. Direct hydrogenolysis mechanism for glycerol over Ir-ReOx catalyst[37]

Figure 12. (a) Different modes of attachment of glycerol on Re species of the Re3O6H2 cluster and (b) mechanism for glycerol hydrogenolysis on the Ir-ReOx catalyst[105]

Figure 13. Oxocarbenium mechanism for 1,2-diols hydrodeoxygenation over Pt-WOx catalyst[107]

Figure 14. Enol mechanism for glycerol hydrogenolysis to 1,3-PrD over Pt-WOx catalysts

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生物质基多元醇的多相催化选择性氢解^★

Heterogeneous Catalysts for Selective Hydrogenolysis of Biomass-derived Polyols^★

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生物质基多元醇的多相催化选择性氢解★

Heterogeneous Catalysts for Selective Hydrogenolysis of Biomass-derived Polyols★

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Abstract

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Fig. & Tab. 16

References 107

Related Articles 6

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生物质基多元醇的多相催化选择性氢解^★

Heterogeneous Catalysts for Selective Hydrogenolysis of Biomass-derived Polyols^★