Chemical Industry and Engineering Progress ›› 2024, Vol. 43 ›› Issue (8): 4366-4381.DOI: 10.16085/j.issn.1000-6613.2023-1181
• Industrial catalysis • Previous Articles
WU Zeliang1(), GUAN Qihui2, CHEN Shixia2, WANG Jun2()
Received:
2023-07-11
Revised:
2023-11-12
Online:
2024-09-02
Published:
2024-08-15
Contact:
WANG Jun
通讯作者:
王珺
作者简介:
吴泽亮(1995—),男,博士研究生,研究方向为炔烃选择性加氢。E-mail:zeliangwu@email.ncu.edu.cn。
基金资助:
CLC Number:
WU Zeliang, GUAN Qihui, CHEN Shixia, WANG Jun. Advances in selective hydrogenation of alkynes to alkenes[J]. Chemical Industry and Engineering Progress, 2024, 43(8): 4366-4381.
吴泽亮, 管琦卉, 陈世霞, 王珺. 炔烃选择性加氢制烯烃反应的研究进展[J]. 化工进展, 2024, 43(8): 4366-4381.
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气体组成 | 催化剂 | 反应温度/℃ | 反应压力/MPa | 空速/mL·gcat-1·h-1 | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|---|
C3H4∶H2 = 2.5∶7.5 | Cu2.75Ni0.25Fe | 250 | 0.1 | 1.68 × 104 | 100 | 97 | [ |
C2H2∶C2H4∶H2 = 0.5∶25∶1 | Pd1/g-C3N4 | 110 | 0.1 | 3 × 104 | 80 | 92 | [ |
C3H4∶H2 = 1∶3 | Cu-Al HT | 250 | 0.1 | 1.68 × 104 | 100 | — | [ |
C2H2∶H2 = 1∶30 | In2O3 | 350 | 0.1 | — | 100 | 85 | [ |
C2H2∶C2H4∶H2 = 1∶9∶1.8 | Pd4S/CNFs | 250 | 0.1 | 6 × 104 | 100 | 95 | [ |
C2H2∶C2H4∶H2 = 1∶99∶2 | Ti-Pd/PHSNs | 45 | 0.1 | 7200 | 70 | 69 | [ |
C2H2∶C2H4∶H2 = 1∶9∶1.2 | Pd4S/CNFs | 250 | 1.8 | 2.16 × 106 | 46.6 | 96 | [ |
C2H2∶C2H4∶H2 = 0.5∶20∶3 | Pd@C/CNT | 150 | 0.1 | 6 × 104 | 93 | 70 | [ |
C2H2∶C2H4∶H2 = 1∶20∶20 | AuPd0.01/SiO2 | 160 | 0.1 | 6 × 104 | 86 | 56.4 | [ |
C2H2∶C2H4∶H2 = 0.8∶83.2∶16 | Au/SiO2 | 175 | 0.1 | 9.2 × 104 | 94 | 47 | [ |
C3H4∶H2 = 1∶30 | CeO2 | 250 | 0.1 | — | 96 | 91 | [ |
C2H2∶C2H4∶H2 = 0.5∶50∶5 | Al13Fe4 | 200 | 0.1 | 9× 104 | 80 | 82 | [ |
C2H2∶H2 = 1∶5 | Ni6In/SiO2 | 180 | 0.1 | 3.6× 104 | 63 | 100 | [ |
C2H2∶H2 = 0.475∶9.25 | CrO x /(110)γ-Al2O3 | 140 | 0.1 | 2.166 × 104 | 100 | 98.5 | [ |
气体组成 | 催化剂 | 反应温度/℃ | 反应压力/MPa | 空速/mL·gcat-1·h-1 | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|---|
C3H4∶H2 = 2.5∶7.5 | Cu2.75Ni0.25Fe | 250 | 0.1 | 1.68 × 104 | 100 | 97 | [ |
C2H2∶C2H4∶H2 = 0.5∶25∶1 | Pd1/g-C3N4 | 110 | 0.1 | 3 × 104 | 80 | 92 | [ |
C3H4∶H2 = 1∶3 | Cu-Al HT | 250 | 0.1 | 1.68 × 104 | 100 | — | [ |
C2H2∶H2 = 1∶30 | In2O3 | 350 | 0.1 | — | 100 | 85 | [ |
C2H2∶C2H4∶H2 = 1∶9∶1.8 | Pd4S/CNFs | 250 | 0.1 | 6 × 104 | 100 | 95 | [ |
C2H2∶C2H4∶H2 = 1∶99∶2 | Ti-Pd/PHSNs | 45 | 0.1 | 7200 | 70 | 69 | [ |
C2H2∶C2H4∶H2 = 1∶9∶1.2 | Pd4S/CNFs | 250 | 1.8 | 2.16 × 106 | 46.6 | 96 | [ |
C2H2∶C2H4∶H2 = 0.5∶20∶3 | Pd@C/CNT | 150 | 0.1 | 6 × 104 | 93 | 70 | [ |
C2H2∶C2H4∶H2 = 1∶20∶20 | AuPd0.01/SiO2 | 160 | 0.1 | 6 × 104 | 86 | 56.4 | [ |
C2H2∶C2H4∶H2 = 0.8∶83.2∶16 | Au/SiO2 | 175 | 0.1 | 9.2 × 104 | 94 | 47 | [ |
C3H4∶H2 = 1∶30 | CeO2 | 250 | 0.1 | — | 96 | 91 | [ |
C2H2∶C2H4∶H2 = 0.5∶50∶5 | Al13Fe4 | 200 | 0.1 | 9× 104 | 80 | 82 | [ |
C2H2∶H2 = 1∶5 | Ni6In/SiO2 | 180 | 0.1 | 3.6× 104 | 63 | 100 | [ |
C2H2∶H2 = 0.475∶9.25 | CrO x /(110)γ-Al2O3 | 140 | 0.1 | 2.166 × 104 | 100 | 98.5 | [ |
底物 | 催化剂 | 反应温度/℃ | 反应压力/MPa | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|
苯乙炔 | Ag/SiO2 | 100 | 10 | 30 | 100 | [ |
苯乙炔 | Au/CeO2 | 25 | 3 | 99 | 99 | [ |
苯乙炔 | Pd1/NC-PHF | 60 | 0.5 | 93.1 | 93.5 | [ |
苯丙炔 | Meso-PdP | 60 | 0.1 | 100 | 97.4 | [ |
二苯乙炔 | Pd-Pb NCs | 25 | 0.1 | 96 | 96 | [ |
2-甲基-3-丁炔-2-醇 | Pd3S/C3N4 | 30 | 0.1 | — | 100 | [ |
1-戊炔 | Pd/ZnO | 100 | 0.1 | 41 | 87 | [ |
1-辛炔 | Pd@Ag/HAP | 25 | 0.1 | 99 | 99 | [ |
苯乙炔 | H350Ni/COF | 100 | 1 | >99 | 85 | [ |
苯乙炔 | Ni2P@C-PPS/CNFs | 100 | 0.5 | 100 | 94.6 | [ |
苯乙炔 | Ni@NC-800 | 110 | 1 | 97 | 94 | [ |
底物 | 催化剂 | 反应温度/℃ | 反应压力/MPa | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|
苯乙炔 | Ag/SiO2 | 100 | 10 | 30 | 100 | [ |
苯乙炔 | Au/CeO2 | 25 | 3 | 99 | 99 | [ |
苯乙炔 | Pd1/NC-PHF | 60 | 0.5 | 93.1 | 93.5 | [ |
苯丙炔 | Meso-PdP | 60 | 0.1 | 100 | 97.4 | [ |
二苯乙炔 | Pd-Pb NCs | 25 | 0.1 | 96 | 96 | [ |
2-甲基-3-丁炔-2-醇 | Pd3S/C3N4 | 30 | 0.1 | — | 100 | [ |
1-戊炔 | Pd/ZnO | 100 | 0.1 | 41 | 87 | [ |
1-辛炔 | Pd@Ag/HAP | 25 | 0.1 | 99 | 99 | [ |
苯乙炔 | H350Ni/COF | 100 | 1 | >99 | 85 | [ |
苯乙炔 | Ni2P@C-PPS/CNFs | 100 | 0.5 | 100 | 94.6 | [ |
苯乙炔 | Ni@NC-800 | 110 | 1 | 97 | 94 | [ |
气体组成 | 催化剂 | 反应温度/℃ | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|
C2H2∶C2H4:∶H2=20∶20∶1 | Pd1/N-graphene | 125 | 99 | 93.5 | [ |
C3H4∶H2=1∶5 | Pt-SA/CsPbBr3 | 5 | — | 86.6 | [ |
C2H2=5%(体积分数) | [Ru(bpy)3]2+/CoTPPS | 室温 | — | 99 | [ |
C2H2∶C2H4=1∶30 | [Ru(bpy)3]2+/CoTPPS | 室温 | 100 | 98.9 | [ |
C3H4=5%(体积分数) | [Ru(bpy)3]2+/CoTPPS | — | 99 | [ | |
C2H2∶C2H4∶H2=1∶20∶10 | Pd1/TiO2 SACs | 120 | 100 | >50 | [ |
气体组成 | 催化剂 | 反应温度/℃ | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|
C2H2∶C2H4:∶H2=20∶20∶1 | Pd1/N-graphene | 125 | 99 | 93.5 | [ |
C3H4∶H2=1∶5 | Pt-SA/CsPbBr3 | 5 | — | 86.6 | [ |
C2H2=5%(体积分数) | [Ru(bpy)3]2+/CoTPPS | 室温 | — | 99 | [ |
C2H2∶C2H4=1∶30 | [Ru(bpy)3]2+/CoTPPS | 室温 | 100 | 98.9 | [ |
C3H4=5%(体积分数) | [Ru(bpy)3]2+/CoTPPS | — | 99 | [ | |
C2H2∶C2H4∶H2=1∶20∶10 | Pd1/TiO2 SACs | 120 | 100 | >50 | [ |
底物 | 催化剂 | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|
2-甲基-3-丁烯-2-醇 | TiO2-Pd0.5Pt0.5 NPs | 99 | 94 | [ |
苯乙炔 | L-lysine/Ni/Nb2O5 | 99.9 | 95.8 | [ |
苯乙炔 | Pt/TiO2 | 92.4 | 91.3 | [ |
苯乙炔 | Ni/C3N4 | 100 | 97 | [ |
苯乙炔 | Au/TiO2 | 78.2 | 96.1 | [ |
底物 | 催化剂 | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|
2-甲基-3-丁烯-2-醇 | TiO2-Pd0.5Pt0.5 NPs | 99 | 94 | [ |
苯乙炔 | L-lysine/Ni/Nb2O5 | 99.9 | 95.8 | [ |
苯乙炔 | Pt/TiO2 | 92.4 | 91.3 | [ |
苯乙炔 | Ni/C3N4 | 100 | 97 | [ |
苯乙炔 | Au/TiO2 | 78.2 | 96.1 | [ |
气体组成 | 催化剂 | 电解液 | FE/% | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|
C2H2 | Cu枝晶 | 1mol/L KOH | 96 | — | — | [ |
C2H2∶C2H4=1∶99 | Cu枝晶 | 1mol/L KOH | — | 99.96 | 97 | [ |
C2H2∶ Ar = 5∶95 | LD-Cu | 1mol/L KOH | 74.9 | — | — | [ |
C2H2/C2H4/Ar=0.5∶20∶79.5 | LD-Cu | 1mol/L KOH | — | 99.9 | >90 | [ |
C2H2 | NHC-Cu | 1mol/L KOH | 98 | — | — | [ |
C2H2∶C2H4=1∶99 | NHC-Cu | 1mol/L KOH | — | 99.7 | >99 | [ |
C2H2 | SA-Ni-NC | 1mol/L KOH | 91.3 | — | — | [ |
C2H2∶C2H4=1∶99 | SA-Ni-NC | 1mol/L KOH | — | 97.4 | — | [ |
C2H2 | Ag NWs | 1mol/L KOH | 99 | — | — | [ |
C2H2∶C2H4=1∶99 | Ag NWs | 1mol/L KOH | — | 99.8 | 99 | [ |
C2H2 | ED-Cu | 1mol/L KOH | 97.7 | — | — | [ |
C2H2 | Cu MPs | 1mol/L KOH | 83.2 | — | — | [ |
C2H2 | CoPc | 1mol/L KOH | 96 | — | — | [ |
C2H2∶C2H4=1∶99 | CoPc | 1mol/L KOH | — | 99.5 | — | [ |
气体组成 | 催化剂 | 电解液 | FE/% | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|
C2H2 | Cu枝晶 | 1mol/L KOH | 96 | — | — | [ |
C2H2∶C2H4=1∶99 | Cu枝晶 | 1mol/L KOH | — | 99.96 | 97 | [ |
C2H2∶ Ar = 5∶95 | LD-Cu | 1mol/L KOH | 74.9 | — | — | [ |
C2H2/C2H4/Ar=0.5∶20∶79.5 | LD-Cu | 1mol/L KOH | — | 99.9 | >90 | [ |
C2H2 | NHC-Cu | 1mol/L KOH | 98 | — | — | [ |
C2H2∶C2H4=1∶99 | NHC-Cu | 1mol/L KOH | — | 99.7 | >99 | [ |
C2H2 | SA-Ni-NC | 1mol/L KOH | 91.3 | — | — | [ |
C2H2∶C2H4=1∶99 | SA-Ni-NC | 1mol/L KOH | — | 97.4 | — | [ |
C2H2 | Ag NWs | 1mol/L KOH | 99 | — | — | [ |
C2H2∶C2H4=1∶99 | Ag NWs | 1mol/L KOH | — | 99.8 | 99 | [ |
C2H2 | ED-Cu | 1mol/L KOH | 97.7 | — | — | [ |
C2H2 | Cu MPs | 1mol/L KOH | 83.2 | — | — | [ |
C2H2 | CoPc | 1mol/L KOH | 96 | — | — | [ |
C2H2∶C2H4=1∶99 | CoPc | 1mol/L KOH | — | 99.5 | — | [ |
底物 | 催化剂 | 电解液 | FE/% | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|
二苯乙炔 | Pt1Pd99 | 1mol/L H2SO4 | 95 | — | — | [ |
4-乙炔基苯胺 | Pd@ArS-Pd4S PdFe NSs Ni0.85Se1-x NWs | 1mol/L KOH | 75 | 97 | 96 | [ |
2-甲基-3-丁烯-2-醇 | 1mol/L KOH | 49.5 | 100 | >91 | [ | |
4-乙炔基苯胺 | 1mol/L KOH | — | 97 | 99 | [ | |
2-甲基-3-丁烯-2-醇 | Cu NAs | 1mol/L KOH | 96 | — | 97 | [ |
2-甲基-3-丁烯-2-醇 | PdCu | 1mol/L KOH | 36 | 98.5 | 96.5 | [ |
4-乙炔基苯胺 | Cu-S NSs | 1mol/L KOH | — | 99 | 99 | [ |
4-乙炔基苯胺 | Cu-CA-CP | 1mol/L KOH | — | 97 | 99 | [ |
4-乙炔基苯胺 | Cu-ZnO | 1mol/L KOH | 70 | — | 99 | [ |
底物 | 催化剂 | 电解液 | FE/% | 转化率/% | 选择性/% | 参考文献 |
---|---|---|---|---|---|---|
二苯乙炔 | Pt1Pd99 | 1mol/L H2SO4 | 95 | — | — | [ |
4-乙炔基苯胺 | Pd@ArS-Pd4S PdFe NSs Ni0.85Se1-x NWs | 1mol/L KOH | 75 | 97 | 96 | [ |
2-甲基-3-丁烯-2-醇 | 1mol/L KOH | 49.5 | 100 | >91 | [ | |
4-乙炔基苯胺 | 1mol/L KOH | — | 97 | 99 | [ | |
2-甲基-3-丁烯-2-醇 | Cu NAs | 1mol/L KOH | 96 | — | 97 | [ |
2-甲基-3-丁烯-2-醇 | PdCu | 1mol/L KOH | 36 | 98.5 | 96.5 | [ |
4-乙炔基苯胺 | Cu-S NSs | 1mol/L KOH | — | 99 | 99 | [ |
4-乙炔基苯胺 | Cu-CA-CP | 1mol/L KOH | — | 97 | 99 | [ |
4-乙炔基苯胺 | Cu-ZnO | 1mol/L KOH | 70 | — | 99 | [ |
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