Chemical Industry and Engineering Progress ›› 2021, Vol. 40 ›› Issue (4): 1983-2004.DOI: 10.16085/j.issn.1000-6613.2020-1924
• Special column:Industrial catalysis • Previous Articles Next Articles
WU Miaojiang1,2(), SUN Peng1, LI Fuwei1()
Received:
2020-09-21
Online:
2021-04-14
Published:
2021-04-05
Contact:
LI Fuwei
通讯作者:
李福伟
作者简介:
吴淼江(1993—),男,博士研究生,研究方向为绿色催化。E-mail:基金资助:
CLC Number:
WU Miaojiang, SUN Peng, LI Fuwei. Synthesis of phosphorus-containing porous organic polymers and their applications in heterogeneous catalysis[J]. Chemical Industry and Engineering Progress, 2021, 40(4): 1983-2004.
吴淼江, 孙鹏, 李福伟. 含磷多孔有机聚合物的合成及其在多相催化中的应用[J]. 化工进展, 2021, 40(4): 1983-2004.
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单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
Heck偶联缩聚 | |||||
a1/b1=1/1 a2/b1=1/1 | 318/0.239 684/0.342 | 0~2nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
a3/b2=1.0/1.1 | 554/0.959 | 0~10nm | 钯 | 硝基芳烃、α,β-不饱和酮的加氢反应 | [ |
Sonogashira-Hagihara偶联缩聚 | |||||
a4/b3=1/1 a4/b4=1/1 a4/b5=0.75/1.0 a4/b6=0.75/1.0 | 391/0.56 407/0.36 474/1.00 509/0.88 | 0~5nm 0~5nm 0~5nm 0~5nm | 钌 铱 | β-酮酯化合物的不对称氢化反应 喹哪啶不对称氢化反应 | [ |
Suzuki-Miyaura偶联缩聚 | |||||
a5/b7=1/2 | (354/—) | 0~7nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
a6/b7=1.17/1.76 | 72.4/— | 0~10nm | 无 | 光催化析氢反应 | [ |
Yamamoto偶联缩聚 | |||||
a8 | 650/—(114/—) | 0~6nm | 钯 无 | Suzuki偶联反应 环氧化物和CO2生成环碳酸酯的反应 | [ |
a5 a7 | 1284/1.11 1353/1.07 | 0~4nm 0~4nm | 钯 | Suzuki偶联反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
Heck偶联缩聚 | |||||
a1/b1=1/1 a2/b1=1/1 | 318/0.239 684/0.342 | 0~2nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
a3/b2=1.0/1.1 | 554/0.959 | 0~10nm | 钯 | 硝基芳烃、α,β-不饱和酮的加氢反应 | [ |
Sonogashira-Hagihara偶联缩聚 | |||||
a4/b3=1/1 a4/b4=1/1 a4/b5=0.75/1.0 a4/b6=0.75/1.0 | 391/0.56 407/0.36 474/1.00 509/0.88 | 0~5nm 0~5nm 0~5nm 0~5nm | 钌 铱 | β-酮酯化合物的不对称氢化反应 喹哪啶不对称氢化反应 | [ |
Suzuki-Miyaura偶联缩聚 | |||||
a5/b7=1/2 | (354/—) | 0~7nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
a6/b7=1.17/1.76 | 72.4/— | 0~10nm | 无 | 光催化析氢反应 | [ |
Yamamoto偶联缩聚 | |||||
a8 | 650/—(114/—) | 0~6nm | 钯 无 | Suzuki偶联反应 环氧化物和CO2生成环碳酸酯的反应 | [ |
a5 a7 | 1284/1.11 1353/1.07 | 0~4nm 0~4nm | 钯 | Suzuki偶联反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a9/b8=16.7/25 | 646/— | — | 钯 铑 | 环己酮与异丙醇的氢转移反应 | [ |
a9/b8=13.0/20.0 | 135/0.04(58/0.009) | — | 钯 | 1,3-丁二烯的调聚反应 | [ |
a9/b8=12.7/20 a10/b8=9.75/20 a11/b8=7.15/20 | 150/— 33/— 42/— | — | 钌 | 甲酸分解反应 | [ |
a10/b9=1/1 | 469/0.475 | 0~180nm | 钌 | CO2加氢合成N,N-二甲基甲酰胺的反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a9/b8=16.7/25 | 646/— | — | 钯 铑 | 环己酮与异丙醇的氢转移反应 | [ |
a9/b8=13.0/20.0 | 135/0.04(58/0.009) | — | 钯 | 1,3-丁二烯的调聚反应 | [ |
a9/b8=12.7/20 a10/b8=9.75/20 a11/b8=7.15/20 | 150/— 33/— 42/— | — | 钌 | 甲酸分解反应 | [ |
a10/b9=1/1 | 469/0.475 | 0~180nm | 钌 | CO2加氢合成N,N-二甲基甲酰胺的反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a12/b10/c1=1/1/3 | 1036/—(1025/1.5) | 0~100nm | 钯 钯 | Suzuki-Miyaura偶联反应 氯化苄的Suzuki-Miyaura偶联 | [ [ |
a12/b10/c1=1/1/3 | 993/0.12(916/1.18) | 0~100nm | 钌 | 芳基酮、NH4OAc和DMF的环化反应;重氮二羰基化合物和烯烃的环加成反应 | [ |
a12/b10/c1=1/1/2 a12/b11/c1=1/1/2 a12/b12/c1=3/1/6 a12/b13/c1=3/1/6 | (723/0.92) (524/0.66) (672/0.70) (549/0.84) | 0~20nm | 铑 | 氢甲酰化反应 | [ |
a13/b12/c1=1/2/8 | 350/0.438 | 0~100nm | 无 | 对硝基苯酚的还原反应 | [ |
a14/b15/c1=1/1/3 | 282/—(59/—) | 0~10nm | 钌 | 硝基芳烃的还原 | [ |
a12/c3=2/3 a15/c3=2/3 | 788/—(608/—) 491/—(466/—) | 0~2nm | 金 | 对硝基苯酚的还原反应 | [ |
a12/b14/c1=1/1/2 | 20/0.06(18/0.05) | — | 银 | 末端炔烃与二氧化碳的羧基化反应 | [ |
a16/b10/c1=1/20/60 | 702/0.546 | 0~10nm | 钯 | Suzuki-Miyaura偶联反应 芳基卤化物和芳基硼酸酯的自偶联反应 | [ |
a17/b10/c1=1/40/120 | 810/0.52 | 0~14nm | 钌 | 甲酸制氢反应 | [ |
a18/c2(Solvent) a19/c2(Solvent) a20/c2(Solvent) | 300/0.203 20/0.12 49/0.07 | 2.2nm 1.7nm 5.9nm | 钌 金 | 苯甲醇的胺化反应 炔烃水合反应;苯胺与苯乙炔的氢胺化反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a12/b10/c1=1/1/3 | 1036/—(1025/1.5) | 0~100nm | 钯 钯 | Suzuki-Miyaura偶联反应 氯化苄的Suzuki-Miyaura偶联 | [ [ |
a12/b10/c1=1/1/3 | 993/0.12(916/1.18) | 0~100nm | 钌 | 芳基酮、NH4OAc和DMF的环化反应;重氮二羰基化合物和烯烃的环加成反应 | [ |
a12/b10/c1=1/1/2 a12/b11/c1=1/1/2 a12/b12/c1=3/1/6 a12/b13/c1=3/1/6 | (723/0.92) (524/0.66) (672/0.70) (549/0.84) | 0~20nm | 铑 | 氢甲酰化反应 | [ |
a13/b12/c1=1/2/8 | 350/0.438 | 0~100nm | 无 | 对硝基苯酚的还原反应 | [ |
a14/b15/c1=1/1/3 | 282/—(59/—) | 0~10nm | 钌 | 硝基芳烃的还原 | [ |
a12/c3=2/3 a15/c3=2/3 | 788/—(608/—) 491/—(466/—) | 0~2nm | 金 | 对硝基苯酚的还原反应 | [ |
a12/b14/c1=1/1/2 | 20/0.06(18/0.05) | — | 银 | 末端炔烃与二氧化碳的羧基化反应 | [ |
a16/b10/c1=1/20/60 | 702/0.546 | 0~10nm | 钯 | Suzuki-Miyaura偶联反应 芳基卤化物和芳基硼酸酯的自偶联反应 | [ |
a17/b10/c1=1/40/120 | 810/0.52 | 0~14nm | 钌 | 甲酸制氢反应 | [ |
a18/c2(Solvent) a19/c2(Solvent) a20/c2(Solvent) | 300/0.203 20/0.12 49/0.07 | 2.2nm 1.7nm 5.9nm | 钌 金 | 苯甲醇的胺化反应 炔烃水合反应;苯胺与苯乙炔的氢胺化反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a21 | 1086/1.70 | 0~100nm | 铑 钌 铑 | 氢甲酰化反应 肉桂醛加氢反应 甲醇羰化反应 | [ [ [ |
a21 | 1089/2.1 | 0~100nm | 钯 | Suzuki-Miyaura偶联反应 羰化偶联反应 | [ [ |
a21/b18=5/1 a21/b19=5/1 a21/b20=5/1 | — 591/1.03(482/—) — | 0~12nm | 锌 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a22 a22/b16=1/2.56 | 475/0.64 44.3/0.133 | 0~1nm 0~10nm | 钯 | 烯烃烷酯基化反应 | [ [ |
a21/b17=1.9/1 | 767/0.921(706/0.727) | — | 钌 | N-甲酰化反应 | [ |
a23 | (810/0.759) | 0~10nm | 钯 | 末端炔烃的双锡烷基化 | [ |
a21/b17=1/8.8 a21/b17=1/5.2 a21/b17=1/3.3 a21/b17=1/2.2 a21/b17=1/1.48 a21/b17=1/0.55 | 663/1.68 646/1.53 675/1.29 647/0.95 760/0.93 834/1.36 | 0~20nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
a34 a35 a36 | 643/0.43 811/0.70 523/0.96 | 0~20nm 0~20nm 0~100nm | 铑 | 氢甲酰化反应 | [ [ |
a21 | 928/—(758/—) | 0~100nm | 金 | 炔烃水合反应;炔丙基酯的重排反应;氧化炔烃偶联反应 | [ |
a21 | — | — | 铱 | 次磷酰胺和苯甲醇的反应;双胍类化合物和苯甲醇的反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a21 | 1086/1.70 | 0~100nm | 铑 钌 铑 | 氢甲酰化反应 肉桂醛加氢反应 甲醇羰化反应 | [ [ [ |
a21 | 1089/2.1 | 0~100nm | 钯 | Suzuki-Miyaura偶联反应 羰化偶联反应 | [ [ |
a21/b18=5/1 a21/b19=5/1 a21/b20=5/1 | — 591/1.03(482/—) — | 0~12nm | 锌 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a22 a22/b16=1/2.56 | 475/0.64 44.3/0.133 | 0~1nm 0~10nm | 钯 | 烯烃烷酯基化反应 | [ [ |
a21/b17=1.9/1 | 767/0.921(706/0.727) | — | 钌 | N-甲酰化反应 | [ |
a23 | (810/0.759) | 0~10nm | 钯 | 末端炔烃的双锡烷基化 | [ |
a21/b17=1/8.8 a21/b17=1/5.2 a21/b17=1/3.3 a21/b17=1/2.2 a21/b17=1/1.48 a21/b17=1/0.55 | 663/1.68 646/1.53 675/1.29 647/0.95 760/0.93 834/1.36 | 0~20nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
a34 a35 a36 | 643/0.43 811/0.70 523/0.96 | 0~20nm 0~20nm 0~100nm | 铑 | 氢甲酰化反应 | [ [ |
a21 | 928/—(758/—) | 0~100nm | 金 | 炔烃水合反应;炔丙基酯的重排反应;氧化炔烃偶联反应 | [ |
a21 | — | — | 铱 | 次磷酰胺和苯甲醇的反应;双胍类化合物和苯甲醇的反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a37/b21=1/8 a37/b21=1/4 a37/b21=1/2 a37/b21=3/4 a37/b21=1/1 | 654/0.78 585/0.63 518/0.42 379/0.21 5/0.0035 | 0~80nm | 钌 | β-酮酯的不对称氢化反应 | [ |
a38,a39 | (1058~1070/1.19~1.64) | 0~10nm | 钌 | β-酮酯的不对称氢化反应 | [ |
a39/b21=1/9.3 a39/b22=1/3.5 a39/b23=1/10.3 | 697/0.68(490/0.56) 997/1.19 —/— | 0~10nm | 铑 | 氢甲酰化反应 | [ |
a40 a41 a42 | 959/1.15 892/1.07 846/0.81 | 0~100nm | 铑 | 氢甲酰化反应 | [ |
a41 | 629.0/1.065 | — | 钯 | 由硫代苯甲酰胺和异腈合成噻唑的反应 | [ |
a43/a34=1/20 | 635/0.72(556/0.68) | 0~10nm | 铑 | 氢甲酰化反应 | [ |
a43/a21=1/9.2 a43/a21=1/45.5 a43/a21=1/22.7 a43/a21=1/11.5 a43/a21=1/7.6 a43/a21=1/6.1 | 1088.0/2.07(985.3/1.94) 1195/2.62 1201/2.79 1271/2.72 1589/3.82 907.3/1.72 | 0~20nm | 铑 | 氢甲酰化反应 | [ |
a44 a44/a21=1/5 | 561/0.648(506/0.596) 1022/1.24 | 0~8nm 0~10nm | 钯 铑 | 醛脱羰反应 氢甲酰化反应 | [ [ |
a45/a21=1/9 | (423.6/0.41) | — | 铑 | 氢甲酰化反应 | [ |
a45' | 140/0.4 | 0~100nm | 铑 | 氢甲酰化反应 | [ |
a46 a47 | 290/0.69 547/0.56(536/—) | 0~30nm 0~100nm | 铑 | 氢甲酰化反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a37/b21=1/8 a37/b21=1/4 a37/b21=1/2 a37/b21=3/4 a37/b21=1/1 | 654/0.78 585/0.63 518/0.42 379/0.21 5/0.0035 | 0~80nm | 钌 | β-酮酯的不对称氢化反应 | [ |
a38,a39 | (1058~1070/1.19~1.64) | 0~10nm | 钌 | β-酮酯的不对称氢化反应 | [ |
a39/b21=1/9.3 a39/b22=1/3.5 a39/b23=1/10.3 | 697/0.68(490/0.56) 997/1.19 —/— | 0~10nm | 铑 | 氢甲酰化反应 | [ |
a40 a41 a42 | 959/1.15 892/1.07 846/0.81 | 0~100nm | 铑 | 氢甲酰化反应 | [ |
a41 | 629.0/1.065 | — | 钯 | 由硫代苯甲酰胺和异腈合成噻唑的反应 | [ |
a43/a34=1/20 | 635/0.72(556/0.68) | 0~10nm | 铑 | 氢甲酰化反应 | [ |
a43/a21=1/9.2 a43/a21=1/45.5 a43/a21=1/22.7 a43/a21=1/11.5 a43/a21=1/7.6 a43/a21=1/6.1 | 1088.0/2.07(985.3/1.94) 1195/2.62 1201/2.79 1271/2.72 1589/3.82 907.3/1.72 | 0~20nm | 铑 | 氢甲酰化反应 | [ |
a44 a44/a21=1/5 | 561/0.648(506/0.596) 1022/1.24 | 0~8nm 0~10nm | 钯 铑 | 醛脱羰反应 氢甲酰化反应 | [ [ |
a45/a21=1/9 | (423.6/0.41) | — | 铑 | 氢甲酰化反应 | [ |
a45' | 140/0.4 | 0~100nm | 铑 | 氢甲酰化反应 | [ |
a46 a47 | 290/0.69 547/0.56(536/—) | 0~30nm 0~100nm | 铑 | 氢甲酰化反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a48 a49 a48/a21=1/1 a48/a21=1/2 a48/a21=1/3 a48/a21=1/4 a48/a21=1/5 | 824.1/1.03 462.9/0.54 730.1/0.71 859.9/0.85 1115/1.05 1097/1.14 982.2/1.00 | 0~6nm | 钇、钴、铑、铱、钌、锌 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a48 a50 a51 | 625/0.40 758/0.59 402/0.24 | — | 无 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a48/b24=1/74 | 588/0.55 | 0~10nm | 镁 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a52 a53 a54 a55 | 314/0.3 440/0.52 420/0.48 394/0.62 | 0~16nm 0~19nm 0~19nm 0~20nm | 无 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a50 | 758/0.59 | — | 钨 | 环辛烯的环氧化反应 二苯并噻吩的氧化反应 | [ |
a51 | 507/—(424/—) | 0~7nm | 铑 | 甲醇的羰化反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
a48 a49 a48/a21=1/1 a48/a21=1/2 a48/a21=1/3 a48/a21=1/4 a48/a21=1/5 | 824.1/1.03 462.9/0.54 730.1/0.71 859.9/0.85 1115/1.05 1097/1.14 982.2/1.00 | 0~6nm | 钇、钴、铑、铱、钌、锌 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a48 a50 a51 | 625/0.40 758/0.59 402/0.24 | — | 无 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a48/b24=1/74 | 588/0.55 | 0~10nm | 镁 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a52 a53 a54 a55 | 314/0.3 440/0.52 420/0.48 394/0.62 | 0~16nm 0~19nm 0~19nm 0~20nm | 无 | 环氧化物和CO2生成环碳酸酯的反应 | [ |
a50 | 758/0.59 | — | 钨 | 环辛烯的环氧化反应 二苯并噻吩的氧化反应 | [ |
a51 | 507/—(424/—) | 0~7nm | 铑 | 甲醇的羰化反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
Aldimine缩合 | |||||
a56/b25=2/3 | 818/— | 0~2nm | 钯 铂 金 金-钯 | Suzuki-Miyaura偶联反应 硝基苯酚的还原反应 1-溴-4-硝基苯的还原反应 偶联加氢串联反应 | [ |
a56/b25=2/3 a56/b26=2/3 | 903/0.69 2387/4.22 | 0~25nm | 铑 | 氢甲酰化反应 | [ |
Scholl缩聚 | |||||
a12/b13=2/3 | (651/—) | 0~2nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
Phenolic缩聚 | |||||
a56/b27=1/3 | 775/0.72(231/0.34) | 0~50nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
单体组成① | S/V(S后/V后)② | 孔径③ | 金属 | 催化反应 | 参考文献 |
---|---|---|---|---|---|
Aldimine缩合 | |||||
a56/b25=2/3 | 818/— | 0~2nm | 钯 铂 金 金-钯 | Suzuki-Miyaura偶联反应 硝基苯酚的还原反应 1-溴-4-硝基苯的还原反应 偶联加氢串联反应 | [ |
a56/b25=2/3 a56/b26=2/3 | 903/0.69 2387/4.22 | 0~25nm | 铑 | 氢甲酰化反应 | [ |
Scholl缩聚 | |||||
a12/b13=2/3 | (651/—) | 0~2nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
Phenolic缩聚 | |||||
a56/b27=1/3 | 775/0.72(231/0.34) | 0~50nm | 钯 | Suzuki-Miyaura偶联反应 | [ |
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