Controlling guest conformation for efficient purification of butadiene
Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C₄ hydrocarbons from which it must be separated. We show from single-crystal x-ray diffraction and computational simulation that a hydrophilic metal-organic framework, [Zn₂(b...
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| Published in | Science (American Association for the Advancement of Science) Vol. 356; no. 6343; pp. 1193 - 1196 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
American Association for the Advancement of Science
16.06.2017
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| Subjects | |
| Online Access | Get full text |
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| Abstract | Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C₄ hydrocarbons from which it must be separated. We show from single-crystal x-ray diffraction and computational simulation that a hydrophilic metal-organic framework, [Zn₂(btm)₂], where H₂btm is bis(5-methyl-1H-1,2,4-triazol-3-yl)methane, has quasi-discrete pores that can induce conformational changes in the flexible guest molecules, weakening 1,3-butadiene adsorption through a large bending energy penalty. In a breakthrough operation at ambient temperature and pressure, this guest conformation–controlling adsorbent eluted 1,3-butadiene first, then butane, butene, and isobutene. Thus, 1,3-butadiene can be efficiently purified (≥99.5%) while avoiding high-temperature conditions that can lead to its undesirable polymerization. |
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| AbstractList | Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C4 hydrocarbons from which it must be separated. We show from single-crystal x-ray diffraction and computational simulation that a hydrophilic metal-organic framework, [Zn2(btm)2], where H2btm is bis(5-methyl-1H-1,2,4-triazol-3-yl)methane, has quasi-discrete pores that can induce conformational changes in the flexible guest molecules, weakening 1,3-butadiene adsorption through a large bending energy penalty. In a breakthrough operation at ambient temperature and pressure, this guest conformation-controlling adsorbent eluted 1,3-butadiene first, then butane, butene, and isobutene. Thus, 1,3-butadiene can be efficiently purified (≥99.5%) while avoiding high-temperature conditions that can lead to its undesirable polymerization.Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C4 hydrocarbons from which it must be separated. We show from single-crystal x-ray diffraction and computational simulation that a hydrophilic metal-organic framework, [Zn2(btm)2], where H2btm is bis(5-methyl-1H-1,2,4-triazol-3-yl)methane, has quasi-discrete pores that can induce conformational changes in the flexible guest molecules, weakening 1,3-butadiene adsorption through a large bending energy penalty. In a breakthrough operation at ambient temperature and pressure, this guest conformation-controlling adsorbent eluted 1,3-butadiene first, then butane, butene, and isobutene. Thus, 1,3-butadiene can be efficiently purified (≥99.5%) while avoiding high-temperature conditions that can lead to its undesirable polymerization. The weaker adsorption of 1,3-butadiene in a metal-organic framework enables its separation from other C 4 hydrocarbons. Before 1,3-butadiene can be used to make polymers, it must be separated from similar hydrocarbons in an energy-intensive distillation process. Liao et al. show that a zinc metal—organic framework can accommodate the cis isomer of 1,3-butadiene. It binds less tightly than butane and butene because its π-bond conjugation is broken. They used this preferential desorption to separate 1,3-butadiene with ≥99.5% purity under ambient conditions. Science , this issue p. 1193 Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C 4 hydrocarbons from which it must be separated. We show from single-crystal x-ray diffraction and computational simulation that a hydrophilic metal-organic framework, [Zn 2 (btm) 2 ], where H 2 btm is bis(5-methyl-1 H -1,2,4-triazol-3-yl)methane, has quasi-discrete pores that can induce conformational changes in the flexible guest molecules, weakening 1,3-butadiene adsorption through a large bending energy penalty. In a breakthrough operation at ambient temperature and pressure, this guest conformation–controlling adsorbent eluted 1,3-butadiene first, then butane, butene, and isobutene. Thus, 1,3-butadiene can be efficiently purified (≥99.5%) while avoiding high-temperature conditions that can lead to its undesirable polymerization. Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C₄ hydrocarbons from which it must be separated. We show from single-crystal x-ray diffraction and computational simulation that a hydrophilic metal-organic framework, [Zn₂(btm)₂], where H₂btm is bis(5-methyl-1H-1,2,4-triazol-3-yl)methane, has quasi-discrete pores that can induce conformational changes in the flexible guest molecules, weakening 1,3-butadiene adsorption through a large bending energy penalty. In a breakthrough operation at ambient temperature and pressure, this guest conformation–controlling adsorbent eluted 1,3-butadiene first, then butane, butene, and isobutene. Thus, 1,3-butadiene can be efficiently purified (≥99.5%) while avoiding high-temperature conditions that can lead to its undesirable polymerization. Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C hydrocarbons from which it must be separated. We show from single-crystal x-ray diffraction and computational simulation that a hydrophilic metal-organic framework, [Zn (btm) ], where H btm is bis(5-methyl-1 -1,2,4-triazol-3-yl)methane, has quasi-discrete pores that can induce conformational changes in the flexible guest molecules, weakening 1,3-butadiene adsorption through a large bending energy penalty. In a breakthrough operation at ambient temperature and pressure, this guest conformation-controlling adsorbent eluted 1,3-butadiene first, then butane, butene, and isobutene. Thus, 1,3-butadiene can be efficiently purified (≥99.5%) while avoiding high-temperature conditions that can lead to its undesirable polymerization. |
| Author | Huang, Ning-Yu Chen, Xiao-Ming Zhang, Jie-Peng Liao, Pei-Qin Zhang, Wei-Xiong |
| Author_xml | – sequence: 1 givenname: Pei-Qin surname: Liao fullname: Liao, Pei-Qin – sequence: 2 givenname: Ning-Yu surname: Huang fullname: Huang, Ning-Yu – sequence: 3 givenname: Wei-Xiong surname: Zhang fullname: Zhang, Wei-Xiong – sequence: 4 givenname: Jie-Peng surname: Zhang fullname: Zhang, Jie-Peng – sequence: 5 givenname: Xiao-Ming surname: Chen fullname: Chen, Xiao-Ming |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/28619946$$D View this record in MEDLINE/PubMed |
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| Snippet | Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C₄ hydrocarbons from which it... The weaker adsorption of 1,3-butadiene in a metal-organic framework enables its separation from other C 4 hydrocarbons. Before 1,3-butadiene can be used to... Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C hydrocarbons from which it must... Conventional adsorbents preferentially adsorb the small, high-polarity, and unsaturated 1,3-butadiene molecule over the other C4 hydrocarbons from which it... |
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| SubjectTerms | Butadienes - isolation & purification Chemistry Techniques, Analytical - methods Computer Simulation Crystallography, X-Ray Metal-Organic Frameworks - chemistry Molecular Conformation Temperature |
| Title | Controlling guest conformation for efficient purification of butadiene |
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