CN103418356B - 一种气体吸附材料及其制备方法 - Google Patents
一种气体吸附材料及其制备方法 Download PDFInfo
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- CN103418356B CN103418356B CN201210155234.4A CN201210155234A CN103418356B CN 103418356 B CN103418356 B CN 103418356B CN 201210155234 A CN201210155234 A CN 201210155234A CN 103418356 B CN103418356 B CN 103418356B
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- 239000000463 material Substances 0.000 title claims abstract description 115
- 238000001179 sorption measurement Methods 0.000 title claims abstract description 52
- 238000002360 preparation method Methods 0.000 title claims abstract description 32
- 239000000412 dendrimer Substances 0.000 claims abstract description 78
- 229920000736 dendritic polymer Polymers 0.000 claims abstract description 78
- 150000001412 amines Chemical class 0.000 claims abstract description 65
- 239000007787 solid Substances 0.000 claims abstract description 59
- 239000007789 gas Substances 0.000 claims abstract description 52
- -1 small molecule amine Chemical class 0.000 claims abstract description 39
- 230000000694 effects Effects 0.000 claims abstract description 10
- 239000011148 porous material Substances 0.000 claims abstract description 8
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 78
- 239000001569 carbon dioxide Substances 0.000 claims description 39
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 39
- 125000003277 amino group Chemical group 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 34
- 230000008569 process Effects 0.000 claims description 25
- 238000001802 infusion Methods 0.000 claims description 24
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 18
- 238000010521 absorption reaction Methods 0.000 claims description 18
- 238000007306 functionalization reaction Methods 0.000 claims description 18
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical group NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 18
- 125000003368 amide group Chemical group 0.000 claims description 17
- 238000004821 distillation Methods 0.000 claims description 16
- 239000002808 molecular sieve Substances 0.000 claims description 16
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims description 14
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 claims description 14
- 230000006837 decompression Effects 0.000 claims description 13
- 229920001223 polyethylene glycol Polymers 0.000 claims description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 9
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 9
- 239000002202 Polyethylene glycol Substances 0.000 claims description 8
- 238000011065 in-situ storage Methods 0.000 claims description 7
- 238000011068 loading method Methods 0.000 claims description 7
- 238000003541 multi-stage reaction Methods 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 6
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 5
- 229940043237 diethanolamine Drugs 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 238000003786 synthesis reaction Methods 0.000 claims description 5
- 229910021536 Zeolite Inorganic materials 0.000 claims description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 4
- 230000003993 interaction Effects 0.000 claims description 4
- 230000004048 modification Effects 0.000 claims description 4
- 238000012986 modification Methods 0.000 claims description 4
- 239000010457 zeolite Substances 0.000 claims description 4
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims description 3
- LLYXJBROWQDVMI-UHFFFAOYSA-N 2-chloro-4-nitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1Cl LLYXJBROWQDVMI-UHFFFAOYSA-N 0.000 claims description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
- 239000005995 Aluminium silicate Substances 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 229920000877 Melamine resin Polymers 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 235000012211 aluminium silicate Nutrition 0.000 claims description 3
- 239000002956 ash Substances 0.000 claims description 3
- 239000000440 bentonite Substances 0.000 claims description 3
- 229910000278 bentonite Inorganic materials 0.000 claims description 3
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- QVYARBLCAHCSFJ-UHFFFAOYSA-N butane-1,1-diamine Chemical compound CCCC(N)N QVYARBLCAHCSFJ-UHFFFAOYSA-N 0.000 claims description 3
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000292 calcium oxide Substances 0.000 claims description 3
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 3
- 239000004927 clay Substances 0.000 claims description 3
- 239000011280 coal tar Substances 0.000 claims description 3
- 239000000428 dust Substances 0.000 claims description 3
- 125000003916 ethylene diamine group Chemical group 0.000 claims description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000395 magnesium oxide Substances 0.000 claims description 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 3
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 claims description 3
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims description 3
- 229920000962 poly(amidoamine) Polymers 0.000 claims description 3
- 230000000717 retained effect Effects 0.000 claims description 3
- 229910000275 saponite Inorganic materials 0.000 claims description 3
- 239000000741 silica gel Substances 0.000 claims description 3
- 229910002027 silica gel Inorganic materials 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- 239000000377 silicon dioxide Substances 0.000 claims description 3
- 239000004575 stone Substances 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 2
- 239000002912 waste gas Substances 0.000 abstract description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 51
- 238000006243 chemical reaction Methods 0.000 description 17
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 14
- 238000003756 stirring Methods 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 6
- 239000005864 Sulphur Substances 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003463 adsorbent Substances 0.000 description 6
- 239000008246 gaseous mixture Substances 0.000 description 6
- 239000011343 solid material Substances 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 238000011160 research Methods 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000006845 Michael addition reaction Methods 0.000 description 3
- 239000011358 absorbing material Substances 0.000 description 3
- 238000011938 amidation process Methods 0.000 description 3
- 238000012512 characterization method Methods 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229910052786 argon Inorganic materials 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000012678 divergent method Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 150000002605 large molecules Chemical class 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 2
- 239000003595 mist Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000002336 sorption--desorption measurement Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 239000002341 toxic gas Substances 0.000 description 2
- 241001044369 Amphion Species 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000004308 accommodation Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000002041 carbon nanotube Substances 0.000 description 1
- 229910021393 carbon nanotube Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
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- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
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- 230000007613 environmental effect Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
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- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
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Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
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CN105498720A (zh) * | 2014-10-14 | 2016-04-20 | 中国石油化工股份有限公司 | 一种脱除混和气中h2s、co2和有机硫的固体吸附剂 |
CN104607160B (zh) * | 2015-01-22 | 2016-09-07 | 福州大学 | 具有阴阳离子共吸附特性的双功能水相吸附材料 |
CN104645948B (zh) * | 2015-02-12 | 2017-03-15 | 鲁东大学 | 一种硅胶键载含硫端基pamam树形分子吸附剂的制备方法 |
WO2016154278A1 (en) * | 2015-03-23 | 2016-09-29 | Basf Corporation | Carbon dioxide sorbents for indoor air quality control |
CN106540512A (zh) * | 2015-09-18 | 2017-03-29 | 中国石油化工股份有限公司 | 一种选择性脱除天然气中硫化物的吸收剂 |
JP2019507674A (ja) | 2016-02-12 | 2019-03-22 | ビーエーエスエフ コーポレーション | 大気質管理のための二酸化炭素吸着剤 |
CN105688872B (zh) * | 2016-04-29 | 2018-09-11 | 广东电网有限责任公司电力科学研究院 | 一种胺功能化吸附剂及其制备方法 |
CN105999877A (zh) * | 2016-06-30 | 2016-10-12 | 安徽天顺环保设备股份有限公司 | 一种密闭电石炉炉气回收袋 |
CN106237792B (zh) * | 2016-09-29 | 2019-03-08 | 中国石油化工股份有限公司 | 一种用于脱除酸性气体的具有抗氧化降解性能的吸收剂 |
CN107162007A (zh) * | 2017-06-16 | 2017-09-15 | 青岛科技大学 | 一种胺基改性二氧化硅气凝胶的制备方法 |
CN107158895B (zh) * | 2017-07-13 | 2020-07-28 | 斯养武 | 一种二氧化碳吸收剂 |
CN107486237B (zh) * | 2017-08-30 | 2019-07-16 | 昆明理工大学 | 一种甲酰氯茶梗基生物炭吸附催化剂及其制备方法 |
CN108126654A (zh) * | 2017-12-08 | 2018-06-08 | 北京东方计量测试研究所 | 一种空气净化材料、制备方法及应用 |
CN109174037A (zh) * | 2018-10-08 | 2019-01-11 | 于萍 | 一种固态胺气体吸附材料的制备方法 |
CN109925871A (zh) * | 2019-03-21 | 2019-06-25 | 艾易西(中国)环保科技有限公司 | 一种除酸材料及其制备方法 |
CN113874106A (zh) * | 2019-05-21 | 2021-12-31 | 国立大学法人九州大学 | 气体吸收材料、气体吸收体、气体分离材料、过滤器及气体分离装置 |
CN111389215A (zh) * | 2020-04-22 | 2020-07-10 | 甘肃环迪化工技术有限公司 | 一种超支化聚酰胺改性活性炭的制备方法及应用 |
CN111871373B (zh) * | 2020-07-31 | 2022-06-21 | 宁夏博实科技有限公司 | 用于分离氮气甲烷的吸附剂及其制备方法和应用 |
CN114602431B (zh) * | 2020-12-09 | 2023-06-06 | 中国科学院大连化学物理研究所 | 一种吸附剂及其制备方法、应用 |
CN113198422B (zh) * | 2021-04-19 | 2023-04-07 | 长安大学 | 一种氨基功能化埃洛石多孔微球基气体吸附材料、制备方法及应用 |
CN116571216B (zh) * | 2023-07-12 | 2023-09-22 | 深碳科技(深圳)有限公司 | 一种二氧化碳固态胺吸附材料及其制备方法与应用 |
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CN102068967A (zh) * | 2010-12-14 | 2011-05-25 | 浙江大学 | 一种负载化聚丙烯亚胺材料及其制备方法和用途 |
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Title |
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Stepwise growth of melamine-based dendrimers into mesopores and their CO2 adsorption properties;Zhijian Liang等;《Microporous and Mesoporous Materials》;20070829;第111卷;第536页摘要、"1. Introduction"第1-7段,第537页"2.2. Preparation of adsorbents",第538页"Scheme 1",第539页"3. Results and discussion"第1、4-6段,第541页"Table 2"、"Scheme 2",第542页"Fig. 6"、"4. Conclusions" * |
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