CN109734906B - 一种三嗪基多孔聚合物及其制备方法及应用 - Google Patents
一种三嗪基多孔聚合物及其制备方法及应用 Download PDFInfo
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- CN109734906B CN109734906B CN201910012268.XA CN201910012268A CN109734906B CN 109734906 B CN109734906 B CN 109734906B CN 201910012268 A CN201910012268 A CN 201910012268A CN 109734906 B CN109734906 B CN 109734906B
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- triazine
- porous polymer
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- polyarylate
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- 229920000642 polymer Polymers 0.000 title claims abstract description 46
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229920001230 polyarylate Polymers 0.000 claims abstract description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 17
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims abstract description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 44
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 26
- 238000001179 sorption measurement Methods 0.000 claims description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 238000003756 stirring Methods 0.000 claims description 17
- 238000002791 soaking Methods 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- 238000005406 washing Methods 0.000 claims description 11
- 239000000843 powder Substances 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 238000000967 suction filtration Methods 0.000 claims description 9
- 238000000944 Soxhlet extraction Methods 0.000 claims description 8
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000007789 gas Substances 0.000 claims description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- 238000001291 vacuum drying Methods 0.000 claims description 6
- 239000007810 chemical reaction solvent Substances 0.000 claims description 5
- 230000007935 neutral effect Effects 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 4
- 238000007210 heterogeneous catalysis Methods 0.000 claims description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 229920000620 organic polymer Polymers 0.000 abstract description 21
- 239000000178 monomer Substances 0.000 abstract description 20
- 239000011148 porous material Substances 0.000 abstract description 18
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract description 12
- 230000008878 coupling Effects 0.000 abstract description 11
- 238000010168 coupling process Methods 0.000 abstract description 11
- 238000005859 coupling reaction Methods 0.000 abstract description 11
- 230000001105 regulatory effect Effects 0.000 abstract description 11
- 238000006116 polymerization reaction Methods 0.000 abstract description 10
- 230000002860 competitive effect Effects 0.000 abstract description 9
- 239000003054 catalyst Substances 0.000 abstract description 6
- 230000001276 controlling effect Effects 0.000 abstract description 3
- 230000037048 polymerization activity Effects 0.000 abstract description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 10
- 239000000460 chlorine Substances 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 125000001309 chloro group Chemical group Cl* 0.000 description 5
- RRBYUSWBLVXTQN-UHFFFAOYSA-N tricyclene Chemical compound C12CC3CC2C1(C)C3(C)C RRBYUSWBLVXTQN-UHFFFAOYSA-N 0.000 description 5
- RRBYUSWBLVXTQN-VZCHMASFSA-N tricyclene Natural products C([C@@H]12)C3C[C@H]1C2(C)C3(C)C RRBYUSWBLVXTQN-VZCHMASFSA-N 0.000 description 5
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical group C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 5
- NGDCLPXRKSWRPY-UHFFFAOYSA-N Triptycene Chemical group C12=CC=CC=C2C2C3=CC=CC=C3C1C1=CC=CC=C12 NGDCLPXRKSWRPY-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 239000002957 persistent organic pollutant Substances 0.000 description 4
- 239000002861 polymer material Substances 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 238000003795 desorption Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000003760 magnetic stirring Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 125000006414 CCl Chemical group ClC* 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
样品名 | Ph/Cl | 偶联方式比例 | 比表面m<sup>2</sup>g<sup>-1</sup>m<sup>2</sup>/g | 孔径nm |
TTP3@3 | 3:3 | 傅克:肖尔=9.2:1 | 819 | 0.68,1.71 |
TTP3@2 | 3:2 | 傅克:肖尔=2.3:1 | 1006 | 0.68,1.59,3.28 |
TTP3@1 | 3:1 | 傅克:肖尔=1:3 | 864 | 0.68,1.59,3.00 |
TTP3@0 | 3:0 | 肖尔 | 648 | 0.68,1.59 |
样品名 | Ph/Cl | 偶联方式比例 | 比表面m<sup>2</sup>g<sup>-1</sup>m<sup>2</sup>/g | CO<sub>2</sub>吸附(273K) | Q<sub>st</sub><sup>c</sup> | S<sub>CO2/N2</sub><sup>d</sup> |
MTP3@3 | 3:3 | 傅克:肖尔=10.2:1 | 799 | 164 | 32.4 | 112 |
MTP3@2 | 3:2 | 傅克:肖尔=2.8:1 | 1256 | 183 | 31.1 | 148 |
MTP3@1 | 3:1 | 傅克:肖尔=1:3.3 | 715 | 155 | 35.6 | 122 |
MTP3@0 | 3:0 | 肖尔 | 465 | 124 | 38.7 | 9 |
Claims (7)
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Citations (1)
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CN103059270A (zh) * | 2012-12-13 | 2013-04-24 | 中南大学 | 一种1,3,5-三嗪基纳米孔有机芳杂环聚合物及其制备方法 |
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CN103059270A (zh) * | 2012-12-13 | 2013-04-24 | 中南大学 | 一种1,3,5-三嗪基纳米孔有机芳杂环聚合物及其制备方法 |
Non-Patent Citations (2)
Title |
---|
Facile Carbonization of Microporous Organic Polymers into Hierarchically Porous Carbons Targeted for Effective CO2 Uptake at Low Pressures;Shuai Gu et al;《ACS Appl. Mater. Interfaces》;20160622;第8卷;第18383-18392页 * |
Shuai Gu et al.Facile Carbonization of Microporous Organic Polymers into Hierarchically Porous Carbons Targeted for Effective CO2 Uptake at Low Pressures.《ACS Appl. Mater. Interfaces》.2016,第8卷第18383-18392页. * |
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Effective date of registration: 20211228 Address after: 410007 room 428, commercial and residential building, Huayi mansion, No. 123, Shaoshan South Road, Yuhua District, Changsha City, Hunan Province Applicant after: Changsha Ruiting Technology Co.,Ltd. Address before: Yuelu District City, Hunan province 410083 Changsha Lushan Road No. 932 Applicant before: CENTRAL SOUTH University |
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Address after: Room 0201001, Building 9, Hunan Jingxiang Energy saving Science and Technology Park, No. 55 Xiaguang East Road, Shuangma Street, High tech Zone, Xiangtan City, Hunan Province, 411100 Patentee after: Hunan Ruiting Biotechnology Co.,Ltd. Country or region after: China Address before: 410007 room 428, commercial and residential building, Huayi mansion, No. 123, Shaoshan South Road, Yuhua District, Changsha City, Hunan Province Patentee before: Changsha Ruiting Technology Co.,Ltd. Country or region before: China |