TWI647009B - 用於捕捉甲醛的聚合材料 - Google Patents
用於捕捉甲醛的聚合材料 Download PDFInfo
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- TWI647009B TWI647009B TW104137758A TW104137758A TWI647009B TW I647009 B TWI647009 B TW I647009B TW 104137758 A TW104137758 A TW 104137758A TW 104137758 A TW104137758 A TW 104137758A TW I647009 B TWI647009 B TW I647009B
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- polymer material
- hydrogen
- alkyl
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- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims abstract description 270
- 239000000463 material Substances 0.000 title claims abstract description 118
- 239000000178 monomer Substances 0.000 claims abstract description 137
- 239000002861 polymer material Substances 0.000 claims abstract description 135
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 122
- 239000001257 hydrogen Substances 0.000 claims abstract description 122
- 239000003463 adsorbent Substances 0.000 claims abstract description 118
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 111
- 125000003118 aryl group Chemical group 0.000 claims abstract description 96
- 239000000203 mixture Substances 0.000 claims abstract description 81
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 78
- 239000002243 precursor Substances 0.000 claims abstract description 56
- 238000000034 method Methods 0.000 claims abstract description 49
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 34
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims abstract description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 165
- 229910052757 nitrogen Inorganic materials 0.000 claims description 56
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 54
- 150000002431 hydrogen Chemical class 0.000 claims description 43
- 229910052799 carbon Inorganic materials 0.000 claims description 41
- 150000001721 carbon Chemical group 0.000 claims description 38
- 229920006216 polyvinyl aromatic Polymers 0.000 claims description 38
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 36
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 32
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 31
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 30
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 29
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 16
- SCGORAJGRKNBSY-UHFFFAOYSA-N 9h-fluorene-1-sulfonic acid Chemical group C1C2=CC=CC=C2C2=C1C(S(=O)(=O)O)=CC=C2 SCGORAJGRKNBSY-UHFFFAOYSA-N 0.000 claims description 15
- 125000005843 halogen group Chemical group 0.000 claims description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 13
- 239000007795 chemical reaction product Substances 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 9
- 125000004429 atom Chemical group 0.000 claims 1
- -1 sulfofluorenyl Chemical group 0.000 abstract description 21
- 150000003254 radicals Chemical class 0.000 abstract description 8
- 239000007787 solid Substances 0.000 description 49
- 238000006243 chemical reaction Methods 0.000 description 43
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 42
- 239000000243 solution Substances 0.000 description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 33
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 22
- 125000002837 carbocyclic group Chemical group 0.000 description 22
- 238000001179 sorption measurement Methods 0.000 description 22
- 235000019439 ethyl acetate Nutrition 0.000 description 20
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical group C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 19
- 239000011148 porous material Substances 0.000 description 18
- 239000002904 solvent Substances 0.000 description 16
- 238000003828 vacuum filtration Methods 0.000 description 16
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 238000006116 polymerization reaction Methods 0.000 description 15
- 229920002554 vinyl polymer Polymers 0.000 description 15
- 239000002594 sorbent Substances 0.000 description 14
- 239000003999 initiator Substances 0.000 description 13
- 238000004458 analytical method Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 12
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 12
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 12
- WJKHJLXJJJATHN-UHFFFAOYSA-N triflic anhydride Chemical compound FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F WJKHJLXJJJATHN-UHFFFAOYSA-N 0.000 description 12
- 229910052786 argon Inorganic materials 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 239000002253 acid Substances 0.000 description 10
- 239000008367 deionised water Substances 0.000 description 10
- 229910021641 deionized water Inorganic materials 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 9
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000908 ammonium hydroxide Substances 0.000 description 9
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 239000002244 precipitate Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 210000000707 wrist Anatomy 0.000 description 7
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 6
- 239000000706 filtrate Substances 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 150000002978 peroxides Chemical class 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical group C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 5
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- 238000003775 Density Functional Theory Methods 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 229930040373 Paraformaldehyde Natural products 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 238000005470 impregnation Methods 0.000 description 5
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 5
- 239000012044 organic layer Substances 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 229920002866 paraformaldehyde Polymers 0.000 description 5
- 239000004576 sand Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000003570 air Substances 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 239000004566 building material Substances 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 4
- 229910021645 metal ion Inorganic materials 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- PGMYKACGEOXYJE-UHFFFAOYSA-N pentyl acetate Chemical compound CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 4
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
- 150000001335 aliphatic alkanes Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- QIWRFOJWQSSRJZ-UHFFFAOYSA-N tributyl(ethenyl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C=C QIWRFOJWQSSRJZ-UHFFFAOYSA-N 0.000 description 3
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 2
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 2
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 238000006619 Stille reaction Methods 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000000809 air pollutant Substances 0.000 description 2
- 231100001243 air pollutant Toxicity 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 2
- 238000011088 calibration curve Methods 0.000 description 2
- 125000004452 carbocyclyl group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000003111 delayed effect Effects 0.000 description 2
- 125000005594 diketone group Chemical group 0.000 description 2
- 238000010556 emulsion polymerization method Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000010943 off-gassing Methods 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 229920000137 polyphosphoric acid Polymers 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000012966 redox initiator Substances 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000010558 suspension polymerization method Methods 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 2
- 125000005409 triarylsulfonium group Chemical group 0.000 description 2
- 125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 239000012855 volatile organic compound Substances 0.000 description 2
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- UOKJATVTNIIQPV-UHFFFAOYSA-M 4-ethoxycarbonylbenzenesulfinate;tetrabutylazanium Chemical compound CCOC(=O)C1=CC=C(S([O-])=O)C=C1.CCCC[N+](CCCC)(CCCC)CCCC UOKJATVTNIIQPV-UHFFFAOYSA-M 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- QYPPJABKJHAVHS-UHFFFAOYSA-N Agmatine Natural products NCCCCNC(N)=N QYPPJABKJHAVHS-UHFFFAOYSA-N 0.000 description 1
- 229910017008 AsF 6 Inorganic materials 0.000 description 1
- 238000004438 BET method Methods 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000005863 Friedel-Crafts acylation reaction Methods 0.000 description 1
- 238000003747 Grignard reaction Methods 0.000 description 1
- 239000007818 Grignard reagent Substances 0.000 description 1
- 235000017858 Laurus nobilis Nutrition 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229910018286 SbF 6 Inorganic materials 0.000 description 1
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 235000005212 Terminalia tomentosa Nutrition 0.000 description 1
- 244000125380 Terminalia tomentosa Species 0.000 description 1
- AVTLBBWTUPQRAY-BUHFOSPRSA-N V-59 Substances CCC(C)(C#N)\N=N\C(C)(CC)C#N AVTLBBWTUPQRAY-BUHFOSPRSA-N 0.000 description 1
- 239000007877 V-601 Substances 0.000 description 1
- WYGWHHGCAGTUCH-ISLYRVAYSA-N V-65 Substances CC(C)CC(C)(C#N)\N=N\C(C)(C#N)CC(C)C WYGWHHGCAGTUCH-ISLYRVAYSA-N 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000002156 adsorbate Substances 0.000 description 1
- QYPPJABKJHAVHS-UHFFFAOYSA-P agmatinium(2+) Chemical compound NC(=[NH2+])NCCCC[NH3+] QYPPJABKJHAVHS-UHFFFAOYSA-P 0.000 description 1
- 230000002009 allergenic effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 description 1
- 239000012080 ambient air Substances 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- ONJMNXFNTYIEEA-UHFFFAOYSA-N benzene ethene Chemical group C1=CC=CC=C1.C=C.C=C.C=C ONJMNXFNTYIEEA-UHFFFAOYSA-N 0.000 description 1
- 239000002551 biofuel Substances 0.000 description 1
- YNHIGQDRGKUECZ-UHFFFAOYSA-L bis(triphenylphosphine)palladium(ii) dichloride Chemical compound [Cl-].[Cl-].[Pd+2].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 YNHIGQDRGKUECZ-UHFFFAOYSA-L 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- XQTIWNLDFPPCIU-UHFFFAOYSA-N cerium(3+) Chemical compound [Ce+3] XQTIWNLDFPPCIU-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- JAWGVVJVYSANRY-UHFFFAOYSA-N cobalt(3+) Chemical compound [Co+3] JAWGVVJVYSANRY-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
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- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
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- B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F212/34—Monomers containing two or more unsaturated aliphatic radicals
- C08F212/36—Divinylbenzene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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Landscapes
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- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
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- Health & Medical Sciences (AREA)
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- Medicinal Chemistry (AREA)
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- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Environmental & Geological Engineering (AREA)
- Biomedical Technology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
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| US201462080817P | 2014-11-17 | 2014-11-17 | |
| US62/080,817 | 2014-11-17 |
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| EP3310475B1 (en) | 2015-06-19 | 2019-03-27 | 3M Innovative Properties Company | Divinylbenzene/maleic anhydride polymeric sorbents for carbon dioxide |
| WO2016205083A1 (en) | 2015-06-19 | 2016-12-22 | 3M Innovative Properties Company | Hydrolyzed divinylbenzene/maleic anhydride polymeric sorbents for carbon dioxide |
| EP3389850B1 (en) | 2015-12-18 | 2021-12-01 | 3M Innovative Properties Company | Polymeric sorbents for reactive gases |
| WO2017106443A1 (en) | 2015-12-18 | 2017-06-22 | 3M Innovative Properties Company | Polymeric sorbents for carbon dioxide |
| US10780416B2 (en) | 2015-12-18 | 2020-09-22 | 3M Innovative Properties Company | Polymeric sorbents for aldehydes |
| WO2017160637A1 (en) | 2016-03-14 | 2017-09-21 | 3M Innovative Properties Company | Composite granules including polymeric sorbent for aldehydes |
| BR112018068677A2 (pt) | 2016-03-14 | 2019-01-15 | 3M Innovative Properties Co | filtros de ar compreendendo sorventes poliméricos para gases reativos |
| US10960341B2 (en) | 2016-03-14 | 2021-03-30 | 3M Innovative Properties Company | Air filters comprising polymeric sorbents for aldehydes |
| JP7053096B2 (ja) * | 2017-06-16 | 2022-04-12 | スリーエム イノベイティブ プロパティズ カンパニー | アルデヒド用ポリマー吸着剤 |
| US11278832B2 (en) | 2017-06-16 | 2022-03-22 | 3M Innovative Properties Company | Air filters comprising polymeric sorbents for aldehydes |
| DE102018114351A1 (de) * | 2017-06-30 | 2019-01-03 | Mann+Hummel Gmbh | Filtermedium |
| WO2019110557A1 (en) * | 2017-12-04 | 2019-06-13 | Stichting Voor De Technische Wetenschappen | Macromolecular compositions comprising indene-derivatives, preparation thereof, and use thereof |
| CN110156930A (zh) * | 2019-04-30 | 2019-08-23 | 昆明理工大学 | 一种化学吸附降解甲醛的水性丙烯酸树脂及其制备方法 |
| WO2021038347A1 (en) * | 2019-08-30 | 2021-03-04 | 3M Innovative Properties Company | Polymeric sorbents for aldehydes and methods of making |
| CN114307986B (zh) * | 2021-12-28 | 2023-05-12 | 南昌航空大学 | 一种钯离子吸附剂的制备方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103173004A (zh) * | 2011-12-23 | 2013-06-26 | 烟台万华聚氨酯股份有限公司 | 具有甲醛反应性的水性聚氨酯分散体组合物及其制备和应用 |
| TW201425345A (zh) * | 2012-12-28 | 2014-07-01 | Ind Tech Res Inst | 甲醛捕捉劑及其製備方法 |
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| GB800639A (en) * | 1955-07-08 | 1958-08-27 | Wolfgang Muhlberg | Manufacture of cation exchangers of the polystyrene-type |
| CN1062541A (zh) * | 1992-01-24 | 1992-07-08 | 中国林业科学院林产化学工业研究所 | Au甲醛捕捉剂生产工艺 |
| JP3953638B2 (ja) * | 1997-09-11 | 2007-08-08 | 日本合成化学工業株式会社 | アルデヒド吸着剤 |
| CN1548164A (zh) * | 2003-05-22 | 2004-11-24 | 王永利 | 甲醛吸收剂及其制备方法 |
| CN1301780C (zh) * | 2004-04-30 | 2007-02-28 | 罗文圣 | 一种有害气体捕捉材料及其制备方法 |
| JP6214663B2 (ja) * | 2012-09-25 | 2017-10-18 | スリーエム イノベイティブ プロパティズ カンパニー | 重合性スピロビスインダンモノマー及びそれから調製されたポリマー |
| WO2014051918A1 (en) * | 2012-09-25 | 2014-04-03 | 3M Innovative Properties Company | Rigid and contorted divinyl crosslinkers |
| JP6309083B2 (ja) | 2013-05-14 | 2018-04-11 | スリーエム イノベイティブ プロパティズ カンパニー | 堅固でかつ制御されたジビニル架橋剤によるアミノ含有ポリマー材料 |
| US9919304B2 (en) | 2013-05-14 | 2018-03-20 | 3M Innovative Properties Company | Sulfonyl-containing polymers based on free-radically polymerizable spirobisindane monomers |
| JP6498220B2 (ja) | 2014-06-13 | 2019-04-10 | スリーエム イノベイティブ プロパティズ カンパニー | アミン吸着剤としてのスルホン酸含有ポリマー材料 |
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2015
- 2015-11-10 WO PCT/US2015/059909 patent/WO2016081226A1/en not_active Ceased
- 2015-11-10 KR KR1020177016104A patent/KR20170085550A/ko not_active Withdrawn
- 2015-11-10 CN CN201580062169.2A patent/CN107108783B/zh active Active
- 2015-11-10 US US15/520,163 patent/US10391471B2/en active Active
- 2015-11-10 JP JP2017526555A patent/JP6567052B2/ja not_active Expired - Fee Related
- 2015-11-10 EP EP15805657.2A patent/EP3221367A1/en not_active Withdrawn
- 2015-11-16 TW TW104137758A patent/TWI647009B/zh not_active IP Right Cessation
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103173004A (zh) * | 2011-12-23 | 2013-06-26 | 烟台万华聚氨酯股份有限公司 | 具有甲醛反应性的水性聚氨酯分散体组合物及其制备和应用 |
| TW201425345A (zh) * | 2012-12-28 | 2014-07-01 | Ind Tech Res Inst | 甲醛捕捉劑及其製備方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2018501086A (ja) | 2018-01-18 |
| JP6567052B2 (ja) | 2019-08-28 |
| CN107108783B (zh) | 2019-08-30 |
| TW201627066A (zh) | 2016-08-01 |
| US10391471B2 (en) | 2019-08-27 |
| KR20170085550A (ko) | 2017-07-24 |
| CN107108783A (zh) | 2017-08-29 |
| EP3221367A1 (en) | 2017-09-27 |
| WO2016081226A1 (en) | 2016-05-26 |
| US20170333870A1 (en) | 2017-11-23 |
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