JP2013500333A - 二酸化炭素吸収剤及び使用方法 - Google Patents
二酸化炭素吸収剤及び使用方法 Download PDFInfo
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- JP2013500333A JP2013500333A JP2012522824A JP2012522824A JP2013500333A JP 2013500333 A JP2013500333 A JP 2013500333A JP 2012522824 A JP2012522824 A JP 2012522824A JP 2012522824 A JP2012522824 A JP 2012522824A JP 2013500333 A JP2013500333 A JP 2013500333A
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- carbon dioxide
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 126
- 238000000034 method Methods 0.000 title claims abstract description 65
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 63
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 62
- 239000002250 absorbent Substances 0.000 title claims description 21
- 230000002745 absorbent Effects 0.000 title claims description 21
- -1 amino-siloxane Chemical class 0.000 claims abstract description 179
- 239000000203 mixture Substances 0.000 claims abstract description 90
- 125000001931 aliphatic group Chemical group 0.000 claims description 39
- 125000003118 aryl group Chemical group 0.000 claims description 29
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- 239000007795 chemical reaction product Substances 0.000 claims description 21
- 239000007788 liquid Substances 0.000 claims description 15
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical group COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 claims description 7
- 150000001412 amines Chemical class 0.000 claims description 5
- 239000003245 coal Substances 0.000 claims description 3
- 239000006227 byproduct Substances 0.000 claims description 2
- 238000002485 combustion reaction Methods 0.000 claims description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 8
- 238000006243 chemical reaction Methods 0.000 abstract description 23
- 239000007789 gas Substances 0.000 abstract description 15
- 238000004519 manufacturing process Methods 0.000 abstract description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052799 carbon Inorganic materials 0.000 abstract description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003546 flue gas Substances 0.000 abstract description 2
- 230000002441 reversible effect Effects 0.000 abstract description 2
- 239000013626 chemical specie Substances 0.000 abstract 1
- 150000003335 secondary amines Chemical group 0.000 description 21
- 239000011541 reaction mixture Substances 0.000 description 19
- 239000000463 material Substances 0.000 description 17
- 125000000524 functional group Chemical group 0.000 description 15
- 125000002723 alicyclic group Chemical group 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- 230000002829 reductive effect Effects 0.000 description 12
- 238000005481 NMR spectroscopy Methods 0.000 description 11
- 239000003921 oil Substances 0.000 description 11
- 235000019198 oils Nutrition 0.000 description 11
- 125000003277 amino group Chemical group 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 8
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- KSQHGYNSHIJKJF-UHFFFAOYSA-N bis(3-chloropropyl)-methyl-trimethylsilyloxysilane Chemical compound ClCCC[Si](C)(O[Si](C)(C)C)CCCCl KSQHGYNSHIJKJF-UHFFFAOYSA-N 0.000 description 8
- 125000005843 halogen group Chemical group 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 7
- 239000000706 filtrate Substances 0.000 description 7
- WSBSGOHSEXQZFL-UHFFFAOYSA-N oxiran-2-yl(silyloxy)silane Chemical compound [SiH3]O[SiH2]C1CO1 WSBSGOHSEXQZFL-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 230000004584 weight gain Effects 0.000 description 6
- 235000019786 weight gain Nutrition 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 5
- 239000002274 desiccant Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- GPXCORHXFPYJEH-UHFFFAOYSA-N 3-[[3-aminopropyl(dimethyl)silyl]oxy-dimethylsilyl]propan-1-amine Chemical compound NCCC[Si](C)(C)O[Si](C)(C)CCCN GPXCORHXFPYJEH-UHFFFAOYSA-N 0.000 description 4
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- MFIBZDZRPYQXOM-UHFFFAOYSA-N [dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silyl]oxy-dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](C)(C)O[Si](C)(C)CCCOCC1CO1 MFIBZDZRPYQXOM-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- NBGGEWGFZUDQKZ-UHFFFAOYSA-N chloromethyl-[chloromethyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound ClC[Si](C)(C)O[Si](C)(C)CCl NBGGEWGFZUDQKZ-UHFFFAOYSA-N 0.000 description 4
- 125000001188 haloalkyl group Chemical group 0.000 description 4
- 125000000468 ketone group Chemical group 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 description 4
- 150000003141 primary amines Chemical class 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 239000010703 silicon Chemical group 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical group [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 125000003158 alcohol group Chemical group 0.000 description 3
- 125000003172 aldehyde group Chemical group 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000000304 alkynyl group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 125000000320 amidine group Chemical group 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 125000002843 carboxylic acid group Chemical group 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000001033 ether group Chemical group 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 229910052760 oxygen Chemical group 0.000 description 3
- 239000001301 oxygen Chemical group 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 229910052711 selenium Inorganic materials 0.000 description 3
- 239000011669 selenium Chemical group 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Chemical group 0.000 description 3
- YLMBWRWWHBPSEX-UHFFFAOYSA-N tetrakis[3-aminopropyl(dimethyl)silyl] silicate Chemical compound NCCC[Si](C)(C)O[Si](O[Si](C)(C)CCCN)(O[Si](C)(C)CCCN)O[Si](C)(C)CCCN YLMBWRWWHBPSEX-UHFFFAOYSA-N 0.000 description 3
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 2
- HTSABYAWKQAHBT-UHFFFAOYSA-N 3-methylcyclohexanol Chemical compound CC1CCCC(O)C1 HTSABYAWKQAHBT-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 125000002015 acyclic group Chemical group 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- FSIJKGMIQTVTNP-UHFFFAOYSA-N bis(ethenyl)-methyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C=C)C=C FSIJKGMIQTVTNP-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N guanidine group Chemical group NC(=N)N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 238000013537 high throughput screening Methods 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 125000001544 thienyl group Chemical group 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- DAGYIBAJYLJURE-UHFFFAOYSA-N 1,1,3,3-tetra(propan-2-yl)thiourea Chemical compound CC(C)N(C(C)C)C(=S)N(C(C)C)C(C)C DAGYIBAJYLJURE-UHFFFAOYSA-N 0.000 description 1
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- NEXTXZPWUQUJEF-UHFFFAOYSA-N 3-[[bis[[3-aminopropyl(dimethyl)silyl]oxy]-phenylsilyl]oxy-dimethylsilyl]propan-1-amine Chemical compound NCCC[Si](C)(C)O[Si](O[Si](C)(C)CCCN)(O[Si](C)(C)CCCN)C1=CC=CC=C1 NEXTXZPWUQUJEF-UHFFFAOYSA-N 0.000 description 1
- PFTGXSGDFZZZFY-UHFFFAOYSA-N 4-methoxycyclohexan-1-ol Chemical compound COC1CCC(O)CC1 PFTGXSGDFZZZFY-UHFFFAOYSA-N 0.000 description 1
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 description 1
- HLWYYNFBQUXPLQ-UHFFFAOYSA-N C1CCC(C#N)(C#N)CC1OC(C)(C)OC1CCCCC1 Chemical compound C1CCC(C#N)(C#N)CC1OC(C)(C)OC1CCCCC1 HLWYYNFBQUXPLQ-UHFFFAOYSA-N 0.000 description 1
- TZBALOFTEAZFCR-UHFFFAOYSA-N CC1(O)CCC(S)CC1 Chemical compound CC1(O)CCC(S)CC1 TZBALOFTEAZFCR-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical group NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 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
- 241001427367 Gardena Species 0.000 description 1
- 235000019502 Orange oil Nutrition 0.000 description 1
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- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- BVCZEBOGSOYJJT-UHFFFAOYSA-N ammonium carbamate Chemical compound [NH4+].NC([O-])=O BVCZEBOGSOYJJT-UHFFFAOYSA-N 0.000 description 1
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- 238000009835 boiling Methods 0.000 description 1
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- 125000004775 chlorodifluoromethyl group Chemical group FC(F)(Cl)* 0.000 description 1
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- GZYYOTJXMDCAJN-UHFFFAOYSA-N cyclohexyloxymethoxycyclohexane Chemical compound C1CCCCC1OCOC1CCCCC1 GZYYOTJXMDCAJN-UHFFFAOYSA-N 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- CTNMKPBLAWERJI-UHFFFAOYSA-N dimethylsilyloxy-dimethyl-prop-2-enylsilane Chemical compound C[SiH](C)O[Si](C)(C)CC=C CTNMKPBLAWERJI-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
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- GCSJLQSCSDMKTP-UHFFFAOYSA-N ethenyl(trimethyl)silane Chemical compound C[Si](C)(C)C=C GCSJLQSCSDMKTP-UHFFFAOYSA-N 0.000 description 1
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 239000005431 greenhouse gas Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000000879 imine group Chemical group 0.000 description 1
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- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 1
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- 238000000926 separation method Methods 0.000 description 1
- 230000009919 sequestration Effects 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- OANIPHLJXOOCID-UHFFFAOYSA-N trimethyl(oxiran-2-yl)silane Chemical compound C[Si](C)(C)C1CO1 OANIPHLJXOOCID-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—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
- B01D53/14—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 absorption
- B01D53/1456—Removing acid components
- B01D53/1475—Removing carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—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
- B01D53/14—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 absorption
- B01D53/1493—Selection of liquid materials for use as absorbents
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F23—COMBUSTION APPARATUS; COMBUSTION PROCESSES
- F23J—REMOVAL OR TREATMENT OF COMBUSTION PRODUCTS OR COMBUSTION RESIDUES; FLUES
- F23J2215/00—Preventing emissions
- F23J2215/50—Carbon dioxide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treating Waste Gases (AREA)
- Silicon Polymers (AREA)
- Carbon And Carbon Compounds (AREA)
- Gas Separation By Absorption (AREA)
Abstract
【選択図】 なし
Description
機械式攪拌機、ガス導入管及びガスバブラーを備えた25mLの3口丸底フラスコ(風袋計量済み)に所定の重量(通常、約2g)の溶剤を入れた。一定流量の乾燥CO2をフラスコに通しながら溶剤を攪拌し、40℃の油浴で加熱した。2時間のCO2への暴露後、ガスを止め、反応フラスコを計量し、重量を記録した。重量の差は吸着したCO2の量であり、溶剤の元の重量からの重量増加(%)で表した。
ハイスループットCO2取り込み測定をPierce社(米国イリノイ州ロックフォード所在)製27ウェルパラレル反応器(Reacti Vap III)及び8mLのガラスバイアルの自動計量用のSymyx Core Module(登録商標)を用いて行った。実験はテクニカルグレードのCO2を用いて1気圧で行い、MKSガス流量調整器を用いて流量を1.2mL/時間(10000cm2/分)に設定した。各処方を3組ずつ試験した。補助溶剤は、Aldrich社又はFisher Scientific社から購入し、それ以上精製せずに使用した。
機械式攪拌機、ガス導入口及びガス出口を備え、温度調節式油浴で加熱した25mLの3口丸底フラスコ(風袋計量済み)に2.0707gの1,3−ビス(3−アミノプロピル)テトラメチルジシロキサンVIを仕込んだ。乾燥CO2ガスを攪拌液体の表面から約10mm上に位置するガラス管からフラスコ中に流量約50mL/分で導入した。CO2との接触を40℃で2時間続け、その後、フラスコの外側をきれいにし、フラスコを計量した。総重量増加は0.3588gで、すべてのアミン基がCO2と反応した場合(即ち、反応の程度が100%である場合)の理論重量増加の71%に相当した。また、反応生成物は、固体であり、アミノ−シロキサンVIと二酸化炭素の反応生成物であった。
2.0261gの1,3−ビス(3−アミノプロピル)テトラメチルジシロキサンVI及び2.1198gのトリエチレングリコールジメチルエーテルを実施例14と同様な装備のフラスコに仕込み、実施例14に記載した手順でCO2に接触させた。総重量増加は0.2984gで、アミノ−シロキサンVIに存在するすべてのアミン基がCO2と反応した場合の理論重量増加の83%に相当した。反応生成物は固体であった。
2.0366gの1,3−ビス(3−アミノプロピル)テトラメチルジシロキサン及び4.0306gのトリエチレングリコールジメチルエーテルを実施例14と同様な装備のフラスコに仕込み、実施例14に記載した手順でCO2に接触させた。総重量増加は0.3566gで、すべてのアミン基がCO2と反応した場合の理論重量増加の99%に相当した。反応生成物は固体であった。
2.0194gの1,3−ビス(3−アミノプロピル)テトラメチルジシロキサン及び2.0174gのトリエチレングリコールを実施例14と同様な装備のフラスコに仕込み、実施例14に記載した手順でCO2に接触させた。総重量増加は0.4089gで、すべてのアミン基が化学量論的量のCO2と反応した場合の理論重量増加の114%に相当した。理論的な反応化学量論ではCO21モルに対してアミン基2モルとなる。反応生成物は液体であった。
Claims (24)
- 次の構造Iのアミノ−シロキサン組成物。
- 次の構造Iaを有する、請求項1記載の組成物。
- 次の構造Ibを有する、請求項1記載の組成物。
- 請求項1記載の組成物と二酸化炭素との反応生成物。
- 次の構造IIのアミノ−シロキサン組成物。
- 次の構造IIaを有する、請求項5記載の組成物。
- 次の構造IIbを有する、請求項5記載の組成物。
- 請求項5記載の組成物と二酸化炭素との反応生成物。
- 次の構造IIIのアミノ−シロキサン組成物。
- 次の構造IIIaを有する、請求項9記載の組成物。
- 次の構造IIIbを有する、請求項9記載の組成物。
- 請求項9記載の組成物と二酸化炭素との反応生成物。
- 次の構造IVのアミノ−シロキサン組成物。
- 次の構造IVaを有する請求項13記載の組成物。
- 請求項13記載の組成物と二酸化炭素との反応生成物。
- 次の構造Vのアミノ−シロキサン組成物。
- 次の構造1のシロキシシリルオキシランを構造2の有機アミンと接触させる工程を含む、構造3のアミノ−シロキサン組成物の製造方法。
- シロキシシリルオキシランが構造1aを有する、請求項17記載の方法。
- 次の構造1aを有するシロキシシリルオキシラン。
- 次の構造Iのアミノ−シロキサン、構造IIのアミノ−シロキサン、構造IIIのアミノ−シロキサン及び構造IVのアミノ−シロキサンからなる群から選択される1種以上のアミノ−シロキサンを含有する二酸化炭素吸収剤にプロセス流を接触させる工程を含む、プロセス流中の二酸化炭素量の低減方法。
- アミノ−シロキサンが液体である、請求項20記載の方法。
- 前記プロセス流が石炭燃焼の副生成物である、請求項20記載の方法。
- アミノ−シロキサンVIと二酸化炭素との反応生成物。
- 次の構造VIを有する1種以上のアミノ−シロキサンを含有する二酸化炭素吸収剤にプロセス流を接触させる工程を含む、プロセス流中の二酸化炭素量の低減方法。
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US12/512,105 | 2009-07-30 | ||
US12/512,105 US8030509B2 (en) | 2008-12-24 | 2009-07-30 | Carbon dioxide absorbent and method of using the same |
PCT/US2010/029620 WO2011014273A1 (en) | 2009-07-30 | 2010-04-01 | Carbon dioxide absorbent and method of using the same |
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US (1) | US8030509B2 (ja) |
JP (1) | JP5777618B2 (ja) |
CN (1) | CN102549001B (ja) |
AU (1) | AU2010276766B2 (ja) |
DE (1) | DE112010003117T5 (ja) |
IN (1) | IN2012DN01087A (ja) |
WO (1) | WO2011014273A1 (ja) |
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US8030509B2 (en) | 2011-10-04 |
DE112010003117T5 (de) | 2012-10-25 |
CN102549001A (zh) | 2012-07-04 |
WO2011014273A1 (en) | 2011-02-03 |
JP5777618B2 (ja) | 2015-09-09 |
IN2012DN01087A (ja) | 2015-04-10 |
CN102549001B (zh) | 2015-07-29 |
AU2010276766B2 (en) | 2016-02-25 |
US20100158777A1 (en) | 2010-06-24 |
AU2010276766A1 (en) | 2012-02-23 |
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