CN103111263A - Metallic-organic gel matrix solid-phase microextraction head with multiple levels of hole channels and preparation method thereof - Google Patents
Metallic-organic gel matrix solid-phase microextraction head with multiple levels of hole channels and preparation method thereof Download PDFInfo
- Publication number
- CN103111263A CN103111263A CN2013100468765A CN201310046876A CN103111263A CN 103111263 A CN103111263 A CN 103111263A CN 2013100468765 A CN2013100468765 A CN 2013100468765A CN 201310046876 A CN201310046876 A CN 201310046876A CN 103111263 A CN103111263 A CN 103111263A
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- CN
- China
- Prior art keywords
- acid
- metal
- organogel
- extracting head
- benzene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000011159 matrix material Substances 0.000 title claims abstract description 16
- 238000002470 solid-phase micro-extraction Methods 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims description 19
- 239000011248 coating agent Substances 0.000 claims abstract description 9
- 238000000576 coating method Methods 0.000 claims abstract description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 89
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 75
- 239000000047 product Substances 0.000 claims description 66
- 239000011148 porous material Substances 0.000 claims description 53
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 50
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 50
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 38
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 32
- 229910052751 metal Inorganic materials 0.000 claims description 24
- 229910052742 iron Inorganic materials 0.000 claims description 19
- 239000002184 metal Substances 0.000 claims description 18
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 claims description 16
- 238000001035 drying Methods 0.000 claims description 16
- 239000007790 solid phase Substances 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 14
- 230000032683 aging Effects 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 12
- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 claims description 12
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- -1 amino M-phthalic acid Chemical compound 0.000 claims description 8
- 239000013110 organic ligand Substances 0.000 claims description 8
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- 239000005711 Benzoic acid Substances 0.000 claims description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
- 235000010233 benzoic acid Nutrition 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 claims description 6
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 claims description 6
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 claims description 4
- OYFRNYNHAZOYNF-UHFFFAOYSA-N 2,5-dihydroxyterephthalic acid Chemical compound OC(=O)C1=CC(O)=C(C(O)=O)C=C1O OYFRNYNHAZOYNF-UHFFFAOYSA-N 0.000 claims description 4
- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 claims description 4
- QPBGNSFASPVGTP-UHFFFAOYSA-N 2-bromoterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(Br)=C1 QPBGNSFASPVGTP-UHFFFAOYSA-N 0.000 claims description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 4
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 claims description 4
- LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 claims description 4
- 229910000387 ammonium dihydrogen phosphate Inorganic materials 0.000 claims description 4
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims description 4
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 claims description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 4
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical compound OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 claims description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- 235000019837 monoammonium phosphate Nutrition 0.000 claims description 4
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 claims description 4
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 claims description 4
- GJAWHXHKYYXBSV-UHFFFAOYSA-N quinolinic acid Chemical compound OC(=O)C1=CC=CN=C1C(O)=O GJAWHXHKYYXBSV-UHFFFAOYSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 claims description 4
- 235000009518 sodium iodide Nutrition 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 4
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims description 4
- 239000000356 contaminant Substances 0.000 claims description 3
- 239000008367 deionised water Substances 0.000 claims description 3
- 229910021641 deionized water Inorganic materials 0.000 claims description 3
- 238000007654 immersion Methods 0.000 claims description 3
- 238000011282 treatment Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- AVYPEYYPGYMFDO-UHFFFAOYSA-N 1,3,5-tributylbenzene Chemical compound CCCCC1=CC(CCCC)=CC(CCCC)=C1 AVYPEYYPGYMFDO-UHFFFAOYSA-N 0.000 claims description 2
- SJJCQDRGABAVBB-UHFFFAOYSA-N 1-hydroxy-2-naphthoic acid Chemical compound C1=CC=CC2=C(O)C(C(=O)O)=CC=C21 SJJCQDRGABAVBB-UHFFFAOYSA-N 0.000 claims description 2
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 claims description 2
- OZUCXGWYZVDFOU-UHFFFAOYSA-N 2-(diethylamino)ethyl 6-hydroxy-4,7-dimethoxy-1-benzofuran-5-carboxylate;hydrochloride Chemical compound [Cl-].CC[NH+](CC)CCOC(=O)C1=C(O)C(OC)=C2OC=CC2=C1OC OZUCXGWYZVDFOU-UHFFFAOYSA-N 0.000 claims description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- XZXYQEHISUMZAT-UHFFFAOYSA-N 2-[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=CC=C(C)C=2)O)=C1 XZXYQEHISUMZAT-UHFFFAOYSA-N 0.000 claims description 2
- GPNNOCMCNFXRAO-UHFFFAOYSA-N 2-aminoterephthalic acid Chemical compound NC1=CC(C(O)=O)=CC=C1C(O)=O GPNNOCMCNFXRAO-UHFFFAOYSA-N 0.000 claims description 2
- CDOWNLMZVKJRSC-UHFFFAOYSA-N 2-hydroxyterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(O)=C1 CDOWNLMZVKJRSC-UHFFFAOYSA-N 0.000 claims description 2
- WWILHZQYNPQALT-UHFFFAOYSA-N 2-methyl-2-morpholin-4-ylpropanal Chemical compound O=CC(C)(C)N1CCOCC1 WWILHZQYNPQALT-UHFFFAOYSA-N 0.000 claims description 2
- KFIRODWJCYBBHY-UHFFFAOYSA-N 3-nitrophthalic acid Chemical compound OC(=O)C1=CC=CC([N+]([O-])=O)=C1C(O)=O KFIRODWJCYBBHY-UHFFFAOYSA-N 0.000 claims description 2
- MWVTWFVJZLCBMC-UHFFFAOYSA-N 4,4'-bipyridine Chemical group C1=NC=CC(C=2C=CN=CC=2)=C1 MWVTWFVJZLCBMC-UHFFFAOYSA-N 0.000 claims description 2
- LABJFIBQJFPXHZ-UHFFFAOYSA-N 4-(carboxymethoxy)benzoic acid Chemical compound OC(=O)COC1=CC=C(C(O)=O)C=C1 LABJFIBQJFPXHZ-UHFFFAOYSA-N 0.000 claims description 2
- OYPCNAORHLIPPO-UHFFFAOYSA-N 4-phenylcyclohexa-2,4-diene-1,1-dicarboxylic acid Chemical compound C1=CC(C(=O)O)(C(O)=O)CC=C1C1=CC=CC=C1 OYPCNAORHLIPPO-UHFFFAOYSA-N 0.000 claims description 2
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 claims description 2
- ODHCTXKNWHHXJC-UHFFFAOYSA-N 5-oxoproline Chemical compound OC(=O)C1CCC(=O)N1 ODHCTXKNWHHXJC-UHFFFAOYSA-N 0.000 claims description 2
- BJLUCDZIWWSFIB-UHFFFAOYSA-N 5-tert-butylbenzene-1,3-dicarboxylic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=CC(C(O)=O)=C1 BJLUCDZIWWSFIB-UHFFFAOYSA-N 0.000 claims description 2
- 239000004254 Ammonium phosphate Substances 0.000 claims description 2
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical group CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 2
- YJLYANLCNIKXMG-UHFFFAOYSA-N N-Methyldioctylamine Chemical compound CCCCCCCCN(C)CCCCCCCC YJLYANLCNIKXMG-UHFFFAOYSA-N 0.000 claims description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-N Picolinic acid Natural products OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 claims description 2
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims description 2
- XLPNRFXSYBURJM-UHFFFAOYSA-H [U+6].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O Chemical compound [U+6].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XLPNRFXSYBURJM-UHFFFAOYSA-H 0.000 claims description 2
- 229910052768 actinide Inorganic materials 0.000 claims description 2
- 239000001361 adipic acid Substances 0.000 claims description 2
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 claims description 2
- 235000019270 ammonium chloride Nutrition 0.000 claims description 2
- 229940107816 ammonium iodide Drugs 0.000 claims description 2
- 229910000148 ammonium phosphate Inorganic materials 0.000 claims description 2
- 235000019289 ammonium phosphates Nutrition 0.000 claims description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 2
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 2
- 239000002280 amphoteric surfactant Substances 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- BHXFKXOIODIUJO-UHFFFAOYSA-N benzene-1,4-dicarbonitrile Chemical compound N#CC1=CC=C(C#N)C=C1 BHXFKXOIODIUJO-UHFFFAOYSA-N 0.000 claims description 2
- 239000004305 biphenyl Substances 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- YTIVTFGABIZHHX-UHFFFAOYSA-N butynedioic acid Chemical compound OC(=O)C#CC(O)=O YTIVTFGABIZHHX-UHFFFAOYSA-N 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 229940043237 diethanolamine Drugs 0.000 claims description 2
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 2
- 235000019797 dipotassium phosphate Nutrition 0.000 claims description 2
- 229910000396 dipotassium phosphate Inorganic materials 0.000 claims description 2
- FPIQZBQZKBKLEI-UHFFFAOYSA-N ethyl 1-[[2-chloroethyl(nitroso)carbamoyl]amino]cyclohexane-1-carboxylate Chemical compound ClCCN(N=O)C(=O)NC1(C(=O)OCC)CCCCC1 FPIQZBQZKBKLEI-UHFFFAOYSA-N 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 235000011087 fumaric acid Nutrition 0.000 claims description 2
- 239000003292 glue Substances 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 2
- LAQPNDIUHRHNCV-UHFFFAOYSA-N isophthalonitrile Chemical compound N#CC1=CC=CC(C#N)=C1 LAQPNDIUHRHNCV-UHFFFAOYSA-N 0.000 claims description 2
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 2
- 150000002602 lanthanoids Chemical class 0.000 claims description 2
- MJIVRKPEXXHNJT-UHFFFAOYSA-N lutidinic acid Chemical compound OC(=O)C1=CC=NC(C(O)=O)=C1 MJIVRKPEXXHNJT-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 229910000402 monopotassium phosphate Inorganic materials 0.000 claims description 2
- 235000019796 monopotassium phosphate Nutrition 0.000 claims description 2
- 229910000403 monosodium phosphate Inorganic materials 0.000 claims description 2
- 235000019799 monosodium phosphate Nutrition 0.000 claims description 2
- DFFZOPXDTCDZDP-UHFFFAOYSA-N naphthalene-1,5-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1C(O)=O DFFZOPXDTCDZDP-UHFFFAOYSA-N 0.000 claims description 2
- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 claims description 2
- XJLSEXAGTJCILF-UHFFFAOYSA-N nipecotic acid Chemical compound OC(=O)C1CCCNC1 XJLSEXAGTJCILF-UHFFFAOYSA-N 0.000 claims description 2
- 150000002825 nitriles Chemical class 0.000 claims description 2
- 239000005416 organic matter Substances 0.000 claims description 2
- 235000006408 oxalic acid Nutrition 0.000 claims description 2
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 claims description 2
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 claims description 2
- 229910000343 potassium bisulfate Inorganic materials 0.000 claims description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 claims description 2
- 239000001103 potassium chloride Substances 0.000 claims description 2
- 235000011164 potassium chloride Nutrition 0.000 claims description 2
- 239000004323 potassium nitrate Substances 0.000 claims description 2
- 235000010333 potassium nitrate Nutrition 0.000 claims description 2
- 229910000160 potassium phosphate Inorganic materials 0.000 claims description 2
- 235000011009 potassium phosphates Nutrition 0.000 claims description 2
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 claims description 2
- 229910052939 potassium sulfate Inorganic materials 0.000 claims description 2
- 235000011151 potassium sulphates Nutrition 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N sec-butylidene Natural products CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 claims description 2
- 239000004317 sodium nitrate Substances 0.000 claims description 2
- 235000010344 sodium nitrate Nutrition 0.000 claims description 2
- 239000001488 sodium phosphate Substances 0.000 claims description 2
- 229910000162 sodium phosphate Inorganic materials 0.000 claims description 2
- 235000011008 sodium phosphates Nutrition 0.000 claims description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 2
- 235000011152 sodium sulphate Nutrition 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- VXKWYPOMXBVZSJ-UHFFFAOYSA-N tetramethyltin Chemical compound C[Sn](C)(C)C VXKWYPOMXBVZSJ-UHFFFAOYSA-N 0.000 claims description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 2
- 229910000163 uranium phosphate Inorganic materials 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 5
- 229910000831 Steel Inorganic materials 0.000 abstract 2
- 239000011247 coating layer Substances 0.000 abstract 2
- 239000010959 steel Substances 0.000 abstract 2
- 239000000126 substance Substances 0.000 description 76
- 239000007864 aqueous solution Substances 0.000 description 40
- 238000000605 extraction Methods 0.000 description 26
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 23
- 239000002253 acid Substances 0.000 description 23
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 21
- 239000000523 sample Substances 0.000 description 20
- 238000007789 sealing Methods 0.000 description 20
- 238000003756 stirring Methods 0.000 description 20
- 239000004205 dimethyl polysiloxane Substances 0.000 description 17
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 17
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 17
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 17
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 17
- 238000004817 gas chromatography Methods 0.000 description 16
- 238000004949 mass spectrometry Methods 0.000 description 16
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- PHFQLYPOURZARY-UHFFFAOYSA-N chromium trinitrate Chemical compound [Cr+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PHFQLYPOURZARY-UHFFFAOYSA-N 0.000 description 12
- 238000003795 desorption Methods 0.000 description 11
- 239000012530 fluid Substances 0.000 description 11
- 238000005086 pumping Methods 0.000 description 11
- BNGXYYYYKUGPPF-UHFFFAOYSA-M (3-methylphenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].CC1=CC=CC(C[P+](C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 BNGXYYYYKUGPPF-UHFFFAOYSA-M 0.000 description 10
- 238000002347 injection Methods 0.000 description 10
- 239000007924 injection Substances 0.000 description 10
- 238000002210 supercritical carbon dioxide drying Methods 0.000 description 10
- 238000010521 absorption reaction Methods 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 238000001179 sorption measurement Methods 0.000 description 6
- 239000004411 aluminium Substances 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 239000003822 epoxy resin Substances 0.000 description 5
- 229920000647 polyepoxide Polymers 0.000 description 5
- LINPIYWFGCPVIE-UHFFFAOYSA-N 2,4,6-trichlorophenol Chemical compound OC1=C(Cl)C=C(Cl)C=C1Cl LINPIYWFGCPVIE-UHFFFAOYSA-N 0.000 description 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
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- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- WKPSFPXMYGFAQW-UHFFFAOYSA-N iron;hydrate Chemical compound O.[Fe] WKPSFPXMYGFAQW-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
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- 238000001514 detection method Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
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- 239000007789 gas Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The invention discloses a metallic-organic gel matrix solid-phase microextraction head with multiple levels of hole channels. The solid-phase microextraction head is characterized by being composed of a steel wire and a solid-phase microextraction coating layer wrapped on the surface of the steel wire, wherein the solid-phase microextraction coating layer comprises the metallic-organic gel with the multiple levels of hole channels. The metallic-organic gel with the multiple levels of hole channels is used as the coating material of the solid-phase microextraction head, so that the enriching capability of the solid-phase microextraction head for gathering polar materials is enhanced by means of the multi-hole structure, the adjustable hole diameter and the modifiable hole surfaces of the metallic-organic gel.
Description
Technical field
The present invention relates to a kind of metal with multistage pore canal-organogel matrix solid phase micro-extracting head and preparation method thereof.
Background technology
Solid phase micro-extraction technique (SPME) is sample pre-treatments and the beneficiation technologies of a novelty of the rise nineties in 20th century, it developed research by the Pawliszyn professor's of Canadian Waterloo university research group in 1989 at first first, belonged to non-solvent Option stage extraction.
Solid phase micro-extraction technique almost can be used the analysis of all kinds of volatility in the samples such as gas, liquid, biology, solid or half volatile material.The maximum characteristics of SPME integrate sampling, extraction, enrichment, sample introduction exactly, thereby easy and simple to handle, and do not need solvent, rate of extraction is fast, running cost is low, free from environmental pollution, be convenient to realize automation and be easy to efficiently separate the detection means coupling with chromatogram, electrophoresis etc., therefore, obtained the general application of factory in chemistry, medicine, food, environmental area and Pharmaceutical Analysis.
Commercial extraction coating has polymethyl siloxane (PDMS, 7,30,100 μ m) at present; Polyacrylate (PA, 85 μ m); Dimethyl silicone polymer/divinylbenzene (PDMS/DVB, 60,65 μ m); Dimethyl silicone polymer, carboxyethyl (PDMS/CAR, 75,85 μ m); Divinylbenzene/carboxyethyl (DVB/CAR, 30,50 μ m); Polyethylene glycol/divinylbenzene (CW/DVB, 65,70 μ m); Polyethylene glycol/template resin (CW/TPR, 50 μ m); Divinylbenzene/carboxyethyl/dimethyl silicone polymer (DVB/CAR/PDMS.30,50 μ m).Commercial extraction coating kind is limited, selectively poor, and expensive, thereby has greatly limited its range of application, and therefore many researchers are devoted to the research of new coating material.
Summary of the invention
The purpose of this invention is to provide a kind of metal with multistage pore canal-organogel matrix solid phase micro-extracting head and preparation method thereof.
The technical solution used in the present invention is:
A kind of metal with multistage pore canal-organogel matrix solid phase micro-extracting head, it is comprised of iron wire and the solid-phase micro-extraction coating that is coated on the iron wire surface, and wherein solid-phase micro-extraction coating comprises the metal-organogel with multistage pore canal.
Described metal-organogel with multistage pore canal is preparation like this: use the fully reaction in solvent under template and pore forming agent existence or non-existent condition of slaine and organic ligand, products therefrom is carried out to drying and get final product.
Described organic ligand is the organic ligand that contains at least one coordinating group in carboxyl, amino, itrile group, pyridine radicals or heterocycle.
Described organic ligand is trans-butene dioic acid, cis-butene dioic acid, the 5-tert-butyl isophthalic acid, terephthalic acid (TPA), M-phthalic acid, phthalic acid, 2-hydroxyl terephthalic acid (TPA), the 2-bromo terephthalic acid, the 2-bromo terephthalic acid, the amino terephthalic acid (TPA) of 2-, 2,5-Dihydroxyterephthalic acid, to phenylenediacetic Acid, between phenylenediacetic Acid, phthalic acid, Isosorbide-5-Nitrae-benzene two fluoroacetic acid, 1,3-benzene, two fluoroacetic acid, 1,2-benzene, two fluoroacetic acid, 4-carboxyl-phenoxy acetic acid, 1,2,4-benzenetricarboxylic acid, 1,3,4-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid, 1,2,4,5-benzene tetracarboxylic acid, 1,3,5-benzene three (4 benzoic acid), methane four (4 benzoic acid), adamantane three (4 benzoic acid), Bi-3, the 9-dioctyl phthalate, 2,3-pyridinedicarboxylic acid, 2,4-pyridinedicarboxylic acid, the 2-pyridine carboxylic acid, acidum nicotinicum, Isonicotinic acid, imidazoles-2, the 4-dioctyl phthalate, imidazoles-2, the 5-dioctyl phthalate, benzimidazole-5, the 6-dicarboxylic acids, pyrazoles-2, the 4-dioctyl phthalate, pyrazoles-3, the 5-dioctyl phthalate, Isosorbide-5-Nitrae-naphthalenedicarboxylic acid, 1,5-naphthalenedicarboxylic acid, 1,8-naphthalenedicarboxylic acid, NDA, the amino M-phthalic acid of 5-, 4,4-biphenyl dicarboxylic acid, oxalic acid, 1,3-malonic acid, 1, 4-succinic acid, 1,5-glutaric acid, 1,6-adipic acid, 1,7-pimelic acid, ethylenediamine, monoethanolamine, diethanol amine, triethanolamine, 1,3-propane diamine, Putriscine, 1,5-pentanediamine, 1,6-hexamethylene diamine, 2, the 3-dihydroxy-benzoic acid, 2, the 4-dihydroxy-benzoic acid, 2, the 5-dihydroxy-benzoic acid, 2, the 6-dihydroxy-benzoic acid, 3, the 4-dihydroxy-benzoic acid, 3, the 5-dihydroxy-benzoic acid, citric acid, cyclohexane-carboxylic acid, 1-hydroxyl-2-naphthoic acid, 1, the 4-cyclohexane dicarboxylic acid, 1, 3, 5-cyclohexane tricarboxylic acid, the D-nipecotic acid, L-PROLINE, the high proline of L-, the DL-pyroglutamic acid, Pidolidone, acetylenedicarboxylic acid, 1, 2, 3, the 4-BTCA, the 3-nitrophthalic acid, terephthalonitrile, m-dicyanobenzene, phthalic nitrile, 4, 4 '-bipyridyl, 2, 2 '-bipyridyl, at least one in Phen.
Described slaine is the salt that contains I A-VI A Main Group Metal Elements, I B-VII B subgroup metallic element, VIII family metallic element, lanthanide element, actinide metals element.
Described template is the organic matter compound that molecular structure contains hydrophilic and/or lipophilic group.
Described template is at least one in anion surfactant, cationic surfactant, non-ionic surface active agent, amphoteric surfactant.
Described pore forming agent is ethane, n-propane, normal butane, normal propyl alcohol, n-butanol, n-amyl alcohol, n-hexyl alcohol, benzene, toluene, ethylbenzene, dimethylbenzene, diethylbenzene, l, 3,5-trimethylbenzene, l, 3,5-ethylo benzene, 1,3,5-tributyl benzene, 1,3,5-cumene, biphenyl.Described inorganic salts pore forming agent refers to: at least one in sodium chloride, sodium bromide, sodium iodide, potassium chloride, ammonium chloride, KBr, ammonium bromide, sodium iodide, KI, ammonium iodide, sodium sulphate, potassium sulfate, ammonium sulfate, niter cake, potassium acid sulfate, ammonium hydrogen sulfate, sodium nitrate, potassium nitrate, ammonium nitrate, uranium phosphate, potassium phosphate, ammonium phosphate, dibastic sodium phosphate, potassium hydrogen phosphate, ammonium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, ammonium dihydrogen phosphate (ADP).
Comprise the following steps: apply the high temperature resistant glue of one deck on the surface of the iron wire that will process, then adhere to equably the metal that obtains through grinding-organogel powder, heated up aging, wherein, described metal-organogel is the metal-organogel with multistage pore canal again.
The length of the iron wire of described processing is 10-40mm, and diameter is 0.05-2mm, and described iron wire is to process like this: get long 10 – 40 mm, the iron wire that diameter is 0.05 – 2 mm, utilize the acetone immersion treatment, to remove surface and oil contaminant, the rear deionized water rinsing of using, dry.
The invention has the beneficial effects as follows: utilization of the present invention has the coating material of the metal-organogel of multistage pore canal as solid phase micro-extracting head, by the loose structure of metal-organogel, and adjustable aperture, modifiable hole surface increases the accumulation ability to polar substances.
The accompanying drawing explanation
The low temperature nitrogen Adsorption and desorption isotherms that Fig. 1 is products obtained therefrom in embodiment 1.X-axis is P/P
0, Y-axis is volume (cm
3/ g).The absorption Pretreatment is that 80 ℃ of vacuum are drained 16 hours.
The mesoporous graph of pore diameter distribution that Fig. 2 is products obtained therefrom in embodiment 1.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
Fig. 3 is the extracting head that contains embodiment 1 gained aeroge product and the commercial probe PDMS extracting power contrast to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
Fig. 4 be the extracting head that contains embodiment 1 gained aeroge product and commercial probe PA to polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the extracting power contrast of 6-trichlorophenol, 2,4,6,-T.
The low temperature nitrogen Adsorption and desorption isotherms that Fig. 5 is products obtained therefrom in embodiment 2-4.X-axis is P/P
0, Y-axis is volume (cm
3/ g).The absorption Pretreatment is that 80 ℃ of vacuum are drained 16 hours.
The micropore size distribution map that Fig. 6 is products obtained therefrom in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
The mesoporous graph of pore diameter distribution that Fig. 7 is products obtained therefrom in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
The extracting head that Fig. 8 is the aeroge product that contains embodiment 2, after completing extraction, is analyzed apolar substance benzene with gas chromatography combined with mass spectrometry, toluene, ethylbenzene, the chromatogram that ortho-xylene obtains, 1 ~ 4 representative respectively in figure: benzene, toluene, ethylbenzene, ortho-xylene.
Fig. 9 is the extracting head that contains gained aeroge product in embodiment 2-4 and the commercial probe PDMS extracting power contrast to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
The extracting head that Figure 10 is the aeroge product that contains embodiment 2, after completing extraction, is analyzed polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the chromatogram that the 6-trichlorophenol, 2,4,6,-T obtains with gas chromatography combined with mass spectrometry.1 ~ 5 representative respectively in figure: 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4,6-trichlorophenol, 2,4,6,-T.
Figure 11 be the extracting head that contains gained aeroge product in embodiment 2-4 and commercial probe PA to polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the contrast of 6-trichlorophenol, 2,4,6,-T extracting power.
The extracting head that Figure 12 is the aeroge product that contains embodiment 2 is after completing extraction, analyze apolar substance benzene, toluene, ethylbenzene, dimethylbenzene and polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2 with gas chromatography combined with mass spectrometry, 4-chlorophenesic acid, 2, the chromatogram of 4,6-trichlorophenol, 2,4,6,-T.1 ~ 9 representative respectively in figure: benzene, toluene, ethylbenzene, ortho-xylene, 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4,6-trichlorophenol, 2,4,6,-T.
Figure 13 is that the extracting head that contains embodiment 4 gained aeroge products and commercial probe DVB are to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene and polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2, the contrast of 4,6-trichlorophenol, 2,4,6,-T extracting power.
Figure 14 is the extracting head that contains embodiment 5 gained aeroge products and the commercial probe PDMS extracting power contrast to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
Figure 15 be the extracting head that contains embodiment 5 gained aeroge products and commercial probe PA to polar substances p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the contrast of 6-trichlorophenol, 2,4,6,-T extracting power.
The specific embodiment
Below in conjunction with specific embodiment, the present invention is described further:
embodiment 1:
Take six nitric hydrate aluminium 0.6750 g, take terephthalic acid (TPA) 0.1952 g, be dissolved in the ethanol of 4 mL, be placed in the airtight bottle of 10 mL or 15 mL reactors, by airtight bottle or reactor is placed in baking oven or drying box is heated to 80 ℃, after 4 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven or drying box 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.
As Fig. 1 has provided the low temperature nitrogen Adsorption and desorption isotherms of products obtained therefrom in embodiment 1.X-axis is P/P
0, Y-axis is volume (cm
3/ g).The absorption Pretreatment is that 80 ℃ of vacuum are drained 16 hours.
As Fig. 2 has provided the mesoporous graph of pore diameter distribution of products obtained therefrom in embodiment 1.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
This product is used
lEPAGE SPEED SET tM ?high-temperature-resistant epoxy resin is bonded at the iron wire of 100 micron diameters, and (iron wire is processed in advance: utilize the acetone immersion treatment, to remove surface and oil contaminant, the rear deionized water rinsing of using, dry, the iron wire of the following examples also is performed such pretreated) on, obtaining thickness is the extracting head of 1 centimetre of 20 microns effective length, at room temperature apolar substance and the polar substances that is dissolved in pumping fluid extracted, by gas chromatography combined with mass spectrometry, detected, and contrasted with commercial PDMS and PA, the method detected is: the extracting head that will extract respective substance is inserted the injection port of GC-MASS, remain on injection port 2min, be that desorption time is 2min.
Corresponding extraction process is: the pumping fluid solution of preparation apolar substance benzene, toluene, ethylbenzene, dimethylbenzene, and the volume of pumping fluid solution is 10mL, in solution, the mass concentration of various apolar substances is 100ppm.
Under 25 ℃, the pumping fluid that will contain apolar substance is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in the pumping fluid top, the pumping fluid bottom is stirred by magnetic stir bar, the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
Preparation polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the pumping fluid solution of 6-trichlorophenol, 2,4,6,-T, the volume of pumping fluid solution is 10mL, in solution, the mass concentration of various polar substances is 100ppm.
Under 25 ℃, the pumping fluid that will contain apolar substance is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in the pumping fluid top, the pumping fluid bottom is stirred by magnetic stir bar, the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
The corresponding test parameter that gas chromatography combined with mass spectrometry (GC-MASS) is measured: polar substances flow velocity, 1 ml/min; Do not shunt; Solvent delay 2 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep two minutes, are warmed up to 200 ℃ with 20 ℃/minute, then keep 1 minute; Apolar substance flow velocity: 1.2 ml/min; Do not shunt; Solvent delay 1.3 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep 2.6 minutes.
Fig. 3 has provided the extracting head that contains embodiment 1 gained aeroge product and the commercial probe PDMS extracting power contrast (peak area has reflected corresponding extracting power) to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
Fig. 4 has provided the extracting head that contains embodiment 1 gained aeroge product and commercial probe PA to polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2, the extracting power contrast (peak area has reflected corresponding extracting power) of 4,6-trichlorophenol, 2,4,6,-T.
embodiment 2:
Take six nitric hydrate aluminium 0.3375 g, take trimesic acid 0.1260 g, be dissolved in the ethanol of 12 mL, be placed in the airtight bottle of 10 mL or 15 mL reactors, by airtight bottle or reactor is placed in baking oven or drying box is heated to 80 ℃, after 4 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge.
Fig. 5 has provided the low temperature nitrogen Adsorption and desorption isotherms of gained aeroge product in embodiment 2-4.X-axis is P/P
0, Y-axis is volume (cm
3/ g).The absorption Pretreatment is that 80 ℃ of vacuum are drained 16 hours.
Fig. 6 has provided the micropore size distribution map of gained aeroge product in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
Fig. 7 has provided the mesoporous graph of pore diameter distribution of gained aeroge product in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
This product is used
lEPAGE SPEED SET tM ?high-temperature-resistant epoxy resin is bonded on the iron wire of 100 micron diameters, obtaining thickness is the extracting head of 1 centimetre of 10 microns effective length, at room temperature water-soluble apolar substance and polar substances are extracted, by gas chromatography combined with mass spectrometry, detected, and contrasted with commercial PDMS and PA, the method detected is: the extracting head that will extract respective substance is inserted the injection port of GC-MASS, remains on injection port 2min, and desorption time is 2min.
Corresponding extraction process is: the aqueous solution of preparation apolar substance benzene, toluene, ethylbenzene, dimethylbenzene, and the volume of the aqueous solution is 10mL, in solution, the mass concentration of various apolar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
Preparation polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the aqueous solution of 6-trichlorophenol, 2,4,6,-T, the volume of the aqueous solution is 10mL, in solution, the mass concentration of various polar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
The corresponding test parameter that gas chromatography combined with mass spectrometry is measured: polar substances flow velocity, 1 ml/min; Do not shunt; Solvent delay 2 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep two minutes, are warmed up to 200 ℃ with 20 ℃/minute, then keep 1 minute; Apolar substance flow velocity: 1.2 ml/min; Do not shunt; Solvent delay 1.3 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep 2.6 minutes.
Fig. 8 has provided the extracting head of the aeroge product that contains embodiment 2 after completing extraction, with gas chromatography combined with mass spectrometry, analyzes apolar substance benzene, toluene, ethylbenzene, the chromatogram that ortho-xylene obtains, 1 ~ 4 representative respectively in figure: benzene, toluene, ethylbenzene, ortho-xylene.
Fig. 9 has provided the extracting head that contains gained aeroge product in embodiment 2-4 and the commercial probe PDMS extracting power contrast to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
Figure 10 has provided extracting head prepared by the aeroge product with embodiment 2 after completing extraction, analyze polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2 with gas chromatography combined with mass spectrometry, 4-chlorophenesic acid, 2,4, the chromatogram that the 6-trichlorophenol, 2,4,6,-T obtains.1 ~ 5 representative respectively in figure: 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4,6-trichlorophenol, 2,4,6,-T.
Figure 11 has provided the extracting head that contains gained aeroge product in embodiment 2-4 and commercial probe PA to polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the contrast of 6-trichlorophenol, 2,4,6,-T extracting power.
Figure 12 has provided the extracting head of the aeroge product that contains embodiment 2 after completing extraction, analyze apolar substance benzene, toluene, ethylbenzene, dimethylbenzene and polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2 with gas chromatography combined with mass spectrometry, 4-chlorophenesic acid, 2, the chromatogram of 4,6-trichlorophenol, 2,4,6,-T.1 ~ 9 representative respectively in figure: benzene, toluene, ethylbenzene, ortho-xylene, 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4,6-trichlorophenol, 2,4,6,-T.
embodiment 3:
Take six nitric hydrate aluminium 0.3375 g, take trimesic acid 0.1260 g, be dissolved in the ethanol of 8 mL, be placed in the airtight bottle of 10 mL or 15 mL reactors, airtight bottle or reactor are placed in to baking oven and are heated to 80 ℃, after 4 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven or drying box 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge.
Fig. 5 has provided the low temperature nitrogen Adsorption and desorption isotherms of gained aeroge product in embodiment 2-4.X-axis is P/P
0, Y-axis is volume (cm
3/ g).The absorption Pretreatment is that 80 ℃ of vacuum are drained 16 hours.
Fig. 6 has provided the micropore size distribution map of gained aeroge product in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
Fig. 7 has provided the mesoporous graph of pore diameter distribution of gained aeroge product in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
This product is used
lEPAGE SPEED SET tM ?high-temperature-resistant epoxy resin is bonded on the iron wire of 100 micron diameters, obtaining thickness is the extracting head of 1 centimetre of 15 microns effective length, at room temperature water-soluble apolar substance and polar substances are extracted, by gas chromatography combined with mass spectrometry, detected, and contrasted with commercial PDMS and PA, the method detected is: the extracting head that will extract respective substance is inserted the injection port of GC-MASS, remains on injection port 2min, and desorption time is 2min.
Corresponding extraction process is: the aqueous solution of preparation apolar substance benzene, toluene, ethylbenzene, dimethylbenzene, and the volume of the aqueous solution is 10mL, in solution, the mass concentration of various apolar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
Preparation polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the aqueous solution of 6-trichlorophenol, 2,4,6,-T, the volume of the aqueous solution is 10mL, in solution, the mass concentration of various polar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
The corresponding test parameter that gas chromatography combined with mass spectrometry is measured: polar substances flow velocity, 1 ml/min; Do not shunt; Solvent delay 2 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep 2 minutes, are warmed up to 200 ℃ with 20 ℃/minute, then keep 1 minute; Apolar substance flow velocity: 1.2 ml/min; Do not shunt; Solvent delay 1.3 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep 2.6 minutes.
Fig. 9 has provided the extracting head that contains gained aeroge product in embodiment 2-4 and the commercial probe PDMS extracting power contrast to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
Figure 11 has provided the extracting head that contains gained aeroge product in embodiment 2-4 and commercial probe PA to polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the contrast of 6-trichlorophenol, 2,4,6,-T extracting power.
embodiment 4:
Take six nitric hydrate aluminium 0.3375 g, take trimesic acid 0.1260 g, be dissolved in the ethanol of 4 mL, be placed in the airtight bottle of 10 mL or 15 mL reactors, airtight bottle or reactor are placed in to baking oven and are heated to 80 ℃, after 4 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge.
Fig. 5 has provided the low temperature nitrogen Adsorption and desorption isotherms of gained aeroge product in embodiment 2-4.X-axis is P/P0, and Y-axis is volume (cm3/g).The absorption Pretreatment is that 80 ℃ of vacuum are drained 16 hours.
Fig. 6 has provided the micropore size distribution map of gained aeroge product in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
Fig. 7 has provided the mesoporous graph of pore diameter distribution of gained aeroge product in embodiment 2-4.X-axis is pore radius (nm), and Y-axis is pore volume (cm
3/ nm/g).
This product is used
lEPAGE SPEED SET tM ?high-temperature-resistant epoxy resin is bonded on the iron wire of 100 micron diameters, obtaining thickness is the extracting head of 1 centimetre of 25 microns effective length, at room temperature water-soluble apolar substance and polar substances are extracted, by gas chromatography combined with mass spectrometry, detected, and contrasted with commercial PDMS, PA, DVB, the method detected is: the extracting head that will extract respective substance is inserted the injection port of GC-MASS, remains on injection port 2min, and desorption time is 2min.
Corresponding extraction process is: the aqueous solution of preparation apolar substance benzene, toluene, ethylbenzene, dimethylbenzene, and the volume of the aqueous solution is 10mL, in solution, the mass concentration of various apolar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
Preparation polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the aqueous solution of 6-trichlorophenol, 2,4,6,-T, the volume of the aqueous solution is 10mL, in solution, the mass concentration of various polar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
The corresponding test parameter that gas chromatography combined with mass spectrometry (GC-MASS) is measured: polar substances flow velocity, 1 ml/min; Do not shunt; Solvent delay 2 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep two minutes, are warmed up to 200 ℃ with 20 ℃/minute, then keep 1 minute; Apolar substance flow velocity: 1.2 ml/min; Do not shunt; Solvent delay 1.3 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep 2.6 minutes.
Fig. 9 has provided the extracting head that contains gained aeroge product in embodiment 2-4 and the commercial probe PDMS extracting power contrast to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
Figure 11 has provided the extracting head that contains gained aeroge product in embodiment 2-4 and commercial probe PA to polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the contrast of 6-trichlorophenol, 2,4,6,-T extracting power.
Figure 13 has provided the extracting head that contains embodiment 4 gained aeroge products and commercial probe DVB to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene and polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2, the contrast of 4,6-trichlorophenol, 2,4,6,-T extracting power.
embodiment 5:
Take Chromium nitrate (Cr(NO3)3),nonahydrate 0.6400 g, take trimesic acid 0.3360 g, be dissolved in the ethanol of 4 mL, be placed in the airtight bottle of 10 mL or 15 mL reactors, airtight bottle or reactor are placed in to baking oven and are heated to 80 ℃, after 12 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge 5-1.
Take seven nitric hydrate iron 0.1616 g, be dissolved in the ethanol of 2 mL, take terephthalic acid (TPA) 0.0664 g, be dissolved in the N of 2 mL, in dinethylformamide (DMF), mix and to be placed in the airtight bottle of 10 mL or in 15 mL reactors, airtight bottle or reactor are placed in to baking oven and are heated to 80 ℃, 0.1, after hour, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge 5-2.
Take Chromium nitrate (Cr(NO3)3),nonahydrate 0.4800 g, take terephthalic acid (TPA) 0.1328 g, be dissolved in the ethanol of 4 mL, ultrasonic dissolution, be placed in the airtight bottle of 10 mL or 15 mL reactors, airtight bottle or reactor is placed in to baking oven and is heated to 80 ℃, after 12 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge 5-3.
Take seven nitric hydrate iron 0.1616 g, be dissolved in the ethanol of 2 mL, take trimesic acid 0.0840 g, be dissolved in the ethanol of 2 mL ,-8 ℃ cooling, then mix, finally be placed in the airtight bottle of 10 mL or 15 mL reactors, airtight bottle or reactor are placed in to 12 ℃, refrigerator, after 4 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge 5-4.
Take mesitylene (TMB) 0.0288 g, taking softex kw (CTAB) 0.1749 g is dissolved in the ethanol of 4 mL, then take six nitric hydrate aluminium 0.9000 g, take trimesic acid 0.5040 g, ultrasonic dissolution, be placed in the airtight bottle of 10 mL or 15 mL reactors, airtight bottle or reactor is placed in to baking oven and is heated to 80 ℃, after 1 hour, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge 5-5.
Take Chromium nitrate (Cr(NO3)3),nonahydrate 0.7200 g, take terephthalic acid (TPA) 0.2172 g, be dissolved in the ethanol of 4 mL, ultrasonic dissolution, be placed in the airtight bottle of 10 mL or 15 mL reactors, airtight bottle or reactor is placed in to baking oven and is heated to 80 ℃, after 12 hours, obtain metal-organogel.Products therefrom continue to be placed in baking oven 80 ℃ aging 2 days.The gel of gained is wrapped up with filter paper, put into apparatus,Soxhlet's, the metal-organogel of filter paper parcel is put into to overcritical still, carry out the supercritical carbon dioxide drying, be 24 hours drying time, with thrown aluminum nitrate, calculates, and product yield is 90%.Obtain thus aeroge 5-6.
The said goods is bonded on the iron wire of 100 micron diameters with LEPAGE SPEED SETTM high-temperature-resistant epoxy resin respectively, obtain the extracting head that 1 centimetre of thickness of effective length is respectively 40,25,30,40,5,30 microns, at room temperature water-soluble apolar substance and polar substances are extracted, by gas chromatography combined with mass spectrometry, detected, and contrasted with commercial PDMS and PA, the method detected is: the extracting head that will extract respective substance is inserted the injection port of GC-MASS, remain on injection port 2min, desorption time is 2min.
Corresponding extraction process is: the aqueous solution of preparation apolar substance benzene, toluene, ethylbenzene, dimethylbenzene, and the volume of the aqueous solution is 10mL, in solution, the mass concentration of various apolar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
Preparation polar substances 2-chlorophenol, p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the aqueous solution of 6-trichlorophenol, 2,4,6,-T, the volume of the aqueous solution is 10mL, in solution, the mass concentration of various polar substances is 1ppm.
Under 25 ℃, the aqueous solution is packed in the bottle of 40 milliliters, bottleneck covers sealing, extracting head is through the bottle sealing sheet and be suspended in aqueous solution top, aqueous solution bottom is stirred by magnetic stir bar, and the rotating speed of magnetic stir bar is 1500 rev/mins, and the time of extraction is 20 minutes.
The corresponding test parameter that gas chromatography combined with mass spectrometry (GC-MASS) is measured: polar substances flow velocity, 1 ml/min; Do not shunt; Solvent delay 2 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep two minutes, are warmed up to 200 ℃ with 20 ℃/minute, then keep 1 minute; Apolar substance flow velocity: 1.2 ml/min; Do not shunt; Solvent delay 1.3 minutes; Injector temperature: 250 ℃; Furnace temperature: 100 ℃ keep 2.6 minutes.
Figure 14 has provided the extracting head that contains embodiment 5 gained aeroge products and the commercial probe PDMS extracting power contrast to apolar substance benzene, toluene, ethylbenzene, dimethylbenzene.
Figure 15 has provided the extracting head that contains embodiment 5 gained aeroge products and commercial probe PA to polar substances p-methyl phenol, 2-nitrophenol, 2,4-chlorophenesic acid, 2,4, the contrast of 6-trichlorophenol, 2,4,6,-T extracting power.
Claims (11)
1. the metal with multistage pore canal-organogel matrix solid phase micro-extracting head, it is characterized in that: it is comprised of iron wire and the solid-phase micro-extraction coating that is coated on the iron wire surface, and wherein solid-phase micro-extraction coating comprises the metal-organogel with multistage pore canal.
2. a kind of metal with multistage pore canal according to claim 1-organogel matrix solid phase micro-extracting head, it is characterized in that: described metal-organogel with multistage pore canal is preparation like this: use the fully reaction in solvent under template and pore forming agent existence or non-existent condition of slaine and organic ligand, products therefrom is carried out to drying and get final product.
3. a kind of metal with multistage pore canal according to claim 2-organogel matrix solid phase micro-extracting head, it is characterized in that: described organic ligand is the organic ligand that contains at least one coordinating group in carboxyl, amino, itrile group, pyridine radicals or heterocycle.
4. a kind of metal with multistage pore canal according to claim 3-organogel matrix solid phase micro-extracting head, it is characterized in that: described organic ligand is trans-butene dioic acid, cis-butene dioic acid, the 5-tert-butyl isophthalic acid, terephthalic acid (TPA), M-phthalic acid, phthalic acid, 2-hydroxyl terephthalic acid (TPA), the 2-bromo terephthalic acid, the 2-bromo terephthalic acid, the amino terephthalic acid (TPA) of 2-, 2,5-Dihydroxyterephthalic acid, to phenylenediacetic Acid, between phenylenediacetic Acid, phthalic acid, Isosorbide-5-Nitrae-benzene two fluoroacetic acid, 1,3-benzene, two fluoroacetic acid, 1,2-benzene, two fluoroacetic acid, 4-carboxyl-phenoxy acetic acid, 1,2,4-benzenetricarboxylic acid, 1,3,4-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid, 1,2,4,5-benzene tetracarboxylic acid, 1,3,5-benzene three (4 benzoic acid), methane four (4 benzoic acid), adamantane three (4 benzoic acid), Bi-3, the 9-dioctyl phthalate, 2,3-pyridinedicarboxylic acid, 2,4-pyridinedicarboxylic acid, the 2-pyridine carboxylic acid, acidum nicotinicum, Isonicotinic acid, imidazoles-2, the 4-dioctyl phthalate, imidazoles-2, the 5-dioctyl phthalate, benzimidazole-5, the 6-dicarboxylic acids, pyrazoles-2, the 4-dioctyl phthalate, pyrazoles-3, the 5-dioctyl phthalate, Isosorbide-5-Nitrae-naphthalenedicarboxylic acid, 1,5-naphthalenedicarboxylic acid, 1,8-naphthalenedicarboxylic acid, NDA, the amino M-phthalic acid of 5-, 4,4-biphenyl dicarboxylic acid, oxalic acid, 1,3-malonic acid, 1, 4-succinic acid, 1,5-glutaric acid, 1,6-adipic acid, 1,7-pimelic acid, ethylenediamine, monoethanolamine, diethanol amine, triethanolamine, 1,3-propane diamine, Putriscine, 1,5-pentanediamine, 1,6-hexamethylene diamine, 2, the 3-dihydroxy-benzoic acid, 2, the 4-dihydroxy-benzoic acid, 2, the 5-dihydroxy-benzoic acid, 2, the 6-dihydroxy-benzoic acid, 3, the 4-dihydroxy-benzoic acid, 3, the 5-dihydroxy-benzoic acid, citric acid, cyclohexane-carboxylic acid, 1-hydroxyl-2-naphthoic acid, 1, the 4-cyclohexane dicarboxylic acid, 1, 3, 5-cyclohexane tricarboxylic acid, the D-nipecotic acid, L-PROLINE, the high proline of L-, the DL-pyroglutamic acid, Pidolidone, acetylenedicarboxylic acid, 1, 2, 3, the 4-BTCA, the 3-nitrophthalic acid, terephthalonitrile, m-dicyanobenzene, phthalic nitrile, 4, 4 '-bipyridyl, 2, 2 '-bipyridyl, at least one in Phen.
5. a kind of metal with multistage pore canal according to claim 2-organogel matrix solid phase micro-extracting head, it is characterized in that: described slaine is the salt that contains I A-VI A Main Group Metal Elements, I B-VII B subgroup metallic element, VIII family metallic element, lanthanide element, actinide metals element.
6. a kind of metal with multistage pore canal according to claim 2-organogel matrix solid phase micro-extracting head, it is characterized in that: described template is the organic matter compound that molecular structure contains hydrophilic and/or lipophilic group.
7. a kind of metal with multistage pore canal according to claim 2-organogel matrix solid phase micro-extracting head, it is characterized in that: described template is at least one in anion surfactant, cationic surfactant, non-ionic surface active agent, amphoteric surfactant.
8. a kind of metal with multistage pore canal according to claim 2-organogel matrix solid phase micro-extracting head, it is characterized in that: described pore forming agent is ethane, n-propane, normal butane, normal propyl alcohol, n-butanol, n-amyl alcohol, n-hexyl alcohol, benzene, toluene, ethylbenzene, dimethylbenzene, diethylbenzene, l, 3,5-trimethylbenzene, l, 3,5-ethylo benzene, 1,3,5-tributyl benzene, 1,3,5-cumene, biphenyl.
9. described inorganic salts pore forming agent refers to: at least one in sodium chloride, sodium bromide, sodium iodide, potassium chloride, ammonium chloride, KBr, ammonium bromide, sodium iodide, KI, ammonium iodide, sodium sulphate, potassium sulfate, ammonium sulfate, niter cake, potassium acid sulfate, ammonium hydrogen sulfate, sodium nitrate, potassium nitrate, ammonium nitrate, uranium phosphate, potassium phosphate, ammonium phosphate, dibastic sodium phosphate, potassium hydrogen phosphate, ammonium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, ammonium dihydrogen phosphate (ADP).
10. the preparation method of a kind of metal with multistage pore canal claimed in claim 1-organogel matrix solid phase micro-extracting head, it is characterized in that: comprise the following steps: apply the high temperature resistant glue of one deck on the surface of the iron wire that will process, then adhere to equably the metal that obtains through grinding-organogel powder, heated up again aging, wherein, the metal-organogel with multistage pore canal that described metal-organogel is preparation in claim 2.
11. the preparation method of a kind of metal with multistage pore canal according to claim 9-organogel matrix solid phase micro-extracting head, it is characterized in that: the length of the iron wire of described processing is 10-40mm, diameter is 0.05-2mm, described iron wire is to process like this: get long 10 – 40 mm, the iron wire that diameter is 0.05 – 2 mm, utilize the acetone immersion treatment, to remove surface and oil contaminant, the rear deionized water rinsing of using, dry.
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| CN104258597A (en) * | 2014-09-30 | 2015-01-07 | 福州大学 | Phenanthroline-modified organic silica gel hybrid capillary tube monolithic column |
| CN104258597B (en) * | 2014-09-30 | 2015-11-18 | 福州大学 | A kind of Phen modify organic-silica gel hybridization capillary tube monolithic column |
| CN108034055A (en) * | 2017-12-29 | 2018-05-15 | 中国烟草总公司郑州烟草研究院 | A kind of covalent organic framework solid-phase micro-extraction fibre and preparation method thereof |
| CN108034055B (en) * | 2017-12-29 | 2021-04-06 | 中国烟草总公司郑州烟草研究院 | Covalent organic framework solid phase micro-extraction fiber and preparation method thereof |
| CN108794515A (en) * | 2018-07-26 | 2018-11-13 | 福州大学 | A kind of small molecule metal-organogel of luminous self-healing and its preparation and application |
| CN108794515B (en) * | 2018-07-26 | 2019-09-13 | 福州大学 | A kind of small molecule metal-organogel of luminous self-healing and its preparation and application |
| CN109569449A (en) * | 2018-12-11 | 2019-04-05 | 海南大学 | A kind of metal organogel and preparation method thereof with using the metal organogel to Al3+Visual detection method |
| CN109569449B (en) * | 2018-12-11 | 2021-05-11 | 海南大学 | Metal organogel, preparation method thereof and Al-doped metal organogel prepared by using metal organogel3+Visual detection method |
| CN113387889A (en) * | 2021-06-17 | 2021-09-14 | 湖南文理学院 | Novel porous imidazole metal compound nano powder and preparation method thereof |
| CN113387889B (en) * | 2021-06-17 | 2023-05-09 | 湖南文理学院 | Preparation method of porous imidazole metal compound nano-powder |
| CN114349143A (en) * | 2021-12-23 | 2022-04-15 | 扬州大学 | Complex coacervate phase system and preparation method and application thereof |
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