CA2620238A1 - Inorganic polymers and use of inorganic polymers for detecting nitroaromatic compounds - Google Patents
Inorganic polymers and use of inorganic polymers for detecting nitroaromatic compounds Download PDFInfo
- Publication number
- CA2620238A1 CA2620238A1 CA002620238A CA2620238A CA2620238A1 CA 2620238 A1 CA2620238 A1 CA 2620238A1 CA 002620238 A CA002620238 A CA 002620238A CA 2620238 A CA2620238 A CA 2620238A CA 2620238 A1 CA2620238 A1 CA 2620238A1
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- copolymer
- metallole
- quenching
- analyte
- 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.)
- Abandoned
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 12
- 229920000592 inorganic polymer Polymers 0.000 title description 12
- 229920000642 polymer Polymers 0.000 claims abstract description 118
- 229920001577 copolymer Polymers 0.000 claims abstract description 87
- 238000010791 quenching Methods 0.000 claims abstract description 68
- 230000000171 quenching effect Effects 0.000 claims abstract description 67
- 238000000034 method Methods 0.000 claims abstract description 43
- 238000005424 photoluminescence Methods 0.000 claims abstract description 29
- 239000007787 solid Substances 0.000 claims abstract description 27
- 239000010409 thin film Substances 0.000 claims abstract description 14
- 239000000758 substrate Substances 0.000 claims abstract description 13
- 229920000620 organic polymer Polymers 0.000 claims abstract description 8
- 239000012736 aqueous medium Substances 0.000 claims abstract description 6
- 239000012080 ambient air Substances 0.000 claims abstract description 3
- 239000012491 analyte Substances 0.000 claims description 41
- -1 poly(1,4-diethynylbenzene) Polymers 0.000 claims description 31
- PWYVVBKROXXHEB-UHFFFAOYSA-M trimethyl-[3-(1-methyl-2,3,4,5-tetraphenylsilol-1-yl)propyl]azanium;iodide Chemical compound [I-].C[N+](C)(C)CCC[Si]1(C)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 PWYVVBKROXXHEB-UHFFFAOYSA-M 0.000 claims description 25
- 239000002360 explosive Substances 0.000 claims description 22
- GMRJIOFCAMKRNJ-UHFFFAOYSA-N 1$l^{2}-germole Chemical compound [Ge]1C=CC=C1 GMRJIOFCAMKRNJ-UHFFFAOYSA-N 0.000 claims description 17
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 12
- 239000011521 glass Substances 0.000 claims description 9
- 229910052573 porcelain Inorganic materials 0.000 claims description 9
- 239000000123 paper Substances 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 7
- CBYDUPRWILCUIC-UHFFFAOYSA-N 1,2-diethynylbenzene Chemical compound C#CC1=CC=CC=C1C#C CBYDUPRWILCUIC-UHFFFAOYSA-N 0.000 claims description 6
- 101100030361 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) pph-3 gene Proteins 0.000 claims description 6
- NFHFRUOZVGFOOS-UHFFFAOYSA-N Pd(PPh3)4 Substances [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 230000002194 synthesizing effect Effects 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 4
- 239000004033 plastic Substances 0.000 claims description 4
- 229910002621 H2PtCl6 Inorganic materials 0.000 claims 1
- 239000003125 aqueous solvent Substances 0.000 claims 1
- 238000001506 fluorescence spectroscopy Methods 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 87
- SPSSULHKWOKEEL-UHFFFAOYSA-N 2,4,6-trinitrotoluene Chemical compound CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O SPSSULHKWOKEEL-UHFFFAOYSA-N 0.000 description 54
- 239000000015 trinitrotoluene Substances 0.000 description 53
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 42
- 239000000243 solution Substances 0.000 description 37
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 35
- 101150041968 CDC13 gene Proteins 0.000 description 34
- 238000001514 detection method Methods 0.000 description 34
- 229910000077 silane Inorganic materials 0.000 description 34
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 30
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 29
- DYSXLQBUUOPLBB-UHFFFAOYSA-N 2,3-dinitrotoluene Chemical compound CC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O DYSXLQBUUOPLBB-UHFFFAOYSA-N 0.000 description 26
- 238000005481 NMR spectroscopy Methods 0.000 description 22
- 229950002929 trinitrophenol Drugs 0.000 description 20
- 238000005227 gel permeation chromatography Methods 0.000 description 19
- 239000004793 Polystyrene Substances 0.000 description 16
- 238000004020 luminiscence type Methods 0.000 description 16
- 229920002223 polystyrene Polymers 0.000 description 16
- 239000000126 substance Substances 0.000 description 15
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 238000001542 size-exclusion chromatography Methods 0.000 description 12
- 238000003786 synthesis reaction Methods 0.000 description 10
- 238000005160 1H NMR spectroscopy Methods 0.000 description 9
- 238000005133 29Si NMR spectroscopy Methods 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 230000009467 reduction Effects 0.000 description 8
- 229910009112 xH2O Inorganic materials 0.000 description 8
- 230000009102 absorption Effects 0.000 description 7
- 238000002189 fluorescence spectrum Methods 0.000 description 7
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 7
- 238000006068 polycondensation reaction Methods 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 230000027756 respiratory electron transport chain Effects 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 229910052786 argon Inorganic materials 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 230000007246 mechanism Effects 0.000 description 6
- UTUZBCDXWYMYGA-UHFFFAOYSA-N silafluorene Chemical compound C12=CC=CC=C2CC2=C1C=CC=[Si]2 UTUZBCDXWYMYGA-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000006459 hydrosilylation reaction Methods 0.000 description 5
- 230000003993 interaction Effects 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- 230000004044 response Effects 0.000 description 5
- 150000004756 silanes Chemical group 0.000 description 5
- 230000003068 static effect Effects 0.000 description 5
- 230000007704 transition Effects 0.000 description 5
- MVLGANVFCMOJHR-UHFFFAOYSA-N 1,4-diethynylbenzene Chemical compound C#CC1=CC=C(C#C)C=C1 MVLGANVFCMOJHR-UHFFFAOYSA-N 0.000 description 4
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 4
- 229910008045 Si-Si Inorganic materials 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 229910006411 Si—Si Inorganic materials 0.000 description 4
- 239000003570 air Substances 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 229910052732 germanium Inorganic materials 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920000548 poly(silane) polymer Polymers 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 230000035945 sensitivity Effects 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- HBMGBSZUXZVZTH-UHFFFAOYSA-N 1,1-dichloro-2,3,4,5-tetraphenylsilole Chemical compound Cl[Si]1(Cl)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 HBMGBSZUXZVZTH-UHFFFAOYSA-N 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- 229920005603 alternating copolymer Polymers 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000012512 characterization method Methods 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000005284 excitation Effects 0.000 description 3
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 238000000103 photoluminescence spectrum Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 150000003967 siloles Chemical class 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 239000003643 water by type Substances 0.000 description 3
- AUHAWTFDARRDCX-UHFFFAOYSA-N 1,1-dichloro-2,3,4,5-tetraphenylgermole Chemical compound Cl[Ge]1(Cl)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 AUHAWTFDARRDCX-UHFFFAOYSA-N 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- RMBFBMJGBANMMK-UHFFFAOYSA-N 2,4-dinitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O RMBFBMJGBANMMK-UHFFFAOYSA-N 0.000 description 2
- 229910008310 Si—Ge Inorganic materials 0.000 description 2
- 238000005263 ab initio calculation Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000003321 amplification Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000021615 conjugation Effects 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 230000005281 excited state Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 229910000078 germane Inorganic materials 0.000 description 2
- 239000003673 groundwater Substances 0.000 description 2
- 238000004770 highest occupied molecular orbital Methods 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000003199 nucleic acid amplification method Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 230000000638 stimulation Effects 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 2
- 238000003828 vacuum filtration Methods 0.000 description 2
- 239000012808 vapor phase Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- KLCLIOISYBHYDZ-UHFFFAOYSA-N 1,4,4-triphenylbuta-1,3-dienylbenzene Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)=CC=C(C=1C=CC=CC=1)C1=CC=CC=C1 KLCLIOISYBHYDZ-UHFFFAOYSA-N 0.000 description 1
- SRPSKMHWJZOLCR-UHFFFAOYSA-N 2,3,4,5-tetraphenyl-1h-silole Chemical compound [SiH2]1C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 SRPSKMHWJZOLCR-UHFFFAOYSA-N 0.000 description 1
- DOZCKRQXCUVZOC-UHFFFAOYSA-N 2,5-diphenyl-1H-silole Chemical compound [SiH2]1C(C=2C=CC=CC=2)=CC=C1C1=CC=CC=C1 DOZCKRQXCUVZOC-UHFFFAOYSA-N 0.000 description 1
- YWSPWKXREVSQCA-UHFFFAOYSA-N 4,5-dimethoxy-2-nitrobenzaldehyde Chemical compound COC1=CC(C=O)=C([N+]([O-])=O)C=C1OC YWSPWKXREVSQCA-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- IDWXCSWWFNBRDD-UHFFFAOYSA-N CC1=C(C)C(C)=C(C)[SiH2]1 Chemical compound CC1=C(C)C(C)=C(C)[SiH2]1 IDWXCSWWFNBRDD-UHFFFAOYSA-N 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- YQUNADBGHGGNFD-UHFFFAOYSA-N ClC=1C(=C(C=CC=1)C=1[SiH2]C(=C(C=1C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1)Cl Chemical compound ClC=1C(=C(C=CC=1)C=1[SiH2]C(=C(C=1C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1)Cl YQUNADBGHGGNFD-UHFFFAOYSA-N 0.000 description 1
- 229910005742 Ge—C Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910010084 LiAlH4 Inorganic materials 0.000 description 1
- 238000003876 NQR spectroscopy Methods 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000001069 Raman spectroscopy Methods 0.000 description 1
- 238000004639 Schlenk technique Methods 0.000 description 1
- 229910018540 Si C Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- VRPCQKCLDIUFCG-UHFFFAOYSA-N [Li][Si]1([Li])C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 Chemical compound [Li][Si]1([Li])C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 VRPCQKCLDIUFCG-UHFFFAOYSA-N 0.000 description 1
- XMIJDTGORVPYLW-UHFFFAOYSA-N [SiH2] Chemical compound [SiH2] XMIJDTGORVPYLW-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 238000003491 array Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 229920000547 conjugated polymer Polymers 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000001211 electron capture detection Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 238000000695 excitation spectrum Methods 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- NZCCHOVZUORFBR-UHFFFAOYSA-N lithium;2,3,4,5-tetraphenyl-1$l^{2}-germole Chemical compound [Li][Ge]1([Li])C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 NZCCHOVZUORFBR-UHFFFAOYSA-N 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000002159 nanocrystal Substances 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 238000003947 neutron activation analysis Methods 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 238000001208 nuclear magnetic resonance pulse sequence Methods 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000005067 remediation Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000003335 steric effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- FKHIFSZMMVMEQY-UHFFFAOYSA-N talc Chemical compound [Mg+2].[O-][Si]([O-])=O FKHIFSZMMVMEQY-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 230000005428 wave function Effects 0.000 description 1
- 239000011995 wilkinson's catalyst Substances 0.000 description 1
- UTODFRQBVUVYOB-UHFFFAOYSA-P wilkinson's catalyst Chemical compound [Cl-].C1=CC=CC=C1P(C=1C=CC=CC=1)(C=1C=CC=CC=1)[Rh+](P(C=1C=CC=CC=1)(C=1C=CC=CC=1)C=1C=CC=CC=1)P(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 UTODFRQBVUVYOB-UHFFFAOYSA-P 0.000 description 1
- 238000002424 x-ray crystallography Methods 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/30—Germanium compounds
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N2021/6432—Quenching
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
- G01N2021/7769—Measurement method of reaction-produced change in sensor
- G01N2021/7786—Fluorescence
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plasma & Fusion (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US2005/030381 WO2007024227A1 (en) | 2005-08-25 | 2005-08-25 | Inorganic polymers and use of inorganic polymers for detecting nitroaromatic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2620238A1 true CA2620238A1 (en) | 2007-03-01 |
Family
ID=37771887
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002620238A Abandoned CA2620238A1 (en) | 2005-08-25 | 2005-08-25 | Inorganic polymers and use of inorganic polymers for detecting nitroaromatic compounds |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1931971A4 (de) |
| CA (1) | CA2620238A1 (de) |
| WO (1) | WO2007024227A1 (de) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009011806A2 (en) | 2007-07-18 | 2009-01-22 | The Regents Of The University Of California | Fluorescence detection of nitrogen-containing explosives and blue organic led |
| US9134239B2 (en) | 2011-03-21 | 2015-09-15 | The Regents Of The University Of California | Thin layer high explosive fluorescent polymer sensing methods, sensors and kits |
| WO2013091432A1 (zh) * | 2011-12-19 | 2013-06-27 | 中国科学院大连化学物理研究所 | 钴、铬、锌、铜或铝络合共轭微孔高分子催化剂及制备和应用 |
| CN103157513B (zh) * | 2011-12-19 | 2015-02-11 | 中国科学院大连化学物理研究所 | 一种铝络合共轭微孔高分子催化剂及其制备和应用 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1113017B1 (de) * | 1998-07-09 | 2005-12-21 | Chisso Corporation | Silol-derivate und organisches elektolumineszenzelement, das diese enthält |
| US6169193B1 (en) * | 1999-01-28 | 2001-01-02 | Wisconsin Alumni Research Foundation | Polysiloles and polygermoles |
| FR2816623B1 (fr) * | 2000-11-10 | 2002-12-20 | Commissariat Energie Atomique | Poly (ethynylene phenylene ethynylene polysiloxene (silylene)) et leurs procedes de preparation |
| US7482168B2 (en) * | 2001-09-15 | 2009-01-27 | The Regents Of The University Of California | Photoluminescent polymetalloles as chemical sensors |
| US7214543B2 (en) * | 2001-10-12 | 2007-05-08 | University Of Florida Research Foundation, Inc. | Method and apparatus for sensing nitroaromatics |
| US20060051872A1 (en) * | 2002-10-05 | 2006-03-09 | The Regents Of Califorina | Synthesis and use of inorganic polymer sensor for detecting nitroaromatic compounds |
-
2005
- 2005-08-25 EP EP05791438A patent/EP1931971A4/de not_active Withdrawn
- 2005-08-25 WO PCT/US2005/030381 patent/WO2007024227A1/en active Application Filing
- 2005-08-25 CA CA002620238A patent/CA2620238A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007024227A1 (en) | 2007-03-01 |
| EP1931971A1 (de) | 2008-06-18 |
| EP1931971A4 (de) | 2009-09-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US7482168B2 (en) | Photoluminescent polymetalloles as chemical sensors | |
| US8557596B2 (en) | Fluorescence detection of nitrogen-containing explosives and blue organic LED | |
| Sohn et al. | Detection of nitroaromatic explosives based on photoluminescent polymers containing metalloles | |
| Kumar et al. | Fluoranthene based derivatives for detection of trace explosive nitroaromatics | |
| Sanchez et al. | Efficient blue-emitting silafluorene–fluorene-conjugated copolymers: selective turn-off/turn-on detection of explosives | |
| Toal et al. | Polymer sensors for nitroaromatic explosives detection | |
| US20060051872A1 (en) | Synthesis and use of inorganic polymer sensor for detecting nitroaromatic compounds | |
| Shi et al. | Simple conjugated polymers with on‐chain phosphorescent iridium (III) complexes: Toward ratiometric chemodosimeters for detecting trace amounts of mercury (II) | |
| He et al. | Pyrene-containing conjugated polymer-based fluorescent films for highly sensitive and selective sensing of TNT in aqueous medium | |
| Cheng et al. | Fluorescent and Colorimetric Probes for Mercury (II): Tunable Structures of Electron Donor and π‐Conjugated Bridge | |
| Ma et al. | Detection of nitroaromatic explosives by a 3D hyperbranched σ–π conjugated polymer based on a POSS scaffold | |
| US20100291698A1 (en) | Detection of nitro- and nitrate-containing compounds | |
| US7927881B2 (en) | Inorganic polymers and use of inorganic polymers for detecting nitroaromatic compounds | |
| US8158437B2 (en) | Luminescent detection of hydrazine and hydrazine derivatives | |
| Costa et al. | Substituted p-phenylene ethynylene trimers as fluorescent sensors for nitroaromatic explosives | |
| Liu et al. | A Highly Selective, Colorimetric, and Fluorometric Multisignaling Chemosensor for Hg2+ Based on Poly (p‐phenyleneethynylene) Containing Benzo [2, 1, 3] thiadiazole | |
| Giri et al. | Synthesis and characterization of 1, 2, 3-triazole appended polythiophene based reusable fluorescent probe for the efficient detection of trace nitroaromatics | |
| US8557595B2 (en) | Fluorescence detection of nitrogen-containing explosives and blue organic LED | |
| CA2620238A1 (en) | Inorganic polymers and use of inorganic polymers for detecting nitroaromatic compounds | |
| Giri et al. | 1, 2, 3-Triazolyl functionalized thiophene, carbazole and fluorene based A-alt-B type π-conjugated copolymers for the sensitive and selective detection of aqueous and vapor phase nitroaromatics (NACs) | |
| US8809063B2 (en) | Fluorescent carbazole oligomers nanofibril materials for vapor sensing | |
| Warzecha et al. | Detection of nitroaromatic and peroxide-based explosives with amine-and phosphine-functionalized diketopyrrolopyrroles | |
| Hutchinson et al. | Luminescent poly (dendrimer) s for the detection of explosives | |
| Ghazalli et al. | Phosphorescent Vapochromic Responses of Copper (I) Complex Bearing Pyrazole Ligands for Detection of Alcohol Derivatives | |
| Clavaguera et al. | Alternated π‐conjugated polymers based on a 1, 2‐diiminocyclohexane chiral unit for nitroaromatics sensing |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Dead |