CA2365098C - Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon - Google Patents

Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon Download PDF

Info

Publication number: CA2365098C
Authority: CA; Canada
Prior art keywords: carbon; set forth; bodies; polymer; substrate
Prior art date: 1994-02-04
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.): Expired - Lifetime

Application number

CA002365098A

Other languages

English (en)

Other versions

CA2365098A1 (fr

Inventor

William R. Betz

James L. Desorcie

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sigma Aldrich Co LLC

Original Assignee

Sigma Aldrich Co LLC

Priority date (The priority date 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 date listed.)

1994-02-04

Filing date

1995-02-02

Publication date

2006-11-07

1994-07-29 Priority claimed from US08/283,210 external-priority patent/US5653875A/en

1995-02-02 Application filed by Sigma Aldrich Co LLC filed Critical Sigma Aldrich Co LLC

1995-08-10 Publication of CA2365098A1 publication Critical patent/CA2365098A1/fr

2006-11-07 Application granted granted Critical

2006-11-07 Publication of CA2365098C publication Critical patent/CA2365098C/fr

2015-02-02 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

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KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical group [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title claims abstract description 146
230000000269 nucleophilic effect Effects 0.000 title claims abstract description 53
238000000926 separation method Methods 0.000 title claims description 24
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 223
229910052799 carbon Inorganic materials 0.000 claims abstract description 213
229920000642 polymer Polymers 0.000 claims abstract description 198
239000000758 substrate Substances 0.000 claims abstract description 119
239000002245 particle Substances 0.000 claims abstract description 113
239000000203 mixture Substances 0.000 claims abstract description 109
238000006243 chemical reaction Methods 0.000 claims abstract description 47
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 41
239000010457 zeolite Substances 0.000 claims abstract description 41
229910021536 Zeolite Inorganic materials 0.000 claims abstract description 40
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 40
229910052710 silicon Inorganic materials 0.000 claims abstract description 27
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 26
229910052751 metal Inorganic materials 0.000 claims abstract description 25
239000002184 metal Substances 0.000 claims abstract description 25
239000010703 silicon Substances 0.000 claims abstract description 21
238000004587 chromatography analysis Methods 0.000 claims abstract description 15
239000000853 adhesive Substances 0.000 claims abstract description 13
230000001070 adhesive effect Effects 0.000 claims abstract description 13
229910002808 Si–O–Si Inorganic materials 0.000 claims abstract description 3
239000003463 adsorbent Substances 0.000 claims description 117
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 77
239000000463 material Substances 0.000 claims description 73
239000011521 glass Substances 0.000 claims description 52
238000000034 method Methods 0.000 claims description 52
-1 polysiloxane Polymers 0.000 claims description 50
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 38
239000007789 gas Substances 0.000 claims description 36
125000001183 hydrocarbyl group Chemical group 0.000 claims description 29
229920001296 polysiloxane Polymers 0.000 claims description 29
239000000377 silicon dioxide Substances 0.000 claims description 29
229910052757 nitrogen Inorganic materials 0.000 claims description 19
239000001257 hydrogen Substances 0.000 claims description 17
229910052739 hydrogen Inorganic materials 0.000 claims description 17
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 16
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 14
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
239000001301 oxygen Substances 0.000 claims description 13
229910052760 oxygen Inorganic materials 0.000 claims description 13
125000003118 aryl group Chemical group 0.000 claims description 11
125000004429 atom Chemical group 0.000 claims description 10
125000005843 halogen group Chemical group 0.000 claims description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
125000005372 silanol group Chemical group 0.000 claims description 9
229910002092 carbon dioxide Inorganic materials 0.000 claims description 8
239000001569 carbon dioxide Substances 0.000 claims description 8
238000010438 heat treatment Methods 0.000 claims description 8
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
229910052717 sulfur Inorganic materials 0.000 claims description 7
239000011593 sulfur Substances 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 6
239000003575 carbonaceous material Substances 0.000 claims description 6
125000003545 alkoxy group Chemical group 0.000 claims description 5
125000004104 aryloxy group Chemical group 0.000 claims description 5
150000001875 compounds Chemical class 0.000 claims description 5
125000004093 cyano group Chemical group *C#N 0.000 claims description 5
239000003365 glass fiber Substances 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
125000004430 oxygen atom Chemical group O* 0.000 claims description 5
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
239000005977 Ethylene Substances 0.000 claims description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 4
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 4
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 3
238000009835 boiling Methods 0.000 claims description 3
229910002091 carbon monoxide Inorganic materials 0.000 claims description 3
238000002485 combustion reaction Methods 0.000 claims description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
125000000068 chlorophenyl group Chemical group 0.000 claims description 2
239000000567 combustion gas Substances 0.000 claims description 2
125000006501 nitrophenyl group Chemical group 0.000 claims description 2
125000005425 toluyl group Chemical group 0.000 claims description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
125000003342 alkenyl group Chemical group 0.000 claims 1
125000000547 substituted alkyl group Chemical group 0.000 claims 1
150000003464 sulfur compounds Chemical class 0.000 claims 1
229920000620 organic polymer Polymers 0.000 abstract description 28
239000004033 plastic Substances 0.000 abstract description 15
229920003023 plastic Polymers 0.000 abstract description 15
229910021419 crystalline silicon Inorganic materials 0.000 abstract description 13
229910014571 C—O—Si Inorganic materials 0.000 abstract description 3
229910002800 Si–O–Al Inorganic materials 0.000 abstract 1
SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 abstract 1
239000000523 sample Substances 0.000 description 42
238000000576 coating method Methods 0.000 description 40
239000000835 fiber Substances 0.000 description 36
239000011248 coating agent Substances 0.000 description 35
230000000274 adsorptive effect Effects 0.000 description 34
239000000243 solution Substances 0.000 description 29
239000011159 matrix material Substances 0.000 description 28
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 27
239000007788 liquid Substances 0.000 description 24
239000002002 slurry Substances 0.000 description 24
239000002904 solvent Substances 0.000 description 24
238000002414 normal-phase solid-phase extraction Methods 0.000 description 23
239000010410 layer Substances 0.000 description 20
238000004458 analytical method Methods 0.000 description 18
238000010828 elution Methods 0.000 description 18
229910052734 helium Inorganic materials 0.000 description 18
239000001307 helium Substances 0.000 description 18
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 18
238000001179 sorption measurement Methods 0.000 description 18
239000012071 phase Substances 0.000 description 17
239000002808 molecular sieve Substances 0.000 description 15
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 15
239000011148 porous material Substances 0.000 description 14
238000013375 chromatographic separation Methods 0.000 description 13
239000003054 catalyst Substances 0.000 description 12
239000003480 eluent Substances 0.000 description 12
238000011068 loading method Methods 0.000 description 10
229910002027 silica gel Inorganic materials 0.000 description 10
239000000741 silica gel Substances 0.000 description 10
239000007790 solid phase Substances 0.000 description 10
239000000725 suspension Substances 0.000 description 10
230000000694 effects Effects 0.000 description 9
230000005526 G1 to G0 transition Effects 0.000 description 8
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
150000002431 hydrogen Chemical group 0.000 description 8
239000012535 impurity Substances 0.000 description 8
238000002360 preparation method Methods 0.000 description 8
XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical compound C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 description 7
239000004744 fabric Substances 0.000 description 7
229910002804 graphite Inorganic materials 0.000 description 7
239000010439 graphite Substances 0.000 description 7
229930195733 hydrocarbon Natural products 0.000 description 7
150000002430 hydrocarbons Chemical class 0.000 description 7
238000010926 purge Methods 0.000 description 7
229910003849 O-Si Inorganic materials 0.000 description 6
229910003872 O—Si Inorganic materials 0.000 description 6
229920001577 copolymer Polymers 0.000 description 6
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
238000012856 packing Methods 0.000 description 6
150000002739 metals Chemical class 0.000 description 5
230000008569 process Effects 0.000 description 5
CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
239000012491 analyte Substances 0.000 description 4
230000003197 catalytic effect Effects 0.000 description 4
239000011247 coating layer Substances 0.000 description 4
238000000605 extraction Methods 0.000 description 4
239000012530 fluid Substances 0.000 description 4
125000000524 functional group Chemical group 0.000 description 4
239000003292 glue Substances 0.000 description 4
230000005484 gravity Effects 0.000 description 4
239000007791 liquid phase Substances 0.000 description 4
125000005375 organosiloxane group Chemical group 0.000 description 4
239000011236 particulate material Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
230000003068 static effect Effects 0.000 description 4
239000000126 substance Substances 0.000 description 4
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
239000004215 Carbon black (E152) Substances 0.000 description 3
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
239000004698 Polyethylene Substances 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
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239000011261 inert gas Substances 0.000 description 3
229910017604 nitric acid Inorganic materials 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
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125000001424 substituent group Chemical group 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
230000007704 transition Effects 0.000 description 3
SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
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229910014033 C-OH Inorganic materials 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
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229910014570 C—OH Inorganic materials 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
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229910002651 NO3 Inorganic materials 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
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229910018540 Si C Inorganic materials 0.000 description 2
238000013019 agitation Methods 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
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239000012298 atmosphere Substances 0.000 description 2
230000008901 benefit Effects 0.000 description 2
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239000003208 petroleum Substances 0.000 description 2
IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 2
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UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
FWLXZVMBKBBSAR-UHFFFAOYSA-M 2-butylhexanoyloxy(oxo)tin Chemical compound CCCCC(CCCC)C(=O)O[Sn]=O FWLXZVMBKBBSAR-UHFFFAOYSA-M 0.000 description 1
102100024133 Coiled-coil domain-containing protein 50 Human genes 0.000 description 1
101000910772 Homo sapiens Coiled-coil domain-containing protein 50 Proteins 0.000 description 1
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UKXSKSHDVLQNKG-UHFFFAOYSA-N benzilic acid Chemical compound C=1C=CC=CC=1C(O)(C(=O)O)C1=CC=CC=C1 UKXSKSHDVLQNKG-UHFFFAOYSA-N 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
VQPFDLRNOCQMSN-UHFFFAOYSA-N bromosilane Chemical compound Br[SiH3] VQPFDLRNOCQMSN-UHFFFAOYSA-N 0.000 description 1
PWLNAUNEAKQYLH-UHFFFAOYSA-N butyric acid octyl ester Natural products CCCCCCCCOC(=O)CCC PWLNAUNEAKQYLH-UHFFFAOYSA-N 0.000 description 1
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239000000919 ceramic Substances 0.000 description 1
238000005229 chemical vapour deposition Methods 0.000 description 1
KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
238000011097 chromatography purification Methods 0.000 description 1
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XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
230000010354 integration Effects 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000002540 isothiocyanates Chemical group 0.000 description 1
238000005259 measurement Methods 0.000 description 1
OKHRRIGNGQFVEE-UHFFFAOYSA-N methyl(diphenyl)silicon Chemical compound C=1C=CC=CC=1[Si](C)C1=CC=CC=C1 OKHRRIGNGQFVEE-UHFFFAOYSA-N 0.000 description 1
RXTNIJMLAQNTEG-UHFFFAOYSA-N methylamyl acetate Natural products CCCCC(C)OC(C)=O RXTNIJMLAQNTEG-UHFFFAOYSA-N 0.000 description 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
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125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
239000012038 nucleophile Substances 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
RPDJEKMSFIRVII-UHFFFAOYSA-N oxomethylidenehydrazine Chemical group NN=C=O RPDJEKMSFIRVII-UHFFFAOYSA-N 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
229920000779 poly(divinylbenzene) Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
239000002952 polymeric resin Substances 0.000 description 1
229920001843 polymethylhydrosiloxane Polymers 0.000 description 1
239000012462 polypropylene substrate Substances 0.000 description 1
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238000003825 pressing Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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239000002296 pyrolytic carbon Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
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230000035484 reaction time Effects 0.000 description 1
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239000012260 resinous material Substances 0.000 description 1
229910052703 rhodium Inorganic materials 0.000 description 1
239000010948 rhodium Substances 0.000 description 1
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
102220049405 rs147669920 Human genes 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000005070 sampling Methods 0.000 description 1
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
238000007789 sealing Methods 0.000 description 1
229910000077 silane Inorganic materials 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
229920005573 silicon-containing polymer Polymers 0.000 description 1
238000003746 solid phase reaction Methods 0.000 description 1
238000005063 solubilization Methods 0.000 description 1
230000007928 solubilization Effects 0.000 description 1
238000000527 sonication Methods 0.000 description 1
239000002594 sorbent Substances 0.000 description 1
241000894007 species Species 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
KXCAEQNNTZANTK-UHFFFAOYSA-N stannane Chemical compound [SnH4] KXCAEQNNTZANTK-UHFFFAOYSA-N 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
238000004381 surface treatment Methods 0.000 description 1
229920006303 teflon fiber Polymers 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
229910000083 tin tetrahydride Inorganic materials 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
239000010936 titanium Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
PIILXFBHQILWPS-UHFFFAOYSA-N tributyltin Chemical compound CCCC[Sn](CCCC)CCCC PIILXFBHQILWPS-UHFFFAOYSA-N 0.000 description 1
238000002604 ultrasonography Methods 0.000 description 1
238000011144 upstream manufacturing Methods 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
239000002699 waste material Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Landscapes

Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Silicon Polymers (AREA)

CA002365098A 1994-02-04 1995-02-02 Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon Expired - Lifetime CA2365098C (fr)

Applications Claiming Priority (9)

Application Number	Priority Date	Filing Date	Title
US19164494A	1994-02-04	1994-02-04
US08/191,644		1994-02-04
US20175294A	1994-02-25	1994-02-25
US08/201,752		1994-02-25
US27604894A	1994-07-15	1994-07-15
US08/276,048		1994-07-15
US08/283,210		1994-07-29
US08/283,210 US5653875A (en)	1994-02-04	1994-07-29	Nucleophilic bodies bonded to siloxane and use thereof for separations from sample matrices
CA002182693A CA2182693C (fr)	1994-02-04	1995-02-02	Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002182693A Division CA2182693C (fr)	1994-02-04	1995-02-02	Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon

Publications (2)

Publication Number	Publication Date
CA2365098A1 CA2365098A1 (fr)	1995-08-10
CA2365098C true CA2365098C (fr)	2006-11-07

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Application Number	Title	Priority Date	Filing Date
CA002365098A Expired - Lifetime CA2365098C (fr)	1994-02-04	1995-02-02	Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon

Country Status (1)

Country	Link
CA (1)	CA2365098C (fr)

1995
- 1995-02-02 CA CA002365098A patent/CA2365098C/fr not_active Expired - Lifetime

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CA2365098A1 (fr)	1995-08-10

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Publication	Publication Date	Title
CA2182693C (fr)	2002-04-16	Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon
JP5580507B2 (ja)	2014-08-27	吸着構造体
Majors	1980	Recent advances in HPLC packings and columns
US5529686A (en)	1996-06-25	Composite membranes for solid phase extractions and reactions
JP2007534460A5 (fr)	2010-09-02
CA2365098C (fr)	2006-11-07	Corps nucleophiles lies au siloxane et leur utilisation pour les separations d'avec des matrices d'echantillon
JP2004003897A (ja)	2004-01-08	クロマトグラフィー用担体、前処理用担体及びキット
AU2004293799B2 (en)	2010-02-11	Polysilazane thermosetting polymers for use in chromatographic systems and applications