KR20060125788A - 기재에 결합하는 극성 실란 및 크로마토그래피에서 결합된기재의 용도 - Google Patents
기재에 결합하는 극성 실란 및 크로마토그래피에서 결합된기재의 용도 Download PDFInfo
- Publication number
- KR20060125788A KR20060125788A KR1020067011025A KR20067011025A KR20060125788A KR 20060125788 A KR20060125788 A KR 20060125788A KR 1020067011025 A KR1020067011025 A KR 1020067011025A KR 20067011025 A KR20067011025 A KR 20067011025A KR 20060125788 A KR20060125788 A KR 20060125788A
- Authority
- KR
- South Korea
- Prior art keywords
- silicon compound
- group
- substrate
- alkyl
- composition
- 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.)
- Ceased
Links
- 239000000758 substrate Substances 0.000 title claims abstract description 36
- 238000004587 chromatography analysis Methods 0.000 title claims abstract description 5
- 150000004756 silanes Chemical class 0.000 title description 2
- 150000003377 silicon compounds Chemical class 0.000 claims abstract description 54
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 125000000524 functional group Chemical group 0.000 claims abstract description 21
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 20
- -1 amino, thio Chemical group 0.000 claims abstract description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 10
- 125000001475 halogen functional group Chemical group 0.000 claims abstract description 10
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910002808 Si–O–Si Inorganic materials 0.000 claims abstract description 8
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 8
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims abstract description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 69
- 239000000377 silicon dioxide Substances 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 14
- 150000001408 amides Chemical class 0.000 claims description 10
- 229910002027 silica gel Inorganic materials 0.000 claims description 10
- 239000000741 silica gel Substances 0.000 claims description 10
- 238000000926 separation method Methods 0.000 claims description 8
- 239000000499 gel Substances 0.000 claims description 7
- 239000002609 medium Substances 0.000 claims description 7
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 235000013877 carbamide Nutrition 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 5
- 229940124530 sulfonamide Drugs 0.000 claims description 5
- 150000003456 sulfonamides Chemical class 0.000 claims description 5
- 238000013375 chromatographic separation Methods 0.000 claims description 4
- 150000004820 halides Chemical group 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000012491 analyte Substances 0.000 claims description 3
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 3
- 239000011521 glass Substances 0.000 claims description 3
- 150000003672 ureas Chemical class 0.000 claims description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 239000004202 carbamide Substances 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 238000004366 reverse phase liquid chromatography Methods 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000012501 chromatography medium Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 14
- 238000012856 packing Methods 0.000 abstract description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
- 238000012360 testing method Methods 0.000 description 19
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 14
- 239000000463 material Substances 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 8
- 230000003301 hydrolyzing effect Effects 0.000 description 8
- 230000001965 increasing effect Effects 0.000 description 8
- 239000012948 isocyanate Substances 0.000 description 8
- 150000002513 isocyanates Chemical class 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 230000005526 G1 to G0 transition Effects 0.000 description 7
- 238000011161 development Methods 0.000 description 7
- 230000018109 developmental process Effects 0.000 description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 7
- 229940035893 uracil Drugs 0.000 description 7
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 6
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical compound NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 description 6
- 238000001514 detection method Methods 0.000 description 6
- 239000003480 eluent Substances 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 6
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 6
- RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 5
- 230000002194 synthesizing effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 4
- TZZGHGKTHXIOMN-UHFFFAOYSA-N 3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCCC[Si](OC)(OC)OC TZZGHGKTHXIOMN-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 4
- 150000001263 acyl chlorides Chemical class 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- KRMDCWKBEZIMAB-UHFFFAOYSA-N amitriptyline Chemical compound C1CC2=CC=CC=C2C(=CCCN(C)C)C2=CC=CC=C21 KRMDCWKBEZIMAB-UHFFFAOYSA-N 0.000 description 4
- 229960000836 amitriptyline Drugs 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- 229910000077 silane Inorganic materials 0.000 description 4
- 238000013112 stability test Methods 0.000 description 4
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229940104302 cytosine Drugs 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229940113082 thymine Drugs 0.000 description 3
- 239000003039 volatile agent Substances 0.000 description 3
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000007306 functionalization reaction Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 230000001939 inductive effect Effects 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 239000002346 layers by function Substances 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- IVORCBKUUYGUOL-UHFFFAOYSA-N 1-ethynyl-2,4-dimethoxybenzene Chemical compound COC1=CC=C(C#C)C(OC)=C1 IVORCBKUUYGUOL-UHFFFAOYSA-N 0.000 description 1
- JFKUBRAOUZEZSL-UHFFFAOYSA-N 4-butylbenzoic acid Chemical compound CCCCC1=CC=C(C(O)=O)C=C1 JFKUBRAOUZEZSL-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229910008051 Si-OH Inorganic materials 0.000 description 1
- 229910006358 Si—OH Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229940067596 butylparaben Drugs 0.000 description 1
- 239000005539 carbonized material Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- GZGREZWGCWVAEE-UHFFFAOYSA-N chloro-dimethyl-octadecylsilane Chemical compound CCCCCCCCCCCCCCCCCC[Si](C)(C)Cl GZGREZWGCWVAEE-UHFFFAOYSA-N 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium oxide Inorganic materials O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- PVADDRMAFCOOPC-UHFFFAOYSA-N oxogermanium Chemical compound [Ge]=O PVADDRMAFCOOPC-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Chemical group 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 238000004007 reversed phase HPLC Methods 0.000 description 1
- 150000004819 silanols Chemical class 0.000 description 1
- 150000003376 silicon Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Chemical group 0.000 description 1
- 125000005371 silicon functional group Chemical group 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229910052717 sulfur Chemical group 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical compound O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Images
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
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J20/286—Phases chemically bonded to a substrate, e.g. to silica or to polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J20/286—Phases chemically bonded to a substrate, e.g. to silica or to polymers
- B01J20/287—Non-polar phases; Reversed phases
-
- 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
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/50—Aspects relating to the use of sorbent or filter aid materials
- B01J2220/54—Sorbents specially adapted for analytical or investigative chromatography
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Landscapes
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/702,109 | 2003-11-04 | ||
| US10/702,109 US7074491B2 (en) | 2003-11-04 | 2003-11-04 | Polar silanes for binding to substrates and use of the bound substrates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20060125788A true KR20060125788A (ko) | 2006-12-06 |
Family
ID=34551590
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020067011025A Ceased KR20060125788A (ko) | 2003-11-04 | 2004-10-04 | 기재에 결합하는 극성 실란 및 크로마토그래피에서 결합된기재의 용도 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7074491B2 (enExample) |
| EP (1) | EP1680432B1 (enExample) |
| JP (1) | JP4904161B2 (enExample) |
| KR (1) | KR20060125788A (enExample) |
| CN (1) | CN1901990B (enExample) |
| AU (1) | AU2004288994B2 (enExample) |
| CA (1) | CA2544636A1 (enExample) |
| WO (1) | WO2005047886A1 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7402243B2 (en) | 2004-09-10 | 2008-07-22 | Dionex Corporation | Organosilanes and substrate bonded with same |
| US7468130B2 (en) * | 2005-02-15 | 2008-12-23 | Dionex Corporation | Organosilanes and substrates covalently bonded with same and methods for synthesis and use same |
| US7557232B2 (en) * | 2007-05-25 | 2009-07-07 | Dionex Corporation | Compositions useful as chromatography stationary phases |
| US9314712B2 (en) | 2008-05-09 | 2016-04-19 | Dionex Corporation | Functionalized substrates with ion-exchange properties |
| CN102939140B (zh) | 2010-05-19 | 2015-05-20 | 迪奥内克斯公司 | 具有芳香族堆积特性的官能化的基质 |
| EP2675560B1 (en) | 2011-02-14 | 2019-08-28 | Dionex Corporation | Liquid chromatographic column including a ligand comprising a polyhedral oligomeric silsequioxane moiety, and liquid chromatografic method using the column |
| CN104428045B (zh) | 2012-05-15 | 2017-12-01 | 沃特世科技公司 | 色谱材料 |
| CN111644164B (zh) * | 2012-05-15 | 2024-03-08 | 沃特世科技公司 | 用于分离不饱和分子的色谱材料 |
| SG11201404681VA (en) | 2012-09-17 | 2014-09-26 | Grace W R & Co | Chromatography media and devices |
| US9610576B2 (en) | 2012-09-27 | 2017-04-04 | Agilent Technologies, Inc. | Hydrolytically stable ion-exchange stationary phases and uses thereof |
| CN103357390A (zh) * | 2012-11-12 | 2013-10-23 | 北京迪马欧泰科技发展中心 | 多层结构键合硅胶液相色谱填料及其合成方法 |
| US9169331B2 (en) | 2012-12-21 | 2015-10-27 | Dionex Corporation | Separation of glycans by mixed-mode liquid chromatography |
| EP2745904B1 (en) | 2012-12-21 | 2015-12-16 | Dionex Corporation | HILIC/Anion-Exchange/Cation-Exchange Multimodal Media |
| US9310344B2 (en) | 2013-06-14 | 2016-04-12 | Dionex Corporation | HILIC/anion-exchange/cation-exchange multimodal media |
| CN103170311A (zh) * | 2013-03-20 | 2013-06-26 | 华东理工大学 | 新型氨基系列色谱固定相及制备方法 |
| EP3936226A3 (en) | 2013-06-11 | 2022-03-16 | Waters Technologies Corporation | Chromatographic columns and separation devices comprising a superficially porous material; and use thereof for supercritical fluid chromatography and other chromatography |
| CN107847907A (zh) | 2014-05-02 | 2018-03-27 | 格雷斯公司 | 官能化载体材料以及制备和使用官能化载体材料的方法 |
| WO2016115101A1 (en) | 2015-01-15 | 2016-07-21 | Dionex Corporation | Chromatographic material having improved ph stability, method for preparation thereof and uses thereof |
| US10695744B2 (en) | 2015-06-05 | 2020-06-30 | W. R. Grace & Co.-Conn. | Adsorbent biprocessing clarification agents and methods of making and using the same |
| US10618920B2 (en) | 2016-06-03 | 2020-04-14 | Agilent Technologies, Inc. | Functionalized particles having modified phases |
| US20190126167A1 (en) | 2017-11-01 | 2019-05-02 | Dionex Corporation | Sulfonamide based anion exchange resins |
| CN111135808B (zh) * | 2019-12-30 | 2023-03-31 | 纳谱分析技术（苏州）有限公司 | 硅化合物、固定相及其应用 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE623601A (enExample) * | 1961-10-16 | 1900-01-01 | ||
| DE2250921A1 (de) | 1972-10-18 | 1974-04-25 | Dynamit Nobel Ag | Neue silane von sulfon- und phosphorsaeureamiden |
| DE2357184A1 (de) * | 1973-11-16 | 1975-05-22 | Merck Patent Gmbh | Verfahren zur herstellung von organisch modifizierten siliciumdioxiden |
| DE2641201A1 (de) * | 1976-09-14 | 1978-03-16 | Consortium Elektrochem Ind | Diorganopolysiloxane enthaltende gemische und verfahren zu ihrer herstellung |
| US4584138A (en) * | 1983-09-30 | 1986-04-22 | Union Carbide Corporation | Novel fatty ethenoid acylaminoorganosilicon compounds and their use as a coupling agent |
| DE3424534A1 (de) * | 1984-07-04 | 1986-01-09 | Degussa Ag, 6000 Frankfurt | N,n'- und n,n',n'-substituierte silylharnstoffe und verfahren zu deren herstellung |
| US4705725A (en) * | 1986-11-28 | 1987-11-10 | E. I. Du Pont De Nemours And Company | Substrates with sterically-protected, stable, covalently-bonded organo-silane films |
| DE3706521A1 (de) * | 1987-02-28 | 1988-09-08 | Degussa | Benzoylthioharnstoffgruppen-haltige organosilane, verfahren zu ihrer herstellung |
| DE3821465A1 (de) * | 1988-06-25 | 1989-12-28 | Degussa | Verfahren zur herstellung ein- oder mehrfach substituierter organyloxysilylfunktioneller thioharnstoffe und diese verbindungen |
| JPH0219387A (ja) * | 1988-07-08 | 1990-01-23 | Toshiba Silicone Co Ltd | 有機ケイ素化合物およびその製造方法 |
| US4990641A (en) * | 1988-07-08 | 1991-02-05 | Toshiba Silicone Co., Ltd. | Organosilicon compound and its preparing method |
| JPH02107650A (ja) * | 1988-10-17 | 1990-04-19 | Toshiba Silicone Co Ltd | 無機ケイ素質充填剤用処理剤 |
| DE3837415A1 (de) * | 1988-11-04 | 1990-05-10 | Degussa | Organopolysiloxan-harnstoff- und organopolysiloxan-thioharnstoff-derivate, verfahren zu ihrer herstellung und verwendung |
| US5290440A (en) | 1992-06-23 | 1994-03-01 | Research Corporation Technologies, Inc. | High performance chiral selector |
| US5374755A (en) * | 1992-07-17 | 1994-12-20 | Millipore Corporation | Liquid chromatography stationary phases with reduced silanol interactions |
| US5523443A (en) | 1992-10-13 | 1996-06-04 | Caschem, Inc. | Dual curing conformal coatings |
| US5888491A (en) | 1993-12-06 | 1999-03-30 | Minnesota Mining And Manufacturing Company | Optionally crosslinkable coatings, compositions and methods of use |
| CA2222137A1 (en) * | 1995-06-05 | 1996-12-12 | Basil V. Gregorovich | Coating composition containing silane functionality |
| DE69721748T2 (de) * | 1996-12-30 | 2004-03-11 | Hydro-Québec, Montréal | Oberflächenmodifizierte kohlenstoffmaterialien |
| DE19756831A1 (de) * | 1997-12-19 | 1999-07-01 | Wacker Chemie Gmbh | Siliciumdioxid, das an seiner Oberfläche teil- oder vollständig silylierte Polykieselsäureketten trägt |
| JPH11335380A (ja) | 1998-05-22 | 1999-12-07 | Nitto Boseki Co Ltd | 耐水性向上シランカップリング剤 |
| US6262216B1 (en) * | 1998-10-13 | 2001-07-17 | Affymetrix, Inc. | Functionalized silicon compounds and methods for their synthesis and use |
| EP1163050B1 (en) | 1999-02-05 | 2007-01-03 | Waters Investments Limited | Preparation of porous inorganic/organic hybrid particles for chromatographic separations |
| JP4387518B2 (ja) | 1999-10-18 | 2009-12-16 | 日東電工株式会社 | 接着剤組成物 |
| US6528167B2 (en) * | 2001-01-31 | 2003-03-04 | Waters Investments Limited | Porous hybrid particles with organic groups removed from the surface |
| US6800777B2 (en) * | 2001-05-03 | 2004-10-05 | Gelest, Inc. | Trialkylsilanes for use in chromatographic applications, substrates including such compounds and methods of producing the same |
| US6645378B1 (en) * | 2002-03-05 | 2003-11-11 | Dionex Corporation | Polar silanes and their use on silica supports |
| DE10393599T5 (de) * | 2002-10-30 | 2005-10-27 | Waters Investments Ltd., New Castle | Poröse anorganische/organische Homogene copolymerische Hybridmaterialien für chromatographische Auftrennungen und Verfahren für deren Herstellung |
-
2003
- 2003-11-04 US US10/702,109 patent/US7074491B2/en not_active Expired - Lifetime
-
2004
- 2004-10-04 CN CN2004800398117A patent/CN1901990B/zh not_active Expired - Lifetime
- 2004-10-04 JP JP2006538010A patent/JP4904161B2/ja not_active Expired - Lifetime
- 2004-10-04 KR KR1020067011025A patent/KR20060125788A/ko not_active Ceased
- 2004-10-04 WO PCT/US2004/032655 patent/WO2005047886A1/en not_active Ceased
- 2004-10-04 CA CA 2544636 patent/CA2544636A1/en not_active Abandoned
- 2004-10-04 AU AU2004288994A patent/AU2004288994B2/en not_active Ceased
- 2004-10-04 EP EP20040794125 patent/EP1680432B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2544636A1 (en) | 2005-05-26 |
| WO2005047886A1 (en) | 2005-05-26 |
| JP2007510644A (ja) | 2007-04-26 |
| EP1680432B1 (en) | 2014-08-20 |
| EP1680432A1 (en) | 2006-07-19 |
| AU2004288994A1 (en) | 2005-05-26 |
| CN1901990B (zh) | 2013-04-03 |
| JP4904161B2 (ja) | 2012-03-28 |
| US7074491B2 (en) | 2006-07-11 |
| US20050095440A1 (en) | 2005-05-05 |
| CN1901990A (zh) | 2007-01-24 |
| AU2004288994B2 (en) | 2011-07-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR20060125788A (ko) | 기재에 결합하는 극성 실란 및 크로마토그래피에서 결합된기재의 용도 | |
| AU2005215377B2 (en) | Polar-modified bonded phase materials for chromatographic separations | |
| JP4820401B2 (ja) | 表面から有機基を取り除いた多孔質混成物粒子 | |
| US8425778B2 (en) | Organosilanes and substrate bonded with same | |
| JP5667335B2 (ja) | シリカ基体とオルガノシラン化合物との反応により得られる構造体 | |
| EP0386926A2 (en) | Silica gel supports suitable for chromatographic separations | |
| KR100975451B1 (ko) | 극성 실란 및 실리카 지지체 상의 이의 용도 | |
| US7534352B2 (en) | Reversed endcapping and bonding of chromatographic stationary phases using hydrosilanes | |
| GB2437953A (en) | Silica-based chromatographic stationary phase | |
| KR100638478B1 (ko) | 이치환 쿠커비투릴이 결합된 실리카겔 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20060605 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20090923 Comment text: Request for Examination of Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20110518 Patent event code: PE09021S01D |
|
| E601 | Decision to refuse application | ||
| PE0601 | Decision on rejection of patent |
Patent event date: 20120709 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 20120424 Comment text: Notification of reason for refusal Patent event code: PE06011S01I Patent event date: 20110518 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |