TWI331627B - - Google Patents
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- TWI331627B TWI331627B TW092132699A TW92132699A TWI331627B TW I331627 B TWI331627 B TW I331627B TW 092132699 A TW092132699 A TW 092132699A TW 92132699 A TW92132699 A TW 92132699A TW I331627 B TWI331627 B TW I331627B
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- monomer
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- polymer
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- 125000003277 amino group Chemical group 0.000 claims abstract description 150
- 238000006243 chemical reaction Methods 0.000 claims abstract description 136
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims abstract 2
- 239000000945 filler Substances 0.000 claims description 46
- 239000002245 particle Substances 0.000 claims description 43
- 238000007248 oxidative elimination reaction Methods 0.000 claims description 37
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 33
- 239000011148 porous material Substances 0.000 claims description 25
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims description 21
- 229960001231 choline Drugs 0.000 claims description 21
- 229920001864 tannin Polymers 0.000 claims description 14
- 239000001648 tannin Substances 0.000 claims description 14
- 235000018553 tannin Nutrition 0.000 claims description 14
- 210000000941 bile Anatomy 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 240
- 238000000034 method Methods 0.000 abstract description 109
- 230000004048 modification Effects 0.000 abstract description 26
- 238000012986 modification Methods 0.000 abstract description 26
- 239000012567 medical material Substances 0.000 abstract description 6
- 229960004956 glycerylphosphorylcholine Drugs 0.000 abstract description 2
- NJNWCIAPVGRBHO-UHFFFAOYSA-N 2-hydroxyethyl-dimethyl-[(oxo-$l^{5}-phosphanylidyne)methyl]azanium Chemical group OCC[N+](C)(C)C#P=O NJNWCIAPVGRBHO-UHFFFAOYSA-N 0.000 abstract 1
- 239000008777 Glycerylphosphorylcholine Substances 0.000 abstract 1
- SUHOQUVVVLNYQR-MRVPVSSYSA-N choline alfoscerate Chemical compound C[N+](C)(C)CCOP([O-])(=O)OC[C@H](O)CO SUHOQUVVVLNYQR-MRVPVSSYSA-N 0.000 abstract 1
- 238000011909 oxidative ring-opening Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 165
- 239000000178 monomer Substances 0.000 description 131
- 239000000843 powder Substances 0.000 description 127
- 229920000642 polymer Polymers 0.000 description 108
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 97
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 78
- -1 m-gen Substances 0.000 description 73
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 62
- 235000018102 proteins Nutrition 0.000 description 56
- 102000004169 proteins and genes Human genes 0.000 description 56
- 108090000623 proteins and genes Proteins 0.000 description 56
- 238000000926 separation method Methods 0.000 description 51
- 239000000243 solution Substances 0.000 description 42
- 229920001577 copolymer Polymers 0.000 description 37
- 150000001299 aldehydes Chemical class 0.000 description 36
- 239000004417 polycarbonate Substances 0.000 description 36
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Natural products CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 35
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 34
- 150000001412 amines Chemical class 0.000 description 33
- 239000000203 mixture Substances 0.000 description 33
- 239000011248 coating agent Substances 0.000 description 31
- 238000000576 coating method Methods 0.000 description 31
- 238000004519 manufacturing process Methods 0.000 description 31
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 30
- 239000002253 acid Substances 0.000 description 29
- 125000000217 alkyl group Chemical group 0.000 description 29
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 28
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 28
- 238000001179 sorption measurement Methods 0.000 description 28
- 238000012360 testing method Methods 0.000 description 27
- 238000004587 chromatography analysis Methods 0.000 description 26
- 238000004458 analytical method Methods 0.000 description 25
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 24
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 24
- 238000006116 polymerization reaction Methods 0.000 description 24
- 239000003638 chemical reducing agent Substances 0.000 description 23
- 230000002829 reductive effect Effects 0.000 description 23
- 239000000758 substrate Substances 0.000 description 23
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 22
- 229910000420 cerium oxide Inorganic materials 0.000 description 22
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 22
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 22
- 238000004132 cross linking Methods 0.000 description 21
- 238000006268 reductive amination reaction Methods 0.000 description 21
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 20
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 20
- 229940098773 bovine serum albumin Drugs 0.000 description 20
- 239000000523 sample Substances 0.000 description 20
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 19
- 238000002715 modification method Methods 0.000 description 19
- 239000002904 solvent Substances 0.000 description 19
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 18
- 125000000524 functional group Chemical group 0.000 description 18
- 239000007789 gas Substances 0.000 description 18
- 239000010445 mica Substances 0.000 description 18
- 229910052618 mica group Inorganic materials 0.000 description 18
- 229910052742 iron Inorganic materials 0.000 description 17
- 108090000765 processed proteins & peptides Proteins 0.000 description 17
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 125000004432 carbon atom Chemical group C* 0.000 description 16
- 239000001257 hydrogen Substances 0.000 description 16
- 229910052739 hydrogen Inorganic materials 0.000 description 16
- 239000007788 liquid Substances 0.000 description 16
- 239000000126 substance Substances 0.000 description 16
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 15
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- 239000012299 nitrogen atmosphere Substances 0.000 description 15
- 239000003505 polymerization initiator Substances 0.000 description 15
- 102000004196 processed proteins & peptides Human genes 0.000 description 15
- 238000003756 stirring Methods 0.000 description 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 14
- 239000004809 Teflon Substances 0.000 description 14
- 229920006362 Teflon® Polymers 0.000 description 14
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 14
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 13
- 229910052799 carbon Inorganic materials 0.000 description 13
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- 238000003786 synthesis reaction Methods 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
- 229910052782 aluminium Inorganic materials 0.000 description 12
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 12
- AFLBAXPZSPPPIW-UHFFFAOYSA-N disodium;dioxidoboranylformonitrile Chemical compound [Na+].[Na+].[O-]B([O-])C#N AFLBAXPZSPPPIW-UHFFFAOYSA-N 0.000 description 12
- 239000012528 membrane Substances 0.000 description 12
- 229920001184 polypeptide Polymers 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 11
- 235000011187 glycerol Nutrition 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- 239000003960 organic solvent Substances 0.000 description 11
- 229910052698 phosphorus Inorganic materials 0.000 description 11
- 239000011574 phosphorus Substances 0.000 description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 11
- 150000003335 secondary amines Chemical class 0.000 description 11
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 10
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 10
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 10
- 229960004592 isopropanol Drugs 0.000 description 10
- YHHSONZFOIEMCP-UHFFFAOYSA-N 2-(trimethylazaniumyl)ethyl hydrogen phosphate Chemical compound C[N+](C)(C)CCOP(O)([O-])=O YHHSONZFOIEMCP-UHFFFAOYSA-N 0.000 description 9
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 238000001157 Fourier transform infrared spectrum Methods 0.000 description 9
- XJDCHDFUMGSEHD-UHFFFAOYSA-N NCCCC(C(OC)(OC)OC)CCCCCCCC Chemical compound NCCCC(C(OC)(OC)OC)CCCCCCCC XJDCHDFUMGSEHD-UHFFFAOYSA-N 0.000 description 9
- 239000004743 Polypropylene Substances 0.000 description 9
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 238000000921 elemental analysis Methods 0.000 description 9
- 239000003365 glass fiber Substances 0.000 description 9
- 239000003607 modifier Substances 0.000 description 9
- 229920001155 polypropylene Polymers 0.000 description 9
- 229920001296 polysiloxane Polymers 0.000 description 9
- 239000000454 talc Substances 0.000 description 9
- 229910052623 talc Inorganic materials 0.000 description 9
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 238000001816 cooling Methods 0.000 description 8
- 238000007334 copolymerization reaction Methods 0.000 description 8
- 125000003700 epoxy group Chemical group 0.000 description 8
- 239000010439 graphite Substances 0.000 description 8
- 229910002804 graphite Inorganic materials 0.000 description 8
- 229920001519 homopolymer Polymers 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 150000002978 peroxides Chemical class 0.000 description 8
- 239000012071 phase Substances 0.000 description 8
- 239000008363 phosphate buffer Substances 0.000 description 8
- 229950004354 phosphorylcholine Drugs 0.000 description 8
- 239000002243 precursor Substances 0.000 description 8
- 239000005871 repellent Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 229910052797 bismuth Inorganic materials 0.000 description 7
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 7
- 239000002537 cosmetic Substances 0.000 description 7
- 239000000835 fiber Substances 0.000 description 7
- 230000006870 function Effects 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- 150000002576 ketones Chemical class 0.000 description 7
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- 239000001301 oxygen Substances 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 230000005855 radiation Effects 0.000 description 7
- 239000004575 stone Substances 0.000 description 7
- 239000000052 vinegar Substances 0.000 description 7
- 235000021419 vinegar Nutrition 0.000 description 7
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 6
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 6
- NIPWFPYJCVZBSC-UHFFFAOYSA-M 2-hydroxyethyl(trimethyl)phosphanium;chloride Chemical group [Cl-].C[P+](C)(C)CCO NIPWFPYJCVZBSC-UHFFFAOYSA-M 0.000 description 6
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 6
- 108010010803 Gelatin Proteins 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 6
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 239000005388 borosilicate glass Substances 0.000 description 6
- 239000000919 ceramic Substances 0.000 description 6
- 239000007810 chemical reaction solvent Substances 0.000 description 6
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 238000000502 dialysis Methods 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 229920000159 gelatin Polymers 0.000 description 6
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- 235000019322 gelatine Nutrition 0.000 description 6
- 235000011852 gelatine desserts Nutrition 0.000 description 6
- 150000002466 imines Chemical class 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- 239000000741 silica gel Substances 0.000 description 6
- 229910002027 silica gel Inorganic materials 0.000 description 6
- 125000006850 spacer group Chemical group 0.000 description 6
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 6
- 239000011787 zinc oxide Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- 239000005995 Aluminium silicate Substances 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 5
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 5
- 108090000631 Trypsin Proteins 0.000 description 5
- 102000004142 Trypsin Human genes 0.000 description 5
- 235000012211 aluminium silicate Nutrition 0.000 description 5
- 235000011114 ammonium hydroxide Nutrition 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 239000007853 buffer solution Substances 0.000 description 5
- 230000003098 cholesteric effect Effects 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 235000019439 ethyl acetate Nutrition 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 238000011049 filling Methods 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 5
- 239000012046 mixed solvent Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 5
- 238000009832 plasma treatment Methods 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
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- 230000000379 polymerizing effect Effects 0.000 description 5
- 229910052707 ruthenium Inorganic materials 0.000 description 5
- 210000002966 serum Anatomy 0.000 description 5
- 229910021653 sulphate ion Inorganic materials 0.000 description 5
- 229920001059 synthetic polymer Polymers 0.000 description 5
- 239000004408 titanium dioxide Substances 0.000 description 5
- 239000012588 trypsin Substances 0.000 description 5
- 150000000180 1,2-diols Chemical class 0.000 description 4
- CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 4
- NIHFVVOKCFTZTK-UHFFFAOYSA-N CCOC(C=C)=O.N.N.N Chemical compound CCOC(C=C)=O.N.N.N NIHFVVOKCFTZTK-UHFFFAOYSA-N 0.000 description 4
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 229920002292 Nylon 6 Polymers 0.000 description 4
- 239000002033 PVDF binder Substances 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 206010036790 Productive cough Diseases 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 108090000901 Transferrin Proteins 0.000 description 4
- 102000004338 Transferrin Human genes 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- 229910021536 Zeolite Inorganic materials 0.000 description 4
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 125000004744 butyloxycarbonyl group Chemical group 0.000 description 4
- 238000012512 characterization method Methods 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 238000007872 degassing Methods 0.000 description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
- 238000001962 electrophoresis Methods 0.000 description 4
- 239000007850 fluorescent dye Substances 0.000 description 4
- 239000011888 foil Substances 0.000 description 4
- QFWPJPIVLCBXFJ-UHFFFAOYSA-N glymidine Chemical compound N1=CC(OCCOC)=CN=C1NS(=O)(=O)C1=CC=CC=C1 QFWPJPIVLCBXFJ-UHFFFAOYSA-N 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
-
- 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
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| JP2003052305A JP3655615B2 (ja) | 2003-02-28 | 2003-02-28 | クロマトグラフィー用充填剤 |
| JP2003133418A JP4251913B2 (ja) | 2003-05-12 | 2003-05-12 | ホスホリルコリン基を表面に有する接液部材 |
| JP2003169123A JP3647852B2 (ja) | 2002-11-25 | 2003-06-13 | 素材の表面改質方法 |
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| JP3852942B2 (ja) * | 2004-05-24 | 2006-12-06 | 株式会社資生堂 | 水中分散性化粧料用粉体 |
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| CN102977275B (zh) * | 2011-09-07 | 2014-12-10 | 佛山市博新生物科技有限公司 | 一种经过预处理的含有磷酰胆碱基团的单体改善吸附树脂生物相容性的应用 |
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| KR102916215B1 (ko) * | 2019-08-27 | 2026-01-23 | 도레이 카부시키가이샤 | 의료 디바이스의 제조 방법 |
| KR102278739B1 (ko) * | 2019-10-07 | 2021-07-20 | 국방과학연구소 | Zif를 이용한 화학작용제 흡착제 및 이의 활용 |
| CN110721746A (zh) * | 2019-10-14 | 2020-01-24 | 长春理工大学 | 一种用酞菁修饰的磁性温敏纳米微球及合成方法 |
| CN116040709B (zh) * | 2022-12-29 | 2025-11-25 | 杭州尚善若水环保科技有限公司 | 一种有机废水生化处理中的营养剂及其制备方法 |
| CN116925575A (zh) * | 2023-07-24 | 2023-10-24 | 河南龙兴钛业科技股份有限公司 | 一种改性纳米二氧化钛的制备方法 |
| CN117563569B (zh) * | 2023-12-22 | 2026-03-10 | 中国工程物理研究院核物理与化学研究所 | 一种复合提铀材料的制备方法、复合提铀材料及其应用 |
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| US6987079B2 (en) * | 2001-08-14 | 2006-01-17 | W.R. Grace & Co.-Conn. | Supported catalyst systems |
| JP3922648B2 (ja) * | 2004-05-24 | 2007-05-30 | 株式会社資生堂 | アフィニティー粒子及びアフィニティー分離方法 |
| JP3809177B2 (ja) * | 2004-05-24 | 2006-08-16 | 株式会社資生堂 | アフィニティー粒子及びアフィニティー分離方法 |
-
2003
- 2003-11-20 WO PCT/JP2003/014783 patent/WO2004048492A1/ja not_active Ceased
- 2003-11-20 EP EP03774076.8A patent/EP1577360B1/en not_active Expired - Lifetime
- 2003-11-20 CN CNB2003801040665A patent/CN100480351C/zh not_active Expired - Lifetime
- 2003-11-20 EP EP13186481.1A patent/EP2700445B1/en not_active Expired - Lifetime
- 2003-11-20 KR KR1020057006295A patent/KR101051674B1/ko not_active Expired - Fee Related
- 2003-11-20 US US10/536,066 patent/US7560023B2/en not_active Expired - Fee Related
- 2003-11-20 KR KR1020107028633A patent/KR101095400B1/ko not_active Expired - Fee Related
- 2003-11-21 TW TW092132699A patent/TW200416223A/zh not_active IP Right Cessation
- 2003-11-21 TW TW098134892A patent/TW201008954A/zh unknown
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2009
- 2009-06-24 US US12/490,531 patent/US8673151B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1577360A4 (en) | 2011-06-08 |
| KR101051674B1 (ko) | 2011-07-26 |
| US20100285252A1 (en) | 2010-11-11 |
| US20060060533A1 (en) | 2006-03-23 |
| EP1577360A1 (en) | 2005-09-21 |
| US7560023B2 (en) | 2009-07-14 |
| KR20050083752A (ko) | 2005-08-26 |
| WO2004048492A1 (ja) | 2004-06-10 |
| CN1717464A (zh) | 2006-01-04 |
| TW200416223A (en) | 2004-09-01 |
| EP2700445A1 (en) | 2014-02-26 |
| TW201008954A (en) | 2010-03-01 |
| KR101095400B1 (ko) | 2011-12-16 |
| EP1577360B1 (en) | 2017-09-06 |
| EP2700445B1 (en) | 2015-07-08 |
| KR20110008341A (ko) | 2011-01-26 |
| US8673151B2 (en) | 2014-03-18 |
| CN100480351C (zh) | 2009-04-22 |
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