JP5027249B2 - アミン捕捉のための表面結合するフッ素化エステル - Google Patents
アミン捕捉のための表面結合するフッ素化エステル Download PDFInfo
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- JP5027249B2 JP5027249B2 JP2009543028A JP2009543028A JP5027249B2 JP 5027249 B2 JP5027249 B2 JP 5027249B2 JP 2009543028 A JP2009543028 A JP 2009543028A JP 2009543028 A JP2009543028 A JP 2009543028A JP 5027249 B2 JP5027249 B2 JP 5027249B2
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- alkyl
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- 150000002148 esters Chemical class 0.000 title description 19
- 150000001412 amines Chemical class 0.000 title description 6
- 239000000758 substrate Substances 0.000 claims description 185
- 239000000463 material Substances 0.000 claims description 143
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 86
- -1 alkyl disulfide Chemical compound 0.000 claims description 73
- 150000001875 compounds Chemical class 0.000 claims description 69
- 125000000217 alkyl group Chemical group 0.000 claims description 50
- 125000000524 functional group Chemical group 0.000 claims description 36
- 125000003118 aryl group Chemical group 0.000 claims description 35
- 125000005647 linker group Chemical group 0.000 claims description 33
- 230000000295 complement effect Effects 0.000 claims description 29
- 125000002947 alkylene group Chemical group 0.000 claims description 28
- 125000004474 heteroalkylene group Chemical group 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- 125000004997 halocarbonyl group Chemical group 0.000 claims description 22
- 125000003277 amino group Chemical group 0.000 claims description 21
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 19
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 17
- 125000000732 arylene group Chemical group 0.000 claims description 16
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 16
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 15
- 125000005370 alkoxysilyl group Chemical group 0.000 claims description 13
- 125000001188 haloalkyl group Chemical group 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 125000001302 tertiary amino group Chemical group 0.000 claims description 12
- 125000004069 aziridinyl group Chemical group 0.000 claims description 11
- 125000004122 cyclic group Chemical group 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 11
- 230000003100 immobilizing effect Effects 0.000 claims description 11
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 10
- 125000001153 fluoro group Chemical group F* 0.000 claims description 10
- 150000001540 azides Chemical class 0.000 claims description 9
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 9
- FTWHMBSUYWGHMM-UHFFFAOYSA-N (diaminophosphorylamino)phosphonic acid Chemical compound NP(N)(=O)NP(O)(O)=O FTWHMBSUYWGHMM-UHFFFAOYSA-N 0.000 claims description 8
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 8
- QRIQDCCYCOYGBJ-UHFFFAOYSA-N isocyanatosulfanyl cyanate Chemical compound N(=C=O)SOC#N QRIQDCCYCOYGBJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 239000000853 adhesive Substances 0.000 claims description 2
- 230000001070 adhesive effect Effects 0.000 claims description 2
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 claims description 2
- 239000010410 layer Substances 0.000 description 45
- 239000011521 glass Substances 0.000 description 40
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 28
- 229910052737 gold Inorganic materials 0.000 description 28
- 239000010931 gold Substances 0.000 description 28
- 125000004432 carbon atom Chemical group C* 0.000 description 27
- 239000010408 film Substances 0.000 description 24
- 238000006243 chemical reaction Methods 0.000 description 18
- 229920000642 polymer Polymers 0.000 description 18
- 229910052799 carbon Inorganic materials 0.000 description 17
- 238000000576 coating method Methods 0.000 description 16
- 229910052751 metal Inorganic materials 0.000 description 16
- 239000002184 metal Substances 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 14
- 239000004642 Polyimide Substances 0.000 description 14
- 229920001577 copolymer Polymers 0.000 description 14
- 150000002431 hydrogen Chemical class 0.000 description 14
- 229910044991 metal oxide Inorganic materials 0.000 description 14
- 150000004706 metal oxides Chemical class 0.000 description 14
- 229920000728 polyester Polymers 0.000 description 14
- 229920001721 polyimide Polymers 0.000 description 14
- 125000003396 thiol group Chemical group [H]S* 0.000 description 14
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 12
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- 229920000193 polymethacrylate Polymers 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 9
- 238000010998 test method Methods 0.000 description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- 150000002739 metals Chemical class 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
- 229920002451 polyvinyl alcohol Polymers 0.000 description 8
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 8
- 229910052710 silicon Inorganic materials 0.000 description 8
- 239000010703 silicon Substances 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 7
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 7
- 239000004698 Polyethylene Substances 0.000 description 7
- 239000004372 Polyvinyl alcohol Substances 0.000 description 7
- 229910052804 chromium Inorganic materials 0.000 description 7
- 239000011651 chromium Substances 0.000 description 7
- 229910052802 copper Inorganic materials 0.000 description 7
- 239000010949 copper Substances 0.000 description 7
- 229920000573 polyethylene Polymers 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 229920002125 Sokalan® Polymers 0.000 description 6
- 229910052731 fluorine Inorganic materials 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 150000003254 radicals Chemical group 0.000 description 6
- 230000009257 reactivity Effects 0.000 description 6
- IEJPPSMHUUQABK-UHFFFAOYSA-N 2,4-diphenyl-4h-1,3-oxazol-5-one Chemical compound O=C1OC(C=2C=CC=CC=2)=NC1C1=CC=CC=C1 IEJPPSMHUUQABK-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 5
- 229910045601 alloy Inorganic materials 0.000 description 5
- 239000000956 alloy Substances 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 150000001721 carbon Chemical group 0.000 description 5
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 229910052759 nickel Inorganic materials 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000010409 thin film Substances 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 4
- 125000004423 acyloxy group Chemical group 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000000919 ceramic Substances 0.000 description 4
- 229910017052 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 4
- 239000012634 fragment Substances 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229920000768 polyamine Polymers 0.000 description 4
- 229920006254 polymer film Polymers 0.000 description 4
- 229910052709 silver Inorganic materials 0.000 description 4
- 239000004332 silver Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
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- 239000010935 stainless steel Substances 0.000 description 4
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- 239000010936 titanium Substances 0.000 description 4
- 229910052727 yttrium Inorganic materials 0.000 description 4
- 229910052725 zinc Inorganic materials 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 3
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 3
- 108020004414 DNA Proteins 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 3
- 229920002873 Polyethylenimine Polymers 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 description 3
- 125000002843 carboxylic acid group Chemical group 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- SLLGVCUQYRMELA-UHFFFAOYSA-N chlorosilicon Chemical compound Cl[Si] SLLGVCUQYRMELA-UHFFFAOYSA-N 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
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- 108091032973 (ribonucleotides)n+m Proteins 0.000 description 2
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- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 2
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- 238000004566 IR spectroscopy Methods 0.000 description 1
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- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
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- ORTRWBYBJVGVQC-UHFFFAOYSA-N hexadecane-1-thiol Chemical class CCCCCCCCCCCCCCCCS ORTRWBYBJVGVQC-UHFFFAOYSA-N 0.000 description 1
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- 238000003018 immunoassay Methods 0.000 description 1
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- 125000002346 iodo group Chemical group I* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 238000004949 mass spectrometry Methods 0.000 description 1
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- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 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
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- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 238000000399 optical microscopy Methods 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 210000003463 organelle Anatomy 0.000 description 1
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachloro-phenol Natural products OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
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- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
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- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- 229940014800 succinic anhydride Drugs 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
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- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
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- 238000001269 time-of-flight mass spectrometry Methods 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
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Classifications
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K17/00—Carrier-bound or immobilised peptides; Preparation thereof
- C07K17/14—Peptides being immobilised on, or in, an inorganic carrier
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- C07H21/02—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids with ribosyl as saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- C07H21/04—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids with deoxyribosyl as saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
- C07K1/1072—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups
- C07K1/1077—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups by covalent attachment of residues other than amino acids or peptide residues, e.g. sugars, polyols, fatty acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K17/00—Carrier-bound or immobilised peptides; Preparation thereof
- C07K17/02—Peptides being immobilised on, or in, an organic carrier
- C07K17/06—Peptides being immobilised on, or in, an organic carrier attached to the carrier via a bridging agent
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
- G01N33/54353—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals with ligand attached to the carrier via a chemical coupling agent
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Immunology (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biotechnology (AREA)
- Biophysics (AREA)
- Urology & Nephrology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Analytical Chemistry (AREA)
- Cell Biology (AREA)
- Microbiology (AREA)
- Food Science & Technology (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87125606P | 2006-12-21 | 2006-12-21 | |
| US60/871,256 | 2006-12-21 | ||
| US11/856,140 US8906703B2 (en) | 2006-12-21 | 2007-09-17 | Surface-bound fluorinated esters for amine capture |
| US11/856,140 | 2007-09-17 | ||
| PCT/US2007/086339 WO2008140599A2 (en) | 2006-12-21 | 2007-12-04 | Surface-bound fluorinated esters for amine capture |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010513930A JP2010513930A (ja) | 2010-04-30 |
| JP2010513930A5 JP2010513930A5 (https=) | 2011-01-27 |
| JP5027249B2 true JP5027249B2 (ja) | 2012-09-19 |
Family
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| Application Number | Title | Priority Date | Filing Date |
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| JP2009543028A Expired - Fee Related JP5027249B2 (ja) | 2006-12-21 | 2007-12-04 | アミン捕捉のための表面結合するフッ素化エステル |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US8906703B2 (https=) |
| EP (1) | EP2125911B1 (https=) |
| JP (1) | JP5027249B2 (https=) |
| KR (1) | KR101432851B1 (https=) |
| CN (1) | CN101568557B (https=) |
| WO (1) | WO2008140599A2 (https=) |
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| US8357540B2 (en) * | 2006-12-21 | 2013-01-22 | 3M Innovative Properties Company | Polymeric substrates with fluoroalkoxycarbonyl groups for amine capture |
| US8906703B2 (en) | 2006-12-21 | 2014-12-09 | 3M Innovative Properties Company | Surface-bound fluorinated esters for amine capture |
| US8500857B2 (en) | 2007-05-21 | 2013-08-06 | Peter Eisenberger | Carbon dioxide capture/regeneration method using gas mixture |
| US20080289495A1 (en) | 2007-05-21 | 2008-11-27 | Peter Eisenberger | System and Method for Removing Carbon Dioxide From an Atmosphere and Global Thermostat Using the Same |
| US20140130670A1 (en) | 2012-11-14 | 2014-05-15 | Peter Eisenberger | System and method for removing carbon dioxide from an atmosphere and global thermostat using the same |
| US9028592B2 (en) | 2010-04-30 | 2015-05-12 | Peter Eisenberger | System and method for carbon dioxide capture and sequestration from relatively high concentration CO2 mixtures |
| WO2011137398A1 (en) | 2010-04-30 | 2011-11-03 | Peter Eisenberger | System and method for carbon dioxide capture and sequestration |
| US20130095999A1 (en) * | 2011-10-13 | 2013-04-18 | Georgia Tech Research Corporation | Methods of making the supported polyamines and structures including supported polyamines |
| US11059024B2 (en) | 2012-10-25 | 2021-07-13 | Georgia Tech Research Corporation | Supported poly(allyl)amine and derivatives for CO2 capture from flue gas or ultra-dilute gas streams such as ambient air or admixtures thereof |
| SG11201604934QA (en) | 2013-12-31 | 2016-07-28 | Eisenberger Peter And Chichilnisky Graciela Jointly | Rotating multi-monolith bed movement system for removing co2 from the atmosphere |
| US9245542B1 (en) * | 2015-07-28 | 2016-01-26 | Seagate Technology Llc | Media cleaning with self-assembled monolayer material |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US2862893A (en) * | 1956-11-28 | 1958-12-02 | Rohm & Haas | Preparation of strongly basic anionexchange resins from chlorohydrin esters of acrylic type acids |
| US3719698A (en) * | 1967-11-27 | 1973-03-06 | Stevens & Co Inc J P | Polyfluorinated esters of acids containing silicon and amino groups |
| US4035316A (en) * | 1975-11-24 | 1977-07-12 | California Institute Of Technology | Cell specific, variable density, polymer microspheres |
| US4837289A (en) * | 1987-04-30 | 1989-06-06 | Ciba-Geigy Corporation | UV- and heat curable terminal polyvinyl functional macromers and polymers thereof |
| JPS63278913A (ja) | 1987-05-09 | 1988-11-16 | Daikin Ind Ltd | 含フッ素ポリマ−ラテックス及びその用途 |
| JP2554401B2 (ja) | 1991-02-27 | 1996-11-13 | 日本ペイント株式会社 | 水性樹脂分散体および被覆用樹脂組成物 |
| US5525662A (en) | 1993-07-14 | 1996-06-11 | Rohm And Haas Company | Functionalization of polymers via enamine of acetoacetate |
| DE69507297T2 (de) * | 1994-06-17 | 1999-07-15 | Exxon Chemical Patents Inc., Linden, N.J. | Amidierung von esterfunktionalisierten kohlenwasserstoff-polymeren |
| CA2207088A1 (en) | 1996-06-14 | 1997-12-14 | Eli Lilly And Company | Scavenger assisted combinatorial process for preparing libraries of tertiary amine compounds |
| CA2207137A1 (en) | 1996-06-14 | 1997-12-14 | James Erwin Fritz | Scavenger assisted combinatorial process for preparing libraries of secondary amine compounds |
| US6696157B1 (en) * | 2000-03-05 | 2004-02-24 | 3M Innovative Properties Company | Diamond-like glass thin films |
| GB0015245D0 (en) * | 2000-06-22 | 2000-08-16 | Avecia Ltd | Composition and process |
| US6513897B2 (en) * | 2000-12-29 | 2003-02-04 | 3M Innovative Properties Co. | Multiple resolution fluid applicator and method |
| US6883908B2 (en) * | 2001-01-08 | 2005-04-26 | 3M Innovative Properties Company | Methods and compositions for ink jet printing of pressure sensitive adhesive patterns or films on a wide range of substrates |
| US6765036B2 (en) * | 2002-01-15 | 2004-07-20 | 3M Innovative Properties Company | Ternary photoinitiator system for cationically polymerizable resins |
| US6897164B2 (en) * | 2002-02-14 | 2005-05-24 | 3M Innovative Properties Company | Aperture masks for circuit fabrication |
| US7250452B2 (en) * | 2003-09-26 | 2007-07-31 | 3M Innovative Properties Company | Dental compositions and methods with arylsulfinate salts |
| US7361767B2 (en) * | 2003-11-14 | 2008-04-22 | 3M Innovative Properties Company | N-sulfonyldicarboximide containing tethering compounds |
| US7262228B2 (en) * | 2003-11-21 | 2007-08-28 | Curators Of The University Of Missouri | Photoinitiator systems with anthracene-based electron donors for curing cationically polymerizable resins |
| WO2005066121A2 (en) | 2003-12-30 | 2005-07-21 | 3M Innovative Properties Company | Multifunctional amine capture agents |
| US7544754B2 (en) * | 2005-09-30 | 2009-06-09 | 3M Innovative Properties Company | Crosslinked polymers with amine binding groups |
| US8906703B2 (en) | 2006-12-21 | 2014-12-09 | 3M Innovative Properties Company | Surface-bound fluorinated esters for amine capture |
| US8357540B2 (en) | 2006-12-21 | 2013-01-22 | 3M Innovative Properties Company | Polymeric substrates with fluoroalkoxycarbonyl groups for amine capture |
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2007
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- 2007-12-04 KR KR1020097012680A patent/KR101432851B1/ko not_active Expired - Fee Related
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Also Published As
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| WO2008140599A3 (en) | 2009-03-05 |
| EP2125911A2 (en) | 2009-12-02 |
| CN101568557A (zh) | 2009-10-28 |
| EP2125911B1 (en) | 2013-01-23 |
| KR101432851B1 (ko) | 2014-08-26 |
| US20150057438A1 (en) | 2015-02-26 |
| US8906703B2 (en) | 2014-12-09 |
| US20080227169A1 (en) | 2008-09-18 |
| KR20090090350A (ko) | 2009-08-25 |
| JP2010513930A (ja) | 2010-04-30 |
| WO2008140599A2 (en) | 2008-11-20 |
| US9422371B2 (en) | 2016-08-23 |
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