NO323009B1 - Chiral baerer og anvendelse derav for separering av chirale forbindelser eller fremstilling av enantiomerer - Google Patents

Chiral baerer og anvendelse derav for separering av chirale forbindelser eller fremstilling av enantiomerer Download PDF

Info

Publication number: NO323009B1
Authority: NO; Norway
Prior art keywords: chiral; group; compound; support; carrier
Prior art date: 1997-03-14

Application number

NO19981128A

Other languages

English (en)

Norwegian (no)

Other versions

NO981128D0 (no

NO981128L (no

Inventor

Raphael Duval

Hubert Leveque

Original Assignee

Eka Chemicals Ab

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1997-03-14

Filing date

1998-03-13

Publication date

2006-12-27

1998-03-13 Application filed by Eka Chemicals Ab filed Critical Eka Chemicals Ab

1998-03-13 Publication of NO981128D0 publication Critical patent/NO981128D0/no

1998-09-15 Publication of NO981128L publication Critical patent/NO981128L/no

2006-12-27 Publication of NO323009B1 publication Critical patent/NO323009B1/no

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 75
238000000926 separation method Methods 0.000 title claims abstract description 25
238000002360 preparation method Methods 0.000 title claims abstract description 22
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 title claims abstract description 10
239000000969 carrier Substances 0.000 title claims description 11
229920000642 polymer Polymers 0.000 claims abstract description 21
238000000034 method Methods 0.000 claims abstract description 18
125000000217 alkyl group Chemical group 0.000 claims abstract description 13
125000003118 aryl group Chemical group 0.000 claims abstract description 13
125000003342 alkenyl group Chemical group 0.000 claims abstract description 12
125000003545 alkoxy group Chemical group 0.000 claims abstract description 10
238000004587 chromatography analysis Methods 0.000 claims abstract description 9
150000002148 esters Chemical class 0.000 claims abstract description 9
238000004811 liquid chromatography Methods 0.000 claims abstract description 6
238000011914 asymmetric synthesis Methods 0.000 claims abstract description 5
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238000011209 electrochromatography Methods 0.000 claims abstract description 4
238000001962 electrophoresis Methods 0.000 claims abstract description 4
238000004817 gas chromatography Methods 0.000 claims abstract description 4
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VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical class O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 26
238000004132 cross linking Methods 0.000 claims description 15
239000000178 monomer Substances 0.000 claims description 12
238000006116 polymerization reaction Methods 0.000 claims description 12
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 8
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 8
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 8
150000001408 amides Chemical class 0.000 claims description 8
239000004202 carbamide Substances 0.000 claims description 8
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
229910000077 silane Inorganic materials 0.000 claims description 8
150000007970 thio esters Chemical class 0.000 claims description 8
125000003396 thiol group Chemical group [H]S* 0.000 claims description 8
229910052736 halogen Inorganic materials 0.000 claims description 6
150000002367 halogens Chemical class 0.000 claims description 6
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 claims description 4
150000001336 alkenes Chemical class 0.000 claims description 4
125000003277 amino group Chemical group 0.000 claims description 4
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 4
125000004430 oxygen atom Chemical group O* 0.000 claims description 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 4
239000000126 substance Substances 0.000 claims description 4
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FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
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239000011324 bead Substances 0.000 claims description 3
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239000011777 magnesium Substances 0.000 claims description 3
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FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 3
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239000010936 titanium Substances 0.000 claims description 3
238000005289 physical deposition Methods 0.000 claims description 2
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 1
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230000015572 biosynthetic process Effects 0.000 abstract description 12
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238000003786 synthesis reaction Methods 0.000 abstract description 7
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150000001412 amines Chemical class 0.000 abstract description 2
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239000002243 precursor Substances 0.000 abstract 3
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125000004103 aminoalkyl group Chemical group 0.000 abstract 1
125000004432 carbon atom Chemical group C* 0.000 abstract 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
125000005842 heteroatom Chemical group 0.000 abstract 1
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125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 1
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238000012360 testing method Methods 0.000 description 7
238000000825 ultraviolet detection Methods 0.000 description 7
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RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
239000012153 distilled water Substances 0.000 description 6
238000002347 injection Methods 0.000 description 6
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GUFMBISUSZUUCB-UHFFFAOYSA-N 1,3,5-tritert-butylbenzene Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1 GUFMBISUSZUUCB-UHFFFAOYSA-N 0.000 description 5
150000004676 glycans Chemical class 0.000 description 5
229930182470 glycoside Natural products 0.000 description 5
150000002338 glycosides Chemical class 0.000 description 5
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YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
238000010828 elution Methods 0.000 description 4
238000006459 hydrosilylation reaction Methods 0.000 description 4
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238000003756 stirring Methods 0.000 description 4
RQQKUZDJSZVTFZ-UHFFFAOYSA-N 4-pent-4-enoxybenzoic acid Chemical compound OC(=O)C1=CC=C(OCCCC=C)C=C1 RQQKUZDJSZVTFZ-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000012948 isocyanate Substances 0.000 description 3
150000002513 isocyanates Chemical class 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
239000011159 matrix material Substances 0.000 description 3
230000003287 optical effect Effects 0.000 description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
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238000005406 washing Methods 0.000 description 3
MJTFENDZXOFBLA-UHFFFAOYSA-N 1,2,3-tritert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1C(C)(C)C MJTFENDZXOFBLA-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
239000004342 Benzoyl peroxide Substances 0.000 description 2
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
229920000168 Microcrystalline cellulose Polymers 0.000 description 2
239000007983 Tris buffer Substances 0.000 description 2
125000003282 alkyl amino group Chemical group 0.000 description 2
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
235000019400 benzoyl peroxide Nutrition 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
239000012230 colorless oil Substances 0.000 description 2
238000007872 degassing Methods 0.000 description 2
238000000151 deposition Methods 0.000 description 2
125000005442 diisocyanate group Chemical group 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
238000001914 filtration Methods 0.000 description 2
150000002430 hydrocarbons Chemical group 0.000 description 2
238000011065 in-situ storage Methods 0.000 description 2
NDDAHWYSQHTHNT-UHFFFAOYSA-N indapamide Chemical compound CC1CC2=CC=CC=C2N1NC(=O)C1=CC=C(Cl)C(S(N)(=O)=O)=C1 NDDAHWYSQHTHNT-UHFFFAOYSA-N 0.000 description 2
229960004569 indapamide Drugs 0.000 description 2
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
235000019813 microcrystalline cellulose Nutrition 0.000 description 2
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150000002482 oligosaccharides Chemical class 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
ICZHJFWIOPYQCA-UHFFFAOYSA-N pirkle's alcohol Chemical compound C1=CC=C2C(C(O)C(F)(F)F)=C(C=CC=C3)C3=CC2=C1 ICZHJFWIOPYQCA-UHFFFAOYSA-N 0.000 description 2
230000009467 reduction Effects 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
229910052845 zircon Inorganic materials 0.000 description 2
GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 2
CDRQOYRPWJULJN-UHFFFAOYSA-N 1-naphthalen-1-ylethanol Chemical compound C1=CC=C2C(C(O)C)=CC=CC2=C1 CDRQOYRPWJULJN-UHFFFAOYSA-N 0.000 description 1
KNHJIEOCVVIBIV-UHFFFAOYSA-N 2,3-dimethylphenyl isocyanate Chemical compound CC1=CC=CC(N=C=O)=C1C KNHJIEOCVVIBIV-UHFFFAOYSA-N 0.000 description 1
WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
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KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
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108010047294 Lamins Proteins 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
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235000008411 Sumatra benzointree Nutrition 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000008186 active pharmaceutical agent Substances 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
150000001540 azides Chemical class 0.000 description 1
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238000011208 chromatographic data Methods 0.000 description 1
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239000006184 cosolvent Substances 0.000 description 1
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238000010908 decantation Methods 0.000 description 1
238000001514 detection method Methods 0.000 description 1
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238000004128 high performance liquid chromatography Methods 0.000 description 1
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150000002431 hydrogen Chemical class 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
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229910052500 inorganic mineral Inorganic materials 0.000 description 1
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210000005053 lamin Anatomy 0.000 description 1
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ADIMAYPTOBDMTL-UHFFFAOYSA-N oxazepam Chemical compound C12=CC(Cl)=CC=C2NC(=O)C(O)N=C1C1=CC=CC=C1 ADIMAYPTOBDMTL-UHFFFAOYSA-N 0.000 description 1
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DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
150000003057 platinum Chemical class 0.000 description 1
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
239000003495 polar organic solvent Substances 0.000 description 1
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JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 description 1
RCFUFEMQNKVAGF-UHFFFAOYSA-N undec-2-enoyl chloride Chemical compound CCCCCCCCC=CC(Cl)=O RCFUFEMQNKVAGF-UHFFFAOYSA-N 0.000 description 1
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KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical group C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
- 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
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
- B01J20/3204—Inorganic carriers, supports or substrates
- 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
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
- B01J20/3206—Organic carriers, supports or substrates
- B01J20/3208—Polymeric carriers, supports or substrates
- 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
- B01J20/3214—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the method for obtaining this coating or impregnating
- B01J20/3217—Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond
- B01J20/3219—Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond involving a particular spacer or linking group, e.g. for attaching an active 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
- B01J20/30—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
- B01J20/3268—Macromolecular compounds
- B01J20/3272—Polymers obtained by reactions otherwise than involving only carbon to carbon unsaturated bonds
- B01J20/3274—Proteins, nucleic acids, polysaccharides, antibodies or antigens
- 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
- B01J20/3268—Macromolecular compounds
- B01J20/328—Polymers on the carrier being further modified
- B01J20/3282—Crosslinked polymers
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/05—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur
- C08B15/06—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur containing nitrogen, e.g. carbamates
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Analytical Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
Polymers & Plastics (AREA)
Materials Engineering (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Inorganic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Graft Or Block Polymers (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

NO19981128A 1997-03-14 1998-03-13 Chiral baerer og anvendelse derav for separering av chirale forbindelser eller fremstilling av enantiomerer NO323009B1 (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR9703076A FR2760752A1 (fr)	1997-03-14	1997-03-14	Composes chiraux, leur synthese et leur utilisation en support

Publications (3)

Publication Number	Publication Date
NO981128D0 NO981128D0 (no)	1998-03-13
NO981128L NO981128L (no)	1998-09-15
NO323009B1 true NO323009B1 (no)	2006-12-27

Family

ID=9504770

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19981128A NO323009B1 (no)	1997-03-14	1998-03-13	Chiral baerer og anvendelse derav for separering av chirale forbindelser eller fremstilling av enantiomerer

Country Status (11)

Country	Link
US (2)	US6342592B1 (ja)
EP (1)	EP0864586B1 (ja)
JP (1)	JPH1143447A (ja)
AT (1)	ATE215520T1 (ja)
AU (1)	AU744412B2 (ja)
CA (1)	CA2230143C (ja)
DE (1)	DE69804525T2 (ja)
DK (1)	DK0864586T3 (ja)
ES (1)	ES2175630T3 (ja)
FR (1)	FR2760752A1 (ja)
NO (1)	NO323009B1 (ja)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2829947B1 (fr)	2001-09-21	2004-10-15	Chiralsep Sarl	Reseau polymere tridimensionnel reticule, son procede de preparation, materiau support comportant ce reseau et leurs utilisations
FR2834227A1 (fr) *	2001-12-27	2003-07-04	Chiralsep Sarl	Materiaux supports optiquement actifs, leur procede de preparation et leurs utilisations
EP1606320B1 (en) *	2003-03-27	2007-06-13	Chirosep	Crosslinked three-dimensional polymer network, method for preparing same, support material comprising same and uses thereof
DE102004023590C5 (de) *	2004-05-13	2018-11-08	Audi Ag	Verfahren zum Betrieb eines Verbrennungsmotors sowie Verbrennungsmotor zur Ausführung des Verfahrens
EP2443127A4 (en) *	2009-06-17	2012-10-24	Univ Texas	COMPOSITIONS AND METHODS FOR CYCLOFRUCTANES AS SEPARATION AGENTS

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5928530B2 (ja) *	1977-06-17	1984-07-13	北興化学工業株式会社	置換フエニル尿素および水田用除草剤
FR2513644B1 (fr) *	1981-09-30	1985-06-21	Rhone Poulenc Spec Chim	Copolymeres sequences polysiloxaniques et polyurethannes utilisables notamment comme elastomeres thermoplastiques
DE3346623A1 (de) *	1983-12-14	1985-07-04	Bayer Ag, 5090 Leverkusen	N-glycosylierte harnstoffe, carbamate und thiocarbamate, verfahren zu ihrer herstellung sowie ihre verwendung
DE3347522A1 (de) *	1983-12-30	1985-07-11	Troponwerke GmbH & Co KG, 5000 Köln	N-glycosylierte carbonsaeureamid-derivate als mittel bei der bekaempfung von erkrankungen des rheumatischen formenkreises
JP3048085B2 (ja) *	1992-03-27	2000-06-05	凸版印刷株式会社	シクロデキストリンの固定化方法
US5342934A (en) *	1992-06-19	1994-08-30	The Trustees Of Columbia University In The City Of New York	Enantioselective receptor for amino acid derivatives, and other compounds
JP3848377B2 (ja) *	1993-05-24	2006-11-22	ダイセル化学工業株式会社	分離剤の製造法
JP2656914B2 (ja) *	1995-12-27	1997-09-24	ナカライテスク株式会社	光学分割剤

1997
- 1997-03-14 FR FR9703076A patent/FR2760752A1/fr not_active Withdrawn
1998
- 1998-03-03 ES ES98400501T patent/ES2175630T3/es not_active Expired - Lifetime
- 1998-03-03 DK DK98400501T patent/DK0864586T3/da active
- 1998-03-03 AT AT98400501T patent/ATE215520T1/de active
- 1998-03-03 EP EP98400501A patent/EP0864586B1/fr not_active Expired - Lifetime
- 1998-03-03 DE DE69804525T patent/DE69804525T2/de not_active Expired - Lifetime
- 1998-03-11 AU AU58322/98A patent/AU744412B2/en not_active Ceased
- 1998-03-13 NO NO19981128A patent/NO323009B1/no not_active IP Right Cessation
- 1998-03-13 CA CA2230143A patent/CA2230143C/fr not_active Expired - Fee Related
- 1998-03-16 JP JP10065358A patent/JPH1143447A/ja active Pending
- 1998-03-16 US US09/039,266 patent/US6342592B1/en not_active Expired - Fee Related
2000
- 2000-04-03 US US09/541,690 patent/US7067640B1/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
FR2760752A1 (fr)	1998-09-18
NO981128D0 (no)	1998-03-13
AU5832298A (en)	1998-09-17
EP0864586A3 (fr)	1999-01-20
US7067640B1 (en)	2006-06-27
ES2175630T3 (es)	2002-11-16
DE69804525D1 (de)	2002-05-08
EP0864586B1 (fr)	2002-04-03
CA2230143C (fr)	2010-06-08
AU744412B2 (en)	2002-02-21
ATE215520T1 (de)	2002-04-15
NO981128L (no)	1998-09-15
EP0864586A2 (fr)	1998-09-16
JPH1143447A (ja)	1999-02-16
DE69804525T2 (de)	2002-11-21
US6342592B1 (en)	2002-01-29
CA2230143A1 (fr)	1998-09-14
DK0864586T3 (da)	2002-07-01

Legal Events

Date	Code	Title	Description
2013-10-28	MM1K	Lapsed by not paying the annual fees

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