Patent US4486169A successfully refreshed from Google Patents.
Patent US4882048A successfully refreshed from Google Patents.
US4882048A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Optically active adsorbents
Assignee: Merck Patent GmbH
•
Filing: 1989-02-21
•
Granted: 1989-11-21
•
Expires: 2009-02-21
Abstract
Abstract Absorbents based on optically active poly(meth)acrylamides, e.g. bonded to silica gel, can be used for separating racemic mixtures into their optical antipodes.
Inventors
- 👤 Gottfried Blaschke
- 👤 Werner Fraenkel
- 👤 Werner Broker
- 👤 Joachim Kinkel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 11:41
CPC Classifications
B; B01; B01J; B01J20/00; B01J20/281; B01J20/282; B01J20/285; B01D; B01D15/00; B01D15/08; B01D15/26; B01D15/38; B01D15/3833; B01J20/22; B01J20/26; B01J20/261; B01J20/29; B01J20/30; B01J20/32; B01J20/3202; B01J20/3204; B01J20/3231; B01J20/3242; B01J20/3268; B01J20/327; C; C08; C08F; C08F220/00; C08F220/02; C08F220/52; C08F220/54
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
123 words
An absorbent useful for chromatographic separation of enantiomeric compounds, comprising an optically active poly(meth)acrylamide bonded to a chromatographic support material, prepared by a process consisting essentially of reacting under polymerization conditions a chromatographic support material or a hydrophilically modified chromatographic support material, with an optically active monomer of the formula ##STR7## wherein R 1 is H or methyl, R 2 is H or methyl, and --NR 2 is (a) an optically active secondary or tertiary amine residue or ##STR8## is (b) an optically active amino acid ester bonded via the nitrogen and having up to 15 C atoms in the main chain to yield an absorbent wherein the optically active poly(meth)acrylamide is attached to the chromatographic support material directly or via (meth)acryloxyl groups.
Claim 2
Dependent Claim
123 words
An absorbent useful for chromatographic separation of enantiomeric compounds, comprising an optically active poly(meth)acrylamide bonded to a chromatographic support material, prepared by a process consisting essentially of reacting under polymerization conditions a chromatographic support material or a hydrophilically modified chromatographic support material, with an optically active monomer of the formula ##STR7## wherein R 1 is H or methyl, R 2 is H or methyl, and --NR 2 is (a) an optically active secondary or tertiary amine residue or ##STR8## is (b) an optically active amino acid ester bonded via the nitrogen and having up to 15 C atoms in the main chain to yield an absorbent wherein the optically active poly(meth)acrylamide is attached to the chromatographic support material directly or via (meth)acryloxyl groups.
Claim 3
Dependent Claim
14 words
An adsorbent according to claim 1, wherein the chromatographic support material is silica gel.
Claim 4
Dependent Claim
56 words
An adsorbent according to claim 1 wherein ##STR9## is (a) an optically active secondary or tertiary amine residue wherein X is a group ##STR10## wherein A and B each are phenyl, cyclopropyl, cyclohexyl, naphthyl, biphenyl, bicyclohexyl or cyclopentyl or an alkyl group having 1-7 C-atoms with the proviso that A and B are not identical radicals.
Claim 5
Dependent Claim
21 words
An adsorbent according to claim 1, wherein the chromatographic support material is hydrophilically modified with diol, NH 2 or cyano groups.
Claim 6
Dependent Claim
17 words
An adsorbent according to claim 4, wherein the chromatographic support material is hydrophilically modified with diol groups.
Claim 7
Dependent Claim
14 words
An adsorbent according to claim 5, wherein the chromatographic support material is silica gel.
Claim 8
Dependent Claim
14 words
An adsorbent according to claim 4, wherein the chromatographic support material is silica gel.
Claim 9
Dependent Claim
11 words
An adsorbent according to claim 1, wherein R 2 is hydrogen.
Claim 10
Dependent Claim
14 words
An adsorbent according to claim 1, wherein ##STR11## is (S)-phenylethylamine, (S)cyclohexylphenylmethylamine, (S)-cyclohexylethylamine or (1S,2R)-phenylcyclopropylamine.
Claim 11
Dependent Claim
23 words
An adsorbent according to claim 1, wherein the amino acid ester is a C 1-7 -alkyl ester of a C 6-10 -aryl ester.
Claim 12
Dependent Claim
16 words
An adsorbent according to claim 1, wherein ##STR12## is an optically active amino acid ethyl ester.
Claim 13
Dependent Claim
15 words
An adsorbent according to claim 11, wherein the amino acid is (S)-phenylalanine, leucine or valine.
References Cited (Backward Citations)
US3535265A
Cited
US4111863A
Cited
US4127730A
Cited
DE2313073A1
Cited
DE2500523A1
Cited
US4194051A
Cited
US4165765A
Cited
US4330440A
Cited
US4335226A
Cited
US4138542A
Cited
US4511475A
Cited
US4324681A
Cited
US4415631A
Cited
US4431546A
Cited
US4554323A
Cited
US4681919A
Cited
US4599274A
Cited
US4658000A
Cited
EP0154343A2
Cited
EP0155637A2
Cited
EP0167488A2
Cited
US4687820A
Cited
US4544485A
Cited
US4627919A
Cited
JPH06174644A
Cited
JPH06177760A
Cited
JPH06187640A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-11-20 | 1993-05-22 | 1993-11-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-11-20 | 1997-05-22 | 1997-11-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-11-20 | 2001-05-22 | 2001-11-21 | $7700.00 | Window Closed / Lapsed |