US4375495A
Expired / Lapsed
US
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Novel optically active polymer preparation and use
Assignee: Daicel Corp
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Filing: 1981-02-17
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Granted: 1983-03-01
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Expires: 2001-02-17
Abstract
Abstract A novel optically active polymer comprising structural elements of the formula: ##STR1## The polymer is applicable for the optical resolution of a racemic mixture through, for instance, column chromatography.
Inventors
- 👤 Heimei Yuki
- 👤 Yoshio Okamoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 12:19
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/12; C08F20/16; C08F20/18; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2982
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
47 words
A stereoregular, highly isotactic, optically active polymer comprising recurring structural units of the formula: ##STR31## and having a polymerization degree of not less than 5, said polymer having a specific rotation [α] D 20 of not less than 50° as an absolute value, either + or -.
Claim 2
Dependent Claim
47 words
A stereoregular, highly isotactic, optically active polymer comprising recurring structural units of the formula: ##STR31## and having a polymerization degree of not less than 5, said polymer having a specific rotation [α] D 20 of not less than 50° as an absolute value, either + or -.
Claim 3
Dependent Claim
56 words
A polymer as claimed in claim 1, consisting of an isotactic homopolymer of triphenylmethyl methacrylate having a helical structure predominantly of one screw sense, said polymer being insoluble in methanol and having absorption bands at 208 nm, 232 nm and four absorption bands in the range of 257 to 280 nm in the circular dichroism spectrum.
Claim 4
Dependent Claim
20 words
A polymer as claimed in claim 1 or claim 2, in which the polymerization degree is not less than 20.
Claim 5
Dependent Claim
20 words
A polymer as claimed in claim 1 or claim 2, in which the polymerization degree is not less than 50.
Claim 6
Dependent Claim
20 words
A polymer as claimed in claim 1 or claim 2, in which the polymerization degree is not less than 100.
Claim 7
Dependent Claim
25 words
A polymer as claimed in claim 1, which further comprises not more than 20 mole % of recurring structural units derived from a copolymerizable monomer.
Claim 8
Dependent Claim
31 words
An optically active polymer as claimed in claim 6, in which the copolymerizable monomer is selected from the group consisting of styrene derivatives, conjugated dienes, acrylates, methacrylates, nitriles and N,N-disubstituted acrylamides.
Claim 9
Dependent Claim
41 words
A polymer as claimed in claim 1 in which said polymer has been prepared by polymerizing triphenylmethyl methacrylate in the presence of an optically active, anionic, polymerization initiator so that said polymer has a helical structure of predominantly one screw sense.
Claim 10
Dependent Claim
32 words
A polymer as claimed in claim 1, having an average particle size of from 1 to 100 microns in the form of powder, and a polymerization degree of not less than 20.
Claim 11
Dependent Claim
16 words
A polymer as claimed in claim 9, having a polymerization degree of not less than 100.
Claim 12
Dependent Claim
42 words
A process for the preparation of a polymer as defined in claim 1, which comprises effecting an ionic polymerization of triphenylmethyl methacrylate in the presence of an optically active anionic catalyst under conditions effective to cause asymmetric polymerization of said triphenylmethyl methacrylate.
Claim 13
Dependent Claim
36 words
A process as claimed in claim 11, in which the optically active anionic catalyst is selected from the group consisting of lithium (R) or (S)-N-(1-phenylethyl)anilide and complexes of (+) or (-)-sparteine or its derivative with alkyllithium.
Claim 14
Dependent Claim
56 words
A process as claimed in claim 11, which consists of the step of polymerizing triphenylmethyl methacrylate dissolved in a solvent which is inert in the polymerization reaction, in the presence of said catalyst dissolved in said solvent, at a polymerization reaction temperature of from -98° C. to +60° C., and terminating the polymerization with an alcohol.
References Cited (Backward Citations)
US3280087A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-02-28 | 1986-08-30 | 1987-03-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-02-28 | 1990-08-30 | 1991-03-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-02-28 | 1994-08-30 | 1995-03-01 | $7700.00 | Window Closed / Lapsed |