US4554334A
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Process for preparing optically active polymer
Assignee: Daicel Corp
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Filing: 1984-08-10
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Granted: 1985-11-19
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Expires: 2004-08-10
Abstract
Abstract An optically active polymer is obtained by polymerizing a vinyl monomer in the presence of a catalyst which comprises an asymmetric ligand compound of the formula (I) or (II): ##STR1## in which R 1 and R 4 each are --O--R 7 , --S--R 7 , ##STR2## R 2 , R 3 , R 5 , R 6 , R 7 and R 8 each are an alkyl group having 1 to 10 carbon atoms; X is hydrogen, an alkyl group having 1 to 10 carbon atoms or a halogen; and n is a number of 1 to 4; and an anionic initiator to form a complex with said ligand compound.
Inventors
- 👤 Heimei Yuki
- 👤 Yoshio Okamoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:11
CPC Classifications
C; C08; C08F; C08F4/00
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
151 words
A process for preparing an optically active polymer, which comprises polymerizing an anionically polymerizable monomer containing a vinyl group, in the presence of an anionic polymerization catalyst comprising a complex of (A) an asymmetric ligand compound of the formula (I) or formula (II): ##STR11## in which R 1 and R 4 each is --O--R 7 , --S--R 7 , ##STR12## R 2 , R 3 , R 5 , R 6 , R 7 and R 8 each is alkyl having 1 to 10 carbon atoms; X is hydrogen, alkyl having 1 to 10 carbon atoms or halogen; and n is a number of 1 to 4; and (B) an anionic polymerization initiator capable of forming a complex with said ligand compound and effective for initiating anionic polymerization of anionically polymerizable monomers containing a vinyl group, said anionic initiator containing a carbanion or a nitrogen anion derived from a secondary amine.
Claim 2
Dependent Claim
151 words
A process for preparing an optically active polymer, which comprises polymerizing an anionically polymerizable monomer containing a vinyl group, in the presence of an anionic polymerization catalyst comprising a complex of (A) an asymmetric ligand compound of the formula (I) or formula (II): ##STR11## in which R 1 and R 4 each is --O--R 7 , --S--R 7 , ##STR12## R 2 , R 3 , R 5 , R 6 , R 7 and R 8 each is alkyl having 1 to 10 carbon atoms; X is hydrogen, alkyl having 1 to 10 carbon atoms or halogen; and n is a number of 1 to 4; and (B) an anionic polymerization initiator capable of forming a complex with said ligand compound and effective for initiating anionic polymerization of anionically polymerizable monomers containing a vinyl group, said anionic initiator containing a carbanion or a nitrogen anion derived from a secondary amine.
Claim 3
Dependent Claim
51 words
A process according to claim 1 in which said anionic initiator is selected from the group consisting of RMgX, (R) 2 Mg, RCaX, Al(C 2 H 5 ) 3 , LiR, LiAlH 4 , NaR and KR, wherein R is alkyl having 1 to 50 carbon atoms and X is halogen.
Claim 4
Dependent Claim
32 words
A process according to claim 1 in which said anionic initiator is selected from the group consisting of LiR, NaR and KR wherein R is alkyl having 1 to 15 carbon atoms.
Claim 5
Dependent Claim
13 words
A process according to claim 1 in which said anionic initiator is n-butyllithium.
Claim 6
Dependent Claim
40 words
A process according to claim 1 in which said anionic initiator contains a nitrogen anion derived from a secondary amine selected from the group consisting of N-alpha-phenylethylaniline, N-benzylaniline, N-methylaniline, N-propylaniline, diphenylamine, N-phenyl-1-naphthylamine, piperidine, diisopropylamine, 1,2,3,4-tetrahydroquinoline, 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline, N,N'-diphenylethylene diamine, N-phenyl-N'-isopropyl-p-phenylene diamine.
Claim 7
Dependent Claim
21 words
A process according to claim 5 in which said anionic initiator is the reaction product of n-butyllithium with said secondary amine.
Claim 8
Dependent Claim
32 words
A process according to claim 1 in which each R 2 , R 3 , R 5 , R 6 , R 7 and R 8 is methyl and X is hydrogen.
Claim 9
Dependent Claim
35 words
A process according to claim 1 in which said catalyst has been prepared by mixing said anionic initiator into a solution of said asymmetric ligand compound, in an anhydrous state, dissolved in an organic solvent.
Claim 10
Dependent Claim
16 words
A process as claimed in claim 1, in which said catalyst consists essentially of said complex.
Claim 11
Dependent Claim
36 words
A process as claimed in claim 1 in which said monomer is selected from the group consisting of methacrylic esters, acrylic esters, N-substituted maleimides, N,N-disubstituted or N-monosubstituted acrylamides, methacrylamides, styrene, conjugated dienes, methacrylonitrile, acrylonitrile and vinylpyridine.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-11-18 | 1989-05-20 | 1989-11-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-11-18 | 1993-05-20 | 1993-11-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-11-18 | 1997-05-20 | 1997-11-19 | $7700.00 | Window Closed / Lapsed |