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EP0154343A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Adsorbent

Assignee: Mitsubishi Chemical Corp
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Filing: 1985-03-07
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Granted: —
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Expires: 2005-03-07
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Abstract

Abstract A method of adsorbing a substance such as an optically active substance, comprising contacting a solution of the substance in a solvent with an adsorbent, consisting of a cross-linked, polymer comprising an optically active, synthetic.poly(amino acid)represent by the general formula (I): wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, which may be protected at a terminal amino group and a carrier polymer supporting said synthetic poly(amino acid) thereon, said carrier polymer having affinity for said solvent. The adsorbing is especially useful for optical resolution of racemic mixtures.

Inventors

  • 👤 Hideaki Kiniwa

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-03 04:10
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/08; B; B01; B01J; B01J20/00; B01J20/281; B01J20/29; B01J20/30; B01J20/32; B01J20/3202; B01J20/3206; B01J20/3208; B01J20/321; B01J20/3212; B01J20/3231; B01J20/3242; B01J20/3268; B01J20/3272; B01J20/3274; B01J20/328; B01J20/3282; Y; Y10; Y10T; Y10T428/00; Y10T428/249921; Y10T428/249953; Y10T428/31504; Y10T428/31725; Y10T428/3175

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 82 words
A method of adsorbing a substance comprising contacting a solution of the substance in a solvent with an adsorbent, consisting of a cross-linked polymer comprising , an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, and a carrier polymer supporting said synthetic poly(amino acid) thereon, said carrier polymer having an affinity for said solvent.
Claim 2
Independent Claim 82 words
A method of adsorbing a substance comprising contacting a solution of the substance in a solvent with an adsorbent, consisting of a cross-linked polymer comprising , an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, and a carrier polymer supporting said synthetic poly(amino acid) thereon, said carrier polymer having an affinity for said solvent.
Claim 3
Dependent Claim 19 words
A method as claimed in claim 1, wherein the substance is selected from optically active substances, peptides and proteins.
Claim 4
Dependent Claim 20 words
A method as claimed in claim 1 wherein the solvent is water, and the carrier polymer is a hydrophilic polymer.
Claim 5
Dependent Claim 20 words
A method as claimed in claim 3 wherein the hydrophilic carrier polymer has a hydroxyl group or an amide group.
Claim 6
Dependent Claim 20 words
A method as claimed in claim 4 wherein the hydrophilic carrier polymer is a glycidylmethacrylate- ethyleneglycoldimethacrylate copolymer, an acrylamide-methylenebisacrylamide copolymer.
Claim 7
Dependent Claim 22 words
A method as claimed in claim 1 wherein the solvent is an organic solvent, and the carrier polymer is a hydrophobic polymer.
Claim 8
Dependent Claim 16 words
A method as claimed in claim 6 wherein the hydrophobic carrier polymer has a non-polar group.
Claim 9
Dependent Claim 17 words
A method as claimed in claim 7 wherein the hydrophobic carrier polymer is a styrene-divinyl benzene copolymer.
Claim 10
Dependent Claim 81 words
A cross-linked, polymeric material comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, and a terminal amino group protected as shown by the general formula (II) : wherein R, R' each has the same meaning as above, R" stands for an organic group and m is an integer of at least 4.
Claim 11
Dependent Claim 81 words
A cross-linked, polymeric material comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, and a terminal amino group protected as shown by the general formula (II) : wherein R, R' each has the same meaning as above, R" stands for an organic group and m is an integer of at least 4.
Claim 12
Dependent Claim 13 words
An adsorbent formed of a cross-linked, polymeric material as claimed in claim 9.
Claim 13
Dependent Claim 79 words
A cross-linked, polymeric material as claimed in claim 9 and obtained by a process including the steps of: providing an amino group-containing, cross-linked polymer carrier, polymerizing an N-carboxy anhydride represented by the general formula: wherein R and R' each have the same meaning as above, in the presence of said carrier serving as an initiator to form a poly(amino acid) supported on said carrier and having terminal amino groups, and protecting the terminal amino groups with an organic group.
Claim 14
Dependent Claim 31 words
A cross-linked, polymeric material as claimed in claim 11, wherein said carrier is a cross-linked chlorcmethyistyrene-styrene-divinylbenzene copolymer having its chloromethyl group converted into an aminomethyl group or aminoalkylene substituted aminomethyl group.
Claim 15
Dependent Claim 22 words
A cross-linked, polymeric material as claimed in claim 12, wherein said cross-linked chloromethylstyrene-styrene-divinylbenzene copolymer is obtained by chloromethyl- ating of styrene-divinylbenzene copolymer.
Claim 16
Dependent Claim 30 words
A cross-linked, polymeric material as claimed in claim 11, wherein said carrier is a cross-linked acrylamide-methylenebisacrylamide copolymer or a cross-linked glycidylmethacrylate- ethylene glycol dimethacrylate copolymer having introduced thereinto an alkylamine.
Claim 17
Dependent Claim 17 words
A cross-linked, polymeric material as claimed in claim 11, wherein said carrier is in a porous form.
Claim 18
Dependent Claim 29 words
A cross-linked, polymeric material as claimed in claim 9, wherein the substituents R has a group selected from -OH, -COOH, -SH, -NH 2 and -SCH 3 and derivatives thereof.
Claim 19
Dependent Claim 15 words
A cross-linked, polymeric material as claimed in claim 16, wherein the group is an amide.
Claim 20
Independent Claim 92 words
A method of producing a cross-linked polymer comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, including the steps of: polymerizing an N-carboxy anhydride represented by the following general formula: wherein R and R' have the same meaning as above in the presence of an initiator to obtain a poly(amino acid), and cross-linking the poly(amino acid) in the presence of a cross-linking agent.
Claim 21
Independent Claim 92 words
A method of producing a cross-linked polymer comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, including the steps of: polymerizing an N-carboxy anhydride represented by the following general formula: wherein R and R' have the same meaning as above in the presence of an initiator to obtain a poly(amino acid), and cross-linking the poly(amino acid) in the presence of a cross-linking agent.
Claim 22
Dependent Claim 41 words
A method as claimed in claim 18 wherein said initiator is a polyfunctional amine selected from the group consisting of ethylenediamine, hexamethylenediamine, diethylenetriamine and Jafferamine RT-403, and said cross-linking agent is selected from the group consisting of polyisocianates and epoxy resins.
Claim 23
Independent Claim 110 words
A method of producing a cross-linked polymer comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, including the steps of: polymerizing an N-carboxy anhydride represented by the following general formula: wherein R and R' each have the same meaning as above, in the presence of an initiator to obtain a poly(amino acid), reacting the poly(amino acid) with a polymerizable vinyl group-containing compound to form a macromer having the polymerizable vinyl group, and copolymerizing the macromer with a copolymerizable vinyl group-containing monomer.
Claim 24
Independent Claim 110 words
A method of producing a cross-linked polymer comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, including the steps of: polymerizing an N-carboxy anhydride represented by the following general formula: wherein R and R' each have the same meaning as above, in the presence of an initiator to obtain a poly(amino acid), reacting the poly(amino acid) with a polymerizable vinyl group-containing compound to form a macromer having the polymerizable vinyl group, and copolymerizing the macromer with a copolymerizable vinyl group-containing monomer.
Claim 25
Dependent Claim 72 words
A method as claimed in claim 20 wherein said initiator is an amine selected from the group consisting of ethylenediamine, hexamethylene-diamine, diethylenetriamine, Jafferamine RT-403, n-butyl-amine, n-propylamine and n-hexylamine, said polymerizable vinyl group-containing compound is selected from the group consisting of acrylic acid chloride, glycidylmethacrylate and chloromethylstyrene, and said copolymerizable vinyl group-containing monomer is selected from the group consisting of 2-hydroxyethyl-methacrylate, acrylamide, vinyl acetate, glycidylmethacrylate, styrene, methylmethacrylate, divinylbenzene, methylenebis(acrylamide) and ethylene glycol dimethacrylate.
Claim 26
Independent Claim 100 words
A method of producing a cross-linked polymer comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, including the steps of: polymerizing an N-carboxy anhydride represented by the general formula: wherein R and R' each have the same meaning as above, in the presence of an initiator to form a poly(amino acid), and reacting said poly(amino acid) with a cross-linked polymer carrier so that said poly(amino acid) is supported on said carrier.
Claim 27
Independent Claim 100 words
A method of producing a cross-linked polymer comprising an optically active, synthetic poly(amino acid) represented by the general formula (I) : wherein R stands for an organic group, R' stands for hydrogen or an alkyl group and n is an integer of at least 5, including the steps of: polymerizing an N-carboxy anhydride represented by the general formula: wherein R and R' each have the same meaning as above, in the presence of an initiator to form a poly(amino acid), and reacting said poly(amino acid) with a cross-linked polymer carrier so that said poly(amino acid) is supported on said carrier.
Claim 28
Dependent Claim 28 words
A method as claimed in claim 22, wherein said initiator is a monofunctional alkylamine and said carrier has a functional group capable of reacting with an amino group.
Claim 29
Dependent Claim 16 words
A method as claimed in claim 22, wherein said carrier is a glycidylmethacrylate-ethylene glycol dimethacrylate copolymer.
Claim 30
Dependent Claim 15 words
A method as claimed in claim 22, wherein said carrier is in a porous form.
Claim 31
Dependent Claim 61 words
A method of producing a cross-linked, polymeric material as claimed in claim 18, 20 or 22, wherein the cross-linked polymeric material with its poly(amino acid) of the formula (I) has an ester group and the process further includes converting the ester group of the cross-linked polymeric material to an active ester group, and converting the active ester group to an amide.
Claim 32
Dependent Claim 18 words
A method as claimed in claim 26, wherein the active ester group is cyanoethyl-ester, chloroethylester, trichloroethylester or trifluoro-ethylester.

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