GB1306472A - Cross-linked co-polymers for the covalent bonding of substances containing reactive groups - Google Patents
Cross-linked co-polymers for the covalent bonding of substances containing reactive groupsInfo
- Publication number
- GB1306472A GB1306472A GB2250371A GB2250371A GB1306472A GB 1306472 A GB1306472 A GB 1306472A GB 2250371 A GB2250371 A GB 2250371A GB 2250371 A GB2250371 A GB 2250371A GB 1306472 A GB1306472 A GB 1306472A
- Authority
- GB
- United Kingdom
- Prior art keywords
- maleic anhydride
- ether
- copolymer
- vinyl
- divinyl ether
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 229920001577 copolymer Polymers 0.000 title abstract 7
- 239000000126 substance Substances 0.000 title abstract 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 4
- 229960000834 vinyl ether Drugs 0.000 abstract 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 abstract 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- -1 azoisobutyronitrile Chemical compound 0.000 abstract 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 abstract 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 abstract 2
- MWZJGRDWJVHRDV-UHFFFAOYSA-N 1,4-bis(ethenoxy)butane Chemical compound C=COCCCCOC=C MWZJGRDWJVHRDV-UHFFFAOYSA-N 0.000 abstract 1
- JOSFJABFAXRZJQ-UHFFFAOYSA-N 1,6-bis(ethenoxy)hexane Chemical compound C=COCCCCCCOC=C JOSFJABFAXRZJQ-UHFFFAOYSA-N 0.000 abstract 1
- SAMJGBVVQUEMGC-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOC=C SAMJGBVVQUEMGC-UHFFFAOYSA-N 0.000 abstract 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 abstract 1
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 abstract 1
- BVHLGVCQOALMSV-JEDNCBNOSA-N L-lysine hydrochloride Chemical compound Cl.NCCCC[C@H](N)C(O)=O BVHLGVCQOALMSV-JEDNCBNOSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 102000006382 Ribonucleases Human genes 0.000 abstract 1
- 108010083644 Ribonucleases Proteins 0.000 abstract 1
- 102000004142 Trypsin Human genes 0.000 abstract 1
- 108090000631 Trypsin Proteins 0.000 abstract 1
- WERKSKAQRVDLDW-ANOHMWSOSA-N [(2s,3r,4r,5r)-2,3,4,5,6-pentahydroxyhexyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO WERKSKAQRVDLDW-ANOHMWSOSA-N 0.000 abstract 1
- RXSUFCOOZSGWSW-UHFFFAOYSA-M acetyloxy-(4-aminophenyl)mercury Chemical compound CC(=O)O[Hg]C1=CC=C(N)C=C1 RXSUFCOOZSGWSW-UHFFFAOYSA-M 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- MWEQTWJABOLLOS-UHFFFAOYSA-L disodium;[[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-oxidophosphoryl] hydrogen phosphate;trihydrate Chemical compound O.O.O.[Na+].[Na+].C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP([O-])(=O)OP(O)([O-])=O)C(O)C1O MWEQTWJABOLLOS-UHFFFAOYSA-L 0.000 abstract 1
- 229930182833 estradiol Natural products 0.000 abstract 1
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 1
- 229960005337 lysine hydrochloride Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- HNWCOANXZNKMLR-UHFFFAOYSA-N pyridoxamine dihydrochloride Chemical compound Cl.Cl.CC1=NC=C(CO)C(CN)=C1O HNWCOANXZNKMLR-UHFFFAOYSA-N 0.000 abstract 1
- 239000012588 trypsin Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/089—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
- C08F22/04—Anhydrides, e.g. cyclic anhydrides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/082—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Immunology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Enzymes And Modification Thereof (AREA)
Abstract
1306472 Maleic anhydride/vinyl ether copolymers; proteinic compositions MERCK PATENT GmbH 19 April 1971 [26 Feb 1970] 22503/71 Headings C3C C3H and C3P A water-soluble but readily meltable crosslinked copolymer of maleic anhydride and at least one vinyl ether is prepared by copolymerzing maleic anhydride with at least one vinyl ether, the ratio of maleic anhydride to vinyl groups being approximately 1 : 1 and at least 5% of the vinyl groups originating from a divinyl ether. A substance containing reactive groups may be covalently bonded to the copolymer by reacting the substance with the copolymer, the ratio of copolymer to the substance being 5 : 1 to 1 : 5. In the examples maleic anhydride, butane-1,4-diol divinyl ether, hexane- 1,6-diol divinyl ether, ethyl vinyl ether and diethylene glycol divinyl ether, are copolymerized in the presence of dibenzoyl peroxide, benzene, azoisobutyronitrile, butyl acetate, toluene, glycerol mono-oleate, heptane, azoisobutyrodinitrile, acetonitrile, naphtha benzine, formamide, n-octane, sorbitol mono-oleate and petroleum ether. The resulting copolymers are reacted with papaine, pig's trypsin, ribonuclease, piperidine, lysine hydrochloride, phenol, nbutanol, 2 - mercaptoethanol, adenosine - 5<SP>1</SP>- monophosphoric acid, thiophenol, oestradiol, hexamethylene diamine, pyridoxamine dihydrochloride and p-aminophenyl mercuriacetate. Porous polymers are produced in Examples 12 to 16.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702008990 DE2008990A1 (en) | 1970-02-26 | 1970-02-26 | Cross-linked polymers for the covalent binding of substances with reactive groups |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1306472A true GB1306472A (en) | 1973-02-14 |
Family
ID=5763431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2250371A Expired GB1306472A (en) | 1970-02-26 | 1971-04-19 | Cross-linked co-polymers for the covalent bonding of substances containing reactive groups |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE763382A (en) |
| DE (2) | DE2008990A1 (en) |
| FR (1) | FR2078653A5 (en) |
| GB (1) | GB1306472A (en) |
| IL (1) | IL36133A0 (en) |
| IT (1) | IT968028B (en) |
| NL (1) | NL7101493A (en) |
| SE (1) | SE7102039L (en) |
| ZA (1) | ZA71629B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0028122A2 (en) * | 1979-10-27 | 1981-05-06 | Unitika Ltd. | Process for providing enzyme activity to a surface of an article and an article having enzyme activity on a surface thereof |
| US4407975A (en) * | 1981-05-22 | 1983-10-04 | Agency Of Industrial Science And Technology | Polymeric membrane having maleic anhydride residues |
| FR2808680A1 (en) * | 2000-05-15 | 2001-11-16 | Oreal | Cosmetic oxidizing composition useful for treating keratinic fibers, especially human hair, comprises an oxidoreductase enzyme stabilized with a crosslinked maleic anhydride/alkyl vinyl ether copolymer |
| WO2003104294A1 (en) * | 2002-06-05 | 2003-12-18 | Imperial College Innovations Limited | Polyvinyl ethers |
| US7491779B2 (en) | 2002-06-05 | 2009-02-17 | Imperial College Of Science, Technology And Medicine | Polyvinyl ethers |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2237316C3 (en) * | 1972-07-29 | 1985-08-29 | Roehm Gmbh, 6100 Darmstadt | Process for the production of bead-shaped, crosslinked, water-insoluble copolymers and their use |
-
1970
- 1970-02-26 DE DE19702008990 patent/DE2008990A1/en active Pending
- 1970-12-21 DE DE19702062818 patent/DE2062818A1/en active Pending
-
1971
- 1971-02-01 ZA ZA710629A patent/ZA71629B/en unknown
- 1971-02-04 IL IL36133A patent/IL36133A0/en unknown
- 1971-02-04 NL NL7101493A patent/NL7101493A/xx unknown
- 1971-02-16 FR FR7105210A patent/FR2078653A5/fr not_active Expired
- 1971-02-17 SE SE7102039A patent/SE7102039L/sv unknown
- 1971-02-24 BE BE763382A patent/BE763382A/en unknown
- 1971-02-25 IT IT21001/71A patent/IT968028B/en active
- 1971-04-19 GB GB2250371A patent/GB1306472A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0028122A2 (en) * | 1979-10-27 | 1981-05-06 | Unitika Ltd. | Process for providing enzyme activity to a surface of an article and an article having enzyme activity on a surface thereof |
| EP0028122A3 (en) * | 1979-10-27 | 1982-03-31 | Unitika Ltd. | Process for providing enzyme activity to a surface of an article and an article having enzyme activity on a surface thereof |
| US4407975A (en) * | 1981-05-22 | 1983-10-04 | Agency Of Industrial Science And Technology | Polymeric membrane having maleic anhydride residues |
| FR2808680A1 (en) * | 2000-05-15 | 2001-11-16 | Oreal | Cosmetic oxidizing composition useful for treating keratinic fibers, especially human hair, comprises an oxidoreductase enzyme stabilized with a crosslinked maleic anhydride/alkyl vinyl ether copolymer |
| EP1157684A2 (en) * | 2000-05-15 | 2001-11-28 | L'oreal | Oxidising composition and uses for dyeing, permanently setting or bleaching keratin fibers |
| EP1157684A3 (en) * | 2000-05-15 | 2002-12-11 | L'oreal | Oxidising composition and uses for dyeing, permanently setting or bleaching keratin fibers |
| WO2003104294A1 (en) * | 2002-06-05 | 2003-12-18 | Imperial College Innovations Limited | Polyvinyl ethers |
| US7491779B2 (en) | 2002-06-05 | 2009-02-17 | Imperial College Of Science, Technology And Medicine | Polyvinyl ethers |
Also Published As
| Publication number | Publication date |
|---|---|
| IL36133A0 (en) | 1971-04-28 |
| DE2008990A1 (en) | 1971-09-09 |
| NL7101493A (en) | 1971-08-30 |
| ZA71629B (en) | 1971-10-27 |
| FR2078653A5 (en) | 1971-11-05 |
| DE2062818A1 (en) | 1972-07-06 |
| BE763382A (en) | 1971-08-24 |
| IT968028B (en) | 1974-03-20 |
| SE7102039L (en) | 1971-08-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |