GB1015612A - Improved chelating polymers and methods of treating water therewith - Google Patents
Improved chelating polymers and methods of treating water therewithInfo
- Publication number
- GB1015612A GB1015612A GB2528862A GB2528862A GB1015612A GB 1015612 A GB1015612 A GB 1015612A GB 2528862 A GB2528862 A GB 2528862A GB 2528862 A GB2528862 A GB 2528862A GB 1015612 A GB1015612 A GB 1015612A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polymers
- methyl ester
- acid methyl
- vinyl
- ethylenediaminetrimethylacetate
- 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
- 229920000642 polymer Polymers 0.000 title abstract 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 4
- 150000004702 methyl esters Chemical class 0.000 abstract 4
- 229920000083 poly(allylamine) Polymers 0.000 abstract 4
- 239000003446 ligand Substances 0.000 abstract 3
- 229920002401 polyacrylamide Polymers 0.000 abstract 3
- CCXFBLJCVQRDMG-UHFFFAOYSA-N 2-[bis(2-methoxy-2-oxoethyl)amino]acetic acid Chemical compound COC(=O)CN(CC(O)=O)CC(=O)OC CCXFBLJCVQRDMG-UHFFFAOYSA-N 0.000 abstract 2
- YXRYIKCWGOETNV-UHFFFAOYSA-N N'-ethenylethanedithioamide Chemical compound N(C(=S)C(=S)N)C=C YXRYIKCWGOETNV-UHFFFAOYSA-N 0.000 abstract 2
- RIUJBCQONITUDL-UHFFFAOYSA-N NC(=O)C=C.N#CCCNCCC#N Chemical compound NC(=O)C=C.N#CCCNCCC#N RIUJBCQONITUDL-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 229940107816 ammonium iodide Drugs 0.000 abstract 2
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 abstract 2
- PVTGORQEZYKPDK-UHFFFAOYSA-N ethenylthiourea Chemical compound NC(=S)NC=C PVTGORQEZYKPDK-UHFFFAOYSA-N 0.000 abstract 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 abstract 2
- -1 methylene, carbonyl Chemical group 0.000 abstract 2
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- KXKGXEPFJXOART-UHFFFAOYSA-N COP(O)=O.C(=C)NCCNCCNCCN Chemical compound COP(O)=O.C(=C)NCCNCCNCCN KXKGXEPFJXOART-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- JHIDGGPPGFZMES-UHFFFAOYSA-N acetic acid;n-(2-aminoethyl)hydroxylamine Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.NCCNO JHIDGGPPGFZMES-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- BSRDNMMLQYNQQD-UHFFFAOYSA-N iminodiacetonitrile Chemical compound N#CCNCC#N BSRDNMMLQYNQQD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 239000003352 sequestering agent Substances 0.000 abstract 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 abstract 1
Classifications
-
- 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
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
- C02F5/08—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
- C02F5/10—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
- C02F5/12—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances containing nitrogen
-
- 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/52—Amides or imides
- C08F20/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F20/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-acryloylmorpholine
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Water Supply & Treatment (AREA)
- Environmental & Geological Engineering (AREA)
- Engineering & Computer Science (AREA)
- Hydrology & Water Resources (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Detergent Compositions (AREA)
Abstract
Chelating polymers are made which comprise wholly aliphatic polymer chains containing no lateral aromatic groups having a molecular weight of 1,000 to 1,000,000 and carrying a number of chelating ligand groups of the formula <FORM:1015612/C3/1> in which n is 0 or an integer from 1 to 5, R is -(CH2)mCOOH, R1 is -(CH2)mCOOH or H, m being an integer from 1 to 4 and p is 1 to 3, each ligand group being bonded to a carbon atom of the valency chain by a link comprising a valency bond or a divalent group comprising one or more methylene, carbonyl or thiocarbonyl groups. Such polymers may be made by the polymerization of vinyl ethylenediaminetrimethylacetate, N - allyl, N1 - hydroxyethyl-diethylenetriaminetrimethyl acetate, the methacrylamide of ethylenediaminetrimethylacetate, N-allylethylenediaminetetramethylacetate quaternary ammonium iodide, iminodipropionitrile acrylamide, N - methacrylamide - nitrilodiacetic acid methyl ester, N-vinyltriethylenetetraminetetraacetic acid methyl ester, the monoallylamide of nitrilotriacetic acid dimethyl ester, N,N - dihydroxyethylglycineallylamide, vinyl thiourea, vinyl dithiooxamide and N-vinyltriethylenetetraminephosphonic acid methyl ester. The required polymers may also be made by carboxymethylating polyacrylamide and polyallylamine and by other aftertreatments of polymers. The examples describe making chelating polymers by (1) carboxymethylating polyacrylamide by treating it with formaldehyde and sodium cyanide; (2) reacting polyacrylyl chloride with iminodiacetonitrile; (3) carboxymethylating polyallylamine by treating it with formaldehyde and sodium cyanide; (4) polymerizing the acrylic ester of hydroxyethylenediamine triacetic acid; and (5) by treating polyallylamine with acrylonitrile under alkaline conditions.ALSO:Sequestering agents for metals in water comprise aliphatic polymers containing ligand groups which are in their simplest form -NH(CH2)COOH Exemplified are polymers of vinyl ethylenediaminetrimethylacetate N - allyl N - hydroxyethyldiethylenetriaminetrimethylacetate the methacrylamide of ethylenediaminetrimethylacetate, N-allylethylene diaminetetramethylacetate quaternary ammonium iodide, iminodipropionitrile acrylamide, N-methylacrylamidenitrilodiaceti acid methyl ester, N-vinyltriethylene tetraminetetracetic acid methyl ester, the monoallylamide of nitrilotriacetic acid dimethyl ester, N,N-dihydroxy ethylglycineallylamide vinylthiourea, vinyl dithiooxamide and N - vinyltriethylenetetramine phosphonic acid methyl ester or by carboxymethylating polyacrylamide and polyallylamine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12435061A | 1961-07-17 | 1961-07-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1015612A true GB1015612A (en) | 1966-01-05 |
Family
ID=22414350
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2528862A Expired GB1015612A (en) | 1961-07-17 | 1962-07-02 | Improved chelating polymers and methods of treating water therewith |
| GB4605263A Expired GB1068037A (en) | 1961-07-17 | 1963-11-21 | Polymers and a method of treating water |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4605263A Expired GB1068037A (en) | 1961-07-17 | 1963-11-21 | Polymers and a method of treating water |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1517404A1 (en) |
| GB (2) | GB1015612A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4566972A (en) * | 1981-08-18 | 1986-01-28 | Dearborn Chemicals, Ltd. | Treatment of aqueous systems |
| US9193610B2 (en) | 2011-08-10 | 2015-11-24 | Ecolab USA, Inc. | Synergistic interaction of weak cation exchange resin and magnesium oxide |
| WO2020007935A1 (en) * | 2018-07-04 | 2020-01-09 | Basf Se | Iron chelators as activators in alkaline flotation circuits |
| CN118833937A (en) * | 2024-06-26 | 2024-10-25 | 南京顺水达环保科技有限公司 | Polyamine-based furnace water treatment agent and preparation method and application method thereof |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ176822A (en) | 1974-03-25 | 1978-03-06 | Rohm & Haas | Cross-linking polymers containing carboxyl and/or anhydride groups using compounds containing betahydroxyalkylamide groups |
| EP0018344B1 (en) * | 1979-04-09 | 1983-06-22 | THE PROCTER & GAMBLE COMPANY | Method and composition to inhibit staining of porcelain surfaces by manganese, and toilet tank dispenser using this composition |
| US4302350A (en) | 1979-04-09 | 1981-11-24 | The Procter & Gamble Company | Method and composition to inhibit staining of porcelain surfaces by manganese |
| IT1238234B (en) * | 1989-12-21 | 1993-07-12 | Eniricerche Spa | POLYMERS CONTAINING MALONIC ACRYLAMID UNIT (MET) |
| NZ332116A (en) * | 1996-05-03 | 2000-06-23 | Warner Lambert Co | Rapid purification of synthetic intermediates and products by polymer supported quench reagents |
-
1962
- 1962-07-02 GB GB2528862A patent/GB1015612A/en not_active Expired
- 1962-07-13 DE DE19621517404 patent/DE1517404A1/en active Pending
-
1963
- 1963-11-21 GB GB4605263A patent/GB1068037A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4566972A (en) * | 1981-08-18 | 1986-01-28 | Dearborn Chemicals, Ltd. | Treatment of aqueous systems |
| US9193610B2 (en) | 2011-08-10 | 2015-11-24 | Ecolab USA, Inc. | Synergistic interaction of weak cation exchange resin and magnesium oxide |
| US9896364B2 (en) | 2011-08-10 | 2018-02-20 | Ecolab Usa Inc. | Synergistic interaction of weak cation exchange resin and magnesium oxide |
| WO2020007935A1 (en) * | 2018-07-04 | 2020-01-09 | Basf Se | Iron chelators as activators in alkaline flotation circuits |
| US20210260603A1 (en) * | 2018-07-04 | 2021-08-26 | Basf Se | Iron chelators as activators in alkaline flotation circuits |
| AU2019297408B2 (en) * | 2018-07-04 | 2024-12-19 | Basf Se | Iron chelators as activators in alkaline flotation circuits |
| US12240000B2 (en) | 2018-07-04 | 2025-03-04 | Basf Se | Iron chelators as activators in alkaline flotation circuits |
| CN118833937A (en) * | 2024-06-26 | 2024-10-25 | 南京顺水达环保科技有限公司 | Polyamine-based furnace water treatment agent and preparation method and application method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1068037A (en) | 1967-05-10 |
| DE1517404A1 (en) | 1969-06-19 |
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