CA2608408A1 - Process for preparing a polymer dispersion and a polymer dispersion - Google Patents
Process for preparing a polymer dispersion and a polymer dispersion Download PDFInfo
- Publication number
- CA2608408A1 CA2608408A1 CA002608408A CA2608408A CA2608408A1 CA 2608408 A1 CA2608408 A1 CA 2608408A1 CA 002608408 A CA002608408 A CA 002608408A CA 2608408 A CA2608408 A CA 2608408A CA 2608408 A1 CA2608408 A1 CA 2608408A1
- Authority
- CA
- Canada
- Prior art keywords
- polymer dispersion
- sulphonic acid
- acid
- stabiliser
- process according
- 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.)
- Granted
Links
- 239000004815 dispersion polymer Substances 0.000 title claims abstract 30
- 238000004519 manufacturing process Methods 0.000 title claims abstract 5
- 238000000034 method Methods 0.000 claims abstract 21
- 239000003381 stabilizer Substances 0.000 claims abstract 20
- 239000000178 monomer Substances 0.000 claims abstract 14
- 239000011541 reaction mixture Substances 0.000 claims abstract 10
- 125000000129 anionic group Chemical group 0.000 claims abstract 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract 4
- 229920002554 vinyl polymer Polymers 0.000 claims abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 5
- 229920000642 polymer Polymers 0.000 claims 4
- PRAMZQXXPOLCIY-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethanesulfonic acid Chemical compound CC(=C)C(=O)OCCS(O)(=O)=O PRAMZQXXPOLCIY-UHFFFAOYSA-N 0.000 claims 3
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 3
- SYPKYPCQNDILJH-UHFFFAOYSA-N 2-methyl-2-(prop-2-enoylamino)butane-1-sulfonic acid Chemical compound OS(=O)(=O)CC(C)(CC)NC(=O)C=C SYPKYPCQNDILJH-UHFFFAOYSA-N 0.000 claims 3
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims 3
- GQTFHSAAODFMHB-UHFFFAOYSA-N 2-prop-2-enoyloxyethanesulfonic acid Chemical compound OS(=O)(=O)CCOC(=O)C=C GQTFHSAAODFMHB-UHFFFAOYSA-N 0.000 claims 3
- KFNGWPXYNSJXOP-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)propane-1-sulfonic acid Chemical compound CC(=C)C(=O)OCCCS(O)(=O)=O KFNGWPXYNSJXOP-UHFFFAOYSA-N 0.000 claims 3
- NYUTUWAFOUJLKI-UHFFFAOYSA-N 3-prop-2-enoyloxypropane-1-sulfonic acid Chemical compound OS(=O)(=O)CCCOC(=O)C=C NYUTUWAFOUJLKI-UHFFFAOYSA-N 0.000 claims 3
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 2
- 239000006185 dispersion Substances 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical compound NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 claims 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 2
- 239000011976 maleic acid Substances 0.000 claims 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims 2
- 239000000725 suspension Substances 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- YQIGLEFUZMIVHU-UHFFFAOYSA-N 2-methyl-n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C(C)=C YQIGLEFUZMIVHU-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 150000001447 alkali salts Chemical class 0.000 claims 1
- 125000005250 alkyl acrylate group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 239000012736 aqueous medium Substances 0.000 claims 1
- 239000007900 aqueous suspension Substances 0.000 claims 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 claims 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 229910017053 inorganic salt Inorganic materials 0.000 claims 1
- 230000014759 maintenance of location Effects 0.000 claims 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims 1
- -1 methallyl sulphonic acid Chemical compound 0.000 claims 1
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 claims 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims 1
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 claims 1
- MVBJSQCJPSRKSW-UHFFFAOYSA-N n-[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]prop-2-enamide Chemical compound OCC(CO)(CO)NC(=O)C=C MVBJSQCJPSRKSW-UHFFFAOYSA-N 0.000 claims 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims 1
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims 1
- ZIWDVJPPVMGJGR-UHFFFAOYSA-N n-ethyl-2-methylprop-2-enamide Chemical compound CCNC(=O)C(C)=C ZIWDVJPPVMGJGR-UHFFFAOYSA-N 0.000 claims 1
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 claims 1
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 claims 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims 1
- QQZXAODFGRZKJT-UHFFFAOYSA-N n-tert-butyl-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NC(C)(C)C QQZXAODFGRZKJT-UHFFFAOYSA-N 0.000 claims 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 claims 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- 239000004711 α-olefin Substances 0.000 claims 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/20—Aqueous medium with the aid of macromolecular dispersing agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
-
- 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
- C08F220/00—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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Paper (AREA)
- Polymerisation Methods In General (AREA)
- Soil Conditioners And Soil-Stabilizing Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to a process for preparing a polymer dispersion comprising polymerising one or more water soluble anionic monomers (m1) and one or 5 more non-ionic vinyl monomers (m2) present in a reaction mixture further comprising a polymeric stabiliser (B) and a polymeric co-stabiliser (C). It further relates to a polymer dispersion, the use of the polymer dispersion and a process for producing paper.
Claims (26)
1. Process for preparing a polymer dispersion comprising polymerising one or more water soluble anionic monomers (m1) and one or more non-ionic vinyl monomers (m2) present in a reaction mixture further comprising a polymeric stabiliser (B) and a polymeric co-stabiliser (C).
2. Polymer dispersion comprising a dispersed polymer (A) of one or more water soluble anionic monomers (m1) and one or more non-ionic vinyl monomers (m2), a polymeric stabiliser (B), and a polymeric co-stabiliser (C).
3. Process according to claim 1, or polymer dispersion according to claim 2, wherein the reaction mixture is an aqueous medium and the polymer dispersion is an aqueous polymer dispersion.
4. Process according to any one of claims 1 or 3, or polymer dispersion according to any one of claims 2-3, wherein the polymeric co-stabiliser (C) is a polymer of one or more monomers belonging to the group of acrylic acid, methacrylic acid, vinyl sulphonate, styrene sulphonic acid, itaconic acid, vinylphosphonic acid, 2-acrylamido-2-methyl-1-propane sulphonic acid (AMPS), 2-acrylamido-2-methyl-1-butane sulphonic acid (AMBS), acryloyloxyethyl sulphonic acid, methacryloyloxyethyl sulphonic acid, acryloyloxypropyl sulphonic acid, and methacryloyloxypropyl sulphonic acid.
5. Process according to any one of claims 1 or 3-4, or polymer dispersion according to any one of claims 2-4, wherein two or more co-stabilisers (C) are present in the reaction mixture and the polymer dispersion.
6. Process according to any one of claims 1 or 3-5, or polymer dispersion according to any one of claims 2-5, wherein the weight average molecular weight of the polymeric co-stabiliser (C) is from about 500 to about 30.000 g/mole.
7. Process according to any one of claims 1 or 3-6, or polymer dispersion according to any one of claims 2-6, wherein the weight average molecular weight of the polymeric co-stabiliser (C) is from about 1.000 to about 15.000 g/mole.
8. Process according to any one of claims 1 or 3-7, or polymer dispersion according to any one of claims 2-7, wherein the polymeric stabiliser (B) is a polymer of one or more monomers belonging to the group of acrylic acid, methacrylic acid, itaconic acid, 2-acrylamido-2-methyl-1-propane sulphonic acid (AMPS), 2-acrylamido-2-methyl-1-butane sulphonic acid (AMBS), acryloyloxyethyl sulphonic acid, methacryloyloxyethyl sulphonic acid, acryloyloxypropyl sulphonic acid, methacryloyloxypropyl sulphonic acid, vinyl sulphonic acid, allyl sulphonic acid, methallyl sulphonic acid, styrene sulphonic acid, maleic acid, maleamidic acid, and/or vinyl phosphonic acid.
9. Process according to any one of claims 1 or 3-7, or polymer dispersion according to any one of claims 2-7, wherein the polymeric stabiliser (B) belongs to the group of copolymers of maleic acid or maleamidic acid, respectively, with styrene or vinyl ethers, or alpha-olefins.
10. Process according to any one of claims 1 or 3-9, or polymer dispersion according to any one of claims 2-9, wherein the weight average molecular weight of the polymeric stabiliser (B) is from about 10.000 to about 1.000.000 g/mole.
11. Process according to any one of claims 1 or 3-10, or polymer dispersion according to any one of claims 2-10, wherein the weight average molecular weight of the polymeric stabiliser (B) is from about 35.000 to about 500.000 g/mole.
12. Process according to any one of claims 1 or 3-11, or polymer dispersion according to any one of claims 2-11, wherein the polymeric stabiliser (B) and the polymeric co-stabiliser (C) are made up from different monomers.
13. Process according to any one of claims 1 or 3-12, or polymer dispersion according to any one of claims 2-12, wherein the anionic monomer (m1) suitably belongs to the group of acrylic acid, methacrylic acid, (styrene sulphonic acid), 2-acrylamido-2-methyl-1-propane sulphonic acid (AMPS), 2-acrylamido-2-methyl-1-butane sulphonic acid (AMBS), acryloyloxyethyl sulphonic acid, methacryloyloxyethyl sulphonic acid, acryloyloxypropyl sulphonic acid, methacryloyloxypropyl sulphonic acid, vinyl sulphonic acid, and their alkali, earth alkali or ammonium salts.
14. Process according to any one of claims 1 or 3-13, or polymer dispersion according to any one of claims 2-13, wherein the one or more non-ionic monomers (m2) belong to the group of acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, N-ethylacrylamide, N-ethylmethacrylamide, N-isopropylacrylamide, N-isopropylmethacrylamide, N,N-dimethylacrylamide, N-t-butylacrylamide, N-t-butylmethacrylamide, N-hydroxyethylacrylamide, N-(tris-(hydroxymethyl)-methyl)-acrylamide, N-vinyl formamide, N-vinyl acetamide, hydroxyalkylacrylate or hydroxyalkylmethacrylate with C2-C4 alkyl, alkylacrylate or alkylmethacrylate with C1-C4 alkyl, benzylacrylate or benzylmethacrylate, esters of acrylic or methacrylic acid with dihydroxy-(polyethylene oxide) having 1-20 ethylene oxide units, or esters of acrylic or methacrylic acid with monomethoxyhydroxy-(polyethylene oxide) having 1-20 ethylene oxide units.
15. Process according to any one of claims 1 or 3-14, or polymer dispersion according to any one of claims 2-14, wherein the one or more monomers (m2) belong to the group of acrylamide, acrylate or methacrylate esters.
16. Process according to any one of claims 1 or 3-15, or polymer dispersion according to any one of claims 2-15, wherein the amount of inorganic salt is from 0 to about 1.9 weight % based on the total weight of the dispersion or reaction mixture.
17. Process according to any one of claims 1 or 3-16, or polymer dispersion according to any one of claims 2-16, wherein the amount of one or more inorganic salts is from 0 to about 0.5 weight % based on the total weight of the dispersion or reaction mixture.
18. Process according to any one of claims 1 or 3-17, wherein the reaction mixture comprises from about 3 to about 20 mol % of the one or more water soluble anionic monomers (m1).
19. Process according to any one of claims 1 or 3-18, wherein the reaction mixture comprises from about 80 to about 97 mol % of the one or more non-ionic vinyl monomers (m2).
20. Process according to any one of claims 1 or 3-19, wherein the reaction mixture comprises from about 0.5 to about 3 weight % of the polymeric stabiliser (B).
21. Process according to any one of claims 1 or 3-20, wherein the reaction mixture comprises from about 3 to about 25 weight % of the polymeric co-stabiliser (C).
22. Polymer dispersion according to any one of claims 2-17, comprising from about 10 to about 30 weight % of the dispersed polymer (A).
23. Polymer dispersion according to any one of claims 2-17 or 22, comprising from about 0.5 to about 3 weight % of the polymeric stabiliser (B).
24. Polymer dispersion according to any one of claims 2-17 or 22-23, comprising from about 3 to about 25 weight % of the polymeric co-stabiliser (C).
25. Use of a polymer dispersion according to any of claims 2-17 or 22-24 as retention and dewatering aid for paper manufacturing, as additive for increasing the dry strength of paper, as thickening agent, and/or as soil improvement agent.
26. Process for the production of paper from an aqueous suspension containing cellulosic fibres, and optional fillers, which comprises adding to the suspension a polymer dispersion according to any of claims 2-17 or 22-24, forming and draining the suspension on a wire.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05445036.6 | 2005-05-20 | ||
| EP05445036 | 2005-05-20 | ||
| PCT/SE2006/050112 WO2006123993A2 (en) | 2005-05-20 | 2006-05-09 | Process for preparing a polymer dispersion and a polymer dispersion |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2608408A1 true CA2608408A1 (en) | 2006-11-23 |
| CA2608408C CA2608408C (en) | 2011-07-19 |
Family
ID=34981217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2608408A Expired - Fee Related CA2608408C (en) | 2005-05-20 | 2006-05-09 | Process for preparing a polymer dispersion and a polymer dispersion |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP1881997A2 (en) |
| JP (1) | JP4799611B2 (en) |
| KR (1) | KR100923849B1 (en) |
| CN (1) | CN100558751C (en) |
| AU (1) | AU2006248161C1 (en) |
| BR (1) | BRPI0610071A2 (en) |
| CA (1) | CA2608408C (en) |
| MX (1) | MX276303B (en) |
| NO (1) | NO20076511L (en) |
| RU (1) | RU2394841C2 (en) |
| WO (1) | WO2006123993A2 (en) |
| ZA (1) | ZA200709250B (en) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0525864D0 (en) * | 2005-12-20 | 2006-02-01 | Novartis Ag | Organic compounds |
| MX2011001884A (en) | 2008-08-22 | 2011-05-10 | Akzo Nobel Nv | Polymer dispersion. |
| ES2449468T3 (en) * | 2009-08-24 | 2014-03-19 | Ashland Licensing And Intellectual Property, Llc | Cross-linked anionic polymers in water-in-water polymer dispersions |
| PL2470603T3 (en) * | 2009-08-24 | 2017-04-28 | Solenis Technologies Cayman, L.P. | Cationic cross-linked polymers in water-in-water polymer dispersions |
| CN101845115A (en) * | 2010-04-28 | 2010-09-29 | 北京化工大学 | Preparation method and application of water-based polyacrylamide composite dispersion liquid |
| RU2467021C2 (en) * | 2010-12-29 | 2012-11-20 | Российская Федерация, от имени которой выступает Министерство промышленности и торговли Российской Федерации (Минпромторг России) | Method of suspension polymerisation of alkylmethyl acrylate with carboxil-containing monomer |
| JP5935464B2 (en) * | 2012-04-10 | 2016-06-15 | 東洋インキＳｃホールディングス株式会社 | Resin fine particles |
| WO2014087408A1 (en) | 2012-12-06 | 2014-06-12 | Enlivex Therapeutics Ltd | Therapeutic apoptotic cell preparations, method for producing same and uses thereof |
| BR112015024239A2 (en) * | 2013-03-20 | 2017-07-18 | Seok Rhee Byeong | method for preparing environmentally friendly paper coating agent by use of water dispersible resin of ethylene (meth) acrylic acid polymer and use thereof |
| EP3237457B1 (en) * | 2014-12-22 | 2018-12-12 | Rohm and Haas Company | Method of suspension polymerization |
| KR102366941B1 (en) * | 2014-12-22 | 2022-02-25 | 롬 앤드 하아스 컴패니 | Suspensions comprising polyelectrolytes of opposite polarity |
| US10792846B2 (en) | 2015-10-07 | 2020-10-06 | Magma Flooring LLC | Method for producing composite substrates |
| US10414911B2 (en) | 2016-02-25 | 2019-09-17 | Interfacial Consultants Llc | Highly filled polymeric concentrates |
| DE102016212164B3 (en) * | 2016-07-04 | 2017-09-21 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Method for determining the mean particle size of particles suspended in a liquid and flowing medium via dynamic light scattering and apparatus therefor |
| CN107793529B (en) * | 2016-09-05 | 2020-11-13 | 中国石油化工股份有限公司 | Polymer for high-temperature-resistant acidizing and fracturing and preparation method thereof |
| CN114195933B (en) * | 2021-12-23 | 2022-12-30 | 诚达药业股份有限公司 | Preparation method of paper thickening agent and preparation method of thickened paper pulp |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2125545C (en) * | 1993-06-10 | 2005-11-01 | Manian Ramesh | Hydrophobic dispersants used in forming polymer dispersions |
| US5605970A (en) | 1996-03-20 | 1997-02-25 | Nalco Chemical Company | Synthesis of high molecular weight anionic dispersion polymers |
| US5837776A (en) | 1996-03-20 | 1998-11-17 | Nalco Chemical Company | Process for producing water soluble anionic dispersion polymers |
| US6245838B1 (en) * | 1998-02-03 | 2001-06-12 | 3M Innovative Properties Company | Method of suspension polymerization of (meth)acrylic monomers using dextrin, and polymer beads resulting from that method |
| US6265477B1 (en) * | 1999-09-08 | 2001-07-24 | Nalco Chemical Company | Aqueous dispersion of a particulate high molecular weight anionic or nonionic polymer |
| US6331229B1 (en) * | 1999-09-08 | 2001-12-18 | Nalco Chemical Company | Method of increasing retention and drainage in papermaking using high molecular weight water-soluble anionic or monionic dispersion polymers |
| JP4888988B2 (en) * | 2001-07-26 | 2012-02-29 | ハイモ株式会社 | Water-soluble polymer dispersion and method for producing the same |
| WO2003097703A1 (en) * | 2002-05-15 | 2003-11-27 | Akzo Nobel N.V. | A water-soluble polymer dispersion and a method of producing a water-soluble polymer dispersion |
-
2006
- 2006-05-09 EP EP06733482A patent/EP1881997A2/en not_active Withdrawn
- 2006-05-09 BR BRPI0610071-6A patent/BRPI0610071A2/en not_active IP Right Cessation
- 2006-05-09 WO PCT/SE2006/050112 patent/WO2006123993A2/en active Application Filing
- 2006-05-09 CA CA2608408A patent/CA2608408C/en not_active Expired - Fee Related
- 2006-05-09 ZA ZA200709250A patent/ZA200709250B/en unknown
- 2006-05-09 RU RU2007147474/02A patent/RU2394841C2/en not_active IP Right Cessation
- 2006-05-09 MX MX2007013907A patent/MX276303B/en active IP Right Grant
- 2006-05-09 CN CNB2006800175052A patent/CN100558751C/en not_active Expired - Fee Related
- 2006-05-09 JP JP2008512247A patent/JP4799611B2/en not_active Expired - Fee Related
- 2006-05-09 AU AU2006248161A patent/AU2006248161C1/en not_active Ceased
-
2007
- 2007-11-20 KR KR1020077026940A patent/KR100923849B1/en not_active IP Right Cessation
- 2007-12-19 NO NO20076511A patent/NO20076511L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| MX276303B (en) | 2010-06-02 |
| CA2608408C (en) | 2011-07-19 |
| CN101180321A (en) | 2008-05-14 |
| BRPI0610071A2 (en) | 2010-05-25 |
| KR20080012301A (en) | 2008-02-11 |
| AU2006248161B2 (en) | 2010-02-18 |
| AU2006248161C1 (en) | 2010-07-29 |
| MX2007013907A (en) | 2008-03-25 |
| WO2006123993A2 (en) | 2006-11-23 |
| CN100558751C (en) | 2009-11-11 |
| EP1881997A2 (en) | 2008-01-30 |
| RU2394841C2 (en) | 2010-07-20 |
| AU2006248161A1 (en) | 2006-11-23 |
| JP4799611B2 (en) | 2011-10-26 |
| NO20076511L (en) | 2008-02-20 |
| ZA200709250B (en) | 2009-02-25 |
| RU2007147474A (en) | 2009-06-27 |
| KR100923849B1 (en) | 2009-11-04 |
| WO2006123993A3 (en) | 2007-08-16 |
| JP2008540796A (en) | 2008-11-20 |
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| Date | Code | Title | Description |
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| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20150511 |