RU2602101C2 - Неионные ассоциативные загустители, содержащие алкилциклогексилолы, содержащие их составы и их применение - Google Patents
Неионные ассоциативные загустители, содержащие алкилциклогексилолы, содержащие их составы и их применение Download PDFInfo
- Publication number
- RU2602101C2 RU2602101C2 RU2014100913/05A RU2014100913A RU2602101C2 RU 2602101 C2 RU2602101 C2 RU 2602101C2 RU 2014100913/05 A RU2014100913/05 A RU 2014100913/05A RU 2014100913 A RU2014100913 A RU 2014100913A RU 2602101 C2 RU2602101 C2 RU 2602101C2
- Authority
- RU
- Russia
- Prior art keywords
- carbon atoms
- composition
- aqueous composition
- monomer
- polyurethane according
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 77
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 22
- 239000002562 thickening agent Substances 0.000 title claims abstract description 21
- 238000009472 formulation Methods 0.000 title description 3
- 239000004814 polyurethane Substances 0.000 claims abstract description 55
- 229920002635 polyurethane Polymers 0.000 claims abstract description 55
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 49
- 239000000178 monomer Substances 0.000 claims abstract description 37
- 239000003973 paint Substances 0.000 claims abstract description 27
- 229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 20
- 239000000126 substance Substances 0.000 claims abstract description 19
- 238000009833 condensation Methods 0.000 claims abstract description 17
- 230000005494 condensation Effects 0.000 claims abstract description 17
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 16
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 16
- 230000008719 thickening Effects 0.000 claims abstract description 11
- 239000002966 varnish Substances 0.000 claims abstract description 8
- 238000000576 coating method Methods 0.000 claims abstract description 6
- 239000002537 cosmetic Substances 0.000 claims abstract description 6
- 239000011248 coating agent Substances 0.000 claims abstract description 5
- 239000003599 detergent Substances 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000002518 antifoaming agent Substances 0.000 claims description 9
- 239000003139 biocide Substances 0.000 claims description 9
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 230000003115 biocidal effect Effects 0.000 claims description 8
- 239000002202 Polyethylene glycol Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- 239000000470 constituent Substances 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 4
- VZDIRINETBAVAV-UHFFFAOYSA-N 2,4-diisocyanato-1-methylcyclohexane Chemical compound CC1CCC(N=C=O)CC1N=C=O VZDIRINETBAVAV-UHFFFAOYSA-N 0.000 claims description 4
- 239000000123 paper Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000013638 trimer Substances 0.000 claims description 4
- OHTRJOZKRSVAOX-UHFFFAOYSA-N 1,3-diisocyanato-2-methylcyclohexane Chemical compound CC1C(N=C=O)CCCC1N=C=O OHTRJOZKRSVAOX-UHFFFAOYSA-N 0.000 claims description 2
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims description 2
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims 1
- 235000013877 carbamide Nutrition 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- HYBRSMMCWRVPTH-UHFFFAOYSA-N carbamoylurea;1,6-diisocyanatohexane Chemical compound NC(=O)NC(N)=O.O=C=NCCCCCCN=C=O HYBRSMMCWRVPTH-UHFFFAOYSA-N 0.000 claims 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims 1
- 230000002209 hydrophobic effect Effects 0.000 abstract description 18
- 230000000694 effects Effects 0.000 abstract description 5
- 238000001035 drying Methods 0.000 abstract description 3
- PBJZAYSKNIIHMZ-UHFFFAOYSA-N ethyl carbamate;oxirane Chemical class C1CO1.CCOC(N)=O PBJZAYSKNIIHMZ-UHFFFAOYSA-N 0.000 abstract description 2
- -1 alkyl phenols Chemical class 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 125000001165 hydrophobic group Chemical group 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 229920002125 Sokalan® Polymers 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000002736 nonionic surfactant Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000003002 pH adjusting agent Substances 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000011247 coating layer Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-UHFFFAOYSA-N 0.000 description 2
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000006254 rheological additive Substances 0.000 description 2
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
- KESQFSZFUCZCEI-UHFFFAOYSA-N 2-(5-nitropyridin-2-yl)oxyethanol Chemical compound OCCOC1=CC=C([N+]([O-])=O)C=N1 KESQFSZFUCZCEI-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000008118 PEG 6000 Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002538 Polyethylene Glycol 20000 Polymers 0.000 description 1
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 1
- 229920002584 Polyethylene Glycol 6000 Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 230000002925 chemical effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- AVERNHDYEFYHIV-UHFFFAOYSA-N dodecan-5-ol Chemical compound CCCCCCCC(O)CCCC AVERNHDYEFYHIV-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- HLJDOURGTRAFHE-UHFFFAOYSA-N isocyanic acid;3,5,5-trimethylcyclohex-2-en-1-one Chemical compound N=C=O.N=C=O.CC1=CC(=O)CC(C)(C)C1 HLJDOURGTRAFHE-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- DMKSVUSAATWOCU-HROMYWEYSA-N loteprednol etabonate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)OCCl)(OC(=O)OCC)[C@@]1(C)C[C@@H]2O DMKSVUSAATWOCU-HROMYWEYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 231100000957 no side effect Toxicity 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002523 polyethylene Glycol 1000 Polymers 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/282—Alkanols, cycloalkanols or arylalkanols including terpenealcohols
- C08G18/2825—Alkanols, cycloalkanols or arylalkanols including terpenealcohols having at least 6 carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/08—Polyurethanes from polyethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/43—Thickening agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1155156A FR2976580B1 (fr) | 2011-06-14 | 2011-06-14 | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations. |
| FR1155156 | 2011-06-14 | ||
| PCT/FR2012/051315 WO2012172249A1 (fr) | 2011-06-14 | 2012-06-12 | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2014100913A RU2014100913A (ru) | 2015-07-20 |
| RU2602101C2 true RU2602101C2 (ru) | 2016-11-10 |
Family
ID=46420449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2014100913/05A RU2602101C2 (ru) | 2011-06-14 | 2012-06-12 | Неионные ассоциативные загустители, содержащие алкилциклогексилолы, содержащие их составы и их применение |
Country Status (16)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2976579B1 (fr) * | 2011-06-14 | 2013-07-05 | Coatex Sas | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations |
| IN2014DE02424A (cg-RX-API-DMAC10.html) * | 2013-10-28 | 2015-07-10 | Rohm & Haas | |
| CN106349113B (zh) * | 2015-07-16 | 2017-12-26 | 中国石油化工股份有限公司 | 一种疏水单体及基于该单体的钻井堵漏用水凝胶 |
| FR3039833B1 (fr) * | 2015-08-05 | 2017-09-01 | Coatex Sas | Agent epaississant pour systemes aqueux, formulations le contenant et utilisations |
| FR3064530A1 (fr) | 2017-03-31 | 2018-10-05 | Saint-Gobain Glass France | Ensemble vitre lumineux |
| CN110785448A (zh) * | 2017-04-13 | 2020-02-11 | 毕克化学有限公司 | 适合作为增稠剂的聚合物 |
| CN112225877A (zh) * | 2020-09-04 | 2021-01-15 | 华南理工大学 | 一种三官能度异氰酸酯改性聚氨酯增稠剂及其制备方法 |
| FR3139824B1 (fr) | 2022-09-15 | 2026-05-01 | Coatex Sas | Copolymère uréthane cycloalkylé épaississant |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1241198A1 (de) * | 2001-03-12 | 2002-09-18 | Bayer Ag | Polyurethane und ihre Verwendung zur Verdickung wässriger Systeme |
| UA53729C2 (uk) * | 2000-02-03 | 2003-02-17 | Інститут Хімії Високомолекулярних Сполук Нан України | Спосіб одержання іономерних водорозчинних поліуретанів |
| RU2255101C2 (ru) * | 2000-05-19 | 2005-06-27 | Акцо Нобель Н.В. | Водная сшиваемая связующая композиция и композиция для покрытия, композиция лака или герметика, содержащая такую связующую композицию |
| DE102006023001A1 (de) * | 2006-05-17 | 2007-11-22 | Cognis Ip Management Gmbh | Verdickungsmittel auf Polyurethanbasis |
| RU2353628C2 (ru) * | 2003-02-14 | 2009-04-27 | Байер Матириалсайенс Аг | Однокомпонентные системы для покрытий |
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| SE501624C2 (sv) | 1992-09-15 | 1995-04-03 | Berol Nobel Ab | Polyuretan, dess användning och vattenburen färg innehållande polyuretanen som förtjockare |
| DE4327481A1 (de) | 1993-08-16 | 1995-02-23 | Bayer Ag | Als Verdickungsmittel geeignete Polyurethane und ihre Verwendung zur Verdickung wäßriger Systeme |
| JPH07112948A (ja) * | 1993-10-15 | 1995-05-02 | New Japan Chem Co Ltd | ４−アルキルシクロヘキサノール異性体混合物の製造方法 |
| DE19503281A1 (de) * | 1995-02-02 | 1996-08-08 | Bayer Ag | Als Verdickungsmittel für wäßrige Systeme geeignete Polyurethane |
| TW460508B (en) * | 1997-05-02 | 2001-10-21 | Rohm & Haas | Aqueous composition comprising a mixed surfactant/associative thickener, its use in a formulated composition, and method for enhancing thickening efficiency of aqueous composition |
| US6111146A (en) | 1997-09-03 | 2000-08-29 | Rayborn; Randy L. | Alkyl cyclohexanol alkoxylates and method for making same |
| JP2000072699A (ja) * | 1998-09-01 | 2000-03-07 | Mitsui Chemicals Inc | 高純度アルキルシクロヘキサノールの製造方法 |
| KR100613969B1 (ko) | 1998-12-17 | 2006-08-18 | 가부시키가이샤 시세이도 | 화장료 조성물 |
| ID28969A (id) * | 1998-12-18 | 2001-07-19 | Dow Chemical Co | Dispersi-dispersi poliuretan encer yang berguna untuk menyiapkan polimer-polimer dengan sifat-sifat resistansi kelembaban yang ditingkatkan |
| FR2826014B1 (fr) | 2001-06-19 | 2007-04-13 | Coatex Sas | Epaississants non ioniques pour compositions pigmentaires, notamment pour peintures, assurant la compatibilite pigmentaire, et leurs applications |
| US20030050388A1 (en) * | 2001-09-06 | 2003-03-13 | Strickland Debra S. | Aqueous coating composition |
| DE102004008015A1 (de) * | 2004-02-19 | 2005-09-08 | Cognis Deutschland Gmbh & Co. Kg | Verdickungsmittel für Polyurethanbasis |
| EP1908743A4 (en) * | 2005-07-26 | 2010-09-29 | Mitsubishi Gas Chemical Co | (ALKYLPHENYL) ALKYLCYCLOHEXAN AND METHOD FOR THE PRODUCTION OF (ALKYLPHENYL) ALKYLCYCLOHEXAN OR ALKYLBIOPHENYL |
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| FR2949783B1 (fr) * | 2009-09-10 | 2012-08-17 | Coatex Sas | Polyurethanes associatifs a base de cardanol, epaississants associatifs correspondants et leurs utilisations. |
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| FR2976579B1 (fr) * | 2011-06-14 | 2013-07-05 | Coatex Sas | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations |
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2011
- 2011-06-14 FR FR1155156A patent/FR2976580B1/fr not_active Expired - Fee Related
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2012
- 2012-06-12 RU RU2014100913/05A patent/RU2602101C2/ru active
- 2012-06-12 WO PCT/FR2012/051315 patent/WO2012172249A1/fr not_active Ceased
- 2012-06-12 JP JP2014515259A patent/JP6452442B2/ja not_active Expired - Fee Related
- 2012-06-12 SG SG2013084728A patent/SG194987A1/en unknown
- 2012-06-12 CN CN201280022025.0A patent/CN103517930B/zh not_active Expired - Fee Related
- 2012-06-12 PL PL12731136T patent/PL2721084T3/pl unknown
- 2012-06-12 BR BR112013027437-9A patent/BR112013027437B1/pt not_active IP Right Cessation
- 2012-06-12 MX MX2013014290A patent/MX337544B/es active IP Right Grant
- 2012-06-12 AU AU2012270208A patent/AU2012270208B2/en not_active Ceased
- 2012-06-12 KR KR1020147000827A patent/KR101960118B1/ko not_active Expired - Fee Related
- 2012-06-12 EP EP12731136.3A patent/EP2721084B1/fr not_active Not-in-force
- 2012-06-12 ES ES12731136T patent/ES2705925T3/es active Active
- 2012-06-12 CA CA2834310A patent/CA2834310C/fr active Active
- 2012-06-13 US US13/495,080 patent/US8895630B2/en active Active
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2013
- 2013-11-11 ZA ZA2013/08462A patent/ZA201308462B/en unknown
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| UA53729C2 (uk) * | 2000-02-03 | 2003-02-17 | Інститут Хімії Високомолекулярних Сполук Нан України | Спосіб одержання іономерних водорозчинних поліуретанів |
| RU2255101C2 (ru) * | 2000-05-19 | 2005-06-27 | Акцо Нобель Н.В. | Водная сшиваемая связующая композиция и композиция для покрытия, композиция лака или герметика, содержащая такую связующую композицию |
| EP1241198A1 (de) * | 2001-03-12 | 2002-09-18 | Bayer Ag | Polyurethane und ihre Verwendung zur Verdickung wässriger Systeme |
| RU2353628C2 (ru) * | 2003-02-14 | 2009-04-27 | Байер Матириалсайенс Аг | Однокомпонентные системы для покрытий |
| DE102006023001A1 (de) * | 2006-05-17 | 2007-11-22 | Cognis Ip Management Gmbh | Verdickungsmittel auf Polyurethanbasis |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2014100913A (ru) | 2015-07-20 |
| MX2013014290A (es) | 2014-03-21 |
| AU2012270208A1 (en) | 2013-11-21 |
| SG194987A1 (en) | 2013-12-30 |
| US8895630B2 (en) | 2014-11-25 |
| EP2721084A1 (fr) | 2014-04-23 |
| AU2012270208B2 (en) | 2015-08-20 |
| CA2834310A1 (fr) | 2012-12-20 |
| ES2705925T3 (es) | 2019-03-27 |
| FR2976580A1 (fr) | 2012-12-21 |
| MX337544B (es) | 2016-03-10 |
| CN103517930A (zh) | 2014-01-15 |
| KR101960118B1 (ko) | 2019-03-19 |
| CN103517930B (zh) | 2015-09-02 |
| KR20140039286A (ko) | 2014-04-01 |
| JP2014523934A (ja) | 2014-09-18 |
| WO2012172249A1 (fr) | 2012-12-20 |
| BR112013027437B1 (pt) | 2020-11-17 |
| CA2834310C (fr) | 2019-10-29 |
| PL2721084T3 (pl) | 2019-02-28 |
| ZA201308462B (en) | 2015-03-25 |
| JP6452442B2 (ja) | 2019-01-16 |
| EP2721084B1 (fr) | 2018-10-17 |
| FR2976580B1 (fr) | 2013-05-31 |
| BR112013027437A2 (pt) | 2017-01-31 |
| US20120322896A1 (en) | 2012-12-20 |
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