RU2603966C2 - Неионные ассоциативные загустители, содержащие алкилциклогексилолы, композиции, содержащие такие загустители, и их применение - Google Patents
Неионные ассоциативные загустители, содержащие алкилциклогексилолы, композиции, содержащие такие загустители, и их применение Download PDFInfo
- Publication number
- RU2603966C2 RU2603966C2 RU2014100900/04A RU2014100900A RU2603966C2 RU 2603966 C2 RU2603966 C2 RU 2603966C2 RU 2014100900/04 A RU2014100900/04 A RU 2014100900/04A RU 2014100900 A RU2014100900 A RU 2014100900A RU 2603966 C2 RU2603966 C2 RU 2603966C2
- Authority
- RU
- Russia
- Prior art keywords
- carbon atoms
- aqueous composition
- monomer
- polyurethanes
- formula
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 22
- 239000002562 thickening agent Substances 0.000 title claims abstract description 19
- 238000009472 formulation Methods 0.000 title abstract description 3
- 239000004814 polyurethane Substances 0.000 claims abstract description 57
- 229920002635 polyurethane Polymers 0.000 claims abstract description 57
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 50
- 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 21
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 17
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 17
- 238000009833 condensation Methods 0.000 claims abstract description 16
- 230000005494 condensation Effects 0.000 claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims abstract description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- -1 hexamethylene diurethane isocyanate Chemical compound 0.000 claims description 13
- 239000002518 antifoaming agent Substances 0.000 claims description 10
- 239000003139 biocide Substances 0.000 claims description 10
- 230000003115 biocidal effect Effects 0.000 claims description 9
- 239000000701 coagulant Substances 0.000 claims description 9
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 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 9
- 239000002202 Polyethylene glycol Substances 0.000 claims description 8
- 239000003002 pH adjusting agent Substances 0.000 claims description 8
- 229920001223 polyethylene glycol Polymers 0.000 claims description 8
- 239000000654 additive Substances 0.000 claims description 7
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 7
- VZDIRINETBAVAV-UHFFFAOYSA-N 2,4-diisocyanato-1-methylcyclohexane Chemical compound CC1CCC(N=C=O)CC1N=C=O VZDIRINETBAVAV-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000002736 nonionic surfactant Substances 0.000 claims description 6
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- 230000000996 additive effect Effects 0.000 claims description 5
- 239000002537 cosmetic Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 239000008199 coating composition Substances 0.000 claims description 4
- 239000003599 detergent Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000013638 trimer Substances 0.000 claims description 4
- 239000002966 varnish 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 3
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 3
- 230000008719 thickening Effects 0.000 claims description 3
- 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
- 125000005442 diisocyanate group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 description 15
- 230000002209 hydrophobic effect Effects 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 125000001165 hydrophobic group Chemical group 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 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
- 238000002474 experimental method Methods 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000006254 rheological additive Substances 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
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000006353 oxyethylene group Chemical group 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000012360 testing method Methods 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
- PATLWWCFSSFOFU-UHFFFAOYSA-N CC(C)(C1)CC(C)(CN=C=O)CC1N=C=O.N=C=O.N=C=O.C1CCCCC1 Chemical compound CC(C)(C1)CC(C)(CN=C=O)CC1N=C=O.N=C=O.N=C=O.C1CCCCC1 PATLWWCFSSFOFU-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920013683 Celanese Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000008118 PEG 6000 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
- 239000002253 acid Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004040 coloring 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
- AVERNHDYEFYHIV-UHFFFAOYSA-N dodecan-5-ol Chemical compound CCCCCCCC(O)CCCC AVERNHDYEFYHIV-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- PBJZAYSKNIIHMZ-UHFFFAOYSA-N ethyl carbamate;oxirane Chemical class C1CO1.CCOC(N)=O PBJZAYSKNIIHMZ-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 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
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 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
- 125000001400 nonyl 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])[H] 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920002523 polyethylene Glycol 1000 Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 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
- 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
-
- 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
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- 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
-
- 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
-
- 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
-
- 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
- C08G18/30—Low-molecular-weight compounds
-
- 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
-
- 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
- C08G18/28—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
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
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- 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
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- 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
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- 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
- C09D7/65—Additives macromolecular
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paper (AREA)
- Cosmetics (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| FR1155150 | 2011-06-14 | ||
| FR1155150A FR2976579B1 (fr) | 2011-06-14 | 2011-06-14 | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations |
| PCT/FR2012/051314 WO2012172248A1 (fr) | 2011-06-14 | 2012-06-12 | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations |
Publications (2)
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| RU2014100900A RU2014100900A (ru) | 2015-07-20 |
| RU2603966C2 true RU2603966C2 (ru) | 2016-12-10 |
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| US (1) | US9896533B2 (https=) |
| EP (1) | EP2721083B1 (https=) |
| JP (1) | JP6457264B2 (https=) |
| KR (1) | KR101972185B1 (https=) |
| CN (1) | CN103619897B (https=) |
| AU (1) | AU2012270207B2 (https=) |
| BR (1) | BR112013029891A2 (https=) |
| CA (1) | CA2837826A1 (https=) |
| FR (1) | FR2976579B1 (https=) |
| MX (1) | MX341168B (https=) |
| RU (1) | RU2603966C2 (https=) |
| SG (1) | SG195078A1 (https=) |
| WO (1) | WO2012172248A1 (https=) |
| ZA (1) | ZA201400140B (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2976580B1 (fr) * | 2011-06-14 | 2013-05-31 | Coatex Sas | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations. |
| FR3002141B1 (fr) * | 2013-02-21 | 2015-06-26 | Oreal | Emulsion huile-dans-eau comprenant au moins un melange specifique de tensioactifs non-ioniques, une cire comprenant au moins un ester et un polysaccharide hydrosoluble |
| 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 |
| FR3041964B1 (fr) * | 2015-10-05 | 2017-10-20 | Coatex Sas | Agent epaississant pour systemes aqueux, formulations le contenant et utilisations. |
| JP6983164B2 (ja) | 2016-08-31 | 2021-12-17 | 株式会社Adeka | 水系ゲル化剤組成物及びそれを用いた化粧料 |
| KR101989402B1 (ko) | 2018-01-11 | 2019-06-14 | 서울대학교산학협력단 | 자율신경계 활동 유도 장치 및 그 방법 |
| KR102563508B1 (ko) * | 2018-02-28 | 2023-08-07 | (주)아모레퍼시픽 | 고함량의 오일을 안정화시킨 수중유형 화장료 조성물 |
| CA3235274A1 (en) * | 2021-10-18 | 2023-04-27 | John J. Rabasco | Ici building rheology modifier |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5425806A (en) * | 1994-05-12 | 1995-06-20 | Rheox, Inc. | Pourable water dispersible thickening composition for aqueous systems and a method of thickening said aqueous systems |
| US5612408A (en) * | 1995-02-02 | 1997-03-18 | Bayer Aktiengesellschaft | Polyurethane-based thickeners for aqueous compositions |
| RU2132344C1 (ru) * | 1993-03-12 | 1999-06-27 | Ром Энд Хаас Компани | ПРИМЕНЕНИЕ МЕТИЛ-β-ЦИКЛОДЕКСТРИНА, СПОСОБ ОБРАТИМОГО СНИЖЕНИЯ ВЯЗКОСТИ ВОДНОГО РАСТВОРА И ЗАГУЩЕННАЯ ВОДНАЯ СИСТЕМА |
| RU2133762C1 (ru) * | 1993-01-14 | 1999-07-27 | Ром Энд Хаас Компани | Полиуретановая смесь |
| US20020183442A1 (en) * | 2001-03-12 | 2002-12-05 | Christian Wamprecht | New polyurethanes and their use for the thickening of aqueous systems |
| RU2213102C2 (ru) * | 2000-07-21 | 2003-09-27 | Л'Ореаль | Новые ассоциативные катионные полиуретаны и их использование в качестве загустителей |
| US20110060101A1 (en) * | 2009-09-10 | 2011-03-10 | Coatex S.A.S. | Cardanol-based associative polyurethanes, corresponding associative thickeners and uses thereof |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4155892A (en) * | 1975-10-03 | 1979-05-22 | Rohm And Haas Company | Polyurethane thickeners for aqueous compositions |
| 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 |
| 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 |
| JP3828700B2 (ja) | 1998-12-17 | 2006-10-04 | 株式会社資生堂 | 化粧料組成物 |
| US6524978B1 (en) * | 1998-12-18 | 2003-02-25 | The Dow Chemical Company | Aqueous polyurethane dispersions useful for preparing polymers with improved moisture resistance properties |
| 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 |
| FR2894980B1 (fr) | 2005-12-20 | 2012-05-04 | Coatex Sas | Compositions aqueuses epaissantes et limpides, leur utilisation dans des formulations aqueuses acides, formulations obtenues. |
| US7803864B2 (en) * | 2006-01-05 | 2010-09-28 | Rohm And Haas Company | Associative thickener compositions and methods of use |
| DE102006023001A1 (de) | 2006-05-17 | 2007-11-22 | Cognis Ip Management Gmbh | Verdickungsmittel auf Polyurethanbasis |
| DE102006056509A1 (de) * | 2006-11-30 | 2008-06-05 | Evonik Goldschmidt Gmbh | Polyurethan-Verdickungsmittel zur Verdickung wässriger Systeme |
| DE102007059858A1 (de) * | 2007-12-12 | 2009-06-18 | Bayer Materialscience Ag | Energiewandler hergestellt aus filmbildenden wässrigen Polymer-Dispersionen, insbesondere Polyurethan-Dispersionen |
| EP2292675A1 (de) * | 2009-09-08 | 2011-03-09 | BYK-Chemie GmbH | Polyharnstoffe als Rheologiesteuerungsmittel |
| EP2327732A1 (de) * | 2009-11-27 | 2011-06-01 | Cognis IP Management GmbH | Polyurethan-basierte Verdickungsmittel |
| PT2710123T (pt) * | 2011-05-19 | 2017-10-13 | Inst De Medicina Molecular | Linha celular de linfócitos compreendendo células t gama-delta, método de composição e produção resultante dos mesmos |
| FR2976580B1 (fr) * | 2011-06-14 | 2013-05-31 | Coatex Sas | Epaississants non ioniques associatifs contenant des alkyls cyclohexylols, formulations les contenant et leurs utilisations. |
-
2011
- 2011-06-14 FR FR1155150A patent/FR2976579B1/fr active Active
-
2012
- 2012-06-12 SG SG2013086079A patent/SG195078A1/en unknown
- 2012-06-12 RU RU2014100900/04A patent/RU2603966C2/ru not_active IP Right Cessation
- 2012-06-12 CN CN201280029298.8A patent/CN103619897B/zh not_active Expired - Fee Related
- 2012-06-12 CA CA2837826A patent/CA2837826A1/fr not_active Abandoned
- 2012-06-12 MX MX2013014728A patent/MX341168B/es active IP Right Grant
- 2012-06-12 WO PCT/FR2012/051314 patent/WO2012172248A1/fr not_active Ceased
- 2012-06-12 JP JP2014515258A patent/JP6457264B2/ja not_active Expired - Fee Related
- 2012-06-12 EP EP12731135.5A patent/EP2721083B1/fr not_active Not-in-force
- 2012-06-12 KR KR1020147000828A patent/KR101972185B1/ko not_active Expired - Fee Related
- 2012-06-12 BR BR112013029891A patent/BR112013029891A2/pt not_active Application Discontinuation
- 2012-06-12 AU AU2012270207A patent/AU2012270207B2/en not_active Ceased
- 2012-06-13 US US13/495,115 patent/US9896533B2/en not_active Expired - Fee Related
-
2014
- 2014-01-08 ZA ZA2014/00140A patent/ZA201400140B/en unknown
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2133762C1 (ru) * | 1993-01-14 | 1999-07-27 | Ром Энд Хаас Компани | Полиуретановая смесь |
| RU2132344C1 (ru) * | 1993-03-12 | 1999-06-27 | Ром Энд Хаас Компани | ПРИМЕНЕНИЕ МЕТИЛ-β-ЦИКЛОДЕКСТРИНА, СПОСОБ ОБРАТИМОГО СНИЖЕНИЯ ВЯЗКОСТИ ВОДНОГО РАСТВОРА И ЗАГУЩЕННАЯ ВОДНАЯ СИСТЕМА |
| US5425806A (en) * | 1994-05-12 | 1995-06-20 | Rheox, Inc. | Pourable water dispersible thickening composition for aqueous systems and a method of thickening said aqueous systems |
| US5425806B1 (en) * | 1994-05-12 | 1997-07-01 | Rheox Inc | Pourable water dispersible thickening composition for aqueous systems and a method of thickening said aqueous systems |
| US5612408A (en) * | 1995-02-02 | 1997-03-18 | Bayer Aktiengesellschaft | Polyurethane-based thickeners for aqueous compositions |
| RU2213102C2 (ru) * | 2000-07-21 | 2003-09-27 | Л'Ореаль | Новые ассоциативные катионные полиуретаны и их использование в качестве загустителей |
| US20020183442A1 (en) * | 2001-03-12 | 2002-12-05 | Christian Wamprecht | New polyurethanes and their use for the thickening of aqueous systems |
| US20110060101A1 (en) * | 2009-09-10 | 2011-03-10 | Coatex S.A.S. | Cardanol-based associative polyurethanes, corresponding associative thickeners and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| KR101972185B1 (ko) | 2019-04-24 |
| JP6457264B2 (ja) | 2019-01-23 |
| ZA201400140B (en) | 2015-05-27 |
| AU2012270207B2 (en) | 2016-03-24 |
| KR20140039287A (ko) | 2014-04-01 |
| RU2014100900A (ru) | 2015-07-20 |
| BR112013029891A2 (pt) | 2016-12-20 |
| FR2976579B1 (fr) | 2013-07-05 |
| EP2721083B1 (fr) | 2015-07-29 |
| CN103619897A (zh) | 2014-03-05 |
| SG195078A1 (en) | 2013-12-30 |
| CN103619897B (zh) | 2015-09-16 |
| AU2012270207A1 (en) | 2014-01-09 |
| WO2012172248A1 (fr) | 2012-12-20 |
| MX2013014728A (es) | 2014-02-27 |
| CA2837826A1 (fr) | 2012-12-20 |
| JP2014523933A (ja) | 2014-09-18 |
| MX341168B (es) | 2016-08-10 |
| EP2721083A1 (fr) | 2014-04-23 |
| US20130158160A1 (en) | 2013-06-20 |
| FR2976579A1 (fr) | 2012-12-21 |
| US9896533B2 (en) | 2018-02-20 |
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