EP3052452A1 - Utilisation de poly(oxyalkylène)oxy-aminoalkyltrialcoxysilanes ou de poly(oxyalkylène) aminoalkyltrialcoxysilanes comme agents dispersants - Google Patents
Utilisation de poly(oxyalkylène)oxy-aminoalkyltrialcoxysilanes ou de poly(oxyalkylène) aminoalkyltrialcoxysilanes comme agents dispersantsInfo
- Publication number
- EP3052452A1 EP3052452A1 EP14777340.2A EP14777340A EP3052452A1 EP 3052452 A1 EP3052452 A1 EP 3052452A1 EP 14777340 A EP14777340 A EP 14777340A EP 3052452 A1 EP3052452 A1 EP 3052452A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- use according
- general formula
- alkyltrialkoxysilane
- methyl
- group
- 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.)
- Withdrawn
Links
- 239000002270 dispersing agent Substances 0.000 title claims abstract description 16
- -1 poly(oxyalkylene) Polymers 0.000 title claims abstract description 10
- 239000011230 binding agent Substances 0.000 claims abstract description 45
- 239000007900 aqueous suspension Substances 0.000 claims abstract description 32
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims abstract description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims abstract description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims abstract description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims abstract 2
- 239000004568 cement Substances 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 239000000654 additive Substances 0.000 claims description 14
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 7
- 230000000996 additive effect Effects 0.000 claims description 5
- 239000003365 glass fiber Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 2
- 230000010933 acylation Effects 0.000 claims description 2
- 238000005917 acylation reaction Methods 0.000 claims description 2
- 230000002152 alkylating effect Effects 0.000 claims description 2
- 230000029936 alkylation Effects 0.000 claims description 2
- 238000005804 alkylation reaction Methods 0.000 claims description 2
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 239000004570 mortar (masonry) Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- 239000002245 particle Substances 0.000 description 10
- 125000005702 oxyalkylene group Chemical group 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000004567 concrete Substances 0.000 description 6
- 229920005646 polycarboxylate Polymers 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000003638 chemical reducing agent Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 4
- 150000007942 carboxylates Chemical group 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000004566 building material Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- JHLNERQLKQQLRZ-UHFFFAOYSA-N calcium silicate Chemical compound [Ca+2].[Ca+2].[O-][Si]([O-])([O-])[O-] JHLNERQLKQQLRZ-UHFFFAOYSA-N 0.000 description 2
- 229910052918 calcium silicate Inorganic materials 0.000 description 2
- 235000012241 calcium silicate Nutrition 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- BCAARMUWIRURQS-UHFFFAOYSA-N dicalcium;oxocalcium;silicate Chemical compound [Ca+2].[Ca+2].[Ca]=O.[O-][Si]([O-])([O-])[O-] BCAARMUWIRURQS-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 239000004572 hydraulic lime Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 230000003335 steric effect Effects 0.000 description 2
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical class C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 229910002621 H2PtCl6 Inorganic materials 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 239000011398 Portland cement Substances 0.000 description 1
- 239000011401 Portland-fly ash cement Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000006294 amino alkylene group Chemical group 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011400 blast furnace cement Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000006664 bond formation reaction Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 239000010881 fly ash Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- RRDQTXGFURAKDI-UHFFFAOYSA-N formaldehyde;naphthalene-2-sulfonic acid Chemical compound O=C.C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 RRDQTXGFURAKDI-UHFFFAOYSA-N 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000003673 groundwater Substances 0.000 description 1
- 229910052595 hematite Inorganic materials 0.000 description 1
- 239000011019 hematite Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001521 polyalkylene glycol ether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005594 polymer fiber Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910021487 silica fume Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000008030 superplasticizer Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 229910021534 tricalcium silicate Inorganic materials 0.000 description 1
- 235000019976 tricalcium silicate Nutrition 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B14/00—Use of inorganic materials as fillers, e.g. pigments, for mortars, concrete or artificial stone; Treatment of inorganic materials specially adapted to enhance their filling properties in mortars, concrete or artificial stone
- C04B14/38—Fibrous materials; Whiskers
- C04B14/42—Glass
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/40—Compounds containing silicon, titanium or zirconium or other organo-metallic compounds; Organo-clays; Organo-inorganic complexes
- C04B24/42—Organo-silicon compounds
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B28/00—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
- C04B28/006—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing mineral polymers, e.g. geopolymers of the Davidovits type
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B28/00—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
- C04B28/02—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing hydraulic cements other than calcium sulfates
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
- C04B2103/40—Surface-active agents, dispersants
- C04B2103/408—Dispersants
-
- 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
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
- C08G2650/50—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing nitrogen, e.g. polyetheramines or Jeffamines(r)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P40/00—Technologies relating to the processing of minerals
- Y02P40/10—Production of cement, e.g. improving or optimising the production methods; Cement grinding
Definitions
- the present invention relates to the use of poly (oxyalkylene) oxy- or poly (oxyalkylene) aminoalkyltrialkoxysilanes as dispersants for aqueous suspensions of aggregates and hydraulic binders, and the aqueous suspensions as such.
- the invention also relates to a process for the preparation of the alkyltrialkoxysilanes and the alkyltrialkoxysilanes as such.
- Aqueous suspensions of an aggregate and a hydraulic binder are often added adjuvants in the form of dispersants to influence their chemical and / or physical properties. This is in particular to prevent the formation of solid agglomerates, as well as to disperse the particles already existing and newly formed by hydration so as to suppress sedimentation tendency and to improve processability such as kneadability, spreadability, sprayability, pumpability or flowability , This effect is also specifically exploited in the production of building material mixtures containing hydraulic binders such as cement, plaster and wall binder, or hydraulic lime.
- hydraulic binders such as cement, plaster and wall binder, or hydraulic lime.
- auxiliaries which are generally referred to as water-reducing or flow agents are used.
- Conventionally used flow agents are, for example, sulfonated melamine-formaldehyde condensates (SMF), sulfonated naphthalene-formaldehyde condensates (SNF) or lignosulfonates.
- the new-generation flow agents are polycarboxylate esters and ethers. These generally consist of a backbone based on poly (meth) acrylate and several side chains attached via ester groups, and are often referred to as comb polymers. While the backbone is negatively charged at alkaline pHs due to the numerous carboxylate groups, the side chains, such as polyethylene glycol side chains, usually have no charge. Due to the negatively charged main chain, the polycarboxylates are adsorbed on charged particle surfaces. Determine the amount of polymer adsorbed due to the negative charge and the nature of the side chain of the polymer the density and the thickness of the adsorbed polymer layer, which in turn influences the flowability of the polymer-modified suspension.
- the anionic charge of the polycarboxylates allows the adsorption to the particles only, the dispersing effect is significantly caused by a steric effect of the polyoxyethylene side chains. Both the side chain length and the side chain density of the polycarboxylates play a role.
- EP 0 803 521 A1 discloses, for example, block copolymers comprising polyalkylene glycol and polyglyoxylate structural units and their use as cement dispersants.
- No. 5,879,445 A discloses compounds which comprise at least one phosphonic aminoalkylene group and at least one polyoxyalkylated chain and their use as flow agents for aqueous suspensions of mineral particles and hydraulic binders.
- EP 444 542 discloses polyethylenimine phosphonate derivatives as flow agents which allow the viscosity of deep well cement compositions to be lowered to such an extent that they are pumpable even in the presence of salts under turbulent flow conditions.
- EP 1203046 B1 describes dispersants with trialkoxysilane groups of the general formula
- R is independently selected from H, methyl, ethyl, propyl and styrene
- R 1 is selected from H, Ci-Cis-alkyl, phenyl, benzyl and alkylsulfonate;
- R 2 is selected from H, Ci-C6-alkyl
- n is a number from 10 to 500 and
- the object underlying the present invention is to provide a dispersant, which is particularly well suited as a flow agent / water reducing agent for aqueous Sus pensions of aggregates and hydraulic binders and the setting time of the hydraulic binder delayed much less by the introduced Phosphonat- group amount or Carboxylate group amount is kept low.
- the invention therefore provides the use of a poly (oxyalkylene) oxy- or poly (oxyalkylene) aminoalkyltrialkoxysilane of the general formula (I) as a dispersant for aqueous suspensions of an aggregate and a hydraulic binder,
- -X- is -O- or -N (R 4 ) 2 - a -;
- -Z- is -O- (CH 2 ) dC (R 5 ) 2 -c;
- a is 1 when -X- is -O-, and 1 or 2 when -X- is -N (R 4) 2 a -;
- d is 0 or 1
- n is independently selected from an integer of 1 to 6;
- p is a number from 7 to 200;
- R 1 is the same or different and selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n -butyl, iso -butyl, sec -butyl, tert -butyl and phenyl;
- R 2 is H or methyl
- R 3 , R 4 , R 5 are each the same or different and independently selected from the group consisting of H, and linear or branched Ci-C6-alkyl;
- R 6 is the same or different and is independently selected from the group consisting of H, methyl and ethyl;
- R 7 is selected from the group consisting of H, linear or branched Ci-C6-alkyl, linear or branched Ci-Cio-alkanoyl, and C6-Cio-aryloyl.
- the alkyltrialkoxysilane of the general formula (I) has no anionic groups, as do the dispersants known from the prior art. Therefore, it probably does not adsorb due to the charge on charged surfaces of solid particles. Rather, the alkyltrialkoxysilane of the general formula (I) presumably binds covalently to silicate phases of particles of the hydraulic binder under the basic conditions prevailing in the aqueous suspension.
- the trialkoxysilane group presumably acts as an anchor in order to fix the polyoxyalkylene chain to the particle surface of the aggregate to be dispersed.
- the steric effect of the polyoxyalkylene chain causes the dispersing effect, which positively influences the fluidity of the aqueous suspension.
- the alkyltrialkoxysilane of the general formula (I) has only one consisting of a polyoxyalkylene group first molecule segment (molecule segment C), via a heteroatom X to one or two of an alkylene spacer and a Trialkoxysilanuite existing second molecule segment (Molekulargment A) is bound.
- molecule segment C polyoxyalkylene group first molecule segment
- a heteroatom X to one or two of an alkylene spacer
- a Trialkoxysilanolitic molecule segment Molekulargment A
- the alkyltrialkoxysilane of the general formula (I) consists of a molecule segment C, which is bound via an oxygen atom to a second molecule segment (A).
- the alkyltrialkoxysilane of the general formula (I) has one or two molecule segments A, which via a nitrogen atom to the Molecular segment C are bound.
- the alkyltrialkoxysilane of the general formula (I) contains, in addition to the molecule segments A and C, another molecule segment B which makes it possible to increase the number of trialkoxysilane groups. This is accomplished by using a tertiary or quaternary carbon atom containing multiple oxymethylene substituents.
- the alkyltrialkoxysilane of the general formula (I) has three molecule segments C, which are bound to the molecule segment A via the molecule segment B, -O-CH 2 -C (R 5 ) 2-c-.
- c 2.
- the alkyltrialkoxysilane in this embodiment has the following formula (Ic)
- the alkyltrialkoxysilane of the general formula (I) has two molecule segments C, which are bound to the molecule segment A via the molecule segment B, -O-CH 2 -C (R 5 ) 2-c-.
- the alkyltrialkoxysilane in this embodiment has the formula (Id)
- the alkyltrialkoxysilane of the general formula (I) also contains the molecule segments A, B and C.
- the alkyltrialkoxysilane of the general formula (I) has two molecule segments C which, via the molecule segment B, -O-C (R 5 ) 2-c-, are attached to the molecule molecule. ment A are bound.
- p is preferably a number from 21 to 125.
- R 2 H.
- R 3 H.
- m 1 or 2.
- R 6 is independently selected from H, methyl and ethyl.
- the individual radicals R 6 , H, methyl and ethyl can be arranged either randomly distributed on the polyethylene oxide chain consisting of p alkylene oxide units, or in the form of one or more blocks of identical radicals.
- a "block of identical radicals" is to be understood as meaning a part of the polyethylene oxide chain consisting of at least 2 directly adjacent alkylene oxide units, in which the alkylene oxide units have identical radicals R 6 .
- R 7 is H, methyl or acetyl. Particularly preferred are H and methyl.
- the terms "flow agent” and "water reducing agent” are to be understood as meaning an additive which leads to an improvement in the processability and / or to a reduction in the water requirement in the preparation of the aqueous suspension.
- the flux is suitable in principle for three applications. One application pursues the goal of liquefying or reducing the viscosity of the aqueous suspension at a given ratio of water to hydraulic binder. In another application, the superplasticizer is added in order to achieve a water savings while maintaining the consistency - and thus consistently good processability - of the aqueous suspension. This makes it possible to reduce the ratio of water to hydraulic binder.
- the third application is to achieve both the liquefaction and a water saving by the addition of the solvent.
- the alkyltrialkoxysilane of the general formula (I) can be diluted or added undiluted at different stages of the preparation of aqueous suspensions, namely already in the preparation of the binder or only at the stage of making the binder with water and, if necessary, further surcharges.
- it can be added, for example, in the grinding of cement before, together with or after the addition of grinding aids, early strength enhancers, other flow agents and water reducers, or alone. It can also be sprayed on components of finished dry mortar mixes. It unfolds its effect at the time when the powdery mixtures and granules are contacted with water for use in the form of the aqueous suspension.
- the alkyltrialkoxysilane of the general formula (I) is generally water-soluble or water-dispersible.
- the alkyltrialkoxysilanes may be liquid or solid, often having a waxy consistency. It is advantageous to provide the Alkyltnalkoxysilans of the general formula (I) in the form of an aqueous solution in order to facilitate the dosage in the possible applications fertilize. This may contain other additives such as deaerators, defoamers, emulsifiers and concrete additives.
- the alkyltnalkoxysilane of the general formula (I) can be provided as a powder, also as a powder containing a carrier such as silica or CaCO 3, or as a flake. Preference is given to the provision of the alkyltnalkoxysilane of the general formula (I) in the form of an aqueous solution or as a powder.
- the alkyltrialkoxysilane When using the Alkyltnalkoxysilans of the general formula (I) as a dispersant for aqueous suspensions of an aggregate and a hydraulic binder binds the alkyltrialkoxysilane probably covalently on silicate phases of particles of the hydraulic binder. Accordingly, the alkyltrialkoxysilane should, for example, bind to tricalcium silicate (alite) and / or dicalcium silicate (belite) phases of the clinker particles in the cement. Of course, it should also bind to silicate phases present in the selected aggregate.
- alite tricalcium silicate
- belite dicalcium silicate
- the alkyltrialkoxysilane of the general formula (I) is therefore particularly suitable for hydraulic binders which have a SiO 2 content of at least 2% by weight, based on the dry mass of the hydraulic binder.
- Hydraulic binders are understood as meaning binders which, after mixing with water, harden both in the air and under water, and remain solid and stable even after hardening under water.
- the aqueous suspension is generally a building material mixture, preferably concrete or mortar.
- Preferred hydraulic binders are cement, hydraulic lime and geopolymeric silicate binder.
- the hydraulic binder is selected from cement and geopolymeric silicate binder.
- the hydraulic binder is selected from Portland cement, Portland metallurgical cement, Portland silica dust cement, Portland pozzolana cement, Portland fly ash cement, Portland slate cement, Portland limestone cement, Portland composite cement, blast furnace cement, pozzolana cement, composite cement and mixtures thereof.
- the term "aggregate” means all types of aggregates which can be enclosed in hydraulic binders and have suitable stability in space Suitable aggregates include, for example, uninterrupted gravels and sand, crushed stone, chippings, crushed sands, rock, blast furnace slag, clinker fracture, recycled concrete, pumice, lava, lava, diatomaceous earth, expanded, expanded clay, huts, barytes, magnetite, hematite, Limonite and Scrap Optional additives may be present in the aqueous suspension Additives for the purposes of the present invention are liquid, powdery or granular substances which are added to the suspension in small amounts, based on the dry mass of the hydraulic binder. can be added.
- Suitable additives include thickening accelerators, setting retarders, air entraining agents, sealants, foaming agents, defoamers, solidification accelerators, hardening accelerators, corrosion inhibitors, sedimentation reducers, other flow agents and water-reducing agents other than alkyltrialkoxysilane of general formula (I), eg polycarboxylate ethers, beta-naphthylsulfonic acid-formaldehyde Condensates (BNS), lignin sulphonate, sulphonated melamine-formaldehyde condensate and mixtures thereof.
- BNS beta-naphthylsulfonic acid-formaldehyde Condensates
- additives and fibers may also be present in the aqueous suspension.
- additives in the sense of the present invention are fine inorganic or organic substances which are used to purposefully improve or achieve properties, including virtually inactive additives such as minerals or pigments, as well as pozzolanic or latently hydraulic additives such as trass, fly ash, silica fume and granulated blastfurnace "fibers" in the sine of the present invention are steel fibers, polymer fibers and glass fibers of various sizes.
- the aqueous suspension contains an additive.
- the additive is selected from glass fibers.
- water for the aqueous suspension for example, drinking water, groundwater and natural surface water (e.g., river, lake, spring) are suitable.
- natural surface water e.g., river, lake, spring
- the amount of alkyltrialkoxysilane of the general formula (I) used depends on the requirements imposed on the aqueous suspension.
- the alkyltrialkoxysilane is used in an amount of 0.005 to 5.0% by weight, based on the dry weight of the hydraulic binder, in the aqueous suspension.
- the alkyltrialkoxysilane of the general formula (I) in an amount of 0.01 to 2.0 wt .-%, particularly preferably in an amount of 0.01 to 1, 0 wt .-%, based on the dry weight of the hydraulic Binder used.
- the alkyltrialkoxysilane of the general formula (I) can be carried out prior to the addition of the other components, simultaneously with one or more other components, or after the addition of the other components.
- the entire amount of alkyltrialkoxysilane can be added all at once or in portions.
- the amount of hydraulic binder used in the aqueous suspension, as well as the ratio of water to hydraulic binder, are critically dependent on the requirements imposed on the aqueous suspension and on the cured solid which forms therefrom.
- the type and quantity of these components that are to be used for a specific application are specified, for example, in numerous DIN EN standards.
- the DIN EN 998-2 standard in particular specifies the type and quantity of the components to be used in each case for special applications.
- the content of hydraulic binder is between 100 and 600 kg / m 3
- the content of aggregate between 1000 and 3000 kg / m 3
- the water content between 50 and 600 kg / m 3 , based on one m 3 of aqueous suspension.
- the ratio of water to hydraulic binder is 0.3 to 0.6.
- a further subject of the present invention is an aqueous suspension comprising as dispersant an alkyltrialkoxysilane of the general formula (I) as defined above, an aggregate and a hydraulic binder.
- the present invention also provides a process for preparing an alkyltrialkoxysilane of the general formula (I) as defined above, comprising the steps:
- the present invention also provides an alkyltrialkoxysilane of the general formula (I) as defined above.
- the mixture was heated with stirring to 65 ° C (oil bath temperature). Now a further 21, 7 g of Breox CA 1 10 ME were added in portions over 20 minutes by means of a syringe. The mixture was then stirred for 2 h at 65 ° C, then increased to 90 ° C. In this case, acetone was expelled under a stream of nitrogen. Residual acetone and silane were removed at a vacuum of about 100 mbar at 65 ° C. The product was analyzed by 1 H-NMR (CDCl 3). On the basis of the ratios of integrals of the signals of the starting product (double bond) and the sum of starting material and product (methylene group), a conversion of 62% was calculated.
- Example 2 Spread test of substance from Example 1 in standard mortar A mortar of 450 g of Heidelberg cement CEM I, 42.5 R, 1350 g of standard sand and 225 g (less the water to be added with the condenser) was prepared according to DIN EN 196 1 . The flow agent was added together with 7 wt .-% defoamer Degressal ® SD 40 of BASF SE based on the dry mass of the flow agent added after 90 seconds during the mortar preparation. After the addition, it was mixed for 60 seconds. The mortar was then filled into a conical metal mold placed on a scaled shock table, scraping off excess mortar at the top and lifting the mold so that a conical mortar cake remained on the spread table.
- the diameter of the cake was determined at intervals of 90 °.
- the measurement was repeated with the same mortar immediately after application and after 30, 60, 90, 120 and 150 minutes. Before each further measurement was once stirred by means of a spoon by hand. The temperature was 23 +/- 1 ° C.
- the condenser according to the invention thus increases the time in which processing (pumping, installation, distribution) of mortar or concrete is possible.
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Abstract
L'invention concerne l'utilisation de poly(oxyalkylène)oxy- aminoalkyltrialcoxysilanes ou de poly(oxyalkylen)aminoalkyl -trialcoxysilanes de formule générale (I), où les symboles et indices de la formule (I) ont les significations suivantes : -X- est -0- ou -N(R4)2-a- ; -Y- est -CH2- ; -z- est -0-(CH2)d-C(R5)2-c- ; a est 1, où -X- = -0-, et 1 ou 2, où -X- = -N(R4)2-a- ; b est 0 ou 1 ; c est 0, 1 ou 2 ; d est 0 ou 1 ; m est choisi indépendamment parmi les nombres entiers de 1 à 6 ; P est un nombre de 7 à 200 ; les R1 sont identiques ou différents et sont choisis dans le groupe comprenant les groupes méthyle, éthyle, n-propyle, iso-propyle, n-butyle, iso-butyle, sec-butyle, tert-butyle et phényle ; R2 est H ou un groupe méthyle ; R3, R4, R5 sont respectivement identiques ou différents et sont choisis indépendamment dans le groupe comprenant H et un groupe alkyle en C1 à C6 linéaire ou ramifié ; les R6 sont identiques ou différents et sont choisis indépendamment dans le groupe comprenant H, un groupe méthyle et éthyle ; et R7 est choisi dans le groupe comprenant H, un groupe alkyle en C1 à C6 linéaire ou ramifié, alcanoyle en C1à C10 linéaire ou ramifié et aryloyle en C6 à C10 ; comme agents dispersants pour des suspensions aqueuses en granulats et liants hydrauliques et les suspensions aqueuses elles-mêmes. L'invention concerne également un procédé de production d'alkyltrialcoxysilanes et les alkyltrialcoxysilanes eux-mêmes.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP14777340.2A EP3052452A1 (fr) | 2013-10-02 | 2014-09-30 | Utilisation de poly(oxyalkylène)oxy-aminoalkyltrialcoxysilanes ou de poly(oxyalkylène) aminoalkyltrialcoxysilanes comme agents dispersants |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP13187182 | 2013-10-02 | ||
EP14777340.2A EP3052452A1 (fr) | 2013-10-02 | 2014-09-30 | Utilisation de poly(oxyalkylène)oxy-aminoalkyltrialcoxysilanes ou de poly(oxyalkylène) aminoalkyltrialcoxysilanes comme agents dispersants |
PCT/EP2014/070912 WO2015049227A1 (fr) | 2013-10-02 | 2014-09-30 | Utilisation de poly(oxyalkylène)oxy-aminoalkyltrialcoxysilanes ou de poly(oxyalkylène) aminoalkyltrialcoxysilanes comme agents dispersants |
Publications (1)
Publication Number | Publication Date |
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EP3052452A1 true EP3052452A1 (fr) | 2016-08-10 |
Family
ID=49301354
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP14777340.2A Withdrawn EP3052452A1 (fr) | 2013-10-02 | 2014-09-30 | Utilisation de poly(oxyalkylène)oxy-aminoalkyltrialcoxysilanes ou de poly(oxyalkylène) aminoalkyltrialcoxysilanes comme agents dispersants |
Country Status (5)
Country | Link |
---|---|
US (1) | US20160297928A1 (fr) |
EP (1) | EP3052452A1 (fr) |
KR (1) | KR20160065850A (fr) |
CN (1) | CN105612134A (fr) |
WO (1) | WO2015049227A1 (fr) |
Families Citing this family (3)
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TW201615648A (zh) * | 2014-10-22 | 2016-05-01 | 巴斯夫歐洲公司 | 用於液力黏結劑之單及雙伸烷基三烷氧基矽烷分散劑 |
CN104876468B (zh) * | 2015-05-15 | 2017-10-24 | 武汉理工大学 | 一种配合硅灰使用的功能化聚羧酸减水剂及其制备方法 |
KR20180103341A (ko) * | 2017-03-09 | 2018-09-19 | 삼성전자주식회사 | 고분자 조성물, 고분자 복합체 및 광학 필름 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0444542B1 (fr) | 1990-03-02 | 1993-10-20 | BASF Corporation | Compositions de ciments contenant des dérivés de polyethylèneiminephosphonate comme agent dispersant |
FR2696736B1 (fr) | 1992-10-12 | 1994-12-30 | Chryso | Fluidifiants pour suspensions aqueuses de particules minérales et pâtes de liant hydraulique. |
US5856288A (en) | 1996-04-26 | 1999-01-05 | Nippon Shokubai Co., Ltd. | Polyalkylene glycol-polyglyoxylate block copolymer, its production process and use |
US6133347A (en) * | 1999-07-09 | 2000-10-17 | Mbt Holding Ag | Oligomeric dispersant |
US8129479B2 (en) * | 2004-01-30 | 2012-03-06 | Kaneka Corporation | Pressure sensitive adhesive composition |
FR2876108B1 (fr) * | 2004-10-05 | 2007-11-23 | Lafarge Sa | Superplastifiants a fonctions silane |
JP5666904B2 (ja) * | 2008-05-02 | 2015-02-12 | 株式会社カネカ | 室温硬化性組成物およびその硬化物 |
DE102009022628A1 (de) * | 2008-12-05 | 2010-06-10 | Evonik Goldschmidt Gmbh | Verfahren zur Modifizierung von Oberflächen |
JP5507576B2 (ja) * | 2008-12-05 | 2014-05-28 | エヴォニク ゴールドシュミット ゲーエムベーハー | アルコキシシリル基を有する新規なポリエーテルシロキサンおよびその製造方法 |
US8236915B2 (en) * | 2009-07-10 | 2012-08-07 | Momentive Performance Materials Inc. | Hydrosilylation catalysts |
-
2014
- 2014-09-30 US US15/026,373 patent/US20160297928A1/en not_active Abandoned
- 2014-09-30 EP EP14777340.2A patent/EP3052452A1/fr not_active Withdrawn
- 2014-09-30 KR KR1020167008778A patent/KR20160065850A/ko not_active Application Discontinuation
- 2014-09-30 WO PCT/EP2014/070912 patent/WO2015049227A1/fr active Application Filing
- 2014-09-30 CN CN201480054503.5A patent/CN105612134A/zh active Pending
Also Published As
Publication number | Publication date |
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WO2015049227A1 (fr) | 2015-04-09 |
US20160297928A1 (en) | 2016-10-13 |
KR20160065850A (ko) | 2016-06-09 |
CN105612134A (zh) | 2016-05-25 |
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