JPH03501134A - Use of fillers coated with trialkoxysilane - Google Patents
Use of fillers coated with trialkoxysilaneInfo
- Publication number
- JPH03501134A JPH03501134A JP88507316A JP50731688A JPH03501134A JP H03501134 A JPH03501134 A JP H03501134A JP 88507316 A JP88507316 A JP 88507316A JP 50731688 A JP50731688 A JP 50731688A JP H03501134 A JPH03501134 A JP H03501134A
- Authority
- JP
- Japan
- Prior art keywords
- coated
- fillers
- layered silicates
- group
- purpose according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000945 filler Substances 0.000 title claims description 58
- 150000004760 silicates Chemical class 0.000 claims description 15
- 229910000077 silane Inorganic materials 0.000 claims description 13
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 11
- 239000004922 lacquer Substances 0.000 claims description 11
- 239000004575 stone Substances 0.000 claims description 10
- 239000000454 talc Substances 0.000 claims description 10
- 229910052623 talc Inorganic materials 0.000 claims description 10
- -1 Aminoethyl-aminopropyl Chemical group 0.000 claims description 6
- 230000007797 corrosion Effects 0.000 claims description 6
- 238000005260 corrosion Methods 0.000 claims description 6
- 229910021532 Calcite Inorganic materials 0.000 claims description 5
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 5
- 239000010445 mica Substances 0.000 claims description 5
- 229910052618 mica group Inorganic materials 0.000 claims description 5
- 235000012239 silicon dioxide Nutrition 0.000 claims description 5
- 238000002347 injection Methods 0.000 claims description 4
- 239000007924 injection Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 claims description 4
- 229910052615 phyllosilicate Inorganic materials 0.000 claims description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 2
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical group O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 2
- MASDFXZJIDNRTR-UHFFFAOYSA-N 1,3-bis(trimethylsilyl)urea Chemical compound C[Si](C)(C)NC(=O)N[Si](C)(C)C MASDFXZJIDNRTR-UHFFFAOYSA-N 0.000 claims 1
- WKGCZVNVRCDJPF-UHFFFAOYSA-N 2-cyclohexylethyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCC1CCCCC1 WKGCZVNVRCDJPF-UHFFFAOYSA-N 0.000 claims 1
- 241000233855 Orchidaceae Species 0.000 claims 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 claims 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 1
- 125000002636 imidazolinyl group Chemical group 0.000 claims 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000001384 succinic acid Substances 0.000 claims 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 19
- 238000009472 formulation Methods 0.000 description 18
- 229920000642 polymer Polymers 0.000 description 18
- 238000012360 testing method Methods 0.000 description 18
- 230000002378 acidificating effect Effects 0.000 description 11
- 239000011248 coating agent Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 238000012986 modification Methods 0.000 description 8
- 230000004048 modification Effects 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 229920000180 alkyd Polymers 0.000 description 6
- 230000006872 improvement Effects 0.000 description 6
- 150000004756 silanes Chemical class 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920003009 polyurethane dispersion Polymers 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- 229920006305 unsaturated polyester Polymers 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 229920003270 Cymel® Polymers 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 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
- 238000009835 boiling Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 238000012015 optical character recognition Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 230000001698 pyrogenic effect Effects 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000007613 slurry method Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000010415 tropism Effects 0.000 description 1
Classifications
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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
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/40—Compounds of aluminium
- C09C1/405—Compounds of aluminium containing combined silica, e.g. mica
-
- 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
- C04B20/00—Use of materials as fillers for mortars, concrete or artificial stone according to more than one of groups C04B14/00 - C04B18/00 and characterised by shape or grain distribution; Treatment of materials according to more than one of the groups C04B14/00 - C04B18/00 specially adapted to enhance their filling properties in mortars, concrete or artificial stone; Expanding or defibrillating materials
- C04B20/10—Coating or impregnating
- C04B20/1051—Organo-metallic compounds; Organo-silicon compounds, e.g. bentone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
- C08K9/06—Ingredients treated with organic substances with silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/28—Compounds of silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/12—Treatment with organosilicon compounds
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
- C09D5/082—Anti-corrosive paints characterised by the anti-corrosive pigment
- C09D5/084—Inorganic compounds
-
- 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
- C09D7/48—Stabilisers against degradation by oxygen, light or heat
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/22—Rheological behaviour as dispersion, e.g. viscosity, sedimentation stability
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Ceramic Engineering (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Structural Engineering (AREA)
- Inorganic Chemistry (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるため要約のデータは記録されません。 (57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】 トリアルコキシシランで被覆されl;充填材の使用本発明は、性質を変性するた めにシランで処理されている層珪酸塩または層珪酸塩(Phyllosilik ata)の群からの変性充填材、殊に珪酸塩充填材に関し、このためには、例え ばE、P、PIueddemann、5ilane Coupling Age nts、PIenu+a Press New York (1982) r第 7章1第167頁〜第205頁参照。[Detailed description of the invention] coated with trialkoxysilane; the use of fillers The present invention phyllosilicates or phyllosilicates that have been treated with silane (ata), in particular silicate fillers, for this purpose, e.g. BAE, P, PIueddemann, 5ilane Coupling Age nts, PIenu+a Press New York (1982) rth See Chapter 7, 1, pages 167 to 205.
一般に、シランは、充填材と、重合体との間の付着力を改善するために使用され る。このシランは、付着促進剤として改善された機械的強度および複合材料の化 学的耐性を生じる。充填材表面は、重合体を用いて触媒活性により、分子セグメ ントの配向および相互作用の場合に相境界での重合体の形態の別の変性を生じ、 このためには、オーストリア国特許第263973号明細書、英国特許第203 8302号明細書、英国特許第2052458号明細書参照。Generally, silanes are used to improve the adhesion between fillers and polymers. Ru. This silane is used as an adhesion promoter to provide improved mechanical strength and produces chemical resistance. The surface of the filler is catalytically activated using a polymer to create molecular segments. Another modification of the polymer morphology at the phase boundary occurs in the case of orientation and interaction of the polymers, For this purpose, Austrian Patent No. 263973, British Patent No. 203 8302, GB 2052458.
表面変性は、充填材の場合に結合剤において湿り、分散液、粘度、チキントロピ ーおよび流れ挙動を変えることによって流動学的性質に影響を及ぼすことをも生 じる。変性は、重合体セグメントの反応または良好な取付けによって、および重 合体の硬化に対して充填材の場合による抑制剤効果の取り消しによって境界層で の結合力を高める。他面、脆い樹脂または充填材の場合の高められた破壊の公算 は、表面の変性による改善を破棄することができるか、または隠蔽することがで きる。すなわち、軟質充填材は、硬質重合体の場合に変性にも拘らず殆ど改善を もたらさない。このような脆い重合体には、熱可塑性アクリル樹脂、メタクリレ ート−スチロール共重合体、種々のエポキシド、ポリフェニルスルフィド、ポリ スチロール(Wit) 、スチロール−アクリルニトリル共重合体(SAN) 等が挙げられる。Surface modification increases wettability, dispersion, viscosity, and chicken tropism in binders in the case of fillers. It can also be used to influence the rheological properties by changing the flow behavior and flow behavior. Jiru. Modification occurs by reaction or good attachment of polymer segments and in the boundary layer by canceling the inhibitory effect due to the filler on the hardening of the coalescence. increase the bonding strength of On the other hand, increased likelihood of failure in the case of brittle resins or fillers can discard or hide improvements due to surface modification. Wear. In other words, soft fillers show little improvement in the case of hard polymers despite modification. It doesn't bring. These brittle polymers include thermoplastic acrylics, methacrylates, polystyrene copolymers, various epoxides, polyphenylsulfides, polystyrene copolymers, various epoxides, polyphenylsulfides, Styrene (Wit), Styrene-acrylonitrile copolymer (SAN) etc.
軟質充填材°のシラン変性は、特に可視性樹脂およびゴムの場合に好ましい。硬 質充填材の添加は、その強度を上昇させるために可能である。Silane modification of soft fillers is preferred, especially in the case of visible resins and rubbers. hard Addition of quality fillers is possible to increase its strength.
熱可塑性樹脂、例えばPE−メタクリレートシラン系の場合に単独重合および核 化効果は、重要な役割を演じる。Homopolymerization and nucleation in the case of thermoplastics, e.g. PE-methacrylate silane systems ization effect plays an important role.
複合体の効果に関連する抑制剤の効果は、特に金属酸化物表面の場合に生じるが 、また珪酸塩表面は、(例えば、タルク、雲母等の場合)[2化物の硬化を抑制 し得る。架橋剤の発熱反応の前記減少は、シラン変性によって抑制することでき る(例えば、不飽和ポリエステルの場合)。Inhibitor effects related to complex effects occur particularly in the case of metal oxide surfaces, but , and the silicate surface (for example, in the case of talc, mica, etc.) [suppresses the hardening of It is possible. Said reduction in the exothermic reaction of the crosslinking agent can be suppressed by silane modification. (for example, in the case of unsaturated polyesters).
充填材の変性は、分散可能性に影響を及ぼすこともできる。全く同様に、充填材 を含有する媒体の粘度は、充填材をシランで変性することによって変えられ、こ の場合には、一般に粘度の減少を予想することができるが、酸−塩基の性質は重 要な役割を演じる。中性の重合体は、良好な分散液に対して表面活性添加剤を必 要とし、全ての極性の添加剤は、粘度を減少させる。この場合には、酸性添加剤 は、塩基性の充填材に対して使用され、塩基性の添加剤は、酸性の充填材に対し て使用される。酸性の充填材は、特に珪酸ゲル、石英、カオリンであり;塩基性 の重合体は、例えばタルク(軟質)、方解石、マグネサイト、水酸化アルミニウ ムである。充填材の相対的酸度は、その等電点によって水中で測定される。Modification of fillers can also affect dispersibility. In exactly the same way, fillers The viscosity of the medium containing the material can be changed by modifying the filler with silane, A decrease in viscosity can generally be expected in the case of play an important role. Neutral polymers require surface-active additives for good dispersion. Essentially, all polar additives reduce viscosity. In this case, acidic additives are used for basic fillers, and basic additives are used for acidic fillers. used. Acidic fillers are especially silicic acid gels, quartz, kaolin; basic Examples of polymers include talc (soft), calcite, magnesite, and aluminum hydroxide. It is mu. The relative acidity of a filler is measured in water by its isoelectric point.
塩基性重合体中の酸性充填材および酸性重合体中の塩基性充填材は、添加剤なし で良好な分散可能性を生じる。ルイス酸(チタン酸塩)は、塩基性重合体中の酸 性充填材に適当であるが、酸性重合体中の塩基性充填材には、不適当である。Acidic fillers in basic polymers and basic fillers in acidic polymers without additives gives rise to good dispersibility. Lewis acids (titanates) are acids in basic polymers. It is suitable for basic fillers in acidic polymers, but not for basic fillers in acidic polymers.
酸性重合体中の酸性充填材および塩基性重合体中の塩基性充填材は、添加剤を必 要とする。陽イオン性シランまたはルイス酸は、酸性重合体中の酸性充填材の場 合に最高の結果を生じ、かつ塩基性重合体中の塩基性充填材の場合には、改善を 生じる。Acidic fillers in acidic polymers and basic fillers in basic polymers require additives. Essential. Cationic silanes or Lewis acids are used as acidic fillers in acidic polymers. gives the best results when combined, and improves in the case of basic fillers in basic polymers. arise.
アミンまたはチタン酸塩の触媒量で変性されている中性シランは、純粋なシラン の場合よりも一般に有効である。また、表面活性添加剤は、中性シランの結合力 を上昇させる。Neutral silanes that have been modified with catalytic amounts of amines or titanates are pure silanes. is generally more effective than the case of In addition, surface-active additives can improve the bonding strength of neutral silanes. to rise.
この公知の根本的に試験された関連および種々のシランで変性された数多くの多 種多様な充填材にも拘らず、依然として、公知の製品の比較してなおさらに改善 された性質を有する、殊に珪酸塩の性質を有する充填材をめる要求は存在する。This known radically tested related and numerous polyamides modified with various silanes Despite the variety of fillers, it is still an even better improvement compared to known products. There is a need for fillers having specific properties, especially silicate properties.
ところで、意外なことに、層珪酸塩、殊にタルク、方解石および雲母を特殊なシ ランで後剋理することにより、耐蝕ラッカ、噴射充填材および焼灼した砕石充填 材において卓越した性質を有する変性された充填材が生じる。By the way, it is surprising that layer silicates, especially talc, calcite and mica, are used in special silicates. Corrosion-resistant lacquer, injection filler and cauterized crushed stone filling by after-treatment in a run A modified filler is produced which has outstanding properties in the material.
従って、本発明の対象は、耐蝕ラフ力、噴射充填材および焼灼した砕石充填材の 場合に、殊にタルク、方解石および雲母を基礎とする、層珪酸塩または層珪酸塩 (Phyllosi 1ikate)の群からの、アミノ基、エポキシ基、イミ ダシリン基、無水琥珀酸基、シクロヘキシル基、尿素基および/またはビニル基 を有するトリアルコキシシランで単独でまI;は組合せ物で被覆された珪酸塩充 填材の使用である。Therefore, the object of the present invention is to improve the corrosion resistance of roughing forces, injection fillers and cauterized crushed stone fillers. In some cases, layered silicates or layered silicates, especially based on talc, calcite and mica. (Phyllosi 1ikate) group, amino group, epoxy group, Dacylin group, succinic anhydride group, cyclohexyl group, urea group and/or vinyl group alone or in combination with silicate-filled This is the use of fillers.
本発明により変性剤として有利なシランの例は、アミノプロピルトリメトキシシ ランHzN(CHz)3Si(OCHs)3、アミノプロピルトリエトキシシラ ンH2N(CH2)ssi(OC2H5)3%アミノエチルアミノプロビルトリ メトキシシランH2N(CH2)zN)I(CH2)3Si(OCRs)3、グ リシジル−オキ、ビニルトリメトキシシランH2C=C)ISi(OCHa)3 、ビ二ルトリエトキシンランH2CgCHSi(OC2Hs)3、ビニル−トリ ス(β−メトキシエトキシ)−シランH2C=C)Is t (OC2H40C H3)3およびビニルベンジルアミノエチルアミノプロピル−トリメトキシシラ ンCH2翼CHC6H4CH2NH(CH2)2NH(CH2)3Si(OCH )3.4.5−ジヒドロ−1−[3−0リエトキシ)!5)3、(3−トリエト キシシリルプロビル)−無水琥珀酸シクロヘキシルエチルートリメトキシシラン β−(3,4−エポキシ−シクロヘキシル)−エチル−トリメ好ましい結果は、 陽イオン性シランを使用した場合、例えばアミノプロピルトリエトキシシランを 使用した場合に得られた。An example of a silane which is advantageous according to the invention as a modifier is aminopropyltrimethoxysilane. Ran HzN(CHz)3Si(OCHs)3, aminopropyltriethoxysila H2N(CH2)ssi(OC2H5) 3% aminoethylaminoprobil tri Methoxysilane H2N(CH2)zN)I(CH2)3Si(OCRs)3, Lycidyl-oxy, vinyltrimethoxysilane H2C=C)ISi(OCHa)3 , vinyltriethoxinlan H2CgCHSi(OC2Hs)3, vinyltriethoxinlan H2CgCHSi(OC2Hs)3, (β-methoxyethoxy)-silane H2C=C) Is t (OC2H40C H3)3 and vinylbenzylaminoethylaminopropyl-trimethoxysila CH2 wing CHC6H4CH2NH(CH2)2NH(CH2)3Si(OCH )3.4.5-dihydro-1-[3-0 ethoxy)! 5) 3, (3-triet) (xysilylprobyl) - cyclohexyl ethyl succinic anhydride trimethoxysilane The preferred result is β-(3,4-epoxy-cyclohexyl)-ethyl-trimethane. When using cationic silanes, e.g. aminopropyltriethoxysilane obtained when used.
本発明により施こされるシランの量は、有利に充填材の乾燥宜量に対して約2% までであることができる特殊なシランを充填材上に施こすことは、特殊な方法、 例えば処理すべき充填材を適当な溶剤、例えばエタノール、インプロパツールま たは試験用石油ベンジンと一緒に撹拌して泥状物に変え、かつ溶剤に溶解した被 覆剤(コーティング剤)を添加するスラリー法により行なうことができる。十分 な撹拌の後、生じる懸濁液を注意深く均質化する。引続き放置しかつ乾燥するこ とにより、被覆した充填材が得られる。もう1つの製造法には、希釈したかまた は希釈してない状態での被覆剤の撹拌混入および高出力撹拌機中での均質化が設 けられている。最後に、溶解したシランは、直接に空気流中で移動される充填材 上に噴霧することができる。The amount of silane applied according to the invention is preferably about 2% based on the dry weight of the filler. Applying a special silane onto the filler, which can be up to For example, the filler material to be treated can be treated with a suitable solvent, e.g. ethanol, inproper tool or or mixed with test petroleum benzene to turn it into a slurry and dissolved in a solvent. This can be carried out by a slurry method in which a covering agent (coating agent) is added. sufficient After thorough stirring, the resulting suspension is carefully homogenized. Continue to leave it to dry. A coated filler is obtained. Another manufacturing method includes diluted or The coating is mixed in undiluted and homogenized in a high-power stirrer. I'm being kicked. Finally, the dissolved silane is directly transferred to the filler in the air stream. Can be sprayed on top.
本発明により被覆された充填材は、意外なことに、好ましい性質を有する。すな わち、水性エポキシ樹脂系を基礎とする耐蝕ラッカ中に前記の被覆した充填材を 使用する際に、タルクまたはプラストライト(PlastoritΦ)(マグネ シウム−カリウム−アルミニウムシリケート)、方解石および雲母をシラン化す ることにより、耐蝕性の顕著な改善が得られ、例えばこのことは、塩水噴霧試験 での測定により証明される。アルキド樹脂系の場合の被覆されたタルク充填材は 、同様の挙動を示す。本発明により被覆されI;タルク種は、不飽和ポリエステ ルまたはPU樹脂を基礎とする噴射充填材の場合にも被覆されていない充填材に 比較して、流展性および表面性ならびに例えば耐砕石性のような機械的性質に関 連して明らかに良好であることが判明した次の例により本発明を詳説する。Fillers coated according to the invention surprisingly have favorable properties. sand That is, the above-mentioned coated filler is applied to a corrosion-resistant lacquer based on a water-based epoxy resin system. When using talc or plastorite (magnetic) sium-potassium-aluminum silicate), calcite and mica. A significant improvement in corrosion resistance can be obtained by This is proven by measurements at . The coated talc filler in case of alkyd resin system is , exhibits similar behavior. According to the invention, the talc species is coated with unsaturated polyester. Also in the case of injection fillers based on plastic or PU resin, uncoated fillers In comparison, there are The invention will now be explained in more detail by the following example, which has also proven to be clearly successful.
例1: 本発明により後処理された充填材は、試験処方(配合物l:本発明により被覆さ れた充填材を用いる;配合物2:公知技術水準により被覆されていない充填材) の次の比較およびそれにより得られた結果が示しているように、水溶性ポリウレ タン樹脂を基礎とする自動車用の焼灼した充填材のラッカ技術的性質の明らかな 改善を導く。Example 1: The fillers post-treated according to the invention were tested in the test formulation (formulation 1: coated according to the invention). Formulation 2: uncoated filler according to the state of the art) As the following comparison and the results obtained show, water-soluble polyurethane Elucidation of the lacquer technical properties of cauterized fillers for automobiles based on tan resins Guide improvement.
試験処方: 配合物l 配合物2 PUR−結合剤Ercusol@(脂肪酸変性ポリウレタン分散液;pUR−M 合剤150.7 150.7架橋剤へキサメトキシメチルメラミン(Cymel @) 133.8 133.81000.0 1000.O Fe薄板5T−30上に自動噴霧装置を用いてラッカ塗布しかつ120℃で乾燥 した後、次の試験を行なった: 1) ASTM−B/117−64による耐蝕性試験2)砕石試験 3)ハーネンビク(Hahnenpik)試験4)エリクセン深さ試験 5)光沢 6)被覆ラッカの状態(アルキド樹脂を基礎とする市販のKfz−修理用ラッカ を用いて) 結果: × 表面 × 表面 2)に対して 砕石試験 (乾燥してから24時間後) (評価:1叶極めて良好 (剥離なし) 叶全部剥離した) (KTL上で30μmの被膜)→73 3)に対して ノ\−ネンビク(Hahnenpik)試験(乾燥してから2週 間後) (評価;1〇−被覆ラッカの損傷なし、充填材の損傷なし 〇−支持体にまで貫通) 4)に対して エリクセン深さ試験(乾燥して力)ら本発明により後処理された 充填材Iま、試験処方(配合物l:本発明により被覆された充填材を用しする; 配合物2:公知技術水準ζこより被覆されてし−なI/1充填材)の次の比較お よびそれにより得られに結果カ;示しているように、ポリウレタン分散液と、ア クリレート共重合体分散液との組合せ物を基礎とする分散液−防錆塗料のラッカ 技術的性質の明らかな改善をも導く。Test formulation: Formulation 1 Formulation 2 PUR-binder Ercusol@(fatty acid modified polyurethane dispersion; pUR-M Mixture 150.7 150.7 Crosslinking agent hexamethoxymethylmelamine (Cymel @) 133.8 133.81000.0 1000. O Lacquer was applied onto Fe thin plate 5T-30 using an automatic spraying device and dried at 120℃. After that, the following tests were performed: 1) Corrosion resistance test according to ASTM-B/117-64 2) Crushed stone test 3) Hahnenpik test 4) Erichsen depth test 5) Gloss 6) Condition of the coating lacquer (commercial Kfz-repair lacquer based on alkyd resin) Using) result: × Surface × Surface For 2) Crushed stone test (24 hours after drying) (Rating: 1 leaf extremely good (No peeling) All leaves peeled off) (30 μm coating on KTL) → 73 3) - Hahnenpik test (2 weeks after drying) after) (Evaluation: 10 - No damage to coating lacquer, no damage to filler 〇-Penetrates to the support) 4) Erichsen depth test (dry and force) was post-treated according to the present invention Filler I, test formulation (formulation I: using a filler coated according to the invention; Formulation 2: The following comparison of I/1 filler coated from the state of the art and the results obtained; as shown, the polyurethane dispersion and the Dispersions based on combinations with acrylate copolymer dispersions - lacquers for anti-rust coatings It also leads to obvious improvements in technical properties.
試験処方: 配合物l 配合物2 シラン変性された消泡剤Neocryl防錆塗料を得るために、部分Iを強力に 前会散し、次いで部分■と一緒にし、かつディスソルバーで30分間分散させる 。Test formulation: Formulation 1 Formulation 2 In order to obtain a silane-modified antifoam Neocryl anticorrosion paint, part I is strongly Pre-disperse, then combine with part ■ and disperse for 30 minutes with a dissolver .
部分■をケージミルを用いて前混合しく10分間)、この場合部分1+IIは、 ケージミルの使用下で部分■との分散後にラッカ塗布される。Part 1 was pre-mixed using a cage mill for 10 minutes), in this case parts 1+II were: Lacquer is applied after dispersion with part ■ using a cage mill.
Fe薄板5T−30上に自動噴霧装置を用いてラッカ塗布した後(30μmの乾 燥被膜)、ASTM−B117/64による空気乾燥の1週間の後に耐塩水噴霧 性の試験を行なう。After coating Fe thin plate 5T-30 with lacquer using an automatic spraying device (30μm dry coating) dry coating), salt water spray resistant after one week of air drying according to ASTM-B117/64 Conduct a sex test.
結果: (それぞれ3個の試験板からの平均値)ASTM B117/64による塩水噴 霧試験−250時間後に最終的評価: 吹込み度 配合物l 配合物2 x →ml/gl−2m3/gl−3 表面→ 異常なし m3〜4/gl〜5部分的浸透 例3: 本発明!こより後処理された充填材は、試験処方(配合物l:本発明により被覆 された充填材を用いる;配合物2:公知技術水準により被覆されていない充填材 )の次の比較およびそれにより得られた結果が示しているように、アルキド樹脂 を基礎とする焼灼した砕石充填材の場合に卓越した砕石安定性を生じる。result: (Average value from 3 test plates each) Salt water spray according to ASTM B117/64 Fog test - final evaluation after 250 hours: Blow degree Formulation 1 Formulation 2 x → ml/gl-2m3/gl-3 Surface → No abnormality m3~4/gl~5 partial penetration Example 3: This invention! The post-treated fillers were prepared from the test formulation (formulation 1: coated according to the invention). Formulation 2: uncoated filler according to the state of the art ) as shown by the following comparison and the results obtained with the alkyd resin Outstanding crushed stone stability results in the case of cauterized crushed stone fillers based on .
試験処方: 二酸化チタン RN 59.D500.6μm 116.2 116.2ブラン ク フィクセ(Blanc fixe) F、Dso 1 pm 120.6 120.6シラン処理されたタルク (アミノエチル−アミノプロビル−トリメトキシシラン)D5011−2p 1 03.3 − 未処理のタルク、D501−2μm) 103.3熱分解法珪酸 アエロジル(Aeros+ 1) 200、Dso 1 pm 3.4 3.4 カーボンブラツクPr1ntex LID55 p m O,90°9ビアルキ ド(VialkydX油不含のアルキド樹脂、70%) 245.8 245. 8高沸点の芳香族化合物富有の溶剤 シェルツル(Shellsol) A/ブタノール(7:3) 185.0 1 11!5.0ペースト 775.2 775.2 ビアルキド(VialkydX油不含のアルキド樹脂、70%) 172.1 172.1ヘキサメトキシメチルメラミン 51.7 51.71000 10 00(重量部) ラフ力の粘度(DIN 53211,23℃)は、約40sである。シェルツル (Shellsol)A /ブタノール7/3での希釈後、噴霧液の粘度 CD IN 53211%23℃)は約23sになる。砕石充填材の焼灼は、150℃ で25分間行なわれる。アルキド/メラミンの比は、85/15であり、顔料/ 結合剤の比は、約1/lである。Test formulation: Titanium dioxide RN 59. D500.6μm 116.2 116.2 Blanc Blanc fixe F, Dso 1 pm 120.6 120.6 Silanized Talc (Aminoethyl-aminopropyl-trimethoxysilane) D5011-2p 1 03.3 - Untreated talc, D501-2μm) 103.3 Pyrogenic silicic acid Aerosil (Aeros+1) 200, Dso 1 pm 3.4 3.4 Carbon black Pr1ntex LID55 p m O, 90°9 Bialki (VialkydX oil-free alkyd resin, 70%) 245.8 245. 8 High boiling point aromatic compound rich solvent Shellsol A/Butanol (7:3) 185.0 1 11!5.0 paste 775.2 775.2 Vialkyd (VialkydX oil-free alkyd resin, 70%) 172.1 172.1 Hexamethoxymethylmelamine 51.7 51.71000 10 00 (parts by weight) The viscosity of the rough force (DIN 53211, 23° C.) is approximately 40 s. shell crane (Shellsol) A/After dilution with butanol 7/3, viscosity of spray liquid CD IN 53211%23℃) is approximately 23s. Cauterize crushed stone filling material at 150℃ It will be held for 25 minutes. The alkyd/melamine ratio is 85/15 and the pigment/melamine ratio is 85/15. The binder ratio is approximately 1/l.
VW試M規定によりVW砕石装置を用いて測定された砕石安定性は、配0物おり である:配合艷ユ評価 1(極めて良好) 6(極めて劣悪)国際調査報告 、、、、、、、=、、、、、、、、、−−、PCT/AT E[1001000 71p?IPl:T/+*A/)IlllZwaa+meee*l+jwwwI ll@r国際調査報告 、。T/A□88/。。。7□The stone crushing stability measured using the VW stone crushing device according to the VW Trial M regulations is as follows: Compound rating: 1 (extremely good) 6 (extremely poor) international search report , , , , , , = , , , , , , --, PCT/AT E[1001000 71p? IPl:T/+*A/)IlllZwaa+meee*l+jwwwI ll@r International Investigation Report. T/A□88/. . . 7□
Claims (14)
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| PCT/AT1988/000071 WO1990002779A1 (en) | 1988-09-12 | 1988-09-12 | Use of fillers coated with trialkoxysilanes |
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| JPH03501134A true JPH03501134A (en) | 1991-03-14 |
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| JP88507316A Pending JPH03501134A (en) | 1988-09-12 | 1988-09-12 | Use of fillers coated with trialkoxysilane |
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| EP (1) | EP0387251A1 (en) |
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| JP2013244696A (en) * | 2012-05-28 | 2013-12-09 | Jfe Steel Corp | Coated steel sheet and method of manufacturing the same, processed article, and panel for thin television set |
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| DE4015703A1 (en) * | 1990-05-16 | 1991-11-21 | Basf Lacke & Farben | PROCESS FOR COATING ELECTRICALLY CONDUCTIVE SUBSTRATES AND CATHODICALLY DETACHABLE WAFERRIGER ELECTROCOATING LACQUER |
| DE4041663A1 (en) * | 1990-12-22 | 1992-06-25 | Merck Patent Gmbh | SILANIZED PIGMENT AND THEIR USE FOR YELLOW-INHIBITING OF PIGMENTED PLASTICS |
| JP2624027B2 (en) * | 1991-05-14 | 1997-06-25 | 富士ゼロックス株式会社 | Electrophotographic developer using surface-treated inorganic fine powder |
| DE4124579A1 (en) * | 1991-07-24 | 1993-01-28 | Metzeler Gimetall Ag | ELECTRORHEOLOGICAL LIQUID |
| DE4233396A1 (en) * | 1992-10-05 | 1994-04-07 | Merck Patent Gmbh | Surface modified oxide particles and their application as fillers and modifiers in polymer materials |
| KR100276042B1 (en) * | 1992-10-05 | 2000-12-15 | 플레믹 크리스티안 | Molded bodies made of polyester containing covalent-bonded oxide particles |
| DE19818924A1 (en) | 1998-04-28 | 1999-11-04 | Degussa | Surface-modified fillers, processes for their production and their use |
| EP1199335B1 (en) * | 2000-10-21 | 2010-12-22 | Evonik Degussa GmbH | Functionalized silicic acids |
| EP1199336B1 (en) | 2000-10-21 | 2014-01-15 | Evonik Degussa GmbH | Functionalized, structure modified silicic acids |
| CN102741364B (en) * | 2009-12-30 | 2015-09-09 | 道康宁公司 | Friction-Reducing Coating |
| US9346964B2 (en) | 2010-03-17 | 2016-05-24 | Imerys Kaolin, Inc. | Paint comprising hydrophobized minerals and related methods |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3834924A (en) * | 1972-06-08 | 1974-09-10 | Huber Corp J M | Process for manufacturing surface modified inorganic pigments |
-
1988
- 1988-09-12 JP JP88507316A patent/JPH03501134A/en active Pending
- 1988-09-12 WO PCT/AT1988/000071 patent/WO1990002779A1/en not_active Ceased
- 1988-09-12 EP EP88907548A patent/EP0387251A1/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013244696A (en) * | 2012-05-28 | 2013-12-09 | Jfe Steel Corp | Coated steel sheet and method of manufacturing the same, processed article, and panel for thin television set |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1990002779A1 (en) | 1990-03-22 |
| EP0387251A1 (en) | 1990-09-19 |
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