EP0352783A2 - Produit de nettoyage et/ou de conditionnement contenant des polysloxanes organiques pour surfaces de vitrocéramique - Google Patents
Produit de nettoyage et/ou de conditionnement contenant des polysloxanes organiques pour surfaces de vitrocéramique Download PDFInfo
- Publication number
- EP0352783A2 EP0352783A2 EP89113849A EP89113849A EP0352783A2 EP 0352783 A2 EP0352783 A2 EP 0352783A2 EP 89113849 A EP89113849 A EP 89113849A EP 89113849 A EP89113849 A EP 89113849A EP 0352783 A2 EP0352783 A2 EP 0352783A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- epoxy
- cleaning
- water
- functional
- 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- Withdrawn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
- ULPDSNLBZMHGPI-UHFFFAOYSA-N CC1CC2OC2CC1 Chemical compound CC1CC2OC2CC1 ULPDSNLBZMHGPI-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
Definitions
- the invention relates to a cleaning and / or conditioning agent for glass ceramic surfaces, which contains organopolysiloxanes.
- heat-resistant cooking appliances for domestic and industrial use are increasingly being made from glass-ceramic materials.
- glass ceramic cooktops in particular, stubborn and difficult-to-remove contaminants occur with increasing service life due to the burning or even carbonization of splashed or overflowed cookware.
- excessive chafing can cause severe damage to the surface and, when using cleaning tools such as glass scrapers, even clod-like breakouts on the glass ceramic surface, which can destroy them.
- cleaning without massive surface damage is practically impossible after burning.
- organopolysiloxanes in cleaning compositions, such as solutions for washing window panes, car polishes, metal and textile cleaners, is well known.
- the publications GB-PS 11 72 479, GB-PS 11 71 479, US-PS 3,681,122 and US-PS 4,124,523 essentially describe cleaning agents which consist of an organopolysiloxane, an alkali salt of the 3rd to 5th main group, an abrasive and Water and possibly a thickener and a nonionic surfactant.
- these formulations are generally suitable for cleaning glass ceramic surfaces, the conditioning effect for protecting the surface is completely inadequate. In particular, the protective effect against burnt-on food residues with a high sugar content is insufficient.
- DE-OS 33 21 289 results in a water-in-oil emulsion consisting of an amino-functional organopolysiloxane, a cyclic dimethylpolysiloxane, a polysiloxane-polyoxyalkylene block copolymer, a scouring powder, a surfactant and water.
- the cleaning effect of this formulation is also present, the protective effect of the amino-functional organopolysiloxane contained as protective film former is again unsatisfactory, in particular with respect to burnt-on food residues containing high levels of sugar.
- DE-PS 29 52 756 describes compositions which contain a metal oxide and / or amino group-containing polysiloxane, a cleaning or cleaning agent and additional surfactants.
- the care products in question have a cleaning and conditioning effect, but show a low storage stability as a result of a continuous increase in viscosity, poor polishability and inadequate protection against burning, high-sugar foods.
- DE-OS 33 27 926 sets out an emulsion formulation which is composed of an amino-functional polydimethylsiloxane, emulsifiers, acid constituents, a solvent, an abrasive, protective film improvers and water.
- the care products in question perform a cleaning and conditioning effect, but have the same disadvantages as described for DE-PS 29 52 756.
- the object of the invention is therefore an improved cleaning and / or conditioning agent for glass ceramics which does not have the deficiencies of the prior art listed above.
- the invention relates to a cleaning and / or conditioning agent for glass ceramic surfaces which contains organopolysiloxanes, which is characterized in that the organopolysiloxane has epoxy groups.
- the separating effect of the protective film prevents the burnt-on food from sticking firmly and enables the surface to be cleaned easily and gently at all times.
- the agent according to the invention is easy to apply and polish and is not prone to smearing or streaking.
- the organopolysiloxanes used according to the invention which have epoxy groups are preferably composed of units of the general formulas together, being R each independently of one another a hydrocarbon group and Q represents an epoxy functional group, a for 1, 2 or 3, b for 0, 1 or 2, c for 1 or 2, d for 0, 1 or 2, e for 1 or 2 and f stand for 1 or 2 and the sums of b and c and of d, e and f are each not greater than 3.
- radicals R are Alkyl groups with 1 to 22 carbon atoms, Alkoxyalkyl groups with 1 to 22 carbon atoms, Aryl groups with 6 to 22 carbon atoms and Alkaryl groups with 7 to 22 carbon atoms.
- Preferred radicals R are methyl, ethyl, methoxyethyl, phenyl and 2-phenylethyl groups.
- radicals R are methyl groups.
- Epoxy-functional organopolysiloxanes of the formula have proven particularly advantageous (CH3) 3SiO [(CH3) 2SiO] x [R1R2SiO] y [QCH3SiO] z Si (CH3) 3 proven, being R1 and R2 are alkyl, aryl or alkaryl and Q of the formula corresponds, where A is alkyl, alkoxyalkyl, aryl or alkaryl and the sum of x, y and z is less than 500.
- radicals R1 and R2 are methyl, ethyl and phenyl groups.
- Preferred radicals R1 and R2 are methyl groups.
- the ratio of the indices x, y and z is preferably in a range which results in an epoxy number (equiv./100 g) of 0.4-0.015.
- Epoxy-functional organopolysiloxanes with an epoxy number (equiv./100 g) of 0.3-0.08 are particularly preferably used.
- the viscosity of the epoxy-functional organopolysiloxanes used is preferably 5-50,000 mm2 / s at 25 ° C.
- the particularly preferred viscosity range is 10-1000 mm2 / s.
- the epoxy-functional polysiloxanes can be produced by known processes, such as described in DE-AS 10 61 321. In these publications epoxy-functional polysiloxanes, for example via a transition metal-catalyzed addition of an unsaturated epoxide, such as allyl glycidyl ether, to corresponding Si-H-containing polysiloxanes.
- an unsaturated epoxide such as allyl glycidyl ether
- the non-reactive organopolysiloxanes (B) are preferably trimethylsilyl group-containing dimethylpolysiloxanes, cyclic dimethylpolysiloxanes, octamethylcyclotetrasiloxanes, decamethylcyclopentasiloxanes or mixtures thereof.
- anionic surfactants such as e.g. Alkyl sulfonates, alkyl benzene sulfonates, sulfosuccinates and nonionic surfactants such as e.g. Alkyl polyglycol ethers, fatty acid polyglycol esters, alkylaryl polyglycol ethers, polyethoxylated fatty acid glycerides, polyglycerol fatty acid esters, polyethoxylated sorbitan esters, fatty acid alkylolamides, polydiorganosiloxane-polyoxyalkylene copolymers and the like.
- these surfactants stabilize the emulsion, support surface cleaning and improve the formation of protective films.
- the organic solvent (D) is a hydrocarbon-based solvent, e.g. Gasolines or alcohols, e.g. Isopropanol and ethanol.
- the abrasive component (E) serves to enhance the cleaning effect and can be any finely divided powder which provides the desired abrasive effect.
- suitable abrasive substances are aluminum oxide, quartz, chalk, diatomaceous earth, colloidal silicon dioxide, sodium metasilicate or talc.
- Organic and inorganic acids are used as acidic component (F).
- acidic component (F) Organic and inorganic acids are used as acidic component (F).
- acetic acid, citric acid, amidosulfonic acid, acid sulfates, phosphates and phosphoric acid esters are suitable.
- compositions according to the invention can also contain further additives (G) selected from the group of thickeners, preservatives, dyes and fragrances.
- the emulsion formulations can be produced by any suitable mixing technique and are characterized by a particularly high storage stability and effect.
- an oil phase is first formed from components (A) and (C) and optionally (B) and (D), which is then mixed with the aqueous phase (H) with constant stirring.
- Components (E) and optionally (F) and (G) are then dispersed in successively.
- components (A) and (C) and optionally (B) and (D) likewise first form an oil phase, into which the aqueous phase containing the remaining constituents is then dispersed with constant stirring .
- the cleaning and / or conditioning agent according to the invention is distributed and rubbed onto the dry glass ceramic surface to be treated using a cloth.
- the epoxy-functional organopolysiloxane is applied to the clean, possibly pre-cleaned glass ceramic surface.
- liquid household detergents that are suitable for cleaning glass ceramic surfaces can be used.
- Both synthetic and natural tissues are suitable as a textile carrier material for taking up the epoxy-functional organopolysiloxane.
- the active ingredient can be applied to the fabric by dipping, padding, spraying or brushing, either using the 100% active ingredient or else in a form diluted with a suitable solvent such as hydrocarbons or chlorinated hydrocarbons and then dried.
- the application amount is 1-100%, based on the weight of the carrier material, but preferably 5-50%.
- the cloth treated in this way is preferably sealed in a plastic film.
- the glass ceramic surface is polished.
- the polishing to a streak-free and wet-wipe-resistant protective film is achieved quickly and easily with the agent according to the invention without unpleasant lubrication.
- the glass ceramic surface has a well-groomed and shiny surface and is permanently protected against the burning of food residues, especially against foods that contain a lot of sugar.
- the protective film has a high resistance to thermal stress and to the action of water containing surfactants.
- Epoxy-functional organopolysiloxane (analogous to example 1) 20% by weight Linear dimethylpolysiloxane with a viscosity of 100 mm2 / s at 25 ° C 2% by weight
- Liquid paraffinic hydrocarbon with boiling range 80-110 ° C 25% by weight
- Non-ionic emulsifier e.g. octylphenol ethoxylate with approx. 10 ethylene oxide units
- citric acid 3% by weight
- the two organopolysiloxanes were mixed together with the liquid paraffinic hydrocarbon and the emulsifiers to form an oil phase, and the water was then slowly added with constant stirring. Finally, the citric acid and the alumina were dispersed.
- Epoxy-functional organopolysiloxane (analogous to example 1) 10% by weight Cyclic dimethylpolysiloxane with a viscosity of 5.0 mm2 / s at 25 ° C (decamethylcyclopentasiloxane) 15% by weight Isopropanol 4% by weight Polydimethylsiloxane-polyoxyalkylene copolymer 1.5% by weight Nonylphenol ethoxylate with approx. 4 ethylene oxide units 0.5% by weight Polishing clay with a particle size of 1-100 ⁇ m 10% by weight water 59% by weight
- the epoxy-functional organopolysiloxane was mixed homogeneously with the cyclic organopolysiloxane and the polydimethylsiloxane-polyoxyalkylene copolymer.
- the isopropanol and then a mixture of water, nonylphenol ethoxylate and polishing clay were incorporated into the resulting oil phase with constant stirring.
- Approx. 1 g of the care product was applied to a lightly soiled decorative glass ceramic test plate measuring 28 cm x 28 cm and evenly distributed. The plate was then polished in a circular motion with a household cloth until the surface appeared streak-free.
- the surface was sprinkled with an approximately 3 mm high layer of sugar and heated until the sugar completely caramelized or carbonized. After cooling, the adhesion of the caramelized sugar, the ease and completeness of detachment from the surface as well as the surface quality with regard to damage (clod breakage) were assessed.
- part of the pretreated surface was wiped with a wet household cloth before the sugar test and the sugar content was repeated in the manner described above.
- Table 1 example 4th 5 6 7 8th Storage stability at 4o ° C very well Good Good bad Good Polishability very well Good Good medium very well Cleaning effect Good Good Good Good Good Good Grip Good Good Good medium very well Wet wipe resistance Good Good Good Good very well Protective effect (separation effect and surface quality) very well medium Good bad (partly plaice break) very well
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3825678A DE3825678A1 (de) | 1988-07-28 | 1988-07-28 | Reinigungs- und/oder konditioniermittel fuer glaskeramikoberflaechen, enthaltend organopolysiloxane |
| DE3825678 | 1988-07-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0352783A2 true EP0352783A2 (fr) | 1990-01-31 |
| EP0352783A3 EP0352783A3 (fr) | 1990-10-10 |
Family
ID=6359774
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19890113849 Withdrawn EP0352783A3 (fr) | 1988-07-28 | 1989-07-27 | Produit de nettoyage et/ou de conditionnement contenant des polysloxanes organiques pour surfaces de vitrocéramique |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US5080824A (fr) |
| EP (1) | EP0352783A3 (fr) |
| JP (1) | JPH0631404B2 (fr) |
| DE (1) | DE3825678A1 (fr) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0458969A4 (fr) * | 1989-10-26 | 1991-08-31 | Toshiba Kk | Detergent. |
| EP0473795A4 (en) * | 1990-03-16 | 1992-10-14 | Kabushiki Kaisha Toshiba | Method and apparatus for cleaning |
| US5503681A (en) * | 1990-03-16 | 1996-04-02 | Kabushiki Kaisha Toshiba | Method of cleaning an object |
| US5593507A (en) * | 1990-08-22 | 1997-01-14 | Kabushiki Kaisha Toshiba | Cleaning method and cleaning apparatus |
| WO2005007790A1 (fr) * | 2003-07-11 | 2005-01-27 | The Procter & Gamble Company | Compositions detergentes a lessive liquides |
| WO2008068061A1 (fr) * | 2006-12-05 | 2008-06-12 | Henkel Ag & Co. Kgaa | Agent de nettoyage pour surfaces en verre |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5266547A (en) * | 1990-09-30 | 1993-11-30 | Wollrich Gary W | Diatomaceous earth containing adsorbent, method for making, and methods of use thereof |
| US5603836A (en) * | 1990-09-30 | 1997-02-18 | Wollrich; Gary W. | Method of using a diatomaceous earth containing adsorbent |
| US5213690A (en) * | 1990-09-30 | 1993-05-25 | Wollrich Gary W | Method of using a diatomaceous earth containing absorbent |
| US5316692A (en) * | 1991-06-13 | 1994-05-31 | Dow Corning Limited | Silicone containing hard surface scouring cleansers |
| JPH0669899B2 (ja) * | 1992-04-23 | 1994-09-07 | 日本工材株式会社 | 自動車のウィンドゥガラス用撥水剤 |
| GB9220986D0 (en) * | 1992-10-06 | 1992-11-18 | Ciba Geigy Ag | Chemical composition |
| US5389138A (en) * | 1993-03-31 | 1995-02-14 | Kay Chemical Company | Oven pretreatment and cleaning composition containing silicone |
| US5584465A (en) * | 1993-12-07 | 1996-12-17 | Snap-Tite, Inc. | Solenoid latching valve |
| US5650001A (en) * | 1995-12-01 | 1997-07-22 | Howell; Bradley | Compositions and methods for treating compact discs |
| US5925469A (en) * | 1997-12-18 | 1999-07-20 | Dow Corning Corporation | Organopolysiloxane emulsions |
| US6169066B1 (en) * | 1998-11-17 | 2001-01-02 | Ameron International Corporation | Waterborne hydrophobic cleaning and coating composition |
| FR2818989B1 (fr) * | 2000-12-29 | 2004-03-19 | Rhodia Chimie Sa | Utilisation d'un polyorganosiloxane fonctionnalise epoxy et/ou carboxy, a titre de matiere active dans une composition silicone liquide d'hydrofugation de materiaux de construction |
| US7704313B2 (en) * | 2005-07-06 | 2010-04-27 | Resource Development L.L.C. | Surfactant-free cleansing and multifunctional liquid coating composition containing nonreactive abrasive solid particles and an organosilane quaternary compound and methods of using |
| US20110052874A1 (en) * | 2009-07-02 | 2011-03-03 | Wensheng Zhou | Roofing articles with highly reflective coated granules |
| WO2011082374A1 (fr) | 2009-12-31 | 2011-07-07 | Firestone Building Products Company, Llc | Membrane asphaltique comprenant des granules contenant de la mullite |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB834326A (en) * | 1956-10-29 | 1960-05-04 | Midland Silicones Ltd | Organosilicon compounds |
| GB1034782A (en) * | 1962-01-24 | 1966-07-06 | Union Carbide Corp | Organosilicon compositions |
| US3702783A (en) * | 1970-09-04 | 1972-11-14 | Robert C Hartlein | Epoxy silane coupling agents |
| JPS6018707B2 (ja) * | 1974-10-09 | 1985-05-11 | 日本原子力研究所 | 防曇性被覆用硬化性樹脂組成物 |
| US3971747A (en) * | 1975-04-11 | 1976-07-27 | Dow Corning Corporation | Curable compositions |
| US4005028A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing detergent composition |
| US4005030A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing anionic detergent composition |
| US4035411A (en) * | 1975-04-22 | 1977-07-12 | The Procter & Gamble Company | Organosilane compounds |
| US4005024A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Rinse aid composition containing an organosilane |
| US4005025A (en) * | 1975-05-05 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing anionic detergent composition |
| US4124523A (en) * | 1977-03-07 | 1978-11-07 | Dow Corning Corporation | Silicone-containing acidic cleaner and conditioner |
| DE2843234A1 (de) * | 1978-10-04 | 1980-04-17 | Collo Gmbh | Schutzmittel zur bildung eines schutzueberzuges einer siliciumorganischen verbindung auf glas- und keramikflaechen |
| DE2952756C2 (de) * | 1979-12-29 | 1985-06-13 | Bayer Ag, 5090 Leverkusen | Verfahren zur haftungsmindernden Ausrüstung von Glaskeramik-Oberflächen und dafür geeignetes Mittel |
| JPS6036513B2 (ja) * | 1981-02-05 | 1985-08-21 | ト−レ・シリコ−ン株式会社 | 繊維用処理剤 |
| DE3321289A1 (de) * | 1983-06-13 | 1984-12-13 | Dow Corning Ltd | Siloxanzusammensetzung in form einer emulsion von wasser-in-oel und ihre verwendung zur reinigung und konditionierung der oberflaeche eines gegenstandes aus glaskeramik |
| JPS60258195A (ja) * | 1984-06-05 | 1985-12-20 | Ss Pharmaceut Co Ltd | α.α―トレハロース脂肪酸ジエステル誘導体 |
| JPH0672239B2 (ja) * | 1986-08-21 | 1994-09-14 | タイホ−工業株式会社 | 艶出し洗浄方法 |
| US4824602A (en) * | 1986-10-27 | 1989-04-25 | The Procter & Gamble Company | Processes for purification of quaternary cationic surfactant materials and cosmetic compositions containing same |
| GB2200365A (en) * | 1987-01-26 | 1988-08-03 | Goodjet Ltd | Detergent composition |
| JPS63295768A (ja) * | 1987-05-26 | 1988-12-02 | 東レ・ダウコーニング・シリコーン株式会社 | 繊維用処理剤 |
| US4940626A (en) * | 1988-05-26 | 1990-07-10 | The James River Corporation | Meltblown wiper incorporating a silicone surfactant |
-
1988
- 1988-07-28 DE DE3825678A patent/DE3825678A1/de not_active Withdrawn
-
1989
- 1989-06-26 US US07/371,573 patent/US5080824A/en not_active Expired - Fee Related
- 1989-07-27 EP EP19890113849 patent/EP0352783A3/fr not_active Withdrawn
- 1989-07-28 JP JP1194415A patent/JPH0631404B2/ja not_active Expired - Lifetime
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5985810A (en) * | 1989-10-26 | 1999-11-16 | Toshiba Silicone Co., Ltd. | Cleaning compositions |
| US5741365A (en) * | 1989-10-26 | 1998-04-21 | Kabushiki Kaisha Toshiba | Continuous method for cleaning industrial parts using a polyorganosiloxane |
| US5977040A (en) * | 1989-10-26 | 1999-11-02 | Toshiba Silicone Co., Ltd. | Cleaning compositions |
| US6136766A (en) * | 1989-10-26 | 2000-10-24 | Toshiba Silicone Co., Ltd. | Cleaning compositions |
| EP0458969A4 (fr) * | 1989-10-26 | 1991-08-31 | Toshiba Kk | Detergent. |
| US5728228A (en) * | 1989-10-26 | 1998-03-17 | Kabushiki Kaisha Toshiba | Method for removing residual liquid from parts using a polyorganosiloxane |
| US5741367A (en) * | 1989-10-26 | 1998-04-21 | Kabushiki Kaisha Toshiba | Method for drying parts using a polyorganosiloxane |
| US5716456A (en) * | 1989-10-26 | 1998-02-10 | Kabushiki Kaisha Toshiba | Method for cleaning an object with an agent including water and a polyorganosiloxane |
| EP0717129A3 (fr) * | 1990-03-16 | 1996-09-11 | Toshiba Kk | Méthode de nettoyage |
| EP0473795A4 (en) * | 1990-03-16 | 1992-10-14 | Kabushiki Kaisha Toshiba | Method and apparatus for cleaning |
| US5772781A (en) * | 1990-03-16 | 1998-06-30 | Kabushiki Kaisha Toshiba | Method for cleaning an object using an agent that includes a polyorganosiloxane or isoparaffin |
| US5769962A (en) * | 1990-03-16 | 1998-06-23 | Kabushiki Kaisha Toshiba | Cleaning method |
| US5538024A (en) * | 1990-03-16 | 1996-07-23 | Kabushiki Kaisha Toshiba | Cleaning method and cleaning apparatus |
| US5503681A (en) * | 1990-03-16 | 1996-04-02 | Kabushiki Kaisha Toshiba | Method of cleaning an object |
| US5690750A (en) * | 1990-08-20 | 1997-11-25 | Kabushiki Kaisha Toshiba | Cleaning method and cleaning apparatus |
| US5593507A (en) * | 1990-08-22 | 1997-01-14 | Kabushiki Kaisha Toshiba | Cleaning method and cleaning apparatus |
| US5823210A (en) * | 1990-08-22 | 1998-10-20 | Toshiba Silicone Co., Ltd. | Cleaning method and cleaning apparatus |
| WO2005007790A1 (fr) * | 2003-07-11 | 2005-01-27 | The Procter & Gamble Company | Compositions detergentes a lessive liquides |
| WO2008068061A1 (fr) * | 2006-12-05 | 2008-06-12 | Henkel Ag & Co. Kgaa | Agent de nettoyage pour surfaces en verre |
| US7897554B2 (en) | 2006-12-05 | 2011-03-01 | Henkel Ag & Co. Kgaa | Cleaning compositions for glass surfaces |
Also Published As
| Publication number | Publication date |
|---|---|
| US5080824A (en) | 1992-01-14 |
| JPH0273896A (ja) | 1990-03-13 |
| EP0352783A3 (fr) | 1990-10-10 |
| JPH0631404B2 (ja) | 1994-04-27 |
| DE3825678A1 (de) | 1990-02-01 |
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