EP0074056A1 - Produit de rinçage adoucissant pour linge - Google Patents
Produit de rinçage adoucissant pour linge Download PDFInfo
- Publication number
- EP0074056A1 EP0074056A1 EP82107983A EP82107983A EP0074056A1 EP 0074056 A1 EP0074056 A1 EP 0074056A1 EP 82107983 A EP82107983 A EP 82107983A EP 82107983 A EP82107983 A EP 82107983A EP 0074056 A1 EP0074056 A1 EP 0074056A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- fabric softener
- aqueous solution
- compounds
- weight
- 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- Withdrawn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
- 239000000203 mixture Substances 0.000 title abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- 239000007788 liquid Substances 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- 239000006185 dispersion Substances 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 150000001450 anions Chemical class 0.000 claims abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 3
- 239000002979 fabric softener Substances 0.000 claims description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 7
- 239000002270 dispersing agent Substances 0.000 claims description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 150000005215 alkyl ethers Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 229920000151 polyglycol Polymers 0.000 claims 1
- 239000010695 polyglycol Substances 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 8
- 238000005406 washing Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 5
- 239000002304 perfume Substances 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 229940050176 methyl chloride Drugs 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 239000004902 Softening Agent Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- -1 cationic quaternary ammonium compounds Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 1
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 description 1
- WTHCRRXOPUNKAA-UHFFFAOYSA-N 16-methylheptadecan-1-amine Chemical compound CC(C)CCCCCCCCCCCCCCCN WTHCRRXOPUNKAA-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 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
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
Definitions
- fabric softeners have so far generally been used in the form of dilute, about 2 to 10% aqueous solutions.
- these diluted solutions have several disadvantages. You can e.g. should not be stored cold, because after freezing and thawing, they assume a gel consistency and can no longer be brought into homogeneous solution. Another disadvantage is the high excess water content of these solutions.
- the invention thus relates to liquid fabric softeners consisting of an aqueous solution or dispersion of compounds of the formula 1 in which R 1 is methyl-branched alkyl or alkenyl each having 12-30, preferably 14 to 18, carbon atoms, R 2 C 1 -C 4 -alkyl and A is an anion and optionally further auxiliaries.
- the quaternary ammonium compounds of the above formula are obtained by conventional methods starting from methyl-branched fatty acids. From these acids, the amide and therefrom the nitrile are produced with ammonia, which is converted into the di-alkylamine by hydrogenation. This di-alkylamine is then alkylated and quaternized by known methods.
- the methyl-branched alkyl or alkenyl radicals are isomer mixtures with different positions of the methyl group.
- Anion A is preferably a chloride, methosulfate, ethosulfate, methophosphate or ethophosphate ion. Methyl is preferred as R 2 .
- these cationic softening compounds are expediently used in the form of their concentrated solutions in lower alcohols, preferably isopropanol or in a mixture of these alcohols with water.
- the fabric softening agents according to the invention contain a certain amount of such lower alcohols (approx. 5-30% by weight).
- Another constituent of the fabric softener according to the invention can be customary nonionic dispersants or emulsifiers based on oxalkylates, which contribute to the fact that the fabric softener is readily dispersible in cold water.
- Suitable nonionic dispersants are e.g. Reaction products of about 2-12 moles of ethylene oxide each with an alkylphenol such as e.g.
- Xylenol but also with an alkylphenol with a long alkyl radical of 8-10 C atoms or with a fatty alcohol with 8 to 15 C atoms, in particular reaction products of about 5 to 8 moles of EO with 1 mole of alkylphenol or 1 mole of an 8 to 15 C-containing fatty alcohol or a mixture of such fatty alcohols.
- the amount of these nonionic compounds is 3 to 10 wt .-% in weakly concentrated fabric softeners with a content of the compounds of formula 1 of .ca. 10 to 30% by weight.
- Highly concentrated fabric softeners with a content of the compounds of formula 1 of approximately 30 to 70% by weight preferably contain 5 to 20% by weight of the nonionic dispersant. With the diluted, commercially available fabric softeners, it is not necessary to add such dispersants.
- Such more highly concentrated fabric softeners also preferably contain 5 to 30% by weight of an ethylene glycol, prepylene glycol, polyethylene glycol, polypropylene glycol and the C 1 -C 4 -alkyl ethers of these compounds. It goes without saying that only compounds of this product group that are liquid are suitable. These compounds have a solubilizing effect in the fabric softeners according to the invention.
- the fabric softener according to the invention can be produced by simply mixing the components or their concentrated solutions. If necessary, perfume, dye, optical brighteners or other auxiliaries can also be added. To set the desired final concentration, it may be diluted with the necessary amount of water. The amounts of the individual components are selected within the limits specified so that the finished composition, including any additional amounts of water, perfume and colorants, is 100% by weight.
- the amount of the fabric softener according to the invention is 80 to 150 ml, 30 to 70 ml or 10 to 20 ml for a fabric softener with a compound of formula 1 of 2 to 10% by weight. -% 10 to 30 wt .-% or 30 to 70 wt .-%.
- the fabric softeners according to the invention which have good softening properties, can be dispersed well in cold water without it. disruptive gel formation occurs. It is advantageous here that these concentrates can be fed directly into household machines with suitable metering devices. This good solubility also allows the concentrates according to the invention to be diluted shortly before they are put into the washing machine, so that the fabric softener can also be traded in concentrated form and not only as dilute aqueous solutions. This eliminates the need to transport large, ultimately superfluous amounts of water at all stages of the trade.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813135013 DE3135013A1 (de) | 1981-09-04 | 1981-09-04 | "waescheweichspuelmittel" |
| DE3135013 | 1981-09-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0074056A1 true EP0074056A1 (fr) | 1983-03-16 |
Family
ID=6140843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP82107983A Withdrawn EP0074056A1 (fr) | 1981-09-04 | 1982-08-31 | Produit de rinçage adoucissant pour linge |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0074056A1 (fr) |
| JP (1) | JPS5854074A (fr) |
| DE (1) | DE3135013A1 (fr) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0128231A1 (fr) * | 1983-06-10 | 1984-12-19 | S.A. Camp Fábrica de Jabones | Dispersions stables aqueuses concentrées de composés cationiques insolubles dans l'eau et leur préparation |
| US4497716A (en) * | 1982-12-23 | 1985-02-05 | Lever Brothers Company | Fabric softening composition |
| US4622154A (en) * | 1984-04-19 | 1986-11-11 | Lever Brothers Company | Aqueous fabric softening composition |
| US4627925A (en) * | 1984-04-19 | 1986-12-09 | Lever Brothers Company | Aqueous concentrated fabric softening composition |
| EP0226932A3 (en) * | 1985-12-16 | 1988-08-31 | Kao Corporation | Softener softener |
| EP0499282A1 (fr) * | 1991-02-15 | 1992-08-19 | Hoechst Aktiengesellschaft | Concentré aqueux contenant au moins un composé de type alkyl ou alkényl ammonium |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1533531A (fr) * | 1966-07-20 | 1968-07-19 | Armour & Co | Nouveau produit adoucissant pour tissus |
| DE2000231A1 (de) * | 1969-01-03 | 1970-07-16 | Unilever Nv | Textilwasch- und -weichmachungsmittel |
| AU4701172A (en) * | 1972-09-25 | 1974-03-28 | Ashland Oil, Inc | Mixtures of quaternary ammonium compounds |
| DE2459354A1 (de) * | 1974-12-16 | 1976-06-24 | Hoechst Ag | Waescheweichspuelmittelkonzentrat mit desinfizierenden eigenschaften |
| DE2625945A1 (de) * | 1975-07-02 | 1977-02-03 | Henkel & Cie Gmbh | Neue quartaere ammoniumverbindungen und deren verwendung als textilweichmacher |
-
1981
- 1981-09-04 DE DE19813135013 patent/DE3135013A1/de not_active Withdrawn
-
1982
- 1982-08-31 EP EP82107983A patent/EP0074056A1/fr not_active Withdrawn
- 1982-09-03 JP JP15284282A patent/JPS5854074A/ja active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1533531A (fr) * | 1966-07-20 | 1968-07-19 | Armour & Co | Nouveau produit adoucissant pour tissus |
| DE2000231A1 (de) * | 1969-01-03 | 1970-07-16 | Unilever Nv | Textilwasch- und -weichmachungsmittel |
| AU4701172A (en) * | 1972-09-25 | 1974-03-28 | Ashland Oil, Inc | Mixtures of quaternary ammonium compounds |
| DE2459354A1 (de) * | 1974-12-16 | 1976-06-24 | Hoechst Ag | Waescheweichspuelmittelkonzentrat mit desinfizierenden eigenschaften |
| DE2625945A1 (de) * | 1975-07-02 | 1977-02-03 | Henkel & Cie Gmbh | Neue quartaere ammoniumverbindungen und deren verwendung als textilweichmacher |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4497716A (en) * | 1982-12-23 | 1985-02-05 | Lever Brothers Company | Fabric softening composition |
| EP0128231A1 (fr) * | 1983-06-10 | 1984-12-19 | S.A. Camp Fábrica de Jabones | Dispersions stables aqueuses concentrées de composés cationiques insolubles dans l'eau et leur préparation |
| US4622154A (en) * | 1984-04-19 | 1986-11-11 | Lever Brothers Company | Aqueous fabric softening composition |
| US4627925A (en) * | 1984-04-19 | 1986-12-09 | Lever Brothers Company | Aqueous concentrated fabric softening composition |
| EP0226932A3 (en) * | 1985-12-16 | 1988-08-31 | Kao Corporation | Softener softener |
| EP0499282A1 (fr) * | 1991-02-15 | 1992-08-19 | Hoechst Aktiengesellschaft | Concentré aqueux contenant au moins un composé de type alkyl ou alkényl ammonium |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3135013A1 (de) | 1983-03-24 |
| JPS5854074A (ja) | 1983-03-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT LI NL SE |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
| 18W | Application withdrawn |
Withdrawal date: 19830722 |
|
| RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: MAY, ADOLF, DR. Inventor name: BUECKING, HANS-WALTER, DR. Inventor name: HARTUNG, HERBERT, DR. |