WO2014023718A1 - Agent désinfectant contenant un complexe d'iode et de cyclodextrine - Google Patents
Agent désinfectant contenant un complexe d'iode et de cyclodextrine Download PDFInfo
- Publication number
- WO2014023718A1 WO2014023718A1 PCT/EP2013/066448 EP2013066448W WO2014023718A1 WO 2014023718 A1 WO2014023718 A1 WO 2014023718A1 EP 2013066448 W EP2013066448 W EP 2013066448W WO 2014023718 A1 WO2014023718 A1 WO 2014023718A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- iodine
- cyclodextrin
- disinfectant
- disinfectant according
- water
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/12—Iodine, e.g. iodophors; Compounds thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
Definitions
- the invention relates to a disinfectant in the form of a thickened aqueous solution of a iodophore based on a complex of iodine and cyclodextrin and / or a cyclodextrin derivative.
- Disinfectants are often present in liquid form and are applied by means of a dispenser to the disinfecting areas, such as surfaces of objects, but also the skin.
- the order is usually carried out by dispensers (dispensers), from which the disinfectant is pumped out or pushed out.
- the disinfectant spurts or dissolves, which can prevent sufficient wetting of the surface to be disinfected. The absolutely necessary for disinfection contact times and thus required disinfection is then no longer given.
- Common disinfectants contain a variety of complex organic compounds that can be quite toxic or canzerogenic. The proportion of alcohol or harmful aldehydes and ketones is often very high. Sensitization or allergies can be the result. With longer, also open storage the means or components of it can evaporate. An impairment of the disinfecting effect is a frequent consequence, as well as a possible odor nuisance. In the particularly sensitive medical field, the use of alcohol is not allowed, for example in the treatment of alcoholics. Inadequate or negligent disinfection by means of bactericidal or virucidal disinfectants can be used to generate multidrug-resistant germs that pose a risk to health. In this context, reference is made to the phenomenon of multidrug-resistant hospital germs. Many antibiotic-based disinfectants are therefore unsuitable for widespread use against a variety of organisms.
- Iodine has proven to be an effective disinfectant. It has been valued for many decades in medicine because of its high efficacy as an antiseptic and used in the form of alcoholic or aqueous solutions. Products such as Betaisodona®, Braunol® or Povidone-iodine have been known for decades.
- iodine In contrast to many other disinfectants, iodine is very well tolerated and at the same time has a broad and high antiseptic effect. Multidrug-resistant germs such as viruses, fungi and spores can be successfully controlled by iodine, which is not least due to the chemical oxidation power of the iodine. Elemental iodine is able to penetrate into the cell structures of microorganisms and there with z. As hydroxy and thiol groups or unsaturated lipid acids of the cellular amino acids to react. The spatial structure and function of these attacked by iodine cells is thereby destroyed and thus irreparably damaged the microorganism.
- alcoholic iodine solutions which are often referred to as iodine tincture, of great disadvantage.
- An application of alcoholic solutions of iodine to mucous membranes is not recommended for medical reasons.
- significant amounts of iodoform can be formed which causes skin irritation and the typical "burning" when disinfecting wounds.
- ionic iodine compounds for example, potassium iodide in water
- potassium iodide can dissolve iodine very well to form tri- or polyiodide.
- Potassium iodide dissolves very well in water at 1340 g / l, so that very high concentrations of dissolved iodine of over 600 g / l can be set.
- the solution of elemental iodine via tri- or polyiodide succeeds only if iodide is already present in the solution.
- iodide is sensitive to oxidation and can, for. B. by chlorine, ozone or peroxide, but also in an oxygen-rich environment, easily oxidized to elemental iodine. Due to the decrease of the iodide content in the solution, the solubility of the elemental iodine and thus the iodine concentration necessary for the antiseptic effect decrease in parallel. For this reason, such potassium iodide / iodine solutions have not been proven.
- Modern iodine-containing disinfectants contain so-called iodophores, which are able to provide medically effective iodine over a longer period of time.
- the most important representative of these iodophores is povidone-iodine, a complex of polyvinyl pyrrolidone, hydriodic acid and iodine.
- Hydrogen triiodide is incorporated in a viscous matrix of polyvinylpyrrolidone, which continuously releases the iodine.
- Polyvinylpyrrolidone is a synthetically produced polymer based on vinylpyrrolidone, which has to be synthesized in a complex manner.
- Povidone can cause allergies and has a limited uptake of elemental iodine.
- a very practical advantage when using iodine for antiseptic treatment in the wound area or for disinfection is its property to discolor the disinfected surface brownish. This allows the user to clearly identify the already disinfected area at any time. Textile tissue, which is inadvertently discolored, can easily be removed by simple reducing agents, such as thiosulphate solutions or solutions containing vitamin C.
- the object of the invention is to avoid the disadvantages of the above-mentioned iodine-containing disinfectants and in particular the provision of a iodophore, which exerts a long-lasting and lasting effect, is resistant to oxidation and in particular is easy to handle in the disinfection. It should be particularly suitable for the disinfection of surfaces, including the skin and especially the hands, but also for the disinfection of facilities that are prone to microbial growth.
- a disinfectant in the form of an aqueous solution of a iodophore in which the iodophor is a complex of iodine and cyclodextrin (CD) and / or a cyclodextrin derivative, the disinfectant containing from 2 to 20 g of iodine per liter.
- the infectious agent is preferably thickened with a hydrocolloid.
- cyclodextrins and iodine form inclusion complexes in which the iodine is trapped in the cavity of the cyclodextrin cyclic molecule.
- Virtually any cyclodextrin is suitable, with a-, ß- and v-cyclodextrin are preferred.
- customary cyclodextrin derivatives in particular methylated cyclodextrin and hydroxypropylcyclodextrin.
- Cyclodextrins are cyclic oligosaccharides with six ( ⁇ -CD), seven ( ⁇ -CD), eight ( ⁇ -CD) and nine glucose molecules ( ⁇ -CD). Economically the largest role plays ß-Cyclodextrin and its derivatives. The derivatives are formed essentially by reaction of the free OH groups with OH-reactive substances. Of particular economic importance are the methylated and hydroxypropylated derivatives.
- cyclodextrins and derivatives are more or less water-soluble. In the anhydrous state, they and their inclusion compounds are solid and stable. The included compounds are also stored stable in this form.
- cyclodextrin with embedded iodine has excellent water solubility and readily, depending on the type of cyclodextrin, can bring into solution up to 20 g of iodine per liter of water.
- the disinfectant according to the invention contains 2 to 20 g of iodine per liter of water, in particular 5 to 18 g.
- all cyclodextrins can be used to complex the iodine, as well as the common cyclodextrin derivatives. Mixtures of the cyclodextrins as well as the cyclodextrins and the derivatives with each other are also possible.
- Alkylated cyclodextrins for example having up to 6 C atoms in the alkyl group, usually have an increased solubility in water.
- the alkyl groups may be substituted, such as with hydroxy groups.
- the disinfectants according to the invention may contain one or more hydrocolloids for thickening.
- hydrocolloids for example, agar, alginate, carubin, carrageenan, galactomanan (guar gum), gelatin, gum arabic, pectin or xanthan.
- hydrocolloids themselves encompasses a broad group of polysaccharides and proteins that solubilize with water to form so-called colloids, exhibiting high gelation ability.
- concentration of hydrocolloids in water or one aqueous solution which in turn may contain other chemical components, according to their chemical nature but also depending on the pH or the temperature of the aqueous colloid solution can be formed viscous different solutions.
- gels or solid products can be readily formed.
- a particular advantage of using hydrocolloids to form gels from aqueous solutions is their ability to keep the water-dissolved chemical components in solution or to stabilize in such solutions.
- the solubility of the dissolved in water chemical components can certainly increase.
- Hydrocolloids are used in the food industry, cosmetics and medicine. In medicine, hydrocolloids provide valuable services as hydrocolloidal wound dressings and in topical wound treatment, but also as impression materials. One advantage is the exceptionally good body compatibility.
- cyclodextrins or its derivatives, elemental iodine and hydrocolloids in particular from the field of polysaccharides, surprisingly makes it possible to prepare effective aqueous viscous solutions of a stable and effective iodophore over a long period of time.
- cyclodextrins are suitable for effectively preventing the gelation of a number of other thickeners which do not fall into the group of hydrocolloids.
- the aqueous solution used according to the invention contains a solution of the iodophor and the hydrocolloid in water, without further additions of other solvents.
- a disinfectant according to the invention consists solely of the iodophor, the hydrocolloid and water.
- the hydrocolloid is usually used in an amount of 5 to 50 g / l of disinfectant. When using several hydrocolloids, the single amount add up to this amount. The actual amount results from the type of thickener.
- gels which are flowable at from 5 to 15 g / l are obtained, viscous gels being viscous at from 15 to 25 g / l and gels which are solid from 25 to 50 g / l and which can be cast in block form, for example.
- a preferred embodiment is the flowable gels, which may for example be placed in a commercial dispenser and used for the disinfection of hands.
- Flowable gels for example, can also be dispensed via controlled dispensers to water systems that have to be protected against algae / bacterial growth. Called at this point are toilets and cisterns for toilets, but also siphons and other water-bearing facilities. This is of particular importance when such water-bearing facilities are not used for a long time, for example in holiday homes, vacant apartments for rent, public authorities, schools, universities with interruption of operating time.
- the disinfectant according to the invention can also be used by the patient for disinfecting wounds, the skin or preparing for operations.
- the disinfectant may also be included in a surfactant, such as a surfactant.
- a surfactant such as a surfactant.
- the disinfectant may also be present in a soap or be integrated therein.
- the constituents of the disinfectant according to the invention are physiologically and dermatologically harmless and readily usable for medical purposes. Due to the specifically adjustable viscosity, the disinfectant according to the invention on the surface to be applied can not melt and forms a closed film, which allows a sufficient contact time of the surface with the iodophor. In this case, the iodine is stored in complex form and can release even after prolonged storage a uniformly high concentration of active iodine.
- the iodine-based disinfectant according to the invention is free from alcohols, aldehydes and ketones and their derivatives and contains no polyvinylpyrrolidone, no acrylates and no isocyanates, such as conventional disinfectants.
- the iodophor is unexpectedly storage-stable and oxidation-insensitive.
- the clever choice of gelling agent makes it possible to adjust the viscosity of the iodophore for its application. It can be diluted with water in any ratio and can also be washed off. The viscous iodophor adheres to the skin and does not cause any sticky residue on the skin after trituration or drying of the water.
- the depot effect of the cyclodextrin / iodine complex is retained.
- the iodine is stable in cyclodextrin even after long storage and reacts z. B. not with organic compounds. Dried iodophor applied to the skin becomes effective only through the release of moisture through perspiration or expired wound exudate, releasing the iodine from the depot.
- the iodine is present in the aqueous solution in a concentration which is determined by the solubility of the cyclodextrin.
- cyclodextrin derivatives such as methylcyclodextrin
- solubility of the cyclodextrin is usually increased.
- a concentration of up to 18 g / l of elemental iodine in the disinfectant is established.
- approximately 17.7 g / l of iodine complex are bound in the depot, the remaining approx. 0.30 g / l of iodine are dissolved in water and medically effective. With consumption of the iodine dissolved in the water, further iodine is liberated from the cyclodextrin.
- the content of elemental iodine in the iodophor can be determined by titration with sodium thiosulfate in the usual way. It has been found that the iodine is unchanged even after storage of the iodophore over a period of, for example, two years.
- the ⁇ -CD-iodine complex formed in this way is present as a brownish-colored powder and is indefinitely durable.
- Example 2 Preparation of an aqueous cyclodextrin-iodine solution from cyclodextrin-iodine complexes
- Example 2 The ⁇ -CD-iodine complex described in Example 1 is dissolved in an amount of 14 g with stirring in 100 ml of water at room temperature and then filtered. The result is a clear brownish solution that loses no iodine activity even after long storage.
- aqueous CD-iodine solutions prepared in Examples 2 to 4 are heated to about 50 ° C and treated with 1 g of agar. It is stirred until the gelation starts and then cooled. At room temperature, the mixture is present as a flowable gel.
- Corresponding gels are obtained with the same amount of glucomanan, guar, sodium alginate, carrageenan, apple pectin, citropectin, xanthan and with mixtures of carrageenan and guar, carrageenan and xanthan gum and guar and xanthan gum.
- aqueous CD-iodine solutions described in Examples 2 to 4 are heated to 50 ° C and added to 2 g of agar and stirred until gelation. It is obtained a viscous gel, but still has fluidity.
- aqueous CD-iodine solutions prepared in Examples 2 to 4 are mixed with 3 g of carrageenan and stirred at 50 ° C until gelation. After cooling, the brownish discolored iodophor was present as solid masses with the consistency of a jello.
- viscous iodophors Of the different viscous iodophors described above, about 0.5 to 1.0 ml are pumped by hand using a commercially available dispenser. Depending on the adjusted viscosity of the iodophore, a viscous liquid or nearly solid mass can be rubbed in the hands. Repeated rubbing and spreading the iodophor dries within 30 s or a sufficiently high contact time effect of the iodine is given.
- the highly viscous iodophor obtains a sticky consistency. After trituration in the hands remains a slightly sticky residue.
- the highly viscous and solid iodophores can be successfully dissolved in larger quantities of water without precipitation of the iodine. In all cases, a maximum iodine concentration of 0.33 g / L can be detected in the solution.
- Example 8 10 ml of the CD-iodine solutions prepared in Examples 2 to 4 are stirred in 100 ml of a colorless liquid soap. After mixing, a slightly yellowish to brownish liquid soap is present, which does not lose any iodine activity even after long storage.
- Example 9 10 ml of the CD-iodine solutions prepared in Examples 2 to 4 are stirred in 100 ml of a colorless liquid soap. After mixing, a slightly yellowish to brownish liquid soap is present, which does not lose any iodine activity even after long storage.
- Example 9 10 ml of the CD-iodine solutions prepared in Examples 2 to 4 are stirred in 100 ml of a colorless liquid soap. After mixing, a slightly yellowish to brownish liquid soap is present, which does not lose any iodine activity even after long storage.
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Toxicology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1421123.9A GB2517107B (en) | 2012-08-07 | 2013-08-06 | Disinfectant containing a complex of iodine and cyclodextrin |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102012015477.1A DE102012015477A1 (de) | 2012-08-07 | 2012-08-07 | Desinfektionsmittel |
DE102012015477.1 | 2012-08-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2014023718A1 true WO2014023718A1 (fr) | 2014-02-13 |
Family
ID=49000915
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2013/066448 WO2014023718A1 (fr) | 2012-08-07 | 2013-08-06 | Agent désinfectant contenant un complexe d'iode et de cyclodextrine |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE102012015477A1 (fr) |
GB (1) | GB2517107B (fr) |
WO (1) | WO2014023718A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113831424A (zh) * | 2021-11-02 | 2021-12-24 | 山东华农生物制药有限公司 | 一种西地碘的制备方法 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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IT202200008564A1 (it) * | 2022-04-29 | 2023-10-29 | Danilo Aleo | Iodofori solidi |
Citations (7)
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DE3819498A1 (de) * | 1987-06-08 | 1988-12-29 | Consortium Elektrochem Ind | Cyclodextrinpolymerjodeinschlussverbindungen mit kontrollierter jodfreisetzung |
US5731009A (en) * | 1994-04-23 | 1998-03-24 | Basf Aktiengesellschaft | Iodophore composed of poly-N-vinyllactam and dextrin |
JP2002029901A (ja) * | 2000-07-19 | 2002-01-29 | Yokohama Kokusai Bio Kenkyusho:Kk | 抗菌性または虫忌避性の水溶性サイクロデキストリンフイルムおよびその製造方法 |
CN1377584A (zh) * | 2002-02-28 | 2002-11-06 | 周颖 | 原子碘水溶液及其配制方法 |
WO2004078186A1 (fr) * | 2003-03-04 | 2004-09-16 | Kowa Co., Ltd. | Onguent destine a la reparation d'une lesion cutanee |
JP2005350358A (ja) * | 2004-06-08 | 2005-12-22 | Nippo Kagaku Kk | 抗菌性シート状物 |
JP2006335751A (ja) * | 2005-06-06 | 2006-12-14 | Nippo Kagaku Kk | 固体状のメチル化β−シクロデキストリンとヨウ素との包接化物の製造方法 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8303994B2 (en) * | 2006-06-22 | 2012-11-06 | Jack Howard Kessler | Method for the eradication of pathogens including S. aureus and antibiotic resistant microbes from the upper respiratory tract of mammals and for inhibiting the activation of immune cells |
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2012
- 2012-08-07 DE DE102012015477.1A patent/DE102012015477A1/de not_active Withdrawn
-
2013
- 2013-08-06 GB GB1421123.9A patent/GB2517107B/en not_active Expired - Fee Related
- 2013-08-06 WO PCT/EP2013/066448 patent/WO2014023718A1/fr active Application Filing
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DE3819498A1 (de) * | 1987-06-08 | 1988-12-29 | Consortium Elektrochem Ind | Cyclodextrinpolymerjodeinschlussverbindungen mit kontrollierter jodfreisetzung |
US5731009A (en) * | 1994-04-23 | 1998-03-24 | Basf Aktiengesellschaft | Iodophore composed of poly-N-vinyllactam and dextrin |
JP2002029901A (ja) * | 2000-07-19 | 2002-01-29 | Yokohama Kokusai Bio Kenkyusho:Kk | 抗菌性または虫忌避性の水溶性サイクロデキストリンフイルムおよびその製造方法 |
CN1377584A (zh) * | 2002-02-28 | 2002-11-06 | 周颖 | 原子碘水溶液及其配制方法 |
WO2004078186A1 (fr) * | 2003-03-04 | 2004-09-16 | Kowa Co., Ltd. | Onguent destine a la reparation d'une lesion cutanee |
JP2005350358A (ja) * | 2004-06-08 | 2005-12-22 | Nippo Kagaku Kk | 抗菌性シート状物 |
JP2006335751A (ja) * | 2005-06-06 | 2006-12-14 | Nippo Kagaku Kk | 固体状のメチル化β−シクロデキストリンとヨウ素との包接化物の製造方法 |
Non-Patent Citations (11)
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DATABASE WPI Week 200330, Derwent World Patents Index; AN 2003-301636, XP002714392 * |
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DAVID DIAZ, IGNACIO VARGAS-BACA, JESÚS GRACIA-MORA: "beta-Cyclodextrin Inclusion Complexes with Iodine: An Advanced and Inexpensive Undergraduate Chemistry Experiment", J. CHEM. EDUC., vol. 71, no. 8, 1 August 1994 (1994-08-01), pages 708 - 714, XP009173299, DOI: 10.1021/ed071p708 * |
FRÉDÉRIQUE LEROY-LECHAT, DENIS WOUESSIDJEWE, CHRISTINE HERRENKNECHT, DOMINIQUE DUCHÊNE: "Preparation and stability of iodine/alpha-cyclodextrin inclusion complex", DRUG DEVLOPEMENT AND INDUSTRIAL PHARMACY, vol. 18, no. 17, 1 November 1992 (1992-11-01), pages 1853 - 1863, XP009173298, DOI: 10.3109/03639049209046335 * |
K. TOMONO, H. GOTO, T. SUZUKI, H. UEDA, T. NAGAI, J. WATANABE: "Interaction of Iodine with 2-Hydroxypropyl-alpha-cyclodextrin and its Bactericidal Activity", DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY, vol. 28, no. 10, 1 October 2002 (2002-10-01), pages 1303 - 1309, XP009173292 * |
SUSANNE FINGER ET AL: "Antimicrobial properties of cyclodextrin-antiseptics-complexes determined by microplate laser nephelometry and ATP bioluminescence assay", INTERNATIONAL JOURNAL OF PHARMACEUTICS, vol. 436, no. 1-2, 31 July 2012 (2012-07-31), pages 851 - 856, XP055083092, ISSN: 0378-5173, DOI: 10.1016/j.ijpharm.2012.07.009 * |
TING WANG ET AL: "Preparation, quantitive analysis and bacteriostasis of solid state iodine inclusion complex with beta-cyclodextrin", JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, KLUWER ACADEMIC PUBLISHERS, DO, vol. 69, no. 1 - 2, 5 August 2010 (2010-08-05), pages 255 - 262, XP019874735, ISSN: 1573-1111, DOI: 10.1007/S10847-010-9836-Y * |
TZE-LOON NEOH ET AL: "Release Characteristics of Iodine Encapsulated in Cyclodextrins", JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, KLUWER ACADEMIC PUBLISHERS, DO, vol. 56, no. 1-2, 7 April 2006 (2006-04-07), pages 117 - 123, XP019435362, ISSN: 1573-1111, DOI: 10.1007/S10847-006-9072-7 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113831424A (zh) * | 2021-11-02 | 2021-12-24 | 山东华农生物制药有限公司 | 一种西地碘的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
GB201421123D0 (en) | 2015-01-14 |
DE102012015477A1 (de) | 2014-02-13 |
GB2517107B (en) | 2019-04-24 |
GB2517107A (en) | 2015-02-11 |
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