EP3478812B1 - Verwendung eines stückförmigen reinigungsmittels zur reinigung des wc-bereichs - Google Patents

Verwendung eines stückförmigen reinigungsmittels zur reinigung des wc-bereichs Download PDF

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Publication number
EP3478812B1
EP3478812B1 EP17720496.3A EP17720496A EP3478812B1 EP 3478812 B1 EP3478812 B1 EP 3478812B1 EP 17720496 A EP17720496 A EP 17720496A EP 3478812 B1 EP3478812 B1 EP 3478812B1
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EP
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Prior art keywords
salts
alkanecarboxylic
cleaning
less
weight
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EP17720496.3A
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German (de)
English (en)
French (fr)
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EP3478812A1 (de
Inventor
Joachim Leipold
Antje Schirmer
Frank BRUNECKER
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Buck Chemie GmbH
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Buck Chemie GmbH
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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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/045—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on non-ionic surface-active compounds and soap
    • 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
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047—Detergents in the form of bars or tablets
    • C11D17/0056—Lavatory cleansing blocks
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0095—Solid transparent soaps or detergents
    • 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
    • C11D3/3707—Polyethers, e.g. polyalkyleneoxides
    • 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
    • C11D3/43—Solvents
    • 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
    • C11D3/50—Perfumes
    • 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
    • C11D1/008—Polymeric surface-active agents
    • 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
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols

Definitions

  • the present invention relates to the use of a toilet area cleaning agent containing soaps.
  • cleaning agents can be hung, for example, as so-called rim blocks in toilet baskets or via a hook attached to the agent on the edge of the toilet bowl, or they can also be glued to the toilet bowl.
  • Such bar-shaped cleaning agents should retain their shape even at higher temperatures, they should be cut-resistant and have a sufficiently high melting point so that they can also be transported and stored in warmer climates and in summer, without changing their shape.
  • the soaps form gels with liquids and, even in small amounts, make the agent very firm, so that lump-shaped, cut-resistant cleaning agents can be obtained.
  • Soaps are also advantageous because they can store a high proportion of perfume oils, so that the agents are also suitable for fragrancing.
  • transparent agents can be made from soaps. Such transparent means are desired by consumers because they are visually appealing.
  • the DE 197 10 635 A1 teaches a transparent gel-like, lump-like toilet cleaning agent, which is also used for permanent room scenting and comprises anionic surfactants, alkanecarboxylic acid salts such as sodium stearate as gelling agents, solvents and fragrances.
  • the means there are attached to a holder or in a basket or cage-like container in the toilet bowl at a point through which the incoming flushing water flows during each flushing process.
  • Toilet cleaning agents in lump form with particularly high transparency are known which, in addition to alkanecarboxylic acid salts, solvents, surfactants and perfume oil, also include at least one compound from the group of sugar and sugar derivatives and at least one compound from the group of reduced sugars.
  • Pastes for the sanitary sector which comprise an adhesion promoter from the group of oligo- or polyethylene oxide and / or oligo- or polypropylene oxide and / or oligo- and / or polybutylene oxide comprising block copolymers as well as water and perfume.
  • These viscous pastes are not lumpy and are not stored in a toilet basket, but rather applied directly to the sanitary item, where they adhere and are only rinsed off after a large number of flushing processes.
  • Transparent bars of soap are from the WO 01/11 001 A1 and the US 6,689,728 B2 known.
  • toilet cleaning blocks that are at least partially transparent or translucent with a carrier composition and 20 to 50% by weight of a biocide.
  • WO 2017/140511 A1 is a cleaning agent for the sanitary sector with at least two phases, the first phase being an overall gel phase and the second phase being a non-gel shaped cleaning agent tablet.
  • the object of the present invention is to provide cleaning agents for the toilet area, comprising lump-shaped alkanecarboxylic acid salts, which completely dissolve, do not whiten, their Maintain transparency and have a sufficiently high melting point. This object is achieved by the features of claim 1.
  • the invention relates to the use of a cleaning agent in lump form for cleaning the toilet area, which cleaning agent is transparent and comprises surfactants, alkanecarboxylic acid salts and solvents, and the proportion of alkanecarboxylic acid salts between 1% by weight and 5% by weight and the proportion of solvents (including perfume oils ) is less than 40% by weight in the agent and the agent contains at least 18% nonionic surfactants from the group of oligo- or polyethylene oxides and / or oligo- and / or polypropylene oxides and / or block copolymers comprising oligo- and / or polybutylene oxide.
  • a cleaning agent which has between 1% by weight and 5% by weight of salts of alkanecarboxylic acids, less than 40% by weight of solvents (including perfume oils) and at least 18% by weight of nonionic surfactants from the group the oligo- or polyethylene oxides and / or oligo- and / or polypropylene oxides and / or oligo- and / or polybutylene oxide comprising block copolymers, is transparent, cut-resistant, lumpy and sufficiently hard, has a melting point of at least 53 ° C and is also washed over many times Water remains essentially transparent and can be rinsed off completely.
  • the agent has a low proportion of a maximum of 5% by weight, preferably less than 4% by weight and particularly preferably less than 3% by weight of alkanecarboxylic acid salts. Due to the low proportion of alkanecarboxylic acid salts, which together with the alkaline earth metal ions contained in the rinse water, ultimately cause the unsightly white precipitate on the surface, whitening is avoided even if the surface is continuously washed over with water.
  • agents with melting points above 53 ° C. which are transparent, cut-resistant and do not whiten, are obtained if the agent contains a special nonionic surfactant, namely from the group of the block copolymers described above of preferably at least 18% by weight, preferably at least 20% by weight, preferably at least 25% by weight, cleaning agents with particularly high melting points being obtained in a proportion of at least 30% by weight or even at least 35% by weight of block copolymers.
  • the alkanecarboxylic acid salts and block copolymers form sufficiently hard, transparent gels with the solvents which can be rinsed off and do not whiten.
  • the agent has between 1% by weight and 5% by weight and particularly preferably between 2% by weight and 4% by weight of salts of alkanecarboxylic acids, in particular alkali stearate, between 20% by weight and 50% by weight and preferably 35% by weight. % to 45% by weight of the above block copolymers and less than 30% by weight, preferably between 18% by weight and 28% by weight of solvent. Some of these values can also be present in a mean, regardless of the presence of the other specified concentration ranges.
  • the salts of the aliphatic or unsaturated alkanecarboxylic acids are used as salts of the alkanecarboxylic acids.
  • the alkanecarboxylic acid salts preferably have a carbon chain with between 10 and 24 carbon atoms and are monocarboxylic acid salts, in particular alkali soaps.
  • Particularly preferred alkanecarboxylic acid salts are salts of stearic, lauric, myristic, palmitic, oleic acid and / or carbon fragments thereof from natural or synthetic sources. Because of their biodegradability, the even-numbered, unbranched alkanecarboxylic acid salts with natural C-source cuts are particularly suitable.
  • the agent comprises at least one alkanecarboxylic acid salt, but several alkanecarboxylic acid salts can also be combined with one another.
  • the alkanecarboxylic acid salts are preferably alkali metal salts and in particular sodium and / or potassium salts.
  • block copolymers are understood to mean macromolecules composed of blocks of several monomers that are chemically linked to one another in a linear manner, that is to say hetero- or copolymers which consist of longer sequences or blocks of each monomer.
  • the block copolymers according to the invention comprise at least one oligo- or polyethylene oxide block.
  • the block copolymer comprises a further polymer, oligo- or polypropylene oxide and / or oligo- or polybutylene oxide being preferred as copolymers in the context of the present invention.
  • a high melting point, transparency and dimensional stability of the cleaning agent are achieved, for example, with EO-PO-EO block copolymers of the following formula HO- (CH 2 -CH 2 -O) x - (CHCH 3 -CH 2 -O) y (-CH 2 - CH 2 -O) z -H achieved.
  • Such block copolymers are available, for example, from BASF under the trade name Pluronic PE 6800 or from Kolb-Chemie under the name V / 23345/2. In general, these block copolymers are either liquid at room temperature or have a low melting point of less than 50 ° C.
  • a B (utylen) O block can also be used.
  • the agent can comprise further surfactants, wherein the surfactants can be selected from the group of anionic, nonionic, cationic or amphoteric surfactants or mixtures thereof can be provided, in particular from anionic and nonionic surfactants.
  • the anionic surfactants include, in particular, the alkyl sulfates, alkyl ether sulfates, the sulfonates such as, for example, the alkyl sulfonates, the olefin sulfonates, the alkoxyalkane sulfonates, the alkylarylsulfonates such as the Alkylbenzenesulfonates or the toluenesulfonates, the sulfate esters, the alkyl carbonates, alkylether carboxylates, the fatty acid taurides, the alkyl isothionates and mixtures thereof are preferred.
  • Nonionic surfactants that can be used are, for example, alkyl ethoxylates such as C8 - C30 alcohol ethoxylate with up to 60 EO, ethoxylated alkyphenols, ethoxylated or propoxylated fatty alcohols, sugar surfactants such as alkyl polyglycosides, polyethylene glycol ethers, ethoxylated fatty acid esters, condensation products of ethylene oxides, amine alkylene oxides, or similar compounds of amine oxides with long-chain amine oxides or similar amine oxides or comparable amine oxides with long-chain amine oxides, ethoxylated alkyphenols or mixtures thereof are used.
  • alkyl ethoxylates such as C8 - C30 alcohol ethoxylate with up to 60 EO
  • ethoxylated alkyphenols ethoxylated or propoxylated fatty alcohols
  • sugar surfactants such as alkyl polyglycosides,
  • Betaines for example, can be used as amphoteric surfactants and quaternary alkylammonium compounds as cationic surfactants. In the case of cationic surfactants, care must be taken when making the selection that no cloud formation occurs due to the formation of neutral complexes.
  • the proportion of surfactants depends on the desired cleaning or foam performance and is generally between 10% by weight and 65% by weight.
  • the surfactant content in the agent is preferably between 15 and 40% by weight and particularly preferably between 20% by weight and 30% by weight.
  • the proportion of nonionic surfactants is preferably between 5 and 30% by weight, in particular between 10 and 20% by weight and particularly preferably between 11% by weight and 15% by weight.
  • the proportion of anionic surfactants is generally between 5 and 30% by weight, in particular between 10 and 20% by weight and particularly preferably between 11% by weight and 15% by weight.
  • the total proportion of surfactants (including the alkanecarboxylic acid salts and the block copolymers) in the agent should be less than 90% by weight, preferably less than 85% by weight and more than 60% by weight and particularly preferably between 65 and 75% by weight.
  • the proportion of solvent in the agent should be a maximum of 40% by weight.
  • perfume oils are counted among the solvents.
  • Solvents are required so that the alkanecarboxylic acid salts form transparent gels.
  • the proportion of solvents also affects the hardness of the agent. For this reason, the proportion of solvents in the agent should preferably be less than 30% by weight and particularly preferably between 20% by weight and 25% by weight.
  • Organic and / or inorganic solvents can be used as solvents.
  • Preferred solvents are water and alcohols, especially polyhydric alcohols.
  • alcohols for example, 1,2-propylene glycol, dipropylene glycol, butylene glycol, ethylene glycol, 1,7-heptanediol, glycerol, glycerol derivatives, monoethylene glycols, polyethylene glycols with a molecular weight of up to 8000 and the mono-C 1-4 -alkyl ethers of the preceding compounds can be selected will.
  • sorbitols are also defined as polyhydric alcohols.
  • the polyhydric alcohols help make the masses more transparent.
  • the agent can also contain perfume oils, for example in an amount of 2% by weight to 20% by weight, preferably less than 10% by weight and particularly preferably between 3% by weight and 6% by weight. This achieves a long-lasting, continuous release of fragrances and room scenting. After the perfume oils next to the fragrance also have a dissolving effect, they are also counted among the solvents in the context of the present invention.
  • ethers such as ethers, esters, aldehydes or ketones
  • perfume oils include, for example, benzyl acetate (ester), benzyl ethyl ether (ether), citral, citronellal (aldehyde), citronellol or eugenol (alcohols).
  • benzyl acetate ester
  • benzyl ethyl ether ether
  • citral citronellal
  • aldehyde citronellol
  • eugenol alcohols
  • the agent can contain inorganic salts, preferably between 0 and 5%. Cumene sulfonates can be added up to 10% as a solubilizer, hydrotrope or clarifying agent.
  • the agent can also include bleaching agents, oxidizing agents, anti-corrosive agents, nano-particles, germicidal agents, decorative colored granules and / or polymers such as PVA, cellulose or acrylamides.
  • the addition of dyes is also possible, although it must be borne in mind when adding dyes that the transparency impression decreases as a result of increasing light absorption by the dyes.
  • the components of the agent are preferably melted together and then poured into any closed mold with at least one opening in order to solidify there.
  • the filling can be carried out using the known discontinuous and continuous processes. Compared to the known extruded toilet cleaning agents, which require complex mixers and extruders, the visually appealing agent according to the invention can thus be produced in a far simpler process.
  • the agent has a melting point of at least 53 ° C, preferably at least 55 ° C and particularly preferably at least 59 ° C. Melting points above 60 ° C. are particularly preferred.
  • the agents are also characterized by adequate hardness at room temperature and temperatures of at least 53 ° C., preferably at least 55 ° C. and particularly preferably more than 59 ° C., they are cut-resistant and dimensionally stable.
  • the cleaning agents then have the required hardness if the cooled agents can be removed from the mold undamaged at room temperature and without damaging the surface.
  • a sufficient hardness is, among other things, also a prerequisite for the agent to even achieve the number of flushes required for a toilet cleaning agent.
  • the means are transparent.
  • an agent is transparent if the transmission of the agent with a layer thickness of 10 mm, measured against an empty cuvette with a layer thickness of 10 mm, is at least 60%, preferably at least 70%.
  • the transmission is determined in the visible, i.e. between 400 nm and 800 nm, and the transmission should have the above minimum transmission at least at one wavelength in the visible.
  • the flushing numbers of the agents are generally between 80 and 400 for a block of 35 g.
  • the pH value of a 1% solution of the cleaning agent in water should be above pH 9 so that the transparency is maintained and the carboxylic acids are prevented from precipitating.
  • the pH should preferably be between 9.5 and 12.
  • the formulations R1 and R2 according to the invention have a melting point above 53 ° C., in particular around 60 ° C., whereas the agents according to the comparison formulation have melting points below 50 ° C. and thus melt and become soft during transport or storage in warmer climates are therefore unsuitable as cleaning agents in the form of bars.
  • the EO-PO block polymer in the inventive recipe R1 in Table 1 was replaced by another nonionic surfactant, namely C13-C15 alcohol ethoxylate with 11 EO according to the following recipe, and the melting point was determined: ⁇ u> Table 3 ⁇ /u> substance Substance group function Were used V3 Sodium alkylbenzenesulfonate + toluenesulfonate anionic surfactants cleaning Marlon ARL (Sasol) 14.00 Sodium stearate Gel builder 2.25 C9-C11 alcohol ethoxylate with 10 EO nonionic surfactants Gel builder Imbentin C / 91/100 (Kolb) 12.40 C13-C15 alcohol ethoxylate with 11 EO Gel builder Lutensol AO 11 (BASF) 40.00 EO / PO block copolymer Gel builder - Polyoxyethylene C8-C10 glycerides Foamer Emanon XLF (Kao Chemicals) 4.00
  • the melting point of the comparison formulation V3 was 43.0 ° C and the hardness measured at 25 ° C was 940 mN.
  • the hardness values of the various recipes were determined as follows: The hardness measurements were carried out with the compression force meter PCE-FG 20SD from PCE Instruments (PCE Deutschland GmbH) and the included stainless steel measuring tip "Kegel". For the defined positioning, the compressive force measuring device was mounted on the test stand PCE-FTS50 from PCE Instruments (PCE Deutschland GmbH) in order to guarantee an exact vertical shift with a resolution of 0.01 mm.
  • the melted gel masses were poured into a Petri dish and then stored for 3 hours at 25 ° C. in order to ensure that the gel masses hardened. The samples were then examined in the measurement setup described.
  • the measuring tip was positioned just above the sample surface and the measuring tip was moved downwards in steps of 0.1 mm in the direction of the sample surface (lowering speed 0.02 mm / s) and the force value was saved at the corresponding point.
  • the measured force value in mN at a depth of penetration of the measuring tip into the sample of 2.5 mm was used as a measure of the hardness.
  • the zero point of the penetration depth was defined as the position at which a force was measured for the first time at the following position.
  • the temperature during the measurement was 25 ° C.

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  • 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)
EP17720496.3A 2016-06-29 2017-05-02 Verwendung eines stückförmigen reinigungsmittels zur reinigung des wc-bereichs Active EP3478812B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE102016111895 2016-06-29
DE102016116112.8A DE102016116112A1 (de) 2016-06-29 2016-08-30 Stückförmiges Reinigungsmittel für den WC-Bereich
PCT/EP2017/060355 WO2018001603A1 (de) 2016-06-29 2017-05-02 Stückförmiges reinigungsmittel für den wc-bereich

Publications (2)

Publication Number Publication Date
EP3478812A1 EP3478812A1 (de) 2019-05-08
EP3478812B1 true EP3478812B1 (de) 2021-11-24

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ID=60662475

Family Applications (1)

Application Number Title Priority Date Filing Date
EP17720496.3A Active EP3478812B1 (de) 2016-06-29 2017-05-02 Verwendung eines stückförmigen reinigungsmittels zur reinigung des wc-bereichs

Country Status (7)

Country Link
US (2) US11001792B2 (zh)
EP (1) EP3478812B1 (zh)
CN (1) CN109642189A (zh)
AU (1) AU2017288312B2 (zh)
DE (1) DE102016116112A1 (zh)
MX (1) MX2018015980A (zh)
WO (1) WO2018001603A1 (zh)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102016116112A1 (de) * 2016-06-29 2018-01-04 Buck-Chemie Gmbh Stückförmiges Reinigungsmittel für den WC-Bereich
DE102016118944A1 (de) 2016-10-06 2018-04-12 Buck Service Gmbh Duftzusatz für Wäsche
DE102017105339A1 (de) 2017-03-14 2018-09-20 Buck Group AG Duftzusatz für Wäsche
DE102018123920A1 (de) 2018-09-27 2020-04-02 Buck Service Gmbh Mittel zur Reinigung von Wäsche

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WO2017140511A1 (de) * 2016-02-19 2017-08-24 Buck-Chemie Gmbh Reinigungs- und beduftungsmittel für den sanitärbereich und herstellungsverfahren

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EP2134828B1 (en) * 2007-04-16 2012-05-16 Unilever N.V. Toilet cleaning block
DE102015109697A1 (de) * 2015-06-17 2016-12-22 Buck-Chemie Gmbh Stückförmiges Reinigungsmittel für den WC-Bereich
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Publication number Publication date
US20210214656A1 (en) 2021-07-15
AU2017288312A1 (en) 2019-02-07
AU2017288312B2 (en) 2019-10-31
US20190256808A1 (en) 2019-08-22
US11001792B2 (en) 2021-05-11
CN109642189A (zh) 2019-04-16
MX2018015980A (es) 2019-05-30
US11578291B2 (en) 2023-02-14
EP3478812A1 (de) 2019-05-08
DE102016116112A1 (de) 2018-01-04
WO2018001603A1 (de) 2018-01-04

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