WO2009059775A2 - Bodenverbesserungsmittel und seine verwendung - Google Patents
Bodenverbesserungsmittel und seine verwendung Download PDFInfo
- Publication number
- WO2009059775A2 WO2009059775A2 PCT/EP2008/009390 EP2008009390W WO2009059775A2 WO 2009059775 A2 WO2009059775 A2 WO 2009059775A2 EP 2008009390 W EP2008009390 W EP 2008009390W WO 2009059775 A2 WO2009059775 A2 WO 2009059775A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- soil conditioner
- organic polymer
- soil
- carbohydrate
- structural units
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K17/00—Soil-conditioning materials or soil-stabilising materials
- C09K17/40—Soil-conditioning materials or soil-stabilising materials containing mixtures of inorganic and organic compounds
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G3/00—Mixtures of one or more fertilisers with additives not having a specially fertilising activity
- C05G3/80—Soil conditioners
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G5/00—Fertilisers characterised by their form
- C05G5/40—Fertilisers incorporated into a matrix
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L1/02—Cellulose; Modified cellulose
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
- C08L3/02—Starch; Degradation products thereof, e.g. dextrin
Definitions
- the present invention relates to a soil improver (soil adjuvant) according to the preamble of claim 1 and its use, in particular for improving the soil quality, in particular for increasing the water absorption and / or water storage capacity of soils and / or for loosening up (eg Aerification) of soils (eg in agriculture, in winegrowing, gardening and landscaping, for sports, golf, gardening, lawn and riding arenas, for green roofs, for ground support, in particular for slopes, for desertification control in arid areas, for plant growth promotion and regulation or the like).
- soil improver soil adjuvant according to the preamble of claim 1 and its use, in particular for improving the soil quality, in particular for increasing the water absorption and / or water storage capacity of soils and / or for loosening up (eg Aerification) of soils (eg in agriculture, in winegrowing, gardening and landscaping, for sports, golf, gardening, lawn and riding arenas, for green roofs, for ground support, in particular for slopes, for desertification control in
- DE 295 16 675 U1 describes a water-storing soil additive which contains a hydrogel, alginate and possibly clay.
- the material described there does not contain sufficient amounts of plant nutrients. Also no retarded long-term supply of plant nutrients is possible.
- hydrogels do not always have a sufficient water absorption and water storage capacity and also lead in large quantities to a lack of aeration of the soil, so that root rot of the vegetation in question can occur.
- the organic polymers are based, in particular, on homopolymers or copolymers of acrylic acid with free carboxylic acid functionalities, the materials described there having water-storing properties and consequently being used, inter alia, as a soil conditioner.
- the compositions described therein have free carboxyl groups, they have a relatively high Alkali memorikeit, which leads to a reduced swellability or water absorption.
- the material described there is not sufficiently biocompatible and bioavailable in all cases, in particular not sufficiently rapidly degradable.
- the material described therein tends in long-term use in soils to undesirable gelation, which is a hindrance in terms of plant growth, in particular can damage the rooting.
- An object of the present invention is thus to at least largely avoid or at least mitigate the disadvantages of the prior art described above.
- a further object of the present invention is to provide a new and improved product which is capable of being compared with the existing products of the prior art and their applications is, on the one hand the various ingredients, in particular solid and liquid components, so to speak as a binder together to form a homogenate and on the other hand the ability to obtain as a water storage medium.
- Yet another object of the present invention is to provide a soil conditioner with good biodegradability, which has an improved water absorption and / or water storage capacity or swelling capacity at the same time as the hydrophilic character is increased.
- the present invention thus proposes a soil conditioner according to claim 1; Further, advantageous embodiments are the subject of the relevant subclaims.
- Another object of the present invention is the use of the soil conditioner according to the invention, as defined in the respective use claims.
- the present invention - according to a first aspect of the present invention - is thus a soil conditioner (Bodenosstoff), which is particularly suitable for increasing the water absorption and / or water storage capacity of soils, the soil improvement agent is a water-swellable matrix material based on at least one organic Having polymer, wherein the matrix material inorganic solid particles are added;
- the soil conditioner according to the invention is characterized in that the organic polymer of the water-swellable matrix material comprises carbohydrate-based structural units, in particular carbohydrate-based functional groups.
- the relevant averaging quotient or coefficient with only 1 wt .-% addition of the soil conditioner according to the invention to a soil to be treated is at least 5%, in particular at least 7.5%, preferably at least 10%.).
- the present invention thus relates to an inorganic-organic composite or hybrid material which is modified with a carbohydrate-based structural unit and in this way brings about improved biocompatibility, in particular bioavailability and biodegradability, in particular in view of in that the carbohydrate component is bound directly to the organic polymer, so that it is provided with a time delay or retarded by degradation of the organic polymer when used in soils as a plant nutrient.
- the present invention thus relates to an inorganic-organic composite or hybrid material which is modified with a carbohydrate-based structural unit and in this way brings about improved biocompatibility, in particular bioavailability and biodegradability, in particular in view of in that the carbohydrate component is bound directly to the organic polymer, so that it is provided with a time delay or retarded by degradation of the organic polymer when used in soils as a plant nutrient.
- no additional, separate carbohydrate components need to be added as plant nutrients to the soil conditioner according to the invention as a separate component, although
- the organic polymer is crosslinked, in particular structurally crosslinked.
- This achieves improved structural stability of the organic polymer used as matrix material and, in particular, improved handling of the soil improver according to the invention, in particular during incorporation into soils.
- the crosslinking of the invention used organic polymer can be effected by means of measures known to the person skilled in the art, in particular via crosslinking by means of difunctional crosslinkers, such as, for example, diols (for example butanediol-1,4-diacrylate), the crosslinkers being used in the polymerization of the preparation of the polymer - Mers, especially towards the end of the polymerization, are added.
- the crosslinker content based on the organic polymer, should be in the range from 0.01 to 20% by weight, in particular from 0.1 to 10% by weight, preferably from 0.2 to 5 wt .-%, may be present in the final resulting organic polymer.
- the carbohydrate-based structural units are bound to the organic polymer, in particular chemically bonded. This can be done, for example, by means of grafting or condensation, in particular esterification. In this way, it is ensured that when using the soil conditioner according to the invention a long-term bioavailability is ensured, in particular the carbohydrate-based ingredient is released or degraded delayed or retarded, so that the resulting plant nutrients for the plant supply are long-term available.
- the organic polymer used in the invention has a sponge-like or porous, in particular cavities, having structure.
- the inorganic solid particles are incorporated, wherein the inorganic solid particles are generally bonded to the organic polymer, in particular physically bound, which is generally realized in that the inorganic solid particles the polymerization approach in the production the organic polymer used are added.
- the organic polymer used according to the invention is generally biocompatible, in particular biodegradable, preferably biodegradable under the action of microorganisms, formed and also bioavailable.
- the organic polymer used is generally hydrophilic.
- the organic polymer used is generally formed on the basis of at least one superabsorbent polymer (SAP).
- SAP superabsorbent polymer
- a superabsorbent polymer modified with carbohydrate-based structural units is used for the abovementioned reasons.
- the organic polymer is a homopolymer and / or copolymer of at least one ethylenically unsaturated organic compound, in particular of acrylic acid, methacrylic acid or derivatives thereof.
- the organic polymer is a carboxyl group-containing polymer.
- the organic polymer used is derived from at least one unsaturated carboxylic acid.
- This may be an aliphatic, aromatic-aliphatic or aromatic unsaturated carboxylic acid, preferably an aliphatic unsaturated carboxylic acid, in particular an unsaturated C 2 -C 2 o-carboxylic acid, which is particularly preferably from the group of acrylic acid, methacrylic acid and mixtures thereof and derivatives, in particular esters, is selected, particularly preferably from the group of acrylic acid and derivatives thereof, in particular esters.
- the organic polymer is preferably a polyacrylate or polymethacrylate, preferably a crosslinked, in particular structurally crosslinked, polyacrylate or polymethacrylate, most preferably a particularly crosslinked, preferably structurally crosslinked polyacrylate.
- carbohydrate-based structural units may be fused to the organic polymer, in particular by esterification.
- the carbohydrate-based structural units are accessible via the carboxylic acid groups. Fintationen of the polymer bound to the organic polymer, preferably by condensation, in particular by esterification.
- the organic polymer is a particularly crosslinked, preferably crosslinked, polyacrylate or polymethacrylate, wherein at least 3%, preferably at least 5%, preferably at least 10%, and / or in particular up to 80%, preferably up to 50%, more preferably up to 25%, of the carboxylic acid functions of the organic polymer are esterified with carbohydrate-based structural units.
- at least 3%, preferably at least 5%, preferably at least 10%, and / or in particular up to 80%, preferably up to 50%, more preferably up to 25%, of the carboxylic acid functions of the organic polymer are esterified with carbohydrate-based structural units.
- from 3% to 80%, preferably from 5% to 50%, preferably from 10% to 25% of the carboxylic acid functions of the organic polymer are esterified with carbohydrate-based structural units.
- the amount of carbohydrate-based structural units in the organic polymer used can vary within wide limits. It has proven to be particularly advantageous if the organic polymer used contains carbohydrate-based structural units in a weight ratio of organic polymer / carbohydrate-based structural units> 1: 1, in particular> 2: 1, preferably> 2.5: 1, more preferably> 3: 1 , very particularly preferably> 4: 1, contains. In general, the organic polymer should have carbohydrate-based structural units in a weight ratio of organic polymer / carbohydrate-based moieties ranging from 1: 1 to 50: 1, more preferably 2: 1 to 20: 1, preferably 3: 1 to 10: 1, most preferably 4: 1 to 6: 1, included.
- the organic polymer used is a particularly crosslinked, preferably crosslinked, polyacrylate or polymethacrylate, preferably polyacrylate, wherein the organic polymer contains carbohydrate-based structural units in a weight ratio of organic polymer / carbohydrate-based structural units> 1: 1, in particular > 2: 1, preferably> 2.5: 1, more preferably> 3: 1, most preferably> 4: 1.
- the organic polymer preferably contains carbohydrate-based structural units in a weight ratio of organic polymer / carbohydrate-based structural units in the range from 1: 1 to 50: 1, in particular 2: 1 to 20: 1, preferably 3: 1 to 10: 1, particularly preferably 4 : 1 to 6: 1.
- the soil conditioner according to the invention carbohydrate-based structural units, based on the soil conditioner, in amounts of 0, 1 to 40 wt .-%, in particular 0.2 to 30 wt .-%, preferably 0.5 to 25% by weight, particularly preferably 1 to 10 wt .-%, contains.
- a material that binds solids and / or liquids is provided on the basis of a polymer (eg based on acrylic acid) which, so to speak, acts as a binder for the abovementioned substances, can bind water into its matrix and thus can be used as a soil additive (eg as a water reservoir, as a storage medium for fertilizers, biocides, nutrients, etc., as a dust binder or the like).
- a polymer eg based on acrylic acid
- the catalyst ascorbic acid commonly employed in polymerizations of this type which are radically initiated may be eliminated due to the carbohydrate manufacturing process described herein.
- ascorbic acid ensures that polymerizations can even be started even with monomer mixtures which are cooled off below room temperature.
- the carbohydrates within the polymerization batch fulfill functional and physical properties which are not present in the case of ascorbic acid.
- an alkali-resistant product is additionally provided which is also applicable to very chalky and / or calcareous soils, but which does not allow the swelling capacity of the traditional supercritical absorbers and poorly neutralized products, in particular products produced by conventional methods.
- the mineral component of the composite material according to the invention is supplemented by a substance which has not yet been used, by which the overall product acquires a neutral character, namely the carbohydrate-based structural units.
- the desired setting of the respective quantitative and mixing ratio (that is to say the polymer content, proportion of carbohydrates, proportions of natural minerals, etc.) will ultimately be determined by the soil conditions in which the composite material according to the invention is to be used. 5
- the carbohydrate content should also be based on the amount of monomer used and these generally do not exceed.
- Another object of the present invention - according to an aspect of the present invention - is the use of the above-described soil improver, as described in the respective use claims.
- the soil conditioner according to the invention can be used as a reversible water and optionally active substance storage, in particular in combination with the aforementioned further ingredients such as herbicides, pesticides, fungicides, fertilizers, plant growth promoters and regulators and microorganisms.
- the soil conditioner according to the invention should be in an amount of 10 to 1000 g / m 2 , in particular 50 to 500 g / m 2 , preferably 75 to 300 g / m 2 , more preferably 100 to 250 g / m 2 , based on the surface to be treated, are used.
- the soil conditioner according to the invention z. B. is used as plant substrate, it may, for example, in mass, d. H. 100%, or be used together with plant growth facilities.
- the remaining residue is dried to a residual moisture content of about 30% and then ground (particle size: 2 to 6 mm).
- the bulk density is 650 to 680 g / l, the pH (10% water) at 5 to 7 and the conductivity below 1000 ⁇ S / cm.
- the residual monomer content is below 0, 1 wt .-%.
- Half of the mixture resulting in this way is processed into shaped articles (pellets of about 10 mm).
- Example 3 The same approach is used as in Example 3, but no molasses is used, ie the molasses content is completely omitted.
- the polymer block is taken out and placed a cut small disc weighing 1.2 g in tap water of 20 ° dH.
- the weight gain per time is shown in Table 1 below.
- Table 1 Weight gain of 1.2g chip-type slices in tap water (20 ° dH) (all specimens cut to the same weight each)
- those having particle sizes below 200 ⁇ m are used as the inorganic solid particles.
- Examples 1 to 3 are repeated, but instead of molasses cellulose (Examples 5A, 5B and 5C) or starch (Examples 6A, 6B and 6C) 0 or a starch / cellulose mixture 1: 1 (Examples 7A, 7B and 7C).
- Example 9 Vegetation trials with cress
- the respective soil conditioners are mixed in amounts of about 15 wt .-% with topsoil and saturated with water for a maximum of 24 hours. Cress is then introduced as seed.
- a first germination and is completed after three days the formation of a vigorous green, closed deposit of cress. After a further 3 days, the green coating for all three soil improvers according to the invention is completely retained after further growth of the cress, whereas in the case of the non-inventive soil conditioner the cress has withered and the roots are rotted or brown.
- the first, second and third soil improvers of the present invention achieve an increase in yield to 6.1, 7.5 and 10.0, respectively (from the reference value of 1), whereas they contribute to the non-inventive soil conditioner only 2.5 (in each case based on the reference plot).
- the vegetation period is shortened by about 20%, 35% and 40%, respectively, whereas the non-inventive soil conditioner only reduces by about 5%.
- ganic polymers have unmodified organic polymers with free carboxy groups.
- 60% or 63% or 67.5% of the soil improvers of the invention are degraded after one year, while in the case of the non-inventive soil conditioner 100% are still detectable after one year, which the poorer bioavailability and biodegradability of not according to the invention soil improver occupied.
- the preceding experiments also show that significant control can be achieved by way of the content of carbohydrate-based structural units, in particular via the weight ratio of organic polymer / carbohydrate-based structural units.
- the yield (harvest) of the reference parcel is assumed to be a reference value of 1. After the end of the growing season, an increase in yield is achieved in the first, second, third and fourth soil conditioner, respectively, at 4.3, 6.5, 7, and 7.2 (versus the reference value of 1), respectively to the reference cell.
- the vegetation period is shortened by about 25% or 30% or 38% or 40%.
- the content of carbohydrate-based structural units in particular the weight ratio of organic polymer / carbohydrate-based structural units, can be used to achieve significant control in terms of soil improvement. Best results are obtained at a weight ratio of organic polymer / carbohydrate-based structural units> 1: 1.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Soil Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pest Control & Pesticides (AREA)
- Inorganic Chemistry (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Soil Conditioners And Soil-Stabilizing Materials (AREA)
- Cultivation Of Plants (AREA)
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08847245A EP2209757B1 (de) | 2007-11-08 | 2008-11-07 | Bodenverbesserungsmittel und seine verwendung |
PL08847245T PL2209757T3 (pl) | 2007-11-08 | 2008-11-07 | Środek do uzdatniania gleby i jego zastosowanie |
BRPI0820184-6A BRPI0820184B1 (pt) | 2007-11-08 | 2008-11-07 | Agente de aperfeiçoamento do solo e uso do mesmo. |
AU2008324446A AU2008324446B2 (en) | 2007-11-08 | 2008-11-07 | Soil improver and use thereof |
US12/742,180 US8883677B2 (en) | 2007-11-08 | 2008-11-07 | Soil improver and use thereof |
ES08847245T ES2403207T3 (es) | 2007-11-08 | 2008-11-07 | Agente de mejora del suelo y su uso |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102007053622 | 2007-11-08 | ||
DE102007053622.6 | 2007-11-08 | ||
DE102007056264A DE102007056264A1 (de) | 2007-11-08 | 2007-11-22 | Bodenverbesserungsmittel und seine Verwendung |
DE102007056264.2 | 2007-11-22 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2009059775A2 true WO2009059775A2 (de) | 2009-05-14 |
WO2009059775A3 WO2009059775A3 (de) | 2009-11-05 |
Family
ID=40561785
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2008/009390 WO2009059775A2 (de) | 2007-11-08 | 2008-11-07 | Bodenverbesserungsmittel und seine verwendung |
Country Status (7)
Country | Link |
---|---|
US (1) | US8883677B2 (de) |
EP (1) | EP2209757B1 (de) |
BR (1) | BRPI0820184B1 (de) |
DE (1) | DE102007056264A1 (de) |
ES (1) | ES2403207T3 (de) |
PL (1) | PL2209757T3 (de) |
WO (1) | WO2009059775A2 (de) |
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WO2009068003A2 (de) * | 2007-11-29 | 2009-06-04 | Rudolf Hubeny | Bodenverbesserungsmittel |
WO2011141526A1 (de) | 2010-05-11 | 2011-11-17 | Geohumus International Research & Development Gmbh | Bioabbaubares wasserquellbares hybridmaterial |
CN102352253A (zh) * | 2011-07-27 | 2012-02-15 | 中国农业科学院茶叶研究所 | 降低砖茶鲜叶中氟含量的土壤改良剂及方法 |
WO2012066333A1 (en) * | 2010-11-17 | 2012-05-24 | Foster, Duncan | Processing method for biological material to produce a water - retaining polymer complex |
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CN103261122B (zh) * | 2010-11-17 | 2016-08-24 | 焚化炉替代技术有限公司 | 用生物材料产生保水性聚合物复合物的加工方法 |
CN102352253A (zh) * | 2011-07-27 | 2012-02-15 | 中国农业科学院茶叶研究所 | 降低砖茶鲜叶中氟含量的土壤改良剂及方法 |
CN102352253B (zh) * | 2011-07-27 | 2013-05-15 | 中国农业科学院茶叶研究所 | 降低砖茶鲜叶中氟含量的土壤改良剂及方法 |
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CN103518436B (zh) * | 2013-10-11 | 2016-01-20 | 兰州大学 | 利用玉米秸秆的汁液防治土壤水蚀的方法 |
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WO2015114273A1 (fr) * | 2014-01-30 | 2015-08-06 | Liliz | Polymère super absorbant modifié renfermant un engrais |
FR3016878A1 (fr) * | 2014-01-30 | 2015-07-31 | Liliz | Polymere super absorbant modifie renfermant un engrais |
CN104025740A (zh) * | 2014-06-16 | 2014-09-10 | 兰州大学 | 利用植物茎秆的汁液来增加土壤团聚体含量的方法 |
CN104823753A (zh) * | 2015-05-29 | 2015-08-12 | 东营市康森秸秆制品有限公司 | 一种用秸秆制备的可降解育苗钵及其制备方法 |
WO2018233731A1 (de) * | 2017-06-21 | 2018-12-27 | Geohumus Gmbh | Wasserquellbares hybridmaterial |
CN109265271A (zh) * | 2018-11-28 | 2019-01-25 | 福建狼忙科技有限公司 | 一种水稻专用控释生物硅肥的制备方法 |
CN111349446A (zh) * | 2020-04-29 | 2020-06-30 | 潘志刚 | 一种土壤稳定剂及其制备方法和应用 |
Also Published As
Publication number | Publication date |
---|---|
US8883677B2 (en) | 2014-11-11 |
EP2209757A2 (de) | 2010-07-28 |
DE102007056264A1 (de) | 2009-07-16 |
US20100275664A1 (en) | 2010-11-04 |
ES2403207T3 (es) | 2013-05-16 |
EP2209757B1 (de) | 2013-01-16 |
BRPI0820184B1 (pt) | 2019-06-18 |
WO2009059775A3 (de) | 2009-11-05 |
BRPI0820184A2 (pt) | 2015-06-16 |
AU2008324446A1 (en) | 2009-05-14 |
PL2209757T3 (pl) | 2013-09-30 |
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