WO2021162999A1 - Résines pour injection à base d'acrylate à deux constituants pour stabilisation des sols - Google Patents

Résines pour injection à base d'acrylate à deux constituants pour stabilisation des sols Download PDF

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Publication number
WO2021162999A1
WO2021162999A1 PCT/US2021/017146 US2021017146W WO2021162999A1 WO 2021162999 A1 WO2021162999 A1 WO 2021162999A1 US 2021017146 W US2021017146 W US 2021017146W WO 2021162999 A1 WO2021162999 A1 WO 2021162999A1
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Prior art keywords
component
soil
mpa
less
mixture
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PCT/US2021/017146
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English (en)
Inventor
Peter J. KEMPENAERS
Pascal A. GEUDENS
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GCP Applied Technologies, Inc.
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Publication of WO2021162999A1 publication Critical patent/WO2021162999A1/fr

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    • 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
    • C09K17/14—Soil-conditioning materials or soil-stabilising materials containing organic compounds only
    • C09K17/18—Prepolymers; Macromolecular compounds
    • C09K17/20—Vinyl polymers
    • C09K17/22—Polyacrylates; Polymethacrylates

Definitions

  • the invention relates to the field of soil or aggregate stabilization, and more particularly to two-component acrylate-based injection resins for consolidating soil, especially in subterranean applications.
  • compositions and methodologies for stabilizing soil having low permeability, using two-component injection resins that result in gels/geocomposites with high compressive strengths are needed.
  • Exemplary embodiments of the current invention are compositions and methods for stabilizing soils with low permeability.
  • Exemplary compositions and methods permit resins to permeate and consolidate soils with low permeability (e.g., as low as 10 6 m 2 ), within a reasonable amount of time (e.g., £ 2 hours), resulting in geocomposites with high compressive strengths (e.g., > 3 MPa).
  • a two-component liquid resin system including a first component comprising an accelerator + acrylate and a second component comprising radical initiator + optional acrylate, is prepared and transported to the jobsite. Additives may optionally be included in either component.
  • the first and second components are then mixed at the jobsite, resulting in a low viscosity mixture that is injected into the low permeability soil/earthen mass, where the mixture polymerizes and cures into a polymer matrix or geocomposite having high compressive strength.
  • the current invention is a two-component, acrylate-based injection resin system for stabilizing low permeability soil (e.g., permeability as low as 10 6 m 2 ), comprising: a first component comprising an acrylate, such as hydroxyethylmethacrylate, and an accelerator, such as triethanolamine; and a second component comprising a radical initiator, such as sodium persulphate and an optional acrylate, wherein a mixture of the first component and the second component forms a liquid resin that undergoes polymerization and cures to form a geocomposite, wherein the liquid resin has a viscosity of about 8.0 mPa.s or less measured at 25 °C and preferably a gel or open time of about two (2) hours or less, wherein the geocomposite has a compressive strength of at least about 3 MPa or optionally at least about 5 MPa.
  • a first component comprising an acrylate, such as hydroxyethylmethacrylate, and an accelerator,
  • the current invention is a method for stabilizing or reinforcing low permeability soil (e.g ., permeability as low as 10 6 m 2 ) using a two-component, acrylate-based injection resin system, comprising: mixing a first component and second component together to form a liquid resin mixture, wherein the first component comprises an acrylate, such as hydroxyethylmethacrylate, and an accelerator, such as triethanolamine, wherein the second component comprises a radical initiator, such as sodium persulphate, and an optional acrylate; injecting the liquid resin mixture into the low permeability soil; allowing the injected mixture to remain within the low permeability soil to polymerize and cure to form a geocomposite that stabilizes the low permeability soil, wherein polymerization and curing takes preferably about two (2) hours or less, wherein the liquid resin has a viscosity of about 8.0 mPa.s or less measured at wherein the geocomposite has a
  • the current invention is a method of stabilizing soil having a permeability as low as 10 6 m 2 , comprising injecting into the soil a liquid resin having a viscosity of about 8.0 mPa.s or less, measured at 25°C wherein the liquid resin cures to form a geocomposite having a compressive strength of at least about 3 MPa.
  • FIG. 1 is a flowchart depicting a general process utilizing a two-component resin system, according to an exemplary embodiment of the current invention.
  • FIG. 2 depicts penetration depth of an injection resin, according to certain embodiments of the current invention, within an 800-mm soil column over time.
  • FIG. 3 is a cross-sectional schematic indicating sections of a simulate soil column into which an injection resin, according to certain embodiments of the current invention, was infiltrated.
  • “about” means approximately or nearly and in the context of a numerical value or range set forth means ⁇ 15% of the numerical.
  • the term “about” can include traditional rounding according to significant figures of the numerical value.
  • the phrase “about ‘x’ to ‘y’” includes “about ‘x’ to about ‘y’”.
  • any range of numbers recited in the specification or claims, such as that representing a particular set of properties, units of measure, conditions, physical states or percentages, is intended to literally incorporate expressly herein by reference or otherwise, any number falling within such range, including any subset of numbers within any range so recited.
  • any number R falling within the range is specifically disclosed.
  • any numerical range represented by any two values of R, as calculated above, is also specifically disclosed.
  • the present invention teaches a two- component injection resin system for stabilizing or consolidating low permeability soil particles, rocks, earth masses, or other aggregates in below-grade or subterranean applications, such as tunnels and excavations.
  • the present invention teaches a process of stabilizing or consolidating soil particles, rocks, earth masses, or other aggregates in subterranean applications, comprising sealing, strengthening, and consolidating subterranean structures — including but not limited to tunnels, galleries in mines, and loose strata — by injecting a two-component, low- viscosity acrylate-based injection resin (see FIG. 1).
  • soil refers to particles, rocks, earth masses, strata, stones, slag, gravel, sand, silt, clay, or other material that are in need to be stabilized, consolidated, or otherwise reinforced to form a more homogenous structure among the soil particles.
  • the present invention is a two- component injection resin system, of which the two components are mixed on site and the mixture injected to seal, consolidate, and strengthen subterranean structures, for example including but not limited to tunnels, mines, soils and loose strata.
  • the two-component injection resin was surprisingly found to permeate fine, low permeability soils and have high compressive strength upon curing (and forming a geocomposite). In soils that are otherwise unable to be permeated by injection resins due to low permeability, embodiments of the current invention were capable of permeating such soils.
  • the present invention is a two- component injection resin having a low viscosity that can permeate and consolidate soils and other aggregates within a reasonable amount of time ( ⁇ about 2 hours) and cure to form a geocomposite having a compressive strength of at least about 3 MPa.
  • the injection resin can permeate soils of a permeability as low as 10 6 m 2 at a low injection pressure, for example about 3 bar or less.
  • Certain embodiments of the invention contemplate the on-site formation of an acrylic or acrylate-based geocomposite via a two-component system comprising two components, one of which includes an accelerator + acrylate and the other including a radical initiator.
  • the latter component can optionally include an acrylate in addition to the radical initiator.
  • the injection resin is formed by the on-site mixture of these two components, with polymerization and curing catalyzed by a reaction between the components.
  • the term “acrylic or acrylate- based” refers to a composition containing acryl groups or linkages.
  • the resin resulting from a mixture of the two acrylic or acrylate-based components undergoes polymerization and is cured on site (/. e. , at the site of inj ection or application).
  • the resin mixture includes hydroxyethylmethacrylate, for example at a concentration of about 80% by weight and about 20% water by weight.
  • the term “geocomposite” refers to a combination of soil in need of stabilization/reinforcement and a polymer matrix that has formed within the soil.
  • the polymer matrix typically subterranean as discussed herein, is formed of different materials, including a cured injection resin.
  • the liquid injection resin (prior to curing) is formed by combining precursors or components that include compounds suitable for reacting with one another.
  • the resin is then injected into the soil or other material in need of stabilization/reinforcement and allowed to polymerize or cure.
  • the combination of the cured resin and the soil form the resulting geocomposite that stabilizes that target region.
  • Properties, such as compressive strength, of the geocomposite can depend, in part, in the nature of the soil, but the properties described herein are attainable with any soil in which the resin can permeate and cure.
  • the term “accelerator” refers to a compound or substance added to one of the components that is a precursor to the injection resin mixture, where it catalyzes or speeds up polymerization upon mixing with another appropriate component/precursor to form the injection resin mixture.
  • accelerators that are contemplated to be used herein include, but are not limited to, trialkylamines and trialkanolamines, such as triethylamine, triisopropylamine, tributylamine, trihexylamine, tri-2-ethylhexylamine, trinonyl amine, tridecylamine, tridodecylamine, methyldiethanolamine, dimethylethanolamine, triethanolamine, dimethylamino ethyl methacrylate, ethyleneglycol diacrylate, polyethyleneglycol diacrylate, and mixtures thereof.
  • triethanolamine is used as the accelerator.
  • Each of the foregoing accelerators can affect gel/open times as needed.
  • the amount of accelerator utilized can be about 0.1-20% by weight, preferably about 0.5-10% by weight, and even more preferably about 0.9-2.0% by weight of the individual component or precursor.
  • radical initiator refers to a compound or substance added to one of the components that is a precursor to the injection resin mixture, where it produces radical species and promotes radical reactions upon mixing with another appropriate component/precursor to form the injection resin mixture.
  • radical initiators include, but are not limited to, sodium persulphate, potassium persulphate, ammonium persulphate, ferrous sulphate and t-butylperoxide, and mixtures thereof.
  • sodium persulphate is used as the radical initiator.
  • Each of the foregoing radical initiators can affect gel/open times as needed.
  • the amount of radical initiator utilized can be about 0.5-20% by weight, preferably about 0.75-10% by weight, and even more preferably about 1.0-3.0% by weight of the individual component or precursor.
  • a stabilizer may be added to delay gelation of the reaction mixture, if desired, and improve stability of the liquid resin.
  • a stabilizer includes, but is not limited to, ferric ions, such as potassium ferry cyanide.
  • the resulting resin mixture has a very low viscosity and is capable of permeating soils with permeability as low as 10 6 m 2
  • the accelerator e.g., triethanolamine
  • radical initiator e.g., sodium persulphate
  • acrylate e.g., methacrylate, hydroxy ethylmethacrylate
  • the resin is injected into the low permeability soil, and the resin cures to form a geocomposite.
  • the resulting geocomposite has a high compressive strength and stabilizes/reinforces the target region by consolidating soil and/or loose strata and rocks within the target region.
  • viscosity refers to a measure of a fluid’s resistance to deformation at a given rate. A liquid with a lower viscosity flows more freely /readily than a liquid with a higher viscosity. Viscosity is typically recorded as centipoise (cps) or mPa.s. The viscosity of a liquid, such as the acylate-based resin, may be determined by methods known in the art. Within the context of the present disclosure, viscosity measurements are acquired according to ISO 3219:1993 standards, unless otherwise stated. Furthermore, spindle 1 can be used for viscosity measurements, at a speed of about 60 rpm.
  • the resin taught by the present disclosure has a viscosity (at 25°C) of about 10.0 mPa.s or less, about 9.5 mPa.s or less, about 9.0 mPa.s or less, about 8.5 mPa.s or less, about 8.0 mPa.s or less, about 7.5 mPa.s or less, about 7.0 mPa.s or less, or in a range between any two of these values.
  • the viscosity is about 8.0 mPa.s or less, or more preferably about 7.5 mPa.s or less at 25°C, to as low as about 1.0 mPa.s at 25°C.
  • permeability refers to a flow of a liquid through a porous material, such as soil. Permeability is recorded herein as meters squared (m 2 ). Within the context of the present disclosure, measurements of (hydraulic) permeability are acquired according to the falling head method, as described below, unless otherwise stated.
  • a 600mm transparent PVC tube with 53.6mm diameter is used. The top end of the tube is open, and the bottom end of the tube is closed with a PVC end cap. A 3/8” valve is mounted on this end cap.
  • the heights of both the soil column and the water column are measured and marked.
  • the valve at the bottom of the tube is simultaneously opened with the start of the time registration. After a predetermined amount of time, the valve is closed, the time registration is stopped, and the height of the water column is measured and marked again.
  • Equation 1 The hydraulic conductivity of the liquid is calculated according Equation 1 : where:
  • the liquid resin mixture taught by the present disclosure can flow through a material, such as finer soil, that has a “low permeability”, defined herein as about 10 2 m 2 or less, about 10 3 m 2 or less, 10 4 m 2 or less, about 10 5 m 2 or less, about 10 6 m 2 or less, about 10 7 m 2 or less, or in a range between any two of these values.
  • the current invention contemplates a liquid resin mixture capable of flowing through a soil having a permeability as low as 10 6 m 2 . It is noted that permeability was measured herein in simulated soil compositions.
  • injection pressure refers to a force applied within an injection pump to drive a material (e.g., liquid resin) out of the pump and into a target area (e.g., soil). Injection pressure can be variable based on permeability of the target area and fragility of solids in the target area, among other factors. Injection pressure is typically recorded as bar and may be determined by methods known in the art.
  • injection pressure is measured on the injection pump using manometers located on the pump itself.
  • the liquid resin taught by the present disclosure is pumped into the soil at an injection pressure of about 5.0 bar or less, about 4.5 bar or less, about 4.0 bar or less, about 3.5 bar or less, about 3.0 bar or less, about 2.5 bar or less, about 2.0 bar or less, or in a range between any two of these values. More preferably, at a soil permeability as low as 10 6 m 2 , the liquid resin is pumped at an injection pressure of about 3 bar or less, e.g., as low as about 0.5 bar.
  • modulus and “compressive strength” refer to the capacity of a material to withstand loads or forces intended to compress the material. Compressive strength is typically recorded as MPa and may be determined by methods known in the art. Within the context of the present it disclosure, compressive strength measurements are acquired according to ISO 844:2014 standards, unless otherwise stated.
  • the geocomposite taught by the present disclosure has an average compressive strength of about 3.0 MPa or more, about 3.5 MPa or more, about 4.0 MPa or more, about 4.5 MPa or more, about 5.0 MPa or more, about 5.5 MPa or more, about 6.0 MPa or more, about 6.5 MPa or more, about 7.0 MPa or more, about 7.5 MPa or more, or in a range between any two of these values. More preferably, the compressive strength of the geocomposite is at least about 3.0 MPa and more specifically at least about 5.0 MPa.
  • compressive strength is contemplated to be about 10.0 MPa, though the current invention contemplates even higher compressive strengths depending on compositions of the resin and the soil to be consolidated/reinforced. As noted previously, compressive strength may depend, in part, on the nature of the soil being infiltrated, but if the current liquid resin is capable of permeating into the soil and curing, then the resulting geocomposite will have the desired high compressive strength.
  • the resin Due to the resin mixture’s low viscosity, the resin is capable of permeating low permeability soil and fill the target regions substantially uniformly, as evidenced by a relatively consistent density that can be observed across the geocomposite.
  • density refers to a measurement of the mass per unit volume of a material (e.g ., geocomposite) or composition (e.g., injection resin).
  • density generally refers to the true density of a material. Density is typically recorded as kg/m 3 or g/cc. The density of a material may be determined by methods known in the art.
  • the injection resin taught by the present disclosure has a density of about 1.0 g/cm 3 or more, about 1.01 g/cm 3 or more, about 1.02 g/cm 3 or more, about 1.03 g/cm 3 or more, about 1.04 g/cm 3 or more, about 1.05 g/cm 3 or more, about 1.06 g/cm 3 or more, about 1.07 g/cm 3 or more, or in a range between any two of these values. It is noted that the density of the geocomposite can be similarly determined, though may be dependent on the soil into which the resin mixture is injected.
  • substantially uniformity refers to the relative homogeneity at which an injection resin can permeate through soil within a target region being consolidated or reinforced.
  • Substantial uniformity can be determined by measuring density across the target region containing the cured resin and soil.
  • Substantial uniformity can be achieved by a difference in density of about 10% or less, about 9% or less, about 8% or less, about 7% or less, about 6% or less, about 5% or less, about 4% or less, about 3% or less, about 2% or less, about 1% or less, or in a range between any two of these values.
  • substantial uniformity is achieved by a difference in density of about 5% or less.
  • gel time refers to the time taken for a liquid resin system to gel, solidify, cure, or otherwise undergo polymerization to increase viscosity. Gel time is typically recorded as minutes or hours. The gel time of a liquid resin may be determined by methods known in the art. Within the context of the present disclosure, gel time measurements are acquired according to the following method, unless otherwise stated. One hundred (100) ml of a first component is measured in a cup, including an acrylate and an accelerator, and the resulting liquid component is mixed well. A stabilizer is then added to this component.
  • a second component is measured, in which a radical initiator is added, along with an optional acrylate, and the resulting liquid component is mixed well.
  • the first and second components are then poured together, and time registration is started.
  • the resulting liquid resin is mixed well for about 30 seconds.
  • the gel time is defined as the time between the moment that both components are poured together until the moment that the mixture solidifies or completes gelation.
  • the injection resin taught by the present disclosure has a gel time of about 3.0 hours or less, about 2.5 hours or less, about 2.0 hours or less, about 1.5 hours or less, or in a range between any two of these values. More preferably, gel time is about 2 hours or less. A lower end of gel time is contemplated to be as low as about 30 seconds. A balance should be reached between longer gel times, which can result in excessive wait times for further work, and shorter gel times, which can result in insufficient permeation time. Embodiments of the current invention achieve this balance by providing for a surprisingly low viscosity.
  • open time refers to the time that a liquid resin mixture remains in fluid form and thus can be pumped/injected and will permeate through the soil. At the end of the open time, the mixture will cure, as the viscosity of the resin mixture is too high to allow further permeation in the soil and will typically increase exponentially. Open time is typically recorded as minutes or hours.
  • the open time of a liquid resin may be determined by methods known in the art. Within the context of the present disclosure, the open time is defined as the time after mixing of both components and the moment that the mixture reaches a viscosity of about 50 mPa.s.
  • the injection resin taught by the present disclosure has an open time of about 3.0 hours or less, about 2.5 hours or less, about 2.0 hours or less, about 1.5 hours or less, about 1.0 hours or less, about 0.5 hours or less, or in a range between any two of these values. Open time is preferably about 2 hours or less, more preferably about 1.0 hours or less, and even more preferably about 0.5 hours or less, dependent on the application site. A lower end of open time is contemplated to be as low as about 30 seconds.
  • open time and gel time will typically be lower than gel time, as an injection resin will cease permeating through soil prior to completing gelation. It is contemplated, however, that open time and gel time can be similar or can be quite different. It has been seen that when open time is longer, there is a larger difference between open time and gel time. When open time is shorter, gel time follows more quickly. Preferably, the difference between open time and gel time ranges from about 30 seconds or less to about an hour, depending on the composition and target application.
  • additives may be added at certain points during the foregoing process.
  • additive refers to materials that can be added to a composition before, during, or after production of the resin mixture or formation of the geocomposite. Additives can be added to alter or improve desirable properties in the resin mixture or in the geocomposite, or to counteract undesirable properties therein.
  • additives includes, but are not limited to, fillers, UV stabilizers, degassers, antistatic agents, plasticizers, accelerants, catalysts, stabilizers, fire retardants, pH adjusters, reinforcing agents, thickening or thinning agents, elastic compounds, radiation absorbing or reflecting compounds, and other additives known in the art.
  • the current invention includes a method of consolidating or stabilizing soil or other earthen masses.
  • a two-component liquid resin system including a first component comprising an accelerator + acrylate and a second component comprising radical initiator + optional acrylate, is prepared and transported to the jobsite.
  • additives may optionally be included in either component or both components.
  • the first and second components are then mixed at the jobsite, resulting in a low viscosity mixture that is injected into the low permeability soil/earthen mass, where the mixture polymerizes and cures into a polymer matrix or geocomposite having high compressive strength.
  • mixing of the components and injection of the resulting mixture can be performed in two exemplary manners.
  • the first and second components are mixed in a vessel, and the resulting mixture is injected using a single component pump.
  • An advantage of this method is that simpler equipment is required (i.e., a single component pump), but the disadvantage is that once both components are mixed, the mixture is reactive, meaning that if more material is prepared than actually required, the excess product will cure in the vessel and is waste that must be disposed. If more material was mixed than required, this might also cause safety issues, since the reaction will be exothermic, thus producing heat.
  • the first and second components are injected using a two- component pump.
  • both components are mixed in a static mixer, just before the mixture will enter the area to be treated. Injecting the resin using a two- component pump requires more advanced equipment (/. e. , a two-component pump), but since the mixing happens just before injection, there will be no waste and no safety concerns. Both injection methods are contemplated by the current invention.
  • Example [0053] While the invention is described herein using a limited number of embodiments, these specific embodiments are not intended to limit the scope of the invention as otherwise described and claimed herein. Modification and variations from the described embodiments exist. More specifically, the following examples are given as a specific illustration of embodiments of the claimed invention. It should be understood that the invention is not limited to the specific details set forth in the examples. All parts and percentages in the examples, as well as in the remainder of the specification, are by percentage weight unless otherwise specified.
  • compositions of Components A and B were individually formed and included the following:
  • Compositions of Component A and Component B are a mixture of 85% by weight triethanolamine and 15% by weight water.
  • Component A and Component B were mixed in a 1 : 1 volume ratio at ambient temperature and ambient pressure, to form a resin of about 80% hydroxy ethylmethacrylate by weight and about 20% water by weight.
  • the mixture forms the injection resin to be injected at the target application (e.g ., consolidation or stabilization of soil, earthen masses, or other loose aggregates).
  • a standard sand e.g., METTET AF100
  • silica flour e.g, SILVERBOND M300
  • the resin was left in the soil to polymerize and cure into a geocomposite disposed within and throughout the low permeability soil.
  • the resin mixture containing Component A and Component B was seen to fully polymerize/cure in less than about 2 hours, specifically in about 85-90 minutes.
  • the column was cut into pieces of equal length ( ⁇ 40 mm long), and the compressive strength was measured on each piece after removal of the PVC.
  • the compressive rate was ⁇ 50 mm/min, and each piece of was found to have a compressive strength of greater than about 3 MPa over the entire length of the tubing and more specifically at least about 5 MPa over the entire length of the tubing.
  • Table 2 depicts properties of the injection resin and the resulting geocomposite.
  • FIG. 3 taken in combination with Table 3, illustrates compressive strength and density of each 40-mm piece of the geocomposite-soil column.
  • each column piece was relatively consistent, as the highest density found was about 2.08 g/cm 3 and the lowest density found was about 2.01 g/cm 3 , for a difference of less than about 5%, more specifically a difference of about 3.48%, indicating a substantial uniformity of penetration of the liquid resin.
  • each piece was found to have at least 5 MPa compressive strength, though a majority of the pieces were characterized by greater than 7 MPa.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Soil Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Consolidation Of Soil By Introduction Of Solidifying Substances Into Soil (AREA)
  • Soil Conditioners And Soil-Stabilizing Materials (AREA)

Abstract

L'invention concerne une composition et un procédé de stabilisation ou de consolidation d'un sol à faible perméabilité, d'une roche, d'un charbon, d'un minéral ou d'autres agrégats meubles, en particulier dans un environnement souterrain. L'invention divulgue une résine pour injection à base d'acrylate à deux constituants, qui comprend un premier constituant et un second constituant. Le premier constituant comprend un acrylate et un accélérateur, et le second constituant comprend un amorceur radicalaire. Sur le site d'application, les constituants sont mélangés les uns aux autres pour former un mélange de résine liquide ayant une viscosité suffisamment basse, de sorte que le mélange peut pénétrer dans le sol à faible perméabilité. Le mélange est injecté dans le sol ayant besoin d'une stabilisation et subit une polymérisation et un durcissement, en formant ainsi un géocomposite souterrain ayant une grande résistance à la compression.
PCT/US2021/017146 2020-02-10 2021-02-08 Résines pour injection à base d'acrylate à deux constituants pour stabilisation des sols WO2021162999A1 (fr)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3719050A (en) * 1970-06-01 1973-03-06 Toho Chem Ind Co Ltd Soil stabilization method
EP0177289A2 (fr) * 1984-09-28 1986-04-09 Minnesota Mining And Manufacturing Company Composition d'injection
US5663267A (en) * 1995-07-07 1997-09-02 Minnesota Mining And Manufacturing Co. Re-enterable acrylic polymer grout material
EP0893486A1 (fr) * 1997-07-24 1999-01-27 Draco Italiana S.p.A. Compositions acryliques pour la consolidation de sols et de ciment en général
EP1751197A1 (fr) * 2004-06-03 2007-02-14 Shell Internationale Research Maatschappij B.V. Composite geosynthetique pour le renforcement de sondage
JP2016130416A (ja) * 2015-01-14 2016-07-21 東亞合成株式会社 液状化防止用地盤注入剤組成物及びこれを用いた地盤改良工法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3719050A (en) * 1970-06-01 1973-03-06 Toho Chem Ind Co Ltd Soil stabilization method
EP0177289A2 (fr) * 1984-09-28 1986-04-09 Minnesota Mining And Manufacturing Company Composition d'injection
US5663267A (en) * 1995-07-07 1997-09-02 Minnesota Mining And Manufacturing Co. Re-enterable acrylic polymer grout material
EP0893486A1 (fr) * 1997-07-24 1999-01-27 Draco Italiana S.p.A. Compositions acryliques pour la consolidation de sols et de ciment en général
EP1751197A1 (fr) * 2004-06-03 2007-02-14 Shell Internationale Research Maatschappij B.V. Composite geosynthetique pour le renforcement de sondage
JP2016130416A (ja) * 2015-01-14 2016-07-21 東亞合成株式会社 液状化防止用地盤注入剤組成物及びこれを用いた地盤改良工法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 201650, Derwent World Patents Index; AN 2016-44711P, XP002802766 *

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