CN105566593A - High-compatibility soluble glass modified polyurethane grouting material and preparation method thereof - Google Patents
High-compatibility soluble glass modified polyurethane grouting material and preparation method thereof Download PDFInfo
- Publication number
- CN105566593A CN105566593A CN201511022347.7A CN201511022347A CN105566593A CN 105566593 A CN105566593 A CN 105566593A CN 201511022347 A CN201511022347 A CN 201511022347A CN 105566593 A CN105566593 A CN 105566593A
- Authority
- CN
- China
- Prior art keywords
- component
- water glass
- paste material
- injecting paste
- compatibility
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
-
- 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
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/42—Compositions for cementing, e.g. for cementing casings into boreholes; Compositions for plugging, e.g. for killing wells
- C09K8/44—Compositions for cementing, e.g. for cementing casings into boreholes; Compositions for plugging, e.g. for killing wells containing organic binders only
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Consolidation Of Soil By Introduction Of Solidifying Substances Into Soil (AREA)
- Soil Conditioners And Soil-Stabilizing Materials (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a high-compatibility soluble glass modified polyurethane grouting material and a preparation method thereof. The grouting material is prepared through mixing and grouting a component A and a component B according to a volume ratio of 1:1; the component A comprises, by mass, 40-60 parts of polyphenyl polymethylene polyisocyanate, 15-35 parts of a hydrophilic segment-containing polyurethane perpolymer, 25 parts of an ester curing agent, 0.01-0.1 parts of a catalyst, and 0.05-0.15 parts of a stabilizer; and the component B is liquid sodium silicate water glass with the modulus of 2.0-3.0 and the Baume' degree of 40-50DEG Be. The above product has the advantages of flame retardation, excellent antistatic performance, good mechanical performances, no foaming when meeting wet coal rocks, no reduction of the reinforcing strength, moderate viscosity, operation benefiting, and long shelf life.
Description
One, technical field
The present invention relates to a kind of urethane injecting paste material and preparation method thereof, specifically a kind of high-compatibility modifying water glass urethane injecting paste material and preparation method, belong to modified polyurethane technical field.
Two, background technology
Loose coal rock layer structure is the important hidden danger threatening Safety of Coal Mine Production.These loose structures often bear hugely overdraft time there is the accident such as roof fall, fragmentation, landslide.Effectively the coal and rock of loose crushing can be cemented to rapidly an entirety by injecting paste material, improve the compressive resistance of whole coal rock layer, the generation of Accident prevention.
Conventional injecting paste material has cement based grouting material, epoxy resin injecting paste material, resol injecting paste material, urethane injecting paste material and water glass injecting paste material.And the more distinctive shortcomings of these materials limit it and apply further, so be a good method promoting material over-all properties by above-mentioned different materials compound.
The mechanical property of polyurethane material is better, but flame-retardant and anti-static performance is poor, and cost is higher; And cheap water glass injecting paste material has excellent antistatic and flame retardant properties, shortcoming is that mechanical property is poor.Utilize modifying water glass urethane can improve the over-all properties of injecting paste material.But isocyanic ester is oil-soluble substance, water glass is water-soluble substances, and both consistencies are poor, and it is obviously on the low side that the mechanical strength of matrix material compares urethane.
Three, summary of the invention
For the problems referred to above, the present invention aims to provide a kind of high-compatibility modifying water glass urethane injecting paste material and preparation method, and technical problem to be solved improves the consistency of urethane and water glass two-phase, reduces the separation degree of two-phase.The consolidation time of injecting paste material of the present invention is adjustable, and concretion body strength is high, long quality-guarantee period.
High-compatibility modifying water glass urethane injecting paste material of the present invention, be by component A and component B by volume 1:1 ratio mix slip casting obtain;
Described component A is constructed as follows by mass fraction:
Described polyphenyl polymethylene polyisocyanates, purchased from Yantai Wanhua Polyurethane Co., Ltd;
Described ester solidifying agent is selected from one or more in glycerine triacetate, ethyl acetate, dibutyl phthalate.
Described catalyzer is selected from one or more in isocaprylic acid lead, stannous octoate, triethylamine, triethylene diamine, N, N-dimethyl benzylamine, N, N-dimethylcyclohexylamine.
Described stablizer is selected from one or more in phenylformic acid, phosphoric acid, acetic acid, sulfuric acid.
Described component B is the liquid sodium silicate water glass of modulus 2.0-3.0, degree Beaume 40-50 ° B é, purchased from Qingdao Dongyue Sodium Silicate Co., Ltd..
The preparation method of high-compatibility modifying water glass urethane injecting paste material of the present invention, comprises the steps:
(1) in MDI or TDI, add ester solidifying agent, drip polyvalent alcohol according to the ratio of isocyanate group and hydroxyl mol ratio 2-4:1, at 60 ~ 120 DEG C, react 3h, after reaction terminates, obtain the base polyurethane prepolymer for use as containing hydrophilic segment; Add polyphenyl polymethylene polyisocyanates, catalyzer and stablizer to containing in the base polyurethane prepolymer for use as of hydrophilic segment, namely obtain component A after stirring, sealing is preserved;
Described polyvalent alcohol is made up of one or more in the polyoxyethylene glycol of the polyester polyol of number-average molecular weight 200-1000, number-average molecular weight 200-1000.
Polyester polyol purchased from Jining Hua Kai resin company limited, trade mark PBA-580.
(2) at 10-50 DEG C by the ratio biliquid mixing slip casting machine mixing slip casting of component A and component B according to volume ratio 1:1, set time is at 40-300s.
The present invention, by introducing hydrophilic polyoxyethylene glycol and polyester polyol segment at oil-soluble isocyanic ester, improves the wetting ability of isocyanic ester on the one hand; The internal cohesive energy strongthener adhesiveproperties on the other hand utilizing polyester polyol higher and force of cohesion, thus realize two-phase blended time consistency increase, mechanical property improves.The ultimate compression strength of combined casting material can reach 50MPa, and tensile strength can reach 22.5MPa, and bonding strength can 4.5MPa greatly.
The present invention has the following advantages compared with current injecting paste material:
1, fire-retardant and antistatic property is excellent, material mechanical performance is good.
2, by regulating catalyst levels can realize set time from from 40s-300s continuously adjustabe and shelf lives is longer, when catalyzer is 0.01 part, consolidation time can reach 300s, and when catalyzer is 0.1 part, consolidation time is 40s.Curing reaction heat release lower than 100 DEG C, use safety.
3, the moderate good penetrability of slurry viscosity.
4, cost declines greatly relative to urethane injecting paste material.
Four, accompanying drawing explanation
Fig. 1 is the profile scanning electromicroscopic photograph of ortho-water glass urethane combined casting material.
Fig. 2 is the profile scanning electromicroscopic photograph of high-compatibility modifying water glass urethane injecting paste material of the present invention.
As can be seen from the figure, the small-particle that Fig. 2 produces is finer and closely woven, this is because performed polymer improves the consistency of two-phase, what allow two-phase disperse when blended is more even, and the drop of formation is less, thus improves mechanical property after hardening.
Five, embodiment
Embodiment 1: comparative example-ortho-water glass urethane combined casting material
1, at 30 DEG C, in 20 kilograms of glycerine triacetates, add 60 kilograms of polyphenyl polymethylene polyisocyanates, 50g phosphoric acid and 30g triethylene diamine, after stirring, obtain component A,
2, by component A and component B (component B be modulus 2.8, the liquid sodium silicate water glass of degree Beaume 48 ° of B é) by volume 1:1 biliquid mixing slip casting machine mix.
Performance test results is as follows:
Regenerator temperature: 80 DEG C
Consolidation time: 144s
Ultimate compression strength: 24MPa
Sand fixing strength: 13MPa
Bonding strength: 2.1MPa
Tensile strength: 4.7MPa
Oxygen index: 32
Surface resistivity: 10
5Ω
Store number of days: 90 days
Embodiment 2:
1, at 30 DEG C, 20 kilograms of glycerine triacetates are added in 10 kilograms of MDI, stir, drip the poly(oxyethylene glycol) 400 after 5 kilograms of dehydrations subsequently, control temperature of reaction 80 DEG C reaction 3h, reaction terminates to add 44 kilograms of polyphenyl polymethylene polyisocyanates, 50g phosphoric acid and 30g triethylene diamine in backward reaction solution, and namely obtain component A79 kilogram after stirring, sealing is preserved; Component B is the liquid sodium silicate water glass of modulus 2.5, degree Beaume 47 ° of B é.
2, component A and component B is mixed according to the ratio biliquid mixing slip casting machine of volume ratio 1:1 at 10 DEG C.
Performance test results is as follows:
Regenerator temperature: 80 DEG C
Consolidation time: 150s
Ultimate compression strength: 45MPa
Sand fixing strength: 20MPa
Bonding strength: 4MPa
Tensile strength: 17MPa
Oxygen index: 32
Surface resistivity: 10
5Ω
Store number of days: 90 days
Embodiment 3:
1, at 30 DEG C, 20 kilograms of glycerine triacetates are added in 10 kilograms of MDI, stir, drip mixed solution 6.69 kilograms of (the wherein PBA-5805 kilogram of polyester polyol PBA-580 and PEG-400 after dehydration subsequently, PEG-4001.69 kilogram), control temperature of reaction 80 DEG C reaction 3h; Add 44 kilograms of polyphenyl polymethylene polyisocyanates, 50g phosphoric acid and 40g triethylene diamine after reaction terminates, stir and obtain 80.78 kilograms, slurries, be component A, sealing is preserved.Component B is the liquid sodium silicate water glass of modulus 2.8, degree Beaume 48 ° of B é.
2, under normal temperature, component A and component B is mixed according to the ratio biliquid mixing slip casting machine of volume ratio 1:1.
Performance test results is as follows:
Regenerator temperature: 87 DEG C
Consolidation time: 107s
Ultimate compression strength: 50MPa
Sand fixing strength: 25MPa
Bonding strength: 4.5MPa
Tensile strength: 22.5MPa
Oxygen index: 32
Surface resistivity: 10
5Ω
Store number of days: 90 days
Known by the contrast of embodiment 1,2,3, add performed polymer can significantly improve material bonding, resistance to compression, fix the sand, tensile strength.Can be found out by the profile scanning Electronic Speculum (Fig. 1, Fig. 2) of material (Fig. 1 is the made sample of example 1, Fig. 2, be the made sample of example two), add performed polymer and add two-phase consistency.This is because by being introduced in isocyanic ester by hydrophilic molecule segment, make the isocyanic ester of oleophylic originally can be compatible with the water glass of water-based better, and any additional tensio-active agent need not be added again.Consistency better means that the particle forming injecting paste material formation is less, and the diameter of particle is less, and the penetrating quality of material is better, and the degree that is separated after final solidification is lower, and material mechanical performance is better.
Claims (7)
1. a high-compatibility modifying water glass urethane injecting paste material, is characterized in that: be by component A and component B by volume 1:1 ratio mix slip casting obtain;
Described component A is constructed as follows by mass fraction:
Described component B is the liquid sodium silicate water glass of modulus 2.0-3.0, degree Beaume 40-50 ° B é.
2. high-compatibility modifying water glass urethane injecting paste material according to claim 1, is characterized in that:
Described ester solidifying agent is selected from one or more in glycerine triacetate, ethyl acetate, dibutyl phthalate.
3. high-compatibility modifying water glass urethane injecting paste material according to claim 1, is characterized in that:
Described catalyzer is selected from one or more in isocaprylic acid lead, stannous octoate, triethylamine, triethylene diamine, N, N-dimethyl benzylamine, N, N-dimethylcyclohexylamine.
4. high-compatibility modifying water glass urethane injecting paste material according to claim 1, is characterized in that:
Described stablizer is selected from one or more in phenylformic acid, phosphoric acid, acetic acid, sulfuric acid.
5. a preparation method for high-compatibility modifying water glass urethane injecting paste material according to claim 1, is characterized in that comprising the steps:
(1) in MDI or TDI, add ester solidifying agent, drip polyvalent alcohol according to the ratio of isocyanate group and hydroxyl mol ratio 2-4:1, at 60 ~ 120 DEG C, react 3h, obtain the base polyurethane prepolymer for use as containing hydrophilic segment; In base polyurethane prepolymer for use as reaction solution, add polyphenyl polymethylene polyisocyanates, catalyzer and stablizer, namely obtain component A after stirring, sealing is preserved;
(2) at 10-50 DEG C by the ratio biliquid mixing slip casting machine mixing slip casting of component A and component B according to volume ratio 1:1, set time 40-300s.
6. preparation method according to claim 5, is characterized in that:
Described polyvalent alcohol is made up of one or more in the polyoxyethylene glycol of the polyester polyol of number-average molecular weight 200-1000, number-average molecular weight 200-1000.
7. preparation method according to claim 5, is characterized in that:
Polyester polyol trade mark PBA-580.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201511022347.7A CN105566593B (en) | 2015-12-30 | 2015-12-30 | High-compatibility water glass modified polyurethane grouting material and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201511022347.7A CN105566593B (en) | 2015-12-30 | 2015-12-30 | High-compatibility water glass modified polyurethane grouting material and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105566593A true CN105566593A (en) | 2016-05-11 |
| CN105566593B CN105566593B (en) | 2021-03-30 |
Family
ID=55877272
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201511022347.7A Active CN105566593B (en) | 2015-12-30 | 2015-12-30 | High-compatibility water glass modified polyurethane grouting material and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105566593B (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106543688A (en) * | 2016-11-22 | 2017-03-29 | 山东科技大学 | A kind of organic/inorganic nano combined casting material and preparation method thereof |
| CN108948325A (en) * | 2018-07-05 | 2018-12-07 | 山西凝固力新型材料有限公司 | A kind of mining composite filled foamed material and preparation method thereof |
| CN110257029A (en) * | 2019-07-11 | 2019-09-20 | 山东润义金新材料科技股份有限公司 | Gas discharge in mine hole hole sealing bag plugging material and preparation method thereof |
| CN110256647A (en) * | 2019-06-21 | 2019-09-20 | 山西誉邦科技股份有限公司 | A kind of high flame-retardant foamed material blocked for transporting coal railway carriage |
| CN110669200A (en) * | 2019-10-24 | 2020-01-10 | 淮南东华欧科矿山支护设备有限责任公司 | Low-temperature modified grouting reinforcement material |
| CN111377689A (en) * | 2020-03-26 | 2020-07-07 | 中煤科工集团重庆研究院有限公司 | High-strength composite grouting reinforcement material with island structure and preparation method thereof |
| CN111777854A (en) * | 2020-07-23 | 2020-10-16 | 杭州每步材料科技有限公司 | Novel environment-friendly flame-retardant polyurethane grouting material and preparation method thereof |
| CN112225523A (en) * | 2020-10-20 | 2021-01-15 | 陕西煤业化工技术研究院有限责任公司 | Silicate modified polyurethane reinforcing material and preparation method and application thereof |
| CN112250811A (en) * | 2020-10-20 | 2021-01-22 | 陕西煤业化工技术研究院有限责任公司 | High-safety delayed hole sealing material for coal mine, and preparation method and use method thereof |
| CN113817125A (en) * | 2021-10-23 | 2021-12-21 | 上海立投工贸有限公司 | Modified polyurethane grouting material and preparation method thereof |
| CN113956648A (en) * | 2021-11-26 | 2022-01-21 | 山西凝固力新型材料股份有限公司 | High-strength silicate/polyurethane urea-based composite reinforcing material and preparation method thereof |
| CN114213098A (en) * | 2021-12-27 | 2022-03-22 | 南京科工煤炭科学技术研究有限公司 | Low-heat grouting material and preparation method thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102964565A (en) * | 2012-12-03 | 2013-03-13 | 山东东大一诺威新材料有限公司 | Silicate modified polyurethane high molecular material and preparation method thereof |
| CN103304984A (en) * | 2013-06-15 | 2013-09-18 | 尤洛卡矿业安全工程股份有限公司 | Inorganic modified polyurethane grouting material and preparation method thereof |
| CN104498004A (en) * | 2014-11-27 | 2015-04-08 | 山东一诺威新材料有限公司 | Chemical grouting material for coal-rock mass water shutoff and reinforcement and preparation method thereof |
| CN104559138A (en) * | 2014-12-31 | 2015-04-29 | 江苏苏博特新材料股份有限公司 | Hydrophilic double-component grouting plugging material |
| CN104558541A (en) * | 2014-12-19 | 2015-04-29 | 华南理工大学 | Alkyne-ketone intermediate based conjugated high-molecular polymer as well as preparation method and application thereof |
-
2015
- 2015-12-30 CN CN201511022347.7A patent/CN105566593B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102964565A (en) * | 2012-12-03 | 2013-03-13 | 山东东大一诺威新材料有限公司 | Silicate modified polyurethane high molecular material and preparation method thereof |
| CN103304984A (en) * | 2013-06-15 | 2013-09-18 | 尤洛卡矿业安全工程股份有限公司 | Inorganic modified polyurethane grouting material and preparation method thereof |
| CN104498004A (en) * | 2014-11-27 | 2015-04-08 | 山东一诺威新材料有限公司 | Chemical grouting material for coal-rock mass water shutoff and reinforcement and preparation method thereof |
| CN104558541A (en) * | 2014-12-19 | 2015-04-29 | 华南理工大学 | Alkyne-ketone intermediate based conjugated high-molecular polymer as well as preparation method and application thereof |
| CN104559138A (en) * | 2014-12-31 | 2015-04-29 | 江苏苏博特新材料股份有限公司 | Hydrophilic double-component grouting plugging material |
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106543688A (en) * | 2016-11-22 | 2017-03-29 | 山东科技大学 | A kind of organic/inorganic nano combined casting material and preparation method thereof |
| CN106543688B (en) * | 2016-11-22 | 2019-02-26 | 山东科技大学 | A kind of organic/inorganic nano combined casting material and preparation method thereof |
| CN108948325A (en) * | 2018-07-05 | 2018-12-07 | 山西凝固力新型材料有限公司 | A kind of mining composite filled foamed material and preparation method thereof |
| CN108948325B (en) * | 2018-07-05 | 2021-01-05 | 山西凝固力新型材料有限公司 | Composite filling foam material for mine and preparation method thereof |
| CN110256647A (en) * | 2019-06-21 | 2019-09-20 | 山西誉邦科技股份有限公司 | A kind of high flame-retardant foamed material blocked for transporting coal railway carriage |
| CN110257029A (en) * | 2019-07-11 | 2019-09-20 | 山东润义金新材料科技股份有限公司 | Gas discharge in mine hole hole sealing bag plugging material and preparation method thereof |
| CN110669200A (en) * | 2019-10-24 | 2020-01-10 | 淮南东华欧科矿山支护设备有限责任公司 | Low-temperature modified grouting reinforcement material |
| CN111377689A (en) * | 2020-03-26 | 2020-07-07 | 中煤科工集团重庆研究院有限公司 | High-strength composite grouting reinforcement material with island structure and preparation method thereof |
| CN111377689B (en) * | 2020-03-26 | 2022-02-22 | 中煤科工集团重庆研究院有限公司 | High-strength composite grouting reinforcement material with island structure and preparation method thereof |
| CN111777854A (en) * | 2020-07-23 | 2020-10-16 | 杭州每步材料科技有限公司 | Novel environment-friendly flame-retardant polyurethane grouting material and preparation method thereof |
| CN112225523A (en) * | 2020-10-20 | 2021-01-15 | 陕西煤业化工技术研究院有限责任公司 | Silicate modified polyurethane reinforcing material and preparation method and application thereof |
| CN112250811A (en) * | 2020-10-20 | 2021-01-22 | 陕西煤业化工技术研究院有限责任公司 | High-safety delayed hole sealing material for coal mine, and preparation method and use method thereof |
| CN113817125A (en) * | 2021-10-23 | 2021-12-21 | 上海立投工贸有限公司 | Modified polyurethane grouting material and preparation method thereof |
| CN113956648A (en) * | 2021-11-26 | 2022-01-21 | 山西凝固力新型材料股份有限公司 | High-strength silicate/polyurethane urea-based composite reinforcing material and preparation method thereof |
| CN113956648B (en) * | 2021-11-26 | 2023-02-03 | 山西凝固力新型材料股份有限公司 | High-strength silicate/polyurethane urea-based composite reinforcing material and preparation method thereof |
| CN114213098A (en) * | 2021-12-27 | 2022-03-22 | 南京科工煤炭科学技术研究有限公司 | Low-heat grouting material and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105566593B (en) | 2021-03-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105566593A (en) | High-compatibility soluble glass modified polyurethane grouting material and preparation method thereof | |
| CN103224701B (en) | High-strength low-heat-release mining flame-retardant grouting reinforcement material and preparation method thereof | |
| CN102532455B (en) | Polyurethane polymer material for coal rock mass reinforcement and preparation method thereof | |
| CN106543688B (en) | A kind of organic/inorganic nano combined casting material and preparation method thereof | |
| CN114213616B (en) | Low-temperature mining coal rock mass reinforcing grouting material, preparation method and application thereof | |
| CN102964565A (en) | Silicate modified polyurethane high molecular material and preparation method thereof | |
| CN112194770B (en) | Functionalized UIO-66/polyurethane composite grouting reinforcing agent and preparation method thereof | |
| CN104592485B (en) | Fire-retardant high-flexibility two-shot grouting material and preparation method thereof | |
| CN105111411A (en) | Epoxy-modified polyurethane-water glass composite grouting material | |
| CN103304771A (en) | Polyurethane reinforced material and preparation method thereof | |
| CN110669200A (en) | Low-temperature modified grouting reinforcement material | |
| CN103012712A (en) | Method for preparing organic and inorganic hybridization modified polyurethane chemical grouting material | |
| CN104045807A (en) | Environmentally-friendly polyurethane water-plugging reinforcement material and preparation method thereof | |
| CN111690250A (en) | Low-viscosity silicate reinforcing material and preparation method and application thereof | |
| CN102702473A (en) | Epoxy modified polyurethane double-component grouting material for road engineering maintenance and preparation method thereof | |
| CN104277204A (en) | Polyurethane reinforced material for inorganic modified ores and preparation method thereof | |
| CN109810237B (en) | Single-slurry load-bearing reaction material and preparation method thereof | |
| CN114349931B (en) | Modified silicate grouting reinforcement material and preparation method and application thereof | |
| CN103172815B (en) | Raw material composition of modified polyurethane material, and preparation method and application thereof | |
| CN112778483A (en) | Low-temperature type bi-component polyurethane material for coal rock mass reinforcement field and preparation method thereof | |
| KR101991663B1 (en) | Eco-friendly Polymer grouting-accelerating agent for polymer grouting, Manufacturing method thereof, Eco-friendly Polymer grout agent composition using the same and Eco-friendly Polymer grouting method | |
| CN106432685A (en) | All-water-foamed and high-strength polyurethane grouting uplift material with high construction environment adaptability and low grout viscosity and preparation method of polyurethane grouting uplift material | |
| CN104177583A (en) | Organic grouting material for road and preparation method of organic grouting material for road | |
| CN114672299A (en) | Double-effect transformation slurry for seabed hydrate reservoir, application and application method | |
| JP4392647B2 (en) | Injection chemical composition for void filling, and void filling method using the same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |