CN103254880B - A kind of gas pumping sealing material - Google Patents
A kind of gas pumping sealing material Download PDFInfo
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Abstract
A kind of gas pumping sealing material, this material is made up of A, B two-pack.Component A is polyisocyanates, B component is by 28 ~ 30 parts of (parts by volume, identical below) rigid-foam polyether, 15 ~ 17 parts high resilience polyethers, 5 ~ 6 parts of stability polyethers, 8 ~ 12 parts of polyaspartic esters, 20 ~ 28 parts of fire retardants, 2 ~ 3 parts of foam stabilizers, 2 ~ 3 parts of Amino Terminated polyether(ATPE)s, 5 ~ 6 parts of whipping agents, 5 ~ 6 parts of catalyzer compositions.During use, component A and B component are mixed by grouting pump by 1:1 volume ratio in gas pumping sealing of hole, form fine and close sealer coat.The prompt matrix material of solid spy has better mechanical strength, wear-resisting, corrosion-resistant, oil resistant, water-fast, ageing-resistant, resistance to alternating temperature-changing and pressure, does not shrink compared with urethane, and do not resemble urethane responsive to moisture, moisture, be not subject to the impact of envrionment temperature, humidity during construction.
Description
Technical field
The present invention relates to the gas pumping sealing material in coal mining, is exactly specifically a kind of polyurethane/polyurea (PU/A) matrix material.Namely this material can be used for this hole, coal seam gas pumping sealing material of down-hole, also can be used for wearing a layer hole gas pumping sealing material.
Background technology
Gas is being commonly called as of coal-seam gas, is to compose the hydrocarbon gas existed in coal seam, and the same with Sweet natural gas, main component is methane.Gas is inflammable and explosive, and when gas density in air is 5% ~ 16% time, running into burning things which may cause a fire disaster will explode, and forms High Temperature High Pressure shockwave instantaneously, and produces a large amount of carbon monoxide.For a long time, Gas Disaster is the major technology bottleneck of restriction mine safety, high-efficiency mining always.Although along with the input of protective coat extracted method and advanced Mining Equipment and methane prediction technology is applied, the occurrence frequency of Gas Disaster accident is effectively alleviated.But because coal mine excavation activity develops in depth, coal-bed gas is composed " three high and one low " feature (high-ground stress, high methane content, high methane pressure, low permeability) of depositing and further manifested, the number that coal-mine gas disaster accident occurs still remains high.China's high methane and coal and gas outburst mine account for 1/3, and control coal mine gas explosion is the most important thing of safety in production all the time.Gas Disaster remains the maximum harm of China's coal-mine safety in production, is to threaten miner's life " the first killer ".But gas is used and be high-quality clean energy, gas can be used for generating, as domestic gas, simultaneously or a kind of industrial chemicals having extensive use.
Gas pumping is essential measure and the main path of control of coalmine gas and utilization.The gas pumping technology that current domestic coal master will adopt is: beat extraction borehole at a certain distance along bearing, is then directly connected with extraction pipeline.But because resistance to air loss is bad, the extraction time is short, cause gas extraction concentration and extraction amount not high, in a lot of situation, the mash gas concentration of extraction is generally about 10 ~ 30% (sometimes lower).
Therefore carry out the sealing of hole of extraction borehole, improve extracting result, be current gas pumping problem anxious to be resolved, be also more conducive to the comprehensive utilization after gas pumping simultaneously.The gas of China's coal-mine extraction fails to be effectively utilized, one of them very important reason be exactly in the coal-mine gas that goes out of extraction low concentration gas account for significant proportion, major part low concentration gas for want of utility value and being discharged in air goes, and not only causes waste but also causes environmental pollution.
The current mash gas pumping drilling sealing material of China mainly contains sand-cement slurry and urethane two kinds.
Adopt sand-cement slurry as follows as the working method of sealing material: be made into sand-cement slurry with a certain proportion of cement and sand water mixing, utilize manual sealing of hole or mechanical pump sealing of hole, after every 24 ~ 36 hours after theing cement solidifies could connecting leg carry out extraction.Cement sand slurry processes long construction period, and rear easy generation shrinkage strain and cracking are solidified in dehydration, sealing material and produce crack between borehole wall and hole sealing tube.Especially the elastic deformation ability of sand-cement slurry is poor, and because mining-induced stress produces minute fissure in drill hole wall, sealing material is difficult to squeeze packing.During the extraction of gas negative pressure, tunnel air enters drainage tube and forms gas short circuit, reduces gas drainage concentration.Aperture negative pressure is higher, and air leakage is larger.
Urethane is adopted to be use two component polyurethane foam material as the working method of sealing material, make two-pack by a certain percentage after mixture, be fixed on drainage tube pipe after infiltrating in glue with cotton yarn or towel and fill in rapidly in boring, chemical reaction is there is, foaming, free expansion and be solidified into foam material in the open space of glue between boring and drainage tube.This product frothing percentage is high, and the material cured time is short, has excellent anticorrosive, ageing-resistant and sealing property.The materials such as this product and the tubing such as iron and steel, plastics, ore, hard coal seam have stronger adhesive power.Compared with sand-cement slurry sealing of hole, have that materials are few, easy to carry, sealing of hole speed fast (about tens minutes, even faster), an advantage such as laborsaving.
Therefore polyurethane sealing Porous materials is widely used, has the trend replacing sand-cement slurry.But this sealing material has very large elasticity and compressibility.Coal bed drilling, as a small-sized whole enzymatic method, must deform and creep under terrestrial stress and digging disturbed condition.After foaming, the hardness of urethane is far smaller than seam hardness (hardness differs an order of magnitude), can not form effective support effect to boring, causes sealing of hole section to be holed and around continues to produce crack (later stage leakage path) after sealing of hole.Polyurathamc self prolongation in time itself simultaneously produces atrophy and cracking sometimes.Therefore above two kinds of reasons cause gas extraction concentration on the low side, and extraction concentration decline is too fast, reduces gas pumping effect to a great extent.And urethane in reaction process to moisture-sensitive, inapplicable for part High water cut coal seam, which limits the scope of application of polyurethane material.
For the shortcoming of polyurethane sealing Porous materials, the mechanical property of the polyurethane material of urgent need raising at present and resistance to shrinkage are to improve gas pumping effect.
Summary of the invention
Object of the present invention is lower for polyurethane sealing Porous materials intensity, little to the support action of drill hole wall; And more responsive to moisture, moisture in construction and solidification process, be subject to envrionment temperature, shortcoming that the impact of humidity is easily shunk and develop a kind of new polyurethane/polyureas (PU/A) matrix material.Solid special victory has better mechanical strength, wear-resisting, corrosion-resistant, oil resistant, water-fast, ageing-resistant, resistance to alternating temperature-changing and pressure, does not shrink compared with urethane, and do not resemble urethane responsive to moisture, moisture, be not subject to the impact of envrionment temperature, humidity during construction.Gu the physics and chemistry characteristic that special victory is exactly, good airproof performance large in conjunction with urethane expansion multiple and polyureas excellence solves a kind of matrix material of the unstable situation that simple polyurethane material has fashion sometimes poor in sealing of hole effect.By regulating the prompt compound system gel time of solid spy, the mobility of reaction system and the sticking power of material and base material can be controlled, mixture being flowed to gap, coal seam and expands in gap thus effectively strengthen gas plugging effect.The seal-off effect in crack around the compactness of sealing material and boring is improved, gas leakage point can be reduced under the condition of high negative pressure extraction, thus improve drilling gas extraction concentration, extend the gas pumping time.
Solid special prompt matrix material of the present invention reacts by polyisocyanates component (abbreviation component A) and resin components (abbreviation B component) one generated to hard bubble elastomerics.Component A both can be aromatic by poly methylene poly phenyl poly isocyanate, also can be aliphatic monomer, polymer, the derivative of isocyanic ester or prepolymer and semi prepolymer; Prepolymer and semi prepolymer are obtained by Amino End Group or terminal hydroxy group compound and isocyanate reaction.B component comprises polyether glycol, polyamine, chainextender, polyaspartic ester, catalyzer, whipping agent, foam stabilizer, fire retardant and static inhibitor.
Component A polyisocyanates refers to the general designation of the organic compound in the molecular structure containing isocyanate groups (NCO) n, and its structural formula is R (NCO) n, and wherein R represents aryl, alkyl etc., and n is integer.Mainly contain tolylene diisocyanate (TDI), ditane-4,4'-vulcabond (MDI), poly methylene poly phenyl poly isocyanate (PAPI), liquefaction type '-diphenylmethane diisocyanate (LMDI), hexamethylene diisocyanate (HDI), isophorone diisocyanate (IPDI), phenylenedimethylidyne isocyanic ester (XDI), cyclohexanedimethyleterephthalate vulcabond (H6XDI), 4,4'-dicyclohexyl methane diisocyanates (H12MDI), tetramethylxylylene diisocyanate (TMXDI).In order to reduce the infringement that isocyanic ester volatilizees to workmen and environment in actual production and application process, nearly all adopt ditane-4, the 4'-vulcabond (MDI) that volatility is low, toxicity is little and derivative thereof, such as, LMDI, PAPI etc.The poly methylene poly phenyl poly isocyanate (PAPI) of common on the preferred market of this present invention, low toxicity.PAPI compared with MDI speed of response compared with gentle, low price, viscosity is low, functionality is large, be also very suitable for hard bubbling.PAPI is actually the mixture of ditane-4,4'-vulcabond (MDI) and polymeric MDI etc., and functionality >2, its structural formula is as structural formula 1.
n=0,1,2,3…
PAPI functionality >2
Structural formula 1: poly methylene poly phenyl poly isocyanate (PAPI) structure
Polyether glycol in B component, polyamine and chain extension connect: for the polyether polyol hydroxyl value general control of urethane at 20-1050, functionality range of choice between 2 and 6.Hydroxyl value is high, functionality is large, and system intensity is large, elongation is low, poor flexibility, otherwise intensity is little, elongation is high, good springiness.Amino Terminated polyether(ATPE), also known as polyetheramine, is a class by the polyalkylene oxide hydrocarbon compound of primary amino or secondary amino group end-blocking, is also the very crucial raw material of polyurethane/polyurea technology.In polyurethane/polyurea, leading-in end amino-polyether mainly contains two advantages, and one is that aminocompound is faster than hydroxyl with isocyanate reaction speed, can Reaction time shorten; Two is that the urea key carbamate that polarity generates than hydroxyl and isocyanate reaction under adjacent dihydrogen bond effect that reaction generates is much better than, therefore the reactive force between polyurea structure Middle molecule is strong especially, show on material property, physicals and the chemical property of polyureas are much better than urethane.The polyether glycol that the present invention selects, polyamine consider the raw material that above factor determines through repetition test, what wherein polyether glycol was selected is hydroxyl value is 430 ± 20(KOHmg/g) rigid-foam polyether (4110, Jiangsu Zhongshang Chemical Co., Ltd.), hydroxyl value is 34 ± 2(KOHmg/g) high resilience polyethers (330N, Jiangsu Chang Hua trade Co., Ltd), be 770 ± 30(KOHmg/g with hydroxyl value) the polyethers (403, Guangzhou Rui Yin trade Co., Ltd) of the fine and close and stability of improvement abscess.What Amino Terminated polyether(ATPE) was selected is three-functionality-degree T series, and two functionality D series polyether.This kind of Amino Terminated polyether(ATPE) contains reactive hydrogen atom, when reacting with-NCO end group, generating carbamate or urea, playing chain extension effect, can play crosslinked action again simultaneously because reactive hydrogen number in chainextender is greater than 2.So the polyetheramine selected of this institute not still reactive components, it is also chain extension-crosslinking agent.T series and D series are re-dubbed Amino Terminated polyether(ATPE) component according to 1:1 ratio.
Polyaspartic ester in B component: due to Amino Terminated polyether(ATPE) and aliphatie diamine class chainextender alkalescence strong, active high, very violent with isocyanate reaction, plastic speed is too fast, be difficult to control, addition can not be too many in actual applications, so just directly affect the content of polyureas in material, thus affect material monolithic performance.Polyaspartic ester can be miscible with common polyether, is a kind of Novel aliphatic, long response time, the high performance material that occurred in recent years in polyureas field, is called as the third generation (up-to-date generation) polyureas.Polyaspartic ester is a kind of secondary aliphatic amine, as structural formula 2, after the X in molecule is replaced by the group of different structure, just can generate polyaspartic ester series derivates, as shown in structural formula 2.
X=
Structural formula 2: polyaspartic ester and series derivates structure thereof
Polyaspartic ester series derivates and polyisocyanates react and can obtain weathering resistance and mechanics, aliphatic polyurea that chemical property is very excellent.Polyaspartic ester viscosity is low, speed of response is by different X substituted radicals, gel time extends to dozens of minutes from a few second, the construction life-span is long, construction as usual under humidity and cold conditions, formula system variable range is very wide, can reach 100% solid content, thus reduces system volatile content.The present invention is preferably with Desmophen NH 1420 common on market.
Catalyzer in B component: in polyurethane/polyurea moulding process, chemical reaction velocity is not only subject to the impact of raw-material kind and temperature, and is subject to the impact of catalyzer, and catalyzer not only affects parameters of technique process, also affects the performance of the goods of generation.Polyurethane/polyurea reaction generally all will add catalyzer to improve B component reactive behavior, because polyether glycol is generally primary/secondary hydroxyl, comparatively slow with isocyanic ester radical reaction under the condition of catalyst-free, can not obtain stable foam system.Therefore need to use catalyzer in the preparation process of urethane foam, and the kind of selecting catalyst, control consumption, just likely obtain required foam.The preferred trolamine of the present invention and organotin Complex catalyst system, be made into composite catalyst according to trolamine and organotin mass ratio 1 ~ 4:1.
Whipping agent in B component: polyurethane/polyurea sealing material whipping agent used is divided into pneumatogen and the large class of chemical foaming agent two.Pneumatogen is generally lower boiling compound, as CFC-11, HCFC-141B, HFC, pentamethylene etc.; Chemical foaming agent has water etc.The present invention preferred HCFC-141b whipping agent the results showed respond well, and low price.
Foam stabilizer in B component: foam stabilizer, also known as suds-stabilizing agent, tensio-active agent, is the important auxiliary agent of one of polyurethane/polyurea sealing material, is made up of the polyether segment of polarity and nonpolar polysiloxane segment.In the process of synthesis of polyurethane/polyurea foam material, foam stabilizer plays emulsifying effect, nucleogenesis and stabilization.The preferred organosilicon foam stabilizer of the present invention, SD-501 silicone oil, main consideration silicoorganic compound suds-stabilizing agent has very strong emulsifying capacity, can improve the consistency of polyethers and isocyanic ester, and effectively can eliminate the pin-hole phenomena of foam surface, improve the yield rate of goods.
Fire retardant in B component and static inhibitor: for improving the fire-retardant and antistatic property of polyurethane/polyurea sealing material, in feed composition, fire retardant and static inhibitor must be added.The present invention is preferably based on additive flame retardant TCEP, and reactive flame retardant flame retarding polyether is auxiliary Compositional type flame-retardant system, and both mass ratioes are 8 ~ 9:1.
Structural formula 3: the structure of fire retardant TCEP
Polyurethane/polyurea sealing material static inhibitor used is divided into two classes, and a class is polyether-type, and the polyether glycol in B component, polyamine component inherently have good antistatic property; Another kind of is the mixture of ionic (positively charged ion, negatively charged ion) and non-ionic antistatic agent or ionic and non-ionic type composition.Two class static inhibitor all can significantly reduce surface of plastic products resistance, but consider Equations of The Second Kind static inhibitor or expensive, be difficult to play good antistatic effect to foam material, so invention selects polyether glycol in B component and polyamine as static inhibitor.
The formula of B component of the present invention after is preferably as following table:
| Rigid-foam polyether | High resilience polyethers | Stability polyethers | Desmophen NH 1420 | Fire retardant | Foam stabilizer | Amino Terminated polyether(ATPE) | Whipping agent | Catalyzer |
| 28～30 | 15～17 | 5～6 | 8～12 | 20～28 | 2～3 | 2～3 | 5～6 | 5～6 |
The component A of the solid special prompt matrix material of the present invention and B component by volume 1:1 use.
-NCO after the by volume 1:1 use of component A of the present invention and B component between A, B component and the equivalence ratio of-NH2 are 1.05-1.1.
Solid special prompt gas pumping sealing material of the present invention is that we take the lead in development, a kind of Novel solvent-free developed, free of contamination environmental protection sealing material.Gu special victory is exactly a kind of matrix material of the physics and chemistry characteristic of, good airproof performance large in conjunction with urethane expansion multiple and polyureas excellence.Although after urethane and polyurea materials film-forming, the kind of contained chemical bond is same or similar, there is ammonia ester bond in capital,-NHCOO-and urea key,-NHCONH-, but the functional group played a crucial role to its physicals in polyurethane laminate is ammonia ester bond, and the functional group played a crucial role to its performance after polyureas solidification is urea key.Urea bonding strength substantially exceeds ammonia ester bond intensity, and cohesive force is strong, and urea key is very stable.Gu there is special prompt better mechanical strength, wear-resisting, corrosion-resistant, oil resistant, water-fast, ageing-resistant, resistance to alternating temperature-changing and pressure compared with urethane, do not shrink, and do not resemble urethane responsive to moisture, moisture, be not subject to the impact of envrionment temperature, humidity during construction, solve the unstable situation that polyurethane material has fashion sometimes poor in sealing of hole effect.As gas sealing material, Gu special prompt good fluidity, cohesive force are strong, can weak seam be flowed to by grouting pump, be combined closely with coal seam.By regulating the prompt compound system gel time of solid spy, the mobility of reaction system and the sticking power of material and base material can be controlled, mixture being flowed to gap, coal seam and expands in gap thus effectively strengthen gas plugging effect.
Embodiment
Below provide several exemplary embodiments, but the present invention does not limit in the examples below.
Embodiment 1
Component A is poly methylene poly phenyl poly isocyanate (PAPI).
Get 28 parts of (parts by volume, identical below) rigid-foam polyether (4110, Jiangsu Zhongshang Chemical Co., Ltd.), 15 parts high resilience polyethers (330N, Jiangsu Chang Hua trade Co., Ltd), 5 parts of stability polyethers (403, Guangzhou Rui Yin trade Co., Ltd), 10 parts of Desmophen NH 1420, 20 parts of fire retardants (the mass ratio 9:1 of additive flame retardant TCEP and reactive flame retardant flame retarding polyether), 2 parts of foam stabilizers (SD-501 silicone oil), 2 parts of Amino Terminated polyether(ATPE)s (mass ratio of T series and D series is 1:1), 6 parts of whipping agent (HCFC-141b, Zibo Wei Peng Chemical Co., Ltd.), 5 parts of catalyzer (trolamine and organotin Complex catalyst system, trolamine and organotin mass ratio 1:1) stir in stirred vessel, obtained B component.With grouting pump, isopyknic A, B two kinds of components are carried in the sealing of hole pouch of plug by the enclosed space that is injected into hole sealing device and coal seam after Grouting Pipe and formed and front and back.Chemical reaction is there is in pore-sealing liquid A, B in the space closed, foaming and intumescing, is first full of slip casting pouch and swells, plug is firmly fixed in drainage holes, pore-sealing liquid is not revealed, and simultaneously pore-sealing liquid forms fine and close solid material at enclosed space and enclosed space filled up seals and form entirety.
Embodiment 2
Component A is liquefaction type '-diphenylmethane diisocyanate (LMDI).
Get 30 parts of (parts by volume, identical below) rigid-foam polyether (4110, Jiangsu Zhongshang Chemical Co., Ltd.), 17 parts high resilience polyethers (330N, Jiangsu Chang Hua trade Co., Ltd), 6 parts of stability polyethers (403, Guangzhou Rui Yin trade Co., Ltd), 10 parts of Desmophen NH 1420, 25 parts of fire retardants (the mass ratio 8:1 of additive flame retardant TCEP and reactive flame retardant flame retarding polyether), 2 parts of foam stabilizers (SD-501 silicone oil), 3 parts of Amino Terminated polyether(ATPE)s (mass ratio of T series and D series is 1:1), 5 parts of whipping agent (HCFC-141b, Zibo Wei Peng Chemical Co., Ltd.), 5 parts of catalyzer (trolamine and organotin Complex catalyst system, trolamine and organotin mass ratio 4:1) stir in stirred vessel, obtained B component.With grouting pump, A, B two kinds of components of equivalent are carried in the sealing of hole pouch of plug by the enclosed space that is injected into hole sealing device and coal seam after Grouting Pipe and formed and front and back.Chemical reaction is there is in pore-sealing liquid A, B in the space closed, foaming and intumescing, is first full of plug and swells, plug is firmly fixed in drainage holes, pore-sealing liquid is not revealed, and simultaneously pore-sealing liquid forms fine and close solid material at enclosed space and enclosed space filled up seals and form entirety.
Embodiment 3
Component A is poly methylene poly phenyl poly isocyanate (PAPI).
Get 29 parts of (parts by volume, identical below) rigid-foam polyether (4110, Jiangsu Zhongshang Chemical Co., Ltd.), 16 parts high resilience polyethers (330N, Jiangsu Chang Hua trade Co., Ltd), 5.5 parts of stability polyethers (403, Guangzhou Rui Yin trade Co., Ltd), 8 parts of Desmophen NH 1420, 28 parts of fire retardants (the mass ratio 9:1 of additive flame retardant TCEP and reactive flame retardant flame retarding polyether), 3 parts of foam stabilizers (SD-501 silicone oil), 2.5 parts of Amino Terminated polyether(ATPE)s (mass ratio of T series and D series is 1:1), 5.5 parts of whipping agent (HCFC-141b, Zibo Wei Peng Chemical Co., Ltd.), 6 parts of catalyzer (trolamine and organotin Complex catalyst system, trolamine and organotin mass ratio 2:1) stir in stirred vessel, obtained B component.With grouting pump, isopyknic A, B two kinds of components are carried in the sealing of hole pouch of plug by the enclosed space that is injected into hole sealing device and coal seam after Grouting Pipe and formed and front and back.Chemical reaction is there is in pore-sealing liquid A, B in the space closed, foaming and intumescing, is first full of slip casting pouch and swells, plug is firmly fixed in drainage holes, pore-sealing liquid is not revealed, and simultaneously pore-sealing liquid forms fine and close solid material at enclosed space and enclosed space filled up seals and form entirety.
Parts by volume in the embodiment of the present invention is for rising.
Claims (9)
1. a gas pumping sealing material, this material is made up of A, B two-pack, and component A is polyisocyanates, and B component is by 28 ~ 30 parts by volume rigid-foam polyethers, 15 ~ 17 parts by volume height resilience polyethers, 5 ~ 6 parts by volume stability polyethers, 8 ~ 12 parts by volume polyaspartic esters, 20 ~ 28 parts by volume fire retardants, 2 ~ 3 parts by volume foam stabilizers, 2 ~ 3 parts by volume Amino Terminated polyether(ATPE)s, 5 ~ 6 parts by volume whipping agents, 5 ~ 6 parts by volume catalyzer compositions.
2. gas pumping sealing material according to claim 1, it is characterized in that: described polyisocyanates is tolylene diisocyanate, ditane-4, any one in 4'-vulcabond, poly methylene poly phenyl poly isocyanate, liquefaction type '-diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, phenylenedimethylidyne isocyanic ester, cyclohexanedimethyleterephthalate vulcabond, 4,4'-dicyclohexyl methane diisocyanates, tetramethylxylylene diisocyanate.
3. gas pumping sealing material according to claim 1, is characterized in that: described foam stabilizer is organosilicon foam stabilizer.
4. gas pumping sealing material according to claim 3, is characterized in that: described foam stabilizer is SD-501 silicone oil.
5. gas pumping sealing material according to claim 1, is characterized in that: described whipping agent is pneumatogen.
6. gas pumping sealing material according to claim 5, is characterized in that: described whipping agent is polyurethane foams HCFC-141b.
7. gas pumping sealing material according to claim 1, is characterized in that: described fire retardant is the mixing fire retardant of additive flame retardant and reactive flame retardant.
8. gas pumping sealing material according to claim 7, it is characterized in that: described fire retardant is the mixing of additive flame retardant TCEP and reactive flame retardant flame retardant polyether polyol, the mass ratio 8 ~ 9:1 of additive flame retardant TCEP and reactive flame retardant flame retarding polyether.
9. gas pumping sealing material according to claim 1, is characterized in that: described catalyzer is trolamine and organotin Complex catalyst system, trolamine and organotin mass ratio 1 ~ 4:1.
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| CN114672299B (en) * | 2022-04-20 | 2022-12-06 | 中国地质大学（北京） | Double-effect transformation slurry for seabed hydrate reservoir, application and application method |
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| CN102633981A (en) * | 2012-04-20 | 2012-08-15 | 重庆大学 | Preparation method of plugging material of coal mine gas drainage drilling hole |
| CN102911340A (en) * | 2012-10-18 | 2013-02-06 | 合肥工业大学 | Low-heat-release polyurethane grouting reinforcement material and preparation method thereof |
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| CN103254880A (en) | 2013-08-21 |
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