CN108715682B - Mining organic reinforcing material and preparation method thereof - Google Patents
Mining organic reinforcing material and preparation method thereof Download PDFInfo
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- CN108715682B CN108715682B CN201810611849.0A CN201810611849A CN108715682B CN 108715682 B CN108715682 B CN 108715682B CN 201810611849 A CN201810611849 A CN 201810611849A CN 108715682 B CN108715682 B CN 108715682B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/08—Polyurethanes from polyethers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/04—Polymer mixtures characterised by other features containing interpenetrating networks
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Abstract
The mining organic reinforcing material is a cross-linked polymer generated by the addition and polycondensation reaction of mixed polyether polyol and crude MDI, and the cross-linked polymer generated by the free radical polymerization reaction of universal unsaturated polyester resin and hydroxyethyl acrylate terminated polyurethane prepolymer macromonomer interacts to jointly generate a structural polymer of a full interpenetrating network. The preparation method comprises the following steps: sequentially adding various materials in the raw materials of the component A into a mixing container according to the set mass parts, and stirring and mixing uniformly at normal temperature to obtain the component A; sequentially adding various materials in the raw materials of the component B into another mixing container, and stirring and mixing uniformly at normal temperature to obtain a component B; and at normal temperature, quickly stirring and uniformly mixing the component A and the component B according to the mass ratio of 1:1, and quickly reacting and curing the mixed material to generate the mining organic reinforcing material.
Description
Technical Field
The invention relates to the technical field of mining reinforcing materials, in particular to a mining organic reinforcing material and a preparation method thereof.
Background
With the increase of the mining depth of minerals and the appearance of complex terrains, dangerous accidents such as roof caving, caving and the like caused by fault fracture zones and unstable stratums not only affect the production efficiency of enterprises, but also seriously threaten the life safety of miners. Therefore, in the production process, grouting reinforcement is generally performed. The most applied organic polymer grouting reinforcement materials at present comprise polyurethanes, urea formaldehyde, phenol aldehyde and the like. Although the reinforced materials of urea formaldehyde and phenolic aldehyde have the advantages of good permeability, adjustable gel speed, low cost and the like, the reinforced materials of urea formaldehyde and phenolic aldehyde cannot be widely accepted due to the disadvantages of low strength, brittleness and the like. The polyurethane material has the advantages of adjustable curing speed, high compression resistance, high bonding strength, good toughness and the like, but the material is high in cost and flammable, and in addition, the reaction heat release of the material is large, so that safety production accidents caused by polyurethane reinforcing materials are more.
Disclosure of Invention
The invention aims to provide a mining organic reinforcing material which has excellent flame retardance and mechanical property and can meet the requirement of mining reinforcement and a preparation method thereof.
In order to achieve the purpose, the invention provides a mining organic reinforcing material, wherein the mining organic reinforcing material is a cross-linked polymer generated by addition and polycondensation reaction of mixed polyether polyol and crude MDI (poly-phenylene diisocyanate) (PAPI), and the cross-linked polymer generated by free radical polymerization reaction of the mining organic reinforcing material and a general unsaturated polyester resin and hydroxyethyl acrylate terminated polyurethane prepolymer macromonomer interact to jointly generate a structural polymer of a full interpenetrating network.
The mining organic reinforcement material comprises a structural polymer and a reinforcing agent, wherein the structural polymer comprises a component A and a component B, and the component A and the component B are calculated according to the mass parts:
the component A comprises: 76-85 parts of mixed polyether polyol;
13-9 parts of tris (2, 3-dibromopropyl) phosphate;
5-3 parts of universal unsaturated polyester resin;
3-1 parts of hydroxyethyl acrylate-terminated polyurethane prepolymer;
catalyst CUCAT-H1-0.5 part;
1-0.5 part of N, N-dimethylaniline;
0.5 part of zinc stearate heat stabilizer;
0.5 part of 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid octadecyl ester antioxidant;
the component B comprises: 80-86 parts of crude MDI (PAPI);
13-9.5 parts of tris (2-chloropropyl) phosphate;
6-4 parts of dibutyl phthalate;
1-0.5 parts of dibenzoyl peroxide.
The mining organic reinforcement material is characterized in that the mixed polyether polyol is 70-80% of LY-303 polyether polyol or general 303 polyether polyol, 20-15% of green new material flame-retardant polyether polyol GN-480 flame-retardant polyether polyol and 10-5% of ZS-8370 chemical plant oil polyether polyol in percentage by mass.
According to the organic reinforcing material for the mine, the double bonds in the unsaturated polyester and the double bonds in the macromonomer of the hydroxyethyl acrylate-terminated polyurethane prepolymer are promoted to carry out free radical polymerization reaction by the heat generated in the addition polycondensation reaction of the mixed polyether polyol and the crude MDI.
In order to better achieve the above object, the present invention further provides a preparation method of the organic reinforcement material for mining, wherein the preparation method comprises the following steps:
s100, weighing the following raw materials in parts by weight:
the component A comprises the following raw materials: 76-85 parts of mixed polyether polyol;
13-9 parts of tris (2, 3-dibromopropyl) phosphate;
5-3 parts of universal unsaturated polyester resin;
3-1 parts of hydroxyethyl acrylate-terminated polyurethane prepolymer;
catalyst CUCAT-H1-0.5 part;
1-0.5 part of N, N-dimethylaniline;
0.5 part of zinc stearate heat stabilizer;
0.5 part of 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid octadecyl ester antioxidant;
the component B comprises the following raw materials: 80-86 parts of crude MDI (PAPI);
13-9.5 parts of tris (2-chloropropyl) phosphate;
6-4 parts of dibutyl phthalate;
1-0.5 parts of dibenzoyl peroxide;
s200, sequentially adding various materials in the raw material of the component A in the step S100 into a mixing container, stirring and mixing uniformly at normal temperature to obtain a component A, and filling nitrogen for sealing and storing;
s300, sequentially adding various materials in the raw material of the component B in the step S100 into another mixing container, stirring and mixing uniformly at normal temperature to obtain a component B, and filling nitrogen for sealing and storing;
s400, rapidly stirring and uniformly mixing the component A and the component B according to the mass ratio of 1:1 at normal temperature, and rapidly reacting and curing the mixed material to generate the organic reinforcing material for the mine.
The preparation method of the mining organic reinforcement material comprises the following steps of weighing the raw materials by mass percent: 70-80% of LY-303 polyether polyol or general-purpose 303 polyether polyol, 20-15% of green source new material flame-retardant polyether polyol GN-480 and 10-5% of ZS-8370 chemical plant oil polyether polyol.
The preparation method of the organic reinforcing material for the mine comprises the step of enabling double bonds in unsaturated polyester and double bonds in a macromonomer of a hydroxyethyl acrylate terminated polyurethane prepolymer to carry out free radical polymerization reaction by using heat generated in the addition polycondensation reaction of the mixed polyether polyol and the crude MDI.
The preparation method of the organic reinforcing material for mines comprises the following steps of:
s110, synthesizing a polyurethane prepolymer, adding 100 parts of polyether polyol N220 into a reactor according to mass, and dehydrating for 2 hours at 120 ℃ and under the vacuum degree of 0.08-0.09 MPa; then, when the temperature is reduced to 50 ℃, 28-60 parts of MDI-50 type diphenylmethane diisocyanate are added, and the temperature is increased to 80 ℃ for heat preservation reaction for 2.5 hours; controlling the mass content of free-NCO% to be 4% -10%;
s120, blocking by using hydroxyethyl acrylate, dropwise adding a mixture of 16-49 parts of hydroxyethyl acrylate and 0.4 part of dibutyltin dilaurate into the reactor, and carrying out heat preservation reaction at 70 ℃ for 3.5 h; and (3) defoaming for 0.5h when the vacuum degree is kept at 0.8-0.9 MPa to obtain the hydroxyethyl acrylate end-capped polyurethane prepolymer macromonomer.
In the preparation method of the organic reinforcement material for mining, in the step S120, the content of the vinyl double bond in the macromonomer of the hydroxyethyl acrylate-terminated polyurethane prepolymer is 0.094-0.201 mol/100 g.
The invention has the beneficial effects that:
1. a, B components are quickly stirred and uniformly mixed according to the measurement, so that the organic reinforcing material has the advantages of low initial viscosity, good fluidity, high permeability and low heat release of unit material reaction, and can be cured to generate a mining organic reinforcing material with high cohesiveness, high strength and high toughness, and can play a good role in reinforcing loose coal seams in coal mine production;
2. the mining reinforcing material has the advantages of low initial viscosity, good fluidity and high permeability before curing, and the cured material has excellent flame retardance and mechanical property, can meet the use requirements of the mining reinforcing material, and has better safety.
The present invention will be described in detail with reference to specific examples, but the present invention is not limited thereto.
Detailed Description
The following is a detailed description of the structural and operational principles of the present invention:
the organic reinforcing material for the mine is a cross-linked polymer generated by the addition and polycondensation reaction of mixed polyether polyol and crude MDI, and is interacted with a cross-linked polymer generated by the free radical polymerization reaction of universal unsaturated polyester resin and hydroxyethyl acrylate terminated polyurethane prepolymer macromonomer to jointly generate a structural polymer of a full interpenetrating network. Wherein, the heat generated in the addition polycondensation reaction of the mixed polyether polyol and the crude MDI promotes the double bond in the unsaturated polyester and the double bond in the macromonomer of the hydroxyethyl acrylate terminated polyurethane prepolymer to carry out free radical polymerization reaction.
The structural polymer comprises a component A and a component B, wherein in the embodiment, the component A and the component B respectively specifically comprise the following components in parts by mass:
the component A comprises: 76-85 parts of mixed polyether polyol, such as 81 parts;
13-9 parts, for example 11 parts, of tris (2, 3-dibromopropyl) phosphate;
5-3 parts, for example 4 parts, of general unsaturated polyester resin;
3-1 parts, for example 1.8 parts, of hydroxyethyl acrylate-terminated polyurethane prepolymer;
1-0.5 part of CUCAT-H, such as 0.6 part;
1-0.5 parts of N, N-dimethylaniline, such as 0.6 parts;
0.5 part of zinc stearate heat stabilizer;
0.5 part of 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid octadecyl ester antioxidant;
the component B comprises: 80-86 parts of crude MDI, for example 83 parts;
13-9.5 parts, for example 11.4 parts, of tris (2-chloropropyl) phosphate;
6-4 parts, for example 5 parts, of dibutyl phthalate;
1-0.5 parts of dibenzoyl peroxide, such as 0.6.
In the embodiment, the mixed polyether polyol is prepared by weighing the following raw materials in percentage by mass: 70-80% of LY-303 polyether polyol or general-purpose 303 polyether polyol, 20-15% of green source new material flame-retardant polyether polyol GN-480 and 10-5% of ZS-8370 chemical plant oil polyether polyol.
The preparation method of the mining organic reinforcement material comprises the following steps:
s100, weighing the following raw materials in parts by weight:
the component A comprises the following raw materials: 76-85 parts of mixed polyether polyol, such as 76,77,78,79,80,81,82,83,84 or 85 parts;
13-9 parts of tris (2, 3-dibromopropyl) phosphate, such as 13,12,11,10 or 9 parts;
5-3 parts of general unsaturated polyester resin, for example, 5,4 or 3 parts;
3-1 parts of hydroxyethyl acrylate-terminated polyurethane prepolymer, for example, 3,2 or 1 part;
1-0.5 part of CUCAT-H, such as 1,0.9,0.8,0.7,0.6 or 0.5 part;
1-0.5 part of N, N-dimethylaniline, such as 1,0.9,0.8,0.7,0.6 or 0.5 part;
0.5 part of zinc stearate heat stabilizer;
0.5 part of 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid octadecyl ester antioxidant;
the component B comprises the following raw materials: 80-86 parts of crude MDI (PAPI), for example 80,81,82,83,84,85 or 86 parts;
13-9.5 parts of tris (2-chloropropyl) phosphate, such as 13,12,11,10,9 or 9.5 parts;
6-4 parts of dibutyl phthalate, such as 6,5 or 4 parts;
1-0.5 part of dibenzoyl peroxide, such as 1,0.9,0.8,0.7,0.6 or 0.5 part;
s200, sequentially adding various materials in the raw materials of the component A in the step S100 into a mixing container, stirring and mixing uniformly at normal temperature to obtain a component A, wherein the total part of the raw materials of the components is 100;
step S300, sequentially adding various materials in the raw materials of the component B in the step S100 into another mixing container, stirring and mixing uniformly at normal temperature to obtain the component B, wherein the total parts of the raw materials of the components are 100;
and S400, rapidly stirring and uniformly mixing the component A and the component B according to the mass ratio of 1:1 at normal temperature, and then rapidly reacting and curing the mixed material to generate the mining organic reinforcing material. Wherein, the heat generated in the addition polycondensation reaction of the mixed polyether polyol and the crude MDI promotes the double bond in the unsaturated polyester and the double bond in the macromonomer of the hydroxyethyl acrylate terminated polyurethane prepolymer to carry out free radical polymerization reaction. A, B components are quickly stirred and uniformly mixed according to the measurement, and the coal mine reinforcing material has the advantages of low initial viscosity, good fluidity, high permeability and low heat release of unit material reaction, is generated after being solidified, has high cohesiveness, high strength and high toughness, and can play a good role in reinforcing loose coal beds.
Wherein the mixed polyether polyol is prepared by weighing the following raw materials in percentage by mass: 70-80% of LY-303 polyether polyol or general-purpose 303 polyether polyol, 20-15% of green source new material flame-retardant polyether polyol GN-480 and 10-5% of ZS-8370 chemical plant oil polyether polyol, wherein ZS-8370 is chemical plant oil polyether polyol of Jinpu Jiangsu Kongshan. The catalyst CUCAT-H produced by Guangzhou Youyun synthetic materials Co.
In this embodiment, the hydroxyethyl acrylate-terminated polyurethane prepolymer is synthesized by the following method:
step S110, synthesizing a polyurethane prepolymer, namely adding 100 parts of polyether polyol N220 into a reactor according to mass, and dehydrating for about 2 hours at about 120 ℃ and under the vacuum degree of 0.08-0.09 MPa; then, when the temperature is reduced to about 50 ℃, 28-60 parts of MDI-50 type diphenylmethane diisocyanate are added, and the temperature is raised to about 80 ℃ for heat preservation reaction for about 2.5 hours; controlling the mass content of free-NCO to be 4-10%;
step S120, carrying out end capping on hydroxyethyl acrylate, namely dropwise adding a mixture of 16-49 parts of hydroxyethyl acrylate and 0.4 part of dibutyltin dilaurate into the reactor, and carrying out heat preservation reaction at about 70 ℃ for about 3.5 h; and (3) defoaming for about 0.5h when the vacuum degree is kept at 0.8-0.9 MPa to obtain the hydroxyethyl acrylate terminated polyurethane prepolymer macromonomer, wherein the content of the vinyl double bond in the obtained hydroxyethyl acrylate terminated polyurethane prepolymer macromonomer is preferably 0.094-0.201 mol/100 g.
The mining organic reinforcing material is tested by referring to a polymer material for reinforcing coal and rock masses in coal mines AQ1089-2011 method, and has the main properties that: the compressive strength is 62 MPa; tensile strength of 22 MPa; the shear strength is 28 MPa; the bonding strength is 9 MPa; the maximum reaction temperature was 124 ℃.
The invention uses the interaction of the cross-linked polymer generated by the addition polycondensation reaction of the mixed polyether polyol and the crude MDI and the cross-linked polymer generated by the free radical polymerization reaction of the general unsaturated polyester resin and the macromonomer of the hydroxyethyl acrylate terminated polyurethane prepolymer to jointly generate the structural polymer of the full interpenetrating network. During the addition and polycondensation reaction of the mixed polyether polyol and the crude MDI, certain heat is generated, double bonds in the unsaturated polyester and double bonds in the macromonomer of the hydroxyethyl acrylate terminated polyurethane prepolymer are promoted to carry out free radical polymerization, and the double polymerization can ensure that various materials are reacted completely to generate the mining reinforcing material with good reinforcing performance. The produced mining reinforcing material has excellent flame retardance, aging resistance and thermal stability, and can meet the use requirements of the mining reinforcing material.
The present invention may be embodied in other specific forms without departing from the spirit or essential attributes thereof, and it should be understood that various changes and modifications can be effected therein by one skilled in the art without departing from the spirit and scope of the invention as defined in the appended claims.
Claims (4)
1. The mining organic reinforcing material is characterized in that the mining organic reinforcing material is a cross-linked polymer generated by the addition and polycondensation reaction of mixed polyether polyol and crude MDI, and the cross-linked polymer is interacted with a cross-linked polymer generated by the free radical polymerization reaction of universal unsaturated polyester resin and hydroxyethyl acrylate terminated polyurethane prepolymer macromonomer to jointly generate a structural polymer of a full interpenetrating network; the mining organic reinforcement material comprises a component A and a component B, wherein the component A and the component B are calculated according to the mass parts:
the component A comprises: 76-85 parts of mixed polyether polyol;
13-9 parts of tris (2, 3-dibromopropyl) phosphate;
5-3 parts of universal unsaturated polyester resin;
3-1 parts of hydroxyethyl acrylate-terminated polyurethane prepolymer;
catalyst CUCAT-H1-0.5 part;
1-0.5 part of N, N-dimethylaniline;
0.5 part of zinc stearate heat stabilizer;
0.5 part of 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid octadecyl ester antioxidant;
the component B comprises: 80-86 parts of crude MDI;
13-9.5 parts of tris (2-chloropropyl) phosphate;
6-4 parts of dibutyl phthalate;
1-0.5 parts of dibenzoyl peroxide;
wherein the mixed polyether polyol comprises 70-80% of general 303 polyether polyol, 20-15% of green source new material flame-retardant polyether polyol GN-480 and 10-5% of ZS-8370 chemical plant oil polyether polyol in percentage by mass; and mixing polyether polyol and heat generated in the addition polycondensation reaction of the crude MDI to promote the double bonds in the unsaturated polyester and the double bonds in the macromonomer of the hydroxyethyl acrylate terminated polyurethane prepolymer to carry out free radical polymerization reaction.
2. The preparation method of the mining organic reinforcement material is characterized by comprising the following steps:
s100, weighing the following raw materials in parts by weight:
the component A comprises the following raw materials: 76-85 parts of mixed polyether polyol;
13-9 parts of tris (2, 3-dibromopropyl) phosphate;
5-3 parts of universal unsaturated polyester resin;
3-1 parts of hydroxyethyl acrylate-terminated polyurethane prepolymer;
catalyst CUCAT-H1-0.5 part;
1-0.5 part of N, N-dimethylaniline;
0.5 part of zinc stearate heat stabilizer;
0.5 part of 3, 5-di-tert-butyl-4-hydroxy phenylpropionic acid octadecyl ester antioxidant;
the component B comprises the following raw materials: 80-86 parts of crude MDI;
13-9.5 parts of tris (2-chloropropyl) phosphate;
6-4 parts of dibutyl phthalate;
1-0.5 parts of dibenzoyl peroxide;
s200, sequentially adding various materials in the raw material of the component A in the step S100 into a mixing container, stirring and mixing uniformly at normal temperature to obtain a component A, and filling nitrogen for sealing and storing;
s300, sequentially adding various materials in the raw material of the component B in the step S100 into another mixing container, stirring and mixing uniformly at normal temperature to obtain a component B, and filling nitrogen for sealing and storing;
s400, rapidly stirring and uniformly mixing the component A and the component B according to the mass ratio of 1:1 at normal temperature, and rapidly reacting and curing the mixed material to generate the organic reinforcing material for the mine;
wherein the mixed polyether polyol is prepared by weighing the following raw materials in percentage by mass: 70-80% of general 303 polyether polyol, 20-15% of green new material flame retardant polyether polyol GN-480 and 10-5% of ZS-8370 chemical plant oil polyether polyol; and mixing polyether polyol and heat generated in the addition polycondensation reaction of the crude MDI to promote the double bonds in the unsaturated polyester and the double bonds in the macromonomer of the hydroxyethyl acrylate terminated polyurethane prepolymer to carry out free radical polymerization reaction.
3. The preparation method of the mining organic reinforcement material according to claim 2, wherein the hydroxyethyl acrylate-terminated polyurethane prepolymer macromonomer is synthesized by the following method:
s110, synthesizing a polyurethane prepolymer, adding 100 parts of polyether polyol N220 into a reactor according to mass, and dehydrating for 2 hours at 120 ℃ and under the vacuum degree of 0.08-0.09 MPa; then, when the temperature is reduced to 50 ℃, 28-60 parts of MDI-50 type diphenylmethane diisocyanate are added, and the temperature is increased to 80 ℃ for heat preservation reaction for 2.5 hours; controlling the mass content of free-NCO to be 4-10%;
s120, blocking by using hydroxyethyl acrylate, dropwise adding a mixture of 16-49 parts of hydroxyethyl acrylate and 0.4 part of dibutyltin dilaurate into the reactor, and carrying out heat preservation reaction at 70 ℃ for 3.5 h; and (3) defoaming for 0.5h when the vacuum degree is kept at 0.8-0.9 MPa to obtain the hydroxyethyl acrylate end-capped polyurethane prepolymer macromonomer.
4. The preparation method of the mining organic reinforcement material of claim 3, wherein in the step S120, the content of the vinyl double bond in the obtained hydroxyethyl acrylate terminated polyurethane prepolymer macromonomer is 0.094-0.201 mol/100 g.
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| CN109749052A (en) * | 2019-02-02 | 2019-05-14 | 山东润义金新材料科技股份有限公司 | Coal mine low halogen polyurethane water reinforcement material and preparation method thereof |
| CN113183386B (en) * | 2021-04-13 | 2022-09-13 | 山西凝固力新型材料股份有限公司 | High-compression-resistance fiber-reinforced polyurethane composite board and preparation method thereof |
| CN114057986B (en) * | 2021-11-04 | 2023-03-14 | 山西凝固力新型材料股份有限公司 | Mining reinforcing material and preparation method thereof |
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