CN115716956B - High-strength polyethylene well lid and preparation method thereof - Google Patents
High-strength polyethylene well lid and preparation method thereof Download PDFInfo
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- CN115716956B CN115716956B CN202211568098.1A CN202211568098A CN115716956B CN 115716956 B CN115716956 B CN 115716956B CN 202211568098 A CN202211568098 A CN 202211568098A CN 115716956 B CN115716956 B CN 115716956B
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- -1 polyethylene Polymers 0.000 title claims abstract description 97
- 239000004698 Polyethylene Substances 0.000 title claims abstract description 96
- 229920000573 polyethylene Polymers 0.000 title claims abstract description 96
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- YQUVCSBJEUQKSH-UHFFFAOYSA-N 3,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 claims abstract description 131
- 239000000835 fiber Substances 0.000 claims abstract description 62
- 239000003822 epoxy resin Substances 0.000 claims abstract description 21
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 21
- 229920002873 Polyethylenimine Polymers 0.000 claims abstract description 19
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 46
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 42
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 36
- 238000003756 stirring Methods 0.000 claims description 34
- 238000005406 washing Methods 0.000 claims description 33
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims description 26
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 238000001035 drying Methods 0.000 claims description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- 238000002390 rotary evaporation Methods 0.000 claims description 20
- 238000000967 suction filtration Methods 0.000 claims description 19
- 239000007853 buffer solution Substances 0.000 claims description 16
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 14
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 239000011259 mixed solution Substances 0.000 claims description 14
- 229960001124 trientine Drugs 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 13
- MZFGYVZYLMNXGL-UHFFFAOYSA-N undec-10-enoyl chloride Chemical compound ClC(=O)CCCCCCCCC=C MZFGYVZYLMNXGL-UHFFFAOYSA-N 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 230000035484 reaction time Effects 0.000 claims description 4
- QKNYBSVHEMOAJP-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)propane-1,3-diol;hydron;chloride Chemical compound Cl.OCC(N)(CO)CO QKNYBSVHEMOAJP-UHFFFAOYSA-N 0.000 claims description 2
- 238000010025 steaming Methods 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000000463 material Substances 0.000 abstract description 6
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 2
- 230000009471 action Effects 0.000 abstract description 2
- 125000001931 aliphatic group Chemical group 0.000 abstract description 2
- 125000003118 aryl group Chemical group 0.000 abstract description 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 2
- 230000015556 catabolic process Effects 0.000 abstract description 2
- 238000006731 degradation reaction Methods 0.000 abstract description 2
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 125000000524 functional group Chemical group 0.000 abstract description 2
- 230000000704 physical effect Effects 0.000 abstract description 2
- 238000011084 recovery Methods 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 238000012360 testing method Methods 0.000 description 40
- 238000005452 bending Methods 0.000 description 14
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 238000004140 cleaning Methods 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 239000012153 distilled water Substances 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 238000002791 soaking Methods 0.000 description 10
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 9
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 238000012544 monitoring process Methods 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 7
- 229910001018 Cast iron Inorganic materials 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- ZHKKNUKCXPWZOP-UHFFFAOYSA-N 1-chloroundecane Chemical compound CCCCCCCCCCCCl ZHKKNUKCXPWZOP-UHFFFAOYSA-N 0.000 description 1
- 239000004699 Ultra-high molecular weight polyethylene Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 description 1
Abstract
The invention relates to the field of polyethylene, and discloses a high-strength polyethylene well lid and a preparation method thereof; according to the invention, a large number of active functional groups and aromatic structures are formed by modifying protocatechuic acid and polyethyleneimine copolymer, so that the chemical action and physical action of interface combination between polyethylene fibers and epoxy resin are greatly enhanced; the damage mode of the polyethylene material is converted into cohesive damage, so that the mechanical property of the material is enhanced; the modified protocatechuic acid and the polyethyleneimine are co-deposited, and the undecenyl group of the aliphatic long carbon chain is introduced into the protocatechuic acid, so that the flexibility and the impact resistance of the polyethylene fiber are greatly improved; meanwhile, protocatechuic acid and undecenyl in the molecular structure are all renewable carbon atoms, so that the degradation rate of the waste well lid is greatly improved, and the environmental protection and recovery are facilitated.
Description
Technical Field
The invention relates to the field of polyethylene, in particular to a high-strength polyethylene well lid and a preparation method thereof.
Background
At present, a plurality of urban polyethylene well covers are selected to replace the traditional cast iron well covers at home and abroad; the polyethylene well lid has the advantages of light weight, high strength, simple molding process, reduced vehicle grinding noise, excellent chemical corrosion resistance, acid and alkali corrosion resistance and the like, and the comprehensive performance and economic and social values of the polyethylene well lid are far superior to those of the cast iron well lid; however, the polyethylene well lid has the problem of weaker strength and bearing capacity for people at present;
therefore, the high-strength polyethylene well lid has important significance.
Disclosure of Invention
The invention aims to provide a high-strength polyethylene well lid and a preparation method thereof, which are used for solving the problems in the background technology.
In order to solve the technical problems, the invention provides the following technical scheme:
a preparation method of a high-strength polyethylene well lid comprises the following steps:
s1: adding protocatechuic acid into a mixed solution of N, N-dimethylformamide and ethyl acetate, adding tetrabutylammonium bromide and 4-dimethylaminopyridine, introducing nitrogen, adding undecylenic acid chloride solution in a stirring state, reacting at constant temperature, filtering, washing, and steaming to obtain grafted protocatechuic acid;
s2: dissolving grafted protocatechuic acid in acetone, adding 3-mercaptopropionic acid and 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, and performing rotary evaporation to obtain modified protocatechuic acid;
s3: pretreating polyethylene fibers for later use; adding modified protocatechuic acid and polyethyleneimine into a buffer solution, adding pretreated polyethylene fibers, stirring for reaction, washing and drying to obtain modified polyethylene fibers;
s4: uniformly mixing modified polyethylene fibers, epoxy resin and triethylene tetramine, and then adding acetone; and adding the mixture into a mold, and curing to obtain the high-strength polyethylene well lid.
Further, the protocatechuic acid: the mass ratio of undecylenoyl chloride is 1: (3-5); n, N-dimethylformamide: the mass ratio of the ethyl acetate is 1:2; protocatechuic acid: tetrabutylammonium bromide: the mass ratio of the 4-dimethylaminopyridine is 1: (1.5-3): (0.5-0.1).
Further, the grafted protocatechuic acid: the mass ratio of the 3-mercaptopropionic acid is (2-3): 1.
further, the modified protocatechuic acid: the mass ratio of the polyethyleneimine is 1:1, a step of; the buffer solution is Tris-HCl buffer solution with pH of 8.5.
Further, in the step S1, the reaction temperature is 20-25 ℃ and the reaction time is 24-28h.
Further, in the step S2, the reaction temperature is 20-25 ℃ and the reaction time is 6-8h.
Further, the drying temperature is 60-65 ℃ and the drying time is 12-14h.
Further, the modified polyethylene fiber: epoxy resin: the mass ratio of triethylene tetramine is (6-7): (2-3): 1.
further, the curing step is that the temperature is 65-70 ℃ for 2 hours, 80-85 ℃ for 4 hours and 120-125 ℃ for 6 hours.
Compared with the prior art, the invention has the following beneficial effects: according to the invention, a large number of active functional groups and aromatic structures are formed by modifying protocatechuic acid and polyethyleneimine copolymer, and the increase of the active sites greatly enhances the chemical action of interface bonding between polyethylene fibers and epoxy resin; the large amount of deposition also makes the surface of the fiber coarser, and enhances the physical effect between the polyethylene fiber and the epoxy resin; the damage mode of the polyethylene material is converted into cohesive damage, so that the mechanical property of the material is enhanced;
according to the invention, the protocatechuic acid is modified by undecyl chloride, then the modified protocatechuic acid is prepared by clicking with 3-mercaptopropionic acid by mercapto alkene, the modified protocatechuic acid and polyethyleneimine are co-deposited on the surface of polyethylene fiber, and the undecenyl of an aliphatic long carbon chain is introduced into the protocatechuic acid to react as a flexible group to enter a crosslinked network, so that the flexibility and impact resistance of the polyethylene fiber are greatly improved, the modified protocatechuic acid is tightly combined with epoxy resin, and the toughness of the material is enhanced while the hardness of the material is not reduced; meanwhile, protocatechuic acid and undecenyl in the molecular structure are all renewable carbon atoms, so that the degradation rate of the waste well lid is greatly improved, and the environmental protection and recovery are facilitated.
Detailed Description
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
The following is an example of an implementation of the method,
protocatechuic acid was supplied by Huang Shanke macrobiosciences, inc; the polyethylene fiber is UHMWPE fiber provided by China Lianyuangang Shente New Material Co., ltd; the photoinitiator is 2-hydroxy-2-methyl propiophenone; the epoxy resin is E44, which is provided by the Dongchemical factory in Tianjin, china.
Example 1
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, saturated sodium bicarbonate aqueous solution is used for washing for 3 times, standing is carried out for 3 hours in anhydrous magnesium sulfate, suction filtration is carried out, and rotary evaporation is carried out, thus obtaining grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 60g of modified polyethylene fiber and 20g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Example 2
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, saturated sodium bicarbonate aqueous solution is used for washing for 3 times, standing is carried out for 3 hours in anhydrous magnesium sulfate, suction filtration is carried out, and rotary evaporation is carried out, thus obtaining grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 60g of modified polyethylene fiber and 30g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Example 3
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, saturated sodium bicarbonate aqueous solution is used for washing for 3 times, standing is carried out for 3 hours in anhydrous magnesium sulfate, suction filtration is carried out, and rotary evaporation is carried out, thus obtaining grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 70g of modified polyethylene fiber and 20g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Example 4
S1: adding 15g of protocatechuic acid into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, adding 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine, introducing nitrogen, adding 35g of undecylenic chloride solution under stirring, reacting for 28h at the constant temperature of 25 ℃, carrying out suction filtration, washing for 3 times with saturated sodium bicarbonate aqueous solution, standing for 3h in anhydrous magnesium sulfate, carrying out suction filtration, and carrying out rotary evaporation to obtain grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 70g of modified polyethylene fiber and 30g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Example 5
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, saturated sodium bicarbonate aqueous solution is used for washing for 3 times, standing is carried out for 3 hours in anhydrous magnesium sulfate, suction filtration is carried out, and rotary evaporation is carried out, thus obtaining grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 60g of modified polyethylene fiber and 30g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Comparative example 1
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, saturated sodium bicarbonate aqueous solution is used for washing for 3 times, standing is carried out for 3 hours in anhydrous magnesium sulfate, suction filtration is carried out, and rotary evaporation is carried out, thus obtaining grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 80g of modified polyethylene fiber and 20g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Comparative example 2
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, saturated sodium bicarbonate aqueous solution is used for washing for 3 times, standing is carried out for 3 hours in anhydrous magnesium sulfate, suction filtration is carried out, and rotary evaporation is carried out, thus obtaining grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 60g of modified polyethylene fiber and 40g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Comparative example 3
S1: soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s3: uniformly mixing 10g of triethylene tetramine, 60g of modified polyethylene fiber and 20g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Comparative example 4
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of ethyl acetate, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, saturated sodium bicarbonate aqueous solution is used for washing for 3 times, standing is carried out for 3 hours in anhydrous magnesium sulfate, suction filtration is carried out, and rotary evaporation is carried out, thus obtaining grafted protocatechuic acid; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 60g of modified polyethylene fiber and 20g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Comparative example 5
S1: 10g of protocatechuic acid is added into a mixed solution of 100g of N, N-dimethylformamide and 200g of dichloromethane, 15g of tetrabutylammonium bromide and 5g of 4-dimethylaminopyridine are added, nitrogen is introduced, 35g of undecylenic chloride solution is added under stirring, the temperature is kept at 25 ℃ for reaction for 28 hours, suction filtration is carried out, the protocatechuic acid is washed with saturated sodium bicarbonate aqueous solution for 3 times, and the protocatechuic acid is obtained after standing for 3 hours in anhydrous magnesium sulfate, suction filtration and rotary evaporation; dissolving 20g of grafted protocatechuic acid in 100g of acetone, adding 10g of 3-mercaptopropionic acid and 0.3g of 2-hydroxy-2-methyl propiophenone, reacting under ultraviolet irradiation in a stirring state, monitoring with infrared until double bonds disappear, and performing rotary evaporation to obtain modified protocatechuic acid; soaking polyethylene fibers in absolute ethyl alcohol, and ultrasonically cleaning for 40min; washing with distilled water for 3 times, and drying in oven at 60deg.C; adding 10g of modified protocatechuic acid and 10g of polyethyleneimine into 1L of buffer solution, adding 2g of pretreated polyethylene fiber, stirring at 25 ℃ for reaction for 6 hours, washing, and drying at 60 ℃ for 12 hours to obtain modified polyethylene fiber;
s2: uniformly mixing 10g of triethylene tetramine, 60g of modified polyethylene fiber and 20g of epoxy resin, and adding 50g of acetone; and adding the mixture into a mold, curing at 70 ℃ for 2 hours, curing at 85 ℃ for 4 hours, and curing at 120 ℃ for 6 hours to obtain the high-strength polyethylene manhole cover.
And (3) testing: manufacturing a test block with the size of 40 multiplied by 160mm, and testing the bending mechanical property according to GBJ 50081-2002;
test blocks with the size of 4 multiplied by 10 multiplied by 80mm are manufactured, and the impact performance is tested according to GB/T1043;
see table below.
Conclusion: when polyethylene: modified polyethylene fiber: the mass ratio of the epoxy resin is 1:7:3, the prepared well lid has the best bending strength and impact performance; in comparative example 1, the modified polyethylene fiber was excessively added, resulting in a decrease in the bending strength and impact strength of the prepared manhole cover; in comparative example 2, the epoxy resin was excessively added, resulting in a decrease in the bending strength and impact strength of the prepared manhole cover; in comparative example 3, polyethylene fibers are modified by protocatechuic acid and polyethyleneimine, and a flexible group is absent, so that the bending strength and impact strength of the prepared well lid are reduced; in comparative example 4, too much protocatechuic acid was added, resulting in a decrease in the undecenyl grafting rate, resulting in a decrease in the flexural strength and impact strength of the well lid prepared; in comparative example 5, the solvent was a mixed solution of N, N-dimethylformamide and methylene dichloride, and the methylene dichloride was easily emulsified in the water washing process after the completion of the reaction to cause low grafting ratio, resulting in a decrease in the flexural strength and impact strength of the well lid prepared.
Finally, it should be noted that: the foregoing description is only a preferred embodiment of the present invention, and the present invention is not limited thereto, but it is to be understood that modifications and equivalents of some of the technical features described in the foregoing embodiments may be made by those skilled in the art, although the present invention has been described in detail with reference to the foregoing embodiments. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (7)
1. A preparation method of a high-strength polyethylene well lid is characterized by comprising the following steps: the method comprises the following steps:
s1: adding protocatechuic acid into the mixed solution, adding a catalyst, introducing nitrogen, adding undecylenoyl chloride in a stirring state for reaction, carrying out suction filtration, washing and rotary steaming to obtain grafted protocatechuic acid;
s2: dissolving grafted protocatechuic acid in acetone, adding 3-mercaptopropionic acid and a photoinitiator, reacting with ultraviolet light under stirring, and performing rotary evaporation to obtain modified protocatechuic acid;
s3: pretreating polyethylene fibers for later use; adding modified protocatechuic acid and polyethyleneimine into a buffer solution, adding pretreated polyethylene fibers, stirring for reaction, washing and drying to obtain modified polyethylene fibers;
s4: uniformly mixing modified polyethylene fibers, epoxy resin and triethylene tetramine, and then adding acetone; adding the mixture into a mold, and curing to obtain a high-strength polyethylene well lid;
in step S3, the modified polyethylene fiber: epoxy resin: the mass ratio of triethylene tetramine is (6-7): (2-3): 1, a step of; the curing step comprises the steps of curing for 2 hours at 65-70 ℃, curing for 4 hours at 80-85 ℃ and curing for 6 hours at 120-125 ℃.
2. The method for preparing the high-strength polyethylene well lid according to claim 1, wherein the method comprises the following steps: in step S1, the mixed solution is a mixed solution of N, N-dimethylformamide and ethyl acetate, where N, N-dimethylformamide: the mass ratio of the ethyl acetate is 1:2.
3. the method for preparing the high-strength polyethylene well lid according to claim 1, wherein the method comprises the following steps: in the step S1, the catalyst is a mixture of tetrabutylammonium bromide and 4-dimethylaminopyridine, wherein the protocatechuic acid: tetrabutylammonium bromide: the mass ratio of the 4-dimethylaminopyridine is 1: (1.5-3): (0.5-0.1).
4. The method for preparing the high-strength polyethylene well lid according to claim 1, wherein the method comprises the following steps: in step S1, protocatechuic acid: the mass ratio of undecylenoyl chloride is 1: (3-5); the reaction temperature is 20-25 ℃, and the reaction time is 24-28h.
5. The method for preparing the high-strength polyethylene well lid according to claim 1, wherein the method comprises the following steps: in step S2, protocatechuic acid is grafted: the mass ratio of the 3-mercaptopropionic acid is (2-3): 1.
6. the method for preparing the high-strength polyethylene well lid according to claim 1, wherein the method comprises the following steps: in step S3, protocatechuic acid is modified: the mass ratio of the polyethyleneimine is 1:1, a step of; the buffer solution is Tris-HCl buffer solution with pH of 8.5; the reaction temperature is 20-25 ℃ and the reaction time is 6-8h; the drying temperature is 60-65deg.C, and the drying time is 12-14h.
7. A high-strength polyethylene well lid prepared by the method for preparing a high-strength polyethylene well lid according to any one of claims 1 to 6.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004043022A (en) * | 2002-02-15 | 2004-02-12 | Kuraray Co Ltd | Co-injection stretch blow-molded container |
| CN104098823A (en) * | 2014-06-18 | 2014-10-15 | 安徽省振云塑胶有限公司 | Mould-prevention polyethylene water supply tubular product and preparation method thereof |
| CN106498547A (en) * | 2016-10-13 | 2017-03-15 | 常州创索新材料科技有限公司 | A kind of preparation method of fabric complex fiber material |
| CN111362788A (en) * | 2020-04-29 | 2020-07-03 | 杭州飞弈体育文化发展有限公司 | Method for industrially producing protocatechuic acid |
| WO2022182196A1 (en) * | 2021-02-26 | 2022-09-01 | 고려대학교 산학협력단 | Chemical and biological integrated degradation process for polyethylene terephthalate (pet), for recycling pet |
Family Cites Families (1)
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| US9498413B2 (en) * | 2013-05-01 | 2016-11-22 | Lanny Leo Johnson | Antimicrobials and methods of use thereof for wound healing |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004043022A (en) * | 2002-02-15 | 2004-02-12 | Kuraray Co Ltd | Co-injection stretch blow-molded container |
| CN104098823A (en) * | 2014-06-18 | 2014-10-15 | 安徽省振云塑胶有限公司 | Mould-prevention polyethylene water supply tubular product and preparation method thereof |
| CN106498547A (en) * | 2016-10-13 | 2017-03-15 | 常州创索新材料科技有限公司 | A kind of preparation method of fabric complex fiber material |
| CN111362788A (en) * | 2020-04-29 | 2020-07-03 | 杭州飞弈体育文化发展有限公司 | Method for industrially producing protocatechuic acid |
| WO2022182196A1 (en) * | 2021-02-26 | 2022-09-01 | 고려대학교 산학협력단 | Chemical and biological integrated degradation process for polyethylene terephthalate (pet), for recycling pet |
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