CN102964778B - Preparation method of ionic liquid-epoxy resin composite material - Google Patents
Preparation method of ionic liquid-epoxy resin composite material Download PDFInfo
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- CN102964778B CN102964778B CN201210518662.9A CN201210518662A CN102964778B CN 102964778 B CN102964778 B CN 102964778B CN 201210518662 A CN201210518662 A CN 201210518662A CN 102964778 B CN102964778 B CN 102964778B
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- 239000002131 composite material Substances 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 title claims abstract description 8
- 239000003822 epoxy resin Substances 0.000 claims abstract description 56
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 56
- 239000002608 ionic liquid Substances 0.000 claims abstract description 23
- 229910052625 palygorskite Inorganic materials 0.000 claims abstract description 21
- 239000011159 matrix material Substances 0.000 claims abstract description 15
- 239000000654 additive Substances 0.000 claims abstract description 5
- 230000002195 synergetic effect Effects 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims description 19
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- CAWGQUPKYLTTNX-UHFFFAOYSA-N 3,4,5,6-tetrahydro-2,7-benzodioxecine-1,8-dione Chemical group O=C1OCCCCOC(=O)C2=CC=CC=C12 CAWGQUPKYLTTNX-UHFFFAOYSA-N 0.000 claims description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 7
- -1 1-octyl Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000005516 engineering process Methods 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- AYMDKQQFUZHWGX-UHFFFAOYSA-N 1-ethyl-3-methyl-1,2-dihydroimidazol-1-ium;thiocyanate Chemical compound [S-]C#N.CC[NH+]1CN(C)C=C1 AYMDKQQFUZHWGX-UHFFFAOYSA-N 0.000 claims description 3
- SFPTVQNKTCPLAX-UHFFFAOYSA-N 3-ethyl-1-methyl-1,2-dihydroimidazol-1-ium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.CC[NH+]1CN(C)C=C1 SFPTVQNKTCPLAX-UHFFFAOYSA-N 0.000 claims description 3
- JMNFVQWMBCLWAS-UHFFFAOYSA-N C(F)(F)F.C(C)N1CN(C=C1)C Chemical compound C(F)(F)F.C(C)N1CN(C=C1)C JMNFVQWMBCLWAS-UHFFFAOYSA-N 0.000 claims description 3
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- 239000012895 dilution Substances 0.000 claims description 2
- 238000010790 dilution Methods 0.000 claims description 2
- 235000013399 edible fruits Nutrition 0.000 claims description 2
- 239000011259 mixed solution Substances 0.000 claims description 2
- 238000003860 storage Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 11
- 230000001976 improved effect Effects 0.000 abstract description 5
- 238000005452 bending Methods 0.000 abstract description 2
- 238000012545 processing Methods 0.000 abstract description 2
- 238000013329 compounding Methods 0.000 abstract 2
- 230000000996 additive effect Effects 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 238000005299 abrasion Methods 0.000 description 11
- 230000035939 shock Effects 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 238000003754 machining Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
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- 230000007812 deficiency Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012777 electrically insulating material Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910001412 inorganic anion Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 150000002892 organic cations Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 238000004537 pulping Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
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- 150000003839 salts Chemical class 0.000 description 1
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- 238000005303 weighing Methods 0.000 description 1
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Landscapes
- Epoxy Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention provides a preparation method of an ionic liquid epoxy resin composite material, which is obtained by compounding epoxy resin serving as a matrix and palygorskite clay and ionic liquid serving as a synergistic additive. The palygorskite can effectively improve the mechanical property, the processing property and the wear resistance of the material due to the special structure; the ionic liquid is added, so that the wear resistance of the epoxy resin is better improved, the impact resistance is better improved, the bending strength of the epoxy resin is less influenced, and the ionic liquid-epoxy resin composite material formed by compounding has good comprehensive performance, so that the application of the epoxy resin is expanded.
Description
Technical field
The invention belongs to technical field of composite materials, relate to a kind of preparation method of epoxy resin composite material, particularly relate to a kind of preparation method of ionic liquid-epoxy resin composite material.
Background technology
Epoxy resin refers to the resin containing two or more epoxy group(ing) in a molecule, it is the thermoplastic polymer performed polymer being carried out polycondensation generation by the compound and multi-hydroxy compound with epoxy group(ing), it is a kind of active intermediate for the production of general thermosetting high polymers, due to various metal with major part is nonmetal has good bonding strength therefore have the laudatory title of " multi-purpose adhesive ", be widely used in the fields such as coating, matrix material high-performance adhesive, electrically insulating material, civil construction.But because cross-linking density is high after its solidification, cause that internal stress is large, matter is crisp, and poor heat resistance, the high deficiency of frictional coefficient and limit the further application of epoxy resin.
Along with the high speed development of modernization industry, more and more higher requirement is proposed to the performance of material.The high performance that low cost realizes material is the advanced subject of material scientific research and application, and the high performance realizing epoxy resin generally has two approach, and one is development of new epoxy resin; Two is adopt copolymerization/blending method to carry out modification to existing epoxy resin.The former is longer for research cycle, needs the human and material resources of at substantial, and thus copolymerization/the blending and modifying of epoxy resin is the important means realizing this resin high performance always.By selecting different solidifying agent, filler and other auxiliary agent, make epoxy resin obtain the specific performance of various needs, thus greatly open up the range of application of epoxy resin.
The molecular characterization of macromolecular material uniqueness, makes it in tribological property, have certain advantage.The particle diameter of nanoparticle is within lnm ~ 100nm, little for size of particles, and surperficial non-matching atom is many, with polymkeric substance generation physics or chemically combined possibility large.By the dispersion of precise controlling nano material in superpolymer and compound, reinforcement can be played in the microcell that resin is more weak, fill, strengthen interface interaction power, reduce the effect of free volume, in a sizable scope, only just effectively can improve the over-all properties of matrix material with a small amount of inorganic particulate, not only play enhancing, toughness reinforcing effect, also can not reduce other performance of material.Palygorskite is a kind of natural monodimension nanometer material mineral, there is the performance such as special fibrous crystalline structure and excellent adsorptivity, rheological, catalytic, fillibility and ion-exchange, thermally-stabilised, anti-salt, gel, pulping and high-temperature phase-change, make its application prospect boundless.
Chinese patent CN102504672A discloses a kind of epoxy resin-based wear-resistant anticorrosive material, take epoxy resin as matrix, with nanometer palygorskite-aluminum oxide for filler, ultrasonic disperse and mechanical blending technology is adopted to be prepared from, there is excellent wear-and corrosion-resistant performance, and there is good sticking power, therefore, can be used as compound coating and be applied in component of machine material surface, to improve the wear-and corrosion-resistant performance of component of machine, thus extend the work-ing life of metallic element, but owing to using aluminum oxide to be synergist, its complicated process of preparation, although improve the wear resistance of epoxy resin-matrix, but to the resistance to impact shock of epoxy resin-matrix and flexural strength improved effect bad.
Summary of the invention
The object of the invention is for problems of the prior art, a kind of preparation method with the ionic liquid-epoxy resin composite material of good abrasion resistance and resistance to impact shock is provided.
The preparation method of ionic liquid epoxy resin composite material of the present invention, is take epoxy resin as matrix, obtains using palygorskite, ionic liquid as synergistic additives compound.Its concrete preparation technology is as follows:
Epoxy resin is heats liquefied, after thinner dilution, add toughner, after stirring, add palygorskite, ionic liquid, be uniformly mixed, Fruit storage, add solidifying agent, stir, again vacuumize process, reverse mould, in 50 ~ 70 DEG C of baking ovens, solidify 12 ~ 24h both obtained.
Described ionic liquid is described ionic liquid is 1-octyl group-3 methyl imidazolium tetrafluoroborate, 1-ethyl-3 methyl imidazolium tetrafluoroborate, 1-ethyl-3-methylimidazole thiocyanate-, 1-ethyl-3-methylimidazole trifluoroacetate or 1-ethyl-3-methylimidazole fluoroform sulphonate.The consumption of ionic liquid is 1 ~ 9% of epoxy resin quality.
The granularity of described palygorskite is 20nm ~ 100nm.The consumption of palygorskite is 1 ~ 9% of epoxy resin quality.
Described thinner is the mixed solution formed with the volume ratio of 1:2 ~ 1:4 by dimethylbenzene and propyl carbinol.
Described toughner is butylene phthalate, and its add-on is 0.2 ~ 0.8% of epoxy resin quality.The present invention take epoxy resin as matrix, to utilize palygorskite and ionic liquid as synergistic additives: polygorskite effectively can improve the mechanical property of material, processing characteristics and wear resisting property due to its special structure; Ionic liquid is also called room temperature molten salt, is the organic liquid be made up of organic cation and the inorganic anion of nitrogenous, phosphorus completely under room temperature and adjacent temperature, its almost do not have vapour pressure, non-volatile, colourless odorless, there is good chemical stability.Adding of ionic liquid not only has good improvement to the wear resisting property of epoxy resin, and have good improved effect to resistance to impact shock, simultaneously less on the flexural strength impact of epoxy resin, thus as the ionic liquid-epoxy resin composite material that synergistic additives is composited, there is good over-all properties using palygorskite and ionic liquid, thus expanded the application of epoxy resin.
Below by specific experiment, the wear resisting property of epoxy resin/palygorskite/carbon-fibre composite of the present invention and machining property are measured.
1, rub examine coefficient test: on UMT-3MT frictional testing machines, carry out friction-wear test, loading force is 50N, and frequency is 3.3HZ, stroke 3mm, antithesis Φ 10mm, test duration 10min, and directly obtaining rubs examines coefficient.
Test result: along with the increase of polygorskite content, the average friction coefficient of matrix material reduces; Along with the increase of ionic liquid content, the average friction coefficient of matrix material increases.When the add-on of palygorskite is 1 ~ 9%, when the add-on of ionic liquid is 1 ~ 9%, the average friction coefficient of matrix material is 0.09049 ~ 0.21356, and its frictional behaviour comparatively pure epoxy resin is all significantly improved (average friction coefficient of pure epoxy resin is 0.22802).
1.2 abrasion loss tests: claim its quality with analytical precision balances respectively to preparing sample before and after rub(bing)test, each weighing 5 times, gets its mean value, compares average abrasion amount.
Test result: the average abrasion amount of epoxy resin composite material is 0.00015g ~ 0.01012g.The abrasion loss of epoxy resin composite material comparatively pure epoxy resin has had obvious reduction (abrasion loss of pure epoxy resin has been 0.00126g.）
2. machining property
2.1 shock resistances: the batten according to GB " GB/T 2571-1995 " being prepared by matrix material 80mm × 10mm × 4mm, carry out shock resistance test.
Test result: average impact resistance can be 49.7 ~ 149.6J/m, relative pure epoxy resin, the resistance to impact shock that improve 0.93 ~ 203.98%(pure epoxy resin is 49.2J/m).
2.2 flexural strengths: the batten according to GB " GB/T 2571-1995 " being prepared by matrix material 80mm × 10mm × 6mm, carry out bending resistance test, flexural strength is 44.6 ~ 68.8Mpa, relative pure epoxy resin, impact little (pure epoxy resin flexural strength is 63.8Mpa).
Comprehensive above-mentioned all kinds of performance, the addition that the present invention chooses palygorskite is 1% ~ 9%, and when the addition of ionic liquid is 1% ~ 9%, the antiwear epoxy resin matrix material obtained has good machining property and wear resistance.
Embodiment
Be described below by the preparation and property of specific embodiment to ionic liquid epoxy resin composite material of the present invention.
Embodiment 1
Taking 5g epoxy resin is positioned in the round-bottomed flask of 50mL, is placed in 50 DEG C of oil baths and liquefies.Add thinner (dimethylbenzene 0.15mL, propyl carbinol 0.60mL), stir 10min; Then add butylene phthalate 0.027mL, stir 10min; Add 0.05g 1-octyl group-3 methyl imidazolium tetrafluoroborate, 0.45g palygorskite (20nm ~ 100nm), stir 40min; Vacuumize 10min; Add T-31 solidifying agent 1.25g, vacuumize 2min, pour mould into, in 60 DEG C of baking ovens, solidify 24h, both obtain epoxy resin composite material.
Wear resisting property is tested: average friction coefficient is 0.09049, and average abrasion amount is 0.00015g, and shock resistance intensity is 49.7J/m; Flexural strength is 44.6Mpa
Embodiment 2
Taking 5g epoxy resin is positioned in the round-bottomed flask of 50mL, is placed in 50 DEG C of oil baths and liquefies.Add thinner (dimethylbenzene 0.25mL, propyl carbinol 0.50mL), stir 10min; Then add butylene phthalate 0.042 mL, stir 10min; Add 0.1g 1-ethyl-3 methyl imidazolium tetrafluoroborate, 0.4g palygorskite (20nm ~ 100nm), stir 40min; Vacuumize 10min; Add T-31 solidifying agent 1.25g, vacuumize 2min, pour mould into, in 60 DEG C of baking ovens, solidify 24h, both obtain epoxy resin composite material.
Wear resisting property is tested: average friction coefficient is 0.21356, and average abrasion amount is 0.01012g, and shock resistance intensity is 149.6J/m; Flexural strength is 68.8Mpa.
Embodiment 3
Taking 5g epoxy resin is positioned in the round-bottomed flask of 50mL, is placed in 50 DEG C of oil baths and liquefies.Add thinner (dimethylbenzene 0.17mL, propyl carbinol 0.58mL), stir 10min; Then add butylene phthalate 0.036 mL, stir 10min; 0.35g palygorskite (20nm ~ 100nm), 0.15g 1-ethyl-3-methylimidazole thiocyanate-, stirs 40min; Vacuumize 10min; Add T-31 solidifying agent 1.25g, vacuumize 2min, pour mould into, in 60 DEG C of baking ovens, solidify 24h, both obtain epoxy resin composite material.
Wear resisting property is tested: average friction coefficient is 0.1484, and average abrasion amount is 0.01002g, and shock resistance intensity is 59.66J/m; Flexural strength is 56.1Mpa.
Embodiment 4 takes 5g epoxy resin and is positioned in the round-bottomed flask of 50mL, is placed in 50 DEG C of oil baths and liquefies.Add thinner (dimethylbenzene 0.20mL, propyl carbinol 0.55mL), stir 10min; Then add butylene phthalate 0.012mL, stir 10min; Add 0.3g 1-ethyl-3-methylimidazole fluoroform sulphonate, 0.3g palygorskite (20 ~ 100nm), stir 40min; Vacuumize 10min; Add T-31 solidifying agent 1.25g, vacuumize 2min, pour mould into, in 60 DEG C of baking ovens, solidify 24h, both obtain epoxy resin composite material.
Wear resisting property is tested: average friction coefficient is 0.186, and average abrasion amount is 0.0007, and shock resistance intensity is 58.1J/m; Flexural strength is 64.1Mpa.
Embodiment 5
Taking 5g epoxy resin is positioned in the round-bottomed flask of 50mL, is placed in 50 DEG C of oil baths and liquefies.Add thinner (dimethylbenzene 0.22mL, propyl carbinol 0.53mL), stir 10min; Then add butylene phthalate 0.048mL, stir 10min; Add 0.05g 1-ethyl-3-methylimidazole trifluoroacetate, 0.45g palygorskite (20 ~ 100nm), stir 40min; Vacuumize 10min; Add T-31 solidifying agent 1.25g, vacuumize 2min, pour mould into, in 60 DEG C of baking ovens, solidify 24h, both obtain epoxy resin composite material.
Wear resisting property is tested: average friction coefficient is 0.1326, and average abrasion amount is 0.00026g, and shock resistance intensity is 54.1856J/m, and flexural strength is 51.57Mpa.
Claims (4)
1. the preparation method of ionic liquid-epoxy resin composite material, is take epoxy resin as matrix, obtains using palygorskite, ionic liquid as synergistic additives compound; Concrete technology is: epoxy resin is heats liquefied, after thinner dilution, add toughner, after stirring, add palygorskite, ionic liquid, be uniformly mixed, Fruit storage, add solidifying agent, stir, again vacuumize process, reverse mould, in 50 ~ 70 DEG C of baking ovens, solidify 12 ~ 24h both obtained; Described ionic liquid is 1-octyl group-3 methyl imidazolium tetrafluoroborate, 1-ethyl-3 methyl imidazolium tetrafluoroborate, 1-ethyl-3-methylimidazole thiocyanate-, 1-ethyl-3-methylimidazole trifluoroacetate or 1-ethyl-3-methylimidazole fluoroform sulphonate; The consumption of ionic liquid is 1 ~ 9% of epoxy resin quality; The consumption of described palygorskite is 1 ~ 9% of epoxy resin quality.
2. the preparation method of ionic liquid-epoxy resin composite material as claimed in claim 1, is characterized in that: the granularity of described palygorskite is 20nm ~ 100nm.
3. the preparation method of ionic liquid epoxy resin composite material as claimed in claim 1, is characterized in that: described thinner is the mixed solution formed with the volume ratio of 1:2 ~ 1:4 by dimethylbenzene and propyl carbinol.
4. the preparation method of ionic liquid epoxy resin composite material as claimed in claim 1, it is characterized in that: described toughner is butylene phthalate, its add-on is 0.2 ~ 0.8% of epoxy resin quality.
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| WO2020059434A1 (en) * | 2018-09-21 | 2020-03-26 | サンアプロ株式会社 | Epoxy resin composition |
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| 聚醚型、咪唑型离子液体的合成及对聚合物的改性研究;刘晖;《万方数据资源***学位论文类数据库》;20110824;第3-4,18,25-26页 * |
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Address after: 030006 Shanxi Taiyuan comprehensive reform demonstration zone Taiyuan school building Industrial Park Road 38 A block 6 floor 613 room. Patentee after: Shanxi Lucheng New Material Technology Co.,Ltd. Address before: 030006 Shanxi Taiyuan comprehensive reform demonstration zone Taiyuan school building Industrial Park Road 38 A block 6 floor 613 room. Patentee before: TAIYUAN RUIDEMAITE TECHNOLOGY CO.,LTD. |
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| TR01 | Transfer of patent right |
Effective date of registration: 20220523 Address after: The New Zealand Jiancaoping District, 030008 Taiyuan Road, Shanxi, No. 71 Patentee after: TAIYUAN LUBANG TECHNOLOGY Co.,Ltd. Address before: 030006 Shanxi Taiyuan comprehensive reform demonstration zone Taiyuan school building Industrial Park Road 38 A block 6 floor 613 room. Patentee before: Shanxi Lucheng New Material Technology Co.,Ltd. |
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| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20150805 |