CN113668234B - Synthesis method and application of carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber - Google Patents
Synthesis method and application of carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber Download PDFInfo
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/001—Macromolecular compounds containing organic and inorganic sequences, e.g. organic polymers grafted onto silica
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/73—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with carbon or compounds thereof
- D06M11/74—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with carbon or compounds thereof with carbon or graphite; with carbides; with graphitic acids or their salts
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- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/34—Polyamides
- D06M2101/36—Aromatic polyamides
Abstract
The invention relates to a puncture-proof material, and discloses a carbon nano tube grafted polyurethane modified aramid fiber puncture-proof fiber, wherein a dihydroxyethyl functional group on the surface of a carbon nano tube is used as a diol monomer polymerization site, so that polyurethane is subjected to in-situ polymerization on the surface of the carbon nano tube to obtain carbon nano tube grafted polyurethane, a three-dimensional chemical cross-linking network is formed between the carbon nano tube and the polyurethane, the interface acting force of the carbon nano tube and the polyurethane is enhanced, the dispersity of the carbon nano tube in the polyurethane is improved, the cross-linking degree and the mechanical strength of the polyurethane are obviously improved, a carbon nano tube grafted polyurethane solution is coated on an aramid fiber film through a dipping-rolling process, the carbon nano tube is grafted in a molecular chain of the polyurethane, the enhancement effect of nano particles can be effectively exerted, external stress and impact force are absorbed, and the aramid fiber shows higher puncture resistance and stronger puncture resistance.
Description
Technical Field
The invention relates to a puncture-proof material, in particular to a synthesis method and application of a carbon nanotube grafted polyurethane modified aramid fiber puncture-proof fiber.
Background
The anti-puncture fabric has wide application prospects in the aspects of work protective clothing, sport protection, safety protection and the like, and mainly comprises aramid fibers, polyethylene fibers and the like, wherein the aramid fibers have the advantages of strong molecular rigidity, high strength, large modulus and wide application in the aspect of fiber clothing; the anti-stab performance of the fabric can be improved by compounding high polymer resin, such as epoxy resin, polyurethane and the like, with the aramid fiber fabric, the polyurethane is a high polymer material with high elasticity and strong impact resistance, has good biocompatibility and low toxicity and no irritation, and can be used as fiber fabric to be made into various garment fabrics; the nano materials such as nano silicon dioxide, carbon nano tubes and the like can be prepared into the shear thickening liquid, and the puncture-proof capability of the fiber can be effectively enhanced, so that the carbon nano tubes can be combined with polyurethane to carry out surface modification on aramid fibers, and the aramid fabric with excellent puncture-proof performance can be obtained.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides the carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber and a synthesis method thereof, and the modified aramid fiber has excellent puncture-resistant performance.
In order to achieve the purpose, the invention provides the following technical scheme: a carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber is synthesized by the following steps:
placing aramid fiber in a carbon nano tube grafted polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 10-25 g/cm 2 And then drying the treated aramid fiber at 80-100 ℃ for 5-20 min, heating to 120-140 ℃, and thermally curing 2-4 h to obtain the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber.
Preferably, the synthesis method of the carbon nanotube grafted polyurethane solution is as follows:
(1) Ultrasonically dispersing an aminated carbon nano tube into N, N-dimethylformamide, adding dihydroxyethyl glycine and a cosolvent, dropwise adding a catalyst p-toluenesulfonic acid (TsOH), heating for reaction, centrifugally separating after the reaction, and washing the product by using deionized water and acetone in sequence to prepare the dihydroxyethylated carbon nano tube.
(2) The preparation method comprises the following steps of carrying out vacuum dehydration on polycarbonate diol, uniformly mixing the polycarbonate diol with isophorone diisocyanate, a dihydroxyethylated carbon nano tube and acetone, dropwise adding a catalyst dibutyltin dilaurate, heating to 60-75 ℃ in a nitrogen atmosphere, reacting for 4-7 h, reducing the temperature to 35-45 ℃ after the reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid, reacting for 1-2 h, and then adding triethylamine for neutralization to obtain a carbon nano tube grafted polyurethane solution.
Preferably, the mass ratio of the aminated carbon nanotube, the dihydroxyethyl glycine and the p-toluenesulfonic acid in the step (1) is 100-150-400.
Preferably, the cosolvent in the step (1) comprises any one of 1,4-dioxane, tetrahydrofuran and ethyl acetate, and the volume ratio of the cosolvent to the N, N-dimethylformamide is 40-80.
Preferably, the reaction temperature in the step (1) is 80-110 ℃, and the reaction time is 24-48 h.
Preferably, the mass ratio of the polycarbonate diol, the isophorone diisocyanate, the dihydroxyethylated carbon nanotubes, the dibutyltin dilaurate and the 2,2-dimethylolpropionic acid in the step (2) is (100).
Preferably, the carbon nanotube grafted polyurethane modified aramid fiber is applied to a puncture-proof fiber fabric.
The invention has the advantages that:
according to the carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber, the carboxyl of dihydroxyethyl glycine and the amino on the surface of an aminated carbon nanotube are subjected to amidation reaction by taking p-toluenesulfonic acid as a catalyst to obtain a dihydroxyethyl carbon nanotube, and abundant dihydroxyethyl functional groups and amide bonds are introduced to the surface of the carbon nanotube, so that the surface functional modification of the carbon nanotube is realized.
The carbon nano tube grafted polyurethane solution is coated on an aramid fiber film through a dipping-rolling process, the carbon nano tube is grafted in the molecular chain of the polyurethane, the carbon nano tube can effectively exert the reinforcing effect of nano particles, the external stress and the impact force are absorbed, and the aramid fiber shows larger puncture resistance and stronger puncture resistance.
Drawings
FIG. 1 is a reaction diagram of an aminated carbon nanotube and dihydroxyethyl glycine;
FIG. 2 is a structural diagram of a carbon nanotube-grafted polyurethane;
fig. 3 is a graph of maximum puncture force performance versus time.
Detailed Description
The invention is further illustrated by the following examples, which are intended to illustrate, but not to limit the invention further. The technical means used in the following examples are conventional means well known to those skilled in the art, and all the raw materials are general-purpose materials.
The invention provides a carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber, which comprises the following synthetic methods:
(1) Ultrasonically dispersing an aminated carbon nanotube into N, N-dimethylformamide, adding dihydroxyethyl glycine and a cosolvent, wherein the cosolvent comprises any one of 1,4-dioxane, tetrahydrofuran and ethyl acetate, the volume ratio of the cosolvent to the N, N-dimethylformamide is 40-80, dropwise adding a catalyst p-toluenesulfonic acid (TsOH), wherein the mass ratio of the aminated carbon nanotube, the dihydroxyethyl glycine to the p-toluenesulfonic acid is 100-150-400, heating to 80-110 ℃, reacting for 24-48 h, centrifugally separating after reaction, and washing products by using deionized water and acetone in sequence to prepare the dihydroxyethylated carbon nanotube.
(2) The preparation method comprises the following steps of (1) carrying out vacuum dehydration on polycarbonate diol, uniformly mixing the polycarbonate diol with isophorone diisocyanate, dihydroxyethylated carbon nanotubes and acetone, dropwise adding a catalyst dibutyltin dilaurate, heating to 60-75 ℃ in a nitrogen atmosphere, reacting for 4-7 h, reducing the temperature to 35-45 ℃ after the reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid, wherein the mass ratio of polycarbonate diol, isophorone diisocyanate, dihydroxyethylated carbon nanotubes, dibutyltin dilaurate to 3532-dimethylolpropionic acid is (100).
(3) Placing aramid fiber in a carbon nano tube grafted polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 10-25 g/cm 2 Then drying the treated aramid fiber at 80-100 ℃ for 5-20 min, then heating to 120-140 ℃, and thermally curing 24 h to obtain the carbon nano tube grafted polyurethane modified aramid fiber stab-resistant fiber which is applied to stab-resistant fiber fabrics.
Example 1
(1) Ultrasonically dispersing 0.5 g aminated carbon nanotubes into 20 mL N, N-dimethylformamide, adding 0.75 g dihydroxyethylglycine and 8 mL cosolvent 1,4-dioxane, dropwise adding 0.03 g catalyst p-toluenesulfonic acid, heating to 80 ℃, reacting 24 h, centrifugally separating after the reaction, and washing products by using deionized water and acetone in sequence to prepare the dihydroxyethylated carbon nanotubes.
(2) Vacuum dehydrating polycarbonate diol 2 g, uniformly mixing the dehydrated polycarbonate diol with 0.9 g isophorone diisocyanate, 0.01 g dihydroxyethylated carbon nano tube and acetone, dropwise adding 0.004 g catalyst dibutyltin dilaurate, heating to 60 ℃ in a nitrogen atmosphere, reacting at 4 h, reducing the temperature to 35 ℃ after the reaction, dropwise adding acetone for diluting, then adding 2,2-dimethylolpropionic acid of 0.06 g, reacting at 1 h, and then adding triethylamine for neutralization to obtain the carbon nano tube grafted polyurethane solution.
(3) Placing aramid fiber in a carbon nano tube grafted polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 10 g/cm 2 And then drying the treated aramid fiber at 80 ℃ for 5 min, heating to 120 ℃, and thermally curing 2 h to obtain the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber.
Example 2
(1) Ultrasonically dispersing 0.5 g aminated carbon nanotubes into 20 mL N, N-dimethylformamide, adding 1.2 g dihydroxyethylglycine and 10 mL cosolvent tetrahydrofuran, dropwise adding 0.05 g catalyst p-toluenesulfonic acid, heating to 100 ℃, reacting for 24 h, performing centrifugal separation after the reaction, and washing products by sequentially using deionized water and acetone to prepare the dihydroxyethylated carbon nanotubes.
(2) Vacuum dehydrating 2 g polycarbonate diol, uniformly mixing with 1 g isophorone diisocyanate, 0.025 g dihydroxyethylated carbon nano-tubes and acetone, dropwise adding 0.006 g catalyst dibutyltin dilaurate, heating to 65 ℃ in a nitrogen atmosphere, reacting to 5 h, reducing the temperature to 40 ℃ after the reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid of 0.08 g, reacting to 1.5 h, and then adding triethylamine for neutralization to obtain the carbon nano-tube grafted polyurethane solution.
(3) Placing aramid fiber in a carbon nano tube grafted polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 15 g/cm 2 And then drying the treated aramid fiber at 90 ℃ for 15 min, heating to 130 ℃, and thermally curing 3 h to obtain the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber.
Example 3
(1) Ultrasonically dispersing 0.5 g aminated carbon nanotubes into 20 mL N, N-dimethylformamide, adding 1.6 g dihydroxyethylglycine and 12 mL cosolvent ethyl acetate, dropwise adding 0.07 g catalyst p-toluenesulfonic acid, heating to 100 ℃, reacting 36 h, performing centrifugal separation after the reaction, and washing products by sequentially using deionized water and acetone to prepare the dihydroxyethylated carbon nanotubes.
(2) Vacuum dehydrating polycarbonate diol of 2 g, uniformly mixing with 1.2 g isophorone diisocyanate, dihydroxyethylated carbon nano-tubes of 0.04 g and acetone, dropwise adding dibutyltin dilaurate as a catalyst of 0.008 g, heating to 70 ℃ in a nitrogen atmosphere, reacting to 6 h, reducing the temperature to 40 ℃ after the reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid of 0.13 g, reacting to 1.5 h, and then adding triethylamine for neutralization to obtain the carbon nano-tube grafted polyurethane solution.
(3) Placing aramid fiber in a carbon nano tube grafted polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 20 g/cm 2 And then drying the treated aramid fiber at 90 ℃ for 15 min, heating to 130 ℃, and thermally curing 3 h to obtain the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber.
Example 4
(1) Ultrasonically dispersing 0.5 g aminated carbon nanotubes into 20 mL N, N-dimethylformamide, adding 2 g dihydroxyethylglycine and 16 mL cosolvent 1,4-dioxane, dropwise adding 0.09 g catalyst p-toluenesulfonic acid, heating to 110 ℃, reacting 48 h, centrifugally separating after the reaction, and washing products by using deionized water and acetone in sequence to prepare the dihydroxyethylated carbon nanotubes.
(2) Vacuum dehydrating polycarbonate diol of 2 g, uniformly mixing with 1.3 g isophorone diisocyanate, dihydroxyethylated carbon nano-tubes of 0.06 g and acetone, dropwise adding dibutyltin dilaurate as a catalyst of 0.01 g, heating to 75 ℃ in a nitrogen atmosphere, reacting to 7 h, reducing the temperature to 45 ℃ after the reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid of 0.16 g, reacting to 2 h, and then adding triethylamine for neutralization to obtain the carbon nano-tube grafted polyurethane solution.
(3) Placing aramid fiber in a carbon nano tube grafted polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 25 g/cm 2 And then drying the treated aramid fiber at 100 ℃ for 20 min, heating to 140 ℃, and thermally curing 4 h to obtain the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber.
Comparative example 1
(1) Vacuum dehydrating polycarbonate diol of 2 g, uniformly mixing with 1 g isophorone diisocyanate, carbon nano tube of 0.01 g and acetone, dropwise adding dibutyltin dilaurate serving as a catalyst of 0.005 g, heating to 60 ℃ in a nitrogen atmosphere, reacting at 7 h, reducing the temperature to 45 ℃ after the reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid of 0.08 g, reacting at 2 h, and then adding triethylamine for neutralization to obtain the carbon nano tube-polyurethane solution.
(2) Placing aramid fiber in a carbon nano tube-polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 10 g/cm 2 And then drying the treated aramid fiber at 100 ℃ for 20 min, heating to 120 ℃, and thermally curing 2 h to obtain the carbon nanotube-polyurethane modified aramid stab-resistant fiber.
Comparative example 2
(1) Vacuum dehydrating polycarbonate diol of 2 g, uniformly mixing with 0.9 g isophorone diisocyanate and acetone, dropwise adding dibutyltin dilaurate serving as a catalyst of 0.004 g, heating to 60 ℃ in a nitrogen atmosphere, reacting at 7 h, reducing the temperature to 45 ℃ after reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid of 0.06 g, reacting at 1 h, and adding triethylamine for neutralization to obtain a polyurethane solution.
(2) Placing aramid fiber in polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 10 g/cm 2 And then drying the treated aramid fiber at 80 ℃ for 5 min, heating to 140 ℃, and thermally curing 4 h to obtain the polyurethane modified aramid stab-resistant fiber.
The carbon nano tube grafted polyurethane modified aramid fiber stab-resistant fiber is prepared into a block-shaped membrane material with the specification of 5 cm multiplied by 5 cm multiplied by 0.2 cm, and the dynamic stab-resistant performance is tested according to GA 68-2008 police stab-resistant clothes. The maximum penetration force performance pair is shown in fig. 3.
Finally, it should be noted that: the above embodiments are only used to illustrate the present invention and do not limit the technical solutions described in the present invention; it will be understood by those skilled in the art that the present invention may be modified and equivalents may be substituted; all such modifications and variations are intended to be included herein within the scope of this disclosure and the present invention and protected by the following claims.
Claims (6)
1. A synthetic method of carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber is characterized by comprising the following steps: the synthesis method comprises the following steps:
placing aramid fiber in a carbon nano tube grafted polyurethane solution, treating by a soaking-rolling process, and controlling the coating amount to be 10-25 g/cm 2 Then drying the treated aramid fiber at 80-100 ℃ for 5-20 min, heating to 120-140 ℃, and thermally curing 2-4 h to obtain the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber;
the synthesis method of the carbon nano tube grafted polyurethane solution comprises the following steps:
(1) Ultrasonically dispersing an aminated carbon nano tube into N, N-dimethylformamide, adding dihydroxyethyl glycine and a cosolvent, dropwise adding a catalyst p-toluenesulfonic acid, heating for reaction, centrifugally separating after the reaction, and washing the product by using deionized water and acetone in sequence to prepare a dihydroxyethylated carbon nano tube;
(2) The preparation method comprises the following steps of carrying out vacuum dehydration on polycarbonate diol, uniformly mixing the polycarbonate diol with isophorone diisocyanate, a dihydroxyethylated carbon nano tube and acetone, dropwise adding a catalyst dibutyltin dilaurate, heating to 60-75 ℃ in a nitrogen atmosphere, reacting for 4-7 h, reducing the temperature to 35-45 ℃ after the reaction, dropwise adding acetone for dilution, then adding 2,2-dimethylolpropionic acid, reacting for 1-2 h, and then adding triethylamine for neutralization to obtain a carbon nano tube grafted polyurethane solution.
2. The synthesis method of the carbon nanotube grafted polyurethane modified aramid fiber stab-resistant fiber according to claim 1, characterized by comprising the following steps: the mass ratio of the aminated carbon nanotube to the dihydroxyethyl glycine to the p-toluenesulfonic acid in the step (1) is 100-150-400.
3. The synthesis method of the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber according to claim 1, wherein the synthesis method comprises the following steps: the cosolvent in the step (1) comprises any one of 1,4-dioxane, tetrahydrofuran and ethyl acetate, and the volume ratio of the cosolvent to the N, N-dimethylformamide is 40-80.
4. The synthesis method of the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber according to claim 1, wherein the synthesis method comprises the following steps: the reaction temperature in the step (1) is 80-110 ℃, and the reaction time is 24-48 h.
5. The synthesis method of the carbon nanotube grafted polyurethane modified aramid stab-resistant fiber according to claim 1, wherein the synthesis method comprises the following steps: in the step (2), the mass ratio of polycarbonate diol, isophorone diisocyanate, dihydroxyethylated carbon nanotubes, dibutyltin dilaurate and 2,2-dimethylolpropionic acid is (100).
6. Use of the carbon nanotube-grafted polyurethane modified aramid stab-resistant fiber according to any one of claims 1 to 5 in a stab-resistant fiber fabric.
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| CN101831800A (en) * | 2010-03-17 | 2010-09-15 | 北京理工大学 | Method for modifying aramid fiber by using carbon nano tubes |
| CN105803789A (en) * | 2016-03-29 | 2016-07-27 | 深圳市新纶科技股份有限公司 | Surface modification aramid fiber and preparation method thereof |
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| EP2062853A1 (en) * | 2007-11-23 | 2009-05-27 | Nanoledge | Polymer carbon nanotube composites |
| CN104755545A (en) * | 2012-07-08 | 2015-07-01 | 分子钢筋设计有限责任公司 | Polyurethane polymers and compositions made using discrete carbon nanotube molecular rebar |
| CN108642862B (en) * | 2018-05-04 | 2020-04-03 | 苏州大学 | Surface modified aramid fiber and preparation method thereof |
| WO2020006719A1 (en) * | 2018-07-04 | 2020-01-09 | 苏州大学张家港工业技术研究院 | Aramid fiber electrode and preparation method therefor |
| US11117115B2 (en) * | 2019-03-13 | 2021-09-14 | King Fahd University Of Petroleum And Minerals | Carbon nanofiber grafted polyurethane composite for separation of nonpolar components from water |
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| CN101831800A (en) * | 2010-03-17 | 2010-09-15 | 北京理工大学 | Method for modifying aramid fiber by using carbon nano tubes |
| CN105803789A (en) * | 2016-03-29 | 2016-07-27 | 深圳市新纶科技股份有限公司 | Surface modification aramid fiber and preparation method thereof |
| CN112521582A (en) * | 2020-12-02 | 2021-03-19 | 桐乡市璟祥新材料科技有限公司 | High-thermal-conductivity carbon nanotube crosslinked modified polyurethane elastomer and preparation method thereof |
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