CN115505278A - Recycled plant composite fiber and preparation method thereof - Google Patents
Recycled plant composite fiber and preparation method thereof Download PDFInfo
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- CN115505278A CN115505278A CN202211160557.2A CN202211160557A CN115505278A CN 115505278 A CN115505278 A CN 115505278A CN 202211160557 A CN202211160557 A CN 202211160557A CN 115505278 A CN115505278 A CN 115505278A
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- 239000000835 fiber Substances 0.000 title claims abstract description 151
- 239000002131 composite material Substances 0.000 title claims abstract description 45
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000009987 spinning Methods 0.000 claims abstract description 37
- -1 cyanoamino Chemical group 0.000 claims abstract description 30
- 239000004952 Polyamide Substances 0.000 claims abstract description 24
- 229920002647 polyamide Polymers 0.000 claims abstract description 24
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims abstract description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 14
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims abstract description 14
- 239000002253 acid Substances 0.000 claims abstract description 10
- 239000000539 dimer Substances 0.000 claims abstract description 10
- 238000003756 stirring Methods 0.000 claims description 75
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 45
- 238000001816 cooling Methods 0.000 claims description 40
- 238000010438 heat treatment Methods 0.000 claims description 40
- 238000002156 mixing Methods 0.000 claims description 31
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 30
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 24
- 229920001131 Pulp (paper) Polymers 0.000 claims description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 20
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 18
- NYFSGZTZZAYKQO-UHFFFAOYSA-N 3-chloro-1-isothiocyanatoprop-1-ene Chemical compound ClCC=CN=C=S NYFSGZTZZAYKQO-UHFFFAOYSA-N 0.000 claims description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 16
- 229920002522 Wood fibre Polymers 0.000 claims description 12
- 229910052786 argon Inorganic materials 0.000 claims description 12
- 239000002025 wood fiber Substances 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 10
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 10
- 238000007664 blowing Methods 0.000 claims description 10
- 239000008367 deionised water Substances 0.000 claims description 10
- 229910021641 deionized water Inorganic materials 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 10
- 238000005406 washing Methods 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 7
- 239000004202 carbamide Substances 0.000 claims description 7
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 6
- 229910017604 nitric acid Inorganic materials 0.000 claims description 6
- PONXTPCRRASWKW-UHFFFAOYSA-N 1,2-diphenylethane-1,2-diamine Chemical compound C=1C=CC=CC=1C(N)C(N)C1=CC=CC=C1 PONXTPCRRASWKW-UHFFFAOYSA-N 0.000 claims description 5
- FALCMQXTWHPRIH-UHFFFAOYSA-N 2,3-dichloroprop-1-ene Chemical compound ClCC(Cl)=C FALCMQXTWHPRIH-UHFFFAOYSA-N 0.000 claims description 5
- 229960000583 acetic acid Drugs 0.000 claims description 5
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 5
- UGWBWPXTGFPEFG-UHFFFAOYSA-N chloro hypochlorite chromium Chemical compound [Cr].ClOCl UGWBWPXTGFPEFG-UHFFFAOYSA-N 0.000 claims description 5
- 239000000706 filtrate Substances 0.000 claims description 5
- 239000012362 glacial acetic acid Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 229940078552 o-xylene Drugs 0.000 claims description 5
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 5
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 5
- 238000009210 therapy by ultrasound Methods 0.000 claims description 5
- 235000013311 vegetables Nutrition 0.000 claims description 3
- 238000004064 recycling Methods 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 8
- 241000238631 Hexapoda Species 0.000 abstract description 7
- LGHJQOKBRBMVEB-UHFFFAOYSA-N N-(1,3,5-oxadiazin-4-ylidene)nitramide Chemical compound [N+](=O)([O-])N=C1N=COC=N1 LGHJQOKBRBMVEB-UHFFFAOYSA-N 0.000 abstract description 5
- 230000002265 prevention Effects 0.000 abstract description 5
- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical class [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 4
- 230000000052 comparative effect Effects 0.000 description 15
- 239000002023 wood Substances 0.000 description 13
- 238000005034 decoration Methods 0.000 description 4
- 239000002994 raw material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- UZAOOCPKYMGRHG-UHFFFAOYSA-N 5-(chloromethyl)-1,3-thiazole Chemical compound ClCC1=CN=CS1 UZAOOCPKYMGRHG-UHFFFAOYSA-N 0.000 description 2
- 241000256602 Isoptera Species 0.000 description 2
- ZOJBYZNEUISWFT-UHFFFAOYSA-N allyl isothiocyanate Chemical compound C=CCN=C=S ZOJBYZNEUISWFT-UHFFFAOYSA-N 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- IDCPFAYURAQKDZ-UHFFFAOYSA-N 1-nitroguanidine Chemical compound NC(=N)N[N+]([O-])=O IDCPFAYURAQKDZ-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 235000016720 allyl isothiocyanate Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyamides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a recycled plant composite fiber and a preparation method thereof, and relates to the technical field of new materials. When the recyclable plant composite fiber is prepared, 2-chlorine-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide and modified log fiber are co-spun to form a hyperbranched structure containing 4-nitroimino-1, 3, 5-oxadiazine, and the plant fiber is prepared; then co-spinning the di (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid to prepare the functional polyamide fiber; then, electrically twisting the plant fiber and the functionalized polyamide fiber to form an interpenetrating network structure and a thiamethoxam derivative, and preparing the recycled plant composite fiber; the recycled plant composite fiber prepared by the invention has good antibacterial performance, tensile resistance, toughness and insect prevention performance.
Description
Technical Field
The invention relates to the technical field of new materials, in particular to a recyclable plant composite fiber and a preparation method thereof.
Background
In the decoration industries such as home furnishing and the like, wood boards are indispensable raw materials in decoration, and due to early-stage random cutting, tree resources are greatly reduced, the price of solid wood boards rises, and the decoration cost of people is increased linearly. Therefore, wood or other non-wood plant fibers are used as raw materials, and are separated into various unit materials through certain mechanical processing, and then the unit materials are glued with or without adhesives and other additives to form artificial wood boards, so that the waste wood can be recycled, and meanwhile, the decoration cost can be reduced.
In daily life, people find that the mechanical property of the artificial wood board is poorer than that of a solid wood board because the artificial wood board takes plant fibers as raw materials and cannot be reused, so that the mechanical property of the artificial wood board is improved by carrying out composite treatment on the plant fibers, and the recycling rate of the plant fibers is improved. Meanwhile, people also find that the artificial wood board highly retains the defects of a solid wood board, for example, bacteria are easy to breed to generate mildew under the conditions of high temperature and high humidity, and the artificial wood board is easy to be gnawed by termites, so that the preparation of the plant fiber with excellent antibacterial performance, mechanical performance and insect prevention performance becomes a technical problem to be solved urgently in the prior art.
The present invention addresses this problem by producing a recycled plant composite fiber.
Disclosure of Invention
The invention aims to provide a recycled plant composite fiber and a preparation method thereof, and aims to solve the problems in the prior art.
In order to solve the technical problems, the invention provides the following technical scheme:
a recyclable plant composite fiber is prepared by electrically twisting plant fibers and functionalized polyamide fibers.
Furthermore, the plant fiber is prepared by blending and spinning 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide and modified raw wood fiber.
Further, the modified wood fiber is prepared by mixing wood pulp and urea.
Further, the functionalized polyamide fiber is prepared by blending and spinning bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid.
Further, a preparation method of the recycled plant composite fiber comprises the following steps:
(1) Adding concentrated nitric acid into modified log fibers to adjust the pH value to 7, stirring for 40-60 min at the speed of 600-800 r/min, then heating to 100-102 ℃, continuing to stir for 50-70 min, naturally cooling to room temperature, adding 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide with the mass of 3-5 times of that of the modified log fibers, heating to 100-120 ℃, continuing to stir for 20-30 min, adding concentrated sulfuric acid with the mass of 2-4 times of that of the modified log fibers, cooling to 15-35 ℃, continuing to stir for 1-3 h, then, according to the mass ratio of 1:5:0.06 to 1:7:0.08, sequentially adding 30 mass percent of hydrogen peroxide, glacial acetic acid and chromium oxychloride, wherein the mass percent of the hydrogen peroxide is 1.8-3 times that of the modified log fiber, heating to 130-150 ℃, continuously stirring for 70-90 min, cooling to 68-72 ℃, continuously stirring for 7-9 h, adding a 30 mass percent sodium hydroxide solution 9-10 times that of the modified log fiber, heating to 130-150 ℃, continuously stirring for 50-70 min, putting into a spinning box at 170-190 ℃, spinning by using a screw extruder at the spinning speed of 800-1000 m/min, cooling and solidifying for 25-35 min by side blowing under the conditions of 10-20 ℃, 60-80% of humidity and 0.9-1.3 m/s of wind speed, and preparing the plant fiber of 10-30 tex;
(2) Under the conditions of 0.7-3 MPa, 89-91 ℃ and argon protection, mixing bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid according to the mass ratio of 1:0.6 to 1:0.8, stirring and stirring for 3.5-4.5 h at 600-800 r/min, putting the mixture into a spinning box at 110-130 ℃, spinning by using a screw extruder under the condition of the spinning speed of 800-1000 m/min, and cooling and curing for 25-35 min by side blowing under the conditions of 10-20 ℃, 60-80% of humidity and 0.9-1.3 m/s of wind speed to prepare the functionalized polyamide fiber of 6-10 tex;
(3) At the temperature of 100-130 ℃, mixing plant fiber and functionalized polyamide fiber according to the mass ratio of 1:0.8 to 1:1.2 stranding, then immersing in acetonitrile with the mass of 2.4-3.6 times of that of the plant fiber, adding into hydrochloric acid solution with the mass fraction of 20% and the mass of 3.6-5.4 times of that of the plant fiber, electrically treating for 4.8-5.2 h, naturally cooling to room temperature, and then mixing the two solutions according to the mass ratio of 1:0.07 to 1:0.09, adding potassium carbonate and tetrabutylammonium bromide, wherein the mass of the potassium carbonate is 0.7-0.9 time of that of the plant fiber, heating to 68-72 ℃, stirring at 600-800 r/min for 5.8-6.2 h, fishing out, washing with ethanol and deionized water for 2-4 times, putting into an oven at 40-60 ℃ and drying for 1-3 h, and preparing the recycled plant composite fiber.
Further, the preparation method of the modified wood fibers in the step (1) is as follows: mixing raw wood pulp and a sodium hydroxide solution with the mass fraction of 20-30% according to the mass ratio of 1: 10-1: 20, and performing ultrasonic treatment at 20-40 kHz for 25-35 min to prepare activated raw wood pulp; activated raw wood pulp and a urea solution with the mass fraction of 25-33% are mixed according to the mass ratio of 1: 10-1: 20, stirring for 20-30 min at the speed of 600-800 r/min, then heating to 38-42 ℃, continuing to stir for 110-130 min, adding o-xylene with the mass of 0.2-0.3 times of that of activated raw wood pulp, adding sodium hydroxide to adjust the pH to 10-11, heating to 145-155 ℃, continuing to stir for 80-100 min, filtering, washing for 2-4 times by using ethanol and deionized water, and drying for 1-3 h at the temperature of 50-70 ℃ to prepare the modified raw wood fiber.
Further, the preparation method of bis (propenyl isothiocyanate phenyl) ethylenediamine in the step (2) is as follows: under the protection of argon, under the condition of the protection of argon, chloropropenyl isothiocyanate, 1, 2-diphenylethylenediamine and chloroform are mixed according to the mass ratio of 1:1.5: 1.2-1: 1.7:1.4, adding aluminium trichloride of which the mass is 0.2 to 0.4 times that of chloropropenyl isothiocyanate, cooling to the temperature of minus 10 to 0 ℃, and stirring for 7 to 9 hours at the speed of 600 to 800r/min to prepare the bis (propenyl isothiocyanate phenyl) ethylenediamine.
Further, the preparation method of the chloropropenyl isothiocyanate comprises the following steps: 2, 3-dichloropropene, sodium thiocyanate and acetonitrile in a mass ratio of 1:0.87:0.34 to 1:1.03:0.38, heating to 78-82 ℃, stirring for 4.5-5.5 h at 400-600 r/min, cooling to room temperature, filtering, and distilling the filtrate under reduced pressure at 85-90 ℃ and 0.07-0.09 Mpa for 50-70 min to prepare the chloropropenyl isothiocyanate.
Further, the stranding distance of the stranding in the step (3) is 26-30 mm, and the stranding speed is 1800-2200 r/min.
Further, the electric current intensity of the electric treatment in the step (3) is 0.2-0.4A.
Compared with the prior art, the invention has the following beneficial effects:
when the recycled plant composite fiber is prepared, the plant fiber is prepared by co-spinning 2-chlorine-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide and the modified log fiber; then co-spinning the bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid to prepare the functionalized polyamide fiber; and then, electrically twisting the plant fiber and the functionalized polyamide fiber to prepare the recyclable plant composite fiber.
Firstly, introducing nitric acid to ensure that cyanamide on 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide and amino on modified log fiber are added and dehydrated to form nitroguanidine, so that the antibacterial performance of the plant fiber is enhanced; introducing a strong oxidant, oxidizing benzyl on 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide to form benzaldehyde, reacting chlorine atoms on 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide with hydroxyl on modified log fibers, and thermally decomposing carbamate on the modified log fibers after hydrolysis to form a hyperbranched structure containing 4-nitroimino-1, 3, 5-oxadiazine, thereby enhancing the toughness of the plant fibers.
Secondly, the functional polyamide fiber is melted into the cavity of the modified log fiber and is in interpenetrating connection with the fiber network of the modified log fiber to form an interpenetrating network structure, so that the tensile resistance of the recycled plant composite fiber is enhanced; the allyl isothiocyanate on the functionalized polyamide fiber is electrolyzed and chlorinated to form 5-chloromethylthiazole, the chloromethyl on the 5-chloromethylthiazole reacts with the secondary amine on the 4-nitroimino-1, 3, 5-oxadiazine to form the thiamethoxam derivative, and the insect prevention performance of the recycled plant composite fiber is enhanced.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
In order to more clearly illustrate the method provided by the present invention, the following examples are used to illustrate the method for testing the indexes of the recycled plant composite fiber prepared in the following examples as follows:
and (3) antibacterial performance: and (3) taking the recycled plant composite fibers prepared in the same mass examples and comparative examples, and testing the bacteriostasis rate according to the GB/T20944.3 standard method.
Tensile property and toughness: the recycled plant composite fiber prepared by the embodiment and the comparative example with the same length is taken, and the tensile property and the toughness are measured by measuring the breaking strength and the breaking elongation according to the GB/T14344 standard.
Insect resistance: recycled plant composite fibers prepared in the same quality examples and comparative examples are taken and tested for termite resistance according to GB/T2951.38 for testing half of knockdown time.
Example 1
(1) Mixing raw wood pulp and a sodium hydroxide solution with the mass fraction of 20% according to the mass ratio of 1:10 mixing, and performing ultrasonic treatment at 20kHz for 25min to prepare activated raw wood pulp; activated raw wood pulp and a urea solution with the mass fraction of 25% are mixed according to the mass ratio of 1:10, mixing, stirring at 600r/min for 20min, heating to 38 ℃, continuing stirring for 110min, adding o-xylene with the mass of 0.2 time of that of activated log pulp, adding sodium hydroxide to adjust the pH value to 10, heating to 145 ℃, continuing stirring for 80min, filtering, washing with ethanol and deionized water for 2 times, and drying at 50 ℃ for 1h to prepare modified log fibers;
(2) Adding concentrated nitric acid into modified log fibers to adjust the pH value to 7, stirring for 40min at the speed of 600r/min, then heating to 100 ℃, continuing to stir for 50min, naturally cooling to room temperature, adding 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide of which the mass is 3 times that of the modified log fibers, heating to 100 ℃, continuing to stir for 20min, adding concentrated sulfuric acid of which the mass is 2 times that of the modified log fibers, cooling to 15 ℃, continuing to stir for 1h, and then mixing according to the mass ratio of 1:5:0.06, sequentially adding 30 mass percent of hydrogen peroxide, glacial acetic acid and chromium oxychloride, wherein the mass percent of the hydrogen peroxide is 1.8 times that of the modified log fiber, heating to 130 ℃, continuing to stir for 70min, cooling to 68 ℃, continuing to stir for 7h, adding 9 mass times of 30 mass percent of sodium hydroxide solution of the modified log fiber, heating to 130 ℃, continuing to stir for 50min, putting into a 170 ℃ spinning box, spinning by using a screw extruder under the condition of a spinning speed of 800m/min, and carrying out side-blowing cooling and curing for 25min under the conditions of 10 ℃, humidity of 60 percent and wind speed of 0.9m/s to prepare 10tex plant fiber;
(3) 2, 3-dichloropropene, sodium thiocyanate and acetonitrile in a mass ratio of 1:0.87:0.34, heating to 78 deg.C, stirring at 400r/min for 4.5h, cooling to room temperature, filtering, and distilling the filtrate under reduced pressure at 85 deg.C and 0.07Mpa for 50min to obtain chloropropenyl isothiocyanate; under the protection of argon, under the condition of the protection of chloropropenyl isothiocyanate, 1, 2-diphenyl ethylene diamine and chloroform, the mass ratio of 1:1.5:1.2, uniformly mixing, adding aluminium trichloride of which the mass is 0.2 time that of chloropropenyl isothiocyanate, cooling to-10 ℃, and stirring for 7 hours at the speed of 600r/min to prepare bis (propenyl isothiocyanate phenyl) ethylenediamine; under the conditions of 0.7MPa, 89 ℃ and argon protection, bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid are mixed according to the mass ratio of 1:0.6, stirring and stirring for 3.5h at 600r/min, putting the mixture into a spinning box at 110 ℃, spinning by using a screw extruder under the condition of the spinning speed of 800m/min, and cooling and curing for 25min by side air blowing under the conditions of 10 ℃, 60 percent of humidity and 0.9m/s of wind speed to prepare the 6tex functionalized polyamide fiber;
(4) At 100 ℃, 26mm of lay length and 1800r/min of strand speed, plant fiber and functional polyamide fiber are mixed according to the mass ratio of 1:0.8 stranding, then immersing in acetonitrile 2.4 times of the mass of the plant fiber, adding into hydrochloric acid solution with the mass fraction of 20% 3.6 times of the mass of the plant fiber, carrying out electric treatment for 4.8h at the current intensity of 0.2A, naturally cooling to room temperature, and then, mixing the plant fiber and the hydrochloric acid according to the mass ratio of 1:0.07 adding potassium carbonate and tetrabutylammonium bromide, wherein the mass of the potassium carbonate is 0.7 time of that of the plant fiber, heating to 68 ℃, stirring at 600r/min for 5.8h, taking out, washing with ethanol and deionized water for 2 times, and placing in a 40 ℃ oven for drying for 1h to prepare the recycled plant composite fiber.
Example 2
(1) Mixing raw wood pulp and a 25% sodium hydroxide solution according to a mass ratio of 1:15 mixing, and performing ultrasonic treatment at 30kHz for 30min to prepare activated raw wood pulp; activated raw wood pulp and a urea solution with the mass fraction of 29% are mixed according to the mass ratio of 1:15, mixing, stirring at 700r/min for 25min, heating to 40 ℃, continuing to stir for 120min, adding o-xylene with the mass of 0.25 time that of activated raw wood pulp, adding sodium hydroxide to adjust the pH value to 10.5, heating to 150 ℃, continuing to stir for 90min, filtering, washing with ethanol and deionized water for 3 times, and drying at 60 ℃ for 2h to prepare modified raw wood fiber;
(2) Adding concentrated nitric acid into modified log fibers to adjust the pH value to 7, stirring for 50min at the speed of 700r/min, then heating to 101 ℃, continuing to stir for 60min, naturally cooling to room temperature, adding 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide with the mass of the modified log fibers being 4 times that of the modified log fibers, heating to 110 ℃, continuing to stir for 25min, adding concentrated sulfuric acid with the mass of the modified log fibers being 3 times that of the modified log fibers, cooling to 25 ℃, continuing to stir for 2h, and then mixing according to the mass ratio of 1:6:0.07, sequentially adding 30 mass percent of hydrogen peroxide, glacial acetic acid and chromium oxychloride, wherein the mass percent of the hydrogen peroxide is 2.4 times that of the modified log fiber, heating to 140 ℃, continuing to stir for 80min, cooling to 70 ℃, continuing to stir for 8h, adding a 30 mass percent sodium hydroxide solution 9.5 times that of the modified log fiber, heating to 140 ℃, continuing to stir for 60min, putting into a 180 ℃ spinning box, spinning by using a screw extruder under the condition of a spinning speed of 900m/min, and carrying out side-blowing cooling and curing for 30min under the conditions of 15 ℃, 70 percent of humidity and 1.1m/s of wind speed to prepare 20tex plant fiber;
(3) 2, 3-dichloropropene, sodium thiocyanate and acetonitrile in a mass ratio of 1:0.95:0.36, heating to 80 ℃, stirring for 5h at 500r/min, cooling to room temperature, filtering, and distilling the filtrate under reduced pressure at 87.5 ℃ and 0.08Mpa for 60min to obtain chloropropenyl isothiocyanate; under the protection of argon, under the condition of the protection of chloropropenyl isothiocyanate, 1, 2-diphenyl ethylene diamine and chloroform, the mass ratio of 1:1.6:1.3, uniformly mixing, adding aluminium trichloride of which the mass is 0.3 time that of chloropropenyl isothiocyanate, cooling to-5 ℃, and stirring for 8 hours at 700r/min to prepare bis (propenyl isothiocyanate phenyl) ethylenediamine; under the conditions of 1.8MPa, 90 ℃ and argon protection, bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid are mixed according to the mass ratio of 1:0.7, stirring and stirring at 700r/min for 4 hours, putting the mixture into a 120 ℃ spinning box, spinning by using a screw extruder under the condition of the spinning speed of 900m/min, and cooling and curing by side blowing for 30 minutes under the conditions of 15 ℃, 70 percent of humidity and 1.1m/s of wind speed to prepare the 8tex functionalized polyamide fiber;
(4) Under the conditions of 115 ℃, 28mm of lay length and 2000r/min of strand speed, mixing the plant fiber and the functionalized polyamide fiber according to the mass ratio of 1:1, twisting, then immersing into acetonitrile which is 3 times of the mass of the plant fiber, adding into a hydrochloric acid solution which is 4.5 times of the mass of the plant fiber and has the mass fraction of 20%, carrying out electric treatment for 5h at the current intensity of 0.3A, naturally cooling to room temperature, and then, mixing the plant fiber and the hydrochloric acid according to the mass ratio of 1:0.08 adding potassium carbonate and tetrabutylammonium bromide, wherein the mass of the potassium carbonate is 0.8 time of that of the plant fiber, heating to 70 ℃, stirring for 6 hours at 700r/min, taking out, washing for 3 times by using ethanol and deionized water, and putting into a 50 ℃ oven to be dried for 2 hours to prepare the recycled plant composite fiber.
Example 3
(1) Mixing raw wood pulp and a sodium hydroxide solution with the mass fraction of 30% according to the mass ratio of 1:20 mixing, and performing ultrasonic treatment at 40kHz for 35min to obtain activated raw wood pulp; activated raw wood pulp and a urea solution with the mass fraction of 33% are mixed according to the mass ratio of 1:20, mixing, stirring at 800r/min for 30min, heating to 42 ℃, continuing to stir for 130min, adding o-xylene with the mass of 0.3 time of that of activated log pulp, adding sodium hydroxide to adjust the pH value to 11, heating to 155 ℃, continuing to stir for 100min, filtering, washing with ethanol and deionized water for 4 times, and drying at 70 ℃ for 3h to prepare modified log fibers;
(2) Adding concentrated nitric acid into modified log fibers to adjust the pH value to 7, stirring for 60min at the speed of 800r/min, then heating to 102 ℃, continuing to stir for 70min, naturally cooling to room temperature, adding 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide of which the mass is 5 times that of the modified log fibers, heating to 120 ℃, continuing to stir for 30min, adding concentrated sulfuric acid of which the mass is 4 times that of the modified log fibers, cooling to 35 ℃, continuing to stir for 3h, and then mixing according to the mass ratio of 1:7:0.08 sequentially adding 30% by mass of hydrogen peroxide, glacial acetic acid and chromium oxychloride, heating to 150 ℃, continuously stirring for 90min, cooling to 72 ℃, continuously stirring for 9h, adding 30% by mass of sodium hydroxide solution which is 10 times of the mass of the modified log fibers, heating to 150 ℃, continuously stirring for 70min, putting into a 190 ℃ spinning box, spinning at the spinning speed of 1000m/min by using a screw extruder, and performing side-blowing air cooling and curing for 35min under the conditions of 20 ℃, 80% humidity and 1.3m/s wind speed to prepare 30tex plant fibers;
(3) 2, 3-dichloropropene, sodium thiocyanate and acetonitrile in a mass ratio of 1:1.03:0.38, heating to 82 ℃, stirring at 600r/min for 5.5h, cooling to room temperature, filtering, and distilling the filtrate under reduced pressure at 90 ℃ and 0.09Mpa for 70min to obtain chloropropenyl isothiocyanate; under the protection of argon, under the condition of the protection of chloropropenyl isothiocyanate, 1, 2-diphenyl ethylene diamine and chloroform, the mass ratio of 1:1.7:1.4, uniformly mixing, adding aluminium trichloride of which the mass is 0.4 time that of chloropropenyl isothiocyanate, cooling to 0 ℃, and stirring for 9 hours at the speed of 800r/min to prepare bis (propenyl isothiocyanate phenyl) ethylenediamine; under the conditions of 3MPa, 91 ℃ and argon protection, bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid are mixed according to the mass ratio of 1:0.8, stirring and stirring at 800r/min for 4.5h, putting the mixture into a 130 ℃ spinning box, spinning by using a screw extruder under the condition of the spinning speed of 1000m/min, and cooling and curing by side air blowing for 35min under the conditions of 20 ℃, 80 percent of humidity and 1.3m/s of wind speed to prepare the functional polyamide fiber of 10 tex;
(4) At 130 ℃, the lay length of 30mm and the stranding speed of 2200r/min, plant fibers and functionalized polyamide fibers are mixed according to the mass ratio of 1:1.2 stranding, then immersing in acetonitrile which is 3.6 times of the mass of the plant fiber, adding into hydrochloric acid solution which is 5.4 times of the mass of the plant fiber and has the mass fraction of 20%, carrying out electric treatment for 5.2h at the current intensity of 0.4A, naturally cooling to room temperature, and then, mixing the plant fiber and the hydrochloric acid according to the mass ratio of 1:0.09 adding potassium carbonate and tetrabutylammonium bromide, wherein the mass of the potassium carbonate is 0.9 time of that of the plant fiber, heating to 72 ℃, stirring at 800r/min for 6.2h, taking out, washing with ethanol and deionized water for 4 times, and drying in a 60 ℃ oven for 3h to prepare the recycled plant composite fiber.
Comparative example 1
Comparative example 1 differs from example 2 in that instead of preparing modified virgin wood fibers, only virgin wood pulp and 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide are used to prepare vegetable fibers. The rest of the preparation steps are the same as example 2.
Comparative example 2
Comparative example 2 is different from example 2 in the step (2) of preparing vegetable fibers using only the modified raw wood fibers. The rest of the preparation steps are the same as example 2.
Comparative example 3
Comparative example 3 is different from example 2 in that a functionalized polyamide fiber is not prepared, and a recycled plant composite fiber is prepared using only a polyamide prepared from ethylenediamine and a dimer acid. The rest of the preparation steps are the same as example 2.
Comparative example 4
Comparative example 4 is different from example 2 in the step (3) of co-twisting only the functionalized polyamide fiber and the plant fiber to prepare a recycled plant composite fiber. The rest of the preparation steps are the same as example 2.
Examples of effects
The following table 1 shows the analysis results of the antibacterial property, tensile property, toughness and insect-proofing property of the recycled plant composite fibers prepared in examples 1 to 3 of the present invention and comparative examples 1 to 4.
TABLE 1
From table 1, it can be seen that the recycled plant composite fibers prepared in examples 1,2 and 3 have good antibacterial performance, tensile resistance, toughness and insect resistance; from a comparison of the experimental data of examples 1,2, 3 and comparative examples 1, 4, it can be seen that 4-nitroimino-1, 3, 5-oxadiazine can be formed by using the modified raw wood fiber to prepare the plant fiber; the recycled plant composite fiber is prepared by an electrothermal stranding process subsequently, so that a thiamethoxam derivative can be formed, and the prepared recycled plant composite fiber has good antibacterial performance and insect prevention performance; from the experimental data of examples 1,2 and 3 and comparative examples 2 and 4, it can be found that the preparation of plant fiber by using 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide can form a hyperbranched structure containing 4-nitroimino-1, 3, 5-oxadiazine, and the subsequent preparation of recycled plant composite fiber by using electrothermal stranding process can form an interpenetrating network structure and a thiamethoxam derivative, so that the prepared recycled plant composite fiber has better antibacterial property, tensile resistance, toughness and insect-proof property; from the experimental data of examples 1,2 and 3 and comparative examples 3 and 4, it can be found that the interpenetrating network structure and the thiamethoxam derivative can be formed by preparing the recycled plant composite fiber by combining the functionalized polyamide fiber and the electrothermal stranding process, and the prepared recycled plant composite fiber has better tensile resistance and insect prevention performance.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential attributes thereof. The present embodiments are therefore to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein. Any reference sign in a claim should not be construed as limiting the claim concerned.
Claims (10)
1. The recyclable plant composite fiber is characterized by being prepared by electrically twisting plant fibers and functionalized polyamide fibers.
2. The recycled plant composite fiber as claimed in claim 1, wherein the plant fiber is prepared by co-spinning 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide and the modified raw wood fiber.
3. The recycled vegetable composite fiber as claimed in claim 2, wherein said modified wood fiber is prepared by mixing wood pulp and urea.
4. The recycled plant composite fiber according to claim 1, wherein the functionalized polyamide fiber is prepared by blending and spinning bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid.
5. A preparation method of a recycled plant composite fiber is characterized by comprising the following steps:
(1) Adding concentrated nitric acid into the modified log fiber to adjust the pH value to 7, stirring for 40-60 min at the speed of 600-800 r/min, then heating to 100-102 ℃, continuing to stir for 50-70 min, naturally cooling to room temperature, adding 2-chloro-N- [ [2'- [ (cyanoamino) sulfonyl ] [1,1' -biphenyl ] -4-yl ] methyl ] -N- [ (4-methylphenyl) methyl ] benzamide with the mass of 3-5 times of that of the modified log fiber, heating to 100-120 ℃, continuing to stir for 20-30 min, adding concentrated sulfuric acid with the mass of 2-4 times of that of the modified log fiber, cooling to 15-35 ℃, continuing to stir for 1-3 h, and then according to the mass ratio of 1:5:0.06 to 1:7:0.08, sequentially adding 30 mass percent of hydrogen peroxide, glacial acetic acid and chromium oxychloride, wherein the mass percent of the hydrogen peroxide is 1.8-3 times that of the modified log fiber, heating to 130-150 ℃, continuously stirring for 70-90 min, cooling to 68-72 ℃, continuously stirring for 7-9 h, adding a 30 mass percent sodium hydroxide solution 9-10 times that of the modified log fiber, heating to 130-150 ℃, continuously stirring for 50-70 min, putting into a spinning box at 170-190 ℃, spinning by using a screw extruder at the spinning speed of 800-1000 m/min, cooling and solidifying for 25-35 min by side blowing under the conditions of 10-20 ℃, 60-80% of humidity and 0.9-1.3 m/s of wind speed, and preparing the plant fiber of 10-30 tex;
(2) Under the conditions of 0.7-3 MPa, 89-91 ℃ and argon protection, bis (propenyl isothiocyanate phenyl) ethylenediamine and dimer acid are mixed according to the mass ratio of 1:0.6 to 1:0.8, stirring and stirring for 3.5-4.5 h at 600-800 r/min, putting the mixture into a spinning box at the temperature of 110-130 ℃, spinning by using a screw extruder under the condition of the spinning speed of 800-1000 m/min, and carrying out side-blowing cooling and curing for 25-35 min under the conditions of 10-20 ℃, the humidity of 60-80% and the wind speed of 0.9-1.3 m/s to prepare the functionalized polyamide fiber of 6-10 tex;
(3) At the temperature of 100-130 ℃, mixing plant fiber and functionalized polyamide fiber according to the mass ratio of 1:0.8 to 1:1.2 twisting, then immersing into acetonitrile with the mass 2.4-3.6 times of that of the plant fiber, adding into hydrochloric acid solution with the mass fraction of 20% and the mass 3.6-5.4 times of that of the plant fiber, electrically treating for 4.8-5.2 h, naturally cooling to room temperature, and mixing the solution according to the mass ratio of 1:0.07 to 1:0.09, adding potassium carbonate and tetrabutylammonium bromide, wherein the mass of the potassium carbonate is 0.7-0.9 time of that of the plant fiber, heating to 68-72 ℃, stirring at 600-800 r/min for 5.8-6.2 h, fishing out, washing with ethanol and deionized water for 2-4 times, putting into an oven at 40-60 ℃ and drying for 1-3 h, and preparing the recycled plant composite fiber.
6. The method for preparing the recycled plant composite fiber according to claim 5, wherein the modified crude wood fiber in the step (1) is prepared by the following steps: mixing raw wood pulp and a sodium hydroxide solution with the mass fraction of 20-30% according to the mass ratio of 1: 10-1: 20, and performing ultrasonic treatment at 20-40 kHz for 25-35 min to prepare activated raw wood pulp; activated raw wood pulp and a urea solution with the mass fraction of 25-33% are mixed according to the mass ratio of 1: 10-1: 20, stirring for 20-30 min at the speed of 600-800 r/min, then heating to 38-42 ℃, continuing to stir for 110-130 min, adding o-xylene with the mass of 0.2-0.3 times of that of activated raw wood pulp, adding sodium hydroxide to adjust the pH to 10-11, heating to 145-155 ℃, continuing to stir for 80-100 min, filtering, washing for 2-4 times by using ethanol and deionized water, and drying for 1-3 h at the temperature of 50-70 ℃ to prepare the modified raw wood fiber.
7. The method for preparing recycled plant composite fibers according to claim 5, wherein the bis (propenyl isothiocyanate phenyl) ethylenediamine prepared in the step (2) is prepared as follows: under the protection of argon, under the condition of the protection of argon, chloropropenyl isothiocyanate, 1, 2-diphenylethylenediamine and chloroform are mixed according to the mass ratio of 1:1.5: 1.2-1: 1.7:1.4, adding aluminium trichloride of which the mass is 0.2 to 0.4 times that of chloropropenyl isothiocyanate, cooling to the temperature of minus 10 to 0 ℃, and stirring for 7 to 9 hours at the speed of 600 to 800r/min to prepare the bis (propenyl isothiocyanate phenyl) ethylenediamine.
8. The method for preparing recycled plant composite fiber according to claim 7, wherein the chloropropenyl isothiocyanate is prepared by the following steps: 2, 3-dichloropropene, sodium thiocyanate and acetonitrile in a mass ratio of 1:0.87:0.34 to 1:1.03:0.38, heating to 78-82 ℃, stirring for 4.5-5.5 h at 400-600 r/min, cooling to room temperature, filtering, and distilling the filtrate under reduced pressure at 85-90 ℃ and 0.07-0.09 Mpa for 50-70 min to prepare the chloropropenyl isothiocyanate.
9. The method for preparing plant composite fiber for recycling according to claim 5, wherein the stranding pitch of the step (3) is 26-30 mm, and the stranding speed is 1800-2200 r/min.
10. The method for preparing recycled plant composite fibers according to claim 5, wherein the electric current intensity of the electric treatment in the step (3) is 0.2 to 0.4A.
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| CN107287678A (en) * | 2017-07-05 | 2017-10-24 | 东莞市联洲知识产权运营管理有限公司 | A kind of fire-resistant antistatic bio-based stephanoporate polyamide fibrous composite and preparation method thereof |
| JP2019065130A (en) * | 2017-09-29 | 2019-04-25 | 大王製紙株式会社 | Thermoplastic resin composition and manufacturing method therefor |
| CN110923848A (en) * | 2019-11-13 | 2020-03-27 | 上海力道新材料科技股份有限公司 | Flame-retardant polyamide fiber and preparation method thereof |
| CN112662151A (en) * | 2020-12-22 | 2021-04-16 | 代彦霞 | Composite plant source fiber biodegradable material and preparation method thereof |
| CN114957983A (en) * | 2022-07-22 | 2022-08-30 | 广东捷德新材料科技有限公司 | Plant fiber reinforced polyamide composite material and preparation method thereof |
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| CN107287678A (en) * | 2017-07-05 | 2017-10-24 | 东莞市联洲知识产权运营管理有限公司 | A kind of fire-resistant antistatic bio-based stephanoporate polyamide fibrous composite and preparation method thereof |
| JP2019065130A (en) * | 2017-09-29 | 2019-04-25 | 大王製紙株式会社 | Thermoplastic resin composition and manufacturing method therefor |
| CN110923848A (en) * | 2019-11-13 | 2020-03-27 | 上海力道新材料科技股份有限公司 | Flame-retardant polyamide fiber and preparation method thereof |
| CN112662151A (en) * | 2020-12-22 | 2021-04-16 | 代彦霞 | Composite plant source fiber biodegradable material and preparation method thereof |
| CN114957983A (en) * | 2022-07-22 | 2022-08-30 | 广东捷德新材料科技有限公司 | Plant fiber reinforced polyamide composite material and preparation method thereof |
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