CN112281236A - Triazine flame retardant modified ultra-high molecular weight polyethylene fiber and preparation method thereof - Google Patents
Triazine flame retardant modified ultra-high molecular weight polyethylene fiber and preparation method thereof Download PDFInfo
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- CN112281236A CN112281236A CN202011213951.9A CN202011213951A CN112281236A CN 112281236 A CN112281236 A CN 112281236A CN 202011213951 A CN202011213951 A CN 202011213951A CN 112281236 A CN112281236 A CN 112281236A
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- Prior art keywords
- flame retardant
- molecular weight
- weight polyethylene
- polyethylene fiber
- high molecular
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Links
- 239000003063 flame retardant Substances 0.000 title claims abstract description 53
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 239000004699 Ultra-high molecular weight polyethylene Substances 0.000 title claims abstract description 43
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 title claims abstract description 43
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 239000000835 fiber Substances 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title abstract description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 26
- QWXYZCJEXYQNEI-OSZHWHEXSA-N intermediate I Chemical compound COC(=O)[C@@]1(C=O)[C@H]2CC=[N+](C\C2=C\C)CCc2c1[nH]c1ccccc21 QWXYZCJEXYQNEI-OSZHWHEXSA-N 0.000 claims abstract description 24
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 claims abstract description 22
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims abstract description 19
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000012975 dibutyltin dilaurate Substances 0.000 claims abstract description 16
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims abstract description 14
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000002994 raw material Substances 0.000 claims abstract description 9
- 239000000243 solution Substances 0.000 claims description 24
- 238000003756 stirring Methods 0.000 claims description 15
- 238000001035 drying Methods 0.000 claims description 8
- 238000000967 suction filtration Methods 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- 238000001746 injection moulding Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 3
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 5
- 238000005469 granulation Methods 0.000 claims 1
- 230000003179 granulation Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 2
- 239000004744 fabric Substances 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000002791 soaking Methods 0.000 description 4
- 239000008187 granular material Substances 0.000 description 3
- 102100036782 Serine/threonine-protein phosphatase 2A activator Human genes 0.000 description 2
- 101710196539 Serine/threonine-protein phosphatase 2A activator Proteins 0.000 description 2
- 230000003213 activating effect Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229920000327 poly(triphenylamine) polymer Polymers 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000012224 working solution Substances 0.000 description 2
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920006231 aramid fiber Polymers 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229920006253 high performance fiber Polymers 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- -1 polyethylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
- D01F6/46—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polyolefins
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
Abstract
The invention relates to triazine flame retardant modified ultra-high molecular weight polyethylene fiber and a preparation method thereof, wherein the triazine flame retardant modified ultra-high molecular weight polyethylene fiber comprises the following raw materials in parts by weight: (0.1-0.5); the triazine flame retardant comprises the following raw materials of an intermediate I, diaminodiphenylmethane, dioxane and dibutyltin dilaurate, wherein the weight ratio of the intermediate I to the diaminodiphenylmethane to the dioxane to the dibutyltin dilaurate is (4-6): 6-10): 40-60: 0.5-2; the intermediate I comprises the following raw materials of cyanuric chloride, acetone solution and diphenylamine in a weight ratio of (5-10) to (20-30) to (2-5), and the LOI value of the flame-retardant ABS material reaches over 29 percent, so that the flame-retardant ABS material has a very good flame-retardant effect.
Description
Technical Field
The invention belongs to the technical field of polyethylene fibers, and particularly relates to a triazine flame retardant modified ultra-high molecular weight polyethylene fiber and a preparation method thereof.
Background
With the development of science and technology, the requirements of people on textiles are higher and higher. Because of the advantages of light weight, great tensile strength, good impact resistance, good wear resistance and the like, the ultra-high molecular weight polyethylene (UHWMPE) fiber is synthesized with aramid fiber and carbon fiber as three 'high-performance fibers' in the world. The product can be widely applied in the fields of textile, military, agriculture, building and the like. But the flame retardant is poor in flame retardance, the limiting oxygen index is only 17, and the flame retardant belongs to flammable fabrics, which undoubtedly causes great threat to the safety of lives and properties of people.
Chinese patent CN201710787285.1 discloses a preparation method of a flame-retardant ultra-high molecular weight polyethylene fabric, which comprises the following steps:
removing impurities on the surface of the ultra-high molecular weight polyethylene fabric, soaking the ultra-high molecular weight polyethylene fabric in absolute ethyl alcohol or acetone, performing ultrasonic treatment at 40 ℃ for 0.5-1h, and naturally drying;
step two, activating and pretreating the ultra-high molecular weight polyethylene fabric, namely soaking the ultra-high molecular weight polyethylene fabric subjected to impurity removal in a prepared activating solution, mechanically stirring for 3-4 hours at normal temperature, wherein the stirring speed is 150r/min, continuing to soak for 3-4 hours after stirring is finished, and draining the liquid on the fabric for later use after taking out;
step three, preparation of flame retardant liquid: uniformly dispersing a flame retardant into polyethylene glycol 400, adding a proper amount of tetrabutyl titanate, stirring for 0.5h at normal temperature, wherein the stirring speed is 300r/min, and the obtained flame-retardant working solution is a black suspension;
and step four, preparing the flame-retardant ultra-high molecular weight polyethylene fabric, namely soaking the activated ultra-high molecular weight polyethylene fabric in flame-retardant working solution, treating the fabric by adopting a three-soaking three-pressing method, and finally drying the treated fabric for 6 hours at 80 ℃.
The final product is obtained by modifying the ultra-high molecular weight polyethylene and dispersing the flame retardant, the limiting oxygen index is 24.0, and the flame retardant grade can be achieved.
Disclosure of Invention
The invention aims to solve the technical problem of providing the triazine flame retardant modified ultra-high molecular weight polyethylene fiber and the preparation method thereof, wherein the LOI value reaches over 29 percent, and the flame retardant effect is very good.
The invention relates to a triazine flame retardant modified ultra-high molecular weight polyethylene fiber, which comprises the following raw materials of ultra-high molecular weight polyethylene fiber and triazine flame retardant, wherein the weight ratio of the ultra-high molecular weight polyethylene fiber to the triazine flame retardant is 1:
(0.1-0.5); the triazine flame retardant comprises the following raw materials of an intermediate I, diaminodiphenylmethane, dioxane and dibutyltin dilaurate, wherein the weight ratio of the intermediate I to the diaminodiphenylmethane to the dioxane to the dibutyltin dilaurate is (4-6): 6-10): 40-60: 0.5-2; the intermediate I comprises the following raw materials of cyanuric chloride, acetone solution and diphenylamine in a weight ratio of (5-10) to (20-30) to (2-5).
The weight ratio of the ultra-high molecular weight polyethylene fiber to the triazine flame retardant is 1: 0.3; the weight ratio of the intermediate I, the diaminodiphenylmethane, the dioxane and the dibutyltin dilaurate is 5:8:50: 1. The weight ratio of the cyanuric chloride to the acetone solution to the diphenylamine is 7:25: 4.
The invention provides a preparation method of triazine flame retardant modified ultra-high molecular weight polyethylene fiber, which comprises the steps of dissolving cyanuric chloride in acetone, stirring at the temperature of 0-5 ℃, reacting for a period of time, adding diphenylamine, controlling the temperature to be 5-8 ℃, reacting for a period of time, washing, and carrying out suction filtration to obtain an intermediate I;
respectively dissolving the intermediate I and diaminodiphenylmethane in dioxane, dropwise adding dibutyltin dilaurate and 0.25-0.5 volume part of diaminodiphenylmethane solution into the intermediate I solution, reacting at 40-45 ℃ for a period of time, dropwise adding the rest diaminodiphenylmethane solution, reacting at 95-105 ℃, performing suction filtration, washing and drying to obtain a solid triazine flame retardant;
and mixing the dried ultrahigh molecular weight polyethylene fiber and the triazine flame retardant, stirring, extruding and granulating by using a double-screw extruder, drying, and performing injection molding to obtain the oxazine flame retardant modified ultrahigh molecular weight polyethylene fiber.
Cyanuric chloride is dissolved in acetone, and stirred at the temperature of 0-5 ℃ and the stirring speed of 100-150 r/min. To the intermediate I solution, dibutyltin dilaurate and 1/3 parts by volume of diaminodiphenylmethane solution were added dropwise. Reacting at 40-45 deg.C for 4-4.5h, adding dropwise the rest diaminodiphenylmethane solution, and reacting at 95-105 deg.C for 8-9 h. And mixing the dried ultra-high molecular weight polyethylene fiber and the triazine flame retardant, and stirring at the stirring speed of 2500-3000 r/min. When the double-screw extruder extrudes and granulates, the temperature range of the screw is 180-185 ℃.
The preparation method has the beneficial effects that cyanuric chloride is dissolved in an organic solvent, then is mixed with diaminodiphenylmethane, dibutyltin dilaurate and the like to obtain the triazine flame retardant, and then is mixed with the ultrahigh molecular weight polyethylene fiber and is treated to obtain the triazine flame retardant modified ultrahigh molecular weight polyethylene fiber, wherein the LOI value of the triazine flame retardant modified ultrahigh molecular weight polyethylene fiber is more than 29%.
Detailed Description
Example 1
Preparation method of triazine flame retardant modified ultra-high molecular weight polyethylene fiber
(1) Preparation of triazine fire retardant intermediate
Dissolving a certain amount of cyanuric chloride in a proper amount of acetone, reacting in a low-temperature constant-temperature water tank at the temperature of 0-5 ℃, continuously mechanically stirring at the stirring speed of 100-150r/min for 5-10min, dissolving a certain amount of diphenylamine in an acetone solution at the temperature of 5-8 ℃, reacting for 25-35min, repeatedly washing with ice water and ethanol, and performing suction filtration to obtain a light yellow intermediate I.
Formulation (unit kg): cyanuric chloride: acetone solution: diphenylamine 7:25: 4.
(2) preparation of triazine fire retardant
Respectively dissolving the light yellow intermediate I and diaminodiphenylmethane (DDM) in dioxane, and dissolving N in2Under protection, one third of DDM solution and a proper amount of DBTDL (dibutyltin dilaurate) are firstly dripped into the intermediate I solution to react for 4-4.5h at the temperature of 40-45 ℃, and then the rest two thirds of the DDM solution are dripped to react for 8-9h at the temperature of 95-105 ℃. After the reaction is finished, repeatedly carrying out suction filtration, washing and vacuum drying to obtain the khakiA triazine flame retardant PTPA as a colored solid.
Formulation (unit kg): intermediate I: DDM: dioxane: DBTDL 5:8:50: 1.
(3) preparation of triazine flame-retardant modified ultra-high molecular weight polyethylene fiber
And (3) mixing the dried ultrahigh molecular weight polyethylene fiber and PTPA at high speed in a high-speed stirrer at the stirring speed of 2500-. And (3) after extrusion, granulating, drying for 36 hours in a blowing type drying box at 70-75 ℃, weighing the dried granules, adding the weighed granules into a charging barrel of an injection molding machine, and adjusting the temperature of each injection molding section to 200-210 ℃ respectively to finally prepare the triazine flame retardant modified ultra-high molecular weight polyethylene fiber with the LOI value of 29%.
Comparative example 1
Comparative example 1 differs from example 1 in that, by eliminating step (1), cyanuric chloride and diaminodiphenylmethane (DDM) are dissolved directly in dioxane, respectively, N2One third of the DDM solution and the appropriate amount of DBTDL (dibutyltin dilaurate) were added dropwise to the cyanuric chloride solution under protection. Otherwise, as in example 1, the LOI value of the ultra-high molecular weight polyethylene fiber obtained was 11%.
Comparative example 2
Comparative example 2 is different from example 1 in that pale yellow intermediate I, diaminodiphenylmethane (DDM), dioxane and dibutyltin dilaurate were directly mixed and reacted at 95 to 105 ℃ for 8 to 9 hours, and otherwise, the same as example 1 was repeated, and the LOI value of the obtained ultrahigh molecular weight polyethylene fiber was 13%.
Claims (10)
1. The triazine flame retardant modified ultra-high molecular weight polyethylene fiber is characterized by comprising the following raw materials of ultra-high molecular weight polyethylene fiber and triazine flame retardant, wherein the weight ratio of the ultra-high molecular weight polyethylene fiber to the triazine flame retardant is 1: (0.1-0.5); the triazine flame retardant comprises the following raw materials of an intermediate I, diaminodiphenylmethane, dioxane and dibutyltin dilaurate, wherein the weight ratio of the intermediate I to the diaminodiphenylmethane to the dioxane to the dibutyltin dilaurate is (4-6): 6-10): 40-60: 0.5-2; the intermediate I comprises the following raw materials of cyanuric chloride, acetone solution and diphenylamine in a weight ratio of (5-10) to (20-30) to (2-5).
2. The triazine flame retardant modified ultra-high molecular weight polyethylene fiber as claimed in claim 1, wherein the weight ratio of the ultra-high molecular weight polyethylene fiber to the triazine flame retardant is 1: 0.3.
3. the triazine flame retardant modified ultra-high molecular weight polyethylene fiber according to claim 1, wherein the weight ratio of the intermediate I, diaminodiphenylmethane, dioxane and dibutyltin dilaurate is 5:8:50: 1.
4. The triazine flame retardant modified ultra-high molecular weight polyethylene fiber according to claim 1, wherein the weight ratio of cyanuric chloride to acetone solution to diphenylamine is 7:25: 4.
5. A process for preparing triazine fire retardant modified ultra-high molecular weight polyethylene fiber as claimed in any one of claims 1 to 4, which is characterized in that cyanuric chloride is dissolved in acetone, stirred at the temperature of 0-5 ℃, reacted for a period of time, diphenylamine is added, the temperature is controlled at 5-8 ℃, reacted for a period of time, and then washed and filtered to obtain intermediate I;
respectively dissolving the intermediate I and diaminodiphenylmethane in dioxane, dropwise adding dibutyltin dilaurate and 0.25-0.5 volume part of diaminodiphenylmethane solution into the intermediate I solution, reacting at 40-45 ℃ for a period of time, dropwise adding the rest diaminodiphenylmethane solution, reacting at 95-105 ℃, performing suction filtration, washing and drying to obtain a solid triazine flame retardant;
and mixing the dried ultrahigh molecular weight polyethylene fiber and the triazine flame retardant, stirring, extruding and granulating by using a double-screw extruder, drying, and performing injection molding to obtain the oxazine flame retardant modified ultrahigh molecular weight polyethylene fiber.
6. The process according to claim 5, wherein cyanuric chloride is dissolved in acetone and stirred at a temperature of 0-5 ℃ and a stirring speed of 100-150 r/min.
7. A process according to claim 5, wherein dibutyltin dilaurate and 1/3 parts by volume of diaminodiphenylmethane solution are initially added dropwise to the solution of intermediate I.
8. The process according to claim 5, wherein the reaction is carried out at 40-45 ℃ for 4-4.5 hours, and the remaining diaminodiphenylmethane solution is added dropwise and reacted at 95-105 ℃ for 8-9 hours.
9. The method as claimed in claim 5, wherein the dried ultra-high molecular weight polyethylene fiber and triazine flame retardant are mixed and stirred at a rotation speed of 2500-.
10. The process according to any one of claims 5 to 9, wherein the twin-screw extruder is used for extrusion granulation at a screw temperature in the range of 180 ℃ and 185 ℃.
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CN202011213951.9A CN112281236A (en) | 2020-11-04 | 2020-11-04 | Triazine flame retardant modified ultra-high molecular weight polyethylene fiber and preparation method thereof |
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CN202011213951.9A CN112281236A (en) | 2020-11-04 | 2020-11-04 | Triazine flame retardant modified ultra-high molecular weight polyethylene fiber and preparation method thereof |
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104395430A (en) * | 2012-09-21 | 2015-03-04 | 国防研究与发展组织总指挥部 | Flame retardant composition, fibers, process of preparation and applications thereof |
CN104711694A (en) * | 2015-01-12 | 2015-06-17 | 江苏神鹤科技发展有限公司 | Ultrahigh molecular weight polyethylene fiber high-efficiency production method |
CN105133324A (en) * | 2015-09-07 | 2015-12-09 | 上海斯瑞科技有限公司 | Ultrahigh molecular weight polyethylene flame retardation woven belt and preparation method thereof |
CN109280217A (en) * | 2018-07-19 | 2019-01-29 | 中国科学院宁波材料技术与工程研究所 | A kind of biology based flameproofing and preparation method thereof |
JP2019104898A (en) * | 2017-12-08 | 2019-06-27 | ダイワボウホールディングス株式会社 | Fire retardant master batch resin composition, manufacturing method therefor, and molded body and fiber containing the same |
-
2020
- 2020-11-04 CN CN202011213951.9A patent/CN112281236A/en active Pending
Patent Citations (5)
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CN104395430A (en) * | 2012-09-21 | 2015-03-04 | 国防研究与发展组织总指挥部 | Flame retardant composition, fibers, process of preparation and applications thereof |
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Application publication date: 20210129 |