CN111155306B - Boron-nitrogen flame retardant and preparation method thereof - Google Patents
Boron-nitrogen flame retardant and preparation method thereof Download PDFInfo
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- CN111155306B CN111155306B CN201911321717.5A CN201911321717A CN111155306B CN 111155306 B CN111155306 B CN 111155306B CN 201911321717 A CN201911321717 A CN 201911321717A CN 111155306 B CN111155306 B CN 111155306B
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- flame retardant
- boron
- nitrogen flame
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- 239000003063 flame retardant Substances 0.000 title claims abstract description 56
- 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 49
- TZHYBRCGYCPGBQ-UHFFFAOYSA-N [B].[N] Chemical compound [B].[N] TZHYBRCGYCPGBQ-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 238000003756 stirring Methods 0.000 claims abstract description 24
- 239000002904 solvent Substances 0.000 claims abstract description 10
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000004327 boric acid Substances 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 150000001412 amines Chemical class 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 3
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 3
- 231100000419 toxicity Toxicity 0.000 abstract description 2
- 230000001988 toxicity Effects 0.000 abstract description 2
- 239000004744 fabric Substances 0.000 description 20
- 229920000742 Cotton Polymers 0.000 description 18
- 239000000243 solution Substances 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 9
- 229910052796 boron Inorganic materials 0.000 description 9
- 238000002485 combustion reaction Methods 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 239000000779 smoke Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- 238000002411 thermogravimetry Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000002791 soaking Methods 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 231100000053 low toxicity Toxicity 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- ILOKQJWLMPPMQU-UHFFFAOYSA-N calcium;oxido(oxo)borane Chemical compound [Ca+2].[O-]B=O.[O-]B=O ILOKQJWLMPPMQU-UHFFFAOYSA-N 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- NVIFVTYDZMXWGX-UHFFFAOYSA-N sodium metaborate Chemical compound [Na+].[O-]B=O NVIFVTYDZMXWGX-UHFFFAOYSA-N 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/50—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms
- D06M13/503—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms without bond between a carbon atom and a metal or a boron, silicon, selenium or tellurium atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
-
- 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
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- 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
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/30—Flame or heat resistance, fire retardancy properties
Abstract
The invention provides a boron-nitrogen flame retardant and a preparation method thereof. The preparation method comprises the steps of uniformly mixing organic amine and boric acid, and heating to 50-90 ℃ under the stirring conditionoAnd C, stirring at constant temperature for 5-7 h, adding a solvent, and continuously and violently stirring for 5-7 h to obtain the boron-nitrogen flame retardant. The boron-nitrogen flame retardant is low in toxicity and environment-friendly. The preparation method provided by the invention is simple, convenient and safe to operate and low in cost.
Description
Technical Field
The invention belongs to the technical field of organic synthesis, and particularly relates to a boron-nitrogen flame retardant and a preparation method thereof.
Background
The polymer materials are widely used in our lives, but most of the polymer materials are inflammable, and many toxic and corrosive gases and smoke can be generated during combustion, so that the consequences caused by fire disasters are very serious. Therefore, the development of flame retardants is energetically required. Currently, commonly used flame retardants include: halogen flame retardants, phosphorus flame retardants, boron flame retardants, and the like.
The halogen flame retardant can generate a large amount of smoke and toxic and harmful gases during combustion, and the use of the halogen flame retardant is gradually reduced and gradually quits the historical stage at present with increasingly strict environmental protection requirements. Phosphoric anhydride or phosphoric acid is generated in the combustion process of the phosphorus flame retardant, so that the combustible is promoted to be dehydrated and carbonized, and the generation of combustible gas is prevented or reduced, but some phosphorus flame retardants are liquid and have high volatility and poor heat resistance. The boron flame retardant mainly comprises inorganic borate such as zinc borate, borax, calcium metaborate, sodium metaborate and the like and a small amount of organic borate flame retardant.
The boron flame retardant has the advantages of good thermal stability, low toxicity, smoke abatement, easy obtainment of raw materials and the like. Reports indicate that the compounding of the boron flame retardant and the nitrogen flame retardant or the phosphorus flame retardant can play a synergistic flame retardant effect, and the combustion smoke concentration of the material can be obviously reduced after the boron flame retardant and the nitrogen flame retardant or the phosphorus flame retardant are added.
The fire retardant containing boron and nitrogen has high efficiency, low toxicity and environment friendship. When the flame retardant containing boron and nitrogen is used, at high temperature, nitrogen is heated and decomposed to release non-combustible gas, and the effects of diluting combustible gas and taking away a large amount of heat are achieved, so that the surface temperature of the polymer is reduced, and combustion is inhibited; boron produces boric anhydride or boric acid during combustion, forms a glass-like melt during thermal cracking to cover the fabric, and isolates oxygen and heat from spreading and combustible gas from diffusing outwards.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a boron-nitrogen flame retardant and a preparation method thereof.
The boron-nitrogen flame retardant comprises the following components in percentage by mass, wherein boric acid =1 (0.5-3) is used as an organic amine.
A preparation method of a boron-nitrogen flame retardant comprises the following steps:
according to the mass ratio of the boron-nitrogen flame retardant, organic amine and boric acid are uniformly mixed, and the mixture is heated to 50-90 ℃ under the stirring conditionoAnd C, stirring for 5-7 h at constant temperature, adding a solvent, and continuously and violently stirring for 5-7 h to obtain the boron-nitrogen flame retardant.
The organic amine is one of ethanolamine, diethanolamine, ethylenediamine or hydrazine hydrate.
The solvent is one or two of ethanol and water.
The boron-nitrogen flame retardant is applied to the preparation of flame-retardant textile fabrics.
The invention has the beneficial effects that:
1. the preparation method of the boron-nitrogen flame retardant provided by the invention is simple, convenient and safe to operate and low in cost.
2. The boron and nitrogen containing flame retardant provided by the invention is efficient, low in toxicity and environment-friendly.
Description of the drawings:
FIG. 1 is an IR spectrum of example 1;
FIG. 2 is an IR spectrum of example 2;
FIG. 3 is a thermogravimetric analysis spectrum of example 1;
FIG. 4 is a thermogravimetric analysis spectrum of example 2.
The specific implementation mode is as follows:
the present invention is described in detail below by way of examples, and it should be noted that the following examples are only for illustrating the present invention and should not be construed as limiting the scope of the present invention.
Example 1:
synthesizing: adding 20 g of diethanolamine and 23.5 g of boric acid into a 250 mL round-bottom flask, heating to 70 ℃, stirring and mixing, slowly adding 10 mL of absolute ethanol under the action of continuous stirring, and continuously and violently stirring for 6 h to obtain colorless transparent colloidal viscous liquid which is the boron-nitrogen flame retardant. The infrared spectrum of the flame retardant is shown in figure 1, and the thermogravimetric analysis spectrum is shown in figure 3.
Preparing a solution: adding 1-25% of boron-nitrogen flame retardant into absolute ethyl alcohol according to the mass ratio of the flame retardant to the solvent, heating and stirring until the solution is clear, and thus obtaining the boron-nitrogen flame retardant solution.
And (3) testing: and (3) soaking a new cotton fabric or a cleaned and dried cotton fabric in the boron-nitrogen flame retardant solution, stirring for more than 15 min until the new cotton fabric or the cleaned and dried cotton fabric is completely permeated, and taking out and drying the new cotton fabric or the cleaned and dried cotton fabric.
The size of the samples in GB/T5454 is 150 mm multiplied by 58 mm, and the number of the samples is not less than 5.
Table 1 determination of oxygen index for example 1
Example 2:
synthesizing: adding 20 g of ethylenediamine and 41.2 g of boric acid into a 250 mL round-bottom flask, heating to 70 ℃, stirring and mixing, slowly adding a mixed solution of 10 mL of ethanol and 10 mL of water under the action of continuous stirring, and continuously and violently stirring for 6 h to obtain a yellowish viscous solid-liquid mixture serving as the boron-nitrogen flame retardant. The infrared spectrum of the flame retardant is shown in figure 2, and the thermogravimetric analysis spectrum is shown in figure 4.
Preparing a solution: adding 1-25% of boron-nitrogen flame retardant into a mixed solution of ethanol and water in the same volume according to the mass ratio of the flame retardant to the solvent, and heating and stirring until the solution is clear to prepare a boron-nitrogen flame retardant solution.
And (3) testing: and (3) soaking a new cotton fabric or a cleaned and dried cotton fabric in the boron-nitrogen flame retardant solution, stirring for more than 15 min until the new cotton fabric or the cleaned and dried cotton fabric is completely permeated, and taking out and drying the new cotton fabric or the cleaned and dried cotton fabric.
The size of the samples in GB/T5454 is 150 mm multiplied by 58 mm, and the number of the samples is not less than 5.
Table 2 oxygen index determination of example 2
Example 3:
adding 10 g of hydrazine hydrate (80%) and 24.7 g of boric acid into a 250 mL round-bottom flask, heating to 70 ℃, stirring and mixing, slowly adding 20 mL of ethanol solution under the action of continuous stirring, continuously and vigorously stirring for 6 h, and removing the solvent under the vacuum condition to obtain a white solid boron-nitrogen flame retardant.
Preparing a solution: adding 1-25% of flame retardant into water according to the mass ratio of the flame retardant to the solvent, heating and stirring until the solution is clear, and thus obtaining the boron-nitrogen flame retardant solution.
And (3) testing: and (3) soaking a new cotton fabric or a cleaned and dried cotton fabric in the boron-nitrogen flame retardant solution, stirring for more than 15 min until the new cotton fabric or the cleaned and dried cotton fabric is completely permeated, and taking out and drying the new cotton fabric or the cleaned and dried cotton fabric.
The size of the samples in GB/T5454 is 150 mm multiplied by 58 mm, and the number of the samples is not less than 5.
Table 3 determination of oxygen index for example 1
Claims (1)
1. The boron-nitrogen flame retardant is characterized by comprising the following components in percentage by mass, boric acid =1 (0.5-3), and 80% of hydrazine hydrate; the solvent is ethanol solution; the preparation method of the boron-nitrogen flame retardant comprises the following steps: uniformly mixing organic amine and boric acid, heating to 50-90 ℃ under the stirring condition, stirring at constant temperature for 5-7 h, adding a solvent, continuously and violently stirring for 5-7 h, and removing the solvent under the vacuum condition to obtain the boron-nitrogen flame retardant.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911321717.5A CN111155306B (en) | 2019-12-20 | 2019-12-20 | Boron-nitrogen flame retardant and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201911321717.5A CN111155306B (en) | 2019-12-20 | 2019-12-20 | Boron-nitrogen flame retardant and preparation method thereof |
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| Publication Number | Publication Date |
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| CN111155306A CN111155306A (en) | 2020-05-15 |
| CN111155306B true CN111155306B (en) | 2022-07-05 |
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| CN117551344B (en) * | 2024-01-12 | 2024-03-26 | 苏州优利金新材料有限公司 | Low-moisture-absorption nylon material and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5082727A (en) * | 1988-12-23 | 1992-01-21 | Matec Holding Ag | Flameproof product |
| CN101880408A (en) * | 2010-06-25 | 2010-11-10 | 北京盛大华源科技有限公司 | Flame retardant and preparation method thereof |
| CN106009041A (en) * | 2016-05-31 | 2016-10-12 | 广州质量监督检测研究院 | Novel organic boron-nitrogen flame retardant and preparation method thereof |
-
2019
- 2019-12-20 CN CN201911321717.5A patent/CN111155306B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5082727A (en) * | 1988-12-23 | 1992-01-21 | Matec Holding Ag | Flameproof product |
| CN101880408A (en) * | 2010-06-25 | 2010-11-10 | 北京盛大华源科技有限公司 | Flame retardant and preparation method thereof |
| CN106009041A (en) * | 2016-05-31 | 2016-10-12 | 广州质量监督检测研究院 | Novel organic boron-nitrogen flame retardant and preparation method thereof |
Non-Patent Citations (3)
| Title |
|---|
| 含硼阻燃剂的合成及性能研究;赵雪;《染整技术》;20061120;第28卷(第11期);1-3,54 * |
| 有机硼系阻燃剂的研发;陈荣圻;《印染》;20100815;第36卷(第16期);45-48,53 * |
| 硼酸三乙醇胺酯的合成及表征;胡晓兰;《高分子材料科学与工程》;20040331;第20卷(第02期);69-72 * |
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Denomination of invention: A boron-nitrogen flame retardant and its preparation method Effective date of registration: 20221231 Granted publication date: 20220705 Pledgee: Huantai Shandong rural commercial bank Limited by Share Ltd. Pledgor: SHANDONG WUWEI FLAME RETARDANT SCI.&TECH. CO.,LTD. Registration number: Y2022980029837 |
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Date of cancellation: 20231228 Granted publication date: 20220705 Pledgee: Huantai Shandong rural commercial bank Limited by Share Ltd. Pledgor: SHANDONG WUWEI FLAME RETARDANT SCI.&TECH. CO.,LTD. Registration number: Y2022980029837 |