CN115246859A - Carbamate tris (hydroxymethyl) phosphine oxide and preparation method and application thereof - Google Patents
Carbamate tris (hydroxymethyl) phosphine oxide and preparation method and application thereof Download PDFInfo
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- CN115246859A CN115246859A CN202210839239.2A CN202210839239A CN115246859A CN 115246859 A CN115246859 A CN 115246859A CN 202210839239 A CN202210839239 A CN 202210839239A CN 115246859 A CN115246859 A CN 115246859A
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- phosphine oxide
- carbamate
- trihydroxymethyl
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- -1 Carbamate tris (hydroxymethyl) phosphine oxide Chemical compound 0.000 title claims abstract description 65
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 239000003063 flame retardant Substances 0.000 claims abstract description 38
- 229920000742 Cotton Polymers 0.000 claims abstract description 32
- 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 claims abstract description 29
- 239000004744 fabric Substances 0.000 claims abstract description 28
- 239000007864 aqueous solution Substances 0.000 claims description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 8
- 239000004202 carbamide Substances 0.000 claims description 8
- 238000005096 rolling process Methods 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 229910044991 metal oxide Inorganic materials 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- DKRWGRQBYLWNKR-UHFFFAOYSA-N OC(O)(O)[PH2]=O Chemical compound OC(O)(O)[PH2]=O DKRWGRQBYLWNKR-UHFFFAOYSA-N 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 150000004706 metal oxides Chemical class 0.000 claims description 6
- 230000001105 regulatory effect Effects 0.000 claims description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 239000012153 distilled water Substances 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- 230000001376 precipitating effect Effects 0.000 claims description 3
- 238000002791 soaking Methods 0.000 claims description 3
- 239000011787 zinc oxide Substances 0.000 claims description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000292 calcium oxide Substances 0.000 claims description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 238000000967 suction filtration Methods 0.000 claims description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 2
- 230000000694 effects Effects 0.000 description 7
- 239000013256 coordination polymer Substances 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- ORSVWFJAARXBHC-UHFFFAOYSA-N carbamic acid;phosphoric acid Chemical compound NC(O)=O.OP(O)(O)=O ORSVWFJAARXBHC-UHFFFAOYSA-N 0.000 description 4
- 238000002485 combustion reaction Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 241000282414 Homo sapiens Species 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- ARGONJSKURDACI-UHFFFAOYSA-N ethyl carbamate;phosphoric acid Chemical compound OP(O)(O)=O.CCOC(N)=O ARGONJSKURDACI-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910000039 hydrogen halide Inorganic materials 0.000 description 2
- 239000012433 hydrogen halide Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000002411 adverse Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- MRVZORUPSXTRHD-UHFFFAOYSA-N bis(hydroxymethyl)phosphorylmethanol Chemical compound OCP(=O)(CO)CO MRVZORUPSXTRHD-UHFFFAOYSA-N 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5304—Acyclic saturated phosphine oxides or thioxides
-
- 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
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/44—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing nitrogen and phosphorus
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Fireproofing Substances (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention discloses carbamate trihydroxymethyl phosphine oxide and a preparation method and application thereof, wherein the structural general formula of the carbamate trihydroxymethyl phosphine oxide is as follows:
. The invention specifically discloses a preparation method of the carbamate trihydroxymethyl phosphine oxide and application of the carbamate trihydroxymethyl phosphine oxide in preparation of a cotton fabric flame retardant. The invention has reasonable and feasible synthetic route, simple steps, mild conditions, higher yield, lower cost and better flame retardant property to cotton fabrics, so the carbamate trihydroxymethyl phosphine oxide has wide application prospect in the field of flame retardance.
Description
Technical Field
The invention belongs to the technical field of chemical synthesis and textile flame retardance, and particularly relates to carbamate trihydroxymethyl phosphine oxide and a preparation method and application thereof.
Background
Cotton is one of the most commonly used materials for textiles, and cotton textiles are also widely used in various fields of productive life. But the fire retardant has high inflammability and flammability, and can cause fire to bring great potential safety hazards to human production and life. In order to reduce the occurrence probability and frequency of fire and to reduce the adverse effect of fire on human beings, it is necessary to improve the flame retardant property of cotton. Therefore, the development of flame retardants for cotton has received a great deal of attention. Currently, flame retardants are classified into halogen flame retardants and non-halogen flame retardants. The halogen flame retardant has good flame retardant effect and low price, and can effectively reduce the production cost. However, the hydrogen halide gas generated from the halogen flame retardant poses serious threat to the environment and human beings, and is gradually eliminated by the market. Therefore, non-halogen flame retardants have been the focus of research. Since 1960, the use of organophosphorous chemicals to reduce the flammability of cotton has been the focus of flame retardants for textiles. Meanwhile, pyrvoatex CP or Pyrvoatex CP New is one of the most widely used cotton flame retardants since 1960. Pyrvoatex CP or Pyrvoatex CP New has an effective flame retardant effect and no generation of hydrogen halide gas, and is widely used in cotton fabrics. However, the flame retardant is expensive, the flame retardant process is complicated, and the production cost is high.
Disclosure of Invention
The invention aims to provide carbamate trihydroxymethyl phosphine oxide and a preparation method thereof, the carbamate trihydroxymethyl phosphine oxide prepared by the method enables cotton fabrics to have better flame retardant effect, so the carbamate trihydroxymethyl phosphine oxide can be used as a flame retardant for cotton fabrics, and meanwhile, the preparation raw materials are cheap, the flame retardant process is simple, and the production cost can be reduced. The prepared flame retardant is subjected to a vertical combustion experiment according to the GB/T5455 standard, the combustion damage length of the flame retardant is 15mm, the afterflame time is 0.8s, and the flame retardant time is 1.5s. The flame retardant is also subjected to limited oxygen index, and the limited oxygen index reaches 27.34 percent and is far higher than 16-18 percent of cotton fabric without the flame retardant. Experimental results show that the synthesized carbamate trihydroxymethyl phosphine oxide has a good flame retardant effect, is low in price and has a remarkable application value, and can be used for replacing Pyrvoatex CP or Pyrvoatex CP New.
The invention adopts the following technical scheme to realize the purpose, and the carbamate trihydroxymethyl phosphine oxide is characterized in that the structural general formula of the carbamate trihydroxymethyl phosphine oxide is as follows:
the preparation method of the carbamate trihydroxymethyl phosphine oxide is characterized in that the synthetic route of the preparation process is as follows:
the preparation method of the carbamate trihydroxymethyl phosphine oxide is characterized by comprising the following specific steps of:
step S1, taking the trihydroxymethyl phosphine oxide and urea as raw materials, adding a metal oxide as a catalyst for reaction, wherein the metal oxide is one or more of zinc oxide, calcium oxide or titanium oxide, the reaction temperature is 120-150 ℃, the vacuum degree is 0.01-0.09Mpa, the reaction time is 3-6 h, adding distilled water after the reaction is finished, standing overnight, and removing a precipitate, namely the catalyst, by suction filtration to obtain an aqueous solution of the carbamate trihydroxymethyl phosphine oxide;
and step S2, adding absolute ethyl alcohol into the aqueous solution of the carbamate trihydroxymethyl phosphine oxide obtained in the step S1, precipitating the carbamate trihydroxymethyl phosphine oxide liquid, and separating to obtain the refined carbamate trihydroxymethyl phosphine oxide.
Further limiting, in the step S1, the charging molar ratio of the tris-hydroxymethyl phosphine oxide to the urea is 1 to 2, and the addition amount of the metal oxide is 1wt% to 5wt% of the urea.
The invention relates to an application of carbamate trihydroxymethyl phosphine oxide in preparing a flame retardant.
The invention relates to an application of carbamate trihydroxymethyl phosphine oxide in preparation of a cotton fabric flame retardant, which is characterized by comprising the following specific steps: regulating the pH value of carbamate trihydroxymethyl phosphine oxide to 8-9 with sodium hydroxide aqueous solution, adding formaldehyde, reacting for 2-3 h at 70-80 ℃, regulating the pH value of a mixed system to 3-5 with phosphoric acid after the reaction is finished, preparing the carbamate trihydroxymethyl phosphine oxide aqueous solution with the required concentration, soaking untreated cotton fabrics in the carbamate trihydroxymethyl phosphine oxide aqueous solution for 5min at room temperature, rolling out redundant solution by using a padder, keeping the rolling residual rate at 75-80% by regulating the pressure of the padder, drying for 3-4 min at 90-100 ℃, and baking for 4-5 min at 150-160 ℃, thus finally obtaining the cotton fabrics containing carbamate trihydroxymethyl phosphine oxide.
Further defined, the charging molar ratio of the carbamate trihydroxymethyl phosphine oxide to the formaldehyde is 1.
Further defined, a cotton fabric treated with 25wt% aqueous solution of urethane tris-hydroxy phosphine oxide had a burn damage length of 15mm, a flame-out time of 0.8s, a flame-retardant time of 1.5s, and a limiting oxygen index on burning of 27.34%.
Compared with the prior art, the invention has the following advantages and beneficial effects: the invention selects trihydroxymethyl phosphine oxide as raw material, which reacts with urea, and then the carbamate trihydroxymethyl phosphine oxide is synthesized by purification. Preliminary tests show that the carbamate trihydroxymethyl phosphine oxide has good flame retardant property for cotton fabrics. The invention has reasonable and feasible synthetic route, simple steps, mild conditions, higher yield, lower cost and better flame retardant property to cotton fabrics, so the carbamate trihydroxymethyl phosphine oxide has wide application prospect in the field of flame retardant.
Drawings
FIG. 1 shows the preparation of urethane tris (hydroxymethyl) phosphine oxide 1 H NMR, chemical shift (ppm) on the abscissa and absorption peak intensity on the ordinate;
FIG. 2 is a schematic representation of the carbamate tris-phosphine oxide 13 C NMR, chemical shift (ppm) on the abscissa and absorption peak intensity on the ordinate;
FIG. 3 is a schematic representation of the carbamate tris phosphine oxide 1 P NMR, chemical shift (ppm) on the abscissa and absorption peak intensity on the ordinate;
FIG. 4 is an IR-FT of urethane tris (hydroxymethyl) phosphine oxide with wavenumber (cm) on the abscissa -1 ) The ordinate represents the transmittance (%);
FIG. 5 is a vertical burn diagram, a is a cotton fabric without added carbamate tris-hydroxy phosphine oxide and b is a cotton fabric with carbamate tris-hydroxy phosphine oxide.
Detailed Description
The following examples will further illustrate the present invention in conjunction with the accompanying drawings.
Example 1
Preparation of carbamate tris (hydroxymethyl) phosphine oxide
Weighing 100g of trihydroxymethyl phosphine oxide, 42.85g of urea and 0.42g of metal oxide zinc oxide, adding the trihydroxymethyl phosphine oxide into a flask, reacting for 3 hours at the temperature of 130 ℃ and under the negative pressure of 0.08MPa, adding distilled water after the reaction is finished, standing overnight, filtering a precipitated precipitate to obtain a carbamate trihydroxymethyl phosphine oxide aqueous solution, concentrating, adding 300mL of absolute ethyl alcohol, precipitating liquid carbamate trihydroxymethyl phosphine oxide, and carrying out reduced pressure distillation on a precipitated solution to obtain refined carbamate trihydroxymethyl phosphine oxide.
Example 2
After-finishing of flame-retardant cotton fabric
The refined carbamate tris-hydroxy phosphine oxide was dissolved in 100mL of water, the pH was adjusted to 8.2 with 6mol/L sodium hydroxide solution, formaldehyde was added in a molar ratio of carbamate tris-hydroxy phosphine oxide to formaldehyde of 1. After the reaction, the pH of the mixed system was adjusted to 3.5 with phosphoric acid, and then an aqueous solution of urethane tris (hydroxymethyl) phosphine oxide having a mass concentration of 25wt% was prepared. At room temperature, soaking the untreated cotton fabric in 25wt% aqueous solution of carbamate trihydroxymethyl phosphine oxide for 5min, rolling out redundant solution by using a rolling mill, and controlling the pressure of the rolling mill to enable the rolling residual rate to be 75%. Drying at 90 deg.C for 3min, and baking at 160 deg.C for 4min to obtain cotton fabric containing carbamate trihydroxymethyl phosphine oxide.
Example 3
Vertical combustion experiment: a cotton fabric containing urethane tris (hydroxymethyl) phosphine oxide was prepared, 3 pieces in the longitudinal direction and 2 pieces in the transverse direction, for a total of 5 pieces, with a size of 300mm 89mm. The distance between the two sides of the sample and the fabric edge is at least 100mm when the sample is cut, the two sides of the sample are respectively parallel to the longitudinal direction and the transverse direction of the fabric, and the surface of the sample is free from contamination and wrinkles. The machine direction samples cannot be taken from the same machine direction yarn and the cross direction samples cannot be taken from the same cross direction yarn. Conditioning or drying the sample, drying the sample in an oven at 105 + -3 deg.C for 30 + -2 min, taking out, cooling in a drier for more than 30min. The vertical combustion experiment is carried out in the atmospheric environment with the temperature of 10-30 ℃ and the relative humidity of 30-80%. According to the results of a plurality of experiments, the cotton fabric which does not contain the carbamate trihydroxymethyl phosphine oxide is burnt through immediately, while the cotton fabric which contains the carbamate trihydroxymethyl phosphine oxide has the average burning damage length of 15mm, the after burning time of 0.8s and the smoldering time of 1.5s. As shown in FIG. 5, it is demonstrated that the urethane tris-hydroxy phosphine oxide has a remarkable flame retardant effect.
Example 4
Limiting oxygen index experiment: a cotton fabric containing the urethane tris-phosphine oxide was prepared, measuring 150mm 58mm, and 15 samples were taken. The limiting oxygen index was measured at a temperature of 25 ℃ and a relative humidity of 51%. According to the calculation of experimental data, the limit oxygen index of the cotton fabric treated by the carbamate trihydroxymethyl phosphine oxide is 27.34 percent, which shows that the carbamate trihydroxymethyl phosphine oxide has good flame retardant effect.
While the foregoing embodiments have described the general principles, features and advantages of the present invention, it will be understood by those skilled in the art that the present invention is not limited thereto, and that the foregoing embodiments and descriptions are only illustrative of the principles of the present invention, and various changes and modifications can be made without departing from the scope of the principles of the present invention, and these changes and modifications are within the scope of the present invention.
Claims (9)
1. A carbamate tris-phosphine oxide characterized in that the carbamate tris-phosphine oxide has the general structural formula:
2. a method for preparing the urethane tris phosphine oxide according to claim 1, wherein the synthetic route of the preparation process is as follows:
3. the method for preparing carbamate tris-phosphine oxide according to claim 2, comprising the steps of:
step S1, taking trihydroxymethyl phosphine oxide and urea as raw materials, adding metal oxide as a catalyst for reaction, wherein the metal oxide is one or more of zinc oxide, calcium oxide or titanium oxide, the reaction temperature is 120-150 ℃, the vacuum degree is 0.01-0.09Mpa, the reaction time is 3-6 h, adding distilled water after the reaction is finished, standing overnight, and removing precipitates, namely the catalyst, by suction filtration to obtain an aqueous solution of carbamate trihydroxymethyl phosphine oxide;
and step S2, adding absolute ethyl alcohol into the aqueous solution of the carbamate trihydroxymethyl phosphine oxide obtained in the step S1, precipitating the carbamate trihydroxymethyl phosphine oxide liquid, and separating to obtain the refined carbamate trihydroxymethyl phosphine oxide.
4. The method of producing the urethane tris-phosphine oxide according to claim 2, wherein: in the step S1, the feeding molar ratio of the trihydroxymethyl phosphine oxide to the urea is 1-2, and the addition amount of the metal oxide is 1-5 wt% of the urea.
5. Use of the urethane tris-phosphine oxide of claim 1 in the preparation of flame retardants.
6. Use of the urethane tris-phosphine oxide according to claim 1 for the preparation of a cotton fabric flame retardant.
7. The application according to claim 6, characterized in that the specific process is: regulating the pH value of carbamate trihydroxymethyl phosphine oxide to 8-9 by using a sodium hydroxide aqueous solution, adding formaldehyde, reacting for 2-3 h at 70-80 ℃, regulating the pH value of a mixed system to 3-5 by using phosphoric acid after the reaction is finished, preparing a carbamate trihydroxymethyl phosphine oxide aqueous solution with a required concentration, soaking untreated cotton fabrics in the carbamate trihydroxymethyl phosphine oxide aqueous solution for 5min at room temperature, rolling out redundant solution by using a padder, keeping the rolling residual ratio at 75-80% by regulating the padder pressure, drying for 3-4 min at 90-100 ℃, and baking for 4-5 min at 150-160 ℃, thereby finally obtaining the cotton fabrics containing the carbamate trihydroxymethyl phosphine oxide.
8. Use according to claim 7, characterized in that: the feeding molar ratio of the carbamate trihydroxymethyl phosphine oxide to the formaldehyde is 1.
9. Use according to claim 7, characterized in that: the burning damage length of the cotton fabric treated by 25wt% of carbamate trihydroxymethyl phosphine oxide aqueous solution is 15mm, the afterburning time is 0.8s, the flame-retardant time is 1.5s, and the limiting oxygen index during burning is 27.34%.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202210839239.2A CN115246859A (en) | 2022-07-18 | 2022-07-18 | Carbamate tris (hydroxymethyl) phosphine oxide and preparation method and application thereof |
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| CN202210839239.2A CN115246859A (en) | 2022-07-18 | 2022-07-18 | Carbamate tris (hydroxymethyl) phosphine oxide and preparation method and application thereof |
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