CN111116903A - A kind of silicon-containing polycarbonyl urea flame retardant and preparation method thereof - Google Patents
A kind of silicon-containing polycarbonyl urea flame retardant and preparation method thereof Download PDFInfo
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- CN111116903A CN111116903A CN201911413704.0A CN201911413704A CN111116903A CN 111116903 A CN111116903 A CN 111116903A CN 201911413704 A CN201911413704 A CN 201911413704A CN 111116903 A CN111116903 A CN 111116903A
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- -1 polycarbonyl urea Polymers 0.000 title claims abstract description 46
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 32
- 239000010703 silicon Substances 0.000 title 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 title claims abstract description 26
- 239000003063 flame retardant Substances 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title abstract description 9
- GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims abstract description 52
- 238000006243 chemical reaction Methods 0.000 claims abstract description 40
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 11
- 239000007788 liquid Substances 0.000 claims description 29
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 28
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 24
- 239000004202 carbamide Substances 0.000 claims description 24
- 239000011259 mixed solution Substances 0.000 claims description 22
- 239000000047 product Substances 0.000 claims description 22
- 238000005406 washing Methods 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000010438 heat treatment Methods 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 6
- 239000002244 precipitate Substances 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000012670 alkaline solution Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000008367 deionised water Substances 0.000 claims description 2
- 229910021641 deionized water Inorganic materials 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 abstract description 2
- 125000003700 epoxy group Chemical group 0.000 abstract description 2
- 239000000178 monomer Substances 0.000 abstract description 2
- 231100000252 nontoxic Toxicity 0.000 abstract description 2
- 230000003000 nontoxic effect Effects 0.000 abstract description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 13
- 238000000967 suction filtration Methods 0.000 description 6
- 238000001291 vacuum drying Methods 0.000 description 6
- 239000004952 Polyamide Substances 0.000 description 4
- 229920002647 polyamide Polymers 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- 238000001757 thermogravimetry curve Methods 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methylthiourea Natural products CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G71/00—Macromolecular compounds obtained by reactions forming a ureide or urethane link, otherwise, than from isocyanate radicals in the main chain of the macromolecule
- C08G71/02—Polyureas
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention provides a silicon-containing polycarbonyl urea flame retardant and a preparation method thereof, wherein the silicon-containing polycarbonyl urea is prepared by a two-step method: firstly, methyl carbamate is used as a reaction monomer to prepare the polycarbonyl urea, and then the terminal amino group of the polycarbonyl urea reacts with the epoxy group of a silane coupling agent KH-560 to obtain the silicon-containing polycarbonyl urea. The molecular chain of the silicon-containing polycarbonyl urea flame retardant has high-density amido bonds, the end group contains flame-retardant silicon elements, and the flame retardant is efficient, non-toxic and low-cost.
Description
Technical Field
The invention relates to the technical field of functional polymer materials, in particular to a silicon-containing polycarbonyl urea flame retardant and a preparation method thereof.
Background
The intumescent flame retardant has the advantages of good flame retardant effect, low smoke and low toxicity, and meets the requirement of environmental protection, so the intumescent flame retardant is a focus and hot spot of research of a new generation of flame retardant at present. The char-forming agent is an important component of the intumescent flame retardant, and the char-forming amount, char-forming density, char-forming strength and the like of the intumescent flame retardant applied to the polymer have a direct relationship with the char-forming agent, which can also directly influence the flame-retardant effect of the intumescent flame retardant on the polymer. The molecules of the traditional carbon forming agent contain a large amount of hydroxyl groups, so that the application of the polymer material is influenced due to small molecular weight, poor thermal stability and poor water resistance. The currently researched novel macromolecule carbon forming agent greatly makes up the defects of the traditional carbon forming agent in the aspects of molecular weight, thermal stability, molecular structure, group reaction activity and the like.
The novel macromolecular charring agent mainly comprises triazine charring agents, hyperbranched charring agents, phenolic resin charring agents and polyamide charring agents, the former three macromolecular charring agents are widely researched at present, the polyamide charring agents are mainly polyamide-6 and aromatic polyamide, and the other types of polyamides are less in application as charring agents, especially polyamides with high-density amido bonds.
Disclosure of Invention
The invention aims to provide a silicon-containing polycarbonyl urea flame retardant and a preparation method thereof.
In order to achieve the purpose, the invention provides the following technical scheme:
a silicon-containing polycarbonyl urea flame retardant having the structural formula:
in the formula (I), the compound is shown in the specification,
n is an average polymerization degree, and n is 10 to 1000.
The invention also provides a preparation method of the silicon-containing polycarbonyl urea flame retardant, which comprises the following steps:
s1, mixing methyl carbamate, urea, a catalyst and a solvent, and heating the mixed solution to completely dissolve the methyl carbamate and the urea, wherein the mixed solution is colorless transparent liquid;
s2, continuously heating the mixed solution, and reacting until the mixed solution turns from colorless transparent liquid to turbid and then turns into milky liquid;
s3, after continuously reacting for 8-12 hours, adding a silane coupling agent KH-560 into the mixed solution, dropwise adding an alkaline solution, adjusting the pH value to 10-11, and continuously reacting;
and S4, washing the reaction precipitate at the bottom of the mixed solution with water, washing with alcohol, filtering and drying to obtain a white powder product.
Further, in S1, the mass ratio of the methyl carbamate to the urea is 20-50: 1; the mixed solution is heated to 20-80 ℃.
Further, in S1, the catalyst includes alkali metal salts, carbonates, and organic acid salts of alcohols.
Further, in S1, the catalyst is an alkali metal salt of an alcohol, including sodium methoxide or potassium methoxide; the dosage of the catalyst is 0.1-5% of the mass of the methyl carbamate.
Further, in S2, the mixed solution is continuously heated to 100-160 ℃.
Further, in S3, after continuing the reaction for 10 hours, the silane coupling agent KH-560 was added to the mixture, and a sodium hydroxide solution was added dropwise to adjust the pH to 11, and the reaction was continued.
Further, in S4, washing the reaction precipitate at the bottom of the mixed solution with deionized water and ethanol, and drying the reaction precipitate for 3-12 hours at 80-120 ℃ under normal pressure or vacuum. Preferably, drying is carried out under vacuum at 110 ℃ for 6 hours.
In the present invention, the chemical reaction equation of the polycarbonyl urea is shown in formula (1).
The chemical reaction equation of the silicon-containing polycarbonyl urea is shown as a formula (2).
The flame retardant containing silicon polycarbonyl urea and the preparation method thereof have the beneficial effects that:
1. the preparation method of the silicon-containing polycarbonyl urea flame retardant has simple process, and the needed raw materials of methyl carbamate and urea have wide sources. The whole preparation process is not used, no toxic substance is generated, the environment is not polluted, instruments and equipment are not corroded, and the green synthesis process is realized.
2. According to the invention, methyl carbamate is used as a reaction monomer to prepare the polycarbonyl urea, and then the terminal amino group of the polycarbonyl urea is reacted with the epoxy group of a silane coupling agent KH-560 to obtain the silicon-containing polycarbonyl urea, wherein the molecular chain of the silicon-containing polycarbonyl urea has high-density amido bonds, the main chain of the silicon-containing polycarbonyl urea is the same as that of polyamide-1, and the terminal group of the silicon-containing polycarbonyl urea contains a flame retardant element silicon, so that the silicon-containing polycarbonyl urea is a high-efficiency, non-toxic and.
3. The silicon-containing polycarbonyl urea flame retardant prepared by the invention has the characteristics of adjustable thermal stability, capability of being compounded and modified with different polymers, and wide application prospect.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below, it is obvious that the drawings in the following description are only some embodiments of the present invention, and for those skilled in the art, other drawings can be obtained according to the drawings without creative efforts.
FIG. 1 is an IR spectrum of KH-560, polycarbonyl urea, silicon-containing polycarbonyl urea of example 6 of the present invention;
FIG. 2 is a graph of the experimental thermogravimetry of KH-560, polycarbonyl urea, KH-560/polycarbonyl urea fitted with the thermogravimetry curve, silicon-containing polycarbonyl urea of example 6 of the present invention;
FIG. 3 is a water contact angle of a polycarbonyl urea, silicon-containing polycarbonyl urea, in example 6 of the present invention.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the accompanying drawings, and it is to be understood 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 a more typical embodiment of the present invention, there is provided a method for preparing a silicon-containing polycarbonyl urea flame retardant, comprising the steps of:
s1, adding methyl carbamate, urea, a catalyst and a solvent into a three-necked bottle, mixing, and heating the mixed solution to completely dissolve the methyl carbamate and the urea, wherein the mixed solution is colorless transparent liquid;
s2, continuously heating the mixed liquid, connecting a condensation pipe and a tail pipe to recover the solvent, reacting under stirring until the mixed liquid in the three-necked bottle turns turbid from colorless transparent liquid and then turns into milky liquid;
s3, after continuously reacting for 8-12 hours, adding a silane coupling agent KH-560 into a three-necked flask, dropwise adding an alkaline solution, adjusting the pH value to 10-11, and continuously reacting;
s4, turning off a power supply and condensed water after the reaction is finished, and taking out the three-necked bottle; and washing the reaction precipitate at the bottom of the mixed solution with water, washing with alcohol, filtering and drying to obtain a white powder product.
The technical solution of the present invention is further explained below with reference to several embodiments and corresponding drawings. In the following examples, the purity of the reagents used, including methyl carbamate, urea, catalyst, etc., was analytical.
Example 1
75g of methyl carbamate, 1.5g of urea, 1.35g of sodium methoxide and 100ml of methanol are added into a three-necked flask, and the temperature is raised to 60 ℃ to dissolve the methyl carbamate, the urea and the sodium methoxide to obtain colorless transparent liquid. After further heating to 140 ℃ and reaction for about 20 minutes, the colorless transparent liquid in the three-necked flask became cloudy and then turned into a milky white liquid. After 8 hours of reaction, 5.9g of silane coupling agent KH-560 is added, a certain amount of sodium hydroxide solution is dripped, the pH value is adjusted to 10, and the reaction is continued for 3 hours. And (3) after the reaction is finished, turning off the power supply, taking out the product after the three-necked bottle is cooled to room temperature, and carrying out water washing, alcohol washing, filtering and suction filtration on the product, and then carrying out vacuum drying for 6 hours at 110 ℃ to obtain a white powder product.
Example 2
75g of methyl carbamate, 3g of urea, 2.7g of sodium methoxide and 100ml of methanol are added into a three-necked flask, and the temperature is raised to 60 ℃ to dissolve the methyl carbamate, the urea and the sodium methoxide to obtain colorless transparent liquid. After further heating to 140 ℃ and reaction for about 20 minutes, the colorless transparent liquid in the three-necked flask became cloudy and then turned into a milky white liquid. After 10 hours of reaction, 5.9g of silane coupling agent KH-560 is added, a certain amount of sodium hydroxide solution is dripped, the pH value is adjusted to 10, and the reaction is continued for 3 hours. And (3) after the reaction is finished, turning off the power supply, taking out the product after the three-necked bottle is cooled to room temperature, and carrying out water washing, alcohol washing, filtering and suction filtration on the product, and then carrying out vacuum drying for 6 hours at 110 ℃ to obtain a white powder product.
Example 3
75g of methyl carbamate, 3g of urea, 1.35g of sodium methoxide and 100ml of methanol are added into a three-necked flask, and the temperature is raised to 60 ℃ to dissolve the methyl carbamate, the urea and the sodium methoxide to obtain colorless transparent liquid. After further heating to 150 ℃ and reaction for about 20 minutes, the colorless transparent liquid in the three-necked flask became cloudy and then turned into a milky white liquid. After 10 hours of reaction, 5.9g of silane coupling agent KH-560 is added, a certain amount of sodium hydroxide solution is added dropwise, the pH value is adjusted to 11, and the reaction is continued for 3 hours. And (3) after the reaction is finished, turning off the power supply, taking out the product after the three-necked bottle is cooled to room temperature, and carrying out water washing, alcohol washing, filtering and suction filtration on the product, and then carrying out vacuum drying for 6 hours at 110 ℃ to obtain a white powder product.
Example 4
75g of methyl carbamate, 1.5g of urea, 2.7g of sodium methoxide and 100ml of methanol are added into a three-necked flask, and the temperature is raised to 60 ℃ to dissolve the methyl carbamate, the urea and the sodium methoxide to obtain colorless transparent liquid. After further heating to 150 ℃ and reaction for about 20 minutes, the colorless transparent liquid in the three-necked flask became cloudy and then turned into a milky white liquid. After 12 hours of reaction, 5.9g of silane coupling agent KH-560 is added, a certain amount of sodium hydroxide solution is added dropwise, the pH value is adjusted to 11, and the reaction is continued for 3 hours. And (3) after the reaction is finished, turning off the power supply, taking out the product after the three-necked bottle is cooled to room temperature, and carrying out water washing, alcohol washing, filtering and suction filtration on the product, and then carrying out vacuum drying for 6 hours at 110 ℃ to obtain a white powder product.
Example 5
75g of methyl carbamate, 1.5g of urea, 2.7g of sodium methoxide and 100ml of methanol are added into a three-necked flask, and the temperature is raised to 60 ℃ to dissolve the methyl carbamate, the urea and the sodium methoxide to obtain colorless transparent liquid. After further heating to 160 ℃ and reaction for about 20 minutes, the colorless transparent liquid in the three-necked flask became cloudy and then turned into a milky white liquid. After 12 hours of reaction, 5.9g of silane coupling agent KH-560 is added, a certain amount of sodium hydroxide solution is dripped, the pH value is adjusted to 10, and the reaction is continued for 3 hours. And (3) after the reaction is finished, turning off the power supply, taking out the product after the three-necked bottle is cooled to room temperature, and carrying out water washing, alcohol washing, filtering and suction filtration on the product, and then carrying out vacuum drying for 6 hours at 110 ℃ to obtain a white powder product.
Example 6
75g of methyl carbamate, 1.5g of urea, 4.05g of sodium methoxide and 100ml of methanol are added into a three-necked flask, and the temperature is raised to 60 ℃ to dissolve the methyl carbamate, the urea and the sodium methoxide to obtain colorless transparent liquid. After further heating to 160 ℃ and reaction for about 20 minutes, the colorless transparent liquid in the three-necked flask became cloudy and then turned into a milky white liquid. After 10 hours of reaction, 5.9g of silane coupling agent KH-560 is added, a certain amount of sodium hydroxide solution is added dropwise, the pH value is adjusted to 11, and the reaction is continued for 3 hours. And (3) after the reaction is finished, turning off the power supply, taking out the product after the three-necked bottle is cooled to room temperature, and carrying out water washing, alcohol washing, filtering and suction filtration on the product, and then carrying out vacuum drying for 6 hours at 110 ℃ to obtain a white powder product.
The properties of the white powder product obtained in example 6 were characterized. FIG. 1 is an IR spectrum of KH-560, polycarbonyl urea (PCU), silicon-containing polycarbonyl urea (Si-PCU) in example 6; FIG. 2 is a graph of experimental thermogravimetry of KH-560, polycarbonyl urea (PCU), KH-560/polycarbonyl urea (KH-560+ PCU) fitted with thermogravimetry curve, silicon-containing polycarbonyl urea (Si-PCU) in example 6 of the present invention; FIG. 3 is a water contact angle of polycarbonyl urea (PCU) and silicon-containing polycarbonyl urea (Si-PCU) in example 6 of the present invention.
As can be seen from FIGS. 1-3, the silicon-containing polycarbonylureas have good thermal stability and lipophilicity.
The above description is only for the specific embodiments of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art can easily conceive of the changes or substitutions within the technical scope of the present invention, and all the changes or substitutions should be covered within the scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.
Claims (8)
1. A silicon-containing polycarbonyl urea flame retardant characterized by: the structural formula of the silicon-containing polycarbonyl urea flame retardant is as follows:
in the formula (I), the compound is shown in the specification,
n is an average polymerization degree, and n is 10 to 1000.
2. The method of preparing a silicon-containing polycarbonyl urea flame retardant of claim 1, wherein: the method comprises the following steps:
s1, mixing methyl carbamate, urea, a catalyst and a solvent, and heating the mixed solution to completely dissolve the methyl carbamate and the urea, wherein the mixed solution is colorless transparent liquid;
s2, continuously heating the mixed solution, and reacting until the mixed solution turns from colorless transparent liquid to turbid and then turns into milky liquid;
s3, after continuously reacting for 8-12 hours, adding a silane coupling agent KH-560 into the mixed solution, dropwise adding an alkaline solution, adjusting the pH value to 10-11, and continuously reacting;
and S4, washing the reaction precipitate at the bottom of the mixed solution with water, washing with alcohol, filtering and drying to obtain a white powder product.
3. The method of claim 2, wherein: in S1, the mass ratio of the methyl carbamate to the urea is 20-50: 1; the mixed solution is heated to 20-80 ℃.
4. The production method according to claim 2 or 3, characterized in that: in S1, the catalyst includes alkali metal salts, carbonates, and organic acid salts of alcohols.
5. The method of claim 4, wherein: in S1, the catalyst is alkali metal salt of alcohol, including sodium methoxide or potassium methoxide; the dosage of the catalyst is 0.1-5% of the mass of the methyl carbamate.
6. The method of claim 2, wherein: in S2, the mixed solution is continuously heated to 100-160 ℃.
7. The method of claim 2, wherein: in S3, after the reaction is continued for 10 hours, the silane coupling agent KH-560 is added to the mixed solution, and a sodium hydroxide solution is added dropwise to adjust the pH to 11, and the reaction is continued.
8. The method of claim 2, wherein: and S4, washing the reaction precipitate at the bottom of the mixed solution with deionized water and ethanol, and drying for 3-12 hours at 80-120 ℃ under normal pressure or vacuum.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103254101A (en) * | 2013-04-03 | 2013-08-21 | 中北大学 | Method and equipment for preparation of methyl carbamate |
| CN104262930A (en) * | 2014-10-13 | 2015-01-07 | 四川大学 | Polycarbonate composition of sulfur and nitrogen contained organic silicon flame retardant and preparation method |
| CN105176074A (en) * | 2015-10-26 | 2015-12-23 | 厦门理工学院 | Nano hybridized flame-retardant polyamide 6 and preparation method thereof |
| CN110114381A (en) * | 2016-09-12 | 2019-08-09 | 树脂材料集团公司 | Blend and coating containing polyphenol alcoxylates |
-
2019
- 2019-12-31 CN CN201911413704.0A patent/CN111116903A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103254101A (en) * | 2013-04-03 | 2013-08-21 | 中北大学 | Method and equipment for preparation of methyl carbamate |
| CN104262930A (en) * | 2014-10-13 | 2015-01-07 | 四川大学 | Polycarbonate composition of sulfur and nitrogen contained organic silicon flame retardant and preparation method |
| CN105176074A (en) * | 2015-10-26 | 2015-12-23 | 厦门理工学院 | Nano hybridized flame-retardant polyamide 6 and preparation method thereof |
| CN110114381A (en) * | 2016-09-12 | 2019-08-09 | 树脂材料集团公司 | Blend and coating containing polyphenol alcoxylates |
Non-Patent Citations (1)
| Title |
|---|
| YING REN等: ""Synthesis of silicic poly carbonyl urea and its flame-retardant effect on polypropylene for char forming"", 《JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY》 * |
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