Acryloyloxy cyclotriphosphazene and a method for its preparation

Abstract

The application provides acryloyloxy cyclotriphosphazene and a preparation method thereof. The preparation method comprises the following steps: dissolving alkoxyl cyclotriphosphazene in an organic solvent, adding an acrylic acid salt, stirring and reacting to obtain acryloyloxy cyclotriphosphazene. The alkoxyl cyclotriphosphazene is selected from one of the following: methoxyl pentafluorocyclotriphosphazene, ethoxyl pentafluorocyclotriphosphazene, propoxyl pentafluorocyclotriphosphazene, dimethoxyl tetrafluorocyclotriphosphazene, diethoxyl tetrafluorocyclotriphosphazene, dipropoxyl tetrafluorocyclotriphosphazene, trialkoxyl trifluorocyclotriphosphazene, tetraalkoxyl difluorocyclotriphosphazene, pentaalkoxyl trifluorocyclotriphosphazene and hexaalkoxyl cyclotriphosphazene. The application has the advantages that a new compound acryloyloxy cyclotriphosphazene is provided, the preparation method is simple in process steps, the reaction is mild and controllable, and the post-treatment is simple.

Description

Technical Field

[0001] This invention relates to the field of compound synthesis technology, and in particular to a method for synthesizing acryloyloxyphosphazenes. Background Technology

[0002] Phosphazene compounds have a polymerization inhibitory effect, but phosphazene rings are generally attached with alkoxy, phenoxy, alkenoxy, alkynoxy, etc.

[0003] In order to further study phosphazene compounds and their polymerization inhibition capabilities, the applicant developed an acryloyloxy ring triphosphazene with an acryloyloxy group attached to the phosphazene ring. Summary of the Invention

[0004] The technical problem to be solved by the present invention is to provide an acryloyloxycyclotriphosphazene and its preparation method, thereby providing a new phosphazene compound whose preparation method has simple process steps, mild reaction and is suitable for industrial production.

[0005] To solve the above-mentioned technical problems, the present invention adopts the following technical solution: an acryloyloxycyclotriphosphazene, the structure of which is as follows:

[0006]

[0007] R1, R2, R3, R4, and R5 are selected from F, methoxy, ethoxy, propoxy, phenoxy, and acryloyloxy.

[0008] A method for preparing acryloyloxycyclotriphosphazene, characterized in that: alkoxycyclotriphosphazene is dissolved in an organic solvent, and acrylate is added and stirred to react, thereby obtaining acryloyloxycyclotriphosphazene; wherein the alkoxycyclotriphosphazene is selected from one of methoxypentafluorocyclotriphosphazene, ethoxypentafluorocyclotriphosphazene, propoxypentafluorocyclotriphosphazene, dimethoxytetrafluorocyclotriphosphazene, diethoxytetrafluorocyclotriphosphazene, dipropoxytetrafluorocyclotriphosphazene, trialkoxytrifluorocyclotriphosphazene, tetraalkoxydifluorocyclotriphosphazene, pentaalkoxytrifluorocyclotriphosphazene, and hexaalkoxycyclotriphosphazene.

[0009] Furthermore, in the aforementioned method for preparing an acryloyloxycyclotriphosphazene, the acrylate is selected from one of sodium acrylate, potassium acrylate, acrylate-DBN salt, and acrylate-DBU salt.

[0010] Furthermore, in the aforementioned method for preparing acryloyloxycyclotriphosphazene, the acrylate salt is 1 to 2 times the molar amount of the alkoxy group in the alkoxycyclotriphosphazene.

[0011] Furthermore, in the aforementioned method for preparing acryloyloxycyclotriphosphazene, the organic solvent is one or a combination of several of the following: acetonitrile, dichloromethane, dichloroethane, tetrahydrofuran, benzene, toluene, chloroform, carbon tetrachloride, trichloroethane, and tetrachloroethane.

[0012] Furthermore, in the aforementioned method for preparing acryloyloxycyclotriphosphazene, the amount of organic solvent used is 2 to 5 times the mass of alkoxycyclotriphosphazene.

[0013] Furthermore, in the aforementioned method for preparing acryloyloxycyclotriphosphazene, the reaction temperature is controlled at 40–80°C.

[0014] Furthermore, in the aforementioned method for preparing acryloyloxycyclotriphosphazene, the reaction time is 3 to 10 hours.

[0015] The advantages of this invention are as follows: This invention provides a novel compound, acryloyloxycyclotriphosphazene, and its preparation method, which further expands the types of existing phosphazene compounds. The preparation method of acryloyloxycyclotriphosphazene described in this invention has simple process steps, mild and controllable reaction, and simple post-processing. Attached Figure Description

[0016] Figure 1 This is the mass spectrum of the product prepared in Example 1. Detailed Implementation

[0017] The present invention will be further described below through specific embodiments, but the present invention should not be limited to these embodiments in any way.

[0018] Example 1: In a 1000mL three-necked flask equipped with an electric stirrer, a reflux condenser, and a thermometer, 275g of ethoxypentafluorocyclotriphosphazene, 550g of tetrahydrofuran, and 196g of acrylic acid-DBN salt were added. The mixture was stirred and heated to 50°C. After maintaining the temperature for 3 hours, the reaction was stopped, and an acryloxypentafluorocyclotriphosphazene solution was obtained.

[0019] The reaction process is as follows:

[0020]

[0021] The reaction solution was distilled to obtain 182 g of acryloyloxypentafluorocyclotriphosphazene, with a molar yield of 60.5%. The mass spectrum of the product is shown below. Figure 1 As shown.

[0022] Example 2: In a 1000mL three-necked flask equipped with an electric stirrer, a reflux condenser, and a thermometer, 327g of ethoxyacryloyloxytetrafluorocyclotriphosphazene, 980g of acetonitrile, and 235g of acrylate-DBU salt were added. The mixture was stirred and heated to 60°C. After reacting at this temperature for 6 hours, the reaction was stopped, and a solution of aceryloyloxytetrafluorocyclotriphosphazene was obtained.

[0023] The reaction process is as follows:

[0024]

[0025] The reaction solution was distilled to obtain 230 g of diallyloxytetrafluorocyclotriphosphazene, with a molar yield of 65.2%.

[0026] Example 3: In a 1000mL three-necked flask equipped with an electric stirrer, a reflux condenser, and a thermometer, 321g of hexamethoxycyclotriphosphazene, 2000g of dichloroethane, and 726g of potassium acrylate were added. The mixture was stirred and heated to 80°C. After reacting at this temperature for 10 hours, the reaction was stopped, and a hexamethoxycyclotriphosphazene solution was obtained.

[0027] The reaction process is as follows:

[0028]

[0029] The reaction solution was distilled to obtain 290 g of hexaacryloxycyclotriphosphazene, with a molar yield of 51.7%.

[0030] Example 4: In a 1000mL three-necked flask equipped with an electric stirrer, a reflux condenser, and a thermometer, 369g of tripropoxytrifluorocyclotriphosphazene, 1850g of toluene, and 1236g of acrylic acid-DBN salt were added. The mixture was stirred and heated to 50°C. After reacting at this temperature for 6 hours, the reaction was stopped, and a tripropoxytrifluorocyclotriphosphazene solution was obtained.

[0031] The reaction process is as follows:

[0032]

[0033] The reaction solution was distilled to obtain 252 g of triacryloyloxytrifluorocyclotriphosphazene, with a molar yield of 62.2%.

[0034] As can be seen from the above embodiments, this invention provides a novel compound, acryloyloxycyclotriphosphazene, and its preparation method. This novel compound further expands the existing types of phosphazene compounds. The preparation method of acryloyloxycyclotriphosphazene described in this invention has simple process steps, mild and controllable reaction, and simple post-processing.

[0035] The above embodiments are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above embodiments. Any changes, modifications, substitutions, combinations, or simplifications made without departing from the spirit and principle of the present invention shall be considered equivalent substitutions and shall be included within the protection scope of the present invention.

Claims

1. An acryloyloxycyclotriphosphazene, the structure of which is as follows: ， R1, R2, R3, R4, and R5 are selected from F, methoxy, ethoxy, propoxy, phenoxy, and acryloyloxy.

2. A method for preparing acryloyloxycyclotriphosphazene, characterized in that: Alkoxycyclotriphosphazene is dissolved in an organic solvent, and acrylate is added and stirred to react, yielding acryloyloxycyclotriphosphazene; wherein the alkoxycyclotriphosphazene is selected from one of methoxypentafluorocyclotriphosphazene, ethoxypentafluorocyclotriphosphazene, propoxypentafluorocyclotriphosphazene, dimethoxytetrafluorocyclotriphosphazene, diethoxytetrafluorocyclotriphosphazene, dipropoxytetrafluorocyclotriphosphazene, trialkoxytrifluorocyclotriphosphazene, tetraalkoxydifluorocyclotriphosphazene, pentaalkoxytrifluorocyclotriphosphazene, and hexaalkoxycyclotriphosphazene.

3. The method for preparing an acryloyloxycyclic triphosphazene according to claim 2, characterized in that: The acrylate is selected from one of sodium acrylate, potassium acrylate, acrylate-DBN salt, and acrylate-DBU salt.

4. The method for preparing an acryloyloxycyclic triphosphazene according to claim 2, characterized in that: The acrylate is 1 to 2 times the molar amount of alkoxy groups in the alkoxycyclotriphosphazene.

5. The method for preparing an acryloyloxycyclic triphosphazene according to claim 2, characterized in that: The organic solvent is one or a combination of several of the following: acetonitrile, dichloromethane, dichloroethane, tetrahydrofuran, benzene, toluene, chloroform, carbon tetrachloride, trichloroethane, and tetrachloroethane.

6. The method for preparing an acryloyloxycyclic triphosphazene according to claim 5, characterized in that: The amount of organic solvent used is 2 to 5 times the mass of alkoxycyclotriphosphazene.

7. The method for preparing an acryloyloxycyclotriphosphazene according to claim 2, characterized in that: The reaction temperature is between 40 and 80℃.

8. The method for preparing an acryloyloxycyclotriphosphazene according to claim 2, characterized in that: The reaction time is 3 to 10 hours.

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