Flame-retardant glycol containing phenyl phosphate-based symmetrical structure and preparation method thereof

A technology of phenyl phosphate and symmetrical structure, which is applied in the field of flame retardant diols containing phenyl phosphate groups and its preparation, and can solve problems such as low reactivity, few types of flame retardant diols, and asymmetric hydroxyl structure. problems, to achieve the effect of easy-to-obtain raw materials, simple synthesis and post-treatment processes, and low cost

Inactive Publication Date: 2015-05-06
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The object of the present invention is to provide a reactive phosphorus-based flame-retardant diol containing phenyl phosphate groups with a symmetrical structure and a preparation method thereof, so as to solve the problem of few types of reactive flame-retardant diols, asymmetric hydroxyl structure, and benzene-free Rigid structures such as rings, low reactivity, and some halogens

Method used

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  • Flame-retardant glycol containing phenyl phosphate-based symmetrical structure and preparation method thereof
  • Flame-retardant glycol containing phenyl phosphate-based symmetrical structure and preparation method thereof
  • Flame-retardant glycol containing phenyl phosphate-based symmetrical structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: Preparation of flame retardant diol DEPD

[0027] Dissolve 12.41 grams of ethylene glycol in 50 mL of tetrahydrofuran, add 20.24 grams of triethylamine into a 500 mL three-necked flask, and place the reaction system in an ice-water bath; dissolve 21.98 grams of phenyl dichlorophosphate in 100 mL of tetrahydrofuran to form a solution , stirred and added dropwise the solution in the there-necked flask within 2 hours; the reaction system was raised to 25°C to continue the reaction for 16 hours; A reactive phosphorus-based flame-retardant diol product dihydroxyethyl phenyl phosphate DEPD with a symmetrical structure of phenyl phosphate groups was obtained with a yield of 92%.

[0028] attached figure 1 The flame retardant diol DEPD and CDCl prepared in this embodiment are given 3 It is the proton nuclear magnetic resonance spectrogram of solvent, it can be known that the molecular structural formula of the product flame-retardant dihydric alcohol DEPD that m...

Embodiment 2

[0030] Example 2: Preparation of flame retardant diol DHPD

[0031] Dissolve 15 grams of 1,6-hexanediol in 50 mL of ethyl acetate, add 12.8 grams of triethylamine into a 500 mL three-neck flask, place the reaction system in an ice-water bath; dissolve 13.4 grams of phenyl dichlorophosphate Form a solution in 50mL of ethyl acetate, stir and drop the solution into the three-necked flask within 2 hours; raise the temperature of the reaction system to 25°C and continue the reaction for 16 hours; filter the filtrate to remove the precipitate and remove the solvent by vacuum distillation After ethyl acetate, dihydroxyhexylphenyl phosphate DHPD, a reactive phosphorus-based flame-retardant diol product with a symmetrical phenyl phosphate group structure, was obtained with a yield of 93%.

[0032] The molecular structural formula of the flame-retardant diol DHPD of the product of this example is confirmed by the hydrogen nuclear magnetic resonance spectrum:

[0033]

Embodiment 3

[0034] Embodiment 3: Preparation of flame retardant diol DDPD

[0035] Dissolve 18.03 grams of 1,4-butanediol in 50 mL of tetrahydrofuran, add 20.21 grams of triethylamine into a 500 mL three-necked flask, and place the reaction system in an ice-water bath; dissolve 21.98 grams of phenyl dichlorophosphate in 50 mL A solution was formed in tetrahydrofuran, stirred and added dropwise to the three-necked flask within 2 hours; the temperature of the reaction system was raised to 35°C to continue the reaction for 16 hours; The reaction-type phosphorus-based flame-retardant diol product dihydroxybutyl phenyl phosphate DDPD with a symmetrical structure of phenyl phosphate group was obtained, and the yield was 92%.

[0036] Proton nuclear magnetic resonance spectrogram confirms that the molecular structural formula of the product flame-retardant dihydric alcohol DDPD of this embodiment is:

[0037]

[0038] If other conditions remain unchanged, and the 1,4-butanediol used in it is...

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Abstract

The invention discloses reaction-type flame-retardant glycol containing a phenyl phosphate-based symmetrical structure and a preparation method thereof. The preparation method is characterized by comprising the following steps: reacting phenyl dichlorophosphate with dihydric alcohol in a tetrahydrofuran or ethyl acetate solution in the presence of triethylamine, placing the tetrahydrofuran or ethyl acetate solution of dihydric alcohol and triethylamine into an ice-water bath, stirring and dropwise adding the tetrahydrofuran or ethyl acetate solution of phenyl dichlorophosphate; and filtering a precipitate and then removing the solvent in the filtrate to obtain the product with a structural general formula specified in the description, wherein n is an integer ranging from 2 to 6. According to the preparation method disclosed by the invention, micromolecular dihydric alcohol is introduced in the phenyl dichlorophosphate group in a manner of chemical bonding, so that the obtained dihydric alcohol molecular structure contains both the phenyl dichlorophosphate group and two hydroxyl groups with symmetrical structures and same reaction activity, and can partially or completely replace the micromolecular dihydric alcohol without a flame-retardant characteristic, so that the prepared polymer material has a flame-retardant characteristic; the raw materials in the preparation method disclosed by the invention are easily available, synthesis and post-treatment processes are simple, the cost is low, and the yield can achieve more than 90%.

Description

technical field [0001] The invention belongs to the technical field of flame retardant compounds, in particular to phenyl phosphate group-containing flame retardants with symmetrical hydroxyl structures for the synthesis of phosphorus-based intrinsically flame retardant polyesters, polycarbonates, polyethers, polyether esters or polyurethanes. Fuel glycol and its preparation method. Background technique [0002] According to the book "Polymer Combustion and Flame Retardant Technology" (Chemical Industry Press, 2005 edition), the products of thermal decomposition of organophosphorus flame retardants generally have a strong dehydration effect, which can quickly dehydrate the surface of the covered organic matter. Carbonization and the formation of carbon film, so that it has a good flame retardant effect. This type of flame retardant can solve the problems of large smoke and release of toxic and corrosive gases when halogen flame retardants are burned, and can also overcome t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/12C08G18/66C08G18/32
Inventor 张兴元李军配贺晨孙伟彭腾
Owner UNIV OF SCI & TECH OF CHINA
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