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Furyl phosphate flame retardant and preparation method thereof

A technology of furan-based phosphate ester and flame retardant is applied in the field of phosphorus-containing bio-based flame retardant materials and preparation, and achieves the effects of rich aromatic ring structure, high molecular weight and good flame retardant effect

Pending Publication Date: 2022-04-15
江苏华信高新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese invention patents CN109280217A and CN109762203A respectively disclose a class of furan-based phosphorus-containing flame retardants and a eugenol-based phosphorus-nitrogen flame-retardant additive. Epoxy resin material has only reached the UL-94V-0 level, and its flame retardant efficiency needs to be further improved

Method used

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  • Furyl phosphate flame retardant and preparation method thereof
  • Furyl phosphate flame retardant and preparation method thereof
  • Furyl phosphate flame retardant and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0025] A kind of furyl phosphate flame retardant, the structure of this flame retardant is shown in the following formula:

[0026]

[0027] The preparation method of above-mentioned furyl phosphate flame retardant is, comprises the following steps

[0028] (1) 5-Hydroxymethylfurfural and triethylamine are dissolved in dichloromethane, then dropwise add dichlorinated phenyl phosphate, the mole of dichlorinated phenyl phosphate, 5-hydroxymethylfurfural and triethylamine The ratio is 1.0:2.0:2.0, react at 0°C for 3 hours, filter the reactant, wash the filtrate with water, and use a rotary evaporator to remove the solvent in the organic phase to obtain a phosphorus-containing furanyl intermediate;

[0029] (2) Add the phosphorus-containing furanyl intermediate, furfurylamine and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide into the reactor according to the stoichiometric ratio, and the phosphorus-containing furanyl intermediate The molar ratio of the body, furfurylamine...

Embodiment 2

[0035] A kind of furyl phosphate flame retardant, the structure of this flame retardant is shown in the following formula:

[0036]

[0037] The preparation method of above-mentioned furyl phosphate flame retardant is, comprises the following steps

[0038] (1) 5-hydroxymethylfurfural and pyridine are dissolved in chloroform, then dropwise add phenylphosphonic dichloride, the mol ratio of phenylphosphonic dichloride, 5-hydroxymethylfurfural and pyridine is 1.0: 2.1: 2.1, react at 60°C for 8 hours, filter the reactant, wash the filtrate with water, and use a rotary evaporator to remove the solvent in the organic phase to obtain a phosphorus-containing furanyl intermediate;

[0039] (2) Add the phosphorus-containing furyl intermediate, furfurylamine and diphenylphosphoryl oxide into the reactor according to the stoichiometric ratio, and the molar ratio of the phosphorus-containing furyl intermediate, furfurylamine and diphenylphosphoryl oxide is 1.0:2.1 : 2.1, reacted at 50°...

Embodiment 3

[0045] A kind of furyl phosphate flame retardant, the structure of this flame retardant is shown in the following formula:

[0046]

[0047] The preparation method of above-mentioned furyl phosphate flame retardant is, comprises the following steps

[0048](1) 5-hydroxymethylfurfural and triethylamine are dissolved in tetrahydrofuran, then dropwise add methyl dichlorophosphate, the mol ratio of methyldichlorophosphate, 5-hydroxymethylfurfural and triethylamine is 1.0: 2.2: 2.2, react at 30°C for 12 hours, filter the reactant, wash the filtrate with water, and remove the solvent in the organic phase by a rotary evaporator to obtain a phosphorus-containing furanyl intermediate;

[0049] (2) Add the phosphorus-containing furanyl intermediate, furfurylamine and dimethyl phosphite into the reactor according to the stoichiometric ratio, and the molar ratio of the phosphorus-containing furanyl intermediate, furfurylamine and dimethylphosphite is 1.0:2.2 : 2.2, reacted at 80° C. f...

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Abstract

The invention discloses a furyl phosphate flame retardant and a preparation method thereof. The structure of the flame retardant is shown in the following formula. The preparation method comprises the following steps: dissolving 5-hydroxymethylfurfural and an acid-binding agent in an organic solvent, then dropwise adding a phosphorus-containing compound, reacting at 0-80 DEG C for 0.5-12 hours, filtering a reactant, washing filtrate with water, and removing the solvent in an organic phase to obtain a phosphorus-containing furyl intermediate; and adding the phosphorus-containing furyl intermediate, furfuryl amine and a phosphorus-containing compound into a reactor according to a stoichiometric ratio, reacting at 50-100 DEG C for 3-24 hours, filtering a crude product after the reaction, washing with ethanol, and carrying out reduced pressure distillation to remove the organic solvent, thereby obtaining the furyl phosphate flame retardant. The flame retardant has a good flame retardant effect, and excellent flame retardant performance can be achieved by adding a small amount of the flame retardant into epoxy resin; the preparation method is simple and easy to implement, and the raw materials come from renewable resources and are green and environment-friendly.

Description

technical field [0001] The invention belongs to the technical field of phosphorus-containing bio-based flame retardant materials and their preparation, and in particular relates to a furyl phosphate flame retardant and a preparation method thereof. Background technique [0002] The flame retardancy of polymeric materials is a topic of great interest due to the need to minimize fire risks and meet fire safety requirements. Many highly efficient traditional flame retardants based on halogens, minerals and phosphorus nitrogen compounds have been developed. However, some of these compounds, especially halogenated flame retardants, are harmful to our health and the environment, and their use is restricted. In addition, growing concerns about ecological effects have encouraged the development of novel flame retardants using renewable resources. Therefore, there is renewed interest in the development of sustainable solutions for flame retardants in polymeric materials. [0003] ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6558C07F9/6574C08K5/5313C08K5/5353C08L63/02
Inventor 王光战
Owner 江苏华信高新材料有限公司
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