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A kind of phosphorus chlorine synergistic benzopyran flame retardant and preparation method thereof

A technology of benzopyrans and benzopyrans, applied in the field of flame retardant materials, to achieve the effects of adding new varieties, good char formation, good solubility and thermal stability

Active Publication Date: 2018-06-22
济南承坤企业管理咨询有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In particular, 4,6-dichloro-2H-benzopyran-3-carbaldehyde was prepared from the pharmaceutical intermediate 6-chloro-4-chromanone, and then functionalized with phosphaphenanthrene to form phosphorus chloride Cooperating with benzopyran flame retardant compounds and investigating their related performance research has not been reported in the prior art

Method used

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  • A kind of phosphorus chlorine synergistic benzopyran flame retardant and preparation method thereof
  • A kind of phosphorus chlorine synergistic benzopyran flame retardant and preparation method thereof
  • A kind of phosphorus chlorine synergistic benzopyran flame retardant and preparation method thereof

Examples

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Embodiment 1

[0032] Example 1: Preparation of phosphorous and chlorine synergistic benzopyran flame retardants

[0033] (1) Preparation of intermediate 4,6-dichloro-2H-benzopyran-3-carbaldehyde (compound III)

[0034] Add DMF (0.25mol) into a dry three-necked flask, cool it to 0-5°C in an ice-water bath, and slowly add POCl dropwise under stirring 3 (0.25mol), during the dropwise addition process, the reaction temperature should not exceed 5°C. After the dropwise addition, keep stirring at 0-5°C for 1 hour; then, at 10°C, slowly add 6-chloro-4-chrome The DMF solution of full ketone (compound II) (0.10mol 6-chloro-4-chromanone is dissolved in 20 milliliters of DMF), afterwards, reacted at 70-90 ℃ for 3-5 hours; After the reaction was completed, the reaction solution was cooled to At room temperature, under rapid stirring, slowly pour into ice water, let stand, filter with suction, wash with water, dry, and recrystallize through ethanol to obtain the intermediate 4,6-dichloro-2H-benzopyran-...

Embodiment 2

[0039] Example 2: Preparation of phosphorous and chlorine synergistic benzopyran flame retardants

[0040] (1) Intermediate 4,6-dichloro-2H-benzopyran-3-carbaldehyde (compound III)

[0041] Add DMF (0.15mol) into a dry three-necked flask, cool it to 0-5°C in an ice-water bath, slowly add POCl3 (0.15mol) dropwise under stirring, and control the reaction temperature not to exceed 5°C during the dropwise addition. , maintained at 0-5 ° C and continued to stir the reaction for 1 hour; then, at 10 ° C, slowly added dropwise a DMF solution of 6-chloro-4-chromanone (compound II) (0.10mol 6-chloro-4-chromanone dissolved in 20 ml of DMF), and then reacted at 70-90°C for 3-5 hours; after the reaction was completed, the reaction solution was cooled to room temperature, slowly poured into ice water under rapid stirring, left to stand, suction filtered, washed with water, After drying and recrystallization from ethanol, the intermediate 4,6-dichloro-2H-benzopyran-3-carbaldehyde (compound ...

Embodiment 3

[0044] Example 3: Preparation of phosphorous and chlorine synergistic benzopyran flame retardants

[0045] (1) Intermediate 4,6-dichloro-2H-benzopyran-3-carbaldehyde (compound III)

[0046] Add DMF (0.35mol) into a dry three-necked flask, cool it to 0-5°C in an ice-water bath, slowly add POCl3 (0.30mol) dropwise under stirring, control the reaction temperature not to exceed 5°C during the dropwise addition, after the dropwise addition is completed , maintained at 0-5 ° C and continued to stir the reaction for 1 hour; then, at 10 ° C, slowly added dropwise a DMF solution of 6-chloro-4-chromanone (compound II) (0.10mol 6-chloro-4-chromanone dissolved in 20 ml of DMF), and then reacted at 70-90°C for 3-5 hours; after the reaction was completed, the reaction solution was cooled to room temperature, slowly poured into ice water under rapid stirring, left to stand, suction filtered, washed with water, After drying and recrystallization from ethanol, the intermediate 4,6-dichloro-2H...

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Abstract

The invention discloses a phosphorus-chlorine synergistic chromene flame retardant shown in formula I and a preparation method thereof. Two functional structural units, i.e. chromene and a phosphaphenanthrene group, are effectively mixed, the preparation method is simple in process and suitable for industrial production, a novel phosphaphenanthrene functionalized phosphorus-chlorine synergistic chromene flame retardant is formed, is high in char forming property, char yield, phosphorus-chlorine synergistic flame retardant efficiency, thermal stability and material processibility, and can be used for the technical field of high polymer materials such as epoxy resin, polyester and polyurethane, and the molecular structure contains two flame retardant elements phosphorus and chlorine; the research fields of chromene compounds are expanded.

Description

Technical field: [0001] The invention relates to the technical field of flame retardant materials, in particular to a phosphorus-chlorine synergistic benzopyran flame retardant and a preparation method thereof. Background technique: [0002] Flame retardants are widely used in electronic appliances, communications, nuclear power, aerospace, transportation, building materials, interior decoration, textiles and other fields, and are one of the important measures for scientific fire prevention and control. With the development of society and the advancement of science and technology, the application fields of flame retardants continue to expand. Countries around the world have increasingly strict requirements on the flame retardancy of materials and products in various fields, and new requirements have been put forward for the research and development and application technology of flame retardants. Therefore, the research and development of new efficient and multifunctional fla...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6574C08L63/00C08L67/00C08L75/04C08K5/5313
CPCC07F9/657172C08K5/5313C08L2201/02C08L63/00C08L67/00C08L75/04
Inventor 孙一峰刘梦影汪昭玮李兴叶小机吉国强柳亚玲牟德海
Owner 济南承坤企业管理咨询有限公司
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