Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A kind of dopo-phthalimide derivative, preparation method and application

A technology of phthalimide and derivatives is applied in the field of flame retardant modification of polymer materials to achieve the effects of high thermal stability, satisfying processing conditions and high rigidity

Active Publication Date: 2020-08-04
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Moreover, the present invention provides a brand-new idea for synthesizing organophosphorus / nitrogen flame retardants, which breaks through the limitations of conventional synthesis methods and solves the problem that phthalimide with extremely poor alkalinity cannot be synthesized by conventional methods. Problems with Diformamide Derivatives

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of dopo-phthalimide derivative, preparation method and application
  • A kind of dopo-phthalimide derivative, preparation method and application
  • A kind of dopo-phthalimide derivative, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] There is the preparation of formula (I-i) structure compound

[0077] (1) DOPO (162.00 g, 0.75 mol) and 200 ml of xylene were added to a three-necked flask equipped with a thermometer, a magnetic stir bar, and a spherical condenser. Under the protection of nitrogen, the temperature of the system was slowly raised to 95°C. After the system was completely transparent, 22.50 g of paraformaldehyde was added in batches within 3 hours. After feeding, the temperature was continued to stir and react for 6 hours. Suction filtration while hot, the obtained solid was dried under vacuum at 80° C. for 8 hours to obtain 179 g of product with a yield of 97.0%.

[0078] (2) Weigh 116.03 g (0.47 mol) of the adduct of DOPO and paraformaldehyde, and add 300 ml of pyridine into a three-neck flask equipped with a thermometer and a magnetic stir bar. Then 180.10 g (0.94 mol) of p-toluenesulfonyl chloride were added slowly over 1 hour. Stir overnight at 25°C. Suction filtration, washin...

Embodiment 2

[0083] There is the preparation of formula (I-i) structure compound

[0084] (1) DOPO (162.00 g, 0.75 mol) and 200 ml of benzene were added to a three-necked flask equipped with a thermometer, a magnetic stir bar, and a spherical condenser. Under the protection of nitrogen, the temperature of the system was slowly raised to 70°C. 27 g of paraformaldehyde were added in portions over 4 hours. After feeding was completed, the stirring reaction was continued for 8 hours at this temperature. Suction filtration while hot, the obtained solid was dried under vacuum at 80° C. for 8 hours to obtain 181 g of product with a yield of 98.0%.

[0085](2) Weigh 116.03 g (0.47 mol) of the above-mentioned DOPO-alcohol compound, and add 300 ml of picoline into a three-necked flask equipped with a thermometer and a magnetic stir bar. Under the condition of ice bath, 114.90 g (0.60 mol) p-toluenesulfonyl chloride was slowly added. After feeding, the temperature of the reaction system will ri...

Embodiment 3

[0088] There is the preparation of formula (I-i) structure compound

[0089] (1) DOPO (162.00 g, 0.75 mol) and 200 ml of cyclohexane were added to a three-necked flask equipped with a thermometer, a magnetic stir bar, and a spherical condenser. Under the protection of nitrogen, the temperature of the system was slowly raised to 70°C. 24.75 grams of paraformaldehyde were added in portions over 4 hours. After the feeding was completed, the stirring reaction was continued for 15 hours at this temperature. Suction filtration while hot, the obtained solid was dried under vacuum at 80° C. for 8 hours to obtain 175 g of product with a yield of 95.0%.

[0090] (2) Weigh 116.03 g (0.47 mol) of the adduct of DOPO and paraformaldehyde, add 200 ml of pyridine and 100 ml of triethylamine into a three-necked flask equipped with a thermometer and a magnetic stir bar. Then 180.10 g (0.94 mol) of p-toluenesulfonyl chloride were added slowly over 1 hour. Stir overnight at 25°C. Suction f...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
tensile strengthaaaaaaaaaa
tensile strengthaaaaaaaaaa
tensile strengthaaaaaaaaaa
Login to View More

Abstract

The invention provides a DOPO-phthalimide derivative with a structure as shown in a formula I which is described in the specification. The invention also provides a preparation method for the DOPO-phthalimide derivative. The preparation method comprises the following steps: 1) subjecting a DOPO derivative and an aldehyde compound to a nucleophilic addition reaction to prepare a DOPO-alcohol compound; (2) reacting the DOPO-alcohol compound with sulfonyl chloride so as to prepare a DOPO-sulfonate compound; and (3) subjecting the DOPO-sulfonate compound and a phthalimide metal salt to a nucleophilic substitution reaction so as to obtain the DOPO-phthalimide derivative. The invention further provides the application of the above DOPO-o-phthalimide derivative as a flame retardant to modification of polymer resin. The polymer resin having undergone flame-retardant modification passes the V-0 level in a vertical burning test; at the same time, a flame-retardant product is allowed to maintaingood thermal properties, mechanical properties and physical appearance.

Description

technical field [0001] The invention belongs to the technical field of flame-retardant modification of polymer materials, and specifically relates to a DOPO-phthalimide derivative, a preparation method and an application. Background technique [0002] Polymer materials are widely used in construction, transportation, electronic appliances and other fields. However, this material is highly flammable, so it must be modified before use to achieve the specified flame retardant rating. Brominated flame retardants have been widely used due to their advantages of high efficiency, low cost, and little impact on material properties. However, flame retardant products containing chlorine and bromine will produce strong irritating hydrogen halide gas, toxic smoke and even some strong carcinogenic substances during combustion. With the improvement of people's awareness of environmental protection, the promulgation and improvement of relevant laws, the use of brominated flame retardants...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6574C08K5/5313C08L67/04C08G59/50C08L77/06
CPCC07F9/657172C08G59/5033C08K5/5313C08L2201/02C08L67/04C08L77/06
Inventor 姚强刘川川
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com