Unlock instant, AI-driven research and patent intelligence for your innovation.

Process for production of aminated phosphoric acid ester compound, flame-retardant resin, and flame-retardant resin composition

A technology of resin composition and manufacturing method, applied in the field of flame retardant resin and flame retardant resin composition, can solve problems such as undeveloped manufacturing method of phosphate compound, and achieve the effect of excellent flame retardancy and electrical properties

Inactive Publication Date: 2009-06-17
SHOWA HIGHPOLYMER CO LTD
View PDF5 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] When the above-mentioned amino group-containing phosphoric acid ester compound is used industrially, it is preferable to synthesize it by a one-step reaction in terms of production efficiency and cost, but the production method of such amino group-containing phosphoric acid ester compound has not yet been developed.

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
  • Process for production of aminated phosphoric acid ester compound, flame-retardant resin, and flame-retardant resin composition
  • Process for production of aminated phosphoric acid ester compound, flame-retardant resin, and flame-retardant resin composition
  • Process for production of aminated phosphoric acid ester compound, flame-retardant resin, and flame-retardant resin composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0112] Hereinafter, the present invention will be described in more detail through examples, but the present invention is not limited by these examples.

[0113] The characteristic evaluation of the hardened|cured material of the flame-retardant resin composition manufactured in the Example and the comparative example was performed by the following measurement.

[0114] (1) Flame retardancy evaluation

[0115] The flame retardancy evaluation was performed using the oxygen index. The oxygen index was obtained in accordance with "combustibility test method using oxygen index" of JIS K 7201-2. In this evaluation, a larger value of the oxygen index means higher flame retardancy.

[0116] (2)Tg

[0117] The Tg of the cured product was measured by the DMA method (dynamic mechanical analysis: Dynamic Mechanical Analysis) using a thermal analyzer (SEIKO Electronics Industry Co., Ltd., EXSTARD MS6100). In this evaluation, the measurement temperature range was room temperature to 30...

Synthetic example 1

[0125] (Synthesis example 1: Preparation of bis(3-aminophenyl)phenyl phosphate (3-APP))

[0126] In a 4-neck flask equipped with a stirring device, a dry nitrogen inlet tube, a thermometer, a dropping funnel, and a condenser, add 165 g (1.66 mol) of anhydrous potassium carbonate, and 700 g of dehydrated acetonitrile and 101 g (0.926 mol) The mixed solution of m-aminophenol was formed into a dry nitrogen atmosphere in a 4-necked flask. The temperature was raised to 60 to 65° C. while stirring the contents, and then a mixed solution of 65.1 g (0.309 mol) of phenyl dichlorophosphoric acid and 60 g of dehydrated acetonitrile was slowly added dropwise to the contents. After the dropwise addition was completed, the mixture was further heated to reflux for 1 hour, and then the reaction solution was cooled to room temperature. The generated salt and potassium carbonate were removed by filtration, and further washed with 50 ml of acetonitrile. After the obtained filtrate was concentr...

Synthetic example 2

[0127] (Synthesis example 2: Preparation of bis(4-aminophenyl)phenyl phosphate (4-APP))

[0128] Except having used p-aminophenol instead of m-aminophenol, it carried out similarly to the synthesis|combination of the said 3-APP, and obtained 66.6g of 4-APP represented by the said chemical formula (III) (yield 65%). The resulting 4-APP has a melting point of 123-124°C. Additionally, the resulting 4-APP 1 The measurement result of H-NMR is shown in figure 2 . here, 1 For the measurement of H-NMR, AC-200 of Bruker Company was 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
Login to View More

PUM

PropertyMeasurementUnit
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to View More

Abstract

Disclosed is a process for producing an aminated phosphoric acid ester compound which can synthesize the compound through an one-step reaction. A process for producing an aminated phosphoric acid ester compound represented by the general formula (3): (3) wherein X<1>, X<2>, X<3>, X<4> and X<5> independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, comprising the steps of reacting an aminophenol compound represented by the general formula (1): (1) with a dichlorophosphoric acid compound represented by the general formula (2): (2) wherein X<1>, X<2>, X<3>, X<4> and X<5> are as defined above, in an aporotic organic solvent in the presence of an inorganic basic compound to give the aminated phosphoric acid ester compound.

Description

technical field [0001] The present invention relates to a method for producing an amino group-containing phosphoric acid ester compound, a flame-retardant resin, and a flame-retardant resin composition. In detail, the present invention relates to a method for producing an amino group-containing phosphoric acid ester compound useful in the production of electronic materials such as printed wiring boards, solder resists, sealing materials, and interlayer insulating films, electrical housings, etc. , and FRP used as constituent materials of buildings, vehicles, etc., and relates to flame-retardant resins and flame-retardant resin compositions. Background technique [0002] For a long time, there are thermosetting resins (such as epoxy resins, unsaturated polyester resins, phenolic resins and melamine resins, etc.) and thermoplastic resins (such as ABS resins, AS resins, PET resins, PBT resins and PMMA resins, etc. ) to impart flame retardancy to the resin composition, an organ...

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 Applications(China)
IPC IPC(8): C07F9/12C08G59/30
CPCC07F9/12C08G18/3889C08G59/504
Inventor 镰田博稔高桥健太郎李晖B·约宁
Owner SHOWA HIGHPOLYMER CO LTD