Aromatic Phosphoric Acid Ester Flame Retardant for Thermosetting Resin

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Solution Overview

Problem

Current phosphorus-type flame retardants for thermosetting resins face challenges such as reduced glass-transition temperature, poor solubility in solvents, and increased permittivity and dielectric tangent, which affect their flame retardancy and heat resistance performance in electronic devices.

Innovation Solution

An aromatic phosphoric acid ester with a specific bisphenol structure is used, which is soluble in common solvents, effectively imparts flame retardancy, and maintains heat resistance while suppressing permittivity and dielectric tangent elevation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If condensed phosphoric acid ester is used as flame retardant, then flame retardancy is improved, but glass-transition temperature is reduced

Engineering Contradiction:
Improveflame retardancyVSAvoidglass-transition temperature
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent changes the chemical structure parameters of the phosphorus-type flame retardant by introducing a specific bisphenol structure with aromatic rings and controlling the substitution patterns. This structural modification alters the thermal and electrical properties, enabling the flame retardant to maintain glass-transition temperature while providing effective flame retardancy.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite material system combining the specifically structured aromatic phosphoric acid ester with thermosetting resin. The composite structure leverages the flame retardant properties of the phosphorus compound while the bisphenol structure contributes to maintaining thermal stability and dielectric properties, resolving the contradiction between flame retardancy and glass-transition temperature.

Inventive Principle:
Principle #40Composite materials

2Temperature

If phosphinate is used as flame retardant, then glass-transition temperature is maintained, but solubility in solvent is poor

Engineering Contradiction:
Improveglass-transition temperatureVSAvoidsolubility in solvent
Core Design Contradiction:
TemperatureVSEase of manufacture

Solution Approach 1:

The patent modifies the molecular structure parameters of the flame retardant by introducing aromatic rings and specific substitution patterns in the bisphenol structure. These structural parameter changes enhance the solubility in common solvents used to prepare laminate sheets while maintaining the glass-transition temperature, thereby resolving the contradiction between temperature maintenance and solubility.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If DOPO or phosphazene compounds are used as flame retardant, then solubility in solvent is improved, but permittivity and dielectric tangent are elevated

Engineering Contradiction:
Improvesolubility in solventVSAvoidpermittivity and dielectric tangent
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters by using a specific bisphenol structure with aromatic rings and controlling substitution patterns. This structural modification results in a flame retardant that maintains good solubility in common solvents while having lower permittivity and dielectric tangent compared to DOPO and phosphazene compounds, thus resolving the contradiction between solubility and dielectric properties.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11965126B2Flame retardant for thermosetting resin including aromatic phosphoric acid ester, thermosetting resin composition including same, and cured material and application of same
Publication Date: 2024.04.23 DIAHACHI CHEMICAL INDUSTRY CO LTD
  • US11965126B2 patent drawing
  • US11965126B2 patent drawing
  • US11965126B2 patent drawing

AI summary

A flame retardant for thermosetting resin containing an aromatic phosphoric acid ester represented by the general formula (I):wherein R1 to R4 each independently represent a hydrogen atom, a C1-4 alkyl group, or a C1-4 alkoxy group; R5, R6, and R9 each independently represent a C1-10 alkyl group or a C1-10 alkoxy group; R7 and R8 each independently represent a C1-4 alkyl group or a C1-4 alkoxy group; n represents an integer of 1 to 10; n1 and n2 each independently represent an integer of 0 to 3; m1 and m2 each independently represent an integer of 0 to 4; p represents an integer of 0 to 26; and k represents an integer of 1 to 12; and when p is 2 or more, any two substituents R9 may be bonded to each other, and may be bonded to a carbon atom(s) of a ring to which the above substituents R9 are bonded, forming another ring.