Phosphorus-Based Methacrylate for High Refractive Index Optical Resins

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Solution Overview

Problem

Current (meth)acrylic resins have insufficient refractive index for high-end applications, and materials with higher refractive index, such as those containing sulfur atoms, often produce undesirable odors during preparation.

Innovation Solution

Development of a phosphorus-based (meth)acrylate compound with a dihydrooxaphosphophenanthrene backbone, represented by Formula (I), which has a high refractive index without containing sulfur atoms, allowing for its use in optical resin materials and other applications requiring high refractive index and flame retardancy.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If sulfur atoms are introduced into the resin material structure to increase refractive index, then the refractive index increases, but distinctive odor is generated during preparation

Engineering Contradiction:
Improverefractive indexVSAvoiddistinctive odor
Core Design Contradiction:
Illumination intensityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical element parameter from sulfur to phosphorus in the molecular structure. The phosphorus-based (meth)acrylate compound maintains high refractive index (1.60 or more) while eliminating the odor problem associated with sulfur-containing compounds during preparation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces sulfur-containing compounds with phosphorus-based compounds that achieve the same optical function (high refractive index) without the harmful side effect of distinctive odor during preparation and processing

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Illumination intensity

If conventional (meth)acrylic resins are used, then ease of manufacture is maintained, but refractive index is insufficient for high-end applications

Engineering Contradiction:
Improverefractive indexVSAvoidmanufacturing simplicity
Core Design Contradiction:
Illumination intensityVSEase of manufacture

Solution Approach 1:

The patent develops phosphorus-based (meth)acrylate compounds that combine the desirable properties of conventional (meth)acrylic resins (ease of processing, transparency) with high refractive index, creating a composite material that meets both performance and manufacturability requirements

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the chemical structure parameter by introducing phosphorus-based functional groups into the (meth)acrylate backbone, achieving refractive index of 1.60 or more while preserving the processability and manufacturing ease of conventional (meth)acrylic resins

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The phosphorus-based (meth)acrylate compound achieves a refractive index of 1.60 or more, suitable for optical resin materials, and is odor-free during preparation, making it suitable for materials like liquid crystal display panels and optical fibers.

Implementation Method 1

a method of introducing a sulfur atom having high polarizability into a molecule is disclosed

Methodology Applied
Scientific EffectPolarizability:

Data Source

PatentUS9102696B2Phosphorus-based (meth)acrylate compound and method of preparing the same
Publication Date: 2015.08.11 SANKO CO LTD
  • US9102696B2 patent drawing
  • US9102696B2 patent drawing
  • US9102696B2 patent drawing

AI summary

This invention relates to a novel compound having high refractive index suitable for use in optical resin materials, etc., without containing a sulfur atom, and to a method of preparing the same, in which the compound is a phosphorus-based (meth)acrylate compound represented by Formula (I).