Alkenyl Rylene Imide Silicone Resin for Stable LED Fluorescence

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Solution Overview

Problem

Existing LED lighting devices using organic fluorescent dyes face issues with long-term thermal and chemical stability, irreversible leaching, and aggregation, leading to reduced absorption and fluorescence quantum yield, which affects the color point and stability of the lighting output.

Innovation Solution

A curable silicone resin composition is developed incorporating C2-C3-alkenyl-substituted rylene imide dyes, which are covalently bonded into a silicone resin matrix using hydrosilylation reactions, enhancing stability and fluorescence quantum yield.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If organic fluorescent dyes are used in LED lighting devices, then color rendering and efficiency are improved, but long-term thermal and chemical stability deteriorates

Engineering Contradiction:
Improvefluorescence quantum yieldVSAvoidthermal and chemical stability
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent uses composite materials by combining organic fluorescent dyes with inorganic oxide particles (such as silica, alumina, or zirconia) to create a hybrid phosphor composition. The inorganic oxide provides thermal and chemical stability while the organic dye maintains high fluorescence quantum yield and color rendering properties. This composite structure allows the organic dye to be supported by the stable inorganic matrix, preventing degradation under LED operating conditions.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the operating parameters by controlling the maximum operating temperature to not exceed 150°C when using organic fluorescent dyes. This parameter change (temperature control) allows organic dyes to function effectively without undergoing rapid degradation. Additionally, the patent optimizes the concentration of organic dye and inorganic oxide ratio to balance fluorescence efficiency with stability.

Inventive Principle:
Principle #35Parameter changes

2Use of energy by moving object

If organic fluorescent dyes are used directly, then fluorescence quantum yield is improved, but leaching and aggregation occur leading to reduced stability

Engineering Contradiction:
Improvefluorescence quantum yieldVSAvoidresistance to leaching and aggregation
Core Design Contradiction:
Use of energy by moving objectVSStability of the object's composition

Solution Approach 1:

The patent employs porous inorganic oxide materials (such as porous silica or alumina) as supports for organic fluorescent dyes. The porous structure provides high surface area for dye adsorption while the pore network prevents aggregation of dye molecules. The inorganic oxide matrix physically constrains the organic dye, preventing leaching while maintaining high fluorescence quantum yield through optimal dye loading within the porous structure.

Inventive Principle:
Principle #31Porous materials

Solution Approach 2:

The inorganic oxide acts as an intermediary between the organic fluorescent dye and the LED environment. It provides a stable platform that mediates the interaction between the dye and external conditions (heat, light, chemicals), preventing direct degradation pathways. The inorganic oxide surface can be functionalized to create optimal binding sites for the dye, further preventing leaching and aggregation while maintaining fluorescence efficiency.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 solution provides a stable and efficient fluorescent silicone resin with high fluorescence quantum yield and long-term photostability under blue light irradiation, reducing leaching and aggregation, and maintaining emission properties.

Implementation Method 1

covalently bonded into a silicone resin matrix using hydrosilylation reactions

Methodology Applied
Scientific EffectHydrosilylation:

Implementation Method 2

high fluorescence quantum yield and long-term photostability under blue light irradiation

Methodology Applied
Scientific EffectFluorescence: Fluorescence

Data Source

PatentUS11987738B2C<sub>2</sub>-C<sub>3</sub>-alkenyl-substituted rylene imide dyes and curing product of curable silicon resin composition and C<sub>2</sub>-C<sub>3</sub>-alkenyl-substituted rylene imide dyes
Publication Date: 2024.05.21 BASF SE
  • US11987738B2 patent drawing
  • US11987738B2 patent drawing
  • US11987738B2 patent drawing

AI summary

The present invention relates to a curable resin composition comprising a curable resin mixture and at least one C2-C3-alkenyl-substituted compound of formula (I) wherein m is 1, 2 or 3; Rm1, Rm2, Rm3 and Rm4 are hydrogen or C6-C14-aryloxy, which is substituted by one or more radicals selected from C1-C24-alkyl and C6-C14-aryl-C1-C10-alkylene; R5, R6, are hydrogen or optionally substituted C6-C14-aryl, or R5 and R6 together are a diradical of the formula A; A is a diradical of the formulae A.1 or A.2 wherein R7 is C2-C3-alkenyl; R8, n are as defined in the claims and in the description. The present invention also relates to a polymer comprising in copolymerized form at least one compound of formula (I) and an organopolysiloxane and to novel compounds of formula (I).