Acyl Germanium Photoinitiators for Deep Visible Light Curing

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Solution Overview

Problem

Current photoinitiators for visible light curing, such as camphorquinone, suffer from reduced transparency and incomplete curing in thicker layers, and the synthesis of alternative germanium compounds is costly and complex.

Innovation Solution

Development of tetra- or tetrakis-acyl germanes with specific chemical structures that can be activated by visible light in the long-wave range, offering improved reactivity and curing characteristics, and a simplified synthesis process avoiding costly protective group technology.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If camphorquinone/amine system is used for visible light curing, then radical polymerization is initiated, but the material develops yellow cast and curing is incomplete in thicker layers

Engineering Contradiction:
Improvecuring completenessVSAvoidyellow cast
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical structure parameters of the photoinitiator from camphorquinone to acyl germanium compounds, which have different absorption characteristics and do not produce yellow cast. This parameter change in the initiator molecule structure resolves the discoloration issue while maintaining curing effectiveness.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The acyl germanium photoinitiators are designed to be completely consumed during the photopolymerization process without leaving residual coloration, unlike camphorquinone which persists and causes yellow cast. The initiator serves its function and is effectively 'disposed of' without harmful remnants.

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

2Productivity

If UV light curing is used, then high reaction rate is achieved, but through-curing depth is limited in pigmented or thick layers

Engineering Contradiction:
Improvereaction rateVSAvoidcuring depth
Core Design Contradiction:
ProductivityVSLength of stationary object

Solution Approach 1:

The patent changes the wavelength parameter of the curing light from UV to visible light range (400-500 nm), which has better penetration depth through pigmented and thick materials. The acyl germanium photoinitiators are specifically designed to absorb visible light, enabling deep through-curing while maintaining adequate reaction rates.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If traditional germanium photoinitiators are synthesized, then photoinitiation activity is achieved, but synthesis is costly and complex

Engineering Contradiction:
Improvephotoinitiation activityVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent extracts and eliminates the costly and complex protective group technology steps from the traditional germanium photoinitiator synthesis. The new synthesis route directly introduces the acyl groups onto germanium without requiring dithiane protective groups, significantly simplifying the process while maintaining photoinitiation activity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent replaces expensive protective group reagents and complex purification procedures with a simpler, more direct synthesis approach. The simplified process uses readily available reagents and avoids costly protective group chemistry, making the synthesis more economically viable.

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

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 new photoinitiators achieve high through-curing depth without discoloration, suitable for dental and non-dental applications, and are synthesized with high purity and good yields, overcoming the limitations of existing systems.

Implementation Method 1

The photoinitiator used plays a decisive role for the curing of photopolyreactive resins. Upon irradiation with UV or visible light it absorbs light and forms the polymerization-initiating species.

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Data Source

PatentUS10787468B2Acyl germanium photoinitiators and process for the preparation thereof
Publication Date: 2020.09.29 IVOCLAR VIVADENT AG
  • US10787468B2 patent drawing
  • US10787468B2 patent drawing
  • US10787468B2 patent drawing

AI summary

Acyl germanium compound according to general formula [RmAr—(C═O)—]4—Ge and process for the preparation thereof. The compound is suitable as initiator for radical polymerization.