Urethane Acrylate 3D Prints With Lightfast Red Perinone Dyes

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Solution Overview

Problem

Existing 3D printing technologies using photopolymerization face issues with colorants causing light-induced color changes and fading, which affect the lightfastness and coloristic properties of 3D printed products, particularly in achieving a defined red color tone.

Innovation Solution

Incorporating specific red perinone dyes, such as 8,9,10,11-tetrachloro-12H-phthaloperin-12-one and/or 14H-benz[4,5]isoquino[2,1-a]perimidin-14-one, into urethane acrylate resin compositions for 3D printing, ensuring a color difference ΔE <20 from the L*a*b* coordinates of a color number beginning with '3' in the RAL color table, thereby enhancing lightfastness and color stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional colorants are used in photopolymerization-based 3D printing, then the printing process can proceed, but light-induced color changes and fading occur, reducing lightfastness

Engineering Contradiction:
ImprovelightfastnessVSAvoidlight-induced color changes
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the colorant by selecting specific red perinone dyes (Solvent Red 135 and Solvent Red 179) with particular molecular structures and light absorption properties. These dyes absorb light in the 400-530 nm range, which matches the photopolymerization wavelengths, yet maintain exceptional lightfastness due to their stable perinone core structure, thereby resolving the contradiction between enabling photopolymerization and preventing color degradation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite resin composition by combining urethane acrylate resin with specific red perinone dyes. This composite material integrates the photopolymerizable resin matrix with lightfast colorants, achieving both the required curing functionality and superior color stability under light exposure

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If polymer-soluble dyes are used to maintain transparency in amorphous plastics, then transparency is achieved, but color stability under light exposure deteriorates

Engineering Contradiction:
Improvecolor stabilityVSAvoidtransparency maintenance
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The patent changes the solubility and molecular structure parameters by selecting perinone dyes that are specifically soluble in urethane acrylate resin while maintaining their lightfast properties. The dyes dissolve at concentrations of 0.01-5 wt% without precipitating or degrading, preserving both transparency and color stability simultaneously

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If colorants are added to achieve defined red color tone, then coloristic properties improve, but light-induced fading increases

Engineering Contradiction:
Improvecolor tone definitionVSAvoidcolor persistence
Core Design Contradiction:
Manufacturing precisionVSDuration of action of stationary object

Solution Approach 1:

The patent precisely controls the color tone by selecting dyes with specific absorption maxima (Solvent Red 135 at 495 nm, Solvent Red 179 at 525 nm) and optimizing their concentration ranges (0.01-5 wt%). This parameter optimization achieves the desired RAL 3xxx red tones while maximizing lightfastness, as the perinone structure resists photodegradation even at these concentrations

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses highly concentrated dye solutions (up to 5 wt%) to achieve intense, stable red colors that do not require large volumes or repeated applications. The exceptional lightfastness means the color persists indefinitely under normal lighting conditions, effectively making the colorant permanent rather than temporary

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 use of these dyes maintains a consistent red color tone and improves lightfastness, ensuring minimal color change after exposure, with ΔE <20, in 3D printed products.

Implementation Method 1

dye D1 has a light absorption maximum within a wavelength range of 400 to 530 nm

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Implementation Method 2

a curable resin composition comprising radiation-curable components, a photoinitiator

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentEP4613801A13D printed products
Publication Date: 2025.09.10 LANXESS DEUTSCHLAND GMBH
  • EP4613801A1 patent drawing
  • EP4613801A1 patent drawing

AI summary

The present invention relates to urethane acrylate resin-based 3D printed products with a color difference ΔE &lt;20 from the L*a*b* coordinates to a color number beginning with "3" in the RAL color table, containing at least one red perinone dye dissolved therein to be selected from 8,9,10,11-tetrachloro-12H-phthaloperin-12-one and/or 14H-benz[4,5]isoquino[2,1-a]perimidin-14-one, the use of these red perinone dyes for producing 3D printed products with a color difference ΔE &lt;20 from the L*a*b* coordinates to a color number beginning with "3" in the RAL color table by means of photopolymerization, as well as a method for increasing the lightfastness and the coloristic properties of photopolymerizable, urethane acrylate resin-based compositions and 3D printed products based thereon by means of at least one red perinone dye dissolved therein. to be selected from 8,9,10,11-tetrachloro-12H-phthaloperin-12-one and/or 14H-benz[4,5]isoquino[2,1-a]perimidin-14-one.