Urethane-Acrylate 3D-Printed Products With Lightfast Red Dyes

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Solution Overview

Problem

Existing 3D printing technologies using photopolymerization for plastics face issues with colorants that undergo significant color changes due to light exposure, leading to fading or discoloration, and compromise the curing process.

Innovation Solution

Employing red perinone dyes, specifically 8,9,10,11-tetrachloro-12H-phthaloperin-12-one and/or 14H-benz[4,5]isoquino[2,1-a]perimidin-14-one, dissolved in urethane-acrylate-resin-based compositions, to maintain a defined red hue and enhance lightfastness and coloristic properties in 3D-printed products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional colorants are used in photopolymerization-based 3D printing, then the curing process can proceed, but significant color changes and fading occur due to light exposure

Engineering Contradiction:
Improvecolor stabilityVSAvoidcolor change due to light exposure
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by selecting dyes with specific chemical structures (perinone, xanthene, oxazine, thiazine, cyanine, carbazole, indigo, anthraquinone, azo, anthracene, phenoxazine, phenothiazine, indoline, isoindoline, pyridine, triarylmethane, flavone, curcumin, thioflavine, thioxanthene, fluorescein, rhodamine, eriochrome, chlorophyll, carotenoid, betalain, quinacridone, disperse blue 194, or disperse blue 147) that inherently resist photodegradation. This chemical parameter selection ensures the dye molecules maintain their coloristic properties throughout the photopolymerization process and subsequent light exposure, resolving the contradiction between enabling curing and maintaining color stability.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional colorants are used in photopolymerization-based 3D printing, then the printing process can be completed, but the coloristic properties are compromised

Engineering Contradiction:
Improveprinting process completionVSAvoidcolor hue accuracy
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent specifies precise concentration parameters for the selected dyes within the photopolymerizable composition, ensuring that the color strength and hue remain consistent throughout the printing process. By controlling the dye concentration and selecting dyes with high molar absorptivity in the visible range, the invention maintains manufacturing precision of color properties while enabling complete printing process execution.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If light exposure is applied for photopolymerization curing, then the resin cures successfully, but the colorants undergo degradation

Engineering Contradiction:
Improveresin curingVSAvoidcolorant stability
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The patent converts the potentially harmful effect of light exposure into a beneficial outcome by selecting dyes whose absorption spectra are optimized for the photopolymerization wavelength range. The dyes absorb the curing light efficiently without undergoing degradation, and in some cases, the dye molecules may even enhance the curing process by extending the absorption spectrum of the photoinitiator system. This approach allows simultaneous achievement of complete resin curing and colorant stability.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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 results in 3D-printed products with a color distance ΔE<20 from the L*a*b* coordinates for a color number beginning with '3' in the RAL color chart, ensuring minimal color change and maintaining color stability during and after the printing process.

Implementation Method 1

photopolymerization-based 3D printing in which a photo-curing resin liquid is applied layer-by-layer and, through the use of light, subjected to a photo-curing process/polymerization or a light-induced curing

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Implementation Method 2

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

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Data Source

PatentUS20250282962A13D-printed products
Publication Date: 2025.09.11 LANXESS DEUTSCHLAND GMBH

AI summary

The present invention relates to urethane-acrylate-resin-based 3D-printed products having a colour distance ΔE&lt;20 from the L*a*b* coordinates for a colour number, beginning with “3”, of the RAL colour chart, comprising at least one red perinone dye 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 dissolved therein, to the use of said red perinone dyes for producing 3D-printed products having a colour distance ΔE&lt;20 from the L*a*b* coordinates for a colour number, beginning with “3”, of the RAL colour chart by photopolymerization, and to a method for increasing the lightfastness and the colouristic properties of photopolymerizable urethane-acrylate-resin-based compositions and 3D-printed products based thereon by means of at least one red perinone dye 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 dissolved therein.