Phenyl Isocyanate Urethane Acrylates for High Refractive Index Coatings

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Solution Overview

Problem

Current methods for producing coatings with high refractive indices are either complex and expensive or limited in achievable refractive index values, and there is a need for materials that can be processed and combined with other components to adjust refractive indices for applications like optical components and holographic materials.

Innovation Solution

Development of specially substituted phenyl isocyanate-based urethane acrylates that can be cured to achieve high refractive indices and improved diffraction efficiency, suitable for use in optical lenses, antireflection coatings, and holographically writeable materials, through a process involving specific isocyanate-reactive compounds and catalysts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If metal oxides are deposited via sputter process, then refractive index greater than 2.0 is achieved, but process complexity and cost increase

Engineering Contradiction:
Improverefractive indexVSAvoidprocess complexity
Core Design Contradiction:
Measurement precisionVSDevice complexity

Solution Approach 1:

The patent replaces the physical sputter deposition process with a chemical solution-based coating process. Organic polymers containing high refractive index elements (sulfur, halogen) are applied from solution and cured to form coatings with refractive indices up to 1.7, eliminating the need for complex vacuum sputtering equipment while achieving comparable optical performance.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent changes the chemical composition parameters of the coating material by incorporating high refractive index elements (sulfur, bromine, iodine) into the polymer structure. This chemical parameter modification allows achieving high refractive indices through molecular structure design rather than physical deposition processes.

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If polymer coatings with high refractive index are used, then ease of application is improved, but achievable refractive index is limited to about 1.7

Engineering Contradiction:
Improveease of applicationVSAvoidrefractive index
Core Design Contradiction:
Ease of operationVSMeasurement precision

Solution Approach 1:

The patent creates composite polymer materials incorporating high refractive index elements (sulfur-containing groups, halogenated aromatic rings) into the polymer backbone or side chains. This composite approach combines the ease of polymer processing with the high refractive index properties of sulfur and halogen atoms, achieving refractive indices up to 1.7 through material composition rather than physical structure.

Inventive Principle:
Principle #40Composite materials

3Measurement precision

If halogen-substituted aromatic (meth)acrylates are used, then refractive index of 1.5 or higher is achieved, but preparation complexity increases

Engineering Contradiction:
Improverefractive indexVSAvoidpreparation complexity
Core Design Contradiction:
Measurement precisionVSEase of manufacture

Solution Approach 1:

The patent develops a universal platform of sulfur-containing and halogenated polymer backbones that can accommodate various functional side groups. This universal structure allows achieving high refractive indices through the backbone composition while maintaining ease of manufacture by using standard polymerization techniques and commercially available monomers.

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 resulting coatings exhibit refractive indices greater than 1.50 and diffraction efficiency values above 25%, making them suitable for high-performance optical and holographic applications with improved efficiency in reference light usage.

Implementation Method 1

The suitability of substituted phenyl isocyanate-based urethane acrylates for the preparation of corresponding polymers has been described by Bowman (Polymer 2005, 46, 4735-4742)

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Implementation Method 2

The interference field of signal and reference lightbeam (two planar waves in the simplest case) is mapped into a refractive index grating, which contains all information of the signal (the hologram), by the local photopolymerization at locations of high intensity in the interference field

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS8222314B2Phenyl isocyanate-based urethane acrylates, processes for producing and methods of using the same
Publication Date: 2012.07.17 COVESTRO DEUTSCHLAND AG
  • US8222314B2 patent drawing
  • US8222314B2 patent drawing
  • US8222314B2 patent drawing

AI summary

Urethane acrylates of the general Formula (I), corresponding salts, solvates or solvates of a salt thereof:wherein R1, R2, R3, R4 and R5 each independently represent a substituent selected from the group consisting of hydrogen, halogens, C1-6-alkyls, trifluoromethyl, C1-6-alkylthios, C1-6-alkylselenos, C1-6-alkyltelluros, and nitro groups, with the proviso that at least one of R1, R2, R3, R4 and R5 is not hydrogen; R6 and R7 each independently represent a substituent selected from the group consisting of hydrogen and C1-6-alkyls; and A represents a saturated or unsaturated or linear or branched C1-6-alkyl radical or a polyalkylene oxide radical having 2-6 ethylene oxide or propylene oxide units; processes for producing and methods of using the same.