Hydroxybiphenyl Benzotriazole Derivatives Block High Energy Light

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Solution Overview

Problem

Current high energy light blockers, particularly in ophthalmic devices, fail to comprehensively block high energy light across a wide spectrum, including UV and visible light, leading to potential ocular damage, and often have a window in the UV blocking range where protection is reduced.

Innovation Solution

Hydroxybiphenyl benzotriazole derivatives with polymerizable functionality that effectively absorb high energy light across the 200-370 nm range while maintaining transparency in the visible spectrum, providing comprehensive protection against UVA and UVB radiation and high energy visible light.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If conventional UV absorbers are used in ophthalmic devices, then some UV protection is achieved, but comprehensive high energy light blocking across 200-400 nm is not achieved and visibility is compromised

Engineering Contradiction:
Improvehigh energy light blockingVSAvoidvisible light transmission
Core Design Contradiction:
Object-affected harmful factorsVSIllumination intensity

Solution Approach 1:

The patent modifies the molecular structure of benzotriazole derivatives by introducing hydroxybiphenyl groups and polymerizable functionality, changing the absorption parameters to block high energy light (200-400 nm) while maintaining visible light transmission (>80%)

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite photoprotective materials by combining hydroxybiphenyl benzotriazole derivatives with polymer matrices, achieving both comprehensive UV/visible light blocking and maintained visibility through optimized composition

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If existing benzotriazole compounds are used, then some UV absorption is provided, but a window of reduced protection exists in the UV blocking range

Engineering Contradiction:
ImproveUV radiation blockingVSAvoidprotection consistency
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent adjusts the absorption spectrum parameters of benzotriazole derivatives by modifying molecular structure, eliminating the protection window and achieving consistent blocking across the entire UV range (280-380 nm) and into visible light

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention enhances specific regions of the absorption spectrum by introducing hydroxybiphenyl groups, creating localized improvements in photostability and absorption efficiency at critical wavelengths while maintaining overall spectral coverage

Inventive Principle:
Principle #3Local quality

3Object-affected harmful factors

If polymerizable benzotriazole derivatives are incorporated into ophthalmic devices, then comprehensive high energy light blocking is achieved, but device manufacturing complexity increases

Engineering Contradiction:
Improvehigh energy light blockingVSAvoidmanufacturing process complexity
Core Design Contradiction:
Object-affected harmful factorsVSDevice complexity

Solution Approach 1:

The patent combines the UV-blocking function with polymerization capability in a single molecular structure, allowing the photoprotective agent to be integrated into the device matrix through standard polymerization processes, thereby simplifying manufacturing despite enhanced functionality

Inventive Principle:
Principle #5Merging (Combining)

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 hydroxybiphenyl benzotriazole derivatives provide enhanced protection by blocking over 99% of UV radiation between 280-315 nm and 90% of UV radiation between 316-380 nm, while allowing greater than 80% transmission in the visible spectrum, making them suitable for Class I and Class II UV absorbers in ophthalmic applications.

Implementation Method 1

high energy light absorbers with hydroxybiphenyl benzotriazole structures having a high absorption (low transmission) over the wavelength range of at least 200-370 nm

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Implementation Method 2

Polymerizable compounds possessing appropriate chromophores, if used as ophthalmic device monomers, can help protect the cornea, as well as the interior cells in the ocular environment, from degradation caused by high energy light

Methodology Applied
Scientific EffectFree radical polymerization: Photopolymerisation

Data Source

PatentEP3645517B9Polymerizable benzotriazole derivatives as blockers of high energy light
Publication Date: 2023.05.17 JOHNSON & JOHNSON VISION CARE INC
  • EP3645517B9 patent drawingFigure 1
  • EP3645517B9 patent drawingFigure 2
  • EP3645517B9 patent drawingFigure 3

AI summary

Described are high energy light blocking compounds and ophthalmic devices containing the compounds. In particular, described are hydroxybiphenyl benzotriazole structures with polymerizable functionality that block high energy light and are visibly transparent. The hydroxybiphenyl benzotriazole structures can be incorporated into ophthalmic devices, such as hydrogel contact lenses, to protect eyes from high energy light radiation.