Cross-linked Polyurethanes with Triazine Chromophores for Two-Photon Absorption

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Solution Overview

Problem

Current two-photon absorbing materials lack sufficient two-photon absorption cross-sections, limiting their applications in fields like photonics and biophotonics, and there is a need for materials with improved thermal and mechanical properties for practical use in solid forms such as films and coatings.

Innovation Solution

Development of two-photon active, cross-linked polyurethanes derived from the polymerization of difunctional and trifunctional isocyanato monomers with polyhydroxy tris(diarylamino-9,9-dialkylfluorenyl)-1,3,5-triazine, which form amorphous and transparent solids with enhanced two-photon absorption properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional two-photon absorbing materials are used, then the basic two-photon absorption function is achieved, but the two-photon absorption cross-section is insufficient for practical applications

Engineering Contradiction:
Improvetwo-photon absorption cross-sectionVSAvoidapplication range in photonics and biophotonics
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent creates composite materials by incorporating two-photon absorbing chromophores into polyurethane polymer matrices. This composite approach combines the optical absorption properties of the chromophores with the mechanical and thermal properties of the polymer, achieving both high two-photon absorption cross-sections and practical material performance for solid forms like films and coatings

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies molecular parameters including chromophore structure, polymer composition, and cross-linking density to optimize two-photon absorption cross-sections. By changing these parameters, the material achieves sufficiently large two-photon sensitivity while maintaining good linear transmission in the visible region and improved thermal-mechanical properties

Inventive Principle:
Principle #35Parameter changes

2Strength

If two-photon absorbing chromophores are incorporated into polyurethane matrices, then thermal and mechanical properties are improved, but the complexity of material synthesis and characterization increases

Engineering Contradiction:
Improvethermal and mechanical propertiesVSAvoidsynthesis and characterization complexity
Core Design Contradiction:
StrengthVSDevice complexity

Solution Approach 1:

The patent divides the material system into distinct functional segments: two-photon absorbing chromophores for optical function, polyol components for mechanical properties, and cross-linking agents for thermal stability. This segmentation allows independent optimization of each component and simplifies the overall synthesis and characterization process

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses polyurethane polymer matrices as intermediary materials that bridge the gap between molecular chromophores and macroscopic solid forms. The polymer matrix serves as a mediator that provides mechanical strength and thermal stability while maintaining the optical properties of the embedded chromophores, facilitating practical applications in films and coatings

Inventive Principle:
Principle #24Intermediary (Mediator)

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 polyurethanes exhibit large two-photon absorption cross-sections and improved thermal and mechanical properties, enabling their use in advanced optical applications and solid forms like films and coatings with enhanced performance.

Implementation Method 1

Two-photon or multiphoton absorption occurs through the simultaneous absorption of two or more photons via virtual states in an absorbing medium

Methodology Applied
Scientific EffectTwo-photon absorption:

Implementation Method 2

cross-linked polyurethanes derived from the polymerization of (i) a difunctional isocyanato monomer, (ii) a trifunctional isocyanato monomer, or (iii) a mixture thereof; and a polyhydroxy tris(diarylamino-9,9-dialkylfluorenyml)-1,3,5-triazine

Methodology Applied
Scientific EffectPolymerization:

Data Source

PatentUS8735528B1Two-photon absorbing cross-linked polyurethanes containing diphenylamino-dialkylfluorene-1,3,5-triazine units
Publication Date: 2014.05.27 THE GOVERNMENT OF THE UNITED STATES AS REPRESENTED BY THE SECRETARY OF THE AIR FORCE
  • US8735528B1 patent drawing
  • US8735528B1 patent drawing
  • US8735528B1 patent drawing

AI summary

Two-photon absorbing (2PA), cross-linked polyurethanes were prepared from bis(isocyanato) monomers, tris(isocyanato) monomers or a mixture thereof, in conjunction with novel polyol molecules with donor-acceptor octupolar geometry, whose generic structure is comprised of an electron-accepting 1,3,5-triazine hub with three spokes constituted by electron-donating triarylalkylamine end-groups, which are polyfunctionalized with thermally reactive alcohol functions. The resulting neat glassy or rubbery solids are applicable in a wide range of linear and nonlinear optical applications.