Urethane Acrylate Crystallinity Reduction via Alkylene Oxide Modification

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Solution Overview

Problem

Urethane acrylate compositions with high crystallinity and viscosity lead to worsened handleability and increased curing shrinkage, affecting the physical properties and adhesiveness of the cured products, particularly in applications requiring high pencil hardness and scratch resistance.

Innovation Solution

The use of alkylene oxide-modified dipentaerythritol (meth)acrylate with a specific structure, which reduces crystallinity and viscosity, resulting in a urethane acrylate with improved photosensitivity and low curing shrinkage, allowing for enhanced curability and surface hardness.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If polyfunctional (meth)acrylate or urethane acrylate with high crystallinity is used to improve pencil hardness and scratch resistance, then the cured product achieves high hardness and durability, but the composition viscosity increases and handleability worsens

Engineering Contradiction:
Improvepencil hardnessVSAvoidhandleability
Core Design Contradiction:
StrengthVSEase of operation

Solution Approach 1:

The patent changes the molecular structure parameters of the polyfunctional alcohol component by selecting specific compounds (glycerin, diglycerin, trimethylolpropane, ditrimethylolpropane, pentaerythritol, dipentaerythritol, tripentaerythritol, tris(2-hydroxyethyl) isocyanurate, or sorbitol) with controlled hydroxyl group configurations. This structural parameter adjustment reduces crystallinity and viscosity while maintaining the high crosslinking density needed for hardness, thereby resolving the contradiction between strength and handleability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite reactive composition by combining urethane acrylate (derived from polyfunctional alcohol with hydroxyl groups) with additional polyfunctional (meth)acrylate compounds. This composite approach allows the system to achieve both high cured product hardness through crosslinking and acceptable handleability through the synergistic interaction of different molecular structures with complementary properties

Inventive Principle:
Principle #40Composite materials

2Strength

If polyfunctional (meth)acrylate with high viscosity is used to improve scratch resistance and adhesiveness, then the cured product achieves durability, but curing shrinkage increases and adhesiveness reduction occurs

Engineering Contradiction:
Improvescratch resistanceVSAvoidcuring shrinkage
Core Design Contradiction:
StrengthVSLoss of substance

Solution Approach 1:

The patent adjusts the molecular weight and hydroxyl group density parameters of the polyfunctional alcohol component. By selecting alcohols with specific structures (e.g., sorbitol with six hydroxyl groups vs. glycerin with three), the patent optimizes the balance between crosslinking density (for scratch resistance) and molecular flexibility (to reduce curing shrinkage). This parameter optimization allows the cured product to maintain adhesiveness while achieving high durability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces local structural variations in the urethane acrylate molecule by using polyfunctional alcohols with different hydroxyl group distributions. Some hydroxyl groups form urethane linkages providing crosslinking for scratch resistance, while remaining hydroxyl groups or flexible spacer structures reduce overall molecular rigidity, thereby minimizing curing shrinkage and preventing adhesiveness reduction

Inventive Principle:
Principle #3Local quality

3Ease of operation

If monofunctional diluting monomer is added to reduce viscosity, then handleability improves, but physical properties of the cured product greatly worsen

Engineering Contradiction:
ImproveviscosityVSAvoidphysical properties
Core Design Contradiction:
Ease of operationVSStrength

Solution Approach 1:

The patent uses polyfunctional alcohols with multiple hydroxyl groups as intermediary structures. These molecules serve as multi-functional building blocks that provide both flow control (through molecular weight and structure optimization) and crosslinking capability (through multiple reactive sites). This intermediary approach eliminates the need for monofunctional diluents while maintaining physical properties, as the polyfunctional structure inherently provides both viscosity modification and curing reactivity

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent designs the polyfunctional alcohol component to perform multiple functions simultaneously: it acts as a chain extender for molecular weight build, a crosslinking agent for hardness development, and a viscosity modifier through its structural properties. This multi-functionality consolidates several roles previously requiring separate additives (including monofunctional diluents) into a single component, thereby improving handleability without sacrificing cured product properties

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 modified urethane acrylate composition exhibits improved mechanical characteristics such as scratch resistance, contamination resistance, and heat resistance, while maintaining low viscosity, enabling its use in various applications like thermal recording media and optical coatings without compromising adhesiveness or weather resistance.

Implementation Method 1

the composition has a characteristic of curing within a short period of time through heating or active energy ray irradiation

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS9206117B2Urethane acrylate, and reactive composition containing same
Publication Date: 2015.12.08 DKS CO LTD
  • US9206117B2 patent drawing
  • US9206117B2 patent drawing
  • US9206117B2 patent drawing

AI summary

The present invention is directed to a urethane acrylate containing a reaction product of an alkylene oxide-modified dipentaerythritol (meth)acrylate.