Calixarene Compound Adhesion and Hardness

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Calixarene compounds exhibit excellent heat resistance and robustness but are highly crystalline, brittle, and have low adhesion to substrates, limiting their utility in applications such as paints and resist materials.

Innovation Solution

A calixarene compound with a novel structure containing at least one —CH2OH group or phenolic hydroxy group and one carbon-carbon unsaturated bond, which forms a cured product with enhanced heat resistance, hardness, and adhesion to substrates, suitable for various applications including paints, printing inks, adhesives, and interlayer insulating films.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If calixarene compounds are used for their heat resistance and robustness, then heat resistance and hardness are improved, but adhesion to substrate deteriorates

Engineering Contradiction:
Improveheat resistanceVSAvoidadhesion to substrate
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent modifies the chemical structure parameters of calixarene compounds by introducing specific functional groups (carboxyl groups at predetermined positions) to change the surface properties and chemical reactivity, thereby improving adhesion while preserving heat resistance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite structure by combining calixarene core structure with specific functional groups (carboxyl groups and their derivatives), forming a hybrid material that exhibits both the inherent heat resistance of calixarene and the adhesion properties of the functional groups

Inventive Principle:
Principle #40Composite materials

2Strength

If calixarene compounds are used for their robustness, then hardness is improved, but brittleness increases

Engineering Contradiction:
ImprovehardnessVSAvoidbrittleness
Core Design Contradiction:
StrengthVSStability of the object's composition

Solution Approach 1:

The patent changes the molecular flexibility parameters by introducing flexible linkers and functional groups that can rotate and adapt to stress, reducing brittleness while maintaining the hard calixarene core structure

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces dynamic elements into the rigid calixarene structure through flexible chains and rotatable bonds, allowing the material to deform elastically under stress rather than fracturing, thus reducing brittleness while preserving hardness

Inventive Principle:
Principle #15Dynamics

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 novel calixarene compound achieves improved properties in heat resistance, hardness, and substrate adhesion, making it suitable for diverse applications while maintaining the benefits of calixarene compounds.

Implementation Method 1

A calixarene compound containing, per molecule, at least one —CH2OH group or phenolic hydroxy group and at least one carbon-carbon unsaturated bond can form a cured product

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentUS11472763B2Calixarene compound, curable composition, and cured product
Publication Date: 2022.10.18 DIC CORP
  • US11472763B2 patent drawing
  • US11472763B2 patent drawing
  • US11472763B2 patent drawing

AI summary

A calixarene compound represented by formula (1) below is provided. The calixarene compound contains, per molecule, at least one —CH2OH group or phenolic hydroxy group and at least one carbon-carbon unsaturated bond. R1's are a structural moiety (A), which has a —CH2OH group; a structural moiety (B), which has a carbon-carbon unsaturated bond; a structural moiety (C), which has a —CH2OH group and a carbon-carbon unsaturated bond; a monovalent organic group (D), which is different from (A), (B), and (C); or a hydrogen atom (E). R2's are (A), (B), (C), (D), or (E) provided that not all R2's are (E). R3's are one of a hydrogen atom, an aliphatic hydrocarbon group, and an aryl group, n is 2 to 10. * is a point of attachment to an aromatic ring. A curable composition including the calixarene compound is provided. A cured product of the curable composition is provided