Polyimide with Primary Alcoholic Hydroxyl Group for Adhesion

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Solution Overview

Problem

Current polyimides with hydroxyl groups lack a primary alcoholic hydroxyl group, which is reactive and suitable for advanced applications requiring excellent adhesion, heat resistance, and electric insulation.

Innovation Solution

A novel polyimide with a primary alcoholic hydroxyl group is developed, represented by a specific general formula, synthesized by reacting an acid dianhydride with a diamine having a phenolic hydroxyl group, followed by dehydration cyclization and reaction with glycidol to introduce primary alcoholic hydroxyl groups, enhancing its reactivity and properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a polyimide with phenolic hydroxyl group or secondary alcoholic hydroxyl group is used, then heat resistance and chemical resistance are improved, but adhesion reactivity is insufficient

Engineering Contradiction:
Improveheat resistanceVSAvoidadhesion reactivity
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent introduces primary alcoholic hydroxyl groups at specific positions within the polyimide molecular structure (through the Y divalent organic group containing -CH2OH or -CH(OH)R groups). This creates local regions of high reactivity for adhesion while maintaining the overall heat-resistant polyimide structure, resolving the contradiction between thermal stability and chemical reactivity.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent creates a composite polyimide structure combining the heat-resistant imide rings with reactive alcoholic hydroxyl groups in the side chains or pendant groups. This composite approach integrates the thermal stability of the polyimide backbone with the adhesion-promoting properties of primary alcoholic hydroxyl groups, achieving both requirements simultaneously.

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing polyimides with hydroxyl groups are used, then chemical resistance is improved, but electric insulation and substrate adhesion are insufficient

Engineering Contradiction:
Improvechemical resistanceVSAvoidsubstrate adhesion
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent changes the chemical parameter of the hydroxyl group from phenolic or secondary alcoholic to primary alcoholic type. This parameter change enhances both the polarity and reactivity of the hydroxyl group, improving electric insulation properties and substrate adhesion while preserving chemical resistance through the polyimide structure.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If a polyimide structure without primary alcoholic hydroxyl group is used, then molecular stability is improved, but reactivity for advanced applications is insufficient

Engineering Contradiction:
Improvemolecular stabilityVSAvoidreactivity
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The patent segments the polyimide molecule into distinct functional regions: the stable imide ring structure provides molecular stability, while the separate Y divalent organic group containing primary alcoholic hydroxyl groups provides reactivity. This segmentation allows both stability and reactivity to coexist without interfering with each other.

Inventive Principle:
Principle #1Segmentation

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 polyimide exhibits excellent adhesion to substrates, heat resistance, and electric insulation, making it suitable for protective films for electronic and semiconductor components.

Implementation Method 1

reacting an acid dianhydride with a diamine having a phenolic hydroxyl group, followed by dehydration cyclization

Methodology Applied
Scientific EffectCondensation reaction: Chemical Bonding

Implementation Method 2

followed by dehydration cyclization and reaction with glycidol to introduce primary alcoholic hydroxyl groups

Methodology Applied
Scientific EffectDehydration cyclization: Chemical Bonding

Implementation Method 3

reaction with glycidol to introduce primary alcoholic hydroxyl groups, enhancing its reactivity and properties

Methodology Applied
Scientific EffectRing-opening reaction: Chemical Bonding

Data Source

PatentUS7678874B2Polyimide having an alcoholic hydroxyl group and a process for the preparation thereof
Publication Date: 2010.03.16 SHIN ETSU CHEMICAL CO LTD
  • US7678874B2 patent drawing
  • US7678874B2 patent drawing
  • US7678874B2 patent drawing

AI summary

This invention relates to a novel polyimide silicone having an alcoholic hydroxyl group and a process for the preparation thereof. The polyimide of the invention having a primary alcoholic hydroxyl group is represented by the following general formula (1),whereinX represents a tetravalent organic group, Y represents a divalent group having at least one monovalent group selected from the group consisting of a phenolic hydroxyl group and a carboxyl group, with at least one being a divalent organic group having an alcoholic hydroxyl group, Z represents a divalent organic group, W represents a divalent organic group having an organosiloxane structure, k is a positive number, and each of m and n is equal to 0 (zero) or a positive number, with 0.1≦k/(k+m+n)≦1, 0≦m/(k+m+n)≦0.8, 0≦n/(k+m+n)≦0.8.