Phosphorus-Containing Adhesive Compound for High Strength Bonding

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current adhesive materials containing phosphate groups and (meth)acryloyl groups do not consistently exhibit high adhesive strength, particularly in dental applications, necessitating the development of improved compounds for enhanced bonding performance.

Innovation Solution

A composition comprising a (meth)acrylate compound with phosphorus-containing groups and carbamate groups, specifically designed to form a cured product with high adhesive strength, where the compound includes a core bonded to terminal groups, including phosphorus-containing and (meth)acryloyl groups, enhancing the adhesive properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If conventional phosphate-containing (meth)acryloyl compounds are used as adhesive materials, then they are widely used in industrial and dental fields, but they do not consistently exhibit high adhesive strength

Engineering Contradiction:
Improveadhesive strengthVSAvoidconsistency of bonding performance
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent applies composite materials by combining multiple functional groups within a single molecule: phosphate groups for chemical bonding to substrates, carbamate groups for enhanced adhesion, and (meth)acryloyl groups for polymerization. This multi-functional composite structure (Formula 1) creates a synergistic effect that consistently achieves high adhesive strength, resolving the reliability issue of conventional single-function adhesive compounds

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent employs parameter changes by systematically varying the molecular structure parameters of the adhesive compound: different core structures (X), varying terminal groups (Y1), adjusting the number of terminal groups (n1), and modifying the phosphate group configurations (Formulas 2-4). These parameter optimizations enable consistent high adhesive strength across different application conditions

Inventive Principle:
Principle #35Parameter changes

2Strength

If attempts are made to improve molecular structures of phosphate-containing (meth)acryloyl compounds, then performance is enhanced, but completely satisfactory adhesive strength is still not achieved

Engineering Contradiction:
Improvebonding performanceVSAvoidmolecular structure complexity
Core Design Contradiction:
StrengthVSDevice complexity

Solution Approach 1:

The patent merges previously separate functional groups into a single integrated molecular structure. The phosphate group, carbamate group, and (meth)acryloyl group are combined in one molecule (Formula 1), where they work synergistically. This merging achieves completely satisfactory adhesive strength without excessive molecular complexity by rational design of the core structure and terminal groups

Inventive Principle:
Principle #5Merging (Combining)

3Force

If compositions containing phosphate groups and (meth)acryloyl groups are used, then they exhibit high bonding performance, but adhesive strength as adhesive materials is not completely satisfactory

Engineering Contradiction:
Improvebonding performanceVSAvoidadhesive strength
Core Design Contradiction:
ForceVSStrength

Solution Approach 1:

The patent applies local quality by creating distinct functional regions within the molecule: the phosphate group region for substrate bonding, the carbamate group region for interfacial adhesion, and the (meth)acryloyl group region for polymer network formation. Each region performs its specific function optimally, and their coordinated action achieves completely satisfactory adhesive strength that exceeds the sum of individual contributions

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP3604318B1Phosphorus-containing compound
Publication Date: 2024.01.17 MITSUI CHEMICALS INC
  • EP3604318B1 patent drawing
  • EP3604318B1 patent drawing
  • EP3604318B1 patent drawing

AI summary

An object of the invention is to provide adhesive materials which exhibit high adhesive strength, and compounds which can be blended with the adhesive materials. The invention provides compounds represented by the general formula (1) below, in which the core (X) below and the terminal group (Y1) below are bonded to each other: X(Y1)n1 (1) (in the general formula (1), n1 represents the number of terminal groups (Y1) bonded to the core (X), and n1 is equal to the valence of the core (X) ; the core (X) is a C1-200 polyvalent organic group having a valence of not less than 3 containing an oxygen atom or a nitrogen atom in which an atom bonded to the terminal group (Y1) is the oxygen atom or the nitrogen atom; and the terminal group (Y1) is a specific phosphorus-containing group, a specific (meth)acryloyl group-containing group (Y2), a (meth) acryloyl group, a C1-20 hydrocarbon group or a hydrogen atom, and a plurality of terminal groups (Y1) may be the same as or different from each other, with the proviso that among all the terminal groups (Y1) in the compound represented by the general formula (1), one or more terminal groups are specific phosphorus-containing groups, and one or more terminal groups are (meth)acryloyl group-containing groups (Y2)).