Carbonate Linkage Polymers for Degradable Mechanical Properties

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Solution Overview

Problem

There is a need for degradable polymers with modified physical and mechanical properties to address the increasing use of polymers in disposable items, drug delivery systems, and tissue regeneration scaffolds, where existing polymers lack the necessary degradability and functional groups.

Innovation Solution

The development of compounds containing a carbonate linkage, which can be used to form homopolymers or coupled with other monomers to create a variety of functionalized polymers, utilizing 1,1′-carbonyldiimidazole as a coupling agent to introduce degradable carbonate groups, allowing for the modification of polymer properties through various polymerization methods.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If degradable monomers with carbonate linkages are used to form polymers, then degradability is improved, but physical and mechanical properties deteriorate

Engineering Contradiction:
ImprovedegradabilityVSAvoidphysical and mechanical properties
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The patent creates copolymers by combining degradable monomers containing carbonate linkages with non-degradable or less degradable monomers. This composite approach allows the polymer to maintain adequate mechanical strength from the stable components while incorporating degradability through the carbonate-containing monomers. The resulting material exhibits both desired strength properties and controlled degradation capability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the chemical structure of monomers by introducing carbonate linkages at specific positions and varying the ratio of degradable to non-degradable monomers in the copolymer composition. By changing these structural parameters and compositional ratios, the patent optimizes the balance between degradability and mechanical properties, achieving both improved breakdown capability and maintained strength.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If functional groups are added to monomers to modify polymer properties, then versatility is improved, but manufacturing complexity worsens

Engineering Contradiction:
Improvefunctional groupsVSAvoidmanufacturing complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent introduces monomers with specific functional groups (such as hydroxyl, carboxyl, or amino groups) at defined positions within the monomer structure. This segmentation of functionality allows each monomer to contribute specific properties to the final polymer, enabling tailored applications while maintaining relatively simple manufacturing processes through standard polymerization techniques.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses coupling agents or intermediate compounds to introduce functional groups during the polymerization process. These intermediaries facilitate the incorporation of desired functional properties without requiring complex multi-step synthesis procedures, thereby maintaining manufacturing simplicity while achieving versatile functionalized polymers.

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 polymers exhibit enhanced degradability and tailored physical or mechanical properties, suitable for a wide range of applications including personal care, adhesives, coatings, and pharmaceutical compositions, offering improved performance in biodegradability and functionality.

Implementation Method 1

1,1'-carbonyldiimidazole is a useful coupling agent because it is very reactive towards nucleophiles. The coupling ability of 1,1'-carbonyldiimidazole may be used to prepare degradable compounds containing a carbonate linkage.

Methodology Applied
Scientific EffectNucleophilic reaction: Chemical Bonding

Implementation Method 2

The degradable monomers contain a carbonate linkage that can be used to form homopolymers or can be coupled with other monomers to provide, through the use of polymerization initiators, a wide variety of functionalized polymers.

Methodology Applied
Scientific EffectPolymerization: Chemical Bonding

Data Source

PatentUS9650335B2Compounds, monomers, and polymers containing a carbonate linkage
Publication Date: 2017.05.16 ISP INVESTMENTS LLC
  • US9650335B2 patent drawing
  • US9650335B2 patent drawing
  • US9650335B2 patent drawing

AI summary

The invention provides compounds and monomers having a carbonate linkage. The monomers can be used to form homopolymers or can be coupled with other monomers to provide a wide variety of non-homopolymers. The invention further provides a wide variety of compositions comprising the compounds, monomers, and polymers. In the exemplary structures below, Q, A, R, and n are as described herein.