Modified Polyesters for Injectable Drug Delivery

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Solution Overview

Problem

Current biodegradable polymer-based carrier systems for controlled release of active ingredients face challenges such as complex degradation kinetics, acidic pH environments that can inactivate drugs, and difficulties in controlling release profiles, leading to inconsistent and unpredictable therapeutic outcomes.

Innovation Solution

The development of linear polyesters formed by esterification of dicarboxylic acids and polyhydric alcohols, which allow for the formation of polymers with free hydroxyl groups that can be covalently linked with active ingredients or fatty acids, enabling controlled release through enzymatic reactions and tailored lipophilicity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If biodegradable polymer-based carrier systems are used for controlled release, then drug delivery is achieved, but complex degradation kinetics and acidic pH environments occur leading to difficult-to-control release profiles

Engineering Contradiction:
Improvecontrolled release profileVSAvoiddegradation complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent changes the chemical parameters of the polymer system by using polyesters formed from dicarboxylic acids and polyhydric alcohols with free hydroxyl groups, which can be covalently linked with active ingredients. This fundamental parameter change in polymer chemistry enables controlled enzymatic degradation and eliminates the autocatalytic hydrolysis problem that causes complex degradation kinetics and acidic microenvironments in conventional systems.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite system where the polymer matrix combines hydrophilic and lipophilic characteristics through the presence of free hydroxyl groups that can be covalently linked with active ingredients or fatty acids. This composite structure at the molecular level provides both controlled enzymatic degradation and tailored lipophilicity, enabling reproducible release profiles without the harmful acidic microenvironment.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional biodegradable polymers are used, then drug carrier function is provided, but acidic pH values inactivate active ingredients before release

Engineering Contradiction:
Improveactive ingredient stabilityVSAvoidacidic microenvironment
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent converts the potential harm of polymer degradation into a benefit by designing a system where enzymatic degradation produces neutral byproducts rather than acidic ones. The free hydroxyl groups in the polymer structure enable this beneficial transformation, allowing the degradation process to maintain physiological pH and protect active ingredients from inactivation.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The invention fundamentally changes the degradation chemistry parameter from autocatalytic hydrolysis (acidic) to enzymatic degradation (neutral). This parameter change in the degradation mechanism eliminates the generation of acidic microenvironments while maintaining the controlled release function.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If microparticles are used for drug delivery, then controlled release is achieved, but production complexity and incomplete syringe emptying occur

Engineering Contradiction:
Improvedrug release controlVSAvoidproduction complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the physical state parameter of the drug delivery system from solid microparticles to liquid or semi-solid injectable formulations. This parameter change enables direct injection without complex manufacturing processes while maintaining controlled release through the polymer's enzymatic degradation and the covalent linking of active ingredients.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention extracts the controlled release function from the complex microparticle structure and implements it through the chemical properties of the polymer system itself. The free hydroxyl groups and covalent linking provide intrinsic controlled release without requiring complex particle manufacturing processes.

Inventive Principle:
Principle #2Taking out (Extraction)

4Reliability

If preformed solid implants are used, then drug delivery is achieved, but large cannula insertion and foreign body perception cause pain

Engineering Contradiction:
Improvedrug delivery functionVSAvoidinsertion comfort
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent utilizes phase transition by providing the polymer system in a liquid or semi-solid state for injection, which then transitions to a solid depot in situ after injection. This phase transition enables delivery through small-gauge needles, eliminating the need for large cannulas and reducing patient discomfort while maintaining the drug delivery function.

Inventive Principle:
Principle #36Phase transitions

Solution Approach 2:

The invention inverts the conventional approach by injecting a liquid/semi-solid formulation that forms a solid implant in situ, rather than inserting a preformed solid implant. This inversion of the physical state sequence improves ease of administration while achieving the same therapeutic outcome.

Inventive Principle:
Principle #13The other way round (Inversion)

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

This approach allows for the creation of injectable implants with controlled and reproducible release profiles, avoiding the limitations of acidic degradation and improving the bioavailability of active ingredients by using modified poly(dicarboxylic acid multiol esters that can be directly injected and form stable depots in the body.

Implementation Method 1

linear polyesters formed by esterification of dicarboxylic acids and polyhydric alcohols

Methodology Applied
Scientific EffectEsterification: Chemical Bonding

Implementation Method 2

free hydroxyl groups that can be covalently linked with active ingredients or fatty acids

Methodology Applied
Scientific EffectCovalent bonding: Chemical Bonding

Implementation Method 3

enabling controlled release through enzymatic reactions

Methodology Applied
Scientific EffectEnzymatic degradation: Enzyme

Data Source

PatentEP3134073B1Injectable and implantable carrier systems based on modified poly(dicarboxylic acid polyol esters) for the controlled release of active ingredient
Publication Date: 2024.10.16 UNIVERSITY OF HALLE WITTENBERG
  • EP3134073B1 patent drawingFigure 1
  • EP3134073B1 patent drawingFigure 2
  • EP3134073B1 patent drawingFigure 3a~3c

AI summary

The problem addressed by the invention was to show an alternative to the previously clinically used biodegradable polymers based on monomers having a hydroxycarboxylic acid structure. This problem was solved according to the invention by means of linear polyesters that are produced by esterifying dicarboxylic acids and multivalent alcohols (diols, trioles, or higher-valency alcohols) (figure 1). It was found that modified poly(dicarboxylic acid multiol esters) without further additives are suitable as injectable implants. The polymers can be directly injected without using an organic solvent. Furthermore, it was found that modified poly(dicarboxylic acid multiol esters) can be mixed with and injected with suitable biocompatible organic solvents or preformed as an implant. The carrier systems are used for the controlled release of active ingredient in human and veterinary medicine.