Alcohol-Esterified Cyanophycin for Neutral-pH Solubility

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Solution Overview

Problem

Cyanophycin's insolubility at neutral pH poses challenges for its handling and industrial applications due to its zwitterionic nature, limiting its use in various industries.

Innovation Solution

Esterification of the carboxy group of cyanophycin with alcohols, particularly using sulfuric acid as a catalyst, results in a soluble and cationic derivative, enhancing its solubility and introducing new properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If cyanophycin is used in its native form, then it has biodegradability and polycation properties, but it is insoluble at neutral pH due to its zwitterionic nature

Engineering Contradiction:
ImprovebiodegradabilityVSAvoidsolubility at neutral pH
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of cyanophycin through esterification of the carboxyl groups. This chemical modification changes the charge properties of the polymer, converting it from a zwitterion to a cationic derivative, thereby improving solubility at neutral pH while preserving the backbone structure for biodegradability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite material by combining cyanophycin with alcohol groups through esterification. The resulting esterified cyanophycin combines the beneficial properties of the original biopolymer (biodegradability, polycation character) with improved solubility properties, effectively creating a new material with enhanced characteristics

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If cyanophycin is esterified with alcohols to improve solubility, then it becomes soluble at neutral pH and gains new properties, but the original zwitterionic structure is altered

Engineering Contradiction:
Improvesolubility at neutral pHVSAvoidzwitterionic structure
Core Design Contradiction:
Ease of operationVSStability of the object's composition

Solution Approach 1:

The esterification process intentionally changes the chemical parameters of cyanophycin by modifying the carboxyl groups. This controlled parameter change converts the zwitterionic structure to a cationic structure, accepting the structural alteration as necessary to achieve the desired solubility improvement while maintaining other key properties

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If esterification is performed to modify cyanophycin properties, then new functional properties are introduced, but the handling process becomes more complex

Engineering Contradiction:
Improvefunctional propertiesVSAvoidhandling process
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The esterification process introduces new functional properties by changing the chemical parameters of cyanophycin. By systematically varying the alcohol used for esterification, the patent creates a series of derivatives with different properties, making the process adaptable for various applications despite the added complexity

Inventive Principle:
Principle #35Parameter changes

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 esterified cyanophycin becomes soluble at neutral pH, enabling its use as a carrier, excipient, transfection agent, and in applications such as ion exchange chromatography, surface modification, and polyelectrolyte multilayers, with improved solubility and functional properties.

Implementation Method 1

particularly using sulfuric acid as a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

Esterification of the carboxy group of cyanophycin with alcohols

Methodology Applied
Scientific EffectEsterification: Chemical Bonding

Data Source

PatentUS20250270369A1Modified cyanophycin
Publication Date: 2025.08.28 EBERHARD KARLS UNIVERSITAET TUEBINGEN
  • US20250270369A1 patent drawing
  • US20250270369A1 patent drawing
  • US20250270369A1 patent drawing

AI summary

The invention relates to a process for esterifying cyanophycin with various alcohols, to esterified cyanophycin, and to various uses and compositions of the processes and products described in the invention.