pH-Controlled Diamine Biocide Adhesion Without Solubilizers

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Solution Overview

Problem

Existing biocidal agents containing N,N′-alkyl-1-ω-diamines face challenges due to their solubility issues, which lead to leaching and environmental contamination, and the presence of solubilizers complicates their practical application and increases toxicity.

Innovation Solution

Aqueous solutions with 5-N-carboxamido-2-pyrrolidone-N-n-dodecyl propane-1,3-diamine (Py-C12) and/or 5-N-carboxamido-2-pyrrolidone-N-n-tetradecyl propane-1,3-diamine (Py-C14) are formulated at a pH of 8 or less, without solubilizers, allowing reversible modulation of their state of matter through pH, temperature, and salt concentration for effective attachment to materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If solubilizers are added to improve the solubility of Py-C12 and Py-C14, then the aqueous solubility increases, but the toxicity and complexity of the formulation increase

Engineering Contradiction:
Improveaqueous solubilityVSAvoidtoxicity
Core Design Contradiction:
Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

The invention extracts and removes solubilizers from the formulation entirely. By adjusting the pH to 8 or less, the diamines become sufficiently soluble in water without requiring any additional solubilizing agents, thus eliminating the toxicity and complexity associated with solubilizers while maintaining good aqueous solubility

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the pH parameter of the solution to 8 or less, which fundamentally alters the solubility characteristics of the diamines. This parameter change enables the diamines to dissolve in water at practical concentrations without needing solubilizers, thereby resolving the contradiction between solubility and toxicity

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If diamines are kept in liquid phase for easy application, then the ease of operation improves, but the leaching and environmental contamination increase

Engineering Contradiction:
Improveease of applicationVSAvoidleaching
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The invention creates a dynamic system where the diamines can be applied in a liquid state (at pH ≤ 8) and then transformed into a solid state (by adjusting pH above 8 or changing temperature). This dynamic phase transition allows the material to be easy to apply when liquid but resistant to leaching when solid, resolving the contradiction between ease of operation and environmental harm

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The invention utilizes phase transitions of the diamines between liquid and solid states. During application, the diamines are in liquid form for easy penetration and distribution. After application, pH adjustment or temperature change induces solidification, which prevents leaching and environmental contamination while maintaining biocidal activity

Inventive Principle:
Principle #36Phase transitions

3Reliability

If covalent binding is used for immobilization to prevent leaching, then the reliability improves, but the manufacturing complexity increases

Engineering Contradiction:
Improveimmobilization stabilityVSAvoidmanufacturing complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The invention replaces complex covalent binding chemistry with a simpler physical/chemical system based on pH-controlled solubility and phase transitions. The diamines are applied in liquid form and then immobilized as solids through pH adjustment or temperature change, achieving reliable immobilization without the need for complex covalent coupling reactions

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The invention uses pH as an intermediary parameter to control the state and behavior of the diamines. By adjusting pH, the diamines can be kept soluble during application and then precipitated for immobilization, providing a simple and reliable method that avoids complex manufacturing processes while ensuring stable attachment

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 solution enables persistent and adhesive immobilization of Py-C12 and Py-C14 on various materials, maintaining biocidal activity and preventing leaching, thus enhancing their practical application and reducing environmental impact.

Implementation Method 1

changes in pH, temperature and/or salt concentration allow to reversibly modulate the state of matter of Py-C12 and Py-C14 in an aqueous milieu

Methodology Applied
Scientific EffectpH modulation:

Implementation Method 2

changes in pH, temperature and/or salt concentration allow to reversibly modulate the state of matter of Py-C12 and Py-C14 in an aqueous milieu

Methodology Applied
Scientific EffectTemperature effect:

Implementation Method 3

changes in pH, temperature and/or salt concentration allow to reversibly modulate the state of matter of Py-C12 and Py-C14 in an aqueous milieu

Methodology Applied
Scientific EffectSalt concentration effect:

Implementation Method 4

adhesive immobilization techniques, i.e. based on non-covalent interactions

Methodology Applied
Scientific EffectAdhesive interaction: Adhesive

Data Source

PatentUS20250287947A1Biocides and adhesive binding thereof
Publication Date: 2025.09.18 LICIT SOLUTIONS GMBH
  • US20250287947A1 patent drawing
  • US20250287947A1 patent drawing
  • US20250287947A1 patent drawing

AI summary

The invention provides an aqueous solution with a diamine component, wherein said diamine component consists of least 75 to 100 weight-% based on the total weight of the diamines in the aqueous solution of 5-N-carboxamido-2-pyrrolidone-N-n-dodecyl propane-1,3-diamine, also referred to as Py-C12, or at least 35 weight-% of 5-N-carboxamido-2-pyrrolidone-N-n-tetradecyl propane-1,3-diamine, also referred to as Py-C14 for attaching said diamine to a material, wherein the solution has a pH of 8 or less and does not comprise a solubilizer. These solutions are particularly useful as biocides. In a related aspect, the invention provides a method for attaching a diamine component according to the invention to a material.