Bio-sourced Phthalocyanine Complex for Thermal Stability

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Solution Overview

Problem

Conventional phthalocyanine synthesis routes rely on fossil-fuel based starting materials, leading to environmental concerns and limited thermal stability and solubility in organic solvents and polymeric matrices, necessitating the development of bio-sourced alternatives with improved thermal stability and solubility.

Innovation Solution

A phthalocyanine complex with a bio-based carbon content of at least 10% is synthesized using renewable biological precursors, incorporating alkyl, alkenyl, or alkynyl substituents to enhance thermal stability and solubility in organic solvents and polymeric matrices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional phthalocyanine synthesis routes using fossil-fuel based starting materials are used, then production cost and manufacturing efficiency are maintained, but environmental sustainability deteriorates and thermal stability is limited

Engineering Contradiction:
Improvemanufacturing efficiencyVSAvoidenvironmental sustainability
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent changes the source parameter of the starting materials from fossil-fuel based to bio-sourced, while maintaining the core synthesis chemistry. This substitution of carbon source origin improves environmental sustainability without fundamentally altering the manufacturing process efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite phthalocyanine structures by incorporating alkyl, alkenyl, or alkynyl substituent groups (R1, R2, R3, R4) onto the core phthalocyanine molecule. These substituent groups serve dual purposes: they improve thermal stability and enhance solubility in organic solvents and polymeric matrices

Inventive Principle:
Principle #40Composite materials

2Device complexity

If conventional phthalocyanine structures are used, then synthesis simplicity is maintained, but thermal stability deteriorates

Engineering Contradiction:
Improvesynthesis complexityVSAvoidthermal stability
Core Design Contradiction:
Device complexityVSStability of the object's composition

Solution Approach 1:

The patent applies composite material principles by attaching alkyl, alkenyl, or alkynyl substituent groups to the phthalocyanine core structure. These substituents create a composite molecular structure that maintains the core's functionality while adding thermal stability through the hydrocarbon chains' thermal resistance

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention applies local quality modification by placing specific substituent groups (R1, R2, R3, R4) at specific positions on the phthalocyanine molecule. This localized modification allows the core structure to remain simple while specific regions provide enhanced thermal stability

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If conventional phthalocyanine structures are used, then manufacturing simplicity is maintained, but solubility in organic solvents and polymeric matrices deteriorates

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoidsolubility
Core Design Contradiction:
Ease of manufactureVSAdaptability or versatility

Solution Approach 1:

The patent uses composite material strategy by incorporating alkyl, alkenyl, or alkynyl substituent groups that are compatible with organic solvents and polymeric matrices. These hydrocarbon-based substituents create a composite structure that maintains manufacturing simplicity while dramatically improving solubility characteristics

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention changes the solubility parameters of the phthalocyanine molecule by introducing hydrocarbon substituent groups. This parameter change allows the molecule to transition from poor solubility in organic media to good solubility, enabling use in diverse applications without complicating the core synthesis

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP4574911A1Bio-sourced phthalocyanine complex, preparation and use thereof
Publication Date: 2025.06.25 HOLLAND COLOURS NV NL
  • EP4574911A1 patent drawingFigure 1
  • EP4574911A1 patent drawingFigure 2
  • EP4574911A1 patent drawingFigure 3

AI summary

The invention is directed to a phthalocyanine complex, a method for preparing the phthalocyanine complex, a colour composition comprising the phthalocyanine complex, and the uses of the phthalocyanine complex. The phthalocyanine complex of the invention has general formula (I): wherein R1 - R16 are the same or different and each R1 to R16 is individually selected from the group consisting of hydrogen, C1-C22 alkyl, C3-C22 alkenyl, C3-C22 alkynyl, chlorine, bromine, fluorine, iodine, sulphonate, and [(CH2)n-O-(CH2)m]o, wherein n = 0-16, m = 1-16, o = 1-20, wherein M is selected from the group consisting of Cu, Ni, Zn, Co, Fe, Mn, and Al, and wherein the phthalocyanine complex has a bio-based carbon content of at least 10 % relative to the total mass of carbon in the phthalocyanine complex, as determined according to ASTM D 6866-22.