Bis-Schiff Base Compositions Low Melt Viscosity

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Solution Overview

Problem

Conventional bis-Schiff base compositions have high melt viscosity and instability, leading to rapid increases in viscosity and gelation during processing, making them unsuitable for large-scale production and application in molding or coating processes.

Innovation Solution

Development of chemical compositions with a structure of Formula (I), featuring aromatic moieties and minimal additives, which exhibit low melt viscosity and stability over a wide temperature and time range, allowing for extended processing windows without undesirable reactions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If conventional bis-Schiff bases are heated to achieve appropriate viscosity for processing, then the viscosity becomes malleable enough to manipulate, but the composition begins to undergo further reactions, polymerizing and/or crosslinking which results in rapid increases in viscosity and gelation

Engineering Contradiction:
Improveviscosity malleabilityVSAvoidchemical stability
Core Design Contradiction:
Ease of operationVSStability of the object's composition

Solution Approach 1:

The patent modifies the chemical structure of bis-Schiff bases by incorporating specific aromatic moieties (such as furan rings) and controlling the substitution patterns to achieve optimal balance between viscosity and stability. The structural parameters are changed to prevent polymerization while maintaining processability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining aromatic aldehyde units with specific amine components to form bis-Schiff bases that exhibit both low melt viscosity and high thermal stability. The composite aromatic structure prevents unwanted reactions while enabling easy processing.

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If bis-Schiff bases of aromatic aldehydes and aromatic amines are used to improve stability, then the composition becomes more stable, but the melting points increase making them more difficult to process

Engineering Contradiction:
Improvechemical stabilityVSAvoidmelting point
Core Design Contradiction:
Stability of the object's compositionVSTemperature

Solution Approach 1:

The patent introduces specific local aromatic structures (furan rings at particular positions) that provide stability locally without causing extensive intermolecular interactions that would raise the overall melting point. The localized aromatic character balances stability and processability.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The incorporation of furan rings introduces curvature and non-planarity to the molecular structure, preventing efficient packing and crystallization. This structural curvature reduces melting points while maintaining the aromatic stability needed for chemical resistance.

Inventive Principle:
Principle #14Spheroidality (Curvature)

3Productivity

If conventional chemical processes are used to make bis-Schiff base compositions, then the synthesis can be completed, but large quantities of organic solvent are required and multiple steps with laborious purification processes are needed

Engineering Contradiction:
Improvesynthesis completionVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent eliminates the need for complex multi-step synthesis and purification by designing a direct condensation reaction that produces the desired bis-Schiff base with minimal byproducts. The process extracts away the unnecessary intermediate steps and purification operations.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The synthesis process is designed to be self-purifying, where the reaction conditions naturally favor the formation of the desired product and minimize side reactions. The process serves its own purification needs through careful selection of reactants and reaction parameters.

Inventive Principle:
Principle #25Self-service

Data Source

PatentUS10501578B1Bis-Schiff base compositions and formulations
Publication Date: 2019.12.10 SYSTIMA TECHNOLOGIES INC
  • US10501578B1 patent drawing
  • US10501578B1 patent drawing
  • US10501578B1 patent drawing

AI summary

Chemical compositions are provided having the structure of Formula (I):where R includes at least one aromatic moiety, and X and X′ may both or independently include an aromatic moiety, an aliphatic moiety, or a hydrogen. Additionally, chemical formulations are provided which include the chemical composition having the structure of Formula (I) and at least one solvent.