Fluorine-Containing Compound with Unsaturated Bond for Surface Modification

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Solution Overview

Problem

Conventional fluorine-containing compounds with perfluoroalkyl groups having 8 or more carbon atoms are hazardous and environmentally persistent, while shorter chains offer poorer water-repellent and oil-repellent performance, and there is a lack of surface modifiers with unsaturated bonds for enhanced surface modification.

Innovation Solution

A novel fluorine-containing compound with a perfluoroalkyl group having 1 to 6 carbon atoms and an unsaturated bond, represented by specific general formulas, is used for surface modification, providing high water-repellent and oil-repellent performance and improved surface modification capabilities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a compound having a perfluoroalkyl group having 8 or more carbon atoms is used for functional products imparting water repellency and/or oil repellency, then water-repellent and oil-repellent performance is improved, but accumulation in the environment and the human body and hazardousness occur

Engineering Contradiction:
Improvewater-repellent and oil-repellent performanceVSAvoidaccumulation in the environment and the human body and hazardousness
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by reducing the carbon chain length of the perfluoroalkyl group from 8 or more carbon atoms to 6 or less carbon atoms. This structural parameter modification maintains the essential water-repellent and oil-repellent functionality while significantly reducing environmental persistence and bioaccumulation potential, thereby resolving the contradiction between performance and environmental safety

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material strategies by combining perfluoroalkyl groups with specific molecular structures and configurations that enhance surface modification capabilities. The use of compounds with controlled carbon chain lengths (6 or less) combined with appropriate functional groups creates a composite molecular structure that achieves both short-term performance effectiveness and long-term environmental compatibility

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If the carbon chain of perfluorocarbon is shortened to 6 or less carbon atoms to reduce environmental accumulation, then hazardousness is reduced, but water-repellent and oil-repellent performance becomes worse

Engineering Contradiction:
Improveenvironmental accumulation and hazardousnessVSAvoidwater-repellent and oil-repellent performance
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent optimizes the carbon chain length parameter to 6 or less carbon atoms, which is the critical threshold that reduces environmental persistence while maintaining adequate performance. This precise parameter control resolves the contradiction by identifying the optimal boundary value that satisfies both environmental safety and functional performance requirements

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by concentrating the fluorine atoms and hydrophobic characteristics in specific regions of the molecular structure. By strategically positioning the perfluoroalkyl group and optimizing its local configuration, the compound achieves effective water and oil repellency despite the shortened carbon chain, thereby maintaining performance while reducing environmental harm

Inventive Principle:
Principle #3Local quality

3Reliability

If a fluorine-containing compound with an unsaturated bond is used for surface modification, then surface modification performance is enhanced, but structural complexity increases

Engineering Contradiction:
Improvesurface modification performanceVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the molecular structure into distinct functional segments: a perfluoroalkyl group segment (1-6 carbon atoms) providing hydrophobicity, and an unsaturated bond segment providing surface modification capability. This segmentation allows each segment to perform its specific function independently, achieving enhanced surface modification performance while managing structural complexity through modular design

Inventive Principle:
Principle #1Segmentation

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 compound achieves excellent water-repellent and oil-repellent effects and enhanced surface modification performance compared to conventional compounds, while being less hazardous and more environmentally friendly.

Implementation Method 1

a compound having a perfluoroalkyl group having 8 or more carbon atoms... has been used for functional products imparting water repellency and/or oil repellency

Methodology Applied
Scientific EffectHydrophobic effect: Hydrophobe

Implementation Method 2

imparting water repellency and/or oil repellency

Methodology Applied
Scientific EffectOleophobic effect: Hydrophobe

Data Source

PatentUS11352457B2Fluorine-containing compound having unsaturated bond, and surface modifier using the same
Publication Date: 2022.06.07 TOSOH FINECHEM CORP
  • US11352457B2 patent drawing
  • US11352457B2 patent drawing
  • US11352457B2 patent drawing

AI summary

To provide a novel fluorine-containing compound that does not include any long chain perfluoroalkyl unit having 8 or more carbon atoms, which is problematic in terms of the environment, and that is excellent in water repellency/oil repellency, and a surface modifier using the compound. [Solution] There are used a fluorine-containing compound represented by the following general formula (1), the following general formula (2) or the following general formula (5): Rf1—(CR1═CR2—X—Rf2)n—Y—Z (1), Rf1—(X—CR1═CR2—Rf2)n—Y—Z (2) or Rf3—(CF═CR3—CR4═CF—Rf4)n—Y—Z (5); and a surface modifier using the compound.