N-Substituted Acrylamide Polymer Oil Repellency

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Solution Overview

Problem

Conventional polymers containing polyfluoroalkyl groups with 8 or more carbon atoms pose environmental and biological risks, while those with fewer carbon atoms compromise hydrophobic and lipophobic performance, necessitating a solution that maintains oil repellency and anti-resin adhesion properties while reducing risk.

Innovation Solution

A novel N-substituted (meth)acrylamide compound with a polyfluoroalkyl group containing up to 6 carbon atoms, forming a polymer that replicates the oil repellency and anti-resin adhesion performance of conventional compounds with longer chains, achieved through a specific chemical structure and polymerization process.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If perfluoroalkyl groups with 8 or more carbon atoms are used in polymers, then hydrophobic and lipophobic performance is improved, but biological and environmental accumulativity increases

Engineering Contradiction:
Improvehydrophobic and lipophobic performanceVSAvoidbiological and environmental accumulativity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the carbon chain length parameter of the perfluoroalkyl group from 8 or more carbon atoms to 3, 4, or 6 carbon atoms. This parameter modification reduces biological and environmental accumulativity while the patent compensates for potential performance loss through specific molecular structure design and polymer composition optimization

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite polymer system containing perfluoroalkyl groups with specific carbon chain lengths (3, 4, or 6) combined with other functional groups and structures. This composite approach maintains hydrophobic and lipophobic performance through synergistic effects while reducing the harmful accumulativity associated with longer carbon chains

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If perfluoroalkyl groups with up to 6 carbon atoms are used in polymers, then biological and environmental risk is reduced, but hydrophobic and lipophobic performance is markedly lost

Engineering Contradiction:
Improvebiological and environmental riskVSAvoidhydrophobic and lipophobic performance
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent optimizes the carbon chain length parameter within the 3-6 carbon atom range, specifically selecting 3, 4, or 6 carbon atoms. This parameter selection balances the reduction of biological and environmental risk with the maintenance of adequate hydrophobic and lipophobic performance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite polymer structures that combine perfluoroalkyl groups with shorter carbon chains (3-6 atoms) with other functional components. This composite design compensates for the reduced hydrophobic and lipophobic performance inherent in shorter chains through synergistic interactions among different functional groups

Inventive Principle:
Principle #40Composite materials

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 polymer effectively achieves ecological and environmental safety with maintained oil repellency and anti-resin adhesion performance, even with reduced carbon chain length, demonstrating equivalent dynamic contact angles and anti-resin adhesion capabilities to conventional polymers.

Implementation Method 1

polymers of an acrylate or methacrylate containing a polyfluoroalkyl group are useful for various surface treating agents since they have hydrophobic and lipophobic properties

Methodology Applied
Scientific EffectHydrophobic effect: Hydrophobe

Implementation Method 2

they have hydrophobic and lipophobic properties, and they have been used, for example, as a water repellent or oil repellent

Methodology Applied
Scientific EffectLipophobic effect: Surface Tension

Data Source

PatentUS9000110B2Fluoroalkyl group-containing n-substituted (meth)acrylamide compound, polymer thereof, and use thereof
Publication Date: 2015.04.07 AGC SEIMI CHEM CO LTD
  • US9000110B2 patent drawing
  • US9000110B2 patent drawing
  • US9000110B2 patent drawing

AI summary

A compound represented by the following formula (a):CH2═CR1—CONJ-CGR2—(CH2)n—COO-Q1-Rf1  (a)is provided. This compound is capable of forming a polymer having an oil repellency equivalent to polymers containing a polyfluoroalkyl group containing at least 8 carbon atoms, although the polyfluoroalkyl group contains up to 6 carbon atoms. In the formula, R1 is hydrogen atom or methyl group, R2 is hydrogen atom or a group represented by —(CH2)m—COO-Q2-Rf2 (r), n and m are independently an integer of 0 to 4, Rf1 and Rf2 are independently a polyfluoroalkyl group or a polyfluoroether group containing 1 to 6 carbon atoms, Q1 and Q2 are independently single bond or a divalent linkage group, J is hydrogen atom or an alkyl group containing 1 to 3 carbon atoms, and G is hydrogen atom or an alkyl group containing 1 to 3 carbon atoms.