Divalent Imidic Acid Compound with Fluorophosphate Group for High Ionic Conductivity

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Solution Overview

Problem

Conventional imidic acid compounds with perfluoroalkyl groups face challenges in increasing ionic conductivity due to high molecular weight, viscosity, and corrosion issues when used in energy device electrolytes, making them inefficient and costly for industrial production.

Innovation Solution

A novel divalent imidic acid compound with a fluorophosphate group is synthesized, which improves ionic conductivity without the drawbacks of perfluoroalkyl groups, such as increased molecular weight and corrosion risks, by using a fluorophosphate anion that enhances ion dissociation and mobility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If perfluoroalkyl groups are introduced to increase acidity and ionic conductivity, then ionic conductivity is improved, but molecular weight increases and viscosity increases which lowers ionic conductivity

Engineering Contradiction:
Improveionic conductivityVSAvoidmolecular weight
Core Design Contradiction:
ReliabilityVSWeight of moving object

Solution Approach 1:

The invention changes the chemical structure parameter from perfluoroalkyl groups to fluorophosphate groups, maintaining the electron-withdrawing capability and acidity while reducing molecular weight. The fluorophosphate group (-PO 2 F 2 ) provides similar electronegative effect to perfluoroalkyl groups but with lower molecular weight, thus improving ionic conductivity without the penalty of high viscosity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite anion structure combining fluorophosphate group with imidic acid framework, forming a novel divalent anion that integrates the benefits of high acidity (from fluorophosphate) with appropriate molecular weight and solubility characteristics, resolving the contradiction between ionic conductivity and molecular weight.

Inventive Principle:
Principle #40Composite materials

2Reliability

If perfluoroalkyl groups are introduced to increase acidity, then ionic conductivity is improved, but production cost increases due to expensive perfluoroalkyl groups

Engineering Contradiction:
Improveionic conductivityVSAvoidproduction cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention replaces expensive perfluoroalkyl groups with more economical fluorophosphate groups, achieving similar or better ionic conductivity performance at lower production cost. The fluorophosphate group is less expensive to synthesize and process while maintaining the necessary electronegative effect for high ionic conductivity.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Reliability

If perfluoroalkyl groups are introduced to increase acidity, then ionic conductivity is improved, but corrosion issues occur

Engineering Contradiction:
Improveionic conductivityVSAvoidcorrosion
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention extracts the problematic perfluoroalkyl groups from the molecular structure while retaining the essential fluorophosphate moiety that provides the necessary acidity and ionic conductivity. This removal eliminates the corrosion issues associated with perfluoroalkyl groups while preserving the beneficial electronegative effect.

Inventive Principle:
Principle #2Taking out (Extraction)

4Reliability

If multiple counter cations are introduced within one molecule to increase ionic conductivity, then ionic conductivity is improved, but molecular weight increases which lowers ionic conductivity

Engineering Contradiction:
Improveionic conductivityVSAvoidmolecular weight
Core Design Contradiction:
ReliabilityVSWeight of moving object

Solution Approach 1:

The invention changes the anion structure to a divalent fluorophosphate-imidic acid compound that can coordinate multiple counter cations effectively. The divalent nature of the anion allows it to bind two counter cations, increasing ionic conductivity without requiring excessively large molecular weight, thus resolving the contradiction between multi-cation coordination and molecular weight.

Inventive Principle:
Principle #35Parameter changes

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 novel imidic acid compound achieves equivalent or higher ionic conductivity compared to conventional compounds while being more cost-effective and non-corrosive, making it suitable for use in energy devices and other industrial applications.

Implementation Method 1

having an effect of improving ion dissociation due to the strong electron-withdrawing property of fluorine

Methodology Applied
Scientific EffectElectron-withdrawing effect:

Data Source

PatentEP3222624B1Imidic acid compound having divalent anion and process for producing the same
Publication Date: 2019.11.06 CENT GLASS CO LTD
  • EP3222624B1 patent drawing
  • EP3222624B1 patent drawing
  • EP3222624B1 patent drawing

AI summary

Provided is a novel imidic acid compound having a divalent anion useful as a pharmaceutical intermediate, an agrochemical intermediate, an acid catalyst, a battery electrolyte or an antistatic agent. The imidic acid compound is a divalent imidic acid compound represented by the following general formula (1) or (2). [In formulae (1) and (2), R1 to R3 represent a fluorine atom or an organic groups selected from a linear or branched C1-10 alkoxy group, a C2-10 alkenyloxy group, a C2-10 alkynyloxy group, a C3-10 cycloalkoxy group, a C3-10 cycloalkenyloxy group and a C6-10 aryloxy group, and wherein a fluorine atom, an oxygen atom or an unsaturated bond may also be present in the organic group. M1 and M2 represent protons, metal cations or onium cations.]