Polyfluoroalkyl Phosphoric Acid Ester Mold Release Agent Synthesis

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Solution Overview

Problem

Existing mold-releasing agents face challenges in achieving high performance, especially with complex molded product shapes, and lack a method for synthesizing polyfluoroalkyl phosphoric acid esters without dialkyl ester intermediates.

Innovation Solution

A polyfluoroalkyl phosphoric acid ester represented by the general formula [CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cO]mP(O)(OH)3-m, or its salt, is synthesized through a dehydration condensation reaction between polyfluoroalkyl alcohol and phosphoric acid, offering a direct and efficient synthesis route.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional synthesis methods using dialkyl ester hydrolysis are used to produce polyfluoroalkyl phosphonic acid, then the product can be obtained, but the synthesis process becomes complex and time-consuming

Engineering Contradiction:
Improvesynthesis process simplicityVSAvoidsynthesis time
Core Design Contradiction:
Ease of manufactureVSLoss of time

Solution Approach 1:

The patent extracts and eliminates the dialkyl ester intermediate step from the conventional synthesis route. By using polyfluoroalkyl alcohol directly reacting with phosphoric acid, the method removes the unnecessary hydrolysis step, simplifying the overall process and reducing time loss.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent employs preliminary action by using pre-formed polyfluoroalkyl alcohol compounds as starting materials. This avoids the need to synthesize dialkyl esters first and then hydrolyze them, directly proceeding to the phosphonic acid ester formation step.

Inventive Principle:
Principle #10Preliminary action

2Reliability

If mold-releasing agents are used for complex molded product shapes, then high performance is required, but conventional agents lack sufficient capability

Engineering Contradiction:
Improvemold release performanceVSAvoidadaptability to complex shapes
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent modifies the chemical parameters of the mold-releasing agent by using polyfluoroalkyl phosphoric acid esters with specific structural characteristics (formula [I]) that enhance performance on complex shapes. The molecular structure parameters are optimized to provide better adhesion and release properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite effective ingredient system combining polyfluoroalkyl phosphoric acid ester with complementary substances (surfactants, silicone oils, or highly fluorinated organic compounds) to achieve enhanced mold release performance on complex geometries.

Inventive Principle:
Principle #40Composite materials

3Reliability

If surfactants or silicone-based substances are added to improve mold release performance, then performance improves, but the formulation becomes more complex

Engineering Contradiction:
Improvemold release performanceVSAvoidformulation complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent makes the polyfluoroalkyl phosphoric acid ester serve multiple functions: it acts as both the primary mold-releasing agent and provides lubrication and adhesion enhancement. This multi-functionality reduces or eliminates the need for separate surfactants or silicone-based additives.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent merges the functions of mold release, lubrication, and adhesion enhancement into a single active ingredient component, the polyfluoroalkyl phosphoric acid ester, thereby simplifying the overall formulation while maintaining high performance.

Inventive Principle:
Principle #5Merging (Combining)

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 resulting polyfluoroalkyl phosphoric acid ester exhibits excellent mold release performance when applied as a mold-releasing agent, demonstrating effective mold release capabilities even with complex shapes and extending mold release life.

Implementation Method 1

a polyfluoroalkyl phosphoric acid ester represented by the general formula: [CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cO]mP(O)(OH)3-m, or a salt thereof, is synthesized through a dehydration condensation reaction between polyfluoroalkyl alcohol and phosphoric acid

Methodology Applied
Scientific EffectDehydration condensation reaction: Condensation

Data Source

PatentEP3604317B1Polyfluoroalkyl phosphoric acid ester or salt thereof, and release agent having same as active ingredient
Publication Date: 2021.09.29 UNIMATEC CO LTD

AI summary

A polyfluoroalkyl phosphoric acid ester represented by the general formula [CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cO]mP(O)(OH)3-m [I] (n : 1 to 6, a : 1 to 4, b : 1 to 3, c : 1 to 3, m : 1 to 3) or a salt thereof. The polyfluoroalkyl phosphoric acid ester represented by the general formula [I] is produced by subjecting a polyfluoroalkyl alcohol represented by the general formula CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)2OH [II] (n : 1 to 6, a : 1 to 4, b : 1 to 3, c : 1 to 3) to a dehydration condensation reaction with phosphoric acid. The polyfluoroalkyl phosphoric acid ester can be easily synthesized without passing through dialkyl ester as in the case of phosphonic acid, and used for a mold-releasing agent comprising the same or a salt thereof as an active ingredient.