2,2-dimethyl-1,3-dioxolan-4-yl-methyl 2-bromo-2,2-difluoroacetate, waterborne polyurethane, and preparation methods thereof

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Solution Overview

Problem

Existing waterborne polyurethanes used as printing and dyeing auxiliaries suffer from issues such as easy water absorption, moisture regain, and poor flame retardance.

Innovation Solution

The use of (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-bromo-2,2-difluoroacetate as a modified monomer in the preparation of waterborne polyurethane, which introduces fluorine and bromine groups, enhancing moisture resistance and flame retardance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If traditional solvent-based polyurethane is replaced with waterborne polyurethane, then safety and environmental friendliness are improved, but moisture resistance and flame retardance deteriorate

Engineering Contradiction:
Improvesafety and environmental pollutionVSAvoidmoisture resistance and flame retardance
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent modifies the chemical structure of the polyurethane by introducing fluorinated monomers containing bromine atoms, which fundamentally changes the material's fire resistance and moisture resistance parameters while maintaining its water-based formulation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite waterborne polyurethane system by combining traditional polyurethane components with fluorinated monomers containing bromine, achieving both environmental friendliness and improved fire/moisture resistance through material composition

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If waterborne polyurethane is used as printing and dyeing auxiliary, then environmental friendliness is improved, but flame retardance deteriorates

Engineering Contradiction:
Improveenvironmental pollutionVSAvoidflame retardance
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent introduces fluorinated monomers with bromine atoms into the waterborne polyurethane system, which fundamentally alters the fire resistance parameter from poor to good, while the water-based formulation maintains environmental friendliness

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If waterborne polyurethane is used as printing and dyeing auxiliary, then environmental friendliness is improved, but moisture resistance deteriorates

Engineering Contradiction:
Improveenvironmental pollutionVSAvoidmoisture resistance
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent modifies the polyurethane structure by incorporating fluorinated monomers that change the moisture interaction parameters, transforming the material from moisture-absorbing to moisture-resistant while maintaining water-based environmental benefits

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 resultant waterborne polyurethane exhibits improved moisture resistance and flame retardance due to the incorporation of fluorine and bromine atoms, addressing the limitations of existing formulations.

Implementation Method 1

the (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-bromo-2,2-difluoroacetate of the present disclosure is used as a modified monomer for preparing the waterborne polyurethane, and the resultant waterborne polyurethane has good moisture resistance

Methodology Applied
Scientific EffectHydrophobic effect: Hydrophobe

Implementation Method 2

the resultant waterborne polyurethane has good moisture resistance and flame retardance

Methodology Applied
Scientific EffectFlame retardance:

Data Source

PatentUS12240938B22,2-dimethyl-1,3-dioxolan-4-yl-methyl 2-bromo-2,2-difluoroacetate, waterborne polyurethane, and preparation methods thereof
Publication Date: 2025.03.04 HANGZHOU TRANSFAR FINE CHEM CO LTD
  • US12240938B2 patent drawing
  • US12240938B2 patent drawing
  • US12240938B2 patent drawing

AI summary

Disclosed are (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-bromo-2,2-difluoroacetate, a waterborne polyurethane, and preparation methods thereof. The (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-bromo-2,2-difluoroacetate could be used as a modified monomer for preparing a waterborne polyurethane, and substituents at a C2 position of the (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-bromo-2,2-difluoroacetate are two fluorine atoms and one bromine atom. When it is used for preparing the waterborne polyurethane, fluorine and bromine groups are introduced into the structure of the waterborne polyurethane, and the resultant waterborne polyurethane exhibits good moisture resistance and flame retardance.