Sterically Hindered Amine Stabilizers for Polymer Thermal Stability

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Solution Overview

Problem

Current methods for stabilizing organic materials against light, heat, and oxidation-induced degradation are inadequate, particularly in providing effective thermal stability and resistance to cracking and chalking in polymers.

Innovation Solution

The development of light stabilizers, specifically compounds of the formula (A), which are synthesized using intermediates reacted with ammonia in the presence of platinum as a hydrogenation catalyst, and incorporated into organic materials to enhance thermal stability and resistance to degradation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional stabilizers are used to protect organic materials against light, heat, and oxidation, then some protection is provided, but thermal stability and resistance to cracking and chalking are insufficient

Engineering Contradiction:
Improvethermal stability and resistance to cracking and chalkingVSAvoidlight, heat, and oxidation-induced degradation
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of hindered amine stabilizers by introducing specific substituents (R1, R2, R3, R4 groups) and functional moieties (formula A-I or A-II) to enhance thermal stability and resistance to cracking and chalking. The structural parameters are changed to optimize performance against multiple degradation mechanisms simultaneously.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention combines hindered amine structures with specific functional groups (formula A-I or A-II) to create composite stabilizer molecules that provide multifunctional protection. The composite structure integrates UV absorption, free radical scavenging, and thermal stability properties in a single molecular architecture.

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If existing light stabilizer methods are applied, then some protection against degradation is achieved, but effective thermal stability and resistance to cracking and chalking are not provided

Engineering Contradiction:
Improvethermal stabilityVSAvoidresistance to cracking and chalking
Core Design Contradiction:
Stability of the object's compositionVSDuration of action of stationary object

Solution Approach 1:

The patent optimizes molecular parameters including the hindered amine core structure, substituent groups (R1-R4), and functional moieties (formula A-I or A-II) to simultaneously improve thermal stability and extend the duration of protective action against cracking and chalking through enhanced molecular robustness and degradation resistance.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The stabilizer molecules are designed with excess steric hindrance and robust molecular structures that provide a buffer against thermal and mechanical stress before degradation can occur, cushioning the polymer matrix against cracking and chalking through proactive molecular protection.

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

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 compounds demonstrate excellent thermal stability and prevent cracking and chalking in polymers, effectively stabilizing organic materials against light, heat, and oxidative degradation, as shown by weathering tests and differential scanning calorimetry.

Implementation Method 1

reacting a compound of the formula (I-a) with ammonia in an organic solvent in the presence of hydrogen and platinum as hydrogenation catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

reacting a compound of the formula (I-a) with ammonia in an organic solvent in the presence of hydrogen and platinum as hydrogenation catalyst

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS11161813B2Sterically hindered amines
Publication Date: 2021.11.02 BASF SE
  • US11161813B2 patent drawing
  • US11161813B2 patent drawing
  • US11161813B2 patent drawing

AI summary

An intermediate of the formula (I)wherein the radicals R1 are independently of one another methyl, ethyl or n-propyl, is suitable for preparing a compound of the formula (A)wherein X is a group of the formula (A-I) or (A-II),Y is C11-C17alkyl, andZ is a direct bond, —(CH2)8— or —CH2—S—CH2—.The compounds of the formula (A) are useful for stabilizing an organic material against thermal, oxidative or light induced degradation.