Sterically Hindered Amine Stabilizer Mixtures for Polyolefin Durability

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Solution Overview

Problem

There is a need for further improvement in sterically hindered amine stabilizers and mixtures that provide long-term stabilization of organic materials against light and heat, particularly for synthetic polymers like polyolefins, as existing stabilizers may not offer sufficient durability for agricultural films and other applications.

Innovation Solution

A mixture comprising specific sterically hindered amine compounds of formulas (1) and (2), which are designed to enhance the stability of organic materials by incorporating compounds with defined alkyl, alkyloxy, and cycloalkyloxy groups, along with allyl groups, to provide improved light and heat resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing sterically hindered amine stabilizers are used, then basic stabilization is achieved, but long-term stability and durability are insufficient

Engineering Contradiction:
Improvelong-term stabilityVSAvoiddurability
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent employs composite stabilization by combining multiple sterically hindered amine compounds (formula 1) with complementary structures (formula 2) containing different alkyl, alkyloxy, and cycloalkyloxy groups. This composite approach creates synergistic effects where the mixture provides superior long-term stability and durability compared to individual stabilizers, resolving the contradiction between basic stabilization and long-term reliability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention systematically varies molecular parameters including the size, position, and type of alkyl, alkyloxy, and cycloalkyloxy groups attached to the sterically hindered amine core. By optimizing these structural parameters across the mixture components, the patent achieves enhanced stability and extended duration of action, transforming basic stabilization into long-term reliable protection.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If more complex stabilizer structures are used, then stabilization performance improves, but manufacturing complexity increases

Engineering Contradiction:
Improvestabilization performanceVSAvoidmanufacturing complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent segments the stabilization function across multiple standardized molecular modules (formula 1 and formula 2 structures). Each component follows a defined scaffold with variable substituents, allowing systematic assembly rather than synthesizing entirely new complex molecules. This modular segmentation reduces manufacturing complexity while maintaining high stabilization performance.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The sterically hindered amine compounds are designed with universal structural motifs that can be systematically varied through substitution patterns. The same basic framework (formula 1 and formula 2) serves multiple functions by changing alkyl, alkyloxy, and cycloalkyloxy groups, reducing the need for entirely different molecular designs and simplifying manufacturing processes.

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

3Reliability

If existing stabilizers are used, then cost is controlled, but flame retardancy and oxidative resistance are insufficient

Engineering Contradiction:
Improveflame retardancy and oxidative resistanceVSAvoidstabilizer concentration
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent creates a composite stabilizer system where compounds of formula (1) work synergistically with compounds of formula (2). This composite mixture achieves superior flame retardancy and oxidative resistance through complementary mechanisms, allowing effective protection at controlled concentrations without requiring excessive amounts of single stabilizer compounds.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

By varying the alkyl, alkyloxy, and cycloalkyloxy substituents across the stabilizer mixture, the patent optimizes physical and chemical parameters that enhance flame retardancy and oxidative resistance. These parameter changes allow the stabilizers to interact more effectively with polymer matrices, providing enhanced protection at practical concentrations.

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 proposed mixture effectively extends the long-term stability of organic materials, including polyolefins, by enhancing their resistance to oxidative, thermal, and light-induced degradation, while also offering excellent flame retardancy, as demonstrated in various applications including agricultural films.

Implementation Method 1

enhancing their resistance to oxidative, thermal, and light-induced degradation

Methodology Applied
Scientific EffectOxidation resistance: Oxidation

Implementation Method 2

resistance to oxidative, thermal, and light-induced degradation

Methodology Applied
Scientific EffectThermal stabilization: Heat Sink

Implementation Method 3

resistance to oxidative, thermal, and light-induced degradation

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Data Source

PatentUS12116469B2Sterically hindered amine stabilizer mixtures
Publication Date: 2024.10.15 BASF SE
  • US12116469B2 patent drawing
  • US12116469B2 patent drawing
  • US12116469B2 patent drawing

AI summary

The present invention relates to mixtures of sterically hindered amines of the formulae (1) and (2)whereinat least one of the radicals Z1, Z2, Z3, Z4, Z5 and Z6 is C1-C18 alkyloxy or C5-C7 cycloalkyloxy and the remaining of the radicals Z1, Z2, Z3, Z4, Z5 and Z6 are hydrogen, hydroxy, C1-C18 alkyloxy or C5-C7 cycloalkyloxy, andat least one of the radicals Y1, Y2, Y3, Y4, Y5 and Y6 is a group of formula —CH2—CH═CH—R and the remaining of the radicals Y1, Y2, Y3, Y4, Y5 and Y6 are hydrogen or a group of formula —CH2—CH═CH—R, andthe other substituents are as defined according to the present invention,methods for stabilization of an organic material, anda process for the preparation of compounds of formula (1′).