Triazine UV Absorber Synthesis via Parameter Changes

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Solution Overview

Problem

Existing processes for preparing triazine-based UV absorbers often result in the formation of impurities that are difficult to separate, leading to the production of undesired by-products.

Innovation Solution

A process involving the reaction of 4,6-dichloro-1,3,5-triazin-2-amine with aromatic compounds in the presence of an acid to form 4,6-diaryl-1,3,5-triazin-2-amine, which can be converted into the desired UV absorber compounds with minimal impurity formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional processes are used to prepare triazine-based UV absorbers, then the synthesis can be completed, but impurities are formed that are difficult to separate

Engineering Contradiction:
Improvesynthesis completionVSAvoidimpurity formation
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent changes the chemical parameters of the reaction by using 4,6-dichloro-1,3,5-triazin-2-amine as the starting material instead of conventional triazine derivatives. This parameter change in the reactant structure leads to different reaction pathways that minimize impurity formation while maintaining synthesis efficiency.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention extracts or removes the problematic impurity formation issue by using a modified synthetic route that starts with 4,6-dichloro-1,3,5-triazin-2-amine. This approach effectively takes out the source of difficult-to-separate impurities that plague conventional methods, allowing for cleaner product formation.

Inventive Principle:
Principle #2Taking out (Extraction)

2Productivity

If conventional synthesis routes are used, then UV absorber compounds can be produced, but undesired by-products are formed

Engineering Contradiction:
Improveproduct productionVSAvoidby-product formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the starting material from conventional triazine compounds to 4,6-dichloro-1,3,5-triazin-2-amine. This fundamental parameter change in the reactant identity alters the reaction chemistry to favor desired product formation while suppressing by-product generation.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The synthesis method uses 4,6-dichloro-1,3,5-triazin-2-amine as an intermediary compound that facilitates the formation of UV absorbers through controlled reaction steps. This intermediary approach allows for better control over the reaction pathway, reducing unwanted by-products while maintaining productivity.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of manufacture

If impurities are formed during synthesis, then the process can proceed, but separation becomes difficult and costly

Engineering Contradiction:
Improveprocess continuityVSAvoidseparation difficulty
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The invention extracts the problem of impurity formation at its source by using 4,6-dichloro-1,3,5-triazin-2-amine as the starting material. This approach removes the need for complex separation procedures that would otherwise be required to deal with difficult-to-separate impurities from conventional methods.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent converts the potential harm of impurity formation into a benefit by designing a synthesis route that inherently minimizes impurities. This approach transforms what would normally be a problematic separation challenge into an advantage of simplified purification, reducing both device complexity and manufacturing cost.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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

This process efficiently produces UV absorber compounds with reduced impurity formation, making it a cost-effective and commercially viable method for preparing triazine-based UV absorbers.

Implementation Method 1

reacting the 4,6-dichloro-1,3,5-triazin-2-amine with at least one aromatic compound in the presence of at least one acid to form 4,6-diaryl-1,3,5-triazin-2-amine

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS12291509B2Process for the preparation of UV absorbers
Publication Date: 2025.05.06 BASF SE
  • US12291509B2 patent drawing
  • US12291509B2 patent drawing
  • US12291509B2 patent drawing

AI summary

The presently claimed invention relates to a novel, highly efficient and general process for the preparation of UV absorbers.