Triazine Derivatives Synthesis via Novel Intermediates

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Solution Overview

Problem

Current processes for producing symmetrical triazine derivatives are inefficient due to the large number of steps and the need for intermediate purification, resulting in products with less than ideal purity, color, odor, and stability, which increases production costs.

Innovation Solution

The development of novel intermediates and their synthesis processes that allow for the preparation of triazine derivatives with high purity and high yields, using specific reaction schemes and solvents to minimize steps and eliminate the need for intermediate purification.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If the known processes for preparing triazines are used, then the triazine derivatives can be produced, but the number of steps is large and intermediate purification is required, resulting in lower efficiency and higher production costs

Engineering Contradiction:
Improveproduction efficiencyVSAvoidnumber of synthesis steps
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent combines multiple synthesis steps into a single step by using a novel intermediate compound that contains all necessary functional groups (chloro group and carbonyl group) in one molecule. This allows both substitution reactions to occur in one operation, eliminating the need for separate steps and intermediate purifications required by conventional methods.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent performs preliminary action by pre-synthesizing a novel intermediate compound with pre-installed functional groups (chloro group at position 2 and carbonyl group at position 4) before the final substitution reactions. This preliminary preparation allows the final triazine synthesis to proceed in fewer steps without requiring multiple separate reactions and purifications.

Inventive Principle:
Principle #10Preliminary action

2Manufacturing precision

If the known processes for preparing triazines are used, then the triazine derivatives can be produced, but the products have less than ideal purity, color, odor and stability

Engineering Contradiction:
Improveproduct purityVSAvoidproduction efficiency
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent extracts and eliminates the problematic intermediate purification steps from the synthesis process. By designing a route where the novel intermediate is formed in one step and directly used without isolation, the method removes the source of impurity accumulation while maintaining high product purity through the selective reactivity of the novel intermediate's functional groups.

Inventive Principle:
Principle #2Taking out (Extraction)

3Ease of manufacture

If the known processes for preparing triazines are used, then the triazine derivatives can be produced, but the production costs increase due to the large number of steps and purification requirements

Engineering Contradiction:
Improveproduction costVSAvoidsynthesis process complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent merges multiple synthesis operations into a single step, thereby reducing the cumulative cost of multiple purifications, reagents, and energy consumption. The novel intermediate's dual functional groups enable simultaneous reactions that would otherwise require separate steps, directly reducing production costs while simplifying the manufacturing process.

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 new processes result in triazine derivatives with improved purity and properties, reducing production costs and enhancing their suitability for applications in cosmetic, detergent, coating, plastics, and textile industries.

Implementation Method 1

The known processes for the preparation of this type of tri-substituted 1,3,5-triazine involve the introduction of substituents onto the triazine ring in a suitable sequence by reacting a cyanuryl halide, generally cyanuryl chloride, with suitable pre-prepared amines

Methodology Applied
Scientific EffectNucleophilic substitution: Chemical Bonding

Data Source

PatentUS8895731B2Triazine derivatives
Publication Date: 2014.11.25 3V SIGMA
  • US8895731B2 patent drawing
  • US8895731B2 patent drawing
  • US8895731B2 patent drawing

AI summary

The invention relates to novel intermediates for the preparation of substituted triazines used in particular in the cosmetic, detergent, coating, plastics and textile industries. The invention also relates to the processes for preparation of said intermediates and for the conversion of the latter into final products.