Polyacetylene Separation Agent for Aliphatic Alcohol Resolution

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Solution Overview

Problem

Existing separation agents, such as polysaccharide derivatives and polyacetylene compounds with unidirectional helical structures, are ineffective for separating compounds like aliphatic alcohols, necessitating the development of a novel separation agent with improved separation properties.

Innovation Solution

A separation agent containing a polyacetylene compound with a 2-phenylpyridine-N-oxide structure in a side chain, supported on a carrier, featuring specific repeating units represented by General Formulae (1) to (3), which exhibits a unidirectional helical structure for enhanced optical resolution capabilities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If polysaccharide derivatives or conventional polyacetylene compounds are used as separation agents, then separation performance for specific compounds (e.g., aromatic alcohols) is improved, but separation capability for other compound types (e.g., aliphatic alcohols) is lost

Engineering Contradiction:
Improveseparation performanceVSAvoidseparation capability for different compounds
Core Design Contradiction:
Measurement precisionVSAdaptability or versatility

Solution Approach 1:

The patent introduces a specific 2-phenylpyridine-N-oxide structural motif at localized positions within the polyacetylene chain (as side chains or substituents) while maintaining the overall polyacetylene backbone. This local structural modification creates specific interaction sites that enable separation of aliphatic alcohols, while the global helical structure preserves the separation capability for aromatic compounds.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention creates a composite separation agent that combines the helical structural framework of polyacetylene with the specific chiral recognition capability of 2-phenylpyridine-N-oxide moieties. This composite structure integrates the advantages of both components: the helical structure provides the chiral environment necessary for optical resolution, while the 2-phenylpyridine-N-oxide groups provide specific interaction sites for aliphatic alcohol separation.

Inventive Principle:
Principle #40Composite materials

2Productivity

If separation agents are optimized for specific compound classes, then separation efficiency for those compounds is improved, but the variety of separable compounds is reduced

Engineering Contradiction:
Improveseparation efficiencyVSAvoidvariety of separable compounds
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent designs a polyacetylene-based separation agent with 2-phenylpyridine-N-oxide structures that serves multiple separation functions simultaneously. The agent can separate aromatic alcohols, aliphatic alcohols, and other chiral compounds using a single stationary phase, eliminating the need to switch between different specialized separation agents while maintaining high efficiency for each compound class.

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

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 polyacetylene compound-based separation agent effectively separates compounds with similar structures, including aliphatic alcohols, achieving high separation performance and optical resolution.

Implementation Method 1

a separation agent containing a polyacetylene compound supported on a carrier, the polyacetylene compound having a 2-phenylpyridine-N-oxide structure in a side chain... exhibits a unidirectional helical structure for enhanced optical resolution capabilities

Methodology Applied
Scientific EffectChiral recognition:

Implementation Method 2

separation agent having separation properties different from existing separation agents... achieving high separation performance and optical resolution

Methodology Applied
Scientific EffectOptical resolution:

Implementation Method 3

since a separation agent exhibits separation performance according to the molecular structure thereof... the variety of separation agents must be increased

Methodology Applied
Scientific EffectMolecular recognition:

Data Source

PatentEP4653864A1Separation agent
Publication Date: 2025.11.26 DAICEL CORP
  • EP4653864A1 patent drawingFigure 1
  • EP4653864A1 patent drawing
  • EP4653864A1 patent drawing

AI summary

A separation agent having a polyacetylene compound supported on a carrier, wherein the polyacetylene compound has at least one type of repeating unit represented by any one of General Formulae (1) to (3): where R1, R2, and R3 are each independently a hydrogen atom or an alkyl group having from 1 to 20 carbons, the alkyl group optionally having one or more substituents selected from the group consisting of a halogen atom and an alkoxy group having from 1 to 10 carbons; and R4 are each independently a hydrogen atom or an alkyl group having from 1 to 20 carbons, the alkyl group optionally substituted with a halogen atom.