Polycarboxylic Acid Ester Polymers for Smoking Articles

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Solution Overview

Problem

Existing smoking articles face challenges in reducing the migration and loss of flavorants and chemesthetic agents, such as menthol, which affects the smoking experience by releasing these compounds prematurely during handling and storage rather than during smoking.

Innovation Solution

Incorporating polymers or oligomers with monomer units of polycarboxylic acid esters into the smoking article, where the esterifying alcohol moieties are covalently bonded to the acid moieties, significantly reducing migration and volatilization before pyrolysis, ensuring flavorants and chemesthetic agents are released only during smoking conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If flavorants and chemesthetic agents are added to smoking articles, then flavor and aroma are enhanced, but migration and loss of these compounds occur during handling and storage

Engineering Contradiction:
Improveflavorant and chemesthetic agent contentVSAvoidmigration and loss of flavorants
Core Design Contradiction:
Quantity of substanceVSLoss of substance

Solution Approach 1:

The patent changes the chemical state of flavorants from free compounds to covalently bonded esters within polymer chains. By esterifying flavorant molecules to polymer backbones, the physical and chemical parameters of the flavorant are fundamentally altered, preventing migration while enabling controlled release through pyrolysis at smoking temperatures

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite material system where flavorants are chemically integrated into the polymer matrix. This composite structure combines the polymer's stability and structural properties with the flavorant's aromatic and sensory characteristics, achieving both stable containment and controlled delivery

Inventive Principle:
Principle #40Composite materials

2Loss of substance

If polymers containing flavorant moieties are used, then migration is reduced, but release of flavorant may not occur at appropriate temperatures

Engineering Contradiction:
Improvereduction of flavorant migrationVSAvoidrelease temperature of flavorant
Core Design Contradiction:
Loss of substanceVSTemperature

Solution Approach 1:

The patent exploits the phase transition of the polymer from stable to decomposed state through pyrolysis. The ester bonds remain stable at storage and handling temperatures but undergo thermal decomposition at smoking temperatures (typically above 200°C), releasing the flavorant moieties through controlled bond cleavage

Inventive Principle:
Principle #36Phase transitions

Solution Approach 2:

The patent converts the potential harm of thermal decomposition into a beneficial release mechanism. The polymer's thermal instability, which could be seen as a defect, is actually utilized as the release trigger - the same thermal energy that causes bond breakdown is the smoking process itself, converting a stability issue into a controlled delivery advantage

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 approach effectively reduces the loss of flavorants and chemesthetic agents during storage and handling, ensuring a consistent and enhanced smoking experience by releasing these compounds at appropriate temperatures during smoking, thereby maintaining flavor and aroma.

Implementation Method 1

pyrolyzing at least one polymer or oligomer comprising monomer units of a polycarboxylic acid ester

Methodology Applied
Scientific EffectPyrolysis: Pyrolysis

Data Source

PatentUS10039310B2Smoking articles containing polymers of polycarboxylic acid esters
Publication Date: 2018.08.07 PHILIP MORRIS USA INC
  • US10039310B2 patent drawing

AI summary

Disclosed is a smoking article containing a rod containing a smokable composition, an optional wrapper for the rod, and at least one polymer or oligomer comprising monomer units of a polycarboxylic acid ester disposed on or in the rod, the wrapper, or both. The polycarboxylic acid ester contains an acid moiety having at least two carboxylic groups, and at least two alcohol moieties independently selected from those corresponding to a cycloalkyl alcohol or an aryl alcohol. The cycloalkyl alcohol or aryl alcohol is a flavorant, or chemesthetic agent, or both. In addition, a method for the controlled release of these flavorant or chemesthetic agents is described, which comprises pyrolyzing at least one polymer or oligomer.