Ionone Stabilisers for Nitrocellulose Propellants

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Solution Overview

Problem

Conventional stabilizers for nitrocellulose-based propellants are prone to producing carcinogenic and mutagenic by-products, which poses safety concerns and reduces the long-term stability of these compositions, necessitating the development of stabilizers that can inhibit nitrocellulose degradation without generating harmful compounds.

Innovation Solution

A non-aromatic ionone-type compound with specific formulas, capable of reacting with alkoxy radicals and NOx species, is used as a stabilizer in nitrocellulose-based propellant compositions, preventing the formation of harmful N-NO groups and enhancing long-term stability by forming stable alcohol compounds that trap further radicals, combined with aromatic compounds for synergistic effects.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of stationary object

If conventional stabilisers (aromatic amines or aromatic urea derivatives) are used to stabilise nitrocellulose-based propellants, then the long-term stability is improved, but carcinogenic and mutagenic by-products are formed

Engineering Contradiction:
Improvelong-term stabilityVSAvoidcarcinogenic and mutagenic by-products
Core Design Contradiction:
Duration of action of stationary objectVSObject-generated harmful factors

Solution Approach 1:

The invention changes the chemical structure parameter of the stabiliser from aromatic (conventional) to non-aromatic (ionone-type). This structural parameter change allows the stabiliser to effectively scavenge radicals and stabilise nitrocellulose without forming carcinogenic N-NO groups, thus resolving the contradiction between long-term stability and harmful by-product formation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses a composite stabilising system combining ionone-type compounds with other stabilisers (such as phenolic compounds or amine compounds). This composite approach enhances the stabilising effect while maintaining low formation of harmful by-products, achieving both long-term stability and safety

Inventive Principle:
Principle #40Composite materials

2Object-generated harmful factors

If hindered amines are used to reduce N-NO group formation, then carcinogenic by-product formation is reduced, but nitrocellulose stabilisation is insufficient

Engineering Contradiction:
ImproveN-NO group formationVSAvoidnitrocellulose stabilisation
Core Design Contradiction:
Object-generated harmful factorsVSReliability

Solution Approach 1:

The invention changes the chemical structure from hindered amine to ionone-type compound. The ionone structure contains a conjugated double bond system and carbonyl group that can effectively trap radicals through resonance stabilisation, providing both adequate nitrocellulose stabilisation and reduced N-NO group formation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The ionone-type compound acts as an intermediary substance that intercepts radicals generated during nitrocellulose degradation. By forming stable radical adducts through its unique molecular structure, it prevents further degradation reactions and N-NO group formation, mediating between the propellant components and degradation products

Inventive Principle:
Principle #24Intermediary (Mediator)

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 stabilizer composition achieves long-term stability, meeting STANAG 4582 requirements by maintaining low heat flow over extended periods, ensuring safety and environmental friendliness by avoiding carcinogenic and mutagenic by-product formation.

Implementation Method 1

stabilisers are added to the energetic mixture in order to scavenge these radical species and slow down the degradation pattern

Methodology Applied
Scientific EffectRadical scavenging:

Implementation Method 2

by hydrogen abstraction of the labile proton of the stabiliser, by reaction with a radical group, thus forming a stable alcohol compound and a first by-product able to trap further alkoxy/ NOx species

Methodology Applied
Scientific EffectHydrogen abstraction:

Implementation Method 3

The phenols are able to trap the alkoxy radicals generated during the degradation of nitrocellulose and thus form new, relatively stable alkoxy radicals, by delocalisation of an electron at the foot of electron-rich, hindered groups

Methodology Applied
Scientific EffectElectron delocalisation:

Implementation Method 4

Nitrocellulose, as most nitrate esters, is prone to self-ignition as a result of thermal degradation due to the weakness of its O-N bond

Methodology Applied
Scientific EffectThermal degradation inhibition:

Implementation Method 5

The decomposition of nitrocellulose usually starts with a bond scission or hydrolysis, generating alkoxy radicals and nitrogen oxide (NOx) species

Methodology Applied
Scientific EffectBond scission prevention:

Data Source

PatentEP3262015B1Ionone stabilisers for nitrocellulose-based propellants
Publication Date: 2019.03.27 P B CLERMONT
  • EP3262015B1 patent drawingFigure 1~2(a)
  • EP3262015B1 patent drawingFigure 2(b)
  • EP3262015B1 patent drawingFigure 3a

AI summary

The present invention concerns a nitrocellulose-based propellant composition comprising: (a) a nitrate ester-based propellant comprising nitrocellulose; and (b) a stabiliser comprising a non-aromatic compound (12) consisting of a general ionone formula (12-1), (12-11), (12-111) or (12-IV): Wherein R1 represents a ketone, hydroxyl, carboxyl, aldehyde or an unsaturated alkyl group, preferably -C(O)CH3 (corresponding to alpha, beta, gamma and pseudo ionone).