# US 6,297,298 B1 · Phthalonitrile prepolymerization composition

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- Number: US 6,297,298 B1
- Document ID: US6297298B1
- Status: Granted
- Kind: B1
- Application number: 09/007,826
- Filed: 1998-01-15
- Granted: 2001-10-02
- Earliest claimed: 1998-01-15
- Assignees: The United States of America as represented by the Secretary of the Navy
- Inventors: Teddy M. Keller; Satya B. Sastri
- Web page: https://patentgrep.com/patent/US6297298B1

## CPC

- C08G 73/00: Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00 {(polycarbodiimides prepared from isocyanates C08G18/025, C08G18/797)}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

A polymerizable composition suitable for storage prior to polymerization is made by mixing a phthalonitrile monomer and a curing agent under non-reactive conditions below the melting temperatures of the phthalonitrile monomer and the curing agent and in the absence of a solvent to create a homogeneous, unreacted mixture.

## Claims

### Claim 1

A method of storing a phthalonitrile polymer comprising the steps of
mixing a phthalonitrile monomer and a curing agent at a first location under non-reactive conditions at ambient temperature and in the absence of a solvent to create a homogeneous, unreacted mixture.

### Claim 2 (depends on 1)

The method of claim 1 including the additional step of adding to the mixture an additional amount of the phthalonitrile monomer or the curing agent to change the ratio of phthalonitrile monomer to curing agent after the step of transporting the mixture to a second location and before the step of polymerizing the phthalonitrile monomer.

### Claim 3

A method of storing a phthalonitrile polymerizable composition for storage comprising the steps of
mixing a phthalonitrile monomer and a curing agent under non-reactive conditions at ambient temperature and in the absence of a solvent to create a homogeneous, unreacted mixture, and
placing the homogeneous, unreacted mixture in a storage container.

### Claim 4 (depends on 1)

The method of claim 1 wherein the composition is mixed under an inert atmosphere.

### Claim 5 (depends on 1)

The method of claim 1 wherein the phthalonitrile monomer is a compound of the formula:
wherein A is a divalent organic radical.

### Claim 6 (depends on 5)

The method of claim 5 wherein A is selected from the group consisting of substituted or unsubstituted phenyl radicals, polyphenyl radicals, polyphenoxy radicals, fused aromatic poly-ring radicals and radicals of the general form —Ar—Z—Ar— where Ar is a substituted or unsubstituted aromatic group and Z is
an alkylene of up to six carbon atoms, a halogenated alkylene of up to six carbon atoms, an imide-containing group or a connecting bond.

### Claim 7 (depends on 1)

The method of claim 1 wherein the curing agent is selected from the group of curing agents consisting of aromatic amines, phenols, inorganic acids, strong organic acids, metals, metallic salts and combinations thereof.

### Claim 8 (depends on 1)

The method of claim 1 wherein the curing agent is an aromatic amine.

### Claim 9 (depends on 3)

The method of claim 3 wherein the composition is mixed under an inert atmosphere.

### Claim 10 (depends on 3)

The method of claim 3 wherein the phthalonitrile monomer is a compound of the formula:
wherein A is a divalent organic radical.

### Claim 11 (depends on 10)

The method of claim 10 wherein A is selected from the group consisting of substituted or unsubstituted phenyl radicals, polyphenyl radicals, polyphenoxy radicals, fused aromatic poly-ring radicals and radicals of the general form —Ar—Z—Ar— where Ar is a substituted or unsubstituted aromatic group and Z is
an alkylene of up to six carbon atoms, a halogenated alkylene of up to six carbon atoms, an imide-containing group or a connecting bond.

### Claim 12 (depends on 3)

The method of claim 3 wherein the curing agent is selected from the group of curing agents consisting of aromatic amines, phenols, inorganic acids, strong organic acids, metals, metallic salts and combinations thereof.

### Claim 13 (depends on 3)

The method of claim 3 wherein the curing agent is an aromatic amine.