Synthesis and polymerization of oligomeric aliphatic-aromatic based phthalonitriles
AssigneeThe Government of the United States of America, as represented by the Secretary of the Navy
InventorsMatthew Laskoski, Teddy M. Keller, Andrew P. Saab
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Abstract
A phthalonitrile compound having the formula below. The value n is a positive integer. Each R has a hydrocarbon chain optionally having —O— or —SiR′2—O—. Each R′ is an aliphatic group. Each Ar is an aromatic group with the proviso that Ar contains at least two aromatic rings when n is 1 and R is an alkylene group. A method of: reacting an excess of a dihydroxyaromatic compound with a dihalocompound to form an oligomer; and reacting the oligomer with 4-nitrophthalonitrile to form the phthalonitrile compound, where Ar is an aromatic group.
Claims20
A phthalonitrile compound having the formula:
- wherein n is a positive integer;
- wherein each R comprises a hydrocarbon chain optionally comprising —O— or —SiR′2—O—;
- wherein each R′ is an aliphatic group;
- and
- wherein each Ar is an aromatic group with the proviso that Ar comprises at least two aromatic rings when n is 1 and R is an alkylene group.
A method comprising:
- reacting an excess of a dihydroxyaromatic compound having the formula HO—Ar—OH with a dihalocompound having the formula X—R—X to form an oligomer having the formula
- wherein each X is a halide;
- wherein each R comprises a hydrocarbon chain optionally comprising —O— or —SiR′2—O—;
- wherein each R′ is an aliphatic group;
- and
- wherein each Ar is an aromatic group;
- and
- reacting the oligomer with 4-nitrophthalonitrile to form a phthalonitrile compound having the formula:
Dependencies are inferred from the claim text.