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US4304896A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyphthalocyanine resins

Assignee: United States Department of the Navy
•
Filing: 1980-08-19
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Granted: 1981-12-08
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Expires: 2000-08-19
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Abstract

Abstract The synthesis and subsequent polymerization of highly aromatized phthalonile monomers which contain phenoxy linkages having a substantially aromatic spacer moiety between the two terminal phthalonitrile groups is disclosed. The phthalonitriles are synthesized by a nucleophilic displacement of a nitro substituent, which is activated by the ring cyano groups on the aromatic ring, by a phenoxide containing unit. The phthalocyanine polymers have improved toughness, low water absorptivity and higher thermal and oxidative resistance than currently available polymers.

Inventors

  • 👤 Teddy M. Keller
  • 👤 James R. Griffith

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 17:35
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/0666; C08G73/0672

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 44 words
A polymer resin prepared from a dicyanophenoxy compound having the formula: ##STR10## wherein A is selected from the group consisting of polyphenyl radicals having only phenyl groups and fused aromatic poly-ring radicals by heating said dicyanophenoxy compound to at least the melting point thereof.
Claim 2
Dependent Claim 44 words
A polymer resin prepared from a dicyanophenoxy compound having the formula: ##STR10## wherein A is selected from the group consisting of polyphenyl radicals having only phenyl groups and fused aromatic poly-ring radicals by heating said dicyanophenoxy compound to at least the melting point thereof.
Claim 3
Dependent Claim 15 words
The resin of claim 1 wherein A is a polyphenyl radical having only phenyl groups.
Claim 4
Dependent Claim 9 words
The resin of claim 2 wherein A is biphenyl.
Claim 5
Dependent Claim 13 words
The resin of claim 1 wherein A is a fused aromatic poly-ring radical.
Claim 6
Dependent Claim 17 words
The resin of claim 4 wherein A is selected from the class consisting of naphthalene and anthracene.
Claim 7
Dependent Claim 145 words
A polymer resin prepared from a dicyanophenoxy compound having the the formula: ##STR11## wherein A is selected from the group consisting of polyphenyl radicals having only phenyl groups and fused aromatic poly-ring radicals by mixing and heating said dicyanophenoxy compound to at least the melting point thereof with a metal selected from the group consisting of copper, iron, zinc, nickel, chromium, molybdenum, vanadium, beryllium, silver, mercury, tin, lead, antimony, cobalt, palladium, and platinum or a salt selected from the group consisting of cuprous bromide, cuprous cyanide, cuprous ferricyanide, zinc chloride, zinc bromide, zinc iodide, zinc cyanide, zinc ferrocyanide, zinc acetate, zinc sulfide, silver chloride, ferrous chloride, ferric chloride, ferrous ferricyanide, ferrous chloroplatinate, ferrous fluoride, ferrous sulfate, cobaltous chloride, cobaltic chloride, cobaltic sulfate, cobaltous cyanide, nickel chloride, nickel cyanine, nickel sulfate, nickel carbonate, stannic chloride, stannous chloride hydrate, a complex of triphenylphosphine oxide and mixtures therefore.
Claim 8
Dependent Claim 145 words
A polymer resin prepared from a dicyanophenoxy compound having the the formula: ##STR11## wherein A is selected from the group consisting of polyphenyl radicals having only phenyl groups and fused aromatic poly-ring radicals by mixing and heating said dicyanophenoxy compound to at least the melting point thereof with a metal selected from the group consisting of copper, iron, zinc, nickel, chromium, molybdenum, vanadium, beryllium, silver, mercury, tin, lead, antimony, cobalt, palladium, and platinum or a salt selected from the group consisting of cuprous bromide, cuprous cyanide, cuprous ferricyanide, zinc chloride, zinc bromide, zinc iodide, zinc cyanide, zinc ferrocyanide, zinc acetate, zinc sulfide, silver chloride, ferrous chloride, ferric chloride, ferrous ferricyanide, ferrous chloroplatinate, ferrous fluoride, ferrous sulfate, cobaltous chloride, cobaltic chloride, cobaltic sulfate, cobaltous cyanide, nickel chloride, nickel cyanine, nickel sulfate, nickel carbonate, stannic chloride, stannous chloride hydrate, a complex of triphenylphosphine oxide and mixtures therefore.
Claim 9
Dependent Claim 23 words
The resin of claim 6 wherein said dicyanophenoxy compound is mixed and heated with a salt or metal in about a stoichiometric amount.
Claim 10
Dependent Claim 14 words
The resin of claim 7 where A is polyphenyl radical having only phenyl groups.
Claim 11
Dependent Claim 9 words
The resin of claim 8 wheein A is biphenyl.
Claim 12
Dependent Claim 13 words
The resin of claim 7 wherein A is a fused aromatic poly-ring radical.
Claim 13
Dependent Claim 17 words
The resin of claim 10 wherein A is selected from the class consisting of naphthalene and anthracene.
Claim 14
Dependent Claim 22 words
The resin of claims 9 or 11 wherein said metal is selected from the class consisting of copper, iron, zinc, and nickel.
Claim 15
Dependent Claim 14 words
The resin of claims 9 or 11 wherein said salt is stannous chloride dihydrate.

References Cited (Backward Citations)

US3869499A Cited
US4223123A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-12-07 1985-06-08 1985-12-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-12-07 1989-06-08 1989-12-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-12-07 1993-06-08 1993-12-08 $7700.00 Window Closed / Lapsed

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