ACRYLYLOXYACETYLFERROCENE AND COPOLYMERS THEREOF
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Abstract
The preparation and copolymerization of the monomer, acrylyloxyacetylferrocene, are disclosed. The copolymerization of the ferrocene-containing monomer with a diene selected from butadiene, isoprene, and chloroprene yields copolymers for use in propellants. The copolymers are liquid compounds which are terminated with selected functional groups for curing by suitable curatives into practical propellants exhibiting high burning rates.
2 Citations
5 Claims
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1. A CRYLYLOXYACETYLFERROCENE.
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2. A method for preparing acrylyloxyacetylferrocene comprising reacting, in admixture and in the presence of a trace amount of water, predetermined ratio amounts of dimethylformamide, chloroacetylferrocene, potassium acrylate, and dichloro-dicyanobenzoquinone;
- said reacting being accomplished at a predetermined reaction temperature and for a predetermined reaction time period to form a reaction product; and
thereafter, separating said reaction product which is acrylyloxyacetylferrocene.
- said reacting being accomplished at a predetermined reaction temperature and for a predetermined reaction time period to form a reaction product; and
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3. The method of claim 2 wherein said predeterined ratio amount of said dimethylformamide is about 25 milliliters, to about 2.63 grams of said chloroacetylferrocene, to about 2.2 grams of said potassium acrylate, and to about 10 milligrams of said dichloro-dicyanobenzoquinone;
- said predetermined reaction temperature is about 80* C; and
said predetermined reaction time period is about 4 hours.
- said predetermined reaction temperature is about 80* C; and
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4. A method of copolymerizing acrylyloxyacetylferrocene with a diene selected from chloroprene, isoprene, and butadiene, said method comprising:
- i. reacting said acrylyloxyacetylferrocene and an initiator selected from azo-bis-(2-methyl-5-hydroxyvaleronitrile) and 4, 4'"'"''"'"'azo-bis-(4-cyanovaleric acid) in an inert organic solvent with said diene at a predetermined reaction temperature and for a predetermined reaction time period sufficient for said reaction to take place to form copolymers of said acrylyloxyacetylferrocene and said diene;
ii. cooling said solvent and said copolymers and effecting solvent removal to yield the precipitated form of said copolymers;
iii. dissolving said copolymers in ether and reprecipitating said copolymers by addition of methanol; and
thereafter, iv. separating said copolymers after which drying of said copolymers is effected at a suitable drying temperature while under reduced pressure;
said inert organic solvent being selected from dioxane and toluene;
said reaction temperature being in the range of about 66* C to about 67* C;
said reaction time period being about 72 hours;
said drying being accomplished at a suitable temperature in the range of about 70*C to about 75*C; and
said reduced pressure being in the range of about 1 millimeter.
- i. reacting said acrylyloxyacetylferrocene and an initiator selected from azo-bis-(2-methyl-5-hydroxyvaleronitrile) and 4, 4'"'"''"'"'azo-bis-(4-cyanovaleric acid) in an inert organic solvent with said diene at a predetermined reaction temperature and for a predetermined reaction time period sufficient for said reaction to take place to form copolymers of said acrylyloxyacetylferrocene and said diene;
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5. The method of claim 4 wherein said initiator selected is azo-bis-(2-methyl-5-hydroxyvaleronitrile and wherein said reacting butadiene and acrylyloxyacetylferrocene is accomplished in weight ratios from approximately 19:
- 1 to about 1;
1 to yield said copolymers having a molecular weight in the range from about 2200 to about 3100, hydroxyend group content from about 0.6 weight percent to about 1.27 weight percent, and an iron content from about 0.94 weight percent to about 9.41 weight percent.
- 1 to about 1;
Specification