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Composition and method for making polyimide resin-reinforced fabric

Assignee: National Aeronautics and Space Administration
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Filing: 1979-04-06
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Granted: 1981-01-13
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Expires: 1999-04-06
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Abstract

Abstract A composition for making polyimide resin-reinforced fibers or fabric. The composition is of the type disclosed in U.S. Pat. No. 3,745,149 and includes a polyfunctional ester, a polyfunctional amine, and an end-capping agent. The composition is impregnated into fibers or fabric and heated to form prepreg material. The tack retention characteristics of this prepreg material are improved by incorporating into the composition a liquid olefinic material compatible with the other ingredients of the composition. The prepreg material is heated at a higher temperature to effect formation of the polyimide resin and the monomeric additive is incorporated in the polyimide polymer structure.

Inventors

  • 👤 Tito T. Serafini
  • 👤 Peter Delvigs

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 15:19
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1003; C08G73/1007; C08G73/101; C08J; C08J5/00; C08J5/24; C08J5/241; C08J5/243; C08J5/249; D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/59; C08J2379/00; C08J2379/04; C08J2379/08

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 209 words
In a composition of matter comprising a solution, in an organic solvent, of the following compounds: (a) a polyfunctional ester having the formula: ##STR4## wherein R 1 is a tetravalent acryl radical and R 2 is alkyl or hydrogen, at least two R 2 groups being alkyl; (b) a polyfunctional amine having the formula: H.sub.2 N-R.sub.3 -NH.sub.2 wherein R 3 is a divalent aryl radical; and (c) an end-capping agent having the formula: ##STR5## wherein R 2 is alkyl or hydrogen, at least one R 2 group being alkyl and R 4 is a divalent radical of the formula: ##STR6## wherein R 5 is hydrogen or lower alkyl; the molar ratio of a:b:c being n:n+1:2 wherein n has a value of 1-20, said compounds being present in an amount of 30 to 70% by weight of the solution, the improvement wherein said solution further comprises a copolymerizable, liquid, olefinic monomer compatible with the ingredients, said olefinic monomer having a boiling point of about 50° to 150° C., and being soluble in said solvent, the amount of said olefinic monomer dissolved in said solution being from 1 to 20% by weight based on the total weight of said polyfunctional ester, said polyfunctional amine, said end-capping agent, and said olefinic monomer.
Claim 2
Dependent Claim 209 words
In a composition of matter comprising a solution, in an organic solvent, of the following compounds: (a) a polyfunctional ester having the formula: ##STR4## wherein R 1 is a tetravalent acryl radical and R 2 is alkyl or hydrogen, at least two R 2 groups being alkyl; (b) a polyfunctional amine having the formula: H.sub.2 N-R.sub.3 -NH.sub.2 wherein R 3 is a divalent aryl radical; and (c) an end-capping agent having the formula: ##STR5## wherein R 2 is alkyl or hydrogen, at least one R 2 group being alkyl and R 4 is a divalent radical of the formula: ##STR6## wherein R 5 is hydrogen or lower alkyl; the molar ratio of a:b:c being n:n+1:2 wherein n has a value of 1-20, said compounds being present in an amount of 30 to 70% by weight of the solution, the improvement wherein said solution further comprises a copolymerizable, liquid, olefinic monomer compatible with the ingredients, said olefinic monomer having a boiling point of about 50° to 150° C., and being soluble in said solvent, the amount of said olefinic monomer dissolved in said solution being from 1 to 20% by weight based on the total weight of said polyfunctional ester, said polyfunctional amine, said end-capping agent, and said olefinic monomer.
Claim 3
Dependent Claim 23 words
An improved composition according to claim 1 wherein said olefinic monomer is selected from the group consisting of N-vinyl-2-pyrollidone; 5-vinyl-2-norbornene; 2,5-norbornadiene; and vinylbenzene.
Claim 4
Dependent Claim 333 words
In a method of forming a polyimide resin-reinforced fiber which comprises impregnating a fiber with a solution, in organic solvent, containing the following compounds: (a) a polyfunctional ester having the formula: ##STR7## wherein R 1 is a tetravalent aryl radical and R 2 is alkyl or hydrogen, at least two R 2 groups being alkyl; (b) a polyfunctional amine having the formula: H.sub.2 N-R.sub.3 -NH.sub.2 wherein R 3 is a divalent aryl radical; and (c) an end-capping agent having the formula: ##STR8## wherein R 2 is alkyl or hydrogen, at least one R 2 group being alkyl and R 4 is a divalent radical of the formula: ##STR9## wherein R 5 is hydrogen or lower alkyl; the molar ratio of a:b:c being n:n1:2 wherein n has a value of 1-20, said compounds being present in an amount of 30 to 70% by weight of the solution, in which the impregnated fabric is heated at an elevated temperature to form a prepreg material comprising polyimide prepolymer in said fabric and in which the prepreg material is heated at a higher elevated temperature to form a polyimide resin reinforcing said fabric; the improvement wherein the tack retention properties of said prepreg material are enhanced by including, in said solution, a copolymerizable, liquid, olefinic monomer compatible with the ingredients, said olefinic monomer having a boiling point of about 50° to 150° C., and being soluble in said solvent, the amount of said olefinic monomer dissolved in said solution being from 1 to 20% by weight based on the total weight of said polyfunctional ester, said polyfunctional amine, said end-capping agent, and said olefinic monomer, removing said solvent by heating said impregnated fibers at a temperature in the range of about 50° to 120° C., forming a prepolymer by heating said impregnated fiber at a temperature in the range of about 125° to 210° C., and heating the prepreg material at a temperature in the range of about 275° to 350° C. to form said polyimide resin.
Claim 5
Dependent Claim 333 words
In a method of forming a polyimide resin-reinforced fiber which comprises impregnating a fiber with a solution, in organic solvent, containing the following compounds: (a) a polyfunctional ester having the formula: ##STR7## wherein R 1 is a tetravalent aryl radical and R 2 is alkyl or hydrogen, at least two R 2 groups being alkyl; (b) a polyfunctional amine having the formula: H.sub.2 N-R.sub.3 -NH.sub.2 wherein R 3 is a divalent aryl radical; and (c) an end-capping agent having the formula: ##STR8## wherein R 2 is alkyl or hydrogen, at least one R 2 group being alkyl and R 4 is a divalent radical of the formula: ##STR9## wherein R 5 is hydrogen or lower alkyl; the molar ratio of a:b:c being n:n1:2 wherein n has a value of 1-20, said compounds being present in an amount of 30 to 70% by weight of the solution, in which the impregnated fabric is heated at an elevated temperature to form a prepreg material comprising polyimide prepolymer in said fabric and in which the prepreg material is heated at a higher elevated temperature to form a polyimide resin reinforcing said fabric; the improvement wherein the tack retention properties of said prepreg material are enhanced by including, in said solution, a copolymerizable, liquid, olefinic monomer compatible with the ingredients, said olefinic monomer having a boiling point of about 50° to 150° C., and being soluble in said solvent, the amount of said olefinic monomer dissolved in said solution being from 1 to 20% by weight based on the total weight of said polyfunctional ester, said polyfunctional amine, said end-capping agent, and said olefinic monomer, removing said solvent by heating said impregnated fibers at a temperature in the range of about 50° to 120° C., forming a prepolymer by heating said impregnated fiber at a temperature in the range of about 125° to 210° C., and heating the prepreg material at a temperature in the range of about 275° to 350° C. to form said polyimide resin.
Claim 6
Dependent Claim 23 words
An improved method according to claim 3 wherein said olefinic monomer is selected from the group consisting of N-vinyl-2-pyrollidone; 5-vinyl-2-norbornene; 2,5-norbornadiene; and vinylbenzene.

References Cited (Backward Citations)

US3689464A Cited
US3745149A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-01-13 1984-07-14 1985-01-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-01-13 1988-07-14 1989-01-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-01-13 1992-07-14 1993-01-13 $7700.00 Window Closed / Lapsed

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