Abstract: A process for preparing polyphosphazene polymers containing fluoroalkoxy and/or aryloxy substituents is provided. The process involves the reaction of a fluoroaliphatic alcohol or a substituted or unsubstituted aromatic alcohol or mixture of such alcohols with sodium hydroxide in an organic solvent or mixture of organic solvents which under appropriate conditions will form an azeotrope with water produced by the reaction. Water produced by the reaction is removed from the reaction mixture by azeotropic distillation thereby producing substantially dry sodium salts of said alcohols. The substantially dry sodium salts of the alcohols are then reacted with a linear polydichlorophosphazene polymer to produce polyphosphazene polymers containing fluoroalkoxy and/or aryloxy substituents.
Abstract: Polymers and the process for producing polymers by the polymerization of at least three monomers wherein at least one monomer is selected from the group consisting of tetrafluoroethylene, trifluoromonochloroethylene, trifluoroethylene, vinylidene fluoride, 1,1-difluoro-2,2-dichloroethylene, 1,1-difluoro-2-chloroethylene, hexafluoropropylene, 1,1,1,3,3-pentafluoropropylene, octafluoroisobutylene ethylene, vinylchloride, trifluoronitrosomethane, perfluoronitrosoethane and alkyl vinyl ether,and at least one other monomer is selected from the group represented by the general formula: ##STR1## and at least one monomer is selected from the group of monomers represented by the general formula: ##STR2## These polymers are useful as ion exchange membranes in electrolytic cells, especially chlor-alkali electrolytic cells. Other uses include solid, strong acid catalyst useful in corrosive environments, electrodialysis and other similar membrane separation processes.
Type:
Grant
Filed:
June 11, 1980
Date of Patent:
May 18, 1982
Assignee:
The Dow Chemical Company
Inventors:
Bobby R. Ezzell, William P. Carl, William A. Mod
Abstract: Fluorinated alkyl or alkylether 1,2,4-oxadiazole compounds are prepared by cyclizing the corresponding alkyl or alkylether imidoylamidoximes in vacuo or in an inert atmosphere at a temperature within the range of 40.degree. to 100.degree. C. for a period of 8 to 144 hours in the presence of an acid compound which can accept ammonia to form a salt. The imidoylamidoximes usable in this process may be either polymeric or nonpolymeric. The products, when polymeric, have excellent heat, chemical and solvent resistance.
Type:
Grant
Filed:
June 27, 1980
Date of Patent:
February 16, 1982
Inventors:
Robert A. Administrator of the National Aeronautics and Space Administration, with respect to an invention of Frosch, Reinhold H. Kratzer, Kazimiera J. L. Paciorek, Thomas I. Ito, Robert W. Rosser
Abstract: A fluorinated phthalonitrile of the general formula: ##STR1## wherein R' is F or CF.sub.3, R is (CF.sub.2).sub.p, m is 1 or 2, n is 1 or , p is an integer from 3 to 30, X is 0, 1, 2, or 3, y is 0, 1, 2, or 3 and z is 0 or 1 is prepared by reacting 4-iodophthalonitrile with the appropriate diiodide in the presence of activated copper in a dipolar aprotic solvent. Heating this phthalonitrile to a temperature from about its melting point to about 285.degree. C. produces a polyphthalocyanine resin. If a salt or metal is added prior to the heating, a metal or salt-coordinated polyphthalocyanine is produced. Polyphthalocyanies are useful in coatings, laminates, filament windings, castings, and structural composites.
Type:
Grant
Filed:
November 9, 1979
Date of Patent:
February 9, 1982
Assignee:
The United States of America as represented by the Secretary of the Navy
Abstract: A coating of organo-phosphonitrile polymer is bonded to the surface of a cured rubber article such as a catheter with a primer coating containing a cross-linked di- or poly-vinyl compound.
Abstract: The sliding layer of the element is constituted by a base resin which is self-lubricating or is rendered physically and/or chemically self-lubricating by the addition of a self-lubricating substance, particularly a self-lubricating resin, e.g. a silicone resin, a polyvinylidene fluoride resin, a furan resin. Additional substances are incorporated for rendering the base resin compressible, shock-resistant, electrically antistatic or mechanically reinforced.
Abstract: An epoxy resin composition which comprises (1) an epoxy resin having at least two epoxy groups per molecule and (2) an amine having at least one perfluoroalkyl group and at least one primary and/or secondary amino groups per molecule can be readily cured to afford a cured product, which shows excellent water resistance, oil resistance and stainproof property.
Abstract: Easily dispersible compositions of(a) one part by weight of fluorocarbon resin,(b) from 1 to 10 parts by weight of a compound of the general formula ##STR1## in which R is C.sub.8 -C.sub.22 alkyl or alkenyl and R.sup.1 is hydrogen or hydroxyethyl, and(c) from 1 to 10 parts by weight of a compound of the general formulaR--(O--CH.sub.2 --CH.sub.2).sub.x --OHin which R is C.sub.8 -C.sub.22 alkyl or alkenyl and x is a number of from 15 to 50, preferably from 20 to 30.These compositions, which are prepared by melting the fluorocarbon resin together with the compounds (b) and (c), are readily dispersible in water and the obtained dispersions, which are stable to storage are used for the dirt-repelling finishing of textiles, leather or paper and as fiber conditioning compositions.
Abstract: New crosslinked 1,2,4-oxadiazole elastomers have been prepared by thermally condensing (a) monomer having the formula H.sub.2 N(HON)C-R-Q, wherein Q is a triazine ring-forming group such as nitrile or amidine or a mixture of such group with amidoxime, or (b) a mixture of said monomer with R[C(NOH)NH.sub.2 ].sub.2, with R in these formulas standing for a bivalent organic radical having the formula--(CX.sub.2).sub.p -, or --CFY(OCF.sub.2 CFY).sub.m O(CX.sub.2).sub.p O(CFYCF.sub.2 O).sub.n CFY--wherein X is fluorine or hydrogen, Y is fluorine or trifluoromethyl, p ranges from 1 to 18, and m+n ranges from 2 to 7. In the monomer charge, the overall proportions of amidoxime groups to triazine ring-forming groups varies depending on the extent of crosslinking desired in the final polymer.
Type:
Grant
Filed:
April 30, 1980
Date of Patent:
June 16, 1981
Assignee:
The United States of America as represented by the United States National Aeronautics and Space Administration
Inventors:
Robert W. Rosser, Ibrahim M. Shalhoub, Hanoi Kwong
Abstract: A fluorine-containing polyester which comprises essentially as the constituting units (a) a group of the formula: ##STR1## wherein Rf is a perfluoroalkyl group having 8 to 21 carbon atoms and n is an integer of 0 or 1 and (b) a group of the formula: ##STR2## wherein R is one of the groups represented by the formulas: ##STR3## wherein R.sub.1 to R.sub.6 is each a hydrogen atom or a lower alkyl group, R.sub.1 and R.sub.3 being optionally combined together at the terminal carbon atoms to form a cyclic ring, X is a halogen atom or a lower alkyl group and m is an integer of 0 to 4, and is useful as a water and oil-repelling agent or a non-sticking agent.
Abstract: New crosslinked 1,2,4-oxadiazole elastomers have been prepared by thermally condensing (a) monomer having the formula H.sub.2 N(HON)C-R-Q, wherein Q is a triazine ring-forming group such as nitrile or amidine, or (b) a mixture of said monomer with R[C(NOH)NH.sub.2 ].sub.2, with R in these formulas standing for a bivalent organic radical having the formula--(CX.sub.2).sub.p --, or --CFY(OCF.sub.2 CFY).sub.m O(CX.sub.2).sub.p O(CFYCF.sub.2 O).sub.n CFY--wherein X is fluorine or hydrogen, Y is fluorine or trifluoromethyl, p ranges from 1 to 18, and m+n ranges from 2 to 7. In the monomer charge, the overall proportions of amidoxime groups to triazine ring-forming groups varies depending on the extent of crosslinking desired in the final polymer.The heat and chemical resistant elastomers disclosed can serve, for instance, as adhesives, caulking compounds, channel sealants, fuel tank liners.
Type:
Grant
Filed:
April 9, 1979
Date of Patent:
January 13, 1981
Inventors:
Robert A. Administrator of the National Aeronautics and Space Administration, with respect to an invention of Frosch, Robert W. Rosser, Ibrahim M. Shalhoub, Hanoi Kwong
Abstract: Fluorovinyl ether polymers consisting essentially of 60 to 99.9 mole percent of monomeric units --CF.sub.2 CFY-- and 0.1 to 40 mole percent of the structural units ##STR1## wherein Y is F, H, Cl, Br, R.sub.f or OR.sub.f, R.sub.f is perfluoroalkyl, R is alkyl, Q is F or OR, and m is 0 or 1, are prepared by contacting a fluoropolymer of the formula (CF.sub.2 CFY).sub.x wherein at least 1% of the Y's are reactive sites selected from the group consisting of H, Cl and Br, with an alkali or alkaline earth metal alkoxide.Electrolytic cell diaphragms are prepared by forming the above fluorovinyl ether polymer and fibrous material into a diaphragm, heating the diaphragm thereby converting alkyl ether groups to carbonyl groups, and treating with an alkali metal hydroxide thereby converting carbonyl groups to carboxylate ion groups.
Abstract: New crosslinked elastomeric polytriazines have been prepared by a 4-step procedure which consists of: (1) forming a poly(imidoylamidine) by the reaction under reflux conditions of anhydrous ammonia with certain perfluorinated alkyl or alkylether dinitriles; (2) forming a linear polytriazine by cyclizing the imidoylamidine linkages by reaction with certain perfluorinated alkyl or alkylether acid anhydrides or halides; (3) extending the linear polytriazine chain by further refluxing in anhydrous ammonia; and (4) heating to cyclize the new imidoylamidine linkages and thereby crosslink the polymer.
Type:
Grant
Filed:
April 9, 1979
Date of Patent:
December 30, 1980
Inventors:
Robert A. Administrator of the National Aeronautics and Space Administration, with respect to an invention of Frosch, Robert W. Rosser, Roger A. Korus
Abstract: F-phenylalkylene oxide acetylenes having the formula C.sub.6 F.sub.5 C.tbd.C(CF.sub.2 OCF.sub.2).sub.n C.tbd.CC.sub.6 F.sub.5, where n ranges from 3 to 8, inclusive. The diacetylenes are useful as monomers for preparing fluorinated polyether elastomers.
Type:
Grant
Filed:
August 28, 1979
Date of Patent:
December 23, 1980
Assignee:
The United States of America as represented by the Secretary of the Air Force
Abstract: A fluorinated polyether is synthesized by (1) reacting perfluoroglutaryl chloride and 1,5-hexafluoropentane diol to provide a fluorinated polyester and (2) converting ester groups of the polyester to ether groups by SF.sub.4 reduction. The product obtained is a thermally stable polyether which is particularly useful in providing an elastomeric material for aircraft fuel tank sealants, tire valves, O-rings, hose, gaskets, and the like.
Type:
Grant
Filed:
April 26, 1979
Date of Patent:
December 9, 1980
Assignee:
The United States of America as represented by the Secretary of the Air Force
Abstract: New perfluoroalkyl polytriazines containing pendent iododifluoromethyl groups are prepared by the reaction of perfluoroalkyl dinitriles with ammonia to form poly(imidoylamidines), followed by the cyclization of the imidoylamidine groups with, e.g. various mixtures of a perfluoroacyl fluoride with an .omega.-iodoperfluoroacyl fluoride. The polytriazines obtained can be cured by heat which causes crosslinking at the iododifluoromethyl groups by elimination of iodine and formation of carbon-to-carbon bonds.
Type:
Grant
Filed:
May 8, 1979
Date of Patent:
November 18, 1980
Inventors:
Robert A. Administrator of the National Aeronautics and Space Administration, with respect to an invention of Frosch, Robert W. Rosser, Theodore Psarras
Abstract: A polycarbonate process comprising contacting in the presence of a base, a .beta.-fluoroaliphatic carbonate, and a polyhydroxy compound selected from alcohols and/or phenols. The resulting polycarbonates are useful as polycarbonates per se, or useful in the preparation of high molecular weight polycarbonates which can be molded or formed into films, laminates or reinforced plastics by conventional techniques.
Abstract: A crosslinkable elastomeric composition which comprises an epichlorohydrin elastomer, a divalent metal oxide or hydroxide, a fluorine-containing polyhydroxy compound and a basic compound having a nitrogen or phosphorus atom in the molecule.
Abstract: Diamidoxime monomers having the formula: ##STR1## are intermolecularly and thermally condensed to form a heat and chemical resistant polymer containing 1,2,4-oxadiazole linkages and having the formula: ##STR2## wherein R represents identical bivalent organic radicals or any combination of bivalent organic radicals selected from the group consisting of --(CX.sub.2).sub.p --, wherein p ranges from 2 to 8 when X is fluorine and 2 to 18 when X is hydrogen, chlorine, nitro or aryl; arylene; and an oligometric or polymeric radical prepared by reacting a dicarboxylic acid halide with a fluorinated epoxide and having the formula:CFY(OCF.sub.2 CFY).sub.m O(CX.sub.2).sub.p O(CFYCF.sub.2 O).sub.n CFYwherein Y is fluorine or trifluoromethyl, X is nitro, aryl, hydrogen, chlorine or fluorine, preferably the latter, p ranges from 1 to 18 and m+n ranges from 2 to 7.
Type:
Grant
Filed:
October 17, 1977
Date of Patent:
March 20, 1979
Inventors:
Robert A. Administrator of the National Aeronautics and Space Administration, with respect to an invention of Frosch, Leonard O. Ross, Robert W. Rosser