Patents by Inventor Hans R. Friedli
Hans R. Friedli has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5468839Abstract: A method of preparing a hydroxy-functional polyether comprising contacting (a) a hydroxy-functional polyether containing less than or equal to about 200 ppm of a Group IA or Group IIA metal ion, and (b) an acid. Preferably the contact is carried out under reaction conditions such that a salt, which is not suitable to significantly promote trimerization reactions if the hydroxy-functional polyether is reacted with an isocyanate compound, is formed. The amount of acid is sufficient to essentially neutralize residual basic catalyst without requiring additional solids removal steps prior to use of the hydroxy-functional polyether in various applications, such as production of polyurethanes and related products, in which enhanced trimerization may not be desirable. Additional acid may also be added to convert propenyl ether units present in the polyether's backbone to propionaldehyde and the corresponding diol.Type: GrantFiled: June 22, 1993Date of Patent: November 21, 1995Assignee: The Dow Chemical CompanyInventors: Galen J. Suppes, Hans R. Friedli
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Patent number: 5342541Abstract: The concentration of propenyl ethers in a hydroxy-functional polyether having oxypropylene units is reduced by a process including the step of contacting the polyether with an acid ion exchange resin for a time and at a temperature sufficient for the conversion of at least some of the propenyl ethers to propionaldehyde and in the presence of sufficient water for the conversion. Optionally, the polyether is treated with an epoxy compound in an amount sufficient to reduce the acidity of the polyol.Type: GrantFiled: March 29, 1989Date of Patent: August 30, 1994Assignee: The Dow Chemical CompanyInventors: Johnny Chavez, Jr., Andrew S. Farnum, Vaughn M. Nace, Raymond A. Plepys, Randall K. Whitmire, Van A. Kent, Paul D. Bettge, Hans R. Friedli
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Patent number: 4722942Abstract: This invention is an active hydrogen-containing composition suitable for the production of flexible polyurethane foam when reacted with a polyisocyanate, said composition comprising,(a) a polyol having an average functionality of about 2.0 to about 4.0, having at least about 50% of its active hydroxyl groups in the form of primary hydroxyl groups, and an equivalent weight from about 500 to about 5000;(b) from about 0.5 to about 5 parts, per 100 parts by weight of component (a) of a crosslinker selected from the group consisting of monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, methylene bis(o-chloroaniline) and mixtures thereof; and(c) at least about 0.Type: GrantFiled: February 27, 1987Date of Patent: February 2, 1988Assignee: The Dow Chemical CompanyInventors: Jerram B. Nichols, Hans R. Friedli, Stephen R. Burks
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Patent number: 4556506Abstract: Aqueous electroconductive compositions comprising (A) a partially hydrolyzed polyacrylamide, (B) a difunctional zwitterion, (C) a surfactant, (D) metallic flakes or powders and (E) water can be employed as conductive coating for electromagnetic shielding and radiofrequency shielding.Type: GrantFiled: December 18, 1984Date of Patent: December 3, 1985Assignee: The Dow Chemical CompanyInventors: Hans R. Friedli, Philip Y. Lau
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Patent number: 4389512Abstract: Cycloalphatic acrylate compositions and methods of making them are disclosed. The compositions are mixtures containing dicyclopentadiene (meth) acrylate and (meth) acrylates such as the mono and di (meth) acrylates of tri, and tetracyclopentadiene and a mixture of the copolymers of (meth) acrylic acid with adducts of cyclopentadiene with isoprene and/or piperylene and a mixture of poly (meth) acrylates having the repeating unit ##STR1## where R.sup.1 is hydrogen or ##STR2## R.sup.2 is CH.sub.2 .dbd.CZ--C(O)--O-- Z is H, or methyln is 0, 1 or 2 andm is 0 or 1 and when m is 0 there isa double bond present.The compositions are useful to make crosslinkable blends with unsaturated resins or monomers and to make laminates.Type: GrantFiled: May 29, 1981Date of Patent: June 21, 1983Assignee: The Dow Chemical Co.Inventors: Hans R. Friedli, Donald L. Nelson, John L. Massingill, Jr.
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Patent number: 4387182Abstract: Cycloalphatic acrylate compositions and methods of making them are disclosed. The compositions are mixtures containing dicyclopentadiene (meth) acrylate and (meth) acrylates such as the mono and di (meth) acrylates of tri, and tetracyclopentadiene and a mixture of the copolymers of (meth) acrylic acid with adducts of cyclopentadiene with isoprene and/or piperylene and a mixture of poly (meth) acrylates having the repeating unit ##STR1## where R.sup.1 is hydrogen or ##STR2## R.sup.2 is CH.sub.2 .dbd.CZ--C(O)--O-- Z is H, or methyln is 0, 1 or 2 andm is 0 or 1 and when m is 0 there is a double bond present.The compositions are useful to make cross-linkable blends with unsaturated resins or monomers and to make laminates.Type: GrantFiled: May 29, 1981Date of Patent: June 7, 1983Assignee: The Dow Chemical Co.Inventors: Hans R. Friedli, Donald L. Nelson, John L. Massingill, Jr.
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Patent number: 4377707Abstract: Halogenated dicyclopentyl ethers or thioethers of alkylene glycol mono(meth) acrylate or mono (meth) propionates are prepared. The dihalo compounds having (meth) acrylic functionality are useful to prepare thermosetting or thermoplastic resins with built in fire retardency. The tetrahalo compounds are useful fire retardant additives in the manufacture of polymeric foams.Type: GrantFiled: December 17, 1981Date of Patent: March 22, 1983Assignee: The Dow Chemical CompanyInventors: Clinton J. Boriack, Hans R. Friedli
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Patent number: 4363907Abstract: Cohalogenation of unsaturated polyesters containing pendant unsaturation and a dicyclopentadienyl ester of an .alpha.,.beta.-unsaturated carboxylic acid is carried out at room temperature or lower to simultaneously and selectively halogenate the non .alpha.,.beta.-unsaturation. These materials have utility in plastics, such as fire-retardant castings.Type: GrantFiled: July 14, 1981Date of Patent: December 14, 1982Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Hans R. Friedli, Mark J. Hazelrigg, Jr.
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Patent number: 4362848Abstract: Cycloalphatic acrylate compositions and methods of making them are disclosed. The compositions are mixtures containing dicyclopentadiene (meth) acrylate and (meth) acrylates such as the mono and di (meth) acrylates of tri, and tetracyclopentadiene and a mixture of the copolymers of (meth) acrylic acid with adducts of cyclopentadiene with isoprene and/or piperylene and a mixture of poly (meth) acrylates having the repeating unit ##STR1## Where R.sup.1 is hydrogen or ##STR2## R.sup.2 is CH.sub.2 .dbd.CZ--C(O)--O-- Z is H, or methyln is 0, 1 or 2 andm is 0 or 1 and when m is 0 there isa double bond present.The compositions are useful to make cross-linkable blends with unsaturated resins or monomers and to make laminates.Type: GrantFiled: May 29, 1981Date of Patent: December 7, 1982Assignee: The Dow Chemical Co.Inventors: Hans R. Friedli, Donald L. Nelson, John L. Massingill, Jr.
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Patent number: 4351812Abstract: The hydrolysis of carbon oxysulfide in a gas or liquid stream is catalyzed by morpholines and piperazines at a temperature in the range from about 50.degree. about 90.degree. C. The process can be used in the treatment of refinery gases, coal gasification streams, and other such gases as well as liquid hydrocarbons which contain COS and other acidic contaminants.Type: GrantFiled: August 4, 1980Date of Patent: September 28, 1982Assignee: The Dow Chemical CompanyInventors: Glenn D. Correll, Hans R. Friedli
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Patent number: 4345048Abstract: Brominated cycloaliphatic (meth) acrylate compositions are prepared by the reaction of bromine at a temperature in the range from -30.degree. C. to 50.degree. C. with compositions made by reacting (meth) acrylic acid with dicyclopentadiene compositions in the presence of a Friedel-Crafts catalyst such as BF.sub.3.The brominated compositions are useful to make copolymers which find use as metal coatings, laminates, ultraviolet light curable coatings and the like.Type: GrantFiled: January 21, 1980Date of Patent: August 17, 1982Assignee: The Dow Chemical CompanyInventors: Hans R. Friedli, Clinton J. Boriack
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Patent number: 4336349Abstract: Chlorinated cycloaliphatic (meth) acrylate compositions are prepared by the reaction of chlorine at a temperature in the range from -30.degree. C. to 50.degree. C. with compositions made by reacting (meth) acrylic acid with crude dicyclopentadiene in the presence of a Friedel-Crafts catalyst such as BF.sub.3. The chlorinated compositions have a pleasant fruity odor and are useful to make homopolymers or copolymers which find use as metal coatings, inks, ultraviolet light curable coatings and the like.Type: GrantFiled: December 22, 1980Date of Patent: June 22, 1982Assignee: The Dow Chemical CompanyInventors: Hans R. Friedli, Clinton J. Boriack
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Patent number: 4319009Abstract: Cycloalphatic acrylate compositions and methods of making them are disclosed. The compositions are mixtures containing dicyclopentadiene (meth) acrylate and (meth) acrylates such as the mono and di (meth) acrylates of tri, and tetracyclopentadiene and a mixture of the copolymers of (meth) acrylic acid with adducts of cyclopentadiene with isoprene and/or piperylene and a mixture of poly (meth) acrylates having the repeating unit ##STR1## where R.sup.1 is hydrogen or ##STR2## R.sup.2 is CH.sub.2 .dbd.CZ-C(O)--O-- Z is H, or methyln is 0, 1 or 2 andm is 0 or 1 and when m is 0 there isa double bond present.The compositions are useful to make crosslinkable blends with unsaturated resins or monomers and to make laminates.Type: GrantFiled: October 13, 1978Date of Patent: March 9, 1982Assignee: The Dow Chemical CompanyInventors: Hans R. Friedli, Donald L. Nelson, John L. Massingill, Jr.
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Patent number: 4218383Abstract: A catalyst for, and method of, producing a reaction product predominantly of maleic anhydride, that is a product of reaction containing a ratio of maleic to citraconic anhydrides of at least 25 to 1, respectively, and preferably greater than about 100 to 1, respectively, by reacting a feed stream consisting of oxygen or an oxygen-containing gas and an organic C.sub.5 feed predominantly of piperylene and dicyclopentadiene, and preferably predominantly dicyclopentadiene, at bath temperatures of from about 360.degree. to about 450.degree. C. over a catalyst comprising a mixture of 25 to 60 weight percent titanium oxide (TiO.sub.2), 5 to 40 weight percent molybdenum oxide (MoO.sub.3) and 30 to 60 weight percent vanadium oxide (V.sub.2 O.sub.5) on an alpha alumina or alumina-silica carrier having less than about one square meter per gram (<1 m.sup.2 /g) surface area. The feed rate of the reactants is preferably between about 1,500 and about 15,000 gas hourly space velocity; the C.sub.Type: GrantFiled: May 22, 1978Date of Patent: August 19, 1980Assignee: The Dow Chemical CompanyInventors: Edwin J. Strojny, Hans R. Friedli, Milton S. Wing
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Patent number: 4206084Abstract: A catalyst for, and method of, producing a reaction product predominantly of maleic anhydride, that is a product of reaction containing a ratio of maleic to citraconic anhydrides of at least 25 to 1, respectively, and preferably greater than about 100 to 1, respectively, by reacting a feed stream consisting of oxygen or an oxygen-containing gas and an organic C.sub.5 feed predominantly of piperylene and dicyclopentadiene, and preferably predominantly dicyclopentadiene, at bath temperatures of from about 360.degree. to about 450.degree. C. over a catalyst comprising a mixture of 25 to 60 weight percent titanium oxide (TiO.sub.2), 5 to 40 weight percent molybdenum oxide (MoO.sub.3) and 30 to 60 weight percent vanadium oxide (V.sub.2 O.sub.5) on an alpha alumina or alumina-silica carrier having less than about one square meter per gram (<1 m.sup.2 /g) surface area.Type: GrantFiled: December 11, 1978Date of Patent: June 3, 1980Assignee: The Dow Chemical CompanyInventors: Edwin J. Strojny, Hans R. Friedli, Milton S. Wing
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Patent number: 4113745Abstract: A catalyst for, and method of, producing a reaction product predominantly of maleic anhydride, that is a product of reaction containing a ratio of maleic to citraconic anhydrides of at least 25 to 1, respectively, and preferably greater than about 100 to 1, respectively, by reacting a feed stream consisting of oxygen or an oxygen-containing gas and an organic C.sub.5 feed predominantly of piperylene and dicyclopentadiene, and preferably predominantly dicyclopentadiene, at bath temperatures of from about 360.degree. to about 450.degree. C over a catalyst comprising a mixture of 25 to 60 weight percent titanium oxide (TiO.sub.2), 5 to 40 weight percent molybdenum oxide (MoO.sub.3) and 30 to 60 weight percent vanadium oxide (V.sub.2 O.sub.5) on an alpha alumina or alumina-silica carrier having less than about one square meter per gram (<1 m.sup.2 /g) surface area. The feed rate of the reactants is preferably between about 1,500 and about 15,000 gas hourly space velocity; the C.sub.Type: GrantFiled: August 29, 1977Date of Patent: September 12, 1978Assignee: The Dow Chemical CompanyInventors: Edwin J. Strojny, Hans R. Friedli, Milton S. Wing
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Patent number: 4075122Abstract: Magnesium nickel pyrophosphate is a superior catalyst for oxydehydrogenating alkyl aromatic compounds including nitrogen heterocyclics which have at least one C.sub.2 -C.sub.6 alkyl side chain to form derivatives having side chain unsaturation. The alkyl aromatic compound can have 1-2 rings. The process is carried out at 450.degree.-650.degree. C. and a space velocity of 55-2500.Type: GrantFiled: October 1, 1975Date of Patent: February 21, 1978Assignee: The Dow Chemical CompanyInventors: G. Edwin Vrieland, Hans R. Friedli
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Patent number: 4071470Abstract: A method and composition for inhibiting the corrosion of metals in contact with an acid-gas absorbing medium comprising adding a product of the reaction of (1) copper or a copper salt, a copper oxide or a copper sulfide and (2) sulfur or a sulfide and an oxidizing agent and (3) a monoalkanolamine (monoethanolamine). The reaction is carried out at from 21.degree. to about 100.degree. C for a period of time to produce a stable non-precipitating product, i.e., reacted for from 0.1 to about 20 hours. The product is added to a gas treating plant absorbent in an amount of at least 0.00002 pounds of copper and 0.0002 pounds of sulfur per pound of medium per day.Type: GrantFiled: July 15, 1976Date of Patent: January 31, 1978Assignee: The Dow Chemical CompanyInventors: Jerry R. Davidson, Hans R. Friedli
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Patent number: 3957897Abstract: Certain alkaline earth pyrophosphates, such as Ca, Mg, and Sr pyrophosphates are superior catalysts for oxydehydrogenating alkyl aromatic compounds including nitrogen heterocyclics which have at least one C.sub.2 -C.sub.6 alkyl side chain to form derivatives having side chain unsaturation. The alkyl aromatic compound can have 1-2 rings. The process is carried out at 450.degree.-650.degree.C. and a space velocity of 55-2500.Type: GrantFiled: May 28, 1974Date of Patent: May 18, 1976Assignee: The Dow Chemical CompanyInventors: G. Edwin Vrieland, Hans R. Friedli
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Patent number: 3933932Abstract: Lanthanum phosphate, lanthanum pyrophosphate and rare earth phosphates and pyrophosphates containing a major portion of that lanthanum compound are good catalysts for oxydehydrogenating alkyl aromatic compounds, including nitrogen heterocyclics having at least one C.sub.2 -C.sub.6 alkyl side chain to form derivatives having side chain unsaturation. The alkyl aromatic compound can have 1-2 rings. The process is carried out at 450.degree.-640.degree.C. and a space velocity of 55-2500.Type: GrantFiled: May 28, 1974Date of Patent: January 20, 1976Assignee: The Dow Chemical CompanyInventors: G. Edwin Vrieland, Hans R. Friedli