Patents by Inventor Dale D. Dixon
Dale D. Dixon 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: 5463007Abstract: A compound represented by the following formula: ##STR1## wherein R is a C.sub.3 -C.sub.24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable,R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl radical, orR and R.sup.1 together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable,R.sup.2 and R.sup.3 are hydrogen, a C.sub.1 -C.sub.4 alkyl or acyl radical, orR.sup.2 and R.sup.3 together are a C.sub.2 -C.sub.4 alkylene group,R.sup.4 is hydrogen or a C.sub.1 -C.sub.4 alkyl, acyl, ester, amide or acid group, andn is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R.sup.2 and R.sup.3 are methyl and R.sup.1 and R.sup.4 are hydrogen.Under acidic conditions the above compounds in which R.sup.Type: GrantFiled: May 19, 1993Date of Patent: October 31, 1995Assignee: Air Products and Chemicals, Inc.Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr., Joel E. Goldstein
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Patent number: 5072045Abstract: The invention relates to an improved process for producing alkenylated aromatic amines which involves the catalytic reaction of an aromatic amine with a diene. The improvement resides in using a solvent in which the aromatic amine and diene are soluble in the proportions present in the reaction but inert to the reaction.Type: GrantFiled: December 21, 1987Date of Patent: December 10, 1991Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 5068435Abstract: This invention relates to a process for producing ring alkylated aromatic amines. In the process an aromatic amine is reacted with an olefin using gamma alumina as a catalyst. Under the conditions of the process the catalyst is extremely active and with amines that are capable of alkylation at the ortho and para positions, high selectivity to the ortho alkylated isomer can be achieved.The catalyst is also effective for producing unsymmetrical disubstituted alkyl aromatic amines, e.g., ethyl or propyl toluidine where one ortho position is substituted with a methyl group and the other substituted with an ethyl or propyl group.Type: GrantFiled: March 25, 1988Date of Patent: November 26, 1991Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 5001263Abstract: This invention relates to a process for producing ring alkylated aromatic amines where the alkyl substituent is ortho to the amino group by reacting an N-alkylated aromatic amine with a C.sub.2-10 olefin in the presence of a solid phase acidic catalyst, e.g., silica-alumina or a zeolite. High conversion and selectivity is achieved by maintaining a mole ratio of olefin to amine of from about 1-10:1 and an operating pressure of at least 50 psig.Type: GrantFiled: August 21, 1985Date of Patent: March 19, 1991Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4994105Abstract: Compounds corresponding to the formula: ##STR1## wherein: each R.sub.1 is independently selected from H, a straight chain or branched C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.2 -C.sub.10 alkenyl or C.sub.3 -C.sub.7 cycloalkenyl group;each R.sub.2 is independently selected from--CH.sub.2 (CH.sub.2).sub.m O(CH.sub.2).sub.n CH.sub.3 and ##STR2## wherein m and n are independently selected integers from 0 to 4, inclusive;each R.sub.3 is independently selected from a straight chain or branched C.sub.1 -C.sub.10 alkylene; andeach X is independently selected from F, Cl, Br or I.These compounds demonstrate utility as herbicidal and fungicidal compositions for controlling weeds and grasses in agricultrual crops.Type: GrantFiled: June 12, 1989Date of Patent: February 19, 1991Assignee: Air Products and Chemicals, Inc.Inventors: William. F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4985159Abstract: This invention relates to organic materials normally susceptible to gradual degradation in the presence of oxygen during use over an extended period of time and of the type in which it is customary to add an antioxidant thereto to prevent degradation. The improvement constituting the basis of this invention comprises including an alkenylated toluenediamine having one alkenyl group ortho to an amine group. More particularly, the alkenylated toluenediamines suited as antioxidants are represented by the formulas: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are hydrogen, C.sub.1 to C.sub.3 aliphatic, or R.sub.1 and R.sub.2 or R.sub.3 are bridged via an alkylene radical --(CH.sub.2).sub.y -- wherein y=2 to 5, and at least one of R.sub.1, R.sub.2, R.sub.3, R.sub.4 or R.sub.5 is C.sub.1 or greater.Type: GrantFiled: October 14, 1987Date of Patent: January 15, 1991Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4935053Abstract: Compounds having utility as herbicides for the premergement treatment and control of grasses and weeds in crops such as rice and having the general structural formula: ##STR1## wherein each R.sup.1 is independently H or a straight chain or branched C.sub.1-10 alkyl or alkoxy group; R.sup.2 is a straight chain or branched C.sub.1-10 alkylene group; R.sup.3 is --CH.sub.2 (CH.sub.2).sub.m O(CH.sub.2).sub.n CH.sub.3 or ##STR2## where both m and n are integers from 1 to 4; and X is a halogen.Type: GrantFiled: June 12, 1989Date of Patent: June 19, 1990Assignee: Air Products and Chemicals, Inc.Inventors: Burgoyne, Jr. William F., Dale D. Dixon
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Patent number: 4908480Abstract: This invention relates to a process for producing mono-ortho-ethyl- aniline in high selectivity and at high conversion using a silica-alumina catalyst. The reaction is carried out using a fixed bed reactor. Diethylaniline derivatives are avoided by maintaining preselected mole ratios of ethylene to aniline, preselected temperatures and preselected reaction times.Type: GrantFiled: July 15, 1988Date of Patent: March 13, 1990Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4892974Abstract: This invention relates to a process for producing mono-ortho-tert-butyl-aniline in high security selectivity and at high conversion using a silica-containing catalyst. The reaction is carried out using a fixed bed reactor. Di-tert-butyl derivatives are avoided by maintaining preselected mole ratios of isobutylene to aniline, preselected temperatures and preselected reaction times.Type: GrantFiled: March 10, 1988Date of Patent: January 9, 1990Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4864055Abstract: A compound represented by the following formula: ##STR1## wherein R is a C.sub.3 -C.sub.24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable,R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl radical, orR and R.sup.1 together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable,R.sup.2 and R.sup.3 are hydrogen, a C.sub.1 -C.sub.4 alkyl or acyl radical, orR.sup.2 and R.sup.3 together are a C.sub.1 -C.sub.4 alkylene group,R.sup.4 is hydrogen or a C.sub.1 -C.sub.4 alkyl, acyl, ester, amide or acid group, andn is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R.sup.2 and R.sup.3 are methyl and R.sup.1 and R.sup.4 are hydrogen.Type: GrantFiled: September 3, 1987Date of Patent: September 5, 1989Assignee: Air Products and Chemicals, Inc.Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr.
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Patent number: 4845283Abstract: This invention relates to alkenylated diphenyldiisocyanates having at least one alkenyl group ortho to an isocyanate group. More particularly the diphenyldiisocyanates are represented by the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are hydrogen, C.sub.1-3 aliphatic, phenyl, halogen or alkoxy radicals, or R.sub.2 and R.sub.4 or R.sub.5 are bridged via an alkylene radical --(CH.sub.2).sub.y -- wherein y=2 to 5 provided not more than one is phenyl, halogen, or alkoxy, X is methylene, alkylene, or branched C.sub.1 -C.sub.6 alkylene group, oxygen, sulfur, carbonyl, sulfonyl or fluoroalkylene group, n is 0 or 1 and z is 0 or 1.The above described alkenylated diphenyldiisocyanates have been found to be well suited for preparing crosslinkable condensation polymers by providing pendant unsaturation for post curing and polymerization. They are also well suited for preparing polyurethane and polyurea elastomer systems.Type: GrantFiled: October 14, 1987Date of Patent: July 4, 1989Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4845291Abstract: This invention relates to a class of alkenylated toluenediamines and phenylenediamines having at least one alkenyl group ortho to an amine group. More particularly the aryldiamines are represented by the formula: ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.3 aliphatic, R.sub.1 is hydrogen, R.sub.2 is C.sub.2 -C.sub.4, aliphatic and R.sub.1 and R.sub.2 form an alkylene radical (CH.sub.2).sub.y wherein y=3 or 4, and x is one or two.The above described alkenylated aryldiamine, hereafter referred to as diamino-.beta.-alkyl styrenes, have been found to be well suited as antioxidants and as tri-and tetra functional chain extenders in forming polyurethane/urea elastomers systems and for providing pendant unsaturation for post curing and polymerization.Type: GrantFiled: December 24, 1986Date of Patent: July 4, 1989Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4816543Abstract: This invention relates to improved polyurethane systems prepared by reacting an organic polyisocyanate with a hydroxyl containing compound, the improvement comprising utilizing mono tertiary-alkyltoluenediamine where the tertiary-alkyl group is ortho to an amine group as a chain extender or component thereof. The ortho-tertiary-butyltoluenediamine isomer is particular effective for use in reaction injection molding of polyurethanes and can be formulated with polyol as a chain extender mix.Type: GrantFiled: August 23, 1985Date of Patent: March 28, 1989Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Jeremiah P. Casey, Dale D. Dixon, Barton Milligan
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Patent number: 4794194Abstract: This invention relates to a class of alkenylated toluenediisocyanates having at least one alkenyl group ortho to an isocyanate group. More particularly the toluendiisocyanates are represented by the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are hydrogen, C.sub.1-3 aliphatic, phenyl, halogen or alkoxy radicals, or R.sub.2 and R.sub.4 or R.sub.5 are bridged via an alkylene radical --(CH.sub.2).sub.y --wherein y=2 to 5, and x is one or two provided that in said formula at least one of R.sub.1, R.sub.2, R.sub.3, R.sub.4 or R.sub.5 is C.sub.1 or greater.The above described alkenylated toluenediisocyanates have been found to be well suited for preparing crosslinkable condensation polymers by providing pendant unsaturation for post curing and polymerization. They are also well suited for preparing polyurethane and polyurea elastomer systems.Type: GrantFiled: July 21, 1986Date of Patent: December 27, 1988Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4788288Abstract: A compound represented by the following formula: ##STR1## wherein R is a C.sub.3 -C.sub.24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable,R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl radical, orR and R.sup.1 together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable,R.sup.2 and R.sup.3 are hydrogen, a C.sub.1 -C.sub.4 alkyl or acyl radical, orR.sup.2 and R.sup.3 together are a C.sub.2 -C.sub.4 alkylene group,R.sup.4 is hydrogen or a C.sub.1 -C.sub.4 alkyl, acyl, ester, amide or acid group, andn is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R.sup.2 and R.sup.3 are methyl and R.sup.1 and R.sup.4 are hydrogen.Under acidic conditions the above compounds having R.sup.Type: GrantFiled: June 12, 1987Date of Patent: November 29, 1988Assignee: Air Products and Chemicals, Inc.Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr.
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Patent number: 4745223Abstract: This invention relates to a class of tertiary-alkyltoluenediamines having alkyl groups ortho to an amine group. More particularly the aromatic diamines are represented by the formulas: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are C.sub.1-3 alkyl groups or R.sub.2 and R.sub.3 are combined to form a C.sub.5-6 membered ring.The above described alkylated aromatic diamines have been found to be well suited for use as a chain extender in forming polyurethane/urea elastomer systems and the mono tert-butyltoluenediamine isomers have been found to be nonmutagenic in the Ames test.Type: GrantFiled: August 23, 1985Date of Patent: May 17, 1988Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Jeremiah P. Casey, Dale D. Dixon, Barton Milligan
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Patent number: 4740620Abstract: This invention relates to a process for producing ring alkylated aromatic amines. In the process an aromatic amine is reacted with an olefin using an acidic crystalline molecular sieve as a catalyst. Under the conditions of the process the catalyst is extremely active and with amines that are capable of alkylation at the ortho and para positions, high selectivity to the ortho alkylated isomer can be achieved.Type: GrantFiled: November 8, 1985Date of Patent: April 26, 1988Assignee: Air Products and Chemicals, Inc.Inventors: Dale D. Dixon, William F. Burgoyne, Jr.
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Patent number: 4714778Abstract: This invention relates to a class of alkenylated toluenediamines having at least one alkenyl group ortho to an amine group. More particularly the toluenediamines are represented by the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are hydrogen, C.sub.1-3 aliphatic, phenyl, halogen or alkoxy radicals, or R.sub.2 and R.sub.4 or R.sub.5 are bridged via an alkylene radical --(CH.sub.2).sub.y -- wherein y=2 to 5, and x is one or two provided that in said formula at least one of R.sub.1, R.sub.2, R.sub.3, R.sub.4 or R.sub.5 is C.sub.1 or greater.The above described alkenylated toluenediamines have been found to be well suited as antioxidants and as tri- and tetra functional chain extenders in forming polyurethane/urea elastomers systems and for providing pendant unsaturation for post curing and polymerization.Type: GrantFiled: March 7, 1986Date of Patent: December 22, 1987Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4711737Abstract: This invention relates to the use of tertiary butyl derivatives of toluenediamine and specifically N-tert-butyl-2,6-toluenediamine as an antioxidant material for preventing oxidation of organic materials.Type: GrantFiled: December 24, 1986Date of Patent: December 8, 1987Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Dale D. Dixon
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Patent number: 4693837Abstract: This invention relates to the use of tertiary butyl derivatives of toluenediamine and specifically 5-tert-butyl-2,4-toluenediamine as an antioxidant material for preventing oxidation of organic materials.Type: GrantFiled: December 4, 1986Date of Patent: September 15, 1987Assignee: Air Products and Chemicals, Inc.Inventors: Dale D. Dixon, William F. Burgoyne