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).

  • Patent number: 5463007
    Abstract: 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: Grant
    Filed: May 19, 1993
    Date of Patent: October 31, 1995
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr., Joel E. Goldstein
  • Patent number: 5072045
    Abstract: 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: Grant
    Filed: December 21, 1987
    Date of Patent: December 10, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 5068435
    Abstract: 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: Grant
    Filed: March 25, 1988
    Date of Patent: November 26, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 5001263
    Abstract: 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: Grant
    Filed: August 21, 1985
    Date of Patent: March 19, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4994105
    Abstract: 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: Grant
    Filed: June 12, 1989
    Date of Patent: February 19, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William. F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4985159
    Abstract: 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: Grant
    Filed: October 14, 1987
    Date of Patent: January 15, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4935053
    Abstract: 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: Grant
    Filed: June 12, 1989
    Date of Patent: June 19, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Burgoyne, Jr. William F., Dale D. Dixon
  • Patent number: 4908480
    Abstract: 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: Grant
    Filed: July 15, 1988
    Date of Patent: March 13, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4892974
    Abstract: 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: Grant
    Filed: March 10, 1988
    Date of Patent: January 9, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4864055
    Abstract: 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: Grant
    Filed: September 3, 1987
    Date of Patent: September 5, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr.
  • Patent number: 4845283
    Abstract: 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: Grant
    Filed: October 14, 1987
    Date of Patent: July 4, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4845291
    Abstract: 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: Grant
    Filed: December 24, 1986
    Date of Patent: July 4, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4816543
    Abstract: 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: Grant
    Filed: August 23, 1985
    Date of Patent: March 28, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Jeremiah P. Casey, Dale D. Dixon, Barton Milligan
  • Patent number: 4794194
    Abstract: 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: Grant
    Filed: July 21, 1986
    Date of Patent: December 27, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4788288
    Abstract: 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: Grant
    Filed: June 12, 1987
    Date of Patent: November 29, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr.
  • Patent number: 4745223
    Abstract: 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: Grant
    Filed: August 23, 1985
    Date of Patent: May 17, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Jeremiah P. Casey, Dale D. Dixon, Barton Milligan
  • Patent number: 4740620
    Abstract: 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: Grant
    Filed: November 8, 1985
    Date of Patent: April 26, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Dale D. Dixon, William F. Burgoyne, Jr.
  • Patent number: 4714778
    Abstract: 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: Grant
    Filed: March 7, 1986
    Date of Patent: December 22, 1987
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4711737
    Abstract: 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: Grant
    Filed: December 24, 1986
    Date of Patent: December 8, 1987
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4693837
    Abstract: 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: Grant
    Filed: December 4, 1986
    Date of Patent: September 15, 1987
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Dale D. Dixon, William F. Burgoyne