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
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
Abstract: This invention relates to a polyisocyanate prepolymer for polyurethane and polyurethane/urea elastomer synthesis and to the resulting elastomer. The prepolymer is formed by reacting a cyclohexanediisocyanate with a long chain polyol under conditions such that essentially a 2:1 adduct is formed. Excess cyclohexanediisocyanate is removed prior to forming the elastomer.
Abstract: An improved process and regenerator suited for the regeneration of coke contaminated catalysts. Such coke contaminated catalysts are formed during the fluidized bed cracking of crude oil derived feed stocks into motor fuels and other distillates. The improved regenerator is equipped with an upper combustion zone for oxidizing carbon present on the catalyst to carbon dioxide and water and a lower cooling zone wherein hot catalyst is transported from the upper combustion zone to the lower cooling zone through a substantially vertical conduit for indirect heat exchange contact with a coolant for reducing the temperature thereof. The cooled catalyst is returned to the upper combustion zone. Air is used to fluidize the cracking catalyst in the lower cooling zone and is vented to the upper combustion zone and used as a source of oxidizing gas.
Abstract: This invention relates to high molecular weight toluenediamine-containing polyamide resins formed by the reaction of a mixture of 2,4-toluenediamine and 2,6-toluenediamine and derivatives thereof with an aromatic diacid or precurser thereof. The resulting polyamides are amorphous, as opposed to crystalline. Because they are amorphous, they lend themselves to a wide variety of processing techniques and because of their high molecular weight, they have outstanding physical properties.The polyamides are prepared using a precondensate method wherein a mixture of the toluenediamine isomers and aromatic acid, usually in the form of the aromatic acid dihalide, is reacted at relatively low temperatures forming a precondensate and the precondensate subsequently polymerized in the presence of an acid acceptor.
Abstract: This invention pertains to an improved process for the alkylation of aromatic amines. The improvement resides in the use with particular aromatic amines and olefins a catalyst which is a highly acidic partially dealuminated zeolite having an increased silica to alumina molar ratio over the original zeolite and an acidity factor of at least 0.3. The partially dealuminated zeolites are preferably exchanged with hydrogen or rare earth metal and are particularly effective for producing an alkylated aromatic amine where the alkyl group is ortho to the amine. The highly acidic partially dealuminated H-mordenite and partially dealuminated HY faujasite are very effective for the alkylation of aniline with propylene.
Type:
Grant
Filed:
March 22, 1988
Date of Patent:
October 24, 1989
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Rakesh Agrawal, Steven R. Auvil, Michel Deeba
Abstract: This invention relates to a process for separating mono-n-hexylamine from water and particularly to an improvement in a process for the recovery of mono-n-hexylamine from the reaction of n-hexanol with ammonia under amination conditions. In this process water is produced as a by-product and in the separation process an azeotrope is formed which comprises about 49% water and 51% hexylamine. The process for enhancing separation of the azeotrope of mono-n-hexylamine and water comprises contacting the azeotrope of mono-n-hexylamine and water with di-n-hexylamine or with a mixture of di-n-hexylamine and tri-n-hexylamine in sufficient amount to reduce the solubility of mono-n-hexylamine in water thus forming an organic phase and an aqueous phase which can be separated by simple techniques, e.g., decanting.
Type:
Grant
Filed:
January 6, 1988
Date of Patent:
September 19, 1989
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Robert L. Fowlkes, Lewis S. Forester, George D. Cooper
Abstract: The present invention relates to an improved process for the reliquefaction of boil-off gas containing up to 10% nitrogen resulting from the evaporation of liquefied natural gas (LNG) contained in a storage vessel. In the process, a closed-loop refrigeration cycle is utilized wherein an isenthalpically expanded stream is warmed against an initially cooled boil-off stream. The boil-off LNG stream is initially cooled by indirect heat exchange with an isentropically expanded refrigerant stream.
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
Abstract: The present invention relates to an improved process for the reliquefaction of boil-off gas containing up to 10% nitrogen resulting from the evaporation of liquefied natural gas (LNG) contained in a storage vessel. In the process, a closed-loop nitrogen refrigeration cycle is utilized wherein the nitrogen is isenthalpically expanded under conditions for generating a liquid and vapor with the liquid being pressurized by pumping and warmed against an initially cooled boil-off stream. The boil-off LNG stream is initially cooled by indirect heat exchange with an isentropically expanded refrigerant stream.
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
Abstract: This invention relates to an improved catalytic process for producing 2,2,6,6-tetraalkyl-4-oxopiperidines by the reaction of a ketone and ammonia. The improvement resides in using a catalytic amount of a super acid, i.e., a perfluorinated sulfonic acid polymer or perfluorinated alkyl sulfonic acid as the catalyst.
Abstract: The present invention relates to polyurethanes and a method for making polyurethanes by reacting an organic diisocyanate, a glycol having a molecular weight of 500-5000 and a derivative of 2,6-diaminobenzoic acid or a blend comprising derivatives of 2,4-diaminobenzoic acid and 2,6-diaminobenzoic acid. The addition of the 2,6-diaminobenzoic acid derivative to the composition improves polyurethane processability and performance by decreasing chain extender reactivity and increasing hard segment regularity.
Type:
Grant
Filed:
June 5, 1987
Date of Patent:
March 7, 1989
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Jeremiah P. Casey, Susan M. Clift, Barton Milligan
Abstract: Crops, seeds, tissue cultures and cut flowers are protected from stress by application of polyamines and acid salts of such polyamines. The polyamines of this invention are represented by the general formula:H.sub.2 NCHRCHR(--NHCHRCHR--)nNH.sub.2where n represents an integer of from 1 to 3 and R represents either hydrogen or a methyl group.
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
Abstract: This invention pertains to a dual seal system for preventing cross-contamination of the bearing compartments from the process cavity, and the process cavity from the bearing compartment, within a Roots blower. The seal system comprises a inner floating seal having a diameter slightly larger than the shaft so that there is a clearance between the shaft and the seal and a face seal embraced at an outer end of the shaft in fixed communication with the shaft and adapted for rotation. A fluid inlet passage is disposed between the floating seal and the face seal, and permits fluid to be introduced to the seals and in the case of the floating seal pass through the clearance space between the floating seal and shaft and then into the Roots blower cavity.
Type:
Grant
Filed:
September 20, 1983
Date of Patent:
November 29, 1988
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Edmund P. Thomas, John H. Muir, Bruce C. Hargus
Abstract: This invention relates to a polyisocyanate prepolymer for polyurethane/urea elastomer synthesis and to the resulting elastomer. The prepolymer is formed by reacting toluenediisocyanate with a long chain polyol under conditions such that essentially a 2:1 adduct is formed. Excess toluenediisocyanate is removed prior to forming the elastomer.
Type:
Grant
Filed:
April 15, 1987
Date of Patent:
November 22, 1988
Assignee:
Air Products and Chemicals, Inc.
Inventors:
William E. Starner, Jeremiah P. Casey, Barton Milligan, Susan M. Clift
Abstract: This invention relates to an improved hydrogenation process wherein methylenedianiline is reduced to form bis(para-aminocyclohexyl)methane (PACM). The process contemplates contacting methylenedianiline and hydrogen in the presence of a two component metal catalyst comprising rhodium and ruthenium under mild hydrogenation conditions. Use of the mixed metal catalyst system allows one to obtain a preselected isomer ratio having from about 5-40% by weight, typically 14-28% by weight of the trans,trans- configurational isomer.
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
Abstract: This invention relates to crosslinker systems for polyurethane foams and a process for producing such foams. The polyurethanes are prepared by reacting an organic polyisocyanate with an organic compound having active Zerewitenoff hydrogen atoms, e.g., a polyol with an alkoxylated aromatic diamine crosslinker and an acetylenic glycol. Improved properties can be achieved, such as, higher load-bearing at equivalent foam density; higher tear; higher elongation and higher air flow.