Organic Nitrogen Compound Contains A Nitrogen Atom Bonded To Three Atoms Or Carbon Patents (Class 528/53)
  • Patent number: 5455294
    Abstract: The present invention concerns a new, unconventional, mold-binding, water solidified polyurethane cast to be used in orthopedic departments for the correction of deformities, fixation of fractured limbs and joints, and mollification of affected parts, as well as the method of its preparation. The chief constituent, a polyurethane prepolymer, contains a stabilizer that can prolong appreciably the storage period of the cast material, maleic anhydride, and a mixed catalyst for control of hardening time, bis(2-morpholinoethoxy)ethane and anhydrous potassium carbonate.
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: October 3, 1995
    Assignees: Wang Jian Zhang, Li Hai Sheng
    Inventor: Li H. Sheng
  • Patent number: 5444127
    Abstract: Curable systems for the preparation of polymeric products in which the curable system comprises an epoxy resin or an isocyanate, wherein the system contains a condensation reaction product ofa) a polyamine having only one primary amino group and only one tertiary amino group, and a non-cyclic backbone containing from 1 to 18 carbon atoms; andb) at least one of urea, guanidine, guanylurea, thiourea, and a mono-N,N' alkyl substituted urea or thiourea having from 1 to 3 carbon atoms in the alkyl moieties.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: August 22, 1995
    Assignee: Henkel Corporation
    Inventors: John J. Miskel, Jr., Reuben H. Grinstein, Stephen A. Fischer
  • Patent number: 5430094
    Abstract: A water-based vacuum forming laminating adhesive is disclosed. The adhesive includes a vinyl acetate polymer, an ionic water-dispersed polyurethane, and an aziridine. The composition is also substantially free of potentiometrically titratable acid. Also disclosed is a process for adhering a thermoplastic material to a rigid substrate. This process includes applying the above-described adhesive composition to the substrate, drying the composition, heating the thermoplastic material, contacting the thermoplastic material to the dry composition, and applying a vacuum to the thermoplastic material and the substrate for at least about; 10 seconds so as to adhere the thermoplastic material to the substrate. The composition of the present invention is particularly stable and can be used as a one component adhesive for up to 90 days.
    Type: Grant
    Filed: July 11, 1991
    Date of Patent: July 4, 1995
    Assignee: PPG Industries, Inc.
    Inventors: Edward F. Gola, Michael A. Misiak
  • Patent number: 5424338
    Abstract: The invention relates to rigid, open-celled hydrophilic polyurethane foams obtained by reacting in the presence of water as a blowing agent and a polyisocyanate with a polyhydric polyamine initiated polyether polyol. The polyether polyol is initiated with a polyhydric polyamine having three (3) to five (5) active amine hydrogens and has internal blocks of polyoxyethylene groups. The foam retains from 15 to 35 times its weight in water.
    Type: Grant
    Filed: August 6, 1992
    Date of Patent: June 13, 1995
    Assignee: BASF Corporation
    Inventor: David C. Krueger
  • Patent number: 5420188
    Abstract: The present invention is directed to a mold release, a composition containing the mold release, and a process of using the mold release. The mold release comprises an internal mold release composition comprising(a) a zinc carboxylate containing from 8 to 24 carbon atoms per carboxylate group, and(b) a compatibilizer comprising an amidine group-containing compound of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are straight or branched, saturated or unsaturated hydrocarbon chains having up to 30 carbon atoms which may be substituted by ether groups, ester groups, amide groups or amidine groups and may also be terminated by isocyanate-reactive groups such as hydroxyl or amino groups, R.sub.4 corresponds to the definition of R.sub.1, R.sub.2 and R.sub.3, but may additionally represent an aromatic substituent having 6 to 15 carbon atoms or may represent the group --NR.sub.2 R.sub.3, with the proviso that when R.sub.4 represents the group --NR.sub.2 R.sub.3, R.sub.1 can be hydrogen, and wherein R.sub.
    Type: Grant
    Filed: December 31, 1992
    Date of Patent: May 30, 1995
    Assignee: Miles Inc.
    Inventor: John E. Dewhurst
  • Patent number: 5418309
    Abstract: The present invention provides a powder coating composition which is suitable for precoated steel plates. The powder coating composition has excellent storage stability (e.g. blocking resistance) and provides a cured film having good weather resistance and a good balance of hardness and processability. The powder coating composition comprises;(I) 95 to 70% by weight of a polyester resin having a glass transition temperature of 40.degree. to 70.degree. C., prepared from (i) and acid component containing at least 80 mole % of an aromatic dicarboxylic acid with (ii) a polyol component which comprises(a) at least 50 mole % of neopentyl glycol, and(b) 1 to 10% by weight of a diol selected from the group consisting of a linear chain C.sub.8 -C.sub.16 alkylene diol, 2-methyl-1,8-octane diol and a mixture thereof, and(II) 5 to 30% by weight of a curing agent.
    Type: Grant
    Filed: December 29, 1993
    Date of Patent: May 23, 1995
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Hisaki Tanabe, Yasuhiko Nakae, Yoshio Eguchi
  • Patent number: 5403750
    Abstract: Affinity matrices useful for the chromatography and immobilization of biological materials and the method of preparing and using the same are disclosed. The affinity supports are based on hydrated polyurethane polymers which have been activated to provide a means for covalently attaching a variety of bioaffinity agents. The hydrated polymer matrices are characterized by their biocompatibility and resistance to nonspecific protein adsorption. Preferably, the prepolymers used to prepare the hydrated polymers are isocyanate-capped oxyethylene-based diols or polyols, at least 75% of said diols and polyols having a molecular weight of 7000 to about 30,000.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: April 4, 1995
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: James A. Braatz, Aaron H. Heifetz
  • Patent number: 5401824
    Abstract: This invention relates to stabilizing isocyanate-reactive compositions containing flame retardants by the use of certain tertiary amines or ammonium compounds, in which said stabilized compositions are prepared by mixing(a) at least one isocyanate-reactive compound having a molecular weight of 400 to 10,000 and a functionality of 2 to 7;(b) at least one isocyanate-reactive compound having a molecular weight of less than 399 and a functionality of 2 to 6;(c) at least one (i) isocyanate-reactive tertiary amine polyether, (ii) fatty amido-amine, and/or (iii) ammonium salt derivative of a fatty amido-amine;(d) a flame retardant;(e) a catalyst; and(f) optional additives.This invention also relates to urethane-based products prepared by reaction of organic polyisocyanates with such compositions.
    Type: Grant
    Filed: September 6, 1994
    Date of Patent: March 28, 1995
    Assignee: Miles Inc.
    Inventors: Jan L. R. Clatty, Michael T. Wellman, Sanjeev Madan
  • Patent number: 5395909
    Abstract: The present invention provides a composition comprising, as the essential components, an aromatic compound represented by the following general formula ##STR1## (m is an integer of 2-3, n is an integer of 1-3 and R is a hydrocarbon group of 3-6 carbon atoms or a hydrocarbon group of 3-6 carbon atoms containing a bivalent sulfur atom), an isocyanate compound and a radical polymerization initiator.Said composition is useful for producing a plastic lens having a high refractive index, a small specific gravity, excellent heat resistance and excellent processability.
    Type: Grant
    Filed: October 13, 1993
    Date of Patent: March 7, 1995
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Masanori Shimuta, Toru Takahashi, Hisato Abe, Kenichi Takahashi, Akira Kurata, Osamu Aoki
  • Patent number: 5393839
    Abstract: The present invention provides a curable composition which employs the oxazolidineimine ring-forming reaction between an epoxide and a carbodiimide for curing and which cures under a mild condition in a short period of time with little side reaction to obtain a polycarbodiimide resin having good strength, heat resistance and processability. The curable composition of the present invention comprises (a) a polycarbodiimide, (b) a polyepoxide and (c) a zinc halide or a mixture of zinc halide and an onium salt as a catalyst.
    Type: Grant
    Filed: December 6, 1993
    Date of Patent: February 28, 1995
    Assignee: Nippon Paint Co., Ltd.
    Inventor: Norikazu Iwamoto
  • Patent number: 5391681
    Abstract: Curable compositions based on epoxy resins or a mixture of epoxy resins and polyisocyanates and containing at least one compound of formula I: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are each independently of one another hydrogen, alkyl, aryl, arylalkyl or halogen, and R.sub.2 together with R.sub.3 and R.sub.5 together with R.sub.6 and R.sub.8 together with R.sub.9 may each also represent a fused benzene ring.The compositions have high reactivity and at the same time good storage stability.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: February 21, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Muhlebach, Peter Flury
  • Patent number: 5391614
    Abstract: This invention relates to a process for coating a substrate which comprises contacting the substrate with a low volatility organic (so-called "low VOC") coating composition having a viscosity as measured by ZAHN cup 2 of less than about 200 seconds and consisting essentially of at least one polyisocyanate prepolymer which is the reaction product of a polyisocyanate with an active hydrogen-containing compound selected from the group consisting of monoahls, polyols, imines, oxazolidines, and combinations thereof, a solvent in an amount of between 0% and 45% by weight based upon the amount of said polyisocyanate in said composition, and a tertiary amine catalyst, said composition being essentially free of any volatile mono- and di-isocyanates, and said composition being moisture curable upon exposure to atmospheric moisture. Also claimed is the coating composition itself.
    Type: Grant
    Filed: July 14, 1994
    Date of Patent: February 21, 1995
    Assignee: Olin Corporation
    Inventors: Kiran B. Chandalia, Michael J. Morgan, Michael M. Martinez, James M. O'Connor, Stephen P. Noe
  • Patent number: 5374486
    Abstract: This invention relates to stabilizing isocyanate-reactive compositions containing flame retardants by the use of certain tertiary amines or ammonium compounds, in which said stabilized compositions are prepared by mixing(a) at least one isocyanate-reactive compound having a molecular weight of 400 to 10,000 and a functionality of 2 to 7;(b) at least one isocyanate-reactive compound having a molecular weight of less than 399 and a functionality of 2 to 6;(c) at least one (i) isocyanate-reactive tertiary amine polyether, (ii) fatty amido-amine, and/or (iii) ammonium salt derivative of a fatty amido-amine;(d) a flame retardant;(e) a catalyst; and(f) optional additives.This invention also relates to urethane-based products prepared by reaction of organic polyisocyanates with such compositions.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: December 20, 1994
    Assignee: Miles Inc.
    Inventors: Jan L. R. Clatty, Michael T. Wellman, Sanjeev Madan
  • Patent number: 5374666
    Abstract: An amine catalyst for producing polyurethane comprising a compound of formula (I): ##STR1## wherein n is an integer from 0 to 3, and R.sub.1, R.sub.2, and R.sub.3 are each independently a C.sub.1-3 alkyl group. The amine catalyst has a secondary hydroxyl group in the molecule and is non-bleeding in the polyurethane resin and excellent in moldability. A process for producing a polyurethane foam by reacting a polyol with a polyisocyanate in the presence of the amine catalyst defined above and a foaming agent are also disclosed.
    Type: Grant
    Filed: July 30, 1991
    Date of Patent: December 20, 1994
    Assignee: Tosoh Corporation
    Inventors: Yutaka Tamano, Masaki Ishida, Shuichi Okuzono
  • Patent number: 5369208
    Abstract: This invention relates to a process for coating a substrate other than polyvinyl chloride which comprises contacting said substrate with a fast drying, moisture curable, low volatility organic coating composition having a viscosity as measured by ZAHN cup 2 of less than about 200 seconds and consisting essentially of at least one polyisocyanate, a solvent in an amount of between 0% and 45% by weight based upon the amount of said polyisocyanate in said composition, and a tertiary amine catalyst, said composition being essentially free of any volatile mono- and di-isocyanates, and said composition being moisture curable upon exposure to atmospheric moisture. Also claimed is the coating composition itself.
    Type: Grant
    Filed: May 24, 1993
    Date of Patent: November 29, 1994
    Assignee: Olin Corporation
    Inventors: Fred A. Stuber, Michael M. Martinez, Michael J. Morgan, Kiran B. Chandalia
  • Patent number: 5367045
    Abstract: A material for producing a pad cover molding polyurethane, comprsing a polyol, an isocyanate and an urethane reaction retarding catalyst comprising a tertiary amine blocked with an acid such as formic acid, said material containing neither any fluorocarbon nor any chlorofluorocarbon. The polyurethane material according to the present invention is capable of molding a non-foamed or sparsely foamed lacuna-free pad cover although the material contains neither any fluorocarbon nor any chlorofluorocarbon.
    Type: Grant
    Filed: August 17, 1993
    Date of Patent: November 22, 1994
    Assignee: Toyoda Gosei Co., Ltd.
    Inventors: Masahiro Takimoto, Hisashi Mizuno, Shinji Jinushi
  • Patent number: 5357026
    Abstract: Flame retardant reaction injection molded (RIM) or structural RIM (SRIM) resins having improved time retardant properties may be produced by the addition of a halogenated vinyl resin. Suitable halogenated resins include polyvinyl chloride (PVC) and chlorinated PVC (CPVC). A synergist may be present to further enhance the fire retardant properties, which may be antimony trioxide, antimony pentoxide and the like. The resulting RIM resins may also have glass fibers or other materials present therein to provide structural improvements. The physical properties of RIM and SRIM compositions do not suffer from the addition of these flame retardant additives.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: October 18, 1994
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Usama E. Younes
  • Patent number: 5340900
    Abstract: The invention relates to compositions comprising a) a polyol having on average 3 to 8 hydroxyl groups per molecule and an average molecular weight per hydroxyl group of up to 150; b) a polyether-polyol having on average 2 to 3 hydroxyl groups per molecule and an average molecular weight per hydroxyl group of 150 to 500 and c) a poly(oxyalkylene)polyamine having on average 2 to 4 amino groups per molecule and an average total molecular weight of between 1000 and 3000.The compositions described are distinguished by a low tendency to demix, even during prolonged storage.Reaction mixtures of the compositions described, as hardeners, and polyisocyanates of the diphenylmethane series cure fully without passing through a brittle phase. The shaped articles formed have good mechanical properties.
    Type: Grant
    Filed: July 22, 1993
    Date of Patent: August 23, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Spitzer, Hans Freistadter
  • Patent number: 5332764
    Abstract: A polyether polyol produced by using an N-aminoethylpiperazine-ethylene oxide aduct as an initiator and addition-polymerizing an alkylene oxide thereto and having a molecular weight of about 2000 to 7000; a process for producing a flexible urethane foam starting with the above polyether polyol; a process suited for the production of a hot-cure urethane foam which comprises using the above polyether polyol with a hydroxyl value of 40 to 80 mg KOH/g and, as a blowing agent, 4.6 to 6.0 weight parts of water based on 100 weight parts of the polyol; and a process suited for the production of a cold-cure urethane foam which comprises using the above polyether polyol with a hydroxyl value of 23 to 50 mg KOH/g and, as a blowing agent, 2.5 to 5.0 weight parts of water on the same basis.
    Type: Grant
    Filed: October 28, 1993
    Date of Patent: July 26, 1994
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yoshihiko Tairaka, Mitsuhiro Nishimura, Katsuhisa Kodama
  • Patent number: 5324773
    Abstract: Products made using the RIM process where the reaction mixture contains an acidic release agent have improved green strength when the reaction mixture also contains a peralkylated polyalkylene polyamine.
    Type: Grant
    Filed: December 1, 1993
    Date of Patent: June 28, 1994
    Assignee: Miles Inc.
    Inventors: Robson Mafoti, David D. Steppan, Michael F. Hurley, Albert Magnotta
  • Patent number: 5324759
    Abstract: In an active hydrogen-containing B-side composition for reaction with a polyisocyanate-containing A-side composition to make a polyurethane, polyurethaneurea or polyurea elastomer by reaction injection molding, the improvement which comprises a mold release composition consisting essentially of (1) the reaction product of a mixture of a phenol compound, a tertiary amine, and a reactive epoxide and (2) a carboxy functional siloxane.
    Type: Grant
    Filed: January 26, 1993
    Date of Patent: June 28, 1994
    Assignee: Air Products and Chemicals, Inc.
    Inventor: John E. Dewhurst
  • Patent number: 5322861
    Abstract: Disclosed is an urethane acrylate oligomer to be obtained by reacting an isocyanate group-having urethane prepolymer and hydroxyl group-having acrylate and/or methacrylate, in which the urethane prepolymer is one having isocyanurate rings and the hydroxyl group-having acrylate and/or methacrylate comprises 4-hydroxybutyl acrylate and/or 4-hydroxybutyl methacrylate. The oligomer has a much lower viscosity of itself and a much higher ultraviolet-hardening speed, than the conventional urethane acrylate oligomers, and may be hardened to give a film having excellent physical properties of flexibility, heat resistance, weather resistance of hot-cold repetition cycles and scratch resistance.
    Type: Grant
    Filed: September 30, 1992
    Date of Patent: June 21, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Yukio Tsuge, Haruo Iizuka
  • Patent number: 5322914
    Abstract: The invention consists of a composition containing a chemically blocked trimerization catalyst and a polyurethane prepolymer resin or resins with reactive isocyanate groups. In the absence of heat, the catalyst is not active and the solution of catalyst in the resin undergoes no appreciable reaction for periods ranging from hours to weeks depending upon the composition and concentration of the catalysts and the structure and concentration of the isocyanate groups. When heat is applied to the mixture a trimerization reaction occurs which produces a crosslinked polyurethane network with utility as an elastomer or as an adhesive.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: June 21, 1994
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Edwin L. McInnis, Thomas M. Santosusso, John E. Dewhurst
  • Patent number: 5321101
    Abstract: The present invention relates to a thermosetting resin having high thermal resistance, high strength, flame resistance, and good processability which can be obtained by reacting polycarbodiimide substantially produced from one or more kinds of organic polyisocyanate with crosslinking agents having two or more active hydrogen groups in their molecules, one or more kinds of compounds having epoxy groups in their molecules or compounds capable of accelerating the trimerization reaction of carbodiimide, and production methods thereof.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: June 14, 1994
    Assignee: Nisshinbo Industries, Inc.
    Inventors: Toshio Suzuki, Teruhiko Ohnuma, Osamu Suzuki, Satoshi Amano, Yasuo Imashiro
  • Patent number: 5319057
    Abstract: The curable composition which includes:(A) a polysulfide polyether having in a main chain:(i) a polyether moiety represented by --(R.sub.1 O).sub.n --,wherein R.sub.1 is an alkylene group having 2-4 carbon atoms, and n is an integer of 6-200;(ii) structural units represented by--C.sub.2 H.sub.4 OCH.sub.2 OC.sub.2 H.sub.4 --S.sub.x --,and--CH.sub.2 CH(OH)CH.sub.2 --S.sub.x --wherein x is an integer of 1-5; and at both ends:(iii) a thiol group represented by--C.sub.2 H.sub.4 OCH.sub.2 OC.sub.2 H.sub.4 --SH,and/or--CH.sub.2 CH(OH)CH.sub.2 --SH;and(B) a compound having two or more isocyanate groups in one molecule;a molar ratio of isocyanate groups contained in the component (B) to thiol groups contained in the component (A) being 0.5-4.0 (isocyanate groups/thiol groups).
    Type: Grant
    Filed: May 26, 1993
    Date of Patent: June 7, 1994
    Assignee: Toray Thiokol Co., Ltd.
    Inventor: Kazuhisa Sakae
  • Patent number: 5317075
    Abstract: In an active hydrogen-containing B-side composition for reaction with a polyisocyanate-containing A-side composition to make a polyurethane or polyurethane/urea elastomer by reaction injected molding, the improvement which comprises a mold release composition which is the reaction product of a C.sub.12 -C.sub.36 fatty acid, a tertiary amine having at least one C.sub.12 -C.sub.18 alkyl substituent and a C.sub.2 -C.sub.21 reactive epoxide.
    Type: Grant
    Filed: December 16, 1992
    Date of Patent: May 31, 1994
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John E. Dewhurst, Ronald M. Pearlstein, Thomas W. Panunto, Reinaldo M. Machado
  • Patent number: 5308880
    Abstract: An active hydrogen-containing B-side composition for reaction with a polyisocyanate-containing A-side composition to make a polyurethane, polyurethaneurea and/or polyurea elastomer by reaction injection molding, which B-side composition comprises an acidic mold release composition, diethyltoluenediamine chain extender and, as a catalyst, a diorganotin dicarboxylate in which the carboxylate contains at least one alpha halogen atom.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: May 3, 1994
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John E. Dewhurst, James D. Nichols, Ann C. L. Savoca
  • Patent number: 5300559
    Abstract: Polyamines endowed with chain extension activity for formulations such as polyureas and polyurethanes are disclosed, which have the general formula: ##STR1## wherein n is 0-1000; R.sub.1 =R.sub.2, and R.sub.1 and R.sub.2 are from the group --CH.sub.2 --CH.sub.2 --; --CH.sub.2 --C(CH.sub.3)H--; and --C(CH.sub.3)H--CH.sub.2 --; and R.sub.3 and R.sub.4 are each independently selected from the group consisting of H, --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 OH, and --CH.sub.2 --CH.sub.2 --OH.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: April 5, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Michael T. Sheehan, James R. Sounik
  • Patent number: 5300560
    Abstract: The present invention is directed to the discovery that certain additives of the type described in U.S. Pat. No. 3,726,952 effectively slow down the reaction rate of certain RIM systems based upon aliphatic amine terminated polyethers.
    Type: Grant
    Filed: March 24, 1993
    Date of Patent: April 5, 1994
    Assignee: Miles Inc.
    Inventors: Stephen J. Harasin, Renee M. Hunkele
  • Patent number: 5290903
    Abstract: A composite abrasive wheel with improved thermal properties is comprised of a fibrous substrate with abrasive particles adhered thereto by a crosslinked polyurethane binder comprising heterocyclic groups. The heterocyclic structures, such as isocyanurate and/or oxazolidone rings, in the binder system improve the thermal properties required for a tough, durable abrasive wheel.
    Type: Grant
    Filed: November 9, 1992
    Date of Patent: March 1, 1994
    Assignee: Norton Company
    Inventors: Shyiguei Hsu, Michael P. Brock
  • Patent number: 5288796
    Abstract: A friable sealing compound of a polyol component containing polyfunctional isocyanates, the polyol component being a mixture of ricinene oil and a predominantly hydroxyl-terminated polybutadiene having an average molecular weight of 1,500 to 4,500 and/or a ring opening product of an epoxidized vegetable oil with unsaturated or saturated short-chain linear or branched C.sub.6-22 fatty acids.
    Type: Grant
    Filed: November 24, 1992
    Date of Patent: February 22, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Rainer Hoefer, Gerhard Stoll, Peter Daute, Roland Gruetzmacher
  • Patent number: 5283364
    Abstract: Polyamines containing primary amino groups are made by hydrolyzing an isocyanate with water in the presence of a solvent which is a carboxylic acid amide. The solvent must be used in a quantity of at least 10% by weight solvent based on 100% by weight of isocyanate. The weight ratio of solvent to water must be from 3 to 200. A homogeneous phase is maintained during the hydrolysis which is carried out at temperatures of from 20.degree. to 210.degree. C. A not incorporable basic and/or metal catalyst particularly alkali metal hydroxides may be employed. The polyamines produced by this process are particularly useful for the production of polyurethanes.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: February 1, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Klaus Konig, Hans-Joachim Meiners, Gerhard Grogler
  • Patent number: 5268416
    Abstract: Oligourethanes containing both anionic and cationic groups may be used as forming agents for superior non-aqueous pigment preparations.
    Type: Grant
    Filed: April 9, 1992
    Date of Patent: December 7, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Harro Traubel, Hans-Werner Muller, Fritz Novotny
  • Patent number: 5266662
    Abstract: It is now possible to provide reaction resin mixtures based on organic polyisocyanates and organic polyepoxides that can be hot-cured to high-quality plastics having isocyanurate and oxazolidinone groups that are largely storage-stable at room temperature, without their curing having to be stopped at any time, so that the systems exist in an intermediate "B-stage" (i.e., in a state that is solid at ambient or moderately elevated temperature but still fusible), so that at any later time, for example after pulverizing or dissolving in a suitable solvent, they can be converted by shaping and further thermal action to their ultimate, crosslinked and no longer fusible final state.
    Type: Grant
    Filed: September 8, 1992
    Date of Patent: November 30, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Dieter Jakob, Joachim Franke, Hanns-Peter Muller, Lutz Schrader
  • Patent number: 5262448
    Abstract: The present invention relates to a process for the production of an optionally cellular elastomeric molded article having a compact surface and based on a polyurea elastomer containing urethane groups which is the reaction product ofa) a polyisocyanate component based on a polyisocyanate of the diphenylmethane series,b) a polyol component based on a polyether polyol, a polyester polyol or mixtures thereof andc) a polyamine component containing1) 50 to 95% by weight, based on the weight of component c), of at least one sterically hindered aromatic diamine and2) 5 to 50% by weight, based on the weight of component c), of at least one compound which has a molecular weight of about 1,000 to 12,000,by reacting component a) with at least 90% by weight of component b) at an NCO/OH equivalent ratio of at least 4:1 to form an NCO semi-prepolymer and subsequently reacting the NCO semi-prepolymer with component c) and the remainder of component b) by the reaction injection molding process to form the polyurea elastomer
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: November 16, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Andreas Ruckes, Hans-Joachim Meiners, Heinrich Boden, Manfred Schmidt
  • Patent number: 5254659
    Abstract: This invention relates to insulated wires having good heat resistance and solderability. In particular, wires coated with a polyimide resin or an imide-modified polyurethane resin are provided. They can each be produced by coating a conductor with an insulating coating composition which contains a polyamic acid represented by the following formula: ##STR1## wherein R.sup.1 means a particular tetravalent organic group, R.sup.2 denotes a specific divalent organic group, X is an alkylene or alkylenephenylene group, and n stands for a positive integer.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: October 19, 1993
    Assignee: Hitachi, Ltd.
    Inventors: Tetsuo Tajima, Ryoichi Sudo, Makoto Kobata, Fusaji Shoji, Masayoshi Kitadani, Kouji Oikawa
  • Patent number: 5254199
    Abstract: Disclosed herein is an adhesive and a process for bonding with the adhesive containing an isocyanate prepolymer a), an isocyanate reactive component b) and a catalyst for the reaction of a) and b), characterized in that the catalyst comprises a compound corresponding to the following formula ##STR1## wherein R.sup.1 and R.sup.2 may be identical of different and denote an alkyl group having 1 to 4 carbon atoms,R.sup.3 denotes a CHO group or H or alkyl group having 1 to 4 carbon atoms, optionally substituted with a CHO group,n stands for an integer from 2 to 4,o stands for 1 or 2,p stands for 0 or 1 ando+p=2.
    Type: Grant
    Filed: March 11, 1992
    Date of Patent: October 19, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Stepanski, Jose Colinas-Martinez, Rainer Trinks, Bernhard Jansen, Hanns-Peter Muller, Otto Ganster
  • Patent number: 5244997
    Abstract: Amino-ester catalysts for curing water-curable isocyanate-functional materials. Also disclosed are catalysis methods and curable compositions involving amino-ester catalysts, and casting articles and methods of orthopedic casting.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: September 14, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Matthew T. Scholz, Robert A. Scherrer
  • Patent number: 5234975
    Abstract: A composition for fiber-reinforced polyurethane resin, which comprises a long-fiber mat and a polyurethane composition, said polyurethane composition comprising:(a) an organic polyisocyanate,(b) a polyether polyol having a molecular weight of from 300 to 700, and having three or more functional groups,(c) ethylene glycol and/or 1,3 butanediol,(d) an imidazole represented by the general formula (1), as a curing catalyst, ##STR1## where m is an integer of from 1 to 4, and n is an integer of from 1 to 4.
    Type: Grant
    Filed: February 3, 1992
    Date of Patent: August 10, 1993
    Assignee: Nippon Polyurethane Industry Co., Ltd.
    Inventors: Takao Fukami, Yoshizumi Kataoka
  • Patent number: 5231159
    Abstract: A molded elastomer having high and low temperature resistance in dynamic applications. The elastomer includes the reaction product of an amine or hydroxy terminated polyol having an unsaturated level of less than about 0.06 milliequivalents per gram polyol, an hydroxyl or amine terminated chain extender, and a polyisocyanate-containing prepolymer capable of rapid reaction times with said chain extender when admixed together in a mold.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: July 27, 1993
    Assignee: The Gates Rubber Company
    Inventors: Philip M. Patterson, Richard L. Watkins
  • Patent number: 5229454
    Abstract: Ingredients or precursor for synthesizing or formulating urethane polymers and prepolymers are dried by admixing therewith an enamine which reacts with the water. While some ingredients, such as polyols and solvents, can be individually dried in this manner, the enamine preferably is added after the polyol(s), solvent(s) and additives have been blended. When prepolymers having a relatively low free isocyanate content are to be synthesized or admixed with other ingredients, a sufficient amount of an isocyanate, preferably the same one used for synthesis, is added to react with amines liberated by the enamine-water reaction to produce an inert urea derivative.
    Type: Grant
    Filed: December 11, 1991
    Date of Patent: July 20, 1993
    Assignee: ChemRex Inc.
    Inventor: Josef B. Weichmann
  • Patent number: 5229430
    Abstract: An amine catalyst for producing polyurethane comprising a compound of formula (I): ##STR1## wherein n is an integer from 0 to 3, and R.sub.1, R.sub.2, and R.sub.3 are each independently a C.sub.1-3 alkyl group. The amine catalyst has a secondary hydroxyl group in the molecule and is non-bleeding in the polyurethane resin and excellent in moldability. A process for producing a polyurethane foam by reacting a polyol with a polyisocyanate in the presence of the amine catalyst defined above and a foaming agent are also disclosed.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: July 20, 1993
    Assignee: Tosoh Corporation
    Inventors: Yutaka Tamano, Masaki Ishida, Shuichi Okuzono
  • Patent number: 5225513
    Abstract: Catalyzes methods and curable compositions involving amino-ester catalysts and isocyanate-functional materials. Also disclosed are casting articles and methods of orthopedic casting.
    Type: Grant
    Filed: August 8, 1991
    Date of Patent: July 6, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Matthew T. Scholz, Robert A. Scherrer
  • Patent number: 5223598
    Abstract: A plural liquid pack type resin composition useful for producing a shaped resin article having an enhanced heat resistance, mechanical strength and machinability, comprises a first resinous individual component (A) comprising a polyisocyanate compound and a second resinous individual component (B) comprising a mixture of a polyol compound with a polyepoxy compound and a curing agent, or an individual sub-component (i) comprising a mixture of a polyol compound and a polyepoxy compounds and another individual sub-component (ii) comprising a mixture of the polyol compound with a curing agent, in which composition the polyol compound is contained in an amount of 10 to 40 equivalents of the hydroxyl group, the polyepoxy compound is contained in an amount of 5 to 20 equivalents of the epoxy group, and the total equivalent amount of the hydroxyl group and the epoxy groups is 15 to 45 equivalents per 100 equivalents of the isocyanate groups of the polyisocyanate compounds.
    Type: Grant
    Filed: September 8, 1992
    Date of Patent: June 29, 1993
    Assignee: Teijin Limited
    Inventors: Takeyoshi Yamada, Hiroyuki Umetani
  • Patent number: 5218040
    Abstract: The invention relates to light-stabile, reactive two-component PUR paints which cure at room temperature and are comprised of:a) isocyanate prepolymers blocked with certain sterically hindered piperidine derivatives; andb) (cyclo)aliphatic polyamines and/or aminoamides;wherewith 1-1.4 blocked NCO groups are brought to reaction per amino group.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: June 8, 1993
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Gras, Elmar Wolf
  • Patent number: 5214120
    Abstract: A dope for forming elastic polyurethane articles is prepared by using a polyol, a diisocyanate and a diamine. A solvent and a terminating agent comprising a secondary monoamine and a ketoimineamine and/or an aldoimine-amine may also be employed.
    Type: Grant
    Filed: March 2, 1992
    Date of Patent: May 25, 1993
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Youichi Watanabe, Yoshikazu Arimatsu, Hajime Suzuki
  • Patent number: 5208268
    Abstract: The present invention is directed to a novel internal release agent, a mixture of isocyanate reactive materials containing the release agent and a RIM process using the release agent. The novel release agent is the reaction product of i) an ester prepared by reacting a specific tetrol with a mixture of saturated and unsaturated acids, and ii) a neutralizing agent.
    Type: Grant
    Filed: September 25, 1992
    Date of Patent: May 4, 1993
    Assignee: Miles Inc.
    Inventor: Robson Mafoti
  • Patent number: 5208270
    Abstract: Two component catalyst systems containing (1) a N,N',N"-tris(N,N-dialkylaminoalkyl)-s-triazine component, and (2) a monocarboxylic acid component wherein the monocarboxylic acid component is one or more monocarboxylic acids having 4 to about 18 carbons are useful for polymerizing di- or poly-isocyanates, and, optionally, epoxies. The catalyst systems can often be particularly useful for preparing polymer foams which have good heat resistivity and dimensional stability properties compared to conventionally formed foams. The ratio of the two components of the catalyst system, along with the amount of the catalyst system used to prepare a polymer formulation, can be adjusted such that the monocarboxylic acid component can react with isocyanate group containing compounds in the foam formulations to provide carbon dioxide to function as a sole blowing agent, or as a partial blowing agent used in conjunction with other conventional blowing agents.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: May 4, 1993
    Assignee: The Dow Chemical Company
    Inventor: Shenghong A. Dai
  • Patent number: 5206331
    Abstract: At least some of the isocyanate groups in the cured polyurethane sealant of this invention have the isocyanurate structure. A moisture-curing sealant composition of the invention comprises an active isocyanato-terminated isocyanate prepolymer containing a polyol component with a molecular weight of 2,000 to 20,000 and an isocyanurating agent. The sealant composition of the present invention is particularly excellent in initial bond strength due to sharp viscosity buildup.
    Type: Grant
    Filed: June 13, 1991
    Date of Patent: April 27, 1993
    Assignee: Sunstar Engineering, Inc.
    Inventors: Shingo Tsuno, Ryuichi Ueda, Masahiro Ito
  • Patent number: 5195946
    Abstract: The invention is directed to a stable catalytic and aqua-activated polyurethane bandage used for orthopedic casting. The bandage has a substrate and an aqua-activated polyurethane prepolymer. The catalyst used to make the prepolymer is .alpha.-(morpholinopolyethoxy)-.beta.-morpholinoethane or the mixture of .alpha.-(morpholinopolyethoxy)-.beta.-morpholinoethane and cocatalyst bis-(2-dimethylaminoethyl) ether. The catalyst in this bandage can be optionally combined with a stabilizing agent, such as ethane-sulfonic acid to form a structurally stable complex. The catalyst of this invention provides an excellent solidification time and significantly prolongs the storage period of the bandage.
    Type: Grant
    Filed: September 12, 1991
    Date of Patent: March 23, 1993
    Assignees: Zhejiang Province Science & Technology Development Corp., Huangyan Medical Treatment Material Factory
    Inventors: Hai-sheng Li, Jia-ju Fan