Ether Or Thioether Contains At Least One Nitrogen Atom Other Than As A C Nh, C=nh, Or C-n(h)-h Patents (Class 528/78)
  • Patent number: 6420446
    Abstract: Polyurethanes synthesized from sorbitol-branched polyester made by esterification of a diacid (or anhydride thereof diol, and sorbitol (or mixtures of same with other polyols).
    Type: Grant
    Filed: March 27, 2000
    Date of Patent: July 16, 2002
    Assignee: CK Witco
    Inventor: Wally Liyuan Chang
  • Patent number: 6380274
    Abstract: A composition having the formula: wherein R is a linear alkyl, branched alkyl, cycloalkyl, polycyclic alkyl, alkylaminoalkyl, or alkyloxyalkyl group having 1 to 20 carbon atoms and at least one primary, secondary, or tertiary amino functional group. The composition is effective as a catalyst in the production of polyurethanes.
    Type: Grant
    Filed: August 8, 2001
    Date of Patent: April 30, 2002
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ning Chen, Richard Paul Underwood, Mark Leo Listemann
  • Publication number: 20020045724
    Abstract: Water-soluble polyurethane according to the present invention is obtained from polyalkylene glycols, diisocyanates, and comb-shaped hydrophobic diols represented by the following general formula (3): 1
    Type: Application
    Filed: December 12, 2000
    Publication date: April 18, 2002
    Inventors: Manabu Tsuruta, Masahiko Mitsuzuka, Yunzhi Wu
  • Patent number: 6368714
    Abstract: Moisture-activated adhesive compositions are provided which comprise the reaction product of (a) a polyisocyanate and (b) an isocyanate-reactive component comprising an aliphatic tertiary amine-initiated polyol having an ethylene oxide content of at least 1%. Methods for bonding substrates with the present adhesive compositions are also disclosed.
    Type: Grant
    Filed: October 6, 1994
    Date of Patent: April 9, 2002
    Inventors: John Russell Robertson, James Anthony Yavorsky
  • Publication number: 20020010304
    Abstract: Prepolymer and coating compositions which moisture cure in less than about 24 hours. The prepolymers have a functionality of about 1.6 to about 2.4. Reaction systems for forming the prepolymer and coating compositions include polyol, isocyanate, and at least di-functional, aliphatic tertiary amine which has one or more EO groups on the nitrogen atom of the amine.
    Type: Application
    Filed: March 21, 2001
    Publication date: January 24, 2002
    Inventor: Jay A. Johnston
  • Publication number: 20010047072
    Abstract: A combustible cartridge case is provided that includes at least one energetic thermoplastic homopolymer or copolymer derived from, at least in part, poly(bis-azidomethyloxetane) prepolymer blocks terminated with isocyanate-reactive groups, such as hydroxyl groups. Chain linking of the prepolymer blocks is performed with diisocyanates for end-capping the prepolymer blocks, and a difunctional linking compound for linking the end-capped prepolymer blocks. The energetic thermoplastic is preferably capable of being pressed, extruded, rotational molded, injection loaded, or otherwise shaped into a desired configuration. Also provided is a chain-extended poly(bis-azidomethyloxetane) homopolymer derived from bis-azidomethyloxetane prepolymer blocks, which are terminated with isocyanate-reactive groups and chain extended with at least one diisocyanate end-capping compound and at least one difunctional linking compound.
    Type: Application
    Filed: April 24, 2001
    Publication date: November 29, 2001
    Inventors: Andrew J. Sanderson, William W. Edwards, Paul C. Braithwaite, Jeffrey D. Akester, Jeff F. Widener
  • Publication number: 20010025096
    Abstract: Polyisocyanates are prepared by a process which comprises
    Type: Application
    Filed: March 16, 2001
    Publication date: September 27, 2001
    Inventors: Bernd Bruchmann, Hans Renz, Rainer Koniger, Ulrike Ehe, Ulrich Treuling, Rudolf Muller-Mall
  • Patent number: 6124496
    Abstract: The present invention relates to a synthesis method of thionate diamine by the reaction of alkali metal isethionate with diols to form alkali metal isethionate ethoxylate having the following structural formula:HO(CH.sub.2 CH.sub.2 O).sub.n CH.sub.2 CH.sub.2 SO.sub.3 AThe above isethionate ethoxylate is then reacted with aliphatic diamine having a Carbon number of 2 to 6 to form a series of N-(2-aminoalkyl)-2-aminoethyoxylate ethane sulfonate having the following structure formula:H.sub.2 N--(CH.sub.2).sub.m --NH--(CH.sub.2 CH.sub.2 O).sub.n CH.sub.2 CH.sub.2 SO.sub.
    Type: Grant
    Filed: October 16, 1998
    Date of Patent: September 26, 2000
    Assignee: China Textile Institute
    Inventors: Jong-Fu Wu, Kun-Lin Cheng, Wen-Jung Chen
  • Patent number: 6077927
    Abstract: A method of providing for manufacturing a colored polymer resin having the steps of:(a) blending a disazo colorant into a mixture of monomers, the colorant having a poly(oxyalkylene) substituent comprising from 2 to 200 alkylene oxide residues, bonded to each end of the disazo chromophore, the poly(oxyalkylene) substituent having a nucleophilic terminal group which is capable of reacting with at least a portion of the monomers;(b) providing conditions under which the monomers and disazo colorant polymerize to form a colored polymer resin.
    Type: Grant
    Filed: October 23, 1998
    Date of Patent: June 20, 2000
    Assignee: Milliken & Company
    Inventors: Eric B. Stephens, Mark E. Ragsdale, David J. Moody
  • Patent number: 6022444
    Abstract: Isocyanate prepolymers which are useful as binders are made from a polyisocyanate mixture and a hydroxyl compound having at least about 1 hydroxyl group. The polyisocyanate mixture is made up of from about 50 to about 60% by weight of polyphenyl polymethylene polyisocyanate and from about 40 to about 50% by weight of an isomeric mixture of diphenylmethane diisocyanate (MDI). The isomeric mixture of MDI is made up of from about 4 to about 30% by weight of the 2,4'-isomer and from about 70 to about 96% by weight of the 4,4'-isomer. The binders of the present invention are advantageous in that they may be used in high moisture, low temperature conditions without a catalyst. Reduced MDI emissions are also achieved when the binders of the present invention are used to make composite materials.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: February 8, 2000
    Assignee: Bayer Corporation
    Inventors: Karl W. Haider, John W. Frink, Heber D. Layton, Peter H. Markusch, James W. Rosthauser, Bonnie L. Lawson, Michael A. Joseph
  • Patent number: 6022937
    Abstract: This invention relates to novel polyether polyols and to a process for their production. These polyether polyols are prepared by forming a polyhydroxyl group containing component in a first step by the reaction of a triazole-group containing compound with a compound that contains at least one functional group that is capable of reacting with the amine groups of the triazole group containing compound, and reacting the hydroxyl-group containing component with an alkylene oxide to form the polyether polyol of the invention. The present invention also relates to isocyanate-reactive compositions comprising these novel polyether polyols, and to a process for the production of a polyurethane comprising reacting a polyisocyanate with the novel polyether polyols of the present invention.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: February 8, 2000
    Assignee: Bayer Corporation
    Inventors: Rick L. Adkins, Harold R. Parsons
  • Patent number: 5866715
    Abstract: The present invention discloses polycarbodiimides containing two terminal hydrophilic groups, which differ from conventional polycarbodiimde crosslinkers that contain a hydrophilic portion on one side and a hydrophobic portion on the other. The polycarbodiimides have superior hydrophilic properties and crosslinking properties as well. A method for producing such polycarbodiimides is also disclosed.
    Type: Grant
    Filed: June 16, 1998
    Date of Patent: February 2, 1999
    Assignee: Industrial Technology Research Institute
    Inventor: Fan-Cheng Tsai
  • Patent number: 5864002
    Abstract: A method of providing for manufacturing a colored polymer resin having the steps of:(a) blending a disazo colorant into a mixture of monomers, the colorant having a poly(oxyalkylene) substituent comprising from 2 to 200 alkylene oxide residues, bonded to each end of the disazo chromophore, the poly(oxyalkylene) substituent having a nucleophilic terminal group which is capable of reacting with at least a portion of the monomers;(b) providing conditions under which the monomers and disazo colorant polymerize to form a colored polymer resin.
    Type: Grant
    Filed: October 18, 1996
    Date of Patent: January 26, 1999
    Assignee: Milliken Research Corporation
    Inventors: Eric B. Stephens, Mark E. Ragsdale, David J. Moody
  • Patent number: 5753730
    Abstract: One aspect of the present invention relates to a process for preparing plastic lenses having a high-refractive index comprising forming a mixture containing one or more polyisocyanate compounds; one or more active hydrogen compounds selected from the group consisting of a polyol compound having no sulfur atom, a polyol compound having at least one sulfur atom, and a polythiol compound having at least one sulfur atom in addition to the sulfur atom contained in mercapto group and at least one internal releasing agent and then casting and polymerizing the mixture.
    Type: Grant
    Filed: May 15, 1991
    Date of Patent: May 19, 1998
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Teruyuki Nagata, Koju Okazaki, Tohru Miura, Nobuyuki Kajimoto, Yoshinobu Kanemura, Katsuyoshi Sasagawa, Masao Imai
  • Patent number: 5731398
    Abstract: A black colorant composition useful for coloring polyurethanes is provided having a red benzothiazole azo colorant which, when combined with a complementary blue and yellow colorant, exhibits low flairing.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: March 24, 1998
    Assignee: Milliken Research Corporation
    Inventors: Mark Edward Ragsdale, David Jesse Moody, Eric B. Stephens
  • Patent number: 5686526
    Abstract: The invention provides polyurethane components and compositions capable of providing internal mold release properties in SRIM applications. The polyol composition of the invention has an isocyanate reactive polyol (A) having a number average molecular weight from 100 to about 10,000 and an effective amount of internal mold release composition (B) having a silicon-containing polymer (a) and an at least diester functional compound (b) which is the reaction product of (i) an aromatic carboxylic acid, and (ii) alcohols having from 2 to 30 carbons. The invention further provides an SRIM polyurethane composition useful in the preparation of molded polyurethane articles having internal mold release properties, the composition comprising an isocyanate component (I) and the isocyanate reactive polyol composition (component (II)) disclosed above.
    Type: Grant
    Filed: December 14, 1995
    Date of Patent: November 11, 1997
    Assignee: BASF Corporation
    Inventor: James Turnbach
  • Patent number: 5681915
    Abstract: The use of polyol derivatives with at least two alcoholic hydroxy groups and at least one fatty acid residue per molecule obtainable by reacting a starting polyol with a fatty acid or a fatty acid derivative, which can be obtained by using as a starting polyol diethanolamine, triethanolamine, diisopropanolamine, triisopropanolamine, dibutanolamine, and reaction products of ethylene oxide and/or propylene oxide with ethanolamine, isopropanolamine, butanolamine, or primary or secondary, aliphatic or aromatic amines, as internal lubricants and/or polyol with internal lubricant properties in the production of molded polyurethane parts is described. In this manner a much more uniform distribution of the internal mold lubricant and thus an increase in the ductility of the reaction mixture can be achieved, and even crosslinked polyurethane profiles can be produced by extrusion.
    Type: Grant
    Filed: September 27, 1995
    Date of Patent: October 28, 1997
    Inventors: Josef Lechner, Karl Lechner
  • Patent number: 5616677
    Abstract: This invention discloses an aliphatic spray polyurea elastomer comprising an (A) component that includes an aliphatic isocyanate and a (B) component that includes (1) an amine-terminated polyoxyalkylene polyol and (2) a cycloaliphatic diamine chain extender, wherein between about 20% to about 80% of the primary amines have been converted into secondary amines.
    Type: Grant
    Filed: December 27, 1995
    Date of Patent: April 1, 1997
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Dudley J. Primeaux, II, Robert L. Zimmerman
  • Patent number: 5614575
    Abstract: A sprayable polyurethane composition containing an isocyanate component and a polyol component is provided, wherein the polyol component includes a polyether polyol amine; a nitrogen-free hydoxy-terminated polyether; and a sucrose-polyether polyol. Preferably, these two components are combined while spraying them individually into a mold along with a fibrous-reinforcing material.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: March 25, 1997
    Assignee: RPG. Inc.
    Inventor: Rex R. Kotschwar
  • Patent number: 5556891
    Abstract: The invention relates to prepolymers containing isocyanate groups which can be prepared by reactinga) organic isocyanates withb) polyetherols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400 and/or polyesterols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400,c) isocyanate-reactive compounds which are at least difunctional and have molecular weights of from 18 to 399, and, if desired,d) Lewis and/or Bronsted acidic compounds ande) conventional auxiliaries and additives, such as antioxidants, light stabilizers or fillers,wherein at least one aromatic aminopolyether alcohol of the formula ##STR1## where R is aryl, alkylaryl containing one or more C.sub.1 - to C.sub.4 -alkyl groups, haloaryl, nitroaryl or cyanoaryl,R' and R" are identical or different and are, independently of one another, hydrogen, alkyl, aryl, aralkyl, alkoxyalkyl, alkoxyaryl or aroxyaryl,x and y are independent of one another andx+y.gtoreq.
    Type: Grant
    Filed: November 1, 1995
    Date of Patent: September 17, 1996
    Assignee: BASF Schwarzheide GmbH
    Inventors: Holger Seifert, Juergen Winkler, Regina Pretzsch, Robert O'Meara
  • Patent number: 5530154
    Abstract: The invention relates to prepolymers containing isocyanate groups which can be prepared by reactinga) organic isocyanates withb) polyetherols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400 and/or polyesterols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400,c) isocyanate-reactive compounds which are at least difunctional and have molecular weights of from 18 to 399, and, if desired,d) Lewis and/or Bronsted acidic compounds ande) conventional auxiliaries and additives, such as antioxidants, light stabilizers or fillers,wherein at least one aromatic aminopolyether alcohol of the formula ##STR1## where R is aryl, alkylaryl containing one or more C.sub.1 - to C.sub.4 -alkyl groups, haloaryl, nitroaryl or cyanoaryl,R' and R" are identical or different and are, independently of one another, hydrogen, alkyl, aryl, aralkyl, alkoxyalkyl, alkoxyaryl or aroxyaryl,x and y are independent of one another andx+y.ltoreq.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: June 25, 1996
    Assignee: BASF Schwarzheide GmbH
    Inventors: Holger Seifert, Juergen Winkler, Regina Pretzsch, Robert O'Meara
  • Patent number: 5496908
    Abstract: A water-soluble polyurethane, including a polymer backbone; end groups provided on the ends of the polymer backbone and containing water-soluble oxyethylene groups having a molecular weight ranging from 400 to 15,000, and groups pendant from the polymer backbone and containing hydrocarbon groups having 8-22 carbon atoms, in a number of at least 0.1 per urethane bond. The water-soluble polyurethane has moderate viscosities in aqueous solution and is especially useful as a thickener, for instance, in alkyd- or latex-based paints.
    Type: Grant
    Filed: March 16, 1994
    Date of Patent: March 5, 1996
    Assignee: Berol Nobel AB
    Inventors: Peter Bostrom, Annelie Askenbom, Eva Gottberg-Klingskog
  • Patent number: 5466769
    Abstract: An aldimine oxazolidine compound having the formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are, individually, a hydrogen atom, a methyl or methylol group, an ethyl or ethylol group, a straight chain or branched chain alkyl or alkanol group, a cycloalkyl group, or an aryl group, including groups substituted by nitro, halogen, thiol and amino functional groups, such that when R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are hydrogen atoms, R.sub.3 and R.sub.4 are not hydrogen atoms; m and n are integers of one to five; and X is zero or a --R.sub.9 -Y-R.sub.10 -- group, wherein R.sub.9 and R.sub.
    Type: Grant
    Filed: October 26, 1993
    Date of Patent: November 14, 1995
    Assignee: ANGUS Chemical Company
    Inventor: Chih-Yuch Chou
  • Patent number: 5464920
    Abstract: This invention relates to a process for the preparation of cast elastomers comprising reacting in an open mold at an isocyanate index of about 90 to about 110(a) an organic polyisocyanate;(b) an aminocrotonate-terminated polyether having a molecular weight of from about 1200 to about 6500 and having the formula ##STR1## wherein A is the m-functional group left by the removal of the hydroxyl groups of a polyether polyol having a number average molecular weight of from 1000 to 6000,R is the difunctional residue of certain aromatic diamines having the formula H.sub.2 N--R--NH.sub.2 such that each free --NH.sub.2 group of the aminocrotonate-terminated polyether has a moderated reactivity toward the organic polyisocyanate, as indicated by a gel time of about 60 to about 300 seconds (measured at 90.degree.-110.degree. C.
    Type: Grant
    Filed: December 6, 1994
    Date of Patent: November 7, 1995
    Assignee: Bayer Corporation
    Inventors: Robson Mafoti, Alan D. Bushmire
  • Patent number: 5444099
    Abstract: A tertiary aminoalcohol having a tert-amino group(s) in the main chain and hydroxyl groups at the terminals. The use of this compound for purposes different from that of ordinary amines and amine derivatives is expected.A process for producing the tertiary aminoalcohol wherein a catalyst comprising copper, a transition metal element of the fourth period and a platinum group element of the group VIII, and further optionally containing an alkali metal or an alkaline earth metal is used.A process for producing polyurethane using the above-mentioned tertiary aminoalcohol which can solve the problems occurring in the production of a polyurethane using a tertiary amine which has a strong irritating odor and is highly irritant to the skin as a catalyst, for example, deteriorations of working atmosphere and sales appeal of the polyurethane.
    Type: Grant
    Filed: September 20, 1993
    Date of Patent: August 22, 1995
    Assignee: Kao Corporation
    Inventors: Hiroshi Abe, Tetsuaki Fukushima, Kohshiro Sotoya, Shoichiro Harada, Hiroshi Kitagawa, Masayoshi Morii, Yasutoshi Isayama
  • Patent number: 5407968
    Abstract: The invention relates to a polyether polyol, a water-curable polyurethane prepolymer prepared by using the polyether polyol, and a composition containing the prepolymer. The above polyether polyol is obtainable by subjecting an active hydrogen compound to addition polymerization reaction with ethylene oxide and an alkylene oxide of 3 to 4 carbon atoms in a specified ratio. The above water-curable polyurethane prepolymer is obtainable by reacting the polyether polyol with a polyisocyanate compound. The above composition comprises a mixture of the water-curable polyurethane prepolymer and the polyisocyanate. The above water-curable polyurethane prepolymer and composition provide a foam of fine and uniform cell structure with improved strength on curing with water.
    Type: Grant
    Filed: January 4, 1993
    Date of Patent: April 18, 1995
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventor: Takashi Sano
  • 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: 5382648
    Abstract: The invention relates to a twisted nematic film comprising a non-crosslinked liquid-crystalline polymer having a Tg above 75.degree. C. and a rotational viscosity (.gamma.) of less than 5000 Pascal.seconds (Pa.s) between Tg and Tni. Such twisted nematic films are used in displays. The invention further relates to methods for the preparation of these twisted nematic films, to the use of said twisted nematic films for optical data storage and in writable compact disks and to a display device comprising such a twisted film.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: January 17, 1995
    Assignee: Akzo Nobel nv
    Inventors: Stephen J. Picken, Gustaaf R. Mohlmann
  • Patent number: 5306735
    Abstract: Processes for producing a polyurethane, a rigid polyurethane foam, a flexible polyurethane foam and a spray type rigid polyurethane foam are disclosed. In these processes, a specified tertiary aminoalcohol is used as a polyol component and a catalyst.
    Type: Grant
    Filed: March 17, 1993
    Date of Patent: April 26, 1994
    Assignee: Kao Corporation
    Inventors: Shoichiro Harada, Yasutoshi Isayama, Tetsuaki Fukushima, Masayoshi Morii, Hiroshi Kitagawa, Hiroshi Abe
  • Patent number: 5294666
    Abstract: A polymer used for optical products wherein the polymer comprises 2,5-dimethyl-1,4-dithiane skeletons represented by formula (1): ##STR1## and 1,3,5-trimethylcyclohexane skeletons represented by formula (2): ##STR2## and a part of or all of bonds between the 2,5-dimethyl-1,4-dithiane skeleton and the 1,3,5-trimethylcyclohexane skeleton are thiourethane bonds. The polymer exhibits 1.63 or more of refractive index, 35 or more of Abbe's number and 100.degree. C. or more of second-order transition point. The polymer is prepared by polyaddition of 2,5-dimercaptomethyl-1,4-dithiane and 1,3,5-triisocyanatomethylcyclohexane.
    Type: Grant
    Filed: August 28, 1992
    Date of Patent: March 15, 1994
    Assignee: Hoya Corporation
    Inventors: Reisuke Okada, Tsuyoshi Ohkubo, Masahisa Kosaka
  • Patent number: 5292778
    Abstract: A polymer-modified polyol dispersion comprises a polyaddition product dispersed in a polyol. The polyaddition product is present in an amount of from about 25 to about 70 percent by weight based on the total weight of the polyaddition product and the polyol. The dispersion has a viscosity in the range of from about 4,000 to about 50,000 mPa.s, the viscosity remaining substantially the same after production of the dispersion. A process for producing the polymer-modified polyol dispersion is also disclosed together with a process for using the dispersion to produce a polyurethane foam.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: March 8, 1994
    Assignee: Woodbridge Foam Corporation
    Inventors: Kasper J. Van Veen, G. Ronald Blair
  • Patent number: 5274004
    Abstract: A process for the recovery of scrap polyurethane polymer in the form of a polyol, and the use of said polyol to prepare a fresh polyurethane polymer. Said process involves thermally treating scrap polyurethane at an elevated temperature with a liquid mixture which consists of an alkanolamine and a metal hydroxide and subsequently reacting the resulting intermediate product with an alkylene oxide comprising propylene oxide to obtain polyol. The recovery process is characterized in that the weight ratio of scrap polyurethane to liquid mixture is from at least 12:1, and the liquid mixture contains the alkanolamine in from about 70 to about 95 weight percent. The recovered polyol can be used to prepare fresh polyurethane foam that exhibits enhanced physical properties at a reduced isocyanate consumption compared to similar foam prepared in the absence of any recovered polyol.
    Type: Grant
    Filed: June 15, 1992
    Date of Patent: December 28, 1993
    Assignee: The Dow Chemical Company
    Inventor: Hanno R. van der Wal
  • Patent number: 5272244
    Abstract: Described herein are modified polyahls comprising (a) a backbone portion containing at least one polyalkyleneoxy moiety and one or more internal urea, amide, biuret, thiourea, dithiobiuret, or thioamide moieties, (b) end groups selected from the group consisting of amino, hydroxy amide or hydroxyester amide, wherein at least one end group is hydroxy amide or hydroxyester amide, wherein each internal moiety is separated from each other and from each end group by at lit least one alkylene, cycloalkylene, aralkylene, arylene, or alkyleneoxy moiety with 4-20 carbon atoms, or at least one polyalkyleneoxy moiety containing from 2-50 alkyleneoxy units. Also described are urethane/urea prepolymers and polymers prepared therefrom.
    Type: Grant
    Filed: October 8, 1991
    Date of Patent: December 21, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Michael D. Joseph
  • Patent number: 5266669
    Abstract: A non-yellowing, elastomeric polyurethane is made from a non-aromatic diisocyanate, a diol chain extender, a polyglycol and an aminodiol chain extender. The polyurethane is stable to sterilizing radiation, is made without any processing aids or toxic catalysts, and softens without swelling up to 95% when contacted with an aqueous liquid.
    Type: Grant
    Filed: October 26, 1992
    Date of Patent: November 30, 1993
    Assignee: Becton, Dickinson and Company
    Inventors: Theophilus O. Onwunaka, James M. Lambert
  • Patent number: 5225519
    Abstract: Described is a coating composition comprising at least a polycarbodiimide component having at least two carbodiimide groups per molecule, at least one anhyride component having one or more carboxylic acid anhydride groups per molecule, and a hydroxylic reagent capable of reacting with said anhydride component to generate free carboxylic polyacids, at least one among said components and reagents being a compound suitable for forming films. The composition produces fast cross-linking coatings at low temperatures.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: July 6, 1993
    Assignee: Industrie Vernici Italiane S.p.A.
    Inventor: Antonio Tortolina
  • Patent number: 5223547
    Abstract: Processes for producing a polyurethane, a rigid polyurethane foam, a flexible polyurethane foam and a spray type rigid polyurethane foam are disclosed.In these processes, a specified tertiary aminoalcohol is used as a polyol component and a catalyst.
    Type: Grant
    Filed: November 25, 1991
    Date of Patent: June 29, 1993
    Assignee: KAO Corporation
    Inventors: Shoichiro Harada, Yasutoshi Isayama, Tetsuaki Fukushima, Masayoshi Morii, Hiroshi Kitagawa, Hiroshi Abe
  • Patent number: 5198475
    Abstract: A polyurethane resin, rigid polyurethane foam and composite thereof prepared by using a polyol comprising a phenol resin base polyol mixed with an aminophenol base polyol or a polyphenylpolyxylylenepolyamine base polyol or a polymethylenepolyphenylpolyamine base polyol.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: March 30, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masayuki Kimura, Satoshi Ozaki, Tsukuru Izukawa, Haruhiko Kawakami, Takayoshi Masuda, Mitsugu Kita
  • Patent number: 5171819
    Abstract: A polyurea elastomer is disclosed. The elastomer includes an isocyanate, an amine terminated polyoxyalkylene polyol, and a chain extender. The isocyanate is preferably a quasi-prepolymer of an isocyanate and a material selected from at least one polyol, a high molecular weight polyoxyalkyleneamine or a combination thereof. The chain extender includes at least an alkyl substituted piperazine.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: December 15, 1992
    Assignee: Texaco Chemical Company
    Inventors: Wei-Yang Su, Dudley J. Primeaux, II, Donald H. Champion
  • Patent number: 5162481
    Abstract: A substantially solvent-free two-part polyurethaneurea composition having excellent adhesion to elastomeric substrates, comprising the reaction product of a macrodiol endcapped with an oligomeric aromatic amine and a polyisocyanate or prepolymer. With selected compositions, curing can be effected in moist conditions, or even under water. The composition provides an excellent sealant or repair for elastomeric/rubberized articles such as waders, etc.
    Type: Grant
    Filed: August 20, 1991
    Date of Patent: November 10, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Thomas S. Reid, Charles D. Wright
  • Patent number: 5155200
    Abstract: A polyarylamine polymer represented by formula ##STR1## wherein: n is between about 5 and about 5,000, or 0 if p>0,o is between about 0 and about 5,000, or is 0 if p>0 or n=0,p is between about 2 and about 100, or is 0 if n>0,X' and X" are indendently selected from a group having bifunctional linkages,Q is a divalent group derived from certain hydroxy terminated arylamine reactants,Q' is a divalent group derived from a hydroxy terminated polyarylamine containing the group defined for Q and having a weight average molecular weight between about 1000 and about 80,000and the weight average molecular weight of the polyarylamine polymer is between about 10,000 and about 1,000,000.
    Type: Grant
    Filed: April 20, 1990
    Date of Patent: October 13, 1992
    Assignee: Xerox Corporation
    Inventors: William W. Limburg, Dale S. Renfer, John F. Yanus, Jean M. Frechet, Sylvie Gauthier, Dasarao K. Murti, Giuseppa Baranyi, Zoran D. Popovic, Rafik O. Loutfy
  • Patent number: 5155201
    Abstract: A polyurethane polyol is provided, which is the reaction product of a particular isocyanate component and a particular diol component in a specified ratio, which polyol component is selected from substantially monomeric diols wherein the hydroxyl groups are separated by 3 carbon atoms or less. Such polyurethane polyols possess a desirable spectrum of molecular weight properties, making them especially suitable for use in formulating high solids, high performance coatings.
    Type: Grant
    Filed: May 1, 1990
    Date of Patent: October 13, 1992
    Assignee: Akzo N.V.
    Inventors: John L. Gardon, Scott W. Loper, Peter W. Uhlianuk, Frederick H. Walker
  • Patent number: 5153259
    Abstract: A nonionic dispersing agent suitable for use in the production of aqueous polyurethane dispersions, said agent having the formula: ##STR1## wherein R.sup.1 represents a monovalent hydrocarbon radical containing 1-12 carbon atoms;R.sup.2 represents hydrogen or a mixture thereof with methyl and/or ethyl, at least 40% of the R.sup.2 substituents in said mixture being hydrogen;R.sup.3 represents an isocyanate-reactive organic radical;R.sup.4 represents H or an isocyanate-reactive organic radical;Z represents an alkylene radical containing 2-4 carbon atoms;m is an integer from 5 to 150, andn is 0 or 1.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: October 6, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: John C. Padget, David A. Pears, Stephen G. Yeates, Gerardus C. Overbeek
  • Patent number: 5130405
    Abstract: A high solids coating composition suitable for use, for example, as a high performance automotive coating is provided, which comprises (1) a particular polyurethane polyol which is the reaction product of an symmetric 1,3-diol component and an isocyanate component, and (2) an hydroxyl group-reactive crosslinking agent. When formulated as a one-pack coating preferably with an aminoplast crosslinking agent, these coating compositions possess a number of desirable properties including excellent acid etch resistance.
    Type: Grant
    Filed: January 14, 1991
    Date of Patent: July 14, 1992
    Assignee: Akzo N.V.
    Inventors: Frederick H. Walker, John L. Gardon
  • Patent number: 5115045
    Abstract: An isocyanate-reactive composition comprising the reaction product of:a) an organic compound having the formula:Q--[X--COY].sub.norQ--[X--CO--R--(COY).sub.m ].sub.nwherein Q represents an organic residue, X-represents oxygen or sulphur, Y represents a halogen atom or an aryloxy group, R is a polyvalent hydrocarbon radical, m is a whole number from 1 to 3 and n is a whole number of at least 2, andb) a polyfunctional compound which is capable of reacting with reactant (a) and contains at least one imino or enamino group.
    Type: Grant
    Filed: March 19, 1991
    Date of Patent: May 19, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Herbert R. Gillis, Malcolm Hannaby
  • Patent number: 5112876
    Abstract: The present invention relates to a polyether polyol which is prepared by(i) reacting 3.0 to 4.0 molecular equivalents of ethylene oxide with one molecular equivalent of 2,3- or 3,4-tolylenediamine, or a mixture thereof in the absense of catalyst, and thereafter,(ii) reacting 2.8 to 4.8 molecular equivalents of propylene oxide with one molecular equivalent of the reaction product in the presence of an alkali metal hydroxide in an amount of not more than 0.8% by weight based on the 2,3- or 3,4-tolylenediamine, or the mixture thereof.The present invention also relates to a rigid polyurethane foam which is prepared by reacting a polyol mixture containing not less than 50 wt % of the above-mentioned polyether polyol with an isocyanate. The rigid polyurethane foam is obtained with reduced fron requirements.
    Type: Grant
    Filed: October 25, 1989
    Date of Patent: May 12, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yoshihiko Tairaka, Katsumi Inaoka
  • Patent number: 5109098
    Abstract: Imines and secondary amines comprising a backbone portion containing a plurality of polyalkyleneoxy moieties and one or more internal urea, thiourea, biuret, thiobiuret, amide, or thioamide moieties, and a plurality of imino or secondary amino end groups, wherein each imino or secondary amino end group is separated from a urea, thiourea, biuret, dithiobiuret, amide, or thioamide moiety by at least one alkylene, cycloalkylene, aralkylene, arylene, alkyleneoxy, or ppolyalkyleneoxy moiety are disclosed. Prepolymers and polymers prepared from the imines and secondary amines are also disclosed. In addition, the imines and secondary amines of the invention are also useful as epoxy resin curing agents.
    Type: Grant
    Filed: March 21, 1990
    Date of Patent: April 28, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Clarence E. Habermann, Michael D. Joseph
  • Patent number: 5093456
    Abstract: This invention provides synthetic routes for novel single isomers of monocarbamate diols and their polymerization to provide novel polyesters, polyurethanes, polycarbonates, and the like having pendant carbamate groups on the polymer chain. Devices using some of these novel polymers which demonstrate nonlinear optical activity are also disclosed.
    Type: Grant
    Filed: June 14, 1989
    Date of Patent: March 3, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Smarajit Mitra, Cecil V. Francis
  • Patent number: 5091497
    Abstract: The present invention relates to heat-curable reaction systems prepared by mixing (a) solid polyisocyanates (optionally deactivated) having melting points above 80.degree. C., (b) OH- and/or NH.sub.2 -terminated polyoxyalkylene polyethers that have molecular weights of 400 to 10,000 and are liquid at room temperature, (c) solid OH- and/or NH.sub.2 -terminated polyesters that have molecular weights of 400 to 20,000 and are solid at room temperature, and which are thoroughly distributed throughout the mixture but are not homogeneously miscible with the polyether, (d) optional low molecular weight chain-extending agents that contain OH and/or NH.sub.2 groups and have a molecular weight of 62 to 399, and (e) optional catalysts and other auxiliaries. The invention further relates to a method for preparing elastomers, coating compounds, sealing compounds, or adhesives by heat-curing the heat-curable systems.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: February 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Grogler, Richard Kopp, Heinrich Hess, Eduard Hansel, Thomas Scholl
  • Patent number: 5068306
    Abstract: Disclosed herein is a process for the preparation of an o-aminophenyl derivative of a polyalkyleneoxy polyamine which comprises adding a polyalkyleneoxy polyamine to a dispersion or solution of an isatoic anhydride under reaction conditions sufficient to form the corresponding o-aminophenyl derivative. Also disclosed is an o-aminophenyl derivative of a modified polyamine comprising a backbone portion containing at least one polyalkyleneoxy moiety and one or more internal urea, biuret, amide, thiourea, dithiobiuret, or thioamide moieties, and a plurality of o-aminophenyl end groups wherein each o-aminophenyl group is separated from each urea, biuret, amide, thiourea, dithiobiuret, or thioamide moiety by at least one alkylene, cycloalkylene, aralkylene, arylene, or alkyleneoxy moiety with 4-20 carbon atoms, or at least one polyalkyleneoxy moiety containing from 2-50 alkyleneoxy units; as well as prepolymers and polymers prepared therefrom.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: November 26, 1991
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Michael D. Joseph
  • Patent number: 5055544
    Abstract: This invention relates to novel polymeric polyamines containing internal urea, biuret, thiourea, dithiobiuret, amide, and/or thioamide moieties, and to polymers prepared therefrom. This invention also relates to novel isocyanate-functional prepolymers containing urea, biuret, thiourea, dithiobiuret, amide, and/or thioamide moieties and to polymers prepared therefrom.
    Type: Grant
    Filed: February 27, 1990
    Date of Patent: October 8, 1991
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Michael D. Joseph