Nitrogen-containing Alcohol, Inorganic Alcoholate, Or Ether Patents (Class 528/111)
  • Patent number: 5284922
    Abstract: In a second-order or third-order organic nonlinear optical material, one of compounds represented by the following formulas (1) and (2) is bonded to a polymer: ##STR1## wherein each of .pi..sub.1 to .pi..sub.n independently represents a cyclic compound of a .pi. electron conjugate system, at least one of R.sub.11 to R.sub.n4 represents an alkyl substituting group derivative and others represent hydrogen, each of X.sub.1 to X.sub.n-1 and Y.sub.1 to Y.sub.n-1 represents one member selected from the group consisting of CH, N, and N.fwdarw.O, A represents an electron acceptor group, D represents an electron donor group, and n is an integer of 3 or more.
    Type: Grant
    Filed: March 23, 1993
    Date of Patent: February 8, 1994
    Assignee: Nippon Telegraph and Telephone Corporation
    Inventors: Michiyuki Amano, Yoshito Shuto, Toshikuni Kajno
  • Patent number: 5283124
    Abstract: A coating resin composition composed mainly of an epoxy resin derivative obtained by reacting an amine compound containing hydroxyl groups, one secondary amino group and an amide group in the molecule with an epoxy group of an epoxy resin. The resin composition can be used alone, or in combination with an epoxy resin containing, per molecule, on the average at least 2 epoxy functional groups each comprising an epoxy groups directly bound to an alicyclic ring and/or bridged alicyclic ring. The resin is useful in a cationically electrodepositable paint.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: February 1, 1994
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Toshio Fujibayashi, Haruo Nagaoka
  • Patent number: 5281675
    Abstract: Novel cyclic imino ether compositions containing one or more mesogenic moieties, when polymerized, result in products having improved properties.
    Type: Grant
    Filed: February 6, 1992
    Date of Patent: January 25, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5280068
    Abstract: Curable epoxy resins are toughened with statistical monofunctional carboxyl, amine or epoxy terminated reactive polymers and have low viscosities before cure thereby making them useful in a wide range of applications. The cured epoxy resin systems which are modified by the statistical monofunctional reactive polymers have physical properties, such as adhesion and elongation, generally equal to or better than those of cured epoxy resin systems modified with statistical difunctional reactive polymers. A process of preparation for the modified epoxy resin systems of the present invention includes admixing an epoxy resin with a statistical monofunctional carboxyl, amine, or epoxy-terminated reactive polymer in the presence of a curing agent and reaction therewith to form the toughened, cured epoxy resin system.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: January 18, 1994
    Assignee: The B.F. Goodrich Company
    Inventors: Alan R. Siebert, Robert J. Bertsch
  • Patent number: 5275853
    Abstract: Polyetheramines having improved barrier to oxygen are thermoplastic polymers having aromatic ether/amine repeating units in their backbones and pendant hydroxyl moieties. Such polyetheramines are prepared by reacting diglycidyl ethers of dihydric aromatic compounds such as the diglycidyl ether of bisphenol-A, hydroquinone, or resorcinol with amines having no more than two amine hydrogens per molecule, such as piperazine or ethanolamine.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: January 4, 1994
    Assignee: The Dow Chemical Company
    Inventors: H. Craig Silvis, Jerry E. White
  • Patent number: 5274054
    Abstract: Adducts which are obtainable by reacting cycloaliphatic or heterocycloaliphatic polyamines containing at least two primary groups with polyfunctional epoxides containing more than two epoxy groups per molecule in such amounts as to supply 10-100 equivalents of active hydrogen atoms bound to amino nitrogen per one epoxide equivalent, are suitable hardeners for epoxy adhesives, especially adhesives for metals and thermosetting plastics.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: December 28, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Moser, Hans Lehmann, Daniel Bar
  • Patent number: 5273792
    Abstract: The present invention is directed to a novel epoxy polymeric composition resulting from reacting (A) at least one compound containing an average of more than one epoxide group per molecule with (B) at least one curing agent for component (A). At least a portion of the curing agent (B) is at least a first curing agent compound which contains (a) an average of more than one active amine hydrogen atom per molecule and (b) an average of at least one aromatic ring which contains at least one pendant monovalent electron withdrawing group. The present invention also includes a process for preparing the above polymeric materials. The polymeric materials of the present invention also exhibit nonlinear optical capabilities when formed into an optically transparent medium with a noncentrosymmetric alignment of molecules. The nonlinear optical materials of the present invention are useful in electrooptic devices for use in communications and data-processing.
    Type: Grant
    Filed: March 13, 1992
    Date of Patent: December 28, 1993
    Assignee: The Dow Chemical Company
    Inventor: John J. Kester
  • Patent number: 5266405
    Abstract: This invention relates to thermosetting compositions for the production of epoxide networks of very high impact strength, to a process for their preparation and to their use as polymer materials, coating compounds, adhesives and materials for electrical insulation.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: November 30, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stephan Kirchmeyer, Hanns P. Muller, Alexander Karbach, Joachim Franke
  • Patent number: 5250632
    Abstract: Disclosed is a novel polyetherdiamine comprising an aminated, alkoxylated 1-2'-hydroxyethyl-2-imidazolidone represented by the formula: ##STR1## where R is H or an alkyl group of from 1 to 16 carbon atoms and a+b=n, wherein n is a number from about 2 to 80, and to its use in epoxy resin curing systems to produce compositions having improved strength and flexibility properties compared with currently available polyoxyalkylenediamine curatives of equivalent weight.
    Type: Grant
    Filed: August 13, 1992
    Date of Patent: October 5, 1993
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su, Michael Cuscurida, Terry L. Renken
  • Patent number: 5241016
    Abstract: The invention is an epoxy resin adhesive composition. The composition comprises:A. An epoxy resin component; andB. A curative component comprising:a curing amount of a polyamine curing agent and 2 to 30 phr. of an adhesion enhancer of comprising a partially hindered polyetherpolyamine.The fast curing adhesive offers high lap shear strength and relatively high peel strength.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: August 31, 1993
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Robert A. Grigsby, Jr., Michael Cuscurida, Robert L. Zimmerman
  • Patent number: 5232961
    Abstract: Improved hardenable resin compositions useful in forming hard permeable masses in remote locations or zones are provided. The compositions include hardening agents which are non-hazardous to personnel and which are compatible with other components of the compositions. Methods of continuously forming and suspending particulate material coated with the improved resin compositions in gelled aqueous carrier liquid are also provided.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: August 3, 1993
    Inventors: Joseph R. Murphey, Kenneth D. Totty, Randy Anderson
  • Patent number: 5227452
    Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.
    Type: Grant
    Filed: June 29, 1992
    Date of Patent: July 13, 1993
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
  • Patent number: 5221726
    Abstract: Improved hydrophilic materials, such as foams and films, are provided. These material find use in a wide variety of fluid absorbent products, especially those relating to the absorption of bodily fluids. The soft, absorbent, and resilient foams of this invention exhibit greater wet and dry mechanical strength when compared with those known in the art, as well as improved fluid wicking capacity and lower density. These improved properties are believed attributable to the incorporation into the foams of at least one polyfunctional aliphatic amine.The provided hydrophilic materials comprise the polymeric reaction product of a mixture which comprises at least one epoxy resin, at least one amine-terminated poly(alkylene oxide), and at least one polyfunctional aliphatic amine. Methods for preparing foams and other hydrophilic materials are also provided.
    Type: Grant
    Filed: February 3, 1992
    Date of Patent: June 22, 1993
    Assignee: McNeil-PPC, Inc.
    Inventors: Shmuel Dabi, Ram L. Kataria
  • Patent number: 5219956
    Abstract: There is disclosed a method for hardening a curable one-package epoxy resin system formed of an epoxy resin and a hardener, which comprises heating the curable one-package epoxy resin system to start the reaction between the epoxy resin and the hardener, and, before the reaction ratio reaches 50%, leaving the curable one-package epoxy resin system to stand at an ambient temperature.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: June 15, 1993
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventor: Masayuki Fukuoka
  • Patent number: 5213897
    Abstract: Curable compositions which are precursors for cured or partially cured light stabilized epoxy resins which are the product of the reaction of some or all of the epoxy groups of an epoxy resin with an N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazide as well as the cured or partially cured reaction products thereof together with processes for their use and articles of manufacture produced thereby are disclosed.
    Type: Grant
    Filed: April 3, 1991
    Date of Patent: May 25, 1993
    Assignee: Elf Atochem North America, Inc.
    Inventors: Arthur L. Baron, Ronald E. MacLeay, Jennifer P. Kmiec
  • Patent number: 5212261
    Abstract: Latent, heat-curable epoxy resin compositions containing metal carboxylate curing systems provide exceptional latency, particularly at elevated temperature, as well as facile curing, high T.sub.g and adhesive strength, and other attractive properties. The metal carboxylates comprise alkali metals and alkaline earth metals, aromatic and aliphatic metal carboxylates. The preferred curing systems comprise synergistic combinations of the metal carboxylates with cure modifiers.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: May 18, 1993
    Assignee: Henkel Research Corporation
    Inventor: Thomas J. Stierman
  • Patent number: 5201248
    Abstract: A one-pack type liquid epoxy resin composition for balancing rotators comprises an epoxy resin, a curing agent, a curing accelerator, an inorganic filler, and a thixotropic agent as main components, wherein said curing agent is dicyandiamide or a dibasic acid dihydrazide and said curing accelerator is a tertiary amino group-containing compound obtained by reacting a polyfunctional epoxy compound, a compound having a tertiary amino group and at least one active hydrogen in the molecule, and a carboxylic acid anhydride. Further, a method for balancing a rotator comprises correcting unbalance of the rotator caused at rotation by applying a balancing material consisting of the above epoxy resin composition to the rotator by an automatic unbalance-correcting apparatus.
    Type: Grant
    Filed: December 3, 1991
    Date of Patent: April 13, 1993
    Assignees: Sumitomo Bakelite Company Limited, Asmo Co., Ltd.
    Inventors: Hiromitu Ibe, Takazou Fujimoto
  • Patent number: 5200494
    Abstract: A one-pack type epoxide composition which has excellent storage stability and which can be rapidly cured at relatively low temperature is provided. It comprises as effective components (A) at least one epoxide having more than one, preferably more than 1.5 epoxy groups per a molecule, and (B) a curing agent prepared by heating and reacting (a) at least one N,N-dialkylaminoalkylamine, (b) at least one amine having one or two nitrogen atoms with active hydrogen and having a ring structure in its molecule, (c) at least one diisocyanate, or (C) a curing agent prepared by heating and reacting (a) at least one N,N-dialkylaminoalkylamine, (b) at least one amine having one or two nitrogen atoms with active hydrogen and having a ring structure in its molecule, (d) at least one epoxide having one or more epoxy groups in a molecule, and (c) at least on diisocyanate.
    Type: Grant
    Filed: April 10, 1991
    Date of Patent: April 6, 1993
    Assignee: Fuji Kasei Kogyo Co., Ltd.
    Inventors: Masao Kubota, Ritaro Nagabuchi, Yasuo Chiba
  • Patent number: 5191033
    Abstract: The invention is an epoxy resin composition. Diol initiators are reacted with alkylene oxide and 1 to 5 wt % epoxy resin. The epoxy resin is added internally, along the length of the diol chain to yield a modified polyol of molecular weight 2000 to 5000. The modified polyol is subjected to reductive amination to yield a polyamine. This polyamine is mixed with an epoxy base resin and cured to product epoxy resins demonstrating improved strength and adhesion.
    Type: Grant
    Filed: May 11, 1992
    Date of Patent: March 2, 1993
    Assignee: Texaco Chemical Company
    Inventors: Michael Cuscurida, George P. Speranza, Kathy B. Sellstrom
  • Patent number: 5176942
    Abstract: The invention relates to a process for manufacturing fiber-reinforced boards for the electrical industry by the use of epoxy resins and latent curing agents based on imidazole/acrylic acid reaction products based on the general formula ##STR1## wherein R, R.sup.1 and R.sup.2 are, independently of one another, H or a short-chain alkyl group having from 1 to 3 carbon atoms, R.sup.3 is a group of the formula--O--(CH.sub.2)m--R.sub.4 (II)wherein m is an integer between 2 and 6, R.sup.4 is H, --OH or --O--, and n is equal to the valence of R.sup.3.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: January 5, 1993
    Assignee: Schering AG
    Inventors: Christian Burba, Werner Mrotzek
  • Patent number: 5175231
    Abstract: A urethane is formed in a new way, without requiring the use of isocyanates. The urethane is formed by reacting a compound containing a plurality of cyclocarbonate groups with a diamine in which the two amine groups have different reactivities with cyclocarbonate, so as to form a urethane oligomer with amine end groups. The urethane oligomer can then be reacted in several different ways to form polyurethane.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: December 29, 1992
    Assignee: Fiber-Cote Corporation
    Inventors: Leonid Rappoport, Roger D. Brown
  • Patent number: 5155182
    Abstract: The invention relates to new imidazolyl derivatives, their use as curing agents in epoxy-resin compositions, and curable epoxy-resin compositions containing them and composed of an epoxy resin and compounds of the general formula ##STR1## where R is the group of the alcohol component used to produce the glycidyl ethers, R.sup.1 and R.sup.2 are, independently of each other, hydrogen, --CH.sub.3 or --C.sub.2 H.sub.5, n is 2 or 3, R.sup.3 is COOH, --CH, --COHN--N.sub.H2, --COOCH.sub.2 --CH.sub.2 --OH or COOR.sup.4, R.sup.4 being an aliphatic hydrocarbon group having from 1 to 4 carbon atoms, and m is equal to the valence of R.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: October 13, 1992
    Assignee: Schering AG
    Inventors: Christian Burba, Werner Mrotzek
  • Patent number: 5151470
    Abstract: Specified aminocrotonates are described for use as hardeners for expoxide resins.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: September 29, 1992
    Assignee: Miles Inc.
    Inventors: Joseph Sanders, Robson Mafoti, Peter H. Markusch
  • Patent number: 5140069
    Abstract: Curable compositions containingA) an epoxy resin having on average more than one epoxy group per molecule,B) a carboxylic anhydride curing agent for component A) andC) about 5 to 40% by weight, relative to the amount of the components A), B) and C), of a liquid mixture of C1) a polyalkylene glycol based on polypropylene glycol or polybutylene glycol having two to about six hydroxyl, carboxyl, carboxylic anhydride or glycidyl end groups and of C2) an elastomeric copolymer based on butadiene, a polar, ethylenically unsaturated comonomer and, if appropriate, further ethylenically unsaturated comonomers having carboxylic acid, hydroxyl, mercapto or glycidyl ether end groups are described. Components C1) and C2) can also occur together in a segmented copolymer.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: August 18, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Mulhaupt, Werner Rufenacht
  • Patent number: 5140068
    Abstract: Curable epoxy resins are toughened with statistical monofunctional carboxyl, amine or epoxy terminated reactive polymers and have low viscosities before cure thereby making them useful in a wide range of applications. The cured epoxy resin systems which are modified by the statistical monofunctional reactive polymers have physical properties, such as adhesion and elongation, generally equal to or better than those of cured epoxy resin systems modified with statistical difunctional reactive polymers. A process of preparation for the modified epoxy resin systems of the present invention includes admixing an epoxy resin with a statistical monofunctional carboxyl, amine, or epoxy-terminated reactive polymer in the presence of a curing agent and reaction therewith to form the toughened, cured epoxy resin system.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: August 18, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: Alan R. Siebert, Robert J. Bertsch
  • Patent number: 5138018
    Abstract: A one-pack type epoxy resin composition which can be easily handled and has excellent curing characteristics is provided by blending at least one epoxy resin having more than one epoxy groups in a molecule with a curing agent obtained by reacting at least one diamine compound, at least one N,N-dialkylaminoalkylamine, at least one epoxy resin having more than one epoxy groups in a molecule, urea, and as an optional component, at least one monoamine compound.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: August 11, 1992
    Assignee: Fuji Kasei Kogyo Co. Ltd.
    Inventors: Kijuro Tashiro, Ritaro Nagabuchi
  • Patent number: 5132374
    Abstract: Adducts of the formula I ##STR1## are described in which R.sup.1 is an e-valent aliphatic radical after the removal of the functional groups, X is --O--or --NH--, R.sup.2 is a d+l-valent carbocyclic-aromatic radical, R.sup.3 is hydrogen or methyl, R.sup.4 is an aliphatic, aromatic, or araliphatic c+l-valent radical, Y is --O--, --S--or --NR.sup.5 --, R.sup.5 is hydrogen or ##STR2## b is an integer from 2 to 15, b is an integer from 1 to 25, c is 1, 2 or 3, d is 1, 2 or 3 and e is 2, 3 or 4.The adducts can be combined with latent curing agents and, if appropriate, other epoxy resins to give adhesives having good stability on storage and high flexibility.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: July 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Franz-Josef Reischmann, Madan M. Bagga
  • Patent number: 5128425
    Abstract: An epoxy resin composition for use in carbon fiber reinforced plastics which comprises the following components (A), (B), (C), and (D):(A) an epoxy resin of the bisphenol A diglycidyl ether type;(B) at least one compound selected from the group consisting of dicyandiamide, 2,6-xylenylbiguanide, o-tolylbiguanide, diphenylguanidine, adipyldihydrazide, azelayldihydrazide, and isophthalic acid dihydrazide;(C) a compound represented by general formula (I) ##STR1## wherein X.sub.1 and X.sub.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: July 7, 1992
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Yoshinobu Shiraishi, Hisashi Tada
  • Patent number: 5118729
    Abstract: The invention is a compound useful for emulsifying an epoxy resin in water, which corresponds toA--X--O--(CH.sub.2 CH.sub.2 O).sub.n --Rwherein:X is the residue of a difunctional compound which is capable of reacting with the primary hydroxy moiety of a monoalkylether of a polyethylene glycol and a 1,2-glycidyl ether moiety;R is C.sub.1-10 alkyl moiety; andn is a positive real number such that the composition is emulsifiable in water.In another embodiment the invention is a water emulsifiable epoxy resin composition which comprises an epoxy resin and the compounds described above. The epoxy resin compositions of this invention are useful in water-borne coating compositions.
    Type: Grant
    Filed: January 4, 1991
    Date of Patent: June 2, 1992
    Assignee: The Dow Chemical Company
    Inventor: Christian Piechocki
  • Patent number: 5101000
    Abstract: A process for the preparation of water-dilutable binders for cathodically depositable electrodeposition paints wherein 5 to 60 mol % of the epoxy groups of a resinous compound having at least two 1,2-epoxy groups per molecule are reacted with disecondary diamines obtained by the reaction of polypropylene glycol diglycidylethers or polypropylene glycol diacrylates with compounds containing a primary amino group is described. The binders prepared in accordance with the invention are suitable, in particular, for formulating electrodeposition paints, to provide films having a greater layer thickness under normal deposition conditions.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: March 31, 1992
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Willibald Paar, Helmut Honig, Georg Pampouchidis
  • Patent number: 5095051
    Abstract: An improved electrodepositable cationic resin is disclosed. Prior art electrodepositable cationic resins are formed from polyepoxides which are chain extended with polyether or polyester polyols to internally flexibilize the resin. Our polyepoxide resin is chain extended with amide diol which gives a resin which is hydrolytically stable and does not tend to absorb moisture.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: March 10, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Ding Y. Chung, Tapan K. Debroy, Robert A. Tessmer
  • Patent number: 5087688
    Abstract: A fibrous composite structure impregnated with a solvent-free, curable epoxy resin matrix and comprising(a) a liquid epoxy resin or a liquid mixture of epoxy resins,(b) a liquid .beta.-hydroxyamine of formula I ##STR1## wherein X is phenyl or the radical R--O--CH.sub.2 --, wherein R is an alkyl group of 4 to 20 carbons or is phenyl or phenyl which is substituted by one or more C.sub.1 -C.sub.4 alkyl groups, a liquid mixture of .beta.-hydroxyamines of formula I or a liquid mixture of one more .beta.-hydroxyamines of formula I and of a primary monomaine different from formula I or of a primary or secondary diamine, and optionally(c) a catalytically curing tertiary amine,is virtually odourless, can be stored for several days at room temperature, and has good processing properties.
    Type: Grant
    Filed: June 20, 1990
    Date of Patent: February 11, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Urs Gruber, Friedrich Stockinger, Elvio Manso
  • Patent number: 5081168
    Abstract: An epoxy resin/curing agent composition is provided comprising (i) at least one liquid epoxy resin, (ii) a reactive epoxy-functional diluent, (iii) a thixotroping atent, (iv) a polyamide resin, (v) a polyalkylenediamine, and (vi) 2-ethyl-4-methyl imidazole or derivaties thereof. The composition is suitable for use in insitu coating and rehabilitation processes and can withstand service at elevated temperatures.
    Type: Grant
    Filed: May 30, 1990
    Date of Patent: January 14, 1992
    Assignee: Shell Oil Company
    Inventors: Granville D. Edwards, Bonita S. Wilson
  • Patent number: 5075503
    Abstract: Disclosed are novel hydrazine terminated polyoxyalkylene amines which contain active hydrazine, secondary amines, flexible ether groups and amide functionalities in the same molecule. They are prepared in a two-step reaction which can be represented by the following: ##STR1## where R.dbd.H or CH.sub.3 and R.sup.1 .dbd.CH.sub.3 or CH.sub.2 CH.sub.3. The products are used for epoxy curing agent and chain extender for polyurea polymers.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: December 24, 1991
    Assignee: Texaco Chemical Company
    Inventors: Jiang-Jen Lin, George P. Speranza
  • Patent number: 5071951
    Abstract: A hardening agent for epoxy compounds prepared by reacting A) at least one member of the group consisting of polyalkyleneetherdiols and polyalkyleneetherpolyols with B) at least one polyisocyanate with a molar ratio of hydroxy groups to isocyanate group of 1:1.8 to 3, reacting the resulting product with C) an amine having at least one free primary or secondary amino group and at least one protected primary amino group with a molar ratio of isocyanate to amino groups of 1:1 to 2 and subjecting the latter product to hydrolysis useful for preparation of flexible hardened products with excellent mechanical properties.
    Type: Grant
    Filed: June 11, 1990
    Date of Patent: December 10, 1991
    Assignee: Rutgerswerke AG
    Inventors: Grundke Ulrich, Alfred Mathes, Achim Hansen, Rolf Herzog
  • Patent number: 5066685
    Abstract: Polyol compositions suitable for use in the production of fibre-reinforced rigid polyurethane foam comprises (a) at least one amino polyol obtainable by reacting an alkylene oxide with an initiator which has a functionality greater than 2, at least one aromatic ring and at least one amino nitrogen atom and (b) at least 3% by weight, based on the total weight of (a) plus (b), of an adduct of a tertiary amine and an alkylene carbonate. These novel polyol compositions provide foam-forming formulations of suitable viscosity without the need to use a CFC blowing agent and also combine high reactivity with a broad reactivity profile.
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: November 19, 1991
    Assignee: ARCO Chemical Technology, Inc.
    Inventors: Pavel Hanak, Philippe Motte, Patrice Gosset
  • Patent number: 5057556
    Abstract: A non-gelled amine-epoxide reaction product and acid addition salts thereof where the product is obtained by co-reacting;a) a secondary amine NHR.sup.1 R.sup.2, wherein R.sup.1 and R.sup.2 the same or different are C.sub.2 or C.sub.3 hydroxyalkyl groups,b) a polyepoxide,c) optionally a polyoxyalkylene polyamine,d) a product of the reaction between an epoxide with at least two epoxy groups and which contains less than 40% by weight of aromatic groups, and an amine of formula (1):NR.sup.3 R.sup.4 (CH.sub.2)n NH.sub.2 (1)in which n is from 2 to 6, and where R.sup.3 and R.sup.4, the same or different are methyl or ethyl, and optionally,e) a monoepoxidethe components of product (D) being chosen so that the non-gelled amine epxoide reaction product is a liquid at temperature above -5.degree. C.
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: October 15, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventor: Richard P. Redman
  • Patent number: 5049411
    Abstract: A polymer concrete system has been discovered which is useful in road overlay and repair in both wet and dry conditions. The binder for this aggregate-filled system consists of a liquid epoxy resin and triethyleneglycol diamine or tetraethylene glycol diamine combined with polyoxypropylene glycol diamine curing agent. A piperazine accelerator ensures adequate strength development after short cure times at ambient temperatures.The binder-aggregate system is relative flexible, has excellent compression and flexural strength and adheres well to the substrate. The system is distinguished by its binding strength to smooth or rough surfaces whether the surfaces are wet or dry.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: September 17, 1991
    Assignee: Texaco Chemical Company
    Inventors: Kathy B. Sellstrom, Harold G. Waddill
  • Patent number: 5034494
    Abstract: Two part epoxy resin system comprising a main component comprising a bisphenol type epoxy resin having not more than 0.08% by weight of a content of a saponifiable chlorine-containing group and a curing component comprising a modified aromatic polyamine and a liquid imidazole, which has a long pot-life at room temperature and is curable even at an intermediate temperature such as about 50.degree. to 60.degree. C., and is useful as a paint composition, an adhesive, a lining material, a molding material and a floor covering material.
    Type: Grant
    Filed: November 16, 1989
    Date of Patent: July 23, 1991
    Assignee: Sunstar Giken Kabushiki Kaisha
    Inventors: Takao Nakajima, Masaaki Murase, Nobuo Agari
  • Patent number: 5034495
    Abstract: A hardening agent for epoxy prepared by reacting A) a hydroxy containing ketimino compound with B) a diisocyanate compound with one isocyanate group blocked, reacting the resulting adduct with C) a polyether amine and hydrolysis of the reaction product, reactants A), B) and C) being in approximately stoichiometric amounts resulting in flexible hardened products of good resistance to chemicals and aging.
    Type: Grant
    Filed: June 7, 1990
    Date of Patent: July 23, 1991
    Assignee: Rutgerswerke AG
    Inventors: Achim Hansen, Alfred Mathes, Jurgen Zehrfeld
  • Patent number: 5032629
    Abstract: Novel hardening agents for epoxy compounds which are produced by reaction of polyalkylene, polyether amines having a mean molecular weight of 148 to 5,000 with di and/or polyepoxy compounds to a preliminary product, the ratio of the hydrogen atoms possibly remaining after reaction with monoepoxy compounds and bound to nitrogen and which are capable of reaction with epoxide groups, to epoxide groups of diepoxy compounds or polyepoxy compounds in the range of 1:1.4 to 6, and reaction of this preliminary product with a primary or secondary amine, the employed amine or amine mixture being used in an amount such that the ratio of epoxide groups capable of reaction to hydrogen atoms attached to nitrogen is 1:2 to 10.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: July 16, 1991
    Assignee: Rutgerswerke AG
    Inventors: Achim Hansen, Alfred Mathes, Jurgen Zehrfeld
  • Patent number: 5021537
    Abstract: A coating composition is provided comprising an epoxy resin, a polyacetoacetate, a curing agent for the epoxy resin, and an optional organic solvent. The presence of the polyacetoacetate permits the preparation of a fast-drying high-solids coating formulation.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: June 4, 1991
    Assignee: Shell Oil Company
    Inventors: Charles J. Stark, Rita D. Pietruszka
  • Patent number: 5017675
    Abstract: Use of polyamidoamines as curing agents for epoxy resins and curable mixtures containing these substances.The invention relates to the use of polyamidoamines (A) containing primary and/or secondary amino groups as curing agents for epoxy-containing compounds (B), wherein the polyamidoamines (A) used are those compounds which have been obtained by polycondensation of (a) compounds from the group of dicarboxylic acids containing oxyalkylene groups, or derivatives thereof (esters), with (b) polyamines containing at least two amino groups which are condensable with (a).The invention furthermore relates to curable mixtures containing the abovementioned components (A) and (B). The cured products obtainable according to the invention have advantages with regard to impact strength and shock resistance, to flexibility even at relatively low temperatures and crack-bridging properties.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: May 21, 1991
    Assignee: Hoechst AG
    Inventors: Manfred Marten, Claus Godau, Heinz Schmelzer
  • Patent number: 5015673
    Abstract: A synthetic resin which carries basic nitrogen groups and is water-dilutable by protonation with acid is obtainable by reacting(A) an epoxy resin having an average molecular weight M.sub.n of from 300 to 6,000 and on average from 1.5 to 3.0 epoxy groups per molecule with(B) a ketimine of a primary amine additionally containing one or more urethane groups and optionally also with(C) a diketimine of a diprimary amine containing no urethane groups and optionally also with(D) a secondary amine which may contain a tertiary amino group also, a ketimine of a primary monoamine and/or a ketimine of a primary/tertiary diamine.
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: May 14, 1991
    Assignee: BASF Lacke & Farben Aktiengesellschaft
    Inventors: Thomas Perner, Rolf Osterloh, Eberhard Schupp, Thomas Schwerzel, Klaas Ahlers
  • Patent number: 5015672
    Abstract: A synthetic resin which carries basic nitrogen groups and is water-dilutable by protonation with acid is obtainable by reacting(A) an epoxy resin having an average molecular weight M.sub.n of from 300 to 6,000 and on average from 1.5 to 3.0 epoxy groups per molecule with(B) a ketimine of a primary amine additionally containing one or more urethane groups and optionally also with(C) a diketimine of a diprimary amine containing no urethane groups and optionally also with(D) a secondary amine which may contain a tertiary amino group also, a ketimine of a primary monoamine and/or a ketimine of a primary/tertiary diamine.
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: May 14, 1991
    Assignee: BASF Lacke & Farben Aktiengesellschaft
    Inventors: Thomas Perner, Rolf Osterloh, Eberhard Schupp, Thomas Schwerzel, Klaas Ahlers
  • Patent number: 5003025
    Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes. For the preparation of the binders, a di-epoxide compound, together with at least one mono-epoxide compound if desired, is converted by a polyaddition, carried out at 100.degree. to 195.degree. C. and initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or an SH group, to form an epoxy resin which then subsequently is modified with(A) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or a phosphine/acid mixture and with, if desired,(B) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: March 26, 1991
    Assignee: BASF Lacke & Farben Aktiengesellschaft
    Inventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
  • Patent number: 5003040
    Abstract: Disclosed is a process for preparing an epoxy resin containing on average from 1.5 to 2.5 epoxy groups and at least one primary hydroxyl group per molecule, the method comprising reacting, in the presence of an etherification catalyst, tris(2-hydroxyethyl)isocyanurate with a diglycidylether having the general formula ##STR1## wherein R is an alkylene group, a cycloalkylene group, or an alkylene group containing a cyclic moiety.
    Type: Grant
    Filed: December 27, 1989
    Date of Patent: March 26, 1991
    Assignee: Shell Oil Company
    Inventors: Petrus G. Kooymans, Werner T. Raudenbusch
  • Patent number: 4987205
    Abstract: Disclosed is a modified epoxy resin composition comprising a resin having recurring units represented by the following general formula: ##STR1## wherein R.sub.1 stands for --CH.sub.2 --, >CHCH.sub.3,>C(CH.sub.3).sub.2, ##STR2## R.sub.2 stands for H or --CH.sub.3, R.sub.3 stands for H or a halogen atom, and having an epoxy group, a phenolic hydroxyl group and a primary alcoholic hydroxyl group as terminal functional groups in specific amounts.This composition has a high reactivity with an active methylol group, and when this composition is combined with a curing agent resin such as an amino resin or a phenolic resin, a coating having an excellent bending processability is obtained.
    Type: Grant
    Filed: February 16, 1989
    Date of Patent: January 22, 1991
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Goro Suzuki, Matsuura Seiji
  • Patent number: 4977203
    Abstract: A coating resin composition comprising, as a coating-forming resin binder, an epoxy resin derivative containing a functional group represented by the following formula ##STR1## wherein R.sub.1 represents a hydrogen atom or methyl group; each of R.sub.2 and R.sub.3 represents a C.sub.1 -C.sub.5 alkyl group independently of the other;R.sub.4 represents a C.sub.2 -C.sub.6 alkylene group in which an ether group (--O--) may be present in the carbon chain; andn represents an integer from 1 to 6.This coating resin composition is useful for cathodic electrodeposition coating.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: December 11, 1990
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Michiharu Kitabatake
  • Patent number: RE33965
    Abstract: An intermediate for a composite material is disclosed. The intermediate is obtained by impregnating an epoxy resin composition containing a specific additive into a carbon fiber. The composite material obtained from the intermediate has improved mechanical properties.
    Type: Grant
    Filed: June 21, 1989
    Date of Patent: June 16, 1992
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hisashi Tada, Akira Agata, Yasuaki Ii