Nitrogen Reactant Having At Least One Amino-nitrogen Atom Contains A Cycloaliphatic Ring Patents (Class 528/122)
  • Patent number: 4410680
    Abstract: A curable thermosetting resin, especially suitable for RIM applications, comprising a blend of(a) 100 parts by weight of a polyepoxide, particularly a normally liquid polyepoxide and more particularly a glycidyl polyether of a polyhydric phenol,(b) from about 10 to about 200 parts by weight of at least one ethylenically unsaturated monomer, especially an aromatic monomer, and preferably styrene,(c) a curing amount of an aliphatic or cycloaliphatic polyfunctional amine or a polyamide, and(d) an effective amount of an amine-compatible free-radical initiator.
    Type: Grant
    Filed: November 4, 1982
    Date of Patent: October 18, 1983
    Assignee: Shell Oil Company
    Inventors: Thomas F. Brownscombe, William W. C. Hart
  • Patent number: 4391958
    Abstract: Disclosed is a novel triamine derivative, particularly a ketimine or aldimine derivative derived from a triamine and a ketone or an aldehyde, which has the following general formula: ##STR1## [wherein ##STR2## X is hydrogen or a hydrocarbon radical of 1 to 8 carbon atoms; Y is a hydrocarbon radical of 1 to 8 carbon atoms; X and Y, together with their neighboring carbon atom, may form a 5- to 7-membered aliphatic hydrocarbon ring; and n is an integer of 1, 2 or 3].This novel triamine derivation is useful as a curing agent for epoxy resins or polyurethane resins.
    Type: Grant
    Filed: November 17, 1981
    Date of Patent: July 5, 1983
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Ichiro Minato, Koichi Shibata, Kimiya Fujinami
  • Patent number: 4340717
    Abstract: Nitrogen-containing compounds are provided which are selected from compounds having the following formula: ##STR1## wherein X is selected from OH and NH.sub.2, R.sub.1 is selected from --CH.dbd.CH.sub.2 and --C.sub.2 H.sub.5, and R.sub.2 is selected from --NH.sub.2 and: ##STR2## where R.sub.1 has the value indicated above.
    Type: Grant
    Filed: March 12, 1981
    Date of Patent: July 20, 1982
    Assignee: Milliken Research Corporation
    Inventor: Edward W. Kluger
  • Patent number: 4324739
    Abstract: (Dimethylaminoalkyl)carboxylic and -carbamic acid esters and (dimethylaminoalkyl) ethers and ureas are compounds which are especially suitable for use as amine curing agents for polyepoxide compounds. They impart longer curing times to the curable mixtures and thus good processing properties, especially when the mixtures are used as adhesives. In addition, the mechanical properties are often improved. Further, these compounds afford advantages when used as curing agents on account of their low volatility.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: April 13, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Helmut Zondler, Roland Moser
  • Patent number: 4321354
    Abstract: Novel polyamine cycloaliphatic compounds are provided in which the polyamine substituted cycloaliphatic compounds contain at least two alkyl substituted amino moieties represented structurally as ##STR1## wherein n is an integer of from 0 to about 3, R and R.sub.1 are ##STR2## and R.sub.2, R.sub.3 and R.sub.4 are H or alkyl moieties containing from 1 to about 10 carbon atoms. The polyamine substituted cycloaliphatic compounds are further characterized in that at least one R or R.sub.1 is ##STR3## such compounds are especially useful as epoxy curing agents.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: March 23, 1982
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Tien-Kuei Su, Teresa J. Thompson
  • Patent number: 4321353
    Abstract: Novel polycycloaliphatic polyamines are provided which have the structure ##STR1## wherein x and y are integers of from 0 to about 2 and the sum of x+y is at least 1. Further, polycycloaliphatic polyamine curing agents for polyepoxide resins are provided wherein such curing agents are a reaction mixture consisting essentially of from about 50 to about 75 weight percent of a polycycloaliphatic polyamine represented by the structure ##STR2## and from about 15 to about 30 weight percent of a polycycloaliphatic polyamine represented by the structure ##STR3## wherein x and y are integers of from 0 to about 2 and the sum of x+y is 2.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: March 23, 1982
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Tien K. Su
  • Patent number: 4308085
    Abstract: High molecular linear, thermoplastic, epoxide-amine-adducts containing the structural segment ##STR1## are prepared by a solvent-free reaction of equivalent amounts at 20 to 200.degree. C. of N,N'-bis(aralkyl) diamines (for example, N,N'-dibenzyl-ethylenediamine, N,N'-dibenzyl-p-xylylenediamine, N,N'-dibenzyl-4,4'-diamino-diphenylmethane, N,N'-dibenzyl-3,6-dioxa-octanediamine-1,8) with diepoxides (for example, 2,2-bis(4-glycidyloxyphenyl)propane). The polyadducts are soluble and may be processed by thermoplastic methods. The polyaddition process may be conducted for the forming of shaped objects in a form-shaping vessel, for the production of coatings directly upon the surface to be coated and also in the presence of inserted materials and has, due to these characteristics, the nature of a casting system.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: December 29, 1981
    Assignee: Jenoptik Jena GmbH
    Inventors: Hans-Heinrich Horhold, Dieter Klemm, Klaus Bellstedt, Ludwig Haase, Joachim Klee, Klaus Schubert, Helmut Wachs, Rolf Martin
  • Patent number: 4296004
    Abstract: Disclosed herein are tricyclic and pentacyclic polyamines having a secondary or tertiary amine group on an amine functional substituent and at least one primary amine group on each of two amine functional substituents in the molecule. These compounds function excellently as non-visibly carbonating epoxy curing agents and in addition unlike most other amines exhibit a mild amine odor.
    Type: Grant
    Filed: May 23, 1980
    Date of Patent: October 20, 1981
    Assignee: Henkel Corporation
    Inventor: Edgar R. Rogier
  • Patent number: 4291146
    Abstract: Heat-curable mixtures of one or more epoxide compounds, which, on average, have more than one epoxide group in the molecule, and one or more .beta.-aminocrotonic acid derivatives, such as .beta.-aminocrotononitrile, .beta.-aminocrotonamide or .beta.-aminocrotonic acid esters, and also, if desired, a polyamine or polycarboxylic acid anhydride or a maleimide. The novel curable mixtures are distinguished by outstanding stability on storage, can be processed easily and give moulded materials with good mechanical properties.
    Type: Grant
    Filed: October 29, 1979
    Date of Patent: September 22, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Theobald Haug
  • Patent number: 4269879
    Abstract: The invention relates to a low-viscosity, solvent-free epoxy-based coating composition consisting essentially of:(a) an epoxy fraction consisting of polyphenol epoxy resins and mixtures thereof; and(b) a curing fraction consisting essentially of:(1) a non-volatile, aromatic extender selected from the group consisting of coal tar, distillates of coke and petroleum with boiling points above about 200.degree. C., and mixtures thereof;(2) an amine curing agent having a molecular weight of about 200-600 selected from the group consisting of:(i) cycloaliphatic diamines having a single amine group directly attached to a single ring structure and the other amine group directly attached to a carbon atom in an aliphatic chain or to a second ring structure;(ii) polyamines having polyaliphatic oxide back-bones; and,(iii) mixtures thereof; and,(3) a curing accelerator selected from the group consisting of tertiary amines.
    Type: Grant
    Filed: April 20, 1979
    Date of Patent: May 26, 1981
    Assignee: The Dampney Company
    Inventor: Murray L. Davis
  • Patent number: 4229376
    Abstract: Disclosed herein are tricyclic and pentacyclic polyamines having a secondary or tertiary amine group on an amine functional substituent and at least one primary amine group on each of two amine functional substituents in the molecule. These compounds function excellently as non-visably carbonating epoxy curing agents and in addition unlike most other amines exhibit a mild amine odor.
    Type: Grant
    Filed: September 10, 1979
    Date of Patent: October 21, 1980
    Assignee: Henkel Corporation
    Inventor: Edgar R. Rogier
  • Patent number: 4201854
    Abstract: Curable mixtures of polyepoxide compounds which contain an amine curing agent have longer curing times, and thus, in particular, good workability when used as adhesives, when N,N-dimethylethylenediamine derivatives or N,N-dimethyl-1,3-propylenediamine derivatives are used as the curing agents. The mechanical properties are also frequently improved.
    Type: Grant
    Filed: September 28, 1978
    Date of Patent: May 6, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Helmut Zondler, Hans Lehmann
  • Patent number: 4140658
    Abstract: Curable compositions are prepared comprising a polyepoxide compound, and as a curing agent, a cyanamide of a secondary amine. The curable compositions may be applied as a one package system and they are useful as laminating, surface coating resins, sintering powders, molding resins and adhesives.
    Type: Grant
    Filed: January 3, 1978
    Date of Patent: February 20, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Raymond Seltzer
  • Patent number: 4122069
    Abstract: The adhesion properties of amine-cured epoxy resins are unexpectedly enhanced by addition of certain di-hydroxyalkyl carbamate terminated polyether additives. The adhesively superior epoxy resin composition comprises a vicinal polyepoxide, a curing amount of an amine curing agent, and an effective amount of a polyether dicarbamate having terminal hydroxyalkyl carbamate groups and a molecular weight of from about 2000 to about 3000.
    Type: Grant
    Filed: April 11, 1977
    Date of Patent: October 24, 1978
    Assignee: Texaco Development Corporation
    Inventor: Lee G. Meyer
  • Patent number: 4108824
    Abstract: Low-temperature curing epoxy compositions are described comprising (1) a saturated epoxy resin, (2) a curing amount of certain aliphatic amines and (3) an organic solvent selected from the group consisting of alcohols, glycols, and glycol ethers.
    Type: Grant
    Filed: July 11, 1977
    Date of Patent: August 22, 1978
    Assignee: Shell Oil Company
    Inventor: Mark F. Dante
  • Patent number: 4101459
    Abstract: To accelerate the curing of epoxide resins by aromatic, heterocyclic, or cycloaliphatic polyamines there are employed salts of trifluoromethanesulfonic acid.
    Type: Grant
    Filed: October 20, 1976
    Date of Patent: July 18, 1978
    Assignee: Ciba-Geigy Corporation
    Inventor: Christopher Michael Andrews