Nitrogen Reactant Having At Least One Amino-nitrogen Atom Contains A Cycloaliphatic Ring Patents (Class 528/122)
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Patent number: 4410680Abstract: 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: GrantFiled: November 4, 1982Date of Patent: October 18, 1983Assignee: Shell Oil CompanyInventors: Thomas F. Brownscombe, William W. C. Hart
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Patent number: 4391958Abstract: 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: GrantFiled: November 17, 1981Date of Patent: July 5, 1983Assignee: Takeda Chemical Industries, Ltd.Inventors: Ichiro Minato, Koichi Shibata, Kimiya Fujinami
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Patent number: 4340717Abstract: 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: GrantFiled: March 12, 1981Date of Patent: July 20, 1982Assignee: Milliken Research CorporationInventor: Edward W. Kluger
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Patent number: 4324739Abstract: (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: GrantFiled: March 31, 1980Date of Patent: April 13, 1982Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Roland Moser
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Patent number: 4321354Abstract: 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: GrantFiled: September 2, 1980Date of Patent: March 23, 1982Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Tien-Kuei Su, Teresa J. Thompson
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Patent number: 4321353Abstract: 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: GrantFiled: May 27, 1980Date of Patent: March 23, 1982Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Tien K. Su
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Patent number: 4308085Abstract: 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: GrantFiled: July 28, 1980Date of Patent: December 29, 1981Assignee: Jenoptik Jena GmbHInventors: Hans-Heinrich Horhold, Dieter Klemm, Klaus Bellstedt, Ludwig Haase, Joachim Klee, Klaus Schubert, Helmut Wachs, Rolf Martin
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Patent number: 4296004Abstract: 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: GrantFiled: May 23, 1980Date of Patent: October 20, 1981Assignee: Henkel CorporationInventor: Edgar R. Rogier
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Patent number: 4291146Abstract: 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: GrantFiled: October 29, 1979Date of Patent: September 22, 1981Assignee: Ciba-Geigy CorporationInventor: Theobald Haug
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Patent number: 4269879Abstract: 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: GrantFiled: April 20, 1979Date of Patent: May 26, 1981Assignee: The Dampney CompanyInventor: Murray L. Davis
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Patent number: 4229376Abstract: 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: GrantFiled: September 10, 1979Date of Patent: October 21, 1980Assignee: Henkel CorporationInventor: Edgar R. Rogier
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Patent number: 4201854Abstract: 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: GrantFiled: September 28, 1978Date of Patent: May 6, 1980Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Hans Lehmann
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Patent number: 4140658Abstract: 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: GrantFiled: January 3, 1978Date of Patent: February 20, 1979Assignee: Ciba-Geigy CorporationInventor: Raymond Seltzer
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Patent number: 4122069Abstract: 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: GrantFiled: April 11, 1977Date of Patent: October 24, 1978Assignee: Texaco Development CorporationInventor: Lee G. Meyer
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Patent number: 4108824Abstract: 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: GrantFiled: July 11, 1977Date of Patent: August 22, 1978Assignee: Shell Oil CompanyInventor: Mark F. Dante
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Patent number: 4101459Abstract: To accelerate the curing of epoxide resins by aromatic, heterocyclic, or cycloaliphatic polyamines there are employed salts of trifluoromethanesulfonic acid.Type: GrantFiled: October 20, 1976Date of Patent: July 18, 1978Assignee: Ciba-Geigy CorporationInventor: Christopher Michael Andrews