Six-membered Heterocyclic Ring Contains At Least One Nitrogen Atom As A Ring Member Patents (Class 528/118)
  • Patent number: 4260689
    Abstract: Condensation polymers or addition polymers which contain sterically hindered polyalkylpiperidine groups are proposed as light stabilizers for plastics. The polymers concerned are relatively low-molecular polymers and a difunctional derivative of a polyalkylpiperidine is additionally used for the manufacture of these. The piperidine radical can be present in the main chain or as a side group of the polymeric stabilizer. Polymeric stabilizers of this type do not tend to migrate out of the plastic or to be removed by extraction; they are therefore very permanent in use.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: April 7, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean Rody, Michael Rasberger
  • Patent number: 4244857
    Abstract: A curing agent for a polyepoxide has the formula: ##STR1## wherein R.sub.1 is a divalent aryl radical such as phenylene and wherein R.sub.2 is a tetravalent aryl radical such as a tetravalent benzene radical. An epoxide is cured by admixture with the curing agent. The cured epoxy product retains the usual properties of cured epoxides and, in addition, has a high char residue after burning, on the order of 45% by weight. The high char residue is of value in preventing release to the atmosphere of carbon fibers from carbon fiber-epoxy resin composites in the event of burning of the composite.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: January 13, 1981
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Tito T. Serafini, Peter Delvigs, Raymond D. Vannucci
  • Patent number: 4229554
    Abstract: Flame-retardant antistatic polymer additives are provided which inhibit the buildup of electrostatic charges upon the addition of such compositions to synthetic polymeric fibers, i.e., polyamide fibers, and at the same time do not contribute to the flammability characteristics of such polymeric fibers. The flame-retardant antistatic polymer compositions are useful in combinations with fibers such as polyamide, polyester, polyurea, polyurethane, polysulfonamide, polyolefin and polyacrylic fibers. The antistatic effect is obtained by the process of coating the fibers or dispersing in or on the fibers up to about 12 percent by weight of a polymer composition which is the reaction product of:(a) a polyoxyalkylene compound or polyester thereof and(b) at least one reactant selected from the group consisting of (1) a diol, (2) a polyester and (3) an aliphatic or aromatic diacid or derivative of (3), wherein at least one said reactant is halogenated.
    Type: Grant
    Filed: December 2, 1976
    Date of Patent: October 21, 1980
    Assignee: BASF Wyandotte Corporation
    Inventors: David D. Newkirk, Robert B. Login, Basil Thir
  • Patent number: 4226968
    Abstract: A method of producing furan-epoxy powder-like binder comprising reacting the product of the polycondensation of epichlorohydrin with diphenylpropane (100 weight parts) with a ketone containing a furfurylidene group (33-200 weight parts) and a nitrogen-containing compound (8-100 weight parts). As examples of the ketone containing a furfurylidene group monofurfurylideneacetone, difurfurylideneacetone, difurfurylidenecyclohexanone, a mixture of monofurfurylideneacetone with difurfurylideneacetone in a ratio (weight parts from 1:1 to 1.4:1; 1,9-di-(.alpha.-furyl)nonanetetracene-1,3,6,8-one-5 or 1,5 -di-(.alpha.-furyl)-2,4-dimethylpentadiene-1, 4-one-3 may be mentioned. Triethanolamine, 3-methyl-5-furylpyrazoline, trifurylimidazoline, hexamethylenediamine, and low molecular polyamides with molecular weight of 2000-10000 or polyethylenepolyamine with molecular weight of 1000 are used as a nitrogen-containing compound. The reaction is performed at 130.degree.-200.degree. C.
    Type: Grant
    Filed: June 6, 1978
    Date of Patent: October 7, 1980
    Inventors: Gennady D. Varlamov, Ildgam A. Bekbulatov, Shavkat Madaliev, Juldash Mamatov, Alexandra V. Proshkina, Svetlana N. Ubiennykh
  • Patent number: 4205156
    Abstract: An imidazole-isocyanuric acid adduct having the following general formula is disclosed: ##STR1## wherein R.sub.1 is a member selected from the group consisting of a hydrogen atom, a .beta.-cyanoethyl group and a .beta.-[3,5-diamino-S-triazinyl-(1)]-ethyl group, R.sub.2 stands for a monovalent hydrocarbon group having up to 17 carbon atoms, R.sub.3 is a member selected from the group consisting of a hydrogen atom and an alkyl group having up to 4 carbon atoms, with the proviso that when R.sub.1 is a hydrogen atom, R.sub.2 is a methyl or phenyl group and R.sub.3 is a hydrogen atom and when R.sub.1 is a .beta.-cyanoethyl group, R.sub.2 is a phenyl group and R.sub.3 is a hydrogen atom, and n is a number of from 0 to 2.This adduct has peculiar characteristics not possessed by ordinary salts. Namely, the adduct is stable in water, and it decomposes in a solvent or under heating. The adduct is valuable as a curing agent for epoxy resins, and it can be utilized for purification of imidazoles.
    Type: Grant
    Filed: January 22, 1979
    Date of Patent: May 27, 1980
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Tadao Nomoto, Keiko Iuchi, Toshihiro Suzuki, Shunichi Kawata
  • Patent number: 4202920
    Abstract: The invention relates to a process for the production of cured shaped articles based on epoxide resins, the compounds used as curing agents being derivatives of cyanoacetic acid, and to compositions for carrying out this process. Such compositions are used for the production of casting resins, laminating resins, lacquers, compression moulding compositions, fluidized-bed sinter powders, adhesives and glass fibre-reinforced plastics.
    Type: Grant
    Filed: October 24, 1978
    Date of Patent: May 13, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Alfred Renner, Werner Margotte
  • Patent number: 4195153
    Abstract: A novel epoxy resin curing accelerator comprises a mixture of N-aminoethylpiperazine (AEP) and triethanolamine (TEA). The resins comprise a vicinal polyepoxide, a curing agent, and an amount of AEP/TEA mixture effective for accelerating the cure of the polyepoxide. The accelerator combination is synergistic for accelerating the curing of an epoxy resin cured with an amine at ambient or elevated temperatures. The epoxy resin products are useful in protective coatings, adhesives, seamless and terrazzo flooring, castings, laminates, and in grouting, potting, encapsulating, caulking and sealing compositions.
    Type: Grant
    Filed: October 19, 1978
    Date of Patent: March 25, 1980
    Assignee: Texaco Development Corporation
    Inventor: Harold G. Waddill
  • Patent number: 4189564
    Abstract: A novel epoxy resin curing accelerator comprises a mixture of piperazine, N-aminoethylpiperazine (AEP) and triethanolamine (TEA). The resins comprise a vicinal polyepoxide, a curing agent, and an amount of piperazine, AEP and TEA mixture effective for accelerating the cure of the polyepoxide. The accelerator combination is synergistic for accelerating the curing of an epoxy resin cured with an amine at ambient or elevated temperatures. The epoxy resin products are useful in protective coatings, adhesives, seamless and terrazzo flooring, castings, laminates, and in grouting, potting, encapsulating, caulking and sealing compositions.
    Type: Grant
    Filed: October 19, 1978
    Date of Patent: February 19, 1980
    Assignee: Texaco Development Corporation
    Inventor: Harold G. Waddill
  • Patent number: 4189577
    Abstract: An imidazole-isocyanuric acid adduct having the following formula is disclosed: ##STR1## wherein R.sub.1 is a member selected from the group consisting of a hydrogen atom, a .beta.-cyanoethyl group and a .beta.-[3,5-diamino-s-triazinyl-(1)]-ethyl group, R.sub.2 stands for a monovalent hydrocarbon group having up to 17 carbon atoms, R.sub.3 is a member selected from the group consisting of a hydrogen atom and an alkyl group having up to 4 carbon atoms, with the proviso that when R.sub.1 is a hydrogen atom, R.sub.2 is a methyl or phenyl group and R.sub.3 is a hydrogen atom and when R.sub.1 is a .beta.-cyanoethyl group, R.sub.2 is a phenyl group and R.sub.3 is a hydrogen atom, and n is a number of from 0 to 2.This adduct has peculiar characteristics not possessed by ordinary salts. Namely, the adduct is stable in water, and it decomposes in a solvent or under heating. The adduct is valuable as a curing agent for epoxy resins, and it can be utilized for purification of imidazoles.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: February 19, 1980
    Assignee: Shikoku Chemicals Corporation
    Inventors: Natsuo Sawa, Tadao Nomoto, Keiko Iuchi, Toshihiro Suzuki, Shunichi Kawata
  • Patent number: 4188474
    Abstract: A novel epoxy resin curing accelerator comprises oligomeric poly(ethylenepiperazine). The resins comprise a vicinal polyepoxide, a curing agent, and an amount of oligomeric poly(ethylenepiperazine) effective for accelerating the cure of the polyepoxide.
    Type: Grant
    Filed: September 11, 1978
    Date of Patent: February 12, 1980
    Assignee: Texaco Development Corporation
    Inventors: Harold G. Waddill, Philip H. Moss
  • Patent number: 4185149
    Abstract: A novel epoxy resin curing agent comprises oligomeric poly(ethylenepiperazine). The resins comprise a vicinal polyepoxide and a curing amount of oligomeric poly(ethylenepiperazine).
    Type: Grant
    Filed: September 11, 1978
    Date of Patent: January 22, 1980
    Assignee: Texaco Development Corporation
    Inventors: Harold G. Waddill, Philip H. Moss
  • Patent number: 4153621
    Abstract: Glycidyl ethers prepared from the reaction of 3,3',5,5'-tetraalkyl-4,4'-dihydroxybiphenyl and halohydrin form upon curing resins having high heat distortion temperatures. The ethers have utility in the manufacture of powder coatings, adhesive compositions, laminates and molding compositions.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: May 8, 1979
    Assignee: ICI Americas Inc.
    Inventor: Ludwig A. Hartmann
  • Patent number: 4150006
    Abstract: Novel resinous binders useful for coating articles by cathodic electrodeposition are described. These binders contain tertiary amino groups and are derived from glycidyl esters of alpha-branched monocarboxylic acids containing from 6 to 20 carbon atoms in the acid group.
    Type: Grant
    Filed: June 5, 1978
    Date of Patent: April 17, 1979
    Assignee: Shell Oil Company
    Inventors: Werner T. Raudenbusch, Gerardus C. M. Schreurs, Petrus G. Kooymans, Josepha M. E. Seelen-Kruijssen
  • Patent number: 4148950
    Abstract: Room temperature curable epoxy compositions and method are disclosed. The compositions comprise resinous epoxide; a mixed amine-ketimine curing agent comprising a cyclic polyamine having at least two epoxide-reactive, aliphatic amino functional groups, a portion of the amino functional groups in the mixed curing agent being in ketimine form the remainder being in the free amine form; and water in at least about the stoichiometric proportion for hydrolyzing the ketimine groups to the free amine form. The compositions may also comprise inorganic filler such as finely divided silica and sand. The ingredients of the composition are mixed to form a sprayable composition.
    Type: Grant
    Filed: April 7, 1978
    Date of Patent: April 10, 1979
    Assignee: Ameron, Inc.
    Inventors: Gordon D. Brindell, Richard A. Fraccica
  • 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: 4119679
    Abstract: A powder coating composition which comprises a mixture of in a given proportion(A) a polyester resin which contains hydroxyl groups as functional group and contains at least 80 mol.% of an aromatic polycarboxylic acid component in the polycarboxylic acid component of said polyester resin, said polyester resin having a softening point of 50.degree.-180.degree. C,(b) a polyacyl-(N-lactam) compound or a polyacyl-(N-imide) compound having a softening point above 40.degree. and(C) a said epoxy resin.The powder coating composition has a very good storage stability, free flowability at room temperature and exhibits good melt flow characteristics when heated above 130.degree. C for baking. Coating films prepared from this powder coating composition are excellent in the mechanical resistance, corrosion resistance, solvent resistance and luster.
    Type: Grant
    Filed: October 11, 1977
    Date of Patent: October 10, 1978
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Hiroshi Nishizawa, Shigeyoshi Tanaka, Minoru Fujishima
  • Patent number: 4119593
    Abstract: High solids, low energy cure coating compositions of aliphatic polyepoxides, monocarboxylic acid compounds as initiator and stannous salts as catalysts.
    Type: Grant
    Filed: May 18, 1977
    Date of Patent: October 10, 1978
    Assignee: Union Carbide Corporation
    Inventors: Oliver Wendell Smith, Joseph Victor Koleske
  • Patent number: 4110287
    Abstract: Water-dispersible resins formed from polyglycidyl ethers of polyphenols and N-heterocyclic compounds and containing cationic salt groups are disclosed. The resins can be dispersed or dissolved in water, and can be applied to a wide variety of different substrates by electrodeposition, depositing on the cathode to provide superior corrosion-resistant coatings.
    Type: Grant
    Filed: June 17, 1977
    Date of Patent: August 29, 1978
    Assignee: PPG Industries, Inc.
    Inventors: Joseph F. Bosso, Nicholas T. Castellucci
  • Patent number: 4108922
    Abstract: A new composition has been found comprising an antistatic fiber selected from the group consisting of polyamide, polyester, polyurea, polyurethane, or polysulfonamide, said fiber containing between about one percent and about twelve percent by weight of at least one compound having a molecular weight above 1500 selected from the group consisting of compounds represented by the formulas: ##STR1## where R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently selected from nonovalent hydrocarbon radicals having 1 to 20 carbon atoms derived from aliphatic, aromatic, cycloaliphatic, aromaticaliphatic, heterocyclic hydrocarbons or --(C.sub.r H.sub.2r O).sub.m (C.sub.p H.sub.2p O).sub.q --H; R.sub.5 is at least one of the alkylene difunctional radicals having 2 to 15 carbon atoms and a radical selected from ##STR2## R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are independently selected from R.sub.1, R.sub.2, R.sub.3, R.sub.4, H or another monovalent hydrocarbon radical having 1 to 20 carbon atoms as defined for R.sub.
    Type: Grant
    Filed: October 11, 1972
    Date of Patent: August 22, 1978
    Assignee: Allied Chemical Corporation
    Inventors: Lamberto Crescentini, Gene Clyde Weedon, Rodney Lee Wells
  • Patent number: 4107145
    Abstract: This invention relates to the identification of salts of benzenephosphonic acid and melamine that are useful as additives for reducing the flame-propagation of normally flammable organo-polymers.The physical and chemical properties of the benzenephosphonic acid-melamine addition products may be modified by varying the mol ratios of the reactants.The salts of benzenephosphonic acid and melamine may be functionally inert or reactive when incorporated as additives, depending on their composition and the polymer system involved. Thus, applied to polyurethane foams, it is desirable that the additive be characterized as inert during the foaming reaction, whereas applied to monomeric-type epoxy systems, they may advantageously have the dual function of entering into the oxirane curing mechanism as well as imparting flame-retardency; in either case, the resultant products are unexpectedly and markedly improved in their resistance to flame initiation and flame propagation.
    Type: Grant
    Filed: August 23, 1977
    Date of Patent: August 15, 1978
    Inventor: Eli Simon
  • 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