Six-membered Heterocyclic Ring Contains At Least One Nitrogen Atom As A Ring Member Patents (Class 528/118)
  • Patent number: 5693725
    Abstract: Novel polymers of general formula: ##STR1## wherein where n is a whole number from 2 to 10; R is a spacing group comprising (a) at least one of m methylene units where m is a whole number from 1 to 20, m' methine units where m' is a whole number from 0 to 20, a mixture of m methylene units and m' methine units where m+m'.ltoreq.20, and units of formula --(CH.sub.2 -CHX-O).sub.m" --, where m" is a whole number from 0 to 200 and X is H, CH.sub.3 or C.sub.2 H.sub.5, or (b) an aromatic ring having one, two or three members; R' is H, an alkyl group having no more than 20 carbon atoms, an aryl group having no more than three rings, or a combination thereof; R" is a group containing at least two active hydrogen atoms and having at least two but no more than 20 carbon atoms; and R'" is a group containing at least two active hydrogen atoms and is selected from the group consisting of alkyl, aryl and mixed alkyl-aryl species having from 1 to 200 carbon atoms; polyalkylene oxides; and urea formaldehyde resin.
    Type: Grant
    Filed: August 29, 1995
    Date of Patent: December 2, 1997
    Assignees: Lifesource International, Ltd., Jojani, Inc.
    Inventor: Nicholas M. Irving
  • Patent number: 5650477
    Abstract: Liquid reactive thermosetting compositions comprising:A) At least one polyepoxide or a mixture of one or more polyepoxides with at least one monoepoxide, of an aliphatic, cycloaliphatic or mixed nature;B) at least one anhydride of a di- or polycarboxylic acid of an aliphatic, cycloaliphatic or mixed nature;C) at least one catalyst capable of promoting the rapid polymerization of the mixture A+B under microwave irradiation and having general formula (I):N.tbd.C--CH.sub.2 --CH(Z)--(O).sub.r --Y.sup.+ NR.sub.1 R.sub.2 R.sub.3 X.sup.-.
    Type: Grant
    Filed: December 11, 1995
    Date of Patent: July 22, 1997
    Assignee: Enichem S.p.A.
    Inventors: Fabrizio Parodi, Renata Gerbelli, Mark DeMeuse
  • Patent number: 5616658
    Abstract: A curing agent for a composition useful for the production of matt epoxy resin and hybrid powder coatings, comprising a mixture ofa) salts of phthalic acid, isophthalic acid and terephthalic acid with the following amines ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are identical or different aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radicals having 1-20 carbon atoms and in which one or more CH.sub.2 groups in the carbon chain may be replaced by 0 atoms, by NR.sub.4 groups where R.sub.4 =C.sub.1-6 -alkyl, CH--OH groups, and/or one or more terminal methyl groups may be replaced by dialkyl-substituted amino groups having 1 to 6 carbon atoms, and R.sub.1 and R.sub.2 may form a joint ring in which one CH.sub.2 group may be replaced by an O atom or by an NR.sub.4 group, and R.sub.1 =R.sub.2 =R.sub.3 --CH.sub.2 --CH.sub.2 -- attached via a common nitrogen atom, and n=3-11, and 0.5-2 mol of amine A)-C) per mole of acid, andb) pyromellitic acid and/or trimellitic acid, 0.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: April 1, 1997
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Gras, Elmar Wolf
  • Patent number: 5561204
    Abstract: A curing agent for epoxy resins is prepared from an amine and an epoxy, as well as subsequent modification by a polyisocyanate compound, in such a manner that the curing agent is in the form of small spherical particles. The particles can be as small as 0.1 microns. This curing agent can be easily dispersed in curing agent masterbatches and curable compositions with minimal effect on their storage stability. The resulting curable compositions have a wide range of applications, including automobile and electronic adhesives.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 1, 1996
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Souichi Muroi, Hsi-Chuan Tsai
  • Patent number: 5554714
    Abstract: A curing agent for epoxy resins is prepared from an amine and an epoxy, as well as subsequent modification by a polyisocyanate compound, in such a manner that the curing agent is in the form of small spherical particles. The particles can be as small as 0.1 microns. This curing agent can be easily dispersed in curing agent masterbatches and curable compositions with minimal effect on their storage stability. The resulting curable compositions have a wide range of applications, including automobile and electronic adhesives.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 10, 1996
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Souichi Muroi, Hsi-Chuan Tsai
  • Patent number: 5494994
    Abstract: The invention relates to new salts of pyromellitic acid, to a process for their preparation and to their use for the production of matt epoxide and hybrid powder coatings.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: February 27, 1996
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Gras, Elmar Wolf
  • Patent number: 5484873
    Abstract: Described are novel triethylenediamine adducts of certain 4-hydroxy-substituted, 3,5-hydroxy-substituted and 2,3,4-hydroxy-substituted benzoic acid derivatives, and novel boron trifluoride complexes with cyclic amidines, which are useful for the conversion of thermosettable compositions. Also described are novel thermosettable compositions incorporating the adducts and complexes.
    Type: Grant
    Filed: September 14, 1994
    Date of Patent: January 16, 1996
    Assignee: Reilly Industries
    Inventor: John R. Johnson
  • Patent number: 5480957
    Abstract: A curing agent for epoxy resins is prepared from an amine and an epoxy, as well as subsequent modification by a polyisocyanate compound, in such a manner that the curing agent is in the form of small spherical particles. The particles can be as small as 0.1 microns. This curing agent can be easily dispersed in curing agent masterbatches and curable compositions with minimal effect on their storage stability. The resulting curable compositions have a wide range of applications, including automobile and electronic adhesives.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: January 2, 1996
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Souichi Muroi, Hsi-Chuan Tsai
  • Patent number: 5464702
    Abstract: Oligomerized 1,2-dihydro-2,2,4-trimethylquinoline is an effective curing agent for epoxy resins to give products with high glass transition temperatures, low water absorption and excellent retention of hot/wet physical properties. These cured epoxy resins find use as matrix resins, in laminates, adhesives, coatings and in electrical applications.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: November 7, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Yefim Blyakhman
  • Patent number: 5459204
    Abstract: The invention relates to a new polyamine of the following composition: ##STR1## wherein 1.gtoreq.n.gtoreq.6, R represents the hydrocarbon radical of a (cyclo)aliphatic, araliphatic or aromatic diisocyanate having 6-20 C atoms or a trimer thereof andwherein when 2.gtoreq.n.gtoreq.6,R.sup.1 represents an n-valent organic radical such as is formed by removal of n OH groups from a polyhydroxy compound which optionally contains ether oxygen atoms and has an average molecular weight Mn of between 60 and 5,000; andwhen n=1,R.sup.1 represents ##STR2## It furthermore relates to a process for the preparation of a polyamine, in which certain diisocyanates, adducts of diisocyanates with polyols or trimers thereof are reacted with the Schiff base of the following composition: ##STR3## wherein R.sup.2 =H or a branched or unbranched C.sub.1-14 -alkyl radical and R.sup.3 =a branched or unbranched C.sub.1-14 -alkyl radical, an C.sub.1-14 alkyl-substituted phenyl radical or a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 7, 1994
    Date of Patent: October 17, 1995
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Lomoelder, Wilfried Paulen, Felix Schmitt, Elmar Wolf
  • Patent number: 5442039
    Abstract: Novel polycyanate and polycyanamide compositions containing one or more rodlike mesogenic moieties, when cured, result in products having improved properties.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: August 15, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
  • Patent number: 5428125
    Abstract: Novel polycyanate and polycyanamide compositions containing one or more rodlike mesogenic moieties, when cured, result in products having improved properties.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: June 27, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
  • Patent number: 5420172
    Abstract: Cross-linked epoxy resins having nonlinear optical properties may be used in nonlinear optical media. These cross-linked epoxy resins may have the following structure: ##STR1## Z.sup.1 and Z.sup.2 being NLO-chromophores.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: May 30, 1995
    Assignee: Siemens Aktiengesellschaft
    Inventors: Jens Nordmann, Rainer Puehl
  • Patent number: 5412044
    Abstract: Adducts containing terminating nitro (nitroso) groups and one or more mesogenic moieties are prepared by reacting (A) at least one compound containing an average of more than one vicinal epoxide group per molecule with (B) at least one compound containing one or more nitro (nitroso) groups and an average of one reactive hydrogen atom per molecule; with the proviso that at least one member of components (A) and (B) contains a mesogenic moiety. Reduction of these adducts provides amines which are useful as curing agents for epoxy resins.
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: May 2, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5391681
    Abstract: Curable compositions based on epoxy resins or a mixture of epoxy resins and polyisocyanates and containing at least one compound of formula I: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are each independently of one another hydrogen, alkyl, aryl, arylalkyl or halogen, and R.sub.2 together with R.sub.3 and R.sub.5 together with R.sub.6 and R.sub.8 together with R.sub.9 may each also represent a fused benzene ring.The compositions have high reactivity and at the same time good storage stability.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: February 21, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Muhlebach, Peter Flury
  • Patent number: 5385962
    Abstract: An electrodepositable primer composition having improved delamination resistance with regard to automotive topcoats is disclosed. The composition is particularly useful in conjunction with topcoats which transmit ultraviolet radiation. The composition includes an ionic resin and a hindered amine light stabilizer (HALS) which is preferably a hindered aminoether light stabilizer. A preferred hindered aminoether light stabilizer is bis-(1-octyloxy-2,2,6,6-tetramethyl-4-piperidinyl)sebacate. The invention also includes a process for coating a substrate by applying the above-described primer composition and subsequently applying a topcoat. The process can alternatively include applying a standard primer composition to a substrate and subsequently applying a HALS compound to the electrodeposited substrate.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: January 31, 1995
    Assignee: PPG Industries, Inc.
    Inventors: Victor G. Corrigan, Gerald W. Gruber, Michael A. Polack, Robert R. Zwack
  • Patent number: 5374769
    Abstract: Novel polycyanate compositions containing one or more mesogenic moieties as lateral substituents are disclosed which provide improved processability relative to polycyanates containing one or more mesogenic moieties in the main chain of the molecule. Molecular level ordering of the resulting thermosets is maintained much similar to that found thermosets of polycyanates which have one or more mesogenic moieties in the main chain.
    Type: Grant
    Filed: December 24, 1992
    Date of Patent: December 20, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5342904
    Abstract: Polymer modified adducts are prepared by (A) reacting (1) an epoxy resin having an average of more than one vicinal epoxide group with (2) a compound containing an average of two or more hydrogen atoms reactive with an epoxide group; and (B) partially vinylizing reacting the product from step (A); and (C) polymerizing the partially vinylized product from step (B) with (3) a polymerizable ethylenically unsaturated monomer; with the proviso that at least one of the components (1), (2) or (3) contain one or more mesogenic or rodlike moieties. These adducts are useful as epoxy resin curing agents.
    Type: Grant
    Filed: April 7, 1993
    Date of Patent: August 30, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5318851
    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 2, 1993
    Date of Patent: June 7, 1994
    Assignee: Elf Atochem N.A., Inc.
    Inventors: Arthur L. Baron, Ronald E. MacLeay, Jennifer P. Kmiec
  • Patent number: 5300584
    Abstract: A low viscosity, diprimary amine-terminated reactive liquid polymer with low residual amine content, comprising the reaction product of a diprimary amine having the following formulaH.sub.2 N--R--NH.sub.2wherein --NH.sub.2 is a primary terminal amine group; andwherein R is(1) a C.sub.4 -C.sub.12 aliphatic chain having alkyl branches containing 2 to 4 carbons, wherein the positions of said alkyl branches within the C.sub.4 -C.sub.12 aliphatic chain are such that they impart relatively different rates of reactivity to the terminal primary amine groups; or(2) a carbon to carbon backbone containing at least one non-reactive heteroatom, comprising(a) a C.sub.2 -C.sub.20 aliphatic or cycloaliphatic moiety containing at least one tertiary amine; or(b) a polyoxyalkylene wherein the alkyl portion of said polyoxyalkylene contains 2 to 4 carbon atoms;and a functional-terminated reactive liquid polymer useful as an epoxy resin modifier employed with a curing agent.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: April 5, 1994
    Assignee: The B. F. Goodrich Company
    Inventor: Julius Farkas
  • Patent number: 5300595
    Abstract: A thermosetting epoxy resin powder coating composition comprising:(a) an epoxy resin having at least one 1,2-epoxy group per molecule and(b) a physical blend of isocyanuric acid and 2-phenylimidazoline.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: April 5, 1994
    Assignee: Shell Oil Company
    Inventors: Christian J. C. De Cock, Marianne N. M. Godts, Willem Karzijn, Wouter W. Jongepier
  • Patent number: 5296570
    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 1, 1993
    Date of Patent: March 22, 1994
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
  • Patent number: 5292831
    Abstract: Phenoxy resins containing rodlike mesogenic moieties are prepared from phenolic hydroxyl containing compounds which contain such moieties.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: March 8, 1994
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
  • 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: 5279870
    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 2, 1992
    Date of Patent: January 18, 1994
    Assignee: The Dow Chemical Company
    Inventor: John J. Kester
  • 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: 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: 5270406
    Abstract: Advanced epoxy resin compositions are prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties. Curable compositions containing these advanced epoxy resin compositions are useful in adhesives, coatings, laminates castings and the like.
    Type: Grant
    Filed: September 15, 1992
    Date of Patent: December 14, 1993
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Paul M. Puckett, Robert E. Hefner, Jr.
  • Patent number: 5266661
    Abstract: Curable compositions are disclosed which contain (I) an advanced resin composition prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties and (II) a suitable curing agent.
    Type: Grant
    Filed: September 15, 1992
    Date of Patent: November 30, 1993
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Paul M. Puckett, Robert E. Hefner, Jr.
  • Patent number: 5248758
    Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.
    Type: Grant
    Filed: July 7, 1992
    Date of Patent: September 28, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5248757
    Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.
    Type: Grant
    Filed: July 7, 1992
    Date of Patent: September 28, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • 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: 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: 5206332
    Abstract: A curing agent for the production of low gloss powder coatings based on epoxy resins consists essentially of a mixture of the components a) 2-imidazoline derivative having a melting point of >60.degree. C. and b) cyanuric acid as well as, if desired, anticaking agents or/and stabilizers. The low gloss powder coatings produced with these curing agents have the desired low degrees of gloss and good adhesive strengths, they form smooth and uniform surfaces and show no signs of yellowing even after long stoving times.
    Type: Grant
    Filed: December 27, 1991
    Date of Patent: April 27, 1993
    Assignee: SKW Trostberg Aktiengesellschaft
    Inventors: Benedikt Hammer, Thomas Guthner, Helmut Hintermaier
  • Patent number: 5187253
    Abstract: Polyether urethane urea amines are prepared by reacting an isocyanate prepolymer of the formula ##STR1## with a polyamine of the formula ##STR2## wherein R is an optionally alkyl-substituted alkanediyl group of 2-12 carbon atoms, or an optionally alkyl-substituted cycloalkanediyl group of 4-14 carbon atoms;R.sup.1 is H, --CH.sub.2 --CH.sub.2 --CN, cycloalkyl, or 2,2,6,6-tetramethylpiperidin-4-yl;R.sup.2 is equivalent to R;R.sup.3 is (CH.sub.2 --CH.sub.2 --O).sub.m, [CH.sub.2 --CH(CH.sub.3)--O].sub.m, or [CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --O].sub.m ;n=1-5;x=2 or 3; andm=5-200;at an NCO:NH equivalent ratio of 1:2-12 at a temperature of 140.degree.-170.degree. C.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: February 16, 1993
    Assignee: Huels Aktiengesellschaft
    Inventor: Elmar Wolf
  • Patent number: 5147905
    Abstract: Advanced resins and unadvanced epoxy resins are disclosed wherein the unadvanced compound and at least a portion of the advanced epoxy resin contains at least one --O--R.sup.1 --O-- or --(O--CH.sub.2 --CHR.sup.2).sub.n --O-- group as a bridge between two groups selected independently from the group consisting of (1) a saturated or unsaturated cycloaliphatic group, (2) an aromatic group, (3) a group represented by the formula ##STR1## or (4) a group represented by the formula ##STR2## Also disclosed are nucleophilic derivatives thereof, as well as curable compositions and coating compositions containing the advanced or unadvanced epoxy resins or nucleophilic modified advanced or unadvanced epoxy resins. These advanced resins and unadvanced epoxy resins provide coatings with good flexibility or formability as exhibited by good flexural or formable properties determined by reverse impact, T-bend and wedge-bend tests, chip resistance, and with good corrosion resistance and throwpower.
    Type: Grant
    Filed: May 1, 1991
    Date of Patent: September 15, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert A. Dubois, Duane S. Treybig, Allyson Malzman, Pong S. Sheih, Alan R. Whetten
  • Patent number: 5145893
    Abstract: 1-Hydrocarbyloxy substituted hindered amine compounds which also contain a reactive functional group such as hydroxy, amino, oxirane or carboxyl can be chemically attached to selected polymer substrates by condensation reactions to give polymers containing a chemically-bonded, non-migrating stabilizer having excellent stabilization efficacy for protecting said polymer substrate from the adverse effects of actinic light.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: James P. Galbo, Ramanathan Ravichandran, Peter J. Schirmann, Andrew Mar
  • Patent number: 5130351
    Abstract: Curable epoxy-amine coatings comprised of pigmented mixtures of reactive amine-functional curing agents and epoxy resins are substantially improved by being rendered thixotropic or pseudoplastic by the inclusion of at least about 0.05% by weight of a thixotropic additive selected from monocarboxylic organic acid, dicarboxylic organic acid, tricarboxylic organic acid, fatty acid or polymerized fatty acid.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: July 14, 1992
    Assignee: The Glidden Company
    Inventor: Robert F. Golownia
  • Patent number: 5130407
    Abstract: A modified epoxy resin composition for use in making a printed circuit board comprising: (1) a modified epoxy resin obtained by reacting (a) a low molecular weight epoxy resin having at least two epoxy groups which has the following formula, ##STR1## (b) an N-heterocyclic fatty amino chain-extending agent at least two active hydrogen atoms and represented by the formulas, ##STR2## and (c) at least one catalyst for catalyzing the reaction between components (a) and (b).
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: July 14, 1992
    Assignee: Industrial Technology Research Institute
    Inventors: Tzong-Ming Lee, Ker-Ming Chen
  • Patent number: 5112926
    Abstract: This invention provides a epoxy resin composition for structual substrate of PCB comprising a triazine-modified bisphenol A epoxy resin reacted with a multi-functional epoxy resin, a brominated epoxy resin, a curing agent and a curing promoter to form a cured product with excellent thermal resistance (Tg is about 170.degree.-220.degree. C. and mostly higher than 180.degree. C.) as well as good drilling properties and good toughness.Besides, it has comparable electrical and physical properties as the commercially available FR-4 printed circuit boards.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: May 12, 1992
    Assignee: Industrial Technology Research Institute
    Inventors: Tzong-Ming Lee, Ker-Ming Chen
  • Patent number: 5095116
    Abstract: A block amido-amine condensation product having the formula: ##STR1## wherein R' represents hydrogen or methyl, andR" represents an organic group selected from the group consisting of polyoxyethylene groups, polyoxypropylene groups, polyoxyethylene/oxypropylene groups, and polyethylene amino groups.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: March 10, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Jiang-Jen Lin
  • Patent number: 5093458
    Abstract: 4-Methyl-2-morpholinone is an excellent catalytic curing agent for epoxy resins. The compound is also an accelerator when combined with standard epoxy resin curing agents.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: March 3, 1992
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su
  • Patent number: 5093471
    Abstract: Novel mesogenic amine curing agent for reactive monomers, such as epoxy resins and diisocyanates, comprises a mesogenic moiety, a primary amine, and a flexible alkyl spacer connected between the mesogenic moiety and the primary amine and wherein the alkyl spacer is a saturated, linear alkyl group having from about one to about twenty carbon atoms. Novel mesogenic amine has the formula: ##STR1## where M is --O--, ##STR2## or --CH.sub.2 --, where R is --NO.sub.2 or --CN, andwhere x is 1 to 20.Novel mesogenic amine has a labile group subject to cross-linking and the formula: ##STR3## where K is ##STR4## where L is ##STR5## where M is --o--, ##STR6## or --CH.sub.2 --, where Z is cinnamate, an alkene having from one to ten carbons, an isocyanate, an alkoxy, or an alcohol having from one to ten carbons,where T is a cyano, a nitro or an alkyl group having from about one to ten carbons, andwhere X is 1 to 20.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: March 3, 1992
    Assignee: Kent State University
    Inventor: John L. West
  • Patent number: 5057557
    Abstract: Epoxy resins are modified by reaction with an acidified polytertiary amine-containing compound. These modified epoxy resins when cured result in products having improved properties.
    Type: Grant
    Filed: May 11, 1990
    Date of Patent: October 15, 1991
    Assignee: The Dow Chemical Company
    Inventors: Duane S. Treybig, Pong S. Sheih, John M. McIntyre
  • Patent number: 5025067
    Abstract: An epoxy resin comprising an active hydrogen compound having at least three active hydrogen atoms capable of reacting with an epoxy group in its molecule or butadine or isoprene as a main monomer is modified with an oligomer having on average at least 1.5 equivalents of active hydrogen capable of reacting with an epoxy group in its molecule. An epoxy resin modified with a bisphenol and a compound having active hydrogen or acid anhydride groups capable of reacting with an epoxy group is also provided. A toner containing the epoxy resin as a binder is useful in electrostatography.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: June 18, 1991
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Yohzoh Yamamoto, Goro Suzuki, Hideo Nakamura, Kiyomi Yasuda
  • Patent number: 5021471
    Abstract: Epoxy resins are modified by reaction with a pyridine compound and a Bronsted acid. These modified epoxy resins when cured result in products having improved properties.
    Type: Grant
    Filed: May 11, 1990
    Date of Patent: June 4, 1991
    Assignee: The Dow Chemical Company
    Inventor: Duane S. Treybig
  • Patent number: 5006615
    Abstract: A modified epoxy resin composition for use in making a printed circuit board comprising: (1) a modified epoxy resin obtained by reacting (a) a low molecular weight epoxy resin having at least two epoxy groups which have the following formula, ##STR1## (b) a mono-nucleus chain extending agent containing N-heterocyclic fatty groups and at least two active hydrogen atoms and represented by the formulas, ##STR2## and (c) at least one catalyst for catalyzing the reaction between components (a) and (b).
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: April 9, 1991
    Assignee: Industrial Technology Research Institute
    Inventors: Tzong-Ming Lee, Ker-Ming Chen
  • Patent number: 4959398
    Abstract: A powdery adhesive comprised of spherical particles comprising 40 to 90 parts by weight of an epoxy resin component, 10 to 60 parts by weight of a rubber component and a latent curing agent contained inside the particles, the average particle size of the particles being from 0.1 to 500 .mu.m. The powdery adhesive may be prepared by a process comprising a step of preparing a compatible mixture comprising an epoxy resin component, a rubber component and a common organic solvent, a step of emulsifying or suspending the compatible mixture in an aqueous medium to form spherical particles, and a step of causing a phase separation of the epoxy resin component and the rubber component in the spherical particles.
    Type: Grant
    Filed: February 13, 1989
    Date of Patent: September 25, 1990
    Assignee: Toray Industries, Inc.
    Inventors: Koichiro Oka, Ikuo Hagiwara
  • Patent number: RE34768
    Abstract: A modified epoxy resin composition for use in making a printed circuit board comprising: (1) a modified epoxy resin obtained by reacting (a) a low molecular weight epoxy resin having at least two epoxy groups which .[.have.]. .Iadd.has .Iaddend.the following formula, ##STR1## (b) .[.a mono-nucleus chain tending agent containing N-heterocyclic fatty groups and.]. .Iadd.an N-heterocyclic fatty amino chain-extended agent .Iaddend.at least two active hydrogen atoms and represented by the formulas, and (c) at least one catalyst for catalyzing the reaction between components (a) and (b).
    Type: Grant
    Filed: April 29, 1992
    Date of Patent: October 25, 1994
    Assignee: Industrial Technology Research Institute
    Inventors: Tzong-Ming Lee, Ker-Min Chen