With Heterocyclic Reactant Which Is Not An Aldehyde Or Derivative Patents (Class 528/248)
  • Patent number: 5478656
    Abstract: Cationic urea/formaldehyde resins are obtainable by condensing urea and formaldehyde in a molar ratio of from 1:1.5 to 1:3 in the presence of polymers which contain not less than 1 mol % of polymerized vinylamine units and have Fikentscher K values of from 5 to 300, in an amount of from 5 to 50 g per mole of urea in the end product, where the mixture is first a) precondensed at a pH of from 8 to 14, then acidified and b) condensed at a pH of from 1 to 5 until gel formation begins, c) then from 0.3 to 1.5 moles of formaldehyde are added per mole of urea used, d) post-condensation is carried out and e) the resin solution is subsequently neutralized. The resins thus obtained are used in papermaking as assistants for increasing the dry and wet strength of paper and result in less dulling of the whiteness of the paper.
    Type: Grant
    Filed: March 22, 1995
    Date of Patent: December 26, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Flory, Andreas Stange, Michael Kroener, Norbert Sendhoff
  • Patent number: 5411802
    Abstract: A process for making solid colored particles by preparing a reaction solution in water comprising formaldehyde, urea, a cyclic polyamine functional triazine compound, and acid. A dye can be incorporated into the reaction solution if a color other than white is desired. Particles are formed having an average particle size between 1 and 70 microns without the need to resort to crushing to break up agglomerates. Particles made by this process provide excellent color and are easily washable from a substrate when incorporated into a washable formulation.Additionally, it has been found that the incorporation of colored microcapsules of average size of 1-70 microns where the color is located primarily on or in the shell of the microcapsule also provides excellent washable compositions when incorporated into a washable formulation.
    Type: Grant
    Filed: October 29, 1993
    Date of Patent: May 2, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Kanta Kumar, Robert A. Davis, Sheila M. Nichols, Howard J. Buttery
  • Patent number: 5380815
    Abstract: Condensation compounds obtained by means of the polymerization of polyami compositions essentially constituted by derivatives of 2,4,6-triamino-1,3,5-triazine having the general formula (I): ##STR1## with aldehydes, preferably formaldehyde.
    Type: Grant
    Filed: November 13, 1992
    Date of Patent: January 10, 1995
    Assignee: Ministero Dell `Universita` E Della Ricerca Scientifica E Tecnologica
    Inventors: Roberto Cipolli, Roberto Oriani, Enrico Masarati, Gilberto Nucida
  • Patent number: 5376650
    Abstract: Provided are light-absorbing polymers which contain backbone unsaturations and which are produced by knoevenagel condensation and which are useful for imparting color and/or ultraviolet light screening properties to thermoplastic resins. The polymeric colorants or UV absorbers may be added during the formation of the uncolored thermoplastic polymer or melt or solution blended with other thermoplastic polymers.
    Type: Grant
    Filed: March 3, 1994
    Date of Patent: December 27, 1994
    Assignee: Eastman Chemical Company
    Inventors: Max A. Weaver, James J. Krutak, Clarence A. Coates, Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 5294352
    Abstract: A composition for the detackification and clarification of acid and alkaline paint and lacquer waste waters and paint spray booth wastes, comprising:an inorganic-organic and/or organic adduct alloy polymer composition having the formula:A.multidot.B.sup.+ .multidot.D.sup.+wherein:A=[(SiO.sub.2 /Me.sup.I.sub.2 O).sub.u Me.sup.II.sub.m Me.sub.m.sup.III(OH) p.sup.(SO 4.sup.) y.sup.(Aci) (2m+3n)-p-2y].sub.4wherer=1 to 98% bw;u=0 to 10% bw; ##STR1## where: x=0 to 98% bw; Z is a divalent substituted or unsubstituted aliphatic, cycloaliphatic, heterocyclic or aromatic radicalD.sup.+ (PQAM).sub.wwherew=2 to 98% b.w. of polyquaternized polymer (PQAM)Me.sub.m.sup.II is selected from the divalent cationic group comprising: Mg, Zn, Ca, and Fe.sup.2+m=0 to 5Me.sub.n.sup.III is a tri-or more valent metal selected from the group comprising: Fe, Al, and Al-Zn complexes;n=1 to 20Aci is selected from the monovalent anionic group comprising Cl.sup.-, Br.sup.-, I.sup.-, NO.sub.3 --, H.sub.2 PO.sub.4 --, CH.sub.3 COO.sup.-, OH.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: March 15, 1994
    Inventor: John J. Waldmann
  • Patent number: 5252698
    Abstract: The present invention relates to porphyrin and metal ion-containing monomers and polymers. The monomers ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently selected from H, alkyl having 1 to 6 carbon atoms, phenyl or phenyl substituted with 1 to 3 alkyl groups each having 1 to 6 carbons or with 1 to 3 halogen atoms and A is a metal atom, are used with a diamine or a dialdehyde respectively to produce a porphyrin polymer or a metal ion containing porphyrin polymer. These polymers are useful as electrical conductors and as liquid crystal polymers.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: October 12, 1993
    Assignee: SRI International
    Inventors: Tilak R. Bhardwaj, Susanna C. Ventura, Subhash C. Narang
  • Patent number: 5157060
    Abstract: According to this invention we provide an aqueous coating composition, suitable for application to a cathodic substrate by electrodeposition, which comprises a dispersion in an aqueous medium in the presence of an amine-ionizing acid of cationically stabilized particles comprising:(1) 50 to 84% by weight on the combined weight of (1), (2) & (3) of an amine-epoxide reaction product.(2) 15 to 45% by weight based on the combined weight of (1), (2) & (3) of a blocked polyisocyanate as crosslinking agent; and(3) 1 to 12% by weight based on the combined weights of (1), (2) and (3) of a highly methylolated, highly alkylated melamine-formaldehyde resin, wherein on average at least 4.0 of the reactive hydrogen atoms per triazine ring are methylolated, at least 3.5 of these methylol groups are alkylated and the alkylating group is selected from C.sub.4-10 alkyl; the resin being substantially unreactive with the amine-epoxide-reaction product (1) at temperatures below 190.degree. C.
    Type: Grant
    Filed: July 12, 1988
    Date of Patent: October 20, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventor: Richard P. Redman
  • Patent number: 5130412
    Abstract: An electrically conducting self-doped carbazole polymer of the formula: ##STR1## wherein A is a bifunctional molecule capable of bonding to a positively charged molecule at one end and is capable of bonding to a flexible spacer group Z at another end, Z is a flexible spacer group capable of bonding to an anionic group A at one end and is capable of bonding either to a nitrogen or aromatic electron withdrawing or electron donating group at another end, E is a bifunctional molecule capable of bonding to nitrogen at one end and is capable of bonding to a flexible spacer group Z at anther end, X is a positively charged counterion, and n is at least 2.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: July 14, 1992
    Assignee: Southwest Research Institute
    Inventors: Stephen T. Wellinghoff, Charles K. Baker
  • Patent number: 5079330
    Abstract: A polyoxymethylene multi-copolymer obtainable by copolymerizing(a) trioxane,(b) at least one cyclic ether or formal compound chosen from the group of ethylene oxide, 1,3-dioxolane, 1,3-dioxepane, 1,3,5-trioxepane and 1,3,6-trioxocane, and(c) at least one compound chosen from the group of glycidyl phenyl ether, styrene oxide and glycidyl naphthyl ether,and characterized in that the number average molecular weight of said polyoxymethylene multi-copolymer is from 10,000 to 100,000, that the melting point (Tm) and crystallization temperature (Tc) there of are in a relationship ofTm-Tc<15 (.degree.C.)and that the size of the spherulites is 10 .mu.m or less, or a resin composition comprised of this polyoxymethylene multi-copolymer and a polyoxymethylene resin, is distinguished in crystallinity, mechanical strength and surface appearance and is particularly suited for faster cycle molding.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: January 7, 1992
    Assignee: Toray Industries, Inc.
    Inventors: Yoshiki Makabe, Shigeru Okita, Yoshiyuki Yamamoto
  • Patent number: 5064934
    Abstract: Thermosetting Schiff base resins, their preparation and their applications re described.These thermosetting Schiff base resins can be defined as responding to the general formula: ##STR1## Radicals Ar.sub.1, Ar.sub.2 and Ar.sub.3 are chosen so that the softening temperature of the resins is less than about 150.degree. C.The resins can be prepared by direct condensation of an ethynyl benzaldehyde or acetophenone on a telechelic diamine oligomer obtained by reaction of a diamine containing flexibilizing groups on a derivative of benzhydrol tetracarboxylic acid. These Schiff base resins can be used by bulk thermal polymerization particularly to prepare adhesives or composite matrices.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: November 12, 1991
    Assignee: Centre d'Etude des Materiaux Organiques pour Technologies Avancees
    Inventors: Regis Mercier, Thierry Pascal, Bernard Sillion
  • Patent number: 5049645
    Abstract: A continuous preparation method of an amino resin particulate having a maximum particle size of 40 .mu.m or less and an average particle size of from 5 to 15 .mu.m is described. The method comprises the steps of reacting amino compounds with aldehydes in the presence of an acid catalyst in an aqueous solution to form a solid product and classifying said solid product in the form of a slurry with a combination of at least two grinders and at least two classifiers.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: September 17, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Muneo Nagaoka, Saburo Hayano
  • Patent number: 5034499
    Abstract: Acetal copolymers of trioxane with epoxy functional groups are obtained by copolymerizing trioxane with 5,6-epoxy-1,3-dioxepane. The epoxide group in the polymer chain provides a highly reacting functional group for further modification. Acetal copolymers with backbone epoxide groups exhibit toughness and thermal stability. The backbone epoxide groups can also be aminated in a one step hydrolysis-amination process.
    Type: Grant
    Filed: April 13, 1988
    Date of Patent: July 23, 1991
    Assignee: Hoechst Celanese Corp.
    Inventors: Nan-Loh Yang, Andrew Auerbach, James L. Paul, Yong C. Zheng, Shian S. Wang
  • Patent number: 5002699
    Abstract: Electrically conducting polymer complexes, prepared from N-substituted carbazoles, p-acetoxylbenzaldehyde, and protic acids, are soluble in polar organic solvents giving conductive polymer solutions processable to stable conductive films, coatings, and sponges.
    Type: Grant
    Filed: December 29, 1988
    Date of Patent: March 26, 1991
    Assignee: Honeywell Inc.
    Inventors: Samson A. Jenekhe, Stanley F. Lo
  • Patent number: 4975520
    Abstract: A process for producing oxymethylene copolymers and terpolymers is disclosed which involves the non-linear addition of gaseous formaldehyde to a cyclic ether having at least two adjacent carbon atoms (1) and, in the case of a terpolymer, to a mixture of at least one (1) and one monoethylenically unsaturated aliphatic diol formal having at least four carbon atoms in its main chain (2), or to a mixture of (1) with a (2), in the presence of a polymerization initiator at a rate controlled so as to conform to a rate determined by kinetic equations that describe the rate of decomposition of trioxane to formaldehyde during conventional copolymerization of trioxane with a cyclic ether. The process and kinetic equations of the invention are applicable to batch reactions, single stream continuous reactions and dual stream continuous reactions.
    Type: Grant
    Filed: March 20, 1989
    Date of Patent: December 4, 1990
    Assignee: Hoechst Celanese Corp.
    Inventor: George L. Collins
  • Patent number: 4952667
    Abstract: Provided is a copolymer having a repeating unit represented by the general formula ##STR1## wherein Ar represents ##STR2## wherein R.sup.1 represents hydrogen or a hydrocarbon group having 1 to 20 carbon atoms, R.sup.2 represents hydrogen, a hydrocarbon group having 1 to 20 carbon atoms, furyl, pyridyl, chlorophenyl, nitrophenyl or methoxyphenyl, n is 1 or more and an electroactive polymer obtained by doping the above copolymer.
    Type: Grant
    Filed: June 8, 1988
    Date of Patent: August 28, 1990
    Assignee: Nippon Oil Company, Limited
    Inventors: Yutaka Shikatani, Hobuyuki Kuroda, Naoki Kataoka, Yoshiyuki Shimo, Kazuo Matsuura, Etsuo Kawamata, Hiroshi Kobayashi
  • Patent number: 4946930
    Abstract: There is disclosed a biaxially oriented film formed of film forming composition comprising a polyoxymethylene polymer in which the major constituent of the main chains of said polymer each of consists substantially of repeating units of oxymethylene group --CH.sub.2 --O--, said film being characterized in that, when said film is remelted at a temperature above the melting point of said film and the resulting melt is recrystallized isothermally at 140.degree. C. into a solid in film form, the number of polyoxymethylene spherulites in the crystal structure at the surface of the resulting film would be at least 50 per 0.1 mm.sup.2 area of the resulting film surface, as measured with a polarizing microscope through cross-polarizers, and a process for manufacturing the same.
    Type: Grant
    Filed: July 20, 1988
    Date of Patent: August 7, 1990
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kenji Takasa, Satoshi Iijima
  • Patent number: 4935478
    Abstract: Hot-curable compositions of matter containing (a) an unsaturated imide of the formula I ##STR1## (b) a benzaldehyde derivative of the formula II ##STR2## in which for example M=2, n=zero, o=1 R.sup.1, R.sup.2 and R.sup.3 are each hydrogen and R is 4,4'diphenylmethane are suitable for the production of mouldings having excellent thermostability and resistance to thermal ageing.
    Type: Grant
    Filed: July 29, 1988
    Date of Patent: June 19, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Andreas Kramer
  • Patent number: 4898908
    Abstract: Novel anionic polymeric hydrogels based on sulfonated amino aldehyde resins and a process for preparing such hydrogels are described. The hydrogels may include poly(N-vinyl 2-pyrrolidone) and other additives. Such hydrogels may be prepared by a four step process in which melamine and/or urea are reacted with formaldehyde, sulfonated, condensed to form a viscous gel and dried.
    Type: Grant
    Filed: January 26, 1989
    Date of Patent: February 6, 1990
    Assignee: Kuwait Institute for Scientific Research
    Inventors: Shawqui Lahalih, George Hovakeemian
  • Patent number: 4888412
    Abstract: A tanning assistant useful in particular for tanning in combination with aluminum tanning agents is obtained by condensing melamine with glyoxal and/or glyoxylic acid and optionally with an aromatic compound which has a phenolic hydroxyl group or optionally with a condensable nitrogen compound.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: December 19, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Wolfgang Reuther, Rolf Fikentscher, Dietrich Lach, Rolf Streicher, Ortwin Schaffer
  • Patent number: 4831106
    Abstract: A low-formaldehyde binder consists essentially of(A) from 5 to 80% by weight of a water-soluble condensation product of carbonyl number 0-200 which has been prepared by alkaline condensation from 0.1 to 0.4 mole of an aliphatic or cycloaliphatic condensable ketone and 1 mole of formaldehyde, and(B) from 20 to 95% by weight of 4,5-dihydroxyimidazolidin-2-one and/or an unetherified, partially etherified or completely etherified condensation product thereof with an aliphatic monoaldehyde or dialdehyde.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: May 16, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz E. Kempter, Franz Matejcek, Werner Neubach, Gerd Busse
  • Patent number: 4751281
    Abstract: Novel polymeric compounds of the repeating structural unit (I) ##STR1## in which R.sub.1 is hydrogen, 0.degree., CN, cyanomethyl, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.12 -alkenyl or C.sub.3 -C.sub.12 -alkynyl subject to the proviso that the carbon atom attached to the nitrogen atom is a primary carbon atom, C.sub.7 -C.sub.12 -aralkyl, C.sub.1 -C.sub.12 -acyl, 2,3-epoxypropyl or C.sub.2 -C.sub.6 -alkyl substituted by OH, R.sub.2 is C.sub.2 -C.sub.18 -alkylene, C.sub.4 -C.sub.18 -alkylene substituted by 1 or 2 oxygen or nitrogen atoms in the chain, C.sub.5 -C.sub.18 -cycloalkylene, C.sub.6 -C.sub.18 -arylene or C.sub.8 -C.sub.18 -aralkylene, R.sub.3 is as defined for R.sub.2 or is a group of the formula (II) or (III) ##STR2## in which R.sub.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.5 is C.sub.2 -C.sub.12 -alkylene, C.sub.4 -C.sub.12 -alkenylene subject to the proviso that the carbon atom attached to the nitrogen atom is a primary carbon atom, or is C.sub.8 -C.sub.
    Type: Grant
    Filed: February 18, 1987
    Date of Patent: June 14, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Giuseppe Cantatore, Valerio Borzatta
  • Patent number: 4739032
    Abstract: Compositions comprising an oligomer which (a) comprises the repeating unit (AR - CHR), and where Ar is an aromatic group and R is hydrogen or a hydrocarbyl group of hydrogen, (b) has pendant and/or terminal groups which include inter alia acyloxymethyl, hydroxymethyl and carboxyl, and (c) has a functionality between 0.5 and 10, and processes for the preparation thereof are described. These compositions may be used in dental, electrical and electronic applications.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: April 19, 1988
    Assignee: Imperial Chemical Industries plc
    Inventor: Michael E. B. Jones
  • Patent number: 4729851
    Abstract: Polymers with conjugated double bonds having heterocyclic and/or carbocyclic rings or ring systems in which said rings or ring systems are linked with one another in pairs via a carbon atom as a bridge member. Polymers of the invention have, at least five of said ring or ring-systems. The polymers may be prepared by reacting at least one compound of the formula ##STR1## with at least one compound of the formulaH--R" --H (II)in whichX represents fluorine, chlorine, bromine, iodine, hydroxyl, sulfate radicals or radicals of the formula --OR, --SO.sub.3 F, --SO.sub.3 R or --NR.sub.2 ;X.sub.2 represents two radicals X, or an oxygen atom of a carbonyl group;R represents the same or different alkyl radicals having from 1 to 8 carbon atoms, phenyl and a hydrogen atom; andR" represents the same or different monocyclic or polycyclic (hetero) arylene radicals optionally substituted by hydrocarbon radicals having 1 to 8 carbon atoms.
    Type: Grant
    Filed: August 21, 1986
    Date of Patent: March 8, 1988
    Assignee: Wacker-Chemie GmbH
    Inventors: Hermann Braunling, Reinhard Jira
  • Patent number: 4694062
    Abstract: Electroactive organic polymeric materials of poly(heterocycle diyl methylenes) containing alternating heterocyclic conjugated segments of varying sizes and methylene or substituted methylenes in the main chain and random copolymers of such poly(heterocycle diyl methylenes) together with a method of making them are disclosed.
    Type: Grant
    Filed: September 8, 1986
    Date of Patent: September 15, 1987
    Assignee: Honeywell Inc.
    Inventors: Samson A. Jenekhe, Marcia K. Hansen
  • Patent number: 4680375
    Abstract: Tricarbocyanine polymeric dyes have formulae I and II: ##STR1## where Y can be ##STR2## --S--, --Se-- or --O--, A can be ##STR3## in which R.sup.19 can be alkyl or --Cl, and p can be 0 or 1, R.sup.6 and R.sup.7 independently can be alkyl of (C.sub.1 -C.sub.30), preferably (C.sub.1 -C.sub.18),R.sup.4 and R.sup.5 independently can be --H, C.sub.6 H.sub.5 SO.sub.2 --, or CF.sub.3 SO.sub.2 --,Z can be --SO.sub.2 --, --CH.sub.2).sub.m, or vinylene,W can be I.sup.-, Br.sup.-, Cl.sup.-, ClO.sub.4.sup.-, PECHS.sup.- (polyethylcyclohexylsulfonate), F.sub.3 CSO.sub.3.sup.- (trifluoromethanesulfonate), or other commonly used dye anions,m is an integer of 1 to 20, andn is an integer of 5 to 10,000.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: July 14, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Mohamed A. Elmasry
  • Patent number: 4631323
    Abstract: Method of making environmentally stable conductive organic polymers synthesized from carbazole or N-substituted carbazoles and benzaldehyde or substituted benzaldehydes doped with charge transfer acceptors is disclosed.
    Type: Grant
    Filed: July 29, 1985
    Date of Patent: December 23, 1986
    Assignee: Honeywell Inc.
    Inventor: Samson A. Jenekhe
  • Patent number: 4624999
    Abstract: Environmentally stable conductive organic polymers synthesized from carbazole or N-substituted carbazoles and benzaldehyde or substituted benzaldehydes doped with charge transfer acceptors are disclosed.
    Type: Grant
    Filed: July 29, 1985
    Date of Patent: November 25, 1986
    Assignee: Honeywell Inc.
    Inventor: Samson A. Jenekhe
  • Patent number: 4608431
    Abstract: A method for making polyimide polymers is provided by effecting reaction between an aliphatically unsaturated imide, such as maleimide, formaldehyde, and an organic polyamine, for example trimethylene bis(4-aminobenzoate), for example in refluxing ethanol. The polyimides produced by the simple one-step method are pure, and exhibit superior toughness, and reduced shrinkage upon cure by heating. The new product are useful as molding compounds, laminating resins, and the like, being especially suitable for airplane parts, advanced composites, high performance adhesives and printed circuit boards.
    Type: Grant
    Filed: January 29, 1985
    Date of Patent: August 26, 1986
    Assignee: American Cyanamid Co.
    Inventor: Dalip K. Kohli
  • Patent number: 4600767
    Abstract: Thermostable hydroxystyrylaza compounds are prepared by reacting methylated pyridines and/or pyrazines with one or more monohydroxy aromatic aldehydes having the ortho and para positions to the hydroxy group block with groups inert to condensation reactions. These compounds are useful to make unsaturated derivatives which can cure into high temperature resistant polymers and/or laminates without giving off condensation products.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: July 15, 1986
    Assignee: The Dow Chemical Company
    Inventors: Tim R. Diephouse, Randy J. LaTulip, John W. Robinson, Gary R. Gantt
  • Patent number: 4598139
    Abstract: Environmentally stable polymer complexes of processible poly (3,6-N-alkylcarbazolyl alkenes) are disclosed together with a method of making the complexes.
    Type: Grant
    Filed: May 24, 1985
    Date of Patent: July 1, 1986
    Assignee: Honeywell Inc.
    Inventors: Samson A. Jenekhe, Barbara J. Fure
  • Patent number: 4585855
    Abstract: A process for producing a curable resin liquid comprising: (a) at least one cyanate ester compound and (b) at least one polyfunctional maleimide compound, characterized in that the process comprises:(A) reacting at least one said maleimide compound with said diamine in the presence of a diluent at a temperature of 60.degree.-200.degree. C., the ratio of the maleimide group to the amine group being in the range of from 1:0.0015 to 1:0.3 to form a preliminary reaction product substantially free from amine group; and(B) mixing said preliminary reaction product with at least one cyanate ester compound ratio by weight of said preliminary reaction product to said cyanate ester compound is disclosed.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: April 29, 1986
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Morio Gaku, Hidenori Kimbara, Mitsuo Ejiri
  • Patent number: 4578439
    Abstract: Styryl pyridine and styryl pyrazine cyanates are prepared by cyanating the reaction product of (A) a substituted pyridine and/or pyrazine with (B) a substituted aromatic aldehyde with the proviso that at least one of the components (A) or (B) contains a hydroxyl group which is susceptible to being cyanated. These cyanates can be homopolymerized or copolymerized with other materials to produce polymers having excellent high temperature resistance, good mechanical strength and excellent processability.
    Type: Grant
    Filed: August 9, 1984
    Date of Patent: March 25, 1986
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4575542
    Abstract: Thermosettable compositions are disclosed which are prepared by reacting (A) a pyridine compound containing at least two substituent groups which have at least one hydrogen atom attached to a carbon atom which is attached to the ring or mixture of such pyridines; (B) at least one material having at least two aldehyde groups; and (C) at least one aldehyde containing at least one polymerizable unsaturated group; wherein components (A), (B) and (C) are employed in quantities which provide a mole ratio of (C):(B):(A) of from about 0.25:0.25:1 to about 4:4:1. These thermosettable compositions can be cured by heat and pressure or by homopolymerization in the presence of or by copolymerization with an N,N'-bis-imide. The compositions are useful as light weight fire resistant interior and exterior parts or panels for the aerospace and/or aircraft industry and the like.
    Type: Grant
    Filed: April 23, 1985
    Date of Patent: March 11, 1986
    Assignee: The Dow Chemical Company
    Inventor: Duane S. Treybig
  • Patent number: 4548738
    Abstract: Environmentally stable polymer complexes of processible poly (3,6-N-alkylcarbazolyl alkenes) are disclosed with can be doped to a high electrical conductivity with charge transfer acceptors such as iodine together with a method of making the complexes.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: October 22, 1985
    Assignee: Honeywell Inc.
    Inventors: Samson A. Jenekhe, Barbara J. Fure
  • Patent number: 4540770
    Abstract: The present invention relates to polystyrylpyridine-type resins having increased toughness, and composite materials containing these resins.The resin of the invention contains a polycondensation product of at least two reactive methylated substituents, the said resin having the following general formula (I): U.sub.x V.sub.y W.sub.z in which: ##STR1## U denotes the grouping ##STR2## V denotes the grouping ##STR3## W denotes the grouping in which:R, R.sub.1 are identical or different and denote a chain segment consisting of hydrocarbon radicals and able to contain hetero atoms,A, A.sub.1 are identical or different and denote an atom or group forming a bridge between the segment R and an aromatic nucleus of the styrylpyridine chain, containing stereomobile bonds,R.sub.2 denotes hydrogen, or a methyl or ethyl radical, x, y, z denote integers that may be equal to 0, the sum y+z being at least equal to 1.Advantageously, A, A.sub.1 denotes an oxygen atom.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: September 10, 1985
    Assignees: Societe Nationale des Poudres et Explosifs, Office National d'Etudes et de Recherches Aerospatiales
    Inventor: Sammy Chevallier
  • Patent number: 4515938
    Abstract: Heat resistant thermosetting prepolymers are prepared by reacting one or more methylated pyridines or pyrazines with one or more hydroxy aromatic aldehydes. The total number of methyl groups on the pyridine or pyrazine can vary from 2 to 4. The prepolymers are cured to produce heat resistant polymers and laminates with conventional fibers such as carbon fibers.
    Type: Grant
    Filed: March 12, 1984
    Date of Patent: May 7, 1985
    Assignee: The Dow Chemical Company
    Inventors: Loren L. Swearingen, Randy J. LaTulip
  • Patent number: 4481346
    Abstract: A method of producing polymers of the polyurethane type without the use of isocyanates is characterized by that compounds containing active atoms of hydrogen, preferably oligoesterols or oligoetherols, are amidated with isocyanic acid, preferably obtained "in statu nascendi", and then amide compounds thus obtained, preferably oligourethanes, oligoallophanates or oligourethanallophanates, are condensed with an aldehyde in a medium of pH not higher than 10, till obtaining a polymer.It is preferable to amidate oligoesterols or oligoetherols with isocyanic acid obtained from urea in the presence of hydrochloride of a tertiary amine. Oligourethanes, oligoallophanates or oligourethanallophanates can be condensed alone with formaldehyde or in the presence of other compounds able to react with formaldehyde or their hydroxymethyl derivatives.
    Type: Grant
    Filed: July 5, 1983
    Date of Patent: November 6, 1984
    Assignee: Wyzsza Szkola Inzynierska Im. Kazimierza Pulaskiego
    Inventors: Zygmunt Wirpsza, Krzysztof Kowalski
  • Patent number: 4477652
    Abstract: Condensation polymers prepared by reaction of a cyclic diol with a diether or aldehyde, or both, optionally with a branching agent, such as bis(4-hydroxycyclohexyl)propane with paraformaldehyde, or a diether such as methylene-dimethyl ether, or both, optionally with a branching agent such as a pentaethritol, in the presence of an acidic catalyst such as p-toluenesulfonic acid.
    Type: Grant
    Filed: August 26, 1983
    Date of Patent: October 16, 1984
    Assignee: Phillips Petroleum Company
    Inventor: H. Wayne Hill, Jr.
  • Patent number: 4471107
    Abstract: An improved method to prepare vinylpolystyrylpyridines comprises reacting a polymethylpyridine and an aromatic dialdehyde to form a 1:1 adduct and thereafter adding a methylvinylpyridine to terminate the adduct. Vinylpolystyrylpyridines are useful as cross-linking agents in bis-imide resin matrix compositions comprising reinforcing fillers.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: September 11, 1984
    Assignee: American Cyanamid Company
    Inventor: Steven L. Peake
  • Patent number: 4456737
    Abstract: A composition of matter useful as a high solids coating is disclosed. The composition comprises at least one bishydroxymethyl tricyclo compound and at least one amino crosslinking agent.
    Type: Grant
    Filed: April 12, 1983
    Date of Patent: June 26, 1984
    Assignee: Henkel Corporation
    Inventor: Edward DiDomenico, Jr.
  • Patent number: 4456747
    Abstract: A composition of matter useful as a high solids coating is disclosed. The composition contains at least one cycloaliphatic diol and at least one methylolamino curing agent.
    Type: Grant
    Filed: April 12, 1983
    Date of Patent: June 26, 1984
    Assignee: Henkel Corporation
    Inventor: Edward DiDomenico, Jr.
  • Patent number: 4393195
    Abstract: A curable resin composition comprising a mixture and/or a preliminary reaction product of (a) polyfunctional cyanate ester, prepolymer of the cyanate ester, or coprepolymer of the cyanate ester and an amine, and (b) acrylic epoxy esters, methacrylic epoxy esters, prepolymers of acrylic epoxy esters, prepolymers methacrylic epoxy esters, coprepolymers of acrylic epoxy esters and methacrylic epoxy esters and mixtures thereof, and a curable resin composition comprising a mixture or a preliminary reaction product of above component (a), above component (b) and (c) a polyfunctional maleimide, prepolymer of the maleimide or coprepolymer of the maleimide and an amine are disclosed. Cured resin having excellent impact-resistance, adhesive power, heat-resistance and chemical resistance can be prepared from the compositions.
    Type: Grant
    Filed: August 5, 1980
    Date of Patent: July 12, 1983
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Morio Gaku, Nobuyuki Ikeguchi, Satoshi Ayano
  • Patent number: 4383903
    Abstract: A photo-curable resin composition is disclosed comprising (i) a mixture and/or a preliminary reaction product of (a) at least one cyanate compound selected from the group consisting of polyfunctional cyanate esters, prepolymers of the cyanate esters, coprepolymers of the cyanate esters and an amine and mixtures thereof, (b) at least one compound selected from the group consisting of monomers having at least one olefinically double bond prepolymers of the monomers, liquid rubbers having one or more acryloyl or methacryloyl groups and mixtures thereof and optionally (c) at least one maleimide compound selected from the group consisting of polyfunctional maleimides, prepolymers of the maleimides, coprepolymers of the maleimides and an amine and mixtures thereof and (ii) a photo polymerization initiator or a photo sensitizer.
    Type: Grant
    Filed: April 3, 1981
    Date of Patent: May 17, 1983
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Satoshi Ayano, Morio Gaku, Nobuyuki Ikeguchi, Hidenori Kinbara, Yasunari Osaki
  • Patent number: 4380610
    Abstract: This invention relates to "comb" polymers having high molecular weight and related structurally to polyoxymethylene, but having improved thermal stability. In addition, this invention relates to a method for preparing these high molecular weight "comb" polymers and teaches a process which exhibits reduced reactor fouling and produces a free-flowing powder. Generally the improved polymer is made by copolymerizing trioxane with polyanhydride or copolymerizing trioxane with copolymers of olefins and anhydrides. The improved polymer can optionally be reacted with agents known to react with terminal hydroxy groups to end-cap the polymer.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: April 19, 1983
    Assignee: Conoco Inc.
    Inventors: Jeff T. Fenton, Mark P. Mack
  • Patent number: 4377667
    Abstract: A polyacetal suitable for moldings which are excellent in lubricity, wear and antistatic properties, which has at least one terminal of its linear polymer molecule capped with an alkylene oxide adduct of an alcohol or a carboxylic acid, which adduct is of the formula ##STR1## wherein R.sub.o is a hydrogen atom, alkyl group, substituted alkyl group, aryl group, or substituted aryl group, R.sub.o 's may be the same or different, R.sub.1 is an alkyl group, substituted alkyl group, aryl group, or substituted aryl group, R.sub.2 is a hydrogen atom, alkyl group, substituted alkyl group, aryl group, or substituted aryl group, m is from 2 to 6, and n is from 1 to 1,000; the number average molecular weight of said polyacetal being in the range from 10,000 to 500,000 excluding the terminal group.
    Type: Grant
    Filed: June 4, 1981
    Date of Patent: March 22, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hisaya Sakurai, Minoru Hamada, Kazuhiko Matsuzaki
  • Patent number: 4370467
    Abstract: A curable resin composition comprising (i) a catalytic composite comprising a peroxide and other catalytic component and (ii) a mixture or a preliminary reaction product of (a) a polyfunctional cyanate ester, prepolymer of the cyanate ester or coprepolymer of the cyanate ester and an amine and (b) a polyfunctional maleimide, prepolymer of the maleimide or coprepolymer of the maleimide and an amine and optionally (c) other component is disclosed. The composition cures rapidly at a low temperature and is preferable from view point of quantity production and workability. The composition is excellent in respect of adhering property, heat-resistance, moisture-resistance and chemical-resistance, and is useful for preparing laminated products, molded products, paint, powder paint, adhesive or varnish.
    Type: Grant
    Filed: July 3, 1980
    Date of Patent: January 25, 1983
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Morio Gaku, Nobuyuki Ikeguchi
  • Patent number: 4369304
    Abstract: A curable resin composition comprising a mixture and/or a preliminary reaction product of (a) polyfunctional cyanate ester, prepolymer of the cyanate ester, or coprepolymer of the cyanate ester and an amine, (b) acrylic esters, methacrylic esters, prepolymers of acrylic esters, prepolymers methacrylic esters, coprepolymers of acrylic esters and methacrylic esters and mixtures thereof, and (c) a polyfunctional maleimide, prepolymer of the maleimide or coprepolymer of the maleimide and an amine are disclosed. Cured resin having excellent impact-resistance, adhesive power, heat-resistance and chemical-resistance can be prepared from the compositions.
    Type: Grant
    Filed: August 5, 1980
    Date of Patent: January 18, 1983
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Morio Gaku, Nobuyuki Ikeguchi
  • Patent number: 4369302
    Abstract: A curable resin composition comprising a mixture and/or a preliminary reaction product of (a) at least one cyanate compound selected from the group consisting of polyfunctional cyanate esters, prepolymers of said cyanate esters, coprepolymers of said cyanate esters and an amine and mixtures thereof, (b) at least one polyisocyanate compound selected from the group consisting of polyisocyanates, prepolymers of said polyisocyanates, coprepolymer of said polyisocyanates and an acid anhydride and mixtures thereof and (c) at least one maleimide compound selected from the group consisting of polyfunctional maleimides, prepolymer of said maleimides, coprepolymers of said maleimides and an amine and mixtures thereof is disclosed.
    Type: Grant
    Filed: December 30, 1980
    Date of Patent: January 18, 1983
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Nobuyuki Ikeguchi, Yasunori Osaki
  • Patent number: 4363906
    Abstract: There is disclosed a solid and water-insoluble condensation product of N,N'-ethyleneurea with formaldehyde, having the structure ##STR1## wherein n is an integer from 20 to 60 with a mean value of 41, and having an average number molecular weight M.sub.n ranging from 2000 to 6000. Said product, when added to a polymer in combination with an ammonium phosphate, results in the production of articles which are resistant to heat and to thermo-oxidation.
    Type: Grant
    Filed: April 2, 1981
    Date of Patent: December 14, 1982
    Assignee: Montedison S.p.A.
    Inventors: Osvaldo Cicchetti, Spartaco Fontani, Gianluigi Landoni, Renato Locatelli, Guido Bertelli, Pierpaolo Roma
  • Patent number: 4362860
    Abstract: A fire-resistant polystyryl pyridine polymer is provided by two separate reactions: (1) the condensation of a methylated pyridine, an aromatic dialdehyde, and a methyl vinyl pyridine; and (2) by the addition curing of the condensation product. The condensation product provides a prepolymer suitable for forming a composite with another material such as graphite fibers, and the addition reaction provides a means to cure the prepolymer without eliminating volatile products.
    Type: Grant
    Filed: November 2, 1981
    Date of Patent: December 7, 1982
    Assignee: Rockwell International Corporation
    Inventors: Joseph J. Ratto, Charles L. Hamermesh