With Heterocyclic Reactant Which Is Not An Aldehyde Or Derivative Patents (Class 528/248)
- Sulfur-containing heterocyclic compound having three nitrogen and three carbon atoms (Class 528/255)
- With reactant containing >NC(=O)- or >N-C(=S)- group, e.g., urea, etc. (Class 528/256)
- With reactant containing at least one noncyclic carbon atom bonded to at least three atoms of nitrogen, e.g., dicyanodiamide, etc. (Class 528/257)
- Six-membered heterocycle is other than melamine per se or methylol derivative thereof (Class 528/258)
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Patent number: 5478656Abstract: 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: GrantFiled: March 22, 1995Date of Patent: December 26, 1995Assignee: BASF AktiengesellschaftInventors: Klaus Flory, Andreas Stange, Michael Kroener, Norbert Sendhoff
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Patent number: 5411802Abstract: 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: GrantFiled: October 29, 1993Date of Patent: May 2, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Kanta Kumar, Robert A. Davis, Sheila M. Nichols, Howard J. Buttery
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Patent number: 5380815Abstract: 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: GrantFiled: November 13, 1992Date of Patent: January 10, 1995Assignee: Ministero Dell `Universita` E Della Ricerca Scientifica E TecnologicaInventors: Roberto Cipolli, Roberto Oriani, Enrico Masarati, Gilberto Nucida
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Patent number: 5376650Abstract: 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: GrantFiled: March 3, 1994Date of Patent: December 27, 1994Assignee: Eastman Chemical CompanyInventors: Max A. Weaver, James J. Krutak, Clarence A. Coates, Wayne P. Pruett, Samuel D. Hilbert
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Patent number: 5294352Abstract: 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: GrantFiled: April 15, 1993Date of Patent: March 15, 1994Inventor: John J. Waldmann
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Patent number: 5252698Abstract: 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: GrantFiled: October 9, 1992Date of Patent: October 12, 1993Assignee: SRI InternationalInventors: Tilak R. Bhardwaj, Susanna C. Ventura, Subhash C. Narang
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Patent number: 5157060Abstract: 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: GrantFiled: July 12, 1988Date of Patent: October 20, 1992Assignee: Imperial Chemical Industries PLCInventor: Richard P. Redman
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Patent number: 5130412Abstract: 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: GrantFiled: October 16, 1990Date of Patent: July 14, 1992Assignee: Southwest Research InstituteInventors: Stephen T. Wellinghoff, Charles K. Baker
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Patent number: 5079330Abstract: 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: GrantFiled: August 6, 1990Date of Patent: January 7, 1992Assignee: Toray Industries, Inc.Inventors: Yoshiki Makabe, Shigeru Okita, Yoshiyuki Yamamoto
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Patent number: 5064934Abstract: 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: GrantFiled: April 2, 1990Date of Patent: November 12, 1991Assignee: Centre d'Etude des Materiaux Organiques pour Technologies AvanceesInventors: Regis Mercier, Thierry Pascal, Bernard Sillion
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Patent number: 5049645Abstract: 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: GrantFiled: March 12, 1990Date of Patent: September 17, 1991Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Muneo Nagaoka, Saburo Hayano
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Patent number: 5034499Abstract: 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: GrantFiled: April 13, 1988Date of Patent: July 23, 1991Assignee: Hoechst Celanese Corp.Inventors: Nan-Loh Yang, Andrew Auerbach, James L. Paul, Yong C. Zheng, Shian S. Wang
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Patent number: 5002699Abstract: 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: GrantFiled: December 29, 1988Date of Patent: March 26, 1991Assignee: Honeywell Inc.Inventors: Samson A. Jenekhe, Stanley F. Lo
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Patent number: 4975520Abstract: 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: GrantFiled: March 20, 1989Date of Patent: December 4, 1990Assignee: Hoechst Celanese Corp.Inventor: George L. Collins
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Patent number: 4952667Abstract: 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: GrantFiled: June 8, 1988Date of Patent: August 28, 1990Assignee: Nippon Oil Company, LimitedInventors: Yutaka Shikatani, Hobuyuki Kuroda, Naoki Kataoka, Yoshiyuki Shimo, Kazuo Matsuura, Etsuo Kawamata, Hiroshi Kobayashi
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Patent number: 4946930Abstract: 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: GrantFiled: July 20, 1988Date of Patent: August 7, 1990Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kenji Takasa, Satoshi Iijima
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Patent number: 4935478Abstract: 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: GrantFiled: July 29, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Andreas Kramer
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Patent number: 4898908Abstract: 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: GrantFiled: January 26, 1989Date of Patent: February 6, 1990Assignee: Kuwait Institute for Scientific ResearchInventors: Shawqui Lahalih, George Hovakeemian
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Patent number: 4888412Abstract: 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: GrantFiled: July 28, 1988Date of Patent: December 19, 1989Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Wolfgang Reuther, Rolf Fikentscher, Dietrich Lach, Rolf Streicher, Ortwin Schaffer
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Patent number: 4831106Abstract: 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: GrantFiled: February 22, 1988Date of Patent: May 16, 1989Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Franz Matejcek, Werner Neubach, Gerd Busse
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Patent number: 4751281Abstract: 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: GrantFiled: February 18, 1987Date of Patent: June 14, 1988Assignee: Ciba-Geigy CorporationInventors: Giuseppe Cantatore, Valerio Borzatta
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Patent number: 4739032Abstract: 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: GrantFiled: March 30, 1987Date of Patent: April 19, 1988Assignee: Imperial Chemical Industries plcInventor: Michael E. B. Jones
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Patent number: 4729851Abstract: 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: GrantFiled: August 21, 1986Date of Patent: March 8, 1988Assignee: Wacker-Chemie GmbHInventors: Hermann Braunling, Reinhard Jira
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Patent number: 4694062Abstract: 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: GrantFiled: September 8, 1986Date of Patent: September 15, 1987Assignee: Honeywell Inc.Inventors: Samson A. Jenekhe, Marcia K. Hansen
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Patent number: 4680375Abstract: 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: GrantFiled: March 11, 1985Date of Patent: July 14, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventor: Mohamed A. Elmasry
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Patent number: 4631323Abstract: 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: GrantFiled: July 29, 1985Date of Patent: December 23, 1986Assignee: Honeywell Inc.Inventor: Samson A. Jenekhe
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Patent number: 4624999Abstract: 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: GrantFiled: July 29, 1985Date of Patent: November 25, 1986Assignee: Honeywell Inc.Inventor: Samson A. Jenekhe
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Patent number: 4608431Abstract: 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: GrantFiled: January 29, 1985Date of Patent: August 26, 1986Assignee: American Cyanamid Co.Inventor: Dalip K. Kohli
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Patent number: 4600767Abstract: 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: GrantFiled: August 16, 1985Date of Patent: July 15, 1986Assignee: The Dow Chemical CompanyInventors: Tim R. Diephouse, Randy J. LaTulip, John W. Robinson, Gary R. Gantt
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Patent number: 4598139Abstract: Environmentally stable polymer complexes of processible poly (3,6-N-alkylcarbazolyl alkenes) are disclosed together with a method of making the complexes.Type: GrantFiled: May 24, 1985Date of Patent: July 1, 1986Assignee: Honeywell Inc.Inventors: Samson A. Jenekhe, Barbara J. Fure
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Patent number: 4585855Abstract: 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: GrantFiled: February 28, 1985Date of Patent: April 29, 1986Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Hidenori Kimbara, Mitsuo Ejiri
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Patent number: 4578439Abstract: 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: GrantFiled: August 9, 1984Date of Patent: March 25, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4575542Abstract: 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: GrantFiled: April 23, 1985Date of Patent: March 11, 1986Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 4548738Abstract: 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: GrantFiled: June 29, 1984Date of Patent: October 22, 1985Assignee: Honeywell Inc.Inventors: Samson A. Jenekhe, Barbara J. Fure
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Patent number: 4540770Abstract: 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: GrantFiled: August 23, 1984Date of Patent: September 10, 1985Assignees: Societe Nationale des Poudres et Explosifs, Office National d'Etudes et de Recherches AerospatialesInventor: Sammy Chevallier
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Patent number: 4515938Abstract: 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: GrantFiled: March 12, 1984Date of Patent: May 7, 1985Assignee: The Dow Chemical CompanyInventors: Loren L. Swearingen, Randy J. LaTulip
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Patent number: 4481346Abstract: 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: GrantFiled: July 5, 1983Date of Patent: November 6, 1984Assignee: Wyzsza Szkola Inzynierska Im. Kazimierza PulaskiegoInventors: Zygmunt Wirpsza, Krzysztof Kowalski
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Patent number: 4477652Abstract: 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: GrantFiled: August 26, 1983Date of Patent: October 16, 1984Assignee: Phillips Petroleum CompanyInventor: H. Wayne Hill, Jr.
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Patent number: 4471107Abstract: 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: GrantFiled: January 30, 1984Date of Patent: September 11, 1984Assignee: American Cyanamid CompanyInventor: Steven L. Peake
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Patent number: 4456737Abstract: 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: GrantFiled: April 12, 1983Date of Patent: June 26, 1984Assignee: Henkel CorporationInventor: Edward DiDomenico, Jr.
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Patent number: 4456747Abstract: 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: GrantFiled: April 12, 1983Date of Patent: June 26, 1984Assignee: Henkel CorporationInventor: Edward DiDomenico, Jr.
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Patent number: 4393195Abstract: 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: GrantFiled: August 5, 1980Date of Patent: July 12, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Nobuyuki Ikeguchi, Satoshi Ayano
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Patent number: 4383903Abstract: 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: GrantFiled: April 3, 1981Date of Patent: May 17, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Satoshi Ayano, Morio Gaku, Nobuyuki Ikeguchi, Hidenori Kinbara, Yasunari Osaki
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Patent number: 4380610Abstract: 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: GrantFiled: December 21, 1981Date of Patent: April 19, 1983Assignee: Conoco Inc.Inventors: Jeff T. Fenton, Mark P. Mack
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Patent number: 4377667Abstract: 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: GrantFiled: June 4, 1981Date of Patent: March 22, 1983Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Hisaya Sakurai, Minoru Hamada, Kazuhiko Matsuzaki
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Patent number: 4370467Abstract: 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: GrantFiled: July 3, 1980Date of Patent: January 25, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Nobuyuki Ikeguchi
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Patent number: 4369304Abstract: 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: GrantFiled: August 5, 1980Date of Patent: January 18, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Nobuyuki Ikeguchi
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Patent number: 4369302Abstract: 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: GrantFiled: December 30, 1980Date of Patent: January 18, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Nobuyuki Ikeguchi, Yasunori Osaki
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Patent number: 4363906Abstract: 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: GrantFiled: April 2, 1981Date of Patent: December 14, 1982Assignee: Montedison S.p.A.Inventors: Osvaldo Cicchetti, Spartaco Fontani, Gianluigi Landoni, Renato Locatelli, Guido Bertelli, Pierpaolo Roma
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Patent number: 4362860Abstract: 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: GrantFiled: November 2, 1981Date of Patent: December 7, 1982Assignee: Rockwell International CorporationInventors: Joseph J. Ratto, Charles L. Hamermesh