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.

Abstract: Hybrid curable compositions comprising components curable by condensation and components curable by the free radical initiated polymerization. The components curable by condensation reaction comprise amino resins and co-reactants, the condensation reaction being optionally catalyzed by acid catalysts. The components curable by free radical initiated polymerization comprise acryloyl compounds.

Abstract: A process for producing a resin is disclosed, comprising reacting (a) a polyalkylenepolyamine, (b) an alicyclic dibasic carboxylic acid and/or a reaction product having a free carboxyl group that is obtained by reacting an alicyclic dibasic carboxylic acid with a glycol, (c) a urea, and (d) an aldehyde and/or an alkylating agent. The resulting resin is useful as a wet strength agent to provide a paper coating composition having improved printability and printing effects.

Abstract: The present invention relates to a curable composition comprising:(A) at least one aminoplast resin; and(B) an amount effective to cure the composition of at least one catalyst which is a sulfo acid, or an anhydride, ester, ammonium salt or metal salt of the acid.The sulfo acid can be exemplified by sulfonic acids, such as 2-acrylamido-2-methylpropane sulfonic acid, or a reaction product of the sulfonic acid and a phosphorus acid or salt, such as a dihydrocarbyl phosphorodithioic acid.The catalyst allows curing of aminoplast resins to be accomplished at low temperatures, while imparting a high degree of water resistance to the cured coating.

Abstract: Polyimide addition copolymers of improved physical properties and thermal stability are prepared by reacting ethylenically unsaturated bis-imides with compounds having two methylene groups activated by adjacent carbonyl groups. The copolymers may be made in the presence of catalytic amounts of amines or with greater amounts of polyamines. The polymers are useful in producing molding powders, prepregs, laminates, circuit boards, encapsulants and metal clad shapes.

Abstract: New acrylic derivative of urea: monomethylolacrylamidomethyleneurea.Preparation process, according to which acrylamidomethyleneurea is reacted with formaldehyde.Application to the manufacture of additives suitable for use in aminoplastic resins.

Abstract: Vinyl ester resins possess unsaturated terminal groups and are based on polyphenols of the formulaC(ArOH).sub.m (R').sub.p --(CR.sub.2).sub.n --C(ArOH).sub.m (R").sub.p (I)or(ArOH)--CH.sub.2 --Ar--CH.sub.2 --[(ArOH)--CH.sub.2 --Ar--CH.sub.2 ].sub.n --(ArOH) (II)wherein R, R' and R" may be identical or different and are each H or CH.sub.3, Ar is phenylene which is unsubstituted or substituted by methyl or methoxy, n is 0, 1 or 2, m is 1 or 2 and p is 3-m.

Abstract: Cationic copolymerization of trioxane with glycidyl ester derivatives, preferably glycidyl acrylate derivatives, produces thermally stable, usually cross-linked, acetal copolymer. The resulting acetal copolymer will exhibit side chain ester functionality, and particularly side chain vinyl functionality when glycidyl acrylate derivatives are employed, so as to permit its futher reaction with other chemical moieties to achieve an acetal copolymer of modified chemical and/or physical properties.

Abstract: A liquid coating composition is provided which comprises, as a binder, an addition polymer containing on average 2 or more pendant activated unsaturated groups and, as a crosslinking agent, a compound containing on average 2 or more primary amino groups. The pendant activated unsaturated groups of the addition polymer are based upon fumaric, maleic and/or itaconic acid and/or anhydrides thereof. The liquid coating compositions of the present invention provide the particular advantage of rapid cure at ambient temperatures.

Abstract: New process for manufacturing urea/formaldehyde resins.New process, according to which a urea/formaldehyde precondensate containing monomethylolacrylamidomethyleneurea is added to the urea/formaldehyde resins.Applications for the gluing of wood, in aminoplastic resins.

Abstract: Precondensates of urea and formaldehyde containing monomethylolacrylamidomethyleneurea are produced from pure acrylamidomethyleneurea and urea/formaldehyde precondensate or from the starting substances used for the manufacture of acrylamidomethyleneurea with formaldehyde. They are useful additives for aminoplastic resins, which in turn may be used as glue in the manufacture of chipboard sheets.

Abstract: There are provided new articles comprising elements having surfaces bonded together with a bonding resin which is an elastomeric copolymer of about 15 to 45 mol %, preferably about 25 to 35 mol % trioxane, about 55 to 85 mol %, preferably about 65 to 75 mol % of 1,3-dioxolane, said mol percents based on the total of trioxane and 1,3-dioxolane, and about 0.005 to 0.15 wt. %, preferably about 0.05 to 0.12 wt. % of 1,4-butanediol diglycidyl ether or butadiene diepoxide as a bifunctional monomer, based on the total weight of copolymer. Preferably, at least one of said surfaces, and more preferably at least two of said surfaces bonded to each other are of a crystalline acetal polymer comprising at least 85 mol % of polymerized oxymethylene units.

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.

Abstract: There are provided new elastomeric copolymers of about 15 to 45 mol %, preferably about 25 to 35 mol % trioxane, about 55 to 85 mol %, preferably about 65 to 75 mol % of 1,3-dioxolane, said mol percents based on the total of trioxane and 1,3-dioxolane, and about 0.005 to 0.15 wt. %, preferably about 0.05 to 0.12 wt. % of 1,4-butanediol diglycidyl ether or butadiene diepoxide as a bifunctional monomer, based on the total weight of copolymer. The elastomeric copolymers may be prepared by mixing said monomers in a substantially dry state and under an inert atmosphere with a cationic polymerization catalyst, e.g., p-nitrobenzenediazonium tetrafluoroborate. The elastomeric copolymers have a strong interaction with moldable, crystalline acetal polymers comprising at least 85 mol % of polymerized oxymethylene units and may be used as a blending agent with such crystalline acetal polymers or as a bonding agent to improve the adhesiveness of the crystalline acetal polymer to other materials.

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.

Abstract: A water-based coating composition comprising as the first component, a mixture of a polyaldehyde chosen from the group consisting of glyoxal, glutaraldehyde and derivatives of glyoxal and glutaraldehyde, and a water dispersible component chosen from the group consisting of epoxy resin emulsions which can be emulsified in water, synthetic latexes stable at about pH 7 or less, low molecular weight resin emulsions, epoxy ester emulsions, water emulsified alkyds, and cationic, anionic and non-ionic asphalt emulsions and, as the second component, the non-gel reaction product of (I) urea-formaldehyde ether monomer, urea-formaldehyde phenol monomer, urea-nonylphenol formaldehyde monomer, thiourea-formaldehyde ether monomer, melamine formaldehyde ether monomer hexamethoxymethyl melamine, with (II) a polyamine chosen from a group consisting of primary and secondary amines and/or a monoamine, combined with (III) a hydroxide or oxide of calcium, strontium or barium.

Abstract: There are provided new elastomeric copolymers of about 15 to 45 mol %, preferably about 25 to 35 mol % trioxane, about 55 to 85 mol %, preferably about 65 to 75 mol % of 1,3-dioxolane, said mol percents based on the total of trioxane and 1,3-dioxolane, and about 0.005 to 0.15 wt. %, preferably about 0.05 to 0.12 wt. % of 1,4-butanediol diglycidyl ether or butadiene diepoxide as a bifunctional monomer, based on the total weight of copolymer. The elastomeric copolymers may be prepared by mixing said monomers in a substantially dry state and under an inert atmosphere with a cationic polymerization catalyst, e.g, p-nitrobenzenediazonium tetrafluoroborate. The elastomeric copolymers have a strong interaction with moldable, crystalline acetal polymers comprising at least 85 mol % of polymerized oxymethylene units and may be used as a blending agent with such crystalline acetal polymers or as a bonding agent to improve the adhesiveness of the crystalline acetal polymer to other materials.

Abstract: Liquid, low viscosity, graft polyols comprising the liquid reaction product of a vegetable oil or unsaturated fatty carbon compound having at least eight carbon atoms, at least one hydroxyl group, and at least one double bond, said compound having other than terminal unsaturation a cyclopentadienyl compound and a terminally unsaturated monomer having at least one hydroxyl group, when cured with a polyisocyanate, melamine, or formaldehyde compound, or when esterified with a polybasic acid composition to form an alkyd resin, yield high solids or solventless polyurethane compositions useful as coatings, adhesives, potting or molding compounds.

Abstract: A water-soluble, thermosetting resin comprising units derived from tris(2-aminoethyl)amine, and preferably units derived from dicyandiamide and/or epichlorohydrin, is useful as an accelerator in paper sizing, e.g. using an alkyl ketene dimer.

Abstract: Cyclic formals, other than trioxane, form macromers with an olefinically unsaturated alcohol which functions as a propagating species to form a macromer of polyformal having a molecular weight generally less than about 10,000. A cationically ring-openable ether may be used to provide a polyether spacer in the alkenyl alcohol so that the macromer of polyformal formed contains a polyether block. Thus, the polyformal macromer may have a acryloyl, allyl, or styryl head group. Macromers of polyformal block copolymers are formed sequentially by first forming the block of first formal and then without isolating the macromer so formed, sequentially polymerizing a second formal monomer to form the second formal block. A macromer of randon copolymer may be formed with one or more cyclic formals or a cyclic ether. Macromers of random copolymers may also be formed with formaldehyde or trioxane.

Abstract: Polyimide addition copolymers of improved physical properties and thermal stability are prepared by reacting ethylenically unsaturated bis-imides with compounds having two methylene groups activated by adjacent carbonyl groups. The copolymers may be made in the presence of catalytic amounts of amines or with greater amounts of polyamines. The polymers are useful in producing molding powders, prepregs, laminates, circuit boards, encapsulants and metal clad shapes.

Abstract: An adhesive for bonding polymeric material to both collagen and calcium is provided. The adhesive contains a glutaraldehyde component for bonding to collagen and a monophosphate component for bonding to calcium. It has been found that in bonding polymeric filling materials to teeth that the adhesive substantially reduces microleakage around the filling.

Abstract: A process for producing novel water-soluble compounds of the formula (HO).sub.m --A--(OCH.sub.2 NR.sup.1 COR).sub.p comprises forming a dispersion of an aqueous solution of a substrate A(OH).sub.n which is an alcohol or, preferably, a carbohydrate and a derivatising reagent HOCH.sub.2 NR.sup.1 COR.sup.2 in a water immiscible liquid and azeotroping the dispersion to remove water and thereby to drive the condensation reaction. The process can achieve high degrees of substitution and is of particular use in the production of water-soluble unsaturated polymersable products, preferably methylol acrylamide derivatives, in a process in which the aqueous dispersed phase contains a water-soluble polymerisation inhibitor. The unsaturated products may be used as cross-linking monomers in many aqueous polymerisation reactions, for instance an aqueous composition containing them with a water-soluble photo-initiator system including a dye are used as curing inks.

Abstract: The invention provides a liquid coating composition curable at ambient temperature comprising an acetoacetate groups-containing addition polymer having a number average molecular weight of 1000-100,000, a glass transition temperature of 250.degree.-370.degree. K., a hydroxyl number of 0-200 and a content of acetoacetate groups of 3,5-45% by weight, the acetoacetate groups being present as ester of hydroxyalkyl acrylate, hydroxyalkyl methacrylate or allyl alcohol structural units, and a polyamine having primary and/or secondary amino groups and blocked with an aldehyde or ketone. A process for coating a substrate with such composition is also provided.

Abstract: Oligomeric and prepolymeric organic compounds with aldehyde, epoxide, isocyanate, or halotriazine groups and polymerizable groups. Compounds of this type and mixtures thereof have outstanding adhesion properties, especially in relation to biological substrates, can be copolymerized with composites based on unsaturated monomers, and are especially appropriate in dentistry and medicine as adhesion promoters, adhesive fillers, or adhesive cement.

Abstract: Ultraviolet curable terpolymers of trioxane, from at least 65 weight percent to about 75 weight percent of 1,3-dioxolane and from about 2 weight percent to about 20 weight percent of a monoethylenically unsaturated aliphatic diol formal having at least 4 carbon atoms in its main chain, e.g., 4,7-dehydro- 1,3-dioxepin, which are non-crystalline at room temperature or above are disclosed. These terpolymers, when admixed with a multifunctional crosslinking monomer, e.g., a multifunctional acrylate such as 1,6-hexanediol diacrylate, and a photosensitizer, e.g., a benzoin compound such as benzoin isobutyl ether, can be cured to an insoluble, non-tacky, rubbery state using UV radiation. The thus-cured polymeric materials form useful crosslinked films, and when cryogenically ground to a suitable small particle size can be blended with conventionally prepared crystalline oxymethylene homo-, co- and terpolymers to improve the latters' impact properties.

Abstract: Electroactive polymers of the structure and formula ##STR1## in their neutral and ionized forms, where the backbone group R.sub.b is selected from or is a combination of five- and six-membered rings capable of aromatic and quinonoid bonding structures, R.sub.s is selected from aliphatic, aromatic and heterocyclic groups, x and y, are positive integers from 1 to 5 and m is a positive integer from 1 to about 10,000, together with a method of making them are disclosed.

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.

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.

Abstract: Graft polyols comprising the liquid reaction product of a vegetable oil or unsaturated fatty carbon compound having at least eight carbon atoms, at least one hydroxyl group, and at least one double bond, a cyclopentadienyl compound and a terminally unsaturated monomer having at least one hydroxyl group. These liquid low viscosity polyols when cured with a polyisocyanate, melamine, or formaldehyde compound yield high solids or solventless polyurenthane compositions useful as coatings, adhesives, potting or molding compounds.

Abstract: Polymeric cyclopentadiene derivatives, method for preparing polymeric cyclopentadiene derivatives, and use of polymeric cyclopentadiene derivatives in curable binder compositions.

Abstract: Thermosettable prepolymers or resins are prepared by reacting (1) a pyrazine compound containing at least two substituent groups which have a hydrogen atom attached to a carbon atom which is attached to the ring such as tetramethylpyrazine, (2) a material containing at least two aromatic aldehyde groups, and (3) at least one of (a) a nitrogen containing aromatic heterocyclic compound containing at least one hydrogen atom attached to a carbon atom attached to the ring and a polymerizable unsaturated group such as 2-methyl-5-vinylpyridine or (b) an aldehyde containing at least one polymerizable unsaturated group such as 4-isopropenyl-1-cyclohexene-1-carboxaldehyde. These prepolymers or resins are curable to thermoset products having good mechanical and thermal properties by heat and pressure or by homopolymerization or copolymerization with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bismaleimide. The prepolymers are suitable for preparing composites.

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.

Abstract: The reaction product of imidazole and/or its alkyl derivatives and an aldehyde is described. Epoxy resins containing the product are useful in applications such as decorative coatings, encapsulations, adhesives, laminates, potting compounds, etc.

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.

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.

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.

Abstract: Allyl ether capped styryl pyridines and styryl pyrazines are prepared by allylating with an allylating agent such as allyl halide or allyl methyl carbonate 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 allylation. These allylated styryl pyridines and pyrazines can be homopolymerized or copolymerized with other materials to produce polymers having excellent high temperature resistance, good mechanical strength and excellent processability and are used to make cured composites with heat resistant fibers that have applications in high temperature environments such as engine compartments and/or fire walls.

Abstract: Thermosettable polymeric cyclopentadiene derivatives, method for preparing polymeric cyclopentadiene derivatives, and use of polymeric cyclopentadiene derivatives in curable binder compositions.

Abstract: A process for producing improved crosslinking components for paint binders which can be crosslinked through transesterification is described. The process is characterized in that an ester of malonic or cyano-acetic acid or aceto-acetic acid is reacted in a KNOEVENAGEL-reaction with a carbonyl compound, preferably with formaldehyde, and the reaction products are polymerized, optionally utilizing free-radical initiators, to provide a polymer having a molecular weight of between about 300 and 6000. The crosslinking components prepared according to the invention provide an unsaponifiable base structure and permit the preparation of products with high functionality. The crosslinking components are preferably utilized in binder systems for cathodically depositable paints.

Abstract: A prepolymer for use in preparing a binder for low vulnerability gun propellants. The condensation of an alkynediol and formaldehyde produces a prepolymer which is cured with a polyisocyanate. The resulting binder can be combined with 1,3,5,7-tetramethylenetetranitramine (HMX) or 1,3,5-trimethylenetrinitramine (RDX), and is readily extruded as multi-perforated propellant grains, the extruded material having a greatly reduced tendency to slumping, and an enhanced mass impetus value.

Abstract: Polymeric cyclopentadiene derivatives, method for preparing polymeric cyclopentadiene derivatives, and use of polymeric cyclopentadiene derivatives in curable binder compositions.

Abstract: Cyclopentadiene derivatives, method for preparing cyclopentadiene derivatives, and use of cyclopentadiene derivatives in curable binder compositions.

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.

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.

Abstract: Polymer compositions comprising acetals of acrolein-isocyanuric acid adducts and polyfunctional compounds containing acetal-reactive groups such as alcohols, thiols oxiranes and amides. The compositions are useful in molding, laminating, coating and adhesive applications.

Abstract: Polymer compositions comprising adducts of acrolein and isocyanuric acid and polyfunctional compounds containing aldehyde-reactive groups such as amines, amides, alcohols, thiols and oxiranes. The compositions are useful in molding, laminating, coating and adhesive applications.

Abstract: Polymer compositions comprising hemiacetals of acrolein-isocyanuric acid adducts and polyfunctional compounds containing hemiacetal-reactive groups such as amines, amides, alcohols, thiols and oxiranes. The compositions are useful in molding, laminating, coating and adhesive applications.

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.

Abstract: A plastic lens composed of a cured product of a mixture or a reaction produce of (A) a compound containing at least 2 unsaturated cycloacetal groups per molecule, (B) a compound containing at least 2 mercapto groups per molecule and (D) an aliphatic polyvinyl compound selected from the group consisting of ethylene glycol diacrylate, ethylene glycol dimethacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, pentaerythritol tetraacrylate and dipentaerythritol hexaacrylate.