Patents Assigned to Alcolac Inc.
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Patent number: 4429095Abstract: The invention provides new compounds which are cyclic alkylene ureas produced by the reaction of an alkylene urea selected from the group consisting of a mono-(alkylene ureido alkyl) urea, a bis-(alkylene ureido alkyl) urea, and mixtures thereof, with an unsaturated glycidyl ether or ester, such as allyl glycidyl ether. The new compounds are monomers which may be incorporated in aqueous emulsion polymer systems and are useful as wet adhesion promoters for latex paints.Type: GrantFiled: February 25, 1982Date of Patent: January 31, 1984Assignee: Alcolac Inc.Inventors: Joseph M. Sandri, John W. Calentine, Seymour M. Linder, Yves J. Billioux
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Patent number: 4426503Abstract: The invention provides new compounds which are cyclic alkylene ureas having hydroxyl and amine functionalities and which are produced by the reaction of an omega-amino alkyl alkylene urea, such as 2-aminoethyl ethylene urea, with an unsaturated glycidyl ether or ester, such as allyl glycidyl ether. The new compounds are monomers which may be incorporated in aqueous emulsion polymer systems and are useful as wet adhesion promoters for latex paints.Type: GrantFiled: December 14, 1981Date of Patent: January 17, 1984Assignee: Alcolac Inc.Inventors: Joseph M. Sandri, John W. Calentine, Seymour M. Linder, Yves J. Billioux
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Patent number: 4340743Abstract: The invention provides new compounds which are cyclic alkylene ureas produced by the reaction of an alkylene urea selected from the group consisting of a mono-(alkylene ureido alkyl) urea, a bis-(alkylene ureido alkyl) urea, and mixtures thereof, with an unsaturated glycidyl ether or ester, such as allyl glycidyl ether. The new compounds are monomers which may be incorporated in aqueous emulsion polymer systems and are useful as wet adhesion promoters for latex paints.Type: GrantFiled: June 27, 1980Date of Patent: July 20, 1982Assignee: Alcolac Inc.Inventors: Joseph M. Sandri, John W. Calentine, Seymour M. Linder, Yves J. Billioux
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Patent number: 4319032Abstract: The invention provides new compounds which are cyclic alkylene ureas having hydroxyl and amine functionalities and which are produced by the reaction of an omega-amine alkyl alkylene urea, such as 2-aminoethyl ethylene urea, with an unsaturated glycidyl ether or ester, such as allyl glycidyl ether. The new compounds are monomers which may be incorporated in aqueous emulsion polymer systems and are useful as wet adhesion promoters for latex paints.Type: GrantFiled: June 6, 1980Date of Patent: March 9, 1982Assignee: Alcolac Inc.Inventors: Joseph M. Sandri, John W. Calentine, Seymour M. Linder, Yves J. Billoux
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Patent number: 4171457Abstract: 1-Hydroxy-2-Bromo-3-Allyloxypropane (allyl glycidyl ether bromohydrin) and 1-hydroxy-2-bromo-3-allyloxypropane phophoric acid ester (allyl glycidyl ether bromophosphate), which are useful as polymerizable flame-retardants, are described. 1-Hydroxy-2-bromo-3-allyloxypropane was prepared by the reaction of equimolar amounts of allyl glycidyl ether and hydrobromic acid, in acetic acid, preferably at a temperature in the range of 25.degree.-50.degree. C. and the thus obtained allyl glycidyl ether bromohydrin was phosphated by reaction with a substantially equimolar amount of polyphosphoric acid, preferably at a temperature in the range of about 40.degree.-50.degree. C., to produce the 1-hydroxy-2-bromo-3-allyloxypropane phosphoric acid ester.Type: GrantFiled: May 8, 1978Date of Patent: October 16, 1979Assignee: Alcolac Inc.Inventor: Seymour M. Linder
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Patent number: 4144212Abstract: Air-curing copolymer latices are described. The preferred copolymer latices are prepared by emulsion copolymerization, in the presence of a free radical polymerization catalyst such as inorganic or organic peroxide polymerization catalysts, with a blend (in % by weight based on the total weight of all monomers used) of (a) about 1% to about 20% of dicyclopentadienyl acrylate or dicyclopentadienyl methacrylate, (b) about 99% to about 20% of an alkyl acrylate or methacrylate, including mixtures of such monomers, and preferably a lower alkyl acrylate or methacrylate in which the alkyl groups contain from 1 to 4 carbon atoms, (c) 0% to about 5% of acrylic acid or methacrylic acid, and (d) 0% to about 85% of other monoethylenically unsaturated copolymerizable monomers.Type: GrantFiled: March 6, 1978Date of Patent: March 13, 1979Assignee: Alcolac Inc.Inventors: Seymour M. Linder, John W. Calentine
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Patent number: 4110286Abstract: Novel emulsifiable prepolymers for polyurethanes comprising an isocyanate prepolymer a minor proportion of the terminal isocyanate groups of which have been reacted with a quaternized tertiary amino alcohol, storage stable polyurethane latices produced therefrom and methods of making them are described. In a preferred embodiment a conventional isocyanate terminated prepolymer is first produced by the reaction of a polyol, preferably a diol of polyether or polyester origin, with a stoichiometric excess of a polyisocyanate, preferably a diisocyanate such as toluene diisocyanate; this prepolymer is then reacted, under anhydrous conditions, with a small amount, usually from about 1% to 5%, preferably about 1% to about 2%, by weight of a quaternized tertiary amino alcohol. Alternatively, a small amount of the quaternized tertiary amino alcohol may be included in the mixture of polyol and excess isocyanate used for making the prepolymer.Type: GrantFiled: February 7, 1977Date of Patent: August 29, 1978Assignee: Alcolac Inc.Inventors: Jan E. Vandegaer, John W. Calentine
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Patent number: 4049608Abstract: Novel copolymerizable esters of cinnamic acid or an .omega.-alkenoic acid of from 4 to 18 carbon atoms, such as undecylenic acid, with certain hydroxyalkane sulfonic acids, such as isethionic acid, are described together with processes of making them and copolymers thereof. These novel copolymerizable esters may be made by reaction of the .omega.-alkenoic or cinnamic acid with the hydroxyalkane sulfonic acid or a sultone, such as propane sultone. These novel ester are useful as copolymerizable surfactants in the emulsion polymerization of ethylenically unsaturated monomers; particularly for the production of self-stabilizing latices of polymeric materials possessing excellent mechanical stability and from which can be deposited films having improved adhesion, pigment wetting and bonding properties and greatly improved resistance to water.Type: GrantFiled: July 19, 1976Date of Patent: September 20, 1977Assignee: Alcolac Inc.Inventors: Robert Steckler, Fred Robinson, Robert F. Farmer, III
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Patent number: 4022851Abstract: 1-Hydroxy-2-Bromo-3-Allyloxypropane (allyl glycidyl ether bromohydrin) and 1-hydroxy-2-bromo-3-allyloxypropane phosphoric acid ester (allyl glycidyl ether bromophosphate), which are useful as polymerizable flame-retardants, are described. 1-Hydroxy-2-bromo-3-allyloxypropane was prepared by the reaction of equimolar amounts of allyl glycidyl ether and hydrobromic acid, in acetic acid, preferably at a temperature in the range of 25.degree.-50.degree. C. and the thus obtained allyl glycidyl ether bromohydrin was phosphated by reaction with a substantially equimolar amount of polyphosphoric acid, preferably at a temperature in the range of about 40.degree.-50.degree. C., to produce the 1-hydroxy-2-bromo-3-allyloxypropane phosphoric acid ester.Type: GrantFiled: July 28, 1976Date of Patent: May 10, 1977Assignee: Alcolac Inc.Inventor: Seymour M. Linder
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Patent number: 4009201Abstract: Novel polymerizable cationic monomers, which contain two or more cationic groups in the molecule, and homopolymers and copolymers thereof are described. These novel cationic monomers are compounds represented by the general formula: ##STR1## AND THE QUATERNIZED DERIVATIVES THEREOF (IN WHICH THE TERMINAL TERTIARY AMINO GROUP HAS BEEN QUATERNIZED TO A QUATERNARY AMMONIUM GROUP) OF THE FORMULA: ##STR2## In the forgoing Formulas 1 and 2: A, each of which may be the same or different, represents an alkylene group of from 1 to about 20 carbon atoms but including oxygen interrupted alkylene groups (i.e.; a polyglycol ether group of the formula ##STR3## WHEREIN R.sup.5 represents H, methyl or ethyl and x represents an integer of from 1 to about 20);R represents H or methyl;R.sup.1 represents H or, when R is H, an alkyl group of 1 to 4 carbon atoms, R.sup.1 preferably H or methyl;R.sup.2, r.sup.3 and R.sup.Type: GrantFiled: May 20, 1974Date of Patent: February 22, 1977Assignee: Alcolac Inc.Inventors: Robert Steckler, Seymour Martin Linder