Abstract: The present invention provides an improved method of making 1-(alkoxyphenyl)-5-(phenyl)biguanide compounds which are useful as agricultural fungicides, having the formula: ##STR1## where R is alkyl, linear of branched, having from 1-14 carbon atoms; and acid addition salts thereof.The method comprises the steps of (a) alkylating a nitrophenol with a suitable alkyl halide in a reaction solvent to form an alkoxynitrobenzene intermediate, (b) reducing the nitro group of the itermediate in situ by catalytic hydrogenation to form an alkoxyaniline, and (c) condensing the alkoxyaniline with phenyldicyandiamide to form the desired biguanide as the acid addition salt.The invention also includes a novel isolation and purification procedure for obtaining purified biguanide acid addition salts and purified free biguanide base.
Abstract: Hair preparations containing a copolymer of about 99.5 to 45.1 mole percent vinyl pyrrolidone and about 0.5 to 4.9 mole percent diloweralkylaminoalkyl acrylate or methacrylate, and method of setting and conditioning hair therewith.
Abstract: This invention relates to a method of making in high yield light absorber compounds which are (2-cyano-3,3-diphenylacryloxy) alkylene acrylic acid esters having the formula: ##STR1## where (Ar).sub.1 and (Ar).sub.2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl and naphthyl;X is alkylene, C.sub.2 -C.sub.17, unsubstituted or substituted with halo, cyano, alkyl C.sub.1 -C.sub.6 alkoxy C.sub.1 -C.sub.6, alkoxyalkyl C.sub.1 -C.sub.6, or alkoxyalkyleneoxy C.sub.1 -C.sub.6 ; andY is copolymerizable radical selected from acryloyl C.sub.3 -C.sub.12 alkylacryloyl C.sub.3 -C.sub.12, acryloxyalkyl C.sub.3 -C.sub.12, acryloxyhydroxyalkyl and alkylacryloxyhydroxyalkyl C.sub.3 -C.sub.12.
Abstract: This invention relates to an improved process for making N-(N'-methylenepyrrolidonyl)-2-substituted anilines which are useful intermediates in the synthesis of agricultural herbicides.This process of the invention comprises reacting a 2-substituted aniline with N-chloromethylpyrrolidone at about room temperature in the presence of an acid acceptor. Such room temperature alkylation of the aniline prevents excessive side reactions, particularly with a substituent in the 2-position of the aniline, such as an alkenyl group, which is sensitive to alkylating agents which require excessive heating to effective the condensation reaction.
Abstract: A radiation curable coating comprising:A. an oligomer of Formula I: ##STR1## wherein: R.sup.1 is hydrogen or methyl;Y is a divalent urethane residue;B. an acrylic ultra-violet light absorber of Formula IV: ##STR2## wherein R.sup.4 is alkyl or hydroxy alkylene. Preferably the coating composition contains a vinyl monomer copolymerizable with the oligomer. The process for curing the coating is also disclosed.
Type:
Grant
Filed:
November 13, 1978
Date of Patent:
August 5, 1980
Assignee:
GAF Corporation
Inventors:
Donald H. Lorenz, Shu T. Tu, Donald P. Wyman
Abstract: A binder composition for asbestos fibers comprises a latex blend in which the dispersed phase comprises (1) from about 80 to 99.5 weight percent of a synthetic rubber and (2) from about 0.5 to 20 weight percent of a highly carboxylated polymer. The highly carboxylated polymer is a copolymer or terpolymer containing (1) an .alpha.,.beta.-unsaturated carboxylic acid, (2) an alkyl ester of an .alpha.,.beta.-unsaturated carboxylic acid, and optionally (3) an ethylenically unsaturated organic monomer which is copolymerizable with monomers (1) and (2) to form a stable latex.
Abstract: An expansion agent comprising a foamable mixture of (a) 15-53 weight % of a foaming agent having 6 to 78 carbon atoms selected from the group of an ammonium salt, aliphatic amine salt and/or an alkali metal salt of an alkyl sulfate, hydroxyalkyl sulfate, alkyl ether sulfate and/or aryl alkyl ether sulfate; (b) 5-42 weight % of a dispersant having 22 to 260 carbon atoms selected from the group of an alkyl alkyleneoxy amine and/or its quaternary alkylsulfate, alkylhalide or alkylphosphate derivative; and (c) 5-40 weight % of a stabilizer having 8 to 68 carbon atoms selected from the group of a sodium and/or potassium salt of an alkyl sulfosuccinate; and the combination of said mixture with a synthetic resin, latex or natural rubber to provide a coating or finishing composition; the process of applying said composition to a substrate and the treated substrate product having incorporated the composition of the invention.
Abstract: This invention relates to a method of making in high yield light absorber compounds which are (2-cyano-3,3-diphenylacryloxy) alkylene acrylic acid esters having the formula: ##STR1## where (Ar).sub.1 and (Ar).sub.2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl, and naphthyl;X is alkylene, C.sub.2 -C.sub.17, unsubstituted or substituted with halo, cyano, alkyl, alkoxy, alkoxyalkyl, or alkoxyalkyleneoxy, C.sub.1 -C.sub.6 ; andY is copolymerizable radical selected from acryloyl, alkylacryloyl, acryloxyalkyl, acryloxyhydroxyalkyl and alkylacryloxyhydroxyalkyl, C.sub.3 -C.sub.12.
Abstract: This invention relates to a process for making N-(N'-methylenepyrrolidonyl)-2-substituted anilines in high yield. The products are useful intermediates in the synthesis of herbicides.The process comprises reacting substantially equivalent molar concentrations of a 2-substituted aniline, as defined herein, with N-methylolpyrrolidone in an aromatic hydrocarbon solvent in the absence of an acid or base catalyst at a reflux temperature of 80.degree.-140.degree. C. while simultaneously and continuously distilling out from the reaction mixture an azeotrope consisting essentially of water and solvent until substantially all the water produced during the reaction has been removed thereby, and, thereafter, crystallizing the product from the remaining solution.
Abstract: Compounds and compositions of the formula: ##STR1## where R and R' are both alkyl, C.sub.1 -C.sub.3 ; orR is acyl, C.sub.2 -C.sub.6 and R' is alkyl, C.sub.1 -C.sub.6 or hydrogen; orR is carbalkoxyalkyl, C.sub.2 -C.sub.6 and R' is hydrogen;X is oxygen or sulfur; and;Y and Z are both alkyl, C.sub.1 -C.sub.6 ; are described herein.The compositions exhibit insecticidal and miticidal activity.
Abstract: A low-foaming machine dishwashing composition comprising (1) an alkali metal, or ammonium, carbonate and (2) a water soluble salt of a polyelectrolyte having an average molecular weight of about 500-4000 and the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.4, and R.sub.5 can be hydrogen, C.sub.1 -C.sub.4 lower alkyl, or a combination thereof; R.sub.3 and R.sub.6 can be hydrogen, carboxy, or alkylcarboxy; and the sum of (a+b) is .gtoreq.5 to .ltoreq.30, preferably .gtoreq.7 to .ltoreq.15, employed in a weight ratio (polyelectrolyte:carbonate) of 5:95-20:80, and, preferably, a low foaming surfactant, results in effective and economical dishwashing.
Abstract: This invention relates to (acetoxyalkyl) 2-cyano-3,3-diphenylacrylate intermediates having the formula: ##STR1## where (Ar).sub.1 and (Ar).sub.2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl, and naphthyl; and,X is alkylene, C.sub.2 -C.sub.17, unsubstituted or substituted with halo, cyano, alkyl, C.sub.1 C.sub.6, alkoxy, C.sub.1 -C.sub.6, alkoxyalkyl, C.sub.1 -C.sub.6 or alkoxyalkyleneoxy, C.sub.1 -C.sub.6.These intermediates are used in making (2-cyano-3,3-diphenylacryloxy) alkylene acrylic esters and (2-cyano-3,3-diphenyl) alkylene ethylenic ethers, which compounds are copolymerizable, ultraviolet light absorbers.
Abstract: Compounds of the formula: ##STR1## where R is a secondary or tertiaryalkyl, C.sub.4 -C.sub.10,R' is hydrogen, alkyl, C.sub.1 -C.sub.6 or acyl, C.sub.2 -C.sub.6,X is oxygen or sulfur, and,Y and Z are independently alkyl, alkenyl, alkoxy, thioalkoxy, alkenyloxy or thioalkenyloxy, C.sub.1 -C.sub.6,are described herein.These compounds are useful as insecticides or miticides.
Abstract: The halophenoxy-alkoxy phosphorous-containing sulfides of the present invention are represented by the general formula: ##STR1## wherein each R is alkylene having from 1 to 3 carbon atoms:Y is O or S;m is an integer from 1 to 3;p is O or 1and whereinP is trivalent when p is O and pentavalent when p is 1.These compounds are particularly useful as herbicides, algicides and lubricants or lubricant additives.
Abstract: This invention relates to copolymerizable ultraviolet light absorber compounds having the formula: ##STR1## where (Ar).sub.1 and (Ar).sub.2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl, and naphthyl;X is alkylene, C.sub.2 -C.sub.17, unsubstituted, or halo, cyano, alkyl, alkoxy, alkoxyalkyl, or alkoxyalkyleneoxy, C.sub.1 -C.sub.6 substituted.R is alkylene, oxyalkylene, alkyleneoxyalkylene, or benzylene, C.sub.1 -C.sub.10, unsubstituted or substituted with hydroxy, andR' and R" are independently hydrogen or alkyl, C.sub.1 -C.sub.6.
Abstract: This invention relates to acetoxyalkyl cyanoacetate intermediates in the manufacture of copolymerizable, ultraviolet light absorber compounds, said intermediates having the formula: ##STR1## where X is alkylene, C.sub.2 -C.sub.17, unsubstituted or substituted with halo, cyano, alkyl, C.sub.1 -C.sub.6, alkoxy, C.sub.1 -C.sub.6 alkoxyalkyl, C.sub.1 -C.sub.6 or alkoxyalkyleneoxy, C.sub.1 -C.sub.6.The intermediates of this invention are used to make (2-cyano-3,3-diphenylacryloxy) alkylene acrylic acid esters and (2-cyano-3,3-diphenylacryloxy) alkylene ethylenic ethers in high yield.
Abstract: This invention relates to novel N-(N'-methylenepyrrolidonyl)-2-substituted anilines which are useful intermediates in the synthesis of herbicides.The intermediate compounds of the invention have the formula: ##STR1## Where R is alkyl, C.sub.1 -C.sub.6, alkenyl, C.sub.3 -C.sub.5, alkyleneoxyalkyl, --(CH.sub.2).sub.n OR", where n=1-3, and R" is alkyl, C.sub.1 -C.sub.3, and cycloalkyl, ##STR2## where n'=0-3, R' is hydrogen or alkyl, C.sub.1 -C.sub.3, and,Y is oxygen or sulfur.
Abstract: The glass mat made herein is comprised of two fibrous components, namely, individual filament glass fibers and extended glass fiber elements. These components are formed herein in situ in a wet-laid process from original bundles of glass fibers. The individual filaments appear by conventional filamentation of the bundles. The extended fiber elements, however, are formed by longitudinal extension of a given bundle whose fibers are connected longitudinally. Thereby the effective length of a fiber element is very much greater than the length of the fibers therein. The fiber elements are further characterized by a non-uniform diameter, as contrasted to the fibers themselves, being thicker in the midsection of the element where connection of fibers is maximized, and tapered towards its ends, where fiber connection is at a minimum.The extended fiber elements preferably predominate by weight of the fibrous content of the mat over the individual filaments.
Type:
Grant
Filed:
May 16, 1979
Date of Patent:
April 29, 1980
Assignee:
GAF Corporation
Inventors:
Alfredo A. Bondoc, V. Robert Canfield, B. Randall Ziegler