Patents by Inventor Charles E. Monnier

Charles E. Monnier has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4908423
    Abstract: The invention relates to compounds of the formula I or II ##STR1## in which A is a radical ##STR2## R.sup.1 is hydrogen or methyl, R.sup.2 is the radical of an aliphatic, cycloaliphatic, aromatic or araliphatic diol after both of the hydroxyl groups have been removed, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another are hydrogen, C.sub.1 -C.sub.6 alkyl, chlorine or bromine, R.sup.7 is a radical of the formula III, IV, V or VI ##STR3## R.sup.8, R.sup.10, R.sup.12 and R.sup.14 are hydrogen, C.sub.1 -C.sub.6 alkyl or phenyl, R.sup.9, R.sup.11, R.sup.13 and R.sup.15 are hydrogen or C.sub.1 -C.sub.6 alkyl and the average value of n (number average) is a number from 1 to 20, it being possible for the radicals R.sup.1 to R.sup.15, within a given molecule, to assume different meanings within the scope of the definitions given.These compounds or also the epoxidized intermediates of the formula X ##STR4## in which R.sup.1 to R.sup.3 are as defined above and R.sup.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: March 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Roth, Charles E. Monnier
  • Patent number: 4808740
    Abstract: The invention relates to compounds of the formula I or II ##STR1## in which A is a radical ##STR2## R.sup.1 is hydrogen or methyl, R.sup.2 is the radical of an aliphatic, cycloaliphatic, aromatic or araliphatic diol after both of the hydroxyl groups have been removed, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another are hydrogen, C.sub.1 -C.sub.6 alkyl, chlorine or bromine, R.sup.7 is a radical of the formula III, IV, V or VI ##STR3## R.sup.8, R.sup.10, R.sup.12 and R.sup.14 are hydrogen, C.sub.1 -C.sub.6 alkyl or phenyl, R.sup.9, R.sup.11, R.sup.13 and R.sup.15 are hydrogen or C.sub.1 -C.sub.6 alkyl and the average value of n (number average) is a number from 1 to 20, it being possible for the radicals R.sup.1 to R.sup.15, within a given molecule, to assume different meanings within the scope of the definitions given.These compounds or also the epoxidized intermediates of the formula X ##STR4## in which R.sup.1 to R.sup.3 are defined above and R.sup.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: February 28, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Roth, Charles E. Monnier
  • Patent number: 4789711
    Abstract: The invention relates to compounds of the formula I ##STR1## in which A is a group ##STR2## R.sup.1 is hydrogen or methyl R.sup.2 is C.sub.1 -C.sub.6 -alkyl, halogen or phenyl,X is a direct C--C bond, --CH.sub.2 -- or --SO.sub.2 --,m is 0, 1, 2 or 3, n is 0, 1 or 2 andp is 0 or, in the case of X=--CH.sub.2 --, can also be an integer from 1 to 6, with the proviso that the groups --A and --O--A are in the ortho-position relative to one another.The compounds can preferably be used as matrix resins for composite materials.The invention also relates to the allyl glycidyl ether intermediates, from which the compounds of the formula I are as a rule prepared by epoxidation with peracids.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: December 6, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Charles E. Monnier, Sameer H. Eldin, Peter Flury
  • Patent number: 4754003
    Abstract: Novel epoxidised phenol ethers of formula I ##STR1## are described wherein R.sup.1 denotes C.sub.1 -C.sub.20 alkyl, C.sub.5 -C.sub.9 cycloalkyl or C.sub.7 -C.sub.14 aralkyl, R.sup.2 has one of the meanings of R.sup.1 or is, in addition hydrogen or a radical or formula II ##STR2## R.sup.3 denotes C.sub.1 -C.sub.6 alkyl or halogen, R.sup.4 and R.sup.5 denotes hydrogen or C.sub.1 -C.sub.6 alkyl, R.sup.6 denotes hydrogen or methyl, m is 0, 1 or 2 and n is an integer from 0 to 30, with the proviso that at least two radicals, R.sup.2, must be epoxide groups of formula II. The compounds are especially suitable for encasing electronic components.
    Type: Grant
    Filed: April 15, 1987
    Date of Patent: June 28, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Charles E. Monnier, Martin Roth
  • Patent number: 4724031
    Abstract: 2,6-Disubstituted 4-epoxypropyl glycidyl ethers of the formula ##STR1## wherein X is a group R' or X is a group of the formula ##STR2## and each of R and R' independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, a halogen atom or C.sub.6 -C.sub.10 aryl, can be used, together with customary epoxy resin hardeners, for the preparation of cured products, in particular for application in the electronics industry, or as adhesives. Compounds of the formula are also valuable reactive diluents for curable epoxy resin mixtures.
    Type: Grant
    Filed: June 4, 1986
    Date of Patent: February 9, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Charles E. Monnier, Sheik Abdul-Cader Zahir, Sameer H. Eldin
  • Patent number: 4722983
    Abstract: A process for the preparation of glycidyl compounds by reacting a compound containing at least one phenolic group with at least the equivalent amount, based on the phenolic group, of a halohydrin in a substantially anhydrous, aprotonic solvent in the presence of a solid, substantially anhydrous catalyst, is described, which process comprises carrying out the reaction at a temperature in the range from 40.degree. to 80.degree. C. in the presence of an alkali metal carbonate, an aprotonic dipolar solvent with a static relative dielectric constant of more than 25 (at 25.degree. C.) and a permanent electric dipole moment of more than 2.5 D being used, an additional feature of said solvent being that the transition energy of the solvatochromic absorption band of the dissolved N-(3,5-diphenyl-4-hydroxyphenyl)-2,4,6-triphenylpyridinium perchlorate is in the range from 168 to 197.4 kJ/mole (at 25.degree. C.), or which process comprises carrying out the reaction at a temperature in the range from 60.degree. to 80.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: February 2, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Charles E. Monnier, Friedrich Stockinger
  • Patent number: 4677170
    Abstract: The invention relates to polyepoxides which are obtainable by reacting compounds of formula I ##STR1## wherein n is 1 or 2, and X, if n is 1, is a group R.sub.3, or, if n is 2, X is a group of the formula ##STR2## each of R.sub.1 and R.sub.3 independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, allyl, a halogen atom or C.sub.6 -C.sub.10 aryl and R.sub.2 is allyl, 1-propenyl or 2-propenyl, with compounds containing phenolic OH groups, and subsequently epoxidizing the resultant adducts in the presence of a peracid. Said polyepoxides can be used, together with customary epoxy resin hardeners, for the preparation of cured products, in particular for coating electronic components, or as adhesives.
    Type: Grant
    Filed: June 4, 1986
    Date of Patent: June 30, 1987
    Assignee: Ciba-Geigy Corporaton
    Inventors: Charles E. Monnier, Sheik Abdul-Cader Zahir
  • Patent number: 4649181
    Abstract: Novel glycidyloxy diketones of the formula I ##STR1## (in which, for example, X is glycidyloxy, Y is H and R is 1,3-phenylene) are described.The compounds of the formula can be used together with customary curing agents and/or curing catalysts for the preparation of crosslinked (cured) products which have good thermal and mechanical properties.
    Type: Grant
    Filed: April 1, 1985
    Date of Patent: March 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Darms, Charles E. Monnier
  • Patent number: 4609741
    Abstract: Novel phthalic acid derivatives are described which are substituted by 2-propynyloxy groups, of the formula I ##STR1## in which Q.sub.1, and Q.sub.2 independently of one another are --OH or --O.sup.- M.sup.+, or Q.sub.1 and Q.sub.2 together form the grouping --O--, [O.sup.- ].sub.2 M.sub.1.sup.++ or --N(R.sub.2)--, M.sup.+ is an alkali metal ion, a trialkyl ammonium ion having 3-24 carbon atoms or a quaternary ammonium ion and M.sub.1.sup.++ is an alkaline earth metal ion, R.sub.2 is an alkyl group or an unsubstituted or substituted aryl group, n is 1 or 2 and R.sub.1 is hydrogen, if n is 1, or a direct bond, if n is 2, are described. The phthalic anhydrides which are substituted by 2-propynyloxy, of the formula I, can be used for curing epoxy resins, cured products with outstanding physical properties being obtained.
    Type: Grant
    Filed: August 9, 1984
    Date of Patent: September 2, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Darms, Vratislav Kvita, Charles E. Monnier
  • Patent number: 4433179
    Abstract: A process for the preparation of allyl ethers of the formulaR--O--CH.sub.2 --CH.dbd.CH.sub.2).sub.nin which R and n are as defined in claim 1, by reacting hydroxy compounds of the formulaR--OH).sub.nwith allyl chloride or allyl bromide by phase transfer catalysis, 0.8 to 5 mols of allyl chloride or allyl bromide, 1 to 6 mols of aqueous or solid sodium hydroxide and, as the phase transfer catalyst, 2 to 20 mol % of a quaternary ammonium salt, a quaternary ammonium base or a crown ether being employed per hydroxyl equivalent of the compound of the formula II, and the reaction being carried out in the temperature range from 20.degree. to 100.degree. C.
    Type: Grant
    Filed: August 17, 1981
    Date of Patent: February 21, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Friedrich Lohse, Charles E. Monnier
  • Patent number: 4412047
    Abstract: 1,5-Dimethyl-1,2;5,6-diepoxycyclooctane is prepared by epoxidizing 1,5-dimethylcycloocta-1,5-diene with aqueous peracetic or perpropionic acid at a temperature not exceeding 50.degree. C. and within a pH range from 1.5 to 5.5.The diepoxide according to the invention can be cured by means of curing agents for epoxide resins to give moulded materials having valuable mechanical properties. It is also suitable for use as a reactive, latent diluent.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: October 25, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Charles E. Monnier, Friedrich Lohse