Pentavalent Phosphorus Is Bonded To At Least One Atom Of Carbon Patents (Class 526/278)
  • Patent number: 5489616
    Abstract: This invention relates to a process of manufacturing phosphoric acid-type chelate resins as uranyl ion adsorbents having enhanced chelation and re-utilizing ability by introducing plenty of phosphoric acid groups both on main- and side-chain of the copolymer skeleton. The resin is prepared by both the radical suspension copolymerization of vinyl monomers such as styrene, divinylbenzene, and bis-(2-chloroethyl) vinylphosphonate and the additional introduction of phosphono group onto the copolymer.
    Type: Grant
    Filed: April 7, 1993
    Date of Patent: February 6, 1996
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: In Hwan Park, Kil-Yeong Choi, Jin-Chul Jung, Jae-Oh Joo
  • Patent number: 5466755
    Abstract: Disclosed herein is an optical filter comprising: a resin material obtained by copolymerizing a monomer represented by the following formula (I) and a monomer copolymerizable therewith; and a metallic compound mainly composed of a copper compound;PO(OH).sub.n R.sub.3-n (I)wherein R represents ##STR1## (wherein X represents a hydrogen atom or a methyl group, and m is an integer of 0 to 5), and n is 1 or 2.
    Type: Grant
    Filed: March 14, 1994
    Date of Patent: November 14, 1995
    Assignee: Kureha, Kagaku Kogyo Kabushiki Kaisha
    Inventors: Teruo Sakagami, Takeo Ogihara, Yasufumi Fujii, Hiroki Katono
  • Patent number: 5462988
    Abstract: A silicone copolymer emulsion comprising:(A) 10 to 90 wt % of a silicone component containing(i) 5 to 60 wt % of compound (a) and(ii) 95 to 40 wt % of a crosslinkable silicone;(B) 90 to 10 wt % of a copolymerizable monomer; and(C) a curing catalyst,said compound (a) being expressed by the following formula (1): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 denote alkyl, phenyl, (meth)acryloxyalkyl and the like.
    Type: Grant
    Filed: April 14, 1994
    Date of Patent: October 31, 1995
    Assignee: Showa Highpolymer Co., Ltd.
    Inventors: Yukio Doi, Wei-Zhong Zhang, Koichi Ishitani, Masayoshi Kinugasa
  • Patent number: 5457163
    Abstract: This invention relates to a process of manufacturing phosphoric acid-type chelate resins as uranyl ion adsorbents having enhanced chelation and re-utilizing ability by introducing plenty of phosphoric acid groups both on main- and side-chain of the copolymer skeleton. The resin is prepared by both the radical suspension copolymerization of vinyl monomers such as styrene, divinylbenzene, and bis-(2-chloroethyl) vinylphosphonate and the additional introduction of phosphono group onto the copolymer.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: October 10, 1995
    Assignee: Korea Research Institute Of Chemical Technology
    Inventors: In Hwan Park, Kil-Yeong Choi, Jin-Chul Jung, Jae-Oh Joo
  • Patent number: 5444123
    Abstract: Halogen-free flameproofed thermoplastic molding materials based on polyphenylene ethers and polystyrene containing, as essential components,A) from 5 to 92% by weight of one or more polyphenylene ethers,B) from 5 to 92% by weight of a vinylaromatic polymer andC) from 3 to 25% by weight of a flameproofing agent based onC1) from 20 to 100% by weight (based on the total amount of C) of a polymeric phosphorus compound which is obtained by polymerizing or copolymerizing one or more compounds of the following structure: ##STR1## where ##STR2## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.10 and R.sup.11 are each hydrogen, alkyl, cycloalkyl, aralkyl or aryl,R.sup.7, R.sup.8 and R.sup.9 are each alkylidene, cycloalkylidene, aralkylidene or arylidene,m, p, q, r, s, t, u and v are each 0 or 1,n is 0, 1 or 2,U is COO, O, S or NR.sup.9,V, W, X and Y are each O, S or NR.sup.9 andZ is O, S or NR.sup.10 R.sup.
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: August 22, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Doris Zeltner, Norbert Niessner, Friedrich Seitz, Ranier Neumann, Stefan Seelert
  • Patent number: 5439999
    Abstract: Copolymers of aryl phosphonic acids can be made in a bulk polymerization process with unsaturated monomeric hydrocarbons. Preferred are alpha-phenyl vinyl phosphonic acid and styrene. Bulk polymerization process avoids suspending agents, emulsifying agents or water. Absence of halogen avoids environmental problems. A free radical initiator is required.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: August 8, 1995
    Assignee: Albright & Wilson Limited
    Inventors: Adrian Archer, Mohsen Zakikhani
  • Patent number: 5403821
    Abstract: This invention provides a drilling fluid containing additives composed of copolymers which are obtainable by an industrially favorable process and superior in heat-resisting property. Even though the additives are used in a relatively small amount, such an amount sufficiently prevents changes in the properties of drilling fluid due to various kinds of hard water components being contained in underground water or cement as well as due to sea water, and the additives are able to display the properties of drilling fluid constantly regardless of presence or absence of salts.Drilling fluid additives of the present invention are composed of a water-soluble copolymer (A) having an average molecular weight of 1,000-50,000. The water soluble copolymer (A) is composed of 40-99.5 mole percent of an unsaturated carboxylic acid monomer (I), as shown in the following general formula (I), and 0.5-60 mole percent of an unsaturated (meth)allylether monomer (II), as shown in the general formula (II).
    Type: Grant
    Filed: October 25, 1993
    Date of Patent: April 4, 1995
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Shorbu Shioji, Yoshio Irie, Teruaki Fujiwara
  • Patent number: 5395905
    Abstract: The present invention provides water-soluble poylmers containing, as polymerized units: (a) from about 3 to about 95 percent by weight of one or more cyclohexene anhydrides or the alkali metal or ammonium salts thereof. The present further provides aqueous polymerization processes for making the polymers. The water-soluble polymers are useful as water-treatment additives for boiler waters and cooling towers and as detergent additives acting as builders, anti-filming agents, dispersants, sequestering agents and encrustation inhibitors.
    Type: Grant
    Filed: January 12, 1993
    Date of Patent: March 7, 1995
    Assignee: Rohm and Haas Company
    Inventors: Marianne P. Creamer, Thomas F. McCallum, III, Graham Swift, Barry Weinstein
  • Patent number: 5391669
    Abstract: A water swellable crosslinked polymer of essentially balanced charge is obtained by polymerizing a polymer-forming composition comprising a cationic-anionic pair of ethylenically unsaturated monomers and a non-ionic ethylenically unsaturated hydrophilic and/or hydrophobic monomer. Contact lenses formed from the polymer exhibit little if any tendency to attract soils, e.g., proteinaceous debris, to their surfaces.
    Type: Grant
    Filed: November 9, 1993
    Date of Patent: February 21, 1995
    Assignees: Hydron Limited, Ceskoslovenska akademie ved.
    Inventors: Jiri Sulc, Zuzana Krcova, Patrick Chen, Qi-Bin Bao
  • Patent number: 5385996
    Abstract: A process for the production of polymers by free radical polymerization, characterized in that there is added to the polymerization system one or more compounds of the general formula (A). ##STR1## where R.sup.1 is hydrogen or a group capable activating the vinylic carbon towards free radical addition;Y is OR.sup.2 or CH.sub.2 X(R.sup.2).sub.nwhere R.sup.2 is an optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, or optionally substituted saturated, unsaturated or aromatic, aromatic carbocyclic or heterocyclic ring;X is an element other than carbon selected from Groups IV, V, VI or VII of the Periodic Table or a group consisting of an element selected from Groups IV, V, or VI to which is attached one or more oxygen atoms; andn is a number from 0 to 3, such that the valency of the group X is satisfied and, when n is greater than 1, the groups represented by R.sup.2 may be identical or different.
    Type: Grant
    Filed: June 7, 1993
    Date of Patent: January 31, 1995
    Assignee: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Ezio Rizzardo, Gordon F. Meijs, San H. Thang
  • Patent number: 5380619
    Abstract: Phosphonium mordanting polymer comprising randomly distributed recurring units corresponding to the general formula (I) ##STR1## wherein: A represents a unit that is derived from a copolymerizable monomer having a hydrophobic character e.g. acrylonitrile,n represents an integer of from 1 to about 12;each of R.sub.1, R.sub.2 and R.sub.3 (same or different) represents a C.sub.1 -C.sub.8 alkyl group, a cycloalkyl group or an aryl group;X.sup.-- represents an acid anion e.g. a halogen anion, or an anion derived from an inorganic acid;x+y+z represents from about 2 mole % to about 70 mole % with y+z maximum 15 mole % andw represents from about 30 mole % to about 98 mole %.
    Type: Grant
    Filed: April 12, 1994
    Date of Patent: January 10, 1995
    Assignee: Agfa-Gevaert, N.V.
    Inventors: Daniel, M. Timmerman, Daniel A. Claeys, Wilhelmus Janssens
  • Patent number: 5378785
    Abstract: The invention provides novel ionomer polymers and cements comprising .beta.-dicarbonyl groups. The invention has particular utility as filling materials for restoring teeth and for cementing inlays and crowns into place in the tooth, providing a base or a lining in a tooth cavity, and as adhesives or sealants. The invention provides ionomer cement systems that achieve increased resistance to water absorption and solubility.
    Type: Grant
    Filed: March 10, 1993
    Date of Patent: January 3, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Sumita B. Mitra
  • Patent number: 5366727
    Abstract: An antibacterial agent comprising as an active ingredient a vinylbenzyl phosphonium salt of the general formula (I), ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represent a hydrogen atom, a linear or branched alkyl group having 1 to 18 carbon atoms, an aryl group, a hydroxyl group, or an alkoxyl-substituted alkyl, aryl or aralkyl group, and X.sup.- is an anion; and/or a phosphonium salt polymer in which the vinylbenzyl phosphonium salt, a monomer, is polymerized.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: November 22, 1994
    Assignee: Nippon Chemical Industrial Co., Ltd.
    Inventors: Akihiko Kanazawa, Takeshi Endo, Tomiki Ikeda
  • Patent number: 5357037
    Abstract: This invention relates to new phosphorus-containing duromers of oligophosphites and epoxides or bisacrylates or unsaturated polyesters.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: October 18, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Burkhard Kohler, Wolfgang Ebert
  • Patent number: 5340883
    Abstract: Compositions useful as absorbents for organic liquids are disclosed. A diamine or polyamine is reacted with a polymeric resin that contains phosphonic acid groups to produce the absorbent compositions of the invention. Because the polymeric resin component can be combined with the amine either before or after combination with the organic liquid, the absorbents of the invention can be used in many forms. The polymeric resin component can be processed into any desired form (shaped article, solution), and the di- or polyamine can then be added to generate the absorbent in situ. Unlike spent absorbent compositions of the prior art, those of the invention can be converted to pumpable liquids by heating or by adding a gel-breaking agent to liquify the gel. A useful absorbent is recovered from the liquid by precipitation or distillation.
    Type: Grant
    Filed: July 8, 1993
    Date of Patent: August 23, 1994
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Shao H. Guo, Roger A. Grey
  • Patent number: 5334686
    Abstract: A pressure-sensitive adhesive and adhesive sheets using the pressure-sensitive adhesive are disclosed. The pressure-sensitive adhesive comprising (a) from 50 to 84% by weight of an acrylic monomer, (b) from 15 to 28% by weight of an N,N-di-substituted (meth)acrylamide, (c) from 1 to 10% by weight of a monomer having an acid group, and (d) from 0 to 25% by weight of other monomer copolmerizable with the components (a) to (c).
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: August 2, 1994
    Assignee: Nitto Denko Corporation
    Inventors: Masahiko Ando, Takeshi Yamanaka, Yutaka Moroishi, Yasuyuki Tokunaga, Yoshinao Kitamura
  • Patent number: 5331059
    Abstract: The present invention relates to a hydrophilic, highly swellable hydrogel based on (co)polymerized hydrophilic monomers or based on graft (co)polymers, characterized in that it has been surface-modified by means of a mixture ofA) one or more diglycidyl phosphonates andB) one or more other reactive compounds which are capable of reacting with the functional groups in the polymer, to a process for the preparation thereof, to the use thereof, and to diglycidyl phosphonate-containing crosslinking agent mixtures.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: July 19, 1994
    Assignee: Cassella Aktiengesellschaft
    Inventors: Friedrich Engelhardt, Rudiger Funk, Ulrich Riegel, Gerlinde Ebert, Hanss-Jerg Kleiner
  • Patent number: 5328936
    Abstract: A process for making porous polymeric particles having high surface area includes suspending a discontinuous organic phase in an continuous aqueous phase, wherein the organic phase includes an ethylenically unsaturated monomer, a water soluble phase extender and a surfactant in an amount effective to solubilize the water soluble phase extender in the monomer and wherein the aqueous phase includes a diffusion barrier agent for limiting mass transfer of the phase extender from the organic phase to the aqueous phase, and then polymerizing the ethylenically unsaturated monomer to form the porous polymeric particles.
    Type: Grant
    Filed: February 1, 1993
    Date of Patent: July 12, 1994
    Assignee: Rohm and Haas Company
    Inventors: Paul J. Leifholtz, Thomas E. Meteyer
  • Patent number: 5304585
    Abstract: Organic esters of chlorine-containing or bromine-containing phosphorus acids and BIS-GMA, and organic esters of phosphorus acids having chlorine or bromine bonded directly to phosphorus (are described), the organic radical of said esters containing at least one polymerizable functional group. Also described are dental line, restorative, composite, and adhesive compositions containing such organic esters, as well as methods for using such compositions to repair or veneer dental tissue.
    Type: Grant
    Filed: September 3, 1992
    Date of Patent: April 19, 1994
    Assignee: Minnesota Mining and Manufacturing
    Inventor: James E. Bunker
  • Patent number: 5302677
    Abstract: The invention relates to alkenylaminoalkane-1,1-diphosphonic acid derivatives of the formula I ##STR1## in which R.sup.1 to R.sup.5, a, b, and Z have the meaning given in the description and to processes for their preparation. The invention furthermore relates to copolymers comprising 0.1-50 mol %, preferably 1-15 mol %, of at least one alkenylaminoalkane-1,1-diphosphonate unit of the formula I and 99.9-50 mol %, preferably 99-85 mol %, of at least one carboxylic acid unit of the formula IIR.sup.6 R.sup.7 C=CR.sup.8 Y (II)in which R.sup.6, R.sup.7, R.sup.8 and Y have the meaning given in the description and to processes for their preparation. These copolymers are used as scale inhibitors, as alkaline earth metal and heavy metal complexing agents and/or sequestering agents and as builders or co-builders in detergents.
    Type: Grant
    Filed: March 26, 1993
    Date of Patent: April 12, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Matthias Krull, Christoph Naumann, Herrmann Hoffmann
  • Patent number: 5302623
    Abstract: Cation-exchange resins are provided which have improved resistance to copolymer degradation caused by oxidizing agents like molecular oxygen. The resins are prepared by incorporating a para-substituted styrenic monomer having an oxidation-stabilizing moiety in a position para to a polymerizable vinyl moiety. These cation-exchange resins can be used in separation processes for longer periods of time without detrimental increases in bed pressure drops, loss of operating capacity, or leaching of organic contaminants.
    Type: Grant
    Filed: March 2, 1993
    Date of Patent: April 12, 1994
    Assignee: The Dow Chemical Company
    Inventors: Yog R. Dhingra, Paul R. VanTol
  • Patent number: 5300604
    Abstract: The invention relates to novel methylene bisphosphonic acid derivatives carrying a styrene group attached to the methylene carbon. The novel compounds are useful e.g. for functionalizing polymers of styrene type, especially macroporous styrene polymers, by copolymerizing the novel derivative with styrene and optional crosslinking agents. The invention also provides for new crosslinking agents especially suitable for the said purpose.
    Type: Grant
    Filed: December 11, 1992
    Date of Patent: April 5, 1994
    Inventors: Jan-Anders H. Nasman, Osmo Hormi, Esko Pajunen, Mats J. Sundell
  • Patent number: 5294687
    Abstract: Monoalkyl phosphinate and monoalkyl phosphonate derivatives of low molecular weight water soluble polymers are preferentially prepared by copolymerizing hypophosphorous acid, monoethylenically unsaturated monocarboxylic acid(s) and an effective amount of a C.sub.3 -C.sub.8 monoethylenically unsaturated dicarboxylic acid.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: March 15, 1994
    Assignee: Rohm and Haas Company
    Inventors: Robert M. Blankenship, Scott L. Egolf
  • Patent number: 5281631
    Abstract: An ion exchange resin for extracting metal ions from a liquid waste stream. An ion exchange resin is prepared by copolymerizing a vinylidene disphosphonic acid with styrene, acrylonitrile and divinylbenzene.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: January 25, 1994
    Assignee: Arch Development Corp.
    Inventors: E. Philip Horwitz, Spiro D. Alexandratos, Ralph C. Gatrone, Ronato Chiarizia
  • Patent number: 5278266
    Abstract: Poly(vinyl phosphonic acid) is synthesized by polymerizing vinyl phosphonyl dichloride in the presence of a cross-linker such as formaldehyde or 1,3-butadiene di-epoxide, with a free-radical initiator. The product can be reacted with aluminosilicate glass to form an improved cement.
    Type: Grant
    Filed: February 5, 1992
    Date of Patent: January 11, 1994
    Assignee: British Technology Group Limited
    Inventors: Julian H. Braybrook, John Ellis
  • Patent number: 5274048
    Abstract: The present invention relates to the use of compounds of the general formula I ##STR1## in which R denotes alkyl, alkenyl or aryl, which can be optionally substituted, as crosslinkers in the preparation of hydrogels, and to the hydrogels thus prepared and their use.
    Type: Grant
    Filed: October 8, 1991
    Date of Patent: December 28, 1993
    Assignee: Cassella AG
    Inventors: Fritz Engelhardt, Ulrich Riegel, Hanss-Jerg Kleiner, Wolf-Dieter Muller
  • Patent number: 5274050
    Abstract: Compositions useful as absorbents for organic liquids are disclosed. A diamine or polyamine is reacted with a polymeric resin that contains phosphonic acid groups to produce the absorbent compositions of the invention. Because the polymeric resin component can be combined with the amine either before or after combination with the organic liquid, the absorbents of the invention can be used in many forms. The polymeric resin component can be processed into any desired form (shaped article, solution), and the di- or polyamine can then be added to generate the absorbent in situ. Unlike spent absorbent compositions of the prior art, those of the invention can be converted to pumpable liquids by heating or by adding a gel-breaking agent to liquify the gel. A useful absorbent is recovered from the liquid by precipitation or distillation.
    Type: Grant
    Filed: March 26, 1993
    Date of Patent: December 28, 1993
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Shao H. Guo, Roger A. Grey
  • Patent number: 5270415
    Abstract: A water swellable crosslinked polymer of essentially balanced charge is obtained by polymerizing a polymer-forming composition comprising a cationic-anionic pair of ethylenically unsaturated monomers and a nonionic ethylenically unsaturated hydrophilic and/or hydrophobic monomer. Contact lenses formed from the polymer exhibit little if any tendency to attract soils, e.g., proteinaceous debris, to their surfaces.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: December 14, 1993
    Assignees: Allergan Inc., Ceskoslovenska akademie ved
    Inventors: Jiri Sulc, Zuzana Krcova, Patrick Chen, Qi-Bin Bao
  • Patent number: 5268437
    Abstract: This invention relates to high temperature aqueous processes for the polymerization of monoethylenically unsaturated carboxylic monomers to produce low molecular weight, water-soluble polymer products useful as detergent additives, scale inhibitors, dispersants and crystal growth modifiers. Suitable monomers include acrylic acid, methacrylic acid, maleic acid, maleic anhydride, crotonic acid, and itaconic acid. The reactions are run at temperatures ranging from about 130.degree. C. to 240.degree. C., preferably from about 140.degree. C. to about 230.degree. C. The process can be continuous, semi-continuous, or batch.
    Type: Grant
    Filed: January 22, 1992
    Date of Patent: December 7, 1993
    Assignee: Rohm and Haas Company
    Inventors: Norman L. Holy, Newman M. Bortnick, Graham Swift, Kathleen A. Hughes
  • Patent number: 5264532
    Abstract: Inherently tacky pressure-sensitive acrylic polymers are formed by emulsion polymerization in the presence of at least one reactive multifunctional monomer having a cyanurate or phosphate functionality.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: November 23, 1993
    Assignee: Avery Dennison Corporation
    Inventor: Margaret M. Bernard
  • Patent number: 5262244
    Abstract: The invention relates to a hydrophilic copolymer having the general structure:. . . --(A).sub.m -- . . . --(B).sub.n -- . . . --(C).sub.o -- . . . --(D).sub.p -- . . .in whichA is at least one polymerizable monomer having an acidic side group,B is at least one polymerizable monomer having a basic side group,C is at least one polymerizable monomer having a non-polar, non-hydrophilic side group, andD is at least one polymerizable monomer capable of increasing the hydrophilic character of monomer A or to form a chelate with monomer A,m, n, o and p are the monomer contents of monomers A, B, C and D, respectively, in mol %, with m+n+o+p=100 mol %, with the proviso that m and n are each.gtoreq.2 mol % and p is .gtoreq.1 mol %,wherein the copolymer is a linear copolymer having a random structure of the monomers. The copolymer is useful as a hydrophilizing agent for lithographic and offset printing plates, and as a binder in light-sensitive lithographic layers.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: November 16, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Raimund J. Faust, Silvia Lutz, Engelbert Pliefke
  • Patent number: 5256746
    Abstract: Monoalkyl phosphinate and monoalkyl phosphonate derivatives of low molecular weight water soluble polymers are preferentially prepared by copolymerizing hypophosphorous acid, monoethylenically unsaturated monocarboxylic acid(s) and an effective amount of a C.sub.3 -C.sub.8 monoethylenically unsaturated dicarboxylic acid.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: October 26, 1993
    Assignee: Rohm and Haas Company
    Inventors: Robert M. Blankenship, Scott L. Egolf
  • Patent number: 5256447
    Abstract: An adhesive composition comprising an ethylenically unsaturated phosphorylated compound, a carboxylic acid functional polymer, and a polymerization initiator, and optionally comprising a particulate metallic filler. Also disclosed is a method of adhering a restorative material such as amalgam to hard tissue such as dentin or enamel, involving the use of an adhesive composition of the invention as an intermediate layer between the restorative material and the hard tissue.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: October 26, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Joel D. Oxman, Jon W. Fundingsland
  • Patent number: 5252321
    Abstract: Preparation of biocidal polymers and copolymers based on free radical-polymerizable and copolymerizable ethylenically unsaturated monomers containing monomer units composed of BCM salts of ethylenically unsaturated carboxylic acids, sulfonic acids or phosphonic acids, solutions thereof and preferably aqueous dispersions thereof. Processes for their preparation and their use as fungicidal and algicidal impregnating agents, paints and finishing agents for scumbles and dispersion paints providing protection against blue staining on wood, for synthetic resin renderings, for exposed concrete paints and for textile finishing agents.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: October 12, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Ullrich Huth, Wolfgang Lindner
  • Patent number: 5237028
    Abstract: Compositions useful as absorbents for organic liquids are disclosed. A diamine or polyamine is reacted with a polymeric resin that contains phosphonic acid groups to produce the absorbent compositions of the invention. Because the polymeric resin component can be combined with the amine either before or after combination with the organic liquid, the absorbents of the invention can be used in many forms. The polymeric resin component can be processed into any desired form (shaped article, solution), and the di- or polyamine can then be added to generate the absorbent in situ. Unlike spent absorbent compositions of the prior art, those of the invention can be converted to pumpable liquids by heating or by adding a gel-breaking agent to liquify the gel. A useful absorbent is recovered from the liquid by precipitation or distillation.
    Type: Grant
    Filed: December 12, 1991
    Date of Patent: August 17, 1993
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Shao H. Guo, Roger A. Grey
  • Patent number: 5217813
    Abstract: In novel polyethyleneimine and polyvinylamine derivatives, the polyethyleneimines contain the structural elements Ia and/or Ib ##STR1## and the polyvinylamines contain the structural elements II.sub.a, II.sub.b and II.sub.c ##STR2## where, for the degrees of polymerization n, m and p, n.gtoreq.1, m.gtoreq.0 and p.gtoreq.0, and X.sup.1 is CR.sup.1 R.sup.2 PO.sub.3 R.sup.3 R.sup.4 or CR.sup.1 R.sup.2 SO.sub.3 R.sup.3, X.sup.2 independently of X.sup.1 is hydrogen, CR.sup.1 R.sup.2 PO.sub.3 R.sup.3 R.sup.4 or CR.sup.1 R.sup.2 SO.sub.3 R.sup.3, Y.sup.1 and Y.sup.2 independently of one another are each one or more CHR.sup.1 PO.sub.3 R.sup.3 R.sup.4 or CHR.sup.1 SO.sub.3 R.sup.3 groups or hydrogen, Y.sup.3 and Y.sup.4 independently of one another and of Y.sup.1 and Y.sup.2 are each hydrogen, CHR.sup.1 PO.sub.3 R.sup.3 R.sup.4 or CHR.sup.1 SO.sub.3 R.sup.3, and Z.sup.1 -Z.sup.4 are identical or different inorganic and/or organic radicals, wherein R.sup.1 and R.sup.2 independently of one another are each hydrogen, C.
    Type: Grant
    Filed: December 11, 1991
    Date of Patent: June 8, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Roser, Juergen Mohr, Armin Lange, Knut Oppenlaender, Walter Denzinger, Thomas Loerzer
  • Patent number: 5204383
    Abstract: According to the present invention, a dental adhesive comprising glyceryl mono(meth)acrylate and a polymerizable monomer having at least one olefinic double bond and capable of copolymerizing with said glyceryl mono(meth)acrylate is provided.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: April 20, 1993
    Assignees: Kuraray Co., Ltd., Mitsui Petrochemical Industries, Ltd.
    Inventors: Atsufumi Manabe, Kazuo Itoh, Sadao Wakumoto, Tokuji Hasegawa, Toshie Koike
  • Patent number: 5204426
    Abstract: A phosphonate ester (vinyl phosphonic acid reacted with equimolar diol) will cure on command (e.g. exposure to light) in the presence of an initiator. By adding inert filler, poly(vinyl phosphonic acid), ion-leachable glass powder and water, a command-curable dental cement with glass ionomer characteristics is obtained.
    Type: Grant
    Filed: October 30, 1991
    Date of Patent: April 20, 1993
    Assignee: National Research Development Corporation
    Inventors: John Ellis, Alan D. Wilson
  • Patent number: 5189126
    Abstract: There is provided inherently tacky, emulsion pressure-sensitive adhesive polymers comprising about 35 to about 65 percent by weight alkyl acrylates, about 15 to about 35 percent vinyl esters, about 20 to about 35 percent by weight diesters di-carboxylic acid, about 0.1 to 1 percent by weight of a reactive multifunctional monomer and up to about 10 percent by weight of an unsaturated carboxylic acids. The polymers are formed in the presence of a reactive surfactant, with or without a chain transfer agent. The preferred polymers have a glass transition temperature less than about -20.degree. C. and a gel content of at least 60 percent by weight.
    Type: Grant
    Filed: March 9, 1992
    Date of Patent: February 23, 1993
    Assignee: Avery Dennison Corporation
    Inventor: Margaret M. Bernard
  • Patent number: 5178963
    Abstract: The invention relates to a hydrophilic copolymer having the general structure: ##STR1## in which R.sup.1 denotes H, CH.sub.3 or C.sub.2 H.sub.5,R.sup.2 denotes an alkyl or cycloalkyl radical having 1 to 17 carbon atoms,R.sup.3 denotes CH.sub.3, C.sub.2 H.sub.5 or C.sub.3 H.sub.7,m is 2, 3 or 4 andn, o, p denote the fractions of the monomer units having acidic side groups, neutral, non-ionizable monomer units and monomer units having basic side groups respectively, in mol %, with n+o+p=100 mol %, with the proviso that n and p are each .gtoreq.2 mol %,wherein the copolymer is a linear copolymer having a random structure of monomer units. The copolymer is useful as a hydrophilizing agent for lithographic and offset printing plates.
    Type: Grant
    Filed: July 17, 1991
    Date of Patent: January 12, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Raimund J. Faust, Silvia Lutz, Engelbert Pliefke
  • Patent number: 5178961
    Abstract: The invention relates to a thermally crosslinkable hydrophilic copolymer have the general structure:. . . --(A).sub.m --. . . --(B).sub.n --. . . --(C).sub.o --. . . --(D).sub.p --. . .in whichA is at least one polymerizable monomer having an acidic side group,B is at least one polymerizable monomer having a basic side group,C is at least one polymerizable monomer having a non-polar, non-hydrophilic side group, andD is N-butoxymethylmethacrylamide,m, n, o and p are the monomer contents of monomers A, B, C and D, respectively, in mol %, with m+n +o+p=100 mol %, with the proviso that the sum of m+n=about 5 to 90 mol %, m and n are each .gtoreq.2 mol % and p is .gtoreq.1 mol %,wherein the copolymer is a linear copolymer having a random structure of the monomers. The copolymer is useful as a hydrophilizing agent for lithographic and offset printing plates.
    Type: Grant
    Filed: July 17, 1991
    Date of Patent: January 12, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Raimund J. Faust, Silvia Lutz, Engelbert Pliefke
  • Patent number: 5147955
    Abstract: Copolymers ofa) phosphonic acid derivatives corresponding to formula (I) ##STR1## wherein Y represents H or CH.sub.3,X represents a single bond or --CH.sub.2 --,R represents an aryl or alkyl,b) maleic anhydride andc) a polymerizable compound containing two or more allyl or methally groups in the molecule.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: September 15, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Siegfried Korte
  • Patent number: 5145902
    Abstract: The viscosity increase of aqueous calcium carbonate pigment suspensions having high concentrations of dry substance is prevented by adding as a compatibility, dispersing, and/or grinding agent to an aqueous calcium carbonate suspension a copolymer of the formula: ##STR1## wherein R.sub.1 is H or methyl, R.sub.2 and R.sub.3 is H, C.sub.1-4 alkyl or a carboxylic acid group, R.sub.4 is H or C.sub.1-4 alkyl, R.sub.5 is a bridging group, R.sub.6 is H, a cation, an amino group, C.sub.1-3 alkyl, C.sub.1-4 ester or substituted amide and R.sub.7 to R.sub.9 each is hydrogen, a carboxylic acid containing group; K has a value between 30 and 65% by weight relative to the total weight; L has a value between 20 and 60% by weight relative to the total weight; M has a value between 10 and 45% by weight relative to the total weight; and the sum of L and M is equal to at least 35% by weight relative to the total weight, thereby preventing the shock effect when a concentrated alkaline electrolyte is added to the suspension.
    Type: Grant
    Filed: August 1, 1990
    Date of Patent: September 8, 1992
    Assignee: Coatex S.A.
    Inventors: Georges Ravet, Jacques Mongoin, Jean-Marc Suau
  • Patent number: 5126418
    Abstract: Alkenylaminomethylenephosphonic acids of the formula ##STR1## in which R.sub.1 is hydrogen, C.sub.4 -C.sub.10 -alkyl, phenyl, naphthyl, methylphenyl, hydroxyphenyl, methoxyphenyl, methylnaphthyl, hydroxynaphthyl or methoxynaphthyl,R.sub.2 is hydrogen,R.sub.3, R.sub.4, R.sub.5 are hydrogen or methyl,R.sub.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl, andM is hydrogen or a cation,and copolymers comprising 0.1-99.9% by weight, preferably 1-50% by weight, of one or more monomers of the formula I, in which R.sub.2 is hydrogen or a group of the formula--CH.sub.2 PO.sub.3 M.sub.2, and 99.9-0.1% by weight, preferably 99-50% by weight, of one or more monomers of the formula IIR.sub.1 'R.sub.2 'C.dbd.CR.sub.3 'X (II)in whichR.sub.1 ' is hydrogen or a group of the formula --COOM,R.sub.2 ' is hydrogen, phenyl or a group of the formula --COOM,R.sub.3 ' is hydrogen, methyl or a group of the formula --COOM or --CH.sub.2 COOM,X is a group of the formula --COOM orR.sub.2 ' and R.sub.3 ' together are a C.sub.
    Type: Grant
    Filed: January 17, 1991
    Date of Patent: June 30, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Christoph Porz, Gerd Reinhardt, Hermann Hoffmann
  • Patent number: 5116882
    Abstract: A process for making thermoplastic copolymer beads from vinyl aromatic monomers and vinyl phosphonic acid derivatives is disclosed. A process for making foamed articles from the beads is also disclosed. The foamed articles are useful for packaging and construction applications.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: May 26, 1992
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Roger A. Grey, Laurel E. Schock, Diandre Armstead
  • Patent number: 5109090
    Abstract: Copolymers having the general formula: ##STR1## are useful as compatibility, dispersion and grinding agents for aqueous pigmentary suspensions formulated from a mixture of mineral pigments, at least one of which is hydrated calcium sulfate. These suspensions are useful in papermaking.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: April 28, 1992
    Assignee: Coatex S.A.
    Inventors: Jacques Mongoin, Georges Ravet, Jean-Marc Suau
  • Patent number: 5109033
    Abstract: Copolymer compositions based on vinyl aromatic monomers and derivatives of vinyl phosphonic acids are disclosed. The copolymer beads of the invention are advantageously used to make foamed articles useful for packaging and construction applications.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: April 28, 1992
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Roger A. Grey, Laurel E. Schock, Diandre Armstead
  • Patent number: 5102936
    Abstract: Copolymers based on ethylenically unsaturated monomers and containing urethane groups, processes for their preparation and their use.Copolymers prepared by free-radical-initiated copolymerization of ethylenically unsaturated copolymerizable monomers, in which the copolymers are preferably synthesized froma) 25 to 85% by weight of ethylenically unsaturated hydrophobic monomers, andb) 1 to 50% by weight of ethylenically unsaturated monomers capable of salt formation, andc) 0.
    Type: Grant
    Filed: October 19, 1990
    Date of Patent: April 7, 1992
    Assignee: Hoechst AG
    Inventors: Hans-Ullrich Huth, Klaus Zimmerschied
  • Patent number: 5091491
    Abstract: This invention relates to water-soluble allylphosphonate copolymers which are useful for treating aqueous systems. The allylphosphonate copolymers are characterized as having the formula: ##STR1## wherein the molar percentage of x in the copolymer is from 1 to 90 percent, the molar percentage of y in the copolymer is from 10 to 99 percent, and the total of x and y being 100 percent; and wherein each R.sup.1 is independently selected from the group consisting of hydrogen, lower alkyl groups having from 1 to about 4 carbon atoms and a salt forming cation, R.sup.2 and R.sup.3 are independently selected from the group consisting of hydrogen, halogen, COOH, CH.sub.2 COOH, lower alkyl groups having from 1 to about 4 carbon atoms, and phenyl, and A is selected from the group consisting of COOH, CH.sub.2 COOH, .phi.COOH, SO.sub.3 H, CH.sub.2 SO.sub.3 H, CH(CH.sub.3)SO.sub.3 H, CH.sub.2 OCH.sub.2 CH(OH)CH.sub.2 SO.sub.3 H, .phi.-SO.sub.3 H, ##STR2## wherein n=2 to 4, CONH.sub.2, CONHCHH.sub.3, CON(CH.sub.3).sub.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: February 25, 1992
    Assignee: W. R. Grace & Co.-Conn.
    Inventor: Loc Quach
  • Patent number: 5077366
    Abstract: Novel phosphonic acid-containing compounds such as (2-(4-ethylphenyl)ethenyl)-phosphonic acid and esters thereof are disclosed. A method preparation of the phosphonic acids comprising contacting a diethylenically unsaturated aromatic compound and phosphorus pentachloride in the present of sulfur dioxide is also disclosed. The compounds of this invention are useful as monomers for the preparation of polymers having enhanced anti-corrosive properties.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: December 31, 1991
    Assignee: The Dow Chemical Company
    Inventors: Gerald K. McEwen, Donald L. Schmidt