Material Contains A Heavy Metal Atom Patents (Class 528/236)
  • Patent number: 8586289
    Abstract: The aromatic hydrocarbon resin can be used as a coating material and a resist resin for a semiconductor, and has a high carbon concentration and a low oxygen concentration. A composition for forming an underlayer film for lithography that has excellent etching resistance as an underlayer film for a multilayer resist process, an underlayer film formed with the same, and a pattern forming method using the same are disclosed. An aromatic hydrocarbon is reacted with an aromatic aldehyde in the presence of an acidic catalyst, thereby providing an aromatic hydrocarbon resin that has a high carbon concentration of from 90 to 99.9% by mass and a low oxygen concentration of from 0 to 5% by mass. A composition for forming an underlayer film for lithography contains the resin and an organic solvent, an underlayer film is formed with the same, and a pattern forming method uses the same.
    Type: Grant
    Filed: September 14, 2010
    Date of Patent: November 19, 2013
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Ryuji Ideno, Seiji Kita, Masashi Ogiwara, Gou Higashihara
  • Publication number: 20120171611
    Abstract: The aromatic hydrocarbon resin can be used as a coating material and a resist resin for a semiconductor, and has a high carbon concentration and a low oxygen concentration. A composition for forming an underlayer film for lithography that has excellent etching resistance as an underlayer film for a multilayer resist process, an underlayer film formed with the same, and a pattern forming method using the same are disclosed. An aromatic hydrocarbon is reacted with an aromatic aldehyde in the presence of an acidic catalyst, thereby providing an aromatic hydrocarbon resin that has a high carbon concentration of from 90 to 99.9% by mass and a low oxygen concentration of from 0 to 5% by mass. A composition for forming an underlayer film for lithography contains the resin and an organic solvent, an underlayer film is formed with the same, and a pattern forming method uses the same.
    Type: Application
    Filed: March 24, 2011
    Publication date: July 5, 2012
    Inventors: Ryuji Ideno, Seiji Kita, Masashi Ogiwara, Gou Higashihara
  • Patent number: 7064177
    Abstract: A process is described for preparing polyoxymethylene by contacting a formaldehyde source with a catalyst of the formula I [CpvMLw]m+Zm/nn???(I) where M is Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, W, Mn, Re, Fe, Ru, Os, Co, Rh or Ir, Cp is a cyclopentadienyl ligand C5H(5-u)R1u, where u is from 0 to 5 and R1 is alkyl, alkenyl, aryl, heteroaryl, aralkyl, COOR2, COR2, CN or NO2, and R2 is H, alkyl, aryl or aralkyl, v is 1 or 2, each L is independently a nitrile, CO or a ligand displaceable by CO, w is an integer from 0 to 4, Z is an anion, and m and n are each independently an integer from 1 to 3.
    Type: Grant
    Filed: April 10, 2003
    Date of Patent: June 20, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Helmut Görtz, Gerrit Luinstra, Wolfram Wielandt, Michael Henes, Ekkehard Lindner
  • Patent number: 6335304
    Abstract: A metal (M) alkyl acid phosphate catalyst for the reaction of an epoxy compound with a carboxyl compound to provide a coating formulation that is stable at room temperature; that is humidity resistant, and non-yellowing, wherein the alkyl acid phosphate has the formula: (RO)n—(P═O)—(OH)m and wherein: a. each R is selected from the group consisting of: i) a C1 to C18 alkly, cycloalkyl, or aryl; ii) a linear or branched C6 to C18 alkyl substituted with —(O—CH2—CH2—)o or —(O—CH—CH3—CH2—)p, wherein o or p is from 1 to 20; iii) a &bgr;-hydroxyethyl compound, R′—X—CH2—CH—OH—CH2—, wherein R′ is a C6 to C18 alkyl or cycloalkyl or aryl, X is either —CH2—, —O— or —COO—; b. n+m=3 and n is between 2 to 1; and c. M is Zn or Sn (II) in a mole equivalent of 0.7 to 1.5 moles per mole of alkyl acid phosphate.
    Type: Grant
    Filed: November 9, 1999
    Date of Patent: January 1, 2002
    Assignee: KIng Industries, INC
    Inventors: Zhiqiang Alex He, Werner J. Blank, Marie Emmanuelle Picci
  • Publication number: 20010049430
    Abstract: A water slurry process is used to prepare a prepreg and to manufacture articles from macrocyclic polyester oligomers. In one embodiment, a process for preparing a water suspension of macrocyclic polyester oligomers includes the steps of contacting a macrocyclic polyester oligomer and a polymerization catalyst with water and a surfactant, and mixing the macrocyclic polyester oligomer and polymerization catalyst with water and the surfactant thereby forming a suspension. In another embodiment, a process for impregnating macrocyclic polyester oligomers for polymerization includes the steps of providing a suspension of a macrocyclic polyester oligomer and a polymerization catalyst in water, applying the suspension to a base material, drying to remove water from the suspension, and pressing the dried suspension to a desired form. In yet another embodiment, a composition of macrocyclic polyester oligomer includes a macrocyclic polyester oligomer, a polymerization catalyst, and water.
    Type: Application
    Filed: January 4, 2001
    Publication date: December 6, 2001
    Inventors: Steven J. Winckler, Tohru Takekoshi
  • Patent number: 5908912
    Abstract: An electrodepositable coating composition is provided comprising (a) an active hydrogen-containing, cationic salt group-containing resin electrodepositable on a cathode; (b) a curing agent for transurethanation, transamidation or transesterification curing like at least a partially capped polyisocyanate curing agent; and (c) a catalytic mixture of bismuth and an amino acid or amino acid precursor. Optionally, an auxiliary acid may be present to increase the effectiveness of the amino acid in the mixture with bismuth.
    Type: Grant
    Filed: June 3, 1997
    Date of Patent: June 1, 1999
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Raphael O. Kollah, Matthew S. Scott, Gregory J. McCollum, Joseph A. Bethoski
  • Patent number: 5770678
    Abstract: A process for polymerizing oxiranes, oxetanes, oxepanes, dioxolanes, trioxanes, and tetrahydrofurans to their respective polymers by contacting them with a selected metal compound is disclosed; and also a process for depolymerizing polytetrahydrofurans to monomeric tetrahydrofurans by contacting the polymer with a selected metal compound at a temperature of about 100.degree. C. to about 250.degree. C. The catalysts may be in solution or part of a heterogeneous solid, and selected organic compounds are used as accelerators in the polymerizations. The polymeric products, some of which are novel, may be used as polyether monomers for further polymerization, as by reaction with isocyanates to produce polyurethanes, and other useful polymers. Some of the polymeric products are relatively high in molecular weight and are suitable for direct use, for instance as spandex fibers.
    Type: Grant
    Filed: December 9, 1996
    Date of Patent: June 23, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Neville Everton Drysdale, Richard Edmund Bockrath, Norman Herron, Joel David Citron
  • Patent number: 5641853
    Abstract: A process for polymerizing oxepanes, dioxolanes, trioxanes, and tetrahydrofurans to their respective polymers by contacting them with a selected metal compound and an accelerator which is a selected vinyl ester or a selected phosphorous compound.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: June 24, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Neville Everton Drysdale
  • Patent number: 5500477
    Abstract: A moulding composition based on linear polyoxymethylene copolymers and customary additives with a melt index MFI (2,16 kg, 190.degree. C.) of .ltoreq.0,8, preferably .ltoreq.0,5 and especially .ltoreq.0,2 g/10 min has an extraordinary high toughness, which eliminates an addition of elastomer modifiers. In its preparation Lewis acids or protonic acids are used as initiators.
    Type: Grant
    Filed: April 26, 1995
    Date of Patent: March 19, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerhard Reuschel, Dietrich Fleischer, Kaoru Yamamoto, Shuichi Chino
  • Patent number: 5374697
    Abstract: Sulfonium compounds of formula 1 or 2 ##STR1## wherein R is a mononuclear cycloalkyl radical containing 3 to 8 ring carbon atoms or a mononuclear cycloalkyl radical which contains 3 to 8 ring carbon atoms and to which at least one further ring containing carbon atoms is fused,X is a non-nucleophilic anion, andZ is a single bond, an oxygen or sulfur atom, a group of formula >S.sup..sym. --R X.sup..crclbar., wherein R and X are as defined above, or is >C.dbd.O or a methylene bridge,which sulfonium compounds are either unsubstituted or carry one or more than substituent selected from the group consisting of halogen, nitro, C.sub.1 -C.sub.8 alkyl, phenyl, hydroxyl, C.sub.1 -C.sub.8 alkoxy, phenoxy, benzyloxy, alkoxycarbonyl containing 1 to 4 carbon atoms in the alkoxy moiety or acyl of 1 to 12 carbon atoms.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: December 20, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Beat Muller
  • Patent number: 5124417
    Abstract: Disclosed are novel compounds which are useful as initiators for cationically polymerizable monomers. The novel compounds comprise a carbon containing cation (e.g., trimethyloxonium) which is capable of initiating cationic polymerization and a non-nucleophilic counterion which is an at least partially fluorinated hydrocarbylsulfonato metallate (e.g. perfluoroethylsulfonato-aluminate). The disclosed initiators are capable of initiating the cationic polymerization of a wide variety of monomers such as epoxides, tetrahydrofuans, oxazolines, vinyls, lactones, and the like.
    Type: Grant
    Filed: September 3, 1991
    Date of Patent: June 23, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Omar Farooq
  • Patent number: 5055547
    Abstract: The present invention relates to copolyethers comprising copolymers of 7,oxa-bicyclo(2,2,1)heptane, and its alkyl-derivatives, with one or more single-ring or condensed-rings cycloaliphatic ethers, comprising the characteristic group; ##STR1## wherein R' is hydrogen and R" is H, a halogen, or an alkyl radical containing a small number of carbon atoms, and which may also be halogen-substituted.If the ether contains one ring only, it contains from 5 to 12 atoms in the ring, and if it contains a condensed-ring system, it contains a total number of from 10 to 18 atoms in the rings.Those copolyethers show a anisotropic behaviour in the molten state, and therefore have liquid-crystal properties.
    Type: Grant
    Filed: May 10, 1989
    Date of Patent: October 8, 1991
    Assignee: Montedison S.p.A.
    Inventors: Leonardo Fiore, Giuseppe Motroni, Mauro Maritano
  • Patent number: 5011907
    Abstract: Highly conjugated organic polymers typically have large non-resonant electronic susceptibilities, which give the molecules unusual optical properties. To enhance these properties, "defects" are introduced into the polymer chain. Examples include light doping of the conjugated polymer and synthesis, conjugated polymers which incorporate either electron donating or accepting groups, and conjugated polymers which contains a photoexcitable species capable of reversibly transferring its electron to an acceptor. Such defects in the chain permit enhancement of the second hyperpolarizability by at least an order of magnitude.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: April 30, 1991
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventor: David N. Beratan
  • Patent number: 4847332
    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.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: July 11, 1989
    Assignee: The B. F. Goodrich Company
    Inventor: Simon H. Yu
  • Patent number: 4839457
    Abstract: A developing composition and a sheet for a pressure-sensitive copy paper comprising a phenolic resin as a main component which is obtained by condensating with formaldehyde using a p-substituted phenol with a 2,4-di-substituted and/or 2,6-di-substituted phenol, and zinc oxide which may be added thereto, as occasion demands.
    Type: Grant
    Filed: March 18, 1988
    Date of Patent: June 13, 1989
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhide Hayama, Yukio Saitoh
  • Patent number: 4764585
    Abstract: Cationic fixing agents based on the reaction products of(a) a monofunctional or polyfunctional amine having one or more primary and/or secondary and/or tertiary amino groups and(b) cyanamide, dicyandiamide, guanidine or bisguanidinegive improved results when the reaction takes place in the presence of a catalyst (K) selected from metals, metal salts and heterocyclic nitrogen-containing organic bases, particularly zinc chloride.
    Type: Grant
    Filed: September 15, 1987
    Date of Patent: August 16, 1988
    Assignee: Sandoz Ltd.
    Inventors: Jurg Heller, Bruno Kissling, Curt Muller, Tibor Robinson, Salvatore Valenti
  • Patent number: 4547565
    Abstract: A trioxane copolymer is manufactured by adding to trioxane and a co-monomer, 0.0001 to 2.0 percent by weight, based on the total weight of the monomers, of one or more sterically hindered phenols, then co-polymerizing the resultant mixture in the presence of a cation-active catalyst, and then treating the resultant copolymer by heating it at a temperature which is higher than the melting point of the copolymer to melt the copolymer and decompose and remove unstable parts of the copolymer.
    Type: Grant
    Filed: June 8, 1984
    Date of Patent: October 15, 1985
    Assignee: Polyplastics Company, Ltd.
    Inventors: Takuzo Kasuga, Takeshi Asano, Yukio Ikenaga, Masami Yamawaki, Yasuyuki Takeda, Koichi Ichimura
  • Patent number: 4399272
    Abstract: A process for producing a polyacetal copolymer, which comprises copolymerizing formaldehyde and a compound selected from the group consisting of alkylene oxides, poly(alkylene oxides), cyclic formals and poly (cyclic formals) in the presence of a Lewis acid and an anionic polymerization catalyst with the exception of metal chelate compounds.
    Type: Grant
    Filed: November 4, 1980
    Date of Patent: August 16, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hisaya Sakurai, Minoru Hamada, Kazuhiko Matsuzaki, Muneaki Aminaka
  • Patent number: 4398014
    Abstract: New aromatic sulfonylsulfoxonium salts are of formula ##STR1## where q is 1 to 4,R denotes an aliphatic, cycloaliphatic, or aromatic group,R.sup.6 denotes H, an alkyl or aralkyl group, or a group --COR.sup.9, --CO--NH--(CO).sub.r --R.sup.10, or --SO.sub.2 --R.sup.11, where r is zero or 1,one, but not both, of R and R.sup.6 denoting an aromatic group,R.sup.7 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, or aralkyl group,R.sup.8 has the same meaning as R.sup.7 but may alternatively represent a dialkylamino group or, if R.sup.7 denotes alkyl, it may alternatively represent an arylamino group,R.sup.9, R.sup.10, and R.sup.11 each denote an alkyl, aryl, or aralkyl radical of 1 to 25 carbon atoms,t is 1, 2, or 3, andZ.sup.- denotes a t-valent anion of a protic acid.The salts, e.g., dimethyl-p-toluenesulfonylmethylsufoxonium hexafluorophosphate, are useful as catalysts for the polymerization of cationically polymerizable materials by means of actinic radiation and/or heat.
    Type: Grant
    Filed: October 23, 1981
    Date of Patent: August 9, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: George E. Green, Edward Irving, Bernard P. Stark
  • Patent number: 4382130
    Abstract: Certain aryloxyphosphonium salts have been found to be effective as curing agents for various cationically polymerizable organic materials, such as epoxy resins, when incorporated into such materials. The materials are found to be moisture curable coating compositions.
    Type: Grant
    Filed: October 14, 1981
    Date of Patent: May 3, 1983
    Assignee: General Electric Company
    Inventors: Robert H. Ellison, Martin A. Byrne
  • Patent number: 4377667
    Abstract: A polyacetal suitable for moldings which are excellent in lubricity, wear and antistatic properties, which has at least one terminal of its linear polymer molecule capped with an alkylene oxide adduct of an alcohol or a carboxylic acid, which adduct is of the formula ##STR1## wherein R.sub.o is a hydrogen atom, alkyl group, substituted alkyl group, aryl group, or substituted aryl group, R.sub.o 's may be the same or different, R.sub.1 is an alkyl group, substituted alkyl group, aryl group, or substituted aryl group, R.sub.2 is a hydrogen atom, alkyl group, substituted alkyl group, aryl group, or substituted aryl group, m is from 2 to 6, and n is from 1 to 1,000; the number average molecular weight of said polyacetal being in the range from 10,000 to 500,000 excluding the terminal group.
    Type: Grant
    Filed: June 4, 1981
    Date of Patent: March 22, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hisaya Sakurai, Minoru Hamada, Kazuhiko Matsuzaki
  • Patent number: 4352923
    Abstract: Undesirable deposition of polyoxymethylene onto the inner wall of a polymerization reactor and onto a stirrer, which deposition is observed in the slurry polymerization of formaldehyde carried out in an inert organic liquid medium, can be minimized by carrying out the slurry polymerization in the presence of a polymerization catalyst prepared by bringing a metal chelate compound into contact with polyoxymethylene in an inert organic liquid medium in the presence of formaldehyde. Preferably, the slurry polymerization is carried out in the presence of, in addition to the above-mentioned polymerization catalyst, at least one polyvalent metal salt of an alkylsalicylic acid or of a dialkyl ester of sulfosuccinic acid. It is also preferable to use a tubular closed loop reactor equipped with an impeller wherein gaseous formaldehyde is blown into the reactor in a position located downstream from the impeller, while the catalyst-containing slurry is circulated therethrough.
    Type: Grant
    Filed: November 5, 1980
    Date of Patent: October 5, 1982
    Assignee: Ube Industries, Ltd.
    Inventors: Hisashi Kono, Kenji Terai, Masaki Hisadomi, Katumi Uemura, Sumio Ohta, Yoshiichi Yamamoto
  • Patent number: 4339567
    Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of a sulphoxonium salt (II) of formula ##STR1## where P denotes zero or 1,R.sup.6 denotes an arylene or aralkylene group,R.sup.7 denotes --H or a group of formula ##STR2## R.sup.8 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group,R.sup.9 has the same meaning as R.sup.8 but may alternatively represent a dialkylamino group or, if R.sup.8 represents an alkyl group, R.sup.9 may represent an arylamino group,R.sup.10 and R.sup.11 each independently have the same meaning as R.sup.8 but may also each denote --H,r represents 1, 2, or 3,Z.sup.r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: July 13, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: George E. Green, Edward Irving
  • Patent number: 4332930
    Abstract: Undesirable deposition of polyoxymethylene onto the inner wall of a polymerization vessel and onto a stirrer, which deposition is observed in the slurry polymerization of formaldehyde carried out in an inert organic liquid medium in the presence of a polymerization catalyst, can be minimized by carrying out the slurry polymerization in the presence of at least one polyvalent metal salt selected from polyvalent metal salts of alkylsalicylic acids and polyvalent metal salts of dialkyl esters of sulfosuccinic acid. Optionally, a polyethylene glycol monoether may be used in addition to the polyvalent metal salt.
    Type: Grant
    Filed: August 22, 1980
    Date of Patent: June 1, 1982
    Assignee: UBE Industries, Ltd.
    Inventors: Takami Ishii, Naohisa Takikawa, Kiyoaki Tokunaga, Nobuhiro Ogawa
  • Patent number: 4299938
    Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic irradiation or by heating in the presence of an aryloxysulfoxonium salt of formula ##STR1## where either R.sup.6 and R.sup.7 separately denote lower alkyl (optionally substituted by halogen and interrupted in the chain by --O-- or --SO.sub.2 --), or an aryl or aryloxy group, or R.sup.6 and R.sup.7 together denote a divalent group forming with the S atom a heterocyclic radical; R.sup.8 denotes an aryl group; M denotes an atom of a metal or metalloid; X denotes a halogen atom; and n is 4, 5, or 6, for instance,p-chlorophenoxy-p-tolyl-p-phenoxysulfoxonium hexafluorophosphate and 1-phenoxy-1-oxidotetrahydrothiophenium tetrafluorborate.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: November 10, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: George E. Green, Edward Irving
  • Patent number: 4173551
    Abstract: Aromatic onium salts, such as diaryliodonium salts, have been found to be effective thermal initiators for the polymerization of a variety of cationically polymerizable materials including epoxides, cyclic ethers, phenol formaldehyde resins, etc., when used in combination with various cocatalysts such as organic acids and copper salts.
    Type: Grant
    Filed: December 16, 1977
    Date of Patent: November 6, 1979
    Assignee: General Electric Company
    Inventor: James V. Crivello