Processes Patents (Class 564/329)
  • Publication number: 20130296577
    Abstract: Novel photoinitiators provide for polyurethane formation, in which a photoinitiator moiety and a tertiary amine are incorporated into the photoinitiator structure, and thus the polyurethane polymer.
    Type: Application
    Filed: November 11, 2011
    Publication date: November 7, 2013
    Applicant: Coloplast A/S
    Inventors: Niels Joergen Madsen, Petr Sehnal, Christian B. Nielsen, David George Anderson
  • Patent number: 7906682
    Abstract: This invention discloses a process for making dilithium initiators in high purity. This process can be conducted in the absence of amines which is desirable since amines can act as modifiers for anionic polymerizations. The dilithium compounds made are highly desirable because they are soluble in aromatic solvents.
    Type: Grant
    Filed: January 13, 2010
    Date of Patent: March 15, 2011
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu
  • Patent number: 7671237
    Abstract: This invention discloses a process for making dilithium initiators in high purity. This process can be conducted in the absence of amines which is desirable since amines can act as modifiers for anionic polymerizations. The dilithium compounds made are highly desirable because they are soluble in aromatic solvents.
    Type: Grant
    Filed: June 30, 2006
    Date of Patent: March 2, 2010
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu
  • Patent number: 7166747
    Abstract: This invention discloses a process for making dilithium initiators in high purity. This process can be conducted in the absence of amines which is desirable since amines can act as modifiers for anionic polymerizations. The dilithium compounds made are highly desirable because they are soluble in aromatic solvents. The present invention more specifically discloses a process for synthesizing a dilithium initiator which comprises reacting diisopropenylbenzene with a tertiary alkyl lithium compound in an aromatic solvent at a temperature which is within the range of about 0° C. to about 100° C. The present invention further discloses a process for synthesizing m-di-(1-lithio-1-methyl-3,3-dimethylbutyl) benzene which comprises reacting diisopropenylbenzene with tertiary-butyllithium in an aromatic solvent at a temperature which is within the range of about 0° C. to about 100° C.
    Type: Grant
    Filed: November 14, 2003
    Date of Patent: January 23, 2007
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu
  • Patent number: 6686504
    Abstract: This invention discloses a process for making dilithium initiators in high purity. This process can be conducted in the absence of amines which is desirable since amines can act as modifiers for anionic polymerizations. The dilithium compounds made are highly desirable because they are soluble in aromatic solvents. The present invention more specifically discloses a process for synthesizing a dilithium initiator which comprises reacting diisopropenylbenzene with a tertiary alkyl lithium compound in an aromatic solvent at a temperature which is within the range of about 0° C. to about 100° C. The present invention further discloses a process for synthesizing m-di-(1-lithio-1-methyl-3,3-dimethylbutyl)benzene which comprises reacting diisopropenylbenzene with tertiary-butyllithium in an aromatic solvent at a temperature which is within the range of about 0° C. to about 100° C.
    Type: Grant
    Filed: August 31, 2001
    Date of Patent: February 3, 2004
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu
  • Patent number: 6156902
    Abstract: The invention relates to novel bis-o-aminophenols, and bis-o-aminothiophenols of the following structure: ##STR1## where A.sup.1 to A.sup.3 are--independently of one another--H, CH.sub.3, OCH.sub.3, CH.sub.2 CH.sub.3, or OCH.sub.2 CH.sub.3T is O or S, andZ is a carbocyclic or heterocyclic aromatic radical.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: December 5, 2000
    Assignee: Infineon Technologies AG
    Inventors: Recai Sezi, Michael Keitmann, Andreas Weber
  • Patent number: 6011178
    Abstract: 2-Amino-4,5,3',4'-tetramethoxybenzophenone of the formula: ##STR1## is prepared by mononitration of 3,3',4,4'-tetramethyoxybenzophenone using nitric acid in the presence of acetic acid, and subsequent reduction of the nitro group. The compound is an intermediate in the synthesis of active ingredients against rheumatoid arthritis.
    Type: Grant
    Filed: March 12, 1999
    Date of Patent: January 4, 2000
    Assignee: Lonza, Ltd.
    Inventors: Oleg Werbitzky, Walter Brieden, Etienne Heinzmann
  • Patent number: 5986136
    Abstract: Disclosed is a compound represent by the following structural formula: ##STR1## X is --H or an amine protecting group; --OY is --OH, an activating group for a carboxylic acid or a protecting group for a carboxylic acid; Z is --H or a phenolic protecting group, with the proviso that Z is not a straight chained, unsaturated alkyl group such as, for example, methyl or ethyl, and at least one of X, Y or Z is not --H.Also disclosed is a photoreactive polypeptide having a polypeptide chain comprising a residue of the compound described above. Also disclosed is a method of labeling a target molecule which forms a complex with the photoreactive polypolypeptide by photolyzing the photoreactive polypeptide when complexed with the target molecule.
    Type: Grant
    Filed: April 9, 1998
    Date of Patent: November 16, 1999
    Assignee: President and Fellows of Harvard College
    Inventor: John E. Maggio
  • Patent number: 5599993
    Abstract: Four phenylethynyl amine compounds--3 and 4-aminophenoxy-4'-phenylethynylbenzophenone, and 3 and 4-amino-4'-phenylethynylbenzophenone--were readily prepared and were used to endcap imide oligomers. Phenylethynyl-terminated amide acid oligomers and phenylethynyl-terminated imide oligomers with various molecular weights and compositions were prepared and characterized. These oligomers were cured at 300.degree. C. to 400.degree. C. to provide crosslinked polyimides with excellent solvent resistance, high strength and modulus and good high temperature properties. Adhesive panels, composites, films and moldings from these phenylethynyl terminated imide oligomers gave excellent mechanical performance.
    Type: Grant
    Filed: January 20, 1995
    Date of Patent: February 4, 1997
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Robert G. Bryant, Brian J. Jensen, Stephen J. Havens
  • Patent number: 5484880
    Abstract: The present invention relates to an amorphous polyimide or a polyimide copolymer having a requisite structural unit consisting of one or more recurring structural units represented by the formula (1): ##STR1## wherein X is a direct bond, oxygen atom or sulfur atom, and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are individually a hydrogen atom or methyl, and Ar is a tetravalent radical having 6 to 27 carbon atoms and being selected from the group consisting of a monoaromatic radical, condensed polyaromatic radical and noncondensed polyaromatic radical having aromatic radicals connected to each other with a direct bond or a bridge member.Polyimide and the polyimide copolymer of the invention has excellent heat resistance, is outstanding in melt-flow stability, has greatly improved processability, and can be applied to structural materials, and electric- electronic appliances.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: January 16, 1996
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Wataru Yamashita, Yuichi Okawa, Shoji Tamai, Mitsunori Matsuo, Tsutomu Ishida, Keizaburo Yamaguchi, Akihiro Yamaguchi
  • Patent number: 5322962
    Abstract: Disclosed are a novel aromatic diamine; a polymide comprising 1,3-bis(3-aminobenzoyl)benzene or 4,4'-bis(3-aminobenzoyl)biphenyl as a diamine component and having recurring structural units represented by the formula (III): ##STR1## wherein R is a tetravalent radical selected from the group consisting of an aliphatic radical having from 2 to 27 carbon atoms, alicyclic radical, monoaromatic radical, condensed polyaromatic radical, and noncondensed aromatic radical connected each other with a direct bond or a bridge member, and X is a divalent radical of ##STR2## and a polyimide having a terminal aromatic group which is essentially unsubstituted or substituted with a radical having no reactivity with amines or dicarboxylic acid anhydrides or a composition comprising said polyimide.
    Type: Grant
    Filed: May 12, 1993
    Date of Patent: June 21, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Shoji Tamai, Keizaburo Yamaguchi, Yuko Ishihara, Saburo Kawashima, Hideaki Oikawa, Toshiyuki Kataoka, Akihiro Yamaguchi
  • Patent number: 5107029
    Abstract: This invention concerns a process for preparing diketones and keto-acids by reacting a dicarboxylic acid and an aromatic compound in the presence of an alkylsulfonic acid such as methanesulfonic acid and an organic anhydride compound such as methanesulfonic anhydride or trifluoroacetic anhydride. The diketones and keto-acids can be used to prepare polyketones which are useful as molding plastics, coatings, films, fibers, and the like.
    Type: Grant
    Filed: July 23, 1990
    Date of Patent: April 21, 1992
    Assignee: Eastman Kodak Company
    Inventors: Theodore R. Walker, Jr., Winston J. Jackson, Jr., Jean C. Fleischer
  • Patent number: 5077436
    Abstract: Bis(3-nitrophenoxy) derivatives of aromatic or bridged aromatic hydrocarbons are derived from m-dinitrobenzene and dihydroxy derivatives of said hydrocarbons and certain substituted derivatives thereof by a condensation reaction in dipolar aprotic solvents in the presence of bases. The bis(3-nitrophenoxy) derivatives and derivatives obtained are successively reduced to afford bis-(3-aminophenoxy)derivatives. This is a new method for reacting the dihydroxy-derivatives with m-dinitrobenzene, and hence can prepare novel bis(3-aminophenoxy) derivatives such as 4,4'-bis(3-amino-phenoxy)biphenyl, 1-[4-(3-aminophenoxy)phenyl]-1,3,3-trimethyl-6-(3-aminophenoxy)indan, 6,6'-bis(3-aminophenoxy)3,3,3',3'-tetramethyl-1,1'spirobiindan, and methyl substituted 2,2'-bis[4-(3-aminophenoxy)phenyl]propane.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: December 31, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yukihiro Yoshikawa, Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Akihiro Yamaguchi
  • Patent number: 4825001
    Abstract: The invention comprises cyclobutarene ketoaniline monomers and the process for preparing them. The monomers can be used to graft and/or endcap a monomer or polymer having at least 1 amino-reactive functionality. The grafted and/or endcapped monomer or polymer can subsequently be processed to prepare a highly crosslinked network. Said monomers have the formula: ##STR1## as a preferred embodiment.
    Type: Grant
    Filed: August 26, 1988
    Date of Patent: April 25, 1989
    Assignee: The Dow Chemical Company
    Inventors: Kenneth J. Bruza, Robert A. Kirchhoff
  • Patent number: 4795827
    Abstract: The invention comprises cyclobutarene ketoaniline monomers and the process for preparing them. The monomers can be used to graft and/or endcap a monomer or polymer having at least 1 amino-reactive functionality. The grafted and/or endcapped monomer or polymer can subsequently be processed to prepare a highly crosslinked network.
    Type: Grant
    Filed: October 16, 1987
    Date of Patent: January 3, 1989
    Assignee: The Dow Chemical Company
    Inventors: Kenneth J. Bruza, Robert A. Kirchhoff
  • Patent number: 4670600
    Abstract: Amines are substituted, e.g. alkylated, by reacting the unsubstituted amine with a ketone or aldehyde, a borohydride and a rigid acid.
    Type: Grant
    Filed: May 4, 1984
    Date of Patent: June 2, 1987
    Assignee: Sandoz Pharm. Corp.
    Inventors: William J. Houlihan, Paul G. Mattner, Joseph A. Smith
  • Patent number: 4618714
    Abstract: Preparation of 3,3'- or 3,4'-diaminobenzophenone by nitrating a chloronitrobenzophenone mixture obtained by the Friedel-Crafts reaction between 3- or 4-nitrobenzoyl chloride and chlorobenzene, and catalytically reducing and dechlorinating the resulting chlorodinitrobenzophenone mixture in the presence of a reduction catalyst and a dehydrochlorinating agent.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: October 21, 1986
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Saburo Kawashima, Akihiro Yamaguchi
  • Patent number: 4568695
    Abstract: Novel 2-amino-3-benzoylphenethylalcohols are provided having the formula: ##STR1## wherein; X is hydrogen, loweralkyl, loweralkoxy, halogen or trifluoromethyl, andY is hydrogen, loweralkyl, loweralkoxy, halogen, trifluoromethyl, --S--loweralkyl, ##STR2## The compounds exhibit anti-inflammatory activity.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: February 4, 1986
    Assignee: A. H. Robins Company, Incorporated
    Inventors: Henry W. Moran, William J. Welstead, Jr.
  • Patent number: 4560721
    Abstract: A novel ether solution of dinitrobenzophenone and a process for preparing an ether solution of diaminobenzophenone therefrom which comprises subjecting a dinitrobenzophenone dissolved in said ether solvent to hydrogenation in contact with a continuous nickel catalyst to obtain said solution of diaminobenzophenone dissolved in said ether solvent. In a specific embodiment said nickel catalyst is mounted on an inert support. In a still further embodiment, said diaminobenzophenone dissolved in said ether solvent, after removal of water therefrom, is reacted with an aromatic dianhydride to obtain a polyamic acid solution. The polyamic acid solution can be heated at a temperature above 100.degree. C. to drive off water of cyclization and thereby obtain the corresponding polyimide resin.
    Type: Grant
    Filed: July 1, 1982
    Date of Patent: December 24, 1985
    Assignee: Gulf Research & Development Company
    Inventors: Anatoli Onopchenko, Edward T. Sabourin, Charles M. Selwitz
  • Patent number: 4556738
    Abstract: 3,3'- or 3,4'-diamino benzophenone is prepared by catalytically reducing and dehalogenating, in the presence of a reduction catalyst and a dehydrohalogenation agent, a benzophenone compound or benzophenone compounds of the general formula ##STR1## in which X is a halogen atom at position 2 or 4 of the benzene ring and Y is hydrogen or a halogen atom and in which the nitro group is at position 3' or 4' of the benzene ring if Y is hydrogen, while Y is at position 4' and the nitro group is at position 3' of the benzene ring if Y is a halogen atom.
    Type: Grant
    Filed: January 3, 1983
    Date of Patent: December 3, 1985
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Saburo Kawashima, Akihiro Yamaguchi
  • Patent number: 4550208
    Abstract: 4,4'-diaminobenzophenones of the formula I ##STR1## where the rings A and B can be further substituted, are prepared by a process in which a compound of the formula II ##STR2## where the rings A, B and E can be substituted, is oxidized with aqueous nitric acid in the presence of nitrobenzene or of an alkanoic acid and under superatmospheric pressure, and the reaction product is cleaved.The process according to the invention gives the compounds of the formula I in high yield and purity.
    Type: Grant
    Filed: November 21, 1984
    Date of Patent: October 29, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Disteldorf, Wolfgang Eisfeld, Rolf-Dieter Kohler
  • Patent number: 4544755
    Abstract: Phthalimides of the formula I ##STR1## where R is a substituent and the ring A can be further substituted, are cleaved by a process in which a compound of the formula I is treated with an alkanolamine.The compounds prepared according to the invention are useful intermediates for the preparation of dyes, drugs and plastics.
    Type: Grant
    Filed: May 23, 1984
    Date of Patent: October 1, 1985
    Assignee: Basf Aktiengesellschaft
    Inventors: Helmut Hagen, Rolf-Dieter Kohler
  • Patent number: 4540818
    Abstract: Preparation of 3,3'- or 3,4'-diaminodiphenylmethane by catalytically reducing and dechlorinating, in the presence of a reduction catalyst, a dinitrobenzophenone compound having the formula ##STR1## wherein X is chlorine and attached to a position 4 or 6 on the benzene ring, and Y is hydrogen or chlorine with the proviso that when Y is hydrogen, the nitro group is attached to a position 3' or 4', and when Y is chlorine, Y is attached to a position 4' and the nitro group is attached to a position 3'.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: September 10, 1985
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Saburo Kawashima, Akihiro Yamaguchi
  • Patent number: 4453012
    Abstract: A process for the preparation of phenyl ketones, characterized in that, in a first stage, a halo- or trihalomethylbenzene is reacted with a trihalomethylated aliphatic or aromatic compound in the presence of boron trifluoride in an amount such that the absolute pressure of boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent, and in that, in a second stage, the resultant product is hydrolyzed. The products are used as intermediates in the synthesis of compounds having a pharmaceutical or phytosanitary (e.g., herbicidal) activity.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: June 5, 1984
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Michel Desbois
  • Patent number: 4446078
    Abstract: A process for the preparation of .alpha.,.alpha.-difluoroalkoxy or .alpha.,.alpha.-difluoroalkylthiophenyl ketones, in which a polyhaloalkoxybenzene or a polyhaloalkylthiobenzene is reacted with a carboxylic acid, a precursor or a derivative of this acid in the presence of boron trifluoride in such an amount that the absolute pressure of the boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent. The resultant products are useful as intermediates in the synthesis of compounds having phytosanitary (e.g., herbicidal) or pharmaceutical activity.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: May 1, 1984
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Michel Desbois
  • Patent number: 4438043
    Abstract: A process for the preparation of di- or trifluoromethoxyphenyl ketones or di- or trifluoromethylthiophenyl ketones, characterized in that, in a first stage, a di- or trihalomethoxybenzene or a di- or trihalomethylthiobenzene is reacted with a trihalomethylated aromatic or aliphatic compound in the presence of boron trifluoride in an amount such that the absolute pressure of boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent and in that, in a second stage, the product of the first stage is hydrolyzed. The resultant products are useful as intermediates in the synthesis of compounds having a pharmaceutical or phytosanitary (e.g., herbicidal) activity.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: March 20, 1984
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Michel Desbois
  • Patent number: 4297513
    Abstract: Benzophenone thioethers of the general formula I or Ia ##STR1## in which X is hydrogen, alkyl, alkoxy or --COO-alkyl and X.sub.1 is hydrogen, Cl, Br or --SR, R is an unbranched or branched alkyl radical having 1-20 C atoms, which is unsubstituted or substituted by --OH, --OR.sup.1, --O--C(O)--R.sup.2, --COOR.sup.3, --C(O)-phenyl. --CN, --SR.sup.1, --NH.sub.2, --NHR.sup.4, --NR.sup.4 R.sup.5 or phenyl, in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are monovalent hydrocarbon radicals, R.sub.a is an alkylene radical having 2-10 C atoms, which is unsubstituted or substituted by --OH. --OR.sup.1 or --O--C(O)--R.sup.2 and/or is interrupted by --O--, --NR.sup.4, --O--C(O)--R.sup.6 --C(O)--O--, --C(O)--O--R.sup.7 --O--C(O)-- or phenylene and R.sup.6 and R.sup.7 are divalent hydrocarbon radicals, can be prepared by reacting a mono- or di-halogenobenzophenone of the general formula II ##STR2## in which X.sub.2 is Cl or Br and X.sub.
    Type: Grant
    Filed: May 28, 1980
    Date of Patent: October 27, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Louis Felder, Rudolf Kirchmayr