Processes Patents (Class 564/329)
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Publication number: 20130296577Abstract: 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: ApplicationFiled: November 11, 2011Publication date: November 7, 2013Applicant: Coloplast A/SInventors: Niels Joergen Madsen, Petr Sehnal, Christian B. Nielsen, David George Anderson
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Patent number: 7906682Abstract: 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: GrantFiled: January 13, 2010Date of Patent: March 15, 2011Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu
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Patent number: 7671237Abstract: 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: GrantFiled: June 30, 2006Date of Patent: March 2, 2010Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu
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Patent number: 7166747Abstract: 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: GrantFiled: November 14, 2003Date of Patent: January 23, 2007Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu
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Patent number: 6686504Abstract: 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: GrantFiled: August 31, 2001Date of Patent: February 3, 2004Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu
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Patent number: 6156902Abstract: 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: GrantFiled: September 24, 1998Date of Patent: December 5, 2000Assignee: Infineon Technologies AGInventors: Recai Sezi, Michael Keitmann, Andreas Weber
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Patent number: 6011178Abstract: 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: GrantFiled: March 12, 1999Date of Patent: January 4, 2000Assignee: Lonza, Ltd.Inventors: Oleg Werbitzky, Walter Brieden, Etienne Heinzmann
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Patent number: 5986136Abstract: 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: GrantFiled: April 9, 1998Date of Patent: November 16, 1999Assignee: President and Fellows of Harvard CollegeInventor: John E. Maggio
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Patent number: 5599993Abstract: 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: GrantFiled: January 20, 1995Date of Patent: February 4, 1997Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, Robert G. Bryant, Brian J. Jensen, Stephen J. Havens
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Patent number: 5484880Abstract: 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: GrantFiled: December 13, 1994Date of Patent: January 16, 1996Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Wataru Yamashita, Yuichi Okawa, Shoji Tamai, Mitsunori Matsuo, Tsutomu Ishida, Keizaburo Yamaguchi, Akihiro Yamaguchi
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Patent number: 5322962Abstract: 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: GrantFiled: May 12, 1993Date of Patent: June 21, 1994Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Shoji Tamai, Keizaburo Yamaguchi, Yuko Ishihara, Saburo Kawashima, Hideaki Oikawa, Toshiyuki Kataoka, Akihiro Yamaguchi
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Patent number: 5107029Abstract: 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: GrantFiled: July 23, 1990Date of Patent: April 21, 1992Assignee: Eastman Kodak CompanyInventors: Theodore R. Walker, Jr., Winston J. Jackson, Jr., Jean C. Fleischer
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Patent number: 5077436Abstract: 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: GrantFiled: February 21, 1986Date of Patent: December 31, 1991Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Yukihiro Yoshikawa, Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Akihiro Yamaguchi
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Patent number: 4825001Abstract: 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: GrantFiled: August 26, 1988Date of Patent: April 25, 1989Assignee: The Dow Chemical CompanyInventors: Kenneth J. Bruza, Robert A. Kirchhoff
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Patent number: 4795827Abstract: 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: GrantFiled: October 16, 1987Date of Patent: January 3, 1989Assignee: The Dow Chemical CompanyInventors: Kenneth J. Bruza, Robert A. Kirchhoff
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Patent number: 4670600Abstract: Amines are substituted, e.g. alkylated, by reacting the unsubstituted amine with a ketone or aldehyde, a borohydride and a rigid acid.Type: GrantFiled: May 4, 1984Date of Patent: June 2, 1987Assignee: Sandoz Pharm. Corp.Inventors: William J. Houlihan, Paul G. Mattner, Joseph A. Smith
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Patent number: 4618714Abstract: 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: GrantFiled: May 2, 1983Date of Patent: October 21, 1986Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Saburo Kawashima, Akihiro Yamaguchi
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Patent number: 4568695Abstract: 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: GrantFiled: December 7, 1983Date of Patent: February 4, 1986Assignee: A. H. Robins Company, IncorporatedInventors: Henry W. Moran, William J. Welstead, Jr.
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Patent number: 4560721Abstract: 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: GrantFiled: July 1, 1982Date of Patent: December 24, 1985Assignee: Gulf Research & Development CompanyInventors: Anatoli Onopchenko, Edward T. Sabourin, Charles M. Selwitz
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Patent number: 4556738Abstract: 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: GrantFiled: January 3, 1983Date of Patent: December 3, 1985Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Saburo Kawashima, Akihiro Yamaguchi
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Patent number: 4550208Abstract: 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: GrantFiled: November 21, 1984Date of Patent: October 29, 1985Assignee: BASF AktiengesellschaftInventors: Walter Disteldorf, Wolfgang Eisfeld, Rolf-Dieter Kohler
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Patent number: 4544755Abstract: 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: GrantFiled: May 23, 1984Date of Patent: October 1, 1985Assignee: Basf AktiengesellschaftInventors: Helmut Hagen, Rolf-Dieter Kohler
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Patent number: 4540818Abstract: 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: GrantFiled: May 2, 1983Date of Patent: September 10, 1985Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Saburo Kawashima, Akihiro Yamaguchi
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Patent number: 4453012Abstract: 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: GrantFiled: June 28, 1982Date of Patent: June 5, 1984Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4446078Abstract: 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: GrantFiled: June 28, 1982Date of Patent: May 1, 1984Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4438043Abstract: 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: GrantFiled: June 28, 1982Date of Patent: March 20, 1984Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4297513Abstract: 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: GrantFiled: May 28, 1980Date of Patent: October 27, 1981Assignee: Ciba-Geigy CorporationInventors: Louis Felder, Rudolf Kirchmayr