Cyano Or Carbonyl Bonded Directly To An Acyclic Carbon Which Is Double Bonded To Another Carbon Patents (Class 558/400)
  • Patent number: 9796652
    Abstract: Provided is a method capable of efficiently manufacturing (meth)acrylic acid esters and aromatic carboxylic acid esters. This (meth)acrylic acid ester manufacturing method reacts a (meth)acrylic anhydride with a carbonate compound. For this aromatic carboxylic acid ester manufacturing method, which reacts a carboxylic anhydride with an aromatic carbonate in the presence of a catalyst, the catalyst is at least one kind selected from a set consisting of basic nitrogen-containing organic compounds, Group 1 metal compounds, and Group 2 metal compounds.
    Type: Grant
    Filed: May 27, 2015
    Date of Patent: October 24, 2017
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Takeshi Matsuo, Naoshi Murata, Hiroyuki Mori
  • Publication number: 20150038466
    Abstract: The present invention relates to the use of compounds for the treatment or prevention of pain in mammals, in particularly in human beings, and also to a process for preparing these compounds.
    Type: Application
    Filed: December 31, 2012
    Publication date: February 5, 2015
    Inventors: Sylvie Ducki, Khalil Bennis, Alain Eschalier, Jérôme Busserolles, Florian Lesage, Nuno Rodriguez, Delphine Vivier
  • Patent number: 8361345
    Abstract: A compound represented by formula (I) is disclosed. P1 and P2 represent a polymerizable group; m1 and m2 represent an integer of from 1 to 10, “A” represents a divalent group having a 5- to 18-membered aromatic hydrocarbon ring or a 5- to 18-membered aromatic hetero ring, L3 and L4 represent a C1-10 alkyl group or a C1-10 alkoxy group, k1 and k2 represent an integer of from 0 to 4, X1, X2, X3 and X4 represent —O—, —S—, —NH—, —NR— or —SiR0R00—, n1 and n2 represent 0 or 1, provided that at least one of them is 1; and L1a, L1b, L2a and L2b represent a hydrogen atom, halogen atom, —CN, —NC, —NCO, —NCS, or —OCN, provided that those in which both of X2 and X3 represent —O—, those in which one of X2 and X3 represents —O— and another represents —NH— or —NR— are excluded only when n1 is 1, both of L1a and L1b are hydrogen atoms, n2 is 1, and both of L2a and L2b are hydrogen atoms, or only when n1 is 1, both of L1a and L1b are hydrogen atoms, and n2 is 0.
    Type: Grant
    Filed: March 28, 2011
    Date of Patent: January 29, 2013
    Assignee: FUJIFILM Corporation
    Inventors: Masaomi Kimura, Shunya Katoh, Mitsuyoshi Ichihashi, Yasuhiro Ishiwata, Masatoshi Mizumura
  • Publication number: 20120288456
    Abstract: The invention relates to novel polyglycerol based UV-filters as well as to topical compositions comprising such novel polyglycerol based UV-filters. Furthermore, the invention relates to the use of such novel polyglycerol based UV-filters to enhance the solubility of butyl methoxydibenzoylmethane or bis-ethylhexyloxyphenol methoxyphenyl triazine in cosmetic oils.
    Type: Application
    Filed: December 8, 2010
    Publication date: November 15, 2012
    Inventor: Alexander Schlifke-Poschalko
  • Patent number: 8119107
    Abstract: Disclosed is the use of an effective photo-stabilizing amount of stabilizing agent (a) selected from a diphenylacrylate UV filter (a1), a benzylidene amphor derivative (a2), an organosiloxane comprising benzalemalonate groups (a3), a fluoren derivative (a4), and a naphthalene dicarboxylic acid derivative (a5) for improving the stability with respect to UV radiation of a cosmetic or dermatological composition comprising a UV filter combination of at least one dibenzoylmethane derivative (b) and of at least one specific amino-substituted 2-hydroxybenzophenone derivative (c).
    Type: Grant
    Filed: September 19, 2005
    Date of Patent: February 21, 2012
    Assignee: BASF SE
    Inventors: Stefan Müller, Bernd Herzog, Katja Quass
  • Publication number: 20110233465
    Abstract: A compound represented by formula (I) is disclosed. P1 and P2 represent a polymerizable group; m1 and m2 represent an integer of from 1 to 10, “A” represents a divalent group having a 5- to 18-membered aromatic hydrocarbon ring or a 5- to 18-membered aromatic hetero ring, L3 and L4 represent a C1-10 alkyl group or a C1-10 alkoxy group, k1 and k2 represent an integer of from 0 to 4, X1, X2, X3 and X4 represent —O—, —S—, —NH—, —NR— or —SiR0R00—, n1 and n2 represent 0 or 1, provided that at least one of them is 1; and L1a, L1b, L2a and L2b represent a hydrogen atom, halogen atom, —CN, —NC, —NCO, —NCS, or —OCN, provided that those in which both of X2 and X3 represent —O—, those in which one of X2 and X3 represents —O— and another represents —NH— or —NR— are excluded only when n1 is 1, both of L1a and L1b are hydrogen atoms, n2 is 1, and both of L2a and L2b are hydrogen atoms, or only when n1 is 1, both of L1a and L1b are hydrogen atoms, and n2 is 0.
    Type: Application
    Filed: March 28, 2011
    Publication date: September 29, 2011
    Inventors: Masaomi KIMURA, Shunya Katoh, Mitsuyoshi Ichihashi, Yasuhiro Ishiwata, Masatoshi Mizumura
  • Patent number: 6962692
    Abstract: Polymers and compounds including a diphenylmethylene or a 9H-fluorene moiety; and sunscreen compositions including a mixture of a photoactive compound and any one of the foregoing derivatives are disclosed herein. Also disclosed are methods for stabilizing a sunscreen composition by the addition of one or more of the foregoing derivatives, methods of filtering out ultra-violet light from a substrate by the use of one or more such derivatives, and methods for terminating a polymerization reaction by the addition of derivatives of diphenylmethylene and/or 9H-fluorene. Synergistic combinations of the polymer with (1) diesters or polyesters of a naphthalene dicarboxylic acid, or (2) oxybenzone enhance the photostability of sunscreen compositions containing a photodegradable sunscreen active compound, such as avobenzone.
    Type: Grant
    Filed: March 11, 2003
    Date of Patent: November 8, 2005
    Assignee: CPH Innovations Corp.
    Inventors: Craig A. Bonda, Anna Pavlovic, Urvil B. Shah
  • Patent number: 6926887
    Abstract: Derivatives of fluorene, including diesters and polyesters of diphenylmethylenemalonic acid and derivatives of cyano(9H-fluoren-9-ylidene) acetic acid; and sunscreen compositions including a mixture of a photoactive compound and any one of the foregoing derivatives are disclosed herein. Also disclosed are methods for stabilizing a sunscreen composition by the addition of one or more of the foregoing derivatives and methods of filtering out ultra-violet light from a substrate by the use of one or more such derivatives.
    Type: Grant
    Filed: September 17, 2002
    Date of Patent: August 9, 2005
    Assignee: The C.P. Hall Company
    Inventors: Craig A. Bonda, Anna B. Pavlovic
  • Patent number: 6800274
    Abstract: Polymers and compounds including a diphenylmethylene or a 9H-fluorene moiety; and sunscreen compositions including a mixture of a photoactive compound and any one of the foregoing derivatives are disclosed herein. Also disclosed are methods for stabilizing a sunscreen composition by the addition of one or more of the foregoing derivatives, methods of filtering out ultra-violet light from a substrate by the use of one or more such derivatives, and methods for terminating a polymerization reaction by the addition of derivatives of diphenylmethylene and/or 9H-fluorene.
    Type: Grant
    Filed: November 22, 2002
    Date of Patent: October 5, 2004
    Assignee: The C.P. Hall Company
    Inventors: Craig A. Bonda, Anna B. Pavlovic, Urvil B. Shah
  • Patent number: 6709642
    Abstract: The invention concerns derivatives of calixarene having the formula: in which: R1 represents various hydrocarbon groups, R2 and R3 represent an alkyl, cycloalkyl or aryl group or a group having the formula: O(CH2)n[O(CH2)p]q OR4, or form a heterocyclic group with the nitrogen atom, and, n equals 6, 7 or 8. These derivatives can be used for extracting strontium from aqueous solutions.
    Type: Grant
    Filed: February 12, 2002
    Date of Patent: March 23, 2004
    Assignee: Commissariat a l'Energie Atomiguie
    Inventors: Jean-François Dozol, Rocco Ungaro, Alessandro Casnati
  • Publication number: 20030078326
    Abstract: Novel ultraviolet absorbing compounds that are liquid in nature, are extremely low in color (and thus permit use without the concomitant necessity of adding large amounts of other coloring agents to combat such discoloring), and are highly effective in providing protection in wavelength ranges for which previous attempts at low-color ultraviolet absorbers have failed are provided herein. Such compounds provide such excellent, inexpensive, and beneficial protection from ultraviolet exposure within various media, including, but not limited to, clear thermoplastics. The particular compounds are generally polymeric in nature including various chain lengths of polyoxyalkylenes thereon and are liquid in nature to facilitate handling and introduction within the target media. In addition, such ultraviolet absorbers also exhibit extremely low migratory properties thereby providing long-term protective benefits to the target media as well.
    Type: Application
    Filed: August 21, 2001
    Publication date: April 24, 2003
    Inventors: Xiaodong E. Zhao, Mary E. Mason, Jusong Xia
  • Patent number: 6180813
    Abstract: Benzylidenecyanoacetates having a structure represented by wherein each R4 and R5 is the same or different and is selected from alkoxy, alkyl or alkyl ether. These benzylidenecyanoacetates are liquid at room temperature, have low volatility and are odor free and, thus, are useful in formulating adhesives and coatings. There is also provided a method for making a benzylidenecyanoacetate having a structure represented by formula B the method including: (e) reacting an alkyl cyanoacetate with a benzaldehyde to produce an alkyl benzylidenecyanoacetate and then (f) reacting the resulting alkyl benzylidenecyanoacetate with a hydroxy-functional reactant to produce the benzylidenecyanoacetate of formula B, wherein R6 is an alkyl, alkoxy, alkyl ether or a polymer backbone residue moiety.
    Type: Grant
    Filed: June 11, 1999
    Date of Patent: January 30, 2001
    Assignee: Lord Corporation
    Inventor: Robin F. Righettini
  • Patent number: 5936114
    Abstract: A process for the preparation of five-membered or six-membered ring lactams from aliphatic .alpha.,.omega.-dinitriles has been developed. In the process an aliphatic .alpha.,.omega.-dinitrile is first converted to an ammonium salt of an .omega.-nitrilecarboxylic acid in aqueous solution using a catalyst having an aliphatic nitrilase (EC 3.5.5.7) activity, or a combination of nitrile hydratase (EC 4.2.1.84) and amidase (EC 3.5.1.4) activities. The ammonium salt of the .omega.-nitrilecarboxylic acid is then converted directly to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate .omega.-nitrilecarboxylic acid or .omega.-aminocarboxylic acid. When the aliphatic .alpha.,.omega.-dinitrile is also unsymmetrically substituted at the .alpha.-carbon atom, the nitrilase produces the .omega.-nitrilecarboxylic acid ammonium salt resulting from hydrolysis of the .omega.
    Type: Grant
    Filed: July 1, 1998
    Date of Patent: August 10, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Robert Di Cosimo, Robert Donald Fallon, John Edward Gavagan, Frank Edward Herkes
  • Patent number: 5883235
    Abstract: Calix?4!arene compounds are disclosed that can be used as active components in a calcium sensitive sensor. The compounds exhibit strong calcium ion binding selectivity over sodium and potassium ions and they are stable during sterilization.
    Type: Grant
    Filed: October 14, 1997
    Date of Patent: March 16, 1999
    Assignee: Radiometer Medical A/S
    Inventors: Allan Milton Byrnard, Rocco Ungaro, Andrea Pochini
  • Patent number: 5821380
    Abstract: Novel 2-cyanoacrylic esters I ##STR1## where the radicals have the following meanings: R.sup.1 and R.sup.2 are each hydrogen or a radical having an iso- or heterocyclic ring system with at least one iso- or heteroaromatic nucleus, and at least one of the radicals R.sup.1 or R.sup.2 must be different from hydrogen,n is from 2 to 10, andX is, when n=2, a radical of the formula II ##STR2## where m is from 2 to 8, and X is, when n>2, the radical of an n-hydric aliphatic or cycloaliphatic polyol having 3-20 carbon atoms, it also being possible for a cycloaliphatic radical to contain 1 or 2 hetero atoms, and for an aliphatic radical to be interrupted by up to 8 non-adjacent oxygen atoms, sulfur atoms, imino or C.sub.1 -C.sub.4 -alkylimino groups, are used as light stabilizers.
    Type: Grant
    Filed: May 12, 1997
    Date of Patent: October 13, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Holderbaum, Alexander Aumuller, Hubert Trauth, Guido Voit, Karin Sperling, Alfred Krause
  • Patent number: 5738842
    Abstract: Cosmetic compositions containing sunscreens against sun radiation ranging from 280 to 380 nm, and their use for the protection of the skin from UV radiation. The sunscreens comprise, with respect to the weight of the composition:a) from 1 to 10% of one or more derivatives of formula (I) ##STR1## wherein Q is hydrogen or C.sub.1 -C.sub.4 alkoxy and G is C.sub.1 -C.sub.8 alkyl;b) from 0.5 to 10% of one or more derivatives of formula (II): ##STR2## wherein R.sub.1 is C.sub.1 -C.sub.8 alkyl; and c) from 1 to 10% of one or more derivatives of formula (III) ##STR3## wherein R2 is C.sub.1 -C.sub.8 alkyl and R.sub.3 has independently the same meanings as R.sub.2 or is hydrogen or is an alkali metal;with the condition that the weight ratio between the compounds of formula (II) and the compounds of formula (I) is at least 0.5.
    Type: Grant
    Filed: November 29, 1996
    Date of Patent: April 14, 1998
    Assignee: 3V Inc.
    Inventors: Giuseppe Raspanti, Alverio Malpede
  • Patent number: 5587150
    Abstract: A photostable cosmetic screening composition and process for protection of the human epidermis against UV rays of wavelengths between 280 and 380 nm, the composition having, in a cosmetically acceptable vehicle containing at least one fatty phase, 1 to 5% by weight of a dibenzoylmethane derivative and at least 1% by weight of an alkyl .beta.-.beta.-diphenylacrylate or .alpha.-cyano-.beta.-.beta.-diphenylacrylate of formula (I), the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: December 24, 1996
    Assignee: L'Oreal
    Inventors: Andre Deflandre, Michel Dubois, Serge Forestier, Herve Richard
  • Patent number: 5576354
    Abstract: A photostable cosmetic screening composition and process for protection of the human epidermis against UV rays of wavelengths between 280 and 380 nm, the composition having, in a cosmetically acceptable vehicle containing at least one fatty phase, 1 to 5% by weight of a dibenzoylmethane derivative and at least 1% by weight of an alkyl .beta.-.beta.-diphenylacrylate or .alpha.-cyano-.beta.-.beta.-diphenylacrylate of formula (I), the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: November 19, 1996
    Assignee: L'Oreal
    Inventors: Andre Deflandre, Michel DuBois, Serge Forestier, Herve Richard
  • Patent number: 5443820
    Abstract: Esters and amides of aminomethylenecyanoacetic acid I ##STR1## where R.sup.1 and R.sup.2 are each, independently of one another, phenyl, naphthyl, biphenylyl or five- or six-membered hetaryl with one, two or three nitrogens or one oxygen or one sulfur or one nitrogen and one oxygen or one nitrogen and one sulfur, which can be benzo-fused, it being possible for these radicals to be substituted by one to three C.sub.1 -C.sub.12 -alkyl groups, C.sub.1 -C.sub.12 -alkoxy groups, halogen atoms, cyano groups, hydroxyl groups or groups of the formulae COOR.sup.3, COR.sup.3, CONHR.sup.3, OCOR.sup.3 or NHCOR.sup.3, and whereR.sup.3 is C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.8 -cycloalkyl or phenyl,X is C.sub.2 -C.sub.30 -alkylene which can be interrupted by non-adjacent oxygens, or is C.sub.4 -C.sub.12 -alkenylene or C.sub.4 -C.sub.12 -alkynylene where the unsaturated bonds are not adjacent to the ester oxygens, or is C.sub.5 -C.sub.8 -cycloalkylene or phenylene, andY is O or NH.
    Type: Grant
    Filed: January 5, 1994
    Date of Patent: August 22, 1995
    Assignee: Basf Aktiengesellschaft
    Inventors: Martin Holderbaum, Alexander Aumueller, Hubert Trauth
  • Patent number: 5326785
    Abstract: Described are caffeic acid derivatives represented by the following formula: ##STR1## wherein either one of R.sup.1 and R.sup.2 is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a group --CO.sub.2 R.sup.4, or a group --CONR.sup.5 R.sup.6, R.sup.4, R.sup.5 and R.sup.6 being either a hydrogen atom or a particular group, and the other is the group --CO.sub.2 R.sup.4 or the group --CONR.sup.5 R.sup.6, or R.sup.1 and R.sup.2 are coupled together to represent a 5-membered ring so formed, Y represents a particular group or atom, X represents a substituted or unsubstituted C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.12 aralkyl, heterocyclic or heterocyclic ring-alkyl group, m and n stand for particular integers, and R.sup.3 represents a hydrogen atom, a hydroxyl group, a group --OCO.sub.2 R.sup.7, R.sup.7 being a hydrogen atom or a particular group, or a group --OCONR.sup.8 R.sup.9, R.sup.8 representing a C.sub.1 -C.sub.6 alkyl group and R.sup.9 representing a hydrogen atom or a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 31, 1993
    Date of Patent: July 5, 1994
    Assignee: Suntory Limited
    Inventors: Hidetsura Cho, Mie Tamaoka, Seiitsu Murota, Ikuo Morita
  • Patent number: 5214186
    Abstract: A process for the preparation of arylidene dyes comprises the reaction of an aromatic amine with an enolate salt of a formylated active methylene compound in the presence of a sulfonyl halide compound. An enol sulfonate is postulated as a reactive intermediate in the reaction. The process gives high yields of products under mild reaction conditions and allows the use of aromatic groups containing substituents such as hydroxy that lead to side reactions and low product yields with previously known methods for making arylidene dyes.
    Type: Grant
    Filed: December 3, 1991
    Date of Patent: May 25, 1993
    Assignee: Eastman Kodak Company
    Inventor: Leslie Shuttleworth
  • Patent number: 5063243
    Abstract: Novel derivatives of caffeic acid of the general formula (I): ##STR1## wherein X is hydrogen atom or hydroxy; R.sup.1 is hydrogen atom, a straight or branched alkyl or alkenyl having 1 to 20 carbon atoms or a group of the formula:--(CH.sub.2).sub.n --Z--R.sup.2wherein n is an integer of 1 to 10; Z is oxygen atom, vinylene residue or a single bond; and R.sup.2 is a substituted or unsubstituted phenyl or heterocyclic residue is provided. These derivatives possess 12-lipoxygenase inhibitory activity and are useful for curing and preventing circulatory diseases. A pharmaceutical composition containing said derivtive is also provided.
    Type: Grant
    Filed: April 28, 1989
    Date of Patent: November 5, 1991
    Assignee: Suntory, Ltd.
    Inventors: Hidetsura Cho, Masaru Ueda, Mie Tamaoka, Mikiko Hamaguchi, Seiitsu Murota, Ikuo Morita
  • Patent number: 4889947
    Abstract: Sunscreen compositions are described which contain certain substituted naphthalenylidenes which act as UV filters when incorporated in a carrier in amounts ranging from 0.1-50% by weight.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: December 26, 1989
    Assignee: ICI Americas Inc.
    Inventors: Charalambos J. Phalangas, Thomas P. Cleary
  • Patent number: 4832733
    Abstract: Herbicidally active 3-amino-2-cyano-acrylic acid esters of the formula ##STR1## in which R.sup.1 represents alkoxyalkyl or benzyloxyalkylR.sup.2 represents alkyl or alkenyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen, or represents alkyl which is optionally substituted by hydroxyl, halogen, alkoxy or dialkylamino,X.sup.1 and X.sup.2 are identical or different and represent hydrogen, halogen, nitro, alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, amino, alkylamino, alkylcarbonylamino, N-alkylcarbonyl-N-alkylamino, dialkylaminocarbonylamino or in each case optionally substituted aryl or aryloxy, orX.sup.1 and X.sup.2 together with the adjacent phenyl radical represent naphthyl andm represents the number 0, 1, 2, 3, 4 or 5.Intermediates of the formula ##STR2## are also new.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: May 23, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Kluth, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 4824892
    Abstract: Benzophenone derivatives having at least one hydroxyl group in the ortho-position relative to the carbonyl group are used for stabilizing numerous substrates against the action of UV light. 1,3-bis-(4-Benzoyl-3-hydroxyphenoxy)-2-propanol is a photo-absorber containing two benzophenone groups. Particularly suitable stabilizers are esters of this substituted propanol with unsaturated carboxylic acids, for example esters of acrylic acid and methacrylic acid. These compounds are prepared by esterifying the substituted propanol with an unsaturated acid or by esterifying the substituted propanol with a saturated acid containing a reactive methylene group and subjecting the product to subsequent condensation with a keto compound. They can be polymerized and are suitable for the preparation of homopolymers and copolymers.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: April 25, 1989
    Assignee: Riedel-de Haen Aktiengesellschaft
    Inventors: Kurt Eiglmeier, Joachim Schulz
  • Patent number: 4739097
    Abstract: Compounds of the general formula I ##STR1## in which R is a hydrogen or halogen atom, a cyanide or an alkyl group having 1-4 carbon atoms andR.sub.1 is a hydrogen or halogen atom, nitro, alkyl, alkoxy, aryl, aryloxy, acyl or alkoxycarbonyl group,are prepared by esterifying two adjacent OH groups to give the cyclic carbonate, esterifying the free OH group with (meth)acrylic acid and selectively hydrolyzing the carbonate. The compounds are free of polyunsaturated impurities and can be used for preparing purely linear polymers.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: April 19, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Juergen Sander, Arnold Schneller
  • Patent number: 4587059
    Abstract: A process for preparing monomeric 2-cyanoacrylates by reacting a dicyanoglutarate with formaldehyde in the presence of water and under acid pH conditions, then removing the water and thermolyzing the intermediate reaction product.
    Type: Grant
    Filed: April 4, 1984
    Date of Patent: May 6, 1986
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Hubert Harth, Willi Wuest, Hans-Athanas Bruhn, Miklos Danielisz, Erbo Heinrich