Plural Rings Bonded Directly To The Same Sulfur Patents (Class 568/48)
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Patent number: 8859819Abstract: The present invention relates to a compound of the general formula (I) where: X?S, SO or SO2; and one of the radicals R1 and R2 is a hydrogen atom and the other is a radical: a C1 to C18 linear or branched alkyl, optionally substituted by one or more halogen atom(s); a C2 to C18 linear or branched alkenyl, optionally substituted by one or more halogen atom(s); an aralkyl, optionally substituted by one or more C1 to C6 alkoxy group(s); or a COR3 or CONHR3, but not simultaneously, where R3 is a radical: a C1 to C18 linear or branched alkyl, optionally substituted by one or more halogen atom(s); a C2 to C18 linear or branched alkenyl, optionally substituted by one or more halogen atom(s); an aralkyl, optionally substituted by one or more C1 to C6 alkoxy group(s); an aralkenyl, optionally substituted by one or more C1 to C6 alkoxy groups and/or one or more OH group(s); or an aryl radical, optionally substituted by one or more C1 to C6 alkoxy group(s).Type: GrantFiled: April 8, 2010Date of Patent: October 14, 2014Assignee: Pierre Fabre Dermo-CosmetiqueInventor: Stéphane Poigny
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Publication number: 20140228265Abstract: A bridged dimeric or oligomeric phenolic compound comprising: at least one monomer unit (a) of phenol or an alkyl-substituted phenol wherein the alkyl group contains 1 to 8 carbon atoms, or mixtures thereof; at least one monomer unit (b) of an aliphatic hydrocar-byl-substituted phenol wherein the aliphatic hydrocarbyl group contains at least about 25 carbon atoms, or mixtures thereof; and at least one sulfur-containing or carbon-containing bridging group; or a salt of said oligomeric material; wherein the average number of carbon atoms in said alkyl groups and said aliphatic hydrocarbyl groups is 10 to 100.Type: ApplicationFiled: October 16, 2012Publication date: August 14, 2014Applicant: The Lubrizol CorporationInventors: Stephen J. Cook, Christopher L. Friend, Gary M. Walker
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Publication number: 20140100342Abstract: Disclosed in the present invention are a fluorine-containing polymerizable compound of the general formula (1) and a polymer compound obtained therefrom: where A represents a single bond, an oxygen atom, a sulfur atom, SO2, CH2, CO, C(CH3)2, C(CH3)(CH2CH3), C(CF3)2, C(CH3)(C6H5), CH2—C6H4—CH2 or a divalent organic group obtained by elimination of two hydrogen atoms from benzene, biphenyl, naphthalene, cyclohexene or fluorene; and a and b each independently represent an integer of 0 to 2 and satisfy a relationship of 1?a+b?4. The thus-obtained polymer compound combines adequate hydrophilicity and high transparency with low water adsorption of fluorine-containing compound.Type: ApplicationFiled: May 29, 2012Publication date: April 10, 2014Applicant: Central Glass Company, LimitedInventors: Junya Nakatsuji, Makoto Matsuura, Kazuhiro Yamanaka
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Publication number: 20140099662Abstract: The present invention provides a phototoxicity test method using human retinal pigment epithelial cells, and so on.Type: ApplicationFiled: June 6, 2012Publication date: April 10, 2014Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Satoshi Ando, Koichi Saito
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Publication number: 20140038871Abstract: Described are multi-ring antioxidant products comprising at least one sulfur-bridged aromatic hydrocarbon compound substituted on at least one of its aromatic rings by at least one sterically hindered 3,5-dihydrocarbyl-4-hydroxybenzyl moiety. Such products have the formula: R—Sn—R[—S—R]m wherein each R is, independently, an aromatic hydrocarbon group having 6-12 carbon atoms, wherein m is 0-20, wherein n is 1-6 when m is 0, and when n is 1, m is 1-20; and wherein at least one of R, R1, and R2 is substituted by at least one such sterically hindered moiety. The preparation of such products and their use as antioxidants in compositions normally susceptible to oxidative degradation in oxygen or air, e.g., liquid fuel and lubricants, are also described.Type: ApplicationFiled: October 8, 2013Publication date: February 6, 2014Applicant: Albemarle CorporationInventor: Mahmood Sabahi
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Patent number: 8513466Abstract: The present invention is directed towards a new class of semi-conducting acene derivatives. These compounds are all soluble species and they all possess superior resistance to photooxidation as compared to their counterparts that lack the substitution patterns disclosed herein.Type: GrantFiled: November 30, 2009Date of Patent: August 20, 2013Assignee: University of New HampshireInventors: Glen P. Miller, Irvinder Kaur
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Publication number: 20130149641Abstract: To provide a charge controlling agent for electrophotography, which presents sufficient triboelectric chargeability to a toner, is useful particularly for a color toner and further for a polymerized toner, increases a charge rising rate, has a high electric charge amount, is excellent in charging characteristics, stability over time and environmental stability and yet is safe without posing any problem regarding waste regulations, and a negatively chargeable toner for developing an electrostatic image, which uses such a charge controlling agent and which has a high charging performance.Type: ApplicationFiled: September 13, 2011Publication date: June 13, 2013Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Ikuo Kimura, Masami Ito, Masaya Tojo, Masafumi Asakai
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Publication number: 20130109758Abstract: This invention provides compounds having a structure of Formula (I). Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provided.Type: ApplicationFiled: January 6, 2011Publication date: May 2, 2013Applicants: THE UNIVERSITY OF BRITISH COLUMBIA, BRITISH COLUMBIA CANCER AGENCY BRANCHInventors: Marianne D. Sadar, Nasrin R. Mawji, Carmen Adriana Banuelos, Raymond J. Andersen, Javier Garcia Fernandez
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Publication number: 20130035304Abstract: This invention relates to compounds which selectively bind to the survival protein MCL-1 with high affinity and selectivity, pharmaceutical compositions containing such compounds and the use of those compounds or compositions for modulating MCL-1 activity and for treating hyperproliferative disorders, angiogenesis disorders, cell cycle regulation disorders, autophagy regulation disorders, inflammatory disorders, and/or infectious disorders and/or for enhancing cellular engraftment and/or wound repair, as a sole agent or in combination with other active ingredients.Type: ApplicationFiled: January 31, 2011Publication date: February 7, 2013Inventors: Loren D. Walensky, Michelle L. Stewart, Nicole Cohen
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Patent number: 8357701Abstract: Therapeutic agents for treatment of Galactosemia and disorders thereof, and other enzyme related disorders thereof are identified. The compounds inhibit galactokinase (GALK) and other kinase activity and are identified by a high throughput screening assay.Type: GrantFiled: August 14, 2008Date of Patent: January 22, 2013Assignee: University of MiamiInventors: Kent Lai, Klass Jan Wierenga, Manshu Tang
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Publication number: 20120130117Abstract: Disclosed is a photo-acid generator having high developing properties, a cationic polymerization initiator having high curing properties, and a resist composition and a cationically polymerizable composition containing the photo-acid generator and the cationic polymerization initiator, respectively. Specifically, disclosed is an aromatic sulfonium salt compound of general formula (I) and a photo-acid generator, a cationic polymerization initiator, a resist composition, and a cationically polymerizable composition containing the compound. In formula (I), R1 to R19 are each hydrogen, halogen, hydroxyl, optionally hydroxyl-substituted C1-C18 alkyl, optionally hydroxyl-substituted C1-C18 alkoxy, optionally hydroxyl-substituted C1-C18 thioalkoxy, etc.; An? is a monovalent anion; at least one of R1 to R19 is a substituent selected from the group consisting of hydroxyl, hydroxyl-substituted C1-C12 ester group, hydroxyl-substituted C1-C18 alkoxy, and hydroxyl-substituted C1-C18 thioalkoxy.Type: ApplicationFiled: November 28, 2010Publication date: May 24, 2012Applicant: ADEKA CORPORATIONInventors: Yoshie Makabe, Yuta Okuyama
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Publication number: 20120034176Abstract: The present invention relates to a compound of the general formula (I) where: X?S, SO or SO2; and one of the radicals R1 and R2 is a hydrogen atom and the other is a radical: a C1 to C18 linear or branched alkyl, optionally substituted by one or more halogen atom(s); a C2 to C18 linear or branched alkenyl, optionally substituted by one or more halogen atom(s); an aralkyl, optionally substituted by one or more C1 to C6alkoxy group(s); or a COR3 or CONHR3, but not simultaneously, where R3 is a radical: a C1 to C18 linear or branched alkyl, optionally substituted by one or more halogen atom(s); a C2 to C18 linear or branched alkenyl, optionally substituted by one or more halogen atom(s); an aralkyl, optionally substituted by one or more C1 to C6alkoxy group(s); an aralkenyl, optionally substituted by one or more C1 to C6 alkoxy groups and/or one or more OH group(s); or an aryl radical, optionally substituted by one or more C1 to C6 alkoxy group(s).Type: ApplicationFiled: April 8, 2010Publication date: February 9, 2012Applicant: PIERRE FABRE DERMO-COSMETIQUEInventor: Stéphane Poigny
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Publication number: 20110251236Abstract: Therapeutic agents for treatment of Galactosemia and disorders thereof, and other enzyme related disorders thereof are identified. The compounds inhibit galactokinase (GALK) and other kinase activity and are identified by a high throughput screening assay.Type: ApplicationFiled: August 14, 2008Publication date: October 13, 2011Applicant: University of MiamiInventors: Kent Lai, Klass Jan Wierenga, Manshu Tang
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Publication number: 20110130593Abstract: The present invention is directed towards a new class of semi-conducting nonacene derivatives. These compounds are all soluble species and they all possess superior resistance to oxidation as compared to their counterparts that lack the substitution patterns disclosed herein.Type: ApplicationFiled: November 30, 2009Publication date: June 2, 2011Inventors: Glen P. Miller, Irvinder Kaur
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Publication number: 20110124540Abstract: Described are multi-ring antioxidant products comprising at least one sulfur-bridged aromatic hydrocarbon compound substituted on at least one of its aromatic rings by at least one sterically hindered 3,5-dihydrocarbyl-4-hydroxybenzyl moiety. Such products have the formula: R—Sn—R[—S—R]m wherein each R is, independently, an aromatic hydrocarbon group having 6-12 carbon atoms, wherein m is 0-20, wherein n is 1-6 when m is 0, and when n is 1, m is 1-20; and wherein at least one of R, R1, and R2 is substituted by at least one such sterically hindered moiety. The preparation of such products and their use as antioxidants in compositions normally susceptible to oxidative degradation in oxygen or air, e.g., liquid fuel and lubricants, are also described.Type: ApplicationFiled: July 13, 2009Publication date: May 26, 2011Applicant: ALBEMARLE CORPORATIONInventor: Mahmood Sabahi
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Publication number: 20110110886Abstract: Autotaxin (ATX) is a prometastatic enzyme initially isolated from the conditioned media of human melanoma cells that stimulates a myriad of biological activities including angiogenesis and the promotion of cell growth, survival, and differentiation through the production of lysophosphatidic acid (LPA). ATX increases the aggressiveness and invasiveness of transformed cells, and ATX levels directly correlate with tumor stage and grade in several human malignancies. To study the role of ATX in the pathogenesis of malignant melanoma, we developed antibodies and small molecule inhibitors against recombinant human protein. Immunohistochemistry of paraffin embedded human tissue demonstrates that ATX levels are markedly increased in human primary and metastatic melanoma relative to benign nevi. Chemical screens identified several small molecule inhibitors with binding constants ranging from nanomolar to low micromolar.Type: ApplicationFiled: June 15, 2009Publication date: May 12, 2011Inventor: Demetrios Braddock
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Publication number: 20100087563Abstract: Compounds of the formula (I), wherein L1, L2, L3 and L4 independently of one another are hydrogen or an organic substituent; R is for example C1-C20alkyl, C5-C12cycloalkyl, C2-C20alkenyl, substituted C1-C20alkyl; X is O, S, NRa or NCORa; Ra is for example hydrogen or C1-C20alkyl; and Y is an inorganic or organic anion; are suitable as photolatent acid generators.Type: ApplicationFiled: September 24, 2007Publication date: April 8, 2010Inventors: Pascal Hayoz, Jean-Luc Birbaum, Stephan Ilg
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Publication number: 20030216586Abstract: The invention concerns bi-aromatic compounds of formula (I) in which Ar represents (a), Z being O or S, R1 is CH3, —CH2—O—R6, —OR6 or —COR7; R2 is —OR8, —SR8 or a polyether radical if in the latter case R4 is C1-C20alkyl and is in ortho or meta position relative to X—Ar: R3 is alkyl or R2 and R3 together form a cycle optionally interrupted by O or S, R4 is aryl radical; R5 is H, halogen, C1-C20 alkly or —OR8; R6 is H, alkyl or —COR9; R7 is H, alkyl, —N(r′)(r″) or —OR10; R8 is H, alkyl or —COR9; R9 is alkyl; R10 is H, C1-C20 alkyl, alkenyl, monohydroxyalkyl or polyhydroxyalyl, aryl or aralkyl or a sugar residue, r′ and r″ are H, alkyl mono- or polyhydroxyalkyl, aryl, an amino acid or sugar residue or together form a heterocycle, X represents a radical of formula (d) or (e) in which R11 is H or —OR6; R12 is H or alkyl; or R11 and R12 form an oxo radical, and the salts, optical and geometrical isomers of tType: ApplicationFiled: October 31, 2001Publication date: November 20, 2003Applicant: Galderma Research & DevelopmentInventors: Jean-Michel Bernardon, Simon Trouille
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Publication number: 20020052530Abstract: Indane dimer compounds of general formula 5, 6 or 9 and their pharmaceutical use, particularly to achieve smooth muscle relaxing activity and/or mast cell stabilizing activity and/or antiinflammatory activity are described, wherein in formulae 5 and 9, R1 and R3 to R15, and in formula 6, R1, R2 and R4 to R15, are selected from one or more of the same or different of: H, halo, hydroxy, alkoxy, aryloxy, acetoxy, carboxy, alkyl carbonyl, hydro carbonyl, amino, amido, alkylamino, hydroxylamino, amine oxide groups, azo groups, cyano, hydrazino groups, hydrazide groups, hydrazone groups, imide groups, iminoether groups, ureyl groups, oximc, nitro, nitrate, nitrite, nitroso groups, nitrile, heterocyclic groups containing one or more heteroatoms selected from N, O or S, aralkyl groups, mono and polybenzoid aryl groups, substituted aryl groups, thiol, thioureyl, phenylthiol groups, sulphonic acid groups, sulphoxide groups, sulphone groups, alkyl containing 1 to 10 carbon atoms or cycloalkyl groups containing 3 to 8 caType: ApplicationFiled: June 8, 1998Publication date: May 2, 2002Inventors: JOHN WALSH, NEIL FRANKISH, HELEN SHERIDAN, WILLIAM BYRNE
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Publication number: 20020006957Abstract: This invention provides certain compounds, methods of their preparation, pharmaceutical compositions comprising the compounds, their use in treating human or animal disorders. The compounds of the invention are useful as modulators of the interaction between the receptor for advanced glycated end products (RAGE) and its ligands, such as advanced glycated end products (AGEs), S100/calgranulin/EN-RAGE, &bgr;-amyloid and amphoterin, and for the management, treatment, control, or as an adjunct treatment for diseases in humans caused by RAGE. Such diseases or disease states include acute and chronic inflammation, the development of diabetic late complications such as increased vascular permeability, nephropathy, atherosclerosis, and retinopathy, the development of Alzheimer's disease, erectile dysfunction, and tumor invasion and metastasis.Type: ApplicationFiled: March 5, 2001Publication date: January 17, 2002Inventors: Adnan M.M. Mjalli, Ramesh Gopalaswamy, Kwasi S. Avor, Christopher L. Wysong, Andrew Patron
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Patent number: 5846926Abstract: A novel class of nonionic gemini surfactants and methods for their preparation consist of compounds with three hydrophilic heads and two lipophilic tails of the general formula: ##STR1## wherein R.sub.1 and R.sub.3 independently represents a C.sub.1 to C.sub.22 straight or branched chain alkyl, alkylene, aryl or alkylaryl, or hydrogen, with the proviso that both cannot be hydrogen; R.sub.2 represents a C.sub.1 to C.sub.5 straight or branched chain alkyl, alkylene or hydrogen, (Y) represents ##STR2## wherein R.sub.4 represents C.sub.1 to C.sub.3 alkyl or hydrogen and may be the same or different; X represents --(CH.sub.2).sub.a -- wherein a is a whole number of from 1 to 5; --S--, --S--S--, --SO.sub.2, --(CH.sub.2).sub.a SO.sub.2 (CH.sub.2).sub.a --,--O--, --C.dbd.O, or --CH.sub.2 --NR--CH.sub.2 -- wherein R is a C.sub.1 to C.sub.3 straight or branched chain alkyl, alkylene or hydrogen and x, y, and z are whole numbers of from about 6 to about 300.Type: GrantFiled: June 9, 1997Date of Patent: December 8, 1998Assignee: Rhodia Inc.Inventors: David James Tracy, Ruoxin Li, Jiang Yang
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Patent number: 5663453Abstract: Compounds of the formula ##STR1## in which: n is 0, 1 or 2, and, if n is 2, the two radicals R.sub.3 are identical or different;R.sub.2 is methyl, fluorine, chlorine or bromine;R.sub.3 is C.sub.1 -C.sub.3 -alkyl, halo-C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, halo-C.sub.1 -C.sub.3 alkoxy, fluorine, chlorine or bromine:R.sub.5 is hydrogen or C.sub.1 -C.sub.9 alkyl andX is methylene, O, S or C(.dbd.O):can be used as intermediates for agrochemical active ingredients.Type: GrantFiled: January 17, 1995Date of Patent: September 2, 1997Assignee: Ciba-Geiby CorporationInventor: Friedrich Karrer
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Patent number: 5583230Abstract: A novel mildew resistant polymerizable compound of the formula: ##STR1## wherein X is --0-- or --S--; and Y is a residue of a known mildew proofing compound, preferably, a residue of a compound selected from the group consisting of phenol substituted with 1 to 5 halogen atoms, p-chloro-m-cresol, o-phenylphenol, p-chloro-m-xylenol, salicylanilide, 8-hydroxyquinoline, 2-(4'-thiazolyl)benzimidazole, 2,5-dibromo-4-methylaniline, 1,2-benzoisothiazolin-3-one and 2-pyridinethiol-1-oxide. A polymer of the compound [I] and polyurethane composition containing the polymer are also disclosed.Type: GrantFiled: July 7, 1993Date of Patent: December 10, 1996Assignee: Toyo Boseki Kabushiki KaishaInventors: Hideyuki Mitamura, Yoshikazu Arimatsu
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Patent number: 5488180Abstract: This invention relates to complex hydrophobe compounds and to alkoxylation products, i.e., condensation reaction products of alkylene oxides and complex hydrophobe compounds having at least one active hydrogen. This invention also relates to alkoxylation products that have beneficial, narrow molecular weight ranges.Type: GrantFiled: May 29, 1992Date of Patent: January 30, 1996Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Richard D. Jenkins, David R. Bassett, Danny E. Smith, John N. Argyropoulos, James E. Loftus, Gregory D. Shay
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Patent number: 5463133Abstract: The present invention is to provide phenethyl alcohol derivative represented by the general formula (I), which is a stabilizing agent for colored images, particularly improved in resistance to plasticizers for the use in recording materials. ##STR1## (wherein Y: formula (II) or formula (III) R.sup.1 : H, alkyl, aralkylR.sup.2, R.sup.3 and R.sup.4 : halogen, nitro, alkyl, alkoxy, alkenyl, alkenyloxy,R.sup.5, R.sup.6 and R.sup.7 : H, alkyl,Z: --SO.sub.2 --, --CO--, --C(CH.sub.3).sub.Type: GrantFiled: May 31, 1994Date of Patent: October 31, 1995Assignee: Nippon Soda Co., Ltd.Inventors: Takehiro Sato, Kimiaki Kinosita, Minoru Kaeriyama, Tomoya Hidaka
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Patent number: 5427701Abstract: Novel compositions are described which comprises an elastomer or a lubricant and at least one compound of the formulae I or II ##STR1## The symbols R.sub.1, R.sub.2, R.sub.3, Z.sub.1 and Z.sub.2 are as defined in claim 1.The compounds of the formula II and some of the compounds of the formula I are novel, and they are used especially as antioxidants.Type: GrantFiled: July 14, 1994Date of Patent: June 27, 1995Assignee: Ciba-Geigy CorporationInventors: Hans R. Meier, Samuel Evans, Paul Dubs
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Patent number: 5376290Abstract: Novel compositions are described which comprise an elastomer or a lubricant and at least one compound of the formulae I or II ##STR1## The symbols R.sub.1, R.sub.2, R.sub.3, Z.sub.1 and Z.sub.2 are as defined in claim 1.The compounds of the formula II and some of the compounds of the formula I are novel, and they are used especially as antioxidants.Type: GrantFiled: October 18, 1991Date of Patent: December 27, 1994Assignee: Ciba-Geigy CorporationInventors: Hans R. Meier, Samuel Evans, Paul Dubs
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Patent number: 5319144Abstract: Thiobisphenols of the formula: ##STR1## wherein X is 1, 2, 3 or 4 and R.sub.1 and R.sub.2 are straight or branch-chained alkyl group of 1 to 10 carbon atoms, which are useful as antiodiants and synergists for antioxidants, are prepared by reaction of a 2,6-dialkylphenol with an excess of sulfur in a solvent comprising a mixture of an alcohol and water wherein the solvent contains from 10 to 50 wt. % of water.Type: GrantFiled: July 28, 1993Date of Patent: June 7, 1994Assignee: Pennzoil Products CompanyInventor: I. Ching Chiu
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Patent number: 5288742Abstract: The invention concerns .alpha.,.alpha.-dialkylbenzyl derivatives of the formula I ##STR1## wherein Ar.sup.1 is phenyl or naphthyl, or a 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur;A.sup.1 is a direct link to X.sup.1 or is (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;the phenylene group may optionally bear one or two substituents R.sup.3 ;each of R.sup.1 and R.sup.2, which may be the same or different, is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, fluoro-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, provided that both of R.sup.1 and R.sup.2 are not methyl or fluoromethyl; andQ is cyano, amino, nitro, formyl, (1-4C)alkoxy, thiazolyl or (2-4C)alkanoyl;or a pharmaceutically-acceptable salt thereof;processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.Type: GrantFiled: March 18, 1992Date of Patent: February 22, 1994Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Philip N. Edwards, David Waterson
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Patent number: 5214070Abstract: The invention concerns a diaryl ether cycloalkane of the formula I, or a pharmaceutically-acceptable salt thereof, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl; X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is optionally substituted phenylene, or a 6-membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted benzoyl; andR.sup.2 and R.sup.3 together form a (3-6C)alkylene group which defines an optionally substituted ring having 4 to 7 ring atoms.The invention also concerns processes for the manufacture of a diaryl ether cycloalkane of the formula I, or a pharmaceutically-acceptable salt thereof, and pharmaceutical compositions containing said cycloalkane. The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.Type: GrantFiled: August 21, 1991Date of Patent: May 25, 1993Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Thomas G. C. Bird, Philip N. Edwards
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Patent number: 5175372Abstract: In a process of producing high purity bis(4-hydroxyphenyl)sulfides which comprises reacting phenols with sulfur dichloride in an organic solvent, the improvement comprising: reacting the phenols with sulfur dichloride in a nonpolar organic solvent; removing partly or wholly the nonpolar organic solvent after the reaction; adding a polar organic solvent to the reaction mixture to dissolve the reaction mixture therein at elevated temperatures; and crystallizing out the high purity bis(4-hydroxyphenyl)sulfides.There is further provided a high performance heat-sensitive recording material which comprises high purity bis(4-hydroxy-3-methylphenyl)sulfide thus prepared and having a melting point in the range of from 123.9.degree. C. to 124.9.degree. C. as a developer and a fluoran compound as a color former.Type: GrantFiled: April 10, 1991Date of Patent: December 29, 1992Assignee: Seitetsu Kagaku Co., Ltd.Inventors: Akira Onoe, Masao Kawamura, Kunioki Kato, Tomiharu Amitani, Makoto Sato, Tsuyoshi Morishita
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Patent number: 5008459Abstract: Novel compositions are described which comprise an elastomer or a lubricant and at least one compound of the formulae I or II ##STR1## The symbols R.sub.1, R.sub.2, R.sub.3, Z.sub.1 and Z.sub.2 are as defined in claim 1.The compounds of the formula II and some of the compounds of the formula I are novel, and they are used especially as antioxidants.Type: GrantFiled: December 22, 1987Date of Patent: April 16, 1991Assignee: Ciba-Geigy CorporationInventors: Hans R. Meier, Samuel Evans, Paul Dubs
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Patent number: 5008430Abstract: The invention relates to mercaptopyrenes of the formula ##STR1## in which n denotes a whole number from 3 to 10 andR stands for a substitute or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl or aryl radicalto a process for its preparation, its use for the preparation of CT complexes and to the CT complexes obtained.Type: GrantFiled: April 10, 1989Date of Patent: April 16, 1991Assignee: Bayer AktiengesellschaftInventors: Gerhard Heywang, Friedrich Jonas
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Patent number: 4874885Abstract: There is disclosed a process for the preparation of compounds of formula I or II ##STR1## from phenols by reaction with formaldehyde and mercaptans in the presence of mono-, di- or trimethylamine or mono- or diethylamine.The symbols R.sub.1 is alkyl, hydroxy or alkoxycarbonyl substituted alkyl; alkyl; aryl, cycloalkyl or aralkyl, R.sub.2 is hydrogen, alkyl, alkenyl or halogen, R.sub.3 and R.sub.4 are independently alkyl, allyl, cycloalkyl, phenyl, benzyl, halogen or --CH.sub.2 --S--R.sub.1, Z.sub.1 is --S-- or alkylene, and Z.sub.2 is hydrogen, alkyl or --CH.sub.2 --S--R.sub.1.The mercaptomethylphenols are valuable antioxidants for plastics, elastomers, mineral oils and synthetic lubricants.Type: GrantFiled: December 15, 1987Date of Patent: October 17, 1989Assignee: Ciba-Geigy CorporationInventors: Werner Stegmann, Hans R. Meier, Samuel Evans, Roger Martin, Reto Luisoli
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Patent number: 4845299Abstract: The bis(hydroxyphenyl) sulfides mixture prepared according to the inventive method is advantageous in respect of the increased proportion of 4-mercaptophenol relative to less useful 2-mercaptophenol in the product obtained by the reductive decomposition of the mixture. The inventive method is characterized by performing the reaction of phenol and sulfur chloride in a specific solvent which is an ethylene glycol monoalkyl ether compound such as ethylene glycol monomethyl ether, triethylene glycol monoethyl ether and the like.Type: GrantFiled: April 5, 1988Date of Patent: July 4, 1989Assignee: Idemitsu Petrochemical Company, Ltd.Inventor: Masami Haga
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Patent number: 4792633Abstract: Strong acids, e.g., aluminosilicates and sulfonic acids are employed as catalysts for the (alkyl or aryl)thiolation of phenols using dialkyl or diaryl disulfides and/or (alkyl- or arylthio)phenols as thiolating agents, and for the isomerization of (alkyl- or arylthio)phenols, to prepare ortho(alkyl- or arylthio)phenols as the predominant products.Type: GrantFiled: May 19, 1986Date of Patent: December 20, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul W. Wojtkowski
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Patent number: 4737300Abstract: The invention relates to material containing aldosemarcaptals of the formula I ##STR1## wherein n can be an integer from 2 to 6, and wherein R.sup.1 and R.sup.2 are identical or different, and in each case are C.sub.1 -C.sub.18 -alkyl, which is unsubstituted, substituted or interrupted by --O-- or --S--, or are --(CH.sub.2).sub.r --CO--N(C.sub.1 -C.sub.17 -alkyl).sub.2, r being 1 or 2, or are phenyl, benzyl or --(CH.sub.2).sub.r --CO--O--R.sup.3, in which r can be 1 or 2 and R.sup.3 is an alkali metal or C.sub.1 -C.sub.14 -alkyl; also wherein R.sup.1 and R.sup.2 are --CH.sub.2 --CH(OH)--R.sup.4, in which R.sup.4 is hydrogen, or C.sub.1 -C.sub.16 -alkyl, unsubstituted or substituted by --OH, or --CH.sub.2 --Y--(C.sub.1 -C.sub.15 -alkyl), in which Y is --O-- or --S--; or wherein R.sup.1 and R.sup.2 together form --(CH.sub.2).sub.Type: GrantFiled: May 10, 1985Date of Patent: April 12, 1988Assignee: Ciba-Geigy CorporationInventors: Hermann O. Wirth, Hans-Helmut Friedrich
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Patent number: 4732912Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus; wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages,wherein R.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --,wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene;wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro;or a salt thereof when appropriate.Type: GrantFiled: April 27, 1984Date of Patent: March 22, 1988Assignee: Imperial Chemical Industries PLCInventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill
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Patent number: 4714780Abstract: Thiobisphenols, such as 2,2-bis[2,2-bis(4-hydroxyphenyl)propane]-sulfide are provided by effecting reaction betwen a dihydric phenol such as bisphenol-A and sulfur dichloride in the presence of an effective amount of a Lewis acid catalyst and organic solvent.Type: GrantFiled: February 3, 1986Date of Patent: December 22, 1987Assignee: General Electric CompanyInventor: Thomas L. Guggenheim
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Patent number: 4684671Abstract: There is provided an energy beam curable resin composition which comprises as an essential component a cationically polymerizable substance and an effective amount of an onium salt of a Lewis acid represented the following formula (I). ##STR1## [where X is a sulfonio group represented by the following formula (II)]. ##STR2## (where at least one of R.sub.1 -R.sub.10 is (A) a C.sub.1 -C.sub.18 aliphatic group having at least one hydroxyl group or (B) a C.sub.3 -C.sub.19 aliphatic group having a group of --OCH.sub.2 CH.sub.2 O--).Type: GrantFiled: April 9, 1986Date of Patent: August 4, 1987Assignee: Asahi Denka Kogyo K.K.Inventors: Hiroshi Tsuchiya, Kazuhiko Morio, Hisashi Murase, Kazuo Ohkawa
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Patent number: 4642383Abstract: Substituted 2,2'-dihydroxydiphenyl sulfide, sulfoxide, and sulfone compounds, and their use as azo coupling components in light-sensitive diazo compositions. The novel compounds couple with rapidly developing diazonium compounds to provide lemon-yellow dyes, and can be used in combination with blue and violet couplers to provide a green-black diazo image in higher density areas with a neutral black in lower density areas.Type: GrantFiled: September 30, 1982Date of Patent: February 10, 1987Assignee: James River Graphics, Inc.Inventor: Robert C. Desjarlais
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Patent number: 4613703Abstract: An isomeric mixture of C- and O-allylated aromatic compounds is prepared by contacting an allyl halide, a hydroxyaromatic reactant, an alkaline agent, water and a quaternary salt catalyst. This mixture may be thermally isomerized to obtain the C-allylated compounds in high yield.Type: GrantFiled: April 5, 1982Date of Patent: September 23, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4605774Abstract: The present invention relates to the novel monomers generically identified as bis(4-hydroxyphenyl thio)benzenes, to a process for their production and to their use in the preparation of polycarbonates, polyurethanes, polyesters, polysulfones and polyethers.Type: GrantFiled: September 18, 1978Date of Patent: August 12, 1986Assignee: Mobay CorporationInventors: Arthur L. Baron, Parameswar Sivaramakrishnan
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Patent number: 4584408Abstract: Phenoxy resins and other 1,3-bis(aryloxy)-2-propanol compounds are prepared by contacting hydroxy-substituted aromatic compounds with organyl 2-oxo-1,3-dioxolan-4-ylmethyl carbonates.Type: GrantFiled: January 7, 1985Date of Patent: April 22, 1986Assignee: The Dow Chemical CompanyInventors: Pen-Chung Wang, James M. Renga
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Patent number: 4558162Abstract: The present invention relates to the novel monomer 4,4'-bis(4-hydroxyphenyl thio)biphenyl, to a process for its production and to its use in the preparation of polycarbonates, polyurethanes, polyesters, polysulfones and polyethers.Type: GrantFiled: May 7, 1984Date of Patent: December 10, 1985Assignee: Mobay Chemical CorporationInventors: Sivaram Krishnan, John R. Sanderson
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Patent number: 4552565Abstract: Hair dyes containing oxidation dye precursors in a cosmetic carrier contain as coupler substances compounds corresponding to formula I ##STR1## in which Z is a sulfur atom, an >SO group or an >SO.sub.2 group or salts thereof. As developer substances, the hair dyes contain the developers normally used in oxidation hair dyes, preferably aromatic and/or heterocyclic diamines or a 2,4,5,6-tetraamino pyrimidine. The new couplers produce color tones in the brown range with good fastness properties and a negligible tendency towards skin staining.Type: GrantFiled: November 1, 1984Date of Patent: November 12, 1985Assignee: Henkel KGaAInventors: Norbert Maak, Edgar Lieske
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Patent number: 4547593Abstract: (Hydrocarbylthio)phenols, such as 2-(alkylthio)phenols, are prepared by heating one or more (hydrocarbylthio)phenols selected from 2-, 3-, 4-, and poly(hydrocarbylthio)phenols in the presence of a catalytic amount of an aluminum phenoxide to redistribute the starting materials.Type: GrantFiled: March 26, 1984Date of Patent: October 15, 1985Assignee: Ethyl CorporationInventor: Paul F. Ranken
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Patent number: 4518788Abstract: Aromatic polyvinylethers and active hydrogen compound reaction products thereof have been found to provide fast heat curable molding compositions when used with various heat activated curing catalysts, for example, diaryliodonium salts in combination with aromatic polyvinylether soluble copper compounds, or dialkylhydroxyarylsulfonium salts in combination with certain organic oxidants.Type: GrantFiled: January 20, 1983Date of Patent: May 21, 1985Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4380671Abstract: Disclosed is a process for the preparation of 2,2'-bis(4-substituted phenol)sulfides which comprises reacting a 4-substituted phenol with sulfur dichloride in a hydrocarbon solvent at a temperature of from -10.degree. to 40.degree. C. in the presence of a Lewis acid catalyst. For example, 2,2'-bis(4-cumylphenol)-sulfide, i.e. 2,2'-bis(4-.alpha.,.alpha.-dimethyl benzyl-phenol)monosulfide, which is a novel compound can be prepared by reacting 4-cumylphenol with sulfur dichloride in benzene at a temperature of from 0.degree.to 10.degree. C. in the presence of zinc chloride.Type: GrantFiled: July 30, 1981Date of Patent: April 19, 1983Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Akihiro Yamaguchi, Tadashi Kobayashi, Keizaburo Yamaguchi, Hisamichi Murakami
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Patent number: RE32618Abstract: Mercaptophenols are reacted with compounds containing olefinic unsaturation, or polycyclic olefins, or dihydroxy compounds to form phenolic antioxidants such as 3,8-bis(4-hydroxyphenylthio)-tricyclo[5.2.1.0..sup.2,6 ] decane; 1,4-bis[2-(4-hydroxyphenylthio)ethyl]benzene and age resistant polymers containing said antioxidants.Type: GrantFiled: April 18, 1986Date of Patent: March 1, 1988Assignee: The Goodyear Tire & Rubber CompanyInventor: Kirkwood S. Cottman