Plural Oxyalkylene Groups Bonded Directly To Each Other Patents (Class 568/593)
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Patent number: 11066500Abstract: A crosslinkable surfactant useful for preparing an emulsion polymerization composition; the crosslinkable surfactant including (a) a crosslinkable functionality and a hydrophobic tail with a Tung oil derivative structure, and (b) a polyalkylene oxide or polyglycerin part as hydrophilic head; an emulsion polymerization process using the crosslinkable surfactant; an emulsion polymerization composition; and a process for preparing the emulsion polymerization composition.Type: GrantFiled: July 27, 2016Date of Patent: July 20, 2021Assignee: Dow Global Technologies LLCInventors: Bo Lv, Cheng Shen, Shaoguang Feng
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Patent number: 9365478Abstract: The present invention concerns a method for directly synthesizing acrolein or methacrolein from a mixture of methanol and ethanol or propanol. The method of the invention comprises two successive phases: oxidation in the presence of a selective oxidation catalyst of the light alcohols of the feedstock, then condensation by aldolization of the aldehydes formed during oxidation in the presence of a condensation catalyst (aldolization). Alternatively, the two phases can be carried out in the presence of a single catalyst, in particular in the presence of a molybdenum-based selective oxidation catalyst. These two phases can be conducted in a single reactor or in two cascade reactors.Type: GrantFiled: October 17, 2013Date of Patent: June 14, 2016Assignee: Arkema FranceInventors: Jean-Luc Dubois, Mickaël Capron, Franck Dumeignil
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Publication number: 20150119587Abstract: Present invention relates to an improved and commercial process for the preparation of 2-sustituted-2-(6-(substituted)-7-methylbenzo[d][1,3]dioxol-4-yl)acetic acid derivatives of formula-I [Formula should be inserted here], wherein R1 is a O-protecting group such as methoxymethyl, ethoxymethyl, trialkylsilyl, arylmethyl, tetrahydropyran-2-yl, allyl; X is hydroxyl, halogen, mesylate, triflate, tosylate, acetate; Y is oxygen atom, NH or sulfur atom; R2 is C1-C6 alkyl. 2,4-Dihydroxy-3-methylbenzal-dehyde is selectively protected at C-4 position in the form of an ether compound of formula-XII, oxidized the aldehyde function to get the diol of formula-XIII, and condensed with ethyl glyoxalate under Casiraghi reaction conditions to get the compound of formula-XV. Compound of formula-XV is converted to compound of formula-I by conventional chemistry.Type: ApplicationFiled: June 19, 2013Publication date: April 30, 2015Inventors: Pulla Reddy Muddasani, Manikumar Chintalapudi, Venkaiah Chowdary Nannapaneni
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Patent number: 8846981Abstract: Disclosed is a ketal having the formula: wherein R? and R? independently are an alkyl group having from 8 to about 20 carbon atoms; m and n independently are an integer of from 1 to about 200; and r and s independently are an integer of from 1 to 3; and the method for preparing the ketal by transketalization using 1,1-dimethoxycyclohexane or 1,1-diethoxycyclohexane with an (alkoxyphenoxy)ethanol type of surfactant. The ketal is at least partially soluble in water.Type: GrantFiled: January 30, 2012Date of Patent: September 30, 2014Assignee: Southern Lithoplate, Inc.Inventors: James A. Bonham, Stephan J. W. Platzer, Edward A. Casson, III
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Publication number: 20140288332Abstract: A polymer includes a linker represented by Formula I ([OR1OCH2OR2OCH2]m), where R1 and R2 are, independently, alkylene, alkenylene, arylene, heteroarylene, or alkylarylalkylene; and the polymer has a weight average molecular weight of about 500 g/mol to about 2,000,000 g/mol, and m is 1 to 1000.Type: ApplicationFiled: June 6, 2014Publication date: September 25, 2014Inventors: William B. Carlson, Gregory D. Phelan
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Publication number: 20140135535Abstract: A compound of formula (I) wherein Rf is CF3, —C2F5, —CF2CFXCF3; X is —F, or —OC3F7; Y is —H, —Cl, or —Br; R1 is —(CH2)q—, —(OCH2CH2)t—, or —(CH2)q(OCH2CH2)t—; Rf1 is —OCF2CFY1—O—Rf2; Rf2 is —CF3, —C2F5, —CF2CFX1CF3; X1 is —F, or —OC3F7; Y1 is —H, —Cl, or —Br; q is 0 to 10; t is 1 to 10; a is 1 to 5; and b is 1 to 5.Type: ApplicationFiled: October 31, 2013Publication date: May 15, 2014Applicant: E I DU PONT DE NEMOURS AND COMPANYInventor: NEVILLE EVERTON DRYSDALE
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Publication number: 20140039214Abstract: A polymer includes a linker represented by Formula I ([OR1OCH2OR2OCH2]m), where R1 and R2 are, independently, alkylene, alkenylene, arylene, heteroarylene, or alkylarylalkylene; and the polymer has a weight average molecular weight of about 500 g/mol to about 2,000,000 g/mol, and m is 1 to 1000.Type: ApplicationFiled: February 7, 2013Publication date: February 6, 2014Applicant: Empire Technology Development LLCInventors: William B. CARLSON, Gregory D. Phelan
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Publication number: 20130197274Abstract: Disclosed is a ketal having the formula: wherein R? and R? independently are an alkyl group having from 8 to about 20 carbon atoms; m and n independently are an integer of from 1 to about 200; and r and s independently are an integer of from 1 to 3; and the method for preparing the ketal by transketalization using 1,1-dimethoxycyclohexane or 1,1-diethoxycyclohexane with an (alkoxyphenoxy)ethanol type of surfactant. The ketal is at least partially soluble in water.Type: ApplicationFiled: January 30, 2012Publication date: August 1, 2013Inventors: James A. Bonham, Stephan J. W. Platzer, Edward A. Casson, III
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Patent number: 8043789Abstract: A photosensitive compound whose size is smaller than conventional polymer for photoresist, and which has well-defined (uniform) structure, and a photoresist composition including the same are disclosed. The photosensitive compound represented by the following formula. Also, the present invention provides a photoresist composition comprising 1 to 85 wt % (weight %) of the photosensitive compound; 0.05 to 15 weight parts of a photo-acid generator with respect to 100 weight parts of the photosensitive compound; and 10 to 5000 weight parts of an organic solvent. In the formula, n is 0 or 1, x is 1, 2, 3, 4 or 5, y is 2, 3, 4, 5 or 6, z is 0, 1, 2, 3 or 4, R, R? and R? are independently hydrocarbon group of 1 to 30 carbon atoms, preferably 2 to 20 carbon atoms, and R?? is a hydrogen atom or hydrocarbon group of 1 to 30 carbon atoms, preferably 2 to 20 carbon atoms.Type: GrantFiled: December 17, 2008Date of Patent: October 25, 2011Assignee: Dongjin Semichem Co., Ltd.Inventors: Jae-Woo Lee, Min-Ja Yoo, Jun-Gyeong Lee, Young-Bae Lim, Jae-Hyun Kim
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Patent number: 7893293Abstract: A chemically amplified positive resist composition comprising (A) a resin which comprises (i) a polymerization unit represented by the formula (I): wherein R7 represents a hydrogen atom etc., R8 represents a C1-C4 alkyl group, p represents an integer of 1 to 3, and q represents an integer of 0 to 2, (ii) at least one polymerization unit selected from a group consisting of a polymerization unit represented by the formula (II): wherein R1 represents a hydrogen atom etc., R2 represents a C1-C8 alkyl group and ring X represents an alicyclic hydrocarbon group, and a polymerization unit represented by the formula (IV): wherein R3 represents a hydrogen atom etc., R4 and R5 independently represents a hydrogen atom etc., R10 represents a C1-C6 alkyl group etc., and (iii) a polymerization unit represented by the formula (III): wherein R3, R4 and R5 are the same as defined above, E represents a divalent hydrocarbon group, G represents a single bond etc., Z represents a carbonyl group etc.Type: GrantFiled: June 20, 2008Date of Patent: February 22, 2011Assignee: Sumitomo Chemical Company, LimitedInventors: Makoto Akita, Isao Yoshida, Kazuhiko Hashimoto
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Patent number: 7759525Abstract: The use of a complex oxide having the following composition (I). Mo12VaX1bX2cX3dX4eOx (I) wherein Mo is molybdenum; V is vanadium; O is oxygen; X1 is at least one element selected from tungsten, titanium, tantalum and niobium; X2 is at least one element selected from copper, antimony, tellurium and bismuth; X3 is at least one element selected from alkaline earth metals; X4 is at least one element selected from alkaline metals; and O<a?10; O?b?4; O<c?5; O?d?2; O?e?2; and x is a numerical value determined by the extents of the oxidation of the other elements, as a catalyst in the preparation of a partial oxidation product of a lower alcohol by direct oxidation of a lower alcohol in the vapor phase.Type: GrantFiled: September 20, 2005Date of Patent: July 20, 2010Assignee: Arkema FranceInventors: Jean-Luc Dubois, Markus Brandhorst, Mickaël Capron, Christophe Dujardin
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Publication number: 20090155714Abstract: A photosensitive compound whose size is smaller than conventional polymer for photoresist, and which has well-defined (uniform) structure, and a photoresist composition including the same are disclosed. The photosensitive compound represented by the following formula. Also, the present invention provides a photoresist composition comprising 1 to 85 wt % (weight %) of the photosensitive compound; 0.05 to weight parts of a photo-acid generator with respect to 100 weight parts of the photosensitive compound; and 10 to 5000 weight parts of an organic solvent. In the formula, n is 0 or 1, x is 1, 2, 3, 4 or 5, y is 2, 3, 4, 5 or 6, z is 0, 1, 2, 3 or 4, R, R? and R? are independently hydrocarbon group of 1 to 30 carbon atoms, preferably 2 to 20 carbon atoms, and R?? is a hydrogen atom or hydrocarbon group of 1 to 30 carbon atoms, preferably 2 to 20 carbon atoms.Type: ApplicationFiled: December 17, 2008Publication date: June 18, 2009Inventors: Jae-Woo LEE, Min-Ja Yoo, Jun-Gyeong Lee, Young-Bae Lim, Jae-Hyun Kim
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Publication number: 20080200702Abstract: The present invention relates to an improved process for the preparation of Coenzyme Q. Coenzyme Q10 or CoQ10 has the chemical name 2-[(all-trans)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone and has the formula I. The invention also provides new intermediates useful for the preparation of CoQ10 and processes for their preparation.Type: ApplicationFiled: June 21, 2006Publication date: August 21, 2008Applicant: NICHOLAS PIRAMAL INDIA LIMITEDInventors: Palanivelu Gurumurthy, Suneel Manohar Babu Chennamsettyl, Vaithyanathan Visweswaran
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Patent number: 7094918Abstract: Novel ultraviolet absorbing compounds that are liquid in nature, are 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: GrantFiled: April 28, 2003Date of Patent: August 22, 2006Assignee: Milliken & CompanyInventors: Jusong Xia, Mary E. Mason, Eric B. Stephens
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Patent number: 6891058Abstract: 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: GrantFiled: January 3, 2003Date of Patent: May 10, 2005Assignee: Milliken & CompanyInventors: Xiaodong E. Zhao, Todd D. Danielson, Mary E. Mason, Daniel M. Connor, Eric B. Stephens, Jason D. Sprinkle, Jusong Xia
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Patent number: 6881856Abstract: A thermoplastic polyurethane useful for elastomers, elastic fibers and artificial leathers contains a polyaddition product of a diisocyanate and a chain extender with a liquid polyethercarbonate diol which is a reaction product of a carbonate compound with a polyether diol having structural units (a) (—(CH2)6—O—) and at least one member of structural units (b) (—(CH2)2—O) and (c) (—CH2CH(CH3)—O—), and in which the units (b) are present in an average number (n) of moles of 0 to 5 per mole of the units (a), the units (c) are present in an average number (m) of moles of 0 to 5 per mole of the units (a), and the total average number (n+m) of moles of the units (b) and (c) is more than 1 but not more than 5, per mole of the units (a).Type: GrantFiled: December 26, 2001Date of Patent: April 19, 2005Assignee: Ube Industries, Ltd.Inventors: Hideho Tanaka, Masaru Kunimura, Kohichi Kashiwagi, Takayoshi Kaneko
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Patent number: 6855844Abstract: Disclosed are polyester-ether polyols and their use in urethane prepolymers, urethane foams and non-foam urethane coatings, adhesives, sealants and/or elastomers. Methods for producing such polyester-ether polyols using double metal cyanide catalysts are disclosed, along with methods for producing urethane prepolymers. The polyester-ether polyols of the instant invention are preferably the reaction product of phthalic anhydride, diethylene glycol, and propylene oxide. These polyester-ether polyols are useful as either the primary polyol in urethane compositions or in combination with conventional auxiliary polyester- and/or polyether-based polyols. The polyester-ether polyols impart greatly improved solubility and compatibility to mixtures of either polyether and/or polyester polyols. The polyester-ether polyols of the instant invention are desirably of lower viscosity than their precursor intermediate polyester polyols and are generally soluble in either polyester- and/or polyether-based polyols.Type: GrantFiled: October 25, 2000Date of Patent: February 15, 2005Assignee: Stepan CompanyInventors: Eric J. Geiger, Douglas K. Hillshaffer
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Publication number: 20040186304Abstract: The present invention relates to a process for preparing acetals of &agr;,&bgr;-dicarbonyl compounds of the general formulaType: ApplicationFiled: March 22, 2004Publication date: September 23, 2004Applicant: DEGUSSA AGInventors: Johannes Ruwwe, Jutta Bruhl, Clemens Osterholt
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Patent number: 6559216Abstract: 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: GrantFiled: August 21, 2001Date of Patent: May 6, 2003Assignee: Milliken & CompanyInventors: Xiaodong E. Zhao, Todd D. Danielson, Mary E. Mason, Daniel M. Connor, Eric B. Stephens, Jason D. Sprinkle, Jusong Xia
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Patent number: 6506945Abstract: A process for preparing an ether-capped poly(oxyalkylated) alcohol surfactant is provided. The alcohol has the formula: RO(R1O)xCH(CH3)OR2 wherein R is selected from the group consisting of linear or branched, saturated or unsaturated, substituted or unsubstituted, aliphatic or aromatic hydrocarbon radicals having from about 1 to about 30 carbon atoms; R1 may be the same or different, and is independently selected from the group consisting of branched or linear C2 to C7 alkylene in any given molecule; x is a number from 1 to about 30; and R2 is a six membered substituted or unsubstituted, saturated or unsaturated, cyclic or aromatic hydrocarbon radical.Type: GrantFiled: December 8, 2000Date of Patent: January 14, 2003Assignee: The Procter & Gamble CompanyInventors: Bernard William Kluesener, Mark Robert Sivik, Glenn Thomas Jordan, IV, Paul William Huber, Jr., Philippe Neyraval, Christian Priou
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Publication number: 20010011147Abstract: Method for obtaining components of a packet of additives for engine fuels by oxyalkylenation of organic compounds containing hydroxyl groups by means of alkylene oxide at the presence of basic catalysts, at the temperature 80-170° C., characteristic in that the mixture containing 94.5-99.9% by mass of alkyl phenols of the general formula according to FIG. 1, where R1-alkyl group of the carbon atoms number from 6 to 16 and not more than 0.1% by mass of water (H2O) and not more than 5.0% by mass (preferably from 0.1 to 1.0 by mass) of monohydroxyl alcohols of the general formula R2—OH, where R2-alkyl group of the carbon atoms number from 1 to 4, is oxyalkylenated with ethylene oxide or propylene oxide up to the moment of obtaining the molecular mass of oxyalkylenated alcohol not lower than 100 daltons and the hydroxyl number not higher than 150 mg of KOH/g, and next the product of synthesis is contacted at the temperature not higher than 150° C.Type: ApplicationFiled: January 12, 2001Publication date: August 2, 2001Inventors: Andrzej Krueger, Boguslaw Tkacz, Winicjusz Stanik, Leszek Ziemianski, Kazimierz Chlobowski, Kazimierz Szymanski, Ryszard Kosciuk, Wladyslaw Millan, Anna Rzodeczko, Jan Poskrobko, Wojciech Balcerowiak, Jerzy Jasienkiewicz
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Patent number: 6143311Abstract: The present invention provides novel iodopropargyl derivatives represented by the following formula (1): ##STR1## wherein R.sup.1 is a methoxy group or a cyano group, which have a reduced unpleasant smell and also have a wide antimicrobial spectrum and a high antimicrobial activity. Also, the present invention provides antimicrobial, antifungal and preservative or antimold agents comprising the above derivatives as an active ingredient.Type: GrantFiled: August 26, 1999Date of Patent: November 7, 2000Assignees: Nagase & Company, Ltd., Nagase Chemicals Ltd.Inventors: Yasuo Chikusa, Keita Umetsu, Shigeya Saijo, Masafumi Moriwaki, Toshimasa Ohnishi, Ikuya Tanaka, Yuji Yanagida
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Patent number: 6022937Abstract: This invention relates to novel polyether polyols and to a process for their production. These polyether polyols are prepared by forming a polyhydroxyl group containing component in a first step by the reaction of a triazole-group containing compound with a compound that contains at least one functional group that is capable of reacting with the amine groups of the triazole group containing compound, and reacting the hydroxyl-group containing component with an alkylene oxide to form the polyether polyol of the invention. The present invention also relates to isocyanate-reactive compositions comprising these novel polyether polyols, and to a process for the production of a polyurethane comprising reacting a polyisocyanate with the novel polyether polyols of the present invention.Type: GrantFiled: November 24, 1998Date of Patent: February 8, 2000Assignee: Bayer CorporationInventors: Rick L. Adkins, Harold R. Parsons
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Patent number: 5852208Abstract: A process of producing compounds containing an acyloxyalkoxy group from an alcohol consists of reacting the alcohol with a formaldehyde donor until a compound of the formula:R--O--CH.sub.2 (OCH.sub.2).sub.X OR (V)is generated, wherein x is between about 1 to about 5 and R is an organic moiety. This product is then reacted with a carboxylic acid anhydride. The resulting product has the formula:R--O--CH.sub.2 O--COR.sup.1wherein R.sup.1 is a C.sub.1 -C.sub.6 alkyl group. The invention further relates to intermediates used in the production of such acyloxyalkoxylated compounds.Type: GrantFiled: August 30, 1996Date of Patent: December 22, 1998Assignee: Dixie Chemical Company, Inc.Inventor: Joseph C. Rongione
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Patent number: 5731474Abstract: A method of making acetals is provided by condensing an aromatic aldehyde and a polyhydric alcohol having five or more hydroxyl groups in the presence of an acid catalyst, a hydrophobic organic liquid medium and a processing agent selected from dihydric, trihydric and tetrahydric alcohols.Type: GrantFiled: January 31, 1997Date of Patent: March 24, 1998Assignee: Milliken Research CorporationInventors: Walter A. Scrivens, Joseph M. Salley
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Patent number: 5648449Abstract: A copolyester consisting essentially of ethylene terephthalate units and further comprising 0.01 to 1 mole % based on the sum of the moles of total diol units and the moles of triol units of a triol unit represented by the following formula (I) and/or a triol unit represented by the following formula (II). ##STR1## wherein A is a group represented by formula --CH.sub.2 CH.sub.2 -- or formula --CH(CH.sub.3)CH.sub.2 --, B is a divalent hydrocarbon group, --CO--, --SO.sub.2 --, --0-- or a direct bond (-), and p, q, r, s, t and u are each an integer of 1 to 8. A process for producing the same and molded articles (in particular extrusion blow molded articles) therefrom. The copolyesters of the present invention are applicable to melt moldings accompanying melt extrusion, in particular extrusion blow molding, where parisons therefrom have good draw-down tendency and blow moldability.Type: GrantFiled: January 31, 1996Date of Patent: July 15, 1997Assignee: Kuraray Co., Ltd.Inventors: Shinji Tai, Tetsuya Hara, Akira Kageyu, Tsugunori Kashimura
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Patent number: 5446186Abstract: The synthesis and compound of a new caged calcium which is an ortho-nitrophenyl derivative of EGTA and various intermediates. It is synthesized in ten steps and 24% overall yield. The photosensitive chelator, nitrophenyl-EGTA, has a K.sub.d for Ca.sup.2+ of 80 nM and for Mg.sup.2+ of 8.8 mM. Upon exposure to ultra-violet light (in the region of 350 nm), the chelator is cleaved, yielding iminodiacetic acid photoproducts with known low Ca-affinity (K.sub.d =1 mM). The quantum yield of photolysis of nitrophenyl-EGTA in the presence of Ca.sup.a+ is 0.23 and in the absence of Ca.sup.2+ is 0.20. In experiments with chemically skinned skeletal muscle fibers, a fully relaxed fiber equilibrated with nitrophenyl-EGTA:Ca.sup.2+ complex, in the presence of physiological [Mg.sup.2+ ] (i.e. 1.0 mM), produced maximal contraction after a single flash from a frequency doubled ruby laser (347 nm). Half-maximal tension was achieved in 18 ms at 15.degree. C.Type: GrantFiled: November 9, 1993Date of Patent: August 29, 1995Inventors: Graham C. R. Ellis-Davies, Jack H. Kaplan
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Patent number: 5405980Abstract: Condensates (K) of(A) oligohydroxy-C.sub.3-8 -alkanes containing at least 3 hydroxy groups and (B) KOH,that contain at least 5% by weight of K.sup.+ and at least one alcoholic hydroxy groupare eminently suitable as oxyalkylation catalysts, in particular for the oxyalkylation of ester group-containing substrates, before all of natural, vegetable or animal fats or oils or their modification products.Type: GrantFiled: February 24, 1993Date of Patent: April 11, 1995Assignee: Sandoz Ltd.Inventor: Hans-Peter Baumann
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Patent number: 5290912Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.Type: GrantFiled: January 10, 1992Date of Patent: March 1, 1994Assignee: Asahi Glass Company Ltd.Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
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Patent number: 5145972Abstract: The present invention relates to a process for preparing halo acetals of ethylenic aldehydes by reaction of a halogen cation with enamine followed by a hydrolysis and reaction with an alcohol, a glycol or an orthoformate. These halo acetals are used as intermediate for the synthesis of vitamins A and E.It also relates to a new compound of formula (IV), ##STR1## to a process for preparing it from halo acetals of ethylenic aldehydes by reaction with triethyl phosphate, and to its use for the preparation of retinal by reaction with .beta.-ionylideneacetaldehyde.Type: GrantFiled: December 3, 1990Date of Patent: September 8, 1992Assignee: Rhone-Poulenc Nutrition AnimaleInventors: Pierre Chabardes, Lucette Duhamel, Pierre Duhamel, Jerome Guillemont, Jean-Marie Poirier
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Patent number: 5080834Abstract: The present invention deals with novel internal branched ether esters based upon novel ether alcohols. These materials are useful as viscosity index modifiers where outstanding liquidity, resistance to oxidation, and minimal variation in viscosity as a function of temperature is required.Type: GrantFiled: October 18, 1990Date of Patent: January 14, 1992Assignee: Lce PartnershipInventors: J. Michael Clumpner, Anthony J. O'Lenick, Jr.
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Patent number: 4757145Abstract: Compounds suitable for being used as lubricants, having general formula:(I) RO--(C.sub.3 F.sub.6 O).sub.m --(CFXO).sub.n --CFX--L,or(II) R"CFXO--(C.sub.3 F.sub.6 O).sub.x (CFXO).sub.y --(C.sub.2 F.sub.4 O).sub.z --CFX--L,whereR=--CF.sub.3, --C.sub.2 F.sub.5, --C.sub.3 F.sub.7X=F, --CF.sub.3R"=F, --CF.sub.3, --C.sub.2 F.sub.5m=an integer from 3 to 100n=a finite integer, or=zero, wherefore m+n ranges from 3 to 100, provided that, if n is finite, m/n ranges from 5 to 20 and R is preferably=CF.sub.3, if n=zero, R is preferably --C.sub.2 F.sub.5 or --C.sub.3 F.sub.7x=a finite integer, or=zeroy, z=finite integers, such that x+y+z ranges from 5 to 200, while (x+z)/y ranges from 5 to 0.5, provided that when x=zero, z/y ranges from 1 to 0.5 and y+z ranges from 5 to 200 n while X is is preferably F, and R"=LL=group Y-Z,where:Y=--CH.sub.2 O--, --CH.sub.2 --OCH.sub.2, --CF.sub.2, --CF.sub.Type: GrantFiled: March 26, 1987Date of Patent: July 12, 1988Assignee: Montedison S.p.A.Inventors: Gerardo Caporiccio, Ezio Strepparola, Mario A. Scarati
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Patent number: 4606845Abstract: New bicyclohexylethanes of formula IR.sup.1 --Cy--Cy--CH.sub.2 CH.sub.2 --A--(Cy).sub.n --R.sup.2 (I)wherein R.sup.1 is alkyl; R.sup.2 is alkyl, in which one or two non-adjacent CH.sub.2 groups can be replaced by O atoms, or is F, Cl, Br, CN, --COOalkyl or --O--CO-alkyl; or one of the radicals R.sup.1 and R.sup.2 can also be H; A is Cy, or 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups or by a CN group; Cy is 1,4-cyclohexylene and n is 0 or 1; the alkyl groups in each case containing 1-10 C atoms, with the proviso that n is 1 if A is Cy and R.sup.2 is CN,can be used as constituents of dielectrics for electrooptical display elements.Type: GrantFiled: May 14, 1984Date of Patent: August 19, 1986Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Romer, Rudolf Eidenschink, Joachim Krause, Bernhard Scheuble, Georg Weber
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Patent number: 4542237Abstract: .alpha.-Arylalkanoic acids or esters, orthoesters or amides thereof are prepared by forming an .alpha.-hydroxy ketal or thioketal of an aryl alkyl ketone, activating the .alpha.-hydroxy substituent with an esterifying agent to form the corresponding ketal or thioketal ester substrate, wherein the ester group is sufficiently labile to non-catalytically disassociate from the substrate in a protic or dipolar, aprotic solvent, maintaining the ester substrate in contact with the protic or dipolar, aprotic solvent or mixtures thereof for a time sufficient to form the corresponding .alpha.-arylakanoic acid or ester, orthoester or amide thereof, and optionally concomitantly or sequentially hydrolyzing any ester, orthoester or amide formed to the corresponding .alpha.-arylalkanoic acid.Type: GrantFiled: June 7, 1983Date of Patent: September 17, 1985Assignee: Syntex Pharmaceuticals International LimitedInventor: George C. Schloemer
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Patent number: 4433129Abstract: This invention is directed to hemi-formals having the following formulas: ##STR1## wherein b is 1 to about 5, c is 1 to about 3, d is 0 to about 2, the sum of c and d does not exceed 3 and is equal to or greater than 1 and n has a value equal to or greater than 1. These materials can be used to manufacture phenolic resins and are adaptable to liquid injection molding processes.Type: GrantFiled: January 19, 1982Date of Patent: February 21, 1984Assignee: Union Carbide CorporationInventors: George L. Brode, Sui-Wu Chow
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Patent number: 4418217Abstract: A process for the production of a mixed formal of polyglycol ethers having formulae selected from the group consisting of ##STR1## wherein R.sup.1 is a straight or branched chain alkyl having from 1 to 18 carbon atoms, and R.sup.2 is selected from the group consisting of hydrogen and straight or branched chain alkyl having from 1 to 17 carbon atoms, where the sum of the carbon atoms in R.sup.1 plus R.sup.2 is from 6 to 18, R.sup.3 is a member selected from the group consisting of monoalkylphenyl having from 14 to 26 carbon atoms, dialkylphenyl having from 14 to 26 carbon atoms, trialkylphenyl having from 14 to 26 carbon atoms, a straight or branched chain alkyl having from 8 to 22 carbon atoms, a straight or branched chain alkenyl having from 8 to 22 carbon atoms, and a radical having the formula ##STR2## wherein R.sup.1 and R.sup.2 have the above assigned values, and R.sup.Type: GrantFiled: April 27, 1981Date of Patent: November 29, 1983Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Karl Schmid, Margarete Grunert, Jochen Heidrich, Holger Tesmann
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Patent number: 4408084Abstract: Acetal-coupled non-ionic surfactants are easily degraded into relatively environmentally inoccuous fragments having little or no surface activity. The fragments are sufficiently low in molecular weight to be oxidized when exposed to water and atmospheric oxygen. The surface activity can also be destroyed by lowering the alkalinity of the medium in which the non-ionic surfactant is utilized to below pH 7. The non-ionic surfactants of the invention unexpectedly have very low viscosities as compared to surfactants containing a comparable molecular weight and oxyalkylene residue content.Type: GrantFiled: January 9, 1981Date of Patent: October 4, 1983Assignee: BASF Wyandotte CorporationInventor: William K. Langdon
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Patent number: 4391994Abstract: Oxyalkylene group of an alkylene oxide is inserted into a chain-type ether compound having at least one lower alkyl group by reacting the latter with the alkylene oxide in the presence of a catalyst prepared by mixing boron trifluoride and/or stannic chloride with an active-hydrogen compound exemplified by water or a lower aliphatic alcohol. The reaction results reduced formation of by-product dimer of the alkylene oxide even under an increased charging ratio of the alkylene oxide to the chain-type ether.Type: GrantFiled: October 19, 1981Date of Patent: July 5, 1983Assignee: Nisso Petrochemical Industrie Co., Ltd.Inventors: Kiyoshi Kogoma, Yu Ohashi, Jiro Niizeki, Norio Sone, Takashi Tobita
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Patent number: 4310465Abstract: A synthesis of Vitamin E has the condensation of 2,4-pentanediene and 1,2-epoxy-2,6,10,14-tetramethylpentadecane including intermediates in this synthesis which uses base catalyzed condensations of aliphatic compounds to construct the Vitamin E molecule from aliphatic precursors.Type: GrantFiled: December 17, 1979Date of Patent: January 12, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Gary L. Olson, Gabriel Saucy
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Patent number: 4154767Abstract: Reaction of the diphenyl ether with formaldehyde, an alcohol, water and acid catalyst produces a mixture of condensation products that can be cured to useful, thermally stable resins. These condensation products are also useful as functional fluids in capacitors and other electrical devices.Type: GrantFiled: March 7, 1977Date of Patent: May 15, 1979Assignee: The Dow Chemical CompanyInventors: Raymond A. Plepys, Edgar F. Hoy
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Patent number: 4140725Abstract: Compounds of the formula: ##STR1## are disclosed which compound are used to prepare carbamates which are stated to have utility as plant protecting agents and insecticides.Type: GrantFiled: August 29, 1977Date of Patent: February 20, 1979Assignee: BASF AktiengesellschaftInventors: Karl Kiehs, Rolf Huber
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Patent number: 4129601Abstract: New and valuable pyrocatechol derivatives and a process for their preparation. The pyrocatechol derivatives have the formula ##STR1## wherein: R denotes alkyl of from 1 to 4 carbon atoms which may be substituted with halogen; alkenyl having up to 4 carbon atoms which may be substituted with halogen; alkynyl having up to 5 carbon atoms which may be substituted with halogen; or benzyl;R.sup.1 denotes hydrogen or alkyl of from 1 to 4 carbon atoms;R.sup.2 denotes benzyl or alkyl of from 1 to 3 carbon atoms which may be substituted with halogen, methoxy or ethoxy;R.sup.3 denotes alkyl of from 1 to 4 carbon atoms; cycloalkyl of from 3 to 7 carbon atoms; .beta.-chlorethyl; methoxyethyl; ethoxyethyl; alkenyl of from 2 to 4 carbon atoms; alkynyl of from 2 to 4 carbon atoms; acetyl; propionyl;R.sup.1 and R.sup.2 when taken together with the carbon atom to which they are attached form a cyclopentyl or cyclohexyl ring; andR.sup.1 and R.sup.Type: GrantFiled: August 2, 1976Date of Patent: December 12, 1978Assignee: BASF AktiengesellschaftInventors: Karl Kiehs, Rolf Huber