Oxy Containing Patents (Class 568/496)
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Patent number: 5177266Abstract: There is provided a process for the manufacture of 2-alkoxymethylacrolein compounds via the reaction of an appropriate alcohol and acrolein in the presence of an acid and a trisubstituted amine to form an intermediate and the subsequent reaction of the intermediate with formaldehyde in the presence of an acid and a disubstituted amine.Type: GrantFiled: December 20, 1991Date of Patent: January 5, 1993Assignee: American Cyanamid CompanyInventor: Henry L. Strong
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Patent number: 5166373Abstract: The present invention provides novel acyclic terpenes of the formula: ##STR1## which are useful as intermediates for the industrially advantageous production of sarcophytol A.Type: GrantFiled: December 30, 1991Date of Patent: November 24, 1992Assignee: Mitsubishi Kasei CorporationInventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
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Patent number: 5149843Abstract: Conjugated diene compounds of the general formula: ##STR1## which are industrially advantageous intermediates for preparing sarcophytol A useful as an anticarcinogenic promotor or antitumor agent are provided.Type: GrantFiled: June 7, 1991Date of Patent: September 22, 1992Assignee: Mitsubishi Kasei CorporationInventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
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Patent number: 5081313Abstract: The preparation of 2,3-dialkoxypropanals of the general formula I ##STR1## in which R.sup.1 and R.sup.2 denote C.sub.1 -C.sub.8 -alkyl or C.sub.5 - or C.sub.6 -cycloalkyl which may or may not bear substituents which are inert under the conditions of the reaction, wherein a 1,2-dialkoxy ethene of the general formula IIR.sup.1 O--HC.dbd.CH--OR.sup.2 (II)is reacted with carbon monoxide and hydrogen in the presence of a rhodium-containing catalyst.Type: GrantFiled: May 23, 1990Date of Patent: January 14, 1992Assignee: BASF AktiengesellschaftInventors: Dieter Koeffer, Robert Maerkl, Werner Bertleff
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Patent number: 5043480Abstract: A process for producing a .beta.-hydroxyester product or a .beta.-hydroxyaldehyde product from ethylene oxide, carbon monoxide, and, optionally, hydrogen, is disclosed. This process uses, as a catalyst, a catalyst comprising rhodium, ruthenium, and a Group Va promoter.Type: GrantFiled: August 16, 1990Date of Patent: August 27, 1991Assignee: Eastman Kodak CompanyInventor: William A. Beavers
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Catalysts for producing 1,3-diols and/or 3-hydroxyaldehydes, and processes for making and using same
Patent number: 5030766Abstract: A process for producing a 1,3-diol, e.g., 1,3-propanediol, or a 3-hydroxyaldehyde is disclosed which comprises contacting a combination of an epoxide, carbon monoxide and hydrogen in the present of a rhodium-containing catalyst effective to promote the hydroformylation of the epoxide at conditions effective to form at least one of a 1,3-diol and a 3-hydroxyaldehyde, the contacting occurring in the substantial absence of a promoting amount of alkali metal ions, and at least a portion of the rhodium-containing catalyst being formed substantially without incorporation of the epoxide. A process for producing such rhodium-containing compositions is also disclosed.Type: GrantFiled: May 4, 1990Date of Patent: July 9, 1991Assignee: Technology CorporationInventors: John R. Briggs, John M. Maher, Arnold M. Harrison -
Patent number: 4986885Abstract: A process for the separation of butanol and butoxyacetaldehyde which involves subjecting a composition which contains these two compounds to a distillation at a pressure of at most 660 mbar. According to a special embodiment the composition to be distilled contains as essential components water, butanol, butoxyacetaldehyde, butylglycol and, if desired, also butyraldehyde.Type: GrantFiled: March 29, 1989Date of Patent: January 22, 1991Assignee: Hoechst AktiengesellschaftInventors: Robert K. Driscoll, Ingo Leupold, Karl-Heinz Schonwalder
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Patent number: 4950797Abstract: A process for the preparation of carbonyl compounds by catalyzed isomerization of allyl alcohols in a tertiary phosphine or phosphite ester in the presence of a rhodium compound at a temperature of from 80.degree. C. to 180.degree. C., a carrier gas being passed through the reaction mixture and the carbonyl compound being separated from the emergent gas mixture by cooling.Type: GrantFiled: June 1, 1988Date of Patent: August 21, 1990Assignee: BASF AktiengesellschaftInventors: Rudolf Kummer, Werner Bertleff, Michael Roeper
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Patent number: 4891447Abstract: The present invention relates to novel substituted cyclohexanol compounds possessing a sandalwood aroma which are useful as fragrance materials. The invention also provides methods for synthesis thereof through a novel aldehyde intermediate. The compounds of the invention have the formula: ##STR1## wherein A is ##STR2## and wherein R.sub.1 is methyl or ethyl, R.sub.2 -R.sub.7 are independently hydrogen or methyl with the proviso that a maximum of two of the substituents R.sub.2 -R.sub.7 are methyl, and R.sub.8 is hydrogen, lower alkyl (C.sub.1 to C.sub.5) or acyl. The invention also provides fragrance compositions which utilize the compounds of the invention to impart a sandalwood aroma to perfume compositions, colognes and perfumed articles.Type: GrantFiled: December 16, 1988Date of Patent: January 2, 1990Assignee: BASF K&F CorporationInventors: Robert Eilerman, Philip Christenson, John Yurecko, Jr., Thomas Zebovitz
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Patent number: 4647688Abstract: Fatty ethers are provided which are lower alkyl ethers cyano-substituted lower alkyl ethers, ester ethers or amide ethers of fatty alcohols substituted with at least one of the following substituents: formyl, methylol, or acryloxymethyl. The substituted fatty ethers are useful as monomers in a wide variety of polymer systems.Type: GrantFiled: February 28, 1985Date of Patent: March 3, 1987Assignee: Henkel CorporationInventors: Michael J. Virnig, James P. Clark, Kenneth D. MacKay
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Patent number: 4599468Abstract: Described are ether carboxaldehydes defined according to the generic structure: ##STR1## wherein X represents aryl, alkaryl, hydroxyalkyl, alkenyl, cycloalkenyl, lower alkyl or bicycloalkyl; wherein Y represents C.sub.1 -C.sub.3 lower alkylene; wherein Z completes an alkyl substituted C.sub.6 cycloalkyl ring or represents no moiety; wherein R represents hydrogen or methyl; wherein m represents 0 or 1; wherein n represents 0 or 1; wherein p represents 0 or 1 and wherein q represents 0 or 1 with the provisos that when m is 1, Z completes the alkyl substituted or unsubstituted C.sub.Type: GrantFiled: June 14, 1985Date of Patent: July 8, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
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Patent number: 4594463Abstract: A catalyst has been found for the low pressure hydroformylation of alcohols to produce aldehydes. This catalyst consists of a rhodium containing compound, an iodide containing compound, and a chelating Group V compound, which is used alone or in combination with a monodentate, Group V compound.It is the first rhodium-based catalyst that generates acetaldehyde via hydroformylation of the methanol. The reaction is typically carried out at 160.degree.-180.degree. C. and 1000-2000 psi. The acetaldehyde rate and selectivity are 1-5 Mhr.sup.-1 and 50-75%. Conventional cobalt catalysts require operating pressures of at least 3000-6000 psi in order to obtain reasonable productivities.Type: GrantFiled: January 28, 1985Date of Patent: June 10, 1986Assignee: Union Carbide CorporationInventors: Richard W. Wegman, Deborah S. Miller
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Patent number: 4554385Abstract: Described are tertiary hydroxyl carboxaldehydes defined according to the generic structure: ##STR1## wherein the lines ##STR2## represent covalent carbon-carbon bonds when m does not=0; and wherein the lines ##STR3## do not represent any bonds when m=0; wherein R represents hydrogen or methyl; wherein p and q each represents 0 or 1 with the proviso that p=1 when q=0 and p=0 when q=1; wherein X and Z each represent one or more carbon atoms required to complete a bicyclo ring with the lines ##STR4## representing carbon-carbon bonds; wherein X and Z complete a phenyl moiety when the line ##STR5## represents no bond; wherein X and Z complete a cycloalkyl ring moiety with the lines ##STR6## represent carbon-carbon bonds and with the line ##STR7## representing no bond; and wherein when m is 0, X represents an alkylene moiety, processes for preparing same by means of reacting carbon monoxide and hydrogen with an unsaturated tertiary alcohol defined according to the structure: ##STR8## by means of an oxo reaction, anType: GrantFiled: March 8, 1985Date of Patent: November 19, 1985Assignee: International Flavors & Fragrances Inc.Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
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Patent number: 4544775Abstract: Described are ether carbinols defined according to the generic structure: ##STR1## wherein X.sub.1 represents a moiety selected from the group consisting of: ##STR2## and wherein Y.sub.1 represents C.sub.4 or C.sub.5 alkylene; C.sub.4 or C.sub.5 alkenylene or C.sub.4 or C.sub.5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture of carbon monoxide and hydrogen by means of an oxo reaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols.Type: GrantFiled: August 24, 1984Date of Patent: October 1, 1985Assignee: International Flavors & Fragrances Inc.Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
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Patent number: 4532364Abstract: Described are ether carboxaldehydes defined according to the generic structure: ##STR1## wherein X represents aryl, alkaryl, hydroxyalkyl, alkenyl, cycloalkenyl, lower alkyl or bicycloalkyl; wherein Y represents C.sub.1 -C.sub.3 lower alkylene; wherein Z completes an alkyl substituted C.sub.6 cycloalkyl ring or represents no moiety; wherein R represents hydrogen or methyl; wherein m represents 0 or 1; wherein n represents 0 or 1; wherein p represents 0 or 1 and wherein q represents 0 or 1 with the provisos that when m is 1, Z completes the alkyl substituted or unsubstituted C.sub.Type: GrantFiled: September 19, 1983Date of Patent: July 30, 1985Assignee: International Flavors & Fragrances Inc.Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
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Patent number: 4521634Abstract: Described are ether carbinols defined according to the generic structure: ##STR1## wherein X.sub.1 represents a moiety selected from the group consisting of: ##STR2## and wherein Y.sub.1 represents C.sub.4 or C.sub.5 alkylene or C.sub.4 or C.sub.5 alkenylene or C.sub.4 or C.sub.5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture of carbon monoxide and hydrogen by means of an oxoreaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols.Type: GrantFiled: January 26, 1984Date of Patent: June 4, 1985Assignee: International Flavors & Fragrances Inc.Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
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Patent number: 4482765Abstract: An improved process for the preparation of hydroxycitronellol by an addition reaction of water with citronellol. This reaction takes place directly on heating a homogeneous solution of citronellol in a mixture of water and an inert solvent selected from the group consisting of acetone, methyl ethyl ketone, glymes, and tetrahydrofuran. The reaction is catalyzed with a cation exchange resin.Type: GrantFiled: June 24, 1983Date of Patent: November 13, 1984Assignee: Union Camp CorporationInventor: Mark S. Pavlin
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Patent number: 4467120Abstract: A process for the preparation of .alpha.,.beta.-unsaturated aldehydes by reacting a 1,4-diacyloxyalk-2-ene, which is substituted in the 2-position by an aliphatic radical, with water in the presence of an acid, and of 2,7-dimethylocta-2,6-dienal.Type: GrantFiled: April 4, 1983Date of Patent: August 21, 1984Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz
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Patent number: 4433159Abstract: Optically active alpha-tocopherol is synthesized by a multi-step process using phytol as a starting material. The process does not require an optical resolution step.Type: GrantFiled: February 18, 1982Date of Patent: February 21, 1984Assignee: Eisai Co., Ltd.Inventors: Kimio Hamamura, Kozo Akasaka, Youji Yamagishi
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Patent number: 4433177Abstract: Acetaldehyde is prepared from methanol and synthesis gas with good selectivity and yield by contacting a mixture of methanol, carbon monoxide and hydrogen with an iodide or iodine free catalyst composition comprising (1) ruthenium powder, (2) a cobalt-containing compound, (3) an amine, and (4) an onium salt or base, and heating the resulting mixture to an elevated temperature and pressure for sufficient time to produce the desired acetaldehyde, and recovering the same from the reaction mixture.Type: GrantFiled: February 1, 1982Date of Patent: February 21, 1984Assignee: Texaco Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4418216Abstract: Bis-tert.-butoxypentanals and bis-tert.butoxypentanols of the formula ##STR1## where R.sup.1 and R.sup.2 are H or C.sub.1 to C.sub.4 alkyl, one X is --CHO or --CH.sub.2 OH and the others are H.Type: GrantFiled: February 24, 1982Date of Patent: November 29, 1983Assignee: BASF AktiengesellschaftInventors: Walter Himmele, Werner Hoffmann
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Patent number: 4414420Abstract: Aldehyde ethers of the general formula ##STR1## wherein R.sub.1 and R.sub.2 each, independently of the other, represent a C.sub.1 to C.sub.4 alkyl radical, and R.sub.3 and R.sub.4 each, independently of the other, represent a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, or wherein R.sub.1 represents a C.sub.1 to C.sub.4 alkyl radical, R.sub.2 and R.sub.3 together with the carbon atoms to which they are attached form a 5-membered or 6-membered cycloaliphatic ring, and R.sub.4 represents a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, and wherein Y represents --CH.sub.2 --CH.sub.2 --CH.sub.2 or --CH.sub.2 --CH (CH.sub.3)--, are prepared by hydroformylation of a corresponding compound of formula. ##STR2## by reaction with hydrogen and carbon monoxide in the presence of a hydroformylation catalyst, e.g. a rhodium complex catalyst. Preferred compounds include 4-t-butoxybutyraldehyde and 3-t-butoxy-2-methylpropionaldehyde.Type: GrantFiled: April 7, 1982Date of Patent: November 8, 1983Assignee: Davy McKee (Oil & Chemicals) LimitedInventors: Norman Harris, Alan J. Dennis, George E. Harrison
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Patent number: 4409402Abstract: Tert.-butoxybutanals and tert.-butoxybutanols (I) and bis-tert.-butoxypentanals and bis-tert.-butoxypentanols (II) ##STR1## where R.sup.1 and R.sup.2 are H or C.sub.1 -C.sub.4 -alkyl, one X is --CHO or --CH.sub.2 OH and the others are H.These compounds, which are valuable as fragrances and for use in organic syntheses are obtained by hydro-formylating the ethers (III) and bis-ethers (IV), respectively, using Rh catalysts.Type: GrantFiled: July 11, 1980Date of Patent: October 11, 1983Assignee: BASF AktiengesellschaftInventors: Walter Himmele, Werner Hoffmann
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Patent number: 4383125Abstract: Aldehyde ethers of the general formula ##STR1## wherein R.sub.1 and R.sub.2 each, independently of the other, represent a C.sub.1 to C.sub.4 alkyl radical, and R.sub.3 and R.sub.4 each, independently of the other, represent a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, or wherein R.sub.1 represents a C.sub.1 to C.sub.4 alkyl radical, R.sub.2 and R.sub.3 together with the carbon atoms to which they are attached form a 5-membered or 6-membered cycloaliphatic ring, and R.sub.4 represents a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, and wherein Y represents --CH.sub.2 --CH.sub.2 --C.sub.2 or --CH.sub.2 --CH (CH.sub.3)--, are prepared by hydroformylation of a corresponding compound of formula: ##STR2## by reaction with hydrogen and carbon monoxide in the presence of a hydroformylation catalyst, e.g. a rhodium complex catalyst. Preferred compounds include 4-t-butoxybutyraldehyde and 3-t-butoxy-2-methylpropionaldehyde.Type: GrantFiled: April 11, 1980Date of Patent: May 10, 1983Assignee: Davy McKee (Oil & Chemicals) LimitedInventors: Norman Harris, Alan J. Dennis, George E. Harrison
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Patent number: 4337346Abstract: An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7-C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.Type: GrantFiled: October 30, 1979Date of Patent: June 29, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
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Patent number: 4311617Abstract: Compounds having the general formula ##STR1## wherein R.sub.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms and Z represents a formyl group --CHO or a hydroxyl group or a group OR.sub.1 wherein R.sub.2 represents an acyl group having from 1 to 6 carbon atoms, have been discovered to possess attractive fruity-floral odors. They are useful as ingredients of compounded perfumery compositions.Type: GrantFiled: June 24, 1980Date of Patent: January 19, 1982Assignee: Bush Boake Allen LimitedInventors: Hifzur R. Ansari, Benjamin O. Isaac, Horst R. Wagner
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Patent number: 4295930Abstract: This invention concerns a new class of compositions for the sizing of paper and the method of treating paper using such compositions. Such new compositions comprise the reaction products of glyoxal and a hydrophobe which contains at least one hydroxyl group. Such compositions can be used either for internal or surface sizing.Type: GrantFiled: March 17, 1980Date of Patent: October 20, 1981Assignee: Nalco Chemical CompanyInventors: Thomas Aitken, David J. Kowalski, K. G. Srinivasan
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Patent number: 4281177Abstract: Described is the compound 6-hydroxy-2,6-dimethylheptanal and methods for preparing foodstuffs, flavoring compositions for foodstuffs, tobacco compositions, flavoring cmpositions for tobacco, perfume compositions, ingredients for perfume compositions, perfumed articles and ingredients for perfumed articles by including said 6-hydroxy-2,6-dimethylheptanal therein in order to produce:(a) In food flavorings, sweet, green, melon-like, tropical fruit-like, seedy and raspberry aromas and/or tastes;(b) In perfumes, sweet, green, melony, floral and muguet-like aromas; and(c) In tobaccos, sweet, fruity-melon-like, peach-like, and floral aromas prior to and on smoking in the main stream and in the sidestream in smoking tobaccos and the same aroma and taste nuances in the filter.Processes for synthesizing the 6-hydroxy-2,6-dimethylheptanal by hydrolysis of 2,6-dimethyl-5-heptenal are also described.Type: GrantFiled: July 17, 1980Date of Patent: July 28, 1981Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Robert W. Trenkle, Braja D. Mookherjee, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala, Frederick L. Schmitt
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Patent number: 4275243Abstract: An organic tri-substituted phosphine having a boiling point of at least 200.degree. C. and a reaction medium having a boiling point of at least 200.degree. C. are used in a hydroformylation of allyl alcohol with carbon monoxide and hydrogen in the presence of a rhodium complex catalyst. The concentration of the organic phosphine is 5.times.10.sup.-4 to 0.3 mol. per 1 liter of the reaction medium. The reaction medium is distilled at lower than 80.degree. C. under a reduced pressure and the bottom residue as the catalyst solution is recycled. The hydroformylation can be repeated by using the bottom residue as the catalyst solution.Type: GrantFiled: August 27, 1979Date of Patent: June 23, 1981Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Toshihiro Saito, Shoji Arai, Yukihiro Tsutsumi
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Patent number: 4271048Abstract: 9-Hydroxy-undeca-4,10-dien-1-al, a novel unsaturated aliphatic hydroxy-aldehyde, has been found to possess useful odorous properties and consequently can be advantageously used as perfume ingredient.Type: GrantFiled: August 11, 1980Date of Patent: June 2, 1981Assignee: Firmenich, S.A.Inventors: George H. Buchi, Hans Wuest
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Patent number: 4255529Abstract: This invention relates to an improved process for the preparation of formose by the condensation of aqueous formaldehyde. In the process according to this invention, tertiary amines which contain an electrophilic hetero atom in the .beta.-position to the tertiary nitrogen atom are used for controlling the pH instead of the inorganic bases which have previously been used for this purpose.Type: GrantFiled: May 14, 1979Date of Patent: March 10, 1981Assignee: Bayer AktiengesellschaftInventors: Edgar Mohring, Hanns P. Muller, Kuno Wagner
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Patent number: 4242281Abstract: Described is the compound 6-hydroxy-2,6-dimethylheptanal useful in augmenting or enhancing the aroma or taste of foodstuffs, flavoring compositions for foodstuffs, tobacco compositions, flavoring compositions for tobacco, perfume compositions, ingredients for perfume compositions, perfumed articles and ingredients for perfumed articles as well as a process for preparing 6-hydroxy-2,6-dimethylheptanal comprising the steps of:(i) forming a sulfite addition salt of 2,6-dimethyl-5-heptenal by mixing an alkali metal sulfite in boric acid with 2,6-dimethyl-5-heptenal and(ii) hydrating the thus formed 2,6-dimethyl-5-heptenal sulfite addition salt with a hydrating reagentas well as the intermediate which is the sulfite addition salt of 2,6-dimethyl-5-heptenal.Type: GrantFiled: October 26, 1979Date of Patent: December 30, 1980Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Robert W. Trenkle, Braja D. Mookherjee, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala, Frederick L. Schmitt
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Patent number: 4233246Abstract: Aliphatic hydroxycarbonyl compounds etherified with aliphatic groups are prepared by oxidizing hydroxyalcohols in the presence of a metal catalyst which consists of one or more layers, each of a particular weight and each containing particles of a particular size, the catalyst bed also having a particular total thickness, and the catalyst components used being silver and copper, with or without added copper/tin/phosphorus or silver alone. The etherified hydroxyaldehydes and hydroxyketones obtainable by the process of the invention are valuable starting materials for the preparation of dyes, pesticides, plastics and scents.Type: GrantFiled: December 20, 1978Date of Patent: November 11, 1980Assignee: BASF AktiengesellschaftInventors: Christian Dudeck, Gunter Lehmann, Norbert Petri, Hans Diem, Werner Fliege, Bernd Meissner, Karl-Heinz Ross, Wolfgang Muehlthaler
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Patent number: 4225726Abstract: This invention relates to an improved method for the catalyzed condensation of aldehydes in the liquid phase to form 1,3-glycol monoesters utilizing tin metal or a tin oxide catalyst. Condensation can be visualized as an aldol condensation followed by a Tischenko reaction between the aldol and a third molecule of aldehyde. In its simplest form the condensation can be illustrated by the following general formula ##STR1## R or R.sup.1 =Hydrogen or alkyl group of 1 to 20 carbon atoms or aromatic groups. R and R.sup.1 can also be part of a cyclic system.Type: GrantFiled: May 23, 1979Date of Patent: September 30, 1980Assignee: Eastman Kodak CompanyInventors: Don L. Morris, Anthony W. McCollum
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Patent number: 4221876Abstract: This invention relates to mixtures, in the form of relatively low viscosity liquids at room temperature, of formose, aldehydes and/or ketones aldolated in the .alpha.-position and, optionally, water and/or crystalline mono- or di-saccharides, and to the use of these mixtures for the production of polyurethane plastics, particularly foams.Type: GrantFiled: August 17, 1978Date of Patent: September 9, 1980Assignee: Bayer AktiengesellschaftInventor: Kuno Wagner
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Patent number: 4219506Abstract: A process for producing vitamin A esters, vitamin A aldehyde and vitamin A acid esters from esters of 3,7-dimethyl-9-(1-hydroxy-2,2,6-trimethylcyclohexyl)-nona-2,4,6-trien-8-yn -1-ol and 3,7-dimethyl-9-(1-hydroxy-2,2,6-trimethylcyclohexyl)-nona-2,4,6-trien-8-yn oic acid including intermediates in this process.Type: GrantFiled: January 17, 1979Date of Patent: August 26, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Gary L. Olson, Gabriel Saucy
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Patent number: 4219508Abstract: This invention relates to an improved process for the preparation of a mixture of various low molecular weight hydroxyaldehydes, hydroxyketones and polyhydric alcohols by the condensation of formaldehyde with itself. The essential feature of the improvement is that unpurified synthesis gases of the kind obtained from the large scale industrial production of formaldehyde can be used directly as the source of formaldehyde.Type: GrantFiled: August 30, 1977Date of Patent: August 26, 1980Assignee: Bayer AktiengesellschaftInventor: Kuno Wagner
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Patent number: 4216344Abstract: The present invention describes the production of high molecular weight polyhydric alcohols and their derivatives. In particular the urethane reaction products of polyisocyantes and polyhydric alcohols are described.Type: GrantFiled: April 4, 1979Date of Patent: August 5, 1980Assignee: Henkel CorporationInventor: Edgar R. Rogier
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Patent number: 4216343Abstract: The present invention describes the production of high molecular weight polyhydric alcohols and their derivatives. In particular the urethane reaction products of polyisocyantes and polyhydric alcohols are described.Type: GrantFiled: April 4, 1979Date of Patent: August 5, 1980Assignee: Henkel CorporationInventor: Edgar R. Rogier
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Patent number: 4215077Abstract: Hydroformylation of olefins is effected in an organic solvent in the presence of a rhodium complex and a trisubstituted phosphine to give the corresponding aldehydes. Addition of a diphosphinoalkane of the general formula ##STR1## wherein, in the formula, A.sup.1 and A.sup.2 are each aryl, R.sup.1 and R.sup.2 are each aryl or saturated hydrocarbon residues containing one or more carbon atoms, and Z is an alkylene radical whose principal chain contains 2 to 5 carbon atoms and optionally may have one or more lower alkyl substituents, to the hydroformylation reaction system in an amount of 0.20 to 2.5 equivalents per gram atom of the rhodium contained in the rhodium complex markedly prolongs the life of the rhodium catalyst.Type: GrantFiled: January 29, 1979Date of Patent: July 29, 1980Assignee: Kuraray Co., Ltd.Inventors: Mitsuo Matsumoto, Masuhiko Tamura
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Patent number: 4205186Abstract: A process is described for the preparation of substituted oxyacetaldehydes and acetals thereof according to the reaction sequence: ##STR1## wherein R.sub.1 and R.sub.2 are each lower alkyl or R.sub.1 and R.sub.2, taken together form a lower alkylene group; wherein R.sub.3 is alkyl, alkenyl or alkadienyl and X is halogen selected from the group consisting of chlorine and bromine, the reaction (i) being carried out (1) using a "phase transfer agent" and (2) in a two phase system.Type: GrantFiled: January 16, 1979Date of Patent: May 27, 1980Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, John J. Kryschuk, John B. Hall