Patents Assigned to Flexitral, Inc.
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Patent number: 7704941Abstract: Improved citral derivatives, and fragrances and flavorings including the derivatives, that have a longer useful shelf life than citral and/or fragrances and flavorings including citral, are disclosed. In particular, the derivatives maintain the fragrance characteristics of citral, while lowering the allergic properties, and lemony flavors and fragrances with a longer shelf-life than citral, are disclosed. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. In one embodiment, the derivatives are prepared by replacing one or more double bonds in citral with a cyclopropyl group, which can be unsubstituted, or substituted with one or two lower alkyl, preferably methyl groups. The alkyl groups can optionally be substituted, for example, with electron donating groups, electron with drawing groups, groups which increase the hydrophilicity or hydrophobocity, and the like.Type: GrantFiled: September 26, 2007Date of Patent: April 27, 2010Assignee: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20100087356Abstract: Improved aromachemical derivatives, and fragrances and flavorings including the derivatives, that have a longer useful shelf life than the aromachemicals from which they can be derived, are disclosed. In particular, the derivatives maintain the fragrance characteristics of the aromachemicals, while lowering the allergic properties, increasing the stability, and/or increasing the odor intensity. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. In one embodiment, the derivatives are prepared by replacing one or more double bonds in citral with a thioether, cyclopropyl, oxirane, or thiirane group. The cyclopropane ring can be unsubstituted, or substituted with one or two lower alkyl, preferably methyl groups. The alkyl groups can optionally be substituted, for example, with electron donating groups, electron with drawing groups, groups which increase the hydrophilicity or hydrophobocity, and the like.Type: ApplicationFiled: February 16, 2009Publication date: April 8, 2010Applicant: Flexitral, Inc.Inventor: Luca TURIN
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Publication number: 20090317529Abstract: Aromachemical compounds of Formula I, compositions comprising these compounds and processes for their preparation are disclosed, wherein R1 is H, C(O)O—CH2—CH3; C(O)O—CH3, or C(O)O—H; R2 is methyl; R3 and R4 are H; R5 and R6 are CH3; Z is C(H)2; and X is —CN. The double bond attached to X can be in the E or Z configuration.Type: ApplicationFiled: June 15, 2009Publication date: December 24, 2009Applicant: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20090238785Abstract: A compound comprising a Schiffs base of an aldehydic musk aromachemical with a substantially nonvolatile, odorless amine, wherein the imine moiety of said Schiffs base compound is stable against oxidation to a carboxyl group or a mixture of said compounds; said Schiffs base compound being biodegradable over time to said aldehydic musk and said nonvolatile, odorless amine; as well as compositions, products, preparations or articles having improved aroma, fragrance or odor characteristics containing as active ingredient such compound or mixture of compounds; the aldehydic musks themselves, and methods for the preparation of the Schiff bases and methods of imparting fragrance characteristics to substrates.Type: ApplicationFiled: June 24, 2005Publication date: September 24, 2009Applicant: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20090208627Abstract: An improved method for imparting a butter flavor to a product, the method comprising adding to the product an organoleptically effective amount of diacetyl, the improvement comprising substituting for the diacetyl, an organoleptically acceptable derivative of diacetyl having the formula: (formula I), or an organoleptically acceptable salt thereof, as well as compositions for carrying out the method and products and articles of manufacture comprising the additive.Type: ApplicationFiled: July 12, 2006Publication date: August 20, 2009Applicant: Flexitral , Inc.Inventor: Luca Turin
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Publication number: 20090162495Abstract: An improved method for imparting a flavor to a product, the method comprising adding to the product an organoleptically effective amount of a dicarbonyl or a mixture thereof, the improvement comprising substituting for the dicarbonyl, an organoleptically acceptable derivative thereof having the formula (I) or (II), wherein m=0, 1 or 2, n=1 or 2, R1 and R2 are, independently, linear or branched saturated C1-4 alkyl, with the proviso that both of R1 and R2 may not be methyl, and X is a counterion. Typically, R1 and R2 are methyl (with the above proviso), ethyl, propyl (e.g. n- or i-propyl) or butyl (e.g. n-, i- or t-butyl), or an organoleptically acceptable salt thereof, as well as compositions for carrying out the method and products and articles of manufacture comprising the additive.Type: ApplicationFiled: July 12, 2006Publication date: June 25, 2009Applicant: FLEXITRAL INCInventor: Luca Turin
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Publication number: 20090016976Abstract: Improved citral and citronellal derivatives, and fragrance and flavorings including the derivatives, that have a longer useful shelf life than citral and citronellal and/or fragrances and flavoring including citral and citronellal, are disclosed. In particular, the derivatives maintain the fragrance characteristics of citral and citronellal, while lowering the allergic properties, and lemony flavors and fragrances with a longer shelf-life than citral and citronellal, are disclosed. Also discovered are methods of making the derivatives, and articles of manufacture including the derivatives. The derivatives replace the aldehyde group in citral or citronellal with a hydroxy group. In one embodiment, the derivatives also replaced one or more double bonds in citral or the double bond in citronellal with a cyclopropyl group, which can be unsubstituted, or substituted with one or two alkyl, preferably methyl, groups, or with an oxirane or thiirane ring or combinations thereof.Type: ApplicationFiled: December 22, 2005Publication date: January 15, 2009Applicant: Flexitral Inc.Inventor: Luca Turin
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Publication number: 20080305976Abstract: The use of at least one water-soluble sulfiting agent to reduce or prevent the discoloration of an aromachemical, odorant, flavorant or perfume component susceptible to discoloration.Type: ApplicationFiled: June 13, 2006Publication date: December 11, 2008Applicant: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20080279800Abstract: A compound of formula (I): wherein each R independently represents H, methanol or ethanol, and Z represents O or S.Type: ApplicationFiled: February 28, 2008Publication date: November 13, 2008Applicant: Flexitral, Inc.Inventor: Luca TURIN
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Publication number: 20080260669Abstract: A compound of formula (I): wherein R1 and R2 represent, independently, linear or branched C1-4 alkyl, n=0 to 4 and m=0 to 3. Mixtures of these compounds, methods for their preparation, their use as perfume materials for application to a variety of substrates and their use in flavouring and in articles of manufacture is also provided.Type: ApplicationFiled: April 23, 2007Publication date: October 23, 2008Applicant: Flexitral, Inc.Inventor: Luca Turin
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Patent number: 7342042Abstract: Improved cyclamenaldehyde derivatives, and fragrances and flavorings including the derivatives, are disclosed. In particular, the derivatives maintain the fragrance characteristics of cyclamenaldehyde, while enhancing the odorant intensity. In addition, when present in a fragrance they heighten the effect of the remainder of the formulation. Further, they heighten the perceived intensity of other olfactory stimuli, e.g. food and ambient smells. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. The derivatives are prepared by replacing the phenyl moiety in cyclamenaldehyde with a thiophene moiety, which can be unsubstituted, or substituted with one or two lower alkyl, preferably isopropyl groups. The aldehyde group in cyclamenaldehyde can also be replaced with an acetal, methyl ether, nitrile or ester functionality.Type: GrantFiled: June 16, 2004Date of Patent: March 11, 2008Assignee: Flexitral, Inc.Inventor: Luca Turin
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Patent number: 7323606Abstract: The present invention provides a compound having one of the following formulae: R and R1 are each independently H or C1-5 alkyl provided that in formula (I) when R is methyl, R1 is H or C2-5 alkyl. R2 has from 1 to about 12 carbon atoms and is a straight or branched aliphatic group, or a cyclic, heterocyclic or aromatic group. R3 and R4 are each independently H or CH3. Mixtures of these compounds, methods for their preparation, their use as perfume materials for application to a variety of substrates and their use in flavoring and in articles of manufacture is also provided.Type: GrantFiled: February 17, 2006Date of Patent: January 29, 2008Assignee: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20080015136Abstract: Improved citral derivatives, and fragrances and flavorings including the derivatives, that have a longer useful shelf life than citral and/or fragrances and flavorings including citral, are disclosed. In particular, the derivatives maintain the fragrance characteristics of citral, while lowering the allergic properties, and lemony flavors and fragrances with a longer shelf-life than citral, are disclosed. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. In one embodiment, the derivatives are prepared by replacing one or more double bonds in citral with a cyclopropyl group, which can be unsubstituted, or substituted with one or two lower alkyl, preferably methyl groups. The alkyl groups can optionally be substituted, for example, with electron donating groups, electron with drawing groups, groups which increase the hydrophilicity or hydrophobicity, and the like.Type: ApplicationFiled: September 26, 2007Publication date: January 17, 2008Applicant: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20070276152Abstract: A compound or mixture of compounds of formulae: wherein R1 and R2 are each independently H or CH3.Type: ApplicationFiled: April 2, 2007Publication date: November 29, 2007Applicant: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20070264340Abstract: A compound of formula (I): wherein R is —CH2OH, —C(O)H, —C(OR3)2H, —C(OR4)(OH)H, —CH?NC6H4C(O)OR5 or —CH?NR6; R1 and R2 are each independently H or CH3; R3 and R4 are each independently H or a straight or branched aliphatic group having from 1 to 12 carbon atoms, or each R3 is covalently linked to the other R3 to form a cyclic acetal having from 1 to 4 carbon atoms; R5 is H or a straight or branched aliphatic group, or a cyclic, heterocyclic or aromatic group having from 1 to 12 carbon atoms; and R6 has at least 10 carbon atoms and is an aliphatic group or an aromatic group. Mixtures of these compounds, methods for their preparation, their use as perfume materials for application to a variety of substrates and their use in flavouring and in articles of manufacture is also provided.Type: ApplicationFiled: April 2, 2007Publication date: November 15, 2007Applicant: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20070259042Abstract: A compound of formula (I): wherein R is —CH2OH, —C(O)H, —C(OR3)2H, —C(OR4)(OH)H, —CH?NC6H4C(O)OR5 or —CH?NR6; R1 and R2 are each independently H or CH3; R3 and R4 are each independently H or a straight or branched aliphatic group having from 1 to 12 carbon atoms, or each R3 is covalently linked to the other R3 to form a cyclic acetal having from 1 to 4 carbon atoms; R5 is H or a straight or branched aliphatic group, or a cyclic, heterocyclic or aromatic group having from 1 to 12 carbon atoms; and R6 has at least 10 carbon atoms and is an aliphatic group or an aromatic group. Mixtures of these compounds, methods for their preparation, their use as perfume materials for application to a variety of substrates and their use in flavouring and in articles of manufacture is also provided.Type: ApplicationFiled: April 2, 2007Publication date: November 8, 2007Applicant: Flexitral, Inc.Inventor: Luca Turin
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Publication number: 20070032401Abstract: A compound comprising a macrocyclic ketone having at least one double bond and 15-20 carbon atoms, wherein at least one double bond has been converted to oxirane or thiirane or a macrocyclic lactone or dilactone having at least one double bond and 14-19 carbon atoms, wherein at least one double bond has been converted to oxirane or thiirane; or one of said oxiranes or thiiranes containing a methyl substituent on the ring and/or an ether oxygen or thioether sulfur substituting for a CH2 somewhere in the ring and compositions, products, preparations or articles having improved aroma, fragrance, odor, flavor and/or taste characteristics containing as active ingredient a compound or mixture of the compounds.Type: ApplicationFiled: March 12, 2004Publication date: February 8, 2007Applicant: FLEXITRAL, INC.Inventor: Luca Turin