Abstract: Isosulfan blue and processes for the preparation thereof are provided. A process is also provided for preparation of the intermediate, 2-chlorobenzaldehyde-5-sulfonic acid, sodium salt of formula (2), used in the preparation thereof and a procedure for the isolation of benzaldehyde-2, 5-disulfonic acid, di-sodium salt of the formula (3). Also provided is a process for the preparation of an isoleuco acid of formula (4), which upon oxidation gives rise to isosulfan blue of pharmaceutical grade which can be used for preparation of pharmaceutical formulations. The isolation and purification procedures provided in the process provide substantially pure isosulfan blue with HPLC purity 99.5% or greater.
Type:
Grant
Filed:
February 1, 2019
Date of Patent:
December 17, 2019
Assignee:
Apicore US LLC
Inventors:
Ravishanker Kovi, Satyam Nampalli, Peter Xavier Tharial
Abstract: Halogen free amine substituted trisilylamine and tridisilylamine compounds and a method of their preparation via dehydrogenative coupling between the corresponding unsubstituted trisilylames and amines catalyzed by transition metal catalysts is described. This new approach is based on the catalytic dehydrocoupling of a Si—H and a N—H moiety to form an Si—N containing compound and hydrogen gas. The process can be catalyzed by transition metal heterogenous catalysts such as Ru(0) on carbon, Pd(0) on MgO) as well as transition metal organometallic complexes that act as homogeneous catalysts. The —Si—N containing products are halide free. Such compounds can be useful for the deposition of thin films by chemical vapor deposition or atomic layer deposition of Si containing films.
Type:
Grant
Filed:
February 9, 2018
Date of Patent:
December 10, 2019
Assignee:
L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude
Inventors:
Antonio Sanchez, Jean-Marc Girard, Gennadiy Itov, Manish Khandelwal, Matthew Damien Stephens, Peng Zhang
Abstract: The present invention relates to a method for preparing a polyhedral oligomer silsesquioxane. The preparation method includes the step of reacting a reaction mixture containing at least two types of silane compounds and a tetraalkylammonium hydroxide having 2 to 5 carbon atoms at a temperature of 5° C. or below.
Type:
Grant
Filed:
January 26, 2017
Date of Patent:
December 10, 2019
Assignee:
LG Chem, Ltd.
Inventors:
Young Jee Song, Ji Young Choi, Min Hyung Lee
Abstract: Provided is a silicon-containing sulfuric acid ester salt comprising a silicon-containing sulfuric acid ester anion represented by formula (1) and a cation selected from cations respectively represented by formulae (2) to (5).
Abstract: Compounds and method of preparation of Si—X and Ge—X compounds (X=N, P, As and Sb) via dehydrogenative coupling between the corresponding unsubstituted silanes and amines (including ammonia) or phosphines catalyzed by metallic catalysts is described. This new approach is based on the catalytic dehydrogenative coupling of a Si—H and a X—H moiety to form a Si—X containing compound and hydrogen gas (X=N, P, As and Sb). The process can be catalyzed by transition metal heterogenous catalysts such as Ru(0) on carbon, Pd(0) on MgO) as well as transition metal organometallic complexes that act as homogeneous catalysts. The —Si—X products produced by dehydrogenative coupling are inherently halogen free. Said compounds can be useful for the deposition of thin films by chemical vapor deposition or atomic layer deposition of Si-containing films.
Type:
Grant
Filed:
February 7, 2018
Date of Patent:
December 3, 2019
Assignee:
L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude
Inventors:
Antonio Sanchez, Gennadiy Itov, Peng Zhang, Matthew Damien Stephens, Manish Khandelwal
Abstract: Hydridosilapyrroles and hydridosilaazapyrrole are a new class of heterocyclic compounds having a silicon bound to carbon and nitrogen atoms within the ring system and one or two hydrogen atoms on the silicon atom. The compounds have formula (I): in which R is a substituted or unsubstituted organic group and R? is an alkyl group. These compounds react with a variety of organic and inorganic hydroxyl groups by a ring-opening reaction and may be used to produce silicon nitride or silicon carbonitride films.
Type:
Grant
Filed:
October 10, 2017
Date of Patent:
November 19, 2019
Assignee:
Gelest Technologies, Inc.
Inventors:
Barry C. Arkles, Youlin Pan, Fernando Jove
Abstract: The present invention relates to a sacubitril intermediate and a preparation method thereof. The sacubitril intermediate disclosed herein can be prepared by a deprotection reaction of a compound. In addition, the intermediate can be used as a raw material to synthesize sacubitril. The method disclosed herein has advantages of easily obtained raw materials, simple preparation process, low cost, environment friendly, and etc., which is very suitable for industrial production.
Type:
Grant
Filed:
August 26, 2018
Date of Patent:
November 19, 2019
Assignee:
SUNSHINE LAKE PHARMA CO., LTD
Inventors:
Lei Chen, Guodong Sun, Xiaodong Han, Shun Li, Jiebin Zeng, Zhongqing Wang, Zhonghua Luo
Abstract: A method for producing a narrowly distributed and high-purity polyalkylene glycol derivative having an amino group at an end, a polymerization initiator for use in the method, and a precursor of the polymerization initiator are provided.
Abstract: Isosulfan blue and processes for the preparation thereof are provided. A process is also provided for preparation of the intermediate, 2-chlorobenzaldehyde-5-sulfonic acid, sodium salt of formula (2), used in the preparation thereof and a procedure for the isolation of benzaldehyde-2,5-disulfonic acid, di-sodium salt of the formula (3). Also provided is a process for the preparation of an isoleuco acid of formula (4), which upon oxidation gives rise to isosulfan blue of pharmaceutical grade which can be used for preparation of pharmaceutical formulations. The isolation and purification procedures provided in the process provide substantially pure isosulfan blue with HPLC purity 99.5% or greater.
Type:
Grant
Filed:
February 1, 2019
Date of Patent:
November 5, 2019
Assignee:
Apicore US LLC
Inventors:
Ravishanker Kovi, Satyam Nampalli, Peter Xavier Tharial
Abstract: The invention relates to a method for producing cationic silicon (II) compounds of general formula I (RaSi)+HA???(I) by reacting the silicon (II) compounds of general formula II (Rb?H)(RaSi)+??(II) with a hydride acceptor compound A, wherein Ra, (Rb?H) and A have the definitions described in claim 1; to the cationic silicon (II) compounds of general formula I and use thereof as catalysts.
Abstract: The present teachings relate to a functionalized silyl cyanide and synthetic methods thereof. As an example, the method may include adding a raw material silane and a cyanide source MCN in an organic solvent to produce the functionalized silyl cyanide in the absence of catalyst or in the presence of a metal salt catalyst. The functionalized silyl cyanide may be used in the reactions that classic TMSCN participates in, to synthesize important intermediates (e.g., cyanohydrin, amino alcohols and ?-amino nitrile compounds), with improved reactivity and selectivity. The cyanosilyl ether resulted from the nucleophilic addition of functionalized silyl cyanide to aldehyde or ketone may undergo intramolecular reaction under appropriate conditions to transfer the functional groups on silicon onto the other parts of the product linked to silicon. Such a functional group transfer process may increase the synthesis efficiency and atom economy, as well as afford products unobtainable using traditional TMSCN.
Abstract: A process for the preparation of glycols from a saccharide-containing feedstock comprising the steps of: (a) preparing a reaction mixture in a reactor vessel comprising the saccharide-containing feedstock, a solvent, a catalyst component with retro-aldol catalytic capabilities and a first hydrogenation catalyst comprising an element selected from groups 8, 9 and 10 of the periodic table; (b) supplying hydrogen gas to the reaction mixture in the reactor vessel; (c) monitoring the activity of the first hydrogenation catalyst; (d) preparing a second hydrogenation catalyst by contacting in a reactor a catalyst precursor comprising one or more elements selected from chromium and groups 8, 9, 10 and 11 of the periodic table with hydrazine to convert the catalyst precursor into the second hydrogenation catalyst; (e) when the hydrogenation activity declines, supplying the second hydrogenation catalyst to the reactor vessel to supplement the declined hydrogenation activity in the reactor vessel.
Abstract: The invention relates to a method for producing vinyl acetate, said method being characterized in that a) the gaseous product mixture leaving the reactor is cooled to a temperature of 100° C. to 120° C. using one or more heat exchangers, b) the thus obtained product mixture is supplied to a distillation column which is equipped with filling elements (pre-dehydration column), c) the pre-dehydration column head product which substantially contains wafer, vinyl acetate, and ethylene is cooled, and the condensate (head product condensate) produced in the process is separated into a water phase and an organic phase (vinyl acetate phase), which substantially comprises vinyl acetate, in a phase separator, d) at least 99 wt. % of the acetic acid contained in the product mixture is separated via the bottom of the pre-dehydration column, and the head product of the pre-dehydration column contains <0.1 wt.
Type:
Grant
Filed:
March 31, 2017
Date of Patent:
October 15, 2019
Assignee:
WACKER CHEMIE AG
Inventors:
Heribert Westermayer, Harald Michl, Johann Wagner
Abstract: The present invention relates to a method for releasing an unsaturated aldehyde or ketone represented by the general formula (2) by irradiating the compound represented by the general formula (1) with light, in which the compound represented by the general formula (1) is used as a flavor or fragrance precursor:
Abstract: Functionalized F-POSS compounds comprising synthetic blends of at least two feedstocks that produce a distribution of fluorinated polyhedral oligomeric silsesquioxane molecule structures and/or functional groups.
Type:
Grant
Filed:
September 14, 2017
Date of Patent:
October 15, 2019
Assignee:
NBD NANOTECHNOLOGIES, INC.
Inventors:
John C. Warner, Jean R. Loebelenz, Srinivasa Rao Cheruku, Thomas Woodrow Gero, Perry L. Catchings, Sr.
Abstract: Shown is a method for producing an N-silylaminoalkylsilane compound. The N-silylaminoalkylsilane compound is produced by allowing an aminoalkylsilane compound to react with a monochlorosilane compound in the presence of a tertiary amine compound having an acid dissociation constant (pKa) of 7 or more and a polar surface area (PSA) of 12 ?2 or more. The aminoalkylsilane compound is a compound represented by formula (1), for example. In formula (1), R1 is alkyl having 1 to 5 carbons; R2 is hydrogen, phenyl or 2-aminoethyl; m is 1, 2, 3, 4 or 5; and n is 0, 1 or 2. A reaction is as described in (ZZ) below, for example.
Abstract: One of the purposes of the present invention is to provide a polysiloxane macromonomer which has high hydrophilicity and a narrow molecular weight distribution and is usable as a material for ophthalmic lenses. The present invention provides a both-terminal modified polysiloxane macromonomer represented by the following average structural formula [I?]: R?Me2SiO(Me2SiO)pSiMe2R???[I?] wherein R? represents —C3H6O(C2H4O)qC(?O)NH(C2H4O)rC(?O)C(Q)?CH2, Me is a methyl group, p is an integer of from 40 to 100, q is an integer of from 5 to 10, r is an integer of from 2 to 3 and Q is a methyl group or a hydrogen atom. The both-terminal modified polysiloxane macromonomer according to claim 1, having a molecular weight distribution, Mw/Mn, of 1.3 or less.
Abstract: A method for producing at least one compound selected from the group consisting of a compound represented by the following formula (10), a compound represented by the following formula (11), a compound represented by the following formula (12), and a compound represented by the following formula (13), which the method containing reacting a compound represented by the following formula (2) with a compound represented by the following formula (7), in the presence of at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (3), a compound represented by the following formula (4), a compound represented by the following formula (8), and a compound represented by the following formula (9).
Abstract: A method for preparing a metal-organic framework (MOF) comprising contacting one or more of a rare earth metal ion component with one or more of a tetratopic ligand component, sufficient to form a rare earth-based MOF for controlling moisture in an environment. A method of moisture control in an environment comprising adsorbing and/or desorbing water vapor in an environment using a MOF, the MOF including one or more of a rare earth metal ion component and one or more of a tetratopic ligand component. A method of controlling moisture in an environment comprising sensing the relative humidity in the environment comprising a MOF; and adsorbing water vapor on the MOF if the relative humidity is above a first level, sufficient to control moisture in an environment. The examples relate to a MOF created from 1,2,4,5-Tetrakis(4-carboxyphenyl)benzene (BTEB) as tetratopic ligand, 2-fluorobenzoic acid and Y(NO3)3, Tb(NO3)3 and Yb(NO3)3 as rare earth metals.
Type:
Grant
Filed:
October 6, 2016
Date of Patent:
September 17, 2019
Assignee:
KING ABDULLAH UNIVERSITY OF SCIENCE AND TECHNOLOGY