Patents Assigned to China Petrochemical Development Corporation
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Patent number: 8552180Abstract: The present invention provides a method for separating an amide from an amino acid ionic liquid. The method includes the step of providing a polar solvent and an extracting agent to the amino acid ionic liquid, so as to separate the amide from the amino acid ionic liquid. In the method of the present invention, there is no need to add ammonium for neutralization, such that no byproduct, ammonium sulfate, is formed. In addition, after the amide is separated from the amino acid ionic liquid, the amino acid ionic liquid can be recycled.Type: GrantFiled: December 14, 2009Date of Patent: October 8, 2013Assignee: China Petrochemical Development CorporationInventors: Cheng-Fa Hsieh, Chien-Chuan Shih, Chi-Yuan Chen
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Patent number: 8545789Abstract: Provided is a method for manufacturing hydroxylamine. In this method, an aqueous reaction medium containing acidic buffer agent and nitrate ions in the presence of a limited amount of metal impurities such as Fe or Cu is introduced into a hydroxylamine synthesis reactor in the presence of catalyst to proceed hydroxylamine synthesis by reduction of nitrate ions with hydrogen gas as reducing agent in the aqueous reaction medium to produce hydroxylamine. The reaction is processed in the aqueous reaction medium with a limited amount of metal impurities or even without metal impurities, such that the selection rate of the hydroxylamine product is increased.Type: GrantFiled: July 8, 2009Date of Patent: October 1, 2013Assignee: China Petrochemical Development CorporationInventors: Shu-Hung Yang, Cheng-Fa Hsieh, Yi-Bau Hung
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Patent number: 8540956Abstract: The present invention provides a method for preparing large particles of titanium-silicalite molecular sieves. The method of the present invention includes the steps of preparing a dispersion solution of a primary crystalline molecular sieve; forming an aggregated particle solution by adding a flocculating agent and a coagulating agent into the dispersion solution; mixing the aggregated particle solution with a synthesis gel to form a mixture; and heat-treating the mixture. The average diameter of the titanium-silicalite molecular sieves in the present invention is more than 5 ?m. In the preparation of cyclohexanone oxime using the molecular sieve of the present invention as the catalyst, the selectivity and conversion rate of cyclohexanone oxime are high, the usage of hydrogen peroxide is enhanced, and the catalyst is easy to be recovered.Type: GrantFiled: March 29, 2010Date of Patent: September 24, 2013Assignee: China Petrochemical Development CorporationInventors: Pin-To Yao, Cheng-Fa Hsieh, Shih-Yao Chao, Yang-Min Liang
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Patent number: 8524895Abstract: The present invention provides a method for preparing amides, in which an amino acid ionic liquid is used as both a reaction medium and a catalyst to catalyze Beckman rearrangement of a ketoxime, so as to produce an amide. In the method, the rearrangement is conducted by catalyzing a ketoxime with an amino acid ionic liquid having the asymmetric property at a moderate reaction temperature during a short reaction time, so as to produce an amide without adding other catalysts such as concentrate sulfuric acid. The method has advantages such as avoiding corrosion in equipments with pipelines, the high conversion rate of ketoximes and the high selectivity of amides.Type: GrantFiled: July 13, 2009Date of Patent: September 3, 2013Assignee: China Petrochemical Development CorporationInventors: Tung-Han Tsai, Pin-To Yao, Cheng-Fa Hsieh
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Patent number: 8519192Abstract: The present invention discloses a process for producing 2-(cyclohex-1?-enyl)cyclohexanone by an auto-condensation of cyclohexanone at a certain temperature in the presence of a certain solid acidic catalyst.Type: GrantFiled: November 16, 2011Date of Patent: August 27, 2013Assignee: China Petrochemical Development CorporationInventors: Ying-Ling Ma, Chia-Hui Shen, Chien-Chu Chen
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Patent number: 8450524Abstract: The present invention relates to a process for producing carboxylic acid anhydrides by the carbonylation reaction of a carboxylic acid ester, derived from an alcohol and a carboxylic acid, with carbon monoxide containing a small amount of hydrogen in a liquid reaction medium in the presence of a Group VIII B catalyst to produce a carboxylic acid anhydride. The liquid reaction medium comprises the Group VIII B catalyst, an organic halide, the carboxylic acid ester, an alkali metal salt, the carboxylic acid anhydride, the carboxylic acid, N-acetylimidazole as a protecting agent, and ethylidene diacetate (EDA) as an organic promoter. By making use of the protecting agent of N-acetylimidazole, metal ions in the reactor can be prevented from reacting with EDA so as to reduce the formation of hardly-soluble tars during the reaction. Also, the EDA organic promoter is kept at a certain content in the system to promote the overall carbonylation reaction rate.Type: GrantFiled: January 21, 2011Date of Patent: May 28, 2013Assignee: China Petrochemical Development CorporationInventors: Hui Ting Wang, Chia Jung Tsai, Chia Hui Shen
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Publication number: 20130053575Abstract: The present invention provides a catalyst composition and a method for preparing an amide. The catalyst composition of the present invention including a hydroxylamine salt, sulfuric acid, and a nitrogen-containing heterocyclic compound is used for catalyzing a ketoxime to form an amide in the Beckman rearrangement reaction. The preparation of an amide by using the catalyst composition of the present invention has high conversion rate of a ketoxime, high selectivity of an amide and high tolerance to water.Type: ApplicationFiled: January 27, 2012Publication date: February 28, 2013Applicant: China Petrochemical Development Corporation, Taipei (Taiwan)Inventors: Chien-Chuan Shih, Cheng-Fa Hsieh, Hung-Hung Hseuh, Tung-Han Tsai
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Publication number: 20130041181Abstract: The present invention provides a titanium-silicalite molecular sieve and a method for preparing the same. The method includes the steps of preparing a mixture of a titanium source, a silicon source, a metal source selected from IIA to IVA elements and a template agent; heating the mixture to form a gel mixture; heating the gel mixture in a water bath; and calcining the gel mixture after the gel mixture in the water bath to form the titanium-silicalite molecular sieve. The present invention further provides a method for preparing cyclohexanone oxime by using the titanium-silicalite molecular sieve as the catalyst which results in high conversion rate, high selectivity and high usage efficiency of hydrogen peroxide.Type: ApplicationFiled: January 13, 2012Publication date: February 14, 2013Applicant: China Petrochemical Development CorporationInventors: Ya-Ping Chen, Cheng-Fa Hsieh, Pin-To Yao, Chien-Chang Chiang
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Patent number: 8314266Abstract: A process for manufacturing esters from acid and alcohol and a system thereof are provided, wherein the system includes a reactive distillation column, a sidestream reactor packed with catalyst, and a decanter for conducting the method. The method is carried out by (a) extracting a first mixture of acid and alcohol from the reactive distillation column, for then feeding the first mixture to at least one sidestream reactor packed with catalyst to obtain a reaction product; (b) feeding the reaction product from the sidestream reactor to the reactive distillation column, allowing a second mixture of alcohol, ester and water to be separated from a top end of the reactive distillation column; (c) feeding the second mixture into the decanter to separate an organic phase from an aqueous phase; and (d) separating esters from the organic phase.Type: GrantFiled: July 30, 2008Date of Patent: November 20, 2012Assignees: China Petrochemical Development Corporation, National Taiwan UniversityInventors: Cheng-Ching Yu, Hsiao-Ping Huang, Ming-Jer Lee, Ruei-Chiang Tsai, Jian-Kai Cheng
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Publication number: 20120277468Abstract: The present invention provides a titanium-silicalite molecular sieve and a method for preparing the same. The method includes the steps of preparing a mixture of a titanium source, a silicon source, a transition metal source, a template agent and water; heating the mixture to form a gel mixture; heating the gel mixture in a water bath; and calcining the gel mixture after the gel mixture in the water bath to form the titanium-silicalite molecular sieve. The present invention further provides a method for preparing cyclohexanone oxime by using the titanium-silicalite molecular sieve as the catalyst which results in high conversion rate, high selectivity and high usage efficiency of hydrogen peroxide.Type: ApplicationFiled: January 6, 2012Publication date: November 1, 2012Applicant: China Petrochemical Development Corporation, Taipei (Taiwan)Inventors: Ya-Ping Chen, Cheng-Fa Hsieh, Pin-To Yao, Chien-Chang Chiang
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Publication number: 20120271066Abstract: The present invention provides a method for preparing a titanium-silicalite molecular sieve, and a method for preparing cyclohexanone oxime using the titanium-silicalite molecular sieve. The method for preparing a titanium-silicalite molecular sieve includes the steps of preparing a mixture of a titanium source, a silicon source and a template agent, wherein the titanium source has a structure of formula (I); heating the mixture to form a gel mixture; mixing the gel mixture with water; heating the gel mixture mixed with the water in a water bathe; and calcining the gel mixture mixed with the water. The method using the titanium-silicalite molecular sieve for preparing cyclohexanone oxime results in high conversion rate and high selectivity.Type: ApplicationFiled: January 6, 2012Publication date: October 25, 2012Applicant: China Petrochemical Development Corporation, Taipei (Taiwan)Inventors: Chien-Chang Chiang, Cheng-Fa Hsieh, Pin-To Yao, Shih-Yao Chao
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Publication number: 20120209029Abstract: The present invention provides a method for preparing a large-sized titanium-silicalite molecular sieve, and a method for preparing cyclohexanone oxime using the large-sized titanium-silicalite molecular sieve. The method for preparing a large-sized titanium-silicalite molecular sieve includes preparing a mixture of a titanium source, a silicon source and a template agent; heating the mixture to form a gel mixture; mixing a colloidal silica with the gel mixture; heating the gel mixture mixed with the colloidal silica in a water bathe; and calcining the gel mixture mixed with the colloidal silica. In the present invention, the average particle size of the large-sized titanium-silicalite molecular sieve is more than 10 um, and the particle size distribution is centralized, so as to avoid the formation of titanium-oxygen-titanium bonding. The method for preparing cyclohexanone oxime using the large-sized titanium-silicalite molecular sieve results in high conversion rate, high selectivity and easy recovery.Type: ApplicationFiled: January 6, 2012Publication date: August 16, 2012Applicant: China Petrochemical Development Corporation, Taipei (Taiwan)Inventors: Shih-Yao CHAO, Cheng-Fa HSIEH, Chien-Chang CHIANG, Ya-Ping CHEN, Pin-To YAO
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Publication number: 20120184733Abstract: The present invention provides a method for preparing an amide. The method includes the steps of performing in a reactor including a catalyst composition having a nitrogen-containing heterocyclic compound and sulfuric acid Beckman rearrangement of a ketoxime to form a product stream having the amide, wherein a molar ratio of the nitrogen-containing heterocyclic compound to the sulfuric acid is from 1:1 to 1:8; and separating an organic phase having the amide and an aqueous phase having the catalyst composition from the product stream. The present invention facilitates the regeneration of the catalyst composition with low water content, so as to increase the conversion rate of a ketoxime and the selectivity of an amide.Type: ApplicationFiled: December 21, 2011Publication date: July 19, 2012Applicant: China Petrochemical Development Corporation, Taipei (Taiwan)Inventors: Tung-Han Tsai, Cheng-Fa Hsieh, Hung-Hung Hseuh, Chien-Chuan Shih
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Patent number: 8212066Abstract: The present invention relates to a process for producing diaryl carbonates, which is to synthesize diaryl carbonates by oxidative carbonylation of phenols with carbon monoxide and oxygen, and in particular, to synthesize diphenyl carbonate from phenol. The present invention is characterized in that a catalytic system comprising a metal halide catalyst and one or more cocatalysts of nitrogenous heterocyclic compounds is used to increase the convertibility, selectivity and yield of this catalytic reaction.Type: GrantFiled: June 10, 2010Date of Patent: July 3, 2012Assignee: China Petrochemical Development CorporationInventors: Zhen Wei Huang, Chih Wei Chang, Chia Jung Tsai
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Patent number: 8193348Abstract: A system and a method for recovering caprolactam from a rearrangement mixture are provided. The system includes a neutralization unit; a buffering unit for receiving a crude lactam solution containing impurities content below a standard value and being fed from the neutralization unit; a temporary storage unit for receiving a crude lactam solution containing impurities above the standard value and being fed from the neutralization unit; a temporary extraction unit for performing batch extraction to separate out a first lactam solution; an extraction unit for performing continuous extraction to separate out a second lactam solution; and a recovery unit for allowing caprolactam to be recovered.Type: GrantFiled: May 29, 2009Date of Patent: June 5, 2012Assignee: China Petrochemical Development CorporationInventor: Chien-Hsien Li
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Patent number: 8153092Abstract: Provided is a method for manufacturing hydroxylamine. In this method, an aqueous reaction medium containing acidic buffer agent and nitrate ions in the presence of a limited amount of metal impurities such as Fe is introduced into a hydroxylamine synthesis reactor in the presence of catalyst to proceed hydroxylamine synthesis by reduction of nitrate ions with hydrogen gas as reducing agent in the aqueous reaction medium to produce hydroxylamine. The reaction is processed in the aqueous reaction medium with a limited amount of metal impurities, such that the selection rate of the hydroxylamine product is increased while high catalytic activity is kept.Type: GrantFiled: March 22, 2011Date of Patent: April 10, 2012Assignee: China Petrochemical Development CorporationInventors: Shu-Hung Yang, Cheng-Fa Hsieh, Yi-Bau Hung
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Publication number: 20120059193Abstract: The present invention discloses a process for producing 2-(cyclohex-1?-enyl)cyclohexanone by an auto-condensation of cyclohexanone at a certain temperature in the presence of a certain solid acidic catalyst.Type: ApplicationFiled: November 16, 2011Publication date: March 8, 2012Applicant: CHINA PETROCHEMICAL DEVELOPMENT CORPORATIONInventors: Ying-Ling MA, Chia-Hui SHEN, Chien-Chu CHEN
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Patent number: 8097756Abstract: A process for producing carboxylic acid anhydrides by the carbonylation reaction of a carboxylic acid ester, derived from an alcohol and a carboxylic acid, with carbon monoxide containing a small amount of hydrogen in a liquid reaction medium in the presence of a Group VIII B catalyst to produce a carboxylic acid anhydride. The reaction medium comprises the Group VIII B catalyst, an organic halide, the carboxylic acid ester, an alkali metal salt, the carboxylic acid anhydride, the carboxylic acid, and at least one ionic liquid consisting of a cation and an anion where the cation of the ionic liquid has a nitrogen-containing heterocyclic structure. The ionic liquid has at least one of the following structural forms: The reaction rate of the carbonylation reaction is increased by the use of the specified ionic liquid promoters.Type: GrantFiled: February 12, 2009Date of Patent: January 17, 2012Assignee: China Petrochemical Development CorporationInventors: Ching Liang Tu, Chia Hui Shen, Chia Jung Tsai, Chi He Chen
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Publication number: 20110171103Abstract: Provided is a method for manufacturing hydroxylamine. In this method, an aqueous reaction medium containing acidic buffer agent and nitrate ions in the presence of a limited amount of metal impurities such as Fe is introduced into a hydroxylamine synthesis reactor in the presence of catalyst to proceed hydroxylamine synthesis by reduction of nitrate ions with hydrogen gas as reducing agent in the aqueous reaction medium to produce hydroxylamine. The reaction is processed in the aqueous reaction medium with a limited amount of metal impurities, such that the selection rate of the hydroxylamine product is increased while high catalytic activity is kept.Type: ApplicationFiled: March 22, 2011Publication date: July 14, 2011Applicant: China Petrochemical Development CorporationInventors: Shu-Hung Yang, Cheng-Fa Hsieh, Yi-Bau Hung
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Publication number: 20110152558Abstract: The present invention relates to a process for producing diaryl carbonates, which is to synthesize diaryl carbonates by oxidative carbonylation of phenols with carbon monoxide and oxygen, and in particular, to synthesize diphenyl carbonate from phenol. The present invention is characterized in that a catalytic system comprising a metal halide catalyst and one or more cocatalysts of nitrogenous heterocyclic compounds is used to increase the convertibility, selectivity and yield of this catalytic reaction.Type: ApplicationFiled: June 10, 2010Publication date: June 23, 2011Applicant: CHINA PETROCHEMICAL DEVELOPMENT CORPORATIONInventors: Zhen Wei HUANG, Chih Wei CHANG, Chia Jung TSAI