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    • 1. 发明授权
    • Method for synthesizing acrolein
    • 丙烯醛合成方法
    • US08450531B2
    • 2013-05-28
    • US12979459
    • 2010-12-28
    • Takeyuki KondoMasayuki KamikawaKenichiro OkaToshiaki MatsuoMasashi TantoYasunari SaseHiroyuki ItoTomofumi ShiraishiTsutomu KawamuraNaruyasu Okamoto
    • Takeyuki KondoMasayuki KamikawaKenichiro OkaToshiaki MatsuoMasashi TantoYasunari SaseHiroyuki ItoTomofumi ShiraishiTsutomu KawamuraNaruyasu Okamoto
    • C07C45/64C07D307/46C07H1/00
    • C07D307/48B01F5/0057B01F5/0615B01F5/0682B01F5/0688C07C45/52Y02P20/544C07C47/22
    • An object of the present invention is to provide a method for commercially manufacturing acrolein in a large flow rate by making supercritical water and an acid interact with glycerin, wherein by efficiently mixing high-concentration glycerin and supercritical water with each other, the method is made capable of making the synthesis stably proceed with a high yield while the occlusion and abrasion of the pipes and devices due to the generation of by-products are being suppressed. The method for synthesizing acrolein of the present invention is a method for synthesizing acrolein by making supercritical water and an acid interact with glycerin, the method using a reaction apparatus including: a cylindrical mixing flow path for mixing a fluid including glycerin and a fluid including supercritical water with each other; a first inlet flow path, disposed offset from the central axis of the mixing flow path, for making the fluid including glycerin flow into the mixing flow path; and a second inlet flow path, disposed offset from the central axis of the mixing flow path, for making the fluid including supercritical water flow into the mixing flow path, wherein the first inlet flow path and the second inlet flow path are each provided in a plurality of numbers in such a way that the first inlet flow paths and the second inlet flow paths are alternately arranged so as to encircle the central axis of the mixing flow path.
    • 本发明的目的是提供一种通过使超临界水和酸与甘油相互作用而大量流动丙烯醛的方法,其中通过将高浓度甘油和超临界水相互有效地混合,制备方法 能够以高产率稳定地进行合成,同时由于副产物的产生而引起的管道和装置的堵塞和磨损被抑制。 本发明的丙烯醛的合成方法是通过使超临界水和酸与甘油相互作用来合成丙烯醛的方法,使用反应装置的方法包括:将含有甘油的液体和包含超临界流体的流体混合的圆筒状混合流路 水相互; 第一入口流动路径,设置为偏离混合流动路径的中心轴线,用于使包含甘油的流体流入混合流动路径; 以及第二入口流动路径,其设置成偏离混合流动路径的中心轴线,用于使包括超临界水流的流体流入混合流动路径,其中第一入口流动路径和第二入口流动路径分别设置在 多个数字,使得第一入口流动路径和第二入口流动路径交替地布置成环绕混合流动路径的中心轴线。
    • 2. 发明申请
    • METHOD FOR SYNTHESIZING ACROLEIN
    • 用于合成ACROLEIN的方法
    • US20110160447A1
    • 2011-06-30
    • US12979459
    • 2010-12-28
    • Takeyuki KONDOMasayuki KamikawaKenichiro OkaToshiaki MatsuoMasashi TantoYasunari SaseHiroyuki ItoTomofumi ShiraishiTsutomu KawamuraNaruyasu Okamoto
    • Takeyuki KONDOMasayuki KamikawaKenichiro OkaToshiaki MatsuoMasashi TantoYasunari SaseHiroyuki ItoTomofumi ShiraishiTsutomu KawamuraNaruyasu Okamoto
    • C08B37/00C07C45/61C07D307/34
    • C07D307/48B01F5/0057B01F5/0615B01F5/0682B01F5/0688C07C45/52Y02P20/544C07C47/22
    • An object of the present invention is to provide a method for commercially manufacturing acrolein in a large flow rate by making supercritical water and an acid interact with glycerin, wherein by efficiently mixing high-concentration glycerin and supercritical water with each other, the method is made capable of making the synthesis stably proceed with a high yield while the occlusion and abrasion of the pipes and devices due to the generation of by-products are being suppressed. The method for synthesizing acrolein of the present invention is a method for synthesizing acrolein by making supercritical water and an acid interact with glycerin, the method using a reaction apparatus including: a cylindrical mixing flow path for mixing a fluid including glycerin and a fluid including supercritical water with each other; a first inlet flow path, disposed offset from the central axis of the mixing flow path, for making the fluid including glycerin flow into the mixing flow path; and a second inlet flow path, disposed offset from the central axis of the mixing flow path, for making the fluid including supercritical water flow into the mixing flow path, wherein the first inlet flow path and the second inlet flow path are each provided in a plurality of numbers in such a way that the first inlet flow paths and the second inlet flow paths are alternately arranged so as to encircle the central axis of the mixing flow path.
    • 本发明的目的是提供一种通过使超临界水和酸与甘油相互作用而大量流动丙烯醛的方法,其中通过将高浓度甘油和超临界水相互有效地混合,制备方法 能够以高产率稳定地进行合成,同时由于副产物的产生而引起的管道和装置的堵塞和磨损被抑制。 本发明的丙烯醛的合成方法是通过使超临界水和酸与甘油相互作用来合成丙烯醛的方法,使用反应装置的方法包括:将含有甘油的液体和包含超临界流体的流体混合的圆筒状混合流路 水相互; 第一入口流动路径,设置为偏离混合流动路径的中心轴线,用于使包含甘油的流体流入混合流动路径; 以及第二入口流动路径,其设置成偏离混合流动路径的中心轴线,用于使包括超临界水流的流体流入混合流动路径,其中第一入口流动路径和第二入口流动路径分别设置在 多个数字,使得第一入口流动路径和第二入口流动路径交替地布置成环绕混合流动路径的中心轴线。
    • 3. 发明申请
    • PROCESS FOR SYNTHESIS OF ACROLEIN
    • ACROLEIN合成方法
    • US20120310016A1
    • 2012-12-06
    • US13577680
    • 2010-02-09
    • Takeyuki KondoHiroyuki ItoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki KamikawaMasashi Tanto
    • Takeyuki KondoHiroyuki ItoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki KamikawaMasashi Tanto
    • C07C45/00
    • B01J8/006B01J3/008B01J2219/00006C07C45/52C07C45/81Y02P20/544C07C47/22
    • An object of the present invention is to provide a technology which can suppress the blockage and abrasion of pipes and devices caused by the production of by-products and stably synthesize acrolein at a high yield, under a condition in which energy efficiency is improved by an elevated concentration of glycerol in a reaction liquid, in a process for synthesis of acrolein by reacting supercritical water and an acid with glycerol. An embodiment of the present invention includes: setting a concentration of glycerol in the reaction liquid at 30% by weight or lower; also cooling the reaction liquid to a temperature between a temperature (300° C. or lower) at which the reaction stops and a temperature (100° C. or higher) at which tar contained in the reaction liquid can keep a state in which its viscosity is sufficiently low; then separating and removing carbon particles from the reaction liquid; subsequently cooling the reaction liquid to a temperature which is a boiling point of water or lower and at which the tar component in the reaction liquid does not adhere to devices; and then decompressing the cooled reaction liquid.
    • 本发明的目的是提供一种能够抑制副产物生成引起的管道和装置的堵塞和磨损的技术,并且在能够提高能量效率的条件下以高产率稳定地合成丙烯醛 在超临界水和酸与甘油反应合成丙烯醛的方法中,反应液中甘油浓度升高。 本发明的一个实施方案包括:将反应液中甘油的浓度设定为30重量%以下; 还将反应液体冷却至反应停止的温度(300℃以下)和反应液中所含的焦油的温度(100℃以上)可以保持其状态 粘度足够低; 然后从反应液中分离除去碳颗粒; 随后将反应液体冷却至沸点低于水的温度,反应液中的焦油成分不附着在装置上; 然后减压冷却的反应液。
    • 5. 发明授权
    • Reaction process utilizing critical water
    • 使用临界水的反应过程
    • US08558035B2
    • 2013-10-15
    • US13148760
    • 2010-02-05
    • Takeyuki KondoHiroyuki ItoNaruyasu OkamotoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki Kamikawa
    • Takeyuki KondoHiroyuki ItoNaruyasu OkamotoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki Kamikawa
    • C07C45/52B01J19/00
    • B01J3/008B01J2219/00006B01J2219/00168C07C45/52Y02P20/544C07C47/22
    • In order to perform organic synthesis process through action with supercritical water and acid stably while suppressing a trouble caused by a by-product, a method and an apparatus are provided, including the following steps. Water is supplied to high-pressure pumps (110) and (210) from water headers (101) and (201), and a pressure-reducing valve (324) is regulated to increase the pressure to 35 MPa. Temperatures of preheaters (120) and (220) and a heater (310) are increased until the reaction solution is at a temperature of 400° C. Acid (sulfuric acid) and an organic compound raw material (glycerin) are supplied from an acid header (203) and a raw-material header (203′) for action with the supercritical water to obtain a reaction solution. The obtained reaction solution is cooled to 100 to 200° C. by first cooling (420) and a solid component included in the reaction solution is separated for removal from the reaction solution by a filter (320), and then the reaction solution is cooled to a temperature of about 100° C. or lower by second cooling (620) and pressure thereof is reduced (324). Further, the reaction solution is cooled by third cooling (720) and then a synthesized product (acrolein) is captured.
    • 为了通过超临界水和酸稳定地进行有机合成工艺,同时抑制由副产物引起的故障,提供了包括以下步骤的方法和装置。 从集水管(101)和(201)向高压泵(110)和(210)供水,调节减压阀(324)以将压力增加至35MPa。 增加预热器(120)和(220)和加热器(310)的温度,直到反应溶液处于400℃的温度。酸(硫酸)和有机化合物原料(甘油)由酸 标题(203)和原料头(203'),用于与超临界水作用以获得反应溶液。 将得到的反应溶液通过第一次冷却(420)冷却至100〜200℃,分离包含在反应溶液中的固体成分,通过过滤器(320)从反应溶液中除去,然后将反应溶液冷却 通过第二冷却(620)至约100℃或更低的温度,并且其压力降低(324)。 此外,将反应溶液通过第三次冷却(720)冷却,然后捕获合成产物(丙烯醛)。
    • 6. 发明申请
    • REACTION PROCESS UTILIZING CRITICAL
    • 反应过程利用关键
    • US20110319667A1
    • 2011-12-29
    • US13148760
    • 2010-02-05
    • Takeyuki KondoHiroyuki ItoNaruyasu OkamotoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki Kamikawa
    • Takeyuki KondoHiroyuki ItoNaruyasu OkamotoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki Kamikawa
    • C07C45/00B01J19/00
    • B01J3/008B01J2219/00006B01J2219/00168C07C45/52Y02P20/544C07C47/22
    • In order to perform organic synthesis process through action with supercritical water and acid stably while suppressing a trouble caused by a by-product, a method and an apparatus are provided, including the following steps. Water is supplied to high-pressure pumps (110) and (210) from water headers (101) and (201), and a pressure-reducing valve (324) is regulated to increase the pressure to 35 MPa. Temperatures of preheaters (120) and (220) and a heater (310) are increased until the reaction solution is at a temperature of 400° C. Acid (sulfuric acid) and an organic compound raw material (glycerin) are supplied from an acid header (203) and a raw-material header (203′) for action with the supercritical water to obtain a reaction solution. The obtained reaction solution is cooled to 100 to 200° C. by first cooling (420) and a solid component included in the reaction solution is separated for removal from the reaction solution by a filter (320), and then the reaction solution is cooled to a temperature of about 100° C. or lower by second cooling (620) and pressure thereof is reduced (324). Further, the reaction solution is cooled by third cooling (720) and then a synthesized product (acrolein) is captured.
    • 为了通过超临界水和酸稳定地进行有机合成工艺,同时抑制由副产物引起的故障,提供了包括以下步骤的方法和装置。 从集水管(101)和(201)向高压泵(110)和(210)供水,调节减压阀(324)以将压力增加至35MPa。 增加预热器(120)和(220)和加热器(310)的温度,直到反应溶液处于400℃的温度。酸(硫酸)和有机化合物原料(甘油)由酸 标题(203)和原料头(203'),用于与超临界水作用以获得反应溶液。 将得到的反应溶液通过第一次冷却(420)冷却至100〜200℃,分离包含在反应溶液中的固体成分,通过过滤器(320)从反应溶液中除去,然后将反应溶液冷却 通过第二冷却(620)至约100℃或更低的温度,并且其压力降低(324)。 此外,将反应溶液通过第三次冷却(720)冷却,然后捕获合成产物(丙烯醛)。
    • 7. 发明授权
    • Process for synthesis of acrolein
    • 合成丙烯醛的方法
    • US08742178B2
    • 2014-06-03
    • US13577680
    • 2010-02-09
    • Takeyuki KondoHiroyuki ItoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki KamikawaMasashi Tanto
    • Takeyuki KondoHiroyuki ItoYasunari SaseToshiaki MatsuoKenichiro OkaMasayuki KamikawaMasashi Tanto
    • C07C45/00
    • B01J8/006B01J3/008B01J2219/00006C07C45/52C07C45/81Y02P20/544C07C47/22
    • An object of the present invention is to provide a technology which can suppress the blockage and abrasion of pipes and devices caused by the production of by-products and stably synthesize acrolein at a high yield, under a condition in which energy efficiency is improved by an elevated concentration of glycerol in a reaction liquid, in a process for synthesis of acrolein by reacting supercritical water and an acid with glycerol. An embodiment of the present invention includes: setting a concentration of glycerol in the reaction liquid at 30% by weight or lower; also cooling the reaction liquid to a temperature between a temperature (300° C. or lower) at which the reaction stops and a temperature (100° C. or higher) at which tar contained in the reaction liquid can keep a state in which its viscosity is sufficiently low; then separating and removing carbon particles from the reaction liquid; subsequently cooling the reaction liquid to a temperature which is a boiling point of water or lower and at which the tar component in the reaction liquid does not adhere to devices; and then decompressing the cooled reaction liquid.
    • 本发明的目的是提供一种能够抑制副产物生成引起的管道和装置的堵塞和磨损的技术,并且在能够提高能量效率的条件下以高产率稳定地合成丙烯醛 在超临界水和酸与甘油反应合成丙烯醛的方法中,反应液中甘油浓度升高。 本发明的一个实施方案包括:将反应液中甘油的浓度设定为30重量%以下; 还将反应液体冷却至反应停止的温度(300℃以下)和反应液中所含的焦油的温度(100℃以上)可以保持其状态 粘度足够低; 然后从反应液中分离除去碳颗粒; 随后将反应液体冷却至沸点低于水的温度,反应液中的焦油成分不附着在装置上; 然后减压冷却的反应液。
    • 9. 发明申请
    • PROCESS AND SYSTEM FOR PURIFICATION OF TETRAHYDROFURAN
    • 四氢呋喃的净化方法和系统
    • US20120215012A1
    • 2012-08-23
    • US13505022
    • 2009-10-30
    • Toshiaki MatsuoKenichiro OkaMasayuki KamikawaTakeyuki KondoHiroyuki ItoYasunari SaseChiaki WatanabeTetsuji Harigai
    • Toshiaki MatsuoKenichiro OkaMasayuki KamikawaTakeyuki KondoHiroyuki ItoYasunari SaseChiaki WatanabeTetsuji Harigai
    • C07D307/08B01D3/14
    • C07D307/08C07B63/00
    • A method for purifying tetrahydrofuran from a liquid containing tetrahydrofuran and as impurities at least water, 2,5-dihydrofuran and butanol, the method comprising: a first distillation step in which the liquid is subjected to distillation using a distillation column to separate into a first bottoms product containing water as a major component and a first distillate containing tetrahydrofuran, 2,5-dihydrofuran and butanol as major components, a second distillation step in which the first distillate is subjected to distillation using a distillation column to separate into a second bottoms product containing tetrahydrofuran and butanol as major components and a second distillate containing 2,5-dihydrofuran as a major component, a third distillation step in which the second bottoms product is subjected to distillation using a distillation column to separate into a third bottoms product containing butanol as a major component and a third distillate containing tetrahydrofuran as a major component, and further comprising a recirculation step in which a part of the second top liquid is recirculated into the first distillation step as a recirculation liquid and the remaining part is discharged into the outside of the system.
    • 一种从含有四氢呋喃的液体中提取四氢呋喃的方法,至少是水,2,5-二氢呋喃和丁醇作为杂质,该方法包括:第一蒸馏步骤,其中使用蒸馏塔对液体进行蒸馏以分离成第一 含有水作为主要组分的底部产物和含有四氢呋喃,2,5-二氢呋喃和丁醇作为主要组分的第一馏出物,第二蒸馏步骤,其中第一馏出物使用蒸馏塔进行蒸馏以分离成第二塔底产物 含有四氢呋喃和丁醇作为主要组分的第二馏出物和含有2,5-二氢呋喃作为主要组分的第二馏出物,第三蒸馏步骤,其中使用蒸馏塔对第二塔底产物进行蒸馏以分离成含有丁醇的第三底部产物 主要组分和第三馏出物,其中四氢呋喃为主要成分 并且还包括再循环步骤,其中所述第二顶部液体的一部分作为再循环液体再循环到所述第一蒸馏步骤中,并且所述剩余部分被排出到所述系统的外部。