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1. 发明授权

US4410449A Recovery and reuse of heavy-metal oxidation catalyst from the Witten DMT process 失效
标题翻译：从Witten DMT工艺回收和再利用重金属氧化催化剂
公开(公告)号：US4410449A
公开(公告)日：1983-10-18
申请号：US407619
申请日：1982-08-12
申请人： Karl-Heinz Diessel , Rudolf Modic , Friedrich Struss
发明人： Karl-Heinz Diessel , Rudolf Modic , Friedrich Struss
IPC分类号： C01G45/00 , B01J23/92 , B01J23/94 , B01J31/40 , B01J38/00 , C01G51/00 , C07C67/39 , B01J1/04 , C07C51/42 , C07C69/82
CPC分类号： B01J31/04 , B01J23/92 , B01J31/4015 , B01J31/403 , C07C67/39 , B01J2231/70 , B01J23/00 , B01J2531/72 , B01J2531/845 , Y02P20/584
摘要： A process for the recovery and reuse of a heavy-metal oxidation catalyst solution from a high-boiling distillation residue having a cobalt content of 1-10 g/kg of residue is disclosed. The distillation residue is obtained in the production of dimethyl terephthalate by the oxidation of mixtures containing p-xylene and/or methyl p-toluate in the liquid phase with oxygen or an oxygen-containing gas under an elevated pressure and at an elevated temperature in the presence of dissolved heavy-metal oxidation catalyst, by subsequent esterification of the oxidation product with methanol and by a distillatory separation of the esterification product into a fraction rich in methyl p-toluate, a fraction rich in dimethyl terephthalate, and the high-boiling distillation residue. The process involves the steps of effecting extraction of the heavy-metal oxidation catalyst from the high-boiling distillation residue with aqueous low-molecular aliphatic monocarboxylic acids under heating; treating the aqueous, acidic extract, which contains the heavy-metal oxidation catalyst and has a cobalt content with a strongly acidic cation exchange resin in the alkali metal form at an elevated temperature until the exchange capacity has been reached, and washing the cation exchange resin at an elevated temperature with water and regenerating the cation exchange resin at room temperature with a solution containing Na.sup.+ or K.sup.+ acetate to displace the catalyst components and to obtain an aqueous acetic acid catalyst solution containing the catalyst components.
摘要翻译：公开了一种重金属氧化催化剂溶液从钴含量为1-10克/公斤残留物的高沸点蒸馏残渣中回收和再利用的方法。通过在液相中在氧气或含氧气体中在升高的压力下和在高温下氧化含有对二甲苯和/或对甲苯甲酸甲酯的混合物在生产对苯二甲酸二甲酯中获得蒸馏残余物。存在溶解的重金属氧化催化剂，随后用甲醇对氧化产物进行酯化，并将酯化产物蒸馏分离成富甲苯甲酸甲酯，富含对苯二甲酸二甲酯的馏分和高沸点蒸馏残留物该方法包括在加热下用低分子量脂族单羧酸水溶液从高沸点残渣中萃取重金属氧化催化剂的步骤; 处理含有重金属氧化催化剂的水性酸性提取物，并在高温下与碱金属形式的强酸性阳离子交换树脂具有钴含量，直到达到交换容量，并洗涤阳离子交换树脂在高温下用水，并在室温下用含有Na +或K +乙酸的溶液再生阳离子交换树脂以置换催化剂组分并获得含有催化剂组分的含水乙酸催化剂溶液。

2. 发明授权

US5614159A Process for the purification of an oxidation off gas with energy recovery 失效
标题翻译：能量回收纯化氧化废气的方法
公开(公告)号：US5614159A
公开(公告)日：1997-03-25
申请号：US419517
申请日：1995-04-10
申请人： Rudolf Modic , Hermann-Josef Korte , Anton Schoengen , Johann-Heinrich Schroeder , J org Porschen
发明人： Rudolf Modic , Hermann-Josef Korte , Anton Schoengen , Johann-Heinrich Schroeder , J org Porschen
IPC分类号： C10L3/10 , B01D53/34 , B01D53/72 , B01D53/77 , F02C3/22 , F02C3/30 , F02C6/00 , F02C3/20 , C07C51/16
CPC分类号： B01D53/72 , F02C3/22
摘要： In the purification of an off-gas stream originating from a process of oxidizing a liquid mixture of para-xylene with methyl para-toluate with an oxygen-containing gas under pressure, the off-gas being contaminated with at least one of an aliphatic and an aromatic impurity, which comprises expanding the off-gas stream in an expansion turbine for generating mechanical or electrical energy so as to obtain an at least partial recovery of the energy contained in the off-gas, the improvement comprising subjecting the off-gas to at least one absorption step under pressure to remove at least one component from the off-gas and subjecting the resultant off-gas stream to combustion under a pressure of more than 3 bar prior to expanding the off-gas stream in the expansion turbine.
摘要翻译：在源自在压力下用含氧气体氧化对二甲苯与对甲苯甲酸甲酯的液体混合物的方法的废气流的净化中，废气被至少一种脂族和芳族杂质，其包括使膨胀涡轮机中的废气流膨胀以产生机械或电能，以便获得包含在废气中的能量的至少部分回收，其改进包括使尾气处于在压力下至少一个吸收步骤，从废气中除去至少一种组分，并在扩大膨胀涡轮机内的废气流之前，在大于3巴的压力下使得到的废气流燃烧。

3. 发明授权

US5891410A Process for the purification of an oxidation off gas 失效
标题翻译：净化氧化废气的方法
公开(公告)号：US5891410A
公开(公告)日：1999-04-06
申请号：US27160
申请日：1993-02-24
申请人： Rudolf Modic , Hermann-Josef Korte , Anton Schoengen , Johann-Heinrich Schroeder , Jorg Porschen
发明人： Rudolf Modic , Hermann-Josef Korte , Anton Schoengen , Johann-Heinrich Schroeder , Jorg Porschen
IPC分类号： B01D53/14 , B01D53/34 , B01D53/72 , B01D53/75 , B01D53/96 , C07C67/39 , C07C69/82 , C10L3/10 , F02C3/22 , F02C3/30 , B01D53/44
CPC分类号： F02C3/22 , B01D53/72 , Y02E20/12
摘要： A process is disclosed for the purification of an off-gas which originates from the oxidation of xylene with air in the Witten process for the preparation of dimethyl terephthalate by subjecting the off-gas to a partial condensation step to remove constituents such as dimethyl terephthalate and xylene; then contacting the off-gas with a solvent such as para-toluic acid or a mixture of para-toluic acid and methyl benzoate so as to remove contaminants such as para-xylene out of the off-gas; then contacting the off-gas with a solvent such as methyl benzoate to remove contaminants such as methyl para-toluate out of the off-gas; then contacting the off-gas with water so as to remove contaminants such as methanol out of the off-gas, and then combusting the off-gas.
摘要翻译： PCT No.PCT / EP91 / 01577 Sec。 371日期：1993年2月24日 102（e）日期1993年2月24日PCT 1991年8月20日PCT PCT。出版物WO92 / 03213 日期：1992年3月5日公开了在Witten工艺中用于制备二甲基对苯二甲酸二甲酯的废气净化方法，该废气源于二甲苯与空气的氧化，通过使废气进行部分冷凝步骤以除去组分如对苯二甲酸二甲酯和二甲苯; 然后使尾气与溶剂如对甲苯甲酸或对甲苯甲酸和苯甲酸甲酯的混合物接触，以便从废气中除去诸如对二甲苯之类的污染物; 然后使废气与溶剂如苯甲酸甲酯接触，以从废气中除去污染物如对甲苯甲酸甲酯; 然后使废气与水接触，以便从废气中除去诸如甲醇的污染物，然后使废气燃烧。

4. 发明授权

US4642377A Process for producing terephthalic acid from p-xylene and methanol by way of dimethyl terephthalate 失效
标题翻译：通过对苯二甲酸二甲酯由对二甲苯和甲醇生产对苯二甲酸的方法
公开(公告)号：US4642377A
公开(公告)日：1987-02-10
申请号：US707579
申请日：1985-03-04
申请人： Rudolf Modic , Jorg Porschen , Anton Schoengen , Ralf Wirges
发明人： Rudolf Modic , Jorg Porschen , Anton Schoengen , Ralf Wirges
IPC分类号： C07C63/26 , C07C51/00 , C07C51/09 , C07C67/00 , C07C67/39 , C07C69/82
CPC分类号： C07C51/09 , C07C67/39
摘要： A process for the production of terephthalic acid from p-xylene and methanol by way of the dimethyl terephthalate obtained by oxidation, in the liquid phase with atmospheric oxygen in the presence of dissolved heavy metal compounds as the catalyst, of a mixture of p-xylene and a fraction containing predominantly methyl p-toluate, which fraction is recycled into the oxidation, to obtain an oxidation product containing primarily p-toluic acid and monomethyl terephthalate at a temperature of 140.degree.-170.degree. C. and under a pressure of 4-8 bar; by esterification of the oxidation product in a reactor with liquid and subsequently vaporized methanol brought to an elevated pressure, at a temperature of 220.degree.-280.degree. C. and under a pressure of 20-25 bar to obtain a raw ester containing primarily methyl p-toluate and dimethyl terephthalate; by withdrawing the raw ester fraction and a methanol-containing vapor fraction from the esterification reactor; by distillatory separation of the raw ester into a methyl p-toluate fraction and a fraction rich in terephthalic aldehyde methyl ester, which fractions are recycled into the oxidation, a raw dimethyl terephthalate fraction, and a residual fraction; and by hydrolysis of the raw dimethyl terephthalate fraction with water, obtaining the thus-formed terephthalic acid and separation of a methanol-water mixture. In this process, the methanol-containing vapor fraction and the methanol-water mixture are separated by rectification under elevated pressure and elevated temperature into a methanol-rich head fraction and an aqueous sump phase, the methanol formed at the head of the rectification stage is withdrawn in vapor phase under elevated pressure, and esterification of the oxidation product is conducted with the methanol-containing vapor brought by compression to esterification pressure and esterification temperature.
摘要翻译：通过在溶解的重金属化合物作为催化剂的存在下，在与常压氧气的液相中通过氧化获得的对二甲苯和甲醇制备对苯二甲酸的方法，将对二甲苯和主要含有对甲苯甲酸甲酯的级分，该级分被再循环到氧化中，得到主要对甲苯甲酸和对甲基苯甲酸单甲酯在140-170℃的温度和4- 8巴; 通过将反应器中的氧化产物在液体中酯化并随后蒸发的甲醇在220-280℃的温度和20-25巴的压力下进行升高的压力，得到主要含有甲基p - 对苯二甲酸二甲酯和对苯二甲酸二甲酯; 通过从酯化反应器中取出原始酯馏分和含甲醇的蒸气馏分; 通过将原料酯蒸馏分离成对甲苯甲酸甲酯馏分和富含对苯二甲酸甲酯的馏分，将这些馏分循环到氧化中，生成二甲基对苯二甲酸酯馏分和残余馏分; 并用水对生成的对苯二甲酸二甲酯部分进行水解，得到如此形成的对苯二甲酸并分离甲醇 - 水混合物。在此过程中，将含甲醇的蒸气馏分和甲醇 - 水混合物在升高的压力和升高的温度下通过精馏分离成富含甲醇的头馏分和水池，在精馏段的顶部形成的甲醇为在气相中在升高的压力下取出，氧化产物的酯化是通过压缩所产生的含甲醇的蒸气进行酯化压力和酯化温度进行的。

5. 发明授权

US4642369A Process for the production of dimethyl terephthalate from p-xylene and methanol 失效
公开(公告)号：US4642369A
公开(公告)日：1987-02-10
申请号：US707696
申请日：1985-03-04
申请人： Rudolf Modic , Jorg Porschen , Anton Schoengen , Ralf Wirges
发明人： Rudolf Modic , Jorg Porschen , Anton Schoengen , Ralf Wirges
IPC分类号： C07C69/82 , C07C51/09 , C07C67/00 , C07C67/08 , C07C67/39
CPC分类号： C07C67/08 , C07C51/09 , C07C67/39
摘要： A process for the production of dimethyl terephthalate from p-xylene and methanol by oxidation in a reactor, in the liquid phase with atmospheric oxygen in the presence of dissolved heavy metal compounds as a catalyst, of a mixture of p-xylene and a fraction containing predominantly methyl p-toluate, which fraction is recycled into the oxidation, to obtain an oxidation product containing primarily p-toluic acid and monomethyl terephthalate, at a temperature of 140.degree.-170.degree. C. and under a pressure of 4-8 bar; by esterification of the oxidation product with liquid and subsequently vaporized methanol brought to an elevated pressure, at a temperature of 220.degree.-280.degree. C. and under a pressure of 20-25 bar in a reactor to obtain a raw ester containing primarily p-toluate and dimethyl terephthalate; by withdrawing the raw ester fraction and a methanol-containing vapor fraction from the esterification stage, by distillatory separation of the raw ester into a p-toluate fraction which is recycled into the oxidation, a raw dimethyl terephthalate fraction which is subjected to further processing by recrystallization in methanol, and a residual fraction which is optionally subjected to a thermal aftertreatment or a reactive treatment with methanol and is partially recycled into the process after a subsequent working-up step by distillation. In this process, the esterification of the oxidation product is conducted with a methanol-containing vapor, brought by compression to the elevated pressure and elevated temperature required for esterification, which methanol-containing vapor has been obtained from the filtrate of the recrystallization of the raw dimethyl terephthalate fraction by vaporization or also by rectification of the methanol-containing vapor fraction and optionally additional methanol-containing process streams, under a pressure lying below the pressure utilized in the esterification reactor.

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