ES2555111T3 - Uso de un catalizador de resina de intercambio iónico activada, tratada - Google Patents

Uso de un catalizador de resina de intercambio iónico activada, tratada Download PDF

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Publication number
ES2555111T3
ES2555111T3 ES12813635.5T ES12813635T ES2555111T3 ES 2555111 T3 ES2555111 T3 ES 2555111T3 ES 12813635 T ES12813635 T ES 12813635T ES 2555111 T3 ES2555111 T3 ES 2555111T3
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Spain
Prior art keywords
antioxidant
resin
ion exchange
exchange resin
activated ion
Prior art date
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Active
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ES12813635.5T
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English (en)
Inventor
Robert J. Olsen
Gregory C. Pierce
Alfred K. Schultz
Klaus-Dieter TOPP
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
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Rohm and Haas Co
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Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
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Publication of ES2555111T3 publication Critical patent/ES2555111T3/es
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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/20Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/06Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
    • B01J31/08Ion-exchange resins
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Un proceso para producir 2,2-bis(4'-hidroxifenil)propano, que comprende condensar fenol con acetona en presencia de un catalizador ácido para producir 2,2-bis(4'-hidroxifenil)propano, en el que el catalizador ácido es una resina activada de intercambio iónico en contacto con un antioxidante, para producir una resina activada de intercambio iónico usar como catalizador.

Description

imagen1
imagen2
imagen3
imagen4
Adición del antioxidante
Se transfieren a un matraz limpio de 1 litro de fondo redondo, equipado con un agitador de paletas de Teflón, 150 g
de resina acondicionada junto con agua desionizada suficiente para una agitación fluida. La solución del antioxidante
se prepara añadiendo 1,0 g de Ethanox 703 a 113,5 g de agua desionizada junto con 0,7 g de ácido sulfúrico de
5 96%. La mezcla se agita intensamente hasta disolución. A la resina acondicionada cargada en el matraz de fondo
redondo se añaden 11,53 g de la solución preparada de Ethanox 703. La carga del antioxidante sobre la resina se
realiza agitando a temperatura ambiente durante 30 minutos en el matraz de fondo redondo. Después de 30
minutos, se lava la resina tres veces con 500 ml de agua desionizada para eliminar solución residual de antioxidante
y se transfiere a un recipiente limpio de 1 litro. La resina cargada se lava de nuevo tres veces con 500 ml de agua 10 MilliQ para eliminar cualquier efecto del agua desionizada estándar. Después se transfiere una muestra de 50 de la
resina tratada a un recipiente limpio de 250 cm3 y se realiza el ensayo de estabilidad descrito a continuación.
Procedimiento general del ensayo de estabilidad de muestras de resina
Se transfieren 50 g de resina acondicionada a un recipiente limpio de 250 cm3. Se añade a la resina la cantidad
correcta de agua MilliQ (dependiendo de los sólidos de la resina). Se cierra herméticamente el recipiente y se agita 15 en un agitador de sacudidas a 140 rpm durante 20 minutos. Después de agitar, se separan la resina y el agua MilliQ
usando un embudo limpio de vidrio y papel de filtro Whatman. En muestras a ensayar después de envejecerlas, se
almacena la resina a 30ºC durante la cantidad de tiempo requerida (véase la tabla I) y a continuación se separan la
resina y el agua MilliQ usando un embudo limpio de vidrio y papel de filtro Whatman. Se filtra el agua MilliQ a un
recipiente limpio de 100 cm3 y se descarga y almacena la resina seca en el recipiente de 250 cm3. Se ensaya 20 después en el agua MilliQ efluente el pH y la conductividad. Los resultados se indican en la siguiente tabla I.
Tabla I
Resultados del ensayo de estabilidad de resinas, dependiendo del orden de adición del promotor y antioxidante
Resina
Tratamiento Envejecimiento (días) pH Conductividad (µS/cm)
Amberlyst 31
1. Promotor 2. Antioxidante 3 7,44 5
Amberlyst 31
1. Antioxidante 2. Promotor 3 5,21 35
Amberlyst 121
1. Promotor 2. Antioxidante 3 7,44 8
Amberlyst 121
1. Antioxidante 2. Promotor 3 4,99 94
Amberlyst 131
1. Promotor 2. Antioxidante 3 7,54 5
Amberlyst 131
1. Antioxidante 2. Promotor 3 4,89 81
Dowex CM-4
1. Promotor 2. Antioxidante 3 5,62 28
Dowex CM-4
1. Antioxidante 2. Promotor 3 4,93 137
Dowex 50WX4
1. Promotor 2. Antioxidante 3 6,61 9
Dowex 50WX4
1. Antioxidante 2. Promotor 3 5,38 29
6

Claims (1)

  1. imagen1
ES12813635.5T 2011-12-28 2012-12-14 Uso de un catalizador de resina de intercambio iónico activada, tratada Active ES2555111T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161581067P 2011-12-28 2011-12-28
US201161581067P 2011-12-28
PCT/US2012/069695 WO2013101502A1 (en) 2011-12-28 2012-12-14 Use of a treated, promoted ion exchange resin catalyst

Publications (1)

Publication Number Publication Date
ES2555111T3 true ES2555111T3 (es) 2015-12-29

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ES12813635.5T Active ES2555111T3 (es) 2011-12-28 2012-12-14 Uso de un catalizador de resina de intercambio iónico activada, tratada

Country Status (10)

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US (1) US8907138B1 (es)
EP (1) EP2776384B1 (es)
JP (1) JP6074439B2 (es)
KR (1) KR102026623B1 (es)
CN (1) CN103974925B (es)
BR (1) BR112014014287B1 (es)
CA (1) CA2859394C (es)
ES (1) ES2555111T3 (es)
TW (1) TWI494296B (es)
WO (1) WO2013101502A1 (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110114327A (zh) * 2016-12-30 2019-08-09 陶氏环球技术有限责任公司 具有促进剂和抗氧化剂的树脂
JP6996306B2 (ja) * 2017-01-16 2022-02-04 三菱ケミカル株式会社 ビスフェノール化合物の製造方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4400555A (en) 1981-10-06 1983-08-23 General Electric Company Ion exchange catalyzed bisphenol synethesis
US4973607A (en) 1988-09-23 1990-11-27 The Dow Chemical Company Cation exchange resins incorporating antioxidants
US5414152A (en) * 1994-05-10 1995-05-09 General Electric Company Method for extending the activity of acidic ion exchange catalysts
DE19720539A1 (de) 1997-05-16 1998-11-19 Bayer Ag Verfahren zur kontinuierlichen Herstellung von Dihydroxydiarylalkanen
JP4995372B2 (ja) * 2001-01-19 2012-08-08 出光興産株式会社 ビスフェノールaの製造方法
US6465697B1 (en) 2001-04-13 2002-10-15 Resolution Performance Products Llc Catalyst promotor for the manufacture of polyphenols
JP4878415B2 (ja) * 2001-06-07 2012-02-15 新日鐵化学株式会社 ビスフェノールaの製造方法
US6703530B2 (en) 2002-02-28 2004-03-09 General Electric Company Chemical reactor system and process
JP4147202B2 (ja) 2003-09-30 2008-09-10 三井化学株式会社 改質酸性イオン交換樹脂触媒およびそれを用いたビスフェノール類の製造方法
KR20130048274A (ko) * 2005-01-28 2013-05-09 다우 글로벌 테크놀로지스 엘엘씨 산 촉매로서 사용하기 전에 양이온 교환 수지를 안정화시키는 방법, 및 화학 공정에서의 이러한 안정화된 양이온 교환 수지의 용도
DE102007060790A1 (de) * 2007-12-18 2009-06-25 Lanxess Deutschland Gmbh Verfahren zur Herstellung von Kationenaustauschern

Also Published As

Publication number Publication date
US20140378715A1 (en) 2014-12-25
CA2859394A1 (en) 2013-07-04
JP6074439B2 (ja) 2017-02-01
TWI494296B (zh) 2015-08-01
BR112014014287A2 (pt) 2017-06-13
WO2013101502A1 (en) 2013-07-04
US8907138B1 (en) 2014-12-09
KR20140112024A (ko) 2014-09-22
BR112014014287B1 (pt) 2020-10-27
CA2859394C (en) 2020-01-14
EP2776384B1 (en) 2015-10-21
KR102026623B1 (ko) 2019-09-30
EP2776384A1 (en) 2014-09-17
CN103974925A (zh) 2014-08-06
JP2015507630A (ja) 2015-03-12
CN103974925B (zh) 2017-06-09
TW201331172A (zh) 2013-08-01

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