KR940005316A - 방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 수소화시키기 위한 촉매 및 이의 제조방법 - Google Patents

방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 수소화시키기 위한 촉매 및 이의 제조방법 Download PDF

Info

Publication number
KR940005316A
KR940005316A KR1019930010301A KR930010301A KR940005316A KR 940005316 A KR940005316 A KR 940005316A KR 1019930010301 A KR1019930010301 A KR 1019930010301A KR 930010301 A KR930010301 A KR 930010301A KR 940005316 A KR940005316 A KR 940005316A
Authority
KR
South Korea
Prior art keywords
platinum
copper
catalyst
activated carbon
aromatic
Prior art date
Application number
KR1019930010301A
Other languages
English (en)
Other versions
KR100263783B1 (ko
Inventor
델러 클라우스
데스뻬이루 베트랑
펠츠쭈스 에릭
클라인배흐터 베아테
Original Assignee
볼프강 메르크, 볼프강 베버
데구사 아크티엔게젤샤프트
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 볼프강 메르크, 볼프강 베버, 데구사 아크티엔게젤샤프트 filed Critical 볼프강 메르크, 볼프강 베버
Publication of KR940005316A publication Critical patent/KR940005316A/ko
Application granted granted Critical
Publication of KR100263783B1 publication Critical patent/KR100263783B1/ko

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/42—Platinum
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8926—Copper and noble metals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
    • C07C209/365—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst by reduction with preservation of halogen-atoms in compounds containing nitro groups and halogen atoms bound to the same carbon skeleton

Landscapes

  • 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)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

본 발명은 방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 가수분해시키기 위한 개질되고 지지된 귀금속 촉매에 관한 것이다. 당해 지지체는 활성탄소로 이루어진다. 활성 성분은 구리로 개질시킨 백금이다. 당해 신규의 촉매는 선택도가 우수하고 수율이 높다는 것을 특징으로 한다.

Description

방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 수소화시키기 위한 촉매 및 이의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 본 발명에 따른 촉매를 사용한 3, 4-디클로로니트로벤젠(3,4-DCNB)의 저압 수소와 반응에 관하여 도시한 것이다.

Claims (3)

  1. 백금이 활성 탄소 지지체를 기준으로 하여 0.1 내지 5.0중량%, 바람직하게는 0.5 내지 3.5중량%의 양으로 존재하고, 동시에 존재하는 백금과 구리간의 중량비가 5:1 내지 20:1, 바람직하게는 10:1이며, 백금과 구리가 활성 탄소 위에 섬세하게 분포되어 있음을 특징으로 하는, 탄소 지지체, 활성 성분으로서의 백금 및 개질제로서의 구리를 함유하는, 방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 가수분해시키기 위한 개질된 귀금속 지지체 촉매.
  2. 제1항에 있어서, 활성 탄소의 평균 입자 직경이 15 내지 30㎛이고, 이의 비표면적이 500㎡/g이상이며, 이의 총 기공 용적이 0.5㎖/g 이상임을 특징으로 하는 촉매.
  3. 귀금속 성분과 개질용 금속의 화합물을 이의 용이하게 가용성인 화합물의 수용액으로부터 침전시킴으로써 이들 화합물을 수중 현탁된 지지체 물질에 함침시키고, 환원시킨 다음, 여과하고, 촉매를 세척함을 포함하는 제1항 또는 제2항의 지지된 귀금속 촉매의 제조방법에 있어서, 수성 현탁액이 제2항에 따르는 촉매 지지체로서 활성탄소를 5 내지 30중량% 함유하고; 귀금속 성분이 백금이고 개질용 금속이 구리이며, 귀금속 성분과 개질용 금속은 수용성 백금 화합물, 바람직하게는 헥사클로로플래틴산 및 수용성 구리염, 바람직하게는 구리 아세테이트의 용액 형태로 현탁액에 첨가되며(여기서, 용액중의 백금 금속과 구리 금속의 함량은 사용된 활성 탄소의 목적하는 충전량에 상응하도록 조절된다), 현탁액은 거의 수불용성인 화합물 형태의 염기(예 : 탄산나트륨 또는 수산화나트륨)를 첨가하여 백금과 구리를 활성 탄소 위에 동시에 침착시키기 전에 수용성 백금과 구리 화합물의 용액과 함께 교반되면서 70℃ 내지 100℃로 가열되고, 이어서 환원제(예 : 하이드라진, 나트륨 포르메이트, 나트륨 보라네이트 또는 포름알데히드, 바람직하게는 포름알데히드)를 첨가함으로써 동일한 온도에서 환원됨을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930010301A 1992-06-09 1993-06-08 방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 수소화시키기 위한 촉매 및 이의 제조방법 KR100263783B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4218866.0 1992-06-09
DE4218866A DE4218866C1 (de) 1992-06-09 1992-06-09 Katalysator für die selektive Hydrierung von Halogennitroaromaten zu aromatischen Halogenaminen und Verfahren zu seiner Herstellung

Publications (2)

Publication Number Publication Date
KR940005316A true KR940005316A (ko) 1994-03-21
KR100263783B1 KR100263783B1 (ko) 2000-08-16

Family

ID=6460645

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019930010301A KR100263783B1 (ko) 1992-06-09 1993-06-08 방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 수소화시키기 위한 촉매 및 이의 제조방법

Country Status (8)

Country Link
US (1) US5512529A (ko)
EP (1) EP0573910B1 (ko)
JP (1) JP3363205B2 (ko)
KR (1) KR100263783B1 (ko)
DE (2) DE4218866C1 (ko)
ES (1) ES2112352T3 (ko)
HU (1) HU215468B (ko)
TW (1) TW271409B (ko)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4308101C1 (de) * 1993-03-15 1994-07-28 Degussa Verfahren zur Herstellung platingruppenmetallhaltiger Hydrierkatalysatoren auf Aktivkohle
EP1581339A2 (en) * 2002-12-20 2005-10-05 Honda Giken Kogyo Kabushiki Kaisha Methods for the preparation of catalysts for hydrogen generation
CN101664682B (zh) * 2008-09-05 2011-12-28 中国石油化工股份有限公司 一种非贵金属负载型选择加氢催化剂及其制备方法和应用
CN103962150B (zh) * 2013-02-06 2016-06-22 中国中化股份有限公司 一种用于制备氯代芳香胺的催化剂及其制备方法
BE1021017B1 (nl) 2013-09-04 2014-12-18 Taminco Verbeterde werkwijze voor de reductieve aminering en de selectieve hydrogenering van halogeenhoudende substraten
CN103524357B (zh) * 2013-09-18 2015-11-25 葫芦岛天启晟业化工有限公司 不使用抗脱氯剂生产对氯苯胺方法
CN107001235B (zh) 2014-11-04 2020-05-12 塔明克有限公司 用于使含卤素物质还原胺化的改进方法
EP3356033B1 (en) 2015-10-01 2022-10-19 Monsanto Technology LLC Process for catalytic hydrogenation of halonitroaromatics
US10464879B2 (en) 2015-11-10 2019-11-05 Taminco Bvba Process for the reductive amination of halogen-containing substrates
US20200299239A1 (en) 2016-03-23 2020-09-24 N.E. Chemcat Corporation Reaction composition and reaction system using this
CN109070063A (zh) * 2016-03-23 2018-12-21 恩亿凯嘉股份有限公司 反应组合物和使用该反应组合物的反应体系
CN106732568B (zh) * 2016-12-07 2019-07-30 南京大学 一种对氯硝基苯选择性加氢制对氯苯胺催化剂的制备方法及应用
KR102287646B1 (ko) * 2018-12-31 2021-08-06 한화솔루션 주식회사 탄소 기반의 귀금속-전이금속 복합촉매 및 이의 제조방법
CN112295569B (zh) * 2019-07-26 2023-05-12 中国石油化工股份有限公司 苯一步氨化制苯胺的催化剂及制备方法
WO2022067216A1 (en) 2020-09-28 2022-03-31 Hyzon Motors Inc. Gas-solid reduction process for preparation of platinum-containing catalysts for fuel cells
CN115414940B (zh) * 2022-09-16 2024-05-17 中国科学技术大学 碳基金属催化剂及其制备方法、应用

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3546297A (en) * 1969-07-01 1970-12-08 Du Pont Process for preparation of aromatic chloroamines
US3666813A (en) * 1969-08-27 1972-05-30 Engelhard Min & Chem Process for preparing aromatic haloamines from aromatic nitroamines
US3726915A (en) * 1970-07-13 1973-04-10 Standard Oil Co Phthalic acid purification with copper activated palladium on carbon catalysts
BE789749A (fr) * 1971-10-08 1973-02-01 Degussa Procede pour la preparation d'un catalyseur contenant un metal noble supporte sur charbon actif pour l'hydrogenation selective de composes chloronitroaromatiques et catalyseur obtenu
US3897499A (en) * 1971-10-08 1975-07-29 Degussa Hydrogenation of chloronitrobenzenes using noble metal catalysts treated with a sulfoxide and a hydrazine
US3928451A (en) * 1973-07-02 1975-12-23 Goodyear Tire & Rubber Method of preparing p-chlorophenylenediamine
US4111842A (en) * 1977-06-01 1978-09-05 Stamicarbon, B.V. Process for the preparation of supported catalysts
US4212824A (en) * 1978-07-11 1980-07-15 E. I. Du Pont De Nemours And Company Hydrogenation catalyst with improved metallic distribution, its preparation and use for the reduction of aromatic nitro compounds
US4231898A (en) * 1979-06-29 1980-11-04 Exxon Research & Engineering Co. Reforming with multimetallic catalysts
HU177860B (en) * 1979-05-22 1982-01-28 Mta Koezponti Hivatala Method for producing carrier metal catalyzers
US4265786A (en) * 1979-06-29 1981-05-05 Exxon Research & Engineering Co. Reforming with multimetallic catalysts
DE2943407A1 (de) * 1979-10-26 1981-05-07 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von acyloxybutenen
DE3201300A1 (de) * 1982-01-18 1983-07-28 Dynamit Nobel Ag, 5210 Troisdorf Verfahren zur herstellung von phthalid
JPS58126836A (ja) * 1982-01-26 1983-07-28 Ube Ind Ltd シユウ酸ジエステルの製法
JPS5982233A (ja) * 1982-11-01 1984-05-12 Hitachi Ltd アンロ−ダの運転方法
AU4695985A (en) * 1984-09-04 1986-03-13 Mitsubishi Jukogyo Kabushiki Kaisha Process for reforming methanol
JPS62269751A (ja) * 1986-05-16 1987-11-24 Nippon Engeruharudo Kk 白金−銅合金電極触媒およびそれを使用した酸電解質燃料電池用電極
DE3823301C1 (ko) * 1988-07-09 1989-11-02 Degussa Ag, 6000 Frankfurt, De
US4990663A (en) * 1989-05-15 1991-02-05 E. I. Du Pont De Nemours And Company Process for preparing halogenated aromatic amines
DE3928329A1 (de) * 1989-08-26 1991-02-28 Bayer Ag Verfahren zur herstellung von chlorsubstituierten aromatischen aminen
US5314760A (en) * 1991-01-09 1994-05-24 The Dow Chemical Company Electrochemical cell electrode
US5171644A (en) * 1991-01-09 1992-12-15 The Dow Chemical Company Electrochemical cell electrode
BE1005238A3 (fr) * 1991-01-25 1993-06-08 Solvay Procede pour la preparation de chlorotrifluoroethylene et de trifluoroethylene au depart de 1,1,2-trichloro-1,1,2-trifluoroethane et composition catalytique utilisee dans ce procede.
US5258340A (en) * 1991-02-15 1993-11-02 Philip Morris Incorporated Mixed transition metal oxide catalysts for conversion of carbon monoxide and method for producing the catalysts

Also Published As

Publication number Publication date
KR100263783B1 (ko) 2000-08-16
JPH0671178A (ja) 1994-03-15
EP0573910B1 (de) 1998-01-21
HUT68594A (en) 1995-06-28
DE4218866C1 (de) 1994-01-20
JP3363205B2 (ja) 2003-01-08
HU9301679D0 (en) 1993-09-28
US5512529A (en) 1996-04-30
HU215468B (hu) 1999-01-28
DE59308014D1 (de) 1998-02-26
EP0573910A1 (de) 1993-12-15
ES2112352T3 (es) 1998-04-01
TW271409B (ko) 1996-03-01

Similar Documents

Publication Publication Date Title
KR940005316A (ko) 방향족 할로니트로 화합물을 방향족 할로아민으로 선택적으로 수소화시키기 위한 촉매 및 이의 제조방법
US4361500A (en) Process for the preparation of supported metal catalysts
US3666813A (en) Process for preparing aromatic haloamines from aromatic nitroamines
JPS595012B2 (ja) 燃料電池電極用プラチナ触媒の製造法
US5449655A (en) Process for preparing hydrogenation catalysts which contain noble metals on activated carbon
KR950013579A (ko) 비닐 아세테이트의 제조에 사용되는 촉매의 제조 방법
Jones Catalysis in Organic Syntheses
US5435984A (en) Catalyst for the synthesis of chlorine dioxide
US4021374A (en) Selective hydrogenating catalysts and a process for the preparation thereof
US5498585A (en) Sulphidized catalyst which contains platinum on activated carbon
JP2002508703A (ja) 銅含有キャリヤー上に析出させたパラジウムおよび金を含む酢酸ビニル触媒
WO2003106021A1 (en) Selective hydrogenation catalyst
JPS59120249A (ja) 貴金属触媒の製造方法
KR0184270B1 (ko) 백금-흑연 촉매 및 이것의 용도
ES2191270T3 (es) Procedimiento de hidrorreformacion catalitica.
KR20000005155A (ko) 알칼리 금속 보레이트를 사용하는 비닐 아세테이트 촉매의 제조방법
US4431836A (en) Hydrogenation using chitin and chitosan based immobilized metal catalysts
US4367355A (en) Hydrogenation using chitin and chitosan based immobilized metal catalysts
RU2095136C1 (ru) Никелевый катализатор гидрирования на носителе и способ приготовления модифицированного никелевого катализатора гидрирования на носителе
EP0106729B1 (en) Method for the preparation of supported catalysts and supported catalysts thus obtained
JP2000117104A (ja) 炭素含有担体材料上の貴金属からなる触媒の製造方法
JPS60190240A (ja) 触媒調製方法
JPS58139746A (ja) イオン交換樹脂に担持した貴金属触媒の製造方法
US6489520B2 (en) Process for the preparation of cis-2-tertiary-butylcyclohexanol by catalytic hydrogenation of 2-tertiary-butylphenol
JP3244605B2 (ja) 粒度調整された貴金属炭素触媒

Legal Events

Date Code Title Description
A201 Request for examination
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20030422

Year of fee payment: 4

LAPS Lapse due to unpaid annual fee