PL442737A1 - Sposób selektywnego otrzymywania paradichlorobenzenu z ulepszonym odzyskiem układu katalitycznego - Google Patents

Sposób selektywnego otrzymywania paradichlorobenzenu z ulepszonym odzyskiem układu katalitycznego

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Publication number
PL442737A1
PL442737A1 PL442737A PL44273722A PL442737A1 PL 442737 A1 PL442737 A1 PL 442737A1 PL 442737 A PL442737 A PL 442737A PL 44273722 A PL44273722 A PL 44273722A PL 442737 A1 PL442737 A1 PL 442737A1
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PL
Poland
Prior art keywords
catalytic system
paradichlorobenzene
recovery
sub
selective preparation
Prior art date
Application number
PL442737A
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English (en)
Inventor
Łukasz Wołoszyn
Krzysztof Dudziak
Dastin Wosch
Bartosz BAŃKOWSKI
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Pcc Rokita Spółka Akcyjna
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 Pcc Rokita Spółka Akcyjna filed Critical Pcc Rokita Spółka Akcyjna
Priority to PL442737A priority Critical patent/PL442737A1/pl
Priority to EP23205718.2A priority patent/EP4365158A1/en
Priority to US18/386,852 priority patent/US20240166584A1/en
Publication of PL442737A1 publication Critical patent/PL442737A1/pl

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/013Preparation of halogenated hydrocarbons by addition of halogens
    • C07C17/06Preparation of halogenated hydrocarbons by addition of halogens combined with replacement of hydrogen atoms by halogens
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/12Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/013Preparation of halogenated hydrocarbons by addition of halogens
    • C07C17/02Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D3/00Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
    • B01D3/06Flash distillation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D3/00Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
    • B01D3/10Vacuum distillation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D3/00Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
    • B01D3/14Fractional distillation or use of a fractionation or rectification column
    • B01D3/143Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D9/00Crystallisation
    • B01D9/0004Crystallisation cooling by heat exchange
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06Halogens; Compounds thereof
    • B01J27/08Halides
    • B01J27/10Chlorides
    • 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
    • B01J31/0234Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0271Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds also containing elements or functional groups covered by B01J31/0201 - B01J31/0231
    • 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
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • 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
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/013Preparation of halogenated hydrocarbons by addition of halogens
    • C07C17/04Preparation of halogenated hydrocarbons by addition of halogens to unsaturated halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • C07C17/392Separation; Purification; Stabilisation; Use of additives by crystallisation; Purification or separation of the crystals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/02Monocyclic aromatic halogenated hydrocarbons
    • C07C25/08Dichloro-benzenes
    • 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
    • B01J2231/30Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/34Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
    • B01J2231/3481,4-additions, e.g. conjugate additions
    • 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
    • B01J2231/42Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

Przedmiotem zgłoszenia jest sposób selektywnego otrzymywania paradichlorobenzenu z ulepszonym odzyskiem układu katalitycznego. W sposobie tym benzen i/lub monochlorobenzen poddano chlorowaniu chlorem cząsteczkowym w celu uzyskania paradichlorobenzenu z wysoką selektywnością. Użyto w tym celu reaktora periodycznego, gdzie zastosowano wysokoselektywny układ katalityczny złożony z SbCl<sub>3</sub> i pochodnej fenotiazyny. Cały proces ulepszono o wprowadzenie nowej metody odzysku układu katalitycznego, która została oparta na zawrocie do procesu cieczy macierzystej zawierającej układ katalityczny po uprzednim odseparowaniu ze świeżej mieszaniny poreakcyjnej drogą destylacji pod zmniejszonym ciśnieniem nieprzereagowanych surowców i ich zawrocie oraz wykrystalizowaniu paradichlorobenzenu z cieczy wyczerpanej po destylacji próżniowej.
PL442737A 2022-11-04 2022-11-04 Sposób selektywnego otrzymywania paradichlorobenzenu z ulepszonym odzyskiem układu katalitycznego PL442737A1 (pl)

Priority Applications (3)

Application Number Priority Date Filing Date Title
PL442737A PL442737A1 (pl) 2022-11-04 2022-11-04 Sposób selektywnego otrzymywania paradichlorobenzenu z ulepszonym odzyskiem układu katalitycznego
EP23205718.2A EP4365158A1 (en) 2022-11-04 2023-10-25 Method of selective paradichlorobenzene preparation with improved catalytic system recovery
US18/386,852 US20240166584A1 (en) 2022-11-04 2023-11-03 Method of selective paradichlorobenzene preparation with improved catalytic system recovery

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL442737A PL442737A1 (pl) 2022-11-04 2022-11-04 Sposób selektywnego otrzymywania paradichlorobenzenu z ulepszonym odzyskiem układu katalitycznego

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PL442737A1 true PL442737A1 (pl) 2024-05-06

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PL442737A PL442737A1 (pl) 2022-11-04 2022-11-04 Sposób selektywnego otrzymywania paradichlorobenzenu z ulepszonym odzyskiem układu katalitycznego

Country Status (3)

Country Link
US (1) US20240166584A1 (pl)
EP (1) EP4365158A1 (pl)
PL (1) PL442737A1 (pl)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010100571A (ja) * 2008-10-24 2010-05-06 Tosoh Corp パラジクロロベンゼンの製造方法
EP2351724A1 (en) * 2008-10-24 2011-08-03 Tosoh Corporation PROCESS FOR PRODUCING p-DICHLOROBENZENE

Family Cites Families (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2111866A (en) 1934-09-21 1938-03-22 Monsanto Chemicals Chlorination of benzene
US2328690A (en) 1940-01-20 1943-09-07 Solvay Process Co Combined deodorant and germicide and process of making same
ES261340A1 (es) 1959-09-29 1961-05-16 Ciba Geigy Procedimiento para acondicionar pigmentos organicos
US3029296A (en) 1959-12-21 1962-04-10 Monsanto Chemicals Chlorination process
US3226447A (en) 1960-12-22 1965-12-28 Union Carbide Australia Directed nuclear substitution-chlorination of aromatic hydrocarbons and halogenated aromatic hydrocarbons
US3354129A (en) 1963-11-27 1967-11-21 Phillips Petroleum Co Production of polymers from aromatic compounds
US3636171A (en) 1969-11-21 1972-01-18 Dow Chemical Co Selective chlorination of benzene and chlorobenzene using a catalyst of aluminum chloride and stannic chloride or titanium tetrachloride
FR2142850B1 (pl) 1971-06-21 1974-03-22 Rhone Progil
US4511552A (en) 1974-09-23 1985-04-16 Cox James P Deodorant-dispensing products and dispensing process
US4017551A (en) 1975-01-27 1977-04-12 Ppg Industries, Inc. Liquid phase chlorination of aromatic hydrocarbons using manganese chloride catalyst
DE2855940C2 (de) 1978-12-23 1980-08-21 Bayer Ag, 5090 Leverkusen Verfahren zur Auftrennung von Dichlorbenzol enthaltenden Isomerengemischen unter Gewinnung von ortho-, meta- und/oder para-Dichlorbenzol
EP0045172A1 (en) 1980-07-26 1982-02-03 Alan Martin Lovegrove Improvements relating to fire dampers
JPS59163329A (ja) 1983-03-07 1984-09-14 Ihara Chem Ind Co Ltd ジハロゲン化ベンゼンの製造方法
FR2545004B1 (fr) 1983-04-29 1987-04-17 Ugine Kuhlmann Derive n substitue de la phenothiazine comme catalyseur de chloration sur le noyau des hydrocarbures aromatiques
EP0154236B1 (en) 1984-03-07 1988-01-13 IHARA CHEMICAL INDUSTRY Co., Ltd. Process for producing a halobenzene
JPS6140233A (ja) 1984-08-01 1986-02-26 Toyo Soda Mfg Co Ltd 塩素化ベンゼン誘導体の製造方法
JP2583483B2 (ja) 1985-02-18 1997-02-19 東ソー株式会社 ハロゲン化ベンゼン誘導体の製造法
JPS61268637A (ja) 1985-05-23 1986-11-28 Kureha Chem Ind Co Ltd ジクロロベンゼン異性体混合物からパラ体を分離する方法
JPS6287536A (ja) 1985-10-14 1987-04-22 Kureha Chem Ind Co Ltd ベンゼン及びベンゼン誘導体の塩素化方法
JPH0653689B2 (ja) 1986-01-31 1994-07-20 東ソー株式会社 パラ置換ハロゲン化ベンゼン誘導体の製造方法
US4777305A (en) 1987-10-22 1988-10-11 Phillips Petroleum Company Synthesis of 1,4-dichlorobenzene
DE3900699A1 (de) 1989-01-12 1990-07-19 Henkel Kgaa Verwendung von monocarbonsaeurepolyoxyalkylester-sulfonaten als schaumarme netzmittel in waessrigen alkalischen behandlungsmitteln fuer textile flaechengebilde
DE4028269A1 (de) 1990-09-06 1992-03-12 Bayer Ag Verfahren zur herstellung von dichlorbenzol mit erhoehtem p-anteil
DE4110051A1 (de) 1991-03-27 1992-10-01 Bayer Ag Verfahren zur herstellung von p-dichlorbenzol
DE4330731A1 (de) 1993-09-10 1995-03-16 Bayer Ag Verfahren zur Isolierung von m-Dichlorbenzol aus Dichlorbenzol-Isomerengemischen
KR100188339B1 (ko) 1995-11-24 1999-06-01 이서봉 방향족 염화물의 파라-이성체 제조용 촉매
WO1997043041A1 (fr) 1996-05-14 1997-11-20 Kureha Kagaku Kogyo K.K. Catalyseur regioselectif de chloration nucleaire pour hydrocarbures aromatiques et procede de chloration nucleaire
WO1999008181A1 (en) 1997-08-08 1999-02-18 Bell Communications Research, Inc. Fault tolerant distributing client/server data communication system and method
JP2002114719A (ja) 2000-10-05 2002-04-16 Tosoh Corp パラジクロロベンゼンの製造方法
WO2007017900A2 (en) 2005-05-26 2007-02-15 Sisir Kumar Mandal Preparation of para dichlorobenzene from benzene or mono chlorobenzene
CN102361841B (zh) 2009-03-26 2014-04-09 月岛机械株式会社 对二氯苯的制造方法
JP5658865B2 (ja) 2009-04-21 2015-01-28 月島機械株式会社 パラジクロロベンゼンの製造方法
CN102976888A (zh) 2011-09-06 2013-03-20 江苏鹏宇化工有限公司 对二氯苯的合成方法
CN103819307B (zh) 2014-02-12 2016-08-17 葫芦岛锦化化工工程设计有限公司 苯氯化时制备氯苯、对二氯苯和邻二氯苯的方法
CN109574789B (zh) 2018-11-14 2021-12-14 江苏隆昌化工有限公司 一种氯化苯定向氯化生产对二氯苯的方法
CN112723987B (zh) 2021-01-11 2023-07-14 南通江山农药化工股份有限公司 一种对二氯苯及其对二氯苯微通道连续化合成工艺

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010100571A (ja) * 2008-10-24 2010-05-06 Tosoh Corp パラジクロロベンゼンの製造方法
EP2351724A1 (en) * 2008-10-24 2011-08-03 Tosoh Corporation PROCESS FOR PRODUCING p-DICHLOROBENZENE

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EP4365158A1 (en) 2024-05-08
US20240166584A1 (en) 2024-05-23

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