WO1989010772A3 - Use of metal chelate complexes in dehalogenation - Google Patents

Use of metal chelate complexes in dehalogenation Download PDF

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Publication number
WO1989010772A3
WO1989010772A3 PCT/GB1989/000478 GB8900478W WO8910772A3 WO 1989010772 A3 WO1989010772 A3 WO 1989010772A3 GB 8900478 W GB8900478 W GB 8900478W WO 8910772 A3 WO8910772 A3 WO 8910772A3
Authority
WO
WIPO (PCT)
Prior art keywords
dehalogenation
metal chelate
chelate complexes
ch2ch2cooh
centred
Prior art date
Application number
PCT/GB1989/000478
Other languages
French (fr)
Other versions
WO1989010772A2 (en
Inventor
Trevor Simon Marks
Andrew Maule
Original Assignee
Health Lab Service Board
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
Priority claimed from GB888810944A external-priority patent/GB8810944D0/en
Priority claimed from GB898905423A external-priority patent/GB8905423D0/en
Application filed by Health Lab Service Board filed Critical Health Lab Service Board
Priority to BR898907426A priority Critical patent/BR8907426A/en
Publication of WO1989010772A2 publication Critical patent/WO1989010772A2/en
Publication of WO1989010772A3 publication Critical patent/WO1989010772A3/en
Priority to GB9024249A priority patent/GB2242428B/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A62LIFE-SAVING; FIRE-FIGHTING
    • A62DCHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D3/00Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
    • A62D3/30Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents
    • A62D3/37Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents by reduction, e.g. hydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/23Preparation of halogenated hydrocarbons by dehalogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/22Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
    • AHUMAN NECESSITIES
    • A62LIFE-SAVING; FIRE-FIGHTING
    • A62DCHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D2101/00Harmful chemical substances made harmless, or less harmful, by effecting chemical change
    • A62D2101/04Pesticides, e.g. insecticides, herbicides, fungicides or nematocides
    • AHUMAN NECESSITIES
    • A62LIFE-SAVING; FIRE-FIGHTING
    • A62DCHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D2101/00Harmful chemical substances made harmless, or less harmful, by effecting chemical change
    • A62D2101/20Organic substances
    • A62D2101/22Organic substances containing halogen
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F2101/00Nature of the contaminant
    • C02F2101/30Organic compounds
    • C02F2101/36Organic compounds containing halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Business, Economics & Management (AREA)
  • Emergency Management (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

A method for dehalogenation of organohalogen compounds, e.g. environmental pollutants in industrial waste. The organohalogen is reacted with a reducing agent in the presence of a selected metal-centred corrin, porphyrin or phthalocyanine complex. Preferred complexes are hydrolysis products of cyanocobalamin, of formula (I), in which R1 is NH2 or OH, R2 is H, CH2CH2COOH or CH2CH2CONH2, R3 is H, CH2CH2COOH or CH2CH2CONH2, and R4 is NHCH2CH(OH)CH3, OH or NH2. The complex is preferably immobilised on a substrate. Some novel metal-centred porphyrin complexes are also described. A dehalogenation apparatus using the method of the invention is also described.
PCT/GB1989/000478 1988-05-09 1989-05-05 Use of metal chelate complexes in dehalogenation WO1989010772A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BR898907426A BR8907426A (en) 1988-05-09 1989-05-05 PROCESS FOR DEALOGENATION OF A HALOGENATED ORGANIC COMPOUND, SUBSTRATE CONTAINING AN IMMOBILIZED COMPLEX, COMPLEX AND EQUIPMENT FOR THE DEALOGENATION OF A HALOGENATED ORGANIC COMPOUND
GB9024249A GB2242428B (en) 1988-05-09 1990-11-07 Use of metal chelate complexes in dehalogenation

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB8810944.2 1988-05-09
GB888810944A GB8810944D0 (en) 1988-05-09 1988-05-09 Use of metal chelate complexes in dehalogenation
GB898905423A GB8905423D0 (en) 1989-03-09 1989-03-09 Porphyrin & corrin medicated dehologeration
GB8905423.3 1989-03-09

Publications (2)

Publication Number Publication Date
WO1989010772A2 WO1989010772A2 (en) 1989-11-16
WO1989010772A3 true WO1989010772A3 (en) 1989-12-28

Family

ID=26293872

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1989/000478 WO1989010772A2 (en) 1988-05-09 1989-05-05 Use of metal chelate complexes in dehalogenation

Country Status (7)

Country Link
EP (1) EP0415963A1 (en)
JP (1) JPH03504450A (en)
AU (1) AU3552189A (en)
BR (1) BR8907426A (en)
CA (1) CA1338313C (en)
GB (1) GB2242428B (en)
WO (1) WO1989010772A2 (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5345032A (en) * 1988-05-09 1994-09-06 The Public Health Laboratory Service Board Use of metal chelate complexes in dehalogenation
FR2676738B1 (en) * 1991-05-22 1995-05-05 Ir2M NOVEL ORGANIC TRANSITION METAL WITH PORPHYRINIC STRUCTURE, THERAPEUTIC COMPOSITION CONTAINING SAME, IN PARTICULAR WITH HYPOGLYCEMIC ACTIVITY.
US5817830A (en) * 1992-08-14 1998-10-06 Trustees Of The University Of Pennsylvania Pyrrolic compounds
US5371199B1 (en) * 1992-08-14 1995-12-26 Univ Pennsylvania Substituted porphyrins porphyrin-containing polymers and synthetic methods therefor
US5599924A (en) * 1992-08-14 1997-02-04 Trustees Of The University Of Pennsylvania Electron-deficient porphyrins and processes and intermediates for preparing same
US5493017A (en) * 1992-08-14 1996-02-20 The Trustees Of The University Of Pennsylvania Ring-metalated porphyrins
CA2162845A1 (en) * 1993-05-19 1995-01-05 James Martin Odom A chemical-biological process for dehalogenation of halogenated organic compounds
JP2005154482A (en) * 2003-11-21 2005-06-16 National Food Research Institute Composition for decomposing toxic substance such as aflatoxin
CA2552916C (en) * 2004-01-08 2014-11-18 Universitat Zurich Metal complexes having vitamin b12 as a ligand
RU2441014C2 (en) 2006-07-26 2012-01-27 Ниппон Шит Глас Кампани, Лимитед Methyl-aquacobyrinic acid, alkylation composition and method for detoxification of harmful compound using said composition
EP2048148A4 (en) * 2006-07-26 2011-03-30 Nippon Sheet Glass Co Ltd Methyl aquocobyrinic acid derivative, alkylation composition, and method for detoxifying harmful compound by utilizing the composition
JP5348656B2 (en) * 2007-01-05 2013-11-20 国立大学法人九州大学 Vitamin B12 modified hyperbranched polymer and dehalogenation catalyst
JP2007302870A (en) * 2007-02-02 2007-11-22 National Agriculture & Food Research Organization Composition for decomposing toxic substance such as aflatoxin
JP5263828B2 (en) * 2008-03-11 2013-08-14 国立大学法人九州大学 Vitamin B12 modified core-shell hyperbranched polymer and dehalogenation catalyst
JP5751570B2 (en) * 2009-03-06 2015-07-22 国立大学法人九州大学 Vitamin B12 modified polymer, production method thereof and dehalogenation catalyst

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2867626A (en) * 1956-05-18 1959-01-06 Gulf Research Development Co Synthesis of porphyrin vanadium complexes
US3004985A (en) * 1957-02-07 1961-10-17 Daiichi Seiyaku Co Mercury proto-and hematoporphyrins
US3072539A (en) * 1959-11-06 1963-01-08 Miles Lab Diagnostic composition for detecting glucose
US3252892A (en) * 1964-09-22 1966-05-24 Universal Oil Prod Co Oxidation of mercapto compounds using corrinoid catalyst
US4234456A (en) * 1977-06-15 1980-11-18 Hitachi, Ltd. Iodine adsorbent
US4619923A (en) * 1985-01-14 1986-10-28 The Rockefeller University Metal protoporphyrins in the control of tryptophan metabolism

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS621752A (en) * 1985-06-28 1987-01-07 Aasu Clean:Kk High polymer material having deodorizing function

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2867626A (en) * 1956-05-18 1959-01-06 Gulf Research Development Co Synthesis of porphyrin vanadium complexes
US3004985A (en) * 1957-02-07 1961-10-17 Daiichi Seiyaku Co Mercury proto-and hematoporphyrins
US3072539A (en) * 1959-11-06 1963-01-08 Miles Lab Diagnostic composition for detecting glucose
US3252892A (en) * 1964-09-22 1966-05-24 Universal Oil Prod Co Oxidation of mercapto compounds using corrinoid catalyst
US4234456A (en) * 1977-06-15 1980-11-18 Hitachi, Ltd. Iodine adsorbent
US4619923A (en) * 1985-01-14 1986-10-28 The Rockefeller University Metal protoporphyrins in the control of tryptophan metabolism

Non-Patent Citations (13)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Vol. 107, No. 16, 19 October 1987, (Columbus, Ohio, US), see page 56, abstract 135470b & JP-A-62001752 (Earth Clean K.K.) 7 January 1987 *
CHEMICAL ABSTRACTS, Vol. 73, No. 18, 2 November 1970, (Columbus, Ohio, US), L.J. BOUCHER: "Manganese Porphyrin Complexes. II. Electronic Spectroscopy and Structure" see page 379, abstract 93027j & Coord. Chem. Proc. John C. Bailar, Jr. Symp. 1969, 126-38 *
CHEMICAL ABSTRACTS, Vol. 88, No. 21, 22 May 1978, (Columbus, Ohio, US), J.D. BERRY et al.: "Dechlorination of DDT by Vitamin B12 under Mildly Reducing Conditions", see pages 170, 171, abstract 147476k, & Chemosphere 1977, 6(11), 783-7 *
CHEMICAL ABSTRACTS, Vol. 90, No. 11, 12 March 1979, (Columbus, Ohio, US), G.N. SCHRAUZER et al.: "Reductive Dechlorination and Degradation of Mirex and Kepone with Vitamin B12s" see page 163, abstract 82062s, & Bioinorg. Chem. 1978, 9(2), 123-43 *
CHEMICAL ABSTRACTS, Vol. 90, No. 15, 9 April 1979, (Columbus, Ohio, US), E.M. TACHKOVA et al.: "Nonenzymic Conversion in the Fluoroalkyl-Cobalamin Series", see page 665, abstract 121787d, & Bioorg. Khim. 1973, 4(12), 1641-50 *
CHEMICAL ABSTRACTS, Vol. 94. No. 17, 27 April 1981, (Columbus, Ohio, US), M.C.M. LARANJEIRA et al.: "Reactions of Vitamin B12r with Polyhalogenated Hydrocarbon Pesticides"; see page 680, abstract 138828y & Bioorg. Chem. 1980, 9(3), 313-17 *
Chemistry Letters, No. 10, October 1974, (Tokyo, JP) H. INOUE et al.: "Catalysis by Ironpolyphthalocyanine. Reductive Dehalogenation of alpha-Chlorodeoxybenzoin with 1-Benzyl-1, 4-Dihydronicotinamide", pages 1157-1160 *
Chemosphere, Vol. 13, No. 3, March 1983 Pergamon Press Ltd (GB) G.M. KLECKA et al.: "Reductive Dechlorination of Chlorinated Methanes and Ethanes by Reduced Iron (II) Porphyrins", pages 391-402 *
Journal of Inorganic & Nuclear Chemistry, Vol. 39, 1977, Pergamon Press (Oxford, GB) D.A. STOTTER: "Metal Centres and DDT", pages 721-727 *
Journal of the American Chemical Society, Vol. 102, No. 22, 22 October 1980 American Chemical Society (Easton, Pa, US) Y. MURAKAMI et al.: "Transition-Metal Complexes of Pyrrole Pigments. 16. Cobalt Complexes of 1,19-Dimethyldehydrocorrins as vitamin B12 Models pages 6736-6744 *
Journal of the American Chemical Society, Vol. 89, No. 6, 15 March 1967 (US) L.J. BOUCHER et al.: "The Infrared Spectra of Metalloporphyrins (4000-160CM-1) 1", pages 1340-1345 *
Tetrahedron Letters, No. 47, October 1970, Pergamon Press, (Oxford, GB)D. BIENIEK et al.: "Beitrage zur Okologischen Chemie XXIX. Reduktive Dehalogenierung von Chlorierten Cyclischen Kohlenwasserstoffen", pages 4055-4058 *
The Journal of Organic Chemistry, Vol. 44, No. 13, 22 June 1979 American Chemical Society (US) D. ZANETTE et al.: "Vitamin B12s Catalyzed Dechlorination of 1,1-Dichloro-2, 2-bis(p-Chlorophenyl) Ethane. Novel Synthesis of Substituted Stilbenes", pages 2308-2309 *

Also Published As

Publication number Publication date
GB2242428A (en) 1991-10-02
WO1989010772A2 (en) 1989-11-16
JPH03504450A (en) 1991-10-03
AU3552189A (en) 1989-11-29
BR8907426A (en) 1991-04-02
GB2242428B (en) 1993-01-06
GB9024249D0 (en) 1991-01-02
EP0415963A1 (en) 1991-03-13
CA1338313C (en) 1996-05-07

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