GB2322625A - Calixarenes and their use for sequestration of metals - Google Patents

Calixarenes and their use for sequestration of metals

Info

Publication number
GB2322625A
GB2322625A GB9808909A GB9808909A GB2322625A GB 2322625 A GB2322625 A GB 2322625A GB 9808909 A GB9808909 A GB 9808909A GB 9808909 A GB9808909 A GB 9808909A GB 2322625 A GB2322625 A GB 2322625A
Authority
GB
United Kingdom
Prior art keywords
calixarenes
group
disclosed
amide
aryl group
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
GB9808909A
Other versions
GB2322625B (en
GB9808909D0 (en
Inventor
Graeme Peter Nicholson
Mark Joseph Kan
Gareth Williams
Micheal George Drew
Paul Beer
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.)
UK Secretary of State for Defence
Original Assignee
UK Secretary of State for Defence
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 GBGB9523119.7A external-priority patent/GB9523119D0/en
Application filed by UK Secretary of State for Defence filed Critical UK Secretary of State for Defence
Priority to GB9808909A priority Critical patent/GB2322625B/en
Publication of GB9808909D0 publication Critical patent/GB9808909D0/en
Publication of GB2322625A publication Critical patent/GB2322625A/en
Application granted granted Critical
Publication of GB2322625B publication Critical patent/GB2322625B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/18—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides
    • C07C235/20—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/18—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides
    • C07C235/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Disclosed are "acid-amide" calixarenes of formula (1) wherein: L is [-CH 2 -] or [-O-CH 2 -O-] and may be the same or different between each aryl group; R 5 is H, halogen, or C 1 -C 10 aliphatic hydrocarbyl group. C 6 -C 20 aryl group, C 6 -C 20 hydrocarbyaryl group, any of which may optionally be substituted by one or more halo or oxo groups or interrupted by one or more oxo groups, and R<SP>5</SP> may be the same or different on each aryl group; R<SP>1</SP> comprises an optionally protected carboxy group; two groups out of R<SP>2</SP>, R<SP>3</SP>, and R<SP>4</SP> are H; the one group out of R<SP>2</SP>, R<SP>3</SP>, and R<SP>4</SP> not being H comprises an amide goup. The amide group may be linked to a second calixarene to form a dimer. Also disclosed are methods of use of such calixarenes for the purposes of metal sequestration, especially of lanthanides and actinides. Also disclosed are calixarene dimer derivatives of the calixarenes of the invention. Also disclosed are processes for preparing the calixarenes and dimers.
GB9808909A 1995-11-10 1996-11-04 Calixarenes and their use for sequestration of metals Expired - Fee Related GB2322625B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB9808909A GB2322625B (en) 1995-11-10 1996-11-04 Calixarenes and their use for sequestration of metals

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB9523119.7A GB9523119D0 (en) 1995-11-10 1995-11-10 Calixarenes
PCT/GB1996/002687 WO1997017322A1 (en) 1995-11-10 1996-11-04 Calixarenes and their use for sequestration of metals
GB9808909A GB2322625B (en) 1995-11-10 1996-11-04 Calixarenes and their use for sequestration of metals

Publications (3)

Publication Number Publication Date
GB9808909D0 GB9808909D0 (en) 1998-06-24
GB2322625A true GB2322625A (en) 1998-09-02
GB2322625B GB2322625B (en) 1999-08-18

Family

ID=26308097

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9808909A Expired - Fee Related GB2322625B (en) 1995-11-10 1996-11-04 Calixarenes and their use for sequestration of metals

Country Status (1)

Country Link
GB (1) GB2322625B (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0432989A2 (en) * 1989-12-13 1991-06-19 LOCTITE (IRELAND) Ltd. Calixarene and oxacalixarene derivatives and use thereof for sequestration of metals
WO1995001346A1 (en) * 1993-06-30 1995-01-12 Akzo Nobel N.V. Chelating compounds

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0432989A2 (en) * 1989-12-13 1991-06-19 LOCTITE (IRELAND) Ltd. Calixarene and oxacalixarene derivatives and use thereof for sequestration of metals
WO1995001346A1 (en) * 1993-06-30 1995-01-12 Akzo Nobel N.V. Chelating compounds

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
Angewandte Chemie International Edition, 1990, Vol. 29, no. 3, pages 280-282 *
Journal of the Chemical Society, Perkin Transactions 1, 1991, pages 3137-3142 *
Journal of the Chemical Society, Perkin Transactions 2, 1995, no. 1, pages 131-134 *

Also Published As

Publication number Publication date
GB2322625B (en) 1999-08-18
GB9808909D0 (en) 1998-06-24

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20011104