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WO2005026136A3 - 2, 2'-azino-bis-thiazolines and uses thereof as air- and water- stable radical precursors - Google Patents

2, 2'-azino-bis-thiazolines and uses thereof as air- and water- stable radical precursors Download PDF

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Publication number
WO2005026136A3
WO2005026136A3 PCT/FR2004/002320 FR2004002320W WO2005026136A3 WO 2005026136 A3 WO2005026136 A3 WO 2005026136A3 FR 2004002320 W FR2004002320 W FR 2004002320W WO 2005026136 A3 WO2005026136 A3 WO 2005026136A3
Authority
WO
WIPO (PCT)
Prior art keywords
organic group
air
water
alkenyl
represent
Prior art date
Application number
PCT/FR2004/002320
Other languages
French (fr)
Other versions
WO2005026136A2 (en
Inventor
Michel Armand
Amer Hammami
Hicham Cavalie-Kosheiry
Original Assignee
Michel Armand
Amer Hammami
Hicham Cavalie-Kosheiry
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 Michel Armand, Amer Hammami, Hicham Cavalie-Kosheiry filed Critical Michel Armand
Publication of WO2005026136A2 publication Critical patent/WO2005026136A2/en
Publication of WO2005026136A3 publication Critical patent/WO2005026136A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/18—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/50—Nitrogen atoms bound to hetero atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

Abstract

The invention concerns a chemical compound of general formula (I), wherein: RF and R'F', identical or different, represent each a halogen atom or an organic group selected among an alkyl, an alkenyl, an aralkyl, and alkyl-alkenyl, an aryl-alkenyl, said groups being linear or branched, a cycloalkyl, an aryl containing 1 to 28 carbon atoms, said organic group being halogenated, for example at least 40 % of its hydrogen atoms being substituted by a halogen, said organic group optionally comprising one or several heteroatoms such as -O-, =N-, -S-, =P-, =(P=O)-, -SO-, -SO2-, and RF and R'F' are each optionally part of a polymeric chain or a network; R and R', identical or different, represent each an organic group having 1 to 400 carbon atoms, and are each optionally part of a polymeric chain or of a network; R1 and R'1, identical or different, have each one of the meanings of R and may also represent a hydrogen atom. The invention also concerns the use of such compounds as air- and water-stable radical precursors.
PCT/FR2004/002320 2003-09-11 2004-09-13 2, 2'-azino-bis-thiazolines and uses thereof as air- and water- stable radical precursors WO2005026136A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CA2,448,618 2003-09-11
CA 2448618 CA2448618A1 (en) 2003-09-11 2003-09-11 New 2,2'-azino-bis-thiazolines as precursors to air-stable radicals

Publications (2)

Publication Number Publication Date
WO2005026136A2 WO2005026136A2 (en) 2005-03-24
WO2005026136A3 true WO2005026136A3 (en) 2005-06-23

Family

ID=34230795

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2004/002320 WO2005026136A2 (en) 2003-09-11 2004-09-13 2, 2'-azino-bis-thiazolines and uses thereof as air- and water- stable radical precursors

Country Status (2)

Country Link
CA (1) CA2448618A1 (en)
WO (1) WO2005026136A2 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5328994A (en) * 1992-02-25 1994-07-12 Bayer Aktiengesellschaft Azinoneutromethines
EP0846948A1 (en) * 1996-12-09 1998-06-10 Bayer Corporation Mediators useful in an electrochemical biosensor

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5328994A (en) * 1992-02-25 1994-07-12 Bayer Aktiengesellschaft Azinoneutromethines
EP0846948A1 (en) * 1996-12-09 1998-06-10 Bayer Corporation Mediators useful in an electrochemical biosensor

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
ARMAND M ET AL: "A New Family of 2(3H)-Thiazolone Azines as Precursors to Air-Stable Radical Cations", BULL. CHEM. SOC. JPN, vol. 77, 2004, pages 165 - 167, XP002323149 *
HÜNIG S ET AL: "Polarographie und Spektroskopie heterocyclischer Azine und ihrer höheren Oxydationsstufen", LIEBIGS ANN. CHEM., vol. 752, 1971, pages 196 - 205, XP009045651 *
HÜNIG S, SAUER G: "Polarographie von Thiazolon-(2)-azinen", LIEBIGS ANN. CHEM., vol. 748, 1971, pages 189 - 200, XP009045724 *
HÜNIG S, SAUER G: "Radikal-Kationen aus substituierten Thiazolon-(2)-azinen", LIEBIGS ANN. CHEM., vol. 748, 1971, pages 173 - 188, XP009045652 *

Also Published As

Publication number Publication date
CA2448618A1 (en) 2005-03-11
WO2005026136A2 (en) 2005-03-24

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