GB1462695A - Hydroxy-phenylated hydantoins and their use as stabilisers for organic materials - Google Patents

Hydroxy-phenylated hydantoins and their use as stabilisers for organic materials

Info

Publication number
GB1462695A
GB1462695A GB1975374A GB1975374A GB1462695A GB 1462695 A GB1462695 A GB 1462695A GB 1975374 A GB1975374 A GB 1975374A GB 1975374 A GB1975374 A GB 1975374A GB 1462695 A GB1462695 A GB 1462695A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
denotes
alkyl
hydrogen
formula
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.)
Expired
Application number
GB1975374A
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1462695A publication Critical patent/GB1462695A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
    • C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
    • C07D233/78—Radicals substituted by oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cosmetics (AREA)

Abstract

1462695 Hydroxyphenylated hydantoins as antioxidants CIBA-GEIGY AG 6 May 1974 [7 May 1973] 19753/74 Heading C3P [Also in Division C2] Novel stabilizers for organic polymers comprise keto-dioxolanes of the formula wherein R 1 denotes alkyl with 1 to 8 carbon atoms, cycloalkyl with 6 to 8 carbon atoms or aralkyl with 7 to 9 carbon atoms; R 2 denotes hydrogen, alkyl with 1 to 8 carbon atoms, cycloalkyl with 6 to 8 carbon atoms or aralkyl with 7 to 9 carbon atoms; R 3 denotes hydrogen or methyl; X denotes a direct bond, alkylene with 2 or 3 carbon atoms, which can be interrupted by oxygen or sulphur atoms, or the radical -O-CH 2 -, wherein the oxygen atom is bonded to the phenol radical; R 4 denotes hydrogen, alkyl with 1 to 17 carbon atoms, alkenyl with 2 to 17 carbon atoms, alkylthioalkyl with 3 to 21 carbon atoms, alkyloxyalkyl with 3 to 21 carbon atoms, cyclohexyl, benzyl, phenyl, alkylphenyl with 7 to 14 carbon atoms, alkoxyphenyl with 7 to 24 carbon atoms, chlorophenyl, dichlorophenyl, naphthyl or a group of the formula or X and R 4 conjointly with the carbon atom in the 5-position of the hydantoin ring denote one of the radicals m denotes 1 to 3, R 5 -if m is 1-denotes hydrogen, alkyl with 1 to 18 carbon atoms, alkenyl with 3 to 18 carbon atoms, cyclohexyl, benzyl, hydroxybenzyl which is unsubstituted or substituted by 1 to 3 alkyl groups each with 1 to 4 carbon atoms, or one of the groups -CH 2 CH 2 CN or -(CH 2 ) q -COOR, wherein R is alkyl with 1 to 18 carbon atoms and q is 1 or 2, or a group of the formula or-if m is 2-denotes alkylene with 1 to 18 carbon atoms, alkyloxyalkylene with 4 to 21 carbon atoms, wherein the carbon atom bonded to the nitrogen does not carry any further hetero-atoms, alkylthioalkylene with 4 to 21 carbon atoms, wherein the carbon atom bonded to nitrogen carries no further heteroatoms, or one of the groups wherein q is 1 or 2 and n is 2 to 18 or-if m is 3-denotes alkanetriyl of 1 to 18 carbon atoms or the group and R 6 -if m is 1-is hydrogen, (C 1 -C 18 ) alkyl or a group of the formula or C 6 H 5 NCO- or-if m is 2 or 3-is hydrogen. The compound may be used in conjunction with a conventional stabilizer such as DLTDP. Reference has been directed by the Comptroller to Specification 1,380,455.
GB1975374A 1973-05-07 1974-05-06 Hydroxy-phenylated hydantoins and their use as stabilisers for organic materials Expired GB1462695A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US35774473A 1973-05-07 1973-05-07

Publications (1)

Publication Number Publication Date
GB1462695A true GB1462695A (en) 1977-01-26

Family

ID=23406845

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1975374A Expired GB1462695A (en) 1973-05-07 1974-05-06 Hydroxy-phenylated hydantoins and their use as stabilisers for organic materials

Country Status (8)

Country Link
JP (1) JPS5018366A (en)
CA (1) CA1036601A (en)
CH (1) CH587903A5 (en)
DE (1) DE2421078A1 (en)
FR (1) FR2228777B1 (en)
GB (1) GB1462695A (en)
LU (1) LU70006A1 (en)
NL (1) NL7406124A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000926A1 (en) * 1977-08-22 1979-03-07 Battelle Development Corporation Method and apparatus for producing flakes from molten material
EP0006407A1 (en) * 1978-06-13 1980-01-09 Nippon Zoki Pharmaceutical Co. Ltd. Hydantoin derivatives, their preparation and pharmaceutical compositions containing them

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2458546A1 (en) * 1979-06-07 1981-01-02 Hoechst France PROCESS FOR THE PRODUCTION OF RACEMIC ARYL-5 HYDANTOINS AND NEW PRODUCTS RESULTING THEREFROM
WO2014110308A1 (en) * 2013-01-11 2014-07-17 Sachem, Inc. Color inhibitor for quaternary ammonium hydroxide in non-aqueous solvent

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000926A1 (en) * 1977-08-22 1979-03-07 Battelle Development Corporation Method and apparatus for producing flakes from molten material
EP0000926B1 (en) * 1977-08-22 1981-09-30 Battelle Development Corporation Method and apparatus for producing flakes from molten material
EP0006407A1 (en) * 1978-06-13 1980-01-09 Nippon Zoki Pharmaceutical Co. Ltd. Hydantoin derivatives, their preparation and pharmaceutical compositions containing them

Also Published As

Publication number Publication date
LU70006A1 (en) 1976-04-13
CH587903A5 (en) 1977-05-13
DE2421078A1 (en) 1974-11-28
FR2228777A1 (en) 1974-12-06
NL7406124A (en) 1974-11-11
JPS5018366A (en) 1975-02-26
FR2228777B1 (en) 1978-01-13
CA1036601A (en) 1978-08-15

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Legal Events

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