GB570045A - Improvements in antioxidants - Google Patents

Improvements in antioxidants

Info

Publication number
GB570045A
GB570045A GB8002/43A GB800243A GB570045A GB 570045 A GB570045 A GB 570045A GB 8002/43 A GB8002/43 A GB 8002/43A GB 800243 A GB800243 A GB 800243A GB 570045 A GB570045 A GB 570045A
Authority
GB
United Kingdom
Prior art keywords
cycloalkoxy
preparation
examples
aryl
diarylamine
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
GB8002/43A
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.)
Uniroyal Inc
Original Assignee
United States Rubber Co
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 United States Rubber Co filed Critical United States Rubber Co
Publication of GB570045A publication Critical patent/GB570045A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/17Amines; Quaternary ammonium compounds
    • C08K5/18Amines; Quaternary ammonium compounds with aromatically bound amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Rubber and allied gums and turpentine are preserved from oxidation by the incorporation therewith of a cycloalkoxy-diarylamine having at least four carbon atoms in the closed ring of the cycloalkoxy group. The compounds are prepared by the interaction of the corresponding hydroxy-diarylamine with a cycloalkoxy halide. The anti-oxidants have the general formula R-NH-R1-O-Y, where R is aryl or substituted aryl, R1 is arylene, and Y is a cycloalkoxy group. Examples of the method of preparation of the anti-oxidants which are stated to be of general application are: (1) the preparation of 4-cyclohexyloxy-diphenylamine by refluxing a solution of 4-hydroxy-diphenylamine in n-amyl alcohol containing dissolved metallic sodium for 24 hours with cyclohexyl chloride; (2) the preparation of 4-cyclohexyloxy-phenyl beta naphthylamine by refluxing cyclohexyl chloride with 4-hydroxy-phenyl beta naphthylamine under the same conditions as example (1). Examples of the efficiency of the antioxidants are given with respect to the use of the compounds prepared in examples (1) and (2) above in a rubber mix and in turpentine, using the method of Howland and Hart.ALSO:Rubber and allied gums are preserved from oxidation by the incorporation therewith of a cycloalkoxy-diarylamine having at least four carbon atoms in the closed ring of the cycloalkoxy group. The compounds are prepared by the interaction of the corresponding hydroxydiarylamine with a cycloalkoxy halide. The anti-oxidants have the general formula R-NH-R1-O-Y, where R is aryl or substitute aryl, R1 is arylene, and Y is a cycloalkoxy group. Examples of the method of preparation are given (see Group IV).
GB8002/43A 1942-08-19 1943-05-20 Improvements in antioxidants Expired GB570045A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US570045XA 1942-08-19 1942-08-19

Publications (1)

Publication Number Publication Date
GB570045A true GB570045A (en) 1945-06-20

Family

ID=22007903

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8002/43A Expired GB570045A (en) 1942-08-19 1943-05-20 Improvements in antioxidants

Country Status (1)

Country Link
GB (1) GB570045A (en)

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