GB687532A - Improvements in or relating to liquid oily composite products and method of preparation thereof - Google Patents

Improvements in or relating to liquid oily composite products and method of preparation thereof

Info

Publication number
GB687532A
GB687532A GB412/51A GB41251A GB687532A GB 687532 A GB687532 A GB 687532A GB 412/51 A GB412/51 A GB 412/51A GB 41251 A GB41251 A GB 41251A GB 687532 A GB687532 A GB 687532A
Authority
GB
United Kingdom
Prior art keywords
diphenylamine
mixture
phenylethyl
tertiary octyl
per cent
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
GB412/51A
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.)
Goodrich Corp
Original Assignee
BF Goodrich Corp
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 BF Goodrich Corp filed Critical BF Goodrich Corp
Publication of GB687532A publication Critical patent/GB687532A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00—Preserving by using additives, e.g. anti-oxidants
    • C11B5/0042—Preserving by using additives, e.g. anti-oxidants containing nitrogen
    • C11B5/005—Amines or imines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)

Abstract

An antioxidant comprises a liquid mixture of (1) 4 : 41-di-(tertiary octyl)-diphenylamine; (2) 4 : 41 - di - (a - phenylethyl) - diphenylamine; (3) 4 - (tertiary octyl) - 41 - (a - phenylethyl) - diphenylamine; (4) 4 - (tertiary octyl)-diphenylamine, and (5) 4-(a -phenylethyl)-diphenylamine; (1)-(3) comprise 50-70 per cent and (4)-(5) 30-50 per cent by weight of the mixture. In an example, the properties of a composition of a butadiene-styrene copolymer (75 : 25), zinc oxide, sulphur, carbon black, petroleum paraffin softener, N-cyclohexyl - 2 - benzthiazyl - sulphenamide with a mixture as above are compared with those of a similar composition containing instead a mixture of mono- and di-heptyl-diphenylamines. The antioxidant mixture may also be used with copolymers of butadiene (or other diene) with acrylic and methacrylic acids, esters, nitriles and amides, vinylpyridine, isobutylene and substituted styrenes; further, the mixture may be used with polymers and copolymers of chloroprene.ALSO:The invention comprises a liquid mixture of (1) 4 : 41-di-(tertiary octyl)-diphenylamine; (2) 4 : 41 - di - (a - phenylethyl) - diphenylamine; (3) 4 - (tertiary octyl) - 41 - (a - phenylethyl)-diphenylamine; (4) 4-(tertiary octyl)-diphenylamine, and (5) 4 - (a - phenylethyl) - diphenylamine; (1)-(3) comprise 50-70 per cent and (4)-(5) 30-50 per cent by weight of the mixture. Such a mixture is obtained by reacting di-isobutylene, styrene and diphenylamine p in the presence of a Friedel-Crafts catalyst such as aluminium chloride; the ratio of diisobutylene to styrene is 2 : 1-5 : 1 by weight and the ratio of hydrocarbon to diphenylamine is 1.3 : 1-2 : 1. Reaction occurs at a temperature of 150-200 DEG C. Examples are given of the preparation of two typical products.ALSO:An antioxidant comprises a liquid mixture of (1) 4 : 41-di-(tertiary octyl)-diphenylamine, (2) 4 : 41-di-(a-phenylethyl)-diphenylamine, (3) 4-(tertiary octyl)-41-(a-phenylethyl) - diphenylamine, (4) 4-(tertiary octyl)-diphenylamine and (5) 4-(a-phenylethyl)-diphenylamine; (1)-(3) comprise 50-70 per cent and (4)-(5) 30-50 per cent by weight of the mixture. In an example, the properties of a composition of rubber latex, ammonium caseinate, potassium hydroxide, sulphur, a dithiocarbamate accelerator, zinc oxide, dehydrogenated rosin soap, sodium pyrophosphate with a mixture as above are compared with those of a similar composition containing instead a mixture of mono- and di-heptyldiphenylamine.
GB412/51A 1950-01-12 1951-01-05 Improvements in or relating to liquid oily composite products and method of preparation thereof Expired GB687532A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US687532XA 1950-01-12 1950-01-12

Publications (1)

Publication Number Publication Date
GB687532A true GB687532A (en) 1953-02-18

Family

ID=22084494

Family Applications (1)

Application Number Title Priority Date Filing Date
GB412/51A Expired GB687532A (en) 1950-01-12 1951-01-05 Improvements in or relating to liquid oily composite products and method of preparation thereof

Country Status (1)

Country Link
GB (1) GB687532A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1033352B (en) * 1955-05-09 1958-07-03 Thomas Howard Shelley Process for the manufacture of pressure sensitive adhesives and plasters
EP0097118A2 (en) * 1982-06-10 1983-12-28 Ciba-Geigy Ag Liquid antioxidants for lubricants and elastomers

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1033352B (en) * 1955-05-09 1958-07-03 Thomas Howard Shelley Process for the manufacture of pressure sensitive adhesives and plasters
EP0097118A2 (en) * 1982-06-10 1983-12-28 Ciba-Geigy Ag Liquid antioxidants for lubricants and elastomers
EP0097118A3 (en) * 1982-06-10 1984-07-25 Ciba-Geigy Ag Liquid antioxidants for lubricants and elastomers

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