GB468787A - Antioxidants for rubber - Google Patents

Antioxidants for rubber

Info

Publication number
GB468787A
GB468787A GB3452935A GB3452935A GB468787A GB 468787 A GB468787 A GB 468787A GB 3452935 A GB3452935 A GB 3452935A GB 3452935 A GB3452935 A GB 3452935A GB 468787 A GB468787 A GB 468787A
Authority
GB
United Kingdom
Prior art keywords
dihydroquinoline
trimethyl
aqueous solution
brittle
residue
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
GB3452935A
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.)
RICHARD FRANK GOLDSTEIN
Imperial Chemical Industries Ltd
Original Assignee
RICHARD FRANK GOLDSTEIN
Imperial Chemical Industries Ltd
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 RICHARD FRANK GOLDSTEIN, Imperial Chemical Industries Ltd filed Critical RICHARD FRANK GOLDSTEIN
Priority to GB3452935A priority Critical patent/GB468787A/en
Publication of GB468787A publication Critical patent/GB468787A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432—Six-membered rings
    • C08K5/3437—Six-membered rings condensed with carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The deterioration of rubber with age is retarded by the addition to the mix of a resinous body formed by treating 2 : 2 : 4-trimethyl - 1 : 2 - dihydroquinoline with an aqueous solution of a chloride, bromide, or iodide of zinc, aluminium, or di- or tri-valent iron. The resinification takes place when the reactants are vigorously stirred together at 80--100 DEG C. Unchanged trimethyldihydroquinoline and any low boiling oil which may be formed is removed by distillation and the hard and brittle residue is used as the anti-oxidant. In an example, 2 : 2 : 4-trimethyl-1 : 2-dihydroquinoline is stirred with an aqueous solution of ferric chloride at 90 DEG C. for 40 hours. The product is distilled in vacuo, to yield a brittle resinous residue m.p. 65--70 DEG C. Specification 450,323 is referred to.ALSO:The deterioration of rubber with age is retarded by the addition to the mix of a resinous body formed by treating 2 : 2 : 4-trimethyl-1 : 2-dihydroquinoline with an aqueous solution of a bromide, chloride or iodide of zinc, aluminium or di- or tri-valent iron. The resinification takes place when the reactants are vigorously stirred together at 80-100 DEG C. Unchanged trimethyldihydroquinoline and any low boiling oil which may be formed is removed by distillation and the hard and brittle residue is used as an anti-oxidant. In an example 2 : 2 : 4-trimethyl-1 : 2-dihydroquinoline is stirred with an aqueous solution of ferric chloride at 90 DEG C. for 40 hours. The product is distilled in vacuo to yield a brittle resinous residue, m.p. 65-70 DEG C. Specification 450,323 is referred to.
GB3452935A 1935-12-12 1935-12-12 Antioxidants for rubber Expired GB468787A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3452935A GB468787A (en) 1935-12-12 1935-12-12 Antioxidants for rubber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3452935A GB468787A (en) 1935-12-12 1935-12-12 Antioxidants for rubber

Publications (1)

Publication Number Publication Date
GB468787A true GB468787A (en) 1937-07-12

Family

ID=10366766

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3452935A Expired GB468787A (en) 1935-12-12 1935-12-12 Antioxidants for rubber

Country Status (1)

Country Link
GB (1) GB468787A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2947720A (en) * 1955-07-29 1960-08-02 Firestone Tire & Rubber Co Oxidation products of 6-substituted-2, 2, 4-trialkyl dihydroquinolines as antioxidants
DE1227652B (en) * 1963-01-17 1966-10-27 Goodyear Tire & Rubber Process for the preparation of polymers of 2, 2, 4-trimethyl-1, 2-dihydroquinoline

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2947720A (en) * 1955-07-29 1960-08-02 Firestone Tire & Rubber Co Oxidation products of 6-substituted-2, 2, 4-trialkyl dihydroquinolines as antioxidants
DE1227652B (en) * 1963-01-17 1966-10-27 Goodyear Tire & Rubber Process for the preparation of polymers of 2, 2, 4-trimethyl-1, 2-dihydroquinoline

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