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GB621004A - Rubber antioxidants - Google Patents

Rubber antioxidants

Info

Publication number
GB621004A
GB621004A GB382747A GB382747A GB621004A GB 621004 A GB621004 A GB 621004A GB 382747 A GB382747 A GB 382747A GB 382747 A GB382747 A GB 382747A GB 621004 A GB621004 A GB 621004A
Authority
GB
United Kingdom
Prior art keywords
dimethylphenyl
mixture
butyraldehyde
hydroxy
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
GB382747A
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.)
Imperial Chemical Industries Ltd
Original Assignee
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
Priority to FR961370D priority Critical patent/FR961370A/fr
Priority to NL67425D priority patent/NL67425C/xx
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB382747A priority patent/GB621004A/en
Publication of GB621004A publication Critical patent/GB621004A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/15Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
    • C07C39/16Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/20Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
    • 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
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

A mixture suitable for use as a rubber antioxidant (see Group V) comprising a bis-(2-hydroxy-3 : 5-dimethylphenyl) alkyl methane which is described in Specification 525,737 and the corresponding bis-(4-hydroxy-2 : 5-dimethylphenyl) alkylmethane is made by condensing a mixture of 50-80 per cent of 2 : 4-dimethylphenol and 50-20 per cent of 2 : 5-dimethylphenol, which is readily obtained from coal tar fractions, with an aliphatic aldehyde containing not more than 7 carbon atoms in the presence of an acid condensing agent such as hydrochloric acid. Specified mixtures are those obtained when the aldehyde is n-butyraldehyde, iso-butyraldehyde and n-propionaldehyde.ALSO:Rubber is preserved by means of a mixture of antioxidants comprising a bis-(2-hydroxy-3:5 dimethylphenyl) alkylmethane which is described in Specification 525,737 and the corresponding bis-(4-hydroxy-2:5 dimethylphenyl) alkylmethane. The antioxidant mixture may be obtained by condensing a mixture of 50 - 80 per cent of 2:4 dimethylphenyl and 50 - 20 per cent of 2:5 dimethylphenol which is readily obtained from coal tar fractions with an aliphatic aldehyde containing not more than 7 carbon atoms in the presence of an acid condensing agent such as hydrochloric acid. Specified antioxidant mixtures are those obtained when the aldehyde is n. butyraldehyde, iso-butyraldehyde and n. propionaldehyde. The mixtures are preferably compounded with pale crepe rubber, zinc oxide, blanc fixe, stearic acid, titenium dioxide, sulphur and zinc diethyldithiocarbamate, and then cured to give a lightly coloured product.
GB382747A 1947-02-10 1947-02-10 Rubber antioxidants Expired GB621004A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR961370D FR961370A (en) 1947-02-10
NL67425D NL67425C (en) 1947-02-10
GB382747A GB621004A (en) 1947-02-10 1947-02-10 Rubber antioxidants

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB382747A GB621004A (en) 1947-02-10 1947-02-10 Rubber antioxidants

Publications (1)

Publication Number Publication Date
GB621004A true GB621004A (en) 1949-04-01

Family

ID=9765681

Family Applications (1)

Application Number Title Priority Date Filing Date
GB382747A Expired GB621004A (en) 1947-02-10 1947-02-10 Rubber antioxidants

Country Status (3)

Country Link
FR (1) FR961370A (en)
GB (1) GB621004A (en)
NL (1) NL67425C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE961624C (en) * 1953-04-22 1957-04-11 Ici Ltd Process for the preparation of 2,2-dioxy-5, 5'-dimethyldiphenylmethane derivatives and their salts
DE1057605B (en) * 1954-12-03 1959-05-21 Ici Ltd Process for the preparation of an antioxidant for rubber

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB820170A (en) * 1955-04-01 1959-09-16 Goodrich Co B F Improvements in rubber compositions and in antioxidants therefor

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE961624C (en) * 1953-04-22 1957-04-11 Ici Ltd Process for the preparation of 2,2-dioxy-5, 5'-dimethyldiphenylmethane derivatives and their salts
DE1057605B (en) * 1954-12-03 1959-05-21 Ici Ltd Process for the preparation of an antioxidant for rubber

Also Published As

Publication number Publication date
NL67425C (en)
FR961370A (en) 1950-05-11

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