GB806534A - Alkylated diphenols and alkylated dinaphthols - Google Patents

Alkylated diphenols and alkylated dinaphthols

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Publication number
GB806534A
GB806534A GB8811/56A GB881156A GB806534A GB 806534 A GB806534 A GB 806534A GB 8811/56 A GB8811/56 A GB 8811/56A GB 881156 A GB881156 A GB 881156A GB 806534 A GB806534 A GB 806534A
Authority
GB
United Kingdom
Prior art keywords
dihydroxydiphenyl
diisopropyl
carbon atoms
tert
dimethyl
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
GB8811/56A
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.)
Ethyl Corp
Original Assignee
Ethyl 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 Ethyl Corp filed Critical Ethyl Corp
Publication of GB806534A publication Critical patent/GB806534A/en
Expired legal-status Critical Current

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    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0084—Antioxidants; Free-radical scavengers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/06—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
    • C07C37/07—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation with simultaneous reduction of C=O group in that ring
    • C—CHEMISTRY; METALLURGY
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    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12—Compounds 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
    • C07C39/15—Compounds 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
    • C—CHEMISTRY; METALLURGY
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    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14—Unsaturated ethers
    • C07C43/178—Unsaturated ethers containing hydroxy or O-metal groups
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    • C08K5/13—Phenols; Phenolates
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    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C11B5/00—Preserving by using additives, e.g. anti-oxidants
    • C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
    • C11B5/0035—Phenols; Their halogenated and aminated derivates, their salts, their esters with carboxylic acids
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    • C10N2040/17—Electric or magnetic purposes for electric contacts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy

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  • Oil, Petroleum & Natural Gas (AREA)
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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)

Abstract

Gasolines and hydrocarbon diesel and lubricating oils contain as antioxidants, or stabilizers in the presence of ozone 3,31,5,51-tetraisopropyl - 4,41 - dihydroxydiphenyl; 3,31 - dimethyl - 5,51 - ditent - amyl - 4,41 - dihydroxydiphenyl; 3,31 - dimethyl - 5,51 - diisopropyl-4,41 - dihydroxydiphenyl; 3,31 - diisopropyl-5,51 - di - tert - butyl - 4,41 - dihydroxydiphenyl and 3,31 - dialkyl - 4,41 - dihydroxy - 1,1 - dinaphthyls of the formula <FORM:0806534/III/1> wherein the groups R are the same and are either secondary alkyl radicals containing from 3 to 12 carbon atoms or tertiary alkyl radicals containing from 4 to 12 carbon atoms (see Group IV (b)).ALSO:Natural and synthetic rubber compositions comprise as antioxidants 3,31,5,51-tetraisopropyl-4,41-dihydroxy diphenyl; 3,31-dimethyl-5,51 - di - tert. - amyl - 4,41 - dihydroxydiphenyl; 3,31 - dimethyl - 5,51 - diisopropyl - 4,41 - di hydroxydiphenyl; 3,31 - diisopropyl - 5,51 - di - tert. - butyl - 4,41 - dihydroxydiphenyl and 3,31 - dialkyl - 4,41 - dihydroxy - 1,1 - dinaphthyls having the formula <FORM:0806534/IV (a)/1> where both R's represent secondary alkyl radicals containing from 3 to 12 carbon atoms or tertiary alkyl radicals containing from 4 to 12 carbon atoms (see Group IV (b)).ALSO:The invention comprises 3,31,5,51-tetraisopropyl - 4,41 - dihydroxydiphenyl; 3,31 - dimethyl - 5,51 - di - tert. - amyl - 4,41 - dihydroxydiphenyl; 3,31 - dimethyl - 5,51 - diisopropyl-4,41 - dihydroxydiphenyl; 3,31 - diisopropyl-5,51 - di - tert. - butyl - 4,41 - dihydroxydiphenyl and 3,31 - dialkyl - 4,41 - dihydroxy - 1,1 - dinaphthyls having the formula <FORM:0806534/IV (b)/1> wherein the groups designated by R are the same and are either secondary alkyl radicals containing from 3 to 12 carbon atoms or tertiary alkyl radicals containing from 4 to 12 carbon atoms and a process for the production thereof wherein 2,6-diisopropyl phenyl; 2-methyl-6-tert. amyl phenol; 2-methyl-6-isopropyl phenol, 2-isopropyl-6-tert.-butyl phenol; or a 2-alkyl-naphthol-1 having the formula <FORM:0806534/IV (b)/2> wherein R is a secondary alkyl radical containing from 3 to 12 carbon atoms or a tertiary alkyl radical containing from 4 to 21 carbon atoms is oxidized with chromic acid, nitric acid or ferric chloride to the corresponding diphenoquinone or dinaphthoquinone which is then chemically reduced by the use of stannous chloride, ferrous chloride or zinc and acetic acid. Examples are furnished of the preparation of the specific diphenols mentioned above and 3,31-diisopropyl-4,41-dihydroxy-1,1-dinaphthyl.
GB8811/56A 1955-03-21 1956-03-21 Alkylated diphenols and alkylated dinaphthols Expired GB806534A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1768717B1 (en) * 1966-05-26 1972-01-13 Ethyl Corp Process for the preparation of 4,4'-dihydroxy-3,5,3 ', 5'-tetraalkyldiphenylene
DE2139564A1 (en) * 1970-08-08 1972-02-17 CIBA Geigy AG, Basel (Schweiz) Preparation of 3,3,5,5 tetra isopropyl 4,4 hydroxydiphenyl
JP2016511248A (en) * 2013-02-21 2016-04-14 シーアン リーバン ファーマシューティカル カンパニー リミテッド Novel crystal form of 3,3 ', 5,5'-tetraisopropyl-4,4'-biphenol and process for producing the same

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1148237B (en) * 1957-10-21 1963-05-09 Shell Int Research Process for the preparation of 2,6-dialkylphenols
DE1191567B (en) * 1958-09-18 1965-04-22 Du Pont Molding compounds made from propylene polymers and a stabilizer combination
DE1154484B (en) * 1959-11-23 1963-09-19 Shell Int Research Process for the preparation of 2,6-dialkylphenols
BE598644A (en) * 1959-12-31
DE1183504B (en) * 1960-04-11 1964-12-17 Ethyl Corp Use of synergistic mixtures of phosphite esters and methylenebisphenols to stabilize motor fuels, lubricants and higher molecular or polymeric hydrocarbons against auto-oxidation in the heat

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1768717B1 (en) * 1966-05-26 1972-01-13 Ethyl Corp Process for the preparation of 4,4'-dihydroxy-3,5,3 ', 5'-tetraalkyldiphenylene
DE2139564A1 (en) * 1970-08-08 1972-02-17 CIBA Geigy AG, Basel (Schweiz) Preparation of 3,3,5,5 tetra isopropyl 4,4 hydroxydiphenyl
JP2016511248A (en) * 2013-02-21 2016-04-14 シーアン リーバン ファーマシューティカル カンパニー リミテッド Novel crystal form of 3,3 ', 5,5'-tetraisopropyl-4,4'-biphenol and process for producing the same

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NL254702A (en)

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