GB406479A - Improvements in or relating to the treatment of rubber - Google Patents

Improvements in or relating to the treatment of rubber

Info

Publication number
GB406479A
GB406479A GB5977/33A GB597733A GB406479A GB 406479 A GB406479 A GB 406479A GB 5977/33 A GB5977/33 A GB 5977/33A GB 597733 A GB597733 A GB 597733A GB 406479 A GB406479 A GB 406479A
Authority
GB
United Kingdom
Prior art keywords
naphthyl
mono
toluene
phenylenediamine
phenylene diamine
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
GB5977/33A
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 Chemical Co Inc
Original Assignee
Naugatuck Chemical 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 Naugatuck Chemical Co filed Critical Naugatuck Chemical Co
Publication of GB406479A publication Critical patent/GB406479A/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
    • C08K5/20Carboxylic acid amides
    • 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
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41Compounds containing sulfur bound to oxygen
    • C08K5/42Sulfonic acids; Derivatives thereof

Landscapes

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

Abstract

m - Acetaminophenyl - b - naphthylamine is prepared by heating one mol of mono-b -naphthyl-m-phenylenediamine with one mol of acetic anhydride for two hours on a steam bath, extracting with water, and crystallizing from toluene; p - acetaminodiphenylamine, and acetyl - b - naphthyl - m - phenylenediamine are made in a similar manner. m-(p-Toluene-sulphonylamino) - phenyl - b - naphthylamine is prepared by dissolving one mol of mono-b -naphthyl-m-phenylenediamine in alcohol, adding separately with stirring one mol of p-toluenesulphonyl chloride in alcohol and one mol of sodium acetate in alcohol, and refluxing for one hour on a steam bath. p-(p-Toluenesulphonylamino) - diphenylamine and p - (p - toluenesulphonylamino) - phenyl - p - tolylamine are prepared in a similar way. Other sulphonyl chlorides may be employed, one specified being b -naphthalene-sulphonyl chloride; other aminodiaryl amines specified are p-amino-diphenylamine, p - aminophenyltolylamines, mono-b -naphthyl-p-phenylenediamine, mono-a - naphthyl - p - phenylenediamine, mono - b - naphthyl - m - phenylenediamine, mono - a - naphthyl-m-phenylenediamine; acidyl groupings of formic acetic, butyric, stearic, benzoic, furoic, carbonic, phthalic, succinic, maleic, malonic, benzenesulphonic, toluenesulphonic, and oxalic acids may be employed.ALSO:The ageing of rubber is improved by the addition of the reaction products of amino diarylamines and acid anhydrides or acid chlorides having the probable formula (R1-NH-R2-NH)w-Y in which R1 = aryl, R2 = arylene, w = 1 or 2, and Y = an acidyl group. Numerous compounds and their preparation are described. m-acetamino-phenyl-b -naphthylamine is prepared by heating one mole of mono-b -naphthyl-m-phenylene diamine with one mole of acetic anhydride for two hours on a steam bath, extracting with water, and crystallizing from toluene. p-acetamino diphenylamine, and acetyl b -naphthyl m-phenylene diamine are made in a similar manner. m-(p-toluene sulphonylamino) phenyl b -naphthylamine is prepared by dissolving one mole of mono b -naphthyl-m-phenylene diamine in 3 litres of alcohol, adding separately with stirring one mole of p-toluene sulphonyl chloride in alcohol and one mole of sodium acetate in alcohol, and refluxing for one hour on a steam bath. p-(p-toluene sulphonylamino) diphenylamine, and p-(p-toluene sulphonylamino)-phenyl-p-tolylamine are prepared in a similar way. Other sulphonyl chlorides may be employed one specified being b -naphthalene sulphonyl chloride: other aminodiarylamines specified are p-amino-diphenylamine, p-aminophenyl tolylamines, mono-b -naphthyl-p-phenylene diamine, mono-a -naphthyl-p-phenylene diamine, mono-b -naphthyl-m-phenylene diamine, mono-a -naphthyl-m-phenylene diamine: acidyl groupings of formic, acetic, butyric, stearic, benzoic, furoic, carbonic, phthalic, succinic, maleic, malonic, benzenesulphonic, toluene sulphonic, and oxalic acids may be employed.
GB5977/33A 1932-06-04 1933-02-27 Improvements in or relating to the treatment of rubber Expired GB406479A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US406479XA 1932-06-04 1932-06-04

Publications (1)

Publication Number Publication Date
GB406479A true GB406479A (en) 1934-03-01

Family

ID=21912141

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5977/33A Expired GB406479A (en) 1932-06-04 1933-02-27 Improvements in or relating to the treatment of rubber

Country Status (1)

Country Link
GB (1) GB406479A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109796867A (en) * 2019-01-29 2019-05-24 法尔泰氪(苏州)安全科技有限公司 A kind of preparation method of high temperature resistant type high-molecular coating

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109796867A (en) * 2019-01-29 2019-05-24 法尔泰氪(苏州)安全科技有限公司 A kind of preparation method of high temperature resistant type high-molecular coating

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