Method for preparing adduct of butadiene polymer or copolymer and .alpha., .beta.-ethylenically unsaturated dicarboxylic acid compound

In a method for preparing an adduct of (A) a butadiene lower polymer, or a butadiene lower copolymer of butadiene and a monomer selected from the group consisting of a conjugated diolefin and a vinyl substituted aromatic compound, and (B) a .alpha.,.beta.-ethylenically unsaturated dicarboxylic acid compound selected from the group consisting of maleic anhydride, citraconic anhydride, 1,2-diethylmaleic anhydride, maleic acid monomethyl ester, maleic acid dimethyl ester and maleic acid diethyl ester, said method is characterized in that said (A) and (B) are reacted at a temperature of from 120.degree.C to 250.degree.C in the presence of an inert gas and from 0.005 to 5 percent by weight, based upon the weight of (A), of a compound selected from (C) the group consisting of a p-phenylenediamine a pyrogallol, a N-nitrosoamine, a quinoline and a naphthol, said p-phenylenediamine being selected from the group consisting of

• N,n'-dimethyl-p-phenylenediamine,
• N,n'-diethyl-p-phenylenediamine,
• N,n'-dipropyl-p-phenylenediamine,
• N,n'-diisopropyl-p-phenylenediamine,
• N,n'-di-n-butyl-p-phenylenediamine,
• N,n'-di-sec-butyl-p-phenylenediamine,
• N,n'-di-tert-butyl-p-phenylenediamine,
• N,n'-diphenyl-p-phenylenediamine,
• N-phenyl-N'-isopropyl-p-phenylenediamine and
• N,n'-di-.beta.-naphthyl-p-phenylenediamine;
• said pyrogallol is pyrogallol or 1,2,3-trihydroxy-5-methylbenzene;
• said N-nitrosoamine being selected from the group consisting of N-nitroso-dimethylamine, N-nitroso-diethylamine, N-nitroso-di-n-propylamine, N-nitroso-di-n-butylamine, N-nitroso-di-n-pentylamine, N-nitroso-di-n-hexylamine, N-nitroso-dicyclohexylamine, N-nitroso-diphenylamine, N-nitroso-dicumenylamine, N-nitroso-ditolylamine, N-nitroso-dixylylamine, N-nitroso-methylphenylamine, N-nitroso-ethylphenylamine and N-nitroso-dinaphthylamine;
• said quinoline being selected from the group consisting of
• 1. 2-dihydro-2,2,4-trimethylquinoline,
• 1,2-dihydro-2,2,4-triethylquinoline,
• 1,2-dihydro-2,2,4-tri-n-propylquinoline,
• 1,2-dihydro-2,2,4-tri-n-butylquinoline,
• 1,2-dihydro-2,2-dimethyl-4-ethylquinoline,
• 1,2-dihydro-2,2,4-trimethyl-6-methoxyquinoline,
• 1,2-dihydro-2,2,4-trimethyl-6-propoxyquinoline and
• 1,2-dihydro-2,2,4-trimethyl-6-n-butoxyquinoline;
• and
• said naphthol being selected from the group consisting of
• 1,2-dihydroxynaphthalene, 1,3-dihydroxynaphthalene, 1,4-dihydroxynaphthalene, 1,5-dihydroxynaphthalene, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 1,8-dihydroxynaphthalene, 2,3-dihydroxynaphthalene, 2,6-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1-amino-2-naphthol, 2-amino-1-naphthol, 4-amino-1-naphthol, 5-amino-1-naphthol, 6-amino-1-naphthol, 7-amino-1-naphthol, 7-amino-2-naphthol, 8-amino-1-naphthol, 8-amino-2-naphthol, 1-nitro-2-naphthol, 2-nitro-1-naphthol and 4-nitro-1-naphthol.