Hydrogen donor and acceptor abilities of pitch: 1H n.m.r. study of hydrogen transfer to anthracene

Abstract

Petroleum pitches, coal-extract solutions and hydrogenated coal-extract solutions are co-carbonized with anthracene at 673 K. Chloroform-soluble fractions of the system are monitored by 1H n.m.r. for formation of 9.10 dihydroanthracene (DHA). A hydrogenated coal-extract solution is also co-carbonized at 673 K with anthracene together with thianthrene and sulphur. Ashland A240 petroleum pitch and anthracene are co-carbonized with hydrogenated anthracene oil and resultant 1H n.m.r. spectra are analysed for DHA. The pitches and coal-extract solutions are carbonized to 823 K and the optical textures of resultant cokes are assessed by optical microscopy. The purpose of the study is to assess if pitches which form cokes with larger optical textures or have greater abilities to modify the carbonization behaviour of coals also have the ability to act as ‘hydrogen shuttles’ in the carbonization system. Results would indicate that such pitches produce the largest amounts of DHA. It is proposed that the most efficient of the modifying pitches operate by extending the zone of temperature of maximum fluidity and by increasing the value of maximum fluidity by removal by proton transfer of radicals which if left in the carbonizing system would interact to form cokes of smaller optical texture.