Research Article

Pyrolysis of Tall Oil-Derived Fatty and Resin Acid Mixtures

Table 3

Classification of aromatic pyrolysis products (including their formula) from the tall oil studies.

Aromatics, one benzene ring
 BenzeneC6H6
 TolueneC7H8
 EthylbenzeneC8H10
 StyreneC8H8
o-Xylene and p-xylenecC8H10
 CumenecC8H12
 PropenylbenzeneC9H12
 IsocumenebC9H12
o-Ethyltoluene and m-ethyltolueneC9H12
α-MethylstyrolcC9H10
m-VinyltoluenebC9H10
 2-IsopropyltolueneC10H14
 IndanebC9H10
 IndeneC9H8
 1,2-DiethylbenzenecC10H14
m-Propyltoluenec and o-propyltoluenebC10H14
 ButylbenzenebC10H14
β-DimethylstyreneC10H12
 2,5-DimethylstyrenecC10H12
p-MethylcumenecC10H14
o-AllyltoluenecC10H12
 2-ButenylbenzeneC10H12
α,p-DimethylstyrenecC10H12
p-EthylcumenecC11H16
 2-Phenyl-2-penteneC11H14
 2,4-DimethylcumenecC11H16
 1-MethylindenebC10H10
o-Isopropyl-α-methylstyrenecC12H16
 PhenoprenecC10H10
 PentylbenzenebC11H16
 1,2-DihydronaphthalenebC10H10
p-IsobutyltoluenebC11H16
 3-Phenyl-2-pentenecC11H14
 1,1-DimethylindeneC11H12
 Trimethyl(1-methylethyl)benzenecC12H18
 2,3-Dihydro-1,1,6-trimethylindenecC12H16
 1,4-DimethyltetralincC12H16
 1,3-Dimethylindenec and 4,7-dimethylindenecC11H12
 1,2-Diethyl-3,4-dimethylbenzenecC12H18
 HexylbenzenebC12H18
  (1-Methylbuta-1,3-dienyl)benzenecC11H12
 1,2-Dihydro-3-methylnaphthalenecC11H12
 1,1,3-TrimethylindenecC12H14
β,2,4,6-TetramethylstyrenecC12H16
 1,1,6-Trimethyltetralinc C13H18
 1-Phenyl-1,3-hexadienecC12H14
 HeptylbenzenebC13H20
o-HexyltoluenebC13H20
 (2,4,6-Trimethylphenyl)allenecC12H14
 1,1-Dimethyl-3-vinylindancC13H16
 OctylbenzenebC14H22
 3-Ethyl-1-(1-methylethyl)indenecC14H18
 NonylbenzenebC15H24
 DecylbenzenebC16H26
 Methyl-1-methyleneoctahydrophenanthrenecC16H20
 UndecylbenzenebC17H28
 4,8-Diethyl-1,5-dimethyldicyclopenta[a,d]benzenecC18H26
Aromatics, two benzene rings
 NaphthaleneC10H8
α-Methylnaphthalene and β-methylnaphthaleneC11H10
 1,3-Dimethylnaphthalene and C12H12
 2,6-dimethylnaphthalenec
 1-EthylnaphthalenecC12H12
 2-EthenylnaphthalenecC12H10
 2-(1-Methylethyl)naphthalenecC13H14
 1,4,5-TrimethylnaphthalenecC13H14
 1,2,3,4-TetramethylnaphthalenecC14H16
 1-Methyl-7-(1-methylethyl)naphthalenecC14H16
 4,4-Dimethyl-1,1-biphenylcC14H14
 1,6-Dimethyl-4-(1-methylethyl)naphthalenecC15H18
 9,10-Dihydro-1-methylphenanthrenecC15H16
 1,1-Diphenyl-1,3-pentadienecC17H16
 Bis(1-methylethyl)-1,1-biphenylcC18H22
 9-Butyl-1,2,3,4-tetrahydroanthracenecC18H22
Aromatics, three benzene rings
 1-Methyl-phenanthrenecC15H12
 2,3,5-TrimethylphenanthrenecC17H16
 1-Methyl-7-(1-methylethyl)phenanthrenecC18H18
 Methyl-n-propylphenanthrenecC18H18
Phenolics and other oxygen containing aromatics
 PhenolbC6H6O
 2-MethylphenolcC7H8O
 2,5-DimethylphenolcC8H10O
 1-(2,4-Dimethylphenyl)ethanonecC10H12O
 4-(1-Methylethyl)benzenemethanolcC10H14O
 2,3-Dihydro-3,3-dimethylinden-1-olcC11H14O
 1-(1,1-Biphenyl)-4-yl-ethanonecC14H12O
 IsomaturnincC16H14O3

a C ompounds are listed within each substance group according to their GC retention times.
b O nly in the pyrolysate of neutralised TOFA.
c O nly in the pyrolysate of neutralised TOR.