2. The purpose: investigation of a new
catalyst system by phenol alkylation with
terpenes .
Objectives:
To study original sources on phenols
alkylation.
To investigate heterogeneous acid
catalysts in phenols alkylation.
To select catalytic systems for phenols
alkylation.
3. Application of phenolic antioxidants
Stabilizers
of polymers
Medical
equipment.
Surfactants
Food
antioxidants
Plasticizers
Inhibitors
thermopolymeriza
tion
OH
R
4. Alkylation of resorcinol by β-pinene
HO O HO O O O O O
3 4 5 6
OH
+ cat
OH
1 2
OR
OR
OH OR
R
OH
OH
7 8 9
Cat= (PhO)3 AI
H
R= a) b)
5. Conditions and Products of Resorcinol Alkylation by β-Pinene in the Presence
Rresorcinol-
β –Pinene
ratio
Conversion,
%
of Al(OPh)3
Reaction products composition, %
3 4 5 6 7a 8a 9a 9b
(PhO)3Al, 160 °С, 12 ч
1:1 100 22 21 15 13 5 11 4 0,5
1:2 100 23 6 - - 23 4 21 5
2:1 100 32 9 9 3 5 2 11 -
(PhO)3Al, 120 °С, 30 ч
1:1 100 16 13 11 - 22 12 8 -
1:2 100 15 3 3 - 37 - 13 10
2:1 100 26 3 21 2 16 8 7 -
O
OH
H
7a
HO O
3
6. Conclusions
Major alkylation products:
HO O
3
O
Does not depend on the ratio of the
initial reactants and the temperature
OH
H
7a
Chroman
ether
1) 2)
